Oakwood Homes with Attached Garage

Welcome to Oakwood, Ohio – a charming city nestled in Montgomery County, where picturesque tree-lined streets meet a vibrant community spirit. Known for its rich history and friendly atmosphere, Oakwood offers a unique blend of suburban tranquility and urban convenience. With its well-maintained parks, top-rated schools, and an array of local shops and eateries, it’s no wonder that residents take pride in calling this beautiful city home.

One of the standout features of Oakwood’s real estate market is the availability of homes with attached garages. Imagine the convenience of stepping from your car directly into your home, shielded from the elements, especially during those chilly Ohio winters. These homes not only provide practical storage solutions for your vehicles but also offer additional space for hobbies, tools, or seasonal decorations.

The architectural styles in Oakwood are diverse, ranging from charming bungalows to spacious family homes, all designed with comfort and functionality in mind. Many properties boast beautifully landscaped yards, perfect for outdoor gatherings or simply enjoying a quiet evening under the stars.

Living in Oakwood means embracing a lifestyle where community matters. With various events and activities throughout the year, there’s always something to engage in, making it easy to forge lasting friendships. Whether you’re a first-time homebuyer or looking to settle into a family-friendly neighborhood, Oakwood’s homes with attached garages provide the perfect setting for creating cherished memories. Come explore the possibilities that await you in this delightful city!

Newest Oakwood Homes with Attached Garage

$819,000

4 Beds ⋅ 4 Baths ⋅ 966693 MLS

Gorgeous French-Norman Tudor built in 1929 - an Oakwood residence where timeless character & modern living combined with an exceptional location blend together beautifully. Museum quality details: original leaded & stained-glass windows, French doors, bas-relief plaster & intricately detailed crown molding showcase this one-of-a-kind residence. Kitchen & dining room include original built-in cabinets. Living room is adjoined by an elevated dais that features roped columns, wrought-iron half-walls & features a polished marble & terrazzo floor that can be used as a music room, office, or gathering area. Guest bath & sunroom boast original Rookwood tile, which further elevates the overall prestige of the home. The home reveals an extraordinary level of craftsmanship not found in newer construction...even in Oakwood. Entrance opens to a center staircase, formal dining room w/original built-in china cabinet & an elegant living room anchored by a gracious hearth with unique plaster details. Chef's kitchen marries character with modern function, featuring custom cabinetry, granite countertops, stainless-steel appliances, commercial-style gas range, charming banquette, custom eat-in kitchen table, & original built-in china cabinet. Upstairs features well-appointed bedrooms and original built-in linen closet along with original iron light fixtures and wall sconces. Master bedroom features an ensuite full bath. Don't miss the finished LL complete with wood floors and full custom wainscotting that make the room a statement unto itself. Outside, the property extends the living experience with an outdoor fireplace, pergola, stone paths & gardens in a setting designed for relaxing, entertaining & enjoying the charm of the Oakwood community. A distinctive feature of the home is the wrought iron window boxes that, when filled with seasonal foliage, has prompted neighborhood children to refer to it as the "Fairytale" house...beautifully maintained & very rich in history.

2020 Coolidge Drive, Oakwood

Courtesy of Joanne Cronin and Irongate Inc.

$695,000

4 Beds ⋅ 4 Baths ⋅ 966582 MLS

Welcome to 311 Harman Blvd, a charming Tudor home in Oakwood, filled with warmth and architectural character. Located on a quiet, tree lined boulevard near Oakwood schools, the Oakwood Community Center and Dorothy Lane Market, this home offers convenient access to shopping, dining and downtown Dayton. Hardwood flooring flows through much of the main level. The remodeled open concept dining room, kitchen and family room creates a welcoming space for everyday living and entertaining. The kitchen features updated cabinetry, stainless steel appliances, updated flooring and a newer refrigerator. Heated floors add comfort to the family room, which also features a gas log fireplace and opens to a covered porch. Integrated indoor and outdoor Sonos audio enhances gatherings throughout the home and outdoor living areas. A first floor laundry area adds everyday convenience. The home offers four bedrooms, including an updated primary suite with a private bath and newer custom shower glass. The beautifully finished basement provides an impressive extension of the living space with a second family room, kitchenette and wet bar. Elevated finishes in both the full bathroom and kitchenette bring a polished feel to this flexible retreat. A built in Murphy bed provides comfortable guest accommodations while preserving valuable floor space. Outdoor features include updated landscaping, a patio, privacy fencing and a gated driveway. The oversized attached two car garage provides additional storage and workshop space. Major improvements include the roof in 2017, professional asbestos removal and encapsulation in 2023, chimney tuckpointing and masonry repairs in 2023, and a new water heater in 2024. Additional updates include fresh interior paint, reverse osmosis and whole house water filtration, subpanel grounding, attic gable screening, cleanout and pest deterrence. Blending timeless Tudor charm with modern comfort, this special Oakwood home is ready to welcome its next owners.

