32789 Zip Code FL Ranch Style Homes for Sale

4 Beds ⋅ 2 Baths ⋅ Shores Lake Killarney SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Completely updated and move-in ready, this stunning Winter Park home offers the perfect blend of timeless charm and modern comfort! Located in the desirable Shores of Lake Killarney, this 4-bedroom, 2-bath home features 1,933 square feet of thoughtfully updated living space, deeded access to Lake Killarney, and NO HOA! As you step inside, an open layout creates a seamless flow between the kitchen, dining, and living area. The updated kitchen features quartz countertops, stainless steel appliances, generous cabinetry, an island with breakfast bar, and dining area. Sliding doors off the living area open to a private, fully fenced backyard! Whether you're enjoying a quiet morning coffee or hosting outdoor gatherings, this large, inviting space provides the perfect extension of the home's living space! Enjoy peace of mind knowing the major updates have already been completed, including a new roof (2023), new A/C and hot water heater (2025), new windows (2024), complete re-pipe (2021), new electrical panel (2021), and many additional improvements throughout the home. Conveniently located near Winter Park Village, Park Avenue, Rollins College, top-rated dining, shopping, entertainment, and major roadways, this location puts the best of Winter Park and Greater Orlando within easy reach. This is the perfect opportunity to own a move-in-ready Winter Park home that offers the character of an established neighborhood with the peace of mind and convenience of modern updates. Call to set up a private showing today!

216 Blossom Lane, Winter Park

$449,000

3 Beds ⋅ 2 Baths ⋅ Justamere Camp Rep SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Tucked away on a quiet dead-end street just off Lake Killarney, this solid block 1960's ranch at 2611 Lotafun Avenue offers over 1,800 SF of living space with room to make it your own. Featuring 3 bedrooms and 2 full baths, this home boasts a charming front living room with a wood-burning fireplace, PLUS a spacious family room/sunroom with its own fireplace — perfect for cozy nights or entertaining. The primary bedroom features an en suite bath, while the hall bath charms with original tilework. Step outside to your private pool, set on a generous 0.24-acre lot with a backyard shed for extra storage. Additional highlights include an attached 2-car garage with bonus storage room, interior laundry, and a 2022 roof. All new electrical was just installed in June 2026 by Skolfield Homes, giving buyers peace of mind on one of the big-ticket items. Enjoy the tranquility of this established neighborhood while staying close to major roadways, shopping, and dining. Homes with this much character and potential in Winter Park don't come around often — bring your vision and make this one shine!

2611 Lotafun Avenue, Winter Park

$599,000

3 Beds ⋅ 2 Baths ⋅ Glencoe Subdivision SubDv. ⋅ 32789 Zip Code

Nested on a spacious, tree lined lot just steps from Lake Killarney, 2361 Roxbury Road offers a rare opportunity to create your dream home in one of Winter Park’s most convenient locations. Ideally situated just off Fairbanks Avenue with quick access to I-4 , this 3 bedroom, 2 bath residence features 1723 square feet of living space, solid plaster walls and mid century character. Built in 1951, the home showcases an original pine paneled ceiling in the living room, adding warmth and architectural charm. Two large, new Anderson windows fill the room with natural light and highlight the pool view. New Anderson exterior doors improve the homes security and efficiency. The expansive Florida room provides flexible space for entertaining or future updates. Major improvements include a resurfaced Gunite pool in pebble finish (2024), exterior paint (2024), new paver driveway (2024), roof (2020) and HVAC system (2019). The garage has been enclosed and currently serves as storage and utility space. Outside you’ll find a fully fenced backyard with plenty of room to enjoy the Florida lifestyle. Located on a large lot with sidewalks and mature trees, this home presents an excellent opportunity for buyers looking to personalize a property in a desirable Winter Park location. The septic system was pumped in 2026, providing peace of mind. Bring vision and make this home your own!

2361 Roxbury Road, Winter Park

$579,900

3 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge Add 02 SubDv. ⋅ 32789 Zip Code

Rare Waterfront Opportunity in Winter Park! Discover your own slice of Florida paradise with this waterfront gem offering 94 feet of direct canal frontage on Lake Bell for under $600,000. Tucked away in a peaceful, private setting, yet just minutes from Winter Park’s famed Park Ave, Winter Park Village, College Park and Downtown Orlando with numerous shopping and dining options making this property the perfect blend of seclusion and convenience. Built in 1957, this classic Florida ranch features 3 bedrooms and 2 bathrooms within 1,837 SF of living space. Major updates include a new roof in 2024 and HVAC in 2019. Step inside off the covered front porch to find spacious living and dining areas highlighted by charming built-in features and abundant natural light. At the heart of the home, the kitchen offers easy access to a generous walk-in pantry/utility room/laundry area. The adjoining family room opens to a covered back porch overlooking the expansive backyard and tranquil canal. Situated on a .40-acre lot, the property extends beyond the canal, creating a natural wooded buffer that enhances privacy and provides a serene backdrop. Whether you envision a pool, outdoor kitchen, garden, or entertaining space, the backyard offers endless possibilities to create your dream outdoor oasis (subject to municipal review and approvals). Lake Bell is a 36-acre spring-fed ski lake with an average depth of 12 feet, ideal for boating, skiing, kayaking, paddle boarding and enjoying the Florida lifestyle. Fishing enthusiasts will also appreciate the lake’s reputation for largemouth bass and bluegill. Other notable exterior highlights include fenced in backyard, covered front entry, two rear porches and 1-car carport. The home is on septic that has been well maintained and serviced annually. The location also offers quick access to Interstate 4 and close proximity to area hospitals, parks and cultural centers. Don’t miss this exceptional opportunity to own waterfront property in Winter Park/3789 at an incredible value!

1003 Lake Bell Drive, Winter Park

$459,900

3 Beds ⋅ 2 Baths ⋅ Orange Terrace SubDv. ⋅ 32789 Zip Code

Beautifully renovated three-bedroom, two-bath home in desirable Winter Park 32789. Extensively updated throughout, this move-in-ready home offers the perfect blend of modern style, comfort and convenience. Filled with natural light, this home features a stunning renovated kitchen with an open pass-through breakfast bar and seating, ideal for entertaining and everyday living, a large stainless sink beneath a window and plenty of stunning quartz countertop space. Both baths have been tastefully remodeled, and nearly every aspect of the home has been thoughtfully updated to create a fresh, contemporary feel. Major improvements provide added peace of mind, including a new roof in October 2023, an HVAC system in 2023 and a water heater in 2024. Enjoy the convenience of a large covered carport with built-in storage, plus a huge backyard with endless possibilities for gardening, pets, play or future expansion. An additional storage shed, added in 2018, offers even more space for tools, hobbies and outdoor equipment. Ideally located with quick access to Interstate 4 and 17-92 and just minutes from Park Avenue, Winter Park Village, College Park and Downtown Orlando, you'll enjoy some of Central Florida's finest shopping, dining, entertainment and cultural attractions right at your fingertips. Best of all, no HOA. Combining extensive renovations, major system updates, an oversized backyard and an unbeatable location, this exceptional Winter Park home is truly move-in ready and waiting for its next owner. Call to schedule your appointment today!

259 Orange Terrace Drive, Winter Park

$470,000

2 Beds ⋅ 1 Baths ⋅ Orwin Manor Westminster SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Virtually Staged. Located in the heart of Orwin Manor, one of Winter Park’s most beloved historic neighborhoods, 1521 Cavendish Road is a beautifully renovated 2-bedroom, 1-bath home offering 1,042 square feet of thoughtfully updated living space. Positioned between Winter Park, College Park, and Downtown Orlando, residents enjoy convenient access to AdventHealth, Loch Haven Park, the Orlando Museum of Art, Orlando Science Center, Park Avenue, Ivanhoe Village, and some of the area's most celebrated dining, shopping, and cultural destinations. Surrounded by mature landscaping, manicured hedges, colorful garden beds, and stately palms, the home's curb appeal reflects the character and pride of ownership found throughout the neighborhood. French front doors open to a spacious foyer that leads into a bright family and dining room combination, where new pine laminate flooring, crown molding, plantation shutters, and updated lighting blend historic character with modern comfort. The renovated kitchen features shaker cabinetry, Silestone countertops, stainless steel appliances, abundant storage, and natural light. Both bedrooms have been thoughtfully updated with new flooring, LED recessed lighting, ceiling fans, and plantation shutters, while the recently renovated bathroom pairs basketweave tile flooring, subway tile, quartz countertops, and classic finishes that honor the home's original style. Outside, the large backyard has been transformed into a private retreat featuring a composite deck, new fencing, mature palms, raised garden beds, steel-edged landscaping, and a paver walkway. Thoughtfully updated while preserving its architectural charm, this home offers a rare opportunity to enjoy historic character in a neighborhood that continues to benefit from the growth, investment, and enduring appeal of Winter Park and Downtown Orlando. Schedule your private tour today.

1521 Cavendish Rd, Winter Park

$650,000

3 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge Add 02 SubDv. ⋅ 32789 Zip Code

Rarely does a property offer this combination of waterfront living, privacy, and walkable convenience in the heart of Winter Park. Situated on nearly half an acre at the end of a quiet dead-end street, this unique property features approximately 133 feet of waterfront frontage with direct access to private Lake Bell. The existing 3-bedroom, 2-bath home is comfortable and move-in ready, offering beautiful water views and the perfect opportunity to enjoy the property immediately while updating and personalizing it over time. Thoughtfully maintained, the home features major improvements including a roof and water heater replaced in 2019, HVAC system replaced in 2021, updated plumbing, and updated electrical panels, providing peace of mind for years to come. Whether you're looking for a charming waterfront home, a property to thoughtfully renovate, or an exceptional homesite for a future custom residence, the possibilities are endless. Step outside to an expansive backyard designed for entertaining, recreation, and peaceful waterfront living. Surrounded by mature trees and natural beauty, the property offers a secluded setting rarely found this close to all that Winter Park offers. The property's waterfront setting provides direct access to private Lake Bell, creating an exceptional backdrop for boating, fishing, paddleboarding, kayaking, and other water activities. Buyers should verify any future plans for waterfront improvements or uses. Adding to its appeal, the property is just a short walk from Winter Park Village, Whole Foods, shopping, dining, and everyday conveniences, while remaining only minutes from Park Avenue, College Park, and Downtown Orlando. Whether you choose to move in and enjoy the home as it is, make cosmetic updates over time, expand the existing residence, or create a custom waterfront estate, this exceptional property offers flexibility, long-term value, and a lifestyle that is increasingly difficult to find in Winter Park.

1009 Lake Bell Drive, Winter Park

$345,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Manor SubDv. ⋅ 32789 Zip Code

Welcome to 2889 Rouen Avenue, Fresh exterior paint and move-in-ready 3-bedroom, 2-bath residence offering approximately 1,140 square feet of comfortable living space. This home features a bright and functional layout, well-sized bedrooms, and a large fenced yard with plenty of room to enjoy the outdoors. Brand New water heater. Brand new Roof is underway. Conveniently located near Rollins College, Park Avenue, Full Sail University, shopping, dining, and I-4, and zoned for Dommerich, this property offers an outstanding opportunity in a sought-after location. see private remarks and showing time for direct seller’s contact.

2889 Rouen Avenue, Winter Park

$625,090

3 Beds ⋅ 2 Baths ⋅ Parklando SubDv. ⋅ 32789 Zip Code

Welcome to this charming, meticulously maintained 3-bedroom, 2-bath residence in the heart of Winter Park—lovingly cared for by the same owner for over 30 years. This home reflects true pride of ownership with thoughtful updates and improvements that provide both comfort and peace of mind. Enjoy entertaining in the spacious eat in kitchen with full Stainless appliance package. Outdoor living shines with an extended paver driveway and rear patio, screened lanai, and lush, mature landscaping—creating a private, relaxing retreat perfect for entertaining or everyday enjoyment. Major upgrades include energy-efficient double-pane windows and patio door (2014), HVAC system (2020), redesigned Primary Bath Shower, updated electrical panel with new breakers including surge protection (2024), Water Heater (2024), Roof (2022). The home has also been repiped features a replaced drain field and a recently serviced septic system (2025). Additional improvements include gutters with mesh guards (2019), vinyl fencing and garage door hardware updates (2025). Designed for worry-free living, this home includes a long-standing transferable termite bond and resilient fiber cement siding for enhanced durability and protection. Ideally situated in a desirable Winter Park corridor, this home offers effortless access to both downtown Winter Park and Orlando, as well as the vibrant amenities of Baldwin Park. Surrounded by properties ranging from $600,000 to multi-million-dollar estates, the location presents an exceptional opportunity to enjoy a premier lifestyle with strong long-term value. Residents benefit from zoning to highly regarded schools and proximity to Park Avenue, Rollins College, and an array of fine dining, shopping, and cultural destinations. With convenient access to major roadways, daily commuting and connectivity are seamless. Set within an established neighborhood characterized by a blend of long-time ownership and thoughtfully updated homes, the area continues to experience ongoing growth and enhancement. A rare opportunity to own a beautifully maintained home in one of Central Florida’s most desirable communities.

2713 Eastern Parkway, Winter Park

$2,032,850

4 Beds ⋅ 4 Baths ⋅ Park Grove W/125 Lot 10 Blk D SubDv. ⋅ 32789 Zip Code

A rare offering in the highly sought-after Park Grove neighborhood, this expertly redesigned 4-bedroom residence blends elevated design with effortless everyday living. Originally renovated by award-winning interior designer John McClain and recognized with first-place honors in 2020, the home reflects a refined balance of style and functionality.??Ideally located just moments from Park Avenue and Winter Park Village, this single-story home offers an inviting, open flow with curated architectural details throughout. The main living space is anchored by rich hardwood floors, a marble-tiled fireplace, and expansive sliding glass doors that fill the home with natural light while creating a seamless connection to the outdoor living areas.??The kitchen serves as the heart of the home, featuring gourmet gas appliances, an inviting dining space, and a beautifully integrated wine station. It is perfect for both daily living and entertaining.??Designed for true indoor-outdoor living, the home opens to a private backyard retreat complete with a resort-style pool, lush landscaping, and multiple areas for gathering or relaxing.??The primary suite offers a serene escape with a spacious walk-in closet, spa-inspired bath, and freestanding soaking tub. A separate guest suite provides comfort and privacy, while an additional flex space offers versatility for a home office or additional living area.??This home has been completely improved with major system upgrades, including a new roof, updated HVAC systems, new windows and doors, a whole-house generator, whole-home water filtration system, and an integrated Sonos audio and security system, providing both comfort and peace of mind.??Park Grove is a neighborhood where homes seldom come on the market, because once you’re here, you won’t want to leave.

872 Granville Drive, Winter Park

$918,000

4 Beds ⋅ 3 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code

Pre-Construction. To be built. This is your final opportunity to build a custom home in one of Winter Park’s most sought-after pockets. Set on a 6,748 sq ft lot, this brand-new 4-bedroom, 3.5-bath residence offers 2,662 sq ft of thoughtfully designed living space, blending clean modern architecture with the comfort and functionality today’s buyers expect. Crisp lines, open-concept living, and intentional design create a home that feels both elevated and livable. What makes this opportunity truly unique: this is the last remaining homesite within a curated collection of three custom builds—each thoughtfully designed with its own architectural identity, yet unified in creating a refined, cohesive streetscape. The other two homes are already underway, making this your only chance to secure a position in this limited offering. Located just 6 minutes from Park Avenue, you’re moments from Winter Park’s best—boutique shopping, award-winning dining, and everyday conveniences—while also being close to top-rated hospitals and major thoroughfares. Offered as a custom build, this home allows you to tailor finishes, selections, and details to match your vision. Pricing reflects the base build, with upgrade options available to create a fully personalized end product. With new construction opportunities in 32789 at this price point becoming increasingly scarce, offerings like this are few and far between—especially with the ability to fully customize your home from the ground up.

Lot #21 Karolina Ave, Winter Park

$560,000

3 Beds ⋅ 2 Baths ⋅ Orange Terrace SubDv. ⋅ 32789 Zip Code

Come see this charming pool home on a desirable corner lot near Lake Killarney in Winter Park. This beautifully maintained mid-century residence features 3 bedrooms and 2 baths with warm wood floors and timeless character throughout. The private, fully fenced backyard is turfed for low maintenance and perfect for relaxing and entertaining. Major updates provide peace of mind, including new windows (2019) a renovated primary bedroom and bath (2019), new septic drainfield (2023), tankless water heater (2019), new refrigerator (2024) and in ground pool converted to saltwater in 2023. A rare opportunity to own a classic Winter Park home in beautiful condition with modern improvements and exceptional outdoor living. Walk to Hunger Street Tacos, Lombardi’s Seafood and Creative Jane Art Studio while being conveniently located near 1-4, College Park and Winter Park. Come see this gem!

218 Orange Terrace Drive, Winter Park

$405,000

2 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge Add 02 SubDv. ⋅ 32789 Zip Code

WELCOME HOME to this rare Winter Park opportunity! Live minutes away Park Avenue in one of Winter Park’s most convenient hidden pockets. Rarely does a home become available on this quiet cul-de-sac directly across from Lake Bell — and this charming 2 bedroom, 2 bathroom bungalow delivers on location, character, and updates. Less than 5 minutes to Whole Foods, Winter Park Village, Trader Joe’s, and Life Time Fitness, and approximately 7 minutes to Park Avenue dining and shopping, you’re positioned in the heart of Winter Park. Inside, beautiful hardwood floors, abundant natural light, and a spacious living area create an inviting first impression. The updated kitchen features granite countertops, 42” white cabinetry, stainless steel appliances, and stylish terrazzo-inspired tile flooring. A versatile flex space offers options for a home office, formal dining room, or playroom. The enclosed sunroom provides additional square footage that could function as a den, secondary living space, or potential third bedroom. Both bathrooms have been fully remodeled with updated showers and modern vanities. The home sits on a generously sized lot and includes a storage shed for added convenience. Homes in this location rarely come to market — schedule your private showing today.

