Monticello Park Homes under $400,000

Welcome to Monticello Park, a charming subdivision nestled in the heart of San Antonio, Texas, within the vibrant Bexar County. This delightful community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal choice for families, young professionals, and retirees alike.

Monticello Park is known for its tree-lined streets and well-maintained parks, providing residents with a serene environment to enjoy outdoor activities and leisurely strolls. The neighborhood boasts a rich history and a warm, welcoming atmosphere, where neighbors become friends and community spirit thrives. With its convenient access to major highways and public transportation, residents can easily navigate the bustling city while still enjoying the peaceful ambiance of suburban living.

One of the standout features of Monticello Park is its diverse range of homes, many of which are priced under $400,000. This makes it an attractive option for first-time homebuyers and those looking to invest in a growing market. The homes here reflect a variety of architectural styles, from charming bungalows to modern designs, catering to different tastes and preferences.

Families will appreciate the proximity to excellent schools, shopping centers, and recreational facilities, ensuring that everything you need is just a stone's throw away. Whether you’re seeking a cozy starter home or a spacious residence to accommodate your growing family, Monticello Park offers an array of options that promise comfort, style, and affordability. Discover the charm of Monticello Park and make it your new home today!

Newest Monticello Park Homes under $400,000

$389,000

3 Beds ⋅ 2 Baths ⋅ 2015669 MLS ⋅ ACTIVE Status

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

$355,000

3 Beds ⋅ 2 Baths ⋅ 2014333 MLS ⋅ ACTIVE Status

Rare find in historic Monticello Park: a main residence plus a separate City-permitted guest house combined offering 1,842 total sq ft of living space on 0.18 Acre lot. 1,338 sqft in the main home and 504 sqft in the guest house. The main home features 2 bedrooms, 1 bath, original hardwood floors, new flooring in Dining and kitchen, updated kitchen with gas cooking, insulated underfloor, plumbing and electrical updated, roof only 4 years old, security cameras, smart home thermostat, water softener, granite counters, and all appliances included. The 504 sq ft detached guest house has its own private entrance, 1 bedroom, 1 bath, a full kitchen, and a pull-down attic for storage (not in living area). Ideal for rental income or multi-generational living. Complete with a powered storage shed, covered patio, water softener, RV hookups, shade trees, and alley access for a separate guest approach. Walking distance to Woodlawn Lake and minutes to the Deco District and downtown.

2218 W Magnolia Ave, San Antonio

$327,999

3 Beds ⋅ 1 Baths ⋅ 2013899 MLS ⋅ PRICE CHANGE Status

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

$390,000

2012260 MLS ⋅ ACTIVE Status

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

$390,000

2 Beds ⋅ 2 Baths ⋅ 2012254 MLS ⋅ ACTIVE Status

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

1735 W Gramercy Pl Unit 302, San Antonio

$263,000

2 Beds ⋅ 3 Baths ⋅ 2008915 MLS ⋅ ACTIVE Status

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

1735 W Gramercy Pl Unit 301, San Antonio

$263,000

2 Beds ⋅ 3 Baths ⋅ 2008909 MLS ⋅ ACTIVE Status

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

1735 W Gramercy Pl Unit 201, San Antonio

$263,000

2 Beds ⋅ 3 Baths ⋅ 2008907 MLS ⋅ ACTIVE Status

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

$299,000

3 Beds ⋅ 1 Baths ⋅ 2006806 MLS ⋅ ACTIVE Status

Darling, updated cottage in historic Monticello Park. Inviting front porch welcomes you inside to a nice sized living room with brick hearth fireplace. Separate formal dining room. Updated kitchen has attached breakfast room, stone countertops and backsplash, gas stove and pantry. Three bedrooms share the updated hall bath.

2023 W Kings Hwy, San Antonio

$300,000

3 Beds ⋅ 2 Baths ⋅ 1961311 MLS ⋅ ACTIVE Status

Don't miss your opportunity to step back in time and embrace the charm of this cozy historical home nestled in the heart of San Antonio's beloved Monticello Park Historic District. This unique property offers a perfect blend of vintage elegance and modern comfort. There is plenty of parking with a long driveway. Located just minutes away from Woodlawn Lake, Downtown, The Pearl, Medical Center, major highways, shopping, dining and so much more! The Sellers are open to all furniture and household items conveying. This home won't last long so schedule your tour today!!!

147 North Dr, San Antonio

$390,000

4 Beds ⋅ 2 Baths ⋅ 1940939 MLS ⋅ ACTIVE Status

A classic 1940 home offering over 2,000 square feet of well-proportioned living space in the Jefferson/ Woodlawn Lake area with an low ASSUMABLE VETERAN LOAN. This 3-bedroom, 2-bath residence features original hardwood floors, high ceilings, generous rooms, and a traditional fireplace that anchors the main living area. The layout provides comfortable everyday living with plenty of space to gather and entertain. Set on a deep lot in an established neighborhood near Woodlawn Lake Park, the home enjoys mature trees and convenient access to downtown, the Medical Center, and the Pearl area. Major system upgrades include a new air conditioning system installed just one year ago, the largest residential unit available, and full electrical rewiring completed approximately two years ago. A solid, character-filled home with space, comfort, and important updates already in place.

2141 W Magnolia Avenue, San Antonio

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