Highland Park San Antonio Real Estate, Homes for Sale

3 Beds ⋅ 2 Baths ⋅ 2015717 MLS ⋅ NEW Status

Desirable Highland Park Estates location conveniently located near major freeways and just minutes from Downtown San Antonio, the River Walk, Tower of the Americas, Alamodome, restaurants, shopping and more. This three-bedroom, 1.5-bath home features a durable vinyl exterior and a large, covered back patio, perfect for relaxing or entertaining. A true standout is the hard-to-find oversized detached two-car garage with Hardy Plank exterior, offering approximately 720+ square feet of space. An interior wall separates two additional workshop/storage areas, providing excellent flexibility for hobbies, projects, storage or other uses. The washer, dryer and refrigerator stay with the home. The home offers an opportunity to update and personalize to your own taste, making it an appealing investment property or wonderful starter home. Great potential in a convenient location!

102 Haggin St, San Antonio

$325,000

3 Beds ⋅ 3 Baths ⋅ 2015471 MLS ⋅ NEW Status

Beautifully remodeled 3 bed 3 bath Craftsman home in the established Highland Park neighborhood, where original character meets quality updates. A large, open floor plan connects the living, dining, and kitchen areas, anchored by a floor to ceiling brick fireplace and recessed lighting. The updated kitchen offers granite countertops, a center island, tile backsplash, gas cooking, and stainless steel appliances. Original hardwood floors have been refinished throughout the main living space, with tile in the kitchen and baths. The primary bath features an oversized corner jetted tub, separate tiled shower, and a dual sink floating vanity, plus two large walk in closets. A versatile bonus room upstairs makes an ideal second primary suite, home office, or flex space. Relax on the welcoming covered front porch, and take advantage of the detached garage and storage building out back. A recent roof adds peace of mind. Move in ready and full of charm in a convenient central location.

315 Avant Ave, San Antonio

$168,000

2 Beds ⋅ 1 Baths ⋅ 2015014 MLS ⋅ NEW Status

Investor-friendly opportunity with plenty of character and potential! This distinctive stone home features a spacious covered front porch, original hardwood floors, abundant natural light, a classic fireplace, and built-in shelving. The functional floor plan offers generously sized living and dining areas, a tiled kitchen, and a full bathroom with a tub/shower combination. Mature shade trees and a long driveway add to the property's appeal. Whether you're looking for your next rental, renovation project, or personal residence, this property offers a solid opportunity to add value and make it your own. Schedule your showing today!

1214 Kayton Ave, San Antonio

$259,400

3 Beds ⋅ 3 Baths ⋅ 2014979 MLS ⋅ NEW Status

3 BEDROOMS, 3 FULL BATHS - Tucked into the heart of San Antonio's rapidly evolving urban core, this fully renovated 1925 bungalow at 430 Hampshire Ave delivers the perfect blend of historic character and modern lifestyle. From the moment you arrive, you'll feel the charm of a classic craftsman-era home thoughtfully reimagined for today's living - where original soul meets updated finishes, stylish comfort, and effortless functionality. Whether you're enjoying quiet mornings on the porch or hosting friends after a night downtown, this home offers an experience that feels both timeless and connected. Living here means being less than 10 minutes from the energy of Southtown, the Pearl, downtown dining, live music, breweries, art markets, and some of the city's most exciting local hotspots. You're not just buying a home - you're stepping into a lifestyle where culture, nightlife, coffee shops, food, entertainment, and community are all right around the corner. This is urban San Antonio living with personality, history, and convenience all in one. Cash investors OK. NO CREATIVE FINANCING ACCEPTED.

430 Hampshire Ave, San Antonio

$110,000

2 Beds ⋅ 1 Baths ⋅ 2014620 MLS ⋅ ACTIVE OPTION Status

Located in high-growth Highland Park (78210), 927 Bailey Avenue is a prime value-add investment opportunity positioned just minutes from Southtown and Downtown San Antonio. Quick access to I-10 and I-37 ensures strong renter demand and consistent occupancy rates. Large 6,499 Sq. Ft. Lot. Highland Park continues to see steady urban infill and property value growth, making this a strategic long-term hold or quick-flip candidate.

