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$3,420,000

This timeless Olmos Park estate is perfectly nestled on the prestigious Contour Drive and offers an extraordinary blend of elegance, privacy and resort style living just moments from downtown San Antonio. Nestled behind a stately private gate, this property immediately unveils its beauty and grandeur! Park-like grounds are adorned with towering mature trees, lush landscaping and vibrant seasonal blooms, creating a breathtaking botanical setting that feels both serene and sophisticated. A pair of stately wood double doors welcomes you into a grand foyer that sets the tone for the home's refined interior. Expansive rooms, soaring ceilings and walls of windows with transoms flood the spaces with natural light creating a warm and inviting ambiance ideal for both grand entertaining and everyday living. The great room is thoughtfully designed for gatherings of any scale while maintaining an intimate, comfortable feel. This impressive space combines a spacious living area, full-service bar, temperature-controlled wine cellar and relaxed dining area. The chef's island kitchen is as functional as it is beautiful. The kitchen boasts premium Wolf, Thermador, and Asko appliances, gas cooking, custom furniture-style cabinetry, abundant workspace and an oversized breakfast bar. A separate, formal dining room is complete with an adjacent butler's pantry and provides the perfect setting for refined holiday dinners and elegant celebrations. The private primary wing offers the utmost privacy. Beyond a set of double doors lies the grand primary suite, reminiscent of a luxury boutique retreat. This oversized sanctuary boasts serene views of the pool and lush backyard, a sitting area and dual custom wardrobe rooms, one featuring an oversized packing island and extensive custom shelving and drawers. The spa-inspired bath offers dual vanities, a soaking tub, and a spacious walk-in shower. Completing the main level is a handsome private study with walls of custom built-ins and bookshelves, multiple walk-in storage closets and a secondary bedroom suite. Two staircases lead to the expansive second level, where four generously sized bedroom suites and a grand game room with Juliet balconies overlook the stunning grounds. Outdoors the estate truly shines as a year-round retreat. One of two spacious covered patios features a wood-burning fireplace and gas lanterns creating a resort style ambiance. The second patio features decorative tile backsplashes and a fully equipped outdoor kitchen complete with a DCS grill, Sub-Zero mini refrigerator and space for dining. The sparkling pool, highlighted by a dramatic two story waterfall serves as the centerpiece of the backyard oasis. Flagstone steps lead to an elevated spa overlooking the pool and patios. The idyllic setting welcomes relaxing evenings under the stars. Lush lawns provide room for leisure and play and a dedicated dog run adds convenience for pets. The property includes a well for irrigation! The oversized three car garage features epoxy flooring, a storage room and a temperature-controlled workshop with a built-in gun room. Experience extraordinary living in one of San Antonio's most coveted neighborhoods, surrounded by luxury boutiques, fine dining and much more.

6 Beds ⋅ 7 Baths ⋅ 1945648 MLS ⋅ PRICE CHANGE Status

This timeless Olmos Park estate is perfectly nestled on the prestigious Contour Drive and offers an extraordinary blend of elegance, privacy and resort style living just moments from downtown San Antonio. Nestled behind a stately private gate, this property immediately unveils its beauty and grandeur! Park-like grounds are adorned with towering mature trees, lush landscaping and vibrant seasonal blooms, creating a breathtaking botanical setting that feels both serene and sophisticated. A pair of stately wood double doors welcomes you into a grand foyer that sets the tone for the home's refined interior. Expansive rooms, soaring ceilings and walls of windows with transoms flood the spaces with natural light creating a warm and inviting ambiance ideal for both grand entertaining and everyday living. The great room is thoughtfully designed for gatherings of any scale while maintaining an intimate, comfortable feel. This impressive space combines a spacious living area, full-service bar, temperature-controlled wine cellar and relaxed dining area. The chef's island kitchen is as functional as it is beautiful. The kitchen boasts premium Wolf, Thermador, and Asko appliances, gas cooking, custom furniture-style cabinetry, abundant workspace and an oversized breakfast bar. A separate, formal dining room is complete with an adjacent butler's pantry and provides the perfect setting for refined holiday dinners and elegant celebrations. The private primary wing offers the utmost privacy. Beyond a set of double doors lies the grand primary suite, reminiscent of a luxury boutique retreat. This oversized sanctuary boasts serene views of the pool and lush backyard, a sitting area and dual custom wardrobe rooms, one featuring an oversized packing island and extensive custom shelving and drawers. The spa-inspired bath offers dual vanities, a soaking tub, and a spacious walk-in shower. Completing the main level is a handsome private study with walls of custom built-ins and bookshelves, multiple walk-in storage closets and a secondary bedroom suite. Two staircases lead to the expansive second level, where four generously sized bedroom suites and a grand game room with Juliet balconies overlook the stunning grounds. Outdoors the estate truly shines as a year-round retreat. One of two spacious covered patios features a wood-burning fireplace and gas lanterns creating a resort style ambiance. The second patio features decorative tile backsplashes and a fully equipped outdoor kitchen complete with a DCS grill, Sub-Zero mini refrigerator and space for dining. The sparkling pool, highlighted by a dramatic two story waterfall serves as the centerpiece of the backyard oasis. Flagstone steps lead to an elevated spa overlooking the pool and patios. The idyllic setting welcomes relaxing evenings under the stars. Lush lawns provide room for leisure and play and a dedicated dog run adds convenience for pets. The property includes a well for irrigation! The oversized three car garage features epoxy flooring, a storage room and a temperature-controlled workshop with a built-in gun room. Experience extraordinary living in one of San Antonio's most coveted neighborhoods, surrounded by luxury boutiques, fine dining and much more.

829 Contour Drive, San Antonio

$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

$1,528,000

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 ⋅ ACTIVE 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

$1,250,000

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 ⋅ NEW 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