Webster Groves Missouri homes for sale starting at Fifty Thousand Dollars

$650,000 - Webster Groves, MO

330 Chestnut Avenue Webster Groves, MO - Showings start 6/11. Step inside this lovely 4 bedroom 3 bath Webster Groves charmer. The beautiful hardwood floors, new interior paint (2025), and new windows throughout (2021) create a light and bright feel in each room of the 1 and a half story home. Along with a bedroom and full bathroom on the first floor there is also an eat-in kitchen, living room, dining room, and sunroom all flooded with natural light and character. Upstairs are the three remaining bedrooms and full bathroom. Outside you will find a new composite deck (2024) overlooking a perfectly landscaped and fenced backyard ideal for entertaining. Downstairs is the last half bath and the unfinished basement ready for your creativity. 330 Chestnut Ave is conveniently located close to the pool, rec center, parks, and all that Webster Groves has to offer. Hurry! This one won't last long!

$599,000 - Webster Groves, MO

946 Newport Avenue Webster Groves, MO - Welcome to 946 Newport Avenue, nestled in a fantastic location close to Old Orchard, this is a great opportunity for an investor or discerning buyer looking for a unique Webster Groves home to make their own. Built in 1905, this distinguished residence offers nearly 3,500 square feet of living space, providing ample room for your everyday life and entertaining. The main floor has a 2-story entry foyer with living room, family room (that could be converted to a primary suite), dining room, kitchen, mudroom with laundry hook ups, and solarium. Up the turned staircase are 4 beds and 2 full baths. Currently 2 of the bedrooms, each with their own sitting area, are included in a suite of rooms that could easily be separated. A covered porch spans the front of the home and there's also a covered back porch accessed from French doors in the dining room. One car detached garage with finishable space above. The lot neighbors Lockwood Park, which can be your personal playground. Sold "as is"

$565,000 - Webster Groves, MO

438 W Kirkham Avenue Webster Groves, MO - Beautifully updated 3-bed, 2.5-bath home in walkable Webster Groves, just steps from Larson Park and Old Webster’s shops and restaurants. Features include hardwood floors throughout, open floor plan, and a renovated kitchen with custom cabinets, newer appliances, and updated flooring. All bathrooms are modern and fully updated. The spacious primary suite offers a large walk-in closet and an attached flex space perfect for a home office or reading nook. Enjoy the screened-in porch, ideal for relaxing or entertaining. Additional highlights include a 2-car garage and a separate laundry/mud room with extra storage. Move-in ready and full of charm in a prime location! See also 426 W Kirkham. Could also be purchased if buyer would like additional outdoor space.

$419,900 - Webster Groves, MO

14 Webster Oaks Drive Webster Groves, MO - Discover your next home at Webster Oaks Place—one of Webster Groves’ most sought-after communities! Just down the street from the Rec Center, you’ll enjoy the new waterpark, pool, courts, ice rink, and gym (membership rqd). Plus, with charming shops and local dining just around the corner, this location blends convenience, community, and a vibrant lifestyle you’ll love coming home to. This spacious 2-story home is full of potential, offering a fantastic floor plan and solid bones—ready for your personal touch. Plus, the complex will soon be getting new roofs! Inside, the main floor welcomes you with a bright living room, formal dining room, and a cozy family room featuring a gas fireplace and wet bar. The kitchen is equipped with wood cabinetry, a large window for plenty of natural light, and an adjoining breakfast room. You'll also appreciate the convenience of a main-floor laundry. Upstairs, the oversized primary suite is a true retreat, complete with a walk-in closet and a generous en suite bath offering a double sink vanity, soaking tub, and separate shower. Two additional spacious bedrooms and a full hall bath round out the upper level. Need even more space? The unfinished lower level is a blank canvas, ready for your ideas. Additional perks include a 2-car garage, a low-maintenance deck, 6-panel wood doors, a newer water heater (2024), and more! This home offers so much, with room for your personal updates and easy access to all that Webster Groves has to offer.

$379,900 - Webster Groves, MO

44 Chestnut Avenue Webster Groves, MO - Feel like you're living in your dream Airbnb—every single day. This enchanting 3 bed, 2 bath home in Webster Groves is tucked at the end of a quiet cul-de-sac & short distance to schools & parks. Step inside & be wowed by the dramatic split-level staircase that sets the tone for the stylish spaces to come. Gorgeous flooring, updated fixtures, & abundant natural light make every room shine. The open-concept living, dining, & kitchen area is perfect for entertaining, with a trendy feature wall, floating shelves, & walkout access to a balcony—your future grill zone. The bright white kitchen is both beautiful & efficient, featuring a center island, stainless apron-front sink, classic tile backsplash, 42” cabinets with crown molding, & eye-catching pendant lighting. Three comfortable bedrooms include a serene primary suite with a recently updated attached bath. The hall bath is equally stunning with designer tilework, a stylish vanity, and statement lighting. The lower level offers a spacious family room, ideal for movie nights, game days, or creative hobbies + utility/laundry room & access to the tuck-under garage. Out back, a large fenced yard offers sun and shade—and a storybook path that leads directly to Hixson Middle School. Walk to Memorial Park with new state-of-the-art aquatic center, ice arena, pickleball/tennis, ballfields, & community center. You'll be perfectly positioned for Webster’s beloved 4th of July fireworks. Location, lifestyle, & charm—it’s all here.

