Hill Country Retreat Homes under $300,000

Welcome to Hill Country Retreat, an enchanting subdivision nestled in the heart of San Antonio, Texas, within the picturesque Bexar County. This charming community perfectly blends natural beauty with modern living, making it an ideal destination for families, retirees, and anyone seeking a serene lifestyle.

Hill Country Retreat is renowned for its stunning landscapes, featuring rolling hills and lush greenery that provide a backdrop for outdoor adventures and tranquil evenings. The neighborhood is thoughtfully designed, offering a warm, welcoming atmosphere where neighbors become friends. With a variety of amenities, including walking trails, parks, and a vibrant community center, residents can enjoy a rich and fulfilling lifestyle.

For those looking to make Hill Country Retreat their home, you'll be delighted to discover that there are beautiful homes available for under $300,000. These residences are designed with comfort and style in mind, featuring open floor plans, modern kitchens, and spacious backyards perfect for entertaining or relaxing after a long day. Whether you're a first-time homebuyer or looking to downsize, there’s a perfect fit for you in this thriving community.

Living in Hill Country Retreat means you’re just a short drive away from the vibrant culture and amenities of San Antonio, including shopping, dining, and entertainment. Embrace the best of both worlds—tranquil suburban living with the excitement of city life at your fingertips. Come explore Hill Country Retreat, where your dream home awaits!

Newest Hill Country Retreat Homes under $300,000

$267,000

2 Beds ⋅ 2 Baths ⋅ 2019363 MLS ⋅ ACTIVE Status

Highly desirable active adult 55+ gated community - Hill Country Retreat. **Sellers currently have AHS ShieldPlus coverage until April 27,2027 & will be transferred to the new buyer. This move-in ready, 1 story home, offers 2 bedrooms, 2 bathrooms, and a versatile office/flex room. Enjoy easy access with no steps at either the front, back or garage entrance. The bright and open living and dining spaces provide a welcoming setting for relaxing or entertaining, while the large tray ceiling adds character and creates an airy feel. The spacious kitchen features gas cooking, lots of cabinetry, granite countertops, and stainless steel appliances. An indoor utility space adds convenience and the garage is finished with durable epoxy flooring and a water softener. The private primary suite includes an en suite bathroom with large shower, double vanities & large closet. The second bedroom is ideal for guests, hobbies, or a home office. You'll appreciate ceiling fans with remotes in each room. The thoughtfully designed floor plan offers the space you need without the burden of maintaining a larger home. Step outside to a peaceful backyard with mature trees and no neighbors directly behind. The screened-in porch provides a comfortable spot to enjoy your morning coffee, read a book, visit with friends or just relax and unwind. The Hill Country Retreat offers an active lifestyle with indoor and outdoor pools, fitness facilities, walking and biking trails, tennis and pickleball courts, bocce ball, billiards, a library, hobby and craft rooms, meeting spaces, and a full calendar of clubs, classes, activities, and social events. This golf cart-friendly community is conveniently located near shopping, restaurants, medical care, golf, entertainment, and major roadways-giving you the freedom to travel, explore new interests, connect with neighbors, and enjoy a more relaxed way of life.

12731 Sand Holly, San Antonio

$299,890

2 Beds ⋅ 2 Baths ⋅ 2019034 MLS ⋅ ACTIVE Status

This low-maintenance, turn-key home sits on a premium greenbelt lot in Hill Country Retreat, San Antonio's premier 55+ gated active community by Del Webb. (And it offers a VA assumable loan at 2.875. Available for non veterans as well!) Designed for main-level accessibility and relaxed living, the single-story interior features matching luxury vinyl plank flooring through every room and bath, double French doors opening to a dedicated study, crown molding, and polished bronze hardware throughout. The kitchen is outfitted with 42-inch cabinetry, durable granite countertops, and gas cooking. Major mechanical updates offer peace of mind, including a newer roof, newer HVAC, newer water heater, and a new water softener. Out back, the private greenbelt setting creates a serene backdrop for the extended covered patio and low-maintenance composite decking under a custom pergola. Automatic sprinklers and full rain gutters make exterior upkeep effortless. Living in Hill Country Retreat provides gated security along with access to "The Resort," a 28,000-square-foot amenity center complete with a state-of-the-art fitness center, indoor elevated walking track, indoor lap pool, outdoor resort-style pools, hot tubs, pickleball and tennis courts, and miles of scenic nature trails. Over 100 resident clubs and social events offer an active lifestyle just minutes from Alamo Ranch shopping and dining. (Grass color enhanced)

