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$294,999
5 Beds 3 Baths 2001116 MLS PRICE CHANGE 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

$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

$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

$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

$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

$315,000
3 Beds 3 Baths 1957227 MLS ACTIVE RFR 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

$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

$249,000
4 Beds 3 Baths 1950403 MLS ACTIVE 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

$218,000
3 Beds 1 Baths 1948566 MLS PRICE CHANGE 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

$210,000
3 Beds 2 Baths 1942519 MLS ACTIVE Status
Charming and fully renovated single-story home located in the highly sought-after Highland Park neighborhood. This move-in-ready property offers 3 bedrooms and 2 full bathrooms, along with numerous structural and cosmetic upgrades. Notable improvements include: *New paved drive-in driveway. * New HVAC system with ductwork with warranty. * Updated plumbing and electrical systems * All-new windows and doors throughout the home * New isolation throughout the home *Fresh interior texture and paint throughout the interior and exterior home. The interior features an open-concept layout filled with natural light, complemented by beautiful laminate flooring throughout the home. The updated kitchen includes modern white cabinets, quartz countertops, and stainless steel appliances, including the refrigerator. The spacious primary bedroom offers a fully renovated bathroom and a generous closet. The two additional bedrooms also include closets and generous space. The second full bathroom has been completely updated as well. Outside, the large backyard features a lounging patio perfect to enjoy your morning coffee. Conveniently located with easy access to I-10 and I-37, and just minutes from Downtown San Antonio, the Alamodome, Frost Bank Center, Majestic Theatre, The Alamo, Riverwalk, as well as numerous shopping and dining options. Located within the SAISD school district.

2042 Hicks, San Antonio

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