Trailwood Real Estate

Welcome to Trailwood, a picturesque subdivision nestled in the heart of Boerne, Texas, within the beautiful Bexar County. Known for its charming landscapes and a strong sense of community, Trailwood offers residents a serene escape while being just a stone's throw away from the vibrant city life of San Antonio.

As you drive through the tree-lined streets of Trailwood, you’ll be captivated by the stunning homes that reflect a variety of architectural styles, each with its unique character. This family-friendly neighborhood boasts spacious lots, perfect for outdoor gatherings and activities, making it an ideal setting for families looking to grow and thrive.

Trailwood is not just about beautiful homes; it’s also about community. Residents enjoy access to an array of amenities, including parks, walking trails, and recreational facilities that encourage an active lifestyle. The area is renowned for its excellent schools, ensuring that children receive a top-notch education while fostering lifelong friendships.

Nature enthusiasts will appreciate the proximity to the scenic Hill Country, where endless opportunities for hiking, biking, and exploring await. Boerne itself is rich in history and culture, featuring charming boutiques, delightful restaurants, and vibrant local events that bring the community together.

Living in Trailwood means embracing a lifestyle that balances tranquility with convenience. With easy access to major highways, commuting to San Antonio for work or leisure is a breeze. Discover the enchanting charm of Trailwood, where your dream home awaits in this idyllic Texas neighborhood.

Newest Listings in Trailwood

$825,000

3 Beds ⋅ 3 Baths ⋅ 2003160 MLS ⋅ NEW Status

Welcome to your private Hill Country retreat on 2.18 fully fenced acres, where modern updates meet peaceful country living just minutes from Boerne and San Antonio. Behind a private gated entrance, this beautifully renovated two-story home offers three bedrooms, three full bathrooms, a spacious upstairs game room, and a private downstairs primary suite. Inside, you'll find custom cabinetry, white quartz countertops, new vinyl flooring, fresh paint, and stylish finishes throughout. Step outside to your own backyard oasis featuring a resort-style pool and spa, outdoor kitchen, cabana, and an expansive wraparound porch perfect for entertaining or relaxing under the Texas stars. The property also includes a workshop, RV hookups and parking, new RV cover, covered boat and tractor storage, a charming chicken coop, and plenty of room for a future guest house or additional outdoor amenities. Recent updates include an Asphalt Driveway, Exterior Paint, 2 New AC Units, Well storage tank and pump in 2024, and a new gate opener and hardware. Located in desirable Kendall County, this move-in-ready property offers the perfect balance of privacy, acreage, and convenience with easy access to shopping, dining, and everything Boerne and San Antonio have to offer.

26919 Bent Trl, Boerne

$719,900

3 Beds ⋅ 3 Baths ⋅ 2002904 MLS ⋅ NEW Status

Private Hill Country Retreat on almost 2 Acres Custom ranch-style home tucked away on a heavily wooded 1.7 acre lot offering exceptional privacy between Boerne and Leon Springs. Gated entry, private well (no water bill) with softener, and reverse osmosis at the kitchen sink. Open-concept layout with a large entertainer's kitchen featuring an oversized island, granite countertops, beautiful knotty alder cabinetry, and black stainless appliances. Enjoy true Hill Country living from the expansive covered back patio with privacy and abundant wildlife. Property includes a 22x25 shop that is insulated and has electricity along with a covered 22x25 parking area - RV/boat storage, hobbies, or workspace. Secluded, functional, and move-in ready with the space you are looking for!

26907 Bent Trl, Boerne

$299,900

1967718 MLS ⋅ ACTIVE Status

Discover this exceptional opportunity on this expansive parcel in the desirable Trailwood subdivision, tucked into the scenic hill country. With approximately 2.84 acres of land, this property at 26709 Turkey Run, offers a blend of natural beauty, peaceful seclusion and strategic access. With acreage in the region becoming more scarce and sought after for their privacy and lifestyle benefits, this property holds strong appeal for buyers looking for long-term value or for creating a customized Hill Country estate home. This lot gives you ample space for outdoor living, landscaping, additional structures or simply enjoying nature and the beautiful view of the Hills. Located in Boerne, this parcel offers a calm, tree-lined setting, while keeping you close enough to local amenities and commuting corridors.

26709 Turkey Run, Boerne

$749,000

6 Beds ⋅ 5 Baths ⋅ 1966665 MLS ⋅ ACTIVE Status

Traditional Hill Country Retreat with Panoramic Hill Country views atop this secluded lot in the Trailwood subdivision. There are not many opportunities to own a home in Trailwood with these views!! Relax in your infinity edge pool while enjoying a view for miles. Each morning, you will wake up with a different scene of the sky in the valley below. This custom home is hitting the market with so much potential. When you walk in the front door, you are greeted with panoramic views of Boerne Stage Road and Scenic Loop. The open family room leads to the newly updated kitchen and the main level hosts the primary suite and secondary bedroom with full bath ensuite. The mainfloor also includes a study right off the front foyer. This home was built into a hill, so walk downstairs to your full basement, with two bedrooms, and an additional craft room/bedroom. Upstairs over the garage includes a full living quarters with a bedroom/living area, private bath, and kitchenette. The second floor also includes a walk-in attic with plenty of room for storage. The property also includes a shed on same level as pool, and a large garage at the bottom of the hill.

26302 Quail Grove Ln, Boerne

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