Highland Park San Antonio Real Estate, Homes for Sale

3 Beds ⋅ 2 Baths ⋅ 2007124 MLS ⋅ PRICE CHANGE 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, a detached two-car garage, granite kitchen countertops, a refrigerator that conveys, and already installed solar panels designed to cover an electrical bill, this property is ready for its next chapter. Situated just minutes from Downtown San Antonio and less than 2 miles-ideally positioned near the multi-billion-dollar "Project Marvel" sports and entertainment district development footprint, which includes the new San Antonio Spurs stadium, the famous Alamo Dome, and the Center of America Tower-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

$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

$179,900

3 Beds ⋅ 2 Baths ⋅ 2003436 MLS ⋅ PRICE CHANGE 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

$210,000

3 Beds ⋅ 1 Baths ⋅ 2003088 MLS ⋅ ACTIVE OPTION Status

This updated 3-bedroom, 1-bath home is clean, comfortable, and ready for a new owner. It has central A/C, a built-in oven, gas cooktop, an attached garage, PLUS+++ a large workshop that gives you extra space for storage, hobbies, projects, or even a future conversion. Out back, you'll find a fenced yard with mature landscaping and plenty of privacy. No HOA, a quiet established neighborhood, and a home that's been refreshed without losing its character. Schedule a showing with your favorite Realtor TODAY!

1135 Vanderbilt, San Antonio

$195,000

2 Beds ⋅ 1 Baths ⋅ 2001767 MLS ⋅ ACTIVE 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

$235,000

3 Beds ⋅ 2 Baths ⋅ 2001706 MLS ⋅ PRICE CHANGE 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

$124,900

2 Beds ⋅ 1 Baths ⋅ 2001345 MLS ⋅ ACTIVE 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

$289,999

4 Beds ⋅ 2 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 completed August, 2026 with transferrable warranty.

747 Bailey Ave, 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

$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

$395,000

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

$320,000

3 Beds ⋅ 2 Baths ⋅ 1963306 MLS ⋅ ACTIVE Status

Welcome to this stunning brand-new home in San Antonio's highly desirable Highland Park neighborhood on the East Side! Offering 3 bedrooms, 2 bathrooms, and 1,640 square feet of thoughtfully designed living space, this home blends modern style with everyday comfort. The open-concept layout features soaring high ceilings, abundant natural light, and oversized picture windows throughout. The chef-inspired kitchen is the heart of the home, complete with a large center island, custom cabinetry, and elegant quartz countertops. Spacious bedrooms include walk-in closets, while the private primary suite offers a relaxing retreat. Step outside to enjoy the large yard, covered patio, private drive with gated entry, and convenient alley access. Ideally located near shopping, dining, and major highways, this move-in ready home offers the perfect combination of quality, style, and location

717 Fair, San Antonio

$245,000

3 Beds ⋅ 2 Baths ⋅ 1962482 MLS ⋅ ACTIVE Status

Lovely 3 Bedroom, 2 Bath Bungalow in the Highland Park Community - Fully Updated! Discover the perfect blend of character and comfort in this beautifully updated bungalow-style home located minutes from the vibrant heart of Downtown San Antonio. Featuring tasteful finishes throughout, making it truly wonderful space to live. Spacious, light-filled living areas with hard wood and Vinyl Wood flooring and fixtures Modern kitchen contemporary cabinetry, stylishly remodeled bathroom with fresh tile and updated vanities. Plenty of Natural Light. Conveniently located near major highways, schools, shopping, and only 10 minutes away from the vibrant Pearl District and downtown.

834 Bailey Ave, San Antonio

$278,000

3 Beds ⋅ 2 Baths ⋅ 1953408 MLS ⋅ ACTIVE Status

Single-story open-floor-plan home in San Antonio with charming curb appeal, featuring a covered front porch and a mature tree that adds character from the moment you arrive. Inside, the layout flows effortlessly with recessed lighting and large windows that bring in abundant natural light, creating a bright and inviting atmosphere throughout the main living spaces. The kitchen is designed for both function and style, complete with stainless steel appliances, a beautiful backsplash, and ample workspace that connects seamlessly to the living and dining areas. The primary suite offers a comfortable retreat with a large walk in closet, double vanities, and a spacious tile shower. Additional highlights include an indoor laundry room for convenience and thoughtful use of space throughout the home. Step outside to enjoy a covered patio, a storage shed, and a privacy fence with partial metal fencing, offering both flexibility and usability. A two car carport adds extra covered parking. Located in a central area with a short commute to Downtown San Antonio, easy access to I 10 and Highway 37, and close proximity to Fort Sam Houston and Randolph Air Force Base, this property combines comfort, convenience, and accessibility.

2410 Saint Anthony Ave, San Antonio

$236,550

3 Beds ⋅ 2 Baths ⋅ 1950403 MLS ⋅ ACTIVE Status

*SQFT is around 2,200 sqft with 4/3 based on builder plans* Step into timeless charm with this unique 1920s-built historic home nestled in the heart of desirable Highland Park in central San Antonio. Easy highway access, near Frost Bank, DT, and the Pearl. Full of character and depth, this 3-bedroom, 2 bath, plus dedicated office offers the perfect blend of vintage appeal and modern convenience. Not to mention, an open living and dining area perfect for everyday living and entertaining. Recent updates include a new water heater and newer roofs (2023 main & 2025 apartment). The property also includes a detached full-size apartment with its own kitchen, living room, and full bath-ideal for guests, rental income, or multi-generational living. Additional highlights include an extended paved driveway, covered carport, and electric gate for added privacy. A rare opportunity to own in the beautiful and established Highland Park area, a one-of-a-kind property that offers historic charm, versatile living space, and upgrades.

