City/Oakwood Rev Homes under $500,000

Welcome to City/Oakwood Rev., a charming subdivision nestled in the heart of Oakwood, Montgomery County, Ohio. This vibrant community is known for its picturesque streets, friendly neighbors, and a strong sense of belonging. With its rich history and commitment to preserving its unique character, Oakwood offers a delightful blend of suburban tranquility and urban convenience.

One of the most appealing aspects of City/Oakwood Rev. is the availability of homes priced under $500,000. This makes it an attractive option for first-time homebuyers, families, and anyone looking to invest in a thriving community without breaking the bank. The homes here boast a variety of architectural styles, from classic bungalows to modern two-story residences, ensuring that there’s something for everyone’s taste.

In addition to its affordable housing, City/Oakwood Rev. is conveniently located near a wealth of amenities. Residents enjoy easy access to parks, local shops, and a diverse selection of dining options. The community is also well-connected to major highways, making commutes to nearby cities a breeze. Families will appreciate the highly-rated Oakwood City Schools, which are known for their commitment to academic excellence and student development.

Whether you’re looking to settle down or invest, City/Oakwood Rev. offers a welcoming atmosphere, beautiful homes, and a vibrant community spirit. Don’t miss your chance to be part of this exceptional neighborhood where affordability meets quality living!

Newest City/Oakwood Rev Homes under $500,000

$315,000

2 Beds ⋅ 2 Baths ⋅ 971043 MLS ⋅ Rhonda Hunter

CLASSIC CHARM IN A HIGHLY DESIRABLE LOCATION! Discover the character and warmth of this inviting two-story home featuring 2 bedrooms, 2 full bathrooms, and beautiful hardwood floors that add timeless appeal. A delightful sunroom offers the perfect spot to enjoy your morning coffee, unwind with a good book, or simply soak in the natural light. Upstairs, you'll find two generously sized bedrooms and a full bathroom. The full unfinished basement provides a second full bath and plenty of possibilities for future living space, a recreation room, home gym, or additional storage. Step outside to a charming backyard offering a wonderful setting for outdoor entertaining, gardening, or relaxing. A detached one-car garage adds convenience and extra storage. LOCATION, LOCATION, LOCATION! Nestled in one of the area's most sought-after neighborhoods, this home is within walking distance of schools, parks, shopping, and everyday conveniences. With its classic character, inviting spaces, and endless potential, this is a wonderful opportunity to make a house your home. Schedule your private showing today!

300 Wiltshire Boulevard, Oakwood

Courtesy of Rhonda Hunter and Irongate Inc.

$350,000

3 Beds ⋅ 2 Baths ⋅ 970681 MLS ⋅ Lisa M Burke

Welcome Home to this classic Ranch bungalow! Built in 1951, this house has great bones and includes features of the mid-century era with great updates. The wood floors gleam in the light from many windows on the main level. Two Bedrooms each include two closets with a full Bathroom in between. Upstairs is another cozy bedroom with a good size closet and additional attic storage. Back on the main level, the wall between Dining Room and Kitchen has been removed to create an open space with flexibility for meals with a few people or a crowd...Granite countertops, updated cabinets and SS appliances make cooking a breeze. The Basement has also been finished, offering plenty of space for entertaining and recreation. A Full Bathroom is conveniently located here, along with a bonus Guest/Exercise Room and a Laundry Room. Out back is a fantastic Back Yard complete with Patio, Fire Pit, an awesome sledding hill and Detached Garage. New roof (complete tear-off) and gutters in September 2026. See this house today and make your new home dreams a reality!

512 Volusia Avenue, Oakwood

Courtesy of Lisa M Burke and Coldwell Banker Heritage

$389,900

3 Beds ⋅ 2 Baths ⋅ 970457 MLS ⋅ Kunal N Patel

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 ⋅ Georgiana C Nye

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

$357,500

3 Beds ⋅ 2 Baths ⋅ 969929 MLS ⋅ Morgan Marie Means

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.

$348,000

3 Beds ⋅ 2 Baths ⋅ 969705 MLS ⋅ Jessika Webb

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.

$399,900

3 Beds ⋅ 2 Baths ⋅ 969619 MLS ⋅ Jey Ellis

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 ⋅ Emily Gay

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

$444,900

4 Beds ⋅ 3 Baths ⋅ 969153 MLS ⋅ Tami Holmes

Timeless elegance, exceptional privacy, and historic charm come together in this remarkable 1913 residence nestled in the heart of Oakwood. Set far back from the road and surrounded by beautiful, mature landscaping, this 4bedroom, 3-bath home offers a rare sense of seclusion while remaining perfectly positioned in one of Oakwood’s most desirable settings.From the moment you arrive, the inviting front porch—complete with a classic porch swing—sets the tone for a home filled with warmth, character, and architectural distinction. Step inside to discover stunning original hardwood floors that showcase the craftsmanship and history of the home. The gracious living room is anchored by a beautiful gas fireplace, creating an elegant yet comfortable gathering space. Thoughtful updates complement the home’s original character, including a beautifully renovated primary en suite bathroom that creates a sophisticated and relaxing private retreat.Outside, the backyard feels like a sanctuary of its own. Lush, mature landscaping and thoughtfully designed outdoor spaces provide exceptional privacy and a picturesque setting for entertaining, relaxing, or enjoying peaceful evenings at home.Adding to the property’s appeal is an impressive detached carriage house offering parking for up to four vehicles—an extraordinary find in Oakwood. Beyond the garage space, additional unfinished areas provide tremendous potential for future living quarters, a guest suite, home office, studio, or entertaining space, with the opportunity to add another bathroom. Walkable to all of the Brown street restaurants and you will love the winter views of the city from upstairs and the Carillon Christmas Tree from the living room windows! Rich in history while thoughtfully enhanced for modern living, this distinctive Oakwood residence offers an exceptional combination of original character, privacy,and understated luxury. There is an invisible fence that surrounds the whole property.

204 W Schantz Avenue, Oakwood

Courtesy of Tami Holmes and Tami Holmes Realty

$220,000

2 Beds ⋅ 1 Baths ⋅ 969193 MLS ⋅ Preston Hillard

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 ⋅ John D Austin CSP

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.

$499,900

4 Beds ⋅ 3 Baths ⋅ 968565 MLS ⋅ Toni Donato Shade

Set in the heart of Oakwood, 148 Telford Avenue is one of the neighborhood's original Sears Craftsman homes. This 1920-built home offers an open floor plan for modern living while preserving its original character and detail. The main level is bright, open, and updated throughout. It starts at an inviting front foyer with plenty of room to welcome guests, and flows into both formal and informal living spaces, including a dining area with a built-in wood bench. Preparing dinner will be a joy in the updated kitchen, which opens to the family room. Four bedrooms provide room to spread out, including a primary suite with a generously sized, updated bathroom featuring a soaking tub and large walk-in shower. The finished basement adds significant everyday and entertaining space, including a third full bath—plus a surprise bonus space, perfect for watching your favorite team. Outdoors, enjoy the built-in firepit or fire up the grill and dine on the stamped concrete patio, all within a fully fenced yard. Conveniently located close to Smith Elementary and Wright Library, this walkable neighborhood offers shopping, dining, and easy access to downtown Dayton, WPAFB, major hospitals, and highways. This is a true gem—you won't want to miss it.

148 Telford Avenue, Oakwood

Courtesy of Toni Donato Shade and Coldwell Banker Heritage

Start Your Search

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 Real Estate Company 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®