927 Bailey Ave, San Antonio

$180,000

3 Beds ⋅ 3 Baths ⋅ 2014353 MLS ⋅ NEW Status

Classic Highland Park Home with Detached Guest House Near Downtown Discover the charm and character of this 1945 Highland Park home, ideally situated just minutes from Downtown San Antonio. Offering 3 bedrooms, 2.5 bathrooms, and approximately 1,052 square feet, this property combines classic character with a location that puts you close to everything the city has to offer. The home features a functional floor plan with plenty of opportunity to make the space your own. Outside, enjoy a large backyard with room for entertaining, gardening, relaxing, or creating your ideal outdoor retreat. One of the property's most unique features is the detached guest house, providing valuable additional space for visiting guests, a home office, studio, potential rental income, or other possibilities. Conveniently located near I-37 and I-10, you'll have quick access to Downtown San Antonio, major employers, restaurants, shopping, entertainment, and the city's many attractions. Whether you're looking for a home with character, additional guest space, or an investment opportunity in an established San Antonio neighborhood, this Highland Park property is worth a look!

1519 Steves Ave, San Antonio

$135,000

2 Beds ⋅ 1 Baths ⋅ 2010134 MLS ⋅ NEW Status

Charming San Antonio Home with Detached Garage, Workshop & Covered Patio Welcome to 306 Bailey Ave! A charming and very well-maintained San Antonio home with a unique history-it was custom-built and lovingly cared for by the same family for two generations. This completely turnkey 2-bedroom, 1-bath home features original hardwood floors, a spacious kitchen, a large living/dining area, and a separate family room filled with abundant natural light. The kitchen opens to the family room and overlooks the backyard. Recent improvements include a new roof in 2022, a remodeled bathroom in 2023 and brand new family-room carpet. The kitchen is equipped with a side-by-side stainless steel refrigerator, built-in electric oven, gas cooktop and microwave. The washer and dryer purchased in 2026 will also convey to the new owners. Outdoor living is enhanced by a 10 x 30 covered concrete patio, wood deck and steps added in 2025 and a fully fenced backyard. A major highlight is the detached 2-car garage, which includes an additional workshop and enclosed storage space offering excellent flexibility for hobbies, projects, tools, equipment, or a home business. The garage includes front and rear doors allowing access from both the street and the back alleyway. Two additional carports provide extra covered parking. If you're searching for a move-in-ready home with a workshop, two-car garage, covered patio, fenced backyard, flexible space for hobbies or a home business, and a well-equipped kitchen, 306 Bailey Ave. is worth a closer look.

306 Bailey Ave, San Antonio

$249,000

3 Beds ⋅ 2 Baths ⋅ 2013801 MLS ⋅ NEW Status

Welcome to 1407 Steves Ave! This beautiful 3-bedroom, 2-bath home has been updated and is move-in ready. The home features beautiful hardwood floors, central heat and air, granite countertops, recessed lighting, and plenty of natural light throughout. The spacious primary bedroom offers a charming bay window, and both bathrooms feature a tub and shower. Step outside and enjoy the recently remodeled 17' x 19' back deck, perfect for relaxing, entertaining, or enjoying the mature trees and backyard. The home also offers a front porch and plenty of outdoor space. Appliances are included. Great location near Southtown, Downtown San Antonio, the San Antonio River, Mission Reach trails, historic missions, parks, shopping, and major highways. Come take a look and make this beautiful home yours!

1407 Steves, San Antonio

$325,000

3 Beds ⋅ 1 Baths ⋅ 2012300 MLS ⋅ ACTIVE Status

Great investment opportunity near downtown! This 3-bedroom, 1-bath property currently holds a short-term rental license, offering flexibility for an owner-occupant or investor. The detached back house has separate access and does not have access to the front house or front yard; it is currently rented for $850/month, providing additional rental income. Conveniently located close to downtown, shopping, dining, and entertainment. A great opportunity for investors looking for multiple income streams in a desirable location.

1000 Kayton Ave, San Antonio

$285,000

3 Beds ⋅ 2 Baths ⋅ 2012431 MLS ⋅ ACTIVE Status

***OPEN HOUSE Saturday 9/5 from 11-2pm*** Welcome home to this beautiful brand-new construction in Highland Park, situated on a large corner lot with two driveway entrances. This 3-bedroom, 2-bathroom home features custom bathrooms, solid-surface countertops, no carpet, and no HOA. Conveniently located just minutes from Downtown San Antonio and major shopping. Come see this beautiful home today!

