Trailmark Real Estate

Welcome to Trailmark, a picturesque subdivision nestled in the heart of Florida, where nature and modern living harmoniously intertwine. Located in the vibrant St. Augustine area, Trailmark is a community designed for those who appreciate the beauty of the outdoors while enjoying the conveniences of contemporary life.

Trailmark boasts an array of stunning homes, each thoughtfully crafted to cater to a variety of lifestyles. From charming single-family residences to spacious family homes, there’s something for everyone in this inviting neighborhood. The architectural styles reflect a blend of traditional and modern designs, ensuring that each home feels unique yet cohesive within the community.

One of the standout features of Trailmark is its commitment to outdoor living. The subdivision is surrounded by lush landscapes and scenic waterways, providing residents with ample opportunities for recreation. Enjoy a leisurely stroll or bike ride along the winding trails that weave through the community, or take advantage of the serene parks and playgrounds designed for family fun. The nearby St. Johns River offers kayaking and fishing options, making it a perfect spot for nature enthusiasts.

Trailmark is not just about beautiful homes and outdoor activities; it also offers a strong sense of community. Residents can engage in various social events and activities throughout the year, fostering friendships and connections. With top-rated schools, convenient shopping, and dining options just a stone's throw away, Trailmark is more than just a place to live; it’s a place to thrive.

Discover the charm of Trailmark, where your dream home awaits amidst the beauty of Florida’s natural landscape!

Newest Listings in Trailmark

$775,000

5 Beds ⋅ 4 Baths ⋅ 2162665 MLS

Welcome to Trailmark, where peaceful surroundings and exceptional St. Johns County lifestyle come together! This meticulously cared-for, one-owner home offers room for everyone with five true bedrooms, a flex space, and a loft. Overlooking preserve and pond views with a fully fenced backyard. Hardwood floors and crown molding flow downstairs. The kitchen features granite countertops, stainless appliances, double ovens, and a butler's pantry. The downstairs bedroom with a true en-suite bath is perfect for guests or multigenerational living, while an additional downstairs bath offers easy access to the backyard. The primary suite has a tray ceiling, gorgeous views, separate closets, upgraded countertops, a soaking tub, and separate shower. A three-car garage, reverse osmosis system, and water softener are additional perks. Enjoy Trailmark's incredible amenities, including a community pool, dog park, kayak launch, nature trails, and athletic fields. Don't wait, schedule your private tour!

52 Crosswood Court, St. Augustine

Courtesy of KELLER WILLIAMS ST JOHNS

Listing courtesy of KELLER WILLIAMS ST JOHNS.

Listing courtesy of CHRISTINA WELCH from KELLER WILLIAMS ST JOHNS.

$399,990

3 Beds ⋅ 2 Baths ⋅ 2161699 MLS

Ready in end of SEPT!!! The Ortega home plan is a charming single-story residence, offering 1,613 square feet of well-utilized living space. Featuring three spacious bedrooms and two bathrooms, this home is designed to accommodate both comfort and functionality for residents and guests alike. The open floor plan seamlessly integrates the kitchen, dining, and living areas, creating a warm and inviting atmosphere perfect for daily living and entertaining. Thoughtful design elements and quality finishes throughout add to the home's appeal and practicality. With two garage spaces, the Ortega plan provides convenient parking and storage options, making it an excellent choice for modern family living. Inquire about our special Builder incentives.

775 Farmfield Drive, St. Augustine

Courtesy of OLYMPUS EXECUTIVE REALTY, INC

Listing courtesy of OLYMPUS EXECUTIVE REALTY, INC.

Listing courtesy of NANCY PRUITT from OLYMPUS EXECUTIVE REALTY, INC.

$469,990

4 Beds ⋅ 3 Baths ⋅ 2161691 MLS

The Stockton II is ready soon and offers a thoughtfully designed layout with the primary bedroom conveniently located on the first floor. This beautiful home features a gourmet kitchen. Wooden stair spindles add a stylish touch, while the upstairs layout offers 3 additional bedrooms, a full bath, and an amazing loft area that provides flexible living space. Situated on a desirable preserve lot, this home offers added privacy and a peaceful natural backdrop. Trailmark is a beautiful, secluded community in the growing St. Johns County area, known for impressive oak tree hammocks, winding nature trails, and architectural design inspired by Old Florida style. Conveniently located near I-95, highly regarded schools, and just a short drive to historic St. Augustine. Estimated completion is September. To gain entrance to this home and learn more about available buyer incentives, please visit the model center.

