1,172

Recently Sold Winter Park, FL Homes

Section Image
  • 1189 Lazy Hollow Place, Winter Park, FL 32792
    1189 Lazy Hollow Place, Winter Park, FL 32792
    /2

    $421,700 Sold May 29, 2025

    1189 Lazy Hollow Place, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,525 Sq Ft
    • Built 1984

    Last Sold Summary

    • $277/SF
    • 7 Days On Market

    Current Estimated Value $421,930

    Last Listing Agent Virginia Silberstein ORLANDO EXPERT REALTY LLC

    1189 Lazy Hollow Place, Winter Park, FL 32792
  • 2206 Bonanza Ave, Winter Park, FL 32792
    2206 Bonanza Ave, Winter Park, FL 32792
    /2

    $298,000 Sold Aug 15, 2025

    2206 Bonanza Ave, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,776 Sq Ft
    • Built 1971

    Last Sold Summary

    • 15% Below List Price
    • $168/SF
    • 9 Days On Market

    Last Listing Agent Hannah Evans FLORIDA REALTY INVESTMENTS

    2206 Bonanza Ave, Winter Park, FL 32792
  • Unlisted Address
    Unlisted Address
    /2

    $279,000 Sold Aug 11, 2025

    Unlisted Address

    • 2 Beds
    • 2.5 Baths
    • 1,186 Sq Ft
    • Built 1981

    Last Sold Summary

    • $235/SF
    • 4 Days On Market

    Current Estimated Value $278,337

    Last Listing Agent Adriana Gonzalez PERFECT INVESTMENT REALTY

    Unlisted Address
  • 1001 Tuscany Place, Winter Park, FL 32789
    1001 Tuscany Place, Winter Park, FL 32789
    /2

    $1,000,000 Sold Apr 04, 2025

    1001 Tuscany Place, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 2,458 Sq Ft
    • Built 1978

    Last Sold Summary

    • 22% Below List Price
    • $407/SF
    • 141 Days On Market

    Current Estimated Value $1,055,659

    Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    1001 Tuscany Place, Winter Park, FL 32789
  • 2292 Hawick Ln, Winter Park, FL 32792
    2292 Hawick Ln, Winter Park, FL 32792
    /2

    $400,000 Sold May 07, 2025

    2292 Hawick Ln, Winter Park, FL 32792

    • 3 Beds
    • 1.5 Baths
    • 1,322 Sq Ft
    • Built 1958

    Last Sold Summary

    • $303/SF
    • 3 Days On Market

    Current Estimated Value $411,986

    Last Listing Agent Jason Alderman KELLER WILLIAMS ADVANTAGE REALTY

    2292 Hawick Ln, Winter Park, FL 32792
  • 1265 Park Pointe Ln, Winter Park, FL 32789
    1265 Park Pointe Ln, Winter Park, FL 32789
    /2

    $1,002,000 Sold May 31, 2025

    1265 Park Pointe Ln, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,295 Sq Ft
    • Built 1989

    Last Sold Summary

    • 3% Above List Price
    • $437/SF
    • 4 Days On Market

    Current Estimated Value $992,554

    Last Listing Agent Frances Speights KELLER WILLIAMS ADVANTAGE III

    1265 Park Pointe Ln, Winter Park, FL 32789
  • 140 Dana Way, Winter Park, FL 32789
    140 Dana Way, Winter Park, FL 32789
    /2

    $1,975,000 Sold Mar 27, 2025

    140 Dana Way, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 3,441 Sq Ft
    • Built 2011

    Last Sold Summary

    • 6% Below List Price
    • $574/SF
    • 16 Days On Market

    Current Estimated Value $1,948,883

    Last Listing Agent Maria Blanchard OLDE TOWN BROKERS INC

    140 Dana Way, Winter Park, FL 32789
  • 1500 Gay Rd Unit 7A, Winter Park, FL 32789
    1500 Gay Rd Unit 7A, Winter Park, FL 32789
    /2

    $230,000 Sold Aug 29, 2025

    1500 Gay Rd Unit 7A, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft
    • Built 1972

    Last Sold Summary

    • 6% Below List Price
    • $224/SF
    • 205 Days On Market

    Last Listing Agent Sean McCartney PRISTINE FLORIDA PROPERTIES LLC

    1500 Gay Rd Unit 7A, Winter Park, FL 32789
  • 182 N Phelps Ave, Winter Park, FL 32789
    182 N Phelps Ave, Winter Park, FL 32789
    /2

