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$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

$250,000
3 Beds 1 Baths 967268 MLS Cara Reese
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

$399,000
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

$319,500
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

$445,000
5 Beds 2 Baths 957653 MLS Emily Pelligra
Lovingly cared for by the same owner for almost 40 years, this exceptional Oakwood residence seamlessly blends timeless character with thoughtful modern updates. Offering more than 2,200 square feet of living space, this spacious home features 5 bedrooms, 2 beautifully remodeled bathrooms, and an ideal location in the heart of Oakwood. From the moment you enter, you'll appreciate the home's original picture molding, abundant natural light, fresh paint, new carpeting, and elegant new chandeliers and recessed lighting. The versatile floor plan includes both a formal living room and a comfortable family room on the main level, along with a first-floor full bathroom—perfect for guests or multi-generational living. The updated kitchen is designed for both everyday living and entertaining, featuring brand-new appliances installed in 2026, ample workspace, and an adjoining dining and eat-in area that creates a welcoming gathering space for family and friends. Extensive improvements provide peace of mind for years to come, including a newer HVAC system, newer hot water heater, newer windows, whole-house siding, updated electrical system, new garage door (2026), new skylight (2026), and sump pump (2026). The roof was replaced in 2014, with the garage roof completed in 2013. Rarely does a home combine this level of space, character, location, and investment in updates. Move-in ready and Seller has purchased top of the line Home warranty for the new buyer the home has passed Oakwood Occupancy inspection, this is a wonderful opportunity to own a truly special Oakwood home. The fireplace (nonoperational) and chimney are not warranted and will convey in as-is condition. Seller has already passed Oakwood Presale Inspection.

338 Forrer Boulevard, Oakwood

Courtesy of Emily Pelligra and Coldwell Banker Heritage

$409,900
3 Beds 2 Baths 960880 MLS Ralph M Mantica
LOCATION LOCATION LOCATION ! ! Discover the timeless charm of this exquisite Oakwood residence, with classic architectural details across two meticulously designed stories. The 103 year old house has had only two owners and was last sold in 1970. Rookwood tile covers the entry hall floor, while original tile is in the bathrooms, with hardwood floors in all other rooms. Gorgeous stucco work graces the walls throughout the home. Other original features include a chandelier, sconces, light fixtures, and wrought iron curtain rods. Beautiful sweetgum woodwork runs through the house in stunning doors, crown molding, built-in-cabinet, the stair banister & the wide mantle above the wood-burning fireplace. Cooking is a pleasure in the well planned eat-in-kitchen. Above the striking 12.5 ' granite countertop is an expansive & deep garden window. This captivating home, boasting three spacious bedrooms & one and a half baths, offers an idyllic retreat from the everyday, perfectly situated to enjoy the vibrant local community. It is absolutely a case of Location Location! Nestled into one of the best blocks in Oakwood, the home is just 2 blocks from Smith Elementary School & Wright Library & 2 blocks from Oakwood Jr & Sr High. The generous 0.16 acre lot provides ample outdoor space, including private fenced backyard sanctuary with flowering shrubs, hostas & perennials. It's ideal for garden parties, serene relaxation or family fun. Inside, 1795 sq. ft. home is thoughtfully arranged to invite a lifestyle of comfort & elegance. The dry unfinished basement, offers great possibilities for additional living space. Experience this home's historical character in a convenient location that truly defines desirable living. This property presents a unique opportunity to own a piece of Oakwood's distinguished residential landscape. Updates include extensive chimney tuck pointing in 2020, roof 2023, exterior & interior Paint 2024 & 2025 garage door & roof 2025, termite bate system 2026.

117 Lonsdale Avenue, Oakwood

Courtesy of Ralph M Mantica and Kinzeler Realty, LLC

$599,900
4 Beds 4 Baths 957744 MLS Joanne Cronin
Sitting on the corner of two of the most admired tree-lined boulevards, this distinguished East Dixon residence in the Golden Triangle offers timeless character, architecture with the warmth and functionality that buyers look for. Just a block to the Community Center and surrounding park, and a short walking distance to the grade school and high school. Approximately 3,000 square feet of living space, the home offers an exceptional balance of historic charm, generous scale, and everyday functionality. Inside, rich architectural details such as rounded doorways and classic french doors give way to inviting living spaces that create an atmosphere that feels both elegant and welcoming. Gorgeous original hardwood floors throughout first and second levels complimented by exquisite millwork reflecting old world craftsmanship. Spacious formal and casual gathering areas are complemented by original character elements, including hardwood flooring, built-ins, fireplace, and abundant natural light pouring through the windows. Circular layout is designed for both refined entertaining and comfortable daily living, with multiple levels of flexible space ideal for today's lifestyle. This home features four bedrooms and multiple updated baths, offering rare versatility for guests, home offices, or multigenerational living. Updated kitchen features SS appliances and an eat-in area. An unfinished lower level expands the livable footprint, while outdoor private patio provide private areas for entertaining, relaxing, and enjoying the mature landscaping that makes this section of Oakwood so desirable. This is a rare opportunity to own a home with architectural presence, enduring craftsmanship, and a neighborhood setting that buyers search for but seldom find.

158 E Dixon Avenue, Oakwood

Courtesy of Joanne Cronin and Irongate Inc.

$715,000
5 Beds 4 Baths 954415 MLS Emily Pelligra
Situated on one of Oakwood’s most coveted tree-lined streets, this stately Colonial offers timeless elegance, refined updates, and an exceptional location adjacent to Harman Elementary and just one block from Smith Gardens. Boasting over 3,200 square feet, five bedrooms, and four beautifully updated bathrooms, this remarkable residence seamlessly blends classic charm with modern luxury. A welcoming entry introduces hardwood floors, soaring ceilings, and the formal living room features a stunning custom fireplace with an elegant wood mantel and built-in bookcases, creating a warm yet sophisticated gathering space. The expansive formal dining room showcases distinctive built-ins, stylish pendant lighting, and French doors that seamlessly connect to the family room. Filled with natural light, the spacious family room opens directly to the rear patio, creating effortless indoor-outdoor living and entertaining. Designed for both everyday comfort and elevated entertaining, the chef’s kitchen is beautifully appointed with granite countertops, custom cabinetry, a Viking range, center island with seating and prep sink, and a dedicated beverage center. The second level offers four spacious bedrooms and three fully updated bathrooms featuring modern finishes and designer vanities. The luxurious primary suite serves as a private retreat with a generous walk-in closet and beautifully appointed en suite bath. The remodeled third level provides exceptional privacy and flexibility, ideal as a fifth bedroom, guest suite, home office, or bonus living space, complete with a convenient second laundry area. The walk-out lower level offers abundant storage and additional laundry space. Both washers and dryers along with the basement freezer, will convey. Outdoor living is equally impressive with a beautifully designed paver patio, expansive backyard, detached two-car garage, and additional parking pad. A rare opportunity to own a distinguished Oakwood residence!

712 Oakwood Avenue, Oakwood

Courtesy of Emily Pelligra and Coldwell Banker Heritage

$279,900
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

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