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$3,400,000

Nestled in the heart of Olmos Park, this iconic 1929 rock Tudor estate is one of the community's most recognized and admired homes. Set on a lush lot with park-like grounds, the estate offers approximately 7,500 square feet of extraordinary living space filled with timeless craftsmanship and grand proportions. A dramatic foyer welcomes you with soaring ceilings, a sweeping staircase, stained glass windows, and heavy pointed arched wood doors adorned with original hardware. The main level is designed for both elegant entertaining and comfortable daily living, featuring a magnificent formal dining room, an exquisite formal living room, a richly paneled study and a spacious den with a full wet bar and walls of windows overlooking the grounds. Additionally, the chef's beautiful island kitchen opens to a charming breakfast room which serves as the heart of the home. Beyond the kitchen, the first-floor amenities include a game room, private guest suite with full bath, secondary office, expansive laundry room, flex space ideal for an exercise or craft room, and two powder baths. Upstairs, the remarkable primary suite is a true retreat, complete with a gracious sitting room, two oversized walk-in closets, and a luxurious bath. Three additional generously sized bedrooms and an elevator provide exceptional comfort and convenience. The grounds are equally impressive, featuring multiple patios, a grand fountain and a covered outdoor kitchen fully equipped for entertaining. A life-size chess board and a whimsical two-story rock playhouse-every child's dream-invite endless outdoor enjoyment. A rare opportunity to own one of Olmos Park's most beloved and distinguished estates, where historic elegance and modern livability come together in unforgettable fashion.

5 Beds ⋅ 6 Baths ⋅ 1968537 MLS ⋅ ACTIVE Status

Nestled in the heart of Olmos Park, this iconic 1929 rock Tudor estate is one of the community's most recognized and admired homes. Set on a lush lot with park-like grounds, the estate offers approximately 7,500 square feet of extraordinary living space filled with timeless craftsmanship and grand proportions. A dramatic foyer welcomes you with soaring ceilings, a sweeping staircase, stained glass windows, and heavy pointed arched wood doors adorned with original hardware. The main level is designed for both elegant entertaining and comfortable daily living, featuring a magnificent formal dining room, an exquisite formal living room, a richly paneled study and a spacious den with a full wet bar and walls of windows overlooking the grounds. Additionally, the chef's beautiful island kitchen opens to a charming breakfast room which serves as the heart of the home. Beyond the kitchen, the first-floor amenities include a game room, private guest suite with full bath, secondary office, expansive laundry room, flex space ideal for an exercise or craft room, and two powder baths. Upstairs, the remarkable primary suite is a true retreat, complete with a gracious sitting room, two oversized walk-in closets, and a luxurious bath. Three additional generously sized bedrooms and an elevator provide exceptional comfort and convenience. The grounds are equally impressive, featuring multiple patios, a grand fountain and a covered outdoor kitchen fully equipped for entertaining. A life-size chess board and a whimsical two-story rock playhouse-every child's dream-invite endless outdoor enjoyment. A rare opportunity to own one of Olmos Park's most beloved and distinguished estates, where historic elegance and modern livability come together in unforgettable fashion.

604 E Olmos, San Antonio

$2,975,000

Step into classic elegance and refined comfort with this beautifully maintained stone residence located on a prestigious street in the picturesque city of Olmos Park. Blending old-world craftsmanship with modern updates, this home exudes warmth and sophistication at every turn offering four spacious bedrooms with private ensuite baths, plus two additional powder rooms. The inviting entryway features Redondo tile floors, leading into bright living spaces with original hardwood floors that highlight the home's character and charm. A major renovation brought thoughtful updates, including a chef-inspired kitchen, a luxurious primary suite with a beautifully updated bathroom, and stylish casement and radius windows that provide natural light into the residence. The residence lends itself to effortless entertainment both inside and in the private backyard complete with a pebble-finished swimming pool. The circular driveway offers both convenience and curb appeal. Notable features include a new roof (2020), expansive utility and storage spaces, and impeccable upkeep throughout. This remarkable residence marries timeless historic charm with modern comfort - a rare opportunity in an exceptional neighborhood zoned to sought after Alamo Heights schools.