    $3,450,000 Sold Jul 25, 2025

    182 N Phelps Ave, Winter Park, FL 32789

    • 4 Beds
    • 5 Baths
    • 4,812 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $717/SF
    • 61 Days On Market

    Current Estimated Value $3,405,789

    Last Listing Agent Marcio Tannus LA ROSA REALTY HORIZONS LLC

    182 N Phelps Ave, Winter Park, FL 32789
  • 141 Oakwood Way, Winter Park, FL 32789
    141 Oakwood Way, Winter Park, FL 32789
    /2

    $1,950,000 Sold Sep 16, 2025

    141 Oakwood Way, Winter Park, FL 32789

    • 5 Beds
    • 4 Baths
    • 3,909 Sq Ft
    • Built 2015

    Last Sold Summary

    • 14% Below List Price
    • $499/SF
    • 170 Days On Market

    Current Estimated Value $1,955,862

    Last Listing Agent Nicole Rader MAINFRAME REAL ESTATE

    141 Oakwood Way, Winter Park, FL 32789
  • 3208 Oak Lawn Place Unit 218, Winter Park, FL 32792
    3208 Oak Lawn Place Unit 218, Winter Park, FL 32792
    /2

    $170,000 Sold Jun 09, 2025

    3208 Oak Lawn Place Unit 218, Winter Park, FL 32792

    • 2 Beds
    • 2.5 Baths
    • 1,031 Sq Ft
    • Built 1984

    Last Sold Summary

    • 8% Below List Price
    • $165/SF
    • 53 Days On Market

    Current Estimated Value $173,029

    Last Listing Agent Ali Khaku, MBA DALTON WADE INC

    3208 Oak Lawn Place Unit 218, Winter Park, FL 32792
  • 1401 Lone Feather Trail, Winter Park, FL 32792
    1401 Lone Feather Trail, Winter Park, FL 32792
    /2

    $625,000 Sold May 09, 2025

    1401 Lone Feather Trail, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,770 Sq Ft
    • Built 2022

    Last Sold Summary

    • 4% Below List Price
    • $353/SF
    • 75 Days On Market

    Current Estimated Value $618,524

    Last Listing Agent Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

    1401 Lone Feather Trail, Winter Park, FL 32792
  • 805 Hamilton Place Ct, Winter Park, FL 32789
    805 Hamilton Place Ct, Winter Park, FL 32789
    /2

    $1,125,000 Sold Jan 08, 2025

    805 Hamilton Place Ct, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 2,810 Sq Ft
    • Built 2007

    Last Sold Summary

    • 2% Above List Price
    • $400/SF
    • 4 Days On Market

    Current Estimated Value $1,157,824

    Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

    805 Hamilton Place Ct, Winter Park, FL 32789
  • 236 N Ranger Blvd, Winter Park, FL 32792
    236 N Ranger Blvd, Winter Park, FL 32792
    /2

    $450,000 Sold Mar 06, 2025

    236 N Ranger Blvd, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,844 Sq Ft
    • Built 1963

    Last Sold Summary

    • 5% Below List Price
    • $244/SF
    • 8 Days On Market

    Current Estimated Value $565,973

    Last Listing Agent Alexander Young FOLIO REALTY LLC

    236 N Ranger Blvd, Winter Park, FL 32792
  • 1920 Magnolia Ave, Winter Park, FL 32792
    1920 Magnolia Ave, Winter Park, FL 32792
    /2

    $324,000 Sold Jun 17, 2025

    1920 Magnolia Ave, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,340 Sq Ft
    • Built 1986

    Last Sold Summary

    • $242/SF

    Current Estimated Value $328,442

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    1920 Magnolia Ave, Winter Park, FL 32792
  • 1621 Lasbury Ave, Winter Park, FL 32789
    1621 Lasbury Ave, Winter Park, FL 32789
    /2

    $850,000 Sold Dec 27, 2024

    1621 Lasbury Ave, Winter Park, FL 32789

    • 3 Beds
    • 3 Baths
    • 2,267 Sq Ft
    • Built 1986

    Last Sold Summary

    • 22% Below List Price
    • $375/SF
    • 211 Days On Market

    Current Estimated Value $913,476

    Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

    1621 Lasbury Ave, Winter Park, FL 32789
  • 1921 Japonica Rd, Winter Park, FL 32792
    1921 Japonica Rd, Winter Park, FL 32792
    /2