1028 Lake Bell Drive, Winter Park

$795,000

3 Beds ⋅ 2 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

This 1-story home on a corner lot offers easy living in one of Winter Park’s most convenient locations! Enter through a covered front porch and inviting foyer with slate tile floors to discover a desirable split-bedroom floorplan. Off to the right, the spacious primary wing (later addition) serves as a true retreat, with vaulted ceilings, hand-carved wood floors, a cozy window seat wrapped in a bay window, and French doors that lead to the private outdoor living spaces. The large primary bath has dual vanities, a soaking tub, huge walk-in shower, and a custom walk-in closet....This primary retreat is a HUGE surprise! On the opposite side of the front entrance, the home’s original, refinished hardwood floors stretch throughout the living room, kitchen, and large secondary bedrooms. The kitchen features stainless steel appliances, a wine refrigerator, and a dinette area with a precious greenhouse window, perfect for growing fresh herbs and potted plants. The kitchen/dinette area open up to the window-lined living room, with plantation shutters. French doors off the adjacent dining room lead to a newly PVC-fenced rear courtyard with brick pavers and a soothing fountain. The left side of the property includes a screened patio with terracotta tile and a vaulted, wood-plank ceiling, while the right side offers a fully-fenced space for pets, gardening, or play. Enjoy an impeccably landscaped yard with Zoysia grass and a private well for irrigation, plus an enormous 2-car garage that was thoughtfully added on, with a large, sunny laundry area with a double utility sink, and plenty of room for storage or a workbench area. Block construction and updated double-pane windows & doors make the home remarkably quiet inside, and the circular front drive and expanded driveway makes life on Palmer a breeze! Just across the street, Phelps Park provides a playground, tennis, pickleball courts, and additional parking for your larger gatherings. Located just a block from the YMCA, minutes from Publix, Sprouts, Walgreens, and numerous restaurants, and less than 2 miles from Park Avenue, this home is where convenience meets comfort.

1680 Palmer Avenue, Winter Park

$369,900

3 Beds ⋅ 2 Baths ⋅ Temple Terrace SubDv. ⋅ 32789 Zip Code

MULTIPLE OFFER SITUATION - Welcome to this classic ranch home offering 3 bedrooms, 2 baths, and a wonderfully livable floor plan designed for everyday comfort, work-from-home flexibility, and easy entertaining. With 1,584 sqft of living space this home lives large and offers generous room sizes, plenty of storage, and a layout that simply makes sense. From the big front patio, step inside to a bright living area with cathedral ceilings and natural light, leading into an updated kitchen featuring granite countertops and newer cabinetry. Stacked bedroom layout, and the bathrooms feature tile finishes and oak cabinetry. Flooring includes tile throughout most of the home, wood laminate in the primary bedroom, and carpet in two bedrooms. The home also features updated double-pane insulated windows. Some of the highlights of this home are the expansive screened-in Florida room, perfect for relaxing, dining outdoors, or hosting friends —while enjoying fresh air. Outside, you'll find a huge, fully fenced backyard with mature oaks, palms, bananas, flowering cactus, and an aloe garden. There’s ample room for a pool, future expansion, and RV / trailer storage. A storage shed with electric adds even more convenience. The location truly can’t be beat — centrally located near downtown Winter Park, Maitland, Casselberry, restaurants, theaters, lakes, bike paths, museums, five golf courses, and endless shopping and recreation. Zoned for highly regarded schools including Dommerich Elementary, Maitland Middle, and Winter Park High, this is a setting many buyers specifically seek out. The neighborhood is on city utilities; this home currently uses septic which may not function properly and may need to be connected to city sewer which is already on the street. This is a conventional and cash-only sale and is being offered As-Is, with buyers responsible for their due diligence including verifying fees, taxes, and property details.

1816 Azalea Avenue, Winter Park

$895,000

3 Beds ⋅ 3 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

Situated in the highly sought-after Winter Park area and surrounded by tree-lined streets, this stunning move-in ready home is waiting for its new owner. Set on one of the largest lots in the neighborhood, the property greets you with style and charm. Professional landscaping leads you to an inviting open floor plan designed for both family life and entertaining. The living room provides flexible space for formal gatherings or relaxed moments. The upgraded kitchen features newer stainless steel appliances, quartz countertops, and a wet bar complete with a wine refrigerator and extra cabinetry. The spacious dinette area can accommodate a larger dining table if desired. The owner’s suite is generously sized, featuring an updated bath with a glass-enclosed shower and modern sink. One secondary bedroom offers an en-suite bath, while a third full bath off the family room is perfect for guests. There's also an office or den with French doors that could easily be converted into a fourth bedroom. The family room, highlighted by accent ceiling beams, is ideal for watching games or spending time with friends and opens up to a remarkable backyard oasis. The expansive, fenced backyard is a rare gem—it boasts a beautiful pool, gazebo, and ample space for play and pets. Additional features include engineered hardwood floors throughout, a newer AC system, upgraded yard drainage, a two-car garage with tons of built in storage and ample driveway parking. Conveniently located a short distance from the YMCA, an A-rated elementary school, and just a short drive from Park Ave and other amenities, this location truly can't be beat.

1802 Arbor Park Drive, Winter Park

$1,150,000

4 Beds ⋅ 3 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Prime Location! Step into the charm of Old Winter Park in this uniquely designed one story, four bedroom, three bath home located off the Via’s in Lake Knowles Terrace. Built in 1951 and thoughtfully renovated in 1998, this home offers soaring ceilings, generous light from skylights, and a layout that embraces both privacy and togetherness. Enjoy two spacious en-suite bedrooms, ideal for multi-generational living or hosting guests. The open-concept living area flows into a large lanai with a cathedral ceiling and a screened-in lush garden courtyard featuring a fish pond, creating a seamless indoor-outdoor experience perfect for year-round entertaining. The lanai brings the total square footage of living space to over 3000 sf. Take in tranquil views of Lk Wilbar, nestled in a quiet, established neighborhood just a mile away from everything: Park Avenue shopping and dining, top-rated hospitals, the YMCA and two well known country clubs. This property of 9, 787 sf has endless opportunities to make it the perfect home for you and your family. Call to schedule a tour today!

1611 Walnut Avenue, Winter Park

$750,000

4 Beds ⋅ 3 Baths ⋅ Hills SubDv. ⋅ 32789 Zip Code

Charming traditional ranch located in the desirable “Hills” neighborhood of Winter Park! Step into a welcoming foyer that opens to a spacious floor plan accented by mid-century glass block dividers. The comfortable family room features an entertainment wall, a wood-burning fireplace, and a seamless connection to the well-designed kitchen with a peninsula island. Generous, ceiling-height maple cabinetry provides excellent storage, and the built-in oven and microwave add convenience. Just off the kitchen are the laundry room and powder bath, with direct access to the garage. The current garage has been divided to make a space for an office/flex space which can easily be removed if desired. The dining room offers a full wall of maple built-ins with display shelving and lower storage cabinetry. French doors lead to the covered lanai and pool area. Down the main hall you'll find the hall bath with double sinks and a glass-enclosed tub, along with the primary suite and three additional bedrooms. The spacious primary bedroom features French doors to the pool, a spacious bath with walk-in shower and jacuzzi tub, the custom walk-in closet is just off the bath. The backyard is privately fenced with a block/brick wall surrounding the open pool and expansive lanai. Recent updates include a 2022 roof, 2018 AC, re-plumbed, a tankless water heater, and a propane tank. Located in a fantastic neighborhood zoned for top-rated Maitland/Winter Park schools!

2632 Mandan Trail, Winter Park

$470,000

3 Beds ⋅ 2 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Live the Winter Park dream in this freshly updated 3-bedroom, 2-bath home—just steps from Lake Killarney and minutes to I-4, boutique shopping, and top dining spots. The interior has been freshly painted, creating a bright and welcoming feel throughout. The updated kitchen shines with white shaker cabinets, quartz countertops, a subway-tile backsplash, and stainless-steel appliances. It’s perfect for everyday cooking and effortless entertaining. Wood-look laminate floors flow through the spacious living and dining rooms and into the bedrooms, while the family room offers wood-look tile, a cozy fireplace, and sliding doors that open to the screened patio. Outside, a long driveway extends beyond the fenced yard to a side-entry oversized two-car garage with workshop area. Surrounded by mature trees, the backyard is a private retreat with a cozy firepit, utility shed, and a versatile concrete pad—ideal for basketball games or weekend gatherings under the stars. Zoned R-1A, the property also allows for an accessory structure such as a guest suite or studio (no kitchen permitted) Thoughtful updates, generous outdoor space, and an unbeatable location near Lake Killarney make this home a rare find. Come experience comfort, character, and convenience in the heart of Winter Park.

2381 Roxbury Road, Winter Park

$359,900

3 Beds ⋅ 2 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Fantastic Opportunity / Dubsdread Heights in Winter Park! Do not miss out on this great opportunity to own a home in the desirable College Park area located in Dubsdread Heights. This charming 3-bedroom, 2-bath residence sits on an oversized 50 x 140 lot and offers 1,283 sq. ft. of air-conditioned living space. Featuring a split-bedroom floor plan, the home includes hardwood floors in several rooms, a spacious kitchen with tile flooring and wood cabinetry, and a dining room enhanced by a beautiful tongue-and-groove wood ceiling.The primary bedroom boasts wood floors, a tongue-and-groove wood ceiling, a wall closet, and an en-suite bath with dual sinks, a shower, and a laundry closet with a washer and dryer. The two additional bedrooms share a bright hall bath with a tub/shower combo. Just off the kitchen, a 12 x 16 enclosed porch overlooks the expansive backyard, which includes an adjacent patio and two storage sheds that convey with the property. Updates Include New Roof (August 2017), New Electrical Panel (August 2023), Septic System Fully Cleaned and Serviced (Early 2025) & HVAC System (2018) Located just one block from the Dubsdread Golf Course, this home is ideally situated minutes from I-4, Downtown Winter Park, Park Avenue, College Park, AdventHealth Hospital, and Downtown Orlando. Perfect as a primary residence or an excellent investment opportunity in a prime location.

780 Baffie Avenue, Winter Park

$375,000

3 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge Add 02 SubDv. ⋅ 32789 Zip Code

Welcome to your next chapter at 1007 Early Ave in Winter Park, a charming 3-bedroom, 2-bathroom home. Thoughtfully maintained, this home combines character with modern comfort. Step inside to find inviting living spaces and enjoy peace of mind with a roof replaced in 2019. The spacious backyard is perfect for entertaining, gardening, or simply relaxing under the Florida sun. With plenty of room to play, it’s a rare find in Winter Park and offers potential for future outdoor upgrades or expansion. Located just minutes from downtown Winter Park, you’ll have easy access to top-rated dining, boutique shopping, and cultural attractions. Whether you’re a first-time homebuyer, a growing family, or looking for a smart investment in Central Florida’s thriving market, this home checks all the boxes! Schedule your showing today!

1007 Early Avenue, Winter Park

$745,000

3 Beds ⋅ 2 Baths ⋅ Northwood - Winter Park Oasis SubDv. ⋅ 32789 Zip Code

An incredible location close to Park Avenue, this freshly renovated home exudes modern style and the walkable lifestyle that Winter Park is known for. This timeless Florida ranch features one-level living and is in a charming downtown neighborhood that is fresh and turnkey. Experience an open living concept with seamless flooring and designer selections throughout creating great spaces and function. The kitchen features clean-lined, neutral-toned cabinetry with a large island topped with quartz counters and bar seating with gold-toned, oversized pendants that take center stage. The adjacent bar area includes a built-in pantry, open shelving and a wine refrigerator, adding a touch of luxury to your everyday life. Just beyond the kitchen/living room, you'll discover a fantastic dining area and two well-appointed bedrooms. The shared bath is fully renovated with current selections, making it a retreat for family and guests. A desirable split plan with owner's suite is on opposite side of the home, adorned with beautiful light and airiness. A space-saving built-in wardrobe lines one wall, while the en-suite bath showcases stunning design elements, including a walk-in shower, dual sinks and a private water closet. The backyard invites you out through clear glass sliders to a charming backyard with a brick patio and a fully fenced backyard, lined with bamboo, which offers the privacy you desire. Entertain with shaded dining and lounging on sunny days with newer retractable awning (2021) controlled by a convenient remote. Additional features that make this home stand out include a newer roof (2020), newer air conditioner (2020), plumbing updated 2018, electrical panel update (2023), new backyard sod and irrigation (2025), freshly painted, a two-car garage with a new electric car charger (2022), a custom workbench and storage cabinets added in 2021. And let's not forget the incredible location, a couple of blocks from Winter Park 9 Golf Course, Park Avenue, Winter Park Village and Saturday farmers market, with Whole Foods, Publix and the Enzian just minutes away, this home is your private oasis in the heart of Winter Park.

630 Northwood Circle, Winter Park

$475,000

3 Beds ⋅ 3 Baths ⋅ Orange Terrace SubDv. ⋅ 32789 Zip Code

What a great location - Ready for move in before the holidays! Don’t miss this impeccable classic Florida ranch, 3/2 with hardwood floors, PLUS bonus bath in utility! Large sunny living room with wood burning fireplace, dining room, renovated kitchen with granite counters and wood cabinetry. Large bedrooms with great closets and good storage. Updated hall bathrooms with tub/shower and pedestal sink and primary suite bath with stall shower. Lovely landscaped fenced yard with screened porch and large gazebo for entertaining! 2 car garage, plus workbench and large utility room with access to rear and side yard. Perfectly located in Winter Park near Lake Killarney with easy access to I-4, College Park, Maitland and Downtown Orlando. Bonus - Walk to E-Tennis for those tennis and pickleball enthusiasts!

260 Orange Terrace Drive, Winter Park

$920,000

3 Beds ⋅ 3 Baths ⋅ Timberlane SubDv. ⋅ 32789 Zip Code

Nestled on a quiet street in one of Winter Park's most desirable neighborhoods, this home blends timeless elegance with modern comfort. This stunning residence offers a perfect combination of sophistication and functionality, making it the ideal place to call home. Boasting three bedrooms, three baths and plenty of flex space, this residence spans over 2,500 square feet and sits on a generous .27-acre lot, offering room to grow and make it your own. The open-concept floor plan seamlessly connects the living, dining and kitchen areas, creating a welcoming atmosphere for entertaining. The large primary suite offers a walk-in closet, dual sinks, a standalone shower and garden tub. Step outside to to discover multiple outdoor living spaces, including a patio ideal for al fresco dining, a spacious backyard with mature landscaping and plenty of room for a private pool. Located in one of the areas most sought-after school districts, including Audubon K-8 and Winter Park High School. it's located just steps from East End Market, Kelly's Homemade Ice Cream, the Audubon Park Farmers Market, and several nearby restaurants with easy access to Park Avenue, Baldwin Park and downtown Orlando. The home features a metal roof (2020), water heater (2020), white vinyl fencing (2018), HVAC 1 (2018), HVAC 2 (2025) and plantation shutters throughout. This home is more than just a place to live, it's a place to create lasting memories.

2129 Fosgate Drive, Winter Park

$382,575

2 Beds ⋅ 1 Baths ⋅ Albert Lee Ridge Add 02 SubDv. ⋅ 32789 Zip Code

Welcome to 1001 Early Ave—a beautifully updated 2-bedroom, 1-bath home that perfectly balances timeless character with contemporary style. Nestled on a spacious 7,405 sq ft lot, this 1,222 sq ft gem invites you in with parquet floors, decorator tile, and abundant natural light. The expanded kitchen is a showstopper, featuring stainless steel appliances, granite countertops, a wine cooler, and sleek wood and glass accents—ideal for both everyday cooking and weekend entertaining. The renovated bathroom offers spa-like serenity with a glass bowl sink and modern finishes. Step outside to your private oasis: a sparkling pool with a tranquil water feature, a tiki-style cabana, and a paver patio designed for unforgettable gatherings. The circular driveway and garage with a service door add convenience and curb appeal. The septic system was replaced in 2019, serviced in 2024 and roof replaced 2021. Located minutes from Whole Foods, Winter Park Village, the Enzian Theater, and the vibrant 17-92 corridor, this home offers unbeatable access to shopping, dining, and entertainment. With easy access to I-4 and College Park, your commute and weekend plans just got easier. Whether you're a first-time buyer, downsizer, or investor, this home is a rare find in one of Central Florida’s most desirable neighborhoods. Don’t miss your chance to own a slice of Winter Park paradise.

1001 Early Avenue, Winter Park

$1,770,000

3 Beds ⋅ 4 Baths ⋅ Park Grove SubDv. ⋅ 32789 Zip Code

Welcome to this picturesque 3 bedroom, 4 bath pool home nestled in the highly sought-after neighborhood of Park Grove. Overflowing with charm and character, this naturally light-filled home features white oak hardwood floors and plantation shutters throughout. Upon entry, a formal living room with a cozy wood-burning fireplace greets you, offering serene views of the sparkling heated pool and lush backyard oasis. The elegant formal dining room leads to a chef's kitchen adorned with marble countertops, wood cabinetry, a spacious island with seating, and top-of-the-line appliances. A well-appointed wet bar adds to the home's entertainment appeal, while an informal dining space flows seamlessly into the expansive family room, where floor-to-ceiling windows invite the beauty of the outdoors in. Step outside to a covered porch and summer kitchen- perfect for hosting. Enjoy al fresco dining under the shade of a covered pergola or relax by the glistening pool in complete privacy. The home features two secondary bedrooms, each with its own en-suite bath, and a full guest bath off the hallway. The primary suite is a true retreat, offering a private sitting area, his-and-hers closets, and a luxurious bath with dual vanities and a large walk-in shower. Located just minutes from the vibrant shops and fine dining of Park Avenue in downtown Winter Park, and zoned for top-rated schools- this home is an exceptional opportunity you won't want to miss!