782 Farmfield Drive, St. Augustine

Courtesy of OLYMPUS EXECUTIVE REALTY, INC

Listing courtesy of OLYMPUS EXECUTIVE REALTY, INC.

Listing courtesy of NANCY PRUITT from OLYMPUS EXECUTIVE REALTY, INC.

$479,990

3 Beds ⋅ 3 Baths ⋅ 2161681 MLS

Discover the exquisite Timuquana floor plan by Dream Finders Homes. With 2,316 square feet spread across two stories, this home offers a spacious and versatile layout, perfect for families or those seeking comfortable living. Featuring 3 bedrooms and 2.5 bathrooms, every detail of this home is crafted to meet diverse needs. The modern kitchen, featuring sleek cabinetry, high-end appliances, and ample countertop space, seamlessly connects to the open-concept living and dining areas--ideal for gatherings and daily relaxation. Complete with a 2-car garage for convenience and storage, the Timuquana floor plan combines modern design with practical living. Don't miss the opportunity to explore this exceptional home and envision your future in this beautiful space. ''Ask about our limited-time builder BUYER incentives!''

643 Farmfield Drive, St. Augustine

Courtesy of OLYMPUS EXECUTIVE REALTY, INC

Listing courtesy of OLYMPUS EXECUTIVE REALTY, INC.

Listing courtesy of NANCY PRUITT from OLYMPUS EXECUTIVE REALTY, INC.

$419,900

3 Beds ⋅ 2 Baths ⋅ 2160318 MLS

Welcome to this move-in ready 2020-built lakefront home in the highly desirable Trailmark subdivision of St. Augustine, FL! Featuring 3 bedrooms and 2 bathrooms, this beautifully upgraded home offers modern comfort, stylish finishes, peaceful lake views, and thoughtful details throughout. Step inside to high ceilings, luxury vinyl plank flooring throughout the main living areas, and neutral carpet in the bedrooms for added comfort. The open-concept layout is bright and inviting, with large clear sliding glass doors that showcase beautiful lake views from inside the home and create a seamless connection to the outdoor living spaces. The kitchen is a true standout with all-new stainless steel appliances, a gas range, gorgeous granite countertops, and a large kitchen island with bar seating--perfect for cooking, dining, entertaining, or gathering with family and friends. You'll also love the separate cabinet and coffee bar area, complete with an outlet for all your kitchen essentials, plus a great dedicated space for an electronic calendar, small TV, or command center. A walk-in pantry provides plenty of storage and convenience. The spacious primary bedroom features a beautiful accent wall and a large bay window that perfectly frames the peaceful lake view, creating a relaxing retreat at the end of the day. The primary bathroom offers two walk-in closets, a separate linen closet, a large walk-in shower, and beautiful new fixtures for a fresh, modern feel. Additional upgrades include a tankless water heater, water softener, and a designated drop zone just inside the garage entry--ideal for jackets, shoes, books, keys, pet accessories, and everyday essentials.Outside, enjoy the best of Florida coastal living with established young Queen Palms, front and back sprinklers, a screened porch, an additional open covered porch area, and an open brick-paver patio--perfect for grilling, relaxing by a firepit, or entertaining guests. The backyard is fenced with wrought iron fencing and multiple gates, allowing you to enjoy the beautiful open lake views while helping keep your little ones and pets safely contained. The spacious 2-car garage provides plenty of room for parking and storage, while the ample driveway offers convenient additional parking for guests. Trailmark offers a multitude of impressive neighborhood amenities, all for a very low annual HOA fee! Residents enjoy an expansive resort-style pool, lap pool, Camp House, fitness center, sand volleyball, basketball and pickleball courts, playground, kayak launch, dog park, and scenic walking trails--creating the perfect blend of recreation, relaxation, and community living. With its lakefront setting, newer construction, upgraded features, outdoor living spaces, exceptional neighborhood amenities, and ideal location in Trailmark, this home is ready for you to move right in and enjoy the best of St. Augustine living.

98 Ferndale Way, St. Augustine

Courtesy of SELLSTATE NEXT GENERATION REALTY

Listing courtesy of SELLSTATE NEXT GENERATION REALTY.

Listing courtesy of KIMBERLY T MORRIS from SELLSTATE NEXT GENERATION REALTY.

