Windward Ranch Homes For Sale

Searching for Windward Ranch homes for sale in St. Augustine, FL. If you’re interested in any of the Windward Ranch home listings that you see below, just click the "Ask a Question" button when viewing the details of that property. Our St. Augustine real estate team is able to provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and other details related to the Windward Ranch home market.

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614 Tintamarre Drive, St. Augustine

$575,000

614 Tintamarre Drive, St. Augustine

4 Beds 2 Baths 2,276 SqFt Residential MLS® # 2112649
96 Tintamarre Drive, St. Augustine

$385,000

96 Tintamarre Drive, St. Augustine

3 Beds 2 Baths 1,716 SqFt Residential MLS® # 2109667
291 Saint Kitts Loop, St. Augustine

$620,000

↓ $20,000

291 Saint Kitts Loop, St. Augustine

4 Beds 4 Baths 2,748 SqFt Residential MLS® # 2109566
Under Contract
270 King George Avenue, St. Augustine

$427,000

↓ $10,000

270 King George Avenue, St. Augustine

4 Beds 3 Baths 2,027 SqFt Residential MLS® # 2079775
105 Crown Colony Road, St. Augustine

$545,000

↓ $5,000

105 Crown Colony Road, St. Augustine

4 Beds 3 Baths 2,264 SqFt Residential MLS® # 2107120
46 Seamount Way, St. Augustine

$570,000

↓ $5,000

46 Seamount Way, St. Augustine

4 Beds 3 Baths 2,268 SqFt Residential MLS® # 2105360
487 Tintamarre Drive, St. Augustine

$549,000

487 Tintamarre Drive, St. Augustine

4 Beds 3 Baths 2,660 SqFt Residential MLS® # 2105280
250 King George Avenue, St. Augustine

$430,000

250 King George Avenue, St. Augustine

3 Beds 2 Baths 2,126 SqFt Residential MLS® # 2105125
224 Tintamarre Drive, St. Augustine

$448,000

↓ $5,000

224 Tintamarre Drive, St. Augustine

4 Beds 3 Baths 2,027 SqFt Residential MLS® # 2104932
281 Tintamarre Drive, St. Augustine

$419,000

↓ $1,000

281 Tintamarre Drive, St. Augustine

3 Beds 2 Baths 1,548 SqFt Residential MLS® # 2102443
102 Anguilla Boulevard, St. Augustine

$424,900

↓ $2,000

102 Anguilla Boulevard, St. Augustine

4 Beds 3 Baths 2,027 SqFt Residential MLS® # 2097859
37 Tobago Lane, St. Augustine

$479,499

↓ $20,000

37 Tobago Lane, St. Augustine

4 Beds 2 Baths 2,276 SqFt Residential MLS® # 2093209
165 Crown Colony Road, St. Augustine

$399,900

↓ $14,100

165 Crown Colony Road, St. Augustine

3 Beds 2 Baths 1,716 SqFt Residential MLS® # 2091637
33 Crown Colony Road, St. Augustine

$599,999

↓ $25,001

33 Crown Colony Road, St. Augustine

4 Beds 3 Baths 2,500 SqFt Residential MLS® # 2090362
124 Tintamarre Drive, St. Augustine

$540,000

124 Tintamarre Drive, St. Augustine

3 Beds 2 Baths 2,126 SqFt Residential MLS® # 2085565
64 Nevis Peak Lane, St. Augustine

$505,000

↓ $14,999

64 Nevis Peak Lane, St. Augustine

4 Beds 2 Baths 2,276 SqFt Residential MLS® # 2084159
130 Crown Colony Road, St. Augustine

$409,900

↓ $10,000

130 Crown Colony Road, St. Augustine

4 Beds 2 Baths 2,280 SqFt Residential MLS® # 2086778

Windward Ranch Neighborhood Market Statistics

Windward Ranch housing market statistics: As of October 13, 2025 there are currently 17 properties for sale in Windward Ranch, with an average asking price of $489,835. The highest-priced property is $620,000 and the lowest-priced property can be purchased for $385,000. Windward Ranch listings have an average price of $227 per square feet, based on listings with 4 beds, 3 baths, and 2,168 square feet of living space.