City/Oakwood Real Estate

Welcome to Oakwood, a charming subdivision nestled in Montgomery County, Ohio. Known for its picturesque streets and friendly community, Oakwood is a highly sought-after neighborhood for families and individuals looking for a peaceful and welcoming environment.

Located in the heart of Montgomery County, Oakwood offers easy access to all the amenities and attractions of the surrounding area. With its prime location, residents of Oakwood enjoy the convenience of being just a short drive away from the vibrant city of Dayton and all it has to offer.

One of the standout features of Oakwood is its beautiful homes and well-maintained properties. The subdivision boasts a variety of architectural styles, from traditional to contemporary, ensuring there is something to suit every taste. The tree-lined streets and manicured lawns add to the overall aesthetic appeal of the neighborhood, creating a truly picturesque setting.

Oakwood is also known for its excellent schools, making it a popular choice for families. The Oakwood City School District is highly regarded for its commitment to academic excellence and offers a range of educational opportunities for students of all ages.

In addition to its attractive homes and top-notch schools, Oakwood offers a range of recreational activities for residents to enjoy. The neighborhood is home to several parks and green spaces, providing ample opportunities for outdoor activities such as walking, jogging, and picnicking.

With its tranquil atmosphere, convenient location, and strong sense of community, Oakwood is the perfect place to call home. Whether you're looking to raise a family or enjoy a peaceful lifestyle, Oakwood offers it all. Come and discover the charm of this delightful subdivision in the heart of Montgomery County, Ohio.

Newest Listings in City/Oakwood

$309,900

3 Beds ⋅ 3 Baths ⋅ 972267 MLS ⋅ Alyssa Austin

Welcome home to this adorable Craftsman Style Bungalow! * Sitting a block from the heart of Oakwood, you have it all! * Walking distance to shops, restaurants & popular Dorothy Lane Market * You'll notice attention to detail in the Woodwork throughout * Beautiful archways & Built-ins give it that charm & character! * Kitchen Boasts Granite counters, SS appliances & open to Family room * Rounding out the first floor is the Primary & Full Bath * Upstairs you'll find a second Full Bath & 2 spacious Bedrooms * The Basement has room for so much potential - additional flex spaces of Office, Play room, Gym or just extra Storage! * 1 car Detached Garage & fenced yard off the Deck complete the Backyard * Call for your private showing today! * See attached list of updates *

150 Oak Knoll Drive, Oakwood

Courtesy of Alyssa Austin and Comey & Shepherd REALTORS

$325,000

3 Beds ⋅ 2 Baths ⋅ 972132 MLS ⋅ Jonathan Patterson

Discover this beautifully updated two-story Victorian-style home in Oakwood, where classic character meets modern comfort. Fresh landscaping and a spacious covered front porch create a welcoming first impression. Inside, a spacious foyer leads to an inviting living room filled with natural light from the bay window, with pocket doors connecting to the formal dining room. At the heart of the home, the remodeled wraparound kitchen features new shaker-style cabinetry, quartz countertops, a deep single-basin sink, and stainless steel appliances, with plenty of room for cooking and entertaining. A breakfast nook with additional cabinetry and counter space, a convenient powder room, and a separate laundry area with backyard access complete the first floor. Upstairs, built-in bookshelves add character to the staircase leading to three generously sized bedrooms, including a 14’ x 15’ primary bedroom with a bay window overlooking the street. The updated full bathroom features a tiled shower with a built-in soap niche, an oversized vanity, and new flooring and fixtures. An additional highlight is the lofted attic space, accessible by stairs in the middle bedroom. Finished with carpet and knee walls, this versatile area offers options for additional storage or flexible use. The full unfinished basement provides even more storage space. Outside, enjoy the spacious fenced backyard and detached two-car garage. Just a few short blocks from Edwin D. Smith Elementary, Wright Memorial Public Library, and Orchardly Park, this home combines timeless Victorian charm, thoughtful updates, and a convenient Oakwood location.

