Homes in ZIP Code 32792

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  /60

  $749,000

  Pending

  • 5 Beds
  • 3 Baths
  • 3,493 Sq Ft

  103 Longhorn Rd, Winter Park, FL 32792

  Under contract-accepting backup offers. This 5 bedroom, 3 bath home is located on a quiet, large 0.73-acre lot with no deed restrictions that includes an oversized backyard lanai, patio, and in-ground swimming pool. Just minutes from the restaurants and shops of downtown Winter Park, the ‘courtyard ranch style’ 3,493 sq. ft. home features a front foyer that opens to a living room and a family

  Maria Van Warner FANNIE HILLMAN & ASSOCIATES

  103 Longhorn Rd, Winter Park, FL 32792
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  /2

  $420,000

  Sold Jul 17, 2025

  5334 Cypress Dr, Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 1,734 Sq Ft
  • Built 1976

  Last Sold Summary

  • 1% Above List Price
  • $242/SF
  • 4 Days On Market

  Current Estimated Value $426,676

  Last Listing Agent Jeff Taulbee CHARLES RUTENBERG REALTY ORLANDO

  5334 Cypress Dr, Winter Park, FL 32792
• 

  

  /2

  Est $264,349

  Not Listed For Sale

  2526 Leeward Way, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 1,327 Sq Ft
  • Built 1976

  2526 Leeward Way, Winter Park, FL 32792

  Last Sold Summary

  • 121 Days On Market
• 

  

  

  /34

  $549,000

  $11K PRICE DROP Pre-Foreclosure

  • 3 Beds
  • 3 Baths
  • 1,602 Sq Ft

  7641 Village Green Dr, Winter Park, FL 32792

  Welcome to this beautifully maintained home in the heart of Winter Park, where comfort, charm, and convenience come together effortlessly. Nestled in a central Florida community, this residence offers a warm and inviting atmosphere from the moment you step inside. The home features a spacious and functional layout filled with natural light, creating an ideal setting for both everyday living and

  Jannett Marten Compass Florida, LLC

  7641 Village Green Dr, Winter Park, FL 32792
• 

  

  /2

  $439,900

  Sold Feb 12, 2026

  2835 Bongart Rd, Winter Park, FL 32792

  • 3 Beds
  • 3 Baths
  • 1,880 Sq Ft
  • Built 1961

  Last Sold Summary

  • $234/SF
  • 4 Days On Market

  Current Estimated Value $433,822

  Last Listing Agent Irina Paul FUTURE HOME REALTY INC

  2835 Bongart Rd, Winter Park, FL 32792
• 

  /2

  Est $465,104

  Not Listed For Sale

  3447 Astoria Ct, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 2018

  3447 Astoria Ct, Winter Park, FL 32792

  Last Sold Summary

  • 18 Days On Market
• 

  

  /49

  $649,000

  • 4 Beds
  • 2 Baths
  • 1,876 Sq Ft

  2700 Cady Way, Winter Park, FL 32792

  Welcome to this charming, renovated 4-bedroom, 2-bath home in the highly desirable Winter Park Pines neighborhood, with the Cady Way Trail just steps from your front door. Move-in ready and thoughtfully maintained, this home offers the perfect blend of comfort, style, and an unbeatable location. Inside, the updated kitchen features stainless steel appliances and opens to a cozy sitting area with

  Megan Byers PREMIER SOTHEBY'S INTL. REALTY

  2700 Cady Way, Winter Park, FL 32792
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  /59

  $300,000

  Sold Dec 23, 2025

  1405 Auburn Green Loop, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 1,126 Sq Ft
  • Built 1984

  Last Sold Summary

  • 17% Below List Price
  • $266/SF
  • 170 Days On Market

  Current Estimated Value $308,144

  Last Listing Agent Geannina Mejia-Acevedo Charles Rutenberg Realty Orlan

  1405 Auburn Green Loop, Winter Park, FL 32792
• 

  /2

  Est $175,675

  Not Listed For Sale

  1920 Woodcrest Dr Unit 2, Winter Park, FL 32792

  • 1 Bed
  • 1 Bath
  • 768 Sq Ft
  • Built 1969

  1920 Woodcrest Dr Unit 2, Winter Park, FL 32792

  Last Sold Summary

  • 180 Days On Market
• 

  

  /34

  $1,399,000

  New Construction $76K PRICE DROP Pending

  • 4 Beds
  • 3.5 Baths
  • 2,509 Sq Ft

  2454 Brookshire Ave, Winter Park, FL 32792

  Under contract-accepting backup offers. Virtually Staged. Welcome to this aesthetic custom luxury home in an unbeatable Winter Park location.From the moment you arrive, the custom landscaping and automated lighting make a statement, day or night.At the center of the home, the chef's kitchen is both a showpiece and a performance space. A commanding 48-inch Z-Line gas range with 8 Italian-made

