11,841

Homes in ZIP Code 32789

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    • /24

      Est $343,197 Not Listed For Sale

      311 E Morse Blvd Unit 7-3, Winter Park, FL 32789

      • 1 Bed
      • 1 Bath
      • 540 Sq Ft
      • Built 1960
      311 E Morse Blvd Unit 7-3, Winter Park, FL 32789

      Last Sold Summary

      • 5% Below List Price
      • $667/SF
      • 100 Days On Market
      • Last Sold Price $360,000
      • May 19, 2023

      Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

  • /22

    $499,000

    • 4 Beds
    • 2 Baths
    • 1,514 Sq Ft

    2560 Franklin Ave, Winter Park, FL 32789

    Come see this charming 4 bed, 2 bath, 2 story home in Winter Park/ Lake Killarney location, 6 mins to downtown Winter park & Winter Park Village with an outdoor shopping center featuring many shops & restaurants. Convenience to Wholefood & Publix Supermarket. Quiet neighborhood with No HOA fees. Its stone elevation gives a captivating curb appeal. Situated on a generous 0.34 acres lot. The

    Jiraporn Wasserman LoKation

    2560 Franklin Ave, Winter Park, FL 32789
  • /2

    $360,000 Sold Nov 20, 2025

    611 Ololu Dr, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,145 Sq Ft
    • Built 1973

    Last Sold Summary

    • 1% Above List Price
    • $314/SF
    • 7 Days On Market

    Current Estimated Value $359,992

    Last Listing Agent Amanda Johnson HOMERUN REALTY, LLC

    611 Ololu Dr, Winter Park, FL 32789
    • /22

      Est $483,006 Not Listed For Sale

      311 E Morse Blvd Unit 6-8, Winter Park, FL 32789

      • 1 Bed
      • 1 Bath
      • 884 Sq Ft
      • Built 1960
      311 E Morse Blvd Unit 6-8, Winter Park, FL 32789

      Last Sold Summary

      • 8% Below List Price
      • $594/SF
      • 25 Days On Market
      • Last Sold Price $525,000
      • Jul 10, 2024

      Last Listing Agent Nicole Seybold FANNIE HILLMAN & ASSOCIATES

  • /45

    $1,100,000

    • 4 Beds
    • 4 Baths
    • 2,916 Sq Ft

    1611 Chestnut Ave, Winter Park, FL 32789

    Situated on arguably the finest brick street in Winter Park, beneath a canopy of live oaks, this fully renovated 4-bedroom, 4-bath home delivers the rarest combination: the soul of an established neighborhood, unique charm and character, and the bones of new construction. Gutted to the studs and rebuilt with intention, every major system is new — electrical, Carrier ACs, roof, ductwork, drywall,

    Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

    1611 Chestnut Ave, Winter Park, FL 32789
  • /2

    $1,535,000 Sold Mar 30, 2026

    507 Country Club Dr, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,985 Sq Ft
    • Built 2020

    Last Sold Summary

    • 1% Below List Price
    • $514/SF
    • 27 Days On Market

    Current Estimated Value $1,535,586

    Last Listing Agent Lianna D'Angelo SOTERA LIVING

    507 Country Club Dr, Winter Park, FL 32789
    • /32

      Est $464,905 Not Listed For Sale

      311 E Morse Blvd Unit 6-2, Winter Park, FL 32789

      • 1 Bed
      • 1 Bath
      • 1,192 Sq Ft
      • Built 1960
      311 E Morse Blvd Unit 6-2, Winter Park, FL 32789

      Last Sold Summary

      • 19% Above List Price
      • $327/SF
      • 80 Days On Market
      • Last Sold Price $390,000
      • Jun 16, 2023

      Last Listing Agent Anthony Consalvo FLORIDA ONE REAL ESTATE LLC

  • /44

    $739,000

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft

    1701 Goodrich Ave, Winter Park, FL 32789

    Welcome to this thoughtfully updated Winter Park home ideally on a spacious corner lot with a two-car garage offering excellent storage and everyday convenience. This home offers a flexible layout featuring two bedrooms plus an office that can function as a third bedroom, ideal for working from home or accommodating guests. Hardwood floors run throughout, adding warmth and character. Major system

