Oakwood Real Estate

Oakwood: A Charming City in Montgomery County, Ohio

Nestled in the heart of Montgomery County, Ohio, lies the picturesque city of Oakwood. Known for its tree-lined streets, welcoming community, and rich history, Oakwood is a hidden gem that offers a high quality of life for its residents.

Located just a short drive from downtown Dayton, Oakwood provides the perfect balance between small-town charm and urban convenience. The city boasts a strong sense of community, with numerous local events and gatherings that bring neighbors together. Whether it's the annual Oakwood Summer Fest or the vibrant farmers market, there is always something happening in this lively city.

Oakwood is renowned for its excellent school system, making it an ideal place for families to settle down. The Oakwood City School District consistently ranks among the top in the state, offering a comprehensive and well-rounded education to students of all ages.

Nature enthusiasts will appreciate the abundance of parks and green spaces in Oakwood. Smith Gardens, a local favorite, features beautiful flower beds, walking trails, and a serene pond, providing the perfect backdrop for a leisurely stroll or a peaceful picnic.

If you're a history buff, Oakwood has plenty to offer. The city is home to numerous historic landmarks, including the Wright Memorial Public Library, which pays homage to the famous Wright brothers who hailed from nearby Dayton.

With its charming atmosphere, excellent schools, and convenient location, Oakwood is a city that truly has it all. Whether you're looking for a tight-knit community or a place to raise a family, Oakwood is a city worth considering.

Newest Listings in 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

$75,000

1 Beds ⋅ 1 Baths ⋅ 971840 MLS ⋅ Peter Davies

This is a rare opportunity to purchase a small but mighty STUDIO* in the heart of Oakwood. The well-maintained and professionally managed apartment building, is a striking, classic building in the Tudor style. The current owner fully remodeled the kitchen, installed LVP flooring throughout and California closets to maximize closet space (the home also has a designated (6' X 5') storage locker on the 3rd floor). This compact home is within easy reach of Oakwood's fine amenities as well as major highways, hospitals, downtown and the University of Dayton. The property could also serve an investor as a rental property (please note that AirBnB is not permitted in the City of Oakwood) The laundry is located in the lower level. Parking spots in the garage are currently available, cost is $20 per month, billed biannually. *This is a true studio, no bedroom.

1211 Far Hills Avenue Unit 101, Oakwood

Courtesy of Peter Davies and Irongate Inc.

$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.

$348,800

3 Beds ⋅ 2 Baths ⋅ 971779 MLS ⋅ Jennifer Hill

Loaded with character! From the front covered porch to the unique enclosed front entry alcove, to the stair case landing with its original art glass window and convenient coat closet. Built in shelving and a decorative fireplace. This home features hardwood floors and newer vinyl windows.The partially finished basement offers a recreation room as well as lots of additional storage. Enjoy the backyard with the cedar privacy fence (2024) and a large concrete patio along with a 2 car detached garage. New vinyl siding (2025) Kitchen offers new quartz countertops (2024) and new kitchen and bathroom flooring (2024). Newl HVAC (2024) - Roof (2016) and hot water heater and sump pump with battery back-up (2020)- this house is loaded with updates and is within walking distance to the shops of Oakwood, Dorothy Lane Market and Oakwood City Schools . Conveniently located near the Greene, WPAFB and the University of Dayton. House is agent owned.

44 Triangle Avenue, Oakwood

Courtesy of Jennifer Hill and BHHS Professional Realty

$595,000

4 Beds ⋅ 4 Baths ⋅ 971532 MLS ⋅ Felix S McGinnis

Incredible, Move-in Ready Condo in Pointe Oakwood with Exceptional, Designer Finishes. Built in 2019, this 3000 sq ft condo has four bedrooms, three full baths and one half bath, this bright and airy attached home has all the amenities of a newer home, with quality finishes you would find in a custom home. The first floor primary suite retreat has a private patio, spacious bathroom with soaking tub adjacent to large walk-in closet and first floor laundry. The light-filled great room has transom windows and is open to the kitchen with Viking range, full tile wall, granite counters, coffee station, pantry and more. See the sunset from the lovely morning room. There are two guest rooms on the first floor that can serve as home offices/flex space, as well as a spacious guest suite on the second floor. Find 3 full and 1 half baths. Convenient condo living with HOA handling the lawn & landscaping.

