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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
$350,000
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

212 Dell Park Avenue, Oakwood
$350,000
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

306 Telford Avenue, Oakwood
$348,000
3 Beds ⋅ 2 Baths ⋅ 969705 MLS ⋅ Jessika Webb
Classic Oakwood charm with an added note of peace of mind. The sellers report no basement water leaks during their 18 years of ownership, a particularly noteworthy feature given recent flooding concerns in the Dayton area. This two-story home offers three bedrooms, two full baths, and a flexible main-level layout with both a living room and separate family room. The finished basement provides additional space for recreation, hobbies, a home office, or storage. A detached two-car garage adds convenient parking and storage space. Located just a short walk from the elementary school and the Shops of Oakwood, this home offers comfortable living and a convenient Oakwood location.

306 Telford Avenue, Oakwood

Courtesy of Jessika Webb and Ownerland Realty, Inc.

560 Irving Avenue, Oakwood
$220,000
2 Beds ⋅ 1 Baths ⋅ 969193 MLS ⋅ Preston Hillard
An incredible opportunity to get into Oakwood Schools—at the time of listing, this is the lowest-priced home available in the district! Classic Oakwood charm meets fresh, move-in-ready updates in this inviting 2-bedroom home. Beautiful original hardwood floors bring warmth and character throughout the main living areas, complemented by refreshed interior paint and new carpet upstairs. The updated kitchen features quartz countertops, stainless steel appliances, and a clean, modern feel. Outside, enjoy a fenced backyard with a convenient storage shed, while the unfinished basement provides plenty of additional storage and future potential. Recent improvements include windows (2025), roof (2018), and furnace (2018). Ideally located near the University of Dayton with convenient access to dining, shopping, parks, and everything the area has to offer. City of Oakwood will issue owners two street parking passes. A rare opportunity at this price point in Oakwood—schedule your showing today!

560 Irving Avenue, Oakwood

Courtesy of Preston Hillard and eXp Realty

245 Orchard Drive, Oakwood
$304,500
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

no property photo
$274,000
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

336 Peach Orchard Avenue, Oakwood
$280,000
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

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