    Audra Wilks PREMIER SOTHEBY'S INTL. REALTY

    1701 Goodrich Ave, Winter Park, FL 32789
  • /2

    $1,000,500 Sold Dec 11, 2025

    210 E Rockwood Way, Winter Park, FL 32789

    • 3 Beds
    • 1.5 Baths
    • 1,431 Sq Ft
    • Built 1950

    Last Sold Summary

    • $699/SF
    • 0 Days On Market

    Current Estimated Value $968,531

    Last Listing Agent Penny Puente DALTON WADE INC

    210 E Rockwood Way, Winter Park, FL 32789
    • /6

      Est $2,115,791 Not Listed For Sale

      140 E Morse Blvd Unit I, Winter Park, FL 32789

      • 3 Beds
      • 2 Baths
      • 2,291 Sq Ft
      • Built 2008
      140 E Morse Blvd Unit I, Winter Park, FL 32789

      Last Sold Summary

      • 4% Below List Price
      • $960/SF
      • 65 Days On Market
      • Last Sold Price $2,200,000
      • Dec 15, 2023

      Last Listing Agent Andrea Sider, PA KELLER WILLIAMS WINTER PARK

  • /37

    $2,300,000

    • 5 Beds
    • 4 Baths
    • 4,021 Sq Ft

    800 Juanita Rael, Winter Park, FL 32789

    Welcome to an exceptional opportunity in the highly desirable Park Grove community, an impeccably updated one-story residence ideally situated just moments from the vibrant shops and dining of Park Avenue and all that downtown Winter Park has to offer. With charming curb appeal, pristine landscaping and timeless architectural appeal, this home makes a stunning first impression. Inside, a

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    800 Juanita Rael, Winter Park, FL 32789
  • /2

    $555,000 Sold Jan 29, 2026

    1267 Michigan Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 1,798 Sq Ft
    • Built 2019

    Last Sold Summary

    • 17% Below List Price
    • $309/SF
    • 88 Days On Market

    Current Estimated Value $569,786

    Last Listing Agent Megan Cross FANNIE HILLMAN & ASSOCIATES

    1267 Michigan Ave, Winter Park, FL 32789
    • /51

      Est $727,453 Not Listed For Sale

      106 S Interlachen Ave Unit 416, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,143 Sq Ft
      • Built 1971
      106 S Interlachen Ave Unit 416, Winter Park, FL 32789

      Last Sold Summary

      • 10% Above List Price
      • $577/SF
      • 55 Days On Market
      • Last Sold Price $660,000
      • Dec 21, 2023

      Last Listing Agent Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  • /89

    $8,950,000

    • 7 Beds
    • 11 Baths
    • 11,255 Sq Ft

    1120 Preserve Point Dr, Winter Park, FL 32789

    In the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean estate is a private oasis. With over 11,000 square feet of living area and a beautifully landscaped lakefront lot, this residence offers an exceptional blend of elegance, charm and privacy rarely found in Winter Park. The home features seven spacious bedrooms and nine full and two half baths.

    Hal George PREMIER SOTHEBY'S INTL. REALTY

    1120 Preserve Point Dr, Winter Park, FL 32789
  • /2

    $330,000 Sold Jul 23, 2025

    700 Melrose Ave J 1 Ave Unit J1, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,074 Sq Ft
    • Built 1964

    Last Sold Summary

    • 16% Below List Price
    • $307/SF
    • 303 Days On Market

    Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

    700 Melrose Ave J 1 Ave Unit J1, Winter Park, FL 32789
    • /39

      Est $721,454 Not Listed For Sale

      104 S Interlachen Ave Unit 414, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,267 Sq Ft
      • Built 1971
      104 S Interlachen Ave Unit 414, Winter Park, FL 32789

      Last Sold Summary

      • 11% Above List Price
      • $513/SF
      • 37 Days On Market
      • Last Sold Price $650,000
      • Apr 03, 2024

