Comfort Historical Properties for Sale

Our website features the best real estate search for historical properties available in Comfort and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Comfort real estate market? Sign up for a Comfort Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Comfort Historical Properties for Sale

$549,000

2 Beds ⋅ 1 Baths ⋅ 2002430 MLS ⋅ NEW Status

Discover the charm of Hill Country living just minutes from downtown Comfort! This beautifully updated 1932 farmhouse blends timeless character with modern comforts while preserving its classic farmhouse appeal. The home features 2 bedrooms, 1 bathroom, two inviting living areas, a bright sunroom, and a charming kitchen with a farmhouse sink. Outside, you'll find multiple barns, storage buildings, and a detached climate-controlled building that's perfect for a home office, workshop, studio, or hobby space. A picturesque windmill and rainwater catchment system add to the property's authentic country charm. Whether you're dreaming of a hobby farm, a place for livestock, room for equipment and projects, or simply a peaceful Hill Country homestead, this property offers incredible potential to fit your vision. The adjoining lot is also available (MLS# 2002426) for purchase, giving buyers the opportunity to own approximately 2 acres and create even more space to enjoy. Ideal as a full-time residence, weekend getaway, or investment property, this unique property offers the perfect blend of charm, functionality, and future potential.

27 State Highway 27 Lots 19 & 20, Comfort

$999,000

3 Beds ⋅ 3 Baths ⋅ 2002268 MLS ⋅ NEW 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

$430,000

2 Beds ⋅ 1 Baths ⋅ 2000804 MLS ⋅ ACTIVE Status

Charming vintage 1939 farmhouse on over 1/2 acre lot, located within walking distance of downtown historic district and Guadalupe river! Many updates have been made, while still retaining original charm. Most recent updates include new standing seam metal roof installed 6/2026, and gas stove fireplace. Extra room off master - currently used as 3rd bedroom. Mature trees shade level property that includes detached Garage, vintage Water Tower, Well House, and Housing for Chickens. Conveniently located: Close to Boerne, Fredericksburg, Kerrville, and easy commute to San Antonio. This property would be great for either a single family home, or an air bnb. Opportunities are endless!

130 Idlewilde Blvd, 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

$985,000

3 Beds ⋅ 3 Baths ⋅ 1966370 MLS ⋅ PRICE CHANGE Status

Small-town charm meets upscale living in this circa 1915 full-stone historic treasure right off Historic High Street in the heart of downtown Comfort. Perfectly positioned on a corner lot shaded by graceful mature trees, this well-maintained home exudes timeless appeal and is equally suited for commercial use or as an enchanting personal residence. Inside, you'll find solid hardwood flooring and wood ceilings that highlight the home's historic character. The inviting living room features a striking rock fireplace and a shiplap accent wall for added charm. The remodeled kitchen boasts a built-in refrigerator, an innovative 36" ILVE range, and thoughtful updates that blend function with style. The primary bathroom has been beautifully renovated, showcasing an elegant shower and a classic clawfoot bathtub. The spacious yard is ideal for entertaining, complete with a swim spa, hot tub, and an expansive wraparound porches that beckon you to slow down and enjoy the day. A cute storage outbuilding with an AC window unit lends itself to many creative uses. The towering flagpole adds to the warm, patriotic feel that embodies this beloved community. Just a short stroll to Comfort's quaint shops, local dining, and year-round activities, with quick access to the highway for convenience. Comfort is truly the place to be and this immaculate property is ready to welcome you home.

504 6th, Comfort

Start Your Search

IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS.  The MLS may, at its discretion, require use of other disclaimers as necessary to protect participants and/or the MLS from liability. 

Listings provided by LERA MLS