1,127

Recently Sold Winter Park, FL Homes

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  • 1727 Winter Green Blvd, Winter Park, FL 32792
    1727 Winter Green Blvd, Winter Park, FL 32792
    1727 Winter Green Blvd, Winter Park, FL 32792
    /18

    $280,000 Sold May 15, 2025

    1727 Winter Green Blvd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,187 Sq Ft
    • Built 1994

    Last Sold Summary

    • 4% Below List Price
    • $236/SF
    • 64 Days On Market

    Current Estimated Value $279,821

    Last Listing Agent GREGORY BLACKALL VERANDA REALTY GROUP

    1727 Winter Green Blvd, Winter Park, FL 32792
  • 4952 Tangerine Ave, Winter Park, FL 32792
    4952 Tangerine Ave, Winter Park, FL 32792
    /2

    $200,000 Sold Jul 25, 2025

    4952 Tangerine Ave, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,281 Sq Ft
    • Built 1973

    Last Sold Summary

    • $156/SF
    • 22 Days On Market

    Current Estimated Value $202,315

    Last Listing Agent Rick Brown KELLER WILLIAMS ADVANTAGE 2 REALTY

    4952 Tangerine Ave, Winter Park, FL 32792
  • 5122 N Woodcrest Dr, Winter Park, FL 32792
    5122 N Woodcrest Dr, Winter Park, FL 32792
    /2

    $430,000 Sold Nov 10, 2025

    5122 N Woodcrest Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,499 Sq Ft
    • Built 1969

    Last Sold Summary

    • $287/SF
    • 5 Days On Market

    Current Estimated Value $423,396

    Last Listing Agent Ken Pozek REAL BROKER, LLC

    5122 N Woodcrest Dr, Winter Park, FL 32792
  • 567 Osceola Ave, Winter Park, FL 32789
    567 Osceola Ave, Winter Park, FL 32789
    /2

    $1,100,000 Sold Mar 28, 2025

    567 Osceola Ave, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,651 Sq Ft
    • Built 1912

    Last Sold Summary

    • 12% Below List Price
    • $415/SF
    • 42 Days On Market

    Current Estimated Value $1,160,351

    Last Listing Agent Susannah Dance COLDWELL BANKER REALTY

    567 Osceola Ave, Winter Park, FL 32789
  • 2838 Wright Ave, Winter Park, FL 32789
    2838 Wright Ave, Winter Park, FL 32789
    /2

    $760,000 Sold Jun 09, 2025

    2838 Wright Ave, Winter Park, FL 32789

    • 3 Beds
    • 1 Bath
    • 1,128 Sq Ft
    • Built 1952

    Last Sold Summary

    • 5% Below List Price
    • $674/SF
    • 2 Days On Market

    Current Estimated Value $732,384

    Last Listing Agent Jordan Suglio BALDWIN PARK REALTY LLC

    2838 Wright Ave, Winter Park, FL 32789
  • 2827 Euston Rd, Winter Park, FL 32789
    2827 Euston Rd, Winter Park, FL 32789
    /2

    $341,000 Sold Aug 08, 2025

    2827 Euston Rd, Winter Park, FL 32789

    • 4 Beds
    • 2 Baths
    • 1,568 Sq Ft
    • Built 1956

    Last Sold Summary

    • 20% Below List Price
    • $217/SF
    • 205 Days On Market

    Current Estimated Value $345,254

    Last Listing Agent Evelyn Tejada REGENCY REAL ESTATE LLC

    2827 Euston Rd, Winter Park, FL 32789
  • 731 Bongart Rd, Winter Park, FL 32792
    731 Bongart Rd, Winter Park, FL 32792
    /2

    $345,000 Sold Nov 03, 2025

    731 Bongart Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,526 Sq Ft
    • Built 1961

    Last Sold Summary

    • 5% Below List Price
    • $226/SF
    • 3 Days On Market

    Current Estimated Value $528,151

    Last Listing Agent Liz Jones ORANGE SLICE PROPERTIES

    731 Bongart Rd, Winter Park, FL 32792
  • 1602 Alabama Dr Unit 404, Winter Park, FL 32789
    1602 Alabama Dr Unit 404, Winter Park, FL 32789
    /2

    $2,288,215 Sold Dec 19, 2025

    1602 Alabama Dr Unit 404, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 2,709 Sq Ft
    • Built 1981

    Last Sold Summary

    • 8% Below List Price
    • $845/SF
    • 179 Days On Market

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    1602 Alabama Dr Unit 404, Winter Park, FL 32789
  • 326 Fitzhugh Rd, Winter Park, FL 32792
    326 Fitzhugh Rd, Winter Park, FL 32792
    /2

