San Antonio Real Estate And Homes For Sale With Swimming Pools

17 Beds ⋅ 13 Baths ⋅ 2009541 MLS ⋅ ACTIVE Status

A rare opportunity to own an architectural treasure in desirable Tobin Hill, just moments from the San Antonio River Walk, The Pearl and downtown. Designed by renowned architect Atlee B. Ayres in 1899, the historic Victorian Lady Inn showcases timeless elegance with grand columns, oak wainscoting throughout the foyer and dining areas, leaded-glass windows, eight chandeliers and three fireplaces. The impressive main residence offers nine beautifully appointed bedrooms, each with a private en-suite bath, along with multiple balconies showcasing stunning city views. The detached guest house is currently operated as a short-term rental and features a full kitchen and dining area, eight bedrooms, three bathrooms and a private second-floor balcony patio. Designed for gracious entertaining, the property offers an extraordinary setting for intimate wedding ceremonies, family reunions, luncheons, seminars and other private gatherings. Situated on a prominent corner lot, the grounds feature lush mature landscaping, an in-ground swimming pool and an inviting patio ideal for outdoor entertaining. Situated on 0.532 acre lot and Zoned C-2, this distinctive property presents exceptional possibilities as a private residence, boutique inn, event venue or commercial investment, subject to applicable regulations and approvals. Rich in history, architectural distinction and modern convenience, 421 Howard Street is a one-of-a-kind San Antonio landmark ready to welcome its next owner and begin a new chapter.

421 Howard St, San Antonio

$1,650,000

4 Beds ⋅ 4 Baths ⋅ 1992087 MLS ⋅ ACTIVE Status

Welcome home to this grand, traditional Monte Vista home with many modern day updates. A beautiful covered front porch welcomes you into a large entry room with living spaces on either side. Oversized formal dining room opens to formal living, both with fireplaces. Updated kitchen with attached breakfast room. Out back you will find a darling screened in porch, swimming pool with spa & fire pit installed by Cody Pools in 2022. Upstairs are 4 bedrooms and 3 bathrooms, and a third living area. The primary suite has access to the second floor balcony, a spa like bath with dual vanity, walk in shower and garden tub and wonderful walk-in closet. The third floor is a huge open space currently used as home gym and guest room. Two car garage with attached apartment in back.

125 W Agarita Ave., San Antonio

$1,300,000

5 Beds ⋅ 4 Baths ⋅ 2014037 MLS ⋅ ACTIVE Status

Some homes are simply historic. Others have a story. Set along one of Monte Vista's beautiful tree-lined streets, 120 W. Craig Place is a remarkable piece of San Antonio architectural history. Identified by architectural historians as the L. J. Hart House and attributed to celebrated San Antonio architect Atlee B. Ayres, the residence is recognized as an important early example of Mission Revival architecture in the city. More than a century later, its character remains unmistakable. From the moment you arrive, the home's textured stucco exterior, distinctive architectural details and gracious porches set the tone for what awaits inside. The grand living room is filled with natural light, framed by 10-foot ceilings, a fireplace and original hardwood floors that carry throughout much of the home. Beautiful pocket doors open to the formal dining room, where a second fireplace creates an elegant setting for everything from holiday dinners to evenings with friends. Beyond the dining room, a traditional butler's pantry connects to a generously sized kitchen designed for the way people live today. Granite countertops, a six-burner gas range and an informal dining area provide plenty of room for everyday gatherings, while the adjoining bar with Sub-Zero wine refrigeration is ready for entertaining. One of the home's great strengths is its flexibility. A first-floor bedroom, currently used as an office, is paired with a nearby guest bath and offers an ideal space for working from home, hosting overnight guests or creating a private library or den. Upstairs, the primary suite includes an oversized closet, along with two additional bedrooms. The third floor adds yet another unexpected layer to the home, with a spacious room and full bath that can become a fifth bedroom, media room, game room, studio or private retreat. And then there is the outdoor living. A broad wraparound porch overlooks the yard, pool and hot tub, creating the kind of setting that invites long lunches, evening cocktails and unhurried weekends outside. An upstairs porch offers an entirely different experience, a quiet perch for morning coffee beneath the canopy of one of San Antonio's most storied neighborhoods. A two-car carport with an EV wall charger adds a decidedly modern convenience. That balance is what makes 120 W. Craig so special. Original hardwoods, pocket doors, fireplaces and gracious proportions speak to another era, while thoughtful updates and flexible living spaces make it beautifully suited for today. And the setting is quintessential central San Antonio. Monte Vista offers the architectural character and established streetscape that have made it one of the city's most distinctive neighborhoods, while Downtown, the Pearl, the San Antonio Zoo and San Antonio International Airport are all conveniently accessible. Favorite neighborhood destinations including La Fonda on Main, Barbaro, Capparelli's on Main and Merit Coffee are nearby. For someone searching for a home with beauty, history and a genuine sense of place, 120 W. Craig Place offers something increasingly difficult to find: a chance to become the next steward of a meaningful piece of San Antonio's architectural story.

