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Jefferson High School Homes For Sale

Sitting amid 30 acres of land on the north west side of San Antonio, is the beautiful and historic campus of Thomas Jefferson High School. It was built in 1931-32 with the assistance of local artisans and craftsmen. In 1929 only two high schools existed in San Antonio, Brackenridge High on the South Side of town and Main Avenue High on the North. While Brackenridge was somewhat new at that time, the Main Avenue High campus was showing its age and due to population growth in the northern areas of town, it was also extremely crowded.

The citizens of San Antonio passed a $3,700,000 school bond proposal and the newly founded senior high school referred to in Life magazine as “the most outstanding high school in America” was to the last project in this public school building program.

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Jefferson High School Homes For Sale

$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
$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
$389,000
3 Beds ⋅ 2 Baths ⋅ 2015669 MLS ⋅ NEW 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
$389,000
5 Beds ⋅ 3 Baths ⋅ 2006980 MLS ⋅ ACTIVE Status
If you are searching for a home that offers extra living space and flexibility, this property is worth a closer look. Located on a corner lot just minutes from Woodlawn Lake Park, this property offers two distinct homes with no HOA fees. The main residence offers 4 bedrooms, 2 bathrooms, and 1,809 sq. ft. of living space. The home welcomes you with high ceilings, an open floor plan, and plenty of natural light. The kitchen features granite countertops, stainless steel appliances, generous cabinet storage, and a designated dining area. The spacious primary suite includes a walk-in closet, dual vanities, and a tiled walk-in shower. French doors open to a private deck overlooking the backyard and casita. Additional features include central HVAC, a tankless water heater, and a recently repaired and leveled foundation with a transferable 10-year warranty. The detached 850 sq. ft. casita adds even more flexibility to the property. Connected to the main home by a covered walkway, it offers its own kitchen, living and dining areas, bedroom, full bathroom, utility room, and mini-split systems. Whether used for family, guests, a private living space, or as a rental, the casita provides plenty of options. It is currently leased for $1,300 per month, offering an opportunity for ongoing rental income. Outside, the fully fenced yard features a covered side porch and separate gated parking for each residence. With two complete living spaces, this property offers the flexibility to accommodate a variety of living arrangements and needs. There is much to appreciate throughout this property, and the best way to truly experience it is to see it in person. Schedule your showing today!

1403 Kentucky Ave, San Antonio
$369,900
3 Beds ⋅ 3 Baths ⋅ 2006034 MLS ⋅ ACTIVE Status
***Assumable Loan with 5.75% interest rate available.***Welcome to this beautifully updated two-story home in the heart of the historic Beacon Hill neighborhood, where timeless charm meets modern convenience-all with no HOA! Offering 3 bedrooms, 2.5 bathrooms, and a bright open-concept layout, this home showcases soaring ceilings with elegant crown molding, original refinished wood floors upstairs, and an abundance of natural light throughout. The stylish kitchen is perfect for entertaining, featuring updated cabinetry, open shelving, and modern finishes, while the beautifully remodeled bathrooms add a touch of luxury with decorative tile and contemporary fixtures. Since 2022, the home has undergone extensive improvements, including repairs or replacements to the roof, electrical, plumbing, and foundation, providing added peace of mind. Additional upgrades include Renewal by Andersen upstairs windows with a transferable warranty, added attic insulation, smart security features including a doorbell and smart lock, and professionally completed landscaping. Outside, you'll find a newly xeriscaped front yard accented with limestone and mature oak trees, new wood fencing in both the front and backyard, lush Bermuda sod, a 7' x 11' Keter storage shed on a permanent foundation, and a newly added concrete driveway capable of accommodating up to seven vehicles. The expansive backyard offers endless possibilities for entertaining, gardening, or creating your own private retreat. As an added benefit, the refrigerator is negotiable and can be included with an acceptable offer. Centrally located just minutes from downtown San Antonio, The Pearl, the Medical Center, military bases, shopping, dining, and entertainment, this exceptional Beacon Hill home offers the perfect blend of historic character, modern upgrades, and an unbeatable location.

