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$279,900

Back on the market due to buyer's financing falling through! You'll find all the historic Oakwood charm you'd expect in this 3 bedroom, 1.5 bath home in the heart of town! From the moment you step inside, there's an unmistakable feeling of home. The warmth of the original hardwood floors, the craftsmanship of custom built-ins and the inviting fireplace create a sense of comfort. The main floor offers a classic layout with a cozy living room, featuring built-in shelves and a beautiful fireplace. The spacious dining room is perfect for gatherings, with a bonus room off the back that could easily serve as a home office or workout space, complete with half bath. Thoughtful updates include a refreshed kitchen where soft-close cabinets and a dishwasher were added while preserving the vintage farmhouse sink. Sip your morning coffee or enjoy sunsets on the peaceful covered front porch! Follow the turned wooden staircase upstairs, to discover 3 bedrooms with even more custom, old world storage. Tucked away like a secret retreat, the sleeping porch in this historic home is located on the north side, off one of the bedrooms. Perfect for cozying up with a book or savoring a glass of wine on a cool summer evening, this is sure to be your new favorite hideaway! The additions of a new furnace (2025), newer tankless water heater (2021) and opener on the oversized garage door (2025) make this home as functional as it is charming! With a fully fenced backyard and spacious deck for relaxing or entertaining, this home offers the ideal setting for comfort, privacy and outdoor enjoyment! VA assumable loan at 2.75%!!

3 Beds ⋅ 2 Baths ⋅ 954666 MLS ⋅ Marisa Murrow

Back on the market due to buyer's financing falling through! You'll find all the historic Oakwood charm you'd expect in this 3 bedroom, 1.5 bath home in the heart of town! From the moment you step inside, there's an unmistakable feeling of home. The warmth of the original hardwood floors, the craftsmanship of custom built-ins and the inviting fireplace create a sense of comfort. The main floor offers a classic layout with a cozy living room, featuring built-in shelves and a beautiful fireplace. The spacious dining room is perfect for gatherings, with a bonus room off the back that could easily serve as a home office or workout space, complete with half bath. Thoughtful updates include a refreshed kitchen where soft-close cabinets and a dishwasher were added while preserving the vintage farmhouse sink. Sip your morning coffee or enjoy sunsets on the peaceful covered front porch! Follow the turned wooden staircase upstairs, to discover 3 bedrooms with even more custom, old world storage. Tucked away like a secret retreat, the sleeping porch in this historic home is located on the north side, off one of the bedrooms. Perfect for cozying up with a book or savoring a glass of wine on a cool summer evening, this is sure to be your new favorite hideaway! The additions of a new furnace (2025), newer tankless water heater (2021) and opener on the oversized garage door (2025) make this home as functional as it is charming! With a fully fenced backyard and spacious deck for relaxing or entertaining, this home offers the ideal setting for comfort, privacy and outdoor enjoyment! VA assumable loan at 2.75%!!

303 Hadley Avenue, Oakwood

Courtesy of Marisa Murrow and Keller Williams Community Part

$760,000

This meticulously maintained Oakwood beauty blends original mid-century character, modern updates, and a strong connection to nature. The sandstone exterior, wood beams, custom cabinetry, and a dramatic fireplace wall (also sandstone) are just some of the stunning mid-century details that make this home so special. The owners have thoughtfully updated the home over their 12 years of ownership, including renovations to all 3 bathrooms (2025), new carpet and hardwood flooring (2025), LED lighting (2025), fresh interior and exterior paint (2025), and extensive kitchen updates, including cabinetry (2025), sink (2025), and appliances (2022). The open-concept living and dining spaces feature a remote-controlled gas fireplace, built-in cabinetry, new hardwood floors, and a wall of floor-to-ceiling windows that frame breathtaking winter views of the downtown Dayton skyline. The updated kitchen offers white cabinetry, a pantry, two snack bars, and a breakfast area, and it opens to the family room, which features a gas fireplace with a quartz feature wall, a built-in storage bench, and backyard access. The well-designed main level also includes a laundry room, three bedrooms, and a full bath. The primary suite features a brand-new bathroom, a walk-in cedar closet, two dressing areas (with additional closets), and beautiful views. An adjacent office showcases the original built-in desk system. Upstairs, you will find two additional bedrooms, a rec room/lounge with built-in cabinetry, and a third full bath. Outside, enjoy a private backyard oasis with a two-tier patio, sandstone grill, smart irrigation, and landscape lighting front and back. Additional highlights: two-point radon mitigation, epoxy-coated garage floor, dual HVAC systems, enhanced insulation, 200-amp electrical service, and abundant storage. Minutes to schools, downtown Dayton, shopping, restaurants, and I-75. The big-ticket updates are already done; just move in and enjoy!

