Helotes Equestrian Real Estate | Helotes Horse Homes for Sale

3 Beds ⋅ 3 Baths ⋅ 2019946 MLS ⋅ ACTIVE Status

ONE-OF-A-KIND HILL COUNTRY RETREAT ON 5 PRIVATE ACRES IN HELOTES! Discover a rare opportunity to own an extraordinary custom estate where timeless craftsmanship, natural beauty and everyday comfort come together, all with NO HOA! From the moment you arrive, you'll appreciate the thoughtful architectural details and unmistakable character that make this property truly special. This sprawling single-story home showcases exceptional solid-wood craftsmanship, from beautifully maintained oak floors, solid oak trim and elegant crown molding to distinctive doors, antique hardware and carefully curated architectural elements, including entry colonnades sourced from St. Louis. Every detail tells a story! At the heart of the home, a spacious chef's kitchen features gorgeous granite countertops, premium KitchenAid appliances, custom floor-to-ceiling solid oak cabinetry, a cleverly concealed coffee nook and an expansive island with multiple dining and breakfast bar spaces. Warm, inviting living areas surround the kitchen and feature a beautiful stone fireplace, but the stunning Florida room steals the show with soaring vaulted ceilings, rich tongue-and-groove wood finishes and picturesque views of your private backyard. Recently replaced double-pane windows (less than 1 year old!) flood the home with natural light while framing the beauty of the surrounding Hill Country landscape. Retreat to your oversized primary suite, complete with a generous walk-in closet, an attached flex space perfect for a private office, sitting room or home gym, and a beautifully updated bathroom featuring an oversized walk-in shower with frameless glass and abundant natural light. Two additional bedrooms offer spacious walk-in closets, while an oversized laundry and mudroom adds everyday convenience. Step outside, and the magic continues! An expansive covered patio with exposed beams and gorgeous wood-plank ceilings creates the perfect setting for morning coffee, outdoor dining or unforgettable evenings entertaining friends and family. Follow the thoughtfully designed stone pathways and native landscaping to discover your own secluded swimming pool, tucked away in a peaceful setting that's surrounded by mature trees. Beyond the backyard, FIVE fully fenced acres offer an incredible opportunity to embrace the Hill Country lifestyle you've been dreaming of. Enjoy peaceful, level terrain, a wet-weather creek, a greenhouse and multiple sheds and storage spaces throughout. The expansive space offers plenty of room for gardening, hobbies or keeping animals such as horses (perfect for those in 4-H programs!). An impressive 800-foot well and THREE rainwater collection systems totaling 3,000 gallons provide additional water resources and flexibility. Generous covered parking even accommodates an RV or boat, making it easy to enjoy & store all of your extra recreational vehicles. Properties with this combination of acreage, privacy, architectural character and versatility are truly special. Whether you envision a peaceful private sanctuary, an entertainer's paradise or a Hill Country homestead, this remarkable Helotes estate offers the space and freedom to make it your own. Schedule your private showing and experience firsthand what makes this property so unforgettable!

17840 Helotes Springs Rd, Helotes

$1,674,999

4 Beds ⋅ 5 Baths ⋅ 2013480 MLS ⋅ ACTIVE OPTION Status

8.26 acres, nearly 5,600 square feet, behind the gates of Retablo Ranch. This is one of the largest private holdings you will find this close to San Antonio, and it comes with the extra land to protect it. The additional lot conveys with the property, giving you room for a guest house, a barn, an arena, or simply a permanent buffer between you and everyone else. That flexibility is what makes this listing different from anything else in the Hill Country at this price. The home itself was designed and built by custom builder J. Long. You pass through the community gates, then through a second private entrance onto the estate, with mature oaks and open countryside on both sides. Soaring ceilings, multiple living areas, and a chef's kitchen with custom cabinetry, granite counters, gas cooking, double ovens, and an oversized island that anchors the whole floor plan. The primary suite sits privately on its own, with a sitting area, spa inspired bath, and a door straight to the outdoors. Upstairs you get additional bedrooms, a game room, and flex space for family, guests, and hobbies. Outside is where this one sells itself. Pool and spa, covered patios, outdoor kitchen, and long views that turn every sunset into an event. Tesla solar panels are already installed and convey. For the practical side: large workshop, RV and boat storage, and extensive garage space. Room for horses, recreation, or future expansion across the acreage. Gated. Private. Custom built. Two lots. Minutes from San Antonio. Properties like this do not come back around. Schedule your private showing.

