Highland Park San Antonio Real Estate, Homes for Sale

3 Beds ⋅ 1 Baths ⋅ 2003088 MLS ⋅ NEW Status

This recently remodeled 3-bedroom, 1-bath home is move-in ready and full of value. Features include central A/C, a built-in oven, gas cooktop, attached garage, and a large workshop with potential to be converted into an additional bedroom or flexible living space. Enjoy a private, fully fenced backyard surrounded by mature landscaping in a quiet, well-established neighborhood with no HOA. A great opportunity for a first-time buyer, downsizer, or investor looking for a turnkey property.

1135 Vanderbilt, San Antonio

$225,000

2 Beds ⋅ 1 Baths ⋅ 2001767 MLS ⋅ NEW Status

This 2-bedroom, 1-bath home sits on just over half an acre, spanning three lots and offering plenty of possibilities. The property also includes a detached two-car garage, providing additional storage, workspace, or parking. The generous lot size and flexible layout provide an excellent opportunity for restoration, renovation, expansion, or other future plans.

330 Bailey Ave, San Antonio

$260,000

3 Beds ⋅ 2 Baths ⋅ 2001706 MLS ⋅ NEW Status

Welcome to this charming Highland Park home, offering 3 bedrooms, 2 full bathrooms, and 1,880 square feet of living space on a corner lot. Inside, you'll find beautiful hardwood floors, a spacious living room with a fireplace, a separate dining area, and an updated kitchen featuring white cabinetry, granite countertops, stainless-steel appliances, and a gas range. The home also offers central air and heat, a convenient indoor laundry area, and a generously sized primary en suite bathroom with a walk-in tiled shower and double vanity. Outside, enjoy a covered front porch, mature landscaping, and an attached garage with access through the backyard gate. Conveniently located near downtown San Antonio, major roadways, schools, shopping, dining, and popular local attractions. Schedule your tour today.

701 Rigsby Ave, San Antonio

$139,990

2 Beds ⋅ 1 Baths ⋅ 2001345 MLS ⋅ NEW Status

Great opportunity to restore and reimagine this property in an established San Antonio neighborhood. Ideal for investors, flippers, or buyers looking for their next renovation project, this home offers the chance to create value through extensive repairs and updates. Conveniently located just minutes from Downtown San Antonio, the Alamodome, the River Walk, major highways, shopping, dining, schools, and local parks. Property is being sold AS IS. Buyer to verify all information, including room dimensions, schools, restrictions, and property condition

1207 Hammond Ave, San Antonio

$299,900

5 Beds ⋅ 3 Baths ⋅ 2001116 MLS ⋅ ACTIVE OPTION Status

Welcome to 747 Bailey Ave, a rare find in Highland Park featuring two separate homes on one lot perfect for multi-generational living. The 1,523 sq. ft. main home offers a bright, open-concept layout with laminate flooring throughout. The spacious living area flows into a beautifully designed kitchen featuring granite countertops, stainless steel appliances, custom cabinetry, and a large peninsula with bar seating and conveniently placed electrical outlets for charging devices or powering small appliances. This main home includes 4 bedrooms, each with ceiling fans, and 2 full bathrooms. The private primary suite features a beautifully tiled walk-in shower, while the second bathroom offers a modern tiled shower, tub, and a dedicated stackable washer/dryer enclosure with connections. Enjoy relaxing mornings or peaceful evenings on the inviting partial wraparound covered porch. Upgrades completed in 2023: roof, porch, all windows, kitchen cabinets and granite, bathroom tile, flooring, and light fixtures. Upgrade completed in 2025: water softener in the attic. Tucked behind the main home is a charming 546 sq. ft. permitted, detached casita built from the ground up (2023). This thoughtfully designed space features vinyl plank flooring throughout, an open-concept living area, a full kitchen with granite countertops and stainless steel appliances, a spacious bathroom with a large tiled shower, stackable washer/dryer connections, a dedicated mini-split HVAC system, its own electrical meter, and a separate unit number making it ideal for guests or extended family. Upgrades in 2024: new mini split. Conveniently located near many of San Antonio's top destinations: Steps from VIA Bus Route #20. 2 miles to Mission Concepcion National Historical Park. 3 miles to the San Antonio River Walk. 4 miles to Frost Bank Center. 5 miles to Pearl. 6 miles to the San Antonio Zoo. 9 miles to Whole Foods Market. Whether you're looking for an investment opportunity, extra space for family, or a home that offers flexibility for years to come, 747 Bailey Ave delivers modern finishes, exceptional functionality, and an unbeatable location, all in a single property. Book your showing today. Foundation work to begin August 17th, 2026 with fully transferable warranty.

