32789 Zip Code Real Estate &amp; Homes - Between $500,000 - $600,000

2 Beds ⋅ 3 Baths ⋅ Quarters At Winter Park Condo SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Completely reimagined in 2025, this stunning 2-bedroom, 2.5-bath townhome offers the perfect blend of modern luxury and an unbeatable Winter Park location. Just minutes from Rollins College, Park Avenue, boutique shopping, award-winning dining, and everything that makes Winter Park so desirable, this move-in-ready home has been thoughtfully renovated from top to bottom with timeless, designer-selected finishes. The heart of the home is the beautifully redesigned kitchen featuring Sarah Sherman Samuel cabinetry and hardware, gorgeous marble countertops, a custom marble ledge, and all-new appliances. Throughout the home, you'll find new flooring, smooth-finished walls, fresh interior paint, recessed lighting with dimmers, updated electrical, new interior doors and hardware, and new baseboards, creating a clean, sophisticated aesthetic. Upstairs, both spacious bedrooms feature beautifully updated en-suite bathrooms, while the primary suite includes a custom marble-top vanity and a thoughtfully designed built-in closet system. Every bathroom has been fully renovated with high-end finishes that elevate the home's overall design. Step outside to your own private outdoor retreat featuring a large covered patio with low-maintenance turf—perfect for entertaining, relaxing, or enjoying your morning coffee year-round. Major mechanical updates provide added peace of mind, including a 2023 air handler, 2024 water heater, all-new A/C ductwork, and added attic insulation for improved energy efficiency. With nearly every surface and major system thoughtfully updated, this exceptional Winter Park townhome offers luxurious, turnkey living in one of Central Florida's most sought-after neighborhoods.

1122 Washington Avenue Unit 7B, 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

$535,000

2 Beds ⋅ 1 Baths ⋅ Seville Park SubDv. ⋅ 32789 Zip Code

Charming renovated bungalow on a brick street in the heart of Winter Park! Recently updated with new finishes and appliances throughout. Move in ready, no HOA, and just a short stroll from Rollins College and beautiful Park Avenue. A rare must see opportunity!

981 Aragon Avenue, 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

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

Welcome to 650 Douglas Avenue, a beautifully updated 3-bedroom, 2-bath home ideally situated in one of Winter Park’s most desirable locations. This move-in-ready residence features luxury vinyl plank flooring throughout, quartz countertops, updated bathrooms with upgraded tile, modern lighting and plumbing fixtures, fresh interior paint, and a complete appliance package including washer and dryer. Beyond the home’s tasteful updates, the location truly sets it apart. Enjoy being just minutes from the vibrant shops, restaurants, and community events of Hannibal Square and renowned Park Avenue. Spend weekends exploring Winter Park’s award-winning dining, boutique shopping, farmers markets, museums, and picturesque parks, all just moments from your doorstep. This home offers the perfect combination of modern updates, walkable convenience, and the unmatched Winter Park lifestyle. Schedule your private showing today.

650 Douglas Avenue, Winter Park

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

One or more photo(s) has been virtually staged. WINTER PARK 32789 in the highly sought-after Dommerich Elementary, Maitland Middle, and Winter Park High school district. This is the kind of home buyers hope to find but rarely do — a beautifully updated mid-century modern with the character of the 1960s and the peace of mind that comes from extensive major improvements already being completed. From the moment you arrive, the oversized 76x133 lot, inviting front porch, and clean curb appeal set the tone. Inside, original terrazzo floors, vaulted ceilings, and a bright open great room create warmth, charm, and livability. French doors open to a screened porch overlooking the spacious backyard. The split-bedroom floor plan features two renovated bathrooms, while the redesigned kitchen offers brand-new appliances, cabinetry, and quartz countertops. A spacious 19x12 family room with tile flooring connects to a large inside laundry room with abundant storage and flexible workspace options. Beyond the visible updates, this home stands apart because so many of the expensive and often-overlooked improvements have already been done, including roof, plumbing re-pipe, electrical updates and full-house rewire, hurricane-impact windows, impact front and rear doors, new mini-split HVAC systems, cast iron drain replacement, interior and exterior paint, and more. A rare opportunity to own a thoughtfully improved home in one of Winter Park’s most desirable locations — with no HOA. WELCOME HOME!

2974 Chantilly Avenue, Winter Park

3 Beds ⋅ 4 Baths ⋅ Urban Green 12 SubDv. ⋅ 32789 Zip Code

Modern living meets unbeatable location in this stunning 3 bedroom, 3.5 bathroom home nestled in the highly sought-after Urban Green Community. Built in 2022, this move-in ready residence showcases sleek, contemporary finishes throughout all three levels. Step up to a welcoming covered and pavered front porch, fenced-in front yard, and into a thoughtfully designed layout. The first floor offers a private bedroom with its own walk in closet and ensuite—perfect for guests or a home office. On the second floor, enjoy open-concept living with a bright and airy great room featuring high ceilings, recessed lighting, and seamless access to an oversized balcony through sliding glass doors. The modern kitchen is a showstopper, complete with quartz countertops, stainless steel appliances, a walk-in pantry, white shaker cabinets and a large center island with breakfast bar seating. Upstairs, you'll find two additional bedrooms, including the spacious primary suite with a walk-in closet, double vanity, glass-enclosed shower, and built-in shelving. The third bedroom also includes its own ensuite for added privacy and comfort. Additional highlights include an oversized rear-entry 2-car garage, laundry room, ample storage, and low-maintenance living. Enjoy unbeatable proximity to I-4, Downtown Orlando, Dubsdread Golf Course, Rollins College, Park Avenue, and Winter Park Village—offering endless dining, shopping, and entertainment options. This modern gem offers the best of both worlds: a turnkey home in a central, vibrant location. Don’t miss your chance to own in one of Orlando’s most desirable areas!

1250 Formosa Avenue, Winter Park

$510,000

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

LOCATION. LOCATION. LOCATION. Heres the thing; in Winter Park, that's not a cliché. It's everything. There are homes in Central Florida that require a car for everything. This is not one of them. 641 West Lyman Avenue doesn't sit near Hannibal Square. It sits on it. This corner lot property is literally at the edge of one of Winter Park's most beloved and walkable districts — a place that draws residents and visitors alike with its brick-lined streets, acclaimed restaurants, wine bars, local boutiques, and genuine sense of community. Step outside your front door and within minutes you're at The Ravenous Pig, Prato, Chez Vincent, Park Avenue Tavern, Vinia Wine Bar, or CFS Coffee. The Saturday Farmers Market, the Hannibal Square Heritage Center, and the energy of one of Central Florida's most distinctive neighborhoods are all right here. And Park Avenue — Winter Park's crown jewel — is just a quick walk beyond that. Then there's Rollins College. Florida's oldest private university, founded in 1885, is an easy walk from your front door. Whether that matters to you as a parent, a professional, a culture enthusiast, or simply someone who values the intellectual and artistic energy a college campus brings to a neighborhood, this proximity is rare. You don't get Rollins-adjacent addresses very often — and when you do, they hold their value. And speaking of things that hold their value — the schools. This home is zoned for Winter Park High School, consistently rated one of the best public high schools in the state of Florida. Niche ranks it an A overall and among the top 5 public high schools in the entire Orlando metro area. It offers International Baccalaureate, Advanced Placement, and a college prep track that outperforms district and state averages across the board. For families, the school zone alone makes this address worth the conversation. The home itself is a clean, updated three-bedroom, two-bath bungalow — 1,120 square feet built in 2003, sitting on a corner lot enclosed by a white vinyl privacy fence. Inside, the sellers have done the work: new flooring throughout, new lighting, and all new appliances. There's nothing to fix, nothing to update, and nothing to negotiate around. You move in and you start living. That's the thing about this property. It's a turnkey home on the corner of one of Central Florida's most desirable walkable neighborhoods, in a school zone that parents actively relocate for, steps from a historic college campus and some of the best restaurants in the region. That combination, at this price point, inside the Winter Park city limits, simply does not come around often. Come see it before someone else does.

641 W Lyman Avenue, Winter Park

$599,999

Karolina On Killarney SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Rare opportunity to own a cleared waterfront lot on the shores of Lake Killarney in the heart of Winter Park. Spanning approximately .38 acres, this exceptional property offers stunning lake views and the potential for a future custom residence, subject to buyer verification of building requirements and intended use. Enjoy direct access to Lake Killarney while being just minutes from Park Avenue, Winter Park Village, top-rated dining, shopping, and major roadways.

1821 Killarney Drive, Winter Park

$625,000

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

Welcome to this BEAUTIFULLY MAINTAINED and thoughtfully upgraded 3-bedroom, 2-bath townhome in the exclusive Seville Park community of Winter Park, where timeless elegance, privacy, and exceptional craftsmanship come together in one truly special residence. Offering over 1,600 SQUARE FEET and originally built as the BUILDER'S OWN upgraded showcase unit, this home is nestled within an intimate enclave of just four townhomes and features the LARGEST ENCLOSED BACKYARD of the four. From the moment you arrive, the home makes a memorable impression with its GAS LANTERN LAMPPOST, charming walkway, and ELEGANT GLASS-PANEL FRONT DOOR. Step inside to discover soaring ceilings, crown molding, and rich wood flooring throughout, creating a warm yet elegant atmosphere filled with character and style. The Living Room is both inviting and dramatic, featuring a GAS FIREPLACE, oversized windows that flood the space with natural light, and French doors that open to the private outdoor patio and backyard retreat. The yard is enclosed by a IRON FENCE with GATED ENTRY, while MATURE BAMBOO lining the perimeter provides shade, privacy, and a tranquil ambiance rarely found in townhome living. The spacious Kitchen is a standout with 42-inch cabinetry, granite countertops, a HIGH-END THOR GAS RANGE, NEW WHIRLPOOL REFRIGERATOR, breakfast bar seating, and a closet pantry, combining luxury with functionality. The CHARMING DINING AREA adjacent to the Kitchen, is perfect for everyday dining and special occasions. A rare and highly desirable feature, the home offers a PRIMARY SUITE on the first floor, ideal for guests or multi-generational living, complete with its own en suite bath. Ascend the beautiful staircase accented with BRASS AND IRON RAILINGS to the impressive SECOND PRIMARY SUITE. This elegant retreat features a DRAMATIC BALCONY overlooking the Living Room below, a walk-in closet, and a spacious EN SUITE BATH with dual sinks, a garden tub, and a step-in shower. A third bedroom on the second floor offers its own unique charm with French doors opening to a PRIVATE ROOFTOP BALCONY—the perfect place to unwind and enjoy the peaceful surroundings. Additional upgrades include a NEW TILE ROOF (2022), touchscreen water heater, and RECENT REPIPING and REPLUMBING, offering both luxury and peace of mind. The 2-car garage includes BUILT-IN STORAGE CABINETS, and the driveway even features an extra dedicated parking space, an uncommon bonus in Winter Park. Located in one of Central Florida’s most sought-after areas, this home is zoned for TOP-RATED SCHOOLS and is JUST MINUTES from the boutiques, fine dining, and cultural attractions of Park Avenue and Hannibal Square. You’ll also enjoy CLOSE PROXIMITY to Rollins College, scenic parks, museums, farmers markets, and the renowned chain of lakes. With its designer upgrades, rare private outdoor space, elegant architectural details, and UNBEATABLE WINTER PARK LOCATION, this exceptional Seville Park townhome offers a lifestyle that is both refined and effortlessly inviting. Call and schedule your showing today!

