1,095

Recently Sold Winter Park, FL Homes

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  • 5518 Cretan Way, Winter Park, FL 32792
    5518 Cretan Way, Winter Park, FL 32792
    /2

    $266,000 Sold Jul 15, 2025

    5518 Cretan Way, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft
    • Built 1985

    Last Sold Summary

    • $244/SF
    • 25 Days On Market

    Current Estimated Value $275,531

    Last Listing Agent Liam Pool HOMEVEST REALTY

    5518 Cretan Way, Winter Park, FL 32792
  • 1891 Bryan Ave, Winter Park, FL 32789
    1891 Bryan Ave, Winter Park, FL 32789
    /2

    $699,000 Sold Jul 31, 2025

    1891 Bryan Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,622 Sq Ft
    • Built 1989

    Last Sold Summary

    • $431/SF
    • 14 Days On Market

    Current Estimated Value $696,590

    Last Listing Agent Jennifer King CORCORAN PREMIER REALTY

    1891 Bryan Ave, Winter Park, FL 32789
  • 2464 Harbour Way, Winter Park, FL 32792
    2464 Harbour Way, Winter Park, FL 32792
    /2

    $265,000 Sold Jun 13, 2025

    2464 Harbour Way, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1978

    Last Sold Summary

    • 7% Below List Price
    • $204/SF
    • 82 Days On Market

    Current Estimated Value $270,407

    Last Listing Agent Ana Manzo AGENT TRUST REALTY CORPORATION

    2464 Harbour Way, Winter Park, FL 32792
  • 301 Rippling Ln, Winter Park, FL 32789
    301 Rippling Ln, Winter Park, FL 32789
    /2

    $2,250,000 Sold Jun 25, 2025

    301 Rippling Ln, Winter Park, FL 32789

    • 4 Beds
    • 6 Baths
    • 3,694 Sq Ft
    • Built 1958

    Last Sold Summary

    • 10% Below List Price
    • $609/SF
    • 98 Days On Market

    Current Estimated Value $2,174,353

    Last Listing Agent Cynthia Fernandez XCLUSIVE HOMES LLC

    301 Rippling Ln, Winter Park, FL 32789
  • 7466 Canford Ct Unit 25, Winter Park, FL 32792
    7466 Canford Ct Unit 25, Winter Park, FL 32792
    /2

    $177,000 Sold Nov 12, 2025

    7466 Canford Ct Unit 25, Winter Park, FL 32792

    • 2 Beds
    • 1.5 Baths
    • 1,393 Sq Ft
    • Built 1974

    Last Sold Summary

    • 21% Below List Price
    • $127/SF
    • 142 Days On Market

    Current Estimated Value $184,829

    Last Listing Agent Joseph Sipp KELLER WILLIAMS WINTER PARK

    7466 Canford Ct Unit 25, Winter Park, FL 32792
  • 780 Baffie Ave, Winter Park, FL 32789
    780 Baffie Ave, Winter Park, FL 32789
    /2

    $359,900 Sold Dec 12, 2025

    780 Baffie Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,283 Sq Ft
    • Built 1955

    Last Sold Summary

    • 1% Below List Price
    • $281/SF
    • 22 Days On Market

    Current Estimated Value $359,759

    Last Listing Agent Rachael Klinker DAHLIA REALTY GROUP

    780 Baffie Ave, Winter Park, FL 32789
  • 336 Scottsdale Square, Winter Park, FL 32792
    336 Scottsdale Square, Winter Park, FL 32792
    /2

    $100,000 Sold Jun 27, 2025

    336 Scottsdale Square, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 130 Sq Ft
    • Built 1974

    Last Sold Summary

    • $769/SF
    • 0 Days On Market

    Current Estimated Value $102,582

    Last Listing Agent Maria Van Warner FANNIE HILLMAN & ASSOCIATES

    336 Scottsdale Square, Winter Park, FL 32792
  • 1250 S Denning Dr Unit 213, Winter Park, FL 32789
    1250 S Denning Dr Unit 213, Winter Park, FL 32789
    /2

    $260,000 Sold Jan 30, 2026

    1250 S Denning Dr Unit 213, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 908 Sq Ft
    • Built 1967

    Last Sold Summary

    • 5% Below List Price
    • $286/SF
    • 114 Days On Market

    Current Estimated Value $257,106

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

    1250 S Denning Dr Unit 213, Winter Park, FL 32789
  • 1913 Woodcrest Dr Unit B, Winter Park, FL 32792
    1913 Woodcrest Dr Unit B, Winter Park, FL 32792
    /2

