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150 Oak Knoll Drive, Oakwood
$309,900
3 Beds ⋅ 3 Baths ⋅ 972267 MLS ⋅ Alyssa Austin
Welcome home to this adorable Craftsman Style Bungalow! * Sitting a block from the heart of Oakwood, you have it all! * Walking distance to shops, restaurants & popular Dorothy Lane Market * You'll notice attention to detail in the Woodwork throughout * Beautiful archways & Built-ins give it that charm & character! * Kitchen Boasts Granite counters, SS appliances & open to Family room * Rounding out the first floor is the Primary & Full Bath * Upstairs you'll find a second Full Bath & 2 spacious Bedrooms * The Basement has room for so much potential - additional flex spaces of Office, Play room, Gym or just extra Storage! * 1 car Detached Garage & fenced yard off the Deck complete the Backyard * Call for your private showing today! * See attached list of updates *

150 Oak Knoll Drive, Oakwood

Courtesy of Alyssa Austin and Comey & Shepherd REALTORS
1723 Shroyer Road, Oakwood
$325,000
3 Beds ⋅ 2 Baths ⋅ 972132 MLS ⋅ Jonathan Patterson
Discover this beautifully updated two-story Victorian-style home in Oakwood, where classic character meets modern comfort. Fresh landscaping and a spacious covered front porch create a welcoming first impression. Inside, a spacious foyer leads to an inviting living room filled with natural light from the bay window, with pocket doors connecting to the formal dining room. At the heart of the home, the remodeled wraparound kitchen features new shaker-style cabinetry, quartz countertops, a deep single-basin sink, and stainless steel appliances, with plenty of room for cooking and entertaining. A breakfast nook with additional cabinetry and counter space, a convenient powder room, and a separate laundry area with backyard access complete the first floor. Upstairs, built-in bookshelves add character to the staircase leading to three generously sized bedrooms, including a 14’ x 15’ primary bedroom with a bay window overlooking the street. The updated full bathroom features a tiled shower with a built-in soap niche, an oversized vanity, and new flooring and fixtures. An additional highlight is the lofted attic space, accessible by stairs in the middle bedroom. Finished with carpet and knee walls, this versatile area offers options for additional storage or flexible use. The full unfinished basement provides even more storage space. Outside, enjoy the spacious fenced backyard and detached two-car garage. Just a few short blocks from Edwin D. Smith Elementary, Wright Memorial Public Library, and Orchardly Park, this home combines timeless Victorian charm, thoughtful updates, and a convenient Oakwood location.

1723 Shroyer Road, Oakwood

Courtesy of Jonathan Patterson and Irongate Inc.
1923 Shroyer Road, Oakwood
$359,900
6 Beds ⋅ 2 Baths ⋅ 971971 MLS ⋅ Austin R Castro
Charming Oakwood Duplex - offering great potential. Rent out both units or live in one and rent out the other. Each unit offers 3 bedrooms, 1 full bathroom, walk-in closet, living room, dining room, and kitchen. The property also includes a 2-car garage, off-street parking, and sits on a desirable tree-lined street. Notable updates include updated heating and air, refinished hardwood floors in both units and updated bathroom and kitchen countertops for #1925. #1923 pays $1500 on a month-to-month basis. #1925 pays $1,500/mo with a lease expiration of September 30,2027.

1923 Shroyer Road, Oakwood

Courtesy of Austin R Castro and Coldwell Banker Heritage
1945 Far Hills Avenue, Oakwood
$785,000
4 Beds ⋅ 3 Baths ⋅ 971838 MLS ⋅ Joanne Cronin
If you love the character of an older home but want the comforts and functionality of modern living, 1945 Far Hills Avenue brings the two together beautifully. This lovely home has a story deeply intertwined with the history of Oakwood. It was constructed as part of the historic Long-Romspert family farm and sits adjacent to the original property, which is now preserved by the Oakwood Historic Society. The home immediately conveys the charm and individuality of an earlier era. Original hardwood floors, woodwork and windows celebrate the home’s century-old history, while extensive renovations have created welcoming, functional spaces throughout. The main level was reimagined with an open layout connecting the kitchen and gathering areas. The kitchen features a central island, heated tile floor, pantry, coffee bar, mini wine refrigerator and upgraded appliances. The 2nd floor boasts 3 bedrooms and updated marble bathrooms, and second-floor laundry in the newly created full bath. A thoughtfully finished third floor that can flex with your lifestyle. Use it as a 4th bedroom, home office, guest space or entertaining area. Structural upgrades, glass enclosure, Ethernet, dedicated heating and cooling, plus a bar and wine refrigerator make it a truly usable extension of the home. Step outside to an approximately 0.7-acre property with a fenced backyard, expansive deck, fire-pit areas and refreshed landscaping, offering plenty of room to entertain, play, relax or simply enjoy the outdoors. Just as importantly, significant investments have been made in the home's major systems, including electrical improvements, new HVACs, water heater, municipal utility connections and radon mitigation. The result is something increasingly hard to find: the warmth, craftsmanship and personality of an older home without sacrificing the spaces, conveniences and major improvements today's buyers value.

