474

Recently Sold Homes in 32789

Section Image
  • /2

    $1,625,000

    Sold Jun 12, 2025

    1470 Place Picardy, Winter Park, FL 32789

    • 5 Beds
    • 6 Baths
    • 4,227 Sq Ft
    • Built 2003

    Last Sold Summary

    • 17% Below List Price
    • $384/SF
    • 95 Days On Market

    Current Estimated Value $1,802,452

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

    1470 Place Picardy, Winter Park, FL 32789
  • /2

    $750,000

    Sold Nov 19, 2025

    1681 Woodland Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 2,422 Sq Ft
    • Built 1953

    Last Sold Summary

    • $310/SF

    Current Estimated Value $748,122

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

    1681 Woodland Ave, Winter Park, FL 32789
  • /2

    $705,000

    Sold Jul 03, 2025

    1840 Laurel Rd, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 2,245 Sq Ft
    • Built 1957

    Last Sold Summary

    • 9% Below List Price
    • $314/SF
    • 13 Days On Market

    Current Estimated Value $778,953

    Last Listing Agent Julie Glass KEYSEEKERS REAL ESTATE

    1840 Laurel Rd, Winter Park, FL 32789
  • /2

    $458,000

    Sold Jul 31, 2025

    955 Minnesota Ave, Winter Park, FL 32789

    • 3 Beds
    • 1 Bath
    • 1,349 Sq Ft
    • Built 1940

    Last Sold Summary

    • 4% Below List Price
    • $340/SF
    • 4 Days On Market

    Current Estimated Value $478,065

    Last Listing Agent Cora Johnson WYNNMORE REALTY LLC

    955 Minnesota Ave, Winter Park, FL 32789
  • /2

    $490,000

    Sold Jan 21, 2026

    259 Blossom Ln, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,354 Sq Ft
    • Built 1954

    Last Sold Summary

    • 8% Below List Price
    • $362/SF
    • 50 Days On Market

    Current Estimated Value $479,713

    Last Listing Agent Carlinhos Fregonezi TALENT REALTY SOLUTIONS

    259 Blossom Ln, Winter Park, FL 32789
  • /15

    $985,000

    Sold Feb 03, 2026

    240 E Lake Sue Ave, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,329 Sq Ft
    • Built 1952

    Last Sold Summary

    • 11% Below List Price
    • $741/SF
    • 50 Days On Market

    Current Estimated Value $974,909

    Last Listing Agent Tika Van Den Hurk Compass Florida, LLC

    240 E Lake Sue Ave, Winter Park, FL 32789
  • /2

    $409,000

    Sold Jan 16, 2026

    900 Carver St, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,794 Sq Ft
    • Built 1954

    Last Sold Summary

    • 4% Below List Price
    • $228/SF
    • 10 Days On Market

    Current Estimated Value $428,280

    Last Listing Agent Tori Alexander LEGACY REALTY & BROKERS LLC

    900 Carver St, Winter Park, FL 32789
  • /2

    $1,700,000

    Sold Oct 29, 2025

    1181 Via Capri, Winter Park, FL 32789

    • Land
    • 13,068 Sq Ft
    • $5,666,667 per Acre

    Last Sold Summary

    • 16 Days On Market

    Current Estimated Value $1,783,032

    Last Listing Agent Brad Grosberg PHIL KEAN REAL ESTATE LLC

    1181 Via Capri, Winter Park, FL 32789
  • /2

    $1,875,000

    Sold Jan 01, 2026

    1752 Chestnut Ave, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 3,314 Sq Ft
    • Built 2021

    Last Sold Summary

    • 15% Below List Price
    • $566/SF
    • 111 Days On Market

    Current Estimated Value $1,852,879

    Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

    1752 Chestnut Ave, Winter Park, FL 32789
  • /2

    $400,000

    Sold May 08, 2026

    300 Carolina Ave Unit 207C, Winter Park, FL 32789

    • 1 Bed
    • 2 Baths
    • 1,149 Sq Ft
    • Built 1981

    Last Sold Summary

    • 27% Below List Price
    • $348/SF
    • 30 Days On Market

    Last Listing Agent Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

