Alamo Heights Real Estate Search

Alamo Heights Historical Properties for Sale

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Newest Alamo Heights Historical Properties for Sale

$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

$1,559,000
4 Beds 4 Baths 1968391 MLS ACTIVE Status
This beautiful 4-bedroom, 4-bathroom home perfectly captures the charm and character that Alamo Heights is known for. Nestled in Alamo Heights and surrounded by mature trees and lush landscaping, the property offers exceptional privacy and timeless appeal. As you step through the front door, a warm and inviting atmosphere immediately welcomes you. The formal living room, complete with a fireplace, provides the perfect setting for entertaining and large gatherings. The home flows seamlessly into a casual dining area and an updated chef's kitchen featuring a built-in refrigerator, dishwasher, double ovens, gas cooktop, an oversized island, and a breakfast bar. Just beyond the kitchen, a spacious second family room with French doors opens effortlessly to the expansive covered back porch, creating ideal indoor-outdoor living. On the opposite side of the home, a private guest suite with a full bath offers comfort and flexibility for visitors. The oversized primary suite is filled with natural light and serves as a relaxing retreat. The beautifully updated primary bathroom features a custom walk-in closet, dual vanities, built-in storage, and a large walk-in shower. Upstairs, you'll find two additional bedrooms, two full bathrooms, and a generous game room - all continuing the home's signature charm and thoughtful design. The backyard is truly the showpiece of the property. Designed for entertainment, the oversized patio overlooks a stunning Keith Zars pool and beautifully landscaped surroundings, creating a private outdoor oasis. Adding even more versatility, the guest suite above the garage offers approximately 576 square feet of additional living space. It includes a living room/bedroom, and full bathroom - ideal for guests, a private office, or a homeschool/study area. The oversized two-car garage provides abundant storage, while the property as a whole offers the perfect blend of luxury, comfort, privacy, and functionality.

310 Castano Avenue, 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

$1,485,000
4 Beds 5 Baths 1948832 MLS PRICE CHANGE Status
A rare opportunity to own a beautifully restored piece of Alamo Heights history. Originally built in 1926 and thoughtfully reimagined in 2025, this exceptional residence seamlessly blends timeless architecture with refined modern luxury. Behind the striking steel entry, European white oak floors, limestone accents, and light-filled living spaces create an inviting atmosphere designed for both everyday living and effortless entertaining. The home offers 4 bedrooms, 4 full baths, and a powder bath, with a spacious primary suite and two additional bedrooms on the main level, while a private downstairs bedroom and full bath provide the perfect retreat for guests or multigenerational living. The chef's kitchen is the heart of the home, featuring Taj Mahal quartzite countertops, custom white oak cabinetry, handcrafted reclaimed wood detailing, imported French lighting, and premium Forno Alta Qualita appliances, including a 60-inch refrigerator/freezer and 48-inch gas range. The finished lower level offers exceptional versatility with a grand entertaining room, kitchenette, wine refrigerator, infrared sauna, and direct access to the private guest suite-ideal as a 4th bedroom, media lounge, wine cellar, fitness space, or executive home office. Thoughtfully updated for modern living, the home features new electrical and plumbing systems, dual-zone HVAC, low-voltage LED lighting, a 75-gallon gas water heater, metal roof, and pier-and-beam foundation. A wraparound balcony and beautifully restored exterior complete this remarkable property, where historic charm, thoughtful craftsmanship, and contemporary luxury come together in one of Alamo Heights' most desirable neighborhoods.