962 Aragon Avenue, Winter Park

3 Beds ⋅ 3 Baths ⋅ La Casas De Indiana SubDv. ⋅ 32789 Zip Code

Virtually Staged. Well-maintained townhome in Winter Park, ideally located near Park Avenue’s shops, restaurants, and everyday conveniences. The home features a bright, open floor plan with new luxury vinyl plank flooring throughout the main level. The kitchen has been updated with white cabinetry and newer appliances, offering a functional layout that flows seamlessly into the living and dining areas—well-suited for both daily living and entertaining. Upstairs, the bedrooms provide comfortable space with a practical and efficient layout. The primary bedroom includes an ensuite bathroom and a walk-in closet with built-in storage. The HOA covers roof, exterior maintenance, and landscaping, offering a low-maintenance ownership experience. Enjoy a fenced and enclosed back patio, creating a private outdoor setting ideal for entertaining, dining, or relaxing. In addition, the rear alley access offers a tucked-away, low-traffic environment with added flexibility and privacy. Additional features include a two-car garage and a central location with convenient access to major roadways, shopping, and dining.

1745 Indiana Avenue Unit J, Winter Park

$589,000

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

Tremendous value in the land. Well cared for vintage Winter Park home that has 3 BEDROOM and two bath rooms. Potential to remodel, improve and expand or simply tear down to build a new custom home. However, this home is move in ready! There is not an HOA. 1343 total square feet and 1186 heated square feet. Newer DUAL-PANE WINDOWS! New HVAC system in NOvember 2025. Home was replumbed in 2024. SEPTIC PUMP OUT, OCT 2025. No carpeting instead there is SOLID FLOORING THROUGHOUT: WOOD PARQUET, TILE, LUXURY VINYL PLANK. The kitchen has been updated with SOLID WOOD KITCHEN CABINETS + GRANITE COUNTER TOPS and newer MATCHING APPLIANCES. The home has INDOOR WASHER/DRYER and a working fireplace. The back yard is FULLY FENCED. Local top rated CITY OF WINTER PARK SCHOOLS. And CITY OF WINTER PARK UTILITIES. The land, the lot have a fantastic upside. BOTH NEXT DOOR (WEST SIDE) AND REAR (NORTH SIDE) NEIGHBORING LOTS HAVE BEEN EMPTY FOR SEVERAL YEARS. This is a great investment and the property itself offers excellent rental income. Think "down the road" value + immediate return value.

1319 Bessmor Road, Winter Park

$569,900

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

In the sought-after Orwin Manor neighborhood, this beautifully updated one-story residence offers a seamless blend of comfort, style and convenience. Featuring three bedrooms and two baths, the home showcases an open-concept floor plan enhanced by engineered wood flooring that extends throughout every room, creating a cohesive and inviting living environment. The kitchen is thoughtfully updated with quartz countertops, refreshed cabinetry, newer appliances and a charming breakfast nook, ideal for casual dining. The living spaces flow effortlessly to a wonderful enclosed porch, providing additional year-round enjoyment, with direct access to an open brick-paver patio complete with a firepit, all set in a fully fenced backyard ideal for entertaining or relaxing in privacy. Both baths have been tastefully updated, and a new roof installed in 2021 that adds to the home’s overall appeal and peace of mind. Ideally just minutes from vibrant shopping and dining of downtown Winter Park and College Park, with convenient access to major roadways and the AdventHealth Orlando campus, this home offers exceptional accessibility to all metro Orlando has to offer. Whether as a primary residence or an investment opportunity, this property presents an exceptional offering in a prime, established location.

1741 Westchester Avenue, Winter Park

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

Sold data entry only.

1517 Harmon Avenue, Winter Park

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

$501,000

2 Beds ⋅ 2 Baths ⋅ Henkel Add SubDv. ⋅ 32789 Zip Code

Multiple Offers! Highest and Best due by 12:00pm on Tuesday 3/10! This impeccable townhome is located in sought after Winter Park. A lovely walkway brings you the front door, where you enter into the foyer of the home. The living room boasts loads of natural light from newer large picture windows, vaulted ceilings, newer porcelain floors and a French door which leads to the deck and backyard. The dining room is just beyond the living room where the peaceful views continue. The renovated kitchen features stainless-steel appliances, soft-close drawers and cabinets with pull-out shelving, Quartz counters and a quaint eat-in area. The staircase, with a large landing area, leads you into a generous size loft with a skylight that provides ample space for an office, workout space, or library. Just beyond the loft is the large primary suite complete with dual walk-in closets with closet systems and plenty of storage space, a private balcony overlooking the front of the home and an ensuite bathroom with a dual sink vanity, jetted garden tub and separate shower. A secondary bedroom space is located on the 1st floor along with a guest bathroom that offers a granite counter vanity and separate shower. The backyard is very Zen and includes 2 decks along with green space. Other amenities and updates include: newer roof, newer water heater, newer windows and sliding door and new porcelain floors. Welcome home!

1289 Harmon Avenue, Winter Park

3 Beds ⋅ 2 Baths ⋅ Carver Town SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. This home can be purchased with NO INCOME VERIFICATION needed! Welcome to 720 W Webster Avenue, a beautifully renovated home in the heart of historic Carver Town in Winter Park—one of the most sought-after locations in Central Florida. Just a short walk to downtown Winter Park, this charming residence blends modern updates with timeless character while offering the lifestyle people move here for. This 3-bedroom, 2-bathroom home contains 1,356 square feet of thoughtfully updated living space designed for both comfort and style. From the moment you step inside, you'll notice the clean, modern feel created by zero carpet throughout the entire home, giving every room a fresh, cohesive look while making maintenance simple and practical. At the center of the home is the fully updated kitchen, featuring beautiful granite countertops, ample cabinetry, and a functional layout perfect for everyday living or entertaining guests. The kitchen serves as the heart of the home, separating the spacious living room from the formal dining room, creating a natural flow between gathering spaces while maintaining distinct areas for relaxing and hosting. Both bathrooms have been fully renovated, showcasing modern finishes that complement the home's updated aesthetic. Each bedroom offers comfortable space, natural light, and flexibility for a primary suite, guest room, or home office. Convenience continues with the laundry closet featuring a newer stackable washer and dryer, maximizing space while keeping everyday tasks simple and efficient. Step outside and you'll find a fully fenced backyard, providing privacy and plenty of room for pets, outdoor gatherings, or simply enjoying Florida’s beautiful weather. The property also includes an oversized covered carport, offering generous parking and protection from the elements. For electric vehicle owners, the carport is already equipped with a Tesla charger, making daily charging effortless and future-ready. What truly sets this property apart is its unbeatable location. Situated in historic Carver Town, you're just minutes from the charm and vibrancy of downtown Winter Park. Enjoy easy access to Park Avenue’s award-winning restaurants, boutique shopping, art galleries, and cultural attractions. Spend weekends exploring the Winter Park Farmers Market, taking a scenic boat tour on the Winter Park Chain of Lakes, or strolling through Central Park’s shaded oak-lined paths. Whether you're looking for a primary residence, a stylish Winter Park retreat, or a home close to everything that makes this city special, 720 W Webster Avenue delivers the perfect combination of location, updates, and lifestyle. Opportunities to own a fully renovated home this close to downtown Winter Park are rare. Schedule your private showing today and experience everything this exceptional property and location can provide!

720 W Webster Avenue, Winter Park

$574,900

3 Beds ⋅ 2 Baths ⋅ Metzingers Add SubDv. ⋅ 32789 Zip Code

Virtually Staged. Fabulous location in Winter Park! Completely remodeled from top to bottom this stunning home blends modern design with everyday comfort in a highly desirable Winter Park location. Thoughtfully updated with stylish and contemporary finishes throughout this home offers a bright and open feel that’s perfect for today’s lifestyle. The beautifully renovated interior features a modern kitchen, quartz countertops, soft-close shaker cabinets overlooking the dining room & family room. The updated bathrooms and fresh finishes throughout create a move-in ready home that feels brand new! The spacious layout flows seamlessly into the outdoor living area where you’ll find a large fenced-in backyard with a pavered patio and a cozy fireplace perfect for entertaining, relaxing or enjoying Florida evenings. Located just minutes from shopping, dining, parks, and top Winter Park amenities this property is an excellent opportunity for first-time homebuyers or investors looking for a turnkey home in a prime location. A rare opportunity to own a fully updated home with modern style and a spacious backyard in the heart of Winter Park!

1354 Indiana Avenue, Winter Park

$475,000

2 Beds ⋅ 1 Baths ⋅ Seville Park SubDv. ⋅ 32789 Zip Code

Virtually Staged. Welcome to 1036 Aragon Avenue, a charming Winter Park bungalow perfectly positioned in one of Central Florida’s most sought-after locations. Nestled along picturesque cobblestone roads and surrounded by mature, tree-lined streets, this move-in ready home captures the character and warmth that make Winter Park real estate so desirable. Located just one mile from Park Avenue, SunRail, and Rollins College, and only half a mile from Hannibal Square, local parks, and the Winter Park Library, this property offers an unbeatable blend of convenience, walkability, and lifestyle. As you step inside, you are greeted by a modern open floor plan enhanced with luxury vinyl plank flooring that flows seamlessly throughout the home. The spacious living and dining areas create an inviting environment ideal for both everyday living and entertaining. The updated kitchen serves as the heart of the home, featuring stainless steel appliances, granite countertops, and timeless white shaker cabinetry. Its thoughtful layout allows for easy conversation and connection while preparing meals, making it as functional as it is stylish. The oversized great room provides flexibility for relaxing, hosting guests, or creating a dedicated workspace. Both bedrooms are generously sized, offering comfort and versatility. The owner’s bedroom is especially appealing, complete with a custom closet organizer and direct access to a private paver patio—an ideal setting to enjoy Florida’s year-round sunshine. The bathroom has been tastefully updated with granite countertops and a shower/tub combination accented by classic white subway tile, creating a clean and timeless aesthetic. Outdoors, the secluded backyard offers privacy and future potential, with room to expand or customize according to your vision. Whether you are searching for a primary residence, a downsizing opportunity, or an investment in the heart of Winter Park, this property presents a rare chance to own a beautifully updated home in a prime location. Experience the charm, convenience, and lifestyle that 1036 Aragon Avenue has to offer. Schedule your private showing today.