4 Beds ⋅ 6 Baths ⋅ 1949324 MLS ⋅ ACTIVE Status

Step into classic elegance and refined comfort with this beautifully maintained stone residence located on a prestigious street in the picturesque city of Olmos Park. Blending old-world craftsmanship with modern updates, this home exudes warmth and sophistication at every turn offering four spacious bedrooms with private ensuite baths, plus two additional powder rooms. The inviting entryway features Redondo tile floors, leading into bright living spaces with original hardwood floors that highlight the home's character and charm. A major renovation brought thoughtful updates, including a chef-inspired kitchen, a luxurious primary suite with a beautifully updated bathroom, and stylish casement and radius windows that provide natural light into the residence. The residence lends itself to effortless entertainment both inside and in the private backyard complete with a pebble-finished swimming pool. The circular driveway offers both convenience and curb appeal. Notable features include a new roof (2020), expansive utility and storage spaces, and impeccable upkeep throughout. This remarkable residence marries timeless historic charm with modern comfort - a rare opportunity in an exceptional neighborhood zoned to sought after Alamo Heights schools.

227 Devine Rd, San Antonio

$1,585,000

* 3970 Sq. Ft. * Perfectly positioned in prestigious Olmos Park, this timeless French Country-inspired residence offers an extraordinary blend of classic architecture and modern luxury. Nestled among mature trees, the home feels like a private treehouse retreat, with an abundance of natural light pouring through expansive windows and serene views from nearly every room. Originally built in 1928, this home is rich in character and architectural charm while featuring beautifully curated updates throughout. The heart of the home is the stunning chef's kitchen, complete with a coveted La Cornue gas range, farmhouse sink, honed marble countertops, and exceptional custom cabinetry. An oversized butler's pantry, spacious utility room, and additional walk-in storage provide both beauty and functionality. The main level offers two inviting living spaces designed for everyday living and effortless entertaining. Upstairs, the vaulted primary suite serves as a peaceful retreat, accompanied by four additional bedrooms and a spacious game room filled with natural light. Every detail reflects warmth, elegance, and timeless style. Homes of this caliber, in this exceptional location, are a rare opportunity. Experience the charm, craftsmanship, and lifestyle this remarkable Olmos Park residence has to offer.

5 Beds ⋅ 5 Baths ⋅ 2001559 MLS ⋅ ACTIVE Status

* 3970 Sq. Ft. * Perfectly positioned in prestigious Olmos Park, this timeless French Country-inspired residence offers an extraordinary blend of classic architecture and modern luxury. Nestled among mature trees, the home feels like a private treehouse retreat, with an abundance of natural light pouring through expansive windows and serene views from nearly every room. Originally built in 1928, this home is rich in character and architectural charm while featuring beautifully curated updates throughout. The heart of the home is the stunning chef's kitchen, complete with a coveted La Cornue gas range, farmhouse sink, honed marble countertops, and exceptional custom cabinetry. An oversized butler's pantry, spacious utility room, and additional walk-in storage provide both beauty and functionality. The main level offers two inviting living spaces designed for everyday living and effortless entertaining. Upstairs, the vaulted primary suite serves as a peaceful retreat, accompanied by four additional bedrooms and a spacious game room filled with natural light. Every detail reflects warmth, elegance, and timeless style. Homes of this caliber, in this exceptional location, are a rare opportunity. Experience the charm, craftsmanship, and lifestyle this remarkable Olmos Park residence has to offer.

137 Park Dr, San Antonio

$1,498,000

Set beneath a canopy of mature trees in an established, tree-lined Central San Antonio neighborhood, 103 Park Hill Dr offers exceptional privacy, distinctive architecture, and convenient access to the city's dining, shopping, business, and entertainment destinations. The stone exterior, arched windows, red-tile roof, gated grounds, and landscaped setting create an unforgettable first impression. Inside, hardwood floors, detailed millwork, elegant fireplaces, graceful archways, and a wrought-iron staircase showcase the home's timeless character. Generous living and dining areas flow into an expansive kitchen with abundant cabinetry, professional-style appliances, and ample room for gathering and entertaining. A dedicated office with its own private entrance provides valuable flexibility for working from home, meeting with clients, operating a private studio, or creating a separate professional space without disrupting the main residence. One of the property's signature features is the remarkable wine basement, where stone walls, exposed beams, custom wine storage, and comfortable lounge areas create an intimate setting for tastings, conversation, and memorable evenings. The spacious primary suite offers abundant natural light and a spa-inspired bath with a soaking tub, glass-enclosed shower, and generous vanity space. Covered patios, an outdoor kitchen, stone courtyards, lush lawns, and mature trees extend the living and entertaining spaces outdoors. With its central location, private office entrance, distinctive wine basement, architectural craftsmanship, and expansive grounds, this is a rare San Antonio property that must be experienced in person. Schedule a private showing to explore everything this exceptional home has to offer.

