Monticello Park Real Estate

3 Beds ⋅ 2 Baths ⋅ 2015669 MLS

A rare 1940s limestone cottage in the heart of the Monticello Park Historic District, complete with a fully separate guest casita - this is historic San Antonio living that blends modern convenience with vintage charm. At 336 North Drive, original wood floors carry through room after room, and small details like antique glass doorknobs are quiet reminders of the style and craftsmanship of a bygone era. A wood-burning fireplace anchors the living room with the kind of warmth new construction can't replicate, and a second living area and separate dining room offer the flexibility that modern life demands. The kitchen has been updated with stainless appliances, but it hasn't lost the charm that makes this house feel like it belongs to its prewar era. Down the hall, three bedrooms and two bathrooms give you choices: two of the bedrooms share an original pocket door and can function as one connected suite, ideal for kids, in-laws, or a private office setup. The primary bedroom goes further, with three closets and a south-facing private deck of its own - a small, quiet escape just steps from your bed. Out back, mature trees shade a large yard and an additional deck perfect for entertaining. And then there's the casita: 304 square feet, freshly painted with new flooring, complete with its own kitchenette and full bath. It's your guest space, rental, or studio, depending on the season of life you're in. All of this is located in one of San Antonio's most walkable and architecturally significant neighborhoods, just minutes from downtown, the Pearl, Medical Center and Woodlawn Lake. 336 North Drive was built to be lived in, not just admired!

336 North Dr, San Antonio

Listing courtesy of Listing Agent: Patrick Bean (patrick.bean@exprealty.com) from Listing Office: eXp Realty.

$355,000

2 Beds ⋅ 1 Baths ⋅ 2014333 MLS

Rare find in historic Monticello Park: a main home plus a separate City-permitted guest house on one lot. The main residence offers 2 bedrooms, 1 bath and 1,338 sq ft with original hardwood floors, an updated kitchen with gas cooking, granite counters and stainless appliances, and a remodeled full bathroom. Out back, the detached guest house features 1 bedroom, 1 bath, a full kitchen and its own private entrance - 528 sq ft of additional space - plus a large second-story storage area accessed by pull-down stairs (storage only; not included in living area). The possibilities are yours: live in the main house and let the guest house help offset your payment, or give a parent or family member true privacy without sharing a roof. A separate powered storage building, covered patio, water softener, RV hookups and mature shade trees complete the 7,850 sq ft lot, with alley access giving the guest house its own separate approach. Walking distance to Woodlawn Lake and minutes to the Deco District and downtown.

2218 W Magnolia Ave, San Antonio

Listing courtesy of Listing Agent: Angela Barcenas (angela@angelatx.com) from Listing Office: Vortex Realty.

$329,000

3 Beds ⋅ 1 Baths ⋅ 2013899 MLS

Charming Art Deco Gem Near Woodlawn Lake - Move-In Ready! Tucked into one of San Antonio's most walkable pockets, 237 Donaldson Ave is a beautifully updated 3-bedroom, 1-bath home that blends Art Deco character with mid-century modern charm. This is a house with a story - historic bones, thoughtfully updated for how you live today. Step inside to a freshly renovated kitchen and bathroom, where clean lines and modern finishes meet the timeless details that made this neighborhood special in the first place. Sunlight, character, and a layout that just feels right - this is the kind of home that photographs well but feels even better in person. Location is everything here: you're just minutes from Woodlawn Lake, perfect for morning walks, kayaking, or sunset picnics, and an easy stroll to HEB for your everyday errands. Historic charm, walkability, a great park/playground and a lake lifestyle - all in one address. Homes with this much character and history don't stay on the market long - schedule your showing today.

237 Donaldson Ave, San Antonio

Listing courtesy of Listing Agent: Randal McLeaird (rmcleaird@gmail.com) from Listing Office: RAM Group.

$390,000

2012260 MLS

Charming cottage home and garage apartment. Excellent income producing history as furnished rentals. Both buildings are in good condition. Garage apartment has bedroom, full bath and a kitchen. Parking for 3 cars for each building. Excellent location near Art Deco District, bus line, Woodlawn Lake and downtown. Owner LREB.

1633 W Kings Hwy, San Antonio

Listing courtesy of Listing Agent: Diana Rosenberger (diana@trinidadrp.com) from Listing Office: Trinidad Realty Partners, Inc.

$390,000

2 Beds ⋅ 2 Baths ⋅ 2012254 MLS

Beautiful 1928 historic home in the heart of the Deco District. Two separate lots with two buildings zoned C-1 on visible corner lots. This property can function as a residence or commercial or combination. Impeccable quality construction; Original wood floors and decorative sconces in mint condition. Main home has two eating areas; Garage apartment has kitchenette, living room, bedroom & bath. Plenty of parking. OWNER/LREB

1633 W Kings Hwy, San Antonio

Listing courtesy of Listing Agent: Diana Rosenberger (diana@trinidadrp.com) from Listing Office: Trinidad Realty Partners, Inc.