1118 W Summit Ave, San Antonio
$369,690
3 Beds ⋅ 2 Baths ⋅ 1996288 MLS ⋅ ACTIVE Status
Welcome home to this charming two-story home in the established WOODLAWN/MONTICELLO PARK AREA, offering 2,424 sq ft of living space and priced BELOW BCAD value. This home features three spacious living areas, a front living room, a separate dining room, and a versatile game room-ideal for entertaining. The upstairs bedroom has a private bathroom and porch. This fully renovated home includes new roof, 5 ton A/C, fully remodeled kitchen and bathrooms, original hardwood flooring in bedrooms and front living are and high ceilings. The property offers massive parking capacity with an oversized garage (storage for 7 cars) that is perfect for a home based business. The stove, water heater, washer and dryer are gas, not electric. Whether you're looking for your forever home, need exceptional garage space, or want a property with room to make your own, this home offers opportunities that are rarely available. Imagine relaxing on your porch, hosting family gatherings, or finally having enough space for all your vehicles, tools, and toys. The oversized covered garage alone makes this property stand out from the rest. Conveniently located near downtown San Antonio, the Pearl District, parks, restaurants, schools, and major employers. The house is 0.7 miles from Woodlawn Lake. Located 2 minutes from the newly renovated $50M+ Young Women's Leadership Academy and Woodlawn Lake Park, which is currently receiving $8M in enhancements including new dedicated bike and walking paths. Pride of ownership is evident in every detail of this fully reimagined historic retreat. Schedule your showing today!

1730 W Mistletoe Ave, San Antonio
$365,000
3 Beds ⋅ 2 Baths ⋅ 2008625 MLS ⋅ BACK ON MARKET Status
Beautifully renovated 3-bedroom, 2-bath home offering 2,006 sq. ft. on a spacious .28-acre lot in the desirable Jefferson Terrace/Woodlawn area. Updates include a new roof on the home and garage, new 4-ton HVAC with ductwork, updated electrical and plumbing, new insulation, fresh interior and exterior paint, new lighting, doors and flooring throughout. The open-concept kitchen features a large peninsula, quartz countertops, all-wood soft-close cabinetry and updated appliances. Both bathrooms have been fully remodeled with new showers, tile and finishes throughout, while a new marble fireplace adds character to the main living area. Two bedrooms offer private exterior access, providing flexible use for guests, multi-generational living or office space. The detached garage includes a plumbed ADU/flex area with excellent potential for conversion to additional living space, guest quarters, studio or mother-in-law suite. Conveniently located near Woodlawn Lake Park, St. Mary's University, Our Lady of the Lake University and downtown San Antonio.

2519 W Kings Hwy, San Antonio
$355,000
2 Beds ⋅ 1 Baths ⋅ 2014333 MLS ⋅ ACTIVE Status
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
$350,000
4 Beds ⋅ 3 Baths ⋅ 1910957 MLS ⋅ ACTIVE Status
Welcome home to 1606 W Mulberry Ave! This charming property features a spacious 3 bedroom, 2 bath main house with approximately 1296 sq. ft. of light-filled living areas, a modern kitchen with plenty of counter space, and comfortable bedrooms designed for everyday living. The private 1 bed, 1 bath casita offers approximately 480 sq. ft. of versatile space for guests, extended family, or potential rental income. Situated on a .21-acre lot, step outside to a generous backyard shaded by mature trees-perfect for entertaining, gardening, or relaxing. Located in a convenient central neighborhood, you're just minutes from downtown, shopping, dining, and major highways. This home truly has it all and is ready for you to start making memories!

1606 W Mulberry Ave, San Antonio
$344,000
3 Beds ⋅ 2 Baths ⋅ 1947053 MLS ⋅ ACTIVE Status
This is your opportunity to make this one of a kind Craftsman-Revival Cottage yours! Just 2 blocks from Woodlawn Lake and priced BELOW BCAD value. Built in 1936, this 3-bedroom, 2-bathroom residence has been fully renovated from top to bottom, balancing period-appropriate details with modern functionality. The open interior is drenched in sunlight and features original hardwood floors and restored penny-gap siding. The oversized kitchen is designed for storage and prep with plenty of cabinet space and expansive butcher block counters. The upgraded bathroom feature fresh paint and contemporary finishes. A large 27x15 flex space at the rear of the home provides a second living area, game room, or creative studio with a dedicated office nook. Outside features include a private deck, covered patio, additional storage, and a dedicated workshop, plus covered parking for multiple vehicles. Located minutes from the newly renovated $50M+ Young Women's Leadership Academy and Woodlawn Lake Park, which is currently receiving $8M in enhancements including new dedicated bike and walking paths. Pride of ownership is evident in every detail of this fully reimagined historic retreat. Schedule your showing today!