4 Beds ⋅ 5 Baths ⋅ 2012037 MLS ⋅ PRICE CHANGE Status

Set beneath a canopy of mature trees in an established, tree-lined Central San Antonio neighborhood, 103 Park Hill Dr offers exceptional privacy, distinctive architecture, and convenient access to the city's dining, shopping, business, and entertainment destinations. The stone exterior, arched windows, red-tile roof, gated grounds, and landscaped setting create an unforgettable first impression. Inside, hardwood floors, detailed millwork, elegant fireplaces, graceful archways, and a wrought-iron staircase showcase the home's timeless character. Generous living and dining areas flow into an expansive kitchen with abundant cabinetry, professional-style appliances, and ample room for gathering and entertaining. A dedicated office with its own private entrance provides valuable flexibility for working from home, meeting with clients, operating a private studio, or creating a separate professional space without disrupting the main residence. One of the property's signature features is the remarkable wine basement, where stone walls, exposed beams, custom wine storage, and comfortable lounge areas create an intimate setting for tastings, conversation, and memorable evenings. The spacious primary suite offers abundant natural light and a spa-inspired bath with a soaking tub, glass-enclosed shower, and generous vanity space. Covered patios, an outdoor kitchen, stone courtyards, lush lawns, and mature trees extend the living and entertaining spaces outdoors. With its central location, private office entrance, distinctive wine basement, architectural craftsmanship, and expansive grounds, this is a rare San Antonio property that must be experienced in person. Schedule a private showing to explore everything this exceptional home has to offer.

103 Park Hill Dr, San Antonio

$1,225,000

Your jaw will hit. the. floor. upon touring this Olmos Park gem! Originally built by H.C. Thorman in the 1930s and thoughtfully updated by HGTV's Kim Wolfe in 2022. Featuring unsurpassed design & luxury, with "high-end everything!" The hidden 1st floor primary suite is the perfect place to unwind. It features floor-to-ceiling handmade European tile, a double vanity with quartz counters and California closet system. Luxury details, like an ILVE Majestic freestanding gas range, White Rhino marble counters and custom cabinetry pop in the elegant eat-in kitchen. Designer wallpaper, lighting, and Farrow & Ball paint seamlessly blend throughout the house. A metal roof, beautiful landscaping, new wood privacy fence + two car garage anchor the outdoors. It's basically a newer house inside a historic footprint (newer plumbing, electrical, HVAC, etc); you won't be disappointed! Conveniently located in Olmos Park's private city limits (Alamo Heights ISD), yet minutes from major highways, downtown, and the medical center. Everything is ready--press the "easy button" and move-in today!

4 Beds ⋅ 4 Baths ⋅ 2013023 MLS ⋅ PRICE CHANGE Status

Your jaw will hit. the. floor. upon touring this Olmos Park gem! Originally built by H.C. Thorman in the 1930s and thoughtfully updated by HGTV's Kim Wolfe in 2022. Featuring unsurpassed design & luxury, with "high-end everything!" The hidden 1st floor primary suite is the perfect place to unwind. It features floor-to-ceiling handmade European tile, a double vanity with quartz counters and California closet system. Luxury details, like an ILVE Majestic freestanding gas range, White Rhino marble counters and custom cabinetry pop in the elegant eat-in kitchen. Designer wallpaper, lighting, and Farrow & Ball paint seamlessly blend throughout the house. A metal roof, beautiful landscaping, new wood privacy fence + two car garage anchor the outdoors. It's basically a newer house inside a historic footprint (newer plumbing, electrical, HVAC, etc); you won't be disappointed! Conveniently located in Olmos Park's private city limits (Alamo Heights ISD), yet minutes from major highways, downtown, and the medical center. Everything is ready--press the "easy button" and move-in today!

434 Thelma Dr, San Antonio

$950,000

This stunning Olmos Park home features luxury finishes, and a main floor primary suite, while maintaining its historic charm. Built in 1940, the original wood floors and light fixtures provide a warm welcome to your new home, which has been completely rejuvenated with an outstanding layout. The new custom kitchen cabinets and vent hood match the history of the home, while combining with new appliances, countertops and a massive hidden pantry to complete a jaw-dropping space for your family. The large living and dining rooms are perfect for entertaining. The crown jewel of the property may be the enormous main floor primary suite. Complete with an oversized en suite, the space also comes complete with two walk-in closets - the second of which also has a "hidden" storage area that could be perfect for a safe. Upstairs, you'll find a flex space which features a second laundry closet, along with three large bedrooms. One features a second en suite, while the other two share an adorable "Jack & Jill" bathroom. Outside, you'll find a brand new 8-foot privacy fence, fully enclosing the backyard. The nearly 300-square foot casita features a full kitchen and bathroom, perfect for relatives, separate office space, or a future pool house. The entire property features new landscaping throughout. The attached porte cochere is also new, highlighting a massive driveway which easily accommodates 7 vehicles. Welcome home!