$319,900

2 Beds ⋅ 1 Baths ⋅ 2009672 MLS

Built in 1928, this beautifully updated 2-bedroom, 1-bath Monticello Park home offers approximately 1,353 sq. ft. of timeless character paired with modern improvements. Original hardwood floors, classic doors and trim, decorative windows, distinctive brickwork, and abundant natural light showcase the craftsmanship of the era. The updated kitchen features two-tone cabinetry, stone-look countertops, tile backsplash, brass-tone hardware, and stainless steel appliances, creating a fresh look while complementing the home's historic personality. The renovated bathroom includes a dual-sink vanity, tiled tub surround, and stylish brass-tone fixtures. Storage is a standout, including a large walk-in closet with extensive built-in shelving, plus a dedicated laundry area for added convenience. Outside, enjoy a covered rear patio and spacious fenced backyard with plenty of room for entertaining, gardening, pets, or simply relaxing outdoors. A detached garage provides additional parking and storage. With nearly a century of history, this Monticello Park classic offers the best of both worlds-1920s craftsmanship, preserved architectural character, and meaningful modern updates.

146 North Dr, San Antonio

Listing courtesy of Listing Agent: Analisa Gutierrez (analisamartinez.am@gmail.com) from Listing Office: Real Broker, LLC.

$263,000

2 Beds ⋅ 3 Baths ⋅ 2008915 MLS

Offering $10,000 towards rate buy-down! Welcome to 1735 W Gramercy Pl Unit 302, a newer construction three story home in San Antonio. This modern floor plan features 2 bedrooms, 2 full bathrooms, 1 half bath, 1,317 square feet, and an attached two car garage. The first level includes private entry access and an oversized garage, giving you extra room for parking, storage, or everyday convenience. Upstairs, the main living area feels open and bright with high ceilings, wood look flooring, recessed lighting, and a clean modern design. The kitchen offers stainless steel appliances, sleek cabinetry, and a functional layout that connects easily to the living and dining areas. The top floor features two private bedroom suites, each with its own bathroom, plus the laundry area located upstairs for added convenience. Unit 302 shares a wall with Unit 301, making it a great option for buyers who may want to purchase one unit or investors looking at multiple units side by side. Located in Monticello Park, this home offers quick access to Woodlawn Lake, downtown San Antonio, The Pearl, local restaurants, coffee shops, and major highways. The gated community also includes guest parking and a fenced dog park, giving buyers a low maintenance home in a central San Antonio location.

1735 W Gramercy Pl Unit 302, San Antonio

Listing courtesy of Listing Agent: Tre Serrano (tre@callthecavalrygroup.com) from Listing Office: Real Broker, LLC.

$263,000

2 Beds ⋅ 3 Baths ⋅ 2008909 MLS

Offering $10,000 towards rate buy-down! Welcome to 1735 W Gramercy Pl Unit 301, a newer construction three story home in San Antonio listed at $263,000. This modern layout offers 2 bedrooms, 2 full bathrooms, 1 half bath, and an oversized attached two car garage. The first level gives you private entry access and garage parking, making this a great lock and leave option. The main level opens into a bright living area with high ceilings, wood look flooring, recessed lighting, and a clean contemporary feel. The kitchen features stainless steel appliances, sleek cabinetry, modern finishes, and a functional layout that connects well with the living and dining areas. Upstairs, both bedrooms are positioned as private suites, each with its own bathroom. The laundry area is also located upstairs, adding everyday convenience where you need it most. Located in Monticello Park, this home gives buyers quick access to Woodlawn Lake, downtown San Antonio, The Pearl, local restaurants, coffee shops, and major highways. The gated community also includes guest parking and a fenced dog park, making this a solid option for homeowners or investors looking for modern design, low maintenance living, and a central San Antonio location.

1735 W Gramercy Pl Unit 301, San Antonio

Listing courtesy of Listing Agent: Tre Serrano (tre@callthecavalrygroup.com) from Listing Office: Real Broker, LLC.

$263,000

2 Beds ⋅ 3 Baths ⋅ 2008907 MLS

Offering $10,000 towards rate buy-down! Welcome to 1735 W Gramercy Pl Unit 201, a modern three story home in the heart of San Antonio. This contemporary home offers 2 bedrooms, 2 full bathrooms, 1 half bath, and 1,533 square feet with a smart layout designed for low maintenance city living. The home features clean modern finishes, wood look flooring, high ceilings, recessed lighting, and an oversized attached two car garage. The main living level has an open layout with a bright living room, dining space, and a sleek kitchen with warm cabinetry, stainless steel appliances, white tile backsplash, quartz style countertops, pantry space, and a convenient half bath. Upstairs, you will find two private bedroom suites, each with its own bathroom, plus laundry on the same level for everyday convenience. Outside, enjoy a fenced turf area with shade sails and seating spaces, giving you usable outdoor space without the heavy maintenance. The gated community also offers guest parking and a fenced dog park, adding extra convenience for both homeowners and investors. Located in Monticello Park near Woodlawn Lake, Woodlawn Theatre, local restaurants, coffee shops, The Pearl, downtown San Antonio, and major highways, this property is a strong option for a buyer wanting modern finishes, garage parking, a lock and leave lifestyle, and quick access to some of San Antonio's most popular areas.

