Kirkwood & Oakland Homes Near Grant's Trail

Kirkwood Homes Near Grant's Trail

Grant's Trail

The northern end of the popular trail that cut's through the St. Louis metro area is located in Kirkwood at the intersection of S. Holmes at Leffingwell -- just north of Interstate 44.

 

Neighborhoods Nearby Grant's Trail in....

Crestwood      Kirkwood - Oakland   Grantwood Village   Affton  

Green Park & Lakeshire            Mehlville               Lemay/Bella Villa   

 

Kirkwood - Oakland Homes near Grant's Trail

$219,000
3 Beds 2 Baths 26045365 MLS COMING SOON Status
511 Joshua Ave is the perfect place to start! Tucked away on a secluded street in the sought-after Lindbergh School District, this move-in ready home offers the ideal blend of affordability, peace of mind, and room to grow. The open floor plan connects the kitchen, dining, and living areas, creating an inviting space for everyday living and entertaining, while hardwood floors and fresh paint provide a bright, welcoming feel. You'll also appreciate knowing the expensive updates are already behind you, including a brand-new roof and extensive basement waterproofing with drain tile, sump pump, and professionally epoxied foundation cracks. Downstairs, you'll find a full bath, laundry room, bonus room, and plenty of unfinished space that's ready to become a home gym, workshop, playroom, or finally that hobby room you've been telling yourself you'll start someday. Outside, the fenced backyard is perfect for kids, pets, backyard barbecues, or a game of fetch—assuming your dog believes in returning the ball. When you're ready to venture out, you'll love being within walking distance of both Spellman Park and Rayburn Park, where newly renovated playgrounds offer even more space to play, explore, and enjoy the outdoors. With convenient access to Hwy. 44, commuting, shopping, and dining are all just minutes away. Affordable, updated, and full of potential, this home is ready for you to make it your own.

511 Joshua Dr, Crestwood

$645,000
3 Beds 2 Baths 26046821 MLS COMING SOON Status
Welcome to this beautifully maintained cottage-style home tucked away on a quiet, tree-lined street in the City of Oakland—one of St. Louis County’s best-kept secrets. Just minutes from Downtown Kirkwood, you’ll enjoy a walkable location, lower property taxes, and exceptional city services while coming home to timeless charm and thoughtful updates. Inside, rich hardwood floors, crown molding, abundant natural light, and a beautiful fireplace create a warm, inviting atmosphere. The spacious living room flows seamlessly into an impressive family room addition featuring exposed wood beams, custom millwork, built-in cabinetry, and French doors leading to the backyard—offering exceptional space for everyday living and entertaining. The professionally remodeled kitchen is truly the heart of the home, featuring all-new Schuler cabinetry, a striking combination of custom concrete and butcher block countertops, a farmhouse sink, Bosch dishwasher, and a professional-style European ILVE gas range with a vented exhaust hood. An adjacent coffee bar and breakfast area complete this one-of-a-kind gathering space. The flexible floor plan offers three bedrooms and two full baths, including a convenient main-floor bedroom and full bath, while two generously sized bedrooms are located upstairs. Step outside to refreshed decks overlooking beautifully landscaped gardens and a peaceful backyard that feels like an extension of neighboring Minturn Park. Whether enjoying your morning coffee or entertaining friends, the outdoor spaces are every bit as inviting as the interior. Additional improvements include professionally refinished hardwood floors, upgraded 200-amp electrical service with a dedicated 50-amp circuit for a future hot tub or spa, rebuilt basement staircase, refreshed deck railings, extensive landscaping, and a newer roof. Combining storybook curb appeal, quality craftsmanship, and an unbeatable location near Kirkwood’s restaurants, parks, and shopping, this is a rare opportunity to own one of Oakland’s most charming homes.

