Refine Search
Map
Sort by
$411,250
2 Beds ⋅ 1 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code
Welcome to this beautifully maintained Winter Park gem, offering exceptional curb appeal and bursting with charm, character and timeless style. Located in the highly desirable Dubsdread Heights neighborhood, bordering Little Lake Fairview and the Dubsdread Golf Course, this home places you just minutes from the boutique shops, dining options and festivals of Park Avenue, with easy access to I-4. As you step inside, you're greeted by a bright sunroom with warm, stylish Saltillo tile flooring which seamlessly flows into the spacious living room featuring stunning Red Oak hardwood floors. The eat-in kitchen boasts sleek quartz countertops, modern cabinets with crown molding, a built-in pantry with convenient slide-out drawers and newer appliances. This home has been thoughtfully updated with double-paned windows, a 2018 roof replacement and updated plumbing, ensuring peace of mind for years to come. Both bedrooms are generous in size and feature Red Oak wood flooring and modern ceiling fans, with a full bath conveniently situated in between that retains timeless charm with original custom tiling, a pedestal sink, and shower/tub combo. The private, fully fenced backyard is a true tropical retreat, perfect for relaxation or entertaining guests. The recently replaced wood deck with sail awnings and a concrete patio create ideal spaces to enjoy Florida's year-round beauty. A charming brick paver walkway leads to a separate laundry and storage shed, with additional cabinets and space to meet your storage needs. This home has gutters installed along with a rain barrel designed to capture and conserve water for your landscaping watering needs. Kitchen appliances, washer, dryer and lawn mower, edger, and blower are all included in sale. Combining the perfect blend of modern updates and original character, this home is a must-see in the heart of Winter Park!

767 Baffie Avenue, Winter Park
$480,000
3 Beds ⋅ 3 Baths ⋅ Killarney Circle SubDv. ⋅ 32789 Zip Code
NO HOA! Beautifully Remodeled Home with Expansive Garden in Winter Park Welcome to this charming and fully remodeled two-story, 3-bedroom, 3-bathroom home nestled in the heart of Winter Park. Offering a blend of modern upgrades and historic charm, this property is surrounded by a vibrant community with easy access to top destinations. Prime Location: 5 minutes to Whole Foods and Trader Joe’s 8 minutes to Downtown Orlando via I-4 (Exits 87 & 88) Surrounded by Winter Park’s historic charm Private library with an excellent book collection Weekly Farmers’ Market just minutes away Extensively Renovated in 2019: New Roof, New Windows, New A/C New Electrical Wiring & Plumbing New Driveway & Fully Fenced Yard with Entry Gate New Porch & Open-Concept Kitchen Versatile Living Space: This single-family home offers flexible living arrangements and can also function as a duplex: Downstairs: 1 bed, 1 bath, spacious living room with modern kitchen combo Upstairs: 2 beds, 2 baths, large family room, and a covered porch with scenic views Outdoor space on the porch for entertaining All permits are available on the Orange County Property Permit website for complete peace of mind. Don't miss this rare opportunity to own a beautifully updated home with endless potential in a highly desirable location! Contact us today for a private showing.

423 Ololu Drive, Winter Park
$1,516,500
3 Beds ⋅ 2 Baths ⋅ Morseland Sub SubDv. ⋅ 32789 Zip Code
A special opportunity awaits on one of Winter Park’s most sought-after streets, BELOIT AVENUE! This charming 3-bedroom, 2-bathroom home is perfectly positioned just two blocks from the vibrant energy of Park Avenue and steps from the lush greens of the Winter Park 9 Golf Course. Brimming with character and warmth, this jewel box offers over 2,400 square feet of beautifully designed living space. High ceilings, elegant crown molding, and a seamless mix of tile and gleaming hardwood floors in every bedroom create a sense of lightness and luxury. The expansive family room extends off the back of the home, opening effortlessly to a screened-in patio, perfect for enjoying the Florida lifestyle year-round. With an ideal blend of charm, location, and livability, this home is a true treasure in the heart of Winter Park. Enter through the foyer and prepare for seamless indoor/outdoor entertaining, with an inviting living room and dining room, elegantly separated by a gorgeous double-sided gas fireplace, and lined with sliding glass doors that lead to the open, paver patio. The kitchen is complete with stainless steel appliances, a natural-gas cooktop, timeless cabinetry that offers an abundance of storage, and a built-in breakfast bar. You’ll love the ideal split-bedroom floor plan, featuring an oversized primary suite that overlooks the expansive side patio accessible through sliding glass doors. Off the front living room hallway are 2 secondary bedrooms with walk-in closets, and a full bathroom. Wrapped in low-maintenance landscaping with elegant uplighting, all surrounded by concrete privacy walls with gates, this turnkey home is perfect for an active lifestyle. A private alley drive for Beloit homeowners leads to a spacious 2-car garage with built-in cabinets and attic storage. Enjoy a NEW A/C unit (2024), new washer/dryer (2024), and one of the best locations in the City of Winter Park!!

