Highland Park Real Estate, Homes, Condos for Sale in San Antonio, TX

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

$159,900

2001466 MLS ⋅ NEW Status

Great income producing duplex just minutes from downtown, located in an established residential neighborhood that has seen large amounts of improvement and updates in recent years. #2 unit is ready to rent as is, #1 unit needs a few repairs. Or both units could be updated and income increased, to match other properties in the neighborhood. Each unit is on a seperate CPS meter, and both were occupied until very recently.

1310 Steves 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

$350,000

1998936 MLS ⋅ ACTIVE Status

This multi family unit has 4 units with a detached 5th unit (currently being leased) to lease or keep for storage. The 4-plex has 3 one bedroom 1 full bath units and 1 efficiency with a full bath. All utilities are common therefore they are all paid by management There is parking in the driveway pad, backyard pad, alley parking and street parking in the front. Thank you for your interest and lets get you on the way to bringing in fast income for your new investment.

809 Kayton, San Antonio

$194,000

1998619 MLS ⋅ ACTIVE Status

Turnkey investment opportunity featuring two renovated 2-bedroom, 1-bath units with solid tenants already in place for immediate cash flow. Each unit offers a spacious living room, open kitchen and dining area, beautiful original wood floors, and includes a washer, dryer, refrigerator, and stove. Conveniently located just 10-15 minutes from downtown San Antonio with easy access to I-35.

630 Bailey, 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

$80,000

1994774 MLS ⋅ ACTIVE Status

Prime opportunity to own a residential lot. This property offers a great location near downtown San Antonio, major highways, schools, parks, shopping, restaurants, and established neighborhood amenities. The lot provides excellent potential for a new home build, investment property, or future development, subject to City of San Antonio zoning, permitting, utility availability, and any applicable restrictions. Convenient access to IH-10, IH-37, Loop 410, and the downtown corridor makes this location attractive for buyers seeking an infill lot in a growing area of the city. Buyer and buyer's agent should independently verify lot size, zoning, building requirements, setbacks, utilities, schools, taxes, and all development possibilities. Don't miss this opportunity to secure land in an established San Antonio neighborhood with strong accessibility and future potential.

2234 Saint Anthony Ave, 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

$156,000

3 Beds ⋅ 1 Baths ⋅ 1993708 MLS ⋅ PRICE CHANGE Status

Featuring 3 Bedrooms, 1 Bathroom, with Central Air / Heat For Year-round Comfort. Whether You're Looking For Your First Home Or Your Next Investment, This Property will meet your needs. Enjoy The Freedom Of No Hoa, Plus A Convenient Location Park with Jogging Trail, also Near Major Highways, Shopping, And Dining. A Solid Option For Buyers Who Want Flexibility And Value-schedule Your Showing Today!

647 Kashmuir Pl, 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

$199,000

2 Beds ⋅ 2 Baths ⋅ 1993515 MLS ⋅ PENDING Status

Charming midcentury ranch on a quiet, established street, 2626 Hiawatha is a clean, lovingly maintained onestory that's ready for its next chapter. Step inside to a bright, oversized living and dining space anchored by a statement fireplace, large picture windows, and classic millwork, giving you a flexible canvas for multiple seating areas, a home office zone, or formal dining. The adjoining den and front living area are separated by sliding doors, offering the option to keep things open for entertaining or create a private second living room, playroom, or media space. The bedrooms are generously sized with great natural light, multiple closets, and neutral paint and carpet, making it easy to move in now and update over time as you like. Vintage tile in the hall bath and period details throughout the home will appeal to buyers who love original character, while the wide hallway, builtins, and ceiling fans add everyday functionality. A large sunroom with Saltillostyle tile floors opens to the backyard and works perfectly as a game room, hobby room, or indooroutdoor entertaining space. Out back, you'll find a covered porch and a unique mosaictile patio with a colorful, tiled serving bar that's made for BBQs, birthdays, and gameday gatherings. The fenced yard offers plenty of room for pets, gardens, or future landscaping ideas, and the front of the home features a twocar garage and extra driveway parking. With its singlestory layout, retro charm, and solid bones, this Hiawatha classic is ideal for buyers looking for a wellcaredfor home they can personalize over time.