1036 Aragon Avenue, Winter Park

$516,000

3 Beds ⋅ 3 Baths ⋅ Las Casas De Indiana SubDv. ⋅ 32789 Zip Code

Welcome to 1781 Indiana Avenue, Unit A, a beautifully appointed three-bedroom, two and a half bathroom townhouse nestled in the heart of Winter Park. This inviting residence offers the perfect blend of comfort and convenience, featuring a spacious two-car garage and a private courtyard ideal for morning coffee, outdoor dining, or relaxing in the Florida sunshine. Inside, the thoughtfully designed floor plan provides generous living spaces, well-proportioned bedrooms, and an effortless flow for everyday living and entertaining. Located just minutes from Winter Park’s renowned shopping, dining, parks, and top-rated schools, this home presents an exceptional opportunity to enjoy low-maintenance living in one of Central Florida’s most desirable neighborhoods.

1781 Indiana Avenue Unit A, Winter Park

$599,900

3 Beds ⋅ 2 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code

TRANSFERABLE TERMITE BOND INCLUDED. Welcome home to the charm and character of the bygone days. This 3-bedroom, 2-bathroom home offers 2,556 square feet, with the historic main home originally built in 1922. Featuring original antique wood floors, a classic fireplace, and a one of a kind upstairs loft, there's nothing quite like it! A charming front porch welcomes you into the living room with a fireplace. A front room currently used as a formal parlor or sitting room doubles as the third bedroom, also ideal for entertaining or reading. Two additional bedrooms and full baths are located down the hall. The dining room sits just off the main living space, with French doors opening into the hallway. The kitchen is positioned toward the back of the home with a tucked away laundry closet. Accessed by an interior staircase off the kitchen, the HIGHLIGHT of the home is the handcrafted upstairs loft with design in a class of itself. Currently used as an exquisite billiards room and library, this flexible space can serve as a library, office, or creative retreat, and features a balcony with views of Lake Killarney. Additional features include 42-inch kitchen cabinets, stone countertops, a roof replaced in 2018, AC replaced in 2019. Wind mitigation passed April 2024, septic pumped October 2025, and on top of it all, no HOA! Conveniently located minutes from Downtown Winter Park, Park Avenue, Rollins College, and just minutes from I-4, this is a truly unique property offering craftsmanship and character rarely found today.

1951 Staunton Avenue, Winter Park

$585,000

2 Beds ⋅ 2 Baths ⋅ Andalucia Apts SubDv. ⋅ 32789 Zip Code

This move-in-ready condominium checks nearly every box for today’s buyer, offering a lock-and-leave lifestyle in an exceptional Winter Park location. The completely renovated two-bedroom, two-bath residence features high-quality finishes and thoughtful details throughout, including wide-plank white oak flooring and a bright, open-concept living space designed for everyday comfort and entertaining. The chef’s kitchen is stylish and functional, showcasing honed quartzite countertops, custom cabinetry extending to the ceiling, GE Café appliances with hood vent, and a handcrafted Moroccan Zellige tile backsplash. Both the primary suite and guest suite include custom built-in closets and private en-suite baths. Each bath has been fully updated with new vanities, designer tile, glass-enclosed showers and curated fixtures. A screened patio provides an inviting outdoor retreat, overlooking mature oak trees and lush landscaping. The first-floor location allows for easy access to assigned covered parking and an exterior storage unit just near the front door. Recent updates include a new roof (2024), new HVAC system (2023), new water heater (2023), rewired electrical and refreshed exterior paint (2018). An extraordinary setting places this residence just a short distance from Park Avenue and Central Park, the heart of downtown Winter Park. Enjoy a walkable lifestyle where mornings can begin with coffee at a local café, evenings are filled with dining, live music and community gatherings, and weekends are spent strolling the beloved Saturday Farmers’ Market. Central Park is home to cherished traditions including the Winter Park Sidewalk Art Festival, outdoor concerts, movies on the lawn and various holiday parades along Park Avenue, bringing energy and charm to the area throughout the year. Adding to the appeal, the home is also moments from the historic Winter Park 9 Golf Course, established in 1914 and recognized as one of the oldest municipal golf courses in Florida. Whether enjoying a round of golf, an evening walk, or simply taking in the surroundings, this location offers a rare blend of leisure, culture and convenience in one of Central Florida’s sought-after downtown environments.

535 N Interlachen Avenue Unit 106, Winter Park

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

Beautifully situated on an elevated 50-by-106-foot lot in the Waterbridge community, this spacious single-story home enjoys a quiet cul-de-sac setting overlooking a small neighborhood park and is adjacent to a green space that enhances privacy. The property has wonderful curb appeal with mature trees, a wide driveway, an oversized two-car garage, and an inviting entrance courtyard that creates a sheltered transition into the home. Inside, the floor plan offers generous room sizes and excellent flow, beginning with a large foyer that opens to both the formal living room and the formal dining room. The 17’ x 12’ living room features a vaulted ceiling and large-format windows. The formal dining room is spacious and opens through sliding glass doors to a private side courtyard ideal for container gardening or quiet outdoor seating. The kitchen is sizable and well designed, with extensive counter space and abundant cabinetry, and offers convenient access to the side courtyard. The kitchen opens to the family room, allowing easy interaction between the two spaces, and extends into the Florida room beyond. The Florida room is one of the most charming areas of the home, with a brick façade along one wall, sliding glass doors, and views of the brick-covered and maturely landscaped backyard. This light-filled space is perfect for casual dining, a reading nook, or year-round indoor–outdoor living. The bedroom wing is thoughtfully spaced away from the main living areas. The primary suite is generously proportioned at roughly 21’ x 17’, with a vaulted ceiling, walk-in closet, and a spacious bathroom that includes a standalone tub, separate shower, long vanity with significant counter space, and a dedicated makeup area. Two additional bedrooms are comfortable in size with reach-in closets and share a full hallway bath with a long vanity and a tub-shower combination. Closet space and storage are abundant throughout the home, including hall storage, bedroom closets, built-ins, and a deep garage with workshop potential. Outdoor living is a highlight of the property. In addition to the front entrance courtyard and the private dining courtyard, the home features a lovely brick-paved backyard framed by mature landscaping, planting beds, and established greenery. The space is low-maintenance and provides multiple areas for seating, gardening, and relaxation. Recent updates include replacement of the electrical panels, which is set for final permit closing inspection; a 2017 HVAC; and a 2018 full home replumb. A current four-point inspection is available and will be updated to reflect the electrical panel replacement once the permit is closed. With its cul-de-sac location, elevated lot, multiple courtyards, flexible living areas, and desirable proximity to Park Avenue, Baldwin Park, the Cady Way Trail, the nearby dog park, and Downtown Orlando, the home enjoys an exceptional setting within a highly regarded Winter Park school zone. Meticulously maintained and built on excellent bones, it offers the uncommon opportunity to move right in or renovate with vision and create something extraordinary.

1817 Jessica Court, Winter Park

$622,500

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

Welcome to 1835 Jessica Court in Winter Park’s highly desired Waterbridge community. This beautifully maintained 2-bedroom, 2-bath residence offers a spacious, well-designed interior and a private pool, creating an exceptional blend of comfort, quality, and effortless Florida living. Recent enhancements include Roof 2023, A/C 2024, Pool Pump 2023, Pool Filter 2024, new flooring, fresh interior paint, upgraded baseboards, and an updated vanity in the guest bathroom, giving the home a refined and refreshed feel throughout. The open layout provides flexible living and dining spaces suited for a variety of lifestyles, while the 2-car garage adds convenience and valuable storage. A screened back patio extends the living area and offers a comfortable outdoor space overlooking the private pool, designed for serene enjoyment with minimal upkeep. Waterbridge residents enjoy access to community tennis courts and walkable surroundings. Centrally located between Park Avenue, Baldwin Park, and Audubon Park, this home provides quick access to dining, boutique shopping, local markets, and outdoor recreation. Nearby schools include Brookshire Elementary, Glenridge Middle School, and Winter Park High. This property delivers a rare combination of updates, location, and ease in one of Winter Park’s most convenient and sought-after neighborhoods.

1835 Jessica Court, Winter Park

$567,500

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

Welcome to this charming 3 bedroom, 2 bathroom home in desirable Winter Park, Florida. With over 1450 square feet of living space, this property is perfect for families or individuals looking for a cozy yet spacious place to call home.Upon entering, you'll be greeted by bright and airy living spaces that flow seamlessly between the dining area, kitchen, and sunken living room. The updated kitchen features stainless steel appliances, granite counter tops, and pendant accent lighting over the bar. In this SPLIT floor plan, the master bedroom boasts an en-suite bathroom with ample closet space, while the two bedrooms are perfect for guests and/or a home office. The home is just steps away from Park Ave, Hannibal Square, Seven Oaks Park, and Mead Gardens. With so many dining and entertainment options right outside your front door, you'll be able to take advantage of everything Winter Park has to offer. All of these amazing features and amenities are also linked to Winter Park's highly sought after public schools.

1010 Aragon Avenue, Winter Park

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

Mid-Century Modern Charm in the City of Winter Park! Enjoy living in one of the most sought after neighborhoods in Winter Park, adjacent to Baldwin Park and Audubon Park. This home blends timeless design with today’s updates—just minutes from shopping, dining, parks, and top-rated schools. Make this stylish retreat your own and experience the best of Winter Park living! Enjoy the comfort of this updated Mid-Century Modern home ready for you to make it your own! Featuring an oversized updated kitchen with a sleek black and stainless designed cabinet combination with frosted glass upper cabinets, and lots of granite countertops—perfect for entertaining or everyday living. All inclusive stainless steel appliances with a five-burner gas stove and hood and a breakfast bar with seating that flows into the bright and open great room. There the floor-to-ceiling windows make the room so special. The huge primary suite has double closets for lots of storage, room for a sitting area to relax and read or watch a show. The updated ensuite bath has a walk-in shower with beveled glass door and built-in shower seat. Other sought after features include an oversized walk-in pantry, large combined laundry/storage room, and covered carport. Newer double paned windows and sliders allow the home to be flooded with natural light, while a tankless water heater and recent AC adds modern efficiency.