$590,000

5 Beds ⋅ 4 Baths ⋅ 2160205 MLS

Welcome to this spacious 5-bedroom, 4-bath single-family home tucked within the desirable Trailmark community, offering a low HOA fee and zoning for highly rated St. Augustine schools. Welcoming curb appeal and a 3-car garage lead into a thoughtfully designed interior featuring an open floor plan, fresh paint in several rooms, and hardwood-look tile throughout the main living areas. The gourmet kitchen is well-equipped with a natural gas cooktop, ivory cabinetry, quartz countertops, a large center island, and walk-in pantry. A gas tankless water heater adds everyday convenience with on-demand hot water for long, uninterrupted showers. The spacious owner's suite features beautiful bay windows, dual walk-in closets, a frameless glass shower, and new carpet and padding for a fresh, comfortable feel. Two secondary bedrooms also feature new carpet and padding. Step outside to the covered, screened patio with gas hookup for the grill, overlooking a generous fenced backyard where you can relax and enjoy majestic sunset views. The home also features whole-house rooftop solar, offering enhanced energy efficiency and potential savings on utility costs. Experience a welcoming neighborhood surrounded by natural beauty, with resort-style amenities, nature trails, a kayak launch, and access to Six Mile Creek. Conveniently located near shopping, dining, and everyday necessities.

71 Cedarstone Way, St. Augustine

Courtesy of REAL BROKER LLC

Listing courtesy of REAL BROKER LLC.

Listing courtesy of CYNTHIA MICHELLE ASKEW from REAL BROKER LLC.

$1,054,000

5 Beds ⋅ 5 Baths ⋅ 2160062 MLS

Craftsman-style cul-de-sac home in Trailmark Estates featuring 5 bedrooms, 5 full baths, a heated saltwater pool, 3-car garage, and over 3,600 sq ft. Soaring 20-ft ceilings and an open-concept layout create a bright, inviting space. The spacious kitchen and dining area overlook the living room and pool. The first-floor owner's suite features pool views and an ensuite with dual vanities, a separate shower, soaking tub, and large closet. Two additional bedrooms, two full baths, and laundry complete the main level. Upstairs includes a spacious loft, two bedrooms, and two private full baths. Trailmark amenities include nature trails, kayak launch, pool, fitness center, tennis, pickleball, and basketball. Convenient to schools, shopping, dining, World Golf Village, historic St. Augustine, and nearby beaches.

75 Crossfield Place, St. Augustine

Courtesy of BEYCOME OF FLORIDA LLC

Listing courtesy of BEYCOME OF FLORIDA LLC.

Listing courtesy of STEVEN KOLENO from BEYCOME OF FLORIDA LLC.

$638,000

4 Beds ⋅ 4 Baths ⋅ 2157575 MLS

Welcome to this one-of-a-kind home in the highly sought-after TrailMark community! Thoughtfully designed with stunning interior designer finishes throughout, this exceptional residence offers 4 spacious bedrooms, 3.5 bathrooms, a 3-car garage, and a private multi-generational suite perfect for extended family, guests, or a home office. The open-concept floor plan is filled with natural light and seamlessly blends luxury with everyday functionality. The gourmet kitchen overlooks the expansive living and dining areas, custom built-ins and recessed lighting. Retreat to the spacious owner's suite featuring a spa-inspired bath and generous custom walk-in closet. Step outside to an oversized backyard with endless possibilities for a future pool, outdoor kitchen, or private oasis. Located in one of St. Johns County's most desirable master-planned communities, residents enjoy resort-style amenities, scenic trails, parks, kayak launch, fitness and much more!

255 Split Oak Road, St. Augustine

Courtesy of HERRON REAL ESTATE LLC

Listing courtesy of HERRON REAL ESTATE LLC.

Listing courtesy of SHANNON LYN MESSINA from HERRON REAL ESTATE LLC.