335 Beloit Avenue, Winter Park
$1,075,000
4 Beds ⋅ 3 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code
Step into this stunning one-story Spanish Mediterranean home, beautifully renovated in 2006 by renowned E2 Homes. Offering four bedrooms and three baths, this thoughtfully designed residence seamlessly blends timeless charm with modern comforts. The inviting living room features a cozy gas fireplace, setting a warm tone for the home. A formal dining room connects to the spacious kitchen through a convenient butler’s pantry. Designed for the chef at heart, the kitchen boasts a large island with a gas range and hood, abundant cabinetry, and generous counter space, along with a breakfast nook that overlooks the family room. Beautiful brand new (May 2025) Silestone countertops in kitchen, butler's pantry, office/study & laundry room, making each space light & bright. French doors open from the family room to a covered lanai, creating a space for indoor-outdoor living. A dedicated office/study or flex space leads to the private primary suite. The primary bedroom has its own set of French doors opening to the lanai and includes a custom walk-in closet. The primary bath is a serene retreat with dual sinks, a large soaking tub and a walk-in shower. The second bedroom enjoys an en-suite bath, while two additional bedrooms feature custom closet systems for maximum organization. The large fenced backyard offers ample space for a future pool, providing endless possibilities for outdoor enjoyment. Close proximity to the shopping and dining district of Park Avenue in downtown Winter Park, this remarkable home offers the ideal blend of comfort, convenience and style. ***NOTE: all interior walls recently painted neutral soft white... also, this home has accessible elements to it, including a handicapped ramp in garage.

1690 Oneco Avenue, Winter Park
$380,000
2 Beds ⋅ 3 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code
Winter Park location with access to Lake Killarney & walking distance to Trader Joes & Winter Park Village. Renovated 2 bedroom 2.5 bath 2 story condo with Pool & lake view amenities. Gorgeous wood floors throughout, Granite counters, Stainless Steele appliances , Soft close cabinets & glass tile backsplash. Inside Laundry room with Washer/Dryer included. Under stair storage. Wood burning Fire place, Bar sink, Ceiling Fans, Both bedrooms have large walk-in closets and the primary has a walk out balcony patio. The Primary bath offers double shower heads & double vanity. Outside Storage closet & Enclosed screen patio. The pool is set with majestic sunset views of the lake where you can fish off the dock or kayak the lake. HOA updates include repaved asphalt parking & exterior paint, dock repainted & pool sealant in 2020. Fees include exterior maintenance, pool, dock & trash.

350 Killarney Bay Court Unit 5, Winter Park
$987,500
4 Beds ⋅ 3 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code
Charming Spanish-Style Bungalow with Private Oasis in the Heart of Winter Park. Step into the elegance of Old Florida with this exquisite Spanish-style bungalow, nestled in Winter Park. Offering the perfect blend of historic charm and modern luxury, this 4-bedroom, 2.5-bath retreat is a hidden gem surrounded by lush, mature landscaping, creating a private sanctuary just minutes from the best Winter Park has to offer. From the moment you arrive, you’ll be captivated by the stunning curb appeal, featured on the front cover of Home & Garden magazine. The beautifully maintained exterior, with its 2023 terracotta-styled flat roof sets the stage for what lies within. Inside, timeless character meets contemporary upgrades. French terracotta flooring, antique hardware, and neutral warm tones create an inviting atmosphere, while thoughtful renovations ensure every modern convenience is at your fingertips. The kitchen is a chef’s dream, boasting vanilla quartz countertops with gold flecks, beautifully complementing the bronze accents and upgraded appliances. The open-concept design seamlessly connects the kitchen, dining, and living area ideal for entertaining. For more intimate gatherings, unwind in the spacious family room or soak in the natural light from the attached sunroom, which overlooks the lush backyard retreat. Step outside to a tranquil space perfect for morning coffee or evening cocktails, all while enjoying the peaceful sounds of nature. The pool and jacuzzi (new heater installed in 2021) add a touch of resort-style living, surrounded by meticulously curated landscaping with extensive landscape lighting (2022) that enhances the homes enchanting ambiance. Situated in a vibrant, walkable neighborhood known for its tree-lined streets and friendly atmosphere, this home is just a short stroll to Lake Knowles, the YMCA, and Phelps Park. Bring your golf cart and enjoy easy access to Interlachen Golf & Country Club or the Winter Park Racquet Club. Plus, you’re less than a mile from the newly renovated Winter Park Hospital and just minutes from Park Ave world-class dining and shopping. Top-rated schools: Zoned for Lakemont Elementary, Maitland Middle, and Winter Park High School. This rare, character-filled home offers a perfect blend of privacy, luxury, and location. Don’t miss your chance to own a piece of Winter Parks most desirable neighborhood!

1585 Chestnut Avenue, Winter Park
$635,000
2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code
Fresh, modern and move-in ready. This pristine, first-floor condo is located in historic downtown Winter Park at the coveted Cloisters Condominiums. Professionally designed and remodeled in 2021, this two-bedroom, two-bathroom unit includes an open floor plan with marble tile throughout and a screened patio with built-in planters and mature garden views. The large, open kitchen includes a family-sized island with seating and storage, stone countertops, new cabinetry and stainless-steel appliances, and Clearly® water filtration system. Timeless features include southern plantation shutters, wainscoting and hand-carved ceiling fans in every room, plus spa-inspired bathrooms, custom closets and plenty of storage, and a full-sized Bosch washer and dryer. The frosted glass barn door glides shut for your master suite retreat overlooking internal garden courtyard. Unit comes with assigned covered parking and air-conditioned storage closet. The Cloisters lifestyle boasts lakefront seating, docks, kayak storage and boat slips; workout rooms, Swedish dry sauna and inside bike storage; a newly remodeled club house with full kitchen, lending library, putting green, grill station and pool; professional on-site management and custodial staff—all set within established landscaping for unparalleled leisure. Unit 111 is light, bright and quiet. Being on the ground floor, this unit is perfect for those with a pet. Offered at under $700K with optional turnkey package available. Welcome home.

