Winter Park, FL Homes

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  /2

  $916,000 Sold Jul 17, 2025

  • 1,981 Sq Ft
  • $462/SF
  • 8 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1960

  609 Langholm Dr, Winter Park, FL 32789

  Nestled in the heart of Winter Park in one of the area’s most sought-after neighborhoods, this professionally designed and fully renovated 3-bedroom, 2.5-bathroom home offers luxurious living with timeless modern style.Step inside to an open-concept layout featuring a gourmet kitchen outfitted with custom cabinetry, stunning quartz countertops, GE Cafe appliances, a Thermador drawer-style

  Jason Shore JMO REAL ESTATE GROUP

  609 Langholm Dr, Winter Park, FL 32789
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  /66

  Est $730,765 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,589 Sq Ft

  1006 Wildmeadow Run, Winter Park, FL 32792

  1006 Wildmeadow Run, Winter Park, FL 32792
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  /47

  $725,000

  • 5 Beds
  • 3.5 Baths
  • 3,568 Sq Ft

  7895 Pleasant Pine Cir, Winter Park, FL 32792

  Seller Motivated – All Offers WelcomeDiscover your dream home in the prestigious gated community of Enclave at Aloma in Winter Park. This beautifully maintained 5-bedroom, 3.5-bath residence offers the perfect blend of elegance, comfort, and privacy—set on a tranquil lot with no rear neighbors.The moment you enter, you’ll be captivated by the rich engineered hardwood floors

  Yvette Hoover ALL REAL ESTATE & INVESTMENTS

  7895 Pleasant Pine Cir, Winter Park, FL 32792
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  /2

  $415,000 Sold Jul 17, 2025

  • 1,996 Sq Ft
  • $208/SF
  • 22 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1977

  5436 Tangerine Ave, Winter Park, FL 32792

  Beautiful 4-Bedroom, 2-Bath Home in Winter Park (32792) — No HOA!Enter through your double front doors into a thoughtfully updated, move-in ready home. You're welcomed by a charming entry nook with a bench and hooks—perfect for organizing shoes, backpacks, and daily essentials.The formal living and dining rooms offer flexible space for entertaining or can easily be converted into a

  Amy Phillips CALL IT CLOSED INTL REALTY

  5436 Tangerine Ave, Winter Park, FL 32792
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  /48

  Est $571,655 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,268 Sq Ft

  7875 Pleasant Pine Cir, Winter Park, FL 32792

  7875 Pleasant Pine Cir, Winter Park, FL 32792
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  /44

  $1,300,000

  • 3 Beds
  • 3.5 Baths
  • 3,363 Sq Ft

  800 Hamilton Place Ct, Winter Park, FL 32789

  Custom-built and beautifully maintained, this large 3-bedroom home with loft is located in prime Old Winter Park on a quiet cul-de-sac. The interior boasts 20'+ high ceilings, creating a grand and airy atmosphere throughout the main living spaces. High-end finishes include Viking stainless steel appliances, dolomite marble tile flooring, and a thoughtfully designed, functional layout ideal for

  Julian Torres, Jr EPIC REAL ESTATE ADVISORS LLC

  800 Hamilton Place Ct, Winter Park, FL 32789
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  /2

  $415,000 Sold Jul 17, 2025

  • 1,414 Sq Ft
  • $293/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1985

  5575 Garden Grove Cir, Winter Park, FL 32792

  Charming 3-Bedroom, 2-Bathroom Home with Pool in the Heart of Winter ParkNestled in the desirable Park Avenue area of Winter Park, this beautiful single-family home offers the perfect blend of comfort and convenience. Enjoy easy access to the vibrant downtown Winter Park, known for its charming boutiques, cafes, and cultural attractions.This home features 3 spacious bedrooms and 2

  Torey Eisenman BENCHMARK REAL ESTATE GRP INC

  5575 Garden Grove Cir, Winter Park, FL 32792
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  /20

  Not Listed For Sale

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

  7348 Daniel Webster Dr Unit 1, Winter Park, FL 32792

  7348 Daniel Webster Dr Unit 1, Winter Park, FL 32792
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  /32

  $410,000

  • 2 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  240 Killarney Bay Ct Unit 4, Winter Park, FL 32789

  Welcome to Killarney Bay—Winter Park’s best-kept secret for tranquil lakeside living, and just steps from the city’s finest shopping and dining!This beautifully updated and spacious 2-bedroom, 2.5-bath townhome-style condo offers a rare blend of modern upgrades and classic charm. Enjoy a BRAND NEW WATER HEATER, vaulted ceilings, a wood-burning fireplace, and rich wood-like flooring

  Blaike Gill KELLER WILLIAMS WINTER PARK

  240 Killarney Bay Ct Unit 4, Winter Park, FL 32789
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  /2

  $286,000 Sold Jul 17, 2025

  • 1,401 Sq Ft
  • $204/SF
  • 16 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  1670 Clematis Ln, Winter Park, FL 32792

  Location, Location, Location! Don’t miss this fantastic opportunity in highly desirable Winter Park—a beautiful 3-bedroom, 2-bath home with a heated pool! Recent Upgrades Include: Pool resurfaced (2023), Electrical panel replaced (2023), New roof and AC (2021), New water heater, Fully fenced backyard for privacy and convenience. While the home boasts major mechanical updates, the price reflects