$370,000 - Webster Groves, MO

541 W Kirkham Avenue Webster Groves, MO - Charming century home in the heart of Webster Groves (right across the street from Larson Park) blends the perfect mix of historic character with modern updates! This 3 bed, 2 bath bungelow features gorgeous wood floors, original millwork, and timeless details that preserve its rich history. From a bygone era, the covered country-style front porch creates an unforgettable first impression—perfect for relaxing with a morning coffee, or greeting neighbors. The spacious and open flow between the family & dining rooms offers comfortable living and entertaining spaces. The updated kitchen showcases 42" maple cabinets, granite countertops, backsplash, & stainless steel appliances. A main level primary suite with updated bathroom has it all-- dual adult-height vanities, tile floors, tiled walk-in shower & herringbone shiplap accent wall. Two additional upper level bedrooms including a loft space, an updated hall bath, and main level laundry completes the interior. Enjoy the 2-car detached garage, a backyard ideal for gardening or play, and a walkable location-- just minutes to local fave restaurants such as Olive & Oak and Llewellyn's. Don’t miss your chance to own a piece of Webster Groves history!

$350,000 - Webster Groves, MO

657 Lilac Avenue Webster Groves, MO - Welcome to this beautifully updated home offering 2 spacious bedrooms with the potential for 2 ADDITIONAL sleeping areas in the fully finished lower level-perfect for a growing household or flexible work-from-home space. Step into the heart of the home: a stunning, fully renovated kitchen featuring modern cabinetry, sleek countertops, and updated appliances, ready for all of your culinary adventures. The main level also includes a bright dining area and generous family room addition, ideal for entertaining or relaxing with loved ones. Freshly painted throughout and boasting a brand-new roof, window trim, screens and downspouts, this home is truly move-in ready. Step outside into your own backyard oasis, complete with a covered deck for your entertainment, a convenient storage shed and a dedicated garden area perfect for growing your own vegetables or flowers. Whether you are hosting gatherings or enjoying peaceful mornings, this ooutdoor space offers it all. Located in a desirable neighborhood within walking distance to the local rec center, pool, parks and top-rated schools, this home combines modern comfort with unbeatable convenience. Don't miss the opportunity to make this versatile, charming property your new home!

$329,900 - Webster Groves, MO

430 S Maple Avenue Webster Groves, MO - Welcome to this adorable and well-kept three-bedroom, one-bath home nestled in the heart of desirable Webster Groves. Bursting with charm and character, this inviting home offers the perfect blend of comfort and convenience. Built in 1919, this home is lovingly maintained and move-in ready. The kitchen and dining area flow beautifully for easy everyday living and entertaining. Each bedroom provides cozy retreats with ample closet space and hardwood floors. Outside, your backyard oasis awaits — a peaceful, private space perfect for relaxing, gardening, or hosting gatherings. This yard is truly a hidden gem! Located just steps from the best of Webster Groves — local shops, vibrant restaurants, parks, and more — this home offers walkability and community charm at its finest. Don’t miss your chance to own this delightful home in one of St. Louis’ most sought-after neighborhoods!

$320,000 - Webster Groves, MO

537 Colebrook Drive Webster Groves, MO - Welcome to this spacious two-story condo in the heart of Webster Groves! Featuring two bedrooms, 2.5 baths and thoughtful updates throughout, this home offers both comfort and convenience. Step inside to a generous living room and a separate dining area, perfect for entertaining. The open concept kitchen boasts stainless steel appliances, a breakfast bar, and flows seamlessly into the breakfast nook and family room, complete with a fireplace and built-in bookcases. A main-floor laundry room adds to the everyday ease. Upstairs, you’ll find two spacious bedrooms and a flexible loft space ideal for a home office or second living area. The primary suite is light and bright, featuring a sitting area with its own fireplace. The en-suite bath includes a separate shower and soaking tub -- a perfect retreat at the end of the day. This condo also includes two garage spaces, making it a rare find in this sought-after location. Walk to the Webster recreation center.

$265,000 - Webster Groves, MO

169 W Kirkham Avenue Webster Groves, MO - This charming 3 bedroom ranch offers the perfect blend of comfort, functionality and location. Natural light fills the home thanks to large windows that create a bright, welcoming vibe. The layout is simple and smart, with 3 cozy bedrooms and a full bath, plus a spacious and open living/dining room. Downstairs, the partially finished basement adds tons of usable space-perfect for a second living area, home office, or gym; there's plenty of space for storage as well. Outside, the fully fenced yard is ideal for pets, play, or relaxed evenings. You'll also appreciate the brand new roof, offering a peace of mind for years to come. This location is hard to beat: just steps from a nearby nature reserve, sculpture park and an easy walk to great local restaurants, shops and coffee spots. Whether you're starting out, downsizing, or just looking for a move-in ready home with a little extra space in a walkable neighborhood, this one is worth a look!

Webster Groves, Missouri listings for sale

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