535 Greer St, San Antonio

$175,000

3 Beds ⋅ 2 Baths ⋅ 2012211 MLS ⋅ ACTIVE Status

Opportunity awaits with this beautifully remodeled San Antonio home offering modern updates in a highly convenient location. The interior features updated flooring, fresh paint, stylish lighting, granite countertops, renovated bathrooms, and a beautifully updated kitchen with new cabinetry, creating a contemporary space ready for your finishing touches. The property does require some repairs, including flooring replacement, installation of a new AC condenser, and completion of minor electrical work, making it an excellent opportunity for investors or buyers looking to add value while building equity. Ideally situated with quick access to major freeways, the home is just minutes from the iconic River Walk, Confluence Park, and the vibrant shopping, dining, and entertainment options that make central San Antonio one of the city's most desirable areas. Whether you're looking for your next investment or a place to customize to your taste, this home offers outstanding potential in a prime location. Priced to sell, this property presents a compelling opportunity in today's market, offering strong value for buyers who recognize its potential and location advantages.

707 Chicago, San Antonio

$345,000

3 Beds ⋅ 2 Baths ⋅ 2011702 MLS ⋅ ACTIVE Status

Welcome to this beautiful new-construction urban home located in San Antonio's Highland Park neighborhood, just 10 minutes from Downtown San Antonio and the Tower of the Americas. This thoughtfully designed 3-bedroom, 2-bathroom home offers modern finishes and unique architectural details throughout. Step inside to find no carpet, multiple accent walls, custom chandelier lighting, exposed beams, vaulted ceilings, and an electric fireplace beautifully tiled from floor to ceiling. Large windows provide an abundance of natural light, while the kitchen offers generous cabinet and counter space for everyday living and entertaining. Outside, enjoy fresh landscaping, no front neighbors, and a spacious backyard surrounded by multiple mature trees. Modern style, quality finishes, and convenient access to Downtown San Antonio make this home a must-see!

803 Mckinley Ave, San Antonio

$189,000

3 Beds ⋅ 1 Baths ⋅ 2011144 MLS ⋅ ACTIVE Status

1406 Hicks Ave, San Antonio

$215,000

3 Beds ⋅ 2 Baths ⋅ 2010676 MLS ⋅ PRICE CHANGE Status

Recently refreshed 1923 Craftsman in Highland Park offering 3 bedrooms, 2 bathrooms and 1,474 square feet of living space. Fresh interior paint and newly installed flooring give the home a clean, move-in-ready feel while preserving its original character. The open living and dining area offers plenty of natural light, and the kitchen features a breakfast bar, granite countertops and stainless-steel appliances. All three bedrooms are generously sized, and the primary bathroom includes a spacious walk-in shower. Outside, enjoy a private backyard, side-entry covered parking and an approximately 400-square-foot detached garage with plenty of room for parking, storage or workshop space. Conveniently located minutes from Downtown, Southtown and major highways. A great opportunity to own a spacious, well-maintained home at an approachable price.

1239 Kayton Ave, San Antonio

$499,000

6 Beds ⋅ 6 Baths ⋅ 2009436 MLS ⋅ ACTIVE Status

Welcome to this beautiful 2024 Duplex located in the desired area of Highland Park. with a 2750 square foot, and a total of 6 bedrooms 4 full bath and 2 half bath, this amazing property is super close to downtown, Tower of americas , Alamo Dome etc, and can be your next investment opportunity living in 1 unit and renting the second unit in Airbnb with an income of $32k for 1 unit in Airbnb can absolutly pay almost all the Mortgage Payment and live for free. Please contact Showing time to schedule a showing.