690 Williams Drive, Winter Park

$385,000

3 Beds ⋅ 2 Baths ⋅ Shores Lake Killarney Sec 02 SubDv. ⋅ 32789 Zip Code

Charming Winter Park Block Home with Deeded Access to Lake Killarney – Solid, Updated Systems & Priced for Your Personal Touch! Welcome to this well-built 3-bedroom, 2-bath cement block home in one of Winter Park’s most desirable and established neighborhoods. . . . . . Built in 1954 and lovingly cared by the same owner for almost 40 years, this home offers strong bones, a functional layout, and major system updates already completed—including roof (2019), AC (2019), re-piping (2005), window replacement (2010), and custom paver driveway (2005). . . . . . The kitchen was updated in 2008 and offers a great starting point for further personalization. This home is priced to reflect the need for cosmetic updates, giving buyers the opportunity to renovate and style the home to their taste, without worrying about costly behind-the-walls repairs. . . . . . Whether you're a first-time buyer, investor, or someone looking to downsize into a home you can make your own, this property is full of potential. The layout is warm and inviting, with plenty of natural light and the timeless durability of concrete block construction. . . . . . Located just minutes from top-rated schools, parks, shopping, dining, and major roadways, this home is perfectly positioned for convenience and community. . . . . . A wonderful opportunity to own in Winter Park—move in now, update at your pace, and build equity as you go!

259 Blossom Lane, Winter Park

$1,050,000

3 Beds ⋅ 2 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Incredible location in the heart of Winter Park, situated on an oversized lot, on a brick street, close to Park Avenue.

2250 Forrest Road, Winter Park

$630,000

4 Beds ⋅ 3 Baths ⋅ Flamingo Shores SubDv. ⋅ 32789 Zip Code

RENOVATED and MOVE-IN READY in WINTER PARK 32789 with DEEDED LAKE ACCESS! Located on a fully fenced ¼-acre corner lot, this 4-bed, 3-bath charmer offers private access to Lake Killarney, a rare find. Step onto the welcoming front porch and into a home filled with character, upgrades, and natural light. The open layout flows effortlessly through spacious living areas and a beautifully updated kitchen with modern finishes. Wood-look flooring, custom millwork, neutral tones, and designer lighting elevate the space. Enjoy a SPLIT FLOOR PLAN with 4 spacious bedrooms, including a large primary suite and a guest room with its own ensuite. The screened lanai and private backyard create the perfect outdoor retreat. Extras include a fireplace, two car attached garage and no HOA! This is a dream location just 1 mile to Trader Joe’s, 1.5 miles to Park Avenue, and minutes to I-4, Rollins College, shopping, dining, and more. Don’t miss your chance to live in the heart of Winter Park. Schedule your private tour today!

1792 Killarney Drive, Winter Park

$725,000

4 Beds ⋅ 2 Baths ⋅ Capens Add SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Stop the car! Develop your dream project on this hard to find R-3 lot! Adjacent 75x100 R-3 vacant lot (TAX ID 06-22-30-1168-02-023) on the south side to be purchased simultaneously, for a total of 75x200 or 15,000sq/ft. Next to the proposed Winter Park Commons project, walk to Winter Park Village, Hannibal Square, WP9 and Park Ave for top shopping, dining and entertainment. Don’t miss this unique opportunity! PROPERTY SOLD AS-IS. VALUE IS IN THE LAND. NO REPAIRS.

770 W Webster Avenue, Winter Park

$750,000

2 Beds ⋅ 2 Baths ⋅ Osceola Summit SubDv. ⋅ 32789 Zip Code

Location, location, location! Whether you're ready to build your dream home or simply want to enjoy life in Central Florida’s most prestigious neighborhood at an unbeatable value, this delightful mid-century 2-bedroom, 2-bathroom home offers endless possibilities. Lot size is approximately 130 ft X 78 ft. Perfectly positioned just minutes from Park Avenue, Rollins College, and Lake Osceola, this home places you at the center of luxury Winter Park living—enjoy boutique shopping, fine dining, scenic strolls, or morning paddle boarding just steps from your door. Inside, you'll find a bright and open floor plan filled with natural light and timeless charm. A front den/office with white tile flooring and timeless tongue and groove ceiling offers you space that is not only stylish but functional—ideal for working from home or relaxing with a book. The open living/dining area features stylish wood flooring, large windows, and a ceiling fan for year-round comfort. This unique layout offers 2 primary suites offering plenty of privacy. Head to the fully fenced back yard and concrete patio which provides a private retreat for entertaining or relaxing outdoors. You will find yourself in the heart of it all with close proximity shops, restaurants, schools, universities and major airports. An added hidden bonus is your access to Lake Osceola through 2 parks and walkway ramp, where you can enjoy a beautiful sunset or paddle board/kayak ride. With vintage character, and incredible location with lake access at the end of the street, this Winter Park gem is not to be missed!

311 Cortland Avenue, Winter Park

$1,400,000

5 Beds ⋅ 4 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

This 5 bedroom, 4 full bathroom one story refreshed ranch estate boasts nearly 4,200 sq ft and features 3 fireplaces, double primary suites, and sprawls out on an oversized .36 acre lot, overlooking an open air salt water & solar heated pool. Updates & upgrades include: full roof replacement with transferable warranty (2023), new windows with transferable warranty (2023), 4 newer ACs (2 are 2023 & 2 are 2017), pool resurfaced with new waterline tiles and stacked stone (2023), pool salt cell replaced with 3 year warranty (2025), new carpet in bedrooms (2025), fresh sod in the backyard (2025), new turf in atrium (2025), exterior paint (2023), plantation shutters throughout, tile floors (2016), closets by design. The kitchen has undergone a full remodel & is the heart of the home. It features quartz countertops, a 10' quartz peninsula, a Bosch cooktop, Bosch oven with a top built-in microwave, a GE cafe smudge proof fridge and a farmers sink. The kitchen opens up to the family room, with a stacked stone feature wall and built-in shelving, all surrounding the cozy wood burning fireplace. The primary bedroom is split on one side of the home, offering privacy, is oversized and features a seating area with it's own wood burning fireplace. The ensuite primary bathroom has been remodeled with dual sinks, a deep soaking tub and a separate shower stall with floor to ceiling tile & glass frame. The second primary bedroom, which would function perfectly as an in-law or nanny suite, is split on the other side of the home and features it's own AC & water heater, with an ensuite bathroom. The additional 3 bedrooms can also be found on this side of the home, 2 of which share a jack n jill bathroom, and the final & 5th bedroom, measuring 25X12, has enough room for double office spaces or could be utilized as an office & work out space. While the home features a formal living, formal dining, family room & dining nook, there is also a secondary living space, off the secondary primary suite, complete with a wet bar, wine chiller and an electric fireplace. It's the perfect flex room and could serve as a separate in-law living area or a game room. The pool is a show stopper and has been resurfaced, including the install of new waterline tiles and stacked stone. With a sun shelf & bubbler, this pool offers resort style relaxation and is surrounded by a resealed paver deck. The side yard is ample space to play and has been freshly sodded. Zoned Winter Park High, Glenridge Middle & Brookshire Elementary, and just minutes from Advent Health Winter Park Hospital, the East End Market, which serves as a hub of market & culinary delights, and less than 4 miles from the popular Park Avenue, where you can enjoy acclaimed eateries and some of Orlando's best shopping, the location is highly desirable. Move right in, everything has been done.

1327 Bridgeport Drive, Winter Park

$675,000

3 Beds ⋅ 2 Baths ⋅ Parklando SubDv. ⋅ 32789 Zip Code

Nestled in Winter Park one of Central Florida’s most picturesque and established neighborhoods, this beautifully updated 3-bedroom, 2-bathroom residence with a 2-car garage is where timeless charm meets modern, effortless living. Zoned for top-rated Audubon Park K–8 and Winter Park High School, this residence offers both high-end living and lasting value in a truly special location. Inside, you'll find a thoughtfully designed split floorplan with rich travertine floors, arched architectural details, and wood-framed windows that add warmth and timeless character. The primary room boast two walk-in-closets with custom built ins & gas fireplace visible from primary suite & dinning room. What you don’t see at first glance is the over $50,000 in premium upgrades that make this home truly turnkey. From the new roof (2024) and high-efficiency 19 SEER Goodman HVAC (2023) to the instant gas water heater, new garage door and mounting system (2024), fresh exterior paint (2024), and interior paint just completed (May 2025), no detail has been overlooked. Even the gutters and downspouts have been replaced and buried to protect your investment while maintaining the home’s clean aesthetic. The backyard is a true retreat, having undergone a $20,000 professional transformation in 2022 with elegant pavers, a custom pergola, a full irrigation system, and lush, private landscaping—perfect for hosting or unwinding outdoors. Beyond the property lines, this location is simply unbeatable. Zoned for Audubon Park K–8 and Winter Park High School, you’re not just buying a home — you’re investing in one of Orlando’s most sought-after school districts. You’re also minutes from East End Market, Baldwin Park, Leu Gardens, and the best dining, boutiques, and parks the city has to offer. This home is more than just upgraded — it’s elevated. A rare blend of thoughtful design, architectural charm, and everyday convenience, all set in a storybook neighborhood that you’ll love coming home to.Schedule your private tour today.

2602 Winter Park Road, Winter Park

$1,186,200

5 Beds ⋅ 4 Baths ⋅ Timberlane SubDv. ⋅ 32789 Zip Code

This home is the perfect blend of resort luxury and farmhouse charm, with high-end finishes and features that cater to both relaxation and entertaining. From the resort-style backyard with a magnificent Saltwater Pool, lovely green space around the koi pond to the HGTV-worthy Interior with an entertainer’s dream kitchen, this has it all. The spacious split-bedroom floor plan, luxurious primary suite, and thoughtfully designed storage make it both stunning and practical. The large lanai with fireplace and full wet bar, beautifully landscaped fenced in yard, pond, green space and even storage for your boat, outdoor toys or dog run—every detail seems meticulously planned to maximize comfort and style. It’s clear that this home was built for the love of hosting, relaxing, and living life to the fullest. 5 Bedroom, 4 Bath, Pool Home with 2-Car Garage (NEW Genie Garage Door Opener). Long pavered driveway with plenty of room for all of your vehicles. You can't help fall in love with this Fully Renovated Florida Ranch Home. Walk into the impeccable warm and welcoming split Bedroom floor plan that offers a spacious Primary Bedroom in the rear of the home with beautifully updated Primary Bath. Double Vanity, Granite countertop, Chocolate Brown Cabinets, Tiled Walk-in Shower with Frameless Glass Doors. Two closets in Primary, one walk-in and one reach-in closet. Both front bedrooms are En-Suites. Bedrooms 4 and 5 share hall bathroom with tub and shower. If you are a chef or just a foodie you won’t want to leave this Ultimate Gourmet Kitchen. Zline 6-Burner, Griddle, Professional grade gas range with double electric oven and Zline wall mounted range hood. Dishwasher, two stainless steel farm sinks, wall-mount pot filler, microwave oven and French Door Refrigerator. White Shaker Soft Close, Kitchen Cabinets with Black hardware and high-end granite countertops, adorned by Designer Stone Backsplash. Behind the custom-built barn doors is the laundry closet and pantry. The large 7.9 x 5.3 Island seats 6 comfortably. This Dining Room is meant for entertaining. Seats 10-12 comfortably with sideboard, bar hutch and more. Open the French doors and instantly double your hosting space. Living Room is warm and cozy with wood burning fireplace, built-ins, LED recessed lighting. Flooring throughout is porcelain wood-look tile. Looking for a home with storage, this home has custom built-in cabinets in 2 bedrooms and hallway. You'll be amazed how much you can store. If you enjoy outdoor living and entertaining, you’ll never want to leave home. Step outside to a spacious covered lanai with tongue and groove ceiling, wood plank flooring, fireplace, TV and surround sound speakers. Full wet bar, lower stone encased with granite tops. Porch Swing. Fence has double gate on left side of home so you can easily pull your boat, RV or extend this into more garage area. Enjoy the mature Florida landscape as you sit by the pool and bar enjoying your favorite team on the TV with your friends. Pool remarcited and tiled in 2022. New pool equipment 2023, Pool Shed is to the right of the house behind the bar to hold all of your pool supplies. New HVAC 2023. Compressor 2020. Roof was replaced in 2018, house was replumbed and rewired in 2020. All Double Pane Aluminum Windows throughout home.

2105 Fosgate Drive, Winter Park

$1,115,000

3 Beds ⋅ 4 Baths ⋅ Park North SubDv. ⋅ 32789 Zip Code

Endless Potential in the Heart of Park North! Just steps from the charm and energy of Winter Park’s Park Avenue—where boutique cafés, fine dining, art galleries, museums, Central Park, and the Winter Park 9 Golf Course await—this rare Park North gem offers the ultimate opportunity to create your dream home. Nestled at the end of a peaceful cul-de-sac, this expansive .38-acre lot (16,534 SF) is a true find in one of Winter Park’s most desirable neighborhoods. Whether you're looking to build new or renovate the existing residence, the possibilities here are limitless. The current single-story block home spans nearly 3,100 square feet, with strong bones and a layout designed for easy living. Inside you’ll find oversized rooms, a cozy fireplace, a spacious eat-in kitchen, an indoor laundry room, private office off the primary suite, and a 2-car garage. Recent updates—new roof (2023), updated electrical panel (2023), one A/C (2019) and modernized windows and doors—set the stage for your vision to come to life. Natural light fills the home, and the beautifully landscaped backyard offers a serene retreat with a private patio, rear privacy wall, and metal fencing—ideal for both everyday relaxation and stylish entertaining. Located in the coveted Winter Park school district, this is a rare chance to invest in a premium property with endless upside. Whether you choose to reimagine the existing home or build brand new, this is a canvas just waiting for your personal touch. Schedule your private showing today and explore the possibilities! ** SURVEY AVAILABLE IN ATTACHMENTS **

309 Park North Court, Winter Park

$1,050,000

4 Beds ⋅ 4 Baths ⋅ Dommerich Cove SubDv. ⋅ 32789 Zip Code

A RARE Winter Park Estate Blending TIMELESS CRAFTSMANSHIP with MODERN FLEXIBILITY & RESORT-STYLE Living comes to market for the FIRST TIME. 2923 Cove Trail is nestled between the best of Winter Park & Maitland. Masterly created by the renowned Charlie Clayton it blends unmatched craftsmanship with modern design & flexibility craved by you, today’s discerning buyer. REIMAGINED in 2011 this 4-bedroom, 4-bath home features WHITE OAK FLOORS, SOLID WOOD CABINETS, CARRERA MARBLE & TRAVERTINE finishes, along side preserved architectural details like SKIP TROWEL CEILINGS & CROWN MOLDING. Updates fashioned TWO PRIMARY SUITES offering ultimate privacy & flexibility.These SPLIT PLAN suites pack personality. The first provides a POOL VIEW, large WALK-IN CLOSET & SHOWER, while the second basks in the PRIVACY of its own SCREENED GARDEN PATIO & access to a COZY FLEX ROOM with BUILT-INS. Whether used as a SERENITY ROOM, craft space, or restyled into a KITCHENETTE this space adds rare flexibility. Flexibility & MULTIGENERATIONAL living in a ONE STORY home aren’t the only rarities you’ll marvel over. A LARGE SEPARATE OFFICE with PRIVATE EXTERIOR ENTRANCE provides an ideal location for professionals to consult with clients or social media influencers & podcasters to ply their trades. Imagine the freedom & peace of mind you’ll gain not having to worry about traffic while also freeing your business from overhead & lease costs. When the workday ends, entertaining begins & other shiny facets of this home sparkle. A 2,500-BOTTLE CLIMATE-CONTROLLED WINE CELLAR sets the stage for unforgettable gatherings. Whether selecting a vintage for a romantic dinner, indulging guests with formal tastings or kicking back for a relaxed evening you’re sure to savor these moments especially when you move the party outdoors to your PAVERED PATIO adjoining the cool blue waters of your 18x36 RESORT-STYLE POOL all tucked within the PRIVACY of lush 8-foot WALLS. Don’t forget the patio is plumbed for an OUTDOOR BBQ & the pool for SOLAR HEAT when you’re ready to add them.The outdoors isn’t the only place you & your guests will gravitate to. Indoors, enjoy seamless FLOW between the SUNROOM, LIVING room, & FAMILY rooms. BUILT-IN SPEAKERS & STEREO SYSTEMS effortlessly deliver music to your ears. FIREPLACES in both living areas add warmth & ambiance for every season. Some properties claim to have a CHEF'S KITCHEN. This one delivers. Beyond the aesthetic updates, your cooking talents will flourish as you pivot between the island PREP SINK, professional grade 6-BURNER GAS COOKTOP with POT FILLER exceptional overhead VENT, BUILT IN OVENS & stainless steel FRENCH DOOR REFRIGERATOR. For those extra busy celebrations, just around the corner in the laundry room a complement of CABINETS,2ND FULL FREEZER & 2nd REFRIGERATOR await your handiwork while the WASHER & DRYER stand ready for tidying. There’s so much more, but here are a few more highlights:IMPACT-RESISTANT WINDOWS, a PARTIAL HOME GENERATOR, IRRIGATION ON WELL, owned SECURITY SYSTEM & 3 BUILT-IN SAFES— all contributing to your long-term comfort & the home’s efficiency. There’s NO DOUBT this property DELIVERS UNMATCHED VALUE, & QUALITY in one of Winter Park’s MOST DESIRABLE neighborhoods. Homes of this CALIBER RARELY COME TO MARKET— AND WHEN THEY DO THEY DON'T LAST. SCHEDULE your private showing TODAY. This is more than a home — IT'S the LIFESTYLE UPGRADE You've been WAITING FOR. *CLICK on Virtual tour link for 3D Walk Through.*

2923 Cove Trail, Winter Park

$569,000

3 Beds ⋅ 2 Baths ⋅ Orwin Manor SubDv. ⋅ 32789 Zip Code

Welcome home to timeless beauty in the heart of highly sought-after ORWIN MANOR! Imagine living the Winter Park lifestyle where you can stroll to Foxtail Coffee, Publix, Einstein Bagels and other establishments. Jump in the car and you're just minutes from well-known Park Avenue which offers the perfect blend of charm and sophistication—with its tree-lined streets, boutique shopping, art galleries, fine dining, and open-air cafés. Once you step inside this 3-bedroom, 2-bath mid-century charmer, you'll feel the warmth and love of a home that has been truly cared for including a BRAND NEW ROOF. The heart of this home is a stunning open kitchen that’s sure to inspire envy—featuring soaring white cabinetry with glowing underlighting, a sleek gas cooktop, wall oven, and a show-stopping 9-foot quartz island perfect for gathering with friends and family. French doors open to a backyard that feels like a hidden retreat—lined with fruit trees and anchored by a covered, pavered patio perfect for lazy afternoons or lively evenings under twinkle lights. There's even a detached 2 car garage. Original parquet floors bring timeless charm, while the indoor laundry room and walk-in closet add modern-day ease to this vintage gem. Enjoy an easy commute to downtown and quick access to I-4. This is the home you've been waiting for. Call for your private showing today!

