Trailmark Real Estate

Welcome to Trailmark, a picturesque subdivision nestled in the heart of St. Augustine, Florida, where the charm of historic living meets the tranquility of nature. This vibrant community is designed for those who appreciate the beauty of the great outdoors while enjoying the modern conveniences of everyday life.

Trailmark boasts an array of stunning homes that cater to diverse lifestyles, from cozy single-family residences to spacious family retreats. Each property is thoughtfully designed to blend seamlessly with the lush surroundings, offering residents a sense of serenity and privacy. The community is surrounded by picturesque landscapes, including serene lakes, winding trails, and abundant green spaces, making it a haven for outdoor enthusiasts and families alike.

One of the standout features of Trailmark is its commitment to an active lifestyle. Residents can take advantage of the community’s extensive network of walking and biking trails, perfect for leisurely strolls or invigorating jogs. The community also offers a resort-style pool, playgrounds, and sports courts, ensuring that there’s always something fun to do just steps from your front door.

Conveniently located, Trailmark provides easy access to St. Augustine’s rich history, beautiful beaches, and vibrant downtown area, filled with charming shops, restaurants, and cultural attractions. With top-rated schools and a welcoming atmosphere, it’s no wonder that Trailmark is a sought-after destination for families and individuals looking to create lasting memories.

Discover the perfect blend of comfort, community, and adventure at Trailmark, where your dream home awaits in the enchanting city of St. Augustine!

Newest Listings in Trailmark

$550,000

4 Beds ⋅ 3 Baths ⋅ 2167497 MLS

ADDITIONAL PHOTOS COMING SOON!! Stunning 4 /3 Dream Finders Vilano Model in the highly sought after Trail Mark. Privacy awaits as you step into this beautiful luxury 2 story home with Waterfront views + nature conservation area. You immediately notice upon entry an open feel, upgrade light fixtures and extra light from the 2 large windows. Upgrades to include Vinyl Plank Flooring, plantation shutters throughout the first floor, the beautiful gourmet kitchen, featuring elegant quartz countertops, vented hood gas oven store, ample cabinetry with soft close drawers and deep large kitchen sink. The open concept expands into the dining & living area for home gatherings to include upgrades of surround wiring for projector and/or home theatre. Additionally, 12 ' sliding doors makes the perfect extension to expand the family area to the outdoors to view the astonishing views of the pond and Conservation area. Upstairs, you will find additional bathrooms with elevated double vanity sinks. The Master Suite also with elevated counters with quartz countertop & double sinks. Solar panels adding to electrical bill efficiency $100/month. Electric bill runs approx. $150 total a month. Floor to wall marble tile in shower with glass enclosure. To add to the primary suite, a balcony that overlooks the stunning preserve & pond to create a relaxing evening. Trail Mark residents enjoy a resort style lifestyle with amenities including a luxurious pool, fitness center, playground, Kayak launch, popular & most scenic trails in Florida. All this beauty & nature, waterfront, conservation area, privacy, modern & updated finishes, upscale & elevated counters, solar panels, beautiful views and exceptional amenities, this home is certain to be your place to call home.

78 Farmfield Drive, St. Augustine

$368,500

4 Beds ⋅ 2 Baths ⋅ 2167222 MLS

Energy efficient living meets everyday comfort in this beautiful St. Augustine home, enhanced with modern upgrades including a natural gas tankless water heater and solar panels for long term savings. Located in a quiet, established community, this property blends convenience, smart design, and sustainable features. Step inside to an inviting open concept layout filled with natural light and neutral finishes. The kitchen offers generous counter space, ample cabinetry, and a functional flow that keeps you connected while cooking. The spacious living and dining areas create a warm central hub ideal for gatherings or relaxed evenings at home. The split bedroom floor plan provides privacy for the owner's suite, complete with a walk in closet and well appointed bathroom. Additional bedrooms are versatile for guests, office space, or hobbies. Owned by the Secretary of the VA and sold as is. May qualify for Vendee(seller) financing.

257 Pepperpike Way, St. Augustine

$515,000

4 Beds ⋅ 3 Baths ⋅ 2167100 MLS

Coming Soon listing, no showings. Move in ready, one-owner home - 4 bedrooms, 3 full baths & huge bonus room! If outdoor entertaining or living is your style, wait until you see the extended covered lanai with pavers, generous summer kitchen, eat space & living area, fully screened & prewired for sound. The kitchen features granite countertops, stainless appliances, double oven, gas cooktop, updated pantry. Open floor plan with 3 split bedrooms on 1st floor. Owners suite has new carpet, stunning shower, huge walk in closet, double sinks. Upstairs you will find another bedroom, full bath and spacious bonus room- prewired for surround sound. Other details to not miss: entryway built in, upgraded trim & doors, HVAC w/ whole home dehumidifier new in 2024, water softener new in 2026, whole home surge protection added 2026. Freshly painted. Move in ready. Enjoy Trailmark's incredible amenities, including pool, gym, dog park, playground, kayak launch, nature trails, and athletic field.

