City/Oakwood Real Estate

Welcome to the charming community of Oakwood, nestled in the heart of Montgomery County, Ohio. Known for its picturesque tree-lined streets and vibrant neighborhoods, Oakwood is a delightful suburb that perfectly balances small-town charm with modern conveniences.

This enchanting subdivision boasts a rich history and a strong sense of community, making it an ideal place for families, young professionals, and retirees alike. With its well-maintained parks, top-rated schools, and welcoming atmosphere, Oakwood is a haven for those seeking a peaceful yet engaging lifestyle. Residents enjoy easy access to a variety of recreational activities, from leisurely strolls in the local parks to engaging community events that foster neighborly connections.

The architectural beauty of Oakwood is evident in its diverse array of homes, ranging from classic Craftsman-style houses to contemporary designs, catering to various tastes and preferences. Each property reflects the pride of ownership that defines this community.

Oakwood is also conveniently located just a short drive from downtown Dayton, providing residents with a wealth of dining, shopping, and entertainment options. Whether you're exploring local boutiques, savoring a meal at one of the many acclaimed restaurants, or enjoying a night out at the theater, there's always something to do in and around Oakwood.

Experience the warmth and charm of Oakwood, where community spirit thrives, and every day feels like home. Discover your perfect property in this idyllic subdivision, and join a community that values connection, comfort, and a high quality of life. Welcome to Oakwood – where your dream home awaits!

Newest Listings in City/Oakwood

$385,000

3 Beds ⋅ 3 Baths ⋅ 966758 MLS

This lovely home is conveniently located for Dayton's rapidly developing Downtown, the University of Dayton, Kettering and Miami Valley hospitals, Wright-Patterson USAF base and local Shops & Restaurants.....all this on a tree-lined Oakwood street. It's charm offers not only a warm welcome but peace of mind provided by the many quality updates. The beautifully proportioned Living Room (25' X 13') has plenty of natural light, a striking gas log fireplace and the added feature of opening on to a bonus Florida Room. The circular flow of the main floor continues through a spacious, remodeled kitchen that opens in to the Dining Room. Upstairs, the Primary Bedroom includes a generous walk-in closet and ensuite bathroom (2022). Two additional bedrooms and a second full bathroom complete the second floor. The finished part of the basement offers a spacious Family Room with a gas log fireplace and a small finished bonus room suitable for an office or storage. The house sits at a nice elevation in an attractive and good-sized yard. The owners have spent $55,000 on improvements since 2020, including an Enterprise Roof with the Chimney tuck-pointed and new cap in August 2026, Carrier Furnace & A/C installed in 2022. A complete list of improvements is attached to the listing.

104 Acacia Drive, Oakwood

Courtesy of Peter Davies and Irongate Inc.

$599,900

3 Beds ⋅ 4 Baths ⋅ 968352 MLS

Experience the perfect blend of mid-century modern architecture and expansive, private living in this highly sought-after West Oakwood retreat. Situated on nearly an acre at the end of a private lane off a cobblestone avenue, this home offers a tranquil escape with stunning views from every room. The thoughtfully designed circular floor plan creates an effortless flow for both daily life and large-scale entertaining. The heart of the home is a light-filled kitchen ffeaturing vaulted ceilings, a skylight, custom cabinetry, leathered luxury granite, and new double ovens. The spacious dining room blends seamlessly into s sun-drenched sunroom, while the expansive living room-anchored by a handsome brickfireplace-opens to an outdoor balcony providing the perfect setting for unwinding amidsts the lush grounds. The main level primary en suite is a private sanctuary with a seperate shower and tub. Two additional bedrooms are connected by a convenient Jack-and-Jill bathroom. The walk-out lower level offers incredible versatility, functioning as a complete apartment-style suite with its own full kitchen and bathroom-ideal for multigenerational living, guests, or a home office, The level features impressive Marvin multi-sliding doors that open to the expansive yard and patio. With a fully updated exterior (including a new roof, siding, gutters, fascia, and soffit) a three-car garage, and ample additional parking; this property is as practical as it is beautiful. Don't miss this rare opportunity to own a private, versatile home in one of Oakwood's most desirable locations.

1200 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.