1414 Hicks Unit 101 AND 102, San Antonio

$469,999

3 Beds ⋅ 3 Baths ⋅ 2009430 MLS ⋅ ACTIVE Status

Amazing New Construction opportunity in the Highland Park community of Southeast San Antonio! (2,238 SqFt includes detached dwelling). This hidden gem is brand new and move-in ready! No detail was overlooked, and no expense was spared in creating this custom MODERN BEAUTY! 10 ft ceilings, 11 rustic 8 ft metal French doors imported from Mexico, metal roof, rain gutters, reinforced concrete slab, foam insulation, and high quality materials are only a few of the first-class touches! The thoughtful layout offers a HUGE kitchen with an equally large kitchen island with bar seating, tons of cabinet space, new appliances, and an open floor plan that is ideal for entertaining! The master suite offers a spacious full bathroom with a walk-in shower! 2 large secondary bedrooms and 2 full bathrooms finish out the upstairs! The renovated detached apartment or guest suite (WHICH ADDS APPROX. 500 SqFt to GROSS LIVING AREA) in the large, manicured rear of the property comes with full kitchen and bathroom, mini split air conditioner/heat unit, and provides an additional income opportunity! Located only minutes away from The Pearl, The Riverwalk, The Alamo, shopping and dining and all that beautiful Downtown San Antonio has to offer! Don't hesitate on this one, you won't be disappointed! Schedule your showing today!

1339 Schley Ave, San Antonio

$298,000

3 Beds ⋅ 2 Baths ⋅ 2007124 MLS ⋅ ACTIVE Status

Opportunity Awaits!! This character-filled home offers incredible potential for renovation, rental income, or a long-term investment. Featuring charming curb appeal, a welcoming front porch, detached two-car garage, granite kitchen countertops, and a refrigerator that conveys, this property is ready for its next chapter. Situated just minutes from Downtown San Antonio, the home also boasts a spacious backyard with plenty of room for outdoor living, entertaining, or future improvements. Property is being sold AS IS. Seller will make no repairs. Buyer to purchase owner's title policy. Don't miss this opportunity to bring your vision to life.

509 E Drexel Ave, San Antonio

$240,000

3 Beds ⋅ 2 Baths ⋅ 2004860 MLS ⋅ PRICE CHANGE Status

Welcome to this beautifully renovated 3-bedroom, 2-bathroom home in the established Highland Park neighborhood on San Antonio's south side. Completely transformed from top to bottom, this home offers the look and feel of new construction with modern finishes, thoughtful design, and brand-new features throughout. EVERYTHING IS BRAND NEW! From the foundation to plumbing, to electrical, to HVAC, to Roof, to interior flooring, to the fresh interior, every detail has been carefully selected to create a move-in-ready home that combines style with everyday comfort. As you approach the home, you are greeted with a welcoming color palette. Walk up the steps to a built-in front porch deck, perfect for a quick cup of coffee on those busy mornings or a wind-down on these great Texas summer nights. The open layout flows into a stunning kitchen featuring elegant quartz countertops, brand-new appliances, and a clean, modern design that makes cooking and entertaining effortless. A separate laundry room with a storage closet that could double as a pantry adds convenience, while the spacious primary suite offers a private retreat complete with a beautifully finished walk-in shower and double vanity, making getting ready more convenient. The additional bedrooms provide flexibility for family, guests, or a home office. Outside, the freshly landscaped front yard creates inviting curb appeal, and the long driveway provides plenty of parking for homeowners and visitors alike. Location is another major advantage. Situated in Highland Park, you'll enjoy quick access to Downtown San Antonio, the Alamodome, Henry B. Gonzalez Convention Center, Frost Bank Center, and Brooks City Base. You're also just minutes from the San Antonio River Walk, the city's historic Missions, major highways including I-37 and I-10, and an abundance of local restaurants, shopping, and entertainment. If you've been searching for a home that offers the character of an established neighborhood with the peace of mind and style of a completely renovated interior, this Highland Park gem is one you won't want to miss.

923 Chicago Blvd, San Antonio

$290,000

4 Beds ⋅ 2 Baths ⋅ 2004483 MLS ⋅ ACTIVE Status

Updated and tenant-occupied, this 4-bedroom, 2-bath home offers approximately 1,454 square feet of comfortable living space with the added benefit of solar panels. The functional layout features inviting living areas, updated finishes, and well-sized bedrooms. A current lease is in place through October 2027, providing immediate rental income for the next owner. Conveniently located near shopping, dining, schools, and major roadways, this property offers an opportunity to add a well-maintained, income-producing home to your portfolio.

2131 Steves Ave, San Antonio

$189,900

3 Beds ⋅ 2 Baths ⋅ 2003436 MLS ⋅ ACTIVE Status

Charming 3 bedroom/2 bathroom home in Highland Park Estates, featuring original hardwood floors, updated kitchen & bathrooms as well as a detached garage. This is a lender-owned property. Don't miss this incredible opportunity!

726 Avant, San Antonio

Highland Park San Antonio Real Estate

Highland Park Homes for Sale