City/Oakwood Rev Homes with Detached Garage

Welcome to City/Oakwood Rev., a picturesque subdivision nestled in the heart of Montgomery County, Ohio. Known for its charming tree-lined streets and a strong sense of community, Oakwood offers a serene suburban lifestyle while still being conveniently close to the vibrant attractions of Dayton.

The homes in City/Oakwood Rev. are a delightful blend of classic architecture and modern amenities, making them perfect for families, professionals, and retirees alike. One of the standout features of this subdivision is the abundance of homes equipped with detached garages, providing ample space for vehicles, hobbies, or additional storage. These garages not only enhance the functionality of the properties but also contribute to the overall aesthetic appeal of the neighborhood.

As you stroll through the area, you’ll be captivated by the well-maintained lawns and friendly neighbors who take pride in their community. Parks, schools, and local shops are just a stone's throw away, making it easy to enjoy everything Oakwood has to offer. Whether you’re looking to enjoy a leisurely afternoon in one of the nearby parks or savor a delightful meal at a local eatery, you’ll find that life in City/Oakwood Rev. is both convenient and fulfilling.

With its combination of beautiful homes, a welcoming community atmosphere, and easy access to urban amenities, City/Oakwood Rev. is not just a place to live—it's a place to thrive. Come explore this charming subdivision and discover your dream home today!

Newest City/Oakwood Rev 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

$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.

$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

$525,000

4 Beds ⋅ 4 Baths ⋅ 963939 MLS

Welcome to one of the timeless homes nestled in Oakwood’s prestigious Golden Triangle where historic craftsmanship & thoughtful modern updates come together beautifully. From the inviting covered front porch to the original hardwood floors, picture rails, wide trim, & charming period details throughout, this home celebrates the character that makes Oakwood so lovely. Even the original cast iron fireplace damper remains as a reminder of the home's remarkable history. The heart of the home is the beautifully remodeled kitchen featuring KraftMaid cabinetry, granite countertops, an oversized center island, abundant storage & a JennAir gas range, creating a space that blends modern function with classic style. Formal living & dining rooms offer generous entertaining space, while the breakfast room provides the perfect spot to relax with morning sun, coffee & a good book. With three finished levels, this home offers exceptional flexibility. The third floor serves as a private bedroom suite complete with its own full bath, making it ideal for a primary retreat, a teenager's dream or guest suite. The finished lower level adds even more living space with a spacious 23' x 13' rec room, cork flooring, granite-topped bar & plenty of room for entertaining. Outside, enjoy the large rear deck, detached two-car garage & a prime location just moments from Oakwood schools, Community Center, parks, restaurants, & shopping. If you've been searching for an authentic Oakwood home that preserves its historic soul while offering today's conveniences, 62 E Dixon Avenue is a rare opportunity!

62 E Dixon Avenue, Oakwood

Courtesy of Olivia Nicodemus and Streetlight Realty LLC

$285,000

2 Beds ⋅ 2 Baths ⋅ 963537 MLS

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

$319,900

2 Beds ⋅ 2 Baths ⋅ 962443 MLS

Welcome home to this charming classic two-story offering 2 bedrooms and 2 full bathrooms in one of the area's most desirable neighborhoods! Rich hardwood floors add timeless character, while the bright and inviting sunroom provides the perfect space to enjoy your morning coffee, relax with a book, or entertain guests. The functional floor plan features two spacious bedrooms and a full bath on the upper level, with a second full bathroom located in the full unfinished basement—offering endless possibilities for additional living space, a recreation room, home gym, or workshop. Step outside to discover an adorable backyard, perfect for gardening, pets, family gatherings, or simply unwinding after a long day. A one-car garage provides added convenience and storage. Location is everything, and this home delivers! Situated in a highly sought-after area of town, you'll enjoy the convenience of walking to schools, parks, shopping, and everyday amenities. Classic charm, an unbeatable location, and room to make it your own—don't miss the opportunity to call this wonderful home yours. Schedule your private showing today!

300 Wiltshire Boulevard, Oakwood

Courtesy of Rhonda Hunter and Irongate Inc.

$349,900

3 Beds ⋅ 2 Baths ⋅ 962049 MLS

Discover timeless elegance in this captivating 3-bedroom, 1.5-bathroom, Classic-style home, perfectly situated on a charming boulevard in Oakwood. The inviting curb appeal and welcoming front porch immediately hints at the character within. Step inside the 1556 square foot residence, where classic architectural elements seamlessly blend with comfortable living spaces. The heart of the home features original hardwood floors that flow through the living and dining areas, complemented by natural wood trim and arched doorways. The sun-kissed dining room, illuminated by a classic chandelier, provides an ideal setting for gatherings. The warm kitchen boasts natural wood cabinetry, modern stainless steel appliances including a dishwasher, microwave, range, and refrigerator, and a unique wood-paneled ceiling, creating an inspiring culinary environment. A well-appointed powder room adds convenience on the main level. Upstairs, three bedrooms continue the theme of classic charm with original hardwood floors and generous windows, allowing for abundant natural light. The finished basement offers versatile space, ready for personalization as a recreation or media room. Outside, a quaint backyard with a wooden deck and privacy fencing awaits, providing a private outdoor retreat for quiet enjoyment or entertaining. Along with spacious detached, TRUE, 2-car garage with overhead storage. Updates to this move-in-ready home include: half bath added off kitchen, a partially finished basement, updated full bathroom upstairs, newer HVAC, newer windows throughout, heavily insulated attic and exterior walls, newer roof and vinyl siding, updated kitchen with breakfast bar, fully updated 200 amp electrical service, all plumbing updated to copper with a tankless water heating system, and too may other upgrades to mention here. Located near major shopping, dining, highway access, schools, Wright-Patterson Air Force Base, and the University of Dayton, make this home a MUST see!

200 Wiltshire Boulevard, Oakwood

Courtesy of Santel Grant and NavX Realty, LLC

$429,900

4 Beds ⋅ 3 Baths ⋅ 959010 MLS

Welcome to this exceptional brick home, ideally located on one of Oakwood's most picturesque boulevard streets, just a block from the Jr./HS and a short distance to the elementary school. This spacious residence exudes charm and character, beginning with a lovely, covered porch that invites you inside. Upon entering, you are greeted by a large living room featuring a beautiful fireplace and original built-in bookcases, perfect for gatherings. The dining room is ideal for entertaining friends and family, while a generous family room addition, complete with a fireplace, offers a wonderful space to relax and unwind. The kitchen is well-appointed, boasting granite countertops, SS appliances, and a convenient bar counter for casual dining. An office or reading nook and a full bathroom complete the first level, adding to the home's functionality. Upstairs, you'll find three generous bedrooms and a full hall bathroom, with original hardwood floors throughout much of the home, enhancing its timeless elegance. A bonus third-floor space, accessible via a charming spiral staircase, provides endless possibilities for use. The basement offers additional amenities, including a standing shower and half bath, along with plenty of room for recreation or entertainment. This area is a blank slate. Step outside to enjoy a delightful backyard featuring a lovely deck, perfect for summer gatherings, and a two-car garage. With fresh neutral paint throughout, this home is waiting for its new owners to infuse their personal touch and decor. Don't miss out on this rare opportunity-homes of this size and location won't last long!

142 Greenmount Boulevard, Oakwood

Courtesy of Jill Aldineh and RE/MAX Victory + Affiliates

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