2626 Hiawatha, 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

$260,500

3 Beds ⋅ 2 Baths ⋅ 1973471 MLS ⋅ ACTIVE Status

Beautifully maintained 3-bedroom home built in 2021, featuring modern finishes and an open, inviting layout. The kitchen showcases elegant granite countertops, quality Kent Moore cabinetry and stainless steel appliances. Spacious living and dining areas provide the perfect setting for everyday living and entertaining. Step outside to a generously sized backyard with a concrete slab, ideal for outdoor living. ALSO AVAILABLE FOR LEASE SEE MLS #1992569

423 Channing 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

$240,000

3 Beds ⋅ 2 Baths ⋅ 1972751 MLS ⋅ ACTIVE Status

Charming stone home located in the heart of New Braunfels! This 3-bedroom, 2-bath property offers a unique blend of character and modern updates, featuring an open-concept layout, spacious living area with a stone fireplace, updated kitchen with island and stainless steel appliances, and abundant natural light throughout. The private, low-maintenance backyard is perfect for entertaining with multiple outdoor seating areas and mature shade trees. Conveniently located near downtown New Braunfels, shopping, dining, and local attractions. Whether you're looking for a primary residence, investment property, or weekend retreat, this home offers endless potential. Property is being sold AS IS.

1650 Katy St, New Braunfels

$279,000

3 Beds ⋅ 2 Baths ⋅ 1972563 MLS ⋅ PENDING Status

This 1922 San Antonio Craftsman Bungalow blends original historic character with thoughtful modern updates. Original hardwood floors, a charming breakfast nook with built-in bench seating, and a welcoming front porch set the tone, while mature pecan trees add natural shade and timeless curb appeal. Abundant natural light pours through windows on both the east and west sides of the home, creating bright, airy living spaces throughout the day. The updated kitchen features a pantry, and dedicated laundry room is conveniently located down the hall. The primary suite has been refreshed with an updated bath and walk-in closet. Both comfort and efficiency have been addressed with spray foam insulation in the attic and subfloor decking, a tankless water heater, and a whole-home water softener. 3 bed / 2 bath on a spacious lot, minutes from Downtown, Frost Bank Center, the Alamodome, and major military installations. Move-in ready and perfect for first-time buyers or investors eyeing strong Airbnb potential.

446 Kayton Ave, San Antonio

$145,000

2 Beds ⋅ 1 Baths ⋅ 1969790 MLS ⋅ PENDING Status

Located in the Highland Park area, this thoughtfully updated 2-bedroom, 1-bath home offers 751 square feet of comfortable living with a bright, partially open-concept layout designed for everyday functionality. The interior features updated laminate flooring throughout, creating a clean and cohesive feel across the living, dining, and bedroom spaces. Natural light fills the home, complementing the refreshed finishes and enhancing the inviting atmosphere. The kitchen provides ample cabinetry and an efficient layout with adjoining dining space for easy flow and entertaining. Both bedrooms offer comfortable accommodations with flexible use options, while the updated full bath delivers a fresh, modern look. Outside, enjoy strong curb appeal with a covered carport, spacious front lawn, and a generous backyard with room to relax, gather, or personalize outdoor living.

2311 Hiawatha, San Antonio

$220,000

4 Beds ⋅ 2 Baths ⋅ 1969708 MLS ⋅ PENDING Status

Beautifully maintained 4-bedroom, 2-bath home located in the heart of San Antonio! This property offers a functional layout with inviting living spaces and room to entertain. Upon entry, you are welcomed into an open living area that serves as the central gathering space. To the left, the dining area connects seamlessly to the kitchen, which features updated cabinetry and modern lighting, providing ample storage and a refreshed feel. The right side of the home offers a primary bedroom with a private full bath. Three additional secondary bedrooms and a second full bathroom provide flexibility for family and guests. The spacious bonus area offers added flexibility and features a dedicated bar setup, making it perfect for a game room, second living area, or an ideal space for entertaining. Enjoy a generously sized backyard with room for outdoor gatherings, gardening, or creating your own private retreat. Conveniently located near major highways, downtown, shopping, and dining.

2835 Hiawatha, 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

$305,000

3 Beds ⋅ 3 Baths ⋅ 1963935 MLS ⋅ PENDING Status

1930s "Vintage Soul" Meets Modern Sophistication in Highland Park! Step into a masterfully preserved piece of San Antonio history. This stone-clad treasure captures the elusive "Vintage Soul" of Highland Park while offering the sleek, updates today's buyers crave. From the moment you enter the light-filled living room, complete with an original fireplace and classic architectural lines, you'll feel the warmth of a home that has been loved for generations. The primary retreat and kitchen have been thoughtfully reimagined with modern luxury, balancing 2026 style with 1930s character. Need space for guests, a home office, or a rental opportunity? The private, detached casita in the back provides the perfect property for extra income, mother-in-law suite or guest house. Situated on a generous lot with mature trees and a "unicorn" floor plan, this home is truly one-of-a-kind. Experience the perfect blend of retro charm and contemporary comfort.