3025 Northwood Boulevard, Winter Park

$505,000

3 Beds ⋅ 2 Baths ⋅ Villa View Park SubDv. ⋅ 32789 Zip Code

Winter Park home for sale

1651 N Park Avenue, Winter Park

2 Beds ⋅ 2 Baths ⋅ Andalucia Apts SubDv. ⋅ 32789 Zip Code

Experience effortless luxury living just blocks from iconic Park Avenue in this stunning, fully renovated condo located in the heart of downtown Winter Park. Perfectly designed for a lock-and-leave lifestyle, this beautifully upgraded residence blends timeless elegance with modern convenience. Step into a beautifully designed foyer entry that opens to bright, open living spaces with treetop views from the screened lanai. Every inch of this home has been thoughtfully updated—featuring crown molding, designer light fixtures, removal of popcorn ceilings, updated wiring, and plantation shutters throughout. Major systems are also newer, with an HVAC system and water heater (2020) for peace of mind. Gourmet kitchen is appointed with quartz countertops, white shaker cabinets, stainless steel appliances, dramatic backsplash and under cabinet lighting. Custom built-ins in dining area for additional storage. Large Owner’s Suite offers two custom closets with built-in organizers and spa like bath with walk in shower. Spacious secondary bedroom. Renovated guest bath with modern finishes. Andalucia is a boutique community with just 20 owner-occupied units—no rentals, no pets—ensuring a peaceful, neighborly environment. Additional highlights of this condo include a private storage closet, one covered parking space + guest parking, elevator, well landscaped courtyard and patio, community laundry room, cable and internet. Walk to Park Avenue’s shops, restaurants, museums, and the Winter Park Golf Course, Morse Museum of Art, Central Park, Farmer’s Market and SunRail station. Enjoy vibrant culture and charming streets just steps from your door. This move-in ready condo offers the best of upscale Winter Park living—schedule your private tour today!

535 N Interlachen Avenue Unit 203, Winter Park

2 Beds ⋅ 2 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. ***MULTIPLE OFFERS***Taking Back Up Offers*** This cozy 2 bedroom 1.5 bathroom home is nestled in the heart of Winter Park, surrounded by a picturesque brick street that's lined up with beautiful homes. The property has been thoughtfully renovated. The home seamlessly blends modern comforts with preserved character which include the gorgeous historic hardwood floors and a beautiful gothic cathedral window in the main bath. For the Newly updated items, there are too many to list! NEWER TILE ROOF AND DECKING installed in 2021. Newly updated kitchen with ALL NEW Stainless Steel Appliances, NEW half bath, Electric panel updated 2017 and HVAC replaced in 2019. Just minutes away from Park Ave this home is a must see! Through the front door you'll enter into a perfectly lit living room with a NEWLY installed brick tiled fireplace at the front and surrounded by large windows that flood the room with natural light. As you walk through the home you'll notice the Newly added half bath to the left and formal dining room to the right which overlooks the kitchen. Down the hallway to the left you will find 2 bedrooms beside the full bathroom. Stepping out back, you’ll find your peaceful and serene yard with plenty of room for a fire pit, gazebo or other great yard ideas. It's essentially a blank canvas for you to design as you see fit! For the additional square footage, there's a separate 16' X 11' efficiency room in the building to the rear of the house which is currently being used as an office space/Laundry room and includes a New air conditioner. This space could also be used as a workout room or even additional storage. With one of the best locations in Winter Park, this home is just a few steps away from the tranquil Lake Knowles and Lake Wilbar and within the school district zone, for the highly desirable Winter Park schools. Just a short drive to downtown Winter Park, the Winter Park Golf Course, amazing restaurants, and shopping, all minutes away from your front door! Other nearby points of interest include, the YMCA, Winter Park Racquet Club, Rollins College and AdventHealth Winter Park. This home is a hidden gem and a rare opportunity.

1409 Sunset Drive, Winter Park

4 Beds ⋅ 2 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code

Welcome to this newer single-family home tucked away in the Karolina On Killarney section of Winter Park. Situated on a generously sized .16 acre lot with no HOA, this property offers both privacy and optimal convenience. Enjoy hopping over to Park Avenue for shopping and restaurants or to the weekly Farmer's Market. Bustling College Park is a 5-minute jaunt down the road and I-4 is 2-minutes from the house. Walk to beautiful spring-fed Lake Killarney. Inside, the home features a thoughtfully designed floor plan with spacious living areas and thoughtful upgrades. The stunning kitchen is a true highlight, boasting modern finishes, quality cabinetry, quartz countertops and a breakfast bar with seating for 4. Two downstairs guest bedrooms assures privacy for your guests. Other notable upgrades include gorgeous and hardworking wood-laminate flooring throughout, tall ceilings, recessed lighting, 8-panel doors and ceiling fans in the bedrooms. The second-floor primary suite includes a spacious closet and upgraded primary en suite with dual sinks, a separate tub and shower. You'll also find find a loft upstairs plus a room that can serve as a 4th bedroom, nursery or office. With its ideal location, upgraded features, and delightful freedom from HOA restrictions, this home presents a unique opportunity to enjoy the best of Winter Park living at a great price! Schedule your easy showing today!

1875 Staunton Avenue, Winter Park

$475,000

4 Beds ⋅ 2 Baths ⋅ Sylvan Heights SubDv. ⋅ 32789 Zip Code

PROPERTY AS-IS - Perfect for a fix-and-flip or new construction. Nestled in the heart of Winter Park’s coveted 32789 ZIP code, this stunning new possibility offers the epitome of luxury living in one of Central Florida’s most coveted neighborhoods. The current structure is being approved for demolition, and the 30-day public notice has been completed. This Prime Location is perfect for Investment or dream-home Lifestyle Potential. Buyer to verify all facts independently.

1740 Anzle Avenue, Winter Park

$502,000

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

CHARMING 3 BEDROOM, 2 BATH IN THE HEART OF WINTER PARK! This home is located in a highly desirable neighborhood, ideally positioned between Baldwin Park, Audubon Park, Mills 50, and Park Avenue. Just steps from Blue Jacket Park, you’ll enjoy morning walks, weekend picnics, and easy access to the shopping, dining, and entertainment that make Winter Park so special. With so much potential, you can move right in, remodel to your taste, or build a custom home—just as many neighbors have already done. The property features comfortable living spaces, a bright kitchen, a large screened-in sun room, and a spacious backyard perfect for outdoor gatherings or future customization. Whether you’re looking to settle into a vibrant community or invest in a highly sought-after area, this home is a fantastic opportunity you won’t want to miss!

2308 Mulbry Drive, Winter Park

$510,000

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

Off market Sale

2804 Mulford Avenue, Winter Park

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

Welcome to this beautiful home in highly sought-after Winter Park! This 3 bedroom 2 bath home in the desirable Shores of Lake Killarney will capture your attention for sure. It is well maintained and immaculately kept. Kitchen has plenty of cabinet and counter space, granite counter tops and tiled backsplash. The screened patio is cedar with stone flooring and has plenty of space to entertain! Open Mediterranean style patio is tucked in the back corner of the property. Circular, brick paved front driveway provides a nice touch on this corner lot. This home has a lot of space and is in a neighborhood with no HOA restrictions. You have plenty of room for entertaining and plenty of space to add a pool! It is within close proximity to shopping, restaurants, Sanford International Airport, the 417 and I-4. Deeded Lake Access to Lake Killarney. This seller is motivated so bring your offers!

212 Blossom Lane, Winter Park

2 Beds ⋅ 1 Baths ⋅ Blk C Pt Rep 02 SubDv. ⋅ 32789 Zip Code

A rare find in Winter Park: A charming Bungalow with 3-Car Garage (24x36) and detached finished Shed (10x14) for office & or additional Storage! Walking distance to Mead Gardens and the new Seven Oaks Park. Convenient to Rollins College, Park Avenue and Winter Park Village, featuring multiple local eateries and restaurants. Just one mile to Hospital, Science Center and Museum. Easy access to 17/92, I-4 and 408 Expressway. New Roofs (2022), Sewage Pipes Relined (2024), Hot Water Tank (2021) and Home Air Conditioner (2020). Don't miss this hidden gem in beautiful Winter Park, Florida. Submit all offers on "As Is" contract with proof of funds attached. All information is deemed to be correct. Buyer and buyer's agent should verify all prior to submission.

1339 Orchid Avenue, Winter Park

3 Beds ⋅ 2 Baths ⋅ Lake Killarney Condo SubDv. ⋅ 32789 Zip Code

Experience luxury lakefront living in this stunning and truly unique 3-bedroom, 2-bathroom second-floor condo. This expansive 1,875 SF residence blends modern European design with artistic detail. Designed by a local artist in collaboration with a local architect, every element of this home reflects thoughtful craftsmanship and sophistication. The condo features newer plumbing, electrical wiring, and two new HVAC units that were installed in 2024. Natural light pours in through generous windows, enhancing the open-concept layout that seamlessly connects the dining room, living room, and kitchen. The living room is a welcoming space with built-in shelving, views of the lake, and a walk-in closet that is a useful utility closet. The kitchen is both functional and striking, featuring German textured glass cabinetry, granite countertops, and stainless steel appliances. A show-stopping in-kitchen dining table crafted from high-gloss peacock blue lava stone and French marble serves as a stunning focal point. The primary bedroom offers a walk-in closet, a peaceful sitting area with lake views, and a serene en-suite bathroom complete with a soaking tub. The second bedroom also enjoys lake views and a sitting area, while the third bedroom includes an antique English armoire that serves as a closet. Natural bamboo flooring runs throughout the home, adding warmth and style. The unit is accessed by a private staircase that leads you to your secluded lakefront retreat. The community features include; a very nice swimming pool that was just redone, clubhouse, and recreational areas. This unit includes two dedicated parking spaces and access to a private community boat launch. Annual boat slip rentals are available for $900, and the lake even permits seaplane landings—perfect for those seeking both adventure and tranquility. Located just a short walk from Trader Joe’s, the Winter Park Library, and Hillstone Restaurant, this condo combines quiet lakefront living with unbeatable proximity to shopping, dining, and entertainment. Just minutes from downtown Winter Park, this is a rare opportunity to own a one-of-a-kind home in an exceptional setting.