1945 Far Hills Avenue, Oakwood

Courtesy of Joanne Cronin and Irongate Inc.
32 W Peach Orchard Road, Oakwood
$345,000
2 Beds ⋅ 2 Baths ⋅ 971537 MLS ⋅ Georgiana C Nye
This charming yellow cottage offers a cheerful welcome to every season! Situated on a tranquil treed lot with ample setback from the road, offering a feeling of privacy. And tucked just off Far Hills with a surprisingly secluded feel, it pairs everyday convenience with the comfort of a peaceful retreat. Natural light fills the first floor, while spacious living and dining areas provide room to gather and unwind. Hardwood floors throughout the entire first floor with built-in cabinets and bookshelves. The inviting library is the perfect spot to curl up with a good book beside the fireplace on a winter evening, and the generously sized primary bedroom offers a relaxing escape. Outside, the backyard and garden create a retreat of their own, with space to relax, entertain, and enjoy the seasons. This home is within walking distance to groceries, dining, a wine outing, the pharmacy, and Pilates, along with the nearby MetroPark. Full of warmth and personality, this little yellow home makes coming home feel like a touch of spring—even in the middle of winter. The Electric was replaced in 2023 and the Air Condition was replaced in 2024.

32 W Peach Orchard Road, Oakwood

Courtesy of Georgiana C Nye and Coldwell Banker Heritage
419 Aberdeen Avenue, Oakwood
$380,000
3 Beds ⋅ 3 Baths ⋅ 970572 MLS ⋅ Evelyn Davidson
Welcome to this charming Oakwood home! Larger than it looks with an open kitchen/dining family room area that steps out to the stone patio and backyard. As soon as you enter, you will appreciate the warm contemporary colors and beautiful hardwood floors. The formal living room leads to the kitchen, featuring classic white cabinets and striking black granite counters, including a breakfast bar. The renovated open floor plan provides the perfect setting for family activities or entertaining. Glass doors to the rear patio extend the area for dining and socializing. The main floor is complete with 2 bedrooms and a convenient full bath. Upstairs features a spacious master suite, including loft/reading nook- perfect spot for some quiet moments, and spacious luxury bath. An abundance of closets plus access to attic storage completes this floor. The lower level features an expansive finished rec room, a third full bathroom - this one with a relaxing tub and separate shower. Laundry/utility room completes this floor. Updated Pella windows throughout the home. The fenced yard provides an area for recreation or gardening, - plus there's a unique accessory building with electric, heat, and internet access - everyone in the family will have a reason to claim this unique space! The old charm of the home has been maintained while adding modern amenities. Note the approximate square footage is 2278 SF (addition not reflected in county records) plus finished living area in basement brings total close to 3000 SF. Walking distance to grade school and high school, close to community center, pool, park with tennis, basketball and playground. A few blocks to Oakwood's Wright Library, the Shops of Oakwood, plus business and dining.

419 Aberdeen Avenue, Oakwood

Courtesy of Evelyn Davidson and Coldwell Banker Heritage
114 Oak Knoll Drive, Oakwood
$329,000
3 Beds ⋅ 2 Baths ⋅ 971258 MLS ⋅ Scott B Bakosh
Classic charm meets modern updates in this 3-bedroom, 2-bath Cape Cod in Oakwood! Original hardwood flooring and a stone wood-burning fireplace create a warm, inviting living space. The updated galley kitchen features a gas stove, while the spacious upstairs primary suite includes an adjoining bonus room ideal for a sitting area, office, or dressing room. The fully finished basement offers additional space for relaxing, entertaining, or hobbies, along with glass block windows. New carpet in the main level bedrooms and basement adds comfort, while a new roof and freshly painted exterior enhance curb appeal. A one-car detached garage completes this charming home. A wonderful blend of character, updates, and flexible living space!

