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$255,000
2 Beds 1 Baths 965199 MLS Jennifer Blackburn
Welcome to this charming Oakwood bungalow home that sits perfectly on an eye-catching corner lot! Surrounded by professional landscaping and mature trees, you will be sure to appreciate the character of this home. Featuring sanded original hardwood flooring, two bedrooms and a remodeled bathroom with stunning high temperature fired 17 inch Spanish tile sprawling from floor to ceiling! The kitchen needs updated but is functional and new hard wood flooring for the kitchen is on site. The freshly painted basement extends under the entire house and front porch, making it a great flex space for entertainment, play area and additional storage. The entire plumbing of the home is copper with extensive isolating ball valves and all weather outdoor faucets. The drain lines and the water heater have all been updated within the last three years. A new water line from the street connection was installed in 2023. A new 200 amp electrical supply and beaker box has been installed that service the washer/dryer and a few other lines have been connected. A new 6 inch guttering system was just installed - 2026. Enjoy morning coffee over looking the beautiful tulip tree on the large, covered front porch or entertain on the back paved patio. Two fruit bearing peach trees (white & yellow) are planted in the Hathaway tree lawn. The back yard is sheltered from the sidewalk with well maintained trees and bushes, while the newly planted Arborvitae trees, provide you with the privacy that you have always desired. The detached two car garage provides extra storage and peace of mind. This well maintained home is ideally located just blocks from the Oakwood Club, Dorothy Lane Market, and the Shops of Oakwood. The property is being sold as-is but has been well taken care of. Don’t miss your chance to make your dream a reality.

301 Monteray Avenue, Oakwood

Courtesy of Jennifer Blackburn and Agora Realty Group

$1,500,000
5 Beds 5 Baths 963498 MLS David Moyer
An Oasis in the heart of Oakwood. Built into a hillside and singular in its architecture. Conceived in 1973 and cared for to its highest expression through more than $550,000 in meticulous, designer-led renovations. This 5,823 sq. ft. contemporary masterpiece commands a full acre in Oakwood with five bedrooms, five baths, and a floor plan that moves with 360-degree access to the property. The kitchen is a statement unto itself: a complete gut renovation completed in December 2023 featuring quartzite countertops and backsplashes, custom cabinetry, premium Monogram ovens, cooktop, and refrigerator, a Fisher & Paykel dishwasher, and designer finishes curated for the buyer who refuses to compromise. The iconic two-sided fireplace anchors the living spaces, while original pocket doors and soaring volumes speak to the home's architectural heritage. Step outside to discover an expansive new ipe hardwood deck, one of the most durable and luxurious decking materials on earth, completed in 2026 over a fully engineered new roof system. The private pool offers the perfect backdrop for entertaining and evening serenity. A stunning final architectural addition that ties the home's exterior together beautifully is scheduled for completion by mid-October 2026 and includes limestone steps and retaining walls leading to the driveway and front yard. This is a one-of-a-kind property, ready to enjoy.

921 Runnymede Road, Oakwood

Courtesy of David Moyer and Keller Williams Advisors Rlty

$669,900
3 Beds 3 Baths 964179 MLS Tan N Gray
Welcome to a masterclass in home renovation in the highly desirable Oakwood area. Over the last six years, this property has undergone a top-to-bottom transformation. Every major system has been upgraded and absolutely no corner has been cut. Inside, original hardwood floors guide you through light-filled spaces, including a cozy living room with a custom TV cabinet and a gas fireplace with updated chimney liners, caps, and crowns. The kitchen has been renovated kitchen with custom cabinetry, newer appliances with a separate breakfast nook and corner bench seating. A convenient first floor bedroom, full updated bath, spacious living and dining rooms complete the main floor. The upper level features a custom library nook with custom bookcases, desk, and seating. Two oversized bedrooms with plenty of closets featuring custom lighting and outlets and second full bath. The fully finished, dry basement serves as an ideal in-law suite or entertainment hub, complete with a second kitchen, office/4th bedroom option, living area, storage, laundry (with a newer Samsung washer/dryer set), and a third full bath. The mechanical upgrades offer ultimate, worry-free peace of mind: Brand-new roof with 6 wind turbines, LeafGuard gutter system, and modified dormer flashing. Dual HVAC units for multi-level climate control and an upgraded 200-amp panel with a whole-house surge protector. Level 1 & Level 2 (fast charge) electric vehicle chargers installed. Newer water lines, 2 water heaters (always have hot water!), water softener, and radon mitigation system. Outside, relax in your fully fenced backyard oasis featuring a custom gazebo, shed, swing set, and trampoline. Parking is a breeze with a spacious 2-car carport plus 2-car attached garage with natural stone flooring. Take a stroll down to Shafor Park or to the Oakwood Community Center which hosts a full range of athletic activities including volleyball, tennis, spring and fall soccer, swim team and swimming. Call today!