    $485,000 Sold Aug 18, 2025

    1921 Japonica Rd, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,171 Sq Ft
    • Built 1971

    Last Sold Summary

    • $223/SF
    • 11 Days On Market

    Current Estimated Value $481,344

    Last Listing Agent Jose Gabriel Rodriguez COLDWELL BANKER RESIDENTIAL RE

    1921 Japonica Rd, Winter Park, FL 32792
  • 3525 Baxter Dr, Winter Park, FL 32792
    3525 Baxter Dr, Winter Park, FL 32792
    /2

    $335,000 Sold Oct 31, 2025

    3525 Baxter Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 1970

    Last Sold Summary

    • 14% Above List Price
    • $215/SF
    • 5 Days On Market

    Last Listing Agent Ashley Fisak COLDWELL BANKER RESIDENTIAL RE

    3525 Baxter Dr, Winter Park, FL 32792
  • 708 Balmoral Rd, Winter Park, FL 32789
    708 Balmoral Rd, Winter Park, FL 32789
    708 Balmoral Rd, Winter Park, FL 32789
    /45

    $1,100,000 Sold May 29, 2025

    708 Balmoral Rd, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,786 Sq Ft
    • Built 1960

    Last Sold Summary

    • 4% Below List Price
    • $395/SF
    • 130 Days On Market

    Current Estimated Value $1,102,207

    Last Listing Agent Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

    708 Balmoral Rd, Winter Park, FL 32789
  • 7420 Woodburn Ct Unit 25, Winter Park, FL 32792
    7420 Woodburn Ct Unit 25, Winter Park, FL 32792
    /2

    $175,000 Sold Jan 27, 2025

    7420 Woodburn Ct Unit 25, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,151 Sq Ft
    • Built 1983

    Last Sold Summary

    • 12% Below List Price
    • $152/SF
    • 93 Days On Market

    Current Estimated Value $191,238

    Last Listing Agent Wendy Cheng INTERNATIONAL NETWORK REALTY

    7420 Woodburn Ct Unit 25, Winter Park, FL 32792
  • 1632 Haven Dr, Orlando, FL 32803
    1632 Haven Dr, Orlando, FL 32803
    /2

    $699,000 Sold Jun 30, 2025

    1632 Haven Dr, Orlando, FL 32803

    • 3 Beds
    • 2.5 Baths
    • 1,772 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $394/SF
    • 110 Days On Market

    Last Listing Agent Robert St. Pierre WEEKLEY HOMES REALTY COMPANY

    1632 Haven Dr, Orlando, FL 32803
  • 1129 Golfside Dr, Winter Park, FL 32792
    1129 Golfside Dr, Winter Park, FL 32792
    /2

    $689,500 Sold Jul 19, 2025

    1129 Golfside Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft
    • Built 1978

    Last Sold Summary

    • 5% Below List Price
    • $394/SF
    • 21 Days On Market

    Current Estimated Value $668,146

    Last Listing Agent Tess Muccigrosso RE/MAX 200 REALTY

    1129 Golfside Dr, Winter Park, FL 32792
  • 2890 Wild Ginger Ct, Winter Park, FL 32792
    2890 Wild Ginger Ct, Winter Park, FL 32792
    /2

    $893,000 Sold Oct 09, 2025

    2890 Wild Ginger Ct, Winter Park, FL 32792

    • 4 Beds
    • 4.5 Baths
    • 3,408 Sq Ft
    • Built 1993

    Last Sold Summary

    • 27% Below List Price
    • $262/SF
    • 78 Days On Market

    Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    2890 Wild Ginger Ct, Winter Park, FL 32792
  • 4107 Gabriella Ln, Winter Park, FL 32792
    4107 Gabriella Ln, Winter Park, FL 32792
    /2

    $800,200 Sold Oct 03, 2025

    4107 Gabriella Ln, Winter Park, FL 32792

    • 4 Beds
    • 3.5 Baths
    • 3,074 Sq Ft
    • Built 1998

    Last Sold Summary

    • 33% Below List Price
    • $260/SF
    • 112 Days On Market

    Last Listing Agent Barrett Spray KELLER WILLIAMS ADVANTAGE REALTY

    4107 Gabriella Ln, Winter Park, FL 32792
  • 535 N Interlachen Ave Unit 304, Winter Park, FL 32789
    535 N Interlachen Ave Unit 304, Winter Park, FL 32789
    /2