120 W Craig Pl, San Antonio

$1,100,000

6 Beds ⋅ 7 Baths ⋅ 2021573 MLS ⋅ ACTIVE Status

A rare opportunity to own one of Castle Hills' most extraordinary private estates in the heart of San Antonio. Set on more than half an acre, this majestic property offers over 8,000 square feet of exceptional living space, a private casita and a resort-style pool-all in a setting that feels remarkably secluded while remaining minutes from the best of the city. Recently elevated through an extensive professional improvement program representing more than $200,000 in upgrades, the estate blends impressive scale with beautifully refreshed interiors. Improvements include new flooring, two new HVAC systems, extensive plumbing and electrical updates, luxury kitchen enhancements, five updated bathrooms, resurfaced pool, fresh interior paint, designer lighting and chandeliers, refreshed landscaping and numerous additional improvements throughout. Designed for grand entertaining and effortless multigenerational living, the residence features six bedrooms and six-and-a-half baths, expansive formal and casual living and dining spaces, a large entertaining bar, auxiliary kitchen and a private casita with its own entrance. Three primary en suites provide exceptional flexibility, while the largest is a true retreat featuring separate baths and separate closets. From its expansive interiors and mature surroundings to its resort-style outdoor spaces and private guest accommodations, this is an estate of a caliber rarely available in such a coveted central location. This property is convenient to premier shopping, dining, medical centers and major highways and approximately three miles from San Antonio International Airport. An extraordinary residence, an irreplaceable setting and a rare opportunity to own a true San Antonio estate.

107 Chattington Ct, San Antonio

$950,000

4 Beds ⋅ 2 Baths ⋅ 2014615 MLS ⋅ ACTIVE Status

Welcome home to this stunning, fully remodeled Spanish Colonial Revival nestled in the heart of San Antonio's historic Monte Vista district. Set beneath mature oak trees, this move-in-ready gem showcases original hardwood floors throughout, a genuine Spanish clay tile roof, and classic arched windows framed by elegant wrought-iron Juliet balconies. Step inside to a light-filled living room anchored by a dramatic stucco fireplace, flowing seamlessly into a formal dining room crowned with a striking vaulted blue ceiling and wrought-iron chandelier. The fully updated kitchen is a true showpiece, featuring quartz countertops, custom cabinetry, and a hand-painted teal cement tile backsplash that adds artisan character without sacrificing function. A rare downstairs master suite offers a peaceful retreat with a spa-inspired en-suite bath, walk-through rain shower, and soaking tub beneath an original stained-glass window. Upstairs, generously sized bedrooms each bring their own personality, served by a beautifully tiled second bathroom. Outside, unwind by your very own Keith Zars heated pool and enjoy the relaxation offered by the spillover spa, ideal for year-round South Texas living, and enjoy the convenience of a detached two-car garage with extra storage. Tucked alongside the garage is an 11x8 bonus room on a slab foundation, already plumbed and wired with electricity, a fantastic opportunity to create a private casita, studio, or guest suite tailored to your needs. All this just minutes from the Deco District, Pearl, Brackenridge Park, the San Antonio Zoo, and downtown. A rare blend of timeless architecture and modern comfort - this is Monte Vista living at its finest. Schedule your private showing today!

