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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New
22 Wrensong Place, St. Augustine

$479,985

22 Wrensong Place, St. Augustine

4 Beds 2 Baths 2,106 SqFt Residential MLS® # 2154317
New
12 Wrensong Place, St. Augustine

$489,480

12 Wrensong Place, St. Augustine

4 Beds 3 Baths 1,943 SqFt Residential MLS® # 2088122
Open House
289 Weathered Edge Drive, St. Augustine

$589,900

289 Weathered Edge Drive, St. Augustine

4 Beds 3 Baths 2,491 SqFt Residential MLS® # 2153167
Open House
722 Farmfield Drive, St. Augustine

$474,990

722 Farmfield Drive, St. Augustine

4 Beds 3 Baths 1,968 SqFt Residential
Sun, Jul 12th, 2026 @ 1pm - 5pm
MLS® # 2152008
Open House
760 Farmfield Drive, St. Augustine

$479,990

760 Farmfield Drive, St. Augustine

4 Beds 3 Baths 1,968 SqFt Residential
Sun, Jul 12th, 2026 @ 1pm - 5pm
MLS® # 2152007
Open House
754 Farmfield Drive, St. Augustine

$464,990

754 Farmfield Drive, St. Augustine

4 Beds 3 Baths 2,190 SqFt Residential
Sun, Jul 12th, 2026 @ 1pm - 5pm
MLS® # 2152006
Open House
530 Farmfield Drive, St. Augustine

$395,382

530 Farmfield Drive, St. Augustine

3 Beds 2 Baths 1,622 SqFt Residential
Sun, Jul 12th, 2026 @ 1pm - 5pm
MLS® # 2152002
Open House
627 Farmfield Drive, St. Augustine

$499,990

627 Farmfield Drive, St. Augustine

5 Beds 3 Baths 2,500 SqFt Residential
Sun, Jul 12th, 2026 @ 1pm - 5pm
MLS® # 2151998
Open House
99 Weathered Edge Drive, St. Augustine

$799,000

↑ $798,201

99 Weathered Edge Drive, St. Augustine

6 Beds 4 Baths 3,680 SqFt Residential MLS® # 2151573
Open House
298 Wrensong Place, St. Augustine

$461,997

↑ $2,000

298 Wrensong Place, St. Augustine

4 Beds 3 Baths 2,308 SqFt Residential
Sun, Jul 12th, 2026 @ 12pm - 6pm
MLS® # 2150992
Pending
254 Bluegrass Way, St. Augustine

$539,990

254 Bluegrass Way, St. Augustine

4 Beds 3 Baths 2,500 SqFt Residential MLS® # 2150944
Pending
306 Wrensong Place, St. Augustine

$492,997

↑ $2,000

306 Wrensong Place, St. Augustine

5 Beds 3 Baths 2,649 SqFt Residential MLS® # 2150890
Open House
165 Bluegrass Way, St. Augustine

$489,999

↓ $9,001

165 Bluegrass Way, St. Augustine

4 Beds 3 Baths 2,503 SqFt Residential MLS® # 2150834
Open House
210 Wineberry Lane, St. Augustine

$407,990

210 Wineberry Lane, St. Augustine

3 Beds 3 Baths 2,048 SqFt Residential MLS® # 2149430
Pending
224 Bluegrass Way, St. Augustine

$539,990

224 Bluegrass Way, St. Augustine

4 Beds 3 Baths 2,500 SqFt Residential MLS® # 2146969
Open House
159 Weathered Edge Drive, St. Augustine

$665,000

↓ $10,000

159 Weathered Edge Drive, St. Augustine

4 Beds 4 Baths 2,952 SqFt Residential MLS® # 2150408
Under Contract
35 Pepperpike Way, St. Augustine

$439,900

35 Pepperpike Way, St. Augustine

4 Beds 3 Baths 2,049 SqFt Residential MLS® # 2150269
520 Back Creek Drive, St. Augustine

$835,000

520 Back Creek Drive, St. Augustine

5 Beds 3 Baths 3,516 SqFt Residential MLS® # 2113803
Open House
522 White Rabbit Run, St. Augustine

$457,997

↑ $2,000

522 White Rabbit Run, St. Augustine

3 Beds 3 Baths 2,414 SqFt Residential
Sun, Jul 12th, 2026 @ 12pm - 6pm
MLS® # 2098835
Open House
184 Wineberry Lane, St. Johns

$399,000

184 Wineberry Lane, St. Johns

3 Beds 2 Baths 1,864 SqFt Residential MLS® # 2149567
35 White Rabbit Run, St. Augustine

$416,999

↓ $3,000

35 White Rabbit Run, St. Augustine

4 Beds 2 Baths 2,126 SqFt Residential MLS® # 2148589

Trailmark Community Current Market Data

Trailmark Community housing market statistics: As of July 12, 2026 there are currently 58 properties for sale in Trailmark Community, with an average asking price of $500,775. The highest-priced property is $1,199,000 and the lowest-priced property can be purchased for $384,900. Trailmark Community listings have an average price of $218 per square feet, based on listings with 4 beds, 3 baths, and 2,292 square feet of living space.