    $350,000 Sold Feb 12, 2025

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

    • 1 Bed
    • 1.5 Baths
    • 726 Sq Ft
    • Built 1972

    Last Sold Summary

    • 11% Below List Price
    • $482/SF
    • 82 Days On Market

    Current Estimated Value $356,524

    Last Listing Agent Jennifer Cornette HOLT REAL ESTATE LLC

    535 N Interlachen Ave Unit 304, Winter Park, FL 32789
  • 2541 Leeward Way, Winter Park, FL 32792
    2541 Leeward Way, Winter Park, FL 32792
    /2

    $151,000 Sold Jan 08, 2025

    2541 Leeward Way, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,020 Sq Ft
    • Built 1977

    Last Sold Summary

    • 4% Above List Price
    • $148/SF
    • 2 Days On Market

    Current Estimated Value $282,863

    Last Listing Agent Michael Kara CORBELO LLC

    2541 Leeward Way, Winter Park, FL 32792
  • 3877 Waterview Loop, Winter Park, FL 32792
    3877 Waterview Loop, Winter Park, FL 32792
    /2

    $380,000 Sold Mar 27, 2025

    3877 Waterview Loop, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,527 Sq Ft
    • Built 1988

    Last Sold Summary

    • $249/SF

    Current Estimated Value $375,470

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    3877 Waterview Loop, Winter Park, FL 32792
  • 7543 Dockside St, Winter Park, FL 32792
    7543 Dockside St, Winter Park, FL 32792
    /2

    $396,477 Sold May 20, 2025

    7543 Dockside St, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,434 Sq Ft
    • Built 1973

    Last Sold Summary

    • 3% Above List Price
    • $276/SF
    • 7 Days On Market

    Current Estimated Value $395,245

    Last Listing Agent Juan Matias LPT REALTY, LLC

    7543 Dockside St, Winter Park, FL 32792
  • 1820 Englewood Rd, Winter Park, FL 32789
    1820 Englewood Rd, Winter Park, FL 32789
    /2

    $3,020,000 Sold Oct 02, 2025

    1820 Englewood Rd, Winter Park, FL 32789

    • 5 Beds
    • 5.5 Baths
    • 4,263 Sq Ft
    • Built 2015

    Last Sold Summary

    • 8% Below List Price
    • $708/SF
    • 70 Days On Market

    Last Listing Agent David Hung KELLER WILLIAMS ADVANTAGE III

    1820 Englewood Rd, Winter Park, FL 32789
  • 2320 Janice Ave, Winter Park, FL 32789
    2320 Janice Ave, Winter Park, FL 32789
    /2

    $799,000 Sold Apr 30, 2025

    2320 Janice Ave, Winter Park, FL 32789

    • Land
    • 0.28 Acre
    • $2,853,571 per Acre

    Last Sold Summary

    • 2 Days On Market

    Current Estimated Value $790,000

    Last Listing Agent Lisa Fleming FANNIE HILLMAN & ASSOCIATES

    2320 Janice Ave, Winter Park, FL 32789
  • 2529 Leeward Way, Winter Park, FL 32792
    2529 Leeward Way, Winter Park, FL 32792
    /2

    $235,000 Sold Apr 29, 2025

    2529 Leeward Way, Winter Park, FL 32792

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft
    • Built 1977

    Last Sold Summary

    • $258/SF
    • 26 Days On Market

    Current Estimated Value $237,046

    Last Listing Agent Chris Creegan CREEGAN GROUP

    2529 Leeward Way, Winter Park, FL 32792
  • 2812 Bright Bird Ln, Winter Park, FL 32792
    2812 Bright Bird Ln, Winter Park, FL 32792
    /2

    $423,000 Sold Aug 07, 2025

    2812 Bright Bird Ln, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,907 Sq Ft
    • Built 2024

    Last Sold Summary

    • 8% Below List Price
    • $222/SF
    • 87 Days On Market

    Current Estimated Value $425,480

    Last Listing Agent Jessica Snyder LPT REALTY, LLC

    2812 Bright Bird Ln, Winter Park, FL 32792
  • 2159 Marsh Sedge Ln, Winter Park, FL 32792
    2159 Marsh Sedge Ln, Winter Park, FL 32792
    /2