100 S Interlachen Avenue Unit 111, Winter Park
$429,000
2 Beds ⋅ 2 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code
ATTENTION INVESTORS!!! DIAMOND LOCATION!! THIS IS THE MOST WONDERFUL OPORTUNITY FOR BUYING YOUR DREAM DUPLEX WITH 1 BED 1 BATH ON EACH OF TWO FLOORS IN THE MOST DISERABLE AREA FOR LIVING CALLED WINTER PARK IN THE 32789 ZIDE CODE. NO HOA NEITHER CDD. IT IS LOCATED JUST MINUTES FROM PARK AVE., ROLLING COLLEGE, AND TONE OF RESTAURANTS!! EACH UNIT HAS 1 BED 1 BATH WITH ITS COZY KITCHEN, AND NICE FAMILY ROOM. THIS DUPLEX HAS A ENORMEOUS POTENTIAL INCOME. GREAT SCHOOLS!!, NEAR TO HIGH-WAYS!! RIGHT PRICE!! IT WILL NOT LAST LONG!!

441 Clay Street, Winter Park
$685,000
2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code
Experience a lifestyle of refined sophistication and effortless tranquility at The Cloisters Condominium, ideally between Park Avenue and the serene shores of Lake Osceola. This exquisitely remodeled residence offers a seamless blend of timeless elegance and thoughtful design. Set on the second floor, this sun-drenched retreat is bathed in natural light from its northeast-facing sunroom, where expansive windows frame picturesque views of the lush gardens and pool, creating an inviting ambiance throughout the living space. Rich wood floors flow gracefully through the open layout, enhancing the home’s warm and sophisticated character. The primary suite is a private haven, featuring custom-built cabinetry and drawers, a dressing area with abundant closet space and a beautifully updated en-suite bath. A dedicated laundry closet with a built-in washer and dryer adds everyday convenience. The second bedroom offers a custom-built office setup and dual access from the hall and living area, providing effortless versatility as a bedroom, sitting room or private study. The Cloisters offers an array of exclusive amenities designed to elevate everyday living. Guest parking is immediately below the unit in the forward parking circle, as well as along Morse Boulevard, ensuring seamless accessibility for visitors. Additional perks include an assigned covered parking space near the elevator, a dock with boat slips available for lease, two well-appointed fitness rooms, and a beautifully redesigned community space featuring a newly remodeled kitchen and bath. Just steps from the vibrant energy of Park Avenue, this exceptional home provides unparalleled access to fine dining, boutique shopping, cultural attractions, fitness centers and the distinguished Rollins College. Every detail has been carefully curated to create an extraordinary living experience in the heart of Winter Park. Seize this rare opportunity to own a desirable residence at The Cloisters, schedule your private tour today and embrace a home where elegance meets effortless living.

100 S Interlachen Avenue Unit 203, 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
$520,000
4 Beds ⋅ 3 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code
Welcome Home to Orwin Manor – Where Historic Charm Meets Modern Comfort! Nestled in the heart of Winter Park’s highly sought-after Orwin Manor, this 1926 historic gem is brimming with character and thoughtfully updated for today’s lifestyle. Priced below a recent appraisal, this four-bedroom, three-bath home showcases original hardwood floors, a brand-new roof (2024), and reinforced crawl space floor joists, preserving its timeless beauty. Zoned R2, this property offers incredible flexibility with an in-law suite and a detached ADU (Accessory Dwelling Unit) featuring its own private entrance and bathroom—perfect for multi-generational living, a home office, or income-producing rental potential. Step inside to find modern upgrades, including all-new windows, a new irrigation system, a freshly paved driveway, a new water heater, interior paint, granite kitchen countertops, and remodeled bathrooms. Plus, enjoy peace of mind with a transferable termite bond and a recently serviced A/C. Beyond your front door, enjoy a prime location just minutes from Rollins College, boat tours, art festivals, farmers markets, and charming local coffee shops. With easy access to I-4, 1792, Maitland, and downtown Orlando, you’re perfectly positioned for both work and play. Located near top-rated schools like UCF, Rollins College, and Stetson, and just a short drive to world-renowned beaches and theme parks, this home offers endless possibilities. Don’t miss out on this rare opportunity—schedule your private showing today!

1481 Harmon Avenue, Winter Park
$690,000
3 Beds ⋅ 4 Baths ⋅ Mondrian/Winter Park Twnhms SubDv. ⋅ 32789 Zip Code
Experience the pinnacle of luxury lakeside living in Winter Park at our exclusive townhome community. This remarkable collection of 30 modern townhomes offers an unparalleled blend of sophistication and leisure, all set against the stunning backdrop of Lake Killarney. Introducing this state-of-the-art three-bedroom, three-and-a-half-bath residence, which not only redefines contemporary elegance but also boasts concrete block construction on both the first and second floors. This feature ensures durability, energy efficiency, and peace of mind for years to come. As you enter, you are greeted by a grand foyer and a convenient half bath, setting the stage for seamless entertaining. The open-concept kitchen flows effortlessly into an elegant dining area and an inviting great room, creating the perfect space for gatherings with family and friends. Experience culinary excellence with sleek white cabinetry, exotic stone countertops, and a premium KitchenAid appliance package, including a natural gas range. The striking contrast of bright cabinetry against rich dark wood flooring adds warmth and sophistication, while expansive floor-to-ceiling storefront glass fills the space with natural light and offers breathtaking views of your surroundings. Step outside to stroll along the community's scenic sidewalks or unwind in the serene shade of your private bamboo oasis. Upstairs, you will discover three lavish bedrooms, each with its own en suite bath for ultimate privacy. The primary suite features a spacious walk-in closet equipped with a custom closet system, while the spa-inspired bath boasts a dual-sink vanity, an oversized glass shower, and a separate water closet for added convenience. Enjoy your morning coffee or evening relaxation on the expansive balcony, and benefit from the practicality of a second-floor laundry room. The spacious two-car garage, designed for durability with a stylish painted floor, includes an EV charging plug for eco-friendly convenience. This is the best-priced option within the community, making it a final opportunity to acquire a unit at this incredible price point. Welcome to a new era of refined, convenient living—welcome to your dream lifestyle. Don’t miss out on this exceptional opportunity to call this stunning townhome your own!