114 Oak Knoll Drive, Oakwood

Courtesy of Scott B Bakosh and Keller Williams Community Part
300 Wiltshire Boulevard, Oakwood
$315,000
2 Beds ⋅ 2 Baths ⋅ 971043 MLS ⋅ Rhonda Hunter
CLASSIC CHARM IN A HIGHLY DESIRABLE LOCATION! Discover the character and warmth of this inviting two-story home featuring 2 bedrooms, 2 full bathrooms, and beautiful hardwood floors that add timeless appeal. A delightful sunroom offers the perfect spot to enjoy your morning coffee, unwind with a good book, or simply soak in the natural light. Upstairs, you'll find two generously sized bedrooms and a full bathroom. The full unfinished basement provides a second full bath and plenty of possibilities for future living space, a recreation room, home gym, or additional storage. Step outside to a charming backyard offering a wonderful setting for outdoor entertaining, gardening, or relaxing. A detached one-car garage adds convenience and extra storage. LOCATION, LOCATION, LOCATION! Nestled in one of the area's most sought-after neighborhoods, this home is within walking distance of schools, parks, shopping, and everyday conveniences. With its classic character, inviting spaces, and endless potential, this is a wonderful opportunity to make a house your home. Schedule your private showing today!

300 Wiltshire Boulevard, Oakwood

Courtesy of Rhonda Hunter and Irongate Inc.
512 Volusia Avenue, Oakwood
$335,000
3 Beds ⋅ 2 Baths ⋅ 970681 MLS ⋅ Lisa M Burke
Welcome Home to this classic Ranch bungalow! Built in 1951, this house has great bones and includes features of the mid-century era with great updates. The wood floors gleam in the light from many windows on the main level. Two Bedrooms each include two closets with a full Bathroom in between. Upstairs is another cozy bedroom with a good size closet and additional attic storage. Back on the main level, the wall between Dining Room and Kitchen has been removed to create an open space with flexibility for meals with a few people or a crowd...Granite countertops, updated cabinets and SS appliances make cooking a breeze. The Basement has also been finished, offering plenty of space for entertaining and recreation. A Full Bathroom is conveniently located here, along with a bonus Guest/Exercise Room and a Laundry Room. Out back is a fantastic Back Yard complete with Patio, Fire Pit, an awesome sledding hill and Detached Garage. New roof (complete tear-off) and gutters in September 2026. See this house today and make your new home dreams a reality!

512 Volusia Avenue, Oakwood

Courtesy of Lisa M Burke and Coldwell Banker Heritage
710 Harman Avenue, Oakwood
$634,900
4 Beds ⋅ 3 Baths ⋅ 969904 MLS ⋅ Joanne Cronin
A rare opportunity to own a distinctive piece of Oakwood history, thoughtfully updated for today?s lifestyle. Dating to the late 19th century, this beautifully appointed four-bedroom, two-and-a-half-bath home offers approximately 3,430 square feet on .27 acres, blending timeless architectural character with modern comfort & functionality. Inside, original details and thoughtful updates create a home that feels both gracious & remarkably livable. A custom-framed glass entry opens to a classic staircase and beautifully proportioned rooms. The living room features handsome built-ins & a gas fireplace, while the spacious family room offers abundant natural light, built-in cabinetry, & a second gas fireplace. A bright sunroom provides flexible space for a home office, reading retreat, or creative studio. The formal dining room is designed for gathering, with French doors, exquisite built-in cabinetry & china storage, and access to the outdoor entertaining area. At the heart of the home, the updated kitchen features white cabinetry, granite countertops, a substantial center island, stainless-steel appliances, Wolf gas cooktop, & two pantries. An adjoining laundry room and designer powder room add convenience. Upstairs, the spacious primary suite includes an updated private bath and generous walk-in closet, along with two additional bedrooms & an updated hall bath with soaking tub. Third-floor bedroom offers flexibility as a guest retreat, office, or studio, w/ sizable attic for storage. A partially finished lower level adds recreation & storage space. Outside, a large wraparound deck overlooks fully fenced rear yard, creating an inviting setting for dining, entertaining, or relaxing. Detached two-car garage provides convenient parking & storage. Recent 2026 improvements include main sewer relining, electrical upgrades, & new garage roof. Ideally located near Harman Elementary, Park Avenue shopping & dining, neighborhood amenities, & the historic Wright Brothers area.

