28,401

Winter Park, FL Homes

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  • /4

    $2,195,000

    New Construction
    • 5 Beds
    • 5 Baths
    • 3,831 Sq Ft

    942 Enclave Place, Winter Park, FL 32792

    Pre-Construction. To be built. 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

    Matthew Burks CORCORAN PREMIER REALTY

    942 Enclave Place, Winter Park, FL 32792
  • /58

    $3,300 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,891 Sq Ft
    • House for Rent

    1843 Shadyhill Terrace, Winter Park, FL 32792

    Available for lease in the desirable Autumn Glen community of Winter Park. This spacious and well-maintained 4-bedroom, 2-bathroom single-family home offers comfort, space, and serenity in a peaceful neighborhood setting. Thoughtfully landscaped with lush greenery and tranquil water views, the home features an oversized kitchen with stainless steel appliances, ample storage, and a pass-through

    Beatrice Miranda METRO CITY REALTY

    1843 Shadyhill Terrace, Winter Park, FL 32792
  • /2

    $627,000

    Sold Mar 23, 2026

    428 Selkirk Dr, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 1,782 Sq Ft
    • Built 1957

    Last Sold Summary

    • 5% Below List Price
    • $352/SF
    • 103 Days On Market

    Current Estimated Value $627,344

    Last Listing Agent Sheri Malin REDFIN CORPORATION

    428 Selkirk Dr, Winter Park, FL 32792
    • /77

      Est $754,470

      Not Listed For Sale

      7904 Pleasant Pine Cir, Winter Park, FL 32792

      • 5 Beds
      • 4 Baths
      • 3,496 Sq Ft
      • Built 2014
      7904 Pleasant Pine Cir, Winter Park, FL 32792

      Last Sold Summary

      • 18 Days On Market

  • /10

    $2,399,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,479 Sq Ft

    2838 Wright Ave, Winter Park, FL 32789

    Under Construction. A refined expression of new construction by LUIH Homes, this exceptional two-story residence blends timeless architecture with thoughtfully curated modern living in one of Central Florida’s desirable locations. From moment of arrival, the home impresses with beautiful curb appeal, a welcoming presence and a design that balances elegance with everyday comfort. Inside, gorgeous

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    2838 Wright Ave, Winter Park, FL 32789
  • /19

    $1,175 Per Month

    • 1 Bed
    • 1 Bath
    • 638 Sq Ft
    • House for Rent

    1695 Lee Rd, Winter Park, FL 32789

    Don't miss out on this cozy 1-bedroom, 1-bathroom condo at Waterfall Cove. The unit has been newly painted throughout and features kitchen appliances, upgraded blinds, ceiling fans, and a full-size washer and dryer. You can also enjoy your morning coffee on the private patio. The community offers excellent amenities, including a pool, playground, and picnic area. Waterfall Cove is ideally located

    1695 Lee Rd, Winter Park, FL 32789
  • /2

    $625,000

    Sold Mar 27, 2026

    1500 Berkshire Ave, Winter Park, FL 32789

    • 3 Beds
    • 1.5 Baths
    • 1,485 Sq Ft
    • Built 1925

    Last Sold Summary

    • $421/SF
    • 51 Days On Market

    Current Estimated Value $615,808

    Last Listing Agent Lianna D'Angelo SOTERA LIVING

    1500 Berkshire Ave, Winter Park, FL 32789
    • /28

      Est $269,960

      Not Listed For Sale

      7113 Swallow Run Unit 2, Winter Park, FL 32792

      • 3 Beds
      • 2.5 Baths
      • 1,608 Sq Ft
      • Built 2011
      7113 Swallow Run Unit 2, Winter Park, FL 32792

      Last Sold Summary

      • 77 Days On Market

  • /35

    $595,000

    Pending
    • 4 Beds
    • 2 Baths
    • 2,355 Sq Ft

    332 Fleet Rd, Winter Park, FL 32792

    Under contract-accepting backup offers. Tucked away on a quiet dead-end street in sought-after Winter Park Pines, this beautifully maintained 4-bedroom/ 2 bath pool home offers the perfect blend of privacy, updates, and location. Designed with a desirable split floor plan, the home provides separation between the primary suite and secondary bedrooms while offering comfortable spaces for everyday

    Melissa Condrey COMPASS FLORIDA LLC

    332 Fleet Rd, Winter Park, FL 32792
  • /18

    $1,295 Per Month

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • Condo for Rent

    3651 N Goldenrod Rd Unit 207, Winter Park, FL 32792

    Beautifully Updated 2-Bed/2-Bath Condo Near UCF & Full Sail! Step into this stylish and freshly updated second-floor condo, featuring two spacious bedrooms and two modern bathrooms. You'll love the new luxury vinyl plank flooring and fresh paint throughout, creating a clean, contemporary feel. Enjoy the light and airy open-concept living space, filled with natural sunlight and perfect for both