    $760,000 Sold Jul 17, 2025

    2159 Marsh Sedge Ln, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 2,192 Sq Ft
    • Built 2019

    Last Sold Summary

    • 4% Below List Price
    • $347/SF
    • 42 Days On Market

    Current Estimated Value $757,514

    Last Listing Agent Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

    2159 Marsh Sedge Ln, Winter Park, FL 32792
  • 1624 Little Wren Ln, Winter Park, FL 32792
    1624 Little Wren Ln, Winter Park, FL 32792
    /2

    $450,000 Sold Jul 22, 2025

    1624 Little Wren Ln, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 2,308 Sq Ft
    • Built 2019

    Last Sold Summary

    • 5% Below List Price
    • $195/SF
    • 23 Days On Market

    Current Estimated Value $456,062

    Last Listing Agent Steven Kwong CHARLES RUTENBERG REALTY ORLANDO

    1624 Little Wren Ln, Winter Park, FL 32792
  • 2472 Firstlight Way, Winter Park, FL 32792
    2472 Firstlight Way, Winter Park, FL 32792
    /2

    $432,000 Sold May 08, 2025

    2472 Firstlight Way, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 2,076 Sq Ft
    • Built 2020

    Last Sold Summary

    • 8% Below List Price
    • $208/SF
    • 53 Days On Market

    Current Estimated Value $441,299

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    2472 Firstlight Way, Winter Park, FL 32792
  • 2478 Whitehall Cir, Winter Park, FL 32792
    2478 Whitehall Cir, Winter Park, FL 32792
    /2

    $605,000 Sold Dec 22, 2025

    2478 Whitehall Cir, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 2,256 Sq Ft
    • Built 1965

    Last Sold Summary

    • 19% Below List Price
    • $268/SF
    • 123 Days On Market

    Last Listing Agent Erica Magtira LPT REALTY, LLC

    2478 Whitehall Cir, Winter Park, FL 32792
  • 690 Osceola Ave Unit 502, Winter Park, FL 32789
    690 Osceola Ave Unit 502, Winter Park, FL 32789
    /2

    $417,100 Sold Nov 24, 2025

    690 Osceola Ave Unit 502, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1969

    Last Sold Summary

    • 26% Below List Price
    • $298/SF
    • 196 Days On Market

    Last Listing Agent Ashley Jacobs CHARLES RUTENBERG REALTY ORLANDO

    690 Osceola Ave Unit 502, Winter Park, FL 32789
  • 508 W Swoope Ave, Winter Park, FL 32789
    508 W Swoope Ave, Winter Park, FL 32789
    /2

    $1,640,000 Sold Mar 06, 2025

    508 W Swoope Ave, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 4,133 Sq Ft
    • Built 2021

    Last Sold Summary

    • 17% Below List Price
    • $397/SF
    • 258 Days On Market

    Last Listing Agent Whitney Johnson COLDWELL BANKER RESIDENTIAL RE

    508 W Swoope Ave, Winter Park, FL 32789
  • 3505 Balsam Dr, Winter Park, FL 32792
    3505 Balsam Dr, Winter Park, FL 32792
    /2

    $380,000 Sold Feb 27, 2025

    3505 Balsam Dr, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,709 Sq Ft
    • Built 1965

    Last Sold Summary

    • 9% Above List Price
    • $222/SF
    • 21 Days On Market

    Current Estimated Value $375,790

    Last Listing Agent Jennifer Clark GLORY INTL. REAL ESTATE CO

    3505 Balsam Dr, Winter Park, FL 32792
  • 5357 N Orange Ave, Winter Park, FL 32792
    5357 N Orange Ave, Winter Park, FL 32792
    /2

    $292,000 Sold Jan 21, 2025

    5357 N Orange Ave, Winter Park, FL 32792

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft
    • Built 1962

    Last Sold Summary

    • 3% Below List Price
    • $320/SF
    • 13 Days On Market

    Last Listing Agent David Plasencia COLDWELL BANKER RESIDENTIAL RE

    5357 N Orange Ave, Winter Park, FL 32792

Showing Results 81 - 120, Page 3 of 18

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Recently Sold Real Estate & Homes in Winter Park, FL

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