  Betsy Breton-Garcia KELLER WILLIAMS WINTER PARK

  1670 Clematis Ln, Winter Park, FL 32792
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  /37

  Est $175,244 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 793 Sq Ft

  200 Saint Andrews Blvd Unit 608, Winter Park, FL 32792

  200 Saint Andrews Blvd Unit 608, Winter Park, FL 32792
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  /23

  $169,900

  • 1 Bed
  • 1 Bath
  • 727 Sq Ft

  200 St Andrews Blvd Unit 601, Winter Park, FL 32792

  Welcome to this spacious and beautifully updated first-floor condo with 1 bedroom, 1 bathroom in the heart of Winter Park, the highly sought after Four Seasons community. This unit offers the convenience of walk-up access and a covered carport just steps from your private screened patio and laundry inside the unit. The kitchen was remodeled in 2021 and features white shaker-style cabinetry, a

  Amy Turner KELLER WILLIAMS WINTER PARK

  200 St Andrews Blvd Unit 601, Winter Park, FL 32792
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  /2

  $760,000 Sold Jul 17, 2025

  • 2,192 Sq Ft
  • $347/SF
  • 42 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2019

  2159 Marsh Sedge Ln, Winter Park, FL 32792

  JUST LISTED - FANTASTIC WINTER PARK CONSERVATION LOT HOME LOCATED IN THE HEART OF THE PRESERVE AT HAWKS CREST!– 2159 Marsh Sedge Lane, Winter Park – Stunning Hawk’s Crest Residence – Offered at $789,000! Highly desirable, single-story residence in Winter Park’s newest gated community. This is the Pomelo model built by Meritage Homes. An absolutely stunning, immaculate, "betterthan new

  Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

  2159 Marsh Sedge Ln, Winter Park, FL 32792
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  /21

  Est $296,774 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,058 Sq Ft

  5752 Marble Ct, Winter Park, FL 32792

  5752 Marble Ct, Winter Park, FL 32792
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  /45

  $1,899,000

  • 5 Beds
  • 4.5 Baths
  • 3,533 Sq Ft

  617 Worthington Dr, Winter Park, FL 32789

  WINTER PARK FIVE BEDROOM POOL HOME - Discover luxurious living in the heart of Winter Park! Crafted with exquisite attention to detail, this 5-bedroom, 4.5-bathroom pool residence showcases absolute perfection and modern elegance. Built in 2018 by David Weekley Homes, the property boasts a captivating stone facade and a private backyard oasis featuring a saltwater, heated pool and spa with water

  Kelly Price KELLY PRICE & COMPANY LLC

  617 Worthington Dr, Winter Park, FL 32789
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  /2

  $252,500 Sold Jul 17, 2025

  • 1,669 Sq Ft
  • $151/SF
  • 65 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  2309 Sun Valley Cir, Winter Park, FL 32792

  Welcome to the largest floor plan in the community! This beautifully maintained 2 bedroom, 2 bathroom condo offers a fresh coat of interior paint and a thoughtfully designed layout perfect for comfortable living and entertaining.The main floor features two spacious bedrooms and an open-concept living and dining area, while the upstairs boasts a generous loft—ideal for a third bedroom,

  Kristin Vogt CENTURY 21 INTEGRA

  2309 Sun Valley Cir, Winter Park, FL 32792
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  /37

  Est $1,192,797 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,702 Sq Ft

  325 Park North Ct, Winter Park, FL 32789

  325 Park North Ct, Winter Park, FL 32789
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  /99

  $5,495,000

  • 5 Beds
  • 6.5 Baths
  • 7,278 Sq Ft

  2211 Azalea Place, Winter Park, FL 32789

  Exquisite Waterfront Estate in the Heart of Winter Park - Welcome to 2211 Azalea Place, a rare and remarkable waterfront estate nestled on a quiet street in one of Winter Park’s most prestigious neighborhoods—just moments from the exclusive Winter Park Racquet Club. This extraordinary residence offers the perfect blend of timeless architecture, refined finishes, and state-of-the-art updates, all

  Maggie Walas FORTUNE INTERNATIONAL REALTY

  2211 Azalea Place, Winter Park, FL 32789
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  /2

  $310,000 Sold Jul 17, 2025

  • Land
  • 1.01 Acres
  • $306,931 per Acre

  • 94 Days On Market

  3520 Wilde Ave, Winter Park, FL 32792

  Discover the ideal spot for your dream home on this cleared, ready-to-build spacious, just over an acre, lot in coveted Winter Park. Nestled on the end of a quiet cul-de-sac yet situated minutes to Park Avenue boutique shops and restaurants (5.2 mi. away), Dinky Dock public boat ramp (5 mi.), and 3 local universities - Rollins (5.2 mi.), UCF (5.5 mi.) and Full Sail (1.6 mi.). A cleared and level

  Gwendolen Flynn COLDWELL BANKER RESIDENTIAL RE

  3520 Wilde Ave, Winter Park, FL 32792
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  /27

  Est $456,298 Not Listed For Sale

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

  2957 Clever Ln, Winter Park, FL 32792

  2957 Clever Ln, Winter Park, FL 32792

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