City/Oakwood Homes under $400,000

**Discover the Charm of Oakwood, Ohio: Your Ideal Subdivision Awaits**

Nestled in the heart of Montgomery County, Oakwood is a vibrant and welcoming community that perfectly balances suburban tranquility with urban convenience. Known for its picturesque tree-lined streets and friendly neighbors, Oakwood offers a unique blend of small-town charm and modern amenities, making it an ideal location for families, young professionals, and retirees alike.

One of the most appealing aspects of Oakwood is its diverse selection of homes, especially those priced under $400,000. Whether you're a first-time homebuyer or looking to downsize, you'll find a variety of options that cater to your needs. From cozy bungalows to spacious single-family homes, Oakwood's real estate market showcases properties with character and style. Many homes feature beautiful gardens, updated interiors, and proximity to local parks, schools, and shopping centers, ensuring that you have everything you need right at your fingertips.

Living in Oakwood also means enjoying a strong sense of community. Residents take pride in their neighborhoods, participating in local events and activities that foster connections and friendships. With highly-rated schools, numerous recreational facilities, and a rich cultural scene, Oakwood is not just a place to live; it's a place to thrive.

If you're searching for a home in a charming subdivision that offers affordability without compromising on quality, Oakwood, Ohio, is the perfect destination. Come explore the possibilities and discover your dream home in this delightful community!

Newest City/Oakwood Homes under $400,000

$400,000

3 Beds ⋅ 3 Baths ⋅ 969973 MLS

Classic Oakwood charm meets modern comfort- offering nearly 2,000 SF above grade plus almost 1,200 SF of finished lower-level living space. Thoughtfully updated while preserving its timeless character, this home combines the warmth and craftsmanship of a classic Oakwood residence with the space and amenities today's buyers are seeking. Best of all, you're just a short walk from downtown Oakwood. A welcoming enclosed front porch sets the tone before you step inside to discover rich architectural details including hardwood floors, arched doorways, original built-ins, custom plantation shutters, and abundant natural light. The spacious living room is anchored by a beautiful fireplace flanked by original built-in cabinetry and flows seamlessly into the formal dining room. The thoughtfully remodeled kitchen features solid wood shaker-style cabinetry, granite countertops, stainless steel appliances, pantry storage, and generous workspace. There are two bedrooms on the main level (one with built-in Murphy bed), while the entire second floor is dedicated to a private primary retreat complete with a walk-in closet and en suite bath—a rare feature for an Oakwood home of this era. Brand-new carpet throughout provides a fresh, move-in-ready feel while complementing the home's timeless appeal. The expansive finished lower level offers more versatile living space, perfect for a family room, recreation area, home office, fitness room, or hobby space. An oversized laundry room with extensive built-in cabinetry provides exceptional storage and organization. Thoughtful improvements include a remodeled kitchen (2017), dimensional shingle roof (2017), high-efficiency HVAC (2022), tankless water heater (2022), updated electrical, updated lighting, brand-new carpet throughout main floor and luxury vinyl installed throughout the basements (2026). New battery back up for sump pump in 2026. Outside, you'll find professionally landscaped grounds and a detached 2-car garage.

327 East Drive, Oakwood

Courtesy of Laurie Westheimer and BHHS Professional Realty

$273,750

2 Beds ⋅ 1 Baths ⋅ 969886 MLS

You won't want to miss out on this Oakwood home offering beautiful hardwood floors throughout. The kitchen features maple cabinetry and stainless steel appliances, a greenhouse window, while double hung windows bring in plenty of natural light. The semi finished basement offers additional space for a rec room, office, workout area or future finishing. Outside, enjoy a fenced yard and oversized detached garage with opener, providing excellent parking and overhead storage. HVAC replaced in 2015. Conveniently located near shopping, dining, parks and everything Oakwood has to offer, all within the Oakwood School District. Property is being sold AS IS to settle an estate. Rooms are virtually staged.