$585,000

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

$649,000

5 Beds ⋅ 4 Baths ⋅ 963147 MLS

Welcome to this classic Oakwood home, lovingly maintained by its long-time owners and brimming with timeless character and charm. Ideally located within walking distance of schools, the park, the community center, and Ashley's Pastry Shop, this exceptional home offers the perfect blend of historic elegance and modern comfort. A charming brick walkway leads to the inviting covered front porch—an ideal spot to enjoy your morning coffee or unwind at the end of the day. Offering approximately 3,600 square feet of living space, the home showcases gorgeous original hardwood floors, a sweeping staircase, rich woodwork, elegant wainscoting, and crown molding throughout. The welcoming foyer is flanked by a spacious living room with a beautiful fireplace and a formal dining room, creating an ideal setting for both everyday living and entertaining. A bright sunroom, surrounded by walls of windows, provides the perfect space for a home office, den, or reading room. French doors from the main living areas create a seamless flow to the outdoors. The updated eat-in kitchen features a center island, granite, abundant cabinetry, and a convenient butler's pantry with a sink that connects directly to the dining room—perfect for hosting gatherings. Just off the kitchen, the family room addition offers new carpet. A half bath is tucked away. Upstairs, the spacious primary suite includes generous closets and an en suite bath. Two additional bedrooms and an updated full bathroom complete the second level. The finished third floor adds incredible flexibility with two more bedrooms featuring new carpet and a full bathroom. Outside, enjoy the beautifully landscaped yard and stamped concrete patio + a detached two-car garage completes this exceptional home. Filled with warmth and character, this classic Oakwood home is ready to welcome its next owners.

145 Wisteria Drive, Oakwood

Courtesy of Cynthia A Buckreus and Coldwell Banker Heritage

$565,000

3 Beds ⋅ 4 Baths ⋅ 963698 MLS

A rare find in Oakwood! This beautiful Oakwood Colonial offers timeless character, quality updates, and exceptional curb appeal. Included in the sale is an additional adjacent parcel, providing expanded green space, and endless possibilities to enjoy one of Oakwood's most picturesque settings. This stunning 3-bedroom, 2 full bath, 2 half bath home features spacious living areas, hardwood flooring throughout much of the home and replacement interior doors and windows that provide updated style and efficiency. The massive primary bedroom easily accommodates king size furniture with room to spare. The redesigned kitchen offers granite countertops, generous cabinetry, and an inviting layout for everyday living. The finished lower level boasts a huge Family Room with a wood burning fireplace and an additional flex room, while built-in storage throughout the home adds both character and functionality. Step outside to professionally landscaped grounds featuring ambient landscape lighting, multiple outdoor living areas, and a hot tub that conveys with the property. Additional highlights include a breezeway, attached two-car garage with dedicated workshop space, and mature landscaping that enhances the home's exceptional curb appeal. Ideally located near Oakwood schools, parks, shopping, and dining, this amazing property offers the perfect blend of classic charm, modern updates, and an included adjacent lot - a rare combination in one of Oakwood's most sought-after neighborhoods. All info believed accurate, please rely on your own verifications.

345 Dellwood Avenue, Oakwood

Courtesy of Jerry A George and BHHS Professional Realty

$408,900

4 Beds ⋅ 3 Baths ⋅ 963250 MLS

Experience contemporary, energy-efficient living in this beautifully renovated home, where timeless character meets modern design. A substantial interior renovation transformed the home with major mechanical and structural upgrades, creating a move-in-ready property with exceptional quality and peace of mind. The thoughtfully redesigned floor plan features four bedrooms, 2.5 bathrooms, a dedicated home office, and a semi-finished basement, offering flexible living space. At the heart of the home is the stunning open-concept living and dining area anchored by the kitchen featuring an oversized quartz island, custom cabinetry, and stainless steel appliances. The main level also offers a bedroom, a full bath, a convenient half bath, office space, and a redesigned staircase that enhances the home's flow. Upstairs, raised vaulted ceilings create an airy feel throughout the three additional bedrooms and full bathroom, while newer windows fill the space with abundant natural light. Extensive improvements completed during the renovation include reinforced structural framing, engineered hardwood flooring throughout, solid wood three-panel doors, upgraded insulation, fresh drywall and paint, all-new electrical wiring with upgraded service and breaker panels, new plumbing supply and drain lines, an energy-efficient HVAC system, and a heat pump water heater. A security system with remote monitoring capability adds an additional layer of convenience and peace of mind. Outside, the deck, fencing, and yard provide a wonderful opportunity for the next owner to customize and create their own outdoor retreat while enjoying the confidence that the home's major interior improvements have already been completed.