1806 Mondrian Circle, Winter Park
$230,000
2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code
Waterfront Community on beautiful Lake Killarney. Enjoy breathtaking sunsets on Community deck! Private Boat Ramp on this Skiable Lake, limited Boat parking on property. 2 Bedroom 2 Bath second floor Unit has been meticulously maintained by Winter Resident. Furniture purchased in 2020. Many Updates to Unit include new windows and window treatments, 2024 new Hot Water Heater, Baths redone in 2018-2019, New Appliances within last 5 years. Spacious Room Sizes, Private Balcony. Perfect location! Easy walk to Shopping, Restaurants, Movie Theater, close to Park Avenue and Farmers Market, minutes to I-4. One of Winter Park's best kept secrets! Don't miss this opportunity to view and own in this lovely community!

1500 Gay Road Unit 10C, Winter Park
$890,000
3 Beds ⋅ 4 Baths ⋅ Mondrian/Winder Park Twnhms SubDv. ⋅ 32789 Zip Code
Act now - only two new units remain! Introducing a stunning brand-new modern brownstone in the heart of Winter Park, offering access to Lake Killarney. Located in an exclusive community of 30 contemporary townhomes, each meticulously designed residence boasts exquisite finishes, expansive storefront-style windows, and 11' ceilings to flood the interiors with natural light. This 3-bedroom, 3 ½ bath home boasts luxury features that exceed expectations for its price point. A unique layout featuring the main living space on the second level allows you to revel in the seamless flow of the modern kitchen, dining room, and great room. Also located on the second level, a stylish primary bedroom and spa-inspired bath are located in the secluded rear of the home. This retreat includes two walk-in closets, a sitting area, a beautifully appointed bath with designer tile, a frameless glass shower, and a private water closet - thoughtfully designed for your comfort. Additionally, our highly advantageous split bedroom design offers two additional bedroom suites on the first level, providing ample space and flexibility for your lifestyle. With the added convenience of a full-size laundry room, this townhome redefines elegance and functionality. A rooftop oasis complete with an outdoor kitchen, pergola, hot tub spa, and breathtaking views can be found on level three, this thoughtfully crafted space offers the ideal blend of comfort and sophistication. Located in the picturesque Winter Park just north of downtown Orlando, residents can indulge in lakeside living with access to a private boat slip, community kayaks, and a lakefront Pavilion. Whether you seek serene relaxation or vibrant entertainment, this prime location places you moments away from top-tier dining, shopping, and recreational amenities, ensuring a lifestyle of unparalleled convenience and luxury. Additional highlights include the elegant touch of level four drywall throughout, providing a seamless and flawless finish that exudes sophistication in every corner of your home. Illuminate your space with designer-selected lighting fixtures that are sure to make a statement and create the perfect ambiance in every room. Say goodbye to clutter and hello to organization with custom closet systems in every corner, from coat closets to pantries to bedrooms, ensuring maximum storage and style. Walk with grace on Mohawk engineered flooring that offers both durability and beauty, creating a warm and inviting atmosphere throughout your home. Experience the ultimate cooking experience with our Samsung appliance package, featuring a natural gas cooktop and tankless water heater for efficiency and convenience. Embrace luxury with quartz countertops and a stunning waterfall edge island in the kitchen, perfect for cooking, entertaining, and creating unforgettable memories. Step outside to relax and unwind on level three's composite cool decking, a perfect spot for outdoor gatherings and enjoying the fresh air. Park with ease in the oversized two-car garage with an epoxy-painted floor, equipped with a 220V EV outlet for electric vehicles, making it convenient and eco-friendly to power up your ride. Welcome to your dream home, where every detail has been carefully crafted to elevate your lifestyle and offer the perfect blend of comfort, style, and sustainability. Live the life you deserve in our exceptional townhome!

1762 Mondrian Circle, Winter Park
$1,555,000
4 Beds ⋅ 3 Baths ⋅ College Place Rep SubDv. ⋅ 32789 Zip Code
Iconic Winter Park treasure! Welcome home to 817 Antonette, an architecturally inviting residence that exudes quality and charm. This thoughtfully designed home boasts detailed moldings and millwork, wood floors, high ceilings, and beautiful oversized windows throughout. A grand foyer leads to a central gallery with an atrium and a custom-designed bannister, while a unique glass ceiling allows for an abundance of natural light. Perfect for entertaining, the home features a large dining room and a chef's kitchen equipped with professional-style appliances, a walk-in pantry, and a built-in banquette. The spacious family room, complete with a fireplace, has French doors that open to a charming outdoor terrace. The versatile floor plan incorporates both formal spaces and options for a home office, nursery, or music room. The main home includes four bedrooms and three baths. The upstairs primary suite is a luxurious retreat, offering a spa-like bath, an oversized closet with built-ins, and a separate room perfect for an office or nursery. The large secondary bedrooms have walk-in closets and are connected by a Jack and Jill bath. Your guests will appreciate the detached apartment, which offers privacy with a full bath, kitchen, and separate courtyard—ideal as a fifth bedroom. Situated on one of Winter Park’s most charming brick streets in the historic College Quarter, this home is just a short stroll to a private neighborhood dock on Lake Virginia. Walk to Park Avenue’s shops and restaurants, Rollins College, the farmer's market, and the Sunrail station. The home celebrates its Federalist architecture with precise and thoughtful details while seamlessly integrating modern amenities. Additional features include an oversized side-entry two-car garage, a new roof installed in 2022, and many windows replaced in 2020. This property is zoned for top-rated schools, including Audubon K-8 and Winter Park High School. Don't miss the opportunity to schedule a private viewing of this unique, one-of-a-kind treasure!