  Norma Gonsalves COLDWELL BANKER REALTY

  2454 Brookshire Ave, Winter Park, FL 32792
• 

  /2

  $660,000

  Sold Jun 05, 2026

  5275 Pine Lily Cir, Winter Park, FL 32792

  • 5 Beds
  • 3.5 Baths
  • 3,152 Sq Ft
  • Built 2014

  Last Sold Summary

  • 4% Below List Price
  • $209/SF
  • 87 Days On Market

  Current Estimated Value $666,258

  Last Listing Agent Kathy Williams REAL BROKER, LLC

  5275 Pine Lily Cir, Winter Park, FL 32792
• 

  

  /23

  Est $158,881

  Not Listed For Sale

  1000 S Semoran Blvd Unit 804, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 1,049 Sq Ft
  • Built 1969

  1000 S Semoran Blvd Unit 804, Winter Park, FL 32792

  Last Sold Summary

  • 111 Days On Market
• 

  

  /4

  $1,899,000

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,620 Sq Ft

  910 Enclave Place, Winter Park, FL 32792

  Pre-Construction. To be built. 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 intention, The Enclave offers a rare opportunity to enjoy a

  Laura Earl CORCORAN PREMIER REALTY

  910 Enclave Place, Winter Park, FL 32792
• 

  

  /18

  $1,000,000

  Sold May 15, 2026

  1903 S Lakemont Ave, Winter Park, FL 32792

  • 4,056 Sq Ft
  • Built 1964

  Last Sold Summary

  • 60% Below List Price
  • $247/SF
  • 386 Days On Market

  Last Listing Agent Maria Tenner Platinum Properties Int'l Inc.

  1903 S Lakemont Ave, Winter Park, FL 32792
• 

  

  /30

  Est $209,837

  Not Listed For Sale

  1000 S Semoran Blvd Unit 108, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,457 Sq Ft
  • Built 1969

  1000 S Semoran Blvd Unit 108, Winter Park, FL 32792

  Last Sold Summary

  • 166 Days On Market
• 

  

  /34

  $519,999

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,092 Sq Ft

  2217 Sussex Rd, Winter Park, FL 32792

  Back in market after upgrades !!! Welcome to 2217 Sussex Road — a beautifully maintained turnkey pool home nestled in the heart of Winter Park, one of Central Florida’s most sought-after communities. Surrounded by renowned golf courses, top-rated Seminole County schools, lush parks, and family-friendly neighborhoods, this exceptional residence offers the perfect blend of comfort, convenience, and

  Thess Hubilla PREFERRED REAL ESTATE BROKERS

  2217 Sussex Rd, Winter Park, FL 32792
• 

  /2

  $390,000

  Sold Oct 27, 2025

  5346 Cypress Dr, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,670 Sq Ft
  • Built 1976

  Last Sold Summary

  • 7% Below List Price
  • $234/SF
  • 31 Days On Market

  Current Estimated Value $391,624

  Last Listing Agent Kristy Kesterson KELLER WILLIAMS ADVANTAGE REALTY

  5346 Cypress Dr, Winter Park, FL 32792
• 

  

  /20

  Est $118,711

  Not Listed For Sale

  1000 S Semoran Blvd Unit 401, Winter Park, FL 32792

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft
  • Built 1969

  1000 S Semoran Blvd Unit 401, Winter Park, FL 32792

  Last Sold Summary

  • 12 Days On Market
• 

  

  /44

  $638,900

  $11K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,469 Sq Ft

  1926 Natalen Rd, Winter Park, FL 32792

  Under contract-accepting backup offers. ***MUST SEE WINTER PARK POOL HOME***Explore the virtual tours to fully appreciate the beauty of this completely renovated 3 bedroom/2 bath solid block poolhome nestled in the highly desirable Kenilworth Shores community in Winter Park. This move-in-ready home features anopen layout with vaulted ceilings and an abundance of natural light,

  Joseph Cosgrove JAMIESON PROPERTIES, INC.

  1926 Natalen Rd, Winter Park, FL 32792
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  /2

  $170,000

  Sold Sep 04, 2025

  3651 N Goldenrod Rd Unit 210, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft
  • Built 1990

  Last Sold Summary

  • 15% Below List Price
  • $202/SF
  • 176 Days On Market

  Last Listing Agent Elenice Pereira WRA BUSINESS & REAL ESTATE

  3651 N Goldenrod Rd Unit 210, Winter Park, FL 32792

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