311 Harman Boulevard, Oakwood

Courtesy of Claire Dunn and Coldwell Banker Heritage

$899,900

4 Beds ⋅ 5 Baths ⋅ 966070 MLS

Set on a rare half-acre lot on one of Oakwood's quietest streets, 422 Glendora Ave is a 1927 residence that reflects the craftsmanship of the community's most sought-after era. Tucked just off historic Schantz Avenue, the home offers the scale and character of early Oakwood while showing the results of careful, ongoing stewardship. Four bedrooms and generous living spaces span multi-levels, retaining period detail throughout. Recent and long-term improvements include top to bottom updates—too many to list all; updated kitchen, bathrooms, reglazing windows, adding a pool shed, converting original garage to family room and adding 2 car attached garage with rooftop terrace, an elevated, private outdoor space with views of the city. Renovations completed with attention to preserving the home's original integrity and by true craftsmen. The oversized lot — among the largest on the street — provides room rarely found this close to the heart of Oakwood, with mature landscaping and outdoor space to match. A home of this vintage, condition, and setting is a genuine rarity in the market. This unique house has architectural roots in the pastoral Cotswold region of England and these homes are often referred to as “Cotswold Cottages.” They are picturesque homes that conjure up images of a whimsical storybook house with cozy corners, quirky angles and charming, artistic details. This one features a turret, steep slate hip and gable roof, charming wood carvings, gorgeous sleeping porch and small window dormers.

422 Glendora Avenue, Oakwood

Courtesy of Toni Donato Shade and Coldwell Banker Heritage

$1,500,000

5 Beds ⋅ 5 Baths ⋅ 963498 MLS

An Oasis in the heart of Oakwood. Built into a hillside and singular in its architecture. Conceived in 1973 and cared for to its highest expression through more than $550,000 in meticulous, designer-led renovations. This 5,823 sq. ft. contemporary masterpiece commands a full acre in Oakwood with five bedrooms, five baths, and a floor plan that moves with 360-degree access to the property. The kitchen is a statement unto itself: a complete gut renovation completed in December 2023 featuring quartzite countertops and backsplashes, custom cabinetry, premium Monogram ovens, cooktop, and refrigerator, a Fisher & Paykel dishwasher, and designer finishes curated for the buyer who refuses to compromise. The iconic two-sided fireplace anchors the living spaces, while original pocket doors and soaring volumes speak to the home's architectural heritage. Step outside to discover an expansive new ipe hardwood deck, one of the most durable and luxurious decking materials on earth, completed in 2026 over a fully engineered new roof system. The private pool offers the perfect backdrop for entertaining and evening serenity. A stunning final architectural addition that ties the home's exterior together beautifully is scheduled for completion by mid-October 2026 and includes limestone steps and retaining walls leading to the driveway and front yard. This is a one-of-a-kind property, ready to enjoy.

921 Runnymede Road, Oakwood

Courtesy of David Moyer and Keller Williams Advisors Rlty

$524,900

3 Beds ⋅ 3 Baths ⋅ 964222 MLS

Welcome to this beautifully maintained 3-bedroom, 2.5-bath home nestled in the heart of Oakwood. Situated within easy walking distance of the Oakwood Club, Dorothy Lane Market, and the Shoppes of Oakwood, this home offers the lifestyle buyers dream about. Step inside to discover hardwood floors throughout the main level and a freshly painted interior that feels bright and move-in ready. The spacious open kitchen is a true showstopper, featuring granite countertops, recessed lighting, a 5 stage reverse osmosis system, and built-in cabinetry that blends timeless craftsmanship with modern function—perfect for both everyday living and entertaining. The convenient first-floor primary bedroom offers comfort and flexibility, while the updated upstairs bathroom adds a fresh, contemporary touch to the second level. Downstairs, the full finished basement provides generous additional living space ideal for a family room, home office, gym, or guest retreat. Outside, the large yard is an entertainer's paradise, plenty of room for summer gatherings, gardening, or simply relaxing in your own private oasis. The location truly can't be beat, with beautiful parks, top-rated golf courses, boutique shopping, and beloved local dining all just moments from your front door. Homes in this sought-after Oakwood neighborhood don't come along often. Come experience the perfect blend of classic character, modern updates, and walkable convenience—schedule your private showing today!

