Recently Sold Winter Park, FL Homes

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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

  Last Listing Agent Harry Pool, III COLDWELL BANKER RESIDENTIAL RE

  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 $347,835

  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 $142,765

  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 $461,699

  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 $440,211

  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

  Last Listing Agent Livia Petraru EXP REALTY LLC

  1308 S Pennsylvania Ave Unit 3, Winter Park, FL 32789
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  $200,000 Sold Mar 11, 2025

  0 Fern Gully Cove, Winter Park, FL 32792

  • Land
  • 3.26 Acres
  • $61,350 per Acre

  Last Sold Summary

  • 15% Below List Price
  • 270 Days On Market

  Current Estimated Value $296,000

  Last Listing Agent Justin McCoy QUICKSILVER REAL ESTATE GROUP

  0 Fern Gully Cove, Winter Park, FL 32792
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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 $514,266

  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 $423,084

  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

  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 $3,049,097

  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 $482,561

  Last Listing Agent David Coker KELLER WILLIAMS WINTER PARK

  1532 Lawndale Cir, Winter Park, FL 32792
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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 $697,838

  Last Listing Agent Gale Milgrim KELLER WILLIAMS WINTER PARK

  1139 Fairway Dr, Winter Park, FL 32792
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  $1,500,000 Sold Jan 31, 2025

  1321 Lakeview Dr, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 4,287 Sq Ft
  • Built 1986

  Last Sold Summary

  • 12% Below List Price
  • $350/SF
  • 10 Days On Market

  Current Estimated Value $1,629,431

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

  1321 Lakeview Dr, Winter Park, FL 32789
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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 $84,018

  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

  Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

  2844 Scarlet Rd, Winter Park, FL 32792
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  $399,900 Sold Mar 18, 2025

  5055 Lake Howell Rd, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,381 Sq Ft
  • Built 1957

  Last Sold Summary

  • $290/SF
  • 8 Days On Market

  Current Estimated Value $412,984

  Last Listing Agent Alamgir Wali SPECTRUM PROPERTY GROUP LLC

  5055 Lake Howell Rd, Winter Park, FL 32792
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  $950,000 Sold Jan 24, 2025

  241 W Lake Sue Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,304 Sq Ft
  • Built 1950

  Last Sold Summary

  • $412/SF
  • 5 Days On Market

  Current Estimated Value $1,015,495

  Last Listing Agent Ivanhoe Alvarez LOKATION

  241 W 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 $386,269

  Last Listing Agent Carol van den Berg FLORIDA ONE REAL ESTATE LLC

  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

  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 $477,333

  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 $193,112

  Last Listing Agent GOKHAN YILHAN COLDWELL BANKER RESIDENTIAL RE

  7317 Forest Hill Ct Unit 235, Winter Park, FL 32792
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  $230,000 Sold Dec 27, 2024

  689 Saint Johns Ct Unit 689, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1981

  Last Sold Summary

  • $205/SF
  • 4 Days On Market

  Current Estimated Value $219,983

  Last Listing Agent Bill Mauer RE/MAX INNOVATION

  689 Saint Johns Ct Unit 689, Winter Park, FL 32792
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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

  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

  Last Listing Agent Maoline Herrera EXP REALTY LLC

  2612 Lafayette Ave, 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

  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

  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

  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

  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

  Last Listing Agent Milton James COLDWELL BANKER RESIDENTIAL RE

  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 $298,510

  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 $2,997,800

  Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

  1730 Winchester Dr, Winter Park, FL 32789
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  $2,530,000 Sold Feb 07, 2025

  1215 Via Salerno, Winter Park, FL 32789

  • 4 Beds
  • 4.5 Baths
  • 3,648 Sq Ft
  • Built 1991

  Last Sold Summary

  • 3% Below List Price
  • $694/SF
  • 7 Days On Market

  Current Estimated Value $2,593,361

  Last Listing Agent Shirley Jones COLDWELL BANKER RESIDENTIAL RE

  1215 Via Salerno, 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

  Last Listing Agent Dora Siler FOLIO REALTY LLC

  1710 Aster Dr, Winter Park, FL 32792
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  $1,650,000 Sold Jan 02, 2025

  315 E New England Ave Unit 9, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,637 Sq Ft
  • Built 2007

  Last Sold Summary

  • 3% Above List Price
  • $1,008/SF
  • 5 Days On Market

  Current Estimated Value $1,566,349

  Last Listing Agent Anna Lohr URBANISTA BROKERS

  315 E New England Ave Unit 9, Winter Park, FL 32789
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  $3,625,000 Sold Feb 07, 2025

  850 Georgia Ave, Winter Park, FL 32789

  • 3 Beds
  • 5.5 Baths
  • 4,627 Sq Ft
  • Built 1987

  Last Sold Summary

  • 13% Below List Price
  • $783/SF
  • 143 Days On Market

  Current Estimated Value $3,686,357

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

  850 Georgia Ave, 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 $2,190,871

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

  1554 Lake Knowles Cir, Winter Park, FL 32789
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  $150,000 Sold Aug 15, 2025

  3318 Amber Wood Way Unit 100, Winter Park, FL 32792

  • 2 Beds
  • 2.5 Baths
  • 1,031 Sq Ft
  • Built 1983

  Last Sold Summary

  • 7,795% Above List Price
  • $145/SF
  • 0 Days On Market

  Current Estimated Value $160,599

  Last Listing Agent Ramon Ortiz Cruz DIAMOND 2000 REALTY, INC

  3318 Amber Wood Way Unit 100, Winter Park, FL 32792
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  $140,000 Sold Apr 22, 2025

  1000 S Semoran Blvd Unit 511, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 1,003 Sq Ft
  • Built 1969

  Last Sold Summary

  • 10% Below List Price
  • $140/SF
  • 21 Days On Market

  Current Estimated Value $145,625

  Last Listing Agent Jeff Stewart WEICHERT REALTORS HALLMARK PROPERTIES

  1000 S Semoran Blvd Unit 511, Winter Park, FL 32792
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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 $1,651,070

  Last Listing Agent Skip Kirst COLLADO REAL ESTATE

  2339 Lafayette Ave, Winter Park, FL 32789

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