108 S Brent Ave, St Louis

$399,900
3 Beds 2 Baths 26040802 MLS COMING SOON Status
Meet Miss Simmons. She isn't the biggest house in Kirkwood, but she's the kind everyone wants to come home to. Thoughtfully updated, impeccably maintained, and full of character, Simmons proves that it's not about square footage—it's about how a home lives. And with approximately 1,800 square feet of finished living space, she lives exceptionally well. Nestled in one of Kirkwood's most desirable neighborhoods, Simmons offers something that's becoming increasingly difficult to find: an opportunity to own a beautifully updated home in the highly acclaimed Kirkwood School District at an attractive price point. Spend your weekends strolling to Downtown Kirkwood for coffee, dinner, shopping, or the Farmers' Market, or enjoy an afternoon at nearby Kirkwood Park with its walking trails, lake, tennis courts, playgrounds, and year-round community events. Inside, Miss Simmons' greatest pride is her stunning designer kitchen featuring custom white cabinetry, quartz countertops, abundant workspace, and timeless finishes that are sure to impress. Original hardwood floors provide warmth and character, while new carpeting and beautifully updated bathrooms create the perfect balance of classic charm and modern style. The versatile floor plan offers a formal living room, separate dining room, comfortable family room, three true bedrooms, and an updated full bath on the main level. Downstairs, the finished lower level expands your living space with a spacious recreation room, second full bath, and endless possibilities for movie nights, hobbies, a home office, or entertaining. Step outside to a generously sized, fully fenced backyard complete with a patio that's ready for summer cookouts, pets, or evenings under the stars. Complete with a one-car garage and presented in pristine, move-in-ready condition, Simmons is proof that sometimes the smartest move isn't buying the biggest house—it's buying in the right neighborhood. Sewer lateral line updated in 2026. Kirkwood Occupancy is passed! Professional Pics coming soon!

634 Simmons Ave, Kirkwood

$390,000
3 Beds 1 Baths 26042633 MLS ACTIVE UNDER CONTRACT Status
Welcome home to this beautifully updated home in the heart of Kirkwood, where timeless craftsmanship meets modern luxury. Completely renovated with exceptional attention to detail, this move-in-ready home offers seamless indoor-outdoor living designed for both everyday comfort and effortless entertaining. Inside, you'll find stunning solid white oak flooring throughout, creating a warm and elegant feel. The thoughtfully designed kitchen features solid wood cabinetry, gorgeous quartz countertops, a porcelain farmhouse sink, and ample storage. The desirable main-floor primary suite is complemented by a custom-designed walk-up closet, while the beautifully appointed bathroom showcases marble and travertine finishes along with a solid wood vanity. Main-floor laundry adds everyday convenience, and a bonus office/playroom provides flexible space to fit your lifestyle. Major system updates provide peace of mind, including all new electrical and plumbing (2024), new windows (2024), a new HVAC system, furnace, and water heater (2024), allowing you to enjoy your home for years to come with confidence. Step outside to experience the true highlight of the property—an incredible outdoor living room complete with an electric fireplace, creating the perfect extension of your living space for relaxing or entertaining in every season. The spacious backyard offers endless opportunities for gatherings, play, gardening, or simply enjoying your own private retreat. Located in one of Kirkwood's most desirable neighborhoods, this exceptional home is just minutes from parks, shopping, dining, and top-rated schools. With premium finishes, quality craftsmanship, and extensive updates throughout, this is a rare opportunity to own a truly turnkey home.

235 Midway Ave, Kirkwood

$344,900
2 Beds 1 Baths 26041165 MLS ACTIVE UNDER CONTRACT Status
Charming Brick Bungalow in the Heart of Kirkwood Welcome home to this charming brick bungalow nestled in the heart of Kirkwood's sought-after Jefferson-Argonne Historic District. Enjoy an unbeatable location just a short walk to downtown Kirkwood, the Farmers' Market, the Kirkwood Early Childhood Center, and just one block from Mitchell Park. Inside, you'll find beautiful hardwood floors throughout, an open-concept kitchen with abundant counter space, and a built-in period hutch that adds timeless character while providing convenient dry food storage. The home also features an updated bathroom, stylish lighting fixtures, and a fresh, modern paint palette. Two spacious main-floor bedrooms offer comfortable living while preserving the home's classic bungalow charm. Outside, mature trees and landscaping create a picturesque setting, while the fully fenced backyard provides the perfect space for entertaining, gardening, pets, or simply relaxing. With its blend of historic character, thoughtful updates, functional living spaces, and an exceptional walkable location, this home is a rare opportunity to enjoy the very best of Kirkwood living. Highlights: Charming brick bungalow in the Jefferson-Argonne Historic District Walking distance to downtown Kirkwood, the Farmers' Market, and the Kirkwood Early Childhood Center One block from Mitchell Park Open-concept kitchen with generous counter space Built-in period hutch offering additional dry food storage Hardwood floors throughout Updated bathroom Updated lighting fixtures Fresh, modern paint throughout Two spacious main-floor bedrooms Mature landscaping and shade trees Fully fenced backyard