$949,900

4 Beds ⋅ 3 Baths ⋅ 2156969 MLS

Welcome to 785 Back Creek Drive in TrailMark Estates. Located in the highly sought after ST. John's county. This one of a kind exceptional 2024 built home blends fresh, modern style with everyday comfort. This open and spacious 4-bedroom, 3-bath floor plan offers room to grow, gather, and unwind, all set in the secluded most desirable areas of TrailMark. Step inside to soaring 10-foot ceilings & 8-foot doors throughout creating a bright, airy feel from the moment you enter this beautifully modern home. With designer touches throughout this open concept living area flows effortlessly to the kitchen and dining spaces, perfect for entertaining or relaxed family nights. Thoughtful designer upgrades elevate the experience throughout, including the primary bathroom soaking in your own private retreat with a spa like vibe. Electric window treatments add modern convenience and comfort at the touch of a button, as well as Z-blinds and custom shutters. The primary suite is generously sized with refined finishes, while three additional bedrooms provide flexibility for guests, a home office, or playroom. A whole-home water softener adds comfort and convenience. As you walk through the home a resort-style oasis awaits around back with a luxurious modern style screened in pool featuring a waterfall and bubblers framed by stunning white limestone decking for a sleek modern finish. This 16x32 7-foot-deep breathtaking pool includes a Heatwave SuperQuiet IceBreaker AquaCal pool heater to extend your summer, a pool sync for easy mobile access and beautiful lighting making this a tranquil backyard retreat just waiting for you! The views of the wildlife that back up to this oasis is spectacular while also listening to early morning Lions roaring from the ST. Augustine Wild Reserve is amazing! Whether you're hosting summer get togethers or enjoying a quiet evening soak, this backyard is built for year-round enjoyment. The paver driveway leads to the epoxy coated garage floor, modern cabinets, a work bench and slat wall make this 3-car garage complete. This home is polished and move in ready. Perfectly positioned in TrailMark Estates, this nearly new home delivers upgraded living, beautiful design, and an unbeatable Florida lifestyle all in a top-rated St. Johns County school district. Come experience it for yourself! Seller Improvements: Pool & Screen $120,000.00; Shark Coated garage floor $3,000.00; Garage Cabinets & Slate Wall $9,000.00. Back Creek Upgrades: Lot 836 premium 50' natural Vegetated Upland Buffer Double front door with custom glass 10' ceilings throughout 8' Tall interior door throughout 5 1/4" baseboards - throughout 2 panel doors throughout Knock down ceiling finish throughout Wall texture orange peal throughout 3 1/4" door casing - throughout Window sills - throughout Modern upgraded ceiling fans throughout 12' x 8' slider Smart lock front door Foyer bench garage entry area to home Plantation shutters to study, bed 2 & sun room Video/audio doorbell if activated IQ panel (Habitech systems) if activated Paver driveway, walkway and covered porch Hose bib front exterior Black gutters whole home exterior Bed 3 z-blinds Lanai Exterior wall on lanai with receptacle Receptacle to lanai top of wall Gas stub out on lanai for future outdoor grill Electrical to lanai for future hot tub Hose bib Ceiling fans x2 with remotes Garage Heavy duty attic pull down stairs - garage with plywood floor for storable attic space Water heater gas tankless Water softener with shut off valve Utility sink with sprayer - garage 7' chain drive opener with 2 remotes and keypad Oversized Ceiling fan Epoxy flooring Custom and modern workbench with setup for tv Custom storage cabinets Custom painted slat wall Whole yard sprinkler system Gourmet kitchen 36" 5 element electric cooktop stubbed out for gas Bump out cooktop Range hood vent to exterior Double oven Microwave Cove molding Cabinet top trim Dishwasher Push button Garbage disposal Soap dispenser Modern kitchen cabinet hardware Cabinet bump out for refrigerator Modern farm white apron sink Quartz countertops level 7 Horizontal stagger 3x12 backsplash Under cabinet lighting Dining Nook Quartz countertop level 7 Base cabinets Primary Bath Quartz countertops Undermount rectangular white sinks Chrome fixtures Frameless oversized shower Shower heads x2 includes one Rainfall shower head 12x24 level 5 polished tile to shower ceiling Custom shower niche Tile shower floor Freestanding tub 12x24 level 5 polished tile tub surround Framed mirrors Electric window treatments Separate water room including Comfort height toilet Upgraded lighting Bath 2 (hall bath off foyer) Quartz countertop Undermount rectangular sink Chrome fixtures Frameless oversized shower 3x12 level 4 gloss tile to shower ceiling Tile shower floor Custom shower niche Framed mirror Comfort height toilet Brellin Admiral blue upgraded cabinets Bath 3 (off of kitchen) Quart countertop Undermount rectangular sink Chrome fixtures Frameless oversized shower 10x14 gloss tile to shower ceiling Tile shower floor Custom shower niche Framed mirror Comfort height toilet Laundry 2024 Whirlpool white electric top load Washer & Electric front load Dryer Flooring Hardwood (LAM) Silver shadow - entry foyer - hallways - bedrooms - family foyer - family room - sun room - primary suite - primary WIC - kitchen Flooring Tile level 5 - Primary bath - Bath 2 & 3 - Laundry Electrical 300 amp service UG whole house Rocker switches throughout Recessed lighting foyer, study, dining, kitchen, family room, sunroom, baths, hallways, laundry, closets Upgraded modern ceiling fans throughout Foyer centered cap off future light fixture Exterior outlet weatherproof x6 Appliance circuit in garage Additional receptacle in pantry Additional receptacle in primary closet Flood lights back corners Exterior Eave outlets 2 receptacles 1 switch Coach lights to exterior columns x2 Coach lights to exterior garage x2 Upgraded modern lighting throughout Honeywell Home ProSeries thermostat Dining receptacle capped for future light HVAC Lennox 15 SEER to back side of home Pool Rectangular 16x32 7' deep LED lighting Bubblers Raised beam with 4' shear descent Waterfall Sun shelf Bench Upgraded tile design Limestone deck Custom Double 10' door with limestone step out and Single 10' door with limestone step out Heatwave Super quiet AquaCal Icebreaker-(cool or heat water) Clean & Clear 200sq ft filter (new cartridge 7/25/2026) Pentair intelliflo03 variable speed & flow pump Pentair 320 chlorine feeder PoolSync for mobile control

