Hill Country Retreat Homes under $400,000

Welcome to Hill Country Retreat, a picturesque subdivision nestled in the heart of San Antonio, Texas. This charming community offers a perfect blend of tranquility and modern living, making it an ideal choice for families, retirees, and everyone in between. With its stunning natural surroundings and well-planned amenities, Hill Country Retreat is a sanctuary that invites you to unwind and enjoy life.

One of the standout features of this enchanting subdivision is its affordability. Homes in Hill Country Retreat are available for under $400,000, providing an incredible opportunity for first-time buyers or those looking to downsize without compromising on quality. Each residence is thoughtfully designed with open floor plans, spacious living areas, and beautiful outdoor spaces, perfect for entertaining or simply enjoying the serene Texas sunsets.

Residents of Hill Country Retreat benefit from a wealth of amenities, including a sparkling community pool, a state-of-the-art fitness center, and walking trails that weave through the lush landscape. The community is also conveniently located near shopping centers, top-rated schools, and a variety of dining options, ensuring that everything you need is just a stone's throw away.

With its captivating charm and affordable homes, Hill Country Retreat is more than just a place to live; it’s a lifestyle choice. If you're ready to discover your dream home in this vibrant community, let us help you explore the possibilities that await you in Hill Country Retreat, where comfort meets convenience in the heart of San Antonio.

Newest Hill Country Retreat Homes under $400,000

$384,500

3 Beds ⋅ 2 Baths ⋅ 2027183 MLS ⋅ ACTIVE Status

Move-in ready Pedernales plan in Hill Country Retreat by Del Webb, San Antonio's premier 55+ resort community! This 1,945 sq ft home offers 3 bedrooms, 2 baths, a study, and formal dining. The eat-in kitchen features a center island and solid surface countertops. Relax by the stone fireplace in the living room, then step out to the Newly installed screened-in covered patio overlooking a greenbelt with mature trees and abundant wildlife. Recent upgrades include a Trex front deck, fenced backyard, new water softener, gutter guards, and storm door. Close to shopping, dining, medical facilities, a movie theater, and more. Pack your bags and come enjoy the good life!

4510 Fort Boggy, San Antonio

$275,000

2 Beds ⋅ 2 Baths ⋅ 2027182 MLS ⋅ ACTIVE Status

Welcome to this exceptional, move-in-ready home nestled on a quiet street in the highly desirable, gated, 55+ Hill Country Retreat community, where resort-style living meets everyday comfort and convenience! This beautifully maintained 2-bedroom, 2-bath home with an additional versatile flex room offers an inviting open-concept floor plan, elegant tray ceilings, abundant natural light, and modern finishes throughout. Recently updated with gorgeous luxury vinyl flooring and NO CARPET, this home is designed for easy, low-maintenance living. The spacious kitchen is a chef's delight, featuring smooth countertops, stainless steel appliances, gas cooking, and ample cabinetry, all seamlessly flowing into the dining and living areas. The private primary suite offers a spacious ensuite bath complete with an oversized walk-in shower, double vanities and generous walk-in closet. The additional bedroom and flexible bonus room (ideal for a third bedroom, home office, or hobby space) provide endless possibilities for comfortable living. Step outside to the inviting covered back patio, the perfect setting to enjoy your morning coffee, a favorite book, or tranquil evenings. An attached 2-car garage and easy-care landscaping add to the home's exceptional appeal. New roof, with 30 year warranty, recently installed in October 2026. Experience the ultimate resort-style lifestyle with outstanding community amenities, including an impressive clubhouse hosting monthly events, social gatherings, and endless opportunities to connect with neighbors. Enjoy sparkling pools, a fitness center, pickleball courts, and scenic biking trails, all within this vibrant, welcoming community. Ideally located near shopping at Alamo Ranch, and HEB, with dining, medical facilities, golf courses, and entertainment nearby. This remarkable home offers the perfect blend of comfort, convenience, and active adult living. Your Hill Country retreat awaits-welcome to your new Home Sweet Home!