151 N Orlando Avenue Unit 212, Winter Park

$490,000

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

3-Bed, 2-Bath Home in Prime Winter Park Location! Steps away from paddleboarding, kayaking or fishing on beautiful Lake Killarney! Welcome to your new home nestled in one of Winter Park’s most desirable areas—with easy access to I-4. This beautifully maintained 3-bedroom, 2-bathroom residence offers the perfect blend of comfort, convenience, and style. Features a bright, open floor plan with spacious living areas, and plenty of natural light. Modern kitchen complete with stainless steel appliances, quartz countertops, and ample cabinet space—perfect for both casual meals and entertaining. The primary suite offers a private retreat with an en suite and generous closet space, while the two additional bedrooms are ideal for family, guests, or a home office. Enjoy outdoor living with a fenced-in backyard, oversized lot, and ample room to create your ideal outdoor oasis. No HOA! ROOF & AC REPLACED 2022. Located just minutes from Park Avenue shopping and dining, Winter park village, Rollins College, and downtown Orlando. This home is perfect for those seeking convenience without compromising on charm. Don’t miss this opportunity to own a move-in-ready gem in the heart of Winter Park. Schedule your private showing today!

240 Cambridge Boulevard, Winter Park

2 Beds ⋅ 1 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Investor / Builder special!! Prime land opportunity located just minutes from Park Avenue. Don't miss your chance to build your custom home in this highly desirable area, surrounded by multi-million dollar homes. Value is in the land. Schedule your showing today!

2525 Lafayette Avenue, Winter Park

$599,000

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

Step into timeless elegance with this beautiful 2-story, 3-bed, 2-bath historic home located in one of Winter Park’s most coveted neighborhoods. Built in 1935, this classic residence boasts stunning architectural details throughout—including solid wood floors, 10-inch baseboards, two cozy wood-burning fireplaces, and ornate trim surrounding the windows and doors. The generous living room opens effortlessly to the dining area, creating an inviting space that’s perfect for entertaining. The sleek, updated kitchen offers ample counter space and generous storage, making it as functional as it is stylish. Upstairs, all three bedrooms feature warm solid wood floors, with the primary suite offering serene views of Lake Killarney—a perfect spot to unwind at the end of the day. On the first floor, a versatile bonus room can easily serve as a fourth bedroom, home office, or playful retreat. Additional conveniences include an indoor laundry room and a spacious, screened-in back porch overlooking a fenced backyard—ideal for gatherings or enjoying Florida’s beautiful weather year-round. Situated on a desirable corner lot, the home offers extra yard space and enhanced curb appeal. Roof replaced in 2020. A detached garage/workshop equipped with electrical, plumbing and AC sits at the rear of the property with access from Dallas Avenue. A separate long front driveway provides ample parking for guests, or even a boat. Best of all, there’s no HOA to limit your lifestyle or creativity. Just a short walk to Park Avenue, Winter Park Village, and a vibrant array of shops and restaurants, this is a truly unique opportunity to own a piece of local history. Don’t miss your chance to call this historic gem home!

490 Shoreview Avenue, Winter Park

$493,000

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

Charming Mid-Century Ranch in Prime Winter Park Location – Steps from Blue Jacket Park. Ideally situated in the heart of Winter Park and just a stone’s throw from Baldwin Park’s beloved Blue Jacket Park, this tastefully updated 3 BEDROOM, PLUS OFFICE, 1.5 BATHROOM home blends timeless character with modern touches. Enjoy a freshly painted interior, stainless steel appliances, indoor laundry, and a newly landscaped backyard perfect for entertaining or relaxing in privacy. There's even a bonus office/flex space just off the dining room — ideal for working from home. Whether you're looking to move right in or explore the opportunity to build your dream home like several neighbors have done, the possibilities here are endless. The owner is willing to REPLACE THE ROOF prior to closing, offering peace of mind for future homeowners. Enjoy unbeatable proximity to Leu Gardens, Downtown Winter Park, and countless parks, restaurants, and boutique shops. Plus, you're just minutes from major highways, Downtown Orlando, and Orlando International Airport, making this location as convenient as it is desirable. Call to schedule your private showing today!

2327 Mulbry Drive, Winter Park

$535,000

2 Beds ⋅ 1 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

The Cloisters, one of Winter Park's established and sought-after communities features an ornate architectural design complemented by lush landscaping and an inviting entryway. This fourth-floor two-bedroom, one-bathroom condominium offers approximately 901 square feet with a spacious and modern living experience. Upon entering this residence, you are greeted with a bright and open living area accentuated by abundant wide-plank oak hardwood flooring and complete with features such as crown molding, a Nest thermostat, recessed lighting, and plantation shutters. The primary bedroom provides ample space and natural lighting, while the updated kitchen boasts modern finishes, including new quartz countertops & backsplash, stainless steel appliances, and an induction oven. The bathroom has been upgraded with Kohler fixtures and porcelain tile. For added convenience, the home includes an in-unit washer and dryer, as well as a balcony providing access to the scenic views and spacious grounds. The electrical panel box has been updated, along with new electrical outlets throughout. Residents can enjoy the community's numerous amenities, including a heated pool, hosting events in the renovated social room with a full kitchen, boat dock, and putting green, all set against the tranquil backdrop of Lake Osceola. The association dues include cable TV, building insurance, internet, maintenance (grounds, exterior, pool), on-site management, sewer, trash collection and water, providing a maintenance-free lifestyle. Additional highlights include an assigned covered parking space, storage room and a lakefront seating area. This sophisticated condominium creates a welcoming and refined atmosphere, making this an ideal residence. The location is conveniently located within walking distance to the vibrant Park Avenue, offering access to boutique shopping, dining, Rollins College and the renowned Morse Museum.

100 S Interlachen Avenue Unit 410F, Winter Park

$570,000

2 Beds ⋅ 3 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Tucked away on the tranquil shores of Lake Killarney, this impeccably remodeled two-story residence offers a rare opportunity to enjoy waterfront living with unmatched convenience. Just steps from Hillstone, Trader Joe’s, and Winter Park Village, this 2-bedroom, 2.5-bathroom home is the perfect blend of modern sophistication and timeless charm. Inside, you’ll find a beautifully designed open-concept kitchen ideal for entertaining, two spacious primary suites—each with its own spa-inspired en-suite bathroom—and a bonus office space with sweeping lake views that make working from home feel like a retreat. From top to bottom, every detail has been thoughtfully curated for both comfort and style. Step outside to your private covered patio and soak in postcard-worthy sunsets, or head down to the dock for a quiet moment by the water. The community offers a serene lakeside pool, very low HOA fees, and a laid-back lifestyle just minutes from some of Winter Park’s best shopping and dining. Come discover a one-of-a-kind home where lakefront tranquility meets urban convenience—this is Winter Park's best kept secret.

640 Killarney Bay Court Unit 4, Winter Park

2 Beds ⋅ 1 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

***Premier Land Opportunity on Lafayette Avenue, Winter Park, FL** Take advantage of an exceptional opportunity to own a prime piece of land in the highly desirable area of Winter Park, FL. This 7,734 sq. ft. lot on Lafayette Avenue offers an unparalleled chance to build the custom home of your dreams in one of Central Florida's most sought-after neighborhoods. With generous dimensions and favorable R-1A zoning, this lot is ideal for constructing a spacious custom home. Prospective builders can fully utilize the lot's potential, creating a luxurious residence tailored to modern trends and requirements. Winter Park is a vibrant community known for its rich history and lively present. The area has seen a home appreciation of 23% over the last two years, making it an excellent investment opportunity. It offers the perfect setting for both growing families and professionals seeking a blend of comfort and convenience. Winter Park residents enjoy various amenities, including access to top-notch schools, abundant parks, and a dynamic downtown area filled with shops, Michelin-star restaurants, and cultural venues. The location is also ideal for those looking for a safe, walkable community. Don’t miss this chance to collaborate with our preferred custom home builders to bring your vision to life. Your future of luxury living in Winter Park awaits on Lafayette Avenue. --

2507 Lafayette Avenue, Winter Park

$479,000

4 Beds ⋅ 2 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

Property being sold for lot value. 100 x 140. Zoned R2.

2011 Harmon Avenue, Winter Park

$440,000

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

WINTER PARK 32789 - Mid Century design. Unique neighborhood - walk to shopping, restaurants, entertainment. 3/1.5 Bath with large Florida Room. 2 Car Carport.

3019 Northwood Boulevard, 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

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

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 Beds ⋅ 2 Baths ⋅ Orange Grove Sub SubDv. ⋅ 32789 Zip Code

Under contract. Listing agent is the owner.

1810 Taylor Ave, Winter Park

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Situated in a prime location, this condominium presents an excellent opportunity for customization and renovation. Sold as-is, this residence offers a spacious layout with ample potential to reimagine its interiors to suit modern living. Positioned within The Cloisters sought-after community, residents enjoy access to desirable amenities and a convenient setting near shopping, dining, and local attractions. A rare chance to transform and tailor a space to individual preferences.

100 S Interlachen Avenue Unit 415, Winter Park

$580,000

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

Discover the perfect blend of classic charm and modern potential in this delightful single-family home with endless possibilities, nestled in a prime Winter Park location! This inviting fully fenced home features a comfortable layout with 3 bedrooms and 1 bathroom in the main living area. An exciting attached addition has a separate entrance leading to a spacious 4th bedroom and 2nd bathroom, providing incredible flexibility for your lifestyle. Imagine the possibilities: a private in-law suite, a dedicated home office, or a fantastic game/play room – the choice is yours! This blank slate is ready for your personal touches and creative vision, allowing you to transform it into your dream home. Step inside to find a light-filled interior boasting higher ceilings in the living and dining rooms, creating an airy and welcoming atmosphere.Natural sunlight streams through the windows, highlighting the durable and updated laminate flooring – no carpet here! The kitchen is equipped with newer appliances and classic wood cabinets, ready for your culinary adventures. Recent updates include a new AC unit (2024) ensuring year-round comfort, and a roof that’s only 10 years old, providing peace of mind. Outside, a generously sized, fully fenced yard offers the perfect setting for gatherings, barbecues, and outdoor enjoyment. Don't miss this incredible opportunity to own a versatile and well-located home, walking distance to Baldwin Park, access to top-rated schools, premier shopping, and major roadways. This is your opportunity to own a piece of Winter Park paradise, combining a sought-after location with versatile living options. Don't miss out and schedule your private tour today!

