Winter Park, FL Homes

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  /27

  Est $454,668 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,907 Sq Ft

  2961 Clever Ln, Winter Park, FL 32792

  2961 Clever Ln, Winter Park, FL 32792
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  /28

  $410,000

  • 3 Beds
  • 2 Baths
  • 1,517 Sq Ft

  5547 Garden Grove Cir, Winter Park, FL 32792

  Winter Park, beautifully maintained 3-bedroom, 2-bathroom home nestled in the desirable Garden Grove neighborhood. Designed with an open floor plan and filled with natural light, this home offers versatile spaces perfect for both everyday living and entertaining.Step into the spacious Great Room which can be used for mulitple purposes like game room, home office or gym . The adjoining Kitchen

  Steve Dalton ROYALTY R E BOUTIQUE INC

  5547 Garden Grove Cir, Winter Park, FL 32792
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  /2

  $243,800 Sold May 30, 2025

  • 960 Sq Ft
  • $254/SF
  • 24 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1984

  255 Sandlewood Trail, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Dreams Do Come True! FHA, VA, and DPA approved, making it a smart choice for a wide range of buyers. Welcome to your next home in the heart of 32789—Winter Park’s hidden gem, Sandlewood Creek! This rare townhome-style condo offers unbeatable value in a prime location with NO neighbors above or below and a LOW HOA.Step inside and enjoy nearly 1,000

  Freddie Crespo INVESTOR'S REAL ESTATE LLC

  255 Sandlewood Trail, Winter Park, FL 32789
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  /23

  Est $465,747 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,782 Sq Ft

  2965 Clever Ln, Winter Park, FL 32792

  2965 Clever Ln, Winter Park, FL 32792
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  /3

  $525,000

  • 4 Beds
  • 2 Baths
  • 1,749 Sq Ft

  3231 Lowndes Dr, Winter Park, FL 32792

  Located in beautiful Winter Park, this home's location just minutes from downtown Winter Park, Baldwin Park, along with great schools. Sitting on a large oversized corner lot, rear yard is spacious and inviting, perfect for a home garden along with space for a pool and more. The detached screened-in pad is perfect for outdoor spa, meditation or outdoor gym area. Spacious floorplan with an eat in

  Sergio Morante La Rosa Realty Kissimmee

  3231 Lowndes Dr, Winter Park, FL 32792
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  /2

  $410,000 Sold May 30, 2025

  • 1,570 Sq Ft
  • $261/SF
  • 13 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1957

  1840 Maywood Rd, Winter Park, FL 32792

  Welcome to this beautifully updated four-bedroom, two-bath mid-century block home under the canopy of a majestic oak tree in the heart of Winter Park. From the moment you arrive, you’ll appreciate the inviting curb appeal, enhanced by fresh exterior paint, modern geometric accents and a wide driveway with covered parking. Step inside to find a sun-soaked living room with vaulted ceilings and

  Nancy Merriam PREMIER SOTHEBY'S INTL. REALTY

  1840 Maywood Rd, Winter Park, FL 32792
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  /31

  Est $499,380 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,010 Sq Ft

  1564 Little Wren Ln, Winter Park, FL 32792

  1564 Little Wren Ln, Winter Park, FL 32792
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  /70

  $479,900

  • 4 Beds
  • 2.5 Baths
  • 2,616 Sq Ft

  7679 Bent Bow Trail, Winter Park, FL 32792

  Spacious 4 bedroom 2.5 bath 2600+ Sq. Ft. Winter Park home within the desirable Arrowhead Cove subdivision. As you enter the home, you are greeted by a large living room / dining room area, with engineered hardwood floors, and a beautiful stacked stone electric fireplace at the center. The fully updated kitchen is complete with granite counters, wood cabinets, stainless steel appliances, and a

  Jason Gilkey GILKEY REAL ESTATE

  7679 Bent Bow Trail, Winter Park, FL 32792
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  /2

  $650,000 Sold May 30, 2025

  • 2,002 Sq Ft
  • $325/SF
  • 79 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2019

  1219 Verdant Glade Place, Winter Park, FL 32792

  Welcome to this stunning two-story, 3-bedroom, 3 and a half bathroom home, nestled within the highly desirable Winter Park in a secure gated community. This kitchen boasts luxury features including quartz countertops, stainless steel appliances and rich dark wood cabinets. The master bedroom, with a spacious bathroom and walk-in closet, is conveniently located downstairs for added convenience.

