Oakwood Homes with Detached Garage

Welcome to Oakwood, a charming city located in Montgomery County, Ohio. Known for its tree-lined streets, historic homes, and strong sense of community, Oakwood offers a peaceful and picturesque setting for residents to call home.

One of the appealing features of homes in Oakwood is the availability of detached garages. Whether you're looking to store your vehicles, create a workshop space, or simply need extra storage, homes with detached garages in Oakwood provide convenience and functionality.

With a variety of architectural styles to choose from, including Colonial, Tudor, and Craftsman homes, Oakwood offers something for every taste and preference. Many homes in Oakwood feature spacious yards, perfect for outdoor entertaining or enjoying a quiet afternoon in the sunshine.

In addition to its residential charm, Oakwood boasts top-rated schools, beautiful parks, and a vibrant downtown area with local shops and restaurants. Residents enjoy a high quality of life in this close-knit community, where neighbors become friends and every street tells a story.

Whether you're searching for a historic home with character or a modern residence with all the amenities, Oakwood has something to offer. Come explore the real estate options in Oakwood and discover the perfect place to call home in this delightful city in Ohio.

Newest Oakwood Homes with Detached Garage

$499,900

4 Beds ⋅ 3 Baths ⋅ 968565 MLS

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

$419,000

3 Beds ⋅ 3 Baths ⋅ 968016 MLS

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

$499,900

5 Beds ⋅ 4 Baths ⋅ 967360 MLS

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

$250,000

3 Beds ⋅ 1 Baths ⋅ 967268 MLS

Welcome to this charming 3-bedroom Cape Cod in desirable Oakwood! Offering an open-concept layout that is a rare find in the community, this home is filled with original character and provides a wonderful opportunity to add your own finishing touches. The main level features original hardwood floors, classic architectural arches, and an inviting living room centered around a gas-burning fireplace. The dining room flows seamlessly into the updated kitchen featuring soft close cabinetry, gray and white granite countertops, stainless steel appliances, and a farmhouse sink. Two bedrooms are conveniently located on the main level along with the full bathroom featuring subway tile and tile flooring. Upstairs, you'll find the home's largest bedroom with a walk-in closet and flexible additional space that could easily serve as a home office, sitting area, or rec room. Outside, enjoy a 2-car garage, deck, gray/blue siding, high-efficiency windows, and dimensional shingle roof installed in 2019. This Oakwood home offers a great combination of location, character, updates, and potential. The home does need some TLC, making it a fantastic opportunity to personalize the space and make it your own. Property is being sold as-is. Fireplace and chimney are not warranted. CASH SALE ONLY, AS-IS. Not due to defects but a strict timeline.

1919 Shroyer Road, Oakwood

Courtesy of Cara Reese and Coldwell Banker Heritage

$545,900

5 Beds ⋅ 4 Baths ⋅ 966912 MLS

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

$494,000

3 Beds ⋅ 3 Baths ⋅ 966719 MLS

This delightful red brick cape cod is inviting with a brick-edged walkway to the entrance. The well-maintained yard and hydrangea bushes are stunning. Additionally, the home is situated in a convenient Oakwood neighborhood that is close to Shafor Park, schools and Community Center. The boulevard has great community parades and fun engaging activities. The interior of the home is warm and inviting and completely updated for today's living. Traditional, the living has a colonial mantel and fireplace. The wainscoting in the dining room is distinctive. Both rooms have beautiful hardwood floors and crown molding. An abundance of dark wood cabinetry and pantry are featured in the kitchen. An en suite bedroom and attached full bathroom with shower complete the first floor. Upstairs are two nice-sized bedrooms, an updated bath and lots of storage including a walk-in California closet. Plus, a secret room behind the bookcase. The basement level has a full bathroom, finished family room and separate office. The Back yard is a retreat with a covered patio cooking area, vegetable garden and inground swimming pool with an attractive fence. home also features 2 car detached garage with opener and storage. Call today for a private showing. Fireplace/chimney is operable yet is not warranted. New Roof 2020, New HVAC 2024

532 Shafor Boulevard, Oakwood

Courtesy of Leigh A Walters and Irongate Inc.

