Recently Sold Winter Park, FL Homes

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  $468,470 Sold Jun 20, 2025

  1026 Manchester Cir, Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 1,724 Sq Ft
  • Built 1977

  Last Sold Summary

  • 3% Below List Price
  • $272/SF
  • 25 Days On Market

  Current Estimated Value $477,224

  Last Listing Agent David Miller KELLER WILLIAMS HERITAGE REALTY

  1026 Manchester Cir, Winter Park, FL 32792
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  $430,000 Sold Aug 08, 2025

  1006 Bradford Dr, Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 2,130 Sq Ft
  • Built 1974

  Last Sold Summary

  • 3% Above List Price
  • $202/SF
  • 7 Days On Market

  Current Estimated Value $445,370

  Last Listing Agent Paul Giannotti TERZA REAL ESTATE

  1006 Bradford Dr, Winter Park, FL 32792
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  $390,000 Sold Feb 23, 2026

  1670 Clematis Ln, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,401 Sq Ft
  • Built 1962

  Last Sold Summary

  • 11% Below List Price
  • $278/SF
  • 81 Days On Market

  Current Estimated Value $381,345

  Last Listing Agent Gea Gomez LPT REALTY, LLC

  1670 Clematis Ln, Winter Park, FL 32792
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  $1,595,000 Sold Sep 02, 2025

  1733 Harmon Ave, Winter Park, FL 32789

  • 5 Beds
  • 4.5 Baths
  • 3,267 Sq Ft
  • Built 2025

  Last Sold Summary

  • $488/SF
  • 27 Days On Market

  Current Estimated Value $1,561,160

  Last Listing Agent Jordan Freeland SOUTH REALTY, INC

  1733 Harmon Ave, Winter Park, FL 32789
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  $749,000 Sold Aug 13, 2025

  627 Darcey Dr, Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 2,509 Sq Ft
  • Built 1967

  Last Sold Summary

  • 6% Below List Price
  • $299/SF
  • 52 Days On Market

  Current Estimated Value $752,148

  Last Listing Agent Ingrid Livingston COLDWELL BANKER REALTY

  627 Darcey Dr, Winter Park, FL 32792
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  $1,095,000 Sold Dec 01, 2025

  1450 Chestnut Ave, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 1,942 Sq Ft
  • Built 2009

  Last Sold Summary

  • 16% Below List Price
  • $564/SF
  • 49 Days On Market

  Current Estimated Value $1,095,027

  Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

  1450 Chestnut Ave, Winter Park, FL 32789
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  $220,000 Sold Jan 30, 2026

  700 Melrose Ave Unit J23, Winter Park, FL 32789

  • 1 Bed
  • 1 Bath
  • 772 Sq Ft
  • Built 1964

  Last Sold Summary

  • 6% Below List Price
  • $285/SF
  • 107 Days On Market

  Current Estimated Value $218,304

  Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

  700 Melrose Ave Unit J23, Winter Park, FL 32789
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  $400,000 Sold Feb 13, 2026

  2833 Prince John Rd, Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 1,605 Sq Ft
  • Built 1963

  Last Sold Summary

  • 7% Below List Price
  • $249/SF
  • 9 Days On Market

  Current Estimated Value $413,804

  Last Listing Agent Makena Clark EXIT REALTY PREMIER LEGACY

  2833 Prince John Rd, Winter Park, FL 32792
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  $538,500 Sold May 16, 2025

  2855 Cady Way, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft
  • Built 1964

  Last Sold Summary

  • 9% Below List Price
  • $310/SF
  • 76 Days On Market

  Current Estimated Value $535,099

  Last Listing Agent Joe Cremonese GLOBAL PROPERTIES SALES & MGMT

  2855 Cady Way, Winter Park, FL 32792
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  $284,000 Sold May 23, 2025

  2539 Antilles Dr, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Built 1976

  Last Sold Summary

  • 5% Below List Price
  • $249/SF
  • 50 Days On Market

  Current Estimated Value $283,922

  Last Listing Agent Allie George CORCORAN PREMIER REALTY

  2539 Antilles Dr, Winter Park, FL 32792
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  $290,000 Sold Sep 22, 2025