1532 Hicks Ave, San Antonio

$335,000

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

$132,665

1 Beds ⋅ 2 Baths ⋅ 1961764 MLS ⋅ PRICE CHANGE Status

Charming home with flexible living options! The main home offers 1 bedroom, 1 full bath, and a versatile office, craft room, or bonus space to fit your needs. An attached flex area includes a full bathroom, washer and dryer connections, and offers additional space for hobbies, storage, a workshop, home gym, media room or anything else you can think of. The screened-in garage/back patio area adds even more versatility for enjoying the outdoors or tackling projects. Conveniently located near Fort Sam Houston, The Pearl, downtown San Antonio, shopping, dining, and major highways. No HOA! This property presents a unique opportunity at an attractive price point. Schedule your private showing today!

2323 Hiawatha, 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

$164,000

2 Beds ⋅ 1 Baths ⋅ 1959176 MLS ⋅ PRICE CHANGE Status

Property eligible for Community Reinvestment Act, with min 3% down payment, No mortgage insurance, 620 min score, 30 year amortization. Homeownership is possible! Charming home with 2 bedrooms, 1 full bath. Mature pecan tree. Detached garage is oversized and has room for your vehicle and storage. The long driveway can accommodate your extra vehicles, including RV and boat. Completely fenced. No carpet. Refreshed and ready for the next owner, maybe you.

115 Broadbent Ave, San Antonio

$359,500

3 Beds ⋅ 2 Baths ⋅ 1959169 MLS ⋅ PENDING Status

Step into the charm of this beautifully restored 1940s cottage-style home, thoughtfully renovated from top to bottom and classified as new construction by the City of San Antonio while preserving its original character. Located in the rapidly improving Highland Park area and surrounded by revitalized homes, this property blends timeless appeal with modern updates. A huge covered front porch, fresh landscaping with flower beds and sod create inviting curb appeal. Inside, the open floor plan is filled with natural light from tons of windows, complemented by white oak vinyl flooring and a neutral color palette throughout. The kitchen features smooth countertops, recessed lighting, custom cabinetry, and a central island perfect for gathering. The primary bedroom offers a ceiling fan, walk-in closet, and a full bath with a barn door, shower, and double vanity. Additional highlights include side access to a detached garage and a backyard with a privacy fence for added seclusion. Just a few blocks from Fair Avenue, nearby home improvement stores, and with easy access to I-37, this home presents a rare opportunity to own what feels like new construction while enjoying the preserved charm of a classic cottage in one of San Antonio's most promising neighborhoods.

506 Haggin St, San Antonio

$179,000

1958946 MLS ⋅ PRICE CHANGE Status

Step into timeless charm with this 1916 duplex, where original character meets modern updates. Unit 1 offers a 1-bedroom, 1-bath layout with a spacious living area and a full kitchen that preserves its historic appeal. Unit 2 includes 1 bedroom and 1 bath with a split-bedroom design, complemented by a kitchen featuring quartz countertops. Both units have updated electrical systems. Original cabinetry and doors have been restored, adding to the home's vintage charm. Additional improvements include commercial-grade solar screens on all windows and two new water heaters. An exceptional opportunity for investors or owner-occupants seeking rental income while owning a piece of San Antonio history.

427 & 431 Dunning, San Antonio

$250,000

3 Beds ⋅ 1 Baths ⋅ 1957363 MLS ⋅ ACTIVE Status

Come see this vintage home in the heart of historic Highland Park. Beautiful wood floors, large rooms nestled on 1/3 of an acre. Meticulously built and home to three generations. The interior features a fireplace in the living room, large dining room and over-sized kitchen. Just needs your personal touch to make it yours. Gorgeous red rock exterior, circular driveway. The backyard has a large covered patio, and detached garage with workshop area. Minutes from downtown.