233 Patterson Road, Oakwood

Courtesy of Tan N Gray and Glasshouse Realty Group

$899,900
5 Beds 6 Baths 963776 MLS Toni Donato Shade
Own a piece of Dayton history in the heart of Oakwood. Built circa 1890 (with a core dating to 1861 and county records recorded as 1913) for German immigrant William Kramer, this stately Italianate-Victorian foursquare once anchored Kramer's Pleasure Gardens — a celebrated vineyard, orchard, and flower garden. Today the 5-bedroom/5000sqft home sits privately on a bit over a 1/2 acre, its neo-classical veranda with Doric columns and hip roof reflecting a 1910-era update over the original 1890s Italianate lines. Inside, generously proportioned rooms, beautiful fireplaces, and original upstairs maple floors speak to a century-plus of craftsmanship; later stewardship added Frank Lloyd Wright-inspired "prairie plaster" detailing. A backyard fountain remains the last visible trace of Kramer's famed gardens. Current owners have meticulously maintained and updated this home to perfection—it is move in ready with every room designed for modern day comfort. Spacious primary suite is a great escape after a long day, additional en-suite bedroom is perfect for guests. So many clever storage spaces/closets. 2nd floor laundry—super rare in Oakwood!! This home boasts 2 HVAC systems providing smart heating and cooling throughout the home, TWO-2 car garages give a unique opportunity for 4 car parking, both attached garages. The wrap around porch is the shining star, while not original to this home, has given decades of joy, a place to gather and enjoy this quiet unassuming street that once was part of a greater vision.

415 Kramer Road, Oakwood

Courtesy of Toni Donato Shade and Coldwell Banker Heritage

$374,900
3 Beds 2 Baths 963762 MLS Bryan M Barker
Welcome to this charming Cape Cod in the highly sought-after Oakwood community! The location is hard to beat just a few homes from Orchardly Park, complete with a park and newly installed pickle ball courts, only blocks from local dining, shopping, and everything that makes Oakwood so desirable. Inside, you'll appreciate the thoughtful updates completed by the current owner. The beautifully remodeled kitchen serves as the heart of the home, while the updated bathrooms add modern style and convenience. For added peace of mind, the basement has been professionally waterproofed and there's not an area that hasn't been improved by the current homeowners. The spacious primary suite offers exceptional flexibility, creating the perfect private retreat, home office, sitting room, or whatever best fits your lifestyle. The air conditioning unit out back while a bit older has been recently checked and ensured that it is in proper working order. However, the homeowners have thrown in a home warranty for added peace of mind. The upstairs closet is listed as a 4th bedroom in the auditors site and has been utilized as such. Whether you're searching for your first home, your next home, or your forever home, this move-in-ready Cape Cod is one you won't want to miss. Schedule your showing today!

