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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

$314,500
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

$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.

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