  7102 Easter St, Winter Park, FL 32792

  • 3 Beds
  • 1 Bath
  • 1,114 Sq Ft
  • Built 1956

  Last Sold Summary

  • 3% Below List Price
  • $260/SF
  • 67 Days On Market

  Current Estimated Value $292,533

  Last Listing Agent Mayken Giraldo THE C SMITH REAL ESTATE GROUP LLC

  7102 Easter St, Winter Park, FL 32792
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  $805,000 Sold Jul 01, 2025

  1795 Walker Ave, Winter Park, FL 32789

  • 5 Beds
  • 3 Baths
  • 1,813 Sq Ft
  • Built 1958

  Last Sold Summary

  • 17% Below List Price
  • $444/SF
  • 143 Days On Market

  Current Estimated Value $788,738

  Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

  1795 Walker Ave, Winter Park, FL 32789
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  $567,500 Sold Dec 09, 2025

  1010 Aragon Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,453 Sq Ft
  • Built 1949

  Last Sold Summary

  • 1% Below List Price
  • $391/SF
  • 2 Days On Market

  Current Estimated Value $560,518

  Last Listing Agent Devin Loh COLDWELL BANKER REALTY

  1010 Aragon Ave, Winter Park, FL 32789
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  $2,078,500 Sold Dec 11, 2025

  715 Via Bella, Winter Park, FL 32789

  • 5 Beds
  • 4 Baths
  • 4,328 Sq Ft
  • Built 1976

  Last Sold Summary

  • 12% Below List Price
  • $480/SF
  • 70 Days On Market

  Current Estimated Value $2,117,045

  Last Listing Agent Adam Roark COMPASS FLORIDA LLC

  715 Via Bella, Winter Park, FL 32789
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  $250,000 Sold Mar 11, 2026

  2009 Cornell Ave, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 762 Sq Ft
  • Built 1940

  Last Sold Summary

  • 7% Below List Price
  • $328/SF
  • 95 Days On Market

  Current Estimated Value $255,675

  Last Listing Agent Juliet Saldarriaga ORLANDO HOME DEALER LLC

  2009 Cornell Ave, Winter Park, FL 32789
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  $375,000 Sold Mar 06, 2026

  1007 Early Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,721 Sq Ft
  • Built 1956

  Last Sold Summary

  • 12% Below List Price
  • $218/SF
  • 101 Days On Market

  Current Estimated Value $375,959

  Last Listing Agent Eric Gross EXP REALTY LLC

  1007 Early Ave, Winter Park, FL 32789
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  $434,000 Sold Sep 12, 2025

  1122 Washington Ave Unit 7, Winter Park, FL 32789

  • 2 Beds
  • 2.5 Baths
  • 1,556 Sq Ft
  • Built 1978

  Last Sold Summary

  • 2% Above List Price
  • $279/SF
  • 55 Days On Market

  Current Estimated Value $462,691

  Last Listing Agent Raul Veitia BELMONT REALTY

  1122 Washington Ave Unit 7, Winter Park, FL 32789
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  $850,000 Sold Mar 25, 2026

  465 N Phelps Ave, Winter Park, FL 32789

  • Land
  • 11,761 Sq Ft
  • $3,148,148 per Acre

  Last Sold Summary

  • 7 Days On Market

  Current Estimated Value $1,017,024

  Last Listing Agent Hircanys Vicioso FIDICITY REALTY INC

  465 N Phelps Ave, Winter Park, FL 32789
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  $505,000 Sold Aug 01, 2025

  715 Roughbeard Rd, Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 2,250 Sq Ft
  • Built 1968

  Last Sold Summary

  • 12% Below List Price
  • $224/SF
  • 60 Days On Market

  Current Estimated Value $544,086

  Last Listing Agent Christine Gerardi NEXTHOME DIAMOND PROPERTIES

  715 Roughbeard Rd, Winter Park, FL 32792
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  $252,500 Sold Jul 17, 2025

  2309 Sun Valley Cir, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 1,669 Sq Ft
  • Built 1985

  Last Sold Summary

  • 11% Below List Price
  • $151/SF
  • 65 Days On Market

  Current Estimated Value $251,455

  Last Listing Agent Kristin Vogt PLLC KGV REALTY GROUP

  2309 Sun Valley Cir, Winter Park, FL 32792
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  $268,000 Sold Feb 24, 2026