  Maggie Walas FORTUNE INTERNATIONAL REALTY

  1219 Verdant Glade Place, Winter Park, FL 32792
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  /31

  Est $461,050 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,907 Sq Ft

  1868 Erudite Way, Winter Park, FL 32792

  1868 Erudite Way, Winter Park, FL 32792
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  /15

  $179,900

  • 1 Bed
  • 1 Bath
  • 658 Sq Ft

  1250 S Denning Dr Unit 108, Winter Park, FL 32789

  This move-in-ready, first-floor condo has been completely updated and is ready for its new owner. Enjoy newer flooring, fresh paint, an in unit washer/dryer, and modern fixtures throughout! Located in a well-maintained community with great amenities, including a pool. Conveniently situated in desirable Winter Park, close to shopping, dining, and major roadways. A great opportunity for homeowners

  Cleve Loveland LOVELAND PROPERTIES

  1250 S Denning Dr Unit 108, Winter Park, FL 32789
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  /2

  $230,000 Sold May 30, 2025

  • 1,026 Sq Ft
  • $224/SF
  • 75 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1972

  1500 Gay Rd Unit 10C, Winter Park, FL 32789

  Waterfront Community on beautiful Lake Killarney. Enjoy breathtaking sunsets on Community deck! Private Boat Ramp on this Skiable Lake, limited Boat parking on property. 2 Bedroom 2 Bath second floor Unit has been meticulously maintained by Winter Resident. Furniture purchased in 2020. Many Updates to Unit include new windows and window treatments, 2024 new Hot Water Heater, Baths redone in

  Janice Erickson REALCOM REAL ESTATE SERVICES INC

  1500 Gay Rd Unit 10C, Winter Park, FL 32789
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  /29

  Est $440,784 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,907 Sq Ft

  1860 Erudite Way, Winter Park, FL 32792

  1860 Erudite Way, Winter Park, FL 32792
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  /23

  $429,900

  • 4 Beds
  • 2 Baths
  • 1,836 Sq Ft

  1842 Puritan Ave, Winter Park, FL 32792

  Step into this beautifully 2024 REMODELED 4-bedroom, 2-bathroom home located in a newly Re-Urbanized area of Winter Park, FL. Fully renovated in 2024, this 1,836-square-foot residence offers modern design, high-end finishes, and peace of mind with major system updates, including a 2022 roof, 2024 water heater, 2024 HVAC, 2024 plumbing, and 2024 electrical system.The interior features a

  Marissa Crawford COMPASS FLORIDA LLC

  1842 Puritan Ave, Winter Park, FL 32792
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  /2

  $400,000 Sold May 29, 2025

  • 1,467 Sq Ft
  • $273/SF
  • 36 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  5144 Goldenrod Place Rd, Winter Park, FL 32792

  Great Opportunity. Nestled on an oversized lot at the end of a peaceful cul-de-sac, this charming home offers the perfect blend of privacy and comfort. The spacious feel of the location provides a serene and tranquil setting, making it the ideal place to relax and unwind on your huge Patio overlooking wonderful backyard ! As you step inside, the warm and cozy atmosphere welcomes you. The home's

  Rebecca Sparks C. APOLLO REALTY INC

  5144 Goldenrod Place Rd, Winter Park, FL 32792
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  /28

  Est $447,247 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,907 Sq Ft

  1856 Erudite Way, Winter Park, FL 32792

  1856 Erudite Way, Winter Park, FL 32792
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  /43

  $2,195,000

  • 5 Beds
  • 3.5 Baths
  • 3,558 Sq Ft

  1361 Palmer Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Welcome to 1361 Palmer Avenue, a beautifully updated five-bedroom, 3.5-bath residence in the heart of Winter Park, Florida, 32789. This exceptional home has been meticulously maintained and extensively renovated, blending classic charm with modern design. Inside, you'll find a reimagined designer kitchen with premium finishes, ideal for everyday

  Michelle Hochfelder PREMIER SOTHEBY'S INTL. REALTY

  1361 Palmer Ave, Winter Park, FL 32789
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  /2

  $450,000 Sold May 29, 2025

  • 1,672 Sq Ft
  • $269/SF
  • 26 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1956

  1807 Yorkshire Dr, Winter Park, FL 32792

  Ready to demo and BUILD NEW or completely reimagine your dream home in beautiful Winter Park??!! Look no further - this is a large .23 acre lot. Minutes to top Winter Park schools, the WP YMCA, Winter Park Racquet Club, Interlachen Country Club, shopping, dining and other conveniences and surrounded by beautiful mid-century and luxury homes. This home has 3 bedrooms plus 2 bonus rooms that would

  Carla Stanton MAINFRAME REAL ESTATE

  1807 Yorkshire Dr, Winter Park, FL 32792
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  /35

  Est $339,581 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,408 Sq Ft

  3220 Crown Jewel Ct, Winter Park, FL 32792

  3220 Crown Jewel Ct, Winter Park, FL 32792
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  /15

  $375,000

  • 3 Beds
  • 2.5 Baths
  • 1,837 Sq Ft

  2417 Passamonte Dr Unit 1E, Winter Park, FL 32792

  Location! Location! Location! Winter Park, Top Rated Florida Zone Schools, Move-In Ready, 3 Bedroom Town Home with a Garage in the VIA LAGO GATED community?? ABSOLUTELY! Meticulously maintained and spacious town home is just waiting for its new owner! Elegant brick paver driveway and entryway greet you as you pull up. The downstairs is open, light and bright. The beautifully appointed kitchen has

  Stephen Hachey FLAT FEE MLS REALTY

  2417 Passamonte Dr Unit 1E, Winter Park, FL 32792

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