850 Estes, San Antonio

$1,750,000
4 Beds 4 Baths 1942955 MLS ACTIVE Status
Rare Gem in Prestigious Alamo Heights Fully Reimagined 1930s Masterpiece Awaits Its Next Owner. Nestled in the heart of Alamo Heights, San Antonio's most coveted neighborhood of timeless elegance, top-tier schools, and sophisticated living, this stunning 1930s residence has been transformed into a show-stopping blend of historic soul and modern luxury. Spanning 3,720 sq ft total under the roof (including 3,320 sq ft of heated/cooled living space and a 400 sq ft garage), this visionary rebuild honors its heritage while delivering uncompromising comfort and style. Authentic details shine: restored Texas rock walls, cedar siding, hand-carved moldings, original bay windows with intricate mosaic accents, and rich old-growth beams that exude warmth and durability-paired seamlessly with sleek contemporary finishes. Step inside to sun-drenched, open-concept living spaces bathed in natural light, crowned by elegant chandeliers and soaring wood ceilings that create an inviting, architectural wow factor. The chef's dream kitchen is built for effortless entertaining: premium stainless steel appliances, a high-powered gas cooktop with downdraft vent, durable concrete countertops, generous custom cabinetry, a built-in wine cooler, and clever cigar storage. Retreat to the serene primary suite a true sanctuary with a spa-like bath featuring a deep soaking tub, frameless glass shower, dual vanities with gold accents, and a skylight equipped with automatic rain-sensor shades for effortless ambiance. Customize your dream primary closet from several provided layout options tailored to your lifestyle. Flexible living abounds with four spacious bedrooms, three and a half baths, and a versatile flex room perfect for a home office, creative studio, or media haven complete with a hidden built-in gun safe behind a full-length mirror for discreet security. Upstairs, the fourth bedroom boasts its own private entrance and full bath, ideal as a guest suite, in-law quarters, or living space. Efficiency and intelligence meet luxury: full smart home integration (control HVAC, instant hot water heater, water softener fridge microwave/convection dishwasher cameras, and security from your phone), a durable metal roof, Rockwool & closed Cell spray insulation insulation for superior fire and sound resistance, fresh fencing, low-maintenance xeriscape front yard, and a tall garage ready for your lifted truck or collection. In one of San Antonio's most sought-after zip codes where demand outpaces supply and homes like this rarely hit the market this meticulously restored treasure offers the rare chance to own a piece of history reimagined for today's discerning buyer. Don't miss your opportunity-homes this exceptional in Alamo Heights move fast! Schedule your private tour today and experience the perfect fusion of heritage and high-end living in person. View this one-of-a-kind residence before it's gone!

227 E Sunset Rd, San Antonio

$950,000
3 Beds 3 Baths 1882556 MLS ACTIVE Status
Discover this gem in the heart of Alamo Heights, perfectly situated at the intersection of Alamo Heights Blvd and Nacogdoches. Enjoy a peaceful retreat with exceptional privacy, no neighbors on two sides, on an oversized .27acre corner lot beneath majestic, mature oak trees. Step out your front door for a frontrow view of neighborhood holiday parades and enjoy easy walks to Little League fields, the community pool, dog park, Cambridge Elementary, and Alamo Heights High School. This thoughtfully updated, movein ready 3bedroom, 3bath cottage features a bright, singlestory layout with gleaming hardwood floors and an open floor plan filled with natural light. Entertain effortlessly in two spacious living areas and a chef's kitchen at the heart of the home, complete with granite countertops, a large island with breakfast bar, new appliances, and a 48" gourmet 6burner gas range with double oven. Enjoy seamless line of sight across the living areas and out to the sparkling pool, creating an easy flow that's perfect for hosting gatherings or keeping an eye on children as they enjoy both indoor and outdoor play spaces. The flexible floor plan offers multiple living and dining areas, ideal for entertaining or family life. Split bedrooms provide privacy, with the large primary suite offering a serene escape and walkin closet. The oversized secondary bedroom includes an adjacent, lightfilled bonus room (15'x8'), perfect as a fourth bedroom, cozy retreat, home office, playroom, or workout space. Step outside to your own sparkling pool and spa, turfed yard, and lowmaintenance patio designed for exceptional outdoor living. The home also features a residential ramp for multigenerational accessibility and a twocar carport. With charming curb appeal, manicured lawn, and established landscaping, this property blends privacy, function, and location. The expansive lot also offers incredible flexibility, add a second story, build a twocar garage, or convert the carport to a casita, gym, or poolside entertainment space. This is a unique opportunity to own a beautifully updated home with room to grow and customize for the future. Don't miss your chance to experience the best of Alamo Heights living!

102 Nacogdoches, San Antonio

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