154 Pointe Oakwood Way, Oakwood

Courtesy of Felix S McGinnis and Coldwell Banker Heritage

$139,900

1 Beds ⋅ 1 Baths ⋅ 971520 MLS ⋅ Jill Aldineh

Beautifully updated Oakwood condo just moments away from local shops, cafes, and restaurants. This charming one-bedroom home blends modern updates with the timeless character Oakwood is known for, featuring beautifully maintained original hardwood floors throughout. The remodeled kitchen offers SS appliances, high-end quartz countertops, and a perfectly scaled eat-in dining area. The bedroom is very large and features a huge walk-in closet. The character-filled bathroom preserves its original charm while adding modern comfort with a full-glass shower, rain showerhead, beautiful tile, and custom vanity-style sink. The spacious living room provides plenty of flexibility for relaxing and entertaining. A garage offers convenient, protected parking in every season. You won't want to miss this special home!

2200 Far Hills Avenue Unit 2, Oakwood

Courtesy of Jill Aldineh and RE/MAX Victory + Affiliates

$345,000

2 Beds ⋅ 2 Baths ⋅ 971537 MLS ⋅ Georgiana C Nye

This charming yellow cottage offers a cheerful welcome to every season! Situated on a tranquil treed lot with ample setback from the road, offering a feeling of privacy. And tucked just off Far Hills with a surprisingly secluded feel, it pairs everyday convenience with the comfort of a peaceful retreat. Natural light fills the first floor, while spacious living and dining areas provide room to gather and unwind. Hardwood floors throughout the entire first floor with built-in cabinets and bookshelves. The inviting library is the perfect spot to curl up with a good book beside the fireplace on a winter evening, and the generously sized primary bedroom offers a relaxing escape. Outside, the backyard and garden create a retreat of their own, with space to relax, entertain, and enjoy the seasons. This home is within walking distance to groceries, dining, a wine outing, the pharmacy, and Pilates, along with the nearby MetroPark. Full of warmth and personality, this little yellow home makes coming home feel like a touch of spring—even in the middle of winter. The Electric was replaced in 2023 and the Air Condition was replaced in 2024.

32 W Peach Orchard Road, Oakwood

Courtesy of Georgiana C Nye and Coldwell Banker Heritage

$425,000

3 Beds ⋅ 3 Baths ⋅ 971331 MLS ⋅ Stephen S Payne

7 Wisteria Drive, Oakwood

Courtesy of Stephen S Payne and Keller Williams Community Part

$380,000

3 Beds ⋅ 3 Baths ⋅ 970572 MLS ⋅ Evelyn Davidson

Welcome to this charming Oakwood home! Larger than it looks with an open kitchen/dining family room area that steps out to the stone patio and backyard. As soon as you enter, you will appreciate the warm contemporary colors and beautiful hardwood floors. The formal living room leads to the kitchen, featuring classic white cabinets and striking black granite counters, including a breakfast bar. The renovated open floor plan provides the perfect setting for family activities or entertaining. Glass doors to the rear patio extend the area for dining and socializing. The main floor is complete with 2 bedrooms and a convenient full bath. Upstairs features a spacious master suite, including loft/reading nook- perfect spot for some quiet moments, and spacious luxury bath. An abundance of closets plus access to attic storage completes this floor. The lower level features an expansive finished rec room, a third full bathroom - this one with a relaxing tub and separate shower. Laundry/utility room completes this floor. Updated Pella windows throughout the home. The fenced yard provides an area for recreation or gardening, - plus there's a unique accessory building with electric, heat, and internet access - everyone in the family will have a reason to claim this unique space! The old charm of the home has been maintained while adding modern amenities. Note the approximate square footage is 2278 SF (addition not reflected in county records) plus finished living area in basement brings total close to 3000 SF. Walking distance to grade school and high school, close to community center, pool, park with tennis, basketball and playground. A few blocks to Oakwood's Wright Library, the Shops of Oakwood, plus business and dining.

419 Aberdeen Avenue, Oakwood

Courtesy of Evelyn Davidson and Coldwell Banker Heritage

$329,000

3 Beds ⋅ 2 Baths ⋅ 971258 MLS ⋅ Scott B Bakosh

Classic charm meets modern updates in this 3-bedroom, 2-bath Cape Cod in Oakwood! Original hardwood flooring and a stone wood-burning fireplace create a warm, inviting living space. The updated galley kitchen features a gas stove, while the spacious upstairs primary suite includes an adjoining bonus room ideal for a sitting area, office, or dressing room. The fully finished basement offers additional space for relaxing, entertaining, or hobbies, along with glass block windows. New carpet in the main level bedrooms and basement adds comfort, while a new roof and freshly painted exterior enhance curb appeal. A one-car detached garage completes this charming home. A wonderful blend of character, updates, and flexible living space!

114 Oak Knoll Drive, Oakwood

Courtesy of Scott B Bakosh and Keller Williams Community Part

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Oakwood Real Estate

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