    300 Carolina Ave Unit 207C, Winter Park, FL 32789
  • /2

    $645,000

    Sold Dec 05, 2025

    224 Overlook Rd, Winter Park, FL 32789

    • 2 Beds
    • 1.5 Baths
    • 1,399 Sq Ft
    • Built 1936

    Last Sold Summary

    • 3% Below List Price
    • $461/SF
    • 3 Days On Market

    Current Estimated Value $636,494

    Last Listing Agent Stephen Hachey FLAT FEE MLS REALTY

    224 Overlook Rd, Winter Park, FL 32789
  • /2

    $2,585,000

    Sold Jun 18, 2025

    815 Bonita Dr, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 4,328 Sq Ft
    • Built 2000

    Last Sold Summary

    • $597/SF

    Current Estimated Value $2,608,519

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

    815 Bonita Dr, Winter Park, FL 32789
  • /2

    $625,000

    Sold Jan 30, 2026

    785 Mcintyre Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,015 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Below List Price
    • $310/SF
    • 11 Days On Market

    Current Estimated Value $625,061

    Last Listing Agent Beth Logullo KELLER WILLIAMS WINTER PARK

    785 Mcintyre Ave, Winter Park, FL 32789
  • /2

    $1,300,000

    Sold May 15, 2026

    1661 Woodland Ave, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 3,215 Sq Ft
    • Built 1948

    Last Sold Summary

    • $404/SF
    • 0 Days On Market

    Current Estimated Value $1,873,651

    Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

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

    $1,900,000

    Sold Feb 20, 2026

    319 Santiago Dr, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 3,515 Sq Ft
    • Built 1973

    Last Sold Summary

    • 5% Below List Price
    • $541/SF
    • 104 Days On Market

    Current Estimated Value $1,858,885

    Last Listing Agent Anne Rogers ANNE ROGERS REALTY GROUP INC

    319 Santiago Dr, Winter Park, FL 32789
  • /2

    $800,000

    Sold Jul 18, 2025

    1823 Sunset Dr, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 2,414 Sq Ft
    • Built 1940

    Last Sold Summary

    • 3% Above List Price
    • $331/SF
    • 0 Days On Market

    Current Estimated Value $817,306

    Last Listing Agent Sue Silberbusch COMPASS FLORIDA LLC

    1823 Sunset Dr, Winter Park, FL 32789
  • /2

    $1,640,000

    Sold Sep 26, 2025

    101 S New York Ave Unit 313, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 3,147 Sq Ft
    • Built 2008

    Last Sold Summary

    • 3% Below List Price
    • $521/SF
    • 3 Days On Market

    Current Estimated Value $1,616,882

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

    101 S New York Ave Unit 313, Winter Park, FL 32789
  • /2

    $1,042,500

    Sold Dec 19, 2025

    1341 Lyndale Blvd, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,388 Sq Ft
    • Built 2007

    Last Sold Summary

    • 20% Below List Price
    • $437/SF
    • 214 Days On Market

    Current Estimated Value $1,067,781

    Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

    1341 Lyndale Blvd, Winter Park, FL 32789
  • /2

    $4,599,000

    Sold May 28, 2025

    985 Lincoln Cir, Winter Park, FL 32789

    • 5 Beds
    • 7 Baths
    • 3,660 Sq Ft
    • Built 1951

    Last Sold Summary

    • $1,257/SF
    • 0 Days On Market

    Current Estimated Value $3,497,624

    Last Listing Agent Clay Wooten UNITED REAL ESTATE PREFERRED

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

    $956,809

    Sold Dec 18, 2025

    Lot #20 Karolina Ave, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,662 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Above List Price
    • $359/SF
    • 63 Days On Market