817 Antonette Avenue, 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
$385,000
2 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge SubDv. ⋅ 32789 Zip Code
Tucked away on a quiet street yet just minutes from downtown Winter Park, College Park, and downtown Orlando, this beautifully updated 1955 ranch offers the perfect blend of peaceful living and urban convenience. With 2 bedrooms, 2 baths, and 1,262 square feet of thoughtfully renovated space, this home is move-in ready and full of character. As you enter, you’re greeted by a large, open living space that’s filled with natural light from the many windows. The spacious living room flows seamlessly into the dining area, making it perfect for both everyday living and hosting gatherings. The recently renovated kitchen is the heart of the home, showcasing sleek gray shaker cabinetry, black stainless steel appliances, quartz countertops, and a Mediterranean tile floor. It’s a bright and functional space where cooking and entertaining come together. The kitchen opens to the dining area, which leads out to a massive paver patio and a large, fully fenced backyard—ideal for outdoor relaxation, grilling, or even future expansion. The master bedroom is generously sized with space for a king-sized bed and features a built-in closet. A small but mighty ensuite bathroom with original vintage pink and grey tile adds charm and character to this space. The second bedroom is perfect as a guest room, children’s room, or home office. The second bathroom also embraces the vintage aesthetic with its green and white tile, while the bathtub has been reglazed and is ready for your next soak. Built with durable concrete block construction, this home offers low maintenance and energy efficiency. The one-car garage, accessed from the kitchen, provides ample storage space and houses the laundry area. The HVAC system was replaced in 2019, ensuring comfort year-round. Repipe done in 2020. Water heater replaced in 2020. Located just minutes from Winter Park’s renowned dining, boutique shopping, and cultural attractions, as well as being close to AdventHealth, Downtown Orlando, and major highways, this home offers the perfect balance of suburban tranquility and urban accessibility. With thoughtful updates already completed, this home is ready for its new owner. Don’t miss out on this opportunity to own in one of Central Florida’s most desirable neighborhoods.

1930 Albert Lee Parkway, Winter Park
$460,000
3 Beds ⋅ 2 Baths ⋅ Lake Bell Terrace SubDv. ⋅ 32789 Zip Code
Here's your opportunity to own a charming Winter Park bungalow with convenient access to 1792, I4, and all of the best shopping and dining in Winter Park, Maitland, and College Park. On the exterior of the home, you'll appreciate with the mature landscaping and the very low traffic, dead-end street that is Eland Ave. Notable systems include the roof, which was replaced in 2015, the 2018 windows, and the HVAC, which was replaced in 2022. In the backyard, the pool and hot tub provide an oasis environment that you're sure to fall in love with. The pool was resurfaced in 2023, along with new pavers, LED lighting, and tile so it looks and feels brand new! The hot tub was added in 2018 and will convey with the property. Inside, the space is perfect for entertaining and the layout is highly multifunctional. The kitchen overlooks the family room with all of its natural light and original wood flooring and there is a large bonus room, ideal for a home office or a playroom/secondary living space depending on the buyers' needs. 3 bedrooms and 2 bathrooms can be found down the hall. Additional upgrades to this property include windows, exterior LED lighting, and the irrigation system. This home is zoned for Hungerford Elementary, which is an OCPS Magnet Program for Advanced Curriculum (STEAM). In less than 10 minutes, you can get from this property to Park Avenue (6 minutes), Hannibal Square (7 minutes), Winter Park Village (5 minutes), Edgewater Drive (7 minutes), I-4 (3 minutes), Rollins College (10 minutes), and Lake Lily Park (6 minutes).

1937 Eland Avenue, Winter Park
$280,000
2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code
HUGE PRICE CHANGE! Welcome to this beautifully updated second-floor unit, offering a fresh and modern living experience. Featuring brand-new luxury vinyl flooring, new appliances, granite countertops, as well as upgraded fans and light fixtures, this home combines style and comfort. Enjoy breathtaking, floor-to-ceiling pond views from the sunroom, creating the perfect spot to relax and unwind. The building has been fully replumbed for added peace of mind. CLICK ON VIRTUAL TOUR to get an overview of the complex. Nestled within over 8 acres of lush gardens, the complex boasts majestic live oaks, lighted walking paths, a serene pond, and a beautiful pool oasis – providing a tranquil, park-like setting. Winter Park Gardens is a vibrant 55+ community that also welcomes younger owners, offering an unparalleled location just a short walk from everything Winter Park has to offer. Come see why Winter Park Gardens is the best buy in Winter Park and experience the lifestyle you’ve been dreaming of!