346 Corona Avenue, Oakwood

Courtesy of Jamie Curtis and BHHS Professional Realty

$380,000

3 Beds ⋅ 2 Baths ⋅ 960648 MLS

Discover a harmonious blend of classic charm and modern living at this delightful Oakwood residence, where inviting curb appeal and thoughtful design create an immediate sense of home. This two-story property offers 1906 square feet of comfortable living space, featuring three bedrooms and one and a half bathrooms. The welcoming front porch, adorned with classic columns, sets a serene tone amidst landscaped greenery and mature trees, inviting peaceful moments outdoors. Inside, the living area boasts gleaming hardwood floors and a classic brick fireplace, providing a cozy focal point for relaxation. Abundant natural light illuminates this adaptable space, further enhanced by built-in shelving. The contemporary kitchen is a chef's delight, equipped with sleek granite countertops, a practical kitchen island, and stainless steel appliances including a dishwasher, microwave, range, and refrigerator. Recessed lighting and tile flooring complete this bright and functional space. Bedrooms offer comfort and tranquility, with options featuring plush carpeting or warm hardwood floors, and ceiling fans for optimal airflow. The main level seamlessly connects the kitchen to the living area, promoting an open and engaging environment. An unfinished basement provides ample utility space, laundry facilities with a dryer, and extensive storage or potential for a workshop. The property's exterior features maintenance free vinyl siding, complemented by a detached garage. A charming brick patio offers a private outdoor retreat, perfect for entertaining or quiet contemplation. Located in a desirable neighborhood with sidewalks and mature trees, this home offers both privacy and community appeal.

241 Orchard Drive, Oakwood

Courtesy of Kunal N Patel and Glasshouse Realty Group

$309,900

3 Beds ⋅ 2 Baths ⋅ 960775 MLS

Discover this timeless residence nestled in the desirable Oakwood neighborhood and within the Oakwood School District! Offering both classic charm and modern comforts, this captivating two-story home features three bedrooms and one and a half baths; and it includes 1482 square feet of living space plus 442 sq ft for a full, (semi) finished basement (assessor data). A Detached Two-Car Garage and Driveway provide very convenient Off-Steet Parking and additional storage. A welcoming screened front porch invites serene outdoor relaxation, perfect for enjoying tranquil afternoons. Inside, the home boasts rich hardwood flooring throughout the main living areas, complemented by abundant natural light that creates an inviting atmosphere. The living room is a focal point, enhanced by a faux fireplace and elegant built-in cabinetry; a stylish chandelier illuminates the dining space. The kitchen features sleek countertops, stainless appliances including a range, dishwasher, and refrigerator, and a functional layout ensuring meal preparation is a breeze. A quaint office/flex space is tucked away. Upstairs, each bedroom offers generous windows, warm hardwood floors, and ceiling fans, providing comfortable and naturally lit retreats. The property also includes a versatile basement, presenting excellent opportunities for future customization. Step outside to a spacious wooden deck with a pergola, ideal for entertaining guests or simply unwinding in your private backyard. Located on a 0.15-acre lot, this residence offers a harmonious blend of classic elegance and practical living in a vibrant community. Convenient to Shopping, dining, parks and more!

242 Lonsdale Avenue, Oakwood

Courtesy of Jerry E Williams and Wright-Patt Realty, Inc.

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity™ program of the Multiple Listing Service of Greater Cincinnati. Real estate listings held by brokerage firms other than our company are marked with the Broker Reciprocity™ logo (the small house as shown to the left) and detailed information about them includes the name of the listing brokers. This data is up-to-date as of . Copyright 2026, MLS of Greater Cincinnati, Inc. All rights reserved. Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of the Dayton Area Board of Realtors® MLS IDX Database. Real estate listings from the Dayton Area Board of Realtors® MLS IDX Database held by brokerage firms other than Luma Realty are marked with the IDX logo and are provided by the Dayton Area Board of Realtors® MLS IDX Database. Information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in. Copyright© 2026 Dayton Area Board of Realtors®