Recently Sold Homes in 32789

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  $312,500 Sold Oct 21, 2025

  1308 S Pennsylvania Ave Unit 3, Winter Park, FL 32789

  • 1 Bed
  • 1 Bath
  • 823 Sq Ft
  • Built 1983

  Last Sold Summary

  • 4% Below List Price
  • $380/SF
  • 9 Days On Market

  Current Estimated Value $308,077

  Last Listing Agent Livia Petraru EXP REALTY LLC

  1308 S Pennsylvania Ave Unit 3, Winter Park, FL 32789
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  $1,690,000 Sold Mar 06, 2026

  1630 Chestnut Ave, Winter Park, FL 32789

  • 3 Beds
  • 4.5 Baths
  • 3,164 Sq Ft
  • Built 2021

  Last Sold Summary

  • 3% Below List Price
  • $534/SF
  • 70 Days On Market

  Current Estimated Value $1,690,907

  Last Listing Agent Brian Teach COLDWELL BANKER REALTY

  1630 Chestnut Ave, Winter Park, FL 32789
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  $520,000 Sold May 30, 2025

  2507 Lafayette Ave, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 943 Sq Ft
  • Built 1956

  Last Sold Summary

  • 1% Below List Price
  • $551/SF
  • 41 Days On Market

  Current Estimated Value $521,477

  Last Listing Agent William Grim, III RE/MAX ASSURED

  2507 Lafayette Ave, Winter Park, FL 32789
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  $425,000 Sold Aug 21, 2025

  535 N Interlachen Ave Unit 205, Winter Park, FL 32789

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

  Last Sold Summary

  • $431/SF
  • 0 Days On Market

  Current Estimated Value $418,133

  Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

  535 N Interlachen Ave Unit 205, Winter Park, FL 32789
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  $610,000 Sold Dec 18, 2025

  1620 Howell Branch Rd, Winter Park, FL 32789

  • 3 Beds
  • 4 Baths
  • 1,984 Sq Ft
  • Built 1985

  Last Sold Summary

  • 13% Below List Price
  • $307/SF
  • 97 Days On Market

  Current Estimated Value $646,782

  Last Listing Agent Michelle Rhea THE WILKINS WAY LLC

  1620 Howell Branch Rd, Winter Park, FL 32789
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  $3,130,000 Sold Mar 27, 2025

  210 E Lake Sue Ave, Winter Park, FL 32789

  • 5 Beds
  • 5.5 Baths
  • 4,188 Sq Ft
  • Built 2025

  Last Sold Summary

  • $747/SF
  • 6 Days On Market

  Current Estimated Value $3,123,766

  Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  210 E Lake Sue Ave, Winter Park, FL 32789
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  $385,000 Sold Jun 11, 2025

  1930 Albert Lee Pkwy, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,262 Sq Ft
  • Built 1955

  Last Sold Summary

  • 4% Below List Price
  • $305/SF
  • 101 Days On Market

  Current Estimated Value $387,852

  Last Listing Agent Carol van den Berg VAN DEN BERG REAL ESTATE GROUP

  1930 Albert Lee Pkwy, Winter Park, FL 32789
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  $1,600,000 Sold Dec 15, 2025

  825 Palmer Ave, Winter Park, FL 32789

  • 3 Beds
  • 3 Baths
  • 3,297 Sq Ft
  • Built 1953

  Last Sold Summary

  • 11% Below List Price
  • $485/SF
  • 87 Days On Market

  Current Estimated Value $1,655,754

  Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

  825 Palmer Ave, Winter Park, FL 32789
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  $1,100,000 Sold Mar 16, 2026

  1700 Mizell Ave, Winter Park, FL 32789

  • 4 Beds
  • 4 Baths
  • 2,045 Sq Ft
  • Built 1949

  Last Sold Summary

  • $538/SF
  • 1 Day On Market

  Current Estimated Value $967,517

  Last Listing Agent Giannviana Roberts KORR REALTY CORP

  1700 Mizell Ave, Winter Park, FL 32789
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  $1,475,000 Sold Mar 16, 2026