    $197,382 Sold Mar 09, 2026

    1913 Woodcrest Dr Unit B, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 987 Sq Ft
    • Built 1973

    Last Sold Summary

    • 12% Below List Price
    • $200/SF
    • 57 Days On Market

    Current Estimated Value $223,280

    Last Listing Agent Irina Paul FUTURE HOME REALTY INC

    1913 Woodcrest Dr Unit B, Winter Park, FL 32792
  • 1451 Cavendish Rd, Winter Park, FL 32789
    1451 Cavendish Rd, Winter Park, FL 32789
    1451 Cavendish Rd, Winter Park, FL 32789
    /61

    $610,000 Sold Feb 10, 2026

    1451 Cavendish Rd, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,437 Sq Ft
    • Built 1971

    Last Sold Summary

    • 2% Below List Price
    • $424/SF

    Current Estimated Value $603,861

    Last Listing Agent Spencer Flory LoKation

    1451 Cavendish Rd, Winter Park, FL 32789
  • 3458 Balsam Dr, Winter Park, FL 32792
    3458 Balsam Dr, Winter Park, FL 32792
    /2

    $380,000 Sold Jul 30, 2025

    3458 Balsam Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,910 Sq Ft
    • Built 1966

    Last Sold Summary

    • 22% Below List Price
    • $199/SF
    • 142 Days On Market

    Current Estimated Value $391,919

    Last Listing Agent Marquita Shiever, PA CENTURY 21 BE3

    3458 Balsam Dr, Winter Park, FL 32792
  • 215 Salvador Square, Winter Park, FL 32789
    215 Salvador Square, Winter Park, FL 32789
    /2

    $1,000,000 Sold Nov 03, 2025

    215 Salvador Square, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,565 Sq Ft
    • Built 1973

    Last Sold Summary

    • 16% Below List Price
    • $390/SF
    • 44 Days On Market

    Current Estimated Value $1,039,572

    Last Listing Agent Carrie Bantel PREMIER SOTHEBY'S INTL. REALTY

    215 Salvador Square, Winter Park, FL 32789
  • 5418 S Bracken Ct, Winter Park, FL 32792
    5418 S Bracken Ct, Winter Park, FL 32792
    /2

    $395,000 Sold Jul 31, 2025

    5418 S Bracken Ct, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,301 Sq Ft
    • Built 1991

    Last Sold Summary

    • 1% Below List Price
    • $304/SF
    • 259 Days On Market

    Current Estimated Value $393,451

    Last Listing Agent Chelsea Feinberg EXP REALTY LLC

    5418 S Bracken Ct, Winter Park, FL 32792
  • 7801 Georgeann St, Winter Park, FL 32792
    7801 Georgeann St, Winter Park, FL 32792
    /2

    $875,000 Sold Aug 08, 2025

    7801 Georgeann St, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 3,158 Sq Ft
    • Built 1981

    Last Sold Summary

    • 11% Below List Price
    • $277/SF
    • 24 Days On Market

    Current Estimated Value $960,408

    Last Listing Agent Kelly Butterfield RE/MAX TOWN & COUNTRY REALTY

    7801 Georgeann St, Winter Park, FL 32792
  • 2665 Tierra Cir, Winter Park, FL 32792
    2665 Tierra Cir, Winter Park, FL 32792
    /2

    $525,000 Sold Mar 19, 2026

    2665 Tierra Cir, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,885 Sq Ft
    • Built 1969

    Last Sold Summary

    • 3% Below List Price
    • $279/SF
    • 56 Days On Market

    Current Estimated Value $525,328

    Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

    2665 Tierra Cir, Winter Park, FL 32792
  • 5201 Ardmore Dr, Winter Park, FL 32792
    5201 Ardmore Dr, Winter Park, FL 32792
    /2

    $425,000 Sold Jan 06, 2026

    5201 Ardmore Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,640 Sq Ft
    • Built 1979

    Last Sold Summary

    • 1% Below List Price
    • $259/SF
    • 28 Days On Market

    Current Estimated Value $421,837

    Last Listing Agent Angelica Diaz Bajo WRA BUSINESS & REAL ESTATE

    5201 Ardmore Dr, Winter Park, FL 32792
  • 1900 W Fawsett Rd, Winter Park, FL 32789
    1900 W Fawsett Rd, Winter Park, FL 32789
    1900 W Fawsett Rd, Winter Park, FL 32789
    /93

