Winter Park, FL Homes for Sale

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  $675,000

  $60K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,647 Sq Ft

  2831 Mulford Ave, Winter Park, FL 32789

  Just Reduced by $20,000! This is your chance to own a beautifully updated Winter Park home at an even better value. Come see it before it’s gone! Rare opportunity to own on one of the most desirable streets in Audubon Park with a coveted Winter Park address. Just a few blocks from East End Market and surrounded by many of Orlando’s Michelin-recognized restaurants, this location offers an

  Patrick Arenson UNITED REAL ESTATE PREFERRED

  2831 Mulford Ave, Winter Park, FL 32789
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  $245,000

  Open Fri 12PM - 3PM $24K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,295 Sq Ft

  2383 Sun Valley Cir, Winter Park, FL 32792

  Nestled in a peaceful setting within the serene Cedarwood Village community, this charming one-story Winter Park condo offers a quiet retreat away from traffic noise, with a rear wooden fence for no visible neighbors for added privacy. The spacious 27-foot tiled and enclosed lanai creates the perfect place to relax and enjoy the tranquil surroundings. Cedarwood Village also offers low-maintenance

  Jeff Stewart WEICHERT REALTORS HALLMARK PROPERTIES

  2383 Sun Valley Cir, Winter Park, FL 32792
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  $1,262,500

  Open Sat 12PM - 4PM $13K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,024 Sq Ft

  2015 Summerfield Rd, Winter Park, FL 32792

  Welcome to one of Winter Park's most impressive move-in-ready homes, where luxury, comfort, and location come together seamlessly. Completely reimagined and renovated, this stunning 4-bedroom, 4-bath residence offers the rare combination of modern construction quality and an established Winter Park location just minutes from Baldwin Park, Park Avenue, Rollins College, and top-rated schools. From

  Courtney Lindsay UNITED REAL ESTATE PREFERRED

  2015 Summerfield Rd, Winter Park, FL 32792
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  $140,000

  • 2 Beds
  • 2.5 Baths
  • 1,090 Sq Ft

  3021 Aaron Burr Ave Unit 3, Winter Park, FL 32792

  Townhouse opportunity—ideal for either personal residence or investment—featuring 2 bedrooms and 2.5 bathrooms. Conveniently located near supermarkets, shops, universities, and public transportation. At closing, all outstanding HOA special assessments will be paid off. The Townhome is rent $1,600. The unit is located in Winter Park Area HOME GUARANTY OF AMERICA HWA 13 MONTH INCLUDED.

  Daiana Garcia Medrano NAIM REAL ESTATE LLC

  3021 Aaron Burr Ave Unit 3, Winter Park, FL 32792
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  $159,000

  $6K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,108 Sq Ft

  7300 Daniel Webster Dr Unit 7, Winter Park, FL 32792

  Welcome home to this stunningly updated two-story condo that perfectly combines modern elegance with everyday comfort. Featuring 2 spacious bedrooms and 2.5 baths, this home has been thoughtfully updated with high-end designer finishes throughout. The first floor showcases stunning new tile flooring in a striking neutral pattern, creating a modern and inviting living space, while the second floor

  Rosa Rodriguez STIRLING INTERNATIONAL REAL ES

  7300 Daniel Webster Dr Unit 7, Winter Park, FL 32792
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  $600,000

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft

  2824 Woodside Ave, Winter Park, FL 32789

  Location, location, location. Wonderful home located in Winter Park besides Baldwin Park. Live in this home now - or purchase for the property and build your custom home! The yard is large. Large shed in the yard to store all of your yard essentials. You will love the area and the convenience to what makes this area special...steps from East End Market, lots of amazing restaurants, shopping, Leu

  Kristin Haughwout-Osorio PARKSIDE PROPERTIES, LLC

  2824 Woodside Ave, Winter Park, FL 32789
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  $1,495,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,738 Sq Ft

  901 Enclave Place, Winter Park, FL 32792

  Pre-Construction. To be built. Welcome to The Enclave at Winter Park—an exclusive collection of architecturally distinctive residences crafted by FG Schaub Custom Homes, blending timeless character with modern luxury. 901 Enclave Place (Lot1) is a thoughtfully designed courtyard home offering an elegant yet functional layout centered around private outdoor living. A charming covered front porch

  Laura Earl CORCORAN PREMIER REALTY

  901 Enclave Place, Winter Park, FL 32792
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  $625,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  1871 Bryan Ave, Winter Park, FL 32789

  Opportunity meets location at 1871 Bryan Avenue, a well-positioned Winter Park property offering an approachable entry point into the highly sought-after 32789 area. Set on a 50-by-127-foot lot, the home features 1,210 square feet of living space with a practical layout that can suit a variety of needs, whether you’re purchasing your first home, looking to downsize, or adding a property to your