4 Beds ⋅ 4 Baths ⋅ 1965035 MLS ⋅ ACTIVE Status

This stunning Olmos Park home features luxury finishes, and a main floor primary suite, while maintaining its historic charm. Built in 1940, the original wood floors and light fixtures provide a warm welcome to your new home, which has been completely rejuvenated with an outstanding layout. The new custom kitchen cabinets and vent hood match the history of the home, while combining with new appliances, countertops and a massive hidden pantry to complete a jaw-dropping space for your family. The large living and dining rooms are perfect for entertaining. The crown jewel of the property may be the enormous main floor primary suite. Complete with an oversized en suite, the space also comes complete with two walk-in closets - the second of which also has a "hidden" storage area that could be perfect for a safe. Upstairs, you'll find a flex space which features a second laundry closet, along with three large bedrooms. One features a second en suite, while the other two share an adorable "Jack & Jill" bathroom. Outside, you'll find a brand new 8-foot privacy fence, fully enclosing the backyard. The nearly 300-square foot casita features a full kitchen and bathroom, perfect for relatives, separate office space, or a future pool house. The entire property features new landscaping throughout. The attached porte cochere is also new, highlighting a massive driveway which easily accommodates 7 vehicles. Welcome home!

102 Luther Dr, San Antonio

$925,000

Situated in desirable Olmos Park within AHISD, this single-story residence features a charming stone exterior, a fantastic layout, and character-rich architectural details. Beautiful original hardwood floors anchor the front living area, complete with a cozy wood-burning fireplace, and extend into the formal dining room. Wood-paneled ceilings add unique detail throughout, flowing into a bright, freshly painted family room overlooking the private backyard. The interior includes multiple bedrooms, a dedicated home office, and a grand primary suite with ample room for a sitting area. The garage has been previously converted into a large storage area, offering great utility as-is or the easy opportunity to convert back to a functional garage based on your preference. Out back, the large yard offers plenty of room to relax or entertain. Featuring a proven footprint in a prime location, this property presents the perfect canvas for your updates and design vision.

3 Beds ⋅ 2 Baths ⋅ 2018216 MLS ⋅ NEW Status

Situated in desirable Olmos Park within AHISD, this single-story residence features a charming stone exterior, a fantastic layout, and character-rich architectural details. Beautiful original hardwood floors anchor the front living area, complete with a cozy wood-burning fireplace, and extend into the formal dining room. Wood-paneled ceilings add unique detail throughout, flowing into a bright, freshly painted family room overlooking the private backyard. The interior includes multiple bedrooms, a dedicated home office, and a grand primary suite with ample room for a sitting area. The garage has been previously converted into a large storage area, offering great utility as-is or the easy opportunity to convert back to a functional garage based on your preference. Out back, the large yard offers plenty of room to relax or entertain. Featuring a proven footprint in a prime location, this property presents the perfect canvas for your updates and design vision.

438 Paseo Encinal St, San Antonio

$899,900

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.

3 Beds ⋅ 3 Baths ⋅ 1970010 MLS ⋅ ACTIVE 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

$878,000

Mid-century home set within the quiet, established fabric of Olmos Park and zoned to Alamo Heights ISD - where space, privacy, and flexibility align across an expansive lot. The main residence offers three bedrooms and two bathrooms, arranged with a practical, intuitive flow. Natural light carries through the interiors, with living spaces opening outward to the grounds, allowing the home to extend beyond its walls in a way true to its era. The lot defines the experience. Generous in scale, it allows for expansion, reconfiguration, or preservation as open space. Mature surroundings frame the property, creating a sense of separation that is increasingly difficult to replicate. A 560-sqft detached guest house introduces a second layer of utility - well suited for visitors, or workspace - complete with a full bath, kitchen, and laundry area, and positioned to function without disrupting the privacy of the main residence. Set within one of the area's most consistent and sought-after neighborhoods, 501 Thelma Dr presents a direct proposition: land, location, and optionality.