3006 Northwood Boulevard, Winter Park

$535,000

4 Beds ⋅ 2 Baths ⋅ Orwin Manor Stratford Sec SubDv. ⋅ 32789 Zip Code

Welcome to your dream home nestled in the highly sought-after College Park district of Winter Park! This charming residence seamlessly blends history with modern upgrades, offering a perfect balance of comfort and convenience. Step inside to discover a beautifully updated kitchen featuring elegant granite countertops, ideal for both casual meals and entertaining guests. The home now boasts 1,795 heated square feet, thanks to a thoughtful garage conversion. The previous owner transformed the garage into a spacious primary bedroom with an en-suite bath, complete with central air conditioning and an additional mini-split AC unit for added comfort. The home also features an electronic gate access carport, ensuring secure and easy parking, while the expansive, fully fenced backyard provides a private oasis for relaxation or gatherings. Imagine enjoying your morning coffee or hosting weekend barbecues in this serene outdoor space. Location is everything, and this home delivers! Just a stone's throw away from Trader Joe's, you'll have easy access to popular shopping and dining options. Plus, with its proximity to downtown Orlando and local attractions, you'll never be far from the vibrant lifestyle that this area offers. Don't miss the opportunity to own a piece of history with all the modern comforts you desire. Schedule your showing today and experience the charm and convenience of this exceptional College Park home!

1531 Norfolk Avenue, Winter Park

$586,500

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

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2361 Mulbry Drive, 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

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

$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

$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

2 Beds ⋅ 1 Baths ⋅ Orangewood Park SubDv. ⋅ 32789 Zip Code

Pure potential. Tear down, renovate or move-in. Prime Winter Park location walking distance to Audubon Park.

2842 Eastern Parkway, Winter Park

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

Multiple Offers, please submit highest and best by Friday 1/10 4pm. Charming Winter Park Gem with Exceptional Opportunities! Nestled in the heart of Winter Park, this classic bungalow offers an incredible opportunity to either move right in or redevelop into your dream home. Located just off Park Avenue and one of the last remaining original homes on Oaks Blvd, this home combines charming character with updated features. Step inside to find beautiful original hardwood floors that exude timeless elegance, while the updated kitchen and bath ensure the home is move-in ready for your convenience. The large, fenced backyard offers plenty of room for outdoor living, providing the perfect spot to relax or entertain. The carport features a laundry/storage area, adding even more functionality to the property. The home is topped with a durable metal roof, further enhancing its appeal. For those looking to create a custom masterpiece, the existing structure offers the option for redevelopment, allowing you to build a home that perfectly suits your vision. Located just a short distance from Winter Park's best attractions, you'll enjoy proximity to the Downtown Winter Park, Winter Park Farmers Market, Whole Foods, Winter Park Village, and Rollins College. Shopping, dining, and entertainment are all just moments away, making this an unbeatable location. Don’t miss the chance to make this rare property your own!

1137 Oaks Boulevard, Winter Park

$580,000

3 Beds ⋅ 3 Baths ⋅ Indiana Place Twnhms Tr A SubDv. ⋅ 32789 Zip Code

Nestled in the heart of Winter Park, this stunning two-story townhome seamlessly blends modern comfort with urban convenience. Offering approximately 1,936 square feet of thoughtfully designed living space, this three bedroom, two and one-half bath home is ideal for those seeking a cultured, low-maintenance lifestyle in one of Central Florida’s most desirable neighborhoods. Head inside to discover elegant finishes, high ceilings, and an open-concept floor plan filled with natural light. Hardwood floors run throughout the main living areas, creating a warm and inviting atmosphere. The spacious kitchen features ample cabinetry, granite countertops, and a layout that’s perfect for both everyday living and entertaining. The serene primary suite offers a spacious retreat, complete with hardwood flooring, a ceiling fan, and a spa-like en-suite bathroom with a stylish vanity and abundant natural light. Two additional bedrooms and a well-placed half bath provide flexible space for guests, a home office, or additional living needs. French doors in the dining room open to a private, cozy patio shaded by mature trees—perfect for morning coffee or evening relaxation. A brand-new roof, installed in March 2024, adds long-term value and peace of mind. Located just minutes from the Park Avenue District, Rollins College, and Winter Park’s acclaimed shops, restaurants, and cultural attractions, this townhome offers the perfect balance of charm and convenience. With easy access to parks, top-rated schools, and major roadways, this move-in-ready gem truly checks all the boxes. Schedule your private showing today and experience the best of Winter Park living! REDUCED FOR QUICK SALE! MOVE-IN READY!

1392 Indiana Avenue, Winter Park

$590,000

Lake Forest Park SubDv. ⋅ 32789 Zip Code

Discover the ideal site for your dream home on this cleared, build-ready lot in one of Winter Park's established neighborhoods. Just minutes from the vibrant shops and restaurants of Baldwin Park Village Center and trendy Corrine Drive district, this location offers the best of Winter Park living with easy access to nearby amenities. Zoned for the well-regarded Audubon Park K-8 and Winter Park High School, with an easy commute to downtown Orlando and Orlando International Airport, this lot combines accessibility with charm of a sought-after community. Don’t miss this opportunity to create a custom home in an exceptional area!

2228 Howard Drive, 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

$537,000

4 Beds ⋅ 2 Baths ⋅ Fairbanks Shores 5th Add SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. What!!! Under $540,000 in 32789??!! Yup!! Welcome to this charming ranch-style home located in Winter Park and best of all, NO HOA! Nestled on a spacious corner lot, this property offers a CIRCULAR DRIVEWAY for easy access and ample parking. Inside, you’ll find an updated kitchen with beautiful GRANITE countertops, perfect for hosting or enjoying family meals. Both bathrooms have been tastefully renovated for modern comfort. Cozy up by the WOOD BURNING FIREPLACE or enjoy the Florida lifestyle on the SCREENED-IN PORCH overlooking the FENCED-IN backyard great for pets, and/or outdoor entertaining. There’s also a hot tub with a brand-new motor for the ultimate relaxation. Major updates like a RE-ROOF(2016) and septic drain field (2016) add value and peace of mind. This home is ready to provide a blend of comfort, convenience, and modern updates, all with the freedom of no HOA restrictions. Plus, it includes a 2 car OVERSIZED GRAGE for extra storage or workshop space. Don't miss the chance to make this Winter Park gem your own!

2891 Naples Drive, Winter Park

$499,000

Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Welcome to the coveted Tree Streets of Winter Park! Situated in the highly desirable Lake Knowles Terrace neighborhood, minutes from Lake Howell Road and N. Lakemont Ave, this property combines prime location with endless potential. Surrounded by stunning custom homes, this is your chance to enjoy comfortable living now, while planning to build your dream home in the future. Don't miss out on this rare opportunity in one of Winter Park's most sought-after areas!

1560 Oneco Avenue, Winter Park

$499,000

3 Beds ⋅ 2 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

The value is in the land, but discover the charm of this adorable home, which is located in the tree streets in the heart of Winter Park! Nestled in the desirable Lake Knowles Terrace neighborhood, just off Temple Drive and minutes from Lake Howell Road and N. Lakemont Ave, this home offers both location and comfort. Step inside to find a spacious family room with sleek laminate flooring, a separate dining room, a bright office/sunroom, and a kitchen and bathroom with updated cabinetry. With an open layout that feels larger than the listed square footage, this home is a must-see to truly appreciate its roomy design. Surrounded by custom homes, this property offers the perfect opportunity to live comfortably now and build your dream home in the future.

1560 Oneco Avenue, Winter Park

3 Beds ⋅ 1 Baths ⋅ Lake Monte Sub SubDv. ⋅ 32789 Zip Code

HUGE PRICE ADJUSTMENT...NEARLY $100K!! Owner Is Highly Motivated and Ready To Work With You! This charming Winter Park Bungalow is centrally located in a highly desired area of Winter Park (32789) and is Ready for Immediate Occupancy! Featuring 3 full bedrooms, one bathroom, nearly 1,150 sqft of living area, a covered carport and storage rooms. Beautifully updated and maintained throughout the years with vintage style hardwood flooring which flows throughout. The renovated kitchen is sure to impress with modern 42-inch cabinets, granite countertops, stainless steel appliances and update hardware and finishes. The freshly painted interior and exterior makes this home feel “like new” again. Newer paddle fans and lighting fixtures have been added throughout the interior. This is the ideal opportunity for an investor looking to build new, a first-time home buyer or even a downsizing buyer. Setback nicely on a quiet, tree-lined street with a very spacious fenced back yard area that offers plenty of room for an outdoor living area, new pool and/or an additional dwelling or storage. Simply traditional Winter Park at its best! Conveniently located just moments from Winter Park shopping and fine dining, multiple grocery stores, beautiful parks, gyms, entertainment, hospitals, as well as A+ rated Winter Parks schools. Come and see for yourself before its gone! Act Now!

1810 Hollywood Avenue, Winter Park

$606,000

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

Charming 3-bedroom, 2-bathroom bungalow nestled in the heart of Winter Park! Whether you're looking to build your dream home on this generous 50x130 lot or move right in, this property offers endless possibilities. Located just a short stroll from the vibrant Park Avenue, you'll enjoy easy access to the YMCA, shopping, restaurants, and all the local amenities that make this area so desirable. With its unbeatable location and quaint neighborhood feel, this home is the perfect opportunity to start your next chapter in one of Central Florida's most sought-after communities!

1580 Chestnut Avenue, Winter Park

Winter Park Village SubDv. ⋅ 32789 Zip Code

Premium location to invest or build your own home. Vacant Land located at 2613 Lafayette Ave in the heart of Winter Park, 8 min from Park Ave. You can build up to 3300 Sqft gross building area. Designs are available

2613 Lafayette Avenue, Winter Park

$493,000

2 Beds ⋅ 1 Baths ⋅ Selwyn Heights SubDv. ⋅ 32789 Zip Code

Discover the potential of 1411 Ridgewood Avenue, a charming 1949 bungalow located in the heart of Winter Park, walking distance to Park Avenue. This 2-bed, 1-bath home is set on a massive lot, offering a unique opportunity to either enjoy the vintage charm or create your dream home from the ground up. With plenty of space for expansion or a complete rebuild, this property is perfect for those looking to invest in one of Winter Park’s most desirable neighborhoods. Just minutes from top schools, shopping, and dining, this location offers both convenience and the chance to design your perfect oasis.

