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300 Wiltshire Boulevard, Oakwood
$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.

512 Volusia Avenue, Oakwood
$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

418 Harman Boulevard, Oakwood
$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

212 Dell Park Avenue, Oakwood
$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

416 Monteray Avenue, Oakwood
$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.

306 Telford Avenue, Oakwood
$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.

350 Greenmount Boulevard, Oakwood
$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

1920-1922 Shroyer Road, Oakwood
$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

204 W Schantz Avenue, Oakwood
$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

560 Irving Avenue, Oakwood
$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

148 Telford Avenue, Oakwood
$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

248 Claranna Avenue, Oakwood
$390,000
3 Beds ⋅ 3 Baths ⋅ 968016 MLS ⋅ Ralph M Mantica
Classic brick Oakwood 1.5 story located with in walking distance of DLM, the shops of Oakwood, parks bus and the farmers market. The front walk way leads you to covered side front porch to enjoy your morning coffee. Upon entering the formal living room is to your rt offering hardwood floors and a fireplace. The dinning room is to the left and is open to the remodeled kitchen featuring a island cooking area, granite counter tops under cabinet lighting, SS appliances and white cabinets. The two main level bedrooms are to the rear of the home with a updated full bath off the hall way. The upper level master suite offers a large walk in closet, Updated bath with jet tub and separate shower with multi head shower system. The lower level offers two finished rooms one with a fireplace the other rec room has open ceilings and a walk out stairway to the rear yard. The utility furnace room also has the third bath. There is plenty of storage with the two car garage and 11 x 15 storage shed. The home does offer a irrigation system with deduct meter but has not been used.

248 Claranna Avenue, Oakwood

Courtesy of Ralph M Mantica and Kinzeler Realty, LLC

305 Oakwood Avenue, Oakwood
$499,900
5 Beds ⋅ 4 Baths ⋅ 967360 MLS ⋅ Jill Aldineh
Experience the perfect blend of timeless character and modern luxury in this beautifully updated Oakwood home. From the moment you step into the stunning entryway, you'll appreciate the rich original woodwork and craftsmanship that showcase the home's historic charm. The gourmet kitchen is a true showpiece, featuring a glass-front Sub-Zero refrigerator, Wolf 36" cooktop and ovens, and elegant Italian marble countertops. Open to a bright, sun-filled family room, this space is ideal for both entertaining and everyday living, allowing you to stay connected with family and guests while preparing meals. Restored original windows fill the formal living and dining rooms with natural light, creating warm and inviting spaces throughout. French doors lead to a spacious deck overlooking the fenced backyard, complete with a charming playhouse. The second floor offers four generously sized bedrooms, a relaxing sun porch, and two full bathrooms, including a private en-suite bath in the primary bedroom. The versatile third floor provides additional living space with a full bath, making it perfect for guests, a fifth bedroom, a home office, or a private retreat. With ample room and modern connectivity, this flexible space can easily adapt to your lifestyle. A rare opportunity to own a home that beautifully combines old-world elegance with today's most desirable updates and conveniences.

305 Oakwood Avenue, Oakwood

Courtesy of Jill Aldineh and RE/MAX Victory + Affiliates

245 Orchard Drive, Oakwood
$304,500
3 Beds ⋅ 1 Baths ⋅ 965936 MLS ⋅ Rachel Masters
Nestled in the heart of highly desirable Oakwood, this charming home offers the perfect blend of timeless character and everyday comfort. From the moment you arrive, you'll appreciate the inviting curb appeal and the welcoming atmosphere that makes Oakwood one of the Miami Valley's most sought-after communities. Tree-lined streets, award-winning schools, beautiful parks, locally owned shops, and restaurants are all just moments away, creating a lifestyle that's hard to match. Oakwood is consistently recognized for its historic charm, accessability, and strong sense of community. Inside, you'll find warm, inviting living spaces filled with natural light and classic details that give the home its unique personality. The functional layout offers comfortable gathering areas for everyday living as well as entertaining family and friends. The kitchen provides plenty of space to prepare meals, while the bedrooms offer peaceful retreats at the end of the day. Whether you're enjoying a quiet evening at home or hosting guests, this property delivers the charm and comfort buyers are searching for. Opportunities to own a home in the heart of Oakwood don't come along often. If you've been looking for a home in one of the Dayton area's most desirable neighborhoods, this is your chance to enjoy everything Oakwood has to offer while making this charming property your own.