  1408 Chapman Cir, Winter Park, FL 32789

  • 4 Beds
  • 4 Baths
  • 3,237 Sq Ft
  • Built 2003

  Last Sold Summary

  • 5% Below List Price
  • $456/SF
  • 95 Days On Market

  Current Estimated Value $1,498,014

  Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

  1408 Chapman Cir, Winter Park, FL 32789
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  $1,800,000 Sold Oct 24, 2025

  1682 Arbor Park Dr, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 2,950 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $610/SF
  • 16 Days On Market

  Current Estimated Value $1,764,296

  Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  1682 Arbor Park Dr, Winter Park, FL 32789
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  $550,000 Sold Nov 10, 2025

  2612 Lafayette Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,447 Sq Ft
  • Built 1956

  Last Sold Summary

  • 39% Below List Price
  • $225/SF
  • 573 Days On Market

  Current Estimated Value $681,468

  Last Listing Agent Maoline Herrera EXP REALTY LLC

  2612 Lafayette Ave, Winter Park, FL 32789
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  $125,000 Sold Feb 23, 2026

  1695 Lee Rd Unit B216, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft
  • Built 1966

  Last Sold Summary

  • 7% Below List Price
  • $109/SF
  • 7 Days On Market

  Current Estimated Value $130,804

  Last Listing Agent Martha Grasty EXP REALTY LLC

  1695 Lee Rd Unit B216, Winter Park, FL 32789
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  $1,063,303 Sold Dec 10, 2025

  1835 Karolina Ave, Winter Park, FL 32789

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

  Last Sold Summary

  • 23% Above List Price
  • $399/SF
  • 50 Days On Market

  Current Estimated Value $1,059,714

  Last Listing Agent Laura Hope COMPASS FLORIDA LLC

  1835 Karolina Ave, Winter Park, FL 32789
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  $312,000 Sold Oct 16, 2025

  1921 Dartmouth Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 987 Sq Ft
  • Built 1956

  Last Sold Summary

  • 16% Below List Price
  • $316/SF
  • 76 Days On Market

  Current Estimated Value $314,348

  Last Listing Agent Pat Hancock THOMAS LYNNE REALTY GROUP LLC

  1921 Dartmouth Ave, Winter Park, FL 32789
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  $3,000,000 Sold Aug 18, 2025

  1730 Winchester Dr, Winter Park, FL 32789

  • 5 Beds
  • 5.5 Baths
  • 4,080 Sq Ft
  • Built 2024

  Last Sold Summary

  • 9% Below List Price
  • $735/SF
  • 313 Days On Market

  Current Estimated Value $2,998,184

  Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

  1730 Winchester Dr, Winter Park, FL 32789
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  $2,200,000 Sold Sep 09, 2025

  1554 Lake Knowles Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 3,155 Sq Ft
  • Built 1954

  Last Sold Summary

  • 12% Below List Price
  • $697/SF
  • 2 Days On Market

  Current Estimated Value $2,158,931

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

  1554 Lake Knowles Cir, Winter Park, FL 32789
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  $1,650,000 Sold Jun 30, 2025

  2339 Lafayette Ave, Winter Park, FL 32789

  • 4 Beds
  • 6 Baths
  • 3,379 Sq Ft
  • Built 2005

  Last Sold Summary

  • 6% Below List Price
  • $488/SF
  • 15 Days On Market

  Current Estimated Value $1,668,664

  Last Listing Agent Skip Kirst COLLADO REAL ESTATE

  2339 Lafayette Ave, Winter Park, FL 32789
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  $1,050,000 Sold Aug 14, 2025

  2250 Forrest Rd, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,492 Sq Ft
  • Built 1950

  Last Sold Summary

  • 12% Below List Price
  • $704/SF
  • 0 Days On Market

  Current Estimated Value $1,034,349

  Last Listing Agent Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

  2250 Forrest Rd, Winter Park, FL 32789
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  $200,000 Sold Jan 30, 2026

  1821 Killarney Dr, Winter Park, FL 32789

  • Land
  • 0.38 Acre
  • $526,316 per Acre

  Last Sold Summary

  Current Estimated Value $131,864

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

  1821 Killarney Dr, Winter Park, FL 32789
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  $965,000 Sold Jul 07, 2025