16227 San Cayetano, Helotes

$10,000,000

2 Beds ⋅ 2 Baths ⋅ 2009363 MLS ⋅ ACTIVE Status

Some properties are more than land. They are places where a family can put down roots, build traditions, and create something that will be enjoyed for generations. Located along Scenic Loop Road in Northwest San Antonio, this approximately 139-acre ranch offers the space and freedom to bring that vision to life. Imagine mornings overlooking your own land, horses waiting at the barn, cattle grazing in the pasture, and evenings spent outdoors beneath the wide Texas sky. Build your dream home away from the road, create a family compound with room for everyone, or establish a private recreational retreat where weekends are filled with riding, hunting, exploring, and gathering together. The property is currently used for agricultural and hunting purposes and offers approximately 550 feet of paved Scenic Loop Road frontage. There is ample room for livestock, barns, corrals, riding trails, an arena, equipment storage, workshops, guest accommodations, or additional residences. Existing infrastructure including a private water well, septic system, CPS Energy electric service, and a mobile home. The property is situated outside San Antonio city limits and is agricultural exemption, no identified floodplain, and mineral rights conveying. Here, country living does not mean giving up convenience. Loop 1604 and IH-10 are easily accessible, placing The Shops at La Cantera, The Rim, UTSA, Six Flags Fiesta Texas, Leon Springs, The Dominion, Boerne, healthcare, shopping, and dining within reach. This could become the ranch where children learn to ride, cattle carry the family brand, friends gather around the fire, and generations return year after year. It could be a working farm and ranch operation, an equestrian estate, a hunting and recreational escape, or simply a private place to slow down and enjoy the land.

21431 Scenic Loop Rd, Helotes

$3,995,000

4 Beds ⋅ 6 Baths ⋅ 1935824 MLS ⋅ ACTIVE Status

Set across rolling ag exempt acreage in the heart of the Texas Hill Country, this exceptional estate offers privacy, scale, and architectural presence framed by expansive long range views. Designed to balance refined living with meaningful recreation, the property pairs a thoughtfully executed main residence with an impressive climate controlled car barn, creating a setting suited for both everyday comfort and elevated gatherings. The main residence spans approximately 5,142 square feet and is positioned to capture the surrounding landscape from nearly every room. Natural stone, warm wood accents, and extensive glass define the exterior, while covered balconies and outdoor living areas extend the home outward and reinforce its connection to the land. Inside, the interiors are defined by generous proportions, soaring ceilings, and a layout that feels open yet intentional. Walls of glass introduce abundant natural light while maintaining strong visual continuity throughout the home. The kitchen serves as a central gathering space, appointed with a six burner gas cooktop with integrated grill, custom cabinetry, an oversized island, and designer quartz countertops. The space is equally suited for daily use and larger scale entertaining. The primary suite offers a private retreat overlooking the surrounding terrain. The spa inspired bath includes a steam shower, expansive custom closet space, and an additional hidden bonus area providing flexibility for a variety of uses. The suite is intentionally separated from secondary living areas to enhance privacy. An expansive entertainment wing anchors the home, featuring a dedicated media room and an adjoining card room and lounge with wet bar. A main level office with private exterior access offers a functional workspace complemented by inspiring views. A Sonos sound system enhances both interior and exterior living, supporting a seamless lifestyle throughout the property. Outdoors, the grounds unfold into a private Hill Country setting. A resort style infinity edge swimming pool with built in bar seating overlooks the rolling landscape, creating a dramatic focal point for relaxation and entertaining. The fully fenced acreage includes meandering trails suitable for walking, horseback riding, or ATV use. A private pond adds a natural element of tranquility and reinforces the sense of separation from surrounding development. Complementing the residence is an approximately 3,347 square foot climate controlled car barn designed for exceptional versatility. With capacity for up to ten vehicles, the structure accommodates collection storage, workshop use, fitness space, and additional functionality. Dual split HVAC systems and a dedicated bathroom allow for year round use. Above, a fully air conditioned 40 by 22 foot game room provides an ideal environment for hosting and recreation. This estate offers a rare balance of privacy and accessibility, delivering a complete Hill Country lifestyle defined by space, views, and enduring character.