1723 Shroyer Road, Oakwood

Courtesy of Jonathan Patterson and Irongate Inc.

$359,900

6 Beds ⋅ 2 Baths ⋅ 971971 MLS ⋅ Austin R Castro

Charming Oakwood Duplex - offering great potential. Rent out both units or live in one and rent out the other. Each unit offers 3 bedrooms, 1 full bathroom, walk-in closet, living room, dining room, and kitchen. The property also includes a 2-car garage, off-street parking, and sits on a desirable tree-lined street. Notable updates include updated heating and air, refinished hardwood floors in both units and updated bathroom and kitchen countertops for #1925. #1923 pays $1500 on a month-to-month basis. #1925 pays $1,500/mo with a lease expiration of September 30,2027.

1923 Shroyer Road, Oakwood

Courtesy of Austin R Castro and Coldwell Banker Heritage

$785,000

4 Beds ⋅ 3 Baths ⋅ 971838 MLS ⋅ Joanne Cronin

If you love the character of an older home but want the comforts and functionality of modern living, 1945 Far Hills Avenue brings the two together beautifully. This lovely home has a story deeply intertwined with the history of Oakwood. It was constructed as part of the historic Long-Romspert family farm and sits adjacent to the original property, which is now preserved by the Oakwood Historic Society. The home immediately conveys the charm and individuality of an earlier era. Original hardwood floors, woodwork and windows celebrate the home’s century-old history, while extensive renovations have created welcoming, functional spaces throughout. The main level was reimagined with an open layout connecting the kitchen and gathering areas. The kitchen features a central island, heated tile floor, pantry, coffee bar, mini wine refrigerator and upgraded appliances. The 2nd floor boasts 3 bedrooms and updated marble bathrooms, and second-floor laundry in the newly created full bath. A thoughtfully finished third floor that can flex with your lifestyle. Use it as a 4th bedroom, home office, guest space or entertaining area. Structural upgrades, glass enclosure, Ethernet, dedicated heating and cooling, plus a bar and wine refrigerator make it a truly usable extension of the home. Step outside to an approximately 0.7-acre property with a fenced backyard, expansive deck, fire-pit areas and refreshed landscaping, offering plenty of room to entertain, play, relax or simply enjoy the outdoors. Just as importantly, significant investments have been made in the home's major systems, including electrical improvements, new HVACs, water heater, municipal utility connections and radon mitigation. The result is something increasingly hard to find: the warmth, craftsmanship and personality of an older home without sacrificing the spaces, conveniences and major improvements today's buyers value.

1945 Far Hills Avenue, Oakwood

Courtesy of Joanne Cronin and Irongate Inc.

$379,000

3 Beds ⋅ 3 Baths ⋅ 969973 MLS ⋅ Laurie Westheimer

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 ⋅ Donna S Deaton

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

$350,000

3 Beds ⋅ 2 Baths ⋅ 968889 MLS ⋅ John Pawelski Jr

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

$528,900

5 Beds ⋅ 4 Baths ⋅ 966912 MLS ⋅ Scot M Rife

Welcome to 220 Greenmount Boulevard, ideally situated along one of Oakwood’s most beautiful tree-lined boulevards. This classic brick Tudor blends timeless architectural character with extensive modern updates. Inside, you’ll find beautifully refinished hardwood floors, original architectural details, and spacious living areas filled with natural light. The completely renovated kitchen features new cabinetry, granite countertops, updated fixtures, and stainless steel appliances. Two full and two half bathrooms have also been tastefully updated with modern finishes. Additional improvements include new windows throughout and a new ductless mini-split system on the third floor, enhancing comfort and energy efficiency. The newly finished basement provides valuable additional living space and includes a convenient half bath—ideal for a family room, home office, fitness area, or recreation space. The third floor offers a spacious bonus room and an additional bedroom. Outside, enjoy a private backyard and a two-car garage with a new garage door and opener. Conveniently located near parks, schools, shopping, and dining, this move-in-ready home offers the perfect combination of historic elegance and modern convenience. Agent owned.