12906 Pronghorn Oak, San Antonio

$245,000

2 Beds ⋅ 2 Baths ⋅ 2006447 MLS ⋅ ACTIVE Status

Enjoy resort-style living in this beautiful 2-bedroom, 2-bathroom home located within the gated, 55+ Del Webb community. This inviting home offers comfortable, low-maintenance living with an easy-care lawn, allowing you more time to enjoy the community's exceptional amenities. Residents have access to an impressive clubhouse featuring monthly events, social activities, and opportunities to connect with neighbors. Conveniently located near shopping, dining, and everyday services. A Virtual 3D Tour link is

5139 Cactus Thorn, San Antonio

$275,000

2 Beds ⋅ 2 Baths ⋅ 2005448 MLS ⋅ ACTIVE Status

Impeccably maintained and move-in ready, this charming Noir Coast floor plan combines timeless finishes, thoughtful design, and the exceptional lifestyle that has made Hill Country Retreat a highly desirable 55+ active community. Inside, you'll find a bright, welcoming interior with large-format tile flooring throughout the main living areas, elegant tray ceilings, and recessed lighting that enhances the home's warm, inviting atmosphere. The well-appointed kitchen overlooks the gathering room, creating a comfortable flow for everyday living and entertaining. Granite countertops, stainless steel appliances, abundant cabinetry, and a convenient serving bar provide both style and functionality. The spacious primary suite offers a peaceful retreat with a generous walk-in closet and an en-suite bath featuring a walk-in shower with a built-in bench. A comfortable guest bedroom and full secondary bath provide privacy for visitors, while thoughtful features including a water softener, full-yard irrigation system, and covered front porch add everyday convenience. Beyond the home, enjoy the award-winning lifestyle of Hill Country Retreat, where residents have access to an approximately 28,000-square-foot amenity center featuring indoor and outdoor pools, fitness center, pickleball and tennis courts, walking trails, hobby rooms, library, and an active social calendar filled with clubs, events, and activities. Conveniently located near Alamo Ranch shopping, dining, medical facilities, and major highways - this is low-maintenance living at its finest.

13146 Sulphur Trl, San Antonio

$279,900

2 Beds ⋅ 2 Baths ⋅ 2004484 MLS ⋅ ACTIVE Status

Looking for a move-in ready home in a 55+ active community with resort-style amenities? Welcome to 2934 Great Sphinx in Del Webb's Hill Country Retreat. Built in 2020, this one-story home offers 2 bedrooms, 2 bathrooms, a dedicated study, and 1,494 square feet of comfortable living space. The open floor plan features new luxury vinyl plank flooring in the main living areas, new carpet in the bedrooms, and a bright sunroom that's perfect for morning coffee or relaxing with a good book. The kitchen includes granite countertops, stainless steel appliances, a large island, and opens to the spacious living and dining areas. The split-bedroom layout provides privacy for guests, while the oversized garage offers extra storage or space for a golf cart. Out back, a completely screened-in patio creates a comfortable outdoor living space where you can relax and enjoy the fresh air while staying protected from bugs and pests. Enjoy the Hill Country Retreat lifestyle with a resort-style clubhouse, indoor and outdoor pools, fitness center, pickleball and tennis courts, walking trails, parks, and a full calendar of social activities. Conveniently located near shopping, dining, medical facilities, and major highways.

12934 Great Sphinx, San Antonio

$258,900

2 Beds ⋅ 2 Baths ⋅ 2004269 MLS ⋅ ACTIVE Status

Welcome home to easy living in this sought-after Del Webb 55+ community! This charming floor plan offers 2 bedrooms, 2 bathrooms, and a 2-car garage in a thoughtfully designed layout with a wonderfully seamless flow from the foyer through the living room and kitchen - perfect for both everyday living and entertaining. The kitchen features quality Birch raised-panel cabinetry, gas cooking, and stainless steel appliances. Refrigerator conveys and a water softener that is plumbed for the whole home. Plantation shutters throughout add a polished, upscale touch and abundant natural light control. The owner's suite is a true retreat with a walk-in closet and en-suite bath, while the secondary bedroom offers flexibility for guests, a home office, or hobby space. Step outside to your covered patio - the perfect spot for morning coffee or evening relaxation - overlooking a well-maintained, manageable yard that leaves more time to enjoy everything this community has to offer. Move-in ready! Located in Hill Country Retreat, an established 55+ community in northwest San Antonio, residents enjoy world-class amenities including a 28,000 sq. ft. resort-style clubhouse with indoor and outdoor pools, an indoor lap pool with a walking track, fitness center, tennis and pickleball courts, walking trails, a library, and vibrant social activities - all just minutes from shopping, dining, and medical facilities. Enjoy the added benefit of no city taxes and quick access to Loop 1604 for easy travel throughout San Antonio.