323 Orchard Drive, Oakwood

Courtesy of Bryan M Barker and BHHS Professional Realty

$374,900
3 Beds 2 Baths 963216 MLS Karen S Ollier
Charm and thoughtful updates share equal billing in this 3-bedroom, 2-bath home, where a swing-perfect front porch sets a welcoming tone before you ever step inside. Original character shines throughout, beginning with the neoclassical newel post at the entry, continuing through the arched doorway connecting the living and dining rooms, and extending underfoot with rich hardwood floors that add warmth and timeless appeal. While honoring the home’s timeless character, a spectacular family room addition elevates everyday living. Crowned by a soaring cathedral ceiling, it rises above a dramatic wall of windows, while a stunning stone fireplace anchors the space. It is the kind of room that effortlessly accommodates both lively gatherings and relaxing Sunday afternoons. The kitchen, updated in 2014, keeps things bright & functional with an abundance of white cabinetry, quartz counters, stainless steel appliances, and a gas range ready for your next culinary experiment. Behind the scenes, the important boxes are checked: a 2017 HVAC system, a 2014 roof, a new water heater, washer, and a sump pump with battery backup, all installed in 2025. Outdoor living gets equal attention with a large deck off the house plus a second deck beside the detached two-car garage, perfect for grilling or simply soaking up the evening air. Downstairs, the basement offers generous storage for seasonal decor, tools, and everything in between, with the recently added sump pump & battery backup keeping the space dry and worry-free. Whether you dream of a workshop, a hobby zone, or simply a well-organized spot to stash life’s overflow, this lower level has room to grow with you. The location is hard to beat, with Dorothy Lane Market, the Oakwood Club, and Shafor Park just moments away for shopping, dining, and afternoon strolls, while I-75 and downtown Dayton are only minutes away for an easy commute. Character, comfort, and convenience rarely align this nicely. Call today before you are too late!

226 Corona Avenue, Oakwood

Courtesy of Karen S Ollier and Irongate Inc.

$324,900
2 Beds 2 Baths 962443 MLS Rhonda Hunter
Welcome home to this charming classic two-story offering 2 bedrooms and 2 full bathrooms in one of the area's most desirable neighborhoods! Rich hardwood floors add timeless character, while the bright and inviting sunroom provides the perfect space to enjoy your morning coffee, relax with a book, or entertain guests. The functional floor plan features two spacious bedrooms and a full bath on the upper level, with a second full bathroom located in the full unfinished basement—offering endless possibilities for additional living space, a recreation room, home gym, or workshop. Step outside to discover an adorable backyard, perfect for gardening, pets, family gatherings, or simply unwinding after a long day. A one-car garage provides added convenience and storage. Location is everything, and this home delivers! Situated in a highly sought-after area of town, you'll enjoy the convenience of walking to schools, parks, shopping, and everyday amenities. Classic charm, an unbeatable location, and room to make it your own—don't miss the opportunity to call this wonderful home yours. Schedule your private showing today!

300 Wiltshire Boulevard, Oakwood

Courtesy of Rhonda Hunter and Irongate Inc.

$374,900
3 Beds 2 Baths 962049 MLS Santel Grant
Discover timeless elegance in this captivating 3-bedroom, 1.5-bathroom, Classic-style home, perfectly situated on a charming boulevard in Oakwood. The inviting curb appeal and welcoming front porch immediately hints at the character within. Step inside the 1556 square foot residence, where classic architectural elements seamlessly blend with comfortable living spaces. The heart of the home features original hardwood floors that flow through the living and dining areas, complemented by natural wood trim and arched doorways. The sun-kissed dining room, illuminated by a classic chandelier, provides an ideal setting for gatherings. The warm kitchen boasts natural wood cabinetry, modern stainless steel appliances including a dishwasher, microwave, range, and refrigerator, and a unique wood-paneled ceiling, creating an inspiring culinary environment. A well-appointed powder room adds convenience on the main level. Upstairs, three bedrooms continue the theme of classic charm with original hardwood floors and generous windows, allowing for abundant natural light. The finished basement offers versatile space, ready for personalization as a recreation or media room. Outside, a quaint backyard with a wooden deck and privacy fencing awaits, providing a private outdoor retreat for quiet enjoyment or entertaining. Along with spacious detached, TRUE, 2-car garage with overhead storage. Updates to this move-in-ready home include: half bath added off kitchen, a partially finished basement, updated full bathroom upstairs, newer HVAC, newer windows throughout, heavily insulated attic and exterior walls, newer roof and vinyl siding, updated kitchen with breakfast bar, fully updated 200 amp electrical service, all plumbing updated to copper with a tankless water heating system, and too may other upgrades to mention here. Located near major shopping, dining, highway access, schools, Wright-Patterson Air Force Base, and the University of Dayton, make this home a MUST see!