12918 Cedar Fly, San Antonio

$359,000

2 Beds ⋅ 2 Baths ⋅ 2026323 MLS ⋅ ACTIVE Status

Welcome to your own private oasis in this beautifully appointed 2-bedroom, 2-bath home with a dedicated study, located in a vibrant 55+ active adult community! Designed for both comfort and entertaining, this inviting home features a spacious open-concept floor plan, elegant tile and hardwood flooring, custom plantation shutters, and a well-appointed island kitchen with gas cooking. Step outside to your personal backyard retreat, where an oversized covered patio overlooks a sparkling swimming pool and a peaceful, lush greenbelt, providing the perfect setting for outdoor entertaining or simply relaxing in privacy. Enjoy resort-style living with access to an impressive 28,000-square-foot amenity center, state-of-the-art fitness facilities, and an abundance of opportunities to stay active and connected. Experience the perfect combination of comfort, elegance, and an exceptional lifestyle. This is more than just a home-it's the retirement lifestyle you've been dreaming of!

4554 Fort Boggy, San Antonio

$279,900

3 Beds ⋅ 2 Baths ⋅ 2025737 MLS ⋅ ACTIVE Status

Welcome to 4907 Sky Oaks, a beautifully maintained home in the sought-after 55+ gated community of Hill Country Retreat. This inviting home offers comfortable single-story living with thoughtful updates and flexible living space. The main living area flows into a bright sunroom that can also be enjoyed as an extension of the living room, providing additional space for relaxing, entertaining, reading or hobbies. Recent improvements include roof replacement in 2025, fresh interior paint, tile flooring throughout the home, solar screens on all windows, and upgraded tile in both bathrooms. The kitchen and pantry feature an easy-roll storage system designed to make accessing everyday items convenient and efficient. A water softener conveys with the home, and a sprinkler system helps maintain the landscaping. Beyond the home, enjoy the lifestyle offered by Hill Country Retreat, a 55+ active community with resort-style amenities designed for recreation, relaxation and connection. Residents can enjoy a clubhouse, indoor and outdoor pools, fitness center, pickleball and tennis courts, walking trails, parks and a variety of activities, clubs and events, offering opportunities to connect and socialize while also providing the freedom to enjoy the community at your own pace.

4907 Sky Oaks, San Antonio

$389,500

3 Beds ⋅ 2 Baths ⋅ 2024497 MLS ⋅ ACTIVE Status

OPEN HOUSE SATURDAY OCT 24TH 1-3 PM. VERNON HILL MODEL NESTLED ON PRIVATE GREENBLET LOT, BOASTING 3BR/2 BA + STUDY AND OVERSIZED GARAGE IN DEL WEBB'S 55+ PREMIUM ACTIVE ADULT COMMUNITY. THIS OPEN FLOOR PLAN WITH EXTENDED KITCHEN FEATURES CORIAN COUNTERTOPS, GAS STOVE, AND SHELF GENIE PULLOUTS FOR EASY ACCESS. CERAMIC TILE IN LIVING AREAS AND CARPET IN ALL BEDROOMS. WONDERFUL PRIMARY SUITE FEATURES FABULOUS WALK IN SHOWER. ENJOY NATURE FROM YOUR SPACIOUS ENCLOSED PATIO AND EXTENDED COMPOSITE DECK OVERLOOKING VERDANT GREENBELT. DON'T MISS THE UNDER DECK STORAGE WITH ELECTRICITY. PREVIOUS OWNER UPGRADED TO ENERGY EFFICIENT WINDOWS. RECENT UPDATES INCLUDE HVAC AND ROOF REPLACMENT. THE COMMUNITY RESORT CENTER FEATURES BALLROOM, MEETING ROOMS, LIBRARY, STATE OF THE ART GYM, 2 OUTDOOR POOLS AND ONE INDOOR, OUTDOOR AND INDOOR SPAS, TENNIS AND PICKLEBALL. PACK YOUR BAGS AND GET READY TO ENJOY THE GOOD LIFE!

