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$499,999
2 Beds ⋅ 1 Baths ⋅ 2002430 MLS ⋅ ACTIVE Status
Just minutes from the heart of Comfort, this charming 1932 farmhouse offers a rare combination of character, land, and usable space. Set on 1.01 acres with mature trees, the home features 2 bedrooms, 1 bath, two living areas, an eat-in kitchen, and a bright sunroom-giving the 1,435-square-foot home more flexibility than the bedroom count alone suggests. Outside is where this property really stands apart. Multiple barns and storage buildings provide room for equipment, animals, hobbies, and projects, while a separate climate-controlled building creates an ideal space for an office, studio, workshop, or creative retreat. A private well, rainwater catchment system, and picturesque windmill add to the property's Hill Country character. Need more land? An adjoining 1.15-acre parcel is also available separately (MLS #2002426), creating the opportunity to own approximately 2.16 acres total just minutes from downtown Comfort. Full-time home, weekend retreat, or simply a place with room to spread out-27 Hwy 27 offers the character of an older Comfort property with space and possibilities that are increasingly hard to find this close to town. Did not flood in July of 2025 or July of 2026 flood.

27 State Highway 27 Lots 19 & 20, Comfort
$999,000
3 Beds ⋅ 3 Baths ⋅ 2002268 MLS ⋅ ACTIVE Status
Rare 13.519-acre Hill Country compound in Comfort, first time to market in over 25 years. This character-rich property pairs a 2,295 square foot main home, original portions dating to 1838 with a 1973 build and a 2000 addition, with an exceptional collection of barns and outbuildings rarely found together on Comfort acreage. The 3 bedroom, 3 bath main house features beamed ceilings, hardwood floors, and pine paneling throughout, anchored by a stone wood burning fireplace in the great room. Recent updates include a roof less than 10 years old, HVAC replaced within the last year, and plumbing rerouted and updated approximately a decade ago. Three covered porches total 415 square feet of outdoor living space. The property is split across two parcels totaling 13.519 acres: a 2 acre homesite and 11.519 acres of improved pasture, ideal for horses, cattle, or hay production. Improvements include a water well, septic system, perimeter and cross fencing, and established driveways, with paved county road frontage on Holiday Road. Outbuildings exceed 4,400 square feet and include a 2,100 square foot garage barn with concrete floor, water, electricity, and a climate controlled insulated storage room; a 1,500 square foot livestock barn built in 2000; a historic dairy barn with a private 1 bedroom, 1 bath apartment featuring knotty pine interior and a clawfoot tub, well suited for guests, a caretaker, or rental income; a detached one-car garage with additional storage; a new 2024 metal lean-to; and additional shed, storage, and carport space. Located in Comfort ISD, approximately 4 miles from Comfort and 25 minutes to Boerne, with easy access to Kerrville and Fredericksburg. A property like this, generational, well maintained, and this fully equipped for Hill Country living, rarely comes along.

48 Holiday Rd, Comfort
$1,100,000
4 Beds ⋅ 5 Baths ⋅ 1998104 MLS ⋅ ACTIVE Status
Built in 1878, this beautifully remodeled Texas Hill Country estate offers a rare opportunity to own one of Downtown Comfort's most distinctive historic homes. Situated on approximately 0.49 acres with exceptional High Street frontage directly across from the Guadalupe River, the property blends timeless character with modern comfort in one of the Hill Country's most desirable locations. The spacious residence features 4 bedrooms, 4 full baths, and 1 half bath, with each bedroom offering its own private ensuite bath. Original native stone walls, stained concrete floors, expansive front and back porches, two laundry areas, and a remarkable stone basement create a home filled with warmth, history, and endless possibilities. The basement is ideal for a wine cellar, bourbon lounge, tasting room, hobby space, or private entertaining area. Outside, the generous lot offers room for outdoor living, entertaining, gardening, or future enhancements while maintaining the charm and character of this exceptional property. Just a few blocks from the Guadalupe River and within walking distance of Downtown Comfort's charming restaurants, boutiques, wine tasting rooms, coffee shops, art galleries, and year-round events, this home offers the perfect blend of historic elegance and modern Hill Country living. Whether you're searching for a full-time residence, weekend retreat, or investment opportunity, this one-of-a-kind property captures the very best of Comfort's rich history, vibrant community, and relaxed Texas Hill Country lifestyle.

824 High St, Comfort
$699,900
1 Beds ⋅ 1 Baths ⋅ 1998065 MLS ⋅ ACTIVE Status
Located on sought-after High Street in the heart of charming Comfort, Texas, this unique 1,282-square-foot property offers endless possibilities for investors, entrepreneurs, or those looking for a distinctive place. Situated on approximately 0.351 acres, the former dental office has been thoughtfully updated while preserving its original Hill Country character and charm. The building features a durable pier-and-beam foundation with a rock and metal skirt, painted wood and metal exterior, and a metal roof, creating a timeless look that fits perfectly with the character of downtown Comfort. The generous lot provides ample room for expansion, additional parking, outdoor gathering spaces, or enhanced landscaping, making it easy to tailor the property to your vision. Whether you're dreaming of a charming residence, boutique retail shop, wine tasting room, spa, professional office, art gallery, cafe, or another unique business venture, this property offers the flexibility to make it happen. With exceptional visibility, a desirable High Street location, and room to grow, this is a rare opportunity to invest in one of the Texas Hill Country's most welcoming and vibrant communities. Bring your imagination and discover the potential this one-of-a-kind property has to offer. Property next door available to be purchased see MLS 1998104 or 1998072 824 High Street for details.

824 5A-2 High Street, Comfort

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