    $3,125,000 Sold May 15, 2025

    1900 W Fawsett Rd, Winter Park, FL 32789

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

    Last Sold Summary

    • 13% Below List Price
    • $679/SF
    • 139 Days On Market

    Current Estimated Value $3,144,617

    Last Listing Agent Tiffany Grindstaff KELLY PRICE & COMPANY LLC

    1900 W Fawsett Rd, Winter Park, FL 32789
  • 502 Dunblane Dr, Winter Park, FL 32792
    502 Dunblane Dr, Winter Park, FL 32792
    /2

    $470,000 Sold Dec 12, 2025

    502 Dunblane Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,125 Sq Ft
    • Built 1956

    Last Sold Summary

    • 6% Below List Price
    • $418/SF
    • 3 Days On Market

    Current Estimated Value $471,978

    Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

    502 Dunblane Dr, Winter Park, FL 32792
  • 1767 Meadowgold Ln, Winter Park, FL 32792
    1767 Meadowgold Ln, Winter Park, FL 32792
    /2

    $360,000 Sold Sep 04, 2025

    1767 Meadowgold Ln, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,368 Sq Ft
    • Built 1987

    Last Sold Summary

    • $263/SF
    • 3 Days On Market

    Current Estimated Value $361,977

    Last Listing Agent Kyle Clark RE/MAX TOWN & COUNTRY REALTY

    1767 Meadowgold Ln, Winter Park, FL 32792
  • 5441 Justine Way, Winter Park, FL 32792
    5441 Justine Way, Winter Park, FL 32792
    /2

    $434,900 Sold Jun 06, 2025

    5441 Justine Way, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,366 Sq Ft
    • Built 1978

    Last Sold Summary

    • $318/SF
    • 23 Days On Market

    Current Estimated Value $437,442

    Last Listing Agent Sheri Malin REDFIN CORPORATION

    5441 Justine Way, Winter Park, FL 32792
  • 7584 Lodge Pole Trail, Winter Park, FL 32792
    7584 Lodge Pole Trail, Winter Park, FL 32792
    /2

    $500,000 Sold Aug 22, 2025

    7584 Lodge Pole Trail, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,906 Sq Ft
    • Built 1972

    Last Sold Summary

    • 14% Below List Price
    • $262/SF
    • 108 Days On Market

    Current Estimated Value $479,780

    Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC

    7584 Lodge Pole Trail, Winter Park, FL 32792
  • 824 Garrett Ct, Winter Park, FL 32792
    824 Garrett Ct, Winter Park, FL 32792
    /2

    $440,900 Sold Jan 26, 2026

    824 Garrett Ct, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,738 Sq Ft
    • Built 1970

    Last Sold Summary

    • 2% Below List Price
    • $254/SF
    • 10 Days On Market

    Current Estimated Value $440,101

    Last Listing Agent Shelby Serrao COMPASS FLORIDA LLC

    824 Garrett Ct, Winter Park, FL 32792
  • 200 Saint Andrews Blvd Unit 1905, Winter Park, FL 32792
    200 Saint Andrews Blvd Unit 1905, Winter Park, FL 32792
    /2

    $172,500 Sold Mar 06, 2026

    200 Saint Andrews Blvd Unit 1905, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 987 Sq Ft
    • Built 1970

    Last Sold Summary

    • 7% Below List Price
    • $175/SF
    • 32 Days On Market

    Current Estimated Value $180,766

    Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

    200 Saint Andrews Blvd Unit 1905, Winter Park, FL 32792
  • 7852 Broken Arrow Trail, Winter Park, FL 32792
    7852 Broken Arrow Trail, Winter Park, FL 32792
    /2

    $540,000 Sold Jun 30, 2025

    7852 Broken Arrow Trail, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 2,219 Sq Ft
    • Built 1972

    Last Sold Summary

    • 6% Below List Price
    • $243/SF
    • 5 Days On Market

    Current Estimated Value $537,418

    Last Listing Agent Melinda Stewart CREEGAN GROUP

    7852 Broken Arrow Trail, Winter Park, FL 32792
  • 2190 Temple Dr, Winter Park, FL 32789
    2190 Temple Dr, Winter Park, FL 32789
    /2

    $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 $721,677

    Last Listing Agent Sharon Mikol MAINFRAME REAL ESTATE

    2190 Temple Dr, Winter Park, FL 32789
  • 1827 Blaine Terrace, Winter Park, FL 32792
    1827 Blaine Terrace, Winter Park, FL 32792
    /2

    $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 $346,715

    Last Listing Agent Mario Zendeli COMPASS FLORIDA LLC

    1827 Blaine Terrace, Winter Park, FL 32792
  • 690 Osceola Ave Unit 209, Winter Park, FL 32789
    690 Osceola Ave Unit 209, Winter Park, FL 32789
    /2