700 Melrose Ave Unit A 22, Winter Park
$585,000
2 Beds ⋅ 1 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code
Welcome to 1424 Cavendish Road. This Beautiful 1940’s Pool Home is tucked between the tree-lined streets of highly desired, Orwin Manor, offering the perfect blend of classic appeal and modern convenience. Step into this charming home and experience its warm and inviting ambiance. The living room is bathed in natural light, with a cozy wood-burning fireplace that adds timeless character and comfort. Beyond, discover your personal backyard retreat—a serene oasis with mature landscaping, a spacious lounge area, and a private saltwater pool, perfect for summer relaxation. The refreshed kitchen is both stylish and functional, featuring granite countertops, newer appliances, updated sink and faucet, and GAS STOVE, complemented by an adjacent dining area. The two bedrooms are thoughtfully designed, separated by a fully remodeled bathroom boasting sleek modern tiles, a chic vanity, updated fixtures, and elegant lighting. This home also offers practical upgrades, including enhanced attic insulation, updated plumbing and electrical, natural gas, and a tankless water heater for endless energy-efficient hot showers. Every detail has been considered to blend modern convenience with timeless charm. Orwin Manor is one of Winter Park’s most cherished neighborhoods, known for its tree-lined streets, historic homes, and central location. Residents love the community’s proximity to Park Avenue, Downtown Orlando and College Park. Enjoy the convenience of walking to Orange Avenue’s restaurants or take a quick drive to Park Avenue, Winter Park’s premier shopping and dining destination, where you can explore boutiques, favorite local restaurants, and charming coffee shops. For professionals, the location couldn’t be better. Major hospitals such as Advent Health Orlando and Orlando Health are within close proximity, providing excellent career opportunities and peace of mind for healthcare access. The area is also conveniently located near Downtown Orlando, making commutes to major corporate offices and job hubs a breeze. Experience the best of Winter Park living in a neighborhood that combines a serene suburban feel with the vibrancy of city life. Don’t miss the opportunity to make this Gem your new home!

1424 Cavendish Road, Winter Park
$410,000
3 Beds ⋅ 1 Baths ⋅ Orange Terrace SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. Welcome to a delightful property that boasts a modern, neutral-colored paint scheme throughout. The kitchen is a chef's dream, equipped with all stainless steel appliances. The outdoor area is perfect for entertaining, featuring a deck and covered patio in the backyard. The property also includes a fenced-in backyard, providing privacy and security. The interior has been recently updated with fresh paint, adding to the overall appeal. This property is a true gem, offering comfort and sophistication.

2111 Staunton Avenue, Winter Park
$600,000
3 Beds ⋅ 2 Baths ⋅ Carver Town SubDv. ⋅ 32789 Zip Code
**PRICED TO SELL** Welcome to this beautifully remodeled ranch-style home, where modern elegance meets timeless charm. Located less than half a mile from the vibrant heart of Park Avenue, this home has 1,750 square feet of living space, presenting the perfect blend of contemporary functionality. Remodeled in 2022, Roof replaced in 2023. New Paver Patio and Turf. Step inside to discover an open-concept floor plan that is ideal for both everyday living and entertaining. The chef-inspired kitchen features premium stainless steel appliances, shaker cabinetry, and luxurious quartz countertops, all designed to elevate your cooking experience. The kitchen seamlessly flows into the spacious dining area (currently a library) and family room, creating an inviting space for family gatherings or hosting guests. Retreat to the large primary suite, a true sanctuary featuring a spa-like bathroom with a soothing atmosphere. Each of the two additional bedrooms is generously sized, providing ample space for family or guests. The oversized, fully fenced backyard is a true gem – beautifully landscaped and endless possibilities for outdoor living and relaxation. Whether you're hosting a summer BBQ or enjoying a peaceful afternoon, this backyard provides the perfect backdrop. This home is ideally situated to enjoy the best of Winter Park living, with easy access to Park Avenue’s renowned shops, restaurants, and galleries. You'll also be close to Rollins College, Winter Park Village, the SunRail, the Winter Park Farmers' Market, the WP9 Golf Course, and the vibrant dining scene in Hannibal Square. With so many perks, this is the perfect place to call home. Don’t miss the opportunity to own this meticulously renovated home in one of Winter Park’s most sought-after neighborhoods. Come see it for yourself – this is luxury living at its finest.

631 Callahan Street, Winter Park
$1,707,880
5 Beds ⋅ 4 Baths ⋅ Henkel Add SubDv. ⋅ 32789 Zip Code
Under Construction. New construction, single family home from FG Schaub Custom Homes, featuring five bedrooms and four bathrooms with custom curated finishes within a 3312sqft., open floor plan. Approaching the home, you'll notice the gorgeous Transitional design and spacious front porch with tongue and groove ceilings. Upon entering, you will be treated to extensive natural light, hardwood floors, 10’ ceilings, energy efficient LED lighting, 8' solid core doors and smooth drywall walls and ceilings finish - no orange peel here!! The first floor primary suite features a tray ceiling, crown molding, an en-suite bathroom with large walk-in shower and a spacious closet with custom built ins. Also on the first floor is a conveniently located laundry room and secondary bedroom/flex room with a walk in closet and ensuite bathroom. The well appointed kitchen has a large island with seating, quartz countertops, tile backsplash, Thermador appliance package, custom cabinetry and a walk in pantry. As you ascend the staircase with solid wood treads and custom metal railing you'll discover a large activity space, bedroom with an en suite bathroom and walk in closet. On the opposite side of the second floor are two more spacious bedrooms with carpet flooring, walk in closets and a shared bathroom with dual sinks. Completing the exterior is a transitional room with a full summer kitchen, pool with sunshelf and paver deck, shingle roof and a 2 car garage with epoxy flooring and dedicated EV charger outlet. Energy efficiency items include: LED lighting, high performance, Low-E windows and block and stucco construction. Enjoy peace of mind with the 1 year builders warranty and the manufacturer's warranty on most major appliances. No HOA fees and just moments from Publix, Trader Joe’s, Park Avenue, Mills/50, the Science Center, Winter Park Events Center, Advent Health and a fantastic array of restaurants and coffee shops.