1368 Devon Rd, Winter Park

$575,000

2 Beds ⋅ 1 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

This charming “old Florida” bungalow in the heart of Winter Park offers the perfect blend of comfort and convenience, nestled in a prime location on a brick lined street just moments from world-class shopping and dining on famous Park Avenue. In addition, it is a short walk to both The Winter Park Village and Whole Foods. The warm and inviting interior of this home exudes character with original hardwood flooring in the spacious living room as well as both bedrooms. The hall bathroom has been updated with a new vanity, granite countertop, and marble tile. The well-appointed kitchen has Italian travertine flooring, Shaker-style 42" wood cabinets, granite countertops with an under-mount sink bowl, and beautiful stainless-steel appliances. Just off the kitchen is a cozy dining room which is perfect for family gatherings. New roof in (2021) and a 1 car garage! The property is zoned for top rated Lakemont Elementary, Maitland Middle, and Winter Park High School. Surrounded by Muti-Million Dollar homes this is a rare opportunity to move in now and wait for future appreciation, add on, or maximize the value of the land and build your dream home. The homes proximity to The Winter Park Cultural Corridor which includes Rollins College, The Morse Museum, The Scenic Boat Tour, and The Farmer’s Market make this a most sought-after location. Schedule your private showing today!

1230 N Denning Drive, Winter Park

$550,000

4 Beds ⋅ 3 Baths ⋅ Dommerich Hills Fourth Add SubDv. ⋅ 32789 Zip Code

Location, Charm, and Potential! Presenting a rare opportunity to own a home in one of Winter Park's most prestigious zip codes, offering the perfect blend of classic elegance and future potential. This 4-bedroom, 2.5-bathroom pool home is ready for your personal touch and vision. Nestled on a large corner lot in a highly sought-after neighborhood, this home features timeless charm and all the structural bones you need to create your dream living space. As you approach the home via the charming brick-paved walkway, step inside to a welcoming foyer. The spacious formal living room is bright and inviting, showcasing a marble wood-burning fireplace and French doors that lead out to the backyard—perfect for entertaining. Adjacent to the living room, the formal dining room offers ample space for large gatherings and dinner parties. The kitchen provides plenty of storage and potential to become a chef’s paradise, with generous cabinetry and counter space. Overlooking the cozy family room with parquet flooring, the space is ideal for relaxing, watching movies, or enjoying family game night. The bedrooms offer privacy and comfort, with the primary suite serving as a peaceful retreat. The spacious primary bedroom features ample closet space and an ensuite bathroom with double sinks, a private water closet, and a walk-in shower. Additional highlights include hurricane windows installed just five years ago, offering peace of mind and letting natural light flood the space. Timeless terrazzo flooring can be found throughout the home. The backyard is a private oasis, with mature landscaping and a well-maintained pool—perfect for relaxing or entertaining guests. Located just minutes from Winter Park’s renowned Park Avenue, with its upscale shops and dining, this home is an exceptional find. Don’t miss out on the chance to invest in a home with incredible potential in one of Winter Park’s most desirable neighborhoods! ROOF - 3/2025 (brand new!), HVAC 2010, ELECTRICAL - 2022 **WE ARE ACCEPTING ANY AND ALL OFFERS THROUGH 9AM MONDAY APRIL 7, 2025.***

2906 Rapidan Trail, Winter Park

$3,550,000

3 Beds ⋅ 5 Baths ⋅ Osceola Shores Sec 03 SubDv. ⋅ 32789 Zip Code

This single-story home offers serene lakefront living with approximately 95 feet of prime water frontage on beautiful Lake Osceola. Whether you enjoy watersports, boating, or simply relaxing by the water, this property can provide the true joy of lakefront living. The grandfathered boat dock provides a rare opportunity for transformation, perfect for customizing your ideal lakeside retreat. The home boasts breathtaking lake views from the primary retreat, family room, dining room, and Florida room, providing a seamless connection to nature. Upon entering, you're greeted by a spacious living room that flows effortlessly into the family room. Adjacent to the living room is a formal dining room, ideal for entertaining guests. The expansive primary retreat has dual closets. Across from the primary, a generously sized bedroom features its own ensuite bathroom. The kitchen, located off the dining room, also captures stunning views of the lake, making it a delightful space. An additional bedroom with an ensuite bathroom provides privacy and comfort, while a half bath is conveniently located near this bedroom. A second half bathroom is situated in the garage. A recent update includes a new roof installed in 2022. The property spans .61 acres, providing plenty of room for future development. Located on one of Winter Park's most beautiful streets, this home is just a short walk from the charming shops and restaurants of Park Avenue and Rollins College. Experience the best of lakeside living and the vibrant Winter Park community from this stunning property. Opportunity awaits the buyer of this gorgeous property!

443 Lakewood Drive, Winter Park

$1,400,000

4 Beds ⋅ 4 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Welcome to this masterfully renovated Winter Park residence, where modern luxury meets timeless comfort in coveted Timberlane Shores. The heart of this home is a chef's dream kitchen, featuring a professional WOLF range, custom two-tone cabinetry in rich wood and sophisticated navy blue, and premium stone countertops that extend to a generous entertainment island. Gleaming terrazzo floors flow seamlessly through the open-concept living spaces, where abundant windows frame views of the lush gardens and flood the home with natural light. The thoughtfully designed floor plan incorporates two distinct living areas - one integrated with the kitchen for casual gatherings, and a separate space with soaring vaulted ceilings and custom built-ins perfect for formal entertaining or quiet evenings. The primary retreat offers a private sanctuary with vaulted ceilings, spa-like ensuite bath, and walk-in closet, while three additional bedroom suites provide comfortable accommodations for family or guests. Step outside to discover multiple outdoor living spaces, including a patio ideal for al fresco dining and a spacious backyard with mature landscaping and room for a future pool. Located in one of Orlando's most sought after neighborhoods, this turnkey home offers access to top-rated schools including Audubon K-8 and Winter Park High School. This is more than a house - it's an invitation to experience the refined Winter Park lifestyle you've been dreaming of.

1750 Winchester Drive, Winter Park

$1,100,000

3 Beds ⋅ 3 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Luxury is a lifestyle, and this Winter Park modern bungalow on a cobblestone street is full of natural light, clean lines and crisp open spaces. Three bedrooms and 2.5 baths in the main house, this home has been thoughtfully renovated with style and beckons the green of an outdoor lifestyle. Over 2,400 square feet in main house and the garage was converted to an additional dwelling unit, adding an additional 400 square feet or so, current use is a studio, can easily transform to a guest house, mother-in-law suite or back to a garage, whatever function fits your needs. Front motor court can accommodate lots of vehicles, easy in and out and includes electric car charging station. The kitchen is open to the gathering room with spacious volume ceilings. Home was recently renovated with stainless appliances, including a Thermador gas range, clean-line cabinets with glass door accents, Cambria Gold quartz countertops, counter seating, a farmhouse sink and gorgeous window to the outside. Main living space is anchored by warm wood floors, with marble floors in bedrooms, all generous in size, with fresh light walls and an extensive lighting package throughout. All baths are updated with marble-influenced accents and gold finishes. Primary suite enjoys sleek authentic Carrera marble seamlessly throughout with walk-in closet for great organization. A luxurious bath retreat showcases a soaking tub, dual sinks and a chic open shower with a frosted window. The natural light in this home adds to the beauty in all spaces. Glass slider doors invite you to the outdoor oasis with an expansive covered pergola, cover is waterproof with the Hercules roof system. Lush greenery and mature landscape and majestic oaks round out the space and topped off with an upscale bar for making entertainment simple. This home was extensively renovated including roof and gutters, re-pipe, newer air conditioners, electrical panels, gas tankless water heater, parking motor court, professional landscape and landscape lighting, the additional separate studio recently updated, paved courtyard, bistro lighting and more. Location is paramount near Winter Park Racquet Club, terrific schools, zoned for Winter Park High, close to Park Avenue, fantastic shopping and restaurants. A great investment opportunity to live among the finest homes in Winter Park and in well-established neighborhood providing a lifestyle like no other.

1932 Temple Drive, Winter Park

$505,000

3 Beds ⋅ 1 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code

Stunning Mid-Century Modern Home in Prime Winter Park Location Discover this exceptional 3-bedroom, 1-bath home, perfectly situated just one block from Baldwin Park and backing up to the serene Blue Jacket Park. Located in one of Winter Park’s most sought-after neighborhoods, this property offers unparalleled access to everything, with trendy shops, dining, and top-rated schools just minutes away. Surrounded by newly built, multi-million-dollar custom homes, this gem also presents a unique opportunity for future development, with the land alone offering significant value. Inside, this meticulously maintained home has been updated with modern upgrades while preserving its timeless charm. Features include beautiful wood flooring throughout, spacious closets, and an open-concept kitchen and living area that creates a welcoming atmosphere. The bonus patio room opens to a screened lanai, offering a perfect spot for outdoor dining and relaxation, overlooking the expansive backyard. Notable Upgrades Include: Roof (2018) New AC with UV filter (2021) New Windows (2022) Rewired Electrical (2021) Hybrid Water Heater (2022) Pex Repipe with Auto Shut-Off Valve (2023) Solar Panels (Fully Paid Off in 2023) New LED Light Fixtures & Ceiling Fans (2023) Wooden Fence & Gate (2021) Fiber Optic Internet (2024) Newly Painted Interior & Exterior (2022) Screened Lanai (2023) With a newly installed solar system, hybrid water heater, and upgraded electrical and plumbing, this home is as energy-efficient as it is stylish. Plus, the convenience of fiber optic internet is a huge bonus for today’s digital needs. Whether you're looking for a move-in-ready home with a spacious yard or a prime lot for future development, this property is the perfect choice. Don’t miss your chance to own a piece of Winter Park’s finest real estate!

2341 Mulbry Drive, Winter Park

$1,255,000

4 Beds ⋅ 3 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

An unparalleled opportunity to live in one of Orlando’s most desirable areas and in a truly dream-worthy home! This stunning 4-bedroom, 3-bathroom property, situated on a spacious 0.32-acre lot (13,814 square feet), has been completely remodeled with exceptional attention to detail. It boasts a custom Calacatta surface and brand-new stainless steel appliances, including a sleek glass cooktop, all cabinets come with soft-close drawers. The elegant two-tone cabinetry adds a custom touch that will impress your guests. The heart of the home is bathed in natural light thanks to a large front window in the dining area, creating an inviting atmosphere. Sliding glass doors connect the living space to the outdoor oasis, where you’ll find a spacious pool with a screened enclosure, a beautifully landscaped yard, and a cozy fire pit, perfect for relaxing or entertaining from the comfort of your own home. The dining area also features a convenient coffee bar that enhances functionality. Nestled in one of Winter Park’s most sought-after neighborhoods, this property is just minutes away from exclusive dining and boutique shopping. Zoned for top-rated Audubon K-8 and Winter Park High School, this neighborhood is a true gem, benefiting from its prime location and excellent schools, in an area experiencing rapid transformation.

2258 E Howard Drive, Winter Park

$610,000

3 Beds ⋅ 3 Baths ⋅ Killarney Point SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Nestled in a peaceful, lakefront community, this beautifully updated 3-bedroom, 3-bathroom, 1732 sq. ft. home sits on an expansive,easily maintained 1/3-acre lot. Thoughtfully enhanced with high-end upgrades and modern conveniences, this home offers both comfort and timeless appeal. The newly added primary suite is a true sanctuary, featuring raised ceilings, custome closet and a luxurious ensuite bathroom complete with high-end fixtures, a spacious walk-in shower w/relaxing rain showerhead. The second bedroom boasts its own renovated ensuite bathroom for added privacy, while the third bedroom—currently serving as an office—features a built-in Murphy bed and closet. Throughout the home, you’ll find premium upgrades, including NEW: bamboo flooring in the living and bedroom areas, updated kitchen tile, fresh interior and exterior paint, crown molding, baseboards, new front door and interior doors, new windows in bedrooms 2 &3, upgraded lighting, and a new inside laundry closet. Step into the spacious backyard, where endless possibilities await. The refreshed pergola and patio area create a delightful outdoor gathering space, and the lot’s size provides plenty of room for a pool to complete your outdoor oasis. Rest easy knowing the home has been meticulously maintained and updated with key system improvements, including a complete electrical rewiring (2022), roof (2021), AC system (2022), septic drain field replacement (2021), replumbing (2011). Located just minutes from Winter Park Village and surrounding shopping areas, you’ll enjoy a huge selection of restaurants and entertainment options. Plus, with convenient access to I-4, you can quickly travel into Downtown Orlando or head out to the beautiful beaches along Florida’s east coast. This home is truly a rare find in a quiet, sought-after neighborhood, NO HOA. Schedule your showing today!

2127 Lake Drive, Winter Park

$1,100,000

4 Beds ⋅ 3 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Welcome to 708 Balmoral Road, located in the desirable heart of Winter Park. This charming single-story home boasts 4 bedrooms, 3 baths, and a generous 2786 sq. ft. of living space on a sprawling, elevated 15,161 sq. ft. corner lot. The spacious and open floor plan features soaring beams in many rooms, adding to the home's character and warmth. The living and dining area is bright and welcoming with hardwood floors and three sets of windows, flowing seamlessly into the family room. The updated kitchen includes newer (2020) stainless steel appliances, granite countertops, and a cozy breakfast nook with a picturesque view of the pool and backyard. The family room, with its hardwood floors, floor-to-ceiling windows, soaring beams, and charming brick wood-burning fireplace, offers a perfect spot to relax and entertain. On the left side of the home, you'll find two spacious bedrooms and two full bathrooms, including the primary suite. The right side houses two additional bedrooms, one bathroom, a laundry area, and a stairwell leading to the oversized garage. The backyard is an entertainer's dream with a covered patio featuring a vaulted wood ceiling and Chicago brick flooring. The pool is a highlight during the summer months, offering a refreshing retreat. Additional updates include a new HVAC system (2024), New Roof (2025), updated plumbing, Updated electrical panels, newer windows in most of the house and vinyl fencing, . This fantastic location provides easy access to shopping, dining, and the popular Park Avenue with its boutique shopping and great restaurants.

708 Balmoral Road, Winter Park

$519,180

4 Beds ⋅ 2 Baths ⋅ Dommerich Hills Fourth Add SubDv. ⋅ 32789 Zip Code

Welcome home! This beautiful 4-bed, 2-bath pool home boasts a spacious 2,205 square feet of living space with a fantastic floor plan in Winter Park. Along with a new roof and water heater this home is ready for years of memories to come. A cozy entry foyer greets you at the front door and provides access to the secondary bedrooms, formal dining room, and well-lit family room enhanced by its exposed brick wall. Just around the corner, the charming, custom kitchen comes adorned with granite counters, an island, a plethora of soft-close cabinetry, and a variety of lighting including under-cabinet. The lovely kitchen pears over the inviting living room and with its wood-burning fireplace, this kitchen-living room combination will surely be one of your favorite rooms to relax. The large primary suite resides off of the living room and enjoys an updated bathroom and spacious closet. Outside, a covered patio and a glistening in-ground pool are ready for you to relax or enjoy a refreshing swim. The fenced backyard offers a secure area for everyone including pets. Located in the Winter Park school district and less than 10 minutes to groceries, restaurants, primary services, museums, recreation activities, Downtown Winter Park, and so much more, this home presents top-notch education options with top-tier convenience. Do not miss out on the perfect blend of style, comfort, and location!