3 Beds ⋅ 2 Baths ⋅ 1948174 MLS ⋅ ACTIVE Status

Mid-century home set within the quiet, established fabric of Olmos Park and zoned to Alamo Heights ISD - where space, privacy, and flexibility align across an expansive lot. The main residence offers three bedrooms and two bathrooms, arranged with a practical, intuitive flow. Natural light carries through the interiors, with living spaces opening outward to the grounds, allowing the home to extend beyond its walls in a way true to its era. The lot defines the experience. Generous in scale, it allows for expansion, reconfiguration, or preservation as open space. Mature surroundings frame the property, creating a sense of separation that is increasingly difficult to replicate. A 560-sqft detached guest house introduces a second layer of utility - well suited for visitors, or workspace - complete with a full bath, kitchen, and laundry area, and positioned to function without disrupting the privacy of the main residence. Set within one of the area's most consistent and sought-after neighborhoods, 501 Thelma Dr presents a direct proposition: land, location, and optionality.

501 Thelma Dr, San Antonio

$430,000

Welcome to fabulous Olmos Park and discover this hidden gem of a city ensconced in the middle of it all! This charming town is noted for its park-like setting, tree-lined streets and large estates along with this coveted tiny enclave of townhomes with NO HOA! Children in Olmos Park attend the highly-rated Alamo Heights Public Schools, with bus service to Howard Early Childhood Center directly on Thelma Dr. Located just one block east of McCullough Ave you'll experience convenient access to charming restaurants, shopping, recreation at Olmos Basin Park and stimulating lectures, theater & concerts open to the public at nearby Trinity University. Clerestory Windows are a Highlight and provide a Sun-Lit & Cheery Interior to the Heart of the Home. This Property has Great Flow and was Built for Entertaining with High Ceilings, Floating Staircase, Cozy Fireplace, Wet Bar and Open Living, Dining & Kitchen. The Formal Dining is Large Enough for a Table for Ten with Built-In China Cabinet & Drawers and Features its Own AC! The Large Open Kitchen Boasts a Breakfast Bar, Stainless Steel Appliances and Ample Cabinetry. Spacious Primary Bedroom Downstairs features a Fireplace, Sitting Area, Double Vanity, Walk-In Shower & Huge Closet! 2 Generous-Sized Upstairs Bedrooms share a Hall Bath with Double Vanity and Tile Surround Tub. The Popcorn Ceilings have been Removed and provide an open canvas to add your own personal finishes. The home has 4 AC Units (Downstairs, Dining, Upstairs & Garage for the Hobby Enthusiast). Oversized 2 Car Rear Entry Garage & 1 Car Parking in front of Unit. Back Alley Trash Collection included in City of Olmos Park Property Tax. Kitchen Refrigerator, Garage Freezer, Washer & Dryer Convey. This is your entry into THE MOST sought-after neighborhood at half the price of a similar-sized single family detached home! Don't wait.

3 Beds ⋅ 3 Baths ⋅ 2016245 MLS ⋅ NEW Status

Welcome to fabulous Olmos Park and discover this hidden gem of a city ensconced in the middle of it all! This charming town is noted for its park-like setting, tree-lined streets and large estates along with this coveted tiny enclave of townhomes with NO HOA! Children in Olmos Park attend the highly-rated Alamo Heights Public Schools, with bus service to Howard Early Childhood Center directly on Thelma Dr. Located just one block east of McCullough Ave you'll experience convenient access to charming restaurants, shopping, recreation at Olmos Basin Park and stimulating lectures, theater & concerts open to the public at nearby Trinity University. Clerestory Windows are a Highlight and provide a Sun-Lit & Cheery Interior to the Heart of the Home. This Property has Great Flow and was Built for Entertaining with High Ceilings, Floating Staircase, Cozy Fireplace, Wet Bar and Open Living, Dining & Kitchen. The Formal Dining is Large Enough for a Table for Ten with Built-In China Cabinet & Drawers and Features its Own AC! The Large Open Kitchen Boasts a Breakfast Bar, Stainless Steel Appliances and Ample Cabinetry. Spacious Primary Bedroom Downstairs features a Fireplace, Sitting Area, Double Vanity, Walk-In Shower & Huge Closet! 2 Generous-Sized Upstairs Bedrooms share a Hall Bath with Double Vanity and Tile Surround Tub. The Popcorn Ceilings have been Removed and provide an open canvas to add your own personal finishes. The home has 4 AC Units (Downstairs, Dining, Upstairs & Garage for the Hobby Enthusiast). Oversized 2 Car Rear Entry Garage & 1 Car Parking in front of Unit. Back Alley Trash Collection included in City of Olmos Park Property Tax. Kitchen Refrigerator, Garage Freezer, Washer & Dryer Convey. This is your entry into THE MOST sought-after neighborhood at half the price of a similar-sized single family detached home! Don't wait.

508 Thelma Dr, San Antonio