109 Handlan Ct, Kirkwood

$159,900
2 Beds 1 Baths 26039114 MLS ACTIVE UNDER CONTRACT Status Kirkwood Place Condo BLDG.
Don't miss this fantastic opportunity to own a beautifully updated condo in the heart of Kirkwood, one of the area's most desirable and walkable communities. Perfectly situated just minutes from downtown Kirkwood's popular restaurants, charming boutiques, coffee shops, entertainment venues, and vibrant nightlife, this home combines comfort, convenience, and value in an exceptional location. Step inside this inviting two-bedroom, one-bath condominium and discover a bright, well-maintained interior designed for easy living. The open and welcoming living space features newer laminate flooring that flows throughout the main areas, complemented by updated modern lighting fixtures that create a fresh, contemporary feel. The spacious family room provides plenty of room for relaxing, entertaining guests, or simply enjoying everyday life in comfort. The kitchen comes fully equipped with a refrigerator and offers ample space for meal preparation and storage. Adding to the convenience, the unit includes an in-unit stackable washer and dryer, eliminating the need for shared laundry facilities. A newer air conditioning system helps ensure year-round comfort and efficiency. One of the highlights of this condo is the private balcony, where you can enjoy your morning coffee, read a book in the sunshine, or unwind after a busy day. The outdoor space provides a peaceful retreat while still being close to all the amenities Kirkwood has to offer. Pet owners will appreciate the pet-friendly community, which features a dedicated fenced dog run conveniently located near the parking area. This private on-site amenity makes it easy for your furry companions to exercise and socialize close to home. Additional benefits include low monthly maintenance fees, one reserved parking space assigned to the unit, and plenty of guest parking for visitors. Whether you're a first-time homebuyer, downsizing, or looking for a low-maintenance lifestyle in a prime location, this condo offers outstanding value and convenience. Enjoy the best of Kirkwood living with local shopping, dining, parks, entertainment, and community events all within walking distance of your front door. This move-in-ready condo is a wonderful opportunity to enjoy comfortable living in a sought-after location!

621 S Kirkwood Rd Unit 202, Kirkwood

$229,000
3 Beds 2 Baths 26026334 MLS ACTIVE Status
Back on the market at no fault of the seller. The property has already passed the required occupancy inspection. There’s something truly special about a home that offers both connection and a sense of retreat and this beautifully updated 3-bedroom in Kirkwood does just that. Located in the highly sought-after Kirkwood School District, this home was thoughtfully renovated just prior to the current owners’ purchase and has been well maintained and carefully cared for since, blending modern updates with a warm, welcoming feel that’s easy to settle into. The main living spaces are filled with natural light and flow effortlessly into a thoughtfully designed kitchen, complete with stainless steel appliances and finishes that feel both timeless and functional, perfect for everything from quiet mornings to gathering with friends. What truly sets this home apart, though, is the finished lower level. Tucked away downstairs, you’ll find a private bedroom paired with its own full bathroom, creating a peaceful retreat that feels intentionally set apart from the rest of the home. Whether used as a guest suite, a comfortable space for extended family, or simply your own quiet escape at the end of the day, it offers a level of flexibility and privacy that’s hard to come by. It’s these thoughtful details that make the home not just beautiful, but livable in all the right ways, offering space to gather, room to recharge, and a place that truly feels like it was designed with everyday life in mind.

436 Meacham St, Kirkwood

$3,750,000
5 Beds 6 Baths 26006500 MLS ACTIVE Status
Presenting the Spencer Smith House, a designated Kirkwood Historical Landmark blending 19th-century Italianate architecture with thoughtfully integrated modern living. Built circa 1853 and expanded in 2018, this distinguished two-story residence features cross gables, bracketed overhanging eaves, and a welcoming veranda. The home offers approximately 6,900 square feet of finished living space that preserves historic character while supporting contemporary living. Architectural details include soaring 12-foot ceilings, a freestanding spiral staircase, curved walls, original niches, and a dining room bay window. Reproduced period millwork and rift- and quarter-sawn white oak flooring anchor the main level, while comprehensive updates to HVAC, plumbing, electrical, and structural systems modernize the home behind the walls. The reconfigured floor plan creates an open sequence between the foyer, living areas, and kitchen through expansive cased openings that maintain architectural continuity. Upstairs, four bedrooms, remodeled bathrooms, and an added laundry provide comfort and flexibility. A thoughtfully designed addition integrates with the original structure while remaining architecturally distinct. Highlights include a main-floor primary suite, 3.5-bay attached garage, second-floor recreation room with half-kitchen, expansive outdoor deck with hot tub, gas fire pit, grill and wet bar, and a wrap-around porch overlooking the grounds. Entire Smart Home Technology. Located within walking distance of downtown Kirkwood’s shops and restaurants, the Spencer Smith House offers the opportunity to own a carefully restored historic residence in one of the area’s most established communities.

306 E Jefferson Ave, St Louis

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