    Last Listing Agent Laura Hope COMPASS FLORIDA LLC

    Lot #20 Karolina Ave, Winter Park, FL 32789
  • /2

    $1,100,000

    Sold Dec 30, 2025

    1701 Palmer Ave, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,841 Sq Ft
    • Built 1953

    Last Sold Summary

    • $387/SF
    • 0 Days On Market

    Current Estimated Value $1,110,996

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

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

    $1,475,000

    Sold Nov 21, 2025

    1453 Lyndale Blvd, Winter Park, FL 32789

    • 5 Beds
    • 3.5 Baths
    • 3,292 Sq Ft
    • Built 2012

    Last Sold Summary

    • 8% Below List Price
    • $448/SF
    • 54 Days On Market

    Current Estimated Value $1,491,541

    Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

    1453 Lyndale Blvd, Winter Park, FL 32789
  • /2

    $775,000

    Sold Apr 02, 2026

    1760 Bryan Ave, Winter Park, FL 32789

    • Land
    • 8,276 Sq Ft
    • $4,078,947 per Acre

    Last Sold Summary

    • 3% Below List Price
    • 168 Days On Market

    Current Estimated Value $800,295

    Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

    1760 Bryan Ave, Winter Park, FL 32789
  • /2

    $2,600,000

    Sold Jan 23, 2026

    560 Country Club Dr, Winter Park, FL 32789

    • 6 Beds
    • 7 Baths
    • 3,946 Sq Ft
    • Built 2019

    Last Sold Summary

    • $659/SF
    • 4 Days On Market

    Current Estimated Value $2,579,199

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    560 Country Club Dr, Winter Park, FL 32789
  • /2