200 Wiltshire Boulevard, Oakwood

Courtesy of Santel Grant and NavX Realty, LLC

$475,000
4 Beds 3 Baths 962024 MLS Kunal N Patel
Freshly refreshed and move-in ready, this timeless brick home on sought-after Hadley Rd. blends classic Oakwood charm with thoughtful modern updates. Situated on a beautiful corner lot with over 3,900 square feet of living space, the home has been completely refreshed with all-new interior paint, a freshly painted exterior, and updated landscaping that creates incredible curb appeal from the moment you arrive. Inside, you'll find spacious living areas designed for everyday living and entertaining, including a large living room for family movie nights, a sunroom filled with natural light, and a gourmet kitchen featuring custom cabinetry, pantry storage, stainless steel appliances, and Quartz countertops—perfect for everything from weeknight dinners to holiday gatherings. Upstairs, beautifully renovated bathrooms and custom woodwork blend seamlessly with the home's original character, while the spacious primary suite offers a relaxing, spa-like retreat. The third floor features two additional bedrooms, providing flexible space for children, guests, a home office, or hobby rooms. Step outside to enjoy a private backyard designed for both relaxation and entertaining, complete with updated landscaping, a drip irrigation system, and a pergola that's perfect for summer evenings or weekend cookouts. Located just minutes from Oakwood's shops, parks, restaurants, and schools, this home offers the perfect combination of historic character, modern updates, generous living space, and an unbeatable location. A truly exceptional opportunity on one of Oakwood's most desirable streets.

2101 Far Hills Avenue, Oakwood

Courtesy of Kunal N Patel and Glasshouse Realty Group

$399,900
4 Beds 3 Baths 959405 MLS Toni Donato Shade
Welcome to 222 Wisteria, a newer home that blends into this charming early 20th century neighborhood while offering generous, flexible spaces for modern living. The showstopper is the oversized primary suite with a sitting area where you can unwind in front of the fireplace at the end of the day. An ensuite bath and walk-in closet complete a retreat you won't want to leave. Two additional bedrooms offer comfortable space for family or guests. Downstairs, the ample dining room, living room, and family room are made for entertaining, complete with a wet bar and fireplace. A versatile bonus room on the first floor gives you the flexibility for a dedicated home office, storage space, or a FOURTH BEDROOM. First-floor laundry keeps daily life running smoothly without the extra steps. The attached 2.5 car garage adds the kind of practical storage and convenience that makes a real difference day to day. Close to the community center with its park, pool, and tennis courts, this home is the perfect Oakwood location.

222 Wisteria Drive, Oakwood

Courtesy of Toni Donato Shade and Coldwell Banker Heritage

$499,900
4 Beds 4 Baths 957698 MLS Mike Temple
Nestled in the highly sought-after community of Oakwood and within walking distance of award-winning schools, this custom-built two-story home is situated on a rare double lot surrounded by mature trees and lush landscaping, pavered patio area, offering exceptional privacy, space, and location. Built with quality craftsmanship in 1978, features over 2,700 square feet of living space, plus a fully finished basement, providing ample room for both everyday living and entertaining. From the moment you enter, you'll appreciate the home's solid construction, timeless design, and opportunity to add your own personal style. The home offers multiple spacious living areas, highlighted by two wood-burning fireplaces with blowers that create a warm and inviting atmosphere. Andersen wood windows fill the interior with natural light, including a stunning bay window in the breakfast area overlooking the picturesque backyard and a charming box window in the family room accented by custom built-in bookshelves. The generously sized kitchen is designed for both functionality and gathering, featuring abundant cabinetry, extensive counter space, and all appliances included. A formal dining room provides the perfect setting for holiday celebrations, family dinners, and entertaining guests. The expansive primary suite serves as a private retreat, offering plenty of room for furnishings, a large 11' x 7' walk-in closet, and a beautifully updated bath complete with a custom ceramic-tiled shower. The fully finished basement offers incredible versatility and can easily accommodate a recreation room, media center, game room, fitness area, or play space. Recent improvements include a complete roof w/ tear off (2023), new carpet in the living room, dining room, staircase, and primary bedroom, as well as a new water heater (2023). Spacious floor plan, this home presents a wonderful opportunity to personalize and build equity in one of the area's most desirable neighborhoods. A must see!

317 Greenmount Boulevard, Oakwood

Courtesy of Mike Temple and RE/MAX Alliance Realty

$649,900
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

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