  1760 Mondrian Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,245 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Below List Price
  • $430/SF
  • 11 Days On Market

  Current Estimated Value $948,924

  Last Listing Agent Brian Teach COLDWELL BANKER REALTY

  1760 Mondrian Cir, Winter Park, FL 32789
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  $975,000 Sold Nov 18, 2025

  901 Palmer Ave, Winter Park, FL 32789

  • Land
  • 0.32 Acre
  • $3,046,875 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 33 Days On Market

  Current Estimated Value $1,041,482

  Last Listing Agent Sharon Helsby FANNIE HILLMAN & ASSOCIATES

  901 Palmer Ave, Winter Park, FL 32789
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  $1,650,000 Sold Oct 09, 2025

  1915 Stonehurst Rd, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,489 Sq Ft
  • Built 1956

  Last Sold Summary

  • $663/SF
  • 0 Days On Market

  Current Estimated Value $1,624,347

  Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

  1915 Stonehurst Rd, Winter Park, FL 32789
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  $362,500 Sold Jul 30, 2025

  311 E Morse Blvd Unit 6-7, Winter Park, FL 32789

  • 1 Bed
  • 1 Bath
  • 884 Sq Ft
  • Built 1960

  Last Sold Summary

  • 19% Below List Price
  • $410/SF
  • 103 Days On Market

  Current Estimated Value $359,112

  Last Listing Agent Maria Van Warner FANNIE HILLMAN & ASSOCIATES

  311 E Morse Blvd Unit 6-7, Winter Park, FL 32789
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  $1,100,000 Sold Apr 10, 2025

  1932 Temple Dr, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,432 Sq Ft
  • Built 1952

  Last Sold Summary

  • 15% Below List Price
  • $452/SF
  • 44 Days On Market

  Current Estimated Value $1,113,982

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

  1932 Temple Dr, Winter Park, FL 32789
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  $600,000 Sold Oct 17, 2025

  2812 Woodside Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,842 Sq Ft
  • Built 1952

  Last Sold Summary

  • 4% Below List Price
  • $326/SF
  • 50 Days On Market

  Current Estimated Value $589,359

  Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

  2812 Woodside Ave, Winter Park, FL 32789
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  $2,594,550 Sold May 09, 2025

  254 Sylvan Blvd, Winter Park, FL 32789

  • 3 Beds
  • 3 Baths
  • 3,653 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Below List Price
  • $710/SF
  • 8 Days On Market

  Current Estimated Value $2,537,253

  Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

  254 Sylvan Blvd, Winter Park, FL 32789
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  $1,025,000 Sold Jun 27, 2025

  2680 Oglesby Ave, Winter Park, FL 32789

  • 4 Beds
  • 2.5 Baths
  • 2,546 Sq Ft
  • Built 2019

  Last Sold Summary

  • 2% Below List Price
  • $403/SF
  • 55 Days On Market

  Current Estimated Value $1,022,742

  Last Listing Agent Kris Kennedy COMPASS FLORIDA LLC

  2680 Oglesby Ave, Winter Park, FL 32789
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  $5,250,000 Sold Mar 31, 2025

  210 Chelton Cir, Winter Park, FL 32789

  • 5 Beds
  • 5.5 Baths
  • 5,264 Sq Ft
  • Built 2024

  Last Sold Summary

  • 8% Below List Price
  • $997/SF
  • 125 Days On Market

  Current Estimated Value $5,457,476

  Last Listing Agent Laura Earl CORCORAN PREMIER REALTY

  210 Chelton Cir, Winter Park, FL 32789
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  $2,400,000 Sold Mar 28, 2025

  1010 N Pennsylvania Ave, Winter Park, FL 32789

  • 4 Beds
  • 4.5 Baths
  • 4,074 Sq Ft
  • Built 2017

  Last Sold Summary

  • 14% Below List Price
  • $589/SF
  • 94 Days On Market

  Current Estimated Value $2,495,844

  Last Listing Agent Dana Laing BHHS FLORIDA REALTY

  1010 N Pennsylvania Ave, Winter Park, FL 32789
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  $1,050,000 Sold Jul 14, 2025