710 Harman Avenue, Oakwood

Courtesy of Joanne Cronin and Irongate Inc.
212 Dell Park Avenue, Oakwood
$339,000
3 Beds ⋅ 2 Baths ⋅ 970243 MLS ⋅ Georgiana C Nye
Totally adorable 1.5-story brick home in the heart of Oakwood! This charming 3-bedroom, 2-full-bath home offers a wonderful location just two doors from a neighborhood park and only two blocks from the Shops of Oakwood. Walk to shops, restaurants, parks and more! Inside, beautiful hardwood floors shine throughout much of the home, adding warmth and character. The updated kitchen is stylish and functional, making it a true highlight of the home. Two bedrooms and a full bath are conveniently located on the main level. From the dining room, access the three-season porch that stretches across the back of the home and provides wonderful additional living space—perfect for morning coffee, relaxing or enjoying the seasons. Upstairs, the primary suite is roomy, with built-in cabinets and bookcases, tons of closet space, a separate full bath and access to a private upper level deck. The clean, dry basement offers excellent storage and utility space. Outside, there is a deck for your outdoor enjoyment, that is accessed from the three season porch, a sweet yard, and partial fence. Charming, updated and wonderfully located—this is Oakwood living at its best!

212 Dell Park Avenue, Oakwood

Courtesy of Georgiana C Nye and Coldwell Banker Heritage
327 East Drive, Oakwood
$379,000
3 Beds ⋅ 3 Baths ⋅ 969973 MLS ⋅ Laurie Westheimer
Classic Oakwood charm meets modern comfort- offering nearly 2,000 SF above grade plus almost 1,200 SF of finished lower-level living space. Thoughtfully updated while preserving its timeless character, this home combines the warmth and craftsmanship of a classic Oakwood residence with the space and amenities today's buyers are seeking. Best of all, you're just a short walk from downtown Oakwood. A welcoming enclosed front porch sets the tone before you step inside to discover rich architectural details including hardwood floors, arched doorways, original built-ins, custom plantation shutters, and abundant natural light. The spacious living room is anchored by a beautiful fireplace flanked by original built-in cabinetry and flows seamlessly into the formal dining room. The thoughtfully remodeled kitchen features solid wood shaker-style cabinetry, granite countertops, stainless steel appliances, pantry storage, and generous workspace. There are two bedrooms on the main level (one with built-in Murphy bed), while the entire second floor is dedicated to a private primary retreat complete with a walk-in closet and en suite bath—a rare feature for an Oakwood home of this era. Brand-new carpet throughout provides a fresh, move-in-ready feel while complementing the home's timeless appeal. The expansive finished lower level offers more versatile living space, perfect for a family room, recreation area, home office, fitness room, or hobby space. An oversized laundry room with extensive built-in cabinetry provides exceptional storage and organization. Thoughtful improvements include a remodeled kitchen (2017), dimensional shingle roof (2017), high-efficiency HVAC (2022), tankless water heater (2022), updated electrical, updated lighting, brand-new carpet throughout main floor and luxury vinyl installed throughout the basements (2026). New battery back up for sump pump in 2026. Outside, you'll find professionally landscaped grounds and a detached 2-car garage.

327 East Drive, Oakwood

Courtesy of Laurie Westheimer and BHHS Professional Realty
443 Triangle Avenue, Oakwood
$273,750
2 Beds ⋅ 1 Baths ⋅ 969886 MLS ⋅ Donna S Deaton
You won't want to miss out on this Oakwood home offering beautiful hardwood floors throughout. The kitchen features maple cabinetry and stainless steel appliances, a greenhouse window, while double hung windows bring in plenty of natural light. The semi finished basement offers additional space for a rec room, office, workout area or future finishing. Outside, enjoy a fenced yard and oversized detached garage with opener, providing excellent parking and overhead storage. HVAC replaced in 2015. Conveniently located near shopping, dining, parks and everything Oakwood has to offer, all within the Oakwood School District. Property is being sold AS IS to settle an estate. Rooms are virtually staged.

443 Triangle Avenue, Oakwood

Courtesy of Donna S Deaton and RE/MAX Victory + Affiliates
1920-1922 Shroyer Road, Oakwood
$369,900
6 Beds ⋅ 3 Baths ⋅ 967865 MLS ⋅ Emily Gay
Investment opportunity in desirable Oakwood! This well-maintained duplex offers 2,200+ square feet of living space, with two spacious units featuring approximately 1,100 square feet each, 3 bedrooms and 1 full bathroom per unit. Both units are nicely updated and currently occupied, providing immediate rental income with leases extending into 2027. The first-floor unit features a new bathroom, fresh carpet and paint, and updated fixtures. The second-floor unit has been thoughtfully updated with a new kitchen featuring granite countertops and stainless-steel appliances, new bathroom, fresh paint, and updated fixtures. A full basement provides substantial additional space and potential for future value-add improvements. Current rents are $1,600/month for the first-floor unit through 8/31/27 and $1,700/month for the second-floor unit through 9/30/27. Owner currently pays water, sewer, and trash, with one water meter averaging approximately $180/month. This is a great opportunity to expand your portfolio in the highly desirable Oakwood area.