339 W Hollywood Ave, San Antonio

$950,000

3 Beds ⋅ 4 Baths ⋅ 1964662 MLS ⋅ ACTIVE Status

Offering signature styled relaxed luxury, this SOJO Commons urban brownstone in the beloved Pearl District offers abundantly spectacular upgrades and design enhancements classically curated to create the ultimate lock and leave lifestyle. UNIT AMENITIES include a PRIVATE ELEVATOR, an INTIMATE ROOFTOP DECK WITH 360-DEGREE CITY VIEWS and a 2-CAR ATTACHED GARAGE. Culinary performance kitchen features quartz counters, oversized island, KitchenAid appliances including gas cooking and custom built-in pantry shelving. Stunning primary retreat with soothing spa quality bath that has quartz counters with dual vanities, large walk-in shower and custom designed concept closet. Each guest bedroom has an en-suite bath and walk-in closet. SOJO Commons provides two gated vehicular entrances, personal pedestrian access gates and private swimming pool with outdoor cabana and grilling station. Celebrate living moments from The Historic Pearl and famed San Antonio Riverwalk - a cultural mecca offering entertainment, hospitality, shopping and restaurants.

318 W Grayson Unit 203, San Antonio

$849,000

4 Beds ⋅ 4 Baths ⋅ 1993786 MLS ⋅ ACTIVE Status

Historic Grandeur Meets Modern Luxury in Monte Vista. Step into timeless elegance with this magnificent Spanish-Mediterranean estate in the coveted Monte Vista Historic Area. Perfectly situated on a beautifully landscaped quarter acre lot, this 5 bedroom, 3.5 bathroom sanctuary seamlessly blends architectural preservation with modern resort style amenities. The main residence showcases breathtaking historic craftsmanship, featuring pristine wood floors, hand-carved plaster walls, and a stunning solarium and entrance adorned with authentic Mission tile. The main living spaces represent master artistry, with hand-pitted plaster and stippled finishes designed to emulate genuine travertine stone blocks. The chef's kitchen is a model of functional design, a hidden island, massive pantry, travertine backsplash, dual Lazy Susans, and custom pull-out cookware storage. The primary suite features a versatile attached "sleeping porch," ideal for a private office, nursery, or custom dressing room. Downstairs, discover a massive 750 sqft walk-out basement equipped with a full bath, offering the ultimate setup for a media room or gym. Outside, your private oasis awaits with a sparkling saltwater pool, custom pergola, and a detached 2-car garage with electrical hookups. Mechanical: High-efficiency mini-split climate systems (cooling/heating/dehumidifying), full security system with cameras. Structure: Stucco-over-brick construction built on a reinforced concrete basement foundation resting on solid rock. Recent Updates: Half Bath Main Floor (2024), New roof (2021), new dishwasher (2021), new disposal, and gutters. Outdoor: Professionally graded backyard with advanced drainage systems.

141 E Magnolia Ave, San Antonio

$849,000

3 Beds ⋅ 4 Baths ⋅ 1992587 MLS ⋅ ACTIVE Status

SELLER IS READY FOR AN OFFER!! LET'S MAKE A DEAL!! Featuring relaxed luxury, this SOJO Commons urban brownstone in the beloved Pearl District delivers a sophisticated living experience classically designed for the ultimate lock-and-leave lifestyle. The culinary performance kitchen features quartz counters, an oversized island, KitchenAid appliances with gas cooking, and custom built-in pantry shelving. A stunning primary retreat is anchored by a spa-quality bath with quartz counters, dual vanities, a large walk-in shower, and a spacious custom concept closet. Each guest bedroom offers an en-suite bath and generous closet space. The unit includes an intimate rooftop deck with sweeping 360-degree city views and a 2-car attached garage. SOJO Commons provides two gated vehicular entrances, personal pedestrian access gates, and a private swimming pool with outdoor cabana and grilling station. Steps from the Historic Pearl and the famed San Antonio River Walk, residents of SOJO Commons enjoy easy access to some of the city's best restaurants, the popular Pullman Market, shopping, and more.