1819 W Woodlawn Avenue, San Antonio
$339,999
4 Beds ⋅ 3 Baths ⋅ 1733873 MLS ⋅ ACTIVE Status
Great square footage for a great price!! Large open floor-plan highlights this property and is ready to be adorned. NEW PAINT, NEW FLOORING, NEW FANS/LIGHT FIXTURES and NEW APPLIANCES! This home also has an In-laws suite with its own kitchen and bathroom and has a connecting door to the main home. Furniture in the house can be sold with the home if buyer is interested in purchasing. Neutral color scheme awaiting a decorator's touch and plenty of entertaining space. Owner financing available!

444 Beverly Dr, San Antonio
$339,500
3 Beds ⋅ 2 Baths ⋅ 1945096 MLS ⋅ ACTIVE Status
Authentic 1930s English Tudor nestled in the heart of Monticello Park, featuring a limestone facade, graceful arched entry, mature shade trees, and timeless storybook charm. Inside, original hardwood floors, arched interior doorways, a fireplace, formal dining room, and a charming breakfast nook just off the kitchen that's equally suited for morning coffee, a work-from-home office or even a future laundry room. A detached garage with an attached storage area offers additional possibilities for storage, a workshop, or future creative use-adding yet another layer of potential to this character-filled property. There is also a side porch (old porte cochere) perfect for cozy, slow mornings. Located in one of San Antonio's most architecturally significant historic neighborhoods, where tree-lined streets and distinctive homes make every block feel a little different, this property offers the rare opportunity to become part of Monticello Park's enduring legacy. Rich in original architectural details and ready for its next steward, this Tudor presents the chance to breathe new life into a home whose best features have never gone out of style.

514 Donaldson, San Antonio
$339,000
4 Beds ⋅ 2 Baths ⋅ 2009034 MLS ⋅ ACTIVE Status
Welcome to this delightful retreat nestled in the heart of the coveted Woodlawn Terrace neighborhood of San Antonio, TX. This enchanting residence offers an exquisite blend of comfort and convenience, designed to inspire and elevate your living experience. Boasting four spacious bedrooms and two bathrooms, this 1974 square foot haven provides a harmonious balance of space and style. The inviting ambiance of the interior seamlessly flows into a lush, expansive yard, a perfect sanctuary for leisurely afternoons or lively gatherings, covered by the natural shade of several mature trees, under the Texas sun. As you step inside, envision your family's future in a community renowned for its excellent schools and vibrant lifestyle. Here, each day promises a new adventure, the woodlawn lake is just walking distance from home and will give you the chance to explore, walk, exercise or simply enjoy the sunset by the shore. whether you're creating cherished memories at home or exploring the welcoming neighborhood streets of Woodlawn Terrace. This is not just a property, but a place to dream, grow, and ignite your passions. Embrace the limitless possibilities that await in this splendid San Antonio gem, where your ideal life begins today. The garage was converted, however it has no power, nor plumbing or water. Although there is a potential to become a mother in law apartment or a rental, as today it must be considered only storage. Thank you for showing.

1722 W Mistletoe, San Antonio
$329,999
3 Beds ⋅ 1 Baths ⋅ 1953130 MLS ⋅ ACTIVE Status
Welcome to 1446 Fulton Ave, the Architect's Home in the Historic Keystone Neighborhood. A beautifully designed 3 bedroom home intentionally restored from the ground up to full historical detail including the stucco exterior, Moroccan red roof tiles, and preserved wood framed windows. With almost 1,300 square feet of thoughtfully appointed living space, step inside to find the family room filled with abundant natural light through original windows, a fireplace, hardwood floors, and an absolutely stunning curved ceiling that is sure to impress. The living area flows seamlessly into a formal dining room opening up the space for gatherings. The kitchen maintains the character of the home built in the 1920's including a gas stove, range hood, abundant cabinets and additional breakfast seating. Three bedrooms enables flexibility for a family or a home office. The bathroom has been fully updated, as well. Outdoors, enjoy the large yard situated on a corner lot and a well-maintained backyard. The enclosed garage and an additional room for work space or a hobby room completes this appealing package. All this within minutes from downtown San Antonio, with major highway access to shopping, dining, The River Walk, The Pearl, and Historic Market Square. This property is beautifully maintained, move-in ready and offers the perfect balance of historic style, modern function, and location! Seller is open to a 12 month lease.

1446 Fulton, San Antonio
$329,000
3 Beds ⋅ 1 Baths ⋅ 2013899 MLS ⋅ ACTIVE 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
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