Recently Sold Winter Park, FL Homes

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  $480,000 Sold Apr 25, 2025

  525 S Lakemont Ave, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft
  • Built 1955

  Last Sold Summary

  • 21% Below List Price
  • $316/SF
  • 60 Days On Market

  Current Estimated Value $1,588,188

  Last Listing Agent Augusto Rodriguez-Aponte MARK SPAIN REAL ESTATE

  525 S Lakemont Ave, Winter Park, FL 32792
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  $675,000 Sold Nov 28, 2025

  2190 Temple Dr, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft
  • Built 1956

  Last Sold Summary

  • 4% Below List Price
  • $468/SF
  • 108 Days On Market

  Current Estimated Value $689,885

  Last Listing Agent Sharon Mikol MAINFRAME REAL ESTATE

  2190 Temple Dr, Winter Park, FL 32789
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  $358,000 Sold Oct 16, 2025

  1827 Blaine Terrace, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,114 Sq Ft
  • Built 1990

  Last Sold Summary

  • 1% Below List Price
  • $321/SF
  • 38 Days On Market

  Current Estimated Value $344,473

  Last Listing Agent Mario Zendeli COMPASS FLORIDA LLC

  1827 Blaine Terrace, Winter Park, FL 32792
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  $380,000 Sold Sep 26, 2025

  690 Osceola Ave Unit 209, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Built 1969

  Last Sold Summary

  • 11% Below List Price
  • $331/SF
  • 34 Days On Market

  Current Estimated Value $375,232

  Last Listing Agent Mike Wang LOKATION

  690 Osceola Ave Unit 209, Winter Park, FL 32789
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  $495,000 Sold Dec 10, 2025

  625 S Lakemont Ave, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,370 Sq Ft
  • Built 1958

  Last Sold Summary

  • 10% Below List Price
  • $361/SF
  • 0 Days On Market

  Current Estimated Value $507,999

  Last Listing Agent Harry Pool, III COLDWELL BANKER REALTY

  625 S Lakemont Ave, Winter Park, FL 32792
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  $315,000 Sold Apr 14, 2025

  690 Osceola Ave Unit 308, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Built 1969

  Last Sold Summary

  • 15% Below List Price
  • $274/SF
  • 35 Days On Market

  Current Estimated Value $335,368

  Last Listing Agent Deborah Teixeira STRAWBERRY FIELDS FOREVER REALY LLC

  690 Osceola Ave Unit 308, Winter Park, FL 32789
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  $140,000 Sold Aug 15, 2025

  200 St Andrews Blvd Unit 911, Winter Park, FL 32792

  • 1 Bed
  • 1 Bath
  • 793 Sq Ft
  • Built 1970

  Last Sold Summary

  • 7% Below List Price
  • $177/SF
  • 31 Days On Market

  Current Estimated Value $137,774

  Last Listing Agent Jonathan Lacko WINTER PARK REAL ESTATE CO LLC

  200 St Andrews Blvd Unit 911, Winter Park, FL 32792
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  $440,000 Sold Aug 22, 2025

  3019 Northwood Blvd, Winter Park, FL 32789

  • 3 Beds
  • 1.5 Baths
  • 1,662 Sq Ft
  • Built 1953

  Last Sold Summary

  • 35% Below List Price
  • $265/SF
  • 98 Days On Market

  Current Estimated Value $467,009

  Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC

  3019 Northwood Blvd, Winter Park, FL 32789
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  $450,000 Sold May 05, 2025

  4442 Glenview Ln, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,387 Sq Ft
  • Built 1984

  Last Sold Summary

  • 3% Below List Price
  • $324/SF
  • 26 Days On Market

  Current Estimated Value $437,486

  Last Listing Agent Alexandra Repetto REPETTO REALTY GROUP LLC

  4442 Glenview Ln, Winter Park, FL 32792
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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 $3,104,689

  Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  210 E Lake Sue Ave, Winter Park, FL 32789
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  $477,500 Sold May 28, 2025

  1532 Lawndale Cir, Winter Park, FL 32792

  • 4 Beds
  • 2.5 Baths
  • 2,035 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Below List Price
  • $235/SF
  • 19 Days On Market

  Current Estimated Value $478,602

  Last Listing Agent David Coker KELLER WILLIAMS WINTER PARK

  1532 Lawndale Cir, Winter Park, FL 32792
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  $1,860,000 Sold Mar 26, 2026

