Oakwood Homes with Oakwood School district

Welcome to Oakwood, Ohio—a charming city that perfectly blends suburban tranquility with urban accessibility. Nestled in Montgomery County, Oakwood is renowned for its picturesque tree-lined streets, historic architecture, and a strong sense of community. With a population that values both tradition and progress, Oakwood is a place where families thrive, and neighbors become friends.

One of the standout features of Oakwood is its highly regarded school district. The Oakwood City School District is celebrated for its commitment to academic excellence, offering a robust curriculum and a range of extracurricular activities that cater to diverse student interests. Families looking to settle in this area can rest assured that their children will receive a top-notch education, fostering both personal and intellectual growth.

The housing market in Oakwood is equally appealing, with a variety of homes that reflect the city’s rich history and modern amenities. From charming bungalows to elegant single-family homes, Oakwood offers something for everyone. The neighborhoods are safe, inviting, and filled with parks, making it easy for families to enjoy outdoor activities and community events year-round.

Living in Oakwood means having access to a vibrant local culture, with boutique shops, delightful eateries, and community events that bring residents together. Whether you’re strolling through the quaint downtown area or enjoying a picnic in one of the many parks, Oakwood provides a warm and welcoming atmosphere.

Discover your dream home in Oakwood today, and join a community where education, family, and friendship flourish!

Newest Oakwood Homes with Oakwood School district

$549,900

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.

$599,999

4 Beds ⋅ 3 Baths ⋅ 966344 MLS

Welcome to this stunning renovated Oakwood 4 bedroom 3 full bath ranch, perfectly positioned on a beautifully landscaped .62-acre lot. Expanded and completely transformed in 2016, this home blends modern updates with warmth and character throughout. Step inside to an inviting open floor plan featuring gorgeous hickory hardwood floors, cathedral ceilings, skylights, and a wood-burning fireplace. The beautiful kitchen offers quartz countertops, abundant cabinetry and storage, Bosch gas cooktop, and wall oven. The showstopper is the spacious primary suite, complete with cathedral ceiling, custom closets, and a luxurious en-suite featuring a tiled walk-in shower, separate soaking tub, and double vanity. Another bedroom also has its own private en-suite which makes an ideal guest suite. You'll also find a bonus space off the dining area, and an attached two-car garage with professionally finished epoxy flooring. Outside, mature landscaping, stone retaining walls, and a private backyard create a beautiful setting to enjoy throughout the seasons. Stylish, spacious, and move-in ready—this is one Oakwood home you won't want to miss!

101 Thruston Boulevard, Oakwood

Courtesy of Vikki Stickelman and Luma Realty

$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

$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

$327,000

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

$515,000

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

$289,000

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

$229,900

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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