5 Beds ⋅ 3 Baths ⋅ 953904 MLS ⋅ Karen Gump

This meticulously maintained Oakwood beauty blends original mid-century character, modern updates, and a strong connection to nature. The sandstone exterior, wood beams, custom cabinetry, and a dramatic fireplace wall (also sandstone) are just some of the stunning mid-century details that make this home so special. The owners have thoughtfully updated the home over their 12 years of ownership, including renovations to all 3 bathrooms (2025), new carpet and hardwood flooring (2025), LED lighting (2025), fresh interior and exterior paint (2025), and extensive kitchen updates, including cabinetry (2025), sink (2025), and appliances (2022). The open-concept living and dining spaces feature a remote-controlled gas fireplace, built-in cabinetry, new hardwood floors, and a wall of floor-to-ceiling windows that frame breathtaking winter views of the downtown Dayton skyline. The updated kitchen offers white cabinetry, a pantry, two snack bars, and a breakfast area, and it opens to the family room, which features a gas fireplace with a quartz feature wall, a built-in storage bench, and backyard access. The well-designed main level also includes a laundry room, three bedrooms, and a full bath. The primary suite features a brand-new bathroom, a walk-in cedar closet, two dressing areas (with additional closets), and beautiful views. An adjacent office showcases the original built-in desk system. Upstairs, you will find two additional bedrooms, a rec room/lounge with built-in cabinetry, and a third full bath. Outside, enjoy a private backyard oasis with a two-tier patio, sandstone grill, smart irrigation, and landscape lighting front and back. Additional highlights: two-point radon mitigation, epoxy-coated garage floor, dual HVAC systems, enhanced insulation, 200-amp electrical service, and abundant storage. Minutes to schools, downtown Dayton, shopping, restaurants, and I-75. The big-ticket updates are already done; just move in and enjoy!

450 Ridgewood Avenue, Oakwood

Courtesy of Karen Gump and RE/MAX Alliance Realty

$539,000

Picture perfect home on a boulevard, in an Oakwood "sweet spot"close to schools, library, and the Oakwood Community Center. This home was lovingly owned & updated for over 63 years. Originally a 3 bedroom, a two story addition in 1975 (approximately) converted it into a 4 bedroom adding another full and 1/2 bath. Property spans approximately 3300 sq ft. including the unfinished basement. Charming front porch with brick pavers greet you as you enter the formal living room with fireplace focal point. Spacious dining room built in cabinets. Both rooms access the fully equipped eat-in kitchen. The kitchen is centrally located between dining/living and family room and accesses the full unfinished basement. The family room is impressive with wood burning fireplace, south & west windows providing natural light, a half bath, large coat closet and access to rear yard. Second floor boasts four bedrooms - one is primary with designated full bath. Three other bedrooms offer plenty of closet space and share a full bath. Two of the original bedrooms were converted into one and was used as an office/craft room. Wall could be restored and home could easily converted to a five bedroom home! This home will exceed your expectations. Schedule your showing today.