245 Orchard Drive, Oakwood

Courtesy of Rachel Masters and Streetlight Realty LLC

no property photo
$274,000
2 Beds ⋅ 2 Baths ⋅ 965272 MLS ⋅ Teresa M Gustafson
Price Reduced ! Charming Oakwood Bungalow with Timeless Character & Valuable Updates Welcome home to this classic Oakwood bungalow, where historic charm meets modern peace of mind. Thoughtfully designed to maximize every square foot, the finished lower level significantly expands the living space, offering endless possibilities for a family room, home office, workout area, or guest retreat. The home features two generously sized bedrooms and two full bathrooms a rare convenience for a home of this era. Relax on the inviting front porch and enjoy the charm of this tree-lined Oakwood neighborhood. Inside, you'll appreciate the original hardwood floors, rich woodwork, and charming kitchen with abundant cabinetry, stainless steel appliances, and an adjoining dining room that's perfect for everyday meals or entertaining. Step outside to a fully fenced backyard with plenty of space to relax, entertain, or let pets play, plus an oversized detached garage with alley access and additional storage. Major improvements include custom replacement windows (2018) that preserve the home's original character, a new roof (2024), and a professionally installed interior drainage system by Concrete Pro (June 2026) with a lifetime transferable warranty. The finished basement was also refreshed in July 2026 with new waterproof luxury vinyl plank flooring and fresh paint. Conveniently located near parks, shopping, restaurants, and the Fraze Pavilion, this move-in-ready home offers the perfect combination of character, functionality, and lasting value.

344 Hadley Avenue, Oakwood

Courtesy of Teresa M Gustafson and Coldwell Banker Heritage

336 Peach Orchard Avenue, Oakwood
$280,000
2 Beds ⋅ 2 Baths ⋅ 963537 MLS ⋅ Tammy Murphy
Welcome home to this charming Oakwood classic where timeless character meets today's lifestyle. Located in the highly desirable Oakwood School District, this home offers 2 bedrooms plus a versatile second-story loft currently configured as a home office that could also serve as a third bedroom, 1.5 bathrooms, 1,452 square feet of living space, and a semi-finished full basement. Original details—including hardwood floors, crown molding, the original front door, fireplace, and inviting covered front porch—blend seamlessly with thoughtful updates throughout. The sun-filled living room opens to the dining room, creating comfortable gathering spaces, while the updated eat-in kitchen features granite countertops, stainless steel appliances, retro cabinetry, luxury vinyl tile flooring, an exposed brick chimney, and a cozy breakfast nook. Upstairs, the flexible loft provides an ideal work-from-home space or reading area, while the original hardwood flooring remains beneath the carpet in the bedrooms. The finished basement expands the home's functionality with an additional living area, half bath, laundry, and generous storage. Enjoy relaxing on the covered front porch, entertaining on the rear deck, or spending time in the fenced backyard. Additional features include updated windows, recently painted exterior, and a detached 1.5-car garage. One of this home's standout features is its location. Enjoy the convenience of nearby shopping and dining, with parks, the library, schools, and everyday amenities just a short walk away. If you're looking for classic Oakwood charm, flexible living spaces, and a location that makes it easy to enjoy the neighborhood, this home is one you won't want to miss.

336 Peach Orchard Avenue, Oakwood

Courtesy of Tammy Murphy and R H 2 L

338 Forrer Boulevard, Oakwood
$435,000
5 Beds ⋅ 2 Baths ⋅ 957653 MLS ⋅ Emily Pelligra
Lovingly cared for by the same owner for almost 40 years, this exceptional Oakwood residence seamlessly blends timeless character with thoughtful modern updates. Offering more than 2,200 square feet of living space, this spacious home features 5 bedrooms, 2 beautifully remodeled bathrooms, and an ideal location in the heart of Oakwood. From the moment you enter, you'll appreciate the home's original picture molding, abundant natural light, fresh paint, new carpeting, and elegant new chandeliers and recessed lighting. The versatile floor plan includes both a formal living room and a comfortable family room on the main level, along with a first-floor full bathroom—perfect for guests or multi-generational living. The updated kitchen is designed for both everyday living and entertaining, featuring brand-new appliances installed in 2026, ample workspace, and an adjoining dining and eat-in area that creates a welcoming gathering space for family and friends. Extensive improvements provide peace of mind for years to come, including a newer HVAC system, newer hot water heater, newer windows, whole-house siding, updated electrical system, new garage door (2026), new skylight (2026), and sump pump (2026). The roof was replaced in 2014, with the garage roof completed in 2013. Rarely does a home combine this level of space, character, location, and investment in updates. Move-in ready and Seller has purchased top of the line Home warranty for the new buyer the home has passed Oakwood Occupancy inspection, this is a wonderful opportunity to own a truly special Oakwood home. The fireplace (nonoperational) and chimney are not warranted and will convey in as-is condition. Seller has already passed Oakwood Presale Inspection.

338 Forrer Boulevard, Oakwood

Courtesy of Emily Pelligra and Coldwell Banker Heritage

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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 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®