318 W Grayson St Unit 101, San Antonio

$835,000

3 Beds ⋅ 3 Baths ⋅ 1970010 MLS ⋅ PRICE CHANGE Status

An architectural gem in the heart of San Antonio, this refined residence blends historic charm with the modern sophistication today's luxury buyers expect. The stately 3-bedroom, 2.5-bath main home has been meticulously reimagined with exceptional craftsmanship and is accompanied by two additional living quarters located at the rear of the property. Inside, vaulted ceilings, heirloom-quality finishes, and custom cabinetry create a timeless setting. The chef's kitchen is both striking and functional, featuring hand-selected stone, high-end fixtures, and seamless cabinetry designed for elevated everyday living. Just off the main living area, a sunroom framed by exposed wooden beams and artisan tile serves as a year-round retreat, ideal for quiet mornings or refined entertaining. The upstairs primary suite offers a private escape, with a sculptural soaking tub, expansive walk-in shower, and custom built-ins that balance luxury with thoughtful design. Outdoor living takes center stage with a deep covered veranda overlooking a professionally landscaped backyard. A cascading waterfall flows into a glistening pool, framed by mature foliage for complete privacy and tranquility. A fully detached two-story guest house completes the estate, featuring two private bedrooms, two full bathrooms, and a full kitchen. Perfect for hosting extended family, accommodating staff, or generating income, this separate residence offers rare flexibility without compromising the integrity of the main home. Situated in a quiet residential enclave just minutes from The Pearl and San Antonio's cultural corridor, this legacy property in Olmos Park offers timeless architecture, exceptional craftsmanship, and a lifestyle rooted in privacy and prestige.

421 E Hildebrand, San Antonio

$740,000

5 Beds ⋅ 4 Baths ⋅ 1993140 MLS ⋅ PRICE CHANGE Status

Nestled on nearly half an acre in prestigious Castle Hills Estates, this beautifully updated 5-bedroom, 3.5-bath residence offers the perfect blend of luxury, comfort, and timeless charm. Featuring an open and light-filled floor plan, new flooring, fresh interior paint, updated kitchen countertops, and exceptional storage throughout, every detail has been thoughtfully designed. The spacious primary suite boasts separate his-and-her walk-in closets, while every bedroom features its own walk-in closet. Step outside to your private backyard retreat complete with a sparkling pool, covered patio, mature trees, and expansive outdoor living space. A circular driveway, cul-de-sac location, and one of San Antonio's most sought-after neighborhoods make this a truly rare opportunity. Beautifully updated, impeccably maintained, and impossible to replicate-this is a home you simply must experience in person.

211 Chattington Ct, San Antonio

$681,000

3 Beds ⋅ 3 Baths ⋅ 2018367 MLS ⋅ ACTIVE Status

This 106 year old home is nestled beneath mature trees in the heart of historic Monte Vista. Beautiful 1920's bungalow blends timeless San Antonio charm with modern comfort. A distinctive recessed covered front porch with low brick walls welcomes you featuring sweeping arches, decorative columns, arched French style doors, and ornamental ironwork Showcasing the homes unique character. Inside, enjoy high ceilings, rich wood floors, elegant chandeliers that convey, and an impressive oversized stone gas fireplace. The Stunning kitchen offers granite counters, a commercial grade gas range, pot filler, marble backsplash, farmhouse sink, and charming breakfast nook with built in cabinets. The spacious primary suite includes a sitting area with chandelier, while a secondary bedroom offers a private bath with zero threshold walk in shower. A large family room provides additional living and entertaining space with a decorative stone wall and cedar beams. Step out through the double doors onto the back deck leading you to the private backyard with a large in ground pool and plenty of space for entertaining. This home is located in a prime location near Trinity University, the airport, shopping, and dining and more, this one of a kind historic home is truly something special and a must see!