1411 Ridgewood Avenue, Winter Park

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

OPPORTUNITY KNOCKS! To own and renovate this 4th floor unit with beautiful views of pool and lake from its large screened in patio! This 2 bedroom - 2 bath condo is located directly across from the elevator, includes storage space on property and 1 covered assigned carport space (C6). The Cloisters is located in the Heart of Downtown Winter Park: Just a short stroll to Alfond Inn, Sun Rail, Farmer's Market, Morse Museum, Scenic Boat Tour, Central Park plus all the boutiques, cafe's and everything else Park Avenue has to offer. Enjoy this delightful community featuring several elevators, heated pool, putting green, fitness center, on-site manager, lovely clubhouse & private LAKEFRONT PARK with boat slips (first come, first serve)

100 S Interlachen Avenue Unit 404D, Winter Park

$595,000

2 Beds ⋅ 2 Baths ⋅ Tangerine Court SubDv. ⋅ 32789 Zip Code

Prime Winter Park lot and/or home for sale - 2 bedrooms / 2 bathrooms 1,162 heated Sq. Ft. with single car garage 1,754 gross square feet Remodeled kitchen and large backyard Winter Park High School A grade school - Elementary and Middle Schools grade B

1848 Mizell Avenue, Winter Park

2 Beds ⋅ 1 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Welcome to The Cloisters Condominiums, a sanctuary nestled between the serene Winter Park Chain of Lakes and the vibrant Park Avenue. This sophisticated condominium embodies the essence of Winter Park living, offering a perfect blend of elegance and convenience. As a resident, you'll enjoy a sought-after address that places you in the heart of this charming locale. This refined fourth-floor residence spans over 900 square feet and features two spacious bedrooms and one full bath. The moment you enter, you are greeted by a charming foyer that seamlessly connects to a well-appointed kitchen. Here, you will find stainless steel appliances, ample counter space, and abundant cabinetry, making it a dream for any culinary enthusiast. The inviting living area extends an open invitation to relax on the oversized balcony, covered in lush astroturf, where you can unwind while taking in the tranquil, scenic views. The Cloisters offers an array of amenities designed for the connoisseur of life. Enjoy leisurely days by the heated pool, surrounded by meticulously maintained grounds, or entertain in the social room. For boating enthusiasts, a boat dock with eight slips provides direct access to the picturesque Lake Osceola. Golfers can refine their skills on the private putting green. This exceptional home is just a short stroll from Park Avenue, where you can explore an array of dining and shopping options. Whether you prefer to meander through Hannibal Square or embark on a serene boat ride along the Winter Park Chain of Lakes, this location offers a lifestyle of sophistication and convenience. Notable features include European white oak wide-plank flooring, Carrera marble porcelain tile in the bath, new Kohler bath fixtures, designer light fixtures throughout, plantation shutters, and a Lutron system for select lights, all combining to create a harmonious living space. For the discerning buyer, The Cloisters offers a unique opportunity to experience the art of living in a serene yet connected environment. This is more than just a home – it's a statement of refined living. The condominium fee covers cable TV, common area taxes, an escrow reserves fund, building insurance, internet, maintenance (grounds, exterior, repairs, pool), a condominium association manager, sewer, trash collection, and water, ensuring a maintenance-free lifestyle.

100 S Interlachen Avenue Unit 410, Winter Park

$505,000

2 Beds ⋅ 2 Baths ⋅ Park West Condo SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. GREAT LOCATION! This top floor unit is located in the gated community of Park West just one block from the cobblestoned Park Avenue in downtown Winter Park with acclaimed restaurants, museums, and shopping. This two-bedroom two-bathroom unit features a fireplace and stunning vaulted ceilings in the living room/dining room, primary bedroom, and second bedroom as well as two walk-out balconies. The second bedroom balcony was enclosed adding additional living space. The HVAC was replaced in 2022. The unit comes with a designated parking space in the ground level garage that has elevator access to the fourth floor and there is additional open/guest parking in the outside parking lot. Community amenities include clubhouse, pool, and tennis/pickleball courts.

250 Carolina Avenue Unit 406, Winter Park

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

$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

$445,000

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

**Spacious and Rare Find: Below Market Price in a Sought-After Community** This expansive condo, the largest model in the development, is freshly painted and features a newer roof installed in 2022, along with brand-new window blinds. It’s the perfect canvas, waiting for your personal touch with flooring choices for the stairs and master bedroom. Offered AS-IS due to the need for flooring, this property is priced to sell well below the current community square footage price. Inside, every bedroom boasts its own bathroom, with two luxurious master suites offering ultimate comfort and privacy. The master bath upstairs also benefits from new skylights installed during the roof replacement, filling the space with natural light. Tile flooring flows throughout the rest of the home, enhancing the open, airy feel. Step outside to your private backyard, a fantastic space for entertaining or simply enjoying the serene surroundings. This condo is not only spacious but also beautifully designed, offering a rare opportunity in a quiet, quaint community with a beautiful pool and friendly neighbors. Located just minutes from Winter Park’s premier shopping, dining, and lakes, and with low HOA dues, this is a must-see property. Act fast—properties like this, especially at this price, don’t last long!

1216 Park Green Place, Winter Park

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

One or more photo(s) has been virtually staged. SELLER MOTIVATED...JUST REDUCED $25,000!! Bring ALL OFFERS... Welcome to your dream home in the heart of Winter Park's Glencoe subdivision, Just a 5 minute walk to the BEAUTIFUL LAKE KILLARNEY, where luxury meets convenience with NO HOA fees! This FULLY renovated 4-bedroom, 3-bathroom residence sits majestically on over a quarter-acre lot, offering a sanctuary of modern comfort and style. From the moment you arrive, the curb appeal beckons with its custom pavers driveway and a 1-car garage, providing both parking convenience and additional storage space. Step inside to discover a harmonious blend of contemporary design and functionality, highlighted by BRAND NEW AC, roof, water heater, appliances & septic tank. The interior welcomes you with matching Wood look laminate flooring that flows seamlessly throughout the open floor plan, encompassing the living room, dining area, and kitchen. Natural light floods the space, accentuated by large windows and a back double sliding glass door leading to the expansive backyard. The kitchen is a chef's paradise, boasting brand new stainless steel appliances, elegant white cabinetry with gold accents, luxurious marble countertops, and a stunning tile backsplash. A massive center island serves as the focal point, ideal for effortless meal preparation and entertaining guests. Retreat to the master bedroom, where tranquility awaits with an attached master bathroom and a spacious walk-in closet. The master bathroom exudes opulence with a double sink vanity and a massive walk-in shower, complemented by matching white cabinetry, countertops, and chic black and gold accents echoing the home's sophisticated theme. Additional bedrooms offer ample space, natural light, and versatility, providing ideal accommodations for family members or guests. Step outside through the kitchen to the oversized backyard, a sprawling oasis perfect for hosting family gatherings, celebrating holidays, or simply unwinding in solitude. This exceptional property not only offers unparalleled comfort and style but also boasts an unbeatable location close to major roads, highways, restaurants, entertainment, and more. Don't miss your chance to make this unique residence your own! <div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=o8FGEvVwB7G&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

2710 Euston Road, Winter Park

$570,000

3 Beds ⋅ 3 Baths ⋅ Villas Of Aragon Condo SubDv. ⋅ 32789 Zip Code

Welcome to easy living in Winter Park! Step into this charming townhouse nestled in the Villas of Aragon. With just 4 townhouses in the neighborhood, connected solely by the garage, you'll enjoy a secluded setting. On the first floor, discover a delightful kitchen boasting timeless white cabinets, granite countertops, stainless-steel appliances, a large breakfast bar, and a charming tongue and groove ceiling which adds a touch of character to this heart of the home. Enjoy meals in the spacious dining room, illuminated by natural light streaming through French doors leading to the courtyard. The dining room seamlessly flows into the inviting living room, adorned with a stunning white brick wood-burning fireplace and elegant plantation shutters. Throughout the home, you'll find gorgeous bamboo flooring adding warmth and sophistication. The first floor is complete with a chic powder bath for guests and a cozy desk nook tucked under the stairs. Upstairs, the large primary bedroom awaits with ample natural light, pitched ceilings, and a rustic barn door leading to the ensuite bathroom. Pamper yourself in the primary bathroom boasting double vanities, a large shower, and two walk-in closets. Two additional generously sized bedrooms share a beautifully renovated secondary bathroom. Step outside to the back patio and bask in the beauty that surrounds you. A pergola adorned with stunning jasmine vines creates a picturesque scene, while fern pine trees offer both elegance and privacy. With an oversized two-car garage, a parking pad for guests, and a low HOA fee of only $400/month, this townhouse offers both convenience and exceptional value. Other highlights include a new roof installed in 2021, a new AC unit in 2022, and fresh exterior and interior paint. Located centrally in Winter Park, this property provides easy access to all major roads and highways. Plus, it's just minutes away from Downtown Winter Park's renowned Park Avenue shopping and dining. Don't miss out on this fabulous opportunity to call this townhouse your home sweet home!

1051 Aragon Avenue Unit 1051, Winter Park

3 Beds ⋅ 3 Baths ⋅ Terrazo Del Sol SubDv. ⋅ 32789 Zip Code

Welcome to your next home sweet home in highly coveted Winter Park! This stunning 2-story end unit offers the epitome of modern convenience and elegant living. Perfectly situated on a serene side street with only 6 other units, this residence provides the ideal "lock and go" lifestyle. Step through the charming covered front porch into the inviting open living area, adorned with abundant natural light, gleaming luxury vinyl flooring, and exquisite crown molding. Hosting gatherings is effortless in the expansive kitchen featuring stunning galaxy granite countertops, premium wood cabinetry, stainless steel GE appliances, and a generously sized pantry. A convenient half bathroom and utility closet complete the ground floor, where ceilings soar to a height of 9'3". Ascend to the upper level to discover the luxurious master bedroom suite, boasting French doors leading to a balcony with brand new decking, a spacious walk-in closet, and a lavish ensuite bath featuring dual sinks, a glass-enclosed shower, and a relaxing garden tub. Two additional bedrooms await upstairs, both sharing access to a covered porch perfect for savoring your morning coffee. A second full bathroom and laundry closet round out the upstairs layout, with one of the bedrooms boasting its own walk-in closet. Updates galore and include 2023 A/C unit, interior paint, luxury vinyl flooring, light fixtures/fans, master shower, and toilets in 2023, with both decks replaced in 2024. Outside, you'll appreciate the convenience of an attached 2-car garage, covered entry, additional 2 parking space, and a green space adorned with mature trees. Plus, enjoy the perks of just one low HOA fee and zero CDD fees. Located just a short stroll from the vibrant East End Market and various shopping options, this residence also offers easy access to upscale Park Avenue, Rollins College, Florida Hospital, and the serene beauty of Leu Gardens. Zoned for top-notch schools, this home truly has it all!