2106 Steves Ave, San Antonio

$315,000

3 Beds ⋅ 3 Baths ⋅ 1957227 MLS ⋅ PRICE CHANGE Status

Beautifully updated 1942 two-story in. Highland Park - 3 bedrooms, 3 full baths, and just under 1,900 square feet of thoughtfully preserved character. Recent updates include new siding, upgraded Low-E windows, and a fully renovated kitchen, blending modern comfort with original charm: high ceilings, oversized windows, and substantial original trim work throughout. A generous formal dining room welcomes you at entry, with two separate living areas offering flexibility for everyday life and entertaining. Upstairs, three spacious bedrooms include a primary suite with a versatile nook - ideal for a home office, reading corner, or workout space. Outside, drought-tolerant native landscaping fronts the home, while the backyard offers a lush garden with fruit trees, a chicken coop (hens can convey), and a stock tank pool for warm San Antonio evenings. Minutes to the San Antonio River, downtown, Fort Sam Houston, and major highways. Homes with this much original character, this well maintained, don't come around often - schedule your showing today. ***RATE BUYDOWN OFFERED TO BUYER WITH PREFERRED LENDER***

426 Rigsby Ave, San Antonio

$175,000

3 Beds ⋅ 1 Baths ⋅ 1955125 MLS ⋅ ACTIVE Status

NEW ROOF AND FRESHLY PAINTED EXTERIOR 2023 and Central AC installed! Discover the perfect blend of city convenience and suburban charm in this delightful Highland Park home, nestled on a generous corner lot. Step inside to find the warmth and character of beautiful original wood floors that seamlessly blend vintage charm with modern living. Enjoy the privacy and space of a corner lot, offering plenty of room for outdoor activities and landscaping. Host barbecues, entertain guests, or simply enjoy the sunshine in the large backyard.

103 Cosgrove, San Antonio

$325,000

4 Beds ⋅ 2 Baths ⋅ 1954630 MLS ⋅ ACTIVE OPTION Status

Stunning 1,900 sqft, 4-bedroom, 2-bath home packed with custom upgrades throughout. Enjoy quartz countertops, new custom cabinetry, a built-in office nook, and beautifully updated bathrooms with custom tile and walk-in showers. Spacious walk-in closets and a large gated lot with brand new patio decking make this home perfect for both everyday living and entertaining.

806 Kayton Ave, San Antonio

$278,000

3 Beds ⋅ 2 Baths ⋅ 1953408 MLS ⋅ PRICE CHANGE 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

$249,000

4 Beds ⋅ 3 Baths ⋅ 1950403 MLS ⋅ BACK ON MARKET Status

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

$249,900

3 Beds ⋅ 1 Baths ⋅ 1949063 MLS ⋅ PENDING Status

View this classic 3 bedroom, 2 full bath bungalow with the added Recently upgraded home featuring fresh interior and exterior paint. New flooring has been installed in the main living areas, while the three bedrooms showcase original hardwood floors. The property includes one full bathroom. The guest bedroom offers the convenience of its own private exterior entrance. Major updates include all new water lines, upgraded electrical, recent foundation repair, a new roof, and a new HVAC unit-providing peace of mind and long-term value. An additional structure on the property has received a full exterior renovation and is currently used as a storage unit. Once the interior is completed, it can serve as a fully separate dwelling ("casita"), offering the next owner a chance to add personal touches. Ideal for your starter home or a perfect STR investment. The seller is motivated and ready to work with a buyer prepared to move quickly.

1023 Highland, San Antonio

$220,000

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

$250,000

3 Beds ⋅ 2 Baths ⋅ 1946644 MLS ⋅ ACTIVE Status

This stunning 3 bedroom 2 bath home in Highland Park has been beautifully remodeled and features stylish finishes throughout. The open concept floor plan creates a seamless flow between the kitchen and living room & dining room making it perfect for both everyday living and entertaining. The kitchen features stainless steel appliances and modern updates while overlooking the main living space. Step outside to enjoy the large backyard, offering plenty of space to relax or entertain. Conveniently located in the desirable Highland Park area, this home is just 3 minutes from Highland Park Elementary, around the corner from Highland Park, and offers quick 2-minute access to I-37. You'll also be just 5 minutes from St. Philip's College and 8 minutes from the Frost Bank Center, making commuting and entertainment incredibly convenient.

829 E Drexel Ave, 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

$390,000

1943347 MLS ⋅ ACTIVE Status

Exceptional location for your next construction project with huge investor potential. This level and cleared lot located in historic Highland Park Estates is just 3 blocks south of IH10, East of 37. Convenient to everything that is San Antonio like The Alamo, Riverwalk, Missions, Alamodome, Pearl and close to the Southtown and Downtown communities. Highland Park Estates is known for its charming older homes with beautiful new multifamily homes in the mix. This lot consists of two lots for a total of 0.327 acres that are currently in the process of being rezoned to multifamily.

454 Hammond, San Antonio

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