334 E Huisache Ave, San Antonio

$649,000

4 Beds ⋅ 3 Baths ⋅ 2013824 MLS ⋅ PRICE CHANGE Status

Castle Hills * 0.40-acre corner lot * In-ground pool * Rooftop patio * Vaulted ceilings * Pella windows * 3,257 sq ft * 4 beds * 2.5 baths Distinctive 1960s brick ranch character meets modern renovation in this two-story Castle Hills home on a spacious corner lot with mature trees. Set in the City of Castle Hills with a 78213 postal address, 209 Dandelion Ln offers 3,257 sq ft, 4 bedrooms, 2 full baths, 1 half bath, a side-entry 2-car garage, and flexible indoor-outdoor living. Light walls and wood-tone ceramic flooring create an easy flow through the main level, where the living room features whitewashed vaulted ceilings, wood propeller fans, a custom built-in media wall, and wet bar. The kitchen connects to casual and formal dining areas, with modern appliances that convey, custom finishes, and generous storage throughout. The main-level primary suite includes a cedar-lined walk-in closet and bath with a spa-style shower, river-rock tile details, and double vanity. A downstairs flex room, laundry room, and additional dining area add function, while upstairs bedrooms, a large bath, game/media/office room, and enclosed rooftop patio expand the layout. Outdoor spaces include mature landscaping, a covered patio, pool, generous lawn, jasmine-lined driveway wall, and an 8-foot privacy fence. Renovation and comfort features include Pella windows throughout, central air conditioning, an additional living-room mini-split, tankless water heater, and modern appliances.

209 Dandelion Ln, San Antonio

$575,000

4 Beds ⋅ 3 Baths ⋅ 2027180 MLS ⋅ NEW Status

For those who appreciate the timeless appeal of mid-century modern architecture, this designer-inspired residence is a rare find. Tastefully updated to celebrate its original character, this sprawling single-story home blends authentic period details with modern comforts. The versatile floor plan offers two spacious living areas, a formal dining room, and a second primary suite with an en-suite bath, ideal for guests or multigenerational living. Outdoors, a timeless oasis, covered patio, and gazebo create an inviting setting for entertaining. Thoughtful improvements include a metal roof, updated windows, electrical panels, 2 HVACs, solar panels, two tankless water heaters, and interior updates such as kitchen remodel, new vent hood and range, updated lighting, and plumbing fixtures. Conveniently located near Loop 410, shopping, and dining, this distinctive residence offers a wonderful combination of architectural character, modern functionality, and timeless style.

203 Herweck Dr, San Antonio

$575,000

5 Beds ⋅ 3 Baths ⋅ 1927062 MLS ⋅ ACTIVE Status

Charming Tobin Hill home just minutes from Downtown San Antonio! This spacious property offers 5 bedrooms and 2.5 baths, including an in-law suite and a private casita with its own full bathroom, ideal for multigenerational living or guest accommodations. Enjoy resort-style outdoor living with a gated pool, outdoor kitchen, and generous entertainment areas. A carport accommodating 3+ vehicles adds exceptional convenience. A rare opportunity to own a standout property in one of the city's most vibrant historic neighborhoods! The home also offers an automated gate around the home!

101 Upson, San Antonio

$531,900

3 Beds ⋅ 2 Baths ⋅ 2016965 MLS ⋅ ACTIVE Status

This home has been exquisitely and thoughtfully enhanced with extensive designer interior, exterior and outdoor living improvements that blend elevated design with functional upgrades throughout the property. Perfect home for entertaining family and friends with a well-appointed chef's kitchen complete with a new smart gas range. French doors open up to a backyard oasis, beautiful pool with two water spills, beach entry, built in bench, upper top deck, marble rock coping, LED color changing lighting, spa jets and expanded concrete decking! You don't want to miss this one!

125 Rilla Vista, San Antonio

$499,999

3 Beds ⋅ 3 Baths ⋅ 2016546 MLS ⋅ ACTIVE Status

***OPEN HOUSE: Sunday, Nov 1st, 1-3 pm*** Built in 1939 and extensively renovated in 2024 by CR Stone Construction, this single-story Craftsman seamlessly blends classic Beacon Hill character with the comfort of modern systems and quality construction. Every inch of the home and property has been thoughtfully updated, including a metal roof, foundation work, electrical, plumbing, sewer line, HVAC, tankless gas water heater, Level 5 walls, and gorgeous wood floors. The newly designed kitchen offers plenty of space for cooking and entertaining, with quartz countertops, custom cabinetry, gas cooktop, convection oven, built-in microwave, and a large island. The spacious dining room features beautiful Craftsman-style crown molding and a built-in hutch with glass-front cabinets. With three bedrooms and three full baths, the home offers a private primary suite and a secondary bedroom with an en-suite bath and walk-in closet, perfect for a second primary or guest suite. Outside, xeriscaping, turf, a cowboy pool, fully fenced yard, and open-sided garage create easy spaces for entertaining. This truly turnkey home is just minutes from the Blanco-Fulton roundabout, with vintage shopping and neighborhood gems like Beacon Hill Deli, Bright Coffee, and Copper Rose Wine. Beacon Hill's 3.5-acre linear park features paths, trails, and playgrounds as it winds through the neighborhood and connects to the community garden. With the projects already done, all that's left is to settle in and enjoy the character, comfort, and neighborhood lifestyle that make this home so special.