      Last Listing Agent James Lyon COLLADO REAL ESTATE

  • /65

    $4,200,000

    • 4 Beds
    • 4.5 Baths
    • 4,181 Sq Ft

    1161 Valencia Ave, Winter Park, FL 32789

    Conveniently situated near the Winter Park Country Club, this contemporary masterpiece, built by premier builder Z Properties, offers the ideal mix of style, comfort, and modern living. Completed in 2021, the residence has 4,181 square feet of thoughtfully designed living space, including four bedrooms each with a private ensuite bath and an additional powder room. A 412-square-foot casita with a

    Lisa Mahjoub THE REAL ESTATE COLLECTION LLC

    1161 Valencia Ave, Winter Park, FL 32789
  • /2

    $2,495,000 Sold Jul 22, 2025

    940 Lincoln Cir, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 3,551 Sq Ft
    • Built 1995

    Last Sold Summary

    • 26% Below List Price
    • $703/SF
    • 47 Days On Market

    Current Estimated Value $2,514,447

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    940 Lincoln Cir, Winter Park, FL 32789
    • /2

      Est $791,543 Not Listed For Sale

      106 S Interlachen Ave Unit 317, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,351 Sq Ft
      • Built 1971
      106 S Interlachen Ave Unit 317, Winter Park, FL 32789

      Last Sold Summary

      • 1% Above List Price
      • $577/SF
      • 0 Days On Market
      • Last Sold Price $780,000
      • May 05, 2025

      Last Listing Agent Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  • /63

    $1,690,000

    • 5 Beds
    • 3.5 Baths
    • 3,304 Sq Ft

    2501 Winter Park Rd, Winter Park, FL 32789

    A masterfully crafted custom residence in the heart of Winter Park, this 2014 Barefoot Brothers home blends timeless architecture with modern functionality just moments from Park Avenue and the Audubon Park Garden District. Designed for both refined entertaining and active everyday living, this 5-bedroom + office home offers a flexible, family-focused floor plan plus an expansive second floor

    Jill Healey KELLER WILLIAMS WINTER PARK

    2501 Winter Park Rd, Winter Park, FL 32789
  • /2

    $450,000 Sold Mar 31, 2026

    764 W Comstock Ave, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 925 Sq Ft
    • Built 1935

    Last Sold Summary

    • 5% Below List Price
    • $486/SF
    • 17 Days On Market

    Current Estimated Value $464,704

    Last Listing Agent Manny del Valle KELLER WILLIAMS WINTER PARK

    764 W Comstock Ave, Winter Park, FL 32789
    • /30

      Est $1,120,766 Not Listed For Sale

      100 S Interlachen Ave Unit 301, Winter Park, FL 32789

      • 3 Beds
      • 2 Baths
      • 1,639 Sq Ft
      • Built 1971
      100 S Interlachen Ave Unit 301, Winter Park, FL 32789

      Last Sold Summary

      • 1% Above List Price
      • $675/SF
      • 6 Days On Market
      • Last Sold Price $1,107,000
      • May 31, 2023

      Last Listing Agent Vincent Scarlatos CORCORAN PREMIER REALTY

  • /58

    $1,300,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 3,215 Sq Ft

    1661 Woodland Ave, Winter Park, FL 32789

    Under contract-accepting backup offers. Beauifully rennovated property on coveted brick street in PRIME Winter Park Location! This exceptional 3-bedroom, 3.5-bath home sits on a generously sized, fenced, private lot—perfect for entertaining or family living. Every inch of this residence has been thoughtfully updated, featuring 3-zone AC, updated plumbing, electrical, windows, foam insulation, and

    Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

    1661 Woodland Ave, Winter Park, FL 32789
  • /2

    $900,000 Sold Aug 29, 2025

    3011 Temple Trail, Winter Park, FL 32789

    • 5 Beds
    • 2.5 Baths
    • 2,406 Sq Ft
    • Built 1965

    Last Sold Summary

    • 10% Below List Price
    • $374/SF
    • 83 Days On Market

    Current Estimated Value $889,383

    Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

    3011 Temple Trail, Winter Park, FL 32789
    • /56

      Est $1,520,108 Not Listed For Sale

      106 S Interlachen Ave Unit 219, Winter Park, FL 32789

      • 3 Beds
      • 2 Baths
      • 1,952 Sq Ft
      • Built 1971
      106 S Interlachen Ave Unit 219, Winter Park, FL 32789