  609 Gallery Dr Unit 204, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 893 Sq Ft
  • Built 1984

  Last Sold Summary

  • 10% Below List Price
  • $300/SF
  • 99 Days On Market

  Current Estimated Value $259,308

  Last Listing Agent Olga Ray A2Z REALTY GROUP

  609 Gallery Dr Unit 204, Winter Park, FL 32792
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  $468,000 Sold Aug 28, 2025

  541 London Rd, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,899 Sq Ft
  • Built 1965

  Last Sold Summary

  • $246/SF
  • 8 Days On Market

  Current Estimated Value $489,638

  Last Listing Agent Christopher Bauman REVEL REALTY LLC

  541 London Rd, Winter Park, FL 32792
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  $710,000 Sold Apr 01, 2026

  630 Saint Dunstan Way, Winter Park, FL 32792

  • 5 Beds
  • 2 Baths
  • 2,240 Sq Ft
  • Built 1966

  Last Sold Summary

  • 5% Above List Price
  • $317/SF
  • 5 Days On Market

  Current Estimated Value $670,569

  Last Listing Agent Melissa Johnson EXP REALTY LLC

  630 Saint Dunstan Way, Winter Park, FL 32792
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  $360,000 Sold Mar 27, 2026

  7213 Silver Place, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,252 Sq Ft
  • Built 1984

  Last Sold Summary

  • 8% Below List Price
  • $288/SF
  • 3 Days On Market

  Current Estimated Value $367,800

  Last Listing Agent Michael Rogers INNOVATIVE REALTY, LLC

  7213 Silver Place, Winter Park, FL 32792
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  $935,000 Sold Dec 19, 2025

  7706 Waunatta Ct, Winter Park, FL 32792

  • 5 Beds
  • 3 Baths
  • 3,858 Sq Ft
  • Built 1978

  Last Sold Summary

  • 11% Below List Price
  • $242/SF
  • 70 Days On Market

  Current Estimated Value $1,002,755

  Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC

  7706 Waunatta Ct, Winter Park, FL 32792
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  $1,110,000 Sold Aug 26, 2025

  233 Hampden Place, Winter Park, FL 32789

  • 5 Beds
  • 3 Baths
  • 2,813 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Below List Price
  • $395/SF
  • 7 Days On Market

  Current Estimated Value $1,211,119

  Last Listing Agent Frank Ferrell FERRELL REALTY, INC.

  233 Hampden Place, Winter Park, FL 32789
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  $200,000 Sold Sep 13, 2025

  3251 Oak Lake Place Unit 135, Winter Park, FL 32792

  • 3 Beds
  • 2.5 Baths
  • 1,151 Sq Ft
  • Built 1984

  Last Sold Summary

  • 11% Below List Price
  • $174/SF
  • 131 Days On Market

  Current Estimated Value $199,668

  Last Listing Agent Nick Nesta, III NESTA REAL ESTATE CONSULTANTS

  3251 Oak Lake Place Unit 135, Winter Park, FL 32792
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  $3,200,000 Sold Nov 04, 2025

  1900 W Fawsett Rd, Winter Park, FL 32789

  • 4 Beds
  • 4.5 Baths
  • 4,600 Sq Ft
  • Built 1969

  Last Sold Summary

  • 4% Below List Price
  • $696/SF
  • 6 Days On Market

  Current Estimated Value $3,144,617

  Last Listing Agent Bianca Rey PREMIER SOTHEBY'S INTL. REALTY

  1900 W Fawsett Rd, Winter Park, FL 32789
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  $630,000 Sold Aug 11, 2025

  1792 Killarney Dr, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,264 Sq Ft
  • Built 1958

  Last Sold Summary

  • 3% Below List Price
  • $278/SF
  • 1 Day On Market

  Current Estimated Value $652,518

  Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

  1792 Killarney Dr, Winter Park, FL 32789
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  $879,000 Sold Nov 14, 2025

  451 Fairfax Ave, Winter Park, FL 32789

  • 3 Beds
  • 3 Baths
  • 2,227 Sq Ft
  • Built 2003

  Last Sold Summary

  • 2% Below List Price
  • $395/SF
  • 5 Days On Market

  Current Estimated Value $870,134

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

  451 Fairfax Ave, Winter Park, FL 32789
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  $965,000 Sold Mar 12, 2026

  1444 Pelican Bay Trail, Winter Park, FL 32792

  • 4 Beds
  • 2.5 Baths
  • 3,121 Sq Ft
  • Built 1984

  Last Sold Summary

  • 12% Below List Price
  • $309/SF
  • 314 Days On Market

  Current Estimated Value $963,486

  Last Listing Agent Jacob Hara TRANSCEND REALTY

  1444 Pelican Bay Trail, Winter Park, FL 32792
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  $382,000 Sold Jul 02, 2025

