Trailmark Homes For Sale

Searching for Trailmark homes for sale in St. Augustine, FL. If you’re interested in any of the Trailmark 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 Trailmark home market.

And if you're interested in Trailmark homes for sale, we also invite you to register for a free account so that you can receive email alerts whenever new Trailmark St. Augustine homes hit the market, allowing you to stay one-step ahead of other buyers in the area. And remember to call or text us directly with any additional questions you have about buying or selling a home in St. Augustine, Florida. 

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191 Bluegrass Way, St. Augustine

$379,990

191 Bluegrass Way, St. Augustine

3 Beds 2 Baths 1,622 SqFt Residential MLS® # 2081273
New
362 Cedarstone Way, St. Augustine

$755,000

362 Cedarstone Way, St. Augustine

4 Beds 4 Baths 2,796 SqFt Residential MLS® # 2113036
New
110 Wilgrove Place, St. Augustine

$399,999

110 Wilgrove Place, St. Augustine

3 Beds 2 Baths 1,864 SqFt Residential MLS® # 2112713
New
370 Wrensong Place, St. Augustine

$569,677

370 Wrensong Place, St. Augustine

5 Beds 4 Baths 3,030 SqFt Residential MLS® # 2112375
326 Wrensong Place, St. Augustine

$496,863

326 Wrensong Place, St. Augustine

4 Beds 3 Baths 2,070 SqFt Residential MLS® # 2098848
New
74 Wrensong Place, St. Augustine

$375,980

↓ $5,000

74 Wrensong Place, St. Augustine

4 Beds 2 Baths 2,106 SqFt Residential MLS® # 2112161
54 Pepperpike Way, St. Augustine

$375,000

54 Pepperpike Way, St. Augustine

4 Beds 3 Baths 2,077 SqFt Residential MLS® # 2089662
Pending
442 Farmfield Drive, St. Augustine

$359,990

442 Farmfield Drive, St. Augustine

3 Beds 2 Baths 1,622 SqFt Residential MLS® # 2111886
Under Contract
203 Providence Drive, St. Augustine

$438,500

203 Providence Drive, St. Augustine

4 Beds 2 Baths 2,051 SqFt Residential MLS® # 2109433
523 Farmfield Drive, St. Augustine

$489,990

523 Farmfield Drive, St. Augustine

4 Beds 3 Baths 2,190 SqFt Residential MLS® # 2111562
560 Farmfield Way, St. Augustine

$446,990

560 Farmfield Way, St. Augustine

3 Beds 2 Baths 1,848 SqFt Residential MLS® # 2111557
199 Foxcross Avenue, St. Augustine

$379,990

199 Foxcross Avenue, St. Augustine

3 Beds 2 Baths 1,893 SqFt Residential MLS® # 2111153
73 Wrensong Place, St. Augustine

$398,485

↓ $27,000

73 Wrensong Place, St. Augustine

4 Beds 3 Baths 1,943 SqFt Residential MLS® # 2111142
Pending
55 Grassmere Court, St. Augustine

$401,990

↑ $2,000

55 Grassmere Court, St. Augustine

3 Beds 2 Baths 1,848 SqFt Residential MLS® # 2110929
660 Goldenrod Drive, St. Augustine

$649,990

660 Goldenrod Drive, St. Augustine

4 Beds 3 Baths 3,101 SqFt Residential MLS® # 2110540
513 White Rabbit Run, St. Augustine

$419,933

↓ $15,060

513 White Rabbit Run, St. Augustine

3 Beds 3 Baths 1,700 SqFt Residential MLS® # 2110474
341 Wrensong Place, St. Augustine

$420,228

↓ $15,000

341 Wrensong Place, St. Augustine

3 Beds 3 Baths 1,700 SqFt Residential MLS® # 2110470
722 Goldenrod Drive, St. Augustine

$579,990

722 Goldenrod Drive, St. Augustine

4 Beds 3 Baths 2,403 SqFt Residential MLS® # 2110320
269 Clarys Run, St. Augustine

$385,000

269 Clarys Run, St. Augustine

3 Beds 3 Baths 1,957 SqFt Residential MLS® # 2109613
531 Farmfield Drive, St. Augustine

$489,990

531 Farmfield Drive, St. Augustine

4 Beds 3 Baths 2,500 SqFt Residential MLS® # 2108663
180 Bluegrass Way, St. Augustine

$449,990

180 Bluegrass Way, St. Augustine

4 Beds 3 Baths 2,190 SqFt Residential MLS® # 2108658

Trailmark Community Current Market Data

Trailmark Community housing market statistics: As of October 13, 2025 there are currently 76 properties for sale in Trailmark Community, with an average asking price of $507,886. The highest-priced property is $979,000 and the lowest-priced property can be purchased for $359,000. Trailmark Community listings have an average price of $216 per square feet, based on listings with 4 beds, 3 baths, and 2,350 square feet of living space.