747 Bailey Ave, San Antonio

$235,000

2 Beds ⋅ 2 Baths ⋅ 2000222 MLS ⋅ ACTIVE Status

Welcome to this charming 2-bedroom, 2-bath home in the historic Highland Park neighborhood! Situated on a spacious, fully fenced corner lot of approximately 0.20 acres, this cozy home features an inviting open-concept layout and a versatile bonus room that can easily serve as a third bedroom, home office, or flex space. Ideally located just minutes from the Alamodome, the Historic Pearl, and the vibrant dining, shopping, and entertainment of downtown San Antonio, this property offers the perfect blend of comfort, convenience, and accessibility. Currently operating as a successful AIRBNB through the end of August, this home presents an excellent opportunity for investors or buyers looking for a future primary residence. The refrigerator, washer, and dryer will convey with the home, and all furniture is available for purchase separately if desired, making for an easy transition or turnkey investment. Whether you're searching for your next home or your next investment property, this Highland Park gem is full of potential. Schedule your showing today!

426 Dunning Ave, San Antonio

$160,000

3 Beds ⋅ 3 Baths ⋅ 1997984 MLS ⋅ PRICE CHANGE Status

Welcome home to this charming single-story home featuring 3 spacious bedrooms, 2 full bathrooms, and an open-concept layout designed for comfortable everyday living. The bright living and dining areas flow seamlessly into the kitchen, which offers ample counter space and cabinetry. The private primary suite includes an en-suite bath, while the secondary bedrooms provide flexibility for family, guests, or a home office. Step outside to a large backyard shaded by mature trees. A detached guest house sits at the rear of the property and, while it needs some work, offers excellent potential for a guest suite, rental income, home office, or additional living space. Conveniently located near shopping, dining, schools, parks, and major highways, this home is a fantastic opportunity for homeowners and investors alike.

1519 Steves, San Antonio

$165,000

3 Beds ⋅ 3 Baths ⋅ 1995670 MLS ⋅ ACTIVE OPTION Status

Classic 1930s Charm Meets Modern Living in Highland Park! Located on a prime corner lot just minutes from downtown, this 3-bedroom, 2.5-bath gem offers incredible potential. The main floor boasts an updated kitchen, an expansive living area, an indoor utility room, and a half bath. Upstairs houses all three bedrooms and two full baths, including a master suite with dual closets and a generous walk-in shower. Ready to customize? Uncover the hidden hardwood floors underneath the upstairs carpet! The exterior features beautiful mature trees, a storage shed, and ample space for future RV or boat parking. Sold as-is and bursting with possibilities-schedule your tour today!

703 Avant, San Antonio

$115,000

3 Beds ⋅ 1 Baths ⋅ 1994969 MLS ⋅ ACTIVE Status

Discover the opportunity to own a home in the highly desirable Highland Park neighborhood! This 3-bedroom, 1-bath property is being sold **as-is, where-is** and offers endless possibilities for homeowners, investors, or anyone looking to create their dream home. With a little TLC and vision, this property can be transformed into a beautiful residence that blends modern updates with the character and charm of this established community. Conveniently located just minutes from downtown San Antonio, shopping, dining, and entertainment, with easy access to major highways, you'll enjoy everything urban living has to offer. Don't miss this chance to invest in one of San Antonio's most sought-after historic neighborhoods.

426 E Highland Blvd, San Antonio

$184,000

2 Beds ⋅ 1 Baths ⋅ 1961022 MLS ⋅ PRICE CHANGE Status

Welcome home to this beautiful Craftsman, perfectly blending classic historic character with the essential modern upgrades you actually want. Located just minutes from the heart of downtown San Antonio, this property offers vibrant urban living and timeless warmth. Enjoy effortless commutes and weekend outings with quick access to the Pearl, Southtown, and downtown San Antonio's premier entertainment districts. You'll also be close to Brooks City Base and all the growth happening in this emerging area! This home is not a generic, sterile flip. Instead, it has been lovingly maintained to preserve the authentic craftsmanship of its era. Fragrant rose bushes line the pathway to the front door. You'll find gorgeous original architectural details still here, such as the built-in living room mantle with shelving, classic trim work, shiplap ceiling, wood flooring, and a cozy flow that modern builds just can't replicate. While the historic charm remains intact, the heavy lifting has already been done for you. The home boasts major, high-value structural updates that offer true peace of mind: Foundation has been leveled in 2026, recent Roof replacement in 2024 to include all new decking, Blown-in Attic insulation, and new mini-splits added in 2024, too! Plumbing updates to include: tankless water heater, sewer lines replaced in 2026, gutters and French Drain with sump pump added to help maintain proper drainage and protect the foundation. New clean-out and passing hydrostatic test just this month! No plumbing leaks at this house! Enjoy the character of this 1920s home without the worry of historical maintenance backlogs. All appliances are also included! Step out onto the classic covered front porch-perfect for your morning coffee-or head inside to bright living spaces anchored by timeless design. The backyard offers endless space to enjoy your gardening or other outdoor hobbies! Imagine all the entertaining possibilities with so much space as well! You'll also find a huge detached garage with plenty of storage and shelving to contain your extra stuff or start your next project. Whether you're looking for a character-rich primary residence close to the city's best dining and culture, or a standout property with undeniable curb appeal, this home is ready for its next chapter with you.

