Highland Park Real Estate

Highland Park Real Estate

Welcome to Highland Park, a prestigious and picturesque subdivision nestled in the heart of Texas. Renowned for its lush landscapes and charming architecture, this affluent community offers a perfect blend of luxury living and small-town charm.

Highland Park is strategically located just a stone's throw away from the vibrant city of Dallas, allowing residents to enjoy the best of both worlds—tranquility at home and the bustling energy of urban life. The tree-lined streets are adorned with stunning estates, each reflecting unique architectural styles that range from classic Mediterranean to modern masterpieces. Here, every home tells a story, inviting you to become part of a rich tapestry of community and culture.

Families are drawn to Highland Park not only for its breathtaking surroundings but also for its exceptional educational opportunities. The subdivision is served by the highly acclaimed Highland Park Independent School District, known for its commitment to academic excellence and a robust array of extracurricular activities.

In addition to its top-notch schools, Highland Park boasts numerous parks, recreational facilities, and walking trails, encouraging an active and healthy lifestyle. The community hosts a variety of events throughout the year, fostering connections among residents and creating a warm, welcoming atmosphere.

With its prime location, stunning homes, and a strong sense of community, Highland Park is more than just a place to live; it’s a lifestyle. Whether you're looking to settle down or invest in a property, Highland Park offers an unparalleled living experience that truly feels like home. Come discover the charm of Highland Park, where your dream home awaits!

Newest Listings in Highland Park

$204,900
3 Beds ⋅ 2 Baths ⋅ 2015863 MLS ⋅ NEW Status
Welcome to 928 Kayton Ave, where classic San Antonio charm meets valuable updates! This inviting 3-bedroom, 2-bath home offers a spacious and functional layout with multiple living areas, a dedicated dining space, and plenty of room to make it your own. The light and bright interior features neutral finishes throughout, while the kitchen offers white cabinetry, ample storage, and an easy flow into the family room. The primary suite features a private bath and walk-in closet, with two additional bedrooms offering flexibility for guests, a home office, or additional living space. Major improvements provide added peace of mind, including a replaced roof in 2021, a complete HVAC system installed in 2023, and documented foundation leveling/repair completed in 2021. Outside, enjoy a covered carport, back deck, storage shed, mature trees, and a generously sized backyard with plenty of space to relax, entertain, garden, or play. Conveniently located with easy access to downtown San Antonio and major highways, 928 Kayton combines character, space, and important big-ticket updates-ready for its next owner!

928 Kayton Ave, San Antonio
$178,850
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
$99,000
3 Beds ⋅ 3 Baths ⋅ 2014686 MLS ⋅ NEW Status
CALLING ALL INVESTORS! Here is your chance to grab a value add opportunity in rapidly growing Highland Park. This 3 bedroom 2 bathroom home is positioned just minutes from downtown San Antonio, with skyline views you can enjoy right from the front porch. The layout and footprint offer a strong foundation for a profitable renovation, rental hold, or BRRR strategy, with upside in a neighborhood that continues to see reinvestment and demand. Bring your contractor and your vision. Unlock the potential, add modern finishes, and create instant equity in a location that attracts both tenants and end buyers thanks to quick access to downtown, major highways, dining, and entertainment. Opportunities like this in Highland Park do not last long. Schedule your showing and run your numbers today.

1932 E Highland Blvd, 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 ⋅ ACTIVE OPTION 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
$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
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