  795 W Canton Ave, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,374 Sq Ft
  • Built 2017

  Last Sold Summary

  • 9% Below List Price
  • $442/SF
  • 23 Days On Market

  Current Estimated Value $1,053,889

  Last Listing Agent Margo Rochelle WEICHERT REALTORS HALLMARK PROPERTIES

  795 W Canton Ave, Winter Park, FL 32789
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  $1,480,000 Sold Sep 19, 2025

  1742 Barcelona Way, Winter Park, FL 32789

  • 5 Beds
  • 8 Baths
  • 3,626 Sq Ft
  • Built 1973

  Last Sold Summary

  • 18% Below List Price
  • $408/SF
  • 81 Days On Market

  Current Estimated Value $1,494,204

  Last Listing Agent Dee Morgan KELLY PRICE & COMPANY LLC

  1742 Barcelona Way, Winter Park, FL 32789
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  $1,500,000 Sold May 14, 2025

  1741 Pine Ave, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 3,297 Sq Ft
  • Built 2002

  Last Sold Summary

  • $455/SF
  • 7 Days On Market

  Current Estimated Value $1,560,876

  Last Listing Agent Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

  1741 Pine Ave, Winter Park, FL 32789
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  $560,000 Sold Aug 19, 2025

  1339 Orchid Ave, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 789 Sq Ft
  • Built 1953

  Last Sold Summary

  • 12% Below List Price
  • $710/SF
  • 46 Days On Market

  Current Estimated Value $551,301

  Last Listing Agent Barbara Allen ABIDE REALTY

  1339 Orchid Ave, Winter Park, FL 32789
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  $1,010,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,615 Sq Ft

  456 Carolina Ave, Winter Park, FL 32789

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Experience the FLAGSHIP LIFESTYLE of Winter Park, where COASTAL INSPIRATION MEETS TIMELESS CHARM. This beautiful 3-bedroom, 3-bath residence offers a thoughtfully designed floor plan with inviting living spaces downstairs and all bedrooms upstairs for added privacy. Built in 2004 with solid concrete block

  Heather Frazee FANNIE HILLMAN & ASSOCIATES

  456 Carolina Ave, Winter Park, FL 32789
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  $475,000 Sold Oct 14, 2025

  621 Symonds Ave, Winter Park, FL 32789

  • Land
  • 0.13 Acre
  • $3,653,846 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 147 Days On Market

  Current Estimated Value $472,210

  Last Listing Agent Emily Williams FANNIE HILLMAN & ASSOCIATES

  621 Symonds Ave, Winter Park, FL 32789
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  $230,000 Sold May 30, 2025

  1500 Gay Rd Unit 10C, Winter Park, FL 32789

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

  Last Sold Summary

  • 7% Below List Price
  • $224/SF
  • 75 Days On Market

  Last Listing Agent Janice Erickson REALCOM REAL ESTATE SERVICES INC

  1500 Gay Rd Unit 10C, Winter Park, FL 32789
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  $1,740,000 Sold Aug 29, 2025

  443 Beloit Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,964 Sq Ft
  • Built 1983

  Last Sold Summary

  • 3% Below List Price
  • $587/SF
  • 0 Days On Market

  Current Estimated Value $1,733,713

  Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  443 Beloit Ave, Winter Park, FL 32789
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  $940,000 Sold Aug 29, 2025

  1840 Biscayne Dr, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,646 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Below List Price
  • $355/SF
  • 17 Days On Market

  Current Estimated Value $941,098

  Last Listing Agent Jennifer King CORCORAN PREMIER REALTY

  1840 Biscayne Dr, Winter Park, FL 32789
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  $1,525,000 Sold Jun 18, 2025

  747 Mcintyre Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,457 Sq Ft
  • Built 1950

  Last Sold Summary

  • 2% Above List Price
  • $1,047/SF
  • 2 Days On Market

  Current Estimated Value $1,480,024

  Last Listing Agent Chuck Massab FANNIE HILLMAN & ASSOCIATES

  747 Mcintyre Ave, Winter Park, FL 32789

Showing Results 121 - 160, Page 4 of 13