Oakwood Homes under $400,000

Welcome to Oakwood, Ohio – a charming suburb nestled in Montgomery County that perfectly blends small-town charm with modern conveniences. Known for its picturesque tree-lined streets and strong sense of community, Oakwood offers a unique lifestyle that appeals to families, young professionals, and retirees alike.

As you explore this delightful city, you'll discover a rich history reflected in its beautiful architecture and well-maintained parks. The vibrant downtown area is home to a variety of local shops, cozy cafes, and restaurants that serve everything from gourmet cuisine to comforting classics. With its close-knit community feel and numerous events throughout the year, Oakwood fosters a welcoming atmosphere that makes it easy to connect with neighbors and build lasting friendships.

For those seeking a home in this idyllic setting, Oakwood offers a fantastic selection of properties priced under $400,000. Whether you’re looking for a charming bungalow with character, a spacious family home, or a modern townhouse, there’s something to suit every taste and budget. The real estate market here is diverse, providing an array of options that cater to different lifestyles and preferences.

Families will appreciate the highly-rated schools in the area, while outdoor enthusiasts will enjoy the numerous parks and recreational facilities that encourage an active lifestyle. With easy access to downtown Dayton and major highways, Oakwood combines the tranquility of suburban living with the excitement of city life.

Discover your dream home in Oakwood today – where community, convenience, and charm come together to create the perfect place to call home!

Newest Oakwood Homes under $400,000

$389,900

3 Beds ⋅ 2 Baths ⋅ 970457 MLS

Over $60,000 in improvements since purchased in 2022! This beautifully maintained stone and brick Cape Cod combines character with thoughtful updates throughout. Hardwood floors flow through much of the home, while the open, light-filled layout makes the living spaces feel warm and inviting. The kitchen features granite countertops, stainless steel appliances, ample soft-close cabinetry, and a peninsula with additional seating that opens to the dining area. French doors lead to the 3-season room, surrounded by windows and offering flexible additional living space, mudroom functionality, and convenient access to the attached, extended 2-car garage. Two bedrooms and an updated full bath are located on the main level. Upstairs, the spacious primary suite feels like its own retreat with two walk-in closets, built-ins, a mini-split for added comfort, and an updated en suite bath featuring a double vanity and an oversized custom shower. The clean basement provides plenty of storage and additional possibilities. Major improvements include kitchen flooring (2026), HVAC (2025), roof and gutter covers (2024), primary suite mini-split, cedar front fence, garage door motor, electrical improvements, and more. A complete list of over $60,000 in improvements is available for review. With major systems addressed, a turnaround driveway, attached 2-car garage, and a functional layout, this home is ready for its next chapter

418 Harman Boulevard, Oakwood

Courtesy of Kunal N Patel and Glasshouse Realty Group

$350,000

3 Beds ⋅ 2 Baths ⋅ 970243 MLS

Totally adorable 1.5-story brick home in the heart of Oakwood! This charming 3-bedroom, 2-full-bath home offers a wonderful location just two doors from a neighborhood park and only two blocks from the Shops of Oakwood. Walk to shops, restaurants, parks and more! Inside, beautiful hardwood floors shine throughout much of the home, adding warmth and character. The updated kitchen is stylish and functional, making it a true highlight of the home. Two bedrooms and a full bath are conveniently located on the main level. From the dining room, access the three-season porch that stretches across the back of the home and provides wonderful additional living space—perfect for morning coffee, relaxing or enjoying the seasons. Upstairs, the primary suite is roomy, with built-in cabinets and bookcases, tons of closet space, a separate full bath and access to a private upper level deck. The clean, dry basement offers excellent storage and utility space. Outside, there is a deck for your outdoor enjoyment, that is accessed from the three season porch, a sweet yard, and partial fence. Charming, updated and wonderfully located—this is Oakwood living at its best!

212 Dell Park Avenue, Oakwood

Courtesy of Georgiana C Nye and Coldwell Banker Heritage

$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

$365,000

3 Beds ⋅ 2 Baths ⋅ 969929 MLS

Welcome to this charming 3-bedroom, 1.5-bath two-story home in desirable Oakwood! Offering 1,308 sq. ft. of living space, this home features a spacious living room with beautiful wood beams, a full basement, and a 2-car detached garage. The fenced-in backyard offers a great space for relaxing or entertaining with fire pit and fireplace under the pergola which was all built in 2022. Enjoy the front porch and back deck, along with a driveway replaced in 2021. Brand new siding in 2021. The kitchen is open to the dining room which offers a great space to entertain. This home is in an phenomenal location, with shopping, restaurants, and more just a short distance away. Conveniently located near The Greene and WPAFB, this home offers easy access to everyday conveniences, dining, shopping, and entertainment. Furnace 2017. A/C 2017. Roof 2017. Dishwasher 2017. Microwave 2017. Water Heater 2020

416 Monteray Avenue, Oakwood

Courtesy of Morgan Marie Means and Irongate Inc.