  Nickolas McKee KELLER WILLIAMS WINTER PARK

  1871 Bryan Ave, Winter Park, FL 32789
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  /31

  $475,000

  $65K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft

  346 S Ranger Blvd, Winter Park, FL 32792

  PRIME LOCATION! Beautiful 3 Bedroom 2 Bathroom home is located in sought after Winter Park Pines with NO HOA and NO CDD. It is situated on a Corner Lot (0.22 Acre) and is a super short distance to the High Rated schools in Winter Park. The interior is extremely well kept with engineered wood floors, crown molding, and a beautiful glass entry door. There is a captivating white-washed stone

  Tetyana Vyushkina IMPERIAL REALTY OF FLORIDA INC

  346 S Ranger Blvd, Winter Park, FL 32792
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  $350,000

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,682 Sq Ft

  2521 Galliano Cir, Winter Park, FL 32792

  Welcome to this beautifully maintained townhome located in the heart of Winter Park, Florida. From the moment you arrive, the charming exterior draws you in with its classic stucco finish, attached one-car garage, manicured landscaping, and a welcoming shaded entry framing the front door. Step inside to an inviting foyer featuring high ceilings, modern lighting, and a striking staircase that sets

  Daniel Lennon LPT REALTY LLC

  2521 Galliano Cir, Winter Park, FL 32792
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  $598,000

  $17K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft

  4392 Wardell Place Unit 201, Orlando, FL 32814

  This exquisite second-floor condo is a rare corner unit beautifully nestled in the heart of Baldwin Park. Boasting 1,434 square feet of living space, the home features a spacious open floor plan with impressive high ceilings and stunning natural light and a wrap-around porch. Brand new luxury vinyl floors run throughout the entire home, which includes three bedrooms and two full bathrooms. The

  Brian Cirillo BALDWIN PARK REALTY LLC

  4392 Wardell Place Unit 201, Orlando, FL 32814
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  $719,990

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,495 Sq Ft

  1741 Lyndale Blvd, Maitland, FL 32751

  Charming Newly Renovated Bungalow in Prime Maitland Location – Move-In Ready with Endless Potential! Discover this beautifully updated 3-bedroom, 2-bath bungalow at 1741 Lyndale Blvd, Maitland, FL 32751 – perfectly positioned on the edge of Winter Park for an unbeatable blend of tranquility and convenience. Freshly renovated and move-in ready, this home offers immediate comfort while situated in

  Robert Dion D & D PROPERTY MANAGEMENT SOLUTIONS LLC

  1741 Lyndale Blvd, Maitland, FL 32751
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  $345,000

  • 4 Beds
  • 2 Baths
  • 1,640 Sq Ft

  501 Fitzgerald Dr, Maitland, FL 32751

  Welcome to 501 Fitzgerald Drive, where modern updates meet an unbeatable location. Situated on a desirable corner lot, this beautifully renovated 4-bedroom, 2-bathroom home offers the perfect combination of style, functionality, and convenience. Inside, you'll find an open and inviting layout featuring luxury vinyl plank flooring, quartz countertops, a designer backsplash, stainless steel

  Joaquim Haynes JASON MITCHELL REAL ESTATE FLO

  501 Fitzgerald Dr, Maitland, FL 32751
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  $950,000

  • 3 Beds
  • 3 Baths
  • 2,586 Sq Ft

  2425 Lake Sue Dr, Orlando, FL 32803

  Opportunity awaits in the Beeman Park neighborhood, with access to the beautiful Lake Sue. This classic mid-century home features 3 bedrooms and 3 bathrooms spread across multiple levels, offering a unique layout with excellent potential for renovation, restoration, or complete reimagining.The property requires repairs and updates, making it an ideal project for investors, contractors, or

  Sandy Fox CHARLES RUTENBERG REALTY ORLANDO

  2425 Lake Sue Dr, Orlando, FL 32803
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  $2,995,000

  New Construction Open Sun 12PM - 3PM

  • 5 Beds
  • 6 Baths
  • 3,689 Sq Ft

  1204 Nottingham St, Orlando, FL 32803

  A REFINED CUSTOM SINGLE-STORY RESIDENCE WITH CASITA BY M. LAHR HOMES! Located in the highly sought-after Beverly Shores / Rose Isle neighborhood of Orlando / Winter Park, this newly completed custom residence represents a rare opportunity in one of Central Florida’s most desirable and seldom-available areas. This home reflects the level of craftsmanship, detail, and execution that has made the

  Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

  1204 Nottingham St, Orlando, FL 32803
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  $850,000

  $45K PRICE DROP

  • Land
  • 8,276 Sq Ft
  • $4,473,684 per Acre

  1361 Audubon Rd, Maitland, FL 32751

  Incredible opportunity to build your dream home on this exceptional corner lot! Walking distance to Winter Park's Park Ave! Lot is located on the corner of Audubon and Magnolia and is surrounded by gorgeous homes. Audubon Rd is a dead end street with no thru traffic. This Maitland address is one block from Winter Park's 32789 zip code. Lot size 70 x 130. Zoned for top-rated schools including

  Ingrid Livingston COLDWELL BANKER REALTY

  1361 Audubon Rd, Maitland, FL 32751
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  $689,000

  $160K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  2514 Tuscarora Trail, Maitland, FL 32751

  Priced below Appraised Value — and the seller is ready to move. This classic 4-bedroom, 2.5-bath Maitland pool home sits on a spacious quarter-to-half-acre lot with peaceful lake views and delivers 3,000 square feet of open, comfortable living. The updated kitchen and open floor plan make the interior as functional as it is inviting, but the real showstopper is outside — a sparkling pool

  Tom Noelke NOELKE REALTY

  2514 Tuscarora Trail, Maitland, FL 32751
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  $1,149,000

  • 3 Beds
  • 2.5 Baths
  • 2,642 Sq Ft

  2506 Woodside Ave, Orlando, FL 32803

  Welcome to 2506 Woodside Ave — a meticulously appointed 2017-built home with distinctive modern architecture tucked into one of Orlando's most beloved and established neighborhoods. Clean lines, bold design, and an unmistakable contemporary presence set this home apart on a street of charming older Florida homes and newer construction alike. Surrounded by mature trees and quiet streets where

  Steven Koleno BEYCOME OF FLORIDA LLC

  2506 Woodside Ave, Orlando, FL 32803
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  $427,400

  $23K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft

  220 Alpine Dr, Maitland, FL 32751

  Opportunity in the Maitland / Winter Park area! This one-owner home, held by the same family since the 1960s, is ideally located near shopping, dining, parks, and major roadways, providing convenient access throughout Central Florida.The property offers potential for renovation, expansion, or redevelopment, with a lot that provides space for future improvements. Ideal for homeowners,

  Beth Hathaway PREMIUM PROPERTIES R.E SERVICE

  220 Alpine Dr, Maitland, FL 32751
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  $2,490,000

  • 5 Beds
  • 5 Baths
  • 3,982 Sq Ft

  2656 Meeting Place, Orlando, FL 32814

  Set along one of Baldwin Park's most desirable park-facing streets, this fully reimagined five-bedroom, five-bath residence provides a rare blend of space, design, and lifestyle just moments from the charm of Winter Park. Spanning nearly 4,000 square feet, the home has been thoughtfully renovated with high-end custom finishes and a modern transitional aesthetic that feels both elevated and

  Chocky Burks CORCORAN PREMIER REALTY

  2656 Meeting Place, Orlando, FL 32814
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  $350,000

  • 3 Beds
  • 2 Baths
  • 1,146 Sq Ft

  1033 Hamlet Dr, Maitland, FL 32751

  This charming 3-bedroom, 2-bathroom single-family home with the best of Florida living. Located in the north of Orlando (Maitland - Winter Park area). 1.3 miles to the Center of Winter Park Shopping Plaza (Office Depot, UPS, Ross, Marshalls, Home Goods, Five Below, LA Fitness, Petco and Michaels, Whole Foods Markets, and Banking). Access to major highways, minutes to downtown, and Orlando's

  Bennie Olivo BOX REAL ESTATE LLC

  1033 Hamlet Dr, Maitland, FL 32751
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  $459,000

  • 3 Beds
  • 2 Baths
  • 1,128 Sq Ft

  3365 Pelham Rd, Orlando, FL 32803

  Nestled in the highly sought-after Orwin Manor neighborhood, this charming 3-bedroom, 2-bath home offers the perfect blend of character, comfort, and opportunity. Whether you're searching for a move-in ready home, an investment property, or the ideal location to build your custom dream home, this property delivers exceptional flexibility in one of Orlando's most desirable locations. Inside,

  Tiffany Yates COMPASS FLORIDA LLC

  3365 Pelham Rd, Orlando, FL 32803
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  $834,900

  • 3 Beds
  • 2 Baths
  • 1,959 Sq Ft

  2624 Tuscarora Trail, Maitland, FL 32751

  Discover a rare waterfront, pool-home in the desirable Dommerich Hills neighborhood. This exceptional property offers the ideal combination of family-friendly living, modern convenience, and breathtaking natural beauty.The open floor plan welcomes you with vaulted ceilings and natural light in the living room, dining room, kitchen, and family room. Bamboo flooring enhances the bedrooms and

  Lori Wall EPIC FLORIDA REALTY LLC

  2624 Tuscarora Trail, Maitland, FL 32751

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