526 Hammond Ave, San Antonio

$199,000

3 Beds ⋅ 2 Baths ⋅ 1994267 MLS ⋅ PRICE CHANGE Status

This adorable 3/2 is located in a great pocket of Highland Park, offering a nice, functional layout and a large backyard for entertaining and gardening. The living room features a wood-burning fireplace flanked by built-in shelving and windows. The primary suite includes a walk-in closet and spacious, full bath. The updated kitchen boasts gas cooking, and a large single sink with gooseneck faucet. Fridge, washer & dryer convey! The driveway extends all the way to the backyard behind the gate. Easy access to 90, 37, 35, 281 & 10 making it quick and convenient to get around town. Several great parks nearby.

735 Kayton Ave, San Antonio

$255,000

2 Beds ⋅ 2 Baths ⋅ 1993966 MLS ⋅ ACTIVE Status

Welcome Home to 1419 Schley Ave! This beautifully furnished 2-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and convenience. Step inside to a warm and inviting living space, thoughtfully designed with tasteful furnishings that make it easy to relax or entertain. The well-equipped kitchen features modern appliances and ample space for preparing meals at home. Both bedrooms provide comfortable, private retreats, while the two full bathrooms offer added convenience for residents and guests alike. Whether you're looking for a short-term stay or a move-in-ready home, this property has everything you need. Situated in a desirable neighborhood with easy access to shopping, dining, and local attractions, 1419 Schley Ave delivers a comfortable and enjoyable living experience from day one. Fully furnished * 2 Bedrooms * 2 Bathrooms * Move-in Ready Schedule your showing today and discover all that this charming home has to offer!

1419 Schley Ave, San Antonio

$209,000

2 Beds ⋅ 1 Baths ⋅ 1993534 MLS ⋅ ACTIVE Status

Remodeled Home in Highland Park, Exterior and interior re-painted, Kitchen cabinets replaced along with granite counter tops installed with an undermount sink, bathroom tub replaced, hardwood floors re-finished and two inch wood faux blinds installed, Enjoy your morning coffee on the wrap around front porch or spacious wood deck in the backyard, Crown molding in dining room. Conveniently located off 37 and HWY 90, Quick commute to downtown San Antonio.

1130 Schley, San Antonio

$235,000

2 Beds ⋅ 1 Baths ⋅ 1991232 MLS ⋅ ACTIVE Status

Charming and thoughtfully updated, this former Airbnb blends modern style with timeless character in a highly desirable San Antonio location. Close to downtown, riverwalk and I10. Original hardwood floors run throughout the home, creating warmth and continuity, while modern finishes and custom-made kitchen cabinetry and tile work provide a fresh, elevated feel. Offering 2 bedrooms plus a versatile flex space, this home easily adapts to your lifestyle-perfect as a third bedroom, home office, workout room, nursery, or creative studio. The inviting layout flows seamlessly to an exceptional outdoor living area designed for relaxing and entertaining with 600 square feet of AstroTurf beneath a mature shade tree, creating a low-maintenance outdoor retreat that's ideal for gatherings, pets, or play. Additional features include a detached 1-car garage and an extended driveway with space for up to 3 additional vehicles. fully gated property with recent fencing. Updated wiring, appliances, bathroom, plumbing, tankless hot water heater and more. Turn key and ready when you are!

406 Mckinley Ave, San Antonio

$160,000

3 Beds ⋅ 1 Baths ⋅ 1991191 MLS ⋅ ACTIVE Status

$2,000 Closing cost credit with preferred lender!! Charming home offering 1,777 square feet of living space on a spacious 7,501 square foot lot. Conveniently located near downtown San Antonio with easy access to major highways, shopping, dining, and the Alamodome. Great opportunity for a first-time homebuyer or investor looking for a property with character and potential.