141 Linsbury Court, St. Augustine

$589,000

4 Beds ⋅ 4 Baths ⋅ 2167002 MLS

Pond views, designer upgrades, and inviting outdoor living set this TrailMark home apart! Built in 2024, this Richmond American Dalton offers 2,860 SF, 4 bedrooms and 3.5 baths, with 3 bedrooms on the main level and a private upstairs 4th bedroom/bonus room with full bath and closet. The bright, open living space features a custom wood-slat accent wall and expansive sliders framing serene pond views. The gourmet kitchen boasts quartz countertops, an oversized island, gas cooktop and built-in appliances. The spacious primary suite features custom trim detailing, an oversized shower and impressive custom California Closet system. A dedicated office/flex space showcases a striking geometric green accent wall. Step outside to a newly added paver patio with built-in seating and fire pit overlooking the water, perfect for entertaining or relaxing under the Florida sky. Enjoy TrailMark's resort-style pools, fitness center, scenic trails, parks, kayak launch and more!

2498 Trailmark Drive, St. Augustine

$469,000

4 Beds ⋅ 3 Baths ⋅ 2166417 MLS

Coming Soon listing, no showings. Welcome home to this beautifully upgraded Destin floor plan in the sought-after TrailMark community! Offering 4 bedrooms, 3 baths and an oversized 3-car garage, this thoughtfully designed home on a .35 acre lot provides plenty of space to live and entertain. Natural light pours through large windows, highlighting the open layout, wood-look tile and tray ceilings throughout the main living areas. The gourmet kitchen is made for everyday living and entertaining with an oversized prep and breakfast island, generous counter space, double ovens, gas cooktop and sleek subway tile backsplash. The split-bedroom design creates a private primary retreat complete with a walk-in closet and spacious ensuite featuring a soaking tub and seamless glass shower. Out back, unwind on the screened patio overlooking the large fenced backyard with plenty of room to add a pool, create an outdoor entertaining space or simply enjoy the extra room to relax. TrailMark offers a sought-after St. Augustine lifestyle with resort-style amenities, including pools, a fitness center, sports courts, miles of trails, parks, and access to Six Mile Creek. Its desirable location pairs a beautifully planned community setting with convenient access to shopping, dining, top-rated St. Johns County schools, and the best of Northeast Florida!

52 Providence Drive, St. Augustine

$509,990

2 Beds ⋅ 2 Baths ⋅ 2166164 MLS

Welcome to Reverie at TrailMark! Enjoy low-maintenance, resort-style living in this beautifully upgraded Edison floor plan, featuring 1,812 sq ft, 2 bedrooms, 2 bathrooms, a flex room, and a 2-car garage on a large pond-front lot with a beautiful view. This home is loaded with upgrades including 10' ceilings, tray ceilings in the primary suite and great room, floor-to-ceiling shower tile, 4' extended garage, fenced yard, screened lanai, updated pantry, built-in great room TV wall, finished garage floor, 240V garage receptacle, water softener, window treatments, full irrigation, and upgraded lighting. Reverie is a gated community with a clubhouse, fitness center, heated resort pool & spa, pickleball, bocce ball, dog park, walking trails, biergarten, canoe launch, and plenty of social activities. This home is conveniently located within walking/golf-cart distance of community amenities. Located in the highly desirable World Golf Village area, you're minutes from Publix, Costco, Home Depot, restaurants, shopping, healthcare, I-95, historic St. Augustine, and Northeast Florida beaches. Beautifully upgraded, pond-front, and move-in ready—enjoy the TrailMark lifestyle! Some photos have been virtually rendered.

155 Blackbird Lane, St. Augustine

$499,000

4 Beds ⋅ 3 Baths ⋅ 2165573 MLS

ASSUMABLE LOAN!!!!Paver patio, gas fire pit, new air conditioner, and fully fenced-in yard highlight this stunning 4-bedroom, 3-bath Dream Finders Vilano model, ideally positioned toward the front of highly sought-after TrailMark. Waterfront living meets modern luxury with beautiful water views, no home directly behind the property, and a desirable combination of privacy, open views, everyday convenience, and relaxed Florida living. Step inside to a thoughtfully designed two-story floor plan featuring luxury finishes throughout, including tile and luxury vinyl plank flooring in the main living areas, a first-floor bedroom and full bathroom, and spacious living areas designed for both everyday living and entertaining. At the heart of the home is the gourmet kitchen, featuring elegant quartz countertops, ample cabinetry, a large walk-in pantry, upgraded kitchen faucet, and newer dishwasher. The open-concept layout flows seamlessly into the dining and living spaces, creating the perfect setting for gathering with family and friends. The home has been thoughtfully updated with numerous recent improvements, including a new air-conditioning system, new flooring in the downstairs bedroom, new carpeting on the stairs, and upgraded hardware throughout. The primary bathroom features a new shower floor, upgraded faucets, and upgraded lighting, while the additional bathroom also features upgraded faucets. Upstairs, you'll find additional bedrooms and flexible living space, offering plenty of room for guests, a home office, or a bonus area. The spacious primary suite provides a peaceful retreat with beautiful finishes and a comfortable layout. Step outside to the fully fenced backyard and enjoy the best of outdoor Florida living. A gorgeous paver patio and gas fire pit create an inviting space for entertaining, relaxing, or enjoying the peaceful waterfront setting. As evening approaches, stunning sunsets over the water provide a beautiful backdrop to enjoy year-round. TrailMark residents enjoy an incredible resort-style lifestyle with amenities including a luxurious pool, fitness center, playground, kayak launch, scenic trails, and beautiful natural spaces. With its desirable location toward the front of the neighborhood, waterfront setting, modern finishes, extensive recent updates, flexible floor plan, gorgeous outdoor retreat, stunning sunset views, and exceptional community amenities, this Dream Finders Vilano model is a true TrailMark gem