  1540 Palm Ave, Winter Park, FL 32789

  • 5 Beds
  • 3.5 Baths
  • 3,423 Sq Ft
  • Built 2014

  Last Sold Summary

  • 11% Below List Price
  • $543/SF
  • 158 Days On Market

  Current Estimated Value $1,933,944

  Last Listing Agent John McDade FANNIE HILLMAN & ASSOCIATES

  1540 Palm Ave, Winter Park, FL 32789
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  $705,000 Sold Jul 14, 2025

  1139 Fairway Dr, Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 2,385 Sq Ft
  • Built 1979

  Last Sold Summary

  • 6% Below List Price
  • $296/SF
  • 57 Days On Market

  Current Estimated Value $686,078

  Last Listing Agent Gale Milgrim KELLER WILLIAMS WINTER PARK

  1139 Fairway Dr, Winter Park, FL 32792
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  $87,000 Sold Aug 21, 2025

  253 Scottsdale Square, Winter Park, FL 32792

  • 1 Bed
  • 1 Bath
  • 785 Sq Ft
  • Built 1974

  Last Sold Summary

  • $111/SF
  • 0 Days On Market

  Current Estimated Value $78,947

  Last Listing Agent Mary Pat Vasquez KELLER WILLIAMS ADVANTAGE REALTY

  253 Scottsdale Square, Winter Park, FL 32792
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  $490,000 Sold Oct 28, 2025

  2844 Scarlet Rd, Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 1,508 Sq Ft
  • Built 1962

  Last Sold Summary

  • 8% Below List Price
  • $325/SF
  • 92 Days On Market

  Current Estimated Value $479,344

  Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

  2844 Scarlet Rd, Winter Park, FL 32792
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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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  $490,000 Sold May 02, 2025

  2463 Brookshire Ave, Winter Park, FL 32792

  • 3 Beds
  • 1.5 Baths
  • 1,050 Sq Ft
  • Built 1959

  Last Sold Summary

  • 7% Below List Price
  • $467/SF
  • 6 Days On Market

  Current Estimated Value $476,304

  Last Listing Agent Tom Kimbrough HOME WISE REALTY GROUP, INC.

  2463 Brookshire Ave, Winter Park, FL 32792
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  $190,000 Sold May 28, 2025

  7317 Forest Hill Ct Unit 235, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,117 Sq Ft
  • Built 1984

  Last Sold Summary

  • 22% Below List Price
  • $170/SF
  • 163 Days On Market

  Current Estimated Value $181,687

  Last Listing Agent GOKHAN YILHAN COLDWELL BANKER REALTY

  7317 Forest Hill Ct Unit 235, Winter Park, FL 32792
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  $214,990 Sold Mar 09, 2026

  7744 Country Place Unit C4, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Built 1985

  Last Sold Summary

  • $201/SF
  • 7 Days On Market

  Current Estimated Value $226,610

  Last Listing Agent David Knight EXP REALTY LLC

  7744 Country Place Unit C4, Winter Park, FL 32792
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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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  $935,000 Sold Mar 07, 2026

  2260 Hawick Ln, Winter Park, FL 32792

  • Land
  • 0.45 Acre
  • $2,077,778 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 123 Days On Market

  Current Estimated Value $944,329

  Last Listing Agent Michael Rasmussen DAVEN REAL ESTATE INC

  2260 Hawick Ln, Winter Park, FL 32792
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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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  $699,450 Sold Nov 19, 2025

  1346 Golfside Dr, Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 1,829 Sq Ft
  • Built 1979

  Last Sold Summary

  • 1% Above List Price
  • $382/SF
  • 4 Days On Market

  Current Estimated Value $687,879

  Last Listing Agent Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

  1346 Golfside Dr, Winter Park, FL 32792
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  $387,000 Sold Dec 23, 2025

  5422 Albert Dr, Winter Park, FL 32792

  • 3 Beds
  • 2.5 Baths
  • 1,689 Sq Ft
  • Built 1978

  Last Sold Summary

  • 9% Below List Price
  • $229/SF
  • 74 Days On Market

  Current Estimated Value $387,165

  Last Listing Agent Virginia Bellhorn WATSON REALTY CORP

  5422 Albert Dr, Winter Park, FL 32792
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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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  $78,000 Sold Nov 25, 2025

  330 Scottsdale Square Unit 330, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 1,020 Sq Ft
  • Built 1974

  Last Sold Summary

  • 12% Below List Price
  • $76/SF
  • 25 Days On Market

  Current Estimated Value $81,721

  Last Listing Agent Milton James COLDWELL BANKER REALTY

  330 Scottsdale Square Unit 330, Winter Park, FL 32792
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  $310,000 Sold Aug 29, 2025

  7642 Glenmoor Ln, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 1,217 Sq Ft
  • Built 1984

  Last Sold Summary

  • 24% Above List Price
  • $255/SF
  • 4 Days On Market

  Current Estimated Value $298,328

  Last Listing Agent Pam Grabenhorst THE WILKINS WAY LLC

  7642 Glenmoor Ln, Winter Park, FL 32792
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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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  $449,000 Sold Dec 10, 2025

  1710 Aster Dr, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft
  • Built 1979

  Last Sold Summary

  • 11% Below List Price
  • $270/SF
  • 302 Days On Market

  Current Estimated Value $438,788

  Last Listing Agent Dora Siler FOLIO REALTY LLC

  1710 Aster Dr, Winter Park, FL 32792
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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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