785 Back Creek Drive, St. Augustine

Courtesy of WATSON REALTY CORP

Listing courtesy of WATSON REALTY CORP.

Listing courtesy of PATTI MOHR from WATSON REALTY CORP.

$575,000

4 Beds ⋅ 3 Baths ⋅ 2153167 MLS

Beautifully appointed Landon Homes residence in the highly desirable TrailMark community! Situated on a premium 70' preserve homesite, this home offers luxury, privacy, and convenience. Features include wood-look tile flooring, 8' doors, tray ceilings with crown molding, and a spacious open-concept layout. The gourmet kitchen boasts quartz countertops, 42'' cabinets, a gas cooktop, and double wall ovens. Relax on the oversized screened lanai overlooking the fully fenced backyard and private preserve with no rear neighbors. Additional highlights include a new roof (May 2024), 3-car garage with epoxy flooring, tankless gas water heater, and a floored, walkable attic with pull-down stairs offering exceptional storage. Walk to TrailMark's resort-style pool, fitness center, parks, playgrounds, walking and biking trails, and dog park. Don't miss your opportunity to make this exceptional TrailMark home yours!!

289 Weathered Edge Drive, St. Augustine

Courtesy of UNITED REAL ESTATE GALLERY

Listing courtesy of UNITED REAL ESTATE GALLERY.

Listing courtesy of ERIC RAKERS from UNITED REAL ESTATE GALLERY.

$439,990

4 Beds ⋅ 3 Baths ⋅ 2152008 MLS

Sample Images!!! Welcome to the pinnacle of luxury living in Trailmark's final phase. Introducing the Nassau Floor Plan - a masterpiece of design and craftsmanship. Exquisite Home Features: Impressive two-story layout Generous 1,968 sq ft of living space 4 spacious bedrooms 2.5 elegant bathrooms Convenient 2-car garage Breathtaking preserve views The Nassau embodies sophisticated living, meticulously crafted to cater to your every need. Each room is thoughtfully designed to maximize comfort and functionality, creating the perfect backdrop for your lifestyle. 3 roomy bedrooms and a Covered Lanai. Home is located in a gas community with Gas Cooktops, and gas tankless water heaters. 9' Ceilings on both levels. Trailmark is a beautiful, secluded community located in the growing area of St. Johns County. With impressive oak tree hammocks and winding nature trails.'' ''Ask about our limited-time builder incentives!''

722 Farmfield Drive, St. Augustine

Courtesy of OLYMPUS EXECUTIVE REALTY, INC

Listing courtesy of OLYMPUS EXECUTIVE REALTY, INC.

Listing courtesy of NANCY PRUITT from OLYMPUS EXECUTIVE REALTY, INC.

$479,990

4 Beds ⋅ 3 Baths ⋅ 2152007 MLS

760 Farmfield Drive, St. Augustine

Courtesy of OLYMPUS EXECUTIVE REALTY, INC

Listing courtesy of OLYMPUS EXECUTIVE REALTY, INC.

Listing courtesy of NANCY PRUITT from OLYMPUS EXECUTIVE REALTY, INC.

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