438 Avant Ave, San Antonio

$489,000

5 Beds ⋅ 4 Baths ⋅ 1973359 MLS ⋅ ACTIVE Status

Welcome to this breathtakingly restored 1915 masterpiece in the highly coveted Highland Park Estates, where historic charm meets modern luxury!! Offering 5 spacious bedrooms, 3.5 beautifully appointed bathrooms, and an unbeatable location just minutes from Downtown San Antonio, The Pearl, Southtown, the Alamodome, and some of the city's finest dining and entertainment, this exceptional residence is truly one of a kind! From the moment you arrive, you'll be captivated by the home's striking curb appeal, highlighted by custom contemporary metal-and-glass double entry doors. Step inside to a dramatic foyer featuring a bold black shiplap ceiling and an elegant gold candelabra chandelier, creating an unforgettable first impression. The inviting living room blends warmth and character with a stunning brick fireplace enhanced by electric heating, providing the perfect ambiance for relaxing evenings. Designed for both everyday living and entertaining, the chef-inspired kitchen serves as the heart of the home, showcasing quartz countertops, custom cabinetry, designer fixtures, and an oversized center island with bar seating. The open-concept dining area offers incredible versatility, easily functioning as a formal dining room, secondary living space, or home office. The thoughtfully designed floor plan includes a luxurious primary suite on the main level, creating a private retreat complete with a spa-inspired ensuite featuring dual vanities and an oversized glass walk-in shower with built-in bench seating. Upstairs, you'll find four additional bedrooms, including a second primary suite ideal for guests, extended family, or multi-generational living. Each room offers its own unique character and flexibility, while the fifth bedroom can easily serve as a private office, study, or creative space. Step outside and discover your own backyard oasis. Beautifully landscaped and designed for low-maintenance enjoyment, the outdoor space features premium artificial turf, a newly installed privacy fence, and a sparkling in-ground pool, perfect for entertaining, weekend gatherings, or simply unwinding in complete privacy. Rarely does a home combine this level of craftsmanship, historic character, modern updates, and prime location. This is more than a home, it's a lifestyle. Don't miss your opportunity to own one of Highland Park Estates' most remarkable residences. Schedule your private showing today!!

505 Rigsby, San Antonio

$405,000

4 Beds ⋅ 3 Baths ⋅ 1968792 MLS ⋅ ACTIVE Status

HIGHLAND HILLS STUNNER! This beautifully updated two-story home at 914 Halliday offers incredible flexibility and investment potential just minutes from downtown San Antonio. Tastefully and partially renovated with high-end finishes and fixtures throughout, this unique property can easily function as a single-family residence, duplex, or even a three-unit setup with minimal finishing work remaining. The main level features a stunning island kitchen, fully renovated bathrooms, and spacious living areas designed for comfort and style. The lower-level bedroom includes a separate entrance and space for an auxiliary kitchen, creating an ideal opportunity for multigenerational living, rental income, or guest accommodations. Upstairs, the private bedroom suite offers its own full bath, private entry, and room for a kitchenette. Foundation repairs have already been completed, adding peace of mind for future owners. Conveniently located just 3.3 miles from Brooks City Base and only 3.1 miles from the Alamodome, this home is also positioned near the proposed new downtown Spurs arena and the exciting "Project Marvel" development. Endless possibilities await in this one-of-a-kind property - a must-see to truly appreciate all it has to offer!

914 Halliday Ave, San Antonio

$215,000

3 Beds ⋅ 2 Baths ⋅ 1966940 MLS ⋅ ACTIVE OPTION Status

All electrical updated in 2015. Energy efficient windows in 2015. New roof 2025. New privacy fence 2026. This charming home has a spacious living room AND a spacious family room. The dining area is in between. Gas cooking, gas water heater and gas heating, to keep your utility costs down. Large detached shed. Alley access with pedestrian gate. Potential for vehicle backyard access with fence modification. Enjoy a convenient fire pit and a roomy yard. Cold central air. Garage has shelving and power, perfect space for drink fridge or extra freezer. Come see! Multiple ways to buy! Let's make a deal.

439 Astor St, San Antonio

$107,999

2 Beds ⋅ 1 Baths ⋅ 1965741 MLS ⋅ PRICE CHANGE Status

Cute 2/1 home! Freshly painted inside and out. Ample sized living room/dining room combination. Newer cabinets in kitchen. Central Air/Heat good home for first time buyers, priced to sell. Ceiling fans throughout. Huge yard with plenty of mature trees. Convenient to IH 37, Hwy 90 and McCreless shopping.

1806 Steves, San Antonio

$189,000

2 Beds ⋅ 1 Baths ⋅ 1965248 MLS ⋅ ACTIVE Status

Discover the charm and potential of this inviting home located in the heart of San Antonio! Situated at 923 Fair Ave, this property offers a fantastic opportunity for homeowners or investors alike. Conveniently located near shopping, dining, schools, and major highways, you'll enjoy easy access to everything the city has to offer. Inside, you'll find a functional layout filled with natural light and comfortable living spaces ready to make your own. The home features 2 bedrooms, a welcoming living area, and a kitchen with plenty of cabinet space for everyday living. The backyard provides room to relax, garden, or create your ideal outdoor retreat. Whether you're searching for your next home or an investment opportunity with great potential, this property combines location, value, and endless possibilities in one package!

923 Fair Ave, San Antonio

Highland Park San Antonio Real Estate

Highland Park Homes for Sale