      Last Sold Summary

      • 12% Below List Price
      • $884/SF
      • 21 Days On Market
      • Last Sold Price $1,725,000
      • Jan 16, 2024

      Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

  • /42

    $515,000

    • 3 Beds
    • 3 Baths
    • 1,786 Sq Ft

    525 Ololu Dr, Winter Park, FL 32789

    Fully renovated and carefully reimagined, this 3 bedroom, 3 bath residence in the heart of Winter Park offers a compelling combination of quality, functionality, and long term value. Designed with intention and attention to detail, the property presents a refreshed, modern interior that is both visually appealing and highly practical for everyday living.The home features a completely updated

    Gisela Rojas CAISSA REALTY INVESTMENT INC

    525 Ololu Dr, Winter Park, FL 32789
  • /2

    $4,150,000 Sold Feb 18, 2026

    702 Via Bella, Winter Park, FL 32789

    • 4 Beds
    • 5.5 Baths
    • 3,720 Sq Ft
    • Built 2025

    Last Sold Summary

    • 11% Below List Price
    • $1,116/SF
    • 149 Days On Market

    Current Estimated Value $3,834,802

    Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY

    702 Via Bella, Winter Park, FL 32789
    • /28

      Est $552,268 Not Listed For Sale

      100 S Interlachen Ave Unit 108, Winter Park, FL 32789

      • 2 Beds
      • 1.5 Baths
      • 901 Sq Ft
      • Built 1971
      100 S Interlachen Ave Unit 108, Winter Park, FL 32789

      Last Sold Summary

      • 6% Above List Price
      • $577/SF
      • 2 Days On Market
      • Last Sold Price $520,000
      • Feb 23, 2024

      Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

  • /41

    $1,015,000

    • 3 Beds
    • 2 Baths
    • 2,335 Sq Ft

    1725 Carollee Ln, Winter Park, FL 32789

    Nestled in one of Winter Park’s most sought-after neighborhoods, this charming and meticulously maintained home offers three bedrooms, two baths, an open floor plan, hardwood floors, and thoughtful updates throughout. Recent improvements include a new AC, new hot water heater, new driveway and walkway pavers, and refreshed front and backyard landscaping featuring a magnolia tree, camellias,

    Kyle Grafton FANNIE HILLMAN & ASSOCIATES

    1725 Carollee Ln, Winter Park, FL 32789
  • /2

    $190,000 Sold Mar 20, 2026

    1250 S Denning Dr Unit 104, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 908 Sq Ft
    • Built 1967

    Last Sold Summary

    • 17% Below List Price
    • $209/SF
    • 60 Days On Market

    Current Estimated Value $213,088

    Last Listing Agent John Harbuck SERHANT

    1250 S Denning Dr Unit 104, Winter Park, FL 32789
    • /2

      Est $347,796 Not Listed For Sale

      535 N Interlachen Ave Unit 304, Winter Park, FL 32789

      • 1 Bed
      • 1.5 Baths
      • 726 Sq Ft
      • Built 1972
      535 N Interlachen Ave Unit 304, Winter Park, FL 32789

      Last Sold Summary

      • 1% Below List Price
      • $482/SF
      • 82 Days On Market
      • Last Sold Price $350,000
      • Feb 12, 2025

      Last Listing Agent Jennifer Cornette HOLT REAL ESTATE LLC

  • /22

    $399,999 Pending

    • 2 Beds
    • 1 Bath
    • 987 Sq Ft

    3505 Corrine Dr, Orlando, FL 32803

    Live steps from everything that makes the Audubon Park Garden District one of Orlando’s most sought-after neighborhoods. Located along Corrine Drive, this mid-century home in Audubon Park offers unbeatable shopping, dining, and local favorites including the beloved East End Market. As you arrive, the classic mid-century character and welcoming curb appeal set the tone. Inside, the home feels

    Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

    3505 Corrine Dr, Orlando, FL 32803
  • /2

    $243,800 Sold May 30, 2025

    255 Sandlewood Trail, Winter Park, FL 32789

    • 2 Beds
    • 2.5 Baths
    • 960 Sq Ft
    • Built 1984

    Last Sold Summary

    • 10% Below List Price
    • $254/SF
    • 24 Days On Market

    Last Listing Agent Freddie Crespo INVESTOR'S REAL ESTATE LLC

    255 Sandlewood Trail, Winter Park, FL 32789
    • /2

      Est $675,192 Not Listed For Sale

      350 Carolina Ave Unit 304, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,523 Sq Ft
      • Built 2005
      350 Carolina Ave Unit 304, Winter Park, FL 32789

      Last Sold Summary

      • 1% Above List Price
      • $440/SF
      • 61 Days On Market
      • Last Sold Price $670,000
      • Mar 03, 2025

      Last Listing Agent Jennifer Tyre REALTY AND COMPANY INT., LLC

  • /29

    $925,000

    • 2 Beds
    • 2 Baths
    • 1,086 Sq Ft

    560 Ololu Dr, Winter Park, FL 32789

    Nestled on the shores of private, skiable Lake Killarney, this beautifully updated and absolutely adorable 2-bedroom, 2-bath home offers a rare opportunity to enjoy true lakefront living without the upkeep of a large estate. Perfect as a full-time residence, a weekend lake escape, a snowbird retreat, or even an income-producing short-term rental (as previously used by the current owners), this

    Tiffany Yates COMPASS FLORIDA LLC

    560 Ololu Dr, Winter Park, FL 32789
  • /2

    $368,500 Sold Apr 03, 2026

    958 Dupont Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,572 Sq Ft
    • Built 1956

    Last Sold Summary

    • 3% Below List Price
    • $234/SF
    • 49 Days On Market

    Current Estimated Value $371,999

    Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

    958 Dupont Ave, Winter Park, FL 32789
    • /2

      Est $602,525 Not Listed For Sale

      250 Carolina Ave Unit 406, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,306 Sq Ft
      • Built 1981
      250 Carolina Ave Unit 406, Winter Park, FL 32789

      Last Sold Summary

      • 19% Above List Price
      • $387/SF
      • 15 Days On Market
      • Last Sold Price $505,000
      • Sep 17, 2024

      Last Listing Agent Gina Johnson RE/MAX

  • /49

    $180,000

    • 2 Beds
    • 2 Baths
    • 956 Sq Ft

    2500 Lee Rd Unit 208, Winter Park, FL 32789

    This charming two-bedroom, two-bathroom 2nd floor condo offers the perfect blend of comfort and convenience. Featuring tile and luxury vinyl plank flooring throughout, this home provides durability and style for modern living. The HVAC was replaced in 2020 and water, cable and internet are included in the monthly COA fee. Located in a picturesque community ON THE SHORES OF A SKI LAKE, residents

    Debbie Fussell KELLER WILLIAMS REALTY AT THE PARKS

    2500 Lee Rd Unit 208, Winter Park, FL 32789
  • /2

    $1,650,000 Sold May 01, 2026

    1016 Howell Branch Rd, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 3,142 Sq Ft
    • Built 1959

    Last Sold Summary

    • 3% Below List Price
    • $525/SF
    • 7 Days On Market

    Current Estimated Value $1,668,056

    Last Listing Agent Andrew Birr PLAID PROPERTIES, LLC

    1016 Howell Branch Rd, Winter Park, FL 32789
    • /2

      Not Listed For Sale

      1695 Lee Rd Unit E213, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 881 Sq Ft
      • Built 1966
      1695 Lee Rd Unit E213, Winter Park, FL 32789

      Last Sold Summary

      • $173/SF
      • 28 Days On Market
      • Last Sold Price $152,000
      • Aug 21, 2024

      Last Listing Agent Justin Adams EXP REALTY LLC

Showing Results 521 - 560, Page 14 of 18

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