4550 Fort Boggy, San Antonio

$269,000

2 Beds ⋅ 2 Baths ⋅ 2023008 MLS ⋅ ACTIVE Status

Coffee in the sunroom. A morning swim. Lunch with neighbors that turns into plans for the weekend. Life at Hill Country Retreat by Del Webb gives an ordinary Tuesday a few more possibilities. Located within this gated, 55 and older community, this inviting rental pairs the desirable Steel Creek Garden Series floor plan with a corner lot, two bedrooms, two bathrooms, and a sunroom worth slowing down for. The open kitchen, dining, and living areas make it easy to enjoy company without working around walls. Friends can catch up around the oversized island while you finish dinner, and a casual meal can stretch into an evening of conversation without anyone feeling tucked away in another room. Custom cabinets painted in Shoji bring a soft, polished look to the kitchen, while generous countertop and cabinet space leave room for meal preparation, serving dishes, and the small appliances you reach for every day. Whether you are baking for a neighborhood gathering or putting together a quick lunch between activities, this kitchen gives you room to work comfortably. The sunroom may quickly become the most used space in the house. Picture a comfortable chair, your favorite book, and a morning that does not need to be rushed. Keep a puzzle spread out, enjoy an afternoon conversation, or create a dedicated spot for a hobby without taking over the dining table. The second bedroom offers additional flexibility for overnight visitors, a home office, or creative projects. Outside, the 15 by 9 foot patio is ready for breakfast in the fresh air or dinner as the evening cools. Add comfortable seating and a few potted plants to make it your own. The corner lot enhances the setting, while the sprinkler system helps simplify routine watering. The community gives you plenty to look forward to beyond your own front door. At its center is The Resort, a 28,000 square foot amenity center with indoor and outdoor pools, hot tubs, a fitness center, and a library. Start the day with a swim, make exercise part of your weekly routine, or bring a book and enjoy a change of scenery. Pickleball, tennis, and bocce courts make it easy to add a little friendly competition to the calendar. An afternoon game can become a standing weekly tradition, complete with familiar faces and a few good laughs. For a gentler pace, community walking trails wind through natural surroundings where seasonal wildflowers, birds, and occasional deer give you reasons to pause along the way. A walk can be your quiet time before breakfast or a chance to catch up with a neighbor while getting your steps in. Hill Country Retreat's lifestyle staff, volunteers, and resident interest groups help make connections feel natural. Whether your interests lean toward bridge, Bunco, gardening, books, or fitness, there are opportunities to find people who enjoy the same things. Exercise programs, cultural events, and social gatherings give you ways to try something new without having to plan everything yourself. You can fill the week with activities or choose just a few favorites and leave the rest open. Here, you have a comfortable place to recharge and a community that makes it easy to stay involved. Enjoy the privacy of home, the familiarity of neighbors, and the freedom to decide what a good day looks like.

12829 Norfolk Bay, San Antonio

$280,000

2 Beds ⋅ 2 Baths ⋅ 2021592 MLS ⋅ ACTIVE Status

OPEN HOUSE SUNDAY OCT 25TH FROM 2-4PM. Step inside and immediately appreciate the open floor plan with no carpet throughout the home, creating a clean, comfortable, and easy-to-maintain living environment. The home features wood-look tile flooring, 10-foot tray ceilings, and custom plantation shutters with independently operated sections, giving you exceptional control over natural light while adding an elegant touch throughout. The beautifully appointed kitchen is designed for both everyday living and entertaining, featuring granite countertops, a large oversized island, stainless steel appliances, and a gas stove. The refrigerator stays with the home, making this kitchen truly move-in ready. The spacious main bedroom offers a distinctive drop ceiling that adds character and architectural interest. The main bathroom provides comfort and convenience with a Safe Step walk-in tub, offering an easy-access bathing option. The washer and dryer also convey with the home, adding to the convenience of an easy move. The home continues to impress outdoors with a 13' x 16' covered extended patio overlooking the inviting backyard oasis and private greenspace. This wonderful outdoor living area is perfect for morning coffee, relaxing evenings, or entertaining guests and includes privacy shades, natural gas, cable TV, and landscape lighting. For added entertainment, the home features wired speakers in the dining area, den, and deck, allowing you to enjoy music throughout your indoor and outdoor gathering spaces. Enjoy an Exceptional 55+ Lifestyle Beyond the home itself, residents enjoy access to an impressive 28,000-square-foot amenity center and resort-style amenities designed for an active and social lifestyle, including: Comprehensive fitness facilities with an indoor track, indoor and outdoor swimming pools, tennis courts, extensive walking trails, library, multiple-purpose meeting rooms, a wide variety of social clubs and activities, and there's even more to appreciate: No City Taxes! With its pristine condition, no carpet, beautiful finishes, generous kitchen island, gas cooking, included refrigerator, washer and dryer, exceptional outdoor living space, and outstanding community amenities, this home offers the perfect combination of comfort, convenience, and lifestyle.

