Winter Park, FL Homes for Sale with Pool

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  /31

  $1,262,500

  $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

  Courtney Lindsay UNITED REAL ESTATE PREFERRED

  2015 Summerfield Rd, Winter Park, FL 32792
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  /21

  $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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  /34

  $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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  /49

  $1,900,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,950 Sq Ft

  1702 Arbor Park Dr, Winter Park, FL 32789

  Set along a charming, tree-lined street in Winter Park, this stunning new construction home brings together modern farmhouse character, thoughtfully designed interiors, and an exceptional outdoor living experience. Inside, a dedicated home office just off the entry provides a private and convenient workspace. Beyond, the main living area serves as the heart of the home, where a custom

  Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  1702 Arbor Park Dr, Winter Park, FL 32789
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  /34

  $549,000

  $66K PRICE DROP

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

  4392 Wardell Place Unit 201, Orlando, FL 32814

  SIGNIFICANT PRICE IMPORVEMENT!! 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

  Brian Cirillo BALDWIN PARK REALTY LLC

  4392 Wardell Place Unit 201, Orlando, FL 32814
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  /63

  $249,000

  $10K PRICE DROP

  • 2 Beds
  • 3 Baths
  • 1,328 Sq Ft

  1713 Gulfview Dr Unit 435B, Maitland, FL 32751

  Welcome home to this beautifully updated two-story condo nestled in one of Maitland's most established communities, where lush mature landscaping, winding sidewalks, a community pool, lake access and a private dock create a peaceful setting just minutes from some of Central Florida's favorite restaurants, shopping and entertainment. Enjoy easy access to Enzian Theater, Winter Park Village, Trader

  Becki Douglas MAINFRAME REAL ESTATE

  1713 Gulfview Dr Unit 435B, Maitland, FL 32751
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  /76

  $2,995,000

  New Construction

  • 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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  /14

  $239,000

  • 2 Beds
  • 2 Baths
  • 1,087 Sq Ft

  1711 Grove St Unit 519, Maitland, FL 32751

  Virtually Staged. Rare updated 2/2 | | Top-Rated SchoolsWelcome to peaceful Park Lake Villas! This fully updated single-story condo has spacious living, major energy-efficient upgrades, and an unbeatable location zoned for Dommerich Elementary, Maitland Middle, and Edgewater High.Key Features Brand New A/C (2025) & Updated R-38 Insulation Low-E Thermal Pane Windows & Slider Door replaced

  Steven Koleno BEYCOME OF FLORIDA LLC

  1711 Grove St Unit 519, Maitland, FL 32751
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  /35

  $998,400

  $97K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,349 Sq Ft

  505 Westminster St, Orlando, FL 32803

  BUYER FINANCING FELL THROUGH! Here's your chance... Stunning Renovation in the Heart of Orwin Manor | $998,400 | 3 BD | 3 BA | 2,349 SFA rare find in one of Winter Park's most sought-after neighborhoods, this beautifully reimagined 1947 estate blends the character of a classic home with the quality of brand-new construction. Renovated by the celebrated Maroon Fine Homes, every inch of its

  Kelly Price KELLY PRICE & COMPANY LLC

  505 Westminster St, Orlando, FL 32803
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  /36

  $705,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  1819 Lake Sue Dr, Orlando, FL 32803

  Beautifully maintained and thoughtfully enhanced home nestled in the highly sought-after Audubon Park neighborhood, offering a wonderful blend of character, comfort, and modern updates. Owners have thoughtfully improved the property with a focus on both functionality and entertainment. The backyard has been transformed with professionally landscaped areas and low-maintenance turf, including a

  Bettina Guild RE/MAX ACTION FIRST OF FLORIDA

  1819 Lake Sue Dr, Orlando, FL 32803
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  /34

  $799,890

  $35K PRICE DROP

  • 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 EXP REALTY LLC

  2624 Tuscarora Trail, Maitland, FL 32751

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