2518 Sweetwater Trail, Winter Park

$1,175,000

4 Beds ⋅ 4 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Welcome home to this beautiful home located in the highly desirable Timberlane Shores. Situated on almost 1/3 of an acre, this corner lot home has endless possibilities. The 4- bedroom, 3.5 bath home has over 2700 sq feet of living space, including separate guest quarters that consist of 2 bedrooms and 1 shared bath, perfect for extended family, teens, or simply to have privacy for guests. As you enter the home, you will notice the large open concept that includes both dining and living space. The gourmet kitchen features white quartz countertops, 42-inch espresso cabinets, stainless steel appliances, and a large island that can accommodate 3 barstools. The master bedroom has an ensuite bath with a large walk-in shower, marble tile and textured subway tile in a tub/shower combo. The secondary bedroom in the main part of the home functions as a second master bedroom and also has an ensuite bathroom. A very private and serene patio area from which to watch the birds and hear tranquil sounds of nature, can be found through the living room sliders. The home’s 2-car garage is spacious and offers a tremendous amount of storage. This unique home is surrounded by multi-million-dollar homes, so there is also the opportunity to tear this down and build a brand-new home on the lot. Close to downtown and Winter Park Village and Park Avenue is less than 2 miles away. Beautiful parks, walking/bike trail and dog park are within walking distance. You don’t want to miss this one!

1681 Blue Ridge Road, Winter Park

$1,000,000

3 Beds ⋅ 2 Baths ⋅ Tuscany Place SubDv. ⋅ 32789 Zip Code

Located in the Tuscany Place neighborhood in the heart of Winter Park, this home offers endless potential for those looking to create their dream residence. With its classic ranch architecture and original features, this property is a blank canvas awaiting your personal touch, or provides a great opportunity to build new on its 0.39-acre corner lot. The home includes 3 bedrooms and 2 bathrooms, a formal living room, separate dining room, family room, sunporch, and kitchen with a breakfast nook. It also has a two-car rear entry garage. The spacious backyard provides room for outdoor gatherings and gardening, with mature landscaping. The location is excellent, within walking distance to Winter Park Racquet Club, and just moments from Winter Park and Maitland's vibrant dining, shopping, and cultural scene. Zoned for Dommerich Elementary, Maitland Middle School, and Winter Park High School. This home is perfect for investors or homeowners seeking a project in a sought-after neighborhood. Being sold AS IS, please see Realtor Remarks for comments.

1001 Tuscany Place, Winter Park

$1,330,000

5 Beds ⋅ 4 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Lakefront living in Winter Park! Enjoy serene views from this single-story ranch charmer, featuring 5 beds, 4 baths and 3,446 sq ft nestled behind a front block wall on the shores of Lake Sylvan. With 150 ft of frontage on a sprawling oversize lot, this lakefront estate provides a tranquil oasis within walking distance to downtown Winter Park. Perfect for multi-generational families, with an attached spacious mother in-law suite addition done in 2016. Seamlessly blending charm and newer construction, this house is light and bright with many living and entertaining options. The original house, with wood flooring throughout, consists of a 3-bedroom split plan and 2 baths (jack n jill and en suite) with a formal living room, dining room and sunroom. The galley kitchen has granite counters and stainless appliances and plenty of storage. A 9 x 7 bonus space connects to the mother-in law wing which consists of 1,300 sq ft including a family room/kitchen combo, primary bed and bath, guest room, guest bath, office, and laundry room with a private side entrance for easy accessibility. Other improvements include roof in 2020, whole house generator and windows on the east side replaced in 2018, AC and windows on the west side in 2016. Enjoy captivating panoramic views of the grounds, lake, and saltwater lap pool from the expansive covered, and screened, back patio. Private dock facilitates canoeing, paddleboarding or fishing. Zoned for top-rated Winter Park schools. Conveniently located to shopping and restaurants of Park Ave, Winter Park Advent Health, Winter Park YMCA, and Rollins College. Welcome home!

1458 Aloma Avenue, Winter Park

$1,525,000

4 Beds ⋅ 4 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Discover the perfect blend of elegance and functionality in this meticulously renovated single-story gem in one of the most sought-after neighborhoods in Winter Park. This chic transitional home, spanning 3,237 heated square feet, offers a seamless combination of contemporary design with a BRAND NEW ROOF, September ‘24. Inside, you'll find an open, airy layout with high-end finishes and smart touches throughout. The home features four spacious bedrooms, including two luxurious primary suites. The main suite boasts a spa-like bathroom with double vanities, striking granite countertop, an oversized frameless shower with dual shower heads, and a free-standing soaking tub. The second primary suite has a private entrance, washed brick accent wall, along with dual vanities and upgraded Kohler fixtures. At the heart of the home is a gourmet kitchen that’s truly a chef’s dream. It features a sleek granite island, European-style soft-close cabinetry, Jenn-Air appliances, including stainless steel gas cooktop with Zephyr hood and articulating pot filler, French door refrigerator, combo wall oven/microwave, and reverse osmosis system for purified water. Adjacent is the generous walk-in pantry with chrome shelving providing more than ample storage for all your culinary needs. Relax in the bright great room, where a soaring ceiling and stylish whitewashed brick wood burning fireplace creates a warm and welcoming ambiance. Sliding doors with electric shades seamlessly connect to an outdoor oasis featuring a paver patio, summer kitchen complete with a bar sink, built-in gas grill, hood, and refrigerator — perfect for al fresco dining and entertaining. Additional highlights include energy-efficient Vinyl Low E glass windows and doors, a Rennai tankless gas water heating system, programmable 15 SEER Carrier heat pump system, and security system. The indoor laundry room’s thoughtful design includes matching cabinetry, a Maytag washer, and matching gas dryer. The outdoor space features a wood-fenced yard for added privacy, and plenty of room for a pool. With no HOA and zoned for top-rated schools, this home is located within walking distance of Winter Park’s finest schools, Blue Jacket Park, East End Market, and more. Don’t wait to elevate your lifestyle with this stunning Winter Park property!

660 Arjay Way, Winter Park

$899,000

3 Beds ⋅ 2 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

NEW PRICE! Sellers have added over $84k+ in UPGRADES since purchasing just over a year ago believing that this would be their forever home. As life goes, a job relocation out of state has called. Now, the fortunate new homeowners have nothing left to do but move in! Timeless elegance awaits as you discover the perfect blend of charm and modern luxury in this stunning 3-bedroom, 2-bathroom, plus OFFICE, POOL home, located in the highly sought-after “Tree Streets” neighborhood of Winter Park. From the moment you step inside, you'll be welcomed by an open-concept kitchen, dining, and living area designed for both style and functionality. The beautifully updated kitchen features TOP-Of-THE-LINE GE Café stainless steel appliances, including an induction cooktop, double oven, and a Bosch ultra-quiet dishwasher, all installed in 2023. Complemented by professionally painted cabinetry with pull-out shelving, a spacious island extension, quartzite countertops and backsplash, and premium Kohler fixtures, this space is a chef’s dream. The primary bedroom exudes tranquility with its serene ambiance and custom-designed walk-in closet. Adjacent to this private retreat, an OFFICE OVERLOOKS the sparkling pool, offering a peaceful workspace. Both bathrooms have been meticulously remodeled to deliver a luxurious, spa-inspired experience. The EXPANSIVE FAMILY ROOM is ideal for entertaining or unwinding, featuring new French doors that open to the pool area. The entire interior has been professionally painted. Outdoors, you'll find a sprawling deck perfect for lounging or hosting, alongside the shimmering SALTWATER POOL, newly added in 2022. Lush tropical landscaping surrounds the space, providing privacy and a resort-like atmosphere. This home is packed with with even more upgrades, including, new doors, trim and baseboards throughout, designer light fixtures, dimmable recessed lighting, and a state-of-the-art HVAC system (installed in 2023) with a 22 SEER variable speed unit and humidity control. The back living room also boasts a 20.5 SEER mini-split system, both covered by a 10-year warranty. OWNED SOLAR PANELS, and ROOF (both new in 2019) provide energy savings. Double-paned windows with plantation shutters, a FULL HOME RE-PIPE AND RE-WIRE have been completed in recent years ensuring value and efficiency. Additional outdoor improvements include a new sprinkler system, fresh sod, landscaped garden beds, a paver pathway, a retaining wall, and new gutters. Nestled on a quiet, tree-lined street, this neighborhood offers easy walkability to Phelps Park (with tennis and pickleball courts) and the serene Kraft Azalea Garden. Downtown Winter Park and the Winter Park Village are both less than two miles away. Take moment to visualize yourself in this beautiful property and then make an appointment to see it in person, you won't be disappointed!

1762 Chestnut Avenue, Winter Park

$1,080,000

4 Beds ⋅ 3 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

REINTRODUCING 1718 DEMETREE DRIVE … YOUR FOREVER HOME IN WINTER PARK! This beautiful 4 bedroom, 2.5 bath, single story traditional brick home is located in the desirable WATERBRIDGE neighborhood. Waterbridge is known for showcasing homes with excellent curbside appeal, manicured lawns and landscape, huge oak trees lining the streets and well-maintained sidewalks while fostering a sense of safety and community. Entering the home, through the newly painted double doors, you are greeted by the warm and welcoming formal living and dining room. The stunning kitchen features solid wood cabinets, stainless steel appliances, granite countertops, and counter seating. This space is brightened by a charming window over the kitchen sink and lovely bay window in the dining nook that opens to the cozy family room highlighted with an impressive brick fireplace that is sure to impress! Ceiling fans, engineered hardwood floors, porcelain, and travertine throughout the main living areas. Two car side entrance garage leads to the large laundry room with utility sink and plenty of storage space. Expansive master bedroom, bathroom with walk-in shower, large custom closet and double doors leading to the outdoor living space. Three additional bedrooms with functional closet space are easily accessible to the hallway/pool bath. The NEWLY RESURFACED SALTWATER POOL and above ground spa are set within a generous outdoor area, complete with a screened enclosure overlooking a fully fenced backyard, privacy hedge and flourishing lemon trees. Excellent schools … Brookshire Elementary, Glenridge Middle and Winter Park High close by. Convenient to Baldwin Park, to enjoy the lake, dog park, restaurants and shopping. Easy access to downtown Orlando and Park Ave Winter Park. Don’t miss your chance to make this incredible home your own! Call today to schedule your private showing!

1718 Demetree Drive, Winter Park

$1,295,000

3 Beds ⋅ 3 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Experience the charm and convenience of Winter Park living in this beautifully updated one-story pool home, perfectly located just minutes from the vibrant Park Avenue. Nestled on the desirable Palmer Avenue, between the two Alabama Drives, this 3-bedroom, 2.5- bath residence offers 2,550 SF of thoughtfully designed living space. The home underwent a remarkable renovation in 2012, which included an expansive Primary Suite. Recent upgrades only enhance its appeal, with a NEW ROOF and new gutter downspouts installed in August 2024. Additional improvements include a new beverage refrigerator (August 2024), a newer full-size refrigerator (2021), and a newer hot water heater (2020). This property is a true reflection of pride in ownership and modern comfort. The front exterior features an oversized brick paver driveway with ample guest parking and a 2-car garage. Inside, enjoy timeless hardwood floors throughout the bedrooms, and living and dining rooms. The fabulous sunroom is flooded with abundant natural light, showcasing views of the expansive pool area and fully-fenced backyard, including a paver deck that offers space for lounging and entertaining, an aluminum pergola, and an air-conditioned detached, workshop/storage building. Off the foyer, a hallway leads to two bedrooms with custom built-in closets, and a full bathroom with convenient access to the pool and backyard. At the end of the hallway, you'll find the Primary Suite, where 2 bedrooms and a bath were combined to create a large and impressive retreat. The expansive bedroom features a cozy sitting area by the bay windows. The primary bathroom includes a generous soaking tub beneath a sunlit window, a separate glass-enclosed shower, a linen closet, plus a custom walk-in closet that stretches an impressive 12 feet deep. Storage space is abundant with multiple linen and hall closets along with built-in shelves and storage cabinets in the garage. The laundry room is located behind the Kitchen, wrapped in cabinets and countertops, includes a NEW washer and dryer, and a NEW beverage refrigerator. The powder bath is conveniently located off the Kitchen for your guests. This home is in a prime location just minutes from a variety of shops, restaurants, and grocery stores. Within a 1.5-mile radius of 1011 Palmer Ave., you'll find Park Ave, Winter Park Village, Whole Foods, Sprouts, Publix, the YMCA, Phelps Park, Walgreens, and Advent Health—all offering unparalleled convenience. This location truly has it all! * Please ask for a floor plan, list of improvements, and click on the Matterport link for a virtual tour!

1011 Palmer Avenue, Winter Park

$740,000

5 Beds ⋅ 3 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

Fabulous opportunity to own a 5 bedroom 3 bath home on a large .32 acres (13,814 square feet) in one of Winter Park’s most sought-after neighborhoods. Enjoy relaxing in your large pool plus screened enclosure. The split floorpan allows for idea family living with 2 of the bedrooms including ensuite bathrooms. All of Winter Park's exclusive dining and shopping nearby. This neighborhood is truly a gem zoned for Audubon K-8 and Winter Park High school in an area undergoing rapid transition due to the location and the quality of schools.

2258 Howard Drive, Winter Park

$980,000

3 Beds ⋅ 2 Baths ⋅ South Lakemont Shores SubDv. ⋅ 32789 Zip Code

Enjoy Lake front living with all the fabulous Baldwin Park amenities! This charming 3 bedroom 2 bath home features an Open Plan with a Large Living & Dining Room along with with stunning views of Lake Spier. This move-in ready remodeled home boasts new flooring, fixtures and paint throughout. A 500sqft screened-in, tiled patio also makes this home for entertaining guests while enjoying water skiing, great bass fishing and other freshwater sports on this scenic, private, spring fed lake in the highly desired Winter Park School Zone. Roof will be replaced prior to closing, with buyer choosing color of shingles!

1875 Lake Spier Drive, Winter Park

$1,587,500

4 Beds ⋅ 3 Baths ⋅ Shores Lake Killarney Sec 02 SubDv. ⋅ 32789 Zip Code

Discover serene lakefront living at its finest in this exquisite 4-bedroom 3 bath home at 279 Rippling Lane. Set against a picturesque backdrop, this property offers breathtaking views and direct lake access, complete with a covered boat dock for your aquatic adventures. The residence seamlessly blends modern luxury with timeless elegance, featuring spacious living areas, high-end finishes, and large windows that invite natural light and lake views indoors. Custom kitchen with quartz and wood counter tops, six burner pro style range. New roof in 2023 and upgraded electric panel 2018 and Air conditioner in 2020. A split floor plan with 3 bedrooms and 2 baths up front and a spacious primary bedroom and bath have vaulted ceilings and a large walk-in closet and overlooking the lake. Enjoy the tranquil ambiance of your private retreat while being just moments away from Winter Park’s vibrant dining, shopping, and cultural attractions. Don’t miss this rare opportunity to own a slice of paradise in one of Winter Park’s most sought-after locations.

279 Rippling Lane, Winter Park

$872,500

3 Beds ⋅ 3 Baths ⋅ Garden Acres SubDv. ⋅ 32789 Zip Code

Stunning Home in Winter Park with Convenient Location. This beautiful Winter Park home is ideally situated just steps away from Mead Gardens, Winter Park Tennis Center, and Seven Oaks Park (to open late 2024) offering a prime location. Boasting nearly 2,150 square feet on over a third of an acre, this home has been meticulously updated and maintained through the years, making it move-in ready. As you enter, you will be greeted by high ceilings and the natural light that fills the home. The neutral tile flooring leads you to an open living, dining, and family area that overlooks a covered outdoor porch seamlessly connected to the screened-in pool, perfect for hosting gatherings. The updated kitchen features warm gray cabinets, ample storage, quartz countertops, newer appliances, and an eat-in banquet space with built-in storage and updated remote electronic shades for a bright and airy feel. The split bedroom layout includes a spacious master suite with a large closet equipped with a Closets by Design organization system, plantation shutters, and a master bath with travertine, a luxurious seamless glass shower, jetted tub, extra closet space, and dual vanities. Opposite side of the house are two expansive additional bedrooms and bath. The secondary bedrooms are generously sized, the bathroom has been renovated with travertine, an updated vanity and mirror, and lighting. This home is perfect for entertaining with its outdoor living spaces and additional backyard space. Updates include: window treatments, plumbing, lighting, front windows, base trim, door hardware, Norman plantation shutters, solar electric driveway gate, large shed for additional storage and more. Enjoy leisurely walks to Mead Gardens, the Orange Avenue cafes, a short distance to Park Avenue, and easy access to downtown Orlando. Moreover, this property is zoned for Audubon K-8, one of the top schools in Orange County, with nearby renowned private schools like Lake Highland Preparatory School and Park Maitland. This is a home not to be missed!

922 Garden Drive, Winter Park

$1,025,000

3 Beds ⋅ 2 Baths ⋅ Timberlane SubDv. ⋅ 32789 Zip Code

GLORY OF A SUMMER NIGHT…experience it under the stars by the beautiful pool that comes with this innovatively styled & remodeled 3bed/2bath home, nestled in the desirable Timberlane neighborhood of Winter Park. This terrific layout features a completely updated (2020) & tastefully designed gourmet kitchen, with gorgeous cabinetry, quartz counters and large island perfect for entertaining…this opens to the living and dining room that feature large windows with views to the giant backyard and huge pool. Enjoy chilly nights with a wood burning fireplace in the family room. Additionally, there is a nice sized flex space off the living/dining area that has lots of uses: office, guest bedroom, exercise room, additional living space... French sliding doors here lead out to the covered deck, pool and backyard. Why do we love Florida?...to enjoy outdoor living of course…enjoy your new outdoor space with lots of updated pavered spaces & pool deck and newly sodded grassy areas…and of course, your huge pool that has been recently resurfaced. Inside, the bedrooms are conveniently located on the other wing of the home, all rooms are generously sized with large closet spaces. Additionally there are multiple closet storage spaces in the hall. The primary ensuite has been reconfigured and includes a large walk-in closet and updated sleek bathroom with double vanities and glass enclosed shower. This bedroom also has access to the yard/pool. Home features a 2 car garage with ample storage spaces and nice sized laundry and storage areas. Gorgeous engineered hardwood floors, plantation shutters and designer touches throughout, including a new front door to greet your guests-done in 2024. The garage also has access to the flex space and kitchen. All new windows too, done in 2020. Don’t forget about the location, currently zoned for coveted Audubon K-8 & Winter Park High School. Close to all things Winter Park…walk or bike to all the stores and restaurants on trendy Corrine Drive and Baldwin Park downtown is also just a minute away. Access to highways, hospitals and shopping are super convenient. No HOA. This is a one-of-a-kind opportunity to turn the key and enter into this desirable area of Winter Park, don’t miss your chance…Please see Virtual Tour 1 for views of home/lot/location & Virtual Tour 2 for Matterport spatial layout and walk-thru.

