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Colonial Homes for Sale in Winter Park, FL

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  • /22

    $262,000

    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft

    1500 Gay Rd Unit 20D, Winter Park, FL 32789

    LAKEFRONT COMMUNITY WITH SPECTACULAR SUNSETS OVER BEAUTIFUL LAKE KILLARNEY. LOCATED IN THE CHARMING AND ELLEGANT NEIGHBORHOOD OF WINTER PARK, IN A FULLY REVITALIZED AREA.CONVENIENT TO I-4, PARK AVENUE, FARMER'S MARKETS, TRADER JOE'S, AS WELL AS A MOVIE THEATER, BOUTIQUE SHOPS, RENOWNED RESTAURANTS AND A NATIONALLY RATED ART FESTIVAL - ALL WITHIN A SHORT WALKING DISTANCE.BRIGHT SUN-FILLED

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    (689) 399-5336

    1500 Gay Rd Unit 20D, Winter Park, FL 32789
  • /23

    $259,500

    $16K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft

    1500 Gay Rd Unit 24B, Winter Park, FL 32789

    ANOTHER PRICE REDUCTION! OWNER WILL CONSIDER ALL REASONABLE OFFERS!Highly Desirable Winter Park Lakefront Community on Skiable Lake Killarney. Enjoy Peaceful Water Views and Million-Dollar Sunsets on Lakefront Deck! Private Community Ramp, Heated Pool, Men's and Women's Saunas!Don't miss this! Beautifully Renovated 2 Bedroom 2 Bath End Unit. New Kitchen Cabinets and Quartz Counters,

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    (321) 450-8960

    1500 Gay Rd Unit 24B, Winter Park, FL 32789
  • /36

    $259,900

    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft

    1500 Gay Rd Unit 17D, Winter Park, FL 32789

    Fantastic Winter Park Location on Lake Killarney. This 2 Bedroom 2 Bath Upstairs Unit has Lake and Pool Views. Spacious Living Spaces and Generously-sized Bedrooms. Unique Updated Kitchen has Sub Zero Refrigerator, Bosch Dishwasher, Solid Surface Counters, unbelievable amount of Storage with Corner Cabinets, Drawers, pull-out Shelving and 3 Tiers of Lighting! Updates include: Water Heater in

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    (321) 475-5617

    1500 Gay Rd Unit 17D, Winter Park, FL 32789
  • /47

    $1,030,000

    $169K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,578 Sq Ft

    1541 Westchester Ave, Winter Park, FL 32789

    Set on over half an acre in Winter Park’s coveted Orwin Manor, this 1935 French Provincial estate offers a rare blend of architectural character, modern system updates, and extraordinary future potential. The property offers the unique opportunity to own an estate in a beautifully historic Winter Park neighborhood. Whether thoughtfully renovated, expanded, or reimagined, this property stands as a

    Lisa Gould KELLER WILLIAMS WINTER PARK

    1541 Westchester Ave, Winter Park, FL 32789
  • /51

    $1,395,000

    • 4 Beds
    • 3.5 Baths
    • 2,922 Sq Ft

    1347 Chapman Cir, Winter Park, FL 32789

    Beautiful Windsong custom home completely reimagined with a sophisticated interior design overhaul that now presents as a true Winter Park boutique luxury residence. This stunning 4 bedroom, 3.5 bath home blends timeless elegance, thoughtful craftsmanship, and warm entertaining spaces in one of the area’s most sought-after neighborhoods. Every room feels intentional and refined, showcasing

    Justin Pekarek ORLANDO PROPERTY ADVISORS

    1347 Chapman Cir, Winter Park, FL 32789

Home Trends in Winter Park, FL

Housing Trends

Median Sale Price
$477,500
Median Single Family Sale Price
$624,000
Median Townhouse Sale Price
$452,500
Median 2 Bedroom Sale Price
$199,450
Median 1 Bedroom Sale Price
$149,500
Average Price Per Sq Ft
$368
Number of Homes for Sale
305
Last 12 months Home Sales
981
Months of Supply
3.70
Median List Price
$530,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
0%
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