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$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
$299,000
3 Beds ⋅ 2 Baths ⋅ 961485 MLS ⋅ Cynthia A Buckreus
Welcome home to this charming Oakwood gem, where timeless character meets modern convenience. Fresh exterior paint and driveway coating. A covered front porch creates a warm welcome. Inside, rich hardwood floors and abundant natural light set the tone. The inviting living room features a stunning stone gas fireplace (not warranted), creating the perfect gathering space. The adjacent dining room showcases classic arched doorways, adding charm and flows into the cute kitchen. 2 main floor bedrooms and full bathroom provide convenience. Upstairs, is the spacious primary retreat with great storage and half bathroom. The partially finished basement provides abundant storage and versatile space, along with a dedicated laundry area. The breezeway connects the 2 car garage. Step outside to enjoy the deck overlooking a fenced backyard with mature trees—ideal for entertaining, gardening, pets, or play. Replacement windows. Roof 2025, HVAC 2021. Water Heater 2023. Culligan Water Filtration System. Ideally located in the heart of Oakwood, this delightful home is just a short walk from shopping, dining, parks, and the popular Farmers Market. Don't miss the opportunity to own a home filled with character, comfort, and an unbeatable location.

211 Wiltshire Boulevard, Oakwood

Courtesy of Cynthia A Buckreus and Coldwell Banker Heritage
$360,000
3 Beds ⋅ 2 Baths ⋅ 961880 MLS ⋅ Peter Davies
This Oakwood gem is an absolute charmer! Enter through the double front doors beneath the stately portico and step into the entry room with its elegant, curving staircase.The entire home is filled with natural light filtering through custom, slatted blinds. The dining room has an outside/inside feel thanks to the windows and door that open onto the terrace and backyard. The kitchen wall has been opened up to make a perfect connection to the dining room, and a greenhouse window over the sink keeps the kitchen bright and sunny. The main floor also includes one bedroom and a nearby half bathroom. It’s also very suitable for a study or home office. Ascend the curving staircase to the second floor landing and find two generously sized bedrooms and a luxuriously updated bathroom, complete with a soaking tub and separate shower. [1] The finished basement with a gas log fireplace and a dining area with custom cabinetry is a perfect addition to the living space. Outside, the landscaped backyard offers a tiled terrace, gazebo, BBQ area, raised beds, rock garden, and an herb garden with plenty of delicious tomatoes ready for the new owners!

360 East Drive, Oakwood

Courtesy of Peter Davies and Irongate Inc.
$1,295,000
5 Beds ⋅ 6 Baths ⋅ 961133 MLS ⋅ Felix S McGinnis
Step inside this magnificent Elizabethan Tudor and discover unparalleled, original craftsmanship that blends seamlessly with renovations completed by 21st century master craftsmen. Built in 1925 by renowned architect Louis Lott, this home was the first steel beam constructed home in Oakwood. Discover 5+ bedrooms, 4 full & 2 half baths in this 5600 sq ft home. The four full bathrooms on the second floor have been meticulously renovated with new Rookwood tile, heated tile floors, glass shower doors, hand crafted vanities and two original sinks, all in keeping with the original architecture. Find commercial grade copper piping, new water heater, re-built and well-maintained boiler, mini splits, the home has been wired by Hanson and basement renovations include heated slate flooring. Exterior renovations include hand hewn beams matching the original construction.

217 Haver Road, Oakwood

Courtesy of Felix S McGinnis and Coldwell Banker Heritage
$335,000
3 Beds ⋅ 2 Baths ⋅ 961475 MLS ⋅ Toni Donato Shade
Oakwood charm meets move-in ready perfection at 406 East Drive. From the moment you step onto the covered front porch, you'll feel right at home. Inside, hardwood floors and updated windows set a warm, bright tone throughout the home. Kitchen is fully functional with eat in dining space. But if you enjoy formal dining the you’ll love the spacious dining room. The bright and airy finished basement adds valuable and cozy living space. Three generous sized bedrooms and tastefully updated full bath complete the 2nd floor. Outdoors, the paver patio is the perfect spot to unwind or host. Impeccably cared for and ready for its next chapter — don't miss this one.

406 East Drive, Oakwood

Courtesy of Toni Donato Shade and Coldwell Banker Heritage
$400,000
4 Beds ⋅ 4 Baths ⋅ 961391 MLS ⋅ Andrew J Wertz
This fully occupied 4-unit investment property offers immediate cash flow and is an excellent addition to any investment portfolio. Each unit includes a detached garage, washer and dryer hookups, a stove, refrigerator, and dishwasher, providing tenants with the conveniences they value. Tenants are responsible for gas and electric, while the landlord pays water and trash, helping to keep operating expenses predictable. The property is currently generating steady rental income with Unit 1 renting for $775 per month, Unit 2 renting for $775 per month, Unit 3 renting for $800 per month, and Unit 4 renting for $850 per month. With reliable occupancy, desirable amenities, and consistent income, this property presents a fantastic opportunity for both seasoned and first-time investors.

2100 Shroyer Road Unit 1-4, Oakwood

Courtesy of Andrew J Wertz and Wertz Realty Inc.
$455,000
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
$895,000
5 Beds ⋅ 3 Baths ⋅ 960696 MLS ⋅ Felix S McGinnis
Beautiful New Kitchen, Charming Summer House! Step inside 55 Park Road and find old world charm blended with renovations in keeping with the character of this special property. Situated on nearly a half-acre, discover the storybook like setting complete with gardens, fountain, patios and summer house that overlooks the private backyard. Inside discover an incredible new kitchen, thoughtfully designed to maximize storage and workspace complete with custom vent hood over the gas range and built-ins throughout. The light-filled great room has French doors to the patios and flows into the dining room. The home office and living room have southern and western views. Upstairs find a large primary suite, full bath and great walk-in closets as well as three guest rooms, full bath and a charming bedroom on the third floor. The graceful, circular drive sets allows for easy parking for family and friends.

55 Park Road, Oakwood

Courtesy of Felix S McGinnis 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
$319,900
3 Beds ⋅ 2 Baths ⋅ 960775 MLS ⋅ Jerry E Williams
Discover this timeless residence nestled in the desirable Oakwood neighborhood and within the Oakwood School District! Offering both classic charm and modern comforts, this captivating two-story home features three bedrooms and one and a half baths; and it includes 1482 square feet of living space plus 442 sq ft for a full, (semi) finished basement (assessor data). A Detached Two-Car Garage and Driveway provide very convenient Off-Steet Parking and additional storage. A welcoming screened front porch invites serene outdoor relaxation, perfect for enjoying tranquil afternoons. Inside, the home boasts rich hardwood flooring throughout the main living areas, complemented by abundant natural light that creates an inviting atmosphere. The living room is a focal point, enhanced by a faux fireplace and elegant built-in cabinetry; a stylish chandelier illuminates the dining space. The kitchen features sleek countertops, stainless appliances including a range, dishwasher, and refrigerator, and a functional layout ensuring meal preparation is a breeze. A quaint office/flex space is tucked away. Upstairs, each bedroom offers generous windows, warm hardwood floors, and ceiling fans, providing comfortable and naturally lit retreats. The property also includes a versatile basement, presenting excellent opportunities for future customization. Step outside to a spacious wooden deck with a pergola, ideal for entertaining guests or simply unwinding in your private backyard. Located on a 0.15-acre lot, this residence offers a harmonious blend of classic elegance and practical living in a vibrant community. Convenient to Shopping, dining, parks and more!

242 Lonsdale Avenue, Oakwood

Courtesy of Jerry E Williams and Wright-Patt Realty, Inc.
$499,900
4 