FL > Winter Park
Windward Square
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$286,998
Average Sales Price
5
Total Listings
LISTINGS
- 2 Beds2 Baths1,544 SqFt1/35 35Open Sun 12PM-3PM
$275,000
- 2 Beds3 Baths1,250 SqFt1/45 45Active
$2,149
- 3 Beds2 Baths1,467 SqFt1/29 29Active
$299,990
RECENTLY SOLD
$250,000
$255,000
2.0%2651 CAYMAN WAY, Winter Park, FL 32792
2 Beds2 Baths1,020 SqFt
Listed by Kyle Clark RE/MAX TOWN & COUNTRY REALTY

$284,000
$284,000
2653 CAYMAN WAY, Winter Park, FL 32792
3 Beds2 Baths1,284 SqFt
Listed by Kyle Clark RE/MAX TOWN & COUNTRY REALTY

$324,000
$340,000
4.7%2676 BARBADOS DR, Winter Park, FL 32792
3 Beds2 Baths1,743 SqFt
Listed by Joseph Sipp KELLER WILLIAMS WINTER PARK

MARKET TRENDS
(Oct 2025 - Sep 2026)
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HOUSING DETAIL
Occupancy
Data provided by Attom Data
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Listing Detail
Attributes Average Median
Bathrooms 2.29 2
Bedrooms 2.71 3
Year Built 1979 1979
Lot Size 3,858 Sqft 3,920 Sqft
Taxes $3,978 $4,730
NEARBY SCHOOL & BUSINESS
Commute Score
Data provided by Attom Data
Temperature(°F)
Data provided by Attom Data
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DEMOGRAPHICS
Data provided by Attom Data
Population
428
428 in 2020
Density
7K
per square mile
Households
199
Total households
Gender
Coming Soon
Education
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Associate
Bachelor
Graduate
High School
Age Median:
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Annual Income Average:
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Employment
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