438 Rigsby, San Antonio

$218,000

3 Beds ⋅ 1 Baths ⋅ 1948566 MLS ⋅ ACTIVE Status

Located in San Antonio's established Highland Park neighborhood, 1902 Schley Ave is a classic brick home full of charm and original character. Built in the mid-1940s, this 3-bedroom, 1-bath property offers 1,755 square feet of living space and sits on a corner lot, giving it a little extra breathing room and great curb appeal. Inside, the home features spacious living and dining areas that create a comfortable layout for everyday living or entertaining. Recent updates such as fresh interior paint (March 2026), new carpet (2025), and vinyl flooring provide a clean starting point while still preserving the home's historic feel. The kitchen and bathroom carry the character of the home's era, offering a vintage style to appreciate today and a great opportunity for someone who wants to enhance the space while keeping its original personality.Throughout the home, charming built-in nooks and shelving highlight the craftsmanship of the era and add a unique character that makes the space truly stand out. Outside, the property includes a detached two-car garage and outdoor space that complements the corner lot setting. The location is another major advantage, with quick access to I37, I10, downtown San Antonio, major highways, parks, and local amenities, making it easy to get wherever you need to go. If you're looking for a home with authentic character, solid construction, and room to make it your own, 1902 Schley Ave is one worth seeing.

1902 Schley Ave, San Antonio

$193,500

4 Beds ⋅ 2 Baths ⋅ 1947574 MLS ⋅ ACTIVE Status

Classic architecture meets opportunity in this distinctive two-story Colonial home in the established Highland Park neighborhood of San Antonio. Built in 1940, this spacious property offers approximately 2,480 square feet with four bedrooms and two bathrooms, all bedrooms located upstairs for added privacy and functionality. The home features a unique dual-entry design at the front of the property - one entrance leading into a charming library space with built-in shelving and the other opening into a generous living area that flows into a separate dining room. The layout offers multiple living spaces, high ceilings, and a flexible floor plan ready for updates or personalization. Situated on a 0.26-acre lot with mature trees, the property provides plenty of outdoor space along with a detached garage and alley access. The lot offers room for landscaping improvements or outdoor living enhancements. Conveniently located within easy access to downtown San Antonio, this property offers strong potential for homeowners or investors looking to restore and add value to a classic home in a well-established neighborhood.

625 Hammond, San Antonio

$425,000

3 Beds ⋅ 3 Baths ⋅ 1936564 MLS ⋅ ACTIVE Status

Seller offering up to $5,000 toward buyer closing costs or an interest rate buy down with an acceptable offer. Welcome Home to this charming gem in Highland Park. From the moment you enter the gate and walk up to the oversized front patio, you just want to relax in comfort and sit and swing! With a total of 3 bedroom 3 full bath and renovations complete, it is ready to go! Currently being used for short term rentals and income producing with No HOA, it's the perfect investment or Personal Home. Every detail has been thoughtfully addressed in the last two years with all-new plumbing, electrical systems, roofing, recessed lighting, high-quality appliances, and HVAC ensuring a worry-free living experience. The attention to detail and finish outs makes this a showstopper! The main house features 2 bedroom 2 full bath and the separate Casita adds one more bedroom and full bath. The Main home has all the character you desire with modern upgrades throughout including wood floors, solid surface countertops, detailed backsplash, polished brass fixtures and hardware, accent walls and more! The open concept with arches showcases the electric fireplace in the living room. The Primary Bedroom is a retreat in itself with sliding doors to the private patio. The property is fully fenced for ultimate privacy, creating parking behind the fence and includes electric gates and exterior surveillance. For added convenience, there is an option to purchase the home fully furnished. This property is not just a home but a lifestyle, offering unparalleled comfort, privacy, and the opportunity for additional income. Don't miss the chance to own this urban sanctuary with endless possibilities.

324 Hammond, San Antonio

$250,000

3 Beds ⋅ 2 Baths ⋅ 1934072 MLS ⋅ ACTIVE Status

Welcome to this fully renovated 3-bedroom, 1.5-bath home offering modern comfort and exceptional versatility, conveniently located just minutes from downtown San Antonio. Enjoy easy access to shopping, dining, entertainment. Inside, the home is move-in ready with updated finishes throughout. The oversized carport provides ample covered parking, while the detached garage offers incredible flexibility and could be converted into an additional apartment, guest suite, or income-producing space. A large storage shed adds even more functionality for tools, hobbies, or extra storage. With thoughtful renovations already completed and a prime location near downtown, this property is perfect for homeowners looking for comfort, convenience, and future potential.

2039 Schley Ave, San Antonio

$159,999

2 Beds ⋅ 1 Baths ⋅ 1928559 MLS ⋅ ACTIVE Status

Charming and well-maintained, this 2-bedroom, 1-bath home at 114 Bailey has been lovingly cared for over the years and continues to showcase its original character. Inside, you'll find high ceilings that enhance the sense of space, beautiful hardwood floors, and a tiled bathroom that blends classic style with everyday function. Enjoy relaxing on the large front porch, perfect for morning coffee or evening unwinding. The property also offers convenient side carport parking, a rear alley for added access, and a layout that maximizes both comfort and practicality. Ideally situated in a highly central location, this home provides easy access to major roads, shopping, dining, and local amenities, making daily commutes and city living a breeze. A wonderful opportunity for those seeking charm, location, and a home that has truly stood the test of time.

114 Bailey, San Antonio

Highland Park San Antonio Real Estate

Highland Park Homes for Sale

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