443 Triangle Avenue, Oakwood

Courtesy of Donna S Deaton and RE/MAX Victory + Affiliates

$269,900

3 Beds ⋅ 1 Baths ⋅ 969699 MLS

Move-in ready and full of potential. This 3-bedroom, 1-bath home offers 1,305 square feet of well-kept living space, a full unfinished basement, and a detached 2-car garage. Brand new and remodeled kitchen with new appliances. Hardwood floors run throughout the main level. The spacious living room centers on a fireplace and opens to a generous dining room, which leads into a kitchen with abundant counter space and ample cabinetry. Just off the kitchen you'll find rear-yard access and stairs to the basement, where the mechanicals, washer and dryer hookups, and plenty of storage are located. Three comfortable bedrooms and a full bath complete the main level. Outside, the fenced back yard offers room to relax, play, and entertain, with the detached 2-car garage just beyond. A new roof and soffits in 2022 mean the big-ticket item is already handled, leaving you free to add your own finishes and style. Freshly painted.

327 Patterson Road, Oakwood

Courtesy of Angela R Flory and eXp Realty

$350,000

3 Beds ⋅ 2 Baths ⋅ 968889 MLS

Charming 3-bedroom, 2-full-bath brick Cape Cod in Oakwood filled with classic character! Beautiful floors, original woodwork and a spacious living room with fireplace welcome you inside. The roomy upstairs offers a private third bedroom and full bath with a classic clawfoot tub. Enjoy an updated main-level bath, full basement with plenty of storage and workspace, covered rear porch, generous driveway and detached garage. Classic Oakwood charm with plenty of space to make your own! Agent owned.

406 Spirea Drive, Oakwood

Courtesy of John Pawelski Jr and Plum Tree Realty

$389,000

4 Beds ⋅ 2 Baths ⋅ 965924 MLS

Charming Oakwood home that boasts timeless character and thoughtful updates! The main level features beautifully refinished hardwood floors, complemented by a modern, neutral color scheme and stylish lighting throughout. Elegant baseboards, detailed woodwork, and arched doorways add to its appeal. The three-season room adjacent to the living area creates an open, airy atmosphere filled with natural light and provides extra space for relaxation. The kitchen has been updated with 42-inch cabinets, quartz countertops, a farmhouse sink, stainless steel appliances, large-format floor tiles, a beadboard backsplash, open shelving, and generous counter space. The primary bedroom includes built-in shelving, a walk-in closet, and additional storage options. Both full bathrooms have been renovated with vanities, tile work, fixtures, lighting, and linen closets. Outside, the home features a new poured patio, a cozy fire pit area, and a beautiful pergola—perfect for outdoor gatherings and entertaining. Brand new windows throughout with elegant Roman shades enhance the home's charm and energy efficiency. Located near several parks and local amenities, this wonderful home is ready for you to call it yours. Schedule a visit today!

252 Aberdeen Avenue, Oakwood

Courtesy of Eric Weimer and Glasshouse Realty Group

$399,800

4 Beds ⋅ 3 Baths ⋅ 963250 MLS

Experience contemporary, energy-efficient living in this beautifully renovated home, where timeless character meets modern design. A substantial interior renovation transformed the home with major mechanical and structural upgrades, creating a move-in-ready property with exceptional quality and peace of mind. The thoughtfully redesigned floor plan features four bedrooms, 2.5 bathrooms, a dedicated home office, and a semi-finished basement, offering flexible living space. At the heart of the home is the stunning open-concept living and dining area anchored by the kitchen featuring an oversized quartz island, custom cabinetry, and stainless steel appliances. The main level also offers a bedroom, a full bath, a convenient half bath, office space, and a redesigned staircase that enhances the home's flow. Upstairs, raised vaulted ceilings create an airy feel throughout the three additional bedrooms and full bathroom, while newer windows fill the space with abundant natural light. Extensive improvements completed during the renovation include reinforced structural framing, engineered hardwood flooring throughout, solid wood three-panel doors, upgraded insulation, fresh drywall and paint, all-new electrical wiring with upgraded service and breaker panels, new plumbing supply and drain lines, an energy-efficient HVAC system, and a heat pump water heater. A security system with remote monitoring capability adds an additional layer of convenience and peace of mind. Outside, the deck, fencing, and yard provide a wonderful opportunity for the next owner to customize and create their own outdoor retreat while enjoying the confidence that the home's major interior improvements have already been completed.