$273,750

2 Beds ⋅ 1 Baths ⋅ 1895659 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 off street 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 Deaton with RE/MAX Victory + Affiliates

$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

$364,900

3 Beds ⋅ 2 Baths ⋅ 969705 MLS

Classic Oakwood charm with an added note of peace of mind. The sellers report no basement water leaks during their 18 years of ownership, a particularly noteworthy feature given recent flooding concerns in the Dayton area. This two-story home offers three bedrooms, two full baths, and a flexible main-level layout with both a living room and separate family room. The finished basement provides additional space for recreation, hobbies, a home office, or storage. A detached two-car garage adds convenient parking and storage space. Located just a short walk from the elementary school and the Shops of Oakwood, this home offers comfortable living and a convenient Oakwood location.

306 Telford Avenue, Oakwood

Courtesy of Jessika Webb and Ownerland Realty, Inc.

$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

$399,900

3 Beds ⋅ 2 Baths ⋅ 969619 MLS

This amazing cape cod is full of character and warmth and features lots of updates! You will realize right away when you see the beautiful curb appeal that you are about to see a wonderful home inside and out. A very open layout awaits when you walk through the door to the spacious living room, separate dining and updated kitchen. Two good-sized bedrooms are on the main level with a fully remodeled bath in between. The primary bedroom suite on the 2nd level is stunning! With the ceiling raised to the beams, the space is incredible and contemporary with built in shelves and a huge bathroom featuring a walk-in closet! There is a lovely enclosed breeze way just off the kitchen in addition to a small deck that houses a hot tub. This area also allows access to the two car garage with overhead storage. This one is ready for you to call home! Schedule your private tour today.

350 Greenmount Boulevard, Oakwood

Courtesy of Jey Ellis and Coldwell Banker Heritage

$399,900

6 Beds ⋅ 3 Baths ⋅ 967865 MLS

Investment opportunity in desirable Oakwood! This well-maintained duplex offers 2,200+ square feet of living space, with two spacious units featuring approximately 1,100 square feet each, 3 bedrooms and 1 full bathroom per unit. Both units are nicely updated and currently occupied, providing immediate rental income with leases extending into 2027. The first-floor unit features a new bathroom, fresh carpet and paint, and updated fixtures. The second-floor unit has been thoughtfully updated with a new kitchen featuring granite countertops and stainless-steel appliances, new bathroom, fresh paint, and updated fixtures. A full basement provides substantial additional space and potential for future value-add improvements. Current rents are $1,600/month for the first-floor unit through 8/31/27 and $1,700/month for the second-floor unit through 9/30/27. Owner currently pays water, sewer, and trash, with one water meter averaging approximately $180/month. This is a great opportunity to expand your portfolio in the highly desirable Oakwood area.

1920-1922 Shroyer Road, Oakwood

Courtesy of Emily Gay and Agora Realty Group

$220,000

2 Beds ⋅ 1 Baths ⋅ 969193 MLS

An incredible opportunity to get into Oakwood Schools—at the time of listing, this is the lowest-priced home available in the district! Classic Oakwood charm meets fresh, move-in-ready updates in this inviting 2-bedroom home. Beautiful original hardwood floors bring warmth and character throughout the main living areas, complemented by refreshed interior paint and new carpet upstairs. The updated kitchen features quartz countertops, stainless steel appliances, and a clean, modern feel. Outside, enjoy a fenced backyard with a convenient storage shed, while the unfinished basement provides plenty of additional storage and future potential. Recent improvements include windows (2025), roof (2018), and furnace (2018). Ideally located near the University of Dayton with convenient access to dining, shopping, parks, and everything the area has to offer. City of Oakwood will issue owners two street parking passes. A rare opportunity at this price point in Oakwood—schedule your showing today!

560 Irving Avenue, Oakwood

Courtesy of Preston Hillard and eXp Realty

$300,000

3 Beds ⋅ 1 Baths ⋅ 969124 MLS

Located in Oakwood this beautiful Federal style home has elegance and charm. Well lit eat in kitchen offers Granite counter tops, stunning white cabinets, and stainless steel appliances, new dishwasher in 2025, new refrigerator 2022. Basement features laundry room, potential half bath, and spacious storage areas. Peaceful relaxing back yard with charming rock garden, waterfall/pond and huge patio for relaxing, entertaining, or dining. Updated furnace and A/C in 2025 new water heater in 2026. Oversized 2 car garage with abundance of room for storage or workroom. A must see in Oakwood. Sellers have not used Fireplace so Fireplace and Chimney not warranted.

441 Corona Avenue, Oakwood

Courtesy of John D Austin CSP and Irongate Inc.

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