1417 Miller Avenue, Winter Park
$420,000
3 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge Add 02 SubDv. ⋅ 32789 Zip Code
Welcome to 1025 Early Avenue, a fully updated home in Winter Park’s sought-after Lake Bell neighborhood. This bright, modern residence has been fully renovated with a timeless design. Updates include a new kitchen with custom shaker cabinetry, quartz counters, new appliances, and custom tile backsplash, beautiful original hardwood floors have been sanded and refinished, new windows, new air conditioning system, all new light fixtures throughout, updated electrical panels, new trim and hardware, and much, much more. Both bathrooms have been remodeled with stylish, contemporary finishes, while the open living and dining areas are filled with natural light and beautiful hardwood floors. The large back porch, with new tongue-and-groove ceilings and adjustable lighting, offers the ideal space for outdoor relaxation. Roof was replaced in 2019. With a fresh, move-in ready feel and a prime location, this is a must-see. Schedule your showing today!

1025 Early Avenue, Winter Park
$745,000
4 Beds ⋅ 3 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code
This beautiful 4 bedroom, 2.5 bath home with an oversized 1-car garage is truly special, offering a perfect blend of charm, modern upgrades, and thoughtful design in the highly desirable Orwin Manor neighborhood. Upgrades include a FULL RENOVATION in 2016 (Kitchen, Bathrooms, Electrical, Plumbing, HVAC, Water Heater and most of the Windows) PLUS a new Roof, Electric Gate, new pavered Driveway and Front Walkway in 2022, and new Hardie Plank Siding and Exterior Paint in 2018. From the moment you pull up, you’ll love the curb appeal with new landscaping, a beautiful pavered driveway with an electric gate, and a welcoming pavered walkway that leads you to the front door. Inside, the open floor plan has an abundance of natural light, showcasing beautiful floors, tall ceilings, and an inviting, spacious layout. The family room is the perfect space to relax or entertain. It flows seamlessly into the dining room and gourmet kitchen, which is a dream for any chef. The kitchen features quartz countertops with a breakfast bar, an induction cooktop with a sleek vent hood, stainless steel appliances, and 42” solid wood cabinetry with plenty of storage and counter space. On the first floor, you’ll also find a convenient powder room for guests and a home office, ideal for working remotely or creating your own private retreat. On the second floor, you’ll find three of the four bedrooms, including the spacious primary suite. The primary suite boasts custom window treatments, generous closet space, and a beautifully updated ensuite bathroom featuring a custom vanity with quartz countertops and a custom glass-enclosed tiled shower. The two additional bedrooms are bright and spacious, conveniently located near the upgraded second full bathroom and the laundry room. The fourth bedroom is located on its own level, running the full length of the home. This versatile space can easily serve as a bonus room, home gym, playroom, or whatever fits your needs! Step outside into your private, fenced backyard, with a Trex planked deck, lush green space, and an oversized detached 1-car garage for additional storage. The extended driveway offers plenty of parking, perfect for family and guests. This home is centrally located, just a short drive to I4, and a quick walk or bike ride to nearby shops and restaurants in Winter Park, Downtown Orlando and College Park. If you’ve been looking for the perfect home in a wonderful neighborhood, this is it. Don’t miss your chance to see it - schedule your showing today!

1375 Suffolk Road, Winter Park
$1,100,000
4 Beds ⋅ 4 Baths ⋅ Osceola Court SubDv. ⋅ 32789 Zip Code
Walk to beautiful downtown Winter Park for fabulous shopping, restaurants, SunRail/Amtrak station and just steps to Rollins College campus. Make yourself at home in this beautifully restored historic 4 bedroom 3 ½ bath home with award winning finishes. Quality features include beautiful hardwood floors, intricate crown moldings, high ceilings and an expansive wraparound front porch. The open living area has a spacious dining room/living room combo with fireplace and is great for entertaining. Large windows make the kitchen and home light and bright with custom cabinetry, recessed under plus inner cabinet lighting and marble countertops. An expansive primary suite includes a large sitting area with a fireplace, luxurious bath and large walk-in closet. The 2020 renovation added new AC, insulation, new impact and triple pane windows for efficiency. Parking is easy with a circular driveway, carport and a 2-car garage with plenty of storage. Call today for an appointment!

567 Osceola Avenue, Winter Park
$2,500,000
5 Beds ⋅ 6 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code
In one of Winter Parks desired neighborhoods, this exquisite Bates Custom Homes house is a three-year-old modern farmhouse that offers the ideal blend of style, luxury and comfort. With five spacious bedrooms, a creative hub and 4.5 beautifully appointed baths, this home is designed for relaxed living and elegant entertaining. The primary suite is downstairs and boasts large windows and a spa-like bath with dual vanities, a soaking tub, a walk-in shower and a custom walk-in closet. An additional four bedrooms are upstairs. The heart of the home is the open-concept kitchen, featuring top-of-the-line appliances like Wolf and Sub-Zero, that make cooking a pleasure. Adjacent to the kitchen, you'll find a light-filled eating area and cozy living space, ideal for family gatherings while turning the surround sound on listening to your favorite tunes or watching your favorite movie. A thoughtfully designed office provides the space for remote work or study. Step outside to your own private oasis, where a charming veranda overlooks a sparkling heated pool and spa, and a fully equipped cabana house. Complete with a fireplace, outdoor kitchen and bath, this space is ideal for year-round entertaining. The expansive backyard is a peaceful retreat, with lush landscaping providing privacy and tranquility. Additional features include a large, functional laundry room with a dedicated dog-washing station making it convenient for the pet owner. There is also an extra washer and dryer upstairs. This home is a masterpiece, combining modern sophistication with comfort and practicality.