13206 Spruce Dm, San Antonio

$260,000

2 Beds ⋅ 2 Baths ⋅ 2019363 MLS ⋅ ACTIVE Status

**OPEN HOUSE SAT., OCT. 31ST, 12-2PM**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

$289,980

2 Beds ⋅ 2 Baths ⋅ 2019034 MLS ⋅ PRICE CHANGE 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 new roof (2026), HVAC (2024), water heater (2026), and water softener (2026). 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

$294,000

2 Beds ⋅ 2 Baths ⋅ 2015885 MLS ⋅ ACTIVE Status

Set beneath mature trees with welcoming curb appeal, this 2-bedroom, 2-bath home offers 1,440 square feet ( adding in heated and cooled sunroom ) with a comfortable single-story layout and inviting indoor-outdoor living spaces. The exterior features a classic brick-and-siding design, a two-car garage, covered front entry, and a beautifully shaded yard framed by established trees and manicured green space. Inside, the main living area offers warm wood-style flooring, soft neutral walls, ceiling fan lighting, and multiple windows that bring in natural light. The open living space connects easily to the kitchen and dining areas, creating a functional layout for everyday living or casual entertaining. The kitchen features wood cabinetry, tile flooring, stainless steel appliances, gas cooking, a built-in microwave, dishwasher, double sink, and a pass-through opening that keeps the space connected to the living area. Nearby, the dining area includes tile flooring, corner windows with light curtains, and access toward the front entry, adding flexibility for meals, morning coffee, or a small sitting area. The primary bedroom offers a comfortable retreat with wood-style flooring, ceiling fan, soft blue accent wall, and an en suite bath with dual sinks, extended vanity, and a tub/shower combination. The secondary bedroom provides additional flexibility for guests, a home office, or hobby space, while the screened-in patio extends the living space outdoors with large windows and sliding doors overlooking the private fenced backyard. With a paver patio, mature shade trees, green lawn, two-car garage, and practical floor plan, this home offers comfort, function, and room to enjoy both inside and out. Recent upgrades list in associated docs

12723 Pronghorn Oak, San Antonio

$379,000

2 Beds ⋅ 2 Baths ⋅ 2015597 MLS ⋅ ACTIVE Status

So many updates including wood look laminate flooring for easy maintenance and comfort. High end meditub that has whirlpool features. Amazing screened porch area that was custom built and gives the feel of being in the country. Kitchen has large center island, adjoining dining area, granite countertops and gas cooking and is open to the beautiful great room. Double french doors to large study off great room. Impressive front porch area that has stamped concrete flooring is a perfect way to greet guests. So much to offer in this beauty that is on quiet culdesac street and landscaped back that lends to much privacy.

4826 Sunrise Beach, San Antonio

$309,999

2 Beds ⋅ 2 Baths ⋅ 2009081 MLS ⋅ ACTIVE Status

The best of all awaits you in this gorgeous garden home sitting on oversized corner lot -enjoy the amazing outdoor covered pergola (no maintenance aluminum) & flagstone patio w/half wall or the private screened porch in back is a great sitting area & has gas hookup for barbeques. Beautiful no maintenance wood-look ceramic title throughout. Light and bright White cabinetry in kitchen & granite countertops with wrap around breakfast bar area. Study nook can be breakfast area as well and this home has a flex room added off family area. Split bedrooms. Tile surround in baths. Shows as a model home!! Oversized garage - easily fits golf cart and/or workshop area. Full auto sprinklers, water softener, gutters. Beautifully landscaped - hurry this won't last. Enjoy resort style living with amenties and activities galore. Plus, miles of nature walking trails throughout.

3302 Red Falls, San Antonio

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Hill Country Retreat Homes under $400,000

Newest Hill Country Retreat Homes under $400,000

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