24 Peach Orchard Road, Oakwood

Courtesy of Tracy Rife and Glasshouse Realty Group

$435,000

3 Beds ⋅ 3 Baths ⋅ 963162 MLS

Welcome Home to this Oakwood Beauty - ALL Brick Classic Style Home Offering 3 Bedrooms + 3 Bathrooms and Over 2,000+ Sq/ft. of finished living space includes a lower level 20X17 Family/Rec Room!! Located just West of 48 - short walk to Graeters Ice Cream, Oakwood Club - DLM and Fair Ridge Park! Maintenance Free & Loaded with curb appeal! Beautiful Original Hardwood Floors throughout. Massive Primary Suite Features EnSuite with dual sinks and walk-in closet! Kitchen features SS Appliances. Bathrooms have been updated - Updated windows - Furnace 2021 - Water Heater 2022. Two Car Attached Garage.

204 Hilltop Avenue, Oakwood

Courtesy of David E Roth and Keller Williams Advisors Rlty

$475,000

4 Beds ⋅ 3 Baths ⋅ 962024 MLS

Freshly refreshed and move-in ready, this timeless brick home on sought-after Hadley Rd. blends classic Oakwood charm with thoughtful modern updates. Situated on a beautiful corner lot with over 3,900 square feet of living space, the home has been completely refreshed with all-new interior paint, a freshly painted exterior, and updated landscaping that creates incredible curb appeal from the moment you arrive. Inside, you'll find spacious living areas designed for everyday living and entertaining, including a large living room for family movie nights, a sunroom filled with natural light, and a gourmet kitchen featuring custom cabinetry, pantry storage, stainless steel appliances, and Quartz countertops—perfect for everything from weeknight dinners to holiday gatherings. Upstairs, beautifully renovated bathrooms and custom woodwork blend seamlessly with the home's original character, while the spacious primary suite offers a relaxing, spa-like retreat. The third floor features two additional bedrooms, providing flexible space for children, guests, a home office, or hobby rooms. Step outside to enjoy a private backyard designed for both relaxation and entertaining, complete with updated landscaping, a drip irrigation system, and a pergola that's perfect for summer evenings or weekend cookouts. Located just minutes from Oakwood's shops, parks, restaurants, and schools, this home offers the perfect combination of historic character, modern updates, generous living space, and an unbeatable location. A truly exceptional opportunity on one of Oakwood's most desirable streets.

2101 Far Hills Avenue, Oakwood

Courtesy of Kunal N Patel and Glasshouse Realty Group

$299,000

3 Beds ⋅ 2 Baths ⋅ 961485 MLS

Welcome home to this charming Oakwood gem, where timeless character meets modern convenience. Fresh exterior paint and driveway coating. A covered front porch creates a warm welcome. Inside, rich hardwood floors and abundant natural light set the tone. The inviting living room features a stunning stone gas fireplace (not warranted), creating the perfect gathering space. The adjacent dining room showcases classic arched doorways, adding charm and flows into the cute kitchen. 2 main floor bedrooms and full bathroom provide convenience. Upstairs, is the spacious primary retreat with great storage and half bathroom. The partially finished basement provides abundant storage and versatile space, along with a dedicated laundry area. The breezeway connects the 2 car garage. Step outside to enjoy the deck overlooking a fenced backyard with mature trees—ideal for entertaining, gardening, pets, or play. Replacement windows. Roof 2025, HVAC 2021. Water Heater 2023. Culligan Water Filtration System. Ideally located in the heart of Oakwood, this delightful home is just a short walk from shopping, dining, parks, and the popular Farmers Market. Don't miss the opportunity to own a home filled with character, comfort, and an unbeatable location.