1735 W Gramercy Pl Unit 201, San Antonio

Listing courtesy of Listing Agent: Tre Serrano (tre@callthecavalrygroup.com) from Listing Office: Real Broker, LLC.

$411,000

3 Beds ⋅ 1 Baths ⋅ 2007443 MLS

Historic Charm . Timeless Possibilities ** Vintage Well Loved Craftsman home in Historic Monticello Park " Looks Like Something Out of a Story book" ** Corner Lot ** ADDITIONAL DWELLING - A Fully Equipped Casita...Kitchen/Bath/Living Area Approx. 400sf ** Original Architecture Includes Unique Arches, Built-Ins Throughout, Several French Doors and Beautiful Natural Light ** Oversized Eat-in Kitchen in the Heart of the Home...Original Built-In Buffet and Custom Floor to Ceiling Shelves Framing the Window seat ** The Front Corner Room with Panoramic Windows Has a Vibe of it's Own ** Large Landscaped Backyard with Deck...A section for the Storage Units...and More Space for your Garden or Raised beds. Grab Your realtor.. and Your Vintage Vision and Come see for Yourself !!

301 Furr Dr, San Antonio

Listing courtesy of Listing Agent: Diana Scott (ddscott2006@yahoo.com) from Listing Office: Premier Realty Group Platinum.

$525,000

3 Beds ⋅ 2 Baths ⋅ 2007233 MLS

Investor opportunity in historic Woodlawn Terrace with a proven short-term rental setup and strong income-producing potential. Financials and recent short-term rental performance available upon request. The main home features 3 bedrooms and 2 baths, beautifully blending modern comforts with charming original features. As you step inside, you'll be greeted by the warm glow of original hardwood floors and a restored shiplap ceiling that flow throughout the open-concept living area. The spacious living room features large windows that flood the space with natural light, while the updated island kitchen boasts sleek granite countertops, custom Shaker cabinets, stainless steel appliances with gas cooking, and a stylish backsplash ideal for both everyday living and entertaining. The primary suite offers a peaceful retreat with an en-suite bath featuring contemporary fixtures, an oversized walk-in shower, and an expansive closet. Two additional bedrooms provide flexibility for family, guests, or a home office and share a well-appointed second bath. Step outside to a thoughtfully xeriscaped backyard designed for low-maintenance living and entertaining, complete with a bocce ball court that creates the perfect space for hosting friends or enjoying relaxed evenings at home. Enhancing this property is a fully separate upstairs 2-bedroom, 1-bath accessory dwelling unit featuring a full kitchen and private entrance, creating additional flexibility for short-term rental income, long-term tenants, guests, or multigenerational living. Just a few blocks from Woodlawn Lake, this property's blend of modern renovations, classic details, and investment versatility makes it a truly rare opportunity.

1917 W Huisache Ave, San Antonio

Listing courtesy of Listing Agent: Alicia Stumph (stumph@stumphrg.com) from Listing Office: Keller Williams Heritage.

$525,000

2007232 MLS

Investor opportunity in historic Woodlawn Terrace with a proven short-term rental setup and strong income-producing potential. Financials and recent short-term rental performance available upon request. The main home features 3 bedrooms and 2 baths, beautifully blending modern comforts with charming original features. As you step inside, you'll be greeted by the warm glow of original hardwood floors and a restored shiplap ceiling that flow throughout the open-concept living area. The spacious living room features large windows that flood the space with natural light, while the updated island kitchen boasts sleek granite countertops, custom Shaker cabinets, stainless steel appliances with gas cooking, and a stylish backsplash ideal for both everyday living and entertaining. The primary suite offers a peaceful retreat with an en-suite bath featuring contemporary fixtures, an oversized walk-in shower, and an expansive closet. Two additional bedrooms provide flexibility for family, guests, or a home office and share a well-appointed second bath. Step outside to a thoughtfully xeriscaped backyard designed for low-maintenance living and entertaining, complete with a bocce ball court that creates the perfect space for hosting friends or enjoying relaxed evenings at home. Enhancing this property is a fully separate upstairs 2-bedroom, 1-bath accessory dwelling unit featuring a full kitchen and private entrance, creating additional flexibility for short-term rental income, long-term tenants, guests, or multigenerational living. Just a few blocks from Woodlawn Lake, this property's blend of modern renovations, classic details, and investment versatility makes it a truly rare opportunity.

1917 W Huisache Ave, San Antonio

Listing courtesy of Listing Agent: Alicia Stumph (stumph@stumphrg.com) from Listing Office: Keller Williams Heritage.

Monticello Park Real Estate

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