Monticello Park San Antonio Real Estate

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Monticello Park Homes for Sale

$339,500

3 Beds ⋅ 2 Baths ⋅ 1945096 MLS ⋅ NEW 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

$399,500

4 Beds ⋅ 3 Baths ⋅ 1999811 MLS ⋅ ACTIVE OPTION Status

Truthfully restored historic property with the major systems already updated. No HOA Located in a San Antonio Historic District. This extensively renovated home offers 2 bedrooms & 2 full baths downstairs, plus 2 bedrooms & 1 full bath upstairs, complete with a dog washing station. Original hardwood floors have been restored where possible, preserving the home's charm that makes historic homes so special.. Full upgrade list available upon request. Minutes from Downtown, Southdown, the River Walk, Hemisfair Park, The Pearl, major employers, dining, shopping & entertainment.

331 Furr Dr, San Antonio

$445,000

3 Beds ⋅ 2 Baths ⋅ 1998857 MLS ⋅ ACTIVE OPTION Status

In the Monticello Park Historic District, where architectural integrity is the neighborhood's calling card, 218 North Drive stands out even among its peers - a 1922 Tudor Revival cottage whose original details have survived a century largely untouched. The living and dining rooms set the tone immediately, with coved ceilings and lime-washed plaster walls that carry the texture and depth only original materials can produce. A stunning gas fireplace and built-in cabinetry, both original to the home, anchor the living spaces without needing embellishment. Underfoot, the oak and pine flooring has been carefully refurbished, and many of the wood-framed windows have been restored to their original function. Even the doorknobs are original glass, a small detail that tells a larger story about how this home has been treated over the past decade. The kitchen is where old meets new: stone countertops, custom cabinetry with brass hardware, and high-end appliances bring modern usability into a space that still feels rooted in its 1922 origins. Comfort has been considered too - central HVAC runs quietly behind brass registers chosen specifically to blend with the home's historic finishes. Three well-proportioned bedrooms complete the floor plan, including a primary suite with a second connecting room offering real flexibility. As it stands, it works beautifully as a sunroom, home office or library; down the line, it could just as easily become a spa-inspired bath and walk-in closet. It's a rare kind of built-in optionality in a home this age. What makes 218 North Drive especially notable is the level of care behind it. The current owner has approached ownership less like a renovation project and more like preservation - protecting original materials while making only the updates the home truly needed. WHO THIS HOME IS FOR: You understand what you're looking at - architecture over cosmetic staging, a property that hasn't been stripped of its character, and life in a walkable, established neighborhood with genuine identity. If you recognize the difference between a "historic-style" renovation and an actually preserved early 20th Century property - welcome home!

218 North Dr, San Antonio

$499,000

2 Beds ⋅ 2 Baths ⋅ 1992152 MLS ⋅ ACTIVE Status

Nestled in the heart of historic Monticello Park, this 1928 Spanish Eclectic residence sits on a generous quarter-acre lot and was once recognized as one of the largest single-story homes of its era. The stucco exterior, slate-tiled front porch, and detached casita create an inviting presence that reflects the charm and craftsmanship of a bygone time. Step inside to a grand living room featuring 10-foot ceilings, hardwood floors, a fireplace, thick crown molding, Spanish Lace plaster walls, and period sconces that enhance the home's historic ambiance. A quaint sunroom just beyond offers marble flooring and an antique chandelier fan, creating a wonderful space to relax with a book or morning coffee. The living room flows into the formal dining room through dramatic arched openings flanked by smaller decorative arches with wrought-iron accents. Original sconces illuminate the dining room, adding warmth and character. Beyond the dining room is a charming breakfast room, currently serving as an intimate television room, which opens to a spacious eat-in kitchen. Here you'll find original white subway tile backsplash trimmed in black, hexagon tile countertops, gas cooking, and a window above the sink overlooking the yard. Throughout the home, hardwood floors lie beneath much of the interior, complemented by original Miracle doors and architectural details rarely found today. The generous primary bedroom features a powder bath. The hall bath showcases vintage charm with original tile accented in mint green, a cast-iron tub and a separate tiled shower. A large front bedroom features French doors that open to the living room, offering flexibility as a bedroom, office, or additional living space. Outside, a covered back porch, one-car garage and detached casita provide additional possibilities for guests, a home office, studio, or rental opportunity. The casita includes a separate living room, bedroom, kitchen, and bath. Rich with original character and architectural details, this Monticello Park treasure is perfect for entertaining and ready for its next chapter. With window-unit cooling currently in place, the home offers an opportunity for a new owner to thoughtfully update HVAC system and create their dream home while preserving a remarkable piece of San Antonio history.

310 Mary Louise Drive, San Antonio

$340,000

3 Beds ⋅ 3 Baths ⋅ 1970707 MLS ⋅ ACTIVE Status

1939 charm. 2024 upgrades. Monticello Park historic district - minutes from downtown San Antonio. The original hardwood floors are still here and they're gorgeous. So is the open-concept kitchen with quartz countertops, new stainless appliances, and modern cabinetry. Updated fireplace. Dual primary suites. Three full baths. This one was done right. Whether you're buying your first home or adding to a rental portfolio, this checks both boxes - character-rich neighborhood, strong rental demand, no HOA. Seller is motivated. FHA/VA/Conventional welcome. Let's make a deal.

246 Quentin Dr, San Antonio

$269,000

3 Beds ⋅ 1 Baths ⋅ 1967195 MLS ⋅ PRICE CHANGE Status

Located in historic Monticello Park, this "charmer" offers timeless character and versatility. Featuring 3 bedrooms and 1 bathroom, the main home showcases beautiful wood flooring throughout. At the rear of the property, you'll find a detached garage along with a separate living space equipped with its own kitchen and bathroom. With some added investment this would be ideal as a private retreat for a teen or anyone seeking additional privacy. The spacious yard creates a peaceful outdoor setting. Take advantage of local amenities such as Woodlawn Lake Park, plus a community center and inviting pool!

307 Furr Dr, 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

$599,000

3 Beds ⋅ 3 Baths ⋅ 1948735 MLS ⋅ ACTIVE Status

Nestled within Monticello Park's historic neighborhood, this meticulously renovated property offers a blend of historical charm and modern conveniences. With three bedrooms and two and a half bathrooms, this home provides a spacious and inviting environment. The classical floor plan welcomes you with timeless elegance, from the captivating staircase to the hardwood floors that span the home. Oversized windows bathe the interiors in natural light and provide picturesque views of the outdoors. The kitchen, updated for contemporary living, boasts ample cabinetry, granite countertops, and stainless steel appliances. The primary bedroom is a serene retreat, featuring a generous layout complemented by a cozy sitting area and an ensuite bathroom. Exceptional closet space provides practical storage solutions while enhancing the suite's functionality. Outside, the private backyard oasis beckons with a stunning, newly constructed custom Cody pool added in 2023, and multiple seating areas, perfect for relaxation and hosting gatherings. With its seamless integration of historic charm and modern comforts, this property epitomizes the essence of luxurious living in the sought-after Monticello Park neighborhood.

218 Mary Louise, San Antonio

$385,000

4 Beds ⋅ 3 Baths ⋅ 1941603 MLS ⋅ ACTIVE Status

Located in the Historic Monticello Park, This historic home has been tastefully updated while preserving its historic charm. As you enter the home, you are greeted with an open living area with hardwood flooring throughout and a cozy brick fire place. The Florida room adjacent to the living room makes for a perfect area to have a game room, study, or 2nd living room. You can enjoy dinner in the dining area with views of your front yard from the picture window with recently replaced glass. The spacious kitchen is equipped with stainless steel appliances, gas stove and a mobile island. The 304 sqft Casita in back has recently installed flooring, light fixtures, and fresh paint. It can be utilized as an airbnb, long term rental or an in law suite. With original hardwood flooring throughout and a freshly painted interior, this home is move in ready. The home is also in a central location, just minutes away from Woodlawn Lake Park, Downtown San Antonio, The Pearl, and the Medical Center!

336 North, San Antonio

$215,000

3 Beds ⋅ 5 Baths ⋅ 1926021 MLS ⋅ ACTIVE Status

This home will be sold As-Is. May Needs some work. Short sale buyer offer requires approval by lender and can take months for approval, CREATIVE STRUCTURING for limited time only must be END buyer no assignment unless end buyer has been located as they have to qualify. no sight unseen offers. Must send proof of funds prior to asking for a showing with a minimum of 48 hours notice.

391 Quentin, San Antonio

$240,000

4 Beds ⋅ 2 Baths ⋅ 1812098 MLS ⋅ ACTIVE Status

Central location, just minutes away from Woodlawn Lake Park, Downtown San Antonio, The Pearl, and the Medical Center! Historic home situated in the lovely Monticello Park Historic District. Great sun-lit living room with hardwood floors & a wood burning fireplace. Built in 1948, this 4-bedroom, 2-bathroom home is full of character and charming original features, including hardwood floors A long, paved driveway leads to more parking in the back and a detached 2-car garage in the back that used to be a garage/workshop and is now used for storage. A very large backyard affords new owners a plethora of possibilities! This is a Handyman's Special! Price reflects unfinished aesthetic work. It just needs a little bit of updating and TLC.

415 North, San Antonio

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