    $502,000 Sold Feb 25, 2026

    326 Fitzhugh Rd, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 1,835 Sq Ft
    • Built 1966

    Last Sold Summary

    • 6% Above List Price
    • $274/SF
    • 4 Days On Market

    Current Estimated Value $483,377

    Last Listing Agent Rebecca Bininger Junod KELLER WILLIAMS WINTER PARK

    326 Fitzhugh Rd, Winter Park, FL 32792
  • 3060 George Mason Ave Unit 10, Winter Park, FL 32792
    3060 George Mason Ave Unit 10, Winter Park, FL 32792
    /2

    $90,500 Sold Mar 10, 2026

    3060 George Mason Ave Unit 10, Winter Park, FL 32792

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

    Last Sold Summary

    • 14% Below List Price
    • $113/SF
    • 54 Days On Market

    Last Listing Agent John Silva JOHN SILVA REALTY & ASSOCIATES

    3060 George Mason Ave Unit 10, Winter Park, FL 32792
  • 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 $271,526

    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 $706,151

    Last Listing Agent Jennifer King CORCORAN PREMIER REALTY

    1891 Bryan Ave, Winter Park, FL 32789
  • 7145 Knottypine Ave, Winter Park, FL 32792
    7145 Knottypine Ave, Winter Park, FL 32792
    /2

    $390,000 Sold Apr 29, 2025

    7145 Knottypine Ave, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,894 Sq Ft
    • Built 1981

    Last Sold Summary

    • 2% Below List Price
    • $206/SF
    • 3 Days On Market

    Current Estimated Value $394,884

    Last Listing Agent Heather Pascoe Walker HAMPTON WINDSOR REALTY LLC

    7145 Knottypine Ave, Winter Park, FL 32792
  • 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 $263,572

    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 $2,225,862

    Last Listing Agent Cynthia Fernandez XCLUSIVE HOMES LLC

    301 Rippling Ln, Winter Park, FL 32789
  • 2255 Marsh Sedge Ln, Winter Park, FL 32792
    2255 Marsh Sedge Ln, Winter Park, FL 32792
    /2

    $800,000 Sold Apr 21, 2025

    2255 Marsh Sedge Ln, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 2,192 Sq Ft
    • Built 2020

    Last Sold Summary

    • $365/SF
    • 0 Days On Market

    Current Estimated Value $798,898

    Last Listing Agent Raymond Lopez KELLER WILLIAMS ADVANTAGE 2 REALTY

    2255 Marsh Sedge Ln, Winter Park, FL 32792
  • 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 $181,176

    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 $358,687

    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 $99,009

    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 $265,821

    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 $606,488

    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 $382,152

    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 $1,046,498

    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 $386,021

    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 $933,300

    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 $529,657

    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 $417,258

    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 $3,178,851

    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 $468,895

    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 $360,812

    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 $427,216

    Last Listing Agent Sheri Malin REDFIN CORPORATION

    5441 Justine Way, Winter Park, FL 32792
  • 519 Cornwall Rd, Winter Park, FL 32792
    519 Cornwall Rd, Winter Park, FL 32792
    /2

    $510,000 Sold Apr 29, 2025

    519 Cornwall Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,630 Sq Ft
    • Built 1965

    Last Sold Summary

    • 2% Below List Price
    • $313/SF
    • 22 Days On Market

    Current Estimated Value $512,519

    Last Listing Agent Evelyn Pilchick RE/MAX 200 REALTY

    519 Cornwall Rd, 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 $481,034

    Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC

    7584 Lodge Pole Trail, Winter Park, FL 32792
  • 631 Grenadine Ct Unit 631, Winter Park, FL 32792
    631 Grenadine Ct Unit 631, Winter Park, FL 32792
    /2

    $169,900 Sold May 02, 2025

    631 Grenadine Ct Unit 631, Winter Park, FL 32792

    • 1 Bed
    • 1 Bath
    • 759 Sq Ft
    • Built 1981

    Last Sold Summary

    • 13% Below List Price
    • $224/SF
    • 57 Days On Market

    Current Estimated Value $160,676

    Last Listing Agent Travis Lewis GECKO REALTY, INC

    631 Grenadine Ct Unit 631, 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 $439,393

    Last Listing Agent Shelby Serrao COMPASS FLORIDA LLC

    824 Garrett Ct, 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 $536,996

    Last Listing Agent Melinda Stewart CREEGAN GROUP

    7852 Broken Arrow Trail, 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 $180,765

    Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

    200 Saint Andrews Blvd Unit 1905, Winter Park, FL 32792
  • 525 S Lakemont Ave, Winter Park, FL 32792
    525 S Lakemont Ave, Winter Park, FL 32792
    /2

    $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
  • 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 $689,885

    Last Listing Agent Sharon Mikol MAINFRAME REAL ESTATE

    2190 Temple Dr, Winter Park, FL 32789

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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