4 Beds ⋅ 3 Baths ⋅ 952777 MLS ⋅ Joanne Cronin

Picture perfect home on a boulevard, in an Oakwood "sweet spot"close to schools, library, and the Oakwood Community Center. This home was lovingly owned & updated for over 63 years. Originally a 3 bedroom, a two story addition in 1975 (approximately) converted it into a 4 bedroom adding another full and 1/2 bath. Property spans approximately 3300 sq ft. including the unfinished basement. Charming front porch with brick pavers greet you as you enter the formal living room with fireplace focal point. Spacious dining room built in cabinets. Both rooms access the fully equipped eat-in kitchen. The kitchen is centrally located between dining/living and family room and accesses the full unfinished basement. The family room is impressive with wood burning fireplace, south & west windows providing natural light, a half bath, large coat closet and access to rear yard. Second floor boasts four bedrooms - one is primary with designated full bath. Three other bedrooms offer plenty of closet space and share a full bath. Two of the original bedrooms were converted into one and was used as an office/craft room. Wall could be restored and home could easily converted to a five bedroom home! This home will exceed your expectations. Schedule your showing today.

24 Greenmount Boulevard, Oakwood

Courtesy of Joanne Cronin and Irongate Inc.

$399,900

Welcome to this charming Oakwood beauty, ideally situated near UD and the vibrant downtown, and within a short distance of a cozy coffee shop and a variety of dining options. This home features an inviting front porch, perfect for relaxing afternoons. Inside the porch, discover beautiful hardwood floors and a welcoming entry that leads to a bright living room seamlessly connected to a spacious dining room ideal for large gatherings. A bonus sunroom offers a delightful space for reading or a serene home office. The character-filled kitchen is highlighted by a built-in breakfast nook, perfect for casual meals. The second level features three bedrooms, including a generously sized primary bedroom with dual closets. The hall bathroom has been tastefully updated, enhancing this home’s lovely appeal. Additionally, a walk-up attic presents the possibility for a fourth bedroom, providing extra space for your needs. Brand new roof with full tear-off (2026). This enchanting home is ready and waiting for its new owners to make it their own.

3 Beds ⋅ 3 Baths ⋅ 953596 MLS ⋅ Jill Aldineh

Welcome to this charming Oakwood beauty, ideally situated near UD and the vibrant downtown, and within a short distance of a cozy coffee shop and a variety of dining options. This home features an inviting front porch, perfect for relaxing afternoons. Inside the porch, discover beautiful hardwood floors and a welcoming entry that leads to a bright living room seamlessly connected to a spacious dining room ideal for large gatherings. A bonus sunroom offers a delightful space for reading or a serene home office. The character-filled kitchen is highlighted by a built-in breakfast nook, perfect for casual meals. The second level features three bedrooms, including a generously sized primary bedroom with dual closets. The hall bathroom has been tastefully updated, enhancing this home’s lovely appeal. Additionally, a walk-up attic presents the possibility for a fourth bedroom, providing extra space for your needs. Brand new roof with full tear-off (2026). This enchanting home is ready and waiting for its new owners to make it their own.

506 Volusia Avenue, Oakwood

Courtesy of Jill Aldineh and RE/MAX Victory + Affiliates

$335,000

Experience the best of Oakwood living in this beautifully cared-for 3-bedroom, 2-bath home, perfectly positioned just minutes from Oakwood High School, scenic parks, local shopping, dining, and everyday conveniences. A welcoming front porch invites you to relax and enjoy the charm of this beloved tree-lined neighborhood. Step inside to discover a light-filled interior featuring comfortable, spacious living areas designed for both everyday living and effortless entertaining. The generously sized bedrooms provide plenty of room to unwind, while both full bathrooms have been tastefully updated with style and functionality in mind. An attached 2-car garage offers valuable storage and convenient off-street parking—an exceptional feature in this highly desirable community. Blending warmth, convenience, and timeless appeal in an unbeatable location close to schools, parks, and shopping, this exceptional Oakwood home is ready for its next owner to make lasting memories.