220 Greenmount Boulevard, Oakwood

Courtesy of Scot M Rife and Plum Tree Realty

$389,000

4 Beds ⋅ 2 Baths ⋅ 965924 MLS ⋅ Eric Weimer

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

$599,000

5 Beds ⋅ 4 Baths ⋅ 963147 MLS ⋅ Cynthia A Buckreus

Welcome to this classic Oakwood home, lovingly maintained by its long-time owners and brimming with timeless character and charm. Ideally located within walking distance of schools, the park, the community center, and Ashley's Pastry Shop, this exceptional home offers the perfect blend of historic elegance and modern comfort. A charming brick walkway leads to the inviting covered front porch—an ideal spot to enjoy your morning coffee or unwind at the end of the day. Offering approximately 3,600 square feet of living space, the home showcases gorgeous original hardwood floors, a sweeping staircase, rich woodwork, elegant wainscoting, and crown molding throughout. The welcoming foyer is flanked by a spacious living room with a beautiful fireplace and a formal dining room, creating an ideal setting for both everyday living and entertaining. A bright sunroom, surrounded by walls of windows, provides the perfect space for a home office, den, or reading room. French doors from the main living areas create a seamless flow to the outdoors. The updated eat-in kitchen features a center island, granite, abundant cabinetry, and a convenient butler's pantry with a sink that connects directly to the dining room—perfect for hosting gatherings. Just off the kitchen, the family room addition offers new carpet. A half bath is tucked away. Upstairs, the spacious primary suite includes generous closets and an en suite bath. Two additional bedrooms and an updated full bathroom complete the second level. The finished third floor adds incredible flexibility with two more bedrooms featuring new carpet and a full bathroom. Outside, enjoy the beautifully landscaped yard and stamped concrete patio + a detached two-car garage completes this exceptional home. Filled with warmth and character, this classic Oakwood home is ready to welcome its next owners.

145 Wisteria Drive, Oakwood

Courtesy of Cynthia A Buckreus and Coldwell Banker Heritage

$550,000

3 Beds ⋅ 4 Baths ⋅ 963698 MLS ⋅ Jerry A George

A rare find in Oakwood! This beautiful Oakwood Colonial offers timeless character, quality updates, and exceptional curb appeal. Included in the sale is an additional adjacent parcel, providing expanded green space, and endless possibilities to enjoy one of Oakwood's most picturesque settings. This stunning 3-bedroom, 2 full bath, 2 half bath home features spacious living areas, hardwood flooring throughout much of the home and replacement interior doors and windows that provide updated style and efficiency. The massive primary bedroom easily accommodates king size furniture with room to spare. The redesigned kitchen offers granite countertops, generous cabinetry, and an inviting layout for everyday living. The finished lower level boasts a huge Family Room with a wood burning fireplace and an additional flex room, while built-in storage throughout the home adds both character and functionality. Step outside to professionally landscaped grounds featuring ambient landscape lighting, multiple outdoor living areas, and a hot tub that conveys with the property. Additional highlights include a breezeway, attached two-car garage with dedicated workshop space, and mature landscaping that enhances the home's exceptional curb appeal. Ideally located near Oakwood schools, parks, shopping, and dining, this amazing property offers the perfect blend of classic charm, modern updates, and an included adjacent lot - a rare combination in one of Oakwood's most sought-after neighborhoods. All info believed accurate, please rely on your own verifications.

345 Dellwood Avenue, Oakwood

Courtesy of Jerry A George and BHHS Professional Realty

$399,800

4 Beds ⋅ 3 Baths ⋅ 963250 MLS ⋅ Jamie Curtis

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

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City/Oakwood Real Estate

Newest Listings in City/Oakwood

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