2217 Howard Drive, Winter Park

$1,200,000

3 Beds ⋅ 3 Baths ⋅ Park Grove SubDv. ⋅ 32789 Zip Code

Under contract, accepting backup offers. Welcome to 1417 Williams Drive, in the highly desirable Park Grove neighborhood in the heart of Winter Park. This home has been lovingly maintained, having only one set of owners. This well-maintained home sits in a cul-de-sac, with an oversized lot of 0.37 acres. It additionally boasts 2,080 square feet, three bedrooms, 2.5 baths, with pool, covered patio, as well as ample additional backyard space for whatever your vision desires. This is a rare opportunity to be in the desired and secluded Park Grove neighborhood, which is a short distance or brief drive to Park Avenue, Winter Park Golf Course, Winter Park Village and Enzian Theater. It's all at your fingertips! Schools are all A-rated with Dommerich Elementary, Maitland Middle and Winter Park High School all the zoned schools. Additionally, Park Maitland K-8 is within short distance. Don't miss this amazing opportunity to make this house your dream home, as well as be a part of the highly sought-after 32789 community.

1417 Williams Drive, Winter Park

$540,000

3 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Charming 3-bedroom, 2-bath home in the highly sought-after Orwin Manor neighborhood. This property boasts a 2019 roof and is perfectly situated between downtown Winter Park, College Park, and Downtown Orlando, offering the best of central Florida living. While the home is in need of updates, it is attractively priced to reflect this opportunity. Don't miss out on the chance to make this house your dream home in an unbeatable location!

1494 Westchester Avenue, Winter Park

$825,000

4 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

Welcome to this charming four-bedroom, two-bath home offering 2,105 square feet of comfortable living space. This delightful residence features two cozy wood-burning fireplaces, one in the family room and another in the living room, ideal for chilly evenings. The spacious primary suite is an ideal retreat for relaxing nights. Three additional large bedrooms provide ample space, with the second bedroom conveniently accessible to the shared bath. Enjoy peace of mind with recent updates, including a new roof, updated plumbing, electrical systems, a new water tank, appliances, windows and sliding glass doors. The beautifully landscaped backyard and side patio offer a serene outdoor retreat, ideal for relaxation and entertaining. This move-in-ready home is ideally close to hospitals, shopping, parks and downtown Winter Park. Take advantage of this fantastic opportunity!

608 Balmoral Road, Winter Park

$1,200,000

3 Beds ⋅ 3 Baths ⋅ Osceola Shores Sec 03 SubDv. ⋅ 32789 Zip Code

Welcome to an incredible opportunity nestled in the heart of Winter Park! One of Winter Park 32789 most desirable neighborhoods - Osceola Shores. Directly across from Lake Osceola and .35 acres. This property presents a prime lot with endless possibilities for renovation or redevelopment. Situated on a spacious 100 x 154 lot, this home offers a coveted split floor plan and an open layout With a bit of creativity and investment, this property could be transformed into your dream home or an exceptional investment opportunity. Detailed remodel building plans may convey with the purchase. The generously sized living room and dining area offer sweeping views of the expansive front and backyard, providing inspiration for indoor-outdoor living and entertaining. The kitchen, updated with newer cabinets and granite countertops in 2015, serves as a focal point with its view of the back porch and pool area. Additional highlights include gas fireplace, original parquet wood floors, utility room, and plenty of closet space. The huge primary suite, with its private access to the pool and ensuite bathroom, offers a large space ripe for customization. Two additional bedrooms share a full bath with vintage tile and bathtub/shower, providing ample space for guests or family members. Beyond the home's potential, the location is unbeatable, with proximity to Park Avenue, Rollins College, The Alfond Inn, Winter Park SunRail station, shopping boutiques, grocery stores, and restaurants. Whether you're looking to remodel and create your ideal home or explore the possibilities of redevelopment, this property offers a rare chance to own a piece of Winter Park's sought-after real estate. Don't miss out on this opportunity – schedule your showing today and bring your vision to life!<div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=EX8qqDvQMeq&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

444 Lakewood Drive, Winter Park

$700,000

4 Beds ⋅ 2 Baths ⋅ Temple Terrace SubDv. ⋅ 32789 Zip Code

CAPTIVATINGLY BEAUTIFUL and PRIVATE! Nestled in a QUIET neighborhood with no rear neighbors, this home offers the ultimate garden backyard experience with an 8-foot privacy fence and lush hedges. Inside, discover EXQUISITE GRANITE countertops, 9 ft ceilings, and luxurious solid BAMBOO WOOD and STONE FLOORING throughout. The kitchen is a chef’s delight, boasting solid WOOD CABINETRY with upgraded paint, tile, and hardware, complemented by stainless steel appliances, including a WINE FRIDGE and a washer/dryer less than two years old. Enjoy peace of mind with a BRAND-NEW HVAC system installed in May 2024, complete with a 10-year transferable warranty, and a new hot-water heater from 2023. The RENOVATED PRIMARY BATH features a stunning MARBLE VANITY and PORCELAIN TILE, while the custom built-in MUDROOM/LAUNDRY area and upgraded lighting and plumbing fixtures both inside and out add to the home's allure. Situated in the heart of a TOP-RATED SCHOOL DISTRICT and just minutes from the beautiful Azalea Garden, vibrant Park Avenue, the distinguished Interlachen Country Club, a variety of local shops and restaurants, Minnehaha Park and Howell Branch Preserve, this residence combines LUXURY, PRIVACY and CONVENIENCE in one captivating package.

1816 Magnolia Avenue, Winter Park

$554,000

3 Beds ⋅ 2 Baths ⋅ Golfview Heights SubDv. ⋅ 32789 Zip Code

Charming, clean and centrally located on a quiet tree-lined street, this 3 bedroom/ 2 bath, 1,497 sq ft one-story ranch home has not been on the market in 35 years! Step inside to find a sweet home that has been well maintained. Located off the foyer is the living room /dining room combo framed with natural wood trim. The kitchen has white appliances, breakfast bar, bay window for plants, and plenty of cabinet storage. Off the kitchen is a large informal dining area, which could also be used as a family room, with a small built-in desk. All the bedrooms are off the main hallway and are spacious. Inside utility room has a washer & dryer. One-car garage provides additional storage. The Florida room has a tile floor and screened windows – a delightful spot for pets or plants. Outside, there is a covered front brick patio overlooking the tropical front yard filled with beautiful flowering shrubs and trees. The fully fenced back yard is also a green oasis with minimal yard maintenance. A great opportunity to renovate or build new. Ideal property for an investor, first-time buyer, or a downsizing buyer. Walk to Winter Park Hospital or bike to Rollins College, Baldwin Park, and downtown Winter Park. Zoned for top Winter Park schools. Welcome home!

1775 Hollywood Avenue, Winter Park

$900,000

3 Beds ⋅ 2 Baths ⋅ Tuscania SubDv. ⋅ 32789 Zip Code

Welcome to this WINTER PARK CHARMER, your golden opportunity to reside in one of the most coveted neighborhoods, known as the VIA's. From the moment you step through the front door, the elegance and style of this FULLY RENOVATED home will capture your heart. Featuring 3 generous-sized bedrooms, 2 bathrooms, 2-car garage and 1,889 sq. ft. of luxurious living space. This home offers a functional layout with spacious living areas, and a dining area that connects the Family and Living Rooms. The true WOW factor lies just around the corner in the BRAND NEW, CUSTOM KITCHEN. Equipped with Bosch Appliances that blend seamlessly into the finishes, this kitchen features solid wood cabinetry with upgraded hardware, pullouts, and soft-close drawers,and a an additional beverage refrigerator. The home's high-end style is further accentuated by the restored hardwood floors, plantation shutters, elegant fixtures, and stylish lighting throughout, all of which are also featured in the FULLY REMODELED BATHROOMS. The updates extend to a NEW CUSTOM LAUNDRY ROOM, complete with cabinetry, a washer, dryer, and sink, providing convenience and functionality. Step outside to your backyard oasis, adorned with lush landscaping and an open patio area perfect for a firepit and entertainment gatherings.This gem is ideally located close to Lake Knowles, the Winter Park Racquetball Club, and just minutes from downtown Winter Park. It is zoned for A-rated Dommerich Elementary, Maitland Middle, and Winter Park High. NO HOA! Additional updates include: New exteror Stucco and paint, interior paint, updated plumbing and electrical systems, newer windows, and roof from 2018. Don’t miss out on this incredible opportunity. Reach out today for your personal showing and experience the charm and elegance of this Winter Park home!

2071 Temple Dr, Winter Park

$1,890,000

4 Beds ⋅ 4 Baths ⋅ Sevilla SubDv. ⋅ 32789 Zip Code

This modern traditional one-story pool home is located in one of Winter Park’s finest neighborhoods, Sevilla. Situated on over ¾ of an acre on the creek of Mead Gardens with no rear neighbors. This special home features 4 bedrooms plus a den/office or nursery, boasting over 3600 square feet of living space. Lovely front porch, once inside one is greeted by a flood of natural light illuminating the large living and dining rooms. There are 2 primary bedrooms and spacious secondary bedrooms. The gourmet kitchen is a chef’s delight, appointed with custom wood cabinets providing an abundance of storage, ample counter and workspace, stainless steel appliances, granite countertops, an island, a workstation with a desk, and an eat-in area. Seamlessly connected to the kitchen is an oversized family room with vaulted beamed ceilings, fireplace and French doors to an outside oasis! The large covered lanai is perfect for entertaining, features an outdoor kitchen equipped with an Alfresco grill with side burner, refrigerator, sink, bar overlooking the large sparkling pool with a sun shelf, outdoor lighting, travertine and an expansive, private rear yard. The owner's retreat is a haven of tranquility with direct access to pool and a private terrace. Enjoy high ceilings and lots of natural light. It includes an attached den that could serve many uses. The spa-like bath is equipped with his-and-her baths, a soaking tub, a walk-in shower, and two walk-in closets. The exterior has been meticulously maintained with a newer roof, exterior paint (2018), pavered circular drive, a well and lush tropical landscape enhance the curb appeal. The home also features a three-car side entry garage, a super laundry room which offers plenty of additional storage, pool heater, designer light fixtures and colors throughout, engineered hardwood floors and crown molding. Situated within the sought-after Winter Park School District, with Audubon K-8 and Winter Park High School. Located just a short drive to Winter Park’s famed Park Avenue of shops, galleries and cafe's, Central Park, Rollins College, SunRail, the Farmer’s Market, and more. Call today for your private viewing of this pristine, well loved Sevilla home.

1711 Barcelona Way, Winter Park

$690,000

3 Beds ⋅ 2 Baths ⋅ Lake Virginia Shores SubDv. ⋅ 32789 Zip Code

The feedback is in! This home with its redesigned open floor plan seems much larger than the square footage listed! Come see this charming home on a centrally located street across from million dollar homes in beautiful Winter Park. 3 bedroom (one currently used as an office), 2 bath home with almost 1700 square feet of living space has been beautifully remodeled and updated. Drive up to the newly added circular driveway which is perfect to accommodate multiple vehicles and allow for easy entry and exit to the house. As you enter the home you will notice the NEW ENGINEERED HARDWOOD FLOORS throughout the home – no carpet. Gorgeous NEW LARGE CUSTOM KITCHEN featuring designer two tone cabinetry, quartz counter tops, stainless steel appliances, a large island/casual dining seating area and new lighting. The indoor laundry room/pantry area is a showstopper with custom cabinets for tons of storage. You will love the large, light and bright great room/living area and adjacent dining room which overlooks the fantastic LARGE BACKYARD WITH SCREENED IN PORCH. The lot is huge and can potentially be the space to add on to this home. Some other updates not to be missed: NEW 2024 ROOF, AC and WINDOWS. Its prime location is close to hospital's, the vibrant Park Avenue area and being in the Winter Park schools district make this home a great choice. Don't miss out on the opportunity to make this property your new home! Call today!

615 Glenridge Way, Winter Park

$703,800

3 Beds ⋅ 2 Baths ⋅ Shores Lake Killarney Sec 02 SubDv. ⋅ 32789 Zip Code

Experience the epitome of luxury living in this stunning 3-bedroom, 2-bathroom home nestled in the prestigious Shores of Lake Killarney neighborhood in Winter Park. Boasting a prime corner lot with manicured hedges and landscaping, this upgraded ranch-style home is move-in ready and offers a plethora of desirable features. Step inside to discover a spacious 2270 square feet of living space flooded with natural light. The kitchen is a chef's dream, complete with hickory wood cabinetry, quartz countertops, and stainless steel appliances. The primary suite is a true retreat, featuring a cozy wood-burning fireplace, a sitting area, and a massive walk-in closet. The primary bath is equally impressive, with a walk-in shower and a luxurious garden tub with jets. Entertain guests effortlessly in the screened-in pool area or on the patio overlooking the pool. For added privacy, the property is surrounded by a tall block wall. Additionally, enjoy deeded lake access to Lake Killarney, perfect for boating, skiing, paddleboarding, or docking at Winter Park's finest restaurants. Conveniently located just minutes from I-4, Park Ave, Rollins College, and Winter Park Village, this home offers easy access to first-class shopping, restaurants, and world-class museums. With no HOA restrictions, this is a rare opportunity to own a piece of paradise in one of Winter Park's most sought-after neighborhoods. Don't miss out on this exceptional property!

260 Rippling Lane, Winter Park

$1,600,000

4 Beds ⋅ 5 Baths ⋅ Osceola Or Lakeview Deed SubDv. ⋅ 32789 Zip Code

Custom renovated home located in the highly desirable city of Winter Park offering over 3,600 square feet of living space with an abundance of natural lighting. The formal living room sits at the front of the home and is accented with a wood burning fireplace and hardwood floors that seamlessly flow throughout the home. To the right of the entrance is the guest suite with a private en suite bathroom. Across the hall are two additional bedrooms, a full bathroom, and another half bath. A large chef’s kitchen boasts spacious quartz countertops, white subway tile backsplash, stainless steel appliances, 6 burner gas range, double oven, and a center island with a wine refrigerator, microwave, and plenty of storage. The kitchen overlooks the family room with views of the backyard through French doors and floor to ceiling windows. Adjacent to the family room is the primary bedroom quarters featuring high ceilings, private backyard access, an oversized walk-in closet, a spa-like bathroom complete with dual vanities, a standalone tub, and a double-sided walk-in shower with two shower heads. Step outside to the covered patio where you will find an outdoor kitchen, lounge area, fenced backyard, outdoor bathroom, privacy hedges, no rear neighbors, and a beautiful swimming pool, perfect for relaxation and entertainment. Zoned for top rated schools: Lakemont Elementary, Maitland Middle, and Winter Park High. Located just blocks from Phelps Park, three minutes from Advent Health Winter Park Hospital, five minutes from Baldwin Park, and only five minutes away from Downtown Park Avenue’s restaurants and boutiques. Make this extraordinary Winter Park gem yours!

890 N Phelps Avenue, Winter Park

$979,000

3 Beds ⋅ 3 Baths ⋅ Hills SubDv. ⋅ 32789 Zip Code

Nestled on a quiet cul de sac in an established Winter Park neighborhood, this 3 bed/3 bath, 2,331 sq ft single-story ranch home is ideal for a buyer in any stage of life. Completely remodeled in 2020, interior improvements include a gourmet kitchen, new baths, updated plumbing, new flooring, and light fixtures. Exterior improvements include a new roof, painted brick façade, stacked stone chimney, resurfaced, and retiled pool and tropical landscaping. This home is light and bright and features a flexible, open floor plan. The gourmet kitchen is the star of the home with easy access to entertaining spaces. Featuring quartzite counter, custom cabinets, island with range hood and stainless appliances. The dining area adjacent to the kitchen overlooks the wood-burning fireplace and spacious family room. Off the kitchen is the office that could easily be converted to a 4th bedroom with the addition of a closet or converted back to a formal dining room. The primary suite has been expanded with a large his n her walk-in closet, sleek marble shower, dual sinks, and water closet. With a versatile split plan, the guest bedroom and bath are on the opposite side of the house off the kitchen. Other amenities include wood-look tile in the common areas, crown molding, interior laundry room, and a spacious 2-car garage. The outdoor living space is awesome with an expansive screened in patio with built-in barbecue grill with space for lounging or dining. The premium oversized lot is .44 of an acre, providing a quiet park-like setting in the fenced back yard with lush landscaping including palm trees, tropical gingers and bromeliads. Close to downtown Winter Park and Maitland. Convenient to shopping, restaurants, and major roads. Zoned for top-rated schools. Welcome home!