$399,000

4 Beds ⋅ 2 Baths ⋅ 965924 MLS

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

$319,500

3 Beds ⋅ 1 Baths ⋅ 965936 MLS

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

$487,500

3 Beds ⋅ 3 Baths ⋅ 964997 MLS

This charming Oakwood classic English Tudor home has so many custom and gracious features. The quality and craftmanship is on display from the moment you approach the 19x16 covered stone paved front porch with custom wood front door. Awesome 1st floor offers 26x13 living rm with fireplace, large formal dining rm, breakfast nook with wine bar with wine cooler/beverage refrig plus built-in planning desk and a beautiful remodeled kitchen with custom cabinets and Kitchen Aid appliances. Spacious 21x13 primary en suite bedroom with custom built-in closets and drawers. This home has beautiful hardwood floors. Finished basement offers spacious recreation room and large utility room with storage area. New boiler 2026. New 24x12 deck 2023. New washer & dryer 2022. Replacement windows. So many of the reasons people select Oakwood as their residence: Excellent public schools, historic charm and architecture, close knit community, proximity to downtown Dayton, strong city services, green spaces & recreation. Shafor Park is Oakwood's largest recreation complex & includes 3.3 acres of playground, ball-field, basketball court, six tennis courts & an outdoor pool. A special feature of Shafor Park includes a fountain where kids can play on hot summer days. The shelter house can be reserved for family & group picnics. Activities include summer day camp, tennis lessons, Ice Cream Social, Family Fall Festival and Christmas activities. Next to the pool and Shafor Park is the Oakwood Community Center which offers aerobics & ballet classes. The Oakwood dog park is only short distance away .Fireplaces & chimneys are not warranted.

144 Patterson Road, Oakwood

Courtesy of Robert Wilson and Irongate Inc.

$249,900

3 Beds ⋅ 2 Baths ⋅ 965775 MLS

2-Story Home with Basement in Oakwood! This 3-bedroom, 1.5-bath home is full of potential and ready for your personal touch. Featuring a full semi-finished basement, a 2-car detached garage, and a fenced-in backyard, there's plenty of space both inside and out. New roof on garage! Located in the desirable Oakwood neighborhood, this home is perfect for those looking to make it their own.

2119 Shroyer Road, Oakwood

Courtesy of Athena Zois and Keller Williams Advisors Rlty

$284,000

2 Beds ⋅ 2 Baths ⋅ 965272 MLS

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 Glasshouse Realty Group

$219,900

2 Beds ⋅ 1 Baths ⋅ 965199 MLS

Welcome to this charming Oakwood bungalow home that sits perfectly on an eye-catching corner lot! Surrounded by professional landscaping and mature trees, you will be sure to appreciate the character of this home. Featuring sanded original hardwood flooring, two bedrooms and a remodeled bathroom with stunning high temperature fired 17 inch Spanish tile sprawling from floor to ceiling! The kitchen needs updated but is functional and new hard wood flooring for the kitchen is on site. The freshly painted basement extends under the entire house and front porch, making it a great flex space for entertainment, play area and additional storage. The entire plumbing of the home is copper with extensive isolating ball valves and all weather outdoor faucets. The drain lines and the water heater have all been updated within the last three years. A new water line from the street connection was installed in 2023. A new 200 amp electrical supply and beaker box has been installed that service the washer/dryer and a few other lines have been connected. A new 6 inch guttering system was just installed - 2026. Enjoy morning coffee over looking the beautiful tulip tree on the large, covered front porch or entertain on the back paved patio. Two fruit bearing peach trees (white & yellow) are planted in the Hathaway tree lawn. The back yard is sheltered from the sidewalk with well maintained trees and bushes, while the newly planted Arborvitae trees, provide you with the privacy that you have always desired. The detached two car garage provides extra storage and peace of mind. This well maintained home is ideally located just blocks from the Oakwood Club, Dorothy Lane Market, and the Shops of Oakwood. The property is being sold as-is but has been well taken care of. Don’t miss your chance to make your dream a reality.

301 Monteray Avenue, Oakwood

Courtesy of Jennifer Blackburn and Agora Realty Group

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