Welcome to 299 Tierra Trail, a beautifully upgraded resale home in Headwaters, one of Dripping Springs’ most sought-after master-planned communities for buyers who want resort-style amenities, Hill Country scenery, and the convenience of a vibrant neighborhood lifestyle. Located in exemplary-rated Dripping Springs ISD, this 2021-built home offers approximately 2,578 sq ft, 4 bedrooms, 3.5 baths, a 3-car garage, and a thoughtfully designed floor plan on a .22-acre lot.
From the moment you arrive, the upgraded landscaping sets this home apart. The owners have invested more than $25,000 in exterior enhancements, including welded steel planters, edging and tree rings throughout, 2x4 grey Lueders pavers at the side entry and backyard, upgraded black star rock in flower beds, planters and tree areas, plus new trees and plantings throughout. The result is a polished, low-maintenance outdoor setting that feels intentional, modern and beautifully finished.
Inside, the home has been elevated with more than $50,000 in interior upgrades. The main level features upgraded hardwood flooring throughout, including the owner’s closet, stairs and stair landing. The chef’s kitchen is a true centerpiece with waterfall countertops, GE Café appliances, and a touchless Moen kitchen faucet, creating a clean, high-end look that blends style and function.
The spacious owner’s suite offers a relaxing retreat, while the remodeled owner’s bathroom adds a custom feel with upgraded sink and shower faucets, a frameless soft-close shower door, and ceiling-height glass tile. Additional improvements include high-efficiency top-down/bottom-up cellular shades throughout, an epoxied garage floor, and a Ring alarm system.
Enjoy outdoor living from the upgraded backyard and covered patio, perfect for morning coffee, evening dining, or simply taking in the Headwaters lifestyle. The 3-car garage provides valuable extra storage, workspace, or room for all the bikes, tools, and Hill Country gear that somehow multiply when no one is looking.
Headwaters is known for its exceptional amenities, including a community pool, fitness center, parks, playgrounds, and miles of walking, biking, running, and hiking trails. Even better, the community entrance is enhanced by nearby Oakwood Public Market, a newly opened Hill Country gathering destination featuring a coffee shop, market, pizza kitchen, Oakwood Bar, Soda Shop, indoor/outdoor seating, and Over Yonder, a curated home goods and gift shop. It adds the kind of everyday convenience and neighborhood energy that makes Headwaters feel less like a subdivision and more like a true lifestyle community.
With access to highly sought-after Dripping Springs ISD schools, extensive owner upgrades, resort-style amenities, and Oakwood Public Market near the community entrance, this home offers the rare combination of newer construction, resale value, and an amenity-rich Hill Country lifestyle.
If you’ve been searching for the Headwaters lifestyle without waiting on new construction, 299 Tierra Trail delivers the location, upgrades, schools, amenities, and community feel buyers are looking for.