298 Table Rock, Helotes

$2,095,000

4 Beds ⋅ 2 Baths ⋅ 1928492 MLS ⋅ ACTIVE Status

Three residences on 5 private acres with panoramic Hill Country and city-light views-just minutes from Helotes. This elevated property offers rare flexibility for investors, owner-occupants, or multigenerational living. The hillside setting delivers 360 countryside views, overlooks a nearby golf course that drives consistent local traffic, feels secluded without being remote. From an investment standpoint, the location is hard to replicate: approximately 20 minutes from Medina Lake & 30 minutes from Bandera-the Cowboy Capital of the World-placing the property in a high-demand corridor for short-term rentals, retreats, event, or creative use. The multiple dwellings create immediate income potential or future development flexibility. The land has been held by the same family since the 1870s offering a rare sense of legacy. The property includes 3 separate homes: a 1,620 sqft main residence (described in this MLS), 900 sqft 2-bed/1-bath barndominium with stained concrete floors, & a 2,100 sqft 4-bed/3-bath home positioned at the top of the hill to capture the best views. All homes feature open-concept layouts, slab foundations, laminate flooring & carpet in bedrooms only. Ideal as a family compound, income-producing asset, or hybrid live-work investment. A sixth acre may be available through separate negotiation with the adjoining owner.

18668 Bandera, Helotes

$1,350,000

4 Beds ⋅ 3 Baths ⋅ 1877043 MLS ⋅ ACTIVE RFR Status

Welcome to 11650 Sunset Ranch-where modern upgrades meet country charm! This move-in ready ranch is nestled on 8.41 breathtaking acres in Helotes, offering the perfect setup for multigenerational living or income-producing opportunities. The main home has been completely renovated and features 4 spacious bedrooms, 2.5 beautifully updated bathrooms, a 2-car garage, and a whole-house generator for peace of mind. The second home is a fully upgraded 1900 sq ft manufactured doublewide with 3 bedrooms and 2 bathrooms-ideal for guests, tenants, or extended family. Outside, you'll find a massive 2700 sq ft metal shop, a second 1200 sq ft metal shop, and a 1600 sq ft metal animal barn with livestock pens and ample storage. This property is fully equipped for country living, hobbies, business, or livestock-all with easy access to city conveniences. A rare opportunity to own a truly versatile and turn-key ranch property!

11650 Sunset Ranch, Helotes

$2,300,000

1591196 MLS ⋅ ACTIVE Status

Unrestricted 22+- commercial property located in sought-after Medina County, offering lower taxes and inclusion in Northside ISD. Situated outside the city limits, this property boasts approximately 800 feet of frontage along State Highway 16 with a depth of 860 feet, providing exceptional visibility and accessibility. Importantly, this property is not located in the Edwards Aquifer Recharge Zone. Utilities & Infrastructure: Electricity: Provided by CPS Energy along the property Internet: Multiple carriers available Telephone Service: Available Water Well: 1,800 feet deep Aerobic Septic System: Recently upgraded 3,800 sq. ft. house ideal for conversion into office space, wedding venue, retreat, RV/storage units, industrial buildings, or a transportation/contractor distribution center Additional barn/storage building with electricity and water Land Features: 22+- Acres Mature Oaks Terrain is level to gently sloping 100-year flood plain located at the northern tip of the property Prime access to major thoroughfares including Highway 16, Loop 1604, Highway 46 to IH-10, Highway 211, and Highway 90 This property's strategic location and infrastructure make it perfect for: Commercial Development Residential Development Transportation/Contractor Distribution Centers Investment Opportunities Centrally located between Bandera, Boerne, Helotes, Castroville, and Medina Lake, this property offers a blank canvas with exceptional infrastructure and virtually limitless potential.

20070 State Hwy 16, Helotes

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