1920-1922 Shroyer Road, Oakwood

Courtesy of Emily Gay and Agora Realty Group
441 Corona Avenue, Oakwood
$295,000
3 Beds ⋅ 1 Baths ⋅ 969124 MLS ⋅ John D Austin CSP
"Sellers to offer $5,000. towards buyer closing cost" Located in Oakwood this beautiful Federal style home has elegance and charm. Well lit eat in kitchen offers Granite counter tops, stunning white cabinets, and stainless steel appliances, new dishwasher in 2025, new refrigerator 2022. Basement features laundry room, potential half bath, and spacious storage areas. Peaceful relaxing back yard with charming rock garden, waterfall/pond and huge patio for relaxing, entertaining, or dining. Updated furnace and A/C in 2025 new water heater in 2026. Oversized 2 car garage with abundance of room for storage or workroom. A must see in Oakwood. Sellers have not used Fireplace so Fireplace and Chimney not warranted.

441 Corona Avenue, Oakwood

Courtesy of John D Austin CSP and Irongate Inc.
406 Spirea Drive, Oakwood
$350,000
3 Beds ⋅ 2 Baths ⋅ 968889 MLS ⋅ John Pawelski Jr
Charming 3-bedroom, 2-full-bath brick Cape Cod in Oakwood filled with classic character! Beautiful floors, original woodwork and a spacious living room with fireplace welcome you inside. The roomy upstairs offers a private third bedroom and full bath with a classic clawfoot tub. Enjoy an updated main-level bath, full basement with plenty of storage and workspace, covered rear porch, generous driveway and detached garage. Classic Oakwood charm with plenty of space to make your own! Agent owned.

406 Spirea Drive, Oakwood

Courtesy of John Pawelski Jr and Plum Tree Realty
248 Claranna Avenue, Oakwood
$390,000
3 Beds ⋅ 3 Baths ⋅ 968016 MLS ⋅ Ralph M Mantica
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
305 Oakwood Avenue, Oakwood
$499,900
5 Beds ⋅ 4 Baths ⋅ 967360 MLS ⋅ Jill Aldineh
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
220 Greenmount Boulevard, Oakwood
$528,900
5 Beds ⋅ 4 Baths ⋅ 966912 MLS ⋅ Scot M Rife
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
252 Aberdeen Avenue, Oakwood
$389,000
4 Beds ⋅ 2 Baths ⋅ 965924 MLS ⋅ Eric Weimer
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
245 Orchard Drive, Oakwood
$299,900
3 Beds ⋅ 1 Baths ⋅ 965936 MLS ⋅ Rachel Masters
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
2119 Shroyer Road, Oakwood
$248,000
3 Beds ⋅ 2 Baths ⋅ 965775 MLS ⋅ Athena Zois
Welcome to this charming two story home in Oakwood, featuring beautiful hardwood floors throughout. This three bedroom, one and a half bath home offers plenty of potential and is ready for your personal touch. Several major updates have already been completed, including fresh paint upstairs, an updated driveway apron, updated windows, plumbing and electrical improvements, and a brand new roof installed on both the home and garage in September 2026. Inside, you’ll find spacious living areas and a full, semi-finished basement offering additional space for a rec room and additional storage. Outside, enjoy a fully fenced in backyard and a two car detached garage. Located in the highly desirable Oakwood community, this home is within walking distance of local parks, shops, dining, and schools. This is a wonderful opportunity to own a home in Oakwood at an attractive price. This home has been in the same family for 55+ years. Come build your memories in this wonderful home! Schedule your private showing today.

2119 Shroyer Road, Oakwood

Courtesy of Athena Zois and Keller Williams Advisors Rlty
no property photo
$269,900
2 Beds ⋅ 2 Baths ⋅ 965272 MLS ⋅ Teresa M Gustafson
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 Coldwell Banker Heritage
145 Wisteria Drive, Oakwood
$599,000
5 Beds ⋅ 4 Baths ⋅ 963147 MLS ⋅ Cynthia A Buckreus
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
336 Peach Orchard Avenue, Oakwood
$275,000
2 Beds ⋅ 2 Baths ⋅ 963537 MLS ⋅ Tammy Murphy
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
346 Corona Avenue, Oakwood
$399,800
4 Beds ⋅ 3 Baths ⋅ 963250 MLS ⋅ Jamie Curtis
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
242 Lonsdale Avenue, Oakwood
$279,000
3 Beds ⋅ 2 Baths ⋅ 960775 MLS ⋅ Jerry E Williams
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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