12722 Sand Holly, San Antonio

$275,000

2 Beds ⋅ 2 Baths ⋅ 1971487 MLS ⋅ ACTIVE Status

Natural light, modern finishes, and an open-concept design come together beautifully in this 2-bedroom, 2-bath home offering a updated comfortable living space. The spacious living, dining, and kitchen areas flow seamlessly together beneath tray ceilings and recessed lighting, creating an inviting setting for everyday living and entertaining. The kitchen features granite countertops, stainless steel appliances, abundant cabinetry, a large center island with display shelving, and a generous walk-in pantry with a custom coffee bar and custom pull-out storage. A dedicated flex space just off the kitchen is ideal for a home office, reading nook, hobby room, or additional dining area. The private primary suite offers a large walk-in closet, dual vanities, and an oversized walk-in shower designed for accessibility and convenience. A secondary bedroom and full bath provide comfortable accommodations for guests or family members. Neutral colors, tile flooring throughout the main living areas, and thoughtful storage solutions add to the home's appeal. Outside, enjoy a covered patio overlooking a spacious, backyard with plenty of room for pets, gardening, or outdoor gatherings. The attractive brick-and-stone exterior, well-maintained landscaping, and attached two-car garage complete the package. Conveniently located near shopping, dining, medical facilities, and everyday conveniences, this move-in-ready home offers easy living with modern comfort. Schedule your private showing today. This home does have an assumable loan available at 2.25%

3538 Grant Rapids, San Antonio

$255,000

2 Beds ⋅ 2 Baths ⋅ 1991867 MLS ⋅ ACTIVE Status

Welcome to Hill Country Retreat, one of San Antonio's premier 55+ active adult communities! This charming one-story home features an open-concept floor plan with 2 bedrooms, 2 bathrooms, and 1,264 square feet of comfortable living space. Enjoy a low-maintenance lifestyle while taking advantage of the community's exceptional amenities. Whether you're playing bocce ball, staying active at the fitness center, joining social events, or relaxing with a good book in the library, there's truly something for everyone. Conveniently located near shopping, dining, and everyday conveniences, this home offers the perfect blend of comfort and community.

4823 Cropland Way, San Antonio

$279,990

2 Beds ⋅ 2 Baths ⋅ 1970677 MLS ⋅ ACTIVE Status

Welcome to this beautifully maintained single-story home located in the highly desirable Hill Country Retreat, one of San Antonio's premier gated communities. This thoughtfully designed home combines comfort, convenience, and low-maintenance living with systems very well maintained. The spacious kitchen features a large granite-top island, pull-out cabinet drawers, soft-close cabinetry, and an open flow into the main living and dining areas. The private primary suite offers a relaxing retreat with a walk-in closet, dual sink vanity, oversized mirror, and walk-in shower with added safety bar. Additional highlights include a water softener, extended covered porch with pull-down shades, and a versatile office/study perfect for working from home, hobbies, or additional flex space. Enjoy peaceful mornings or relaxing evenings outdoors from the extended patio area designed for year-round comfort. Hill Country Retreat offers resort-style amenities including indoor and outdoor pools, fitness center, indoor walking track, pickleball and tennis courts, bocce ball, library, billiards, walking trails, social clubs, and a full calendar of community activities designed to support an active and connected lifestyle. Conveniently located near shopping, dining, medical facilities, and major highways, this move-in ready home offers the perfect blend of comfort, community, and easy living in Northwest San Antonio.