1821 Hammerlin Avenue Unit A, Winter Park

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

MULTIPLE OFFERS RECEIVED!!! PLEASE SUBMIT HIGHEST AND BEST OFFERS BY MONDAY 3/25/2024 AT 10 AM. Welcome to an amazing investment opportunity situated in the heart of the Parklando community. This property has the potential to offer significant returns in a highly desirable area. The house requires renovation and is being sold as is, providing an excellent opportunity to maximize its value in the thriving real estate market. This 3-bedroom, 2-bathroom residence is spread over a little more than 1,800 square feet, providing ample space to realize your investment vision. Whether you plan to create a cozy family retreat or optimize it for rental income, the possibilities are endless. The property's layout can be customized to suit your investment goals. There is no homeowners association (HOA) associated with the property, and it is conveniently located near major highways.

2722 Eastern Parkway, Winter Park

$599,000

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

COMPLETELY RENOVATED - BRAND NEW ROOF! This residence is nestled in highly sought-after Winter Park, FL. This luxurious 3-bedroom, 2-bathroom home offers the perfect combination of elegance and functionality, making it ideal for a family who desires the best of both worlds. Upon entering, you will immediately be captivated by the stunning porcelain tile floors that seamlessly flow throughout the open floor plan. The spacious living area boasts vaulted ceilings and a striking brick fireplace, creating the ultimate ambiance for entertaining guests or enjoying quiet evenings at home. The kitchen is a chef's dream, featuring stainless steel appliances, new kitchen hardware, and an abundance of storage and counter space. With three generously sized bedrooms, including a lavish master suite, there is ample room for everyone in the family to unwind and relax. Outside, you will find a resort-style pool surrounded by stone accents and a lush, tropical landscape. The screened-in patio offers the perfect space for al fresco dining and enjoying the beautiful Florida weather year-round. Situated in the business district of town, this home is just minutes away from Winter Park's premier shopping, dining, and entertainment options. Don't miss this opportunity to own a piece of paradise in one of Central Florida's most desirable communities. Schedule a private tour today and experience luxury living at its finest at 220 Blossom Lane.

220 Blossom Lane, Winter Park

$525,000

1 Beds ⋅ 1 Baths ⋅ Whispering Waters Apartments Condo A SubDv. ⋅ 32789 Zip Code

This remarkable condo exudes grace and elegance with a distinct style that lends itself to the downtown Winter Park Living. Completely renovated ( to the studs) in 2022. Gorgeous kitchen with oversized island, counter seating, high end Bosch appliances, gorgeous cabinetry, luminescent quartz counters, refined lighting and unique materials. Beautiful bath with top of the line fixtures. Primary bedroom has two closets and a separate niche for office or reading. New flooring, new windows, new doors, new plumbing, new electrical, new ac, new washer and dryer. The oversized dining room also offers a lot of options to incorporate office or second seating area. New doors open to inviting screen porch. Whispering waters offers underground parking ( one dedicated space) , storage, a sunny pool, and lakefront patio area. Best of all this fabulous turn key property is a short stroll to famed Park avenue shops and Restaurants. Please note that condo fee includes all utilities .

311 E Morse Boulevard Unit 6-8, Winter Park

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

***SELLER IS OFFERING $10,000 IN CONCESSIONS TOWARDS CLOSING COSTS***This exquisite residence offers sophistication and comfort without HOA constraints. Its fresh stucco facade and welcoming patio lead to a beautifully landscaped oasis. Inside, recessed lighting illuminates a captivating accent wall and a step-down entertainment area, perfect for relaxation or gatherings. The kitchen features luxurious shaker-style cabinetry, calacatta waterfall countertops, and high-end stainless steel appliances. The primary bedroom is a tranquil retreat with natural light, while the en-suite bathroom boasts a glass shower and freestanding soaking tub. Outside, a newly paved patio and lush landscaping extend the home’s luxury. Discover refined elegance at 2612 Lafayette Avenue in Winter Park

2612 Lafayette Avenue, Winter Park

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

A fabulous well cared for home. Solidly constructed with top grade materials. Large fenced in rear yard, Storage room built on to the back of the garage, accessible from rear yard. currently a workshop. Huge living room. Large kitchen with built in breakfast island, and a built in wine cooler. Large dining room with sliding doors to rear yard. ?? Don't need a formal dining room? Nice family room instead. Comfortable sized bedrooms and the Primary bedroom has a huge en suite bathroom, which consists of two rooms. Just a short walk to the lake, and a very family oriented neighborhood. Some of the homes are owned and occupied by the third generation families of the original owners. Start packing your bags, cause your gonna love this one!

2149 Blossom Lane, Winter Park

$595,000

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

Entered for data entry purposes only

624 Langholm Drive, Winter Park

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Beautifully updated, ground floor 2 bedroom condo located just 2 blocks from Park Avenue. This special unit has beautiful wood floors, crown molding and new baseboards throughout. Kitchen equipped with white cabinets with glass fronts, lighting, granite and opens to spacious living area. Large bedrooms with spa like baths. Plantation Shutters and designer lighting throughout. Unit offers lots of closet space. Oversized rear private patio. A/C is 2018 and water heater 2015. Separate storage closet w/ temperature-controlled room and 1 car assigned carport. The complex is located on the shores of Lake Osceola and offers a swimming pool, putting green, on-site manager, boat slips, dock, bike storage and paddle board/canoe storage. Just a short stroll to Park Avenues shoppes, cafes and eateries, the Alfond Inn, Sun Rail, WP Farmer’s Market, museums and all downtown Winter Park has to offer. Call today for your private viewing of this Wonderfull Unit 108

100 S Interlachen Avenue Unit 108, Winter Park

$559,000

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

MULTIPLE OFFERS! Sellers accepting offers through Saturday, 2/3/2024. Acceptance by Sunday evening. Location, Location, Location! This 1950's home is nestled in the historical "Orwin Manor" a walkable neighborhood with a Winter Park Address! Entering this 3 bedroom, 3 full bathroom Mid Century Modern home, you immediately get the vibe of comfort and charm! The space is extremely well laid out and lives larger than the square footage would suggest. Original hardwood floors flow throughout the living areas and kitchen. The dining and living room both have large windows with custom woven wood shades, which dress all the windows in the house. Living room has a beautiful stone wood- burning fireplace. The bedrooms are each entered by the common hallway off the living area. The primary is an ensuite, with the second bathroom and remaining two, well sized, bedrooms off the shared hallway. The kitchen is an open galley style. Stainless steel appliances, beautiful granite countertops, wood cabinets, built in shelving and a kitchen desk. Off the kitchen is a fantastic transitional room with Mexican tile and built-in storage benches. Windows surround the room, overlooking the very large, private and secluded paved courtyard. The laundry area has a large double sink and a smaller full bathroom. The long driveway leads to the 2 car garage, a big parking pad, a shed and garden area that are behind a double wide wrought iron gate. ROOF 2017, A/C 5/22, HOT WATER HEATER 2023. Just over a block to a lovely neighborhood park and minutes from endless restaurants, shopping, Park Avenue, Museums, Orlando Science Center and Hospital. Downtown Orlando has Lake Eola and the Dr. Phillips Center. Easy access to I-4 and the 408. Great neighborhood with friendly neighbors and several annual neighborhood events. This home will surely make you proud as the new owner!

1635 Berkshire, Winter Park

$525,900

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

INVESTMENT OPPORTUNITY! - Amazing lot in the desirable Winter Park community of Lake Forest Park. Renovate and Add to the existing structure or start over with a new home build! Original home featured 3 Bedrooms and 1 Bath. Garage Apt. add on features two additional rooms with full bath. .21 Acre lot contains plenty of space for a larger home or pool. This incredible Winter Park Location, across the St. from Lake Forest, is near many other lots that have been repurposed with new high value homes built on them. Walk to Corrine Drive for lunch or skip over to Park Avenue on your bike. The quaint Lake Forest Park neighborhood features beautiful mature landscaping with towering oaks and foliage throughout. Don't miss out on this amazing opportunity to own your piece of historic Winter Park.

2228 Howard Drive, Winter Park

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

4 Beds ⋅ 4 Baths ⋅ Magnolia Sub SubDv. ⋅ 32789 Zip Code

This outstanding investment opportunity is strategically positioned between the vibrant downtown area of Winter Park. Boasting close proximity to upscale shopping centers, key transportation arteries, and renowned educational institutions, the property stands as a prime investment with unparalleled appeal. The property has been upgraded with a New Roof and New A/C Central Unit.

1256 Michigan Avenue, Winter Park

$455,000

2 Beds ⋅ 2 Baths ⋅ Harper Place SubDv. ⋅ 32789 Zip Code

A prime investment opportunity with a remarkable location. Close to shopping centers, major highways like I-4 and the 408, esteemed institutions like Rollins College, Valencia College and UFC, and nestled between vibrant downtown areas of Orlando and Winter Park. The property offers both convenience and potential for savvy investors. Don't miss out on this extraordinary prospect!

1271 Miller Avenue, Winter Park

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

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

Discover this charming turn-key treasure, nestled between Winter Park and College Park in the Dubsdread Heights Community. With a brand-new metal roof and all new energy saving windows and plantation shutters, this home stays cool in the hot summers! Step inside this ranch style home with vaulted ceilings and open floor plan to find large, remodeled bathrooms that add luxury to your daily routine. Experience hassle-free living in this turn-key property thoughtfully designed and ready for immediate occupancy. And, for your convenience, inquire about the curated furniture available for purchase, ensuring your new space is not only stylish but also fully furnished. In addition to the inside being move in ready, this property boasts a lush tropical outdoor ambiance, featuring updated pavers leading to a custom firepit. It’s simply perfect for outdoor gatherings. Located within blocks of Historical Dubsdread Golf Course, College Park, and Park Avenue. Embrace the convenience of a well-prepared home, making settling a breeze.

709 Baffie Avenue, Winter Park

2 Beds ⋅ 2 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

*Investors Special* Accepting cash offers only. This property is a great candidate for new construction! This Winter Park location offers a luxurious lifestyle with convenient amenities. This little gem is two (2) blocks away from the Winter Park YMCA and Phelps Park, two (2) miles from the Park Avenue Shopping District where Central Park hosts the Winter Park Sidewalk Art Festival, Autumn Art Festival, Winter on the Avenue, the Winter Park Farmers' Market, and the Winter Park Golf Course. Schedule a walk-thru now- This investment property will not last long!

1660 N Walnut Avenue, Winter Park