Winter Park Homes for Sale

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  $1,500,000

  • 5 Beds
  • 4.5 Baths
  • 3,109 Sq Ft

  777 Halifax Ave, Winter Park, FL 32792

  Virtually Staged. Welcome to 777 Halifax Avenue — a 2021 David Weekley home that still feels brand new, tucked into one of Winter Park's most sought-after neighborhoods.Step inside and you'll understand why buyers love the Easterley floorplan. It's the rare five-bedroom that actually lives easy: the primary suite sits right on the main floor, so there's no climbing stairs at the end of a

  Jared Smith SAFFORD REAL ESTATE LLC

  777 Halifax Ave, Winter Park, FL 32792
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  /3

  $2,070,000

  New Construction $175K PRICE INCREASE

  • 5 Beds
  • 4.5 Baths
  • 3,617 Sq Ft

  914 Enclave Place, Winter Park, FL 32792

  Pre-Construction. To be built. 914 Enclave Place is a beautiful Alys Beach inspired design. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies, being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and designed with

  Matthew Burks CORCORAN PREMIER REALTY

  914 Enclave Place, Winter Park, FL 32792
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  /34

  $710,000

  $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  300 Carolina Ave Unit 402C, Winter Park, FL 32789

  Virtually Staged. Welcome to Park West Condominiums — one of Winter Park’s most coveted and rarely available condominium communities, ideally located just one block from the boutiques, dining, and charm of Park Avenue. This unique 4th floor residence offers an exceptional combination of space, privacy, and potential. Featuring 3 bedrooms and 2 bathrooms, the expansive floor plan has been enlarged

  Erin Baker FANNIE HILLMAN & ASSOCIATES

  300 Carolina Ave Unit 402C, Winter Park, FL 32789
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  /28

  $635,000

  $100K 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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  /35

  $899,000

  • 3 Beds
  • 2.5 Baths
  • 2,022 Sq Ft

  1621 Chestnut Ave, Winter Park, FL 32789

  Welcome to 1621 Chestnut Avenue, ideally situated in the heart of Winter Park's coveted "Tree Streets" neighborhood. Offered at $899,000, this single-story block home sits on a generous 50x150' lot and offers 2,022 square feet of living space with 3 bedrooms and 2.5 baths. Whether you envision a thoughtful remodel or a ground-up new build, this property presents outstanding potential in one of

  Kelly Price KELLY PRICE & COMPANY LLC

  1621 Chestnut Ave, Winter Park, FL 32789
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  /31

  $1,262,500

  Open Sat 12PM - 3PM $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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  /49

  $1,900,000

  New Construction Open Sat 11AM - 1PM

  • 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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  /2

  $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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  /28

  $625,000

  • 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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