346 Corona Avenue, Oakwood

Courtesy of Jamie Curtis and BHHS Professional Realty

$380,000

3 Beds ⋅ 2 Baths ⋅ 960648 MLS

Discover a harmonious blend of classic charm and modern living at this delightful Oakwood residence, where inviting curb appeal and thoughtful design create an immediate sense of home. This two-story property offers 1906 square feet of comfortable living space, featuring three bedrooms and one and a half bathrooms. The welcoming front porch, adorned with classic columns, sets a serene tone amidst landscaped greenery and mature trees, inviting peaceful moments outdoors. Inside, the living area boasts gleaming hardwood floors and a classic brick fireplace, providing a cozy focal point for relaxation. Abundant natural light illuminates this adaptable space, further enhanced by built-in shelving. The contemporary kitchen is a chef's delight, equipped with sleek granite countertops, a practical kitchen island, and stainless steel appliances including a dishwasher, microwave, range, and refrigerator. Recessed lighting and tile flooring complete this bright and functional space. Bedrooms offer comfort and tranquility, with options featuring plush carpeting or warm hardwood floors, and ceiling fans for optimal airflow. The main level seamlessly connects the kitchen to the living area, promoting an open and engaging environment. An unfinished basement provides ample utility space, laundry facilities with a dryer, and extensive storage or potential for a workshop. The property's exterior features maintenance free vinyl siding, complemented by a detached garage. A charming brick patio offers a private outdoor retreat, perfect for entertaining or quiet contemplation. Located in a desirable neighborhood with sidewalks and mature trees, this home offers both privacy and community appeal.

241 Orchard Drive, Oakwood

Courtesy of Kunal N Patel and Glasshouse Realty Group

$289,900

3 Beds ⋅ 2 Baths ⋅ 960775 MLS

Discover this timeless residence nestled in the desirable Oakwood neighborhood and within the Oakwood School District! Offering both classic charm and modern comforts, this captivating two-story home features three bedrooms and one and a half baths; and it includes 1482 square feet of living space plus 442 sq ft for a full, (semi) finished basement (assessor data). A Detached Two-Car Garage and Driveway provide very convenient Off-Steet Parking and additional storage. A welcoming screened front porch invites serene outdoor relaxation, perfect for enjoying tranquil afternoons. Inside, the home boasts rich hardwood flooring throughout the main living areas, complemented by abundant natural light that creates an inviting atmosphere. The living room is a focal point, enhanced by a faux fireplace and elegant built-in cabinetry; a stylish chandelier illuminates the dining space. The kitchen features sleek countertops, stainless appliances including a range, dishwasher, and refrigerator, and a functional layout ensuring meal preparation is a breeze. A quaint office/flex space is tucked away. Upstairs, each bedroom offers generous windows, warm hardwood floors, and ceiling fans, providing comfortable and naturally lit retreats. The property also includes a versatile basement, presenting excellent opportunities for future customization. Step outside to a spacious wooden deck with a pergola, ideal for entertaining guests or simply unwinding in your private backyard. Located on a 0.15-acre lot, this residence offers a harmonious blend of classic elegance and practical living in a vibrant community. Convenient to Shopping, dining, parks and more!

242 Lonsdale Avenue, Oakwood

Courtesy of Jerry E Williams and Wright-Patt Realty, Inc.

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The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of the Dayton Area Board of Realtors® MLS IDX Database. Real estate listings from the Dayton Area Board of Realtors® MLS IDX Database held by brokerage firms other than Mark Ryan Group RE/MAX Victory + Affiliates are marked with the IDX logo and are provided by the Dayton Area Board of Realtors® MLS IDX Database. Information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in. Copyright© 2026 Dayton Area Board of Realtors®