    Melissa Vance MAINFRAME REAL ESTATE

    3651 N Goldenrod Rd Unit 207, Winter Park, FL 32792
  • /2

    $1,430,000

    Sold Nov 10, 2025

    1011 Mckean Cir, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,230 Sq Ft
    • Built 1955

    Last Sold Summary

    • $641/SF
    • 0 Days On Market

    Current Estimated Value $1,470,576

    Last Listing Agent John McDade FANNIE HILLMAN & ASSOCIATES

    1011 Mckean Cir, Winter Park, FL 32789
    • /51

      Est $436,719

      Not Listed For Sale

      2760 Bright Bird Ln, Winter Park, FL 32792

      • 3 Beds
      • 2.5 Baths
      • 1,907 Sq Ft
      • Built 2023
      2760 Bright Bird Ln, Winter Park, FL 32792

  • /30

    $429,999

    • 3 Beds
    • 2 Baths
    • 1,727 Sq Ft

    1914 Bonanza Ct, Winter Park, FL 32792

    Welcome to your winter Park retreat! Step into this beautifully renovated 3 bedroom, 2 bathroom home where modern meets timeless comfort. Designed with an open floor plan, the living space flows seamlessly, making it perfect for both entertaining and everyday living. The brand new kitchen shines with contemporary finishes, while the new flooring throughout the home adds warmth and style. Both

    Judy Julien KELLER WILLIAMS WINTER PARK

    1914 Bonanza Ct, Winter Park, FL 32792
  • /27

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • FOR RENT!! RECENTLY RENOVATED 2 BEDROOM 2 BATH CONDO (FIRST FLOOR)...

    3651 N Goldenrod Rd, Winter Park, FL 32792

    This 2 bedroom 2 bath condo at Lancelot at Winter Park. has recently been renovated and is ready for rent. We do have a few minor items left to complete, but this condo is simply Beautiful. This first floor 2 bedroom condo has been completely renovated featuring New Paint, Cabinets, Appliances, Fixtures, Flooring and so much more. This condo has an open feel that commands a genourous amount of

    3651 N Goldenrod Rd, Winter Park, FL 32792
  • /2

    $439,900

    Sold Jul 22, 2025

    1945 Bering Ave, Winter Park, FL 32789

    • 3 Beds
    • 1.5 Baths
    • 1,576 Sq Ft
    • Built 1958

    Last Sold Summary

    • $279/SF
    • 6 Days On Market

    Current Estimated Value $447,104

    Last Listing Agent Carmen Gonzalez, Pa HORIZON WEST REALTY

    1945 Bering Ave, Winter Park, FL 32789
    • /17

      Est $434,273

      Not Listed For Sale

      2748 Bright Bird Ln, Winter Park, FL 32792

      • 3 Beds
      • 2.5 Baths
      • 1,907 Sq Ft
      • Built 2023
      2748 Bright Bird Ln, Winter Park, FL 32792

      Last Sold Summary

      • 157 Days On Market

  • /39

    $695,000

    $24K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,688 Sq Ft

    2215 Woodcrest Dr, Winter Park, FL 32792

    Virtually Staged. This move-in-ready classic ranch-style pool home offers a relaxed 60’s retro vibe with vaulted ceilings, 4 bedrooms, 2 full bathrooms, and light-filled living spaces. Newer manufactured wood flooring flows throughout the main living spaces, complementing the spacious layout that includes a formal living room, dining area, breakfast nook, and a large free-flowing kitchen designed

    Michael Rains, P.A. ADAIR REALTY INC

    2215 Woodcrest Dr, Winter Park, FL 32792
  • /2

    $570,000

    Sold May 04, 2026

    1537 Bantam Way, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 2,312 Sq Ft
    • Built 2022

    Last Sold Summary

    • 20% Above List Price
    • $247/SF
    • 3 Days On Market

    Current Estimated Value $497,367

    Last Listing Agent Jared Dunn LIVE MVRK LLC

    1537 Bantam Way, Winter Park, FL 32792
    • /18

      Est $206,836

      Not Listed For Sale

      7413 Belle River Ct Unit 3, Winter Park, FL 32792

      • 3 Beds
      • 2.5 Baths
      • 1,151 Sq Ft
      • Built 1983
      7413 Belle River Ct Unit 3, Winter Park, FL 32792

      Last Sold Summary

      • 2 Days On Market

  • /15

    $219,900

    $20K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,230 Sq Ft

    7771 Country Place Unit 7, Winter Park, FL 32792

    Under contract-accepting backup offers. Motivated Seller....Fantastic 3-Bedroom, 2-Bathroom Condo Located in the Highly Desirable Winter Park Area! This Home Features an Open Galley Kitchen with a High Vaulted Ceiling and a Convenient Pantry. The Spacious Living/Dining Room Combination Also Boasts Vaulted Ceilings and Fills with Natural Light Through the Sliding Glass Doors, Creating an Inviting

    Ivan Tobon OUTLET REALTY

    7771 Country Place Unit 7, Winter Park, FL 32792

Showing Results 681 - 720, Page 18 of 18

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