3 Beds ⋅ 2 Baths ⋅ 953915 MLS ⋅ Robert Biedenharn

Experience the best of Oakwood living in this beautifully cared-for 3-bedroom, 2-bath home, perfectly positioned just minutes from Oakwood High School, scenic parks, local shopping, dining, and everyday conveniences. A welcoming front porch invites you to relax and enjoy the charm of this beloved tree-lined neighborhood. Step inside to discover a light-filled interior featuring comfortable, spacious living areas designed for both everyday living and effortless entertaining. The generously sized bedrooms provide plenty of room to unwind, while both full bathrooms have been tastefully updated with style and functionality in mind. An attached 2-car garage offers valuable storage and convenient off-street parking—an exceptional feature in this highly desirable community. Blending warmth, convenience, and timeless appeal in an unbeatable location close to schools, parks, and shopping, this exceptional Oakwood home is ready for its next owner to make lasting memories.

9 Dellwood Avenue, Oakwood

Courtesy of Robert Biedenharn and Howard Hanna Real Estate Serv

$115,000

947930 MLS ⋅ Cynthia A Buckreus

Ledges Trail, Oakwood

Courtesy of Cynthia A Buckreus and Coldwell Banker Heritage

$649,900

**Updates made May of 2026: main sewer relined, electrical upgrades, and new garage roof. Gorgeous 4-bedroom, 2.5-bath home nestled in the heart of Oakwood. This charming residence features a spacious family room with a gas fireplace and built-in bookshelves, creating the perfect ambiance for relaxation and entertainment. A sunroom, drenched in natural light, offers a serene retreat, while the comfortable living room, complete with additional built-in cabinets and another gas fireplace, provides an inviting space for gathering. The grand dining room, with exquisite built-in China hutches, is ideal for hosting family dinners and special occasions. The kitchen is a chef's dream and boasts a large island, two pantries, and ample counter space, perfect for meal prep and cooking. A convenient laundry room and half bath are located just off the kitchen, completing the main level. The second floor leads to the primary bedroom, featuring an en suite full bathroom and a spacious walk-in closet. Two additional roomy bedrooms share a full bath off the hall. The third floor offers a private, fourth bedroom with a separate sizable attic, perfect for all your storage needs. The basement offers even more space, with a large recreation room and an additional unfinished area for even more storage. A two-car detached garage, along with beautiful side deck with a fully fenced backyard, provides both privacy and ample space for outdoor activities. This home truly has it all—comfort, style, and plenty of room to grow. Don’t miss the opportunity to make this Oakwood gem yours!

4 Beds ⋅ 3 Baths ⋅ 942746 MLS ⋅ Christopher Uphus

**Updates made May of 2026: main sewer relined, electrical upgrades, and new garage roof. Gorgeous 4-bedroom, 2.5-bath home nestled in the heart of Oakwood. This charming residence features a spacious family room with a gas fireplace and built-in bookshelves, creating the perfect ambiance for relaxation and entertainment. A sunroom, drenched in natural light, offers a serene retreat, while the comfortable living room, complete with additional built-in cabinets and another gas fireplace, provides an inviting space for gathering. The grand dining room, with exquisite built-in China hutches, is ideal for hosting family dinners and special occasions. The kitchen is a chef's dream and boasts a large island, two pantries, and ample counter space, perfect for meal prep and cooking. A convenient laundry room and half bath are located just off the kitchen, completing the main level. The second floor leads to the primary bedroom, featuring an en suite full bathroom and a spacious walk-in closet. Two additional roomy bedrooms share a full bath off the hall. The third floor offers a private, fourth bedroom with a separate sizable attic, perfect for all your storage needs. The basement offers even more space, with a large recreation room and an additional unfinished area for even more storage. A two-car detached garage, along with beautiful side deck with a fully fenced backyard, provides both privacy and ample space for outdoor activities. This home truly has it all—comfort, style, and plenty of room to grow. Don’t miss the opportunity to make this Oakwood gem yours!

710 Harman Avenue, Oakwood

Courtesy of Christopher Uphus and Glasshouse Realty Group