1506 Chestnut Ave., Winter Park
$310,000
2 Beds ⋅ 1 Baths ⋅ Olympia Heights Annex SubDv. ⋅ 32789 Zip Code
Charming 3-Bedroom Home in the Heart of Winter Park! Welcome to 2259 Minnesota Avenue, a well-maintained 2-bedroom, 1-bathroom single-family home offering 1,015 sq. ft. of cozy and functional living space in the highly sought-after Winter Park area. Step into this inviting home, where the thoughtfully designed layout ensures comfort and ease. The kitchen is equipped with modern appliances and spacious counters, making meal preparation a breeze. Each of the three bedrooms provides a comfortable retreat, and the home’s meticulous upkeep ensures it’s move-in ready. Situated minutes from Park Avenue, Winter Park’s vibrant hub of shopping, dining, and cultural attractions. The property features a yard space perfect for gardening, entertaining, or relaxing under the Florida sun. Close to top-rated schools, lush parks, and convenient transportation options. Take a scenic boat tour through the Winter Park Chain of Lakes or enjoy outdoor adventures at Mead Botanical Garden. Stroll through Park Avenue, known for its upscale boutiques, cafes, and the beautiful Central Park. Immerse yourself in art and history at the renowned Morse Museum of American Art or the Winter Park History Museum. This home is a rare find in one of Central Florida’s most desirable neighborhoods, offering a perfect blend of suburban tranquility and urban convenience. Don’t miss this opportunity to own a piece of Winter Park charm. Schedule your private tour today!

2259 Minnesota Avenue, Winter Park
$1,235,739
3 Beds ⋅ 3 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code
Welcome to 370 E. Lake Sue Avenue, a beautifully renovated 3-bedroom, 3 full bath home, located in the heart of Winter Park. As you enter the foyer, you will notice the gorgeous wood flooring and modern, open floor plan with high ceilings that create a spacious, airy atmosphere. The chef’s kitchen is the heart of the home, featuring granite countertops, stainless steel appliances, custom cabinetry, and a large island perfect for both cooking and entertaining. Natural light floods the home through numerous windows and skylights. The living area includes a cozy fireplace and a separate dining room space, perfect for hosting gatherings. The expansive master suite offers a large bedroom, walk-in closet, and ensuite bathroom, complete with dual sinks and a walk-in shower. On the opposite side of the home is the oversized guest bedroom, with its own HVAC system, hot water heater, walk-in closet and stunning bathroom with beautiful stone countertops. Outside, a brick paved patio provides a wonderful space for entertaining in the private, beautifully landscaped backyard. At dusk, landscape lighting adds to the evening enjoyment. The oversized two car garage includes room for a golf cart, and the outside of the home features woodgrain James Hardie plank siding and trim. Located close to Park Avenue and Baldwin Park, this property is situated on one of Winter Park’s most desirable brick paved streets at the corner of Laurel Road and Lake Sue Avenue. Just one block from Lake Virginia, you can take in scenic views from the front yard. No HOA. The home is zoned for the highly desired Audubon K-8 and Winter Park High School, and is nearby many restaurants, cultural attractions, beautiful parks and nature trails. Don’t miss the chance to own a piece of Winter Park’s charm.

370 E Lake Sue Avenue, Winter Park
$900,000
3 Beds ⋅ 3 Baths ⋅ Tax Equities Inc Rep SubDv. ⋅ 32789 Zip Code
***MODERN LUXURY LIVING IN THE HEART OF WINTER PARK.*** Welcome to your Dream Home at 830 W Canton Av. Every detail of this Architectural Masterpiece has been carefully crafted to create a perfect blend of form, function, and style. This Custom Home offers an expansive, light-filled open floor plan. Well equipped Chef’s Kitchen with exquisite Cafe Appliances, oversized waterfall Quartz Kitchen Island, and sleek Custom Cabinetry. Adjacent to the kitchen, you’ll find a built-in wet bar with Quartz countertops and stainless steel Monogram wine cooler. The Owner’s Suite, on the first floor, is a peaceful retreat with a spa-inspired bathroom featuring a Frameless shower with Double Shower Towers, Dual vanities, Freestanding soaking tub, Marble tile walls and floor. Upstairs has two large bedrooms, one featuring board and batten wall moulding accent and a walk-in-closet. Secondary bath is spacious, modern and fashionable. 16x12 Flex Room can be used as a Game/workout room, Home office, or as a 4th Bedroom. Fully Fenced Patio has been recently upgraded with a beautiful Landscaping Package and wraparound all weather Decking. Some of the Smart Features include smart doorbell, thermostat, garage door opener and video cameras. Pella Windows with superior insulation/soundproof features. Oversized Porcelain Tile Flooring in living areas, Engineered Hardwood Floors in all rooms. Prime location, walking distance to vibrant Winter Park Village, Hannibal Square, and beloved Park Avenue with its renowned shops, restaurants and art galleries. You are guaranteed to enjoy the vibrant culture and lifestyle of this coveted neighborhood. From the expansive open spaces to the sleek, high-end finishes, this home offers the perfect blend of style and comfort, Truly elevated living experience.

830 W Canton Avenue, Winter Park