    $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 $386,618

    Last Listing Agent Mike Wang LOKATION

    690 Osceola Ave Unit 209, Winter Park, FL 32789
  • 625 S Lakemont Ave, Winter Park, FL 32792
    625 S Lakemont Ave, Winter Park, FL 32792
    /2

    $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 $511,183

    Last Listing Agent Harry Pool, III COLDWELL BANKER REALTY

    625 S Lakemont Ave, Winter Park, FL 32792
  • 200 St Andrews Blvd Unit 911, Winter Park, FL 32792
    200 St Andrews Blvd Unit 911, Winter Park, FL 32792
    /2

    $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 $142,451

    Last Listing Agent Jonathan Lacko WINTER PARK REAL ESTATE CO LLC

    200 St Andrews Blvd Unit 911, Winter Park, FL 32792
  • 3019 Northwood Blvd, Winter Park, FL 32789
    3019 Northwood Blvd, Winter Park, FL 32789
    /2

    $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 $467,045

    Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC

    3019 Northwood Blvd, Winter Park, FL 32789
  • 1308 S Pennsylvania Ave Unit 3, Winter Park, FL 32789
    1308 S Pennsylvania Ave Unit 3, Winter Park, FL 32789
    /2

    $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 $309,463

    Last Listing Agent Livia Petraru EXP REALTY LLC

    1308 S Pennsylvania Ave Unit 3, Winter Park, FL 32789
  • 3209 Royal St, Winter Park, FL 32792
    3209 Royal St, Winter Park, FL 32792
    /2

    $300,000 Sold Mar 31, 2026

    3209 Royal St, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,116 Sq Ft
    • Built 1983

    Last Sold Summary

    • $269/SF
    • 3 Days On Market

    Current Estimated Value $296,038

    Last Listing Agent Elliot Shugan THE SHUGAN GROUP INC

    3209 Royal St, Winter Park, FL 32792
  • 1909 Edwin Blvd, Winter Park, FL 32792
    1909 Edwin Blvd, Winter Park, FL 32792
    /2

    $425,000 Sold Apr 30, 2026

    1909 Edwin Blvd, Winter Park, FL 32792

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

    Last Sold Summary

    • 3% Below List Price
    • $314/SF
    • 9 Days On Market

    Current Estimated Value $428,386

    Last Listing Agent Thu Nguyen CHARLES RUTENBERG REALTY ORLANDO

    1909 Edwin Blvd, Winter Park, FL 32792
  • 1630 Chestnut Ave, Winter Park, FL 32789
    1630 Chestnut Ave, Winter Park, FL 32789
    /2

    $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 $1,694,955

    Last Listing Agent Brian Teach COLDWELL BANKER REALTY

    1630 Chestnut Ave, Winter Park, FL 32789
  • 2507 Lafayette Ave, Winter Park, FL 32789
    2507 Lafayette Ave, Winter Park, FL 32789
    /2

    $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 $539,322

    Last Listing Agent William Grim, III RE/MAX ASSURED

    2507 Lafayette Ave, Winter Park, FL 32789
  • 535 N Interlachen Ave Unit 205, Winter Park, FL 32789
    535 N Interlachen Ave Unit 205, Winter Park, FL 32789
    /2

    $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 $422,036

    Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

    535 N Interlachen Ave Unit 205, Winter Park, FL 32789
  • 1620 Howell Branch Rd, Winter Park, FL 32789
    1620 Howell Branch Rd, Winter Park, FL 32789
    /2

    $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 $638,471

    Last Listing Agent Michelle Rhea THE WILKINS WAY LLC

    1620 Howell Branch Rd, Winter Park, FL 32789
  • 1532 Lawndale Cir, Winter Park, FL 32792
    1532 Lawndale Cir, Winter Park, FL 32792
    /2

    $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 $490,797

    Last Listing Agent David Coker KELLER WILLIAMS WINTER PARK

    1532 Lawndale Cir, Winter Park, FL 32792
  • 1540 Palm Ave, Winter Park, FL 32789
    1540 Palm Ave, Winter Park, FL 32789
    /2

    $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
  • 1139 Fairway Dr, Winter Park, FL 32792
    1139 Fairway Dr, Winter Park, FL 32792
    /2

    $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 $688,899

    Last Listing Agent Gale Milgrim KELLER WILLIAMS WINTER PARK

    1139 Fairway Dr, Winter Park, FL 32792

Showing Results 241 - 280, Page 7 of 18

Florida Orange County Winter Park

Recently Sold Real Estate & Homes in Winter Park, FL

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