211 Wiltshire Boulevard, Oakwood

Courtesy of Cynthia A Buckreus and Coldwell Banker Heritage

$1,295,000

5 Beds ⋅ 6 Baths ⋅ 961133 MLS

Step inside this magnificent Elizabethan Tudor and discover unparalleled, original craftsmanship that blends seamlessly with renovations completed by 21st century master craftsmen. Built in 1925 by renowned architect Louis Lott, this home was the first steel beam constructed home in Oakwood. Discover 5+ bedrooms, 4 full & 2 half baths in this 5600 sq ft home. The four full bathrooms on the second floor have been meticulously renovated with new Rookwood tile, heated tile floors, glass shower doors, hand crafted vanities and two original sinks, all in keeping with the original architecture. Find commercial grade copper piping, new water heater, re-built and well-maintained boiler, mini splits, the home has been wired by Hanson and basement renovations include heated slate flooring. Exterior renovations include hand hewn beams matching the original construction.

217 Haver Road, Oakwood

Courtesy of Felix S McGinnis and Coldwell Banker Heritage

$385,000

4 Beds ⋅ 3 Baths ⋅ 959405 MLS

Welcome to 222 Wisteria, a newer home that blends into this charming early 20th century neighborhood while offering generous, flexible spaces for modern living. The showstopper is the oversized primary suite with a sitting area where you can unwind in front of the fireplace at the end of the day. An ensuite bath and walk-in closet complete a retreat you won't want to leave. Two additional bedrooms offer comfortable space for family or guests. Downstairs, the ample dining room, living room, and family room are made for entertaining, complete with a wet bar and fireplace. A versatile bonus room on the first floor gives you the flexibility for a dedicated home office, storage space, or a FOURTH BEDROOM. First-floor laundry keeps daily life running smoothly without the extra steps. The attached 2.5 car garage adds the kind of practical storage and convenience that makes a real difference day to day. Close to the community center with its park, pool, and tennis courts, this home is the perfect Oakwood location.

222 Wisteria Drive, Oakwood

Courtesy of Toni Donato Shade and Coldwell Banker Heritage

$525,000

4 Beds ⋅ 3 Baths ⋅ 958974 MLS

Gorgeous Custom Home greets you with a welcoming front porch and stone-accented columns, then unfolds into an open-concept main level designed for modern living and entertaining. Enjoy a chef-friendly kitchen with quartz countertops, appliances convey-range can be easily converted to gas, large Island, plentiful soft close cabinetry, versatile dining area and durable LVP flooring that flows into a great room anchored by a gas fireplace. Sliding doors open to a deck and private rear patio for seamless indoor-outdoor entertaining. The upstairs owner's suite is bright and spacious, featuring a generous walk-in closet and en-suite bath, while three additional bedrooms, feature oversized closets, a convenient upstairs laundry, and full bath complete the upstairs. You'll find pleasant views offered out each window. The walk-out lower level is nearly finished with carpet and includes a full bath rough-in, ideal for additional living space, media room, or guest suite. Dual Zone A/C, Side entry garage. Excellent location close to schools, parks, downtown Oakwood and Dayton Riverscape. This low maintanance home is conveniently located for an easy commute whatever the destination.

225 Pointe Oakwood Way, Oakwood

Courtesy of Jennifer J Durbin and Irongate Inc.

$650,000

5 Beds ⋅ 4 Baths ⋅ 958423 MLS

Rare Oakwood Setting - This spacious, mint condition 5-bedroom, 3 Full Bathrooms 1 Half Bath Cape Cod sits on a stunning, meticulously maintained half-acre yard with beautifully tiered landscaping and vibrant seasonal blooms. Inside, you'll find generous living spaces including a welcoming Center Hall entrance, warm Living Room with gas fireplace, formal Dining Room, and a sunny Family Room with serene garden views. In addition, there is an informal Breakfast/Dining Room with secondary front door entrance. The fully equipped kitchen has a Thermador gas range, Thermador double electric ovens and solid surface counters. Two large first floor bedrooms are located on either side of an upgraded bathroom and complete the first floor. Upstairs, the three bedrooms include a generous Primary Bedroom Suite with upscale Bathroom. A third full Bathroom is shared by the other two bedrooms. The Full Basement is comprised of a finished Recreation Room with half Bathroom, along with a bright and immaculate Utility Room that has Storage and Workshop areas. The two car Garage has pull down Attic storage. The wonderful, expansive private rear patio looks up to stone wall terracing and gardens. Located on highly desirable W. Hadley Road, this home has been thoughtfully updated over the past 25 years of ownership, blending comfort, character, and care throughout. Truly an exceptional home and setting.

156 W Hadley Road, Oakwood

Courtesy of Sean Pleiman and Irongate Inc.

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