    $771,000

    Sold Oct 23, 2025

    1340 Pelham Rd, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 2,042 Sq Ft
    • Built 1946

    Last Sold Summary

    • 1% Above List Price
    • $378/SF
    • 2 Days On Market

    Current Estimated Value $751,518

    Last Listing Agent Courtney Pelfrey MILLER GRANT AND COMPANY

    1340 Pelham Rd, Winter Park, FL 32789
  • /2

    $550,000

    Sold Apr 30, 2026

    535 N Interlachen Ave Unit 203, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 986 Sq Ft
    • Built 1972

    Last Sold Summary

    • $558/SF
    • 135 Days On Market

    Current Estimated Value $539,751

    Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

    535 N Interlachen Ave Unit 203, Winter Park, FL 32789
  • /2

    $850,000

    Sold Feb 11, 2026

    1351 Mayfield Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,466 Sq Ft
    • Built 1953

    Last Sold Summary

    • $580/SF
    • 0 Days On Market

    Current Estimated Value $850,450

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

    1351 Mayfield Ave, Winter Park, FL 32789
  • /2

    $1,500,000

    Sold Feb 19, 2026

    315 E New England Ave Unit 7, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,609 Sq Ft
    • Built 2007

    Last Sold Summary

    • 10% Below List Price
    • $932/SF
    • 33 Days On Market

    Current Estimated Value $1,550,330

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

    315 E New England Ave Unit 7, Winter Park, FL 32789
  • /2

    $4,450,000

    Sold Dec 23, 2025

    1812 Stonehurst Rd, Winter Park, FL 32789

    • 5 Beds
    • 7 Baths
    • 5,160 Sq Ft
    • Built 2017

    Last Sold Summary

    • $862/SF
    • 0 Days On Market

    Current Estimated Value $4,426,583

    Last Listing Agent Albin Hubscher CENTRAL FLORIDA PRIME REAL ESTATE LLC

    1812 Stonehurst Rd, Winter Park, FL 32789
  • /2

    $920,000

    Sold Dec 16, 2025

    2129 Fosgate Dr, Winter Park, FL 32789

    • 3 Beds
    • 3 Baths
    • 2,515 Sq Ft
    • Built 1957

    Last Sold Summary

    • 6% Below List Price
    • $366/SF
    • 34 Days On Market

    Current Estimated Value $916,283

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

    2129 Fosgate Dr, Winter Park, FL 32789
  • /2

    $105,000

    Sold Apr 24, 2026

    1695 Lee Rd Unit C214, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft
    • Built 1966

    Last Sold Summary

    • 25% Below List Price
    • $119/SF
    • 165 Days On Market

    Current Estimated Value $116,724

    Last Listing Agent Diana Perez PROFESSIONAL REAL ESTATE TEAM

    1695 Lee Rd Unit C214, Winter Park, FL 32789
  • /2

    $1,810,000

    Sold May 20, 2025

    1970 Laurel Rd, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 3,440 Sq Ft
    • Built 2015

    Last Sold Summary

    • 3% Below List Price
    • $526/SF
    • 12 Days On Market

    Current Estimated Value $1,818,414

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

    1970 Laurel Rd, Winter Park, FL 32789
  • /2

    $343,000

    Sold Sep 16, 2025

    657 Overspin Dr, Winter Park, FL 32789

    • 4 Beds
    • 2 Baths
    • 1,349 Sq Ft
    • Built 1955

    Last Sold Summary

    • 12% Below List Price
    • $254/SF
    • 61 Days On Market

    Current Estimated Value $350,909

    Last Listing Agent Abby Nelson RE/MAX 200 REALTY

    657 Overspin Dr, Winter Park, FL 32789
  • /2

    $795,000

    Sold Sep 30, 2025

    1773 Walnut Ave, Winter Park, FL 32789

    • 4 Beds
    • 2 Baths
    • 2,146 Sq Ft
    • Built 1957

    Last Sold Summary

    • 23% Above List Price
    • $370/SF
    • 6 Days On Market

    Current Estimated Value $804,123

    Last Listing Agent Vincent Scarlatos CORCORAN PREMIER REALTY

    1773 Walnut Ave, Winter Park, FL 32789
  • /2

    $2,435,000

    Sold Jul 14, 2025

    1795 Greenwich Ave, Winter Park, FL 32789

    • 5 Beds
    • 5.5 Baths
    • 3,852 Sq Ft
    • Built 2019

    Last Sold Summary

    • 5% Below List Price
    • $632/SF
    • 31 Days On Market

    Current Estimated Value $2,385,712

    Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

    1795 Greenwich Ave, Winter Park, FL 32789
  • /45

    $429,000

    Sold May 19, 2025

    441 Clay St, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 969 Sq Ft
    • Built 1949

    Last Sold Summary

    • 12% Below List Price
    • $443/SF
    • 66 Days On Market

    Current Estimated Value $430,576

    Last Listing Agent Maria G Camacho ORLANDO KEY REALTY LLC

    441 Clay St, Winter Park, FL 32789
  • /2

    $1,375,000

    Sold May 28, 2025

    1633 Pine Ave, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,481 Sq Ft
    • Built 1951

    Last Sold Summary

    • 1% Below List Price
    • $554/SF
    • 4 Days On Market

    Current Estimated Value $1,382,890

    Last Listing Agent Jenny Lake FANNIE HILLMAN & ASSOCIATES

    1633 Pine Ave, Winter Park, FL 32789
  • /2

    $1,800,000

    Sold Aug 29, 2025

    1355 Hibiscus Ave, Winter Park, FL 32789

    • 5 Beds
    • 5.5 Baths
    • 4,155 Sq Ft
    • Built 2006

    Last Sold Summary

    • 6% Below List Price
    • $433/SF
    • 32 Days On Market

    Current Estimated Value $1,850,521

    Last Listing Agent Nadia Moayeri PALMANO GROUP RE BROKERAGE LLC

    1355 Hibiscus Ave, Winter Park, FL 32789
  • /2

    $445,000

    Sold Mar 20, 2026

    1347 Orchid Ave, Winter Park, FL 32789

    • 4 Beds
    • 2 Baths
    • 1,490 Sq Ft
    • Built 1953

    Last Sold Summary

    • 1% Below List Price
    • $299/SF
    • 76 Days On Market

    Current Estimated Value $442,066

    Last Listing Agent Ken Sheldon SHELDON PROFESSIONALS INC

    1347 Orchid Ave, Winter Park, FL 32789
  • /2

    $900,000

    Sold Jul 18, 2025

    100 S Interlachen Ave Unit 304, Winter Park, FL 32789

    • 4 Beds
    • 4 Baths
    • 2,286 Sq Ft
    • Built 1971

    Last Sold Summary

    • 25% Below List Price
    • $394/SF
    • 63 Days On Market

    Current Estimated Value $1,053,103

    Last Listing Agent Greg Vazzana FANNIE HILLMAN & ASSOCIATES

    100 S Interlachen Ave Unit 304, Winter Park, FL 32789

Showing Results 281 - 320, Page 8 of 12

How to Buy a Home How to Finance a Home How to Sell a Home