837 W Summit Ave, San Antonio

$399,999

4 Beds ⋅ 3 Baths ⋅ 2026853 MLS ⋅ NEW Status

Updated 4-bedroom, 2.5-bath home with 2,364 sq ft, backing to a peaceful greenbelt in a great San Antonio location! Features include luxury vinyl flooring, updated bathrooms, a kitchen with gas cooking, and a flexible bonus room ideal for an office, gym, or additional living space. The backyard offers a pool, pool house with half bath, and sprinkler system. Conveniently located near San Antonio International Airport, The Quarry, shopping, dining, and major highways. Great opportunity for a primary residence or investment property with short-term rental potential! Property currently operates under a City of San Antonio STR permit.

311 Waring Dr, San Antonio

$375,000

4 Beds ⋅ 2 Baths ⋅ 2022317 MLS ⋅ NEW Status

Fully renovated and move-in ready. 4 bedroom 2 bath with vinyl flooring and tile run throughout the home (no carpet). Updated island kitchen that opens to a large living room and dining area. Large laundry room off of the kitchen. Sitting on a quarter-acre lot, the expansive backyard features a huge covered patio, fenced-in pool, and mature landscaping. Currently operating as an income-producing Airbnb. Great investment opportunity or turnkey and ready for move-in as your primary residence! Roof replaced in 2020, pool replastered in 2020, triple pane windows in 2021. Easy access to 410, 281, and i10. Close proximity to Northstar Mall, the Quarry, Castle Hills, and easy drive to the Pearl and downtown.

307 Montfort, San Antonio

$284,999

3 Beds ⋅ 2 Baths ⋅ 2015615 MLS ⋅ ACTIVE Status

This single-story San Antonio home features 16 solar panels, an above-ground pool, a 6-person hot tub, and no HOA, complemented by extensive recent improvements throughout. Major updates include a Daikin multi-stage HVAC system installed in 2023 with a wireless thermostat, a 2021 water heater, new subfloor with luxury vinyl plank flooring, recessed lighting, updated ceiling fans, and completed foundation repairs with a 15-year warranty. Impressive curb appeal leads to a spacious driveway and 2-car tandem carport with front and rear swing gates. Inside, the open floor plan offers no carpet and a fresh, modern feel. The updated kitchen features stainless steel appliances, open shelving, an induction range, over the range microwave, dishwasher, and a brand new Samsung French door refrigerator. Fully renovated bathrooms are finished with updated tile and vanities. The outdoor space is enhanced by a pergola seating area, storage shed, installed security cameras, and a new pool pump motor. With numerous updates already completed and inviting spaces inside and out, this property combines modern finishes, functionality, and outdoor living.

1026 W Lynwood Ave, San Antonio

$275,000

3 Beds ⋅ 2 Baths ⋅ 2009204 MLS ⋅ ACTIVE Status

A unique opportunity for a buyer ready to restore and personalize a home filled with character and situated on nearly half an acre. This distinctive 1950 residence sits on a spacious corner lot surrounded by mature trees and features three bedrooms, two bathrooms, original hardwood floors, Saltillo tile, colorful decorative tilework, dual fireplaces, French doors opening to the family room, and a dedicated home office. A detached workshop with electricity and plumbing offers flexible space for hobbies, a creative studio, or storage. The existing in-ground pool has been empty for several years, is non-operational, and will require removal or substantial renovation. Centrally located near San Pedro Golf Course, Olmos Basin, North Star Mall, Loop 410, and Highway 281.

102 Audrey Alene Dr, San Antonio

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