  1909 Edwin Blvd, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,355 Sq Ft
  • Built 1955

  Last Sold Summary

  • 7% Below List Price
  • $282/SF
  • 34 Days On Market

  Current Estimated Value $428,386

  Last Listing Agent Brian Craib OLDE TOWN BROKERS INC

  1909 Edwin Blvd, Winter Park, FL 32792
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  $89,750 Sold Dec 05, 2025

  3002 George Mason Ave Unit 3, Winter Park, FL 32792

  • 2 Beds
  • 2.5 Baths
  • 1,085 Sq Ft
  • Built 1974

  Last Sold Summary

  • 25% Below List Price
  • $83/SF
  • 92 Days On Market

  Last Listing Agent Barrett Spray KELLER WILLIAMS ADVANTAGE REALTY

  3002 George Mason Ave Unit 3, Winter Park, FL 32792
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  $495,000 Sold Feb 17, 2026

  422 S Ranger Blvd, Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1965

  Last Sold Summary

  • 7% Below List Price
  • $295/SF
  • 77 Days On Market

  Current Estimated Value $508,041

  Last Listing Agent David Perez COLDWELL BANKER REALTY

  422 S Ranger Blvd, Winter Park, FL 32792
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  $755,000 Sold Jul 18, 2025

  1000 Howell Branch Rd, Winter Park, FL 32789

  • Land
  • 23,958 Sq Ft
  • $1,372,727 per Acre

  Last Sold Summary

  • 30% Below List Price
  • 241 Days On Market

  Current Estimated Value $822,466

  Last Listing Agent Albin Hubscher CENTRAL FLORIDA PRIME REAL ESTATE LLC

  1000 Howell Branch Rd, Winter Park, FL 32789
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  $3,845,000 Sold May 16, 2025

  2020 Venetian Way, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 4,188 Sq Ft
  • Built 1979

  Last Sold Summary

  • 4% Below List Price
  • $918/SF
  • 4 Days On Market

  Current Estimated Value $3,891,840

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

  2020 Venetian Way, Winter Park, FL 32789
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  $130,000 Sold Nov 25, 2025

  200 Saint Andrews Blvd Unit 101, Winter Park, FL 32792

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

  Last Sold Summary

  • 13% Below List Price
  • $179/SF
  • 35 Days On Market

  Current Estimated Value $137,505

  Last Listing Agent Mary Marwick PREMIUM PROPERTIES R.E SERVICE

  200 Saint Andrews Blvd Unit 101, Winter Park, FL 32792
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  $975,000 Sold Feb 10, 2026

  1150 Kenwood Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,557 Sq Ft
  • Built 1988

  Last Sold Summary

  • 24% Below List Price
  • $381/SF
  • 97 Days On Market

  Current Estimated Value $1,022,572

  Last Listing Agent JJ Mackle PREMIER SOTHEBY'S INTL. REALTY

  1150 Kenwood Ave, Winter Park, FL 32789
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  $195,000 Sold Feb 16, 2026

  3254 Oak Lake Place Unit 137, Winter Park, FL 32792

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

  Last Sold Summary

  • 22% Below List Price
  • $189/SF
  • 280 Days On Market

  Current Estimated Value $196,342

  Last Listing Agent Darryl Henderson, Jr GLOBAL ENTERPRISE REALTY GROUP

  3254 Oak Lake Place Unit 137, Winter Park, FL 32792
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  $415,000 Sold Mar 04, 2026

  1816 Ivy Ln, Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 1,725 Sq Ft
  • Built 1959

  Last Sold Summary

  • 8% Below List Price
  • $241/SF
  • 139 Days On Market

  Current Estimated Value $417,558

  Last Listing Agent Michael Cameron CAMERON REALTY GROUP LLC

  1816 Ivy Ln, Winter Park, FL 32792

Showing Results 121 - 160, Page 4 of 18