Historic Homes for Sale in Alamo Heights

$995,000
4 Beds 3 Baths 2000834 MLS NEW Status
Nestled in the heart of Alamo Heights, this exceptional 1932 cottage seamlessly blends timeless character with sophisticated modern design. Reimagined with a stunning 2022 addition by acclaimed local architect Danny Long, partner at Chesney Morales Architects, the home preserves its original charm while offering every luxury expected for today's lifestyle. The main house features 4 bedrooms and 3 beautifully appointed bathrooms across 2,416 square feet, complemented by a thoughtfully designed 506-square-foot casita complete with a full bath, kitchenette, bunk room, and home gym, perfect for guests, multigenerational living, or a private retreat. Every detail has been carefully curated. Rich hardwood floors flow throughout the home, accented by original millwork, restored glass door hardware, and custom millwork that seamlessly connects the historic cottage with its contemporary addition. Designer lighting, striking custom steel stair railings, custom steel front entry doors, tongue-and-groove ceilings in the kitchen and dining area, and elegant marble bathrooms showcase the exceptional craftsmanship found throughout. The private primary suite features custom wall paneling, creating a warm and refined retreat. Designed for both everyday living and entertaining, the kitchen is equipped with premium BlueStar appliances, including a professional-grade range and refrigerator. A standing seam metal roof installed in 2022, a concrete pier foundation leveled in 2024, and modern board-formed concrete detailing at the front porch reflect the home's quality construction and enduring design. One of the home's most charming surprises is a hidden "secret" kids' room tucked behind the laundry room, complete with whimsical wallpaper. A magical space that adds personality and imagination. Step outside to your own private outdoor retreat. Completed in 2023, the sparkling pool features a Baja shelf, spa, water features, and app-controlled automation for lighting, temperature, and operation. A covered outdoor living area with a fireplace overlooks the beautifully landscaped backyard, where Trex composite decking, low-maintenance turf, custom steel planters, and a six-foot privacy fence create an inviting space for year-round enjoyment. The casita's custom bar window opens directly to the pool, making entertaining effortless. A rare opportunity to own an architect-designed home where historic charm, modern luxury, and exceptional craftsmanship come together in one beautiful property.

247 Montclair St, San Antonio

$1,100,000
5 Beds 4 Baths 2000588 MLS ACTIVE Status
Set beneath a canopy of mature oaks on one of Alamo Heights' most picturesque streets, 258 Tuxedo Ave masterfully blends the timeless character of a 1935 stone cottage with the sophistication and comfort of modern living. Thoughtfully expanded and beautifully reimagined, this exceptional residence offers an elevated lifestyle in one of San Antonio's most coveted neighborhoods. The home's iconic stone facade and arched entry introduce interiors rich in warmth, architectural detail, and refined craftsmanship. Designed for both everyday living and effortless entertaining, the floorplan features multiple living and dining spaces, a luxurious main-level primary suite with spa-inspired bath and generous closet accommodations, and an open-concept kitchen appointed with gas cooking, center island, and stainless steel appliances. A standout feature rarely found at this price point is the temperature-controlled wine cellar complemented by a stylish wet bar-creating the perfect backdrop for intimate gatherings or larger-scale entertaining. Upstairs, secondary bedroom suites feature vaulted ceilings, custom built-ins, and flexible spaces ideal for guests, family living, or a dedicated home office. Outside, professionally curated landscaping, native plantings, mature trees, and a charming flagstone walkway create an inviting sense of arrival. A gated driveway and detached two-car garage provide both privacy and convenience, while the low-maintenance backyard offers a peaceful retreat for quiet mornings or evening relaxation. Situated within the heart of Alamo Heights, residents enjoy nearby amenities to neighborhood parks, local cafes, boutiques, and highly regarded Alamo Heights ISD schools, while remaining just minutes from The Pearl, Broadway corridor dining, and Downtown San Antonio.

258 Tuxedo Ave, San Antonio

$1,250,000
3 Beds 4 Baths 1953794 MLS ACTIVE Status
This historic Alamo Heights home sits on one of the highest points in '09 and was built to last. Enjoy year-round breezes and sunrise views every morning at the "height" of Alamo Heights. Mixing 1920s character with today's updates creates a seamless story of high-end touches and compelling architecture. Each room effortlessly flows with a traditional floor plan, rotating around a central staircase. Its striking curb appeal starts with a strong red brick exterior, original wood windows, slate roof, and massive yards. The custom kitchen boasts of floor-to-ceiling Zellige tile, modern appliances, custom cabinetry, and an eat-in banquette. A 1st floor powder room and bonus office/library flow to the living and dining rooms. Upstairs, the bedrooms are accessed from a central landing. A spacious primary suite includes built-ins and closets (with laundry). Its spa-like bath showcases a double vanity and handmade tiled shower. Two period guest baths each contain a tub/shower, adjacent to the bedrooms. A former sleeping porch was transformed to a joyful playroom, ensuite to the guest bedrooms. Outside, a farmhouse-style detached two car garage includes additional storage (342 sf). A portion of the back yard is fully-fenced; don't miss the detached storage sheds, vegetable garden, and practical porte cochere. Centrally located and seconds from extra protection at Alamo Heights City Hall (private Fire/EMS/Police station). Easily walk to shopping, dining, and Cambridge Elementary--plus only minutes from downtown SA and major thoroughfares.

110 Henderson St, San Antonio

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Discover These Historic Homes for Sale in Alamo Heights

Step into timeless elegance with our curated selection of historic homes in the prestigious Alamo Heights neighborhood. Nestled in the heart of San Antonio, these properties blend classic architecture with modern comforts, offering unique charm and rich heritage. From grand estates to cozy bungalows, each home showcases original details like hardwood floors, vintage fixtures, and spacious lots, all within a vibrant community known for top-rated schools, boutique shopping, and tree-lined streets. Explore our listings today and own a piece of Alamo Heights history – contact us to schedule a private tour!