3311 Blossom Row, San Antonio

$288,900

2 Beds ⋅ 2 Baths ⋅ 1950315 MLS ⋅ ACTIVE Status

Headline: Resilient 1-Story Oasis | Low-Maintenance & Active 55+ Living | New Roof (2025) Welcome to Hill Country Retreat, San Antonio's premier active adult community. This beautifully maintained one-story residence perfectly pairs high-value financial predictability with an enriching social lifestyle-ideal for summer "lock-and-leave" convenience or full-time resort living. Inflation-Savvy & Resilient Infrastructure Beat the Texas summer heat and enjoy long-term peace of mind. This home features high-intent capital improvements designed to lower your cost of ownership: Climate Resilient: A NEW ROOF and GUTTERS (Installed May 2025) protects your investment and ensures immediate insurance and structural efficiency. Money-Saving Systems: Includes a full yard sprinkler system, a premium water softener, and a built-in security alarm system, combining daily comfort with low-utility practicality. Versatile Layout & Wellness Zones The seamless, step-free floor plan features 2 spacious bedrooms, 2 full baths, and a flexible bonus room. Personal Wellness Nook: The versatile flex space easily transitions into a quiet reading room, an organized home office, or a dedicated hobby studio. Light-Drenched Living: High-volume natural light flows into the open living area, anchored by an elegant tiered ceiling. Chef's Kitchen: Designed for effortless hosting, complete with granite countertops, custom 42" upper cabinets, a breakfast bar, and a stainless steel appliance package. Private Sanctuary & Active Amenities Step outside to a shady covered patio and a beautifully landscaped, manageable yard secured by elegant wrought iron fencing-perfect for pets and quiet mornings. Your residency includes exclusive, full access to the 28,000-square-foot resort amenity center, built for active skill-building and holistic health: Recreation & Sport: Spend your summer at the indoor and outdoor resort pools, the state-of-the-art fitness center, or the highly active pickleball and tennis courts. Social Connections: Enjoy scenic walking trails, community tech-skill workshops, and a wide variety of neighborhood social clubs. Prime Location & Value Nestled in the serene Texas Hill Country, you are securely positioned just 20 minutes from Downtown San Antonio and minutes from Lackland AFB. This home represents a rock-solid investment in your health, your lifestyle, and your future.

12907 Pronghorn Oak, San Antonio

$255,000

2 Beds ⋅ 2 Baths ⋅ 1947284 MLS ⋅ PRICE CHANGE Status

Life is meant to be enjoyed, and this beautifully maintained home in the sought-after Hill Country Retreat 55+ community makes it easy. Whether you're sipping your morning coffee in the sunroom, hosting friends for dinner, or enjoying the peace and privacy of having no front or rear neighbors as it features a greenbelt, this home offers the perfect blend of comfort, convenience, and low-maintenance living. Designed with an open and inviting floor plan, this home features 2 spacious bedrooms, 2 full bathrooms, a dedicated study perfect for a home office or hobby room, and a bright sunroom that adds extra living space year-round. The kitchen is the heart of the home with granite countertops, stainless steel appliances, a large island, and plenty of cabinet space, all overlooking the expansive living and dining areas so you're always part of the conversation. The split primary suite creates a private retreat with a spacious walk-in closet and ensuite bath, while the secondary bedroom offers a welcoming space for overnight guests. An oversized garage provides room for storage, a golf cart, or workshop space, and the beautifully xeriscaped yard means you'll spend less time on yard work and more time enjoying everything this vibrant community has to offer. Hill Country Retreat isn't just a neighborhood, it's a lifestyle! Residents enjoy a resort-style clubhouse, indoor and outdoor pools, a fitness center, pickleball and tennis courts, walking trails, countless social clubs, and activities designed to help you stay active and connected. Conveniently located near shopping, dining, medical facilities, and major highways, this home offers the opportunity to simplify your life without sacrificing the things you love. If you've been looking for a place where every day feels a little more like a vacation, you've just found it.

12918 Cache Creek, San Antonio

$295,000

3 Beds ⋅ 2 Baths ⋅ 1920656 MLS ⋅ PRICE CHANGE Status

*MOTIVATED SELLER - MOVE-IN READY!* NEW AC 9/2/26. KITCHEN JUST REMODELED with quartz countertops, backsplash, painted cabinets & cabinet hardware, July 2026. NEW ROOF 1/28/2026**Spacious, well-maintained 3 Bedroom / 2 Bath, 1771sqft home in San Antonio's most desirable 55+ resort community. This home sits on an oversized corner lot for the Hill Country Retreat with .209+/- acres. Inside, there is an abundance of natural light from the windows throughout and large sliding glass door that has a fantastic view of the backyard. The cozy living room has elegant cherry wood floors with a large stone fireplace which opens to the kitchen and dining room spaces. You'll appreciate the 3rd bedroom/craft room (with wood-look tile flooring) & study (cherry wood flooring) for additional space as well. The primary bedroom has wood-look tile floors with a large walk-in closet and the ensuite primary bath has a large shower with double sinks and plenty of space to move around. This single-story home features a covered patio and an extended composite deck with full yard sprinkler system, a garage window for additional garage light and lots of mature trees. The Hill Country Retreat by Del Webb is one of San Antonio's most established 55+ communities. This quiet, golf cart-friendly neighborhood within a private, gated resort community features a 28,000 sq. ft. Amenity Center, an Activities Director, 1 indoor and 2 outdoor swimming pools, 2 hot tubs, a large fitness center with an indoor walking track, huge event room, pickleball and tennis courts, over 4 miles of walking trails, and over 120 active social groups all exclusive to this community. There is so much to do in this friendly community you will never get bored! It is convenient to shopping, restaurants, hospital, grocery stores and 1604. This is a rare find in this beautiful resort community. Schedule your private showing soon.

12614 Cascade Hills, San Antonio

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