324 Ferndale Way, St. Augustine

$625,000

4 Beds ⋅ 3 Baths ⋅ 2165221 MLS

Drees Home, St. George Floor Plan! Private Preservation Living Meets Resort-Style Amenities in TrailMark! Situated on a premium lot directly backing to serene, protected nature preserve, this home offers the ultimate backdrop of natural Florida beauty, peaceful morning birdsong, and complete backyard privacy from your covered lanai. Inside, the open-concept layout is designed for effortless daily living! Walk in to a bright great room, a gourmet-inspired eat-in kitchen with an expansive island and walk-in pantry, a flexible formal/office space, a dedicated guest suite, and a secluded primary retreat. Upstairs features additional spacious bedrooms and a massive multi-purpose game room/loft--ideal for media, play, or secondary lounging. TrailMark is a community where lifestyle is truly at the forefront. Offering residence, miles of Trail, a Kayak launch, Resort Pool, Fitness Center, pickleball and tennis courts, dog park, and top-rated St. Johns County schools!

660 Goldenrod Drive, St. Augustine

$579,900

4 Beds ⋅ 3 Baths ⋅ 2165102 MLS

Beautifully upgraded Drees home in the highly sought-after TrailMark community, featuring a spacious single-level layout, 3-car garage, and approximately $73K in owner improvements since closing. The open-concept design offers a bright and inviting kitchen overlooking the main living area, generous dining space, and a separate home office. Designed for both everyday living and entertaining, the home extends outdoors to an impressive 21' x 14' covered and screened lanai surrounded by extensive privacy landscaping and thoughtfully added hardscape. Expanded irrigation makes maintaining the beautifully enhanced outdoor spaces easy. The wooded area beyond the backyard provides a peaceful natural backdrop and added sense of privacy. The pathway extends beyond the property boundaries and is not part of the property being conveyed. Inside, upgraded RevWood flooring flows throughout the main living areas, while custom Closets By Design systems in the owner's suite and laundry room provide exceptional storage and organization. Additional upgrades include whole-home water treatment with reverse osmosis at the kitchen, electrical improvements, whole-home surge protection, enhanced security features, and upgraded appliances. The kitchen refrigerator, garage refrigerator, garage freezer, stackable washer/dryer, and washer/dryer combo are all included. Located in amenity-filled TrailMark, residents enjoy miles of walking and biking trails, resort-style pools, pickleball courts, playgrounds, sports fields, and more. All within highly desirable St. Johns County with convenient access to shopping, dining, entertainment, historic St. Augustine, and I-95. This home combines the benefits of newer construction with extensive improvements already completed, making it truly move-in ready. Contact Agent about $2500 lender credit toward closing costs or rate buy down with First Coast Mortgage Funding (restrictions apply).

710 Goldenrod Drive, St. Augustine

$435,000

4 Beds ⋅ 3 Baths ⋅ 2165053 MLS

If you've been craving space and serenity, this is it. In Trailmark, this home delivers a bright open layout, stunning pond & preserve views, and an unforgettable fully opening wall of sliding glass doors (4-panel sliding doors) that creates true indoor/outdoor living. Enjoy sunrise mornings, peaceful afternoons, and sunsets over the water. Featuring 4 bedrooms, 3 bathrooms, plus a flex room (no door/closet) ideal for an office, playroom, gym, or hobby space. In-ceiling surround sound makes game days and movie nights next level! Updated with roof & HVAC (2022), pool-ready fence & upgraded fans (2022), plus whole-home water purification (2023). Trailmark offers a resort lifestyle with 10+ miles of trails, resort-style pool + lap pool, fitness center, pickleball, basketball courts, playgrounds, lakeside pavilion, community events, dog park, and a kayak launch on Six Mile Creek, all in top-rated St. Johns County schools, minutes to I-95, historic St. Augustine & beaches!

214 Pepperpike Way, St. Augustine

$750,000

5 Beds ⋅ 4 Baths ⋅ 2162665 MLS

Welcome home to this meticulously cared-for, one-owner home that offers room for everyone with five true bedrooms, a flex space, and a loft! In Trailmark, where peaceful surroundings and the St. Johns County lifestyle meet, this home is overlooking a preserve and pond 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. Schedule your private tour!

52 Crosswood Court, St. Augustine

$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

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