1681 Tioga Trail, Winter Park

$835,000

3 Beds ⋅ 3 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Incredible opportunity to own over a quarter of an acre pool home in the heart of Winter Park. Walking distance to Phelps Park, Winter Park YMCA, and Lakemont Elementary. and less than 10 minutes to Park Avenue. This charming 3 bedroom 3 bathroom ranch home on a quiet tree lined street boasts over 2000 sq ft of living space with stunning windows and charming features throughout. Upon entering the home you are greeted by a spacious living room and dining area. An elongated kitchen sits at the heart of the home equipped with stainless steel appliances and solid wood cabinets. Another large living space off the kitchen area welcomes you with custom built in shelves, a charming wood burning fireplace and a timeless crafted window overlooking the crystal blue pool and mature landscaped backyard views. A large screened in patio provides year round outdoor space for you to enjoy. The backyard oasis is immaculate with fruit trees, lush landscaping and an incredible pool with heated spa for you to live your best Florida life. Upgrades include a brand new pool heater and regulator, a freshly refinished pool and stunning pavers around the pool and main driveway. Home was repiped with pex in 2003. The Hvac is 2015. The skylight and flat roof is 2016. Main roof is 2003.

1771 Chestnut Avenue, Winter Park

$925,000

3 Beds ⋅ 2 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

Beautifully situated in the heart of Winter Park’s Historic District awaits the incredible blank canvas you’ve been searching for. Positioned on a premium corner lot within the picturesque Virginia Heights neighborhood, this property not only boasts unrivaled charm but also features deeded access to the Winter Park Chain of Lakes. The existing dwelling eagerly awaits a creative touch and offers an open and inviting floor plan, featuring a newer HVAC system installed in 2021, updated plumbing in 2005, a new roof in 2007, a new water heater in 2016 and new flooring. This property is a rare find and also provides an excellent opportunity to build the home you've always envisioned. Residents of Virginia Heights benefit from the convenience of a dedicated boat dock for temporary parking, storage space for paddle boards and kayaks, and luxury of picnic tables set in a lush, inviting park—all just steps from your front door. Conveniently just minutes from Park Avenue, Rollins College and Baldwin Park, this beautiful respite presents an exceptional opportunity in a location that embodies the essence of Winter Park living at its finest.

151 Stirling Avenue, Winter Park

$2,200,000

4 Beds ⋅ 4 Baths ⋅ Sicilian Shores SubDv. ⋅ 32789 Zip Code

This split plan home in the heart of Winter Park’s highly desired Via’s neighborhood offers views of Lake Maitland and is located on a quiet, gorgeous street aptly named for the towering pine trees that line it. The spacious floor plan includes four bedrooms and 3.5 baths, along with a full dining room, living room, great room, and open kitchen and family room. Great for entertaining, the family/kitchen areas feature numerous French doors and all open up to an enclosed, slate floor back lanai looking out over a spacious back yard and fire pit. A huge great room with a wet bar and high ceilings on one side opens up through large sliding doors into a second enclosed lanai, screened in swimming pool and gas-heated spa. The large living room includes a natural gas fireplace and views of the lake. The spacious primary suite includes his and her walk-in closets with ample built in shelving and a full perimeter of rods to hang clothes. The primary bath includes a large whirlpool tub, private commode, walk-in shower and dual vanities. A large kitchen with full island bar that seats 6 and dine-in area on the other end, includes many built in upper and lower cabinets, a 6-burner gas stove with electric oven, granite countertops and new appliances. Porcelain tile flooring was recently installed throughout the home except in the bedrooms, which all are carpeted. Beautiful crown molding and elegant light fixtures are found throughout the home, which has been fully updated in recent years. The additional three bedrooms are on one side, one a secondary suite that includes a full bathroom. The other two sizeable bedrooms with closets share a full Jack and Jill bathroom. A full dedicated office with a door that closes for ultimate privacy is located next to a laundry room with built-in cabinetry. The home was completely replumbed, has a newer roof, and includes a new natural gas-fueled Generac generator that provides electricity to the entire home in case of a power outage. Enjoy lake views from a front porch with rocking chairs that overlooks a beautifully landscaped front yard and tree canopy with circular paver driveway and exceptionally long frontage. Fenced in for privacy, the home includes a 2-car garage. If you love peaceful, natural surroundings and the sounds of osprey, eagles, barred owls and other wildlife, this is your perfect oasis on one of Winter Park’s best locations just around the corner from the Isle of Sicily.

620 Pinetree Road, Winter Park

$500,000

5 Beds ⋅ 5 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Discover the allure of Winter Park living with this charming 5edroom, 5-bathroom home, 50K priced below appraisal for exceptional value. Offering a cozy and classic style, this residence presents a canvas ripe for your personal touch. With over 2800 square feet of living space, the possibilities are endless. This Winter Park gem boasts two separate suites, each with private entrances, ideal for versatile use as a home office, teenager's retreat, or even your own private art studio. Complete with kitchenettes and private baths, these suites provide flexibility to accommodate your unique lifestyle needs. Rest easy knowing the home's foundation is solid, featuring a newer roof and septic tanks that bring peace of mind. Whether you envision a multi-generational living arrangement or seek lucrative rental opportunities, this property offers endless potential. Step outside to the screened enclosed covered patio and soak in the serene views of the expansive backyard. Situated near quaint shopping and dining destinations, as well as convenient access to Interstate, shopping, dining, and local attractions, this home epitomizes the quintessential Winter Park lifestyle. Experience the best of Florida living in this inviting abode with endless possibilities.

2500 Euston Road, Winter Park

$500,000

4 Beds ⋅ 2 Baths ⋅ Howell Forest SubDv. ⋅ 32789 Zip Code

Nestled in the serene and sought-after Hills of Winter Park, this expansive split-plan residence offers a unique opportunity to infuse your style into a home brimming with possibilities. As you step through its welcoming entrance, you are greeted by a generous living room that seamlessly transitions into an inviting dining area, perfect for hosting memorable gatherings. At the heart of this home lies the kitchen, opening gracefully into the family room. This space is a blank canvas for culinary creativity, equipped with ample storage, awaiting your custom touch. The adjoining family room, a haven for relaxation and family time, leads to three well-proportioned guest bedrooms. Each bedroom boasts considerable closet space and shares access to an updated full bathroom, echoing a sense of comfort and convenience. The primary suite, a sanctuary of tranquility, features a full bath and double closets. This masterful space connects to additional flex space, ideal for an office, nursery, or the creation of an expansive primary suite tailored to your desires. Step outside to discover the screened-in porch, a versatile area with indoor/outdoor carpeting, offering an idyllic setting for alfresco entertainment or quiet evenings under the stars. The substantial backyard, adorned with majestic trees and a charming deck area, presents a picturesque backdrop for outdoor activities or future landscaping projects. This home's location further enhances its appeal, zoned for the esteemed Dommerich Elementary, Maitland Middle, and Winter Park High schools. A residence not just offering a place to live, but a canvas for creating the home of your dreams. Your journey to personalize and complete this delightful Winter Park gem starts here.

2949 Lolissa Lane, Winter Park

$795,000

4 Beds ⋅ 3 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

Fabulous opportunity in the heart of Winter Park! Cute single story home with some updates on a large buildable lot. Featuring an abundance of natural light, this home can be lived in, renovated or demolished to accommodate a much larger home. This 4 bedroom, 3 full bath home features a split bedroom plan, sliding doors to a large screened patio, updated kitchen, plenty of room for a pool and a side load garage. The street along with surrounding streets is transitioning to large luxury new builds.

1661 Palm Avenue, Winter Park

$350,000

3 Beds ⋅ 2 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

Great opportunity to live in Winter Park in the Dubsdread Golf Community. This 3 bedroom, 2 bath home is situated on a deep lot (50 x 140) with 1283 sq. ft., Bamboo hardwood floors in several rooms, split bedroom floor plan, large kitchen with tile floors, and oak cabinets, and the dining room has a tongue and groove wood ceiling. The primary bedroom has Bamboo floors, tongue and groove wood ceiling and a wall closet, adjoining bath with a shower, dual sinks and the laundry closet for the washer and dryer. The two other bedrooms share the hall bath which is light and bright and has a tub shower. A 12 x 16 sq ft enclosed porch is off the kitchen overlooking the large backyard with an adjacent patio. Two storage sheds in the backyard convey with the property. Home Updates: New Roof in August of 2017, New Electrical panel in August of 2023, Septic System located in the back was Inspected and cleaned out in August of 2023 and the HVAC System in 2018. This home is located minutes from Interstate 4, Downtown Winter Park, Advent Health Hospital and Downtown Orlando.

780 Baffie Avenue, Winter Park

$640,000

2 Beds ⋅ 2 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Classic Winter Park home in the Audubon Park school district. One story two bedroom home with hardwood floors and a fantastic screened in lanai to relax and enjoy the sights and sounds of the outdoors and entertain. Many updates have been done throughout the years. Lovely kitchen with induction oven/stove,Bosch microwave,granite counters and a breakfast seating area, large living/family room with Dolby Atmos ceiling speakers, main bath remodeled,two sets of french doors lead out to the back patio/lanai, detached two car garage, circular driveway with security gate to garage and tropical back yard. HVAC unit installed in 2018, Roof replaced in 2013 and the utilities are underground. Outdoor shower behind garage has both hot and cold settings.

1740 Winter Park Road, Winter Park

$450,000

4 Beds ⋅ 2 Baths ⋅ Winter Park Manor SubDv. ⋅ 32789 Zip Code

Great house in a fantastic school district! This 4 bedroom home has newer roof, plumbing & electrical. Double paned windows and wood laminate floors. Large living room with picture window overlooking huge fenced backyard. Separate family room with wood burning fireplace. Interior utility room/workroom affords tons of storage. Newer septic drain field. Zoned for "A" rated Dommerich Elementary, Maitland Middle, Winter Park High.

2940 Rouen Avenue, Winter Park

$775,000

3 Beds ⋅ 3 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

WELCOME TO 641 WORTHINGTON DRIVE! Charming Winter Park Bungalow on an enchantingly manicured lot with quaint white picket fence & exquisite park-like backyard. IMMACULATE 3 Bedroom 2.5 Bath split plan is MOVE-IN ready! This cozy cottage features wood floors, plantation shutters, & crown molding. The serene living/dining room opens to a delightfully bright & inviting family room overlooking tranquil backyard. Kitchen complete with breakfast bar leads to a fantastic flex room, perfect for home office, gym or craft room. Extras include: 2 car garage, irrigation system & backyard shed. Brookshire, Glenridge & Winter Park High. WELCOME HOME!

641 Worthington Drive, Winter Park

$500,000

4 Beds ⋅ 2 Baths ⋅ Shores Lake Killarney SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. This impeccably maintained home is located in sought after Winter Park in the area known as The Shores of Lake Killarney. This property offers a comfortable lifestyle and an incredible value that includes a new roof installed in December of 2023, re-piped in 2021, as well as having updated electrical features, a newly installed vinyl privacy fence, freshly painted interior, and a brand new refrigerator. On top of all of that, this home has deeded access to Lake Killarney itself, all without the expense of an HOA. Boasting of four spacious bedrooms, two baths, and 1,933 square feet of well-designed living space, you are treated to the flow of an open-concept floor plan highlighted by the roomy dining area and family room combination that helps to create an attractive setting for gatherings. Off the dining area, the galley kitchen offers modern stainless-steel appliances, lots of cabinet space, and a Dinette area to start your day. This home also features a covered and paved lanai where you can relax while enjoying your incredible fenced-in backyard with an additional open air patio all highlighted by meticulous and mature landscaping. The oversized driveway offers ample parking in addition to a spacious two-car garage. Moments from Orlando's finest offerings, this sought-after home with no homeowner's association has access to highways, airports, SunRail, shopping destinations such as Winter Park Village and Park Avenue, dining options, golf courses, Martin Luther King, Jr. Park, Rollins and Orange Technical Colleges, and other attractions. Don’t miss the chance to schedule your private showing today.

216 Blossom Lane, Winter Park

$475,000

2 Beds ⋅ 2 Baths ⋅ Lake Virginia Shores SubDv. ⋅ 32789 Zip Code

Welcome to this charming home nestled near the picturesque Blue Jacket Park and vibrant Baldwin Park neighborhood! This delightful property offers a prime location, with easy access to excellent schools, shopping destinations, top-notch restaurants, and a variety of entertainment options, making it an ideal choice for anyone seeking a comfortable and convenient lifestyle. As you step inside, you'll immediately appreciate the unique blend of classic and modern features. The terrazzo floors exude timeless elegance, while ceramic tile and laminate floors provide both durability and style. This mix of flooring creates a warm and inviting atmosphere throughout the home. Built in 1964, this home boasts a solid block construction that has stood the test of time, showcasing its good bones. The sturdy build ensures the longevity and structural integrity of the property, giving you peace of mind for years to come. The interior layout is well-designed, offering comfortable living spaces and a seamless flow between rooms. The two bedrooms provide ample space for relaxation, and the two bathrooms add convenience and functionality to your daily routine. The surrounding neighborhood is a true gem. Blue Jacket Park, with its lush greenery and recreational amenities, offers a perfect spot for outdoor enthusiasts and families alike. Baldwin Park, known for its vibrant community and bustling town center, is just a stone's throw away, providing endless options for shopping, dining, and entertainment. Whether you're looking for a starter home, downsizing, or an investment opportunity, this property's prime location and solid structure make it a fantastic choice. Don't miss the chance to make this house your home, as it offers the perfect blend of comfort and convenience in a sought-after area. Schedule a viewing and experience the potential of this timeless property for yourself!

615 Glenridge Way, Winter Park

$472,500

4 Beds ⋅ 3 Baths ⋅ Albert Lee Ridge First Add SubDv. ⋅ 32789 Zip Code

LOCATION LOCATION LOCATION! Two minutes to I-4 for easy commute. Gorgeous open concept recently renovated cozy and charming 4 bedroom/3 bath in sought after city of Winter Park. Upgraded modern kitchen featuring white shaker style cabinets to ceiling with crown molding including brass hardware, soft close doors/drawers, built in large pantry with pull out drawers, cabinet enclosed counter depth French drawer refrigerator, all new appliances, oversized single trough stainless steel sink with brass faucet, modern quartz countertops and expanded backsplash to ceiling. Engineered hardwood throughout with spacious family room featuring a wood burning fireplace open to the main living areas. Additional formal sitting area/flex space with room for a large dining room table featuring modern light fixture.Master bath features marble subway tile to ceiling with custom shower niche and seamless glass shower enclosure. Hall bathroom features custom vanity with plenty of storage, quartz countertop with undermount porcelain sink and upgraded Kohler toilet. Fourth bedroom is split from additional bedrooms and has an attached full bath with new separate tankless hot water heater and oversized walk-in closet. Spacious car port with privacy fence and pavers to allow additional parking. Two large outdoor storage areas. Large backyard with endless potential with covered back porch and additional uncovered patio for entertaining. Fully fenced in backyard.No HOA. Close to Downtown Winter Park and tons of shopping, dining, and entertainment options close by.

2337 Albert Lee Pkwy, Winter Park

$408,000

4 Beds ⋅ 3 Baths ⋅ Lake Bell Terrace SubDv. ⋅ 32789 Zip Code

STOP THE CAR! NEW LISTING ALERT in Winter Park has just HIT THE MARKET! Buyers Welcome to 1940 Galen Ave.! As you enter the Foyer of your New Home you will be blown away at the Absolutely Stunning Interior! Wide open space, Oversized Windows allow for a plethora of Natural Lighting to flow through, a Beautiful Living Room and Dining Room combo which has been immaculately Staged by Shelly at Restyled Spaces. You have a Wood Burning Fireplace at the center of your Living Room which is perfect for spending those cool Fall and Winter nights cuddled up with your loved ones. The Dining Room Features a Gorgeous Chandelier sure to wow your guests! Desirable Split Floor plan with one Master to your left, yes there are two Masters in this home so take your pick! Master suite to the left is freshly carpeted, has a walk in closet and bathroom with shower tub combo! Remaining rooms all have ample space and have Gorgeously Restored Hardwood floors original to the home and are a combination of Birch and Oak. It's rare to see two different woods used so you get the best of both worlds, the elegance of Oak and some rustic feel with the Birch! The Kitchen is straight ahead and Features Wood Counters, Oversized Cabinets, Lovely Backsplash and a Deep Farm Sink! We have to take a second to appreciate the flooring in the Kitchen which is such a Unique and Beautiful Stone Tile adding so much character and charm to the home! This tile also continues through to your Bonus Room which has Extended Cabinet Space, a Built In Workspace and the Laundry Closet. This is such a great flex space and could be used for so many things! Step through your French Doors onto your back patio and Privately Fenced in backyard! Bring the pets, let the kids run around, build a garden, the possibilities are endless. Shed for extra storage space as well! This home truly has it all, is MOVE IN READY and the best part...NO HOA! Close to Downtown Winter Park, Downtown Orlando, Altamonte Mall, and so much more. Tons of shopping, dining, and entertainment options in all directions you are really the central hub to so much! All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent. Call to schedule your showing today! AGENT BONUS, SEE REMARKS!

1940 Galen Avenue, Winter Park

$734,900

4 Beds ⋅ 3 Baths ⋅ Dommerich Hills Fourth Add SubDv. ⋅ 32789 Zip Code

Nestled in the sought-after Dommerich Hills neighborhood of Winter Park, this charming four-bedroom, two-and-a-half-bath block home on a corner lot offers an exceptional living experience. Dommerich Hills is known for its top-rated schools, including Dommerich Elementary, Maitland Middle, and Winter Park High School. This well-maintained property features recent upgrades, including an updated kitchen with quartz countertops, redone master bathroom, new roof in 2021, newer A/C system in 2017, updated pool pump, and upgraded electrical panels. With separate family, dining, and living rooms, there's ample space for everyone to spread out. Right outside the enclosed Florida room is a large private yard with a spacious pool and a basketball court. This home also includes a two-car garage and interior laundry. It's move-in ready, offering a comfortable and inviting lifestyle.

2503 Anaconda Trail, Winter Park

$470,000

3 Beds ⋅ 2 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code

INVESTMENT PROPERTY - You have been waiting for a lot like this to come up, and you even have a structure you can build on or around! Phenomenal Winter Park location in area where other homes have been remodeled and added onto, or strictly razed and high value home built on it. Garage was turned into a master bedroom. Flat lot, city limits. Do not walk on the property or turn into driveway.

2915 Parkland Drive, Winter Park

$1,025,000

4 Beds ⋅ 3 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. NOW COMPLETE AND MOVE IN READY!!!!! New construction in Winter Park just east of the Vias...Custom Built by Main Street Builders. ONE STORY 4 Bedrooms/3 Bath POOL HOME, Open Concept Kitchen/Dining/Family Room, 10 ft Ceilings, Custom features include White Shaker Style Cabinets with Stackers to the Ceiling, Quartz C-tops, Large Island, Gas Cooking, Stainless Steel Appliances, Tile Wood Plank Floors, 8 ft. Doors, Sand Finish Stucco, MARBLE Pool Coping and deck, Tongue and Grove Porch Ceilings, Vinyl 6' Fence, 7.25" Baseboards, Custom Exterior Bahama Shutters and much more.

2417 Lafayette Avenue, Winter Park

$1,075,000

5 Beds ⋅ 4 Baths ⋅ Park Grove Area: Green Oaks Rep 03 SubDv. ⋅ 32789 Zip Code

Gorgeous one-story pool home in the heart of Winter Park, a short walk to downtown Park Avenue’s shops, restaurants, and Central Park. This house has it all with split floorplan that has 4 bedrooms + den/office that can be a 5th bedroom, plus bonus area off kitchen. Open concept in the primary living spaces, with vaulted ceilings in all the main rooms up to 11’ high in some areas. The great room is warm and inviting with wood floors, fireplace, and large bay window, all open to the kitchen and dining space with custom built-in cabinets and bar area. The kitchen has granite counters, a window overlooking pool, oven & microwave, warming drawer, gas cooktop, and bar seating area. Adjacent bonus room has beautiful built-ins on two walls and is perfect for a playroom, sitting area, etc. Large owners’ suite has French doors to pool area, walk-in closet, and generous bathroom with tub + separate shower, marble counters, and double vanity. The back wing of the house has three bedrooms (2 with En Suite bathrooms) plus office with closet that can easily be 5th bedroom. Features include crown molding, wood floors, French doors, wood shutters, interior laundry room, gas Rinnai tankless hot water heater, 2 car attached garage, and fenced yard. New main electric panel & breaker box 2023, ACs/Roof/Plumbing done within past 10 years (approximately). The back of home opens to screened in 39’ wide outdoor living space + heated pool, with views of natural Florida landscape. Zoned for excellent schools – Dommerich Elementary, Maitland Middle, Winter Park High.

1700 Diana Drive, Winter Park

$1,250,000

4 Beds ⋅ 4 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Welcome to this quaint home located in the scenic Timberlane Shores neighborhood! This one-story, open floor plan, residence offers a delightful living experience. The generously sized master suite features a spacious bath and walk-in closet, providing a luxurious retreat. The split floor plan ensures privacy, with three well-appointed rooms on the opposite side of the house. Wood floors throughout add a touch of elegance, granite counters throughout kitchen and bathrooms. Kitchen features soft touch cabinets and stainless-steel appliances, marrying aesthetics with functionality. Step outside and immerse yourself in the serene surroundings, with an expansive front and back yard adorned with well-kept lawns. The backyard oasis features a refreshing pool, offering a private escape. This home is perfect for entertaining, making it an ideal space for hosting gatherings with friends. Located in a sought-after school district, this neighborhood offers an exceptional educational environment. Welcome to your new home in Timberlane Shores, where comfort, style, and community converge.

1771 Winchester Drive, Winter Park

$325,000

3 Beds ⋅ 2 Baths ⋅ Lake Bell Terrace SubDv. ⋅ 32789 Zip Code

Established neighborhood minutes from downtown. Roof new in 2017 and Electric upgrade in 2022 so there shouldn't be any big expense to a new buyer. This would be a good first home or good rental.

Winter Park

$440,000

2 Beds ⋅ 1 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code

If you find yourself longing for a slice of Winter Park paradise, with a touch of history and a dash of modern allure, we implore you to take a stroll through 2335 Mulbry Drive. Situated in Winter Park's highly sought-after Lake Forest Park neighborhood, where nearby new construction starts at just over $2 million dollars, this meticulously maintained property is ready for its next occupant. Most of this home has been renovated in the past 5 years while still preserving its mid-century charm. You'll enjoy an updated kitchen with contrasting tuxedo cabinets, inlaid custom honeycomb marble backsplash, Calcutta quartz countertops with brushed champagne hardware. The bathroom offers classic subway tile with modern matte black finish faucets, complimented with hand-painted ceramic floor tile. Light wide-plank oak laminate hardwoods with vaulted ceilings in the living room and bedrooms give this home an even more spacious feel. The primary bedroom offers mid-century Santa Barbara styled closets for extra storage. A paver patio compliments the manicured back yard which provides easy access to Blue Jacket Park. Some additional upgrades include but are not limited to: house rewire (2023), new interior paint/ceiling fans (2023), sod/landscaping (2020), water heater (2018), HVAC system (2018), plumbing (2018). Minutes from Park Avenue, East End Market, and Downtown Orlando this homes location cannot be beat. Previously leased for $2295 so it may have potential income opportunity for the next owner! Secondary listing agent is owner. Some photos may reflect condition prior to 2023 renovations and may be virtually staged from a previous listing. *MULTIPLE STRONG OFFERS HAVE BEEN RECEIVED. SELLER'S REQUESTING HIGHEST AND BEST OFFERS SUBMITTED BY 5PM TUESDAY 8/22*

2335 Mulbry Drive, Winter Park

$885,000

3 Beds ⋅ 2 Baths ⋅ Green Terrace SubDv. ⋅ 32789 Zip Code

This eloquent, beautiful, and pristinely presented Green Terrace Home, is filled with character and has a balance of modern tasteful upgrades. Perfectly situated on a desirable street, just a stone's throw from the multimillion Windsong homes. Renovations from 2017-2018 include a new shingle roof, skylights, updated electrical panel, natural gas, water purification system and backup generator throughout, and much more. Step into a light and spacious formal living room with an adjacent dining area, giving a taste of classic sophistication. The high end kitchen is any cook's dream, featuring tasteful cabinetry, a custom-made chefs' island with quartz countertops, recess lighting, gas range, porcelain floors, and separate laundry room with a butcher block counter for those extra gadgets. An attractive family room overlooks the picturesque garden with access to the quant lanai. The master bedroom and ensuite features a jet bath, separate shower, and 2 closets, one being a walk-in. The additional 2 bedrooms share the 2nd bathroom and are of ample size. The keyless double garage has space for the tools and equipment. The large gardens are beautifully present and add to this delightful home with an abundance of space to entertain and enjoy the Florida lifestyle. Elegantly looked after by the present owners, you will not be disappointed. The city of Winter Park has put the powerlines in the ground and has scheduled the above cables to be removed in 2023. Located in the heart of Winter Park, close to highly rated shopping areas such as East End Market, Winter Park Village and Park Avenue which feature popular restaurants like Domu, Hillstone, Prato. Centrally located to all major highways, making early morning commutes a breeze. Once you experience the true Winter Park lifestyle, you will never want to live anywhere else.

1725 Carollee Lane, Winter Park

$700,000

3 Beds ⋅ 3 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Located on the sought-after Walnut Ave in Winter Park, this nearly quarter acre lot offers tremendous potential for builders and investors. The property's size and zoning classification make it a perfect candidate for a remodel or new construction, catering to the ever-growing demand for housing in the area. With the right vision and plans, you can transform the current structure or completely reimagine it to create a modern, desirable home. Winter Park, FL, is renowned for its upscale living, vibrant community, desirable school system, and proximity to excellent amenities. The neighborhood surrounding 1725 Walnut Ave offers a blend of a serene and active lifestyle with the property located 2 blocks from Phelps Park and the Winter Park YMCA. The convenient location allows for a quick drive to beautiful downtown Winter Park and easy access to the area's major highways, and airports, and attractions. This is a rare chance to seize a fantastic investment opportunity in Winter Park that's not to be missed!

1725 Walnut Avenue, Winter Park

$407,500

3 Beds ⋅ 2 Baths ⋅ Lake Bell Terrace SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Extensively renovated ranch home in sought after Winter Park! Home features refinished hardwood floors throughout most of the living space and wood even under the carpeting in bedrooms. Updated kitchen has 42" wood upper cabinets, granite countertops, stainless steel appliances and travertine flooring. Both baths have been remodeled as well. Large light and bright florida room overlooking the large fenced backyard, with hot tub and brick paver patio. This is on a corner lot with no through streets, so very light traffic. ROOF REPLACED 2022!

1051 Turner Road, Winter Park

$686,000

3 Beds ⋅ 2 Baths ⋅ Northwood - Winter Park Oasis SubDv. ⋅ 32789 Zip Code

Nestled just steps away from the Winter Park 9 golf course and a short stroll from the vibrant Park Avenue, this fabulous home boasts the desirable walkability that everyone is looking for! This modern and stylish one-level home, situated in a charming Winter Park neighborhood, offers the perfect combination of location and updates. Step inside and experience the cozy sophistication of this completely refreshed and upgraded home. The trendy & tasteful finishes create a modern ambiance that will leave you impressed. The open living space is complemented by three bedrooms and two bathrooms, making it the ideal split floorplan for comfortable living. Upon entering, you are greeted with newer tile flooring throughout the entire home. The spacious kitchen is a chef's delight, with a large island adorned with quartz counters and a convenient microwave drawer. The adjacent bar area includes a built-in pantry, open shelving, and a wine fridge, adding a touch of luxury to your everyday life. Just beyond the kitchen/living room, you'll discover a fantastic dining area and two well-appointed bedrooms. The chic fully redone bathroom will impress you with its delightful features and selections. The laundry room, equipped with a newer GE washer & dryer (2021), built-in storage cabinets, a sink, and a tankless water heater, adds convenience to your daily routine. On the opposite side of the home, the owner's suite awaits, exuding brightness and airiness. A space-saving built-in wardrobe lines one wall, while the en-suite bathroom showcases stunning design elements, including a walk-in shower, dual sinks, and a private water closet. Step through the sliding glass doors at the back of the house and be greeted by a rear brick patio and backyard, seamlessly connecting indoor and outdoor spaces for delightful entertaining. Enjoy shaded dining and lounging on sunny days with the newer retractable awning (2021) controlled by a convenient remote. The fully fenced backyard, lined with bamboo, offers the privacy you desire. Additional features that make this home stand out include a newer roof (2020), newer AC (2020), a two-car garage with a new electric car charger (2022), a custom workbench, and storage cabinets added in 2021. And let's not forget the incredible location—a couple blocks from the Winter Park 9 Golf Course, Park Avenue, and the Farmers Market on Saturdays. With Whole Foods, Winter Park Village, and Publix just minutes away, this home truly is your private oasis in the heart of Winter Park.

630 Northwood Circle, Winter Park

$400,000

3 Beds ⋅ 2 Baths ⋅ Howell Heights SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. ***MULTIPLE OFFERS RECEIVED***Vintage home in a well-established Winter Park neighborhood. Refurbished terrazzo floors throughout. Living/dining and family rooms with large enclosed screened porch. Equipped with kitchen appliances, ceiling fans and central electric air conditioning and heating. Covered front porch. Good size 2-car garage with opener and work benches. Big fenced back yard. Driveway with amply parking space. The roof was replaced 9/2021. Back screened porch installed 10/2020, whole house replumbed 2/2022, new garage door opener 4/2012 and the water heater was replaced 3/2012. Superior location in a desirable school district. No homeowners association. Move in ready, it won't last long!

2862 Sanbina Street, Winter Park

$546,000

4 Beds ⋅ 2 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

NEW ROOF JUST INSTALLED! Welcome to this beautifully updated ranch-style house, offering a desirable open floor plan and ample space for comfortable living. This home features four bedrooms, two baths and a large backyard, providing a perfect blend of functionality and relaxation. The split floor plan, updates throughout and tile flooring, add to the overall appeal of this inviting property! The open floor plan, with a vaulted ceiling, creates a seamless flow between the living spaces, making it ideal for entertaining. The kitchen is a chef's delight, featuring modern appliances, ample storage and a convenient layout that makes meal preparation and serving a pleasure. The open living and dining areas plus a family room provide versatile spaces for relaxation, entertaining or family gatherings. With four bedrooms there is the flexibility to convert one of the rooms into a home office, gym, or hobby space and the large Master bedroom features a walk-in closet and ensuite bath. This home was thoughtfully updated in 2006 ensuring a stylish living experience and has recently added, for today's home, a Nest thermostat, Nest camera doorbell, Yale front door keypad lock and several smart home light switches! Another bonus is indoor laundry! Enjoy outdoor activities and create lasting memories in the expansive backyard which provides ample space for gardening, hosting barbecues or simply unwinding on the covered patio attached to the garage. The property offers sufficient driveway parking in the front and continues as the driveway leads to the 1 car detached garage in the rear of the property. The house is situated in a desirable location, close to shopping, restaurants, Winter Park, College Park and I-4. Don't miss the opportunity to own this updated ranch-style house with an open floor plan, four bedrooms, two baths and a spacious backyard. Schedule a showing today to experience the charm and comfort of this delightful home.

2411 Salisbury Boulevard, Winter Park

$800,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores SubDv. ⋅ 32789 Zip Code

**AGGRESSIVE PRICE ADJUSTMENTS ARE DUE TO JOB RELOCATION** 3 bedroom PLUS a dedicated office (add a closet and you’ve got your 4th bedroom!). Beautifully updated traditional Florida ranch home in one of the most prized neighborhoods in the City of Winter Park. Public records states 2267 sq ft. Total heated sq.ft. is 2,308, including the laundry area, which is under air. The original home was built in 1955. In 2001, two approximate 400 square foot additions, creating a square "U", with a deck in between each side, was added, providing more room without compromising the beautiful large fenced back. On one side of the home is a 400 sq. ft. family room, with windows on three walls, looking out onto the tree-framed back yard...the perfect place to unwind and binge your favorite show. French doors lead to a cozy deck, just the spot for barbecuing and quiet evenings. On the other side is the private primary with en-suite, which opens up to the deck. The primary bedroom offers a large walk in closet. The en-suite and front bathroom have both had recent remodels, with glass enclosures, stand alone quality vanities, etc. The en-suite also has a large jacuzzi tub, separate updated shower and large linen closet. The parquet flooring in the original home was recently replaced with engineered hardwood to match the flooring already in place. The kitchen has also had upgrades including updated counter tops, new or newer stainless steel appliances and new flooring. The dedicated office, off of the dining room, has panoramic views of the backyard...the perfect place to hide so you can focus on work and with plenty of room for a large desk and bookshelves. The spacious backyard and side-yard offers plenty of space to add a pool, large lanai, swingset, etc. And no power lines as they are now undergound. A fun FX Luminar Landscape lighting system provides all variations of lighting colors, perfect for the holidays, and controlled through a phone app. If walks are your thing, you will never be bored with the neighborhood. Windsong is a block away. Stroll down to Lake Berry or Lake Mizel and visit with the peacocks or over to Lake Baldwin for a great workout along the Lake. Downtown Winter Park is an easy 15 minute walk, where you'll enjoy shops, restaurants, concerts in the park, the Winter Park Arts Festival, Saturday farmers market, and so much more. AND, you are a short drive to downtown Orlando, The Milk District, Thornton Park, Lake Eola and Dr. Phillips Center. Updates include: New Roof: 9/2022 ( wind mitigation report available), AC: 2012, with new blower motor installed April 2023 and regular maintenance contract. New well pump for irrigation: 2023. Full Exterior Paint: 2023. <iframe width='853' height='480' src='https://my.matterport.com/show/?m=p2kpnTj13Sn&mls=1' frameborder='0' allowfullscreen allow='xr-spatial-tracking'></iframe>

1825 Loch Berry Road, Winter Park

$769,000

4 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Picturesque 4 Bedroom / 2 Bathroom Home on tranquil end of street. Don't Be fooled by the square footage. This home feels and lives much larger! Gorgeous Light and Bright Split Plan with Huge Front Yard, Side Yard and Backyard. New Wood Flooring. Large Kitchen with High- end cabinetry, Stainless Steel Appliances, Granite Counters, Eat -In Space in Kitchen. Spacious Master with His and Hers' Closets. New Carpet in Bedrooms. Closet Systems in Bedrooms. The Middle Bedroom makes a Perfect Office with Custom Built-ins and Window Seat. Beautiful Detail Woodwork in Crown Moldings, Wainscoting and Bead Board. Interiors have just been re-painted. This Floorplan is Perfect for Singles, Couples or Families due to the Flex Space. Majestic Oaks give the perfect amount to shade in the backyard while getting full sun in front and side yard. Enjoy the Lush Landscaping Including Outdoor Brick Patio and Beautiful Bougainvillea. Verify with the City of Winter Park- room for pool on side or backyard. The home has excellent curb appeal with replaced landscaping, irrigation system, gutters, fencing, AC in 2017 and much more. Walk, Bike, Rollerblade thru Peaceful Neighborhood and Windsong. Lake Berry is Steps Away. Two Car Garage with interior laundry room and storage room. Great Winter Park Schools. Minutes from Park Avenue and Baldwin Park Shops and restaurants. Must See!

657 Worthington Drive, Winter Park

32789 Zip Code Ranch Style Real Estate & Homes

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