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$525,000
4 Beds 2 Baths 2003260 MLS
One of the most beautifully restored homes in Monticello Park, this storybook 1927 Tudor masterfully blends nearly a century of architectural character with thoughtful modern updates. Meticulously renovated from top to bottom, the home showcases soaring ceilings, coved walls, brand new wood floors (2025), updated windows, and timeless architectural details that celebrate its rich history. A classic black and white tiled entry, framed by a stunning arched beveled glass window, creates unforgettable curb appeal and welcomes you into a home filled with warmth and craftsmanship. The beautifully renovated kitchen features custom cabinetry, an enclosed refrigerator, two separate pantry areas for exceptional storage, and a stylish wet bar that makes both everyday living and entertaining effortless. Both bathrooms have been thoughtfully remodeled with period inspired finishes that honor the home's 1920s heritage while offering today's comforts. The light filled primary suite is lined with windows and features a spacious walk in closet & a luxurious yet equally impressive bath with a large walk in shower & separate soaking tub. Behind the historic charm are extensive modern improvements, including updated plumbing and electrical systems, providing peace of mind for years to come. A generously sized laundry room offers exceptional functionality and storage. The detached garage has been transformed into a versatile casita style space complete with its own HVAC system, sink, ice maker, and full size refrigerator, making it ideal as a guest retreat, home office, art studio, fitness room, or pool house. Outside, the private backyard offers multiple inviting spaces for relaxing and entertaining, all centered around a sparkling pool that creates the perfect setting for summer gatherings. Located just moments from Woodlawn Lake, this exceptional home offers a rare opportunity to own a meticulously restored Tudor that beautifully honors its past while embracing modern living.

1943 W Magnolia Ave, San Antonio

Listing courtesy of Listing Agent: Krista Boazman (kboazman@phyllisbrowning.com) from Listing Office: Phyllis Browning Company.

$339,500
3 Beds 2 Baths 1945096 MLS
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

Listing courtesy of Listing Agent: Jaime Rowan (jaime@rowanproperties.co) from Listing Office: Motif Boutique Brokerage.

$445,000
3 Beds 2 Baths 1998857 MLS
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

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

$499,000
2 Beds 2 Baths 1992152 MLS
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

Listing courtesy of Listing Agent: Gina Candelario (ginacandelario@yahoo.com) from Listing Office: Kuper Sotheby's Int'l Realty.

$339,000
3 Beds 2 Baths 1945528 MLS
Tucked into the heart of Monticello Park, this 1926 home exudes classic cottage charm while offering thoughtful modern updates. Fully renovated in 2021, major systems-including the roof, HVAC, flooring, and finishes-were all updated, providing true move-in-ready ease and peace of mind. Inside, natural light pours through the home, highlighting a clean, neutral palette accented by warm finishes and subtle pops of color. The kitchen is both functional and inviting, featuring granite countertops, stainless steel appliances, and a charming box-style window, all flowing seamlessly into the main living spaces. The oversized primary suite is a standout, complete with a spacious walk-in closet-just one example of the home's rare and abundant storage. Additional highlights include a walk-in pantry, multiple storage closets beyond the bedrooms, and two exterior storage sheds. The detached structure offers a true blank canvas-featuring concrete floors, finished drywall, ample windows, and existing electrical-making it ideal for a future casita, studio, office, or creative space. A dedicated mudroom/laundry room with backyard access adds everyday convenience, while outside, the expansive yard offers endless possibilities. Mature landscaping, including citrus trees and native plantings, creates a lush, established setting with plenty of room to relax, entertain, or even add a pool. With its classic curb appeal, complete with charming shutters, and its unbeatable location near neighborhood favorites like The Original Donut Shop and Pancake Joe's-not to mention easy access to the Pearl, downtown, and all things central San Antonio-this home truly offers the best of both character and convenience.

2018 W Mulberry, San Antonio

Listing courtesy of Listing Agent: Jaime Rowan (jaime@rowanproperties.co) from Listing Office: Motif Boutique Brokerage.

$760,000
1950279 MLS
Excellent Value-Add Opportunity in Monticello Park. Welcome to 553 Club Dr, a 7-unit multifamily property located in the historic and highly desirable Monticello Park neighborhood, directly across from Jefferson High School. This well-maintained asset features six spacious 2-bedroom, 1-bath units and one efficiency unit, offering a versatile unit mix with strong income potential. Interior photos of Units 3 and 4 are included in the listing to provide insight into the layout and overall condition of the property. With current rents presenting upside potential, investors have a clear opportunity to increase revenue over time. Ideally situated just minutes from major thoroughfares, dining, and shopping, the property benefits from a location that supports consistent tenant demand. Whether you're expanding your portfolio or entering the multifamily space in one of San Antonio's most established neighborhoods, 553 Club Dr offers both stability and long-term upside.

553 Club, San Antonio

Listing courtesy of Listing Agent: Sterling Williams (Swilliams@multiunitx.com) from Listing Office: Real Broker, LLC.

$599,000
3 Beds 3 Baths 1948735 MLS
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

Listing courtesy of Listing Agent: Nicholas Kjos (nicholas@nicholaskjos.com) from Listing Office: Phyllis Browning Company.

$385,000
4 Beds 3 Baths 1941603 MLS
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

Listing courtesy of Listing Agent: Dominic Fuentes (Dfuentes@phyllisbrowning.com) from Listing Office: Phyllis Browning Company.

$390,000
4 Beds 2 Baths 1940939 MLS
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

Listing courtesy of Listing Agent: Allison Boese (allisonreyesboese@gmail.com) from Listing Office: Kuper Sotheby's Int'l Realty.

$240,000
4 Beds 2 Baths 1812098 MLS
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

Listing courtesy of Listing Agent: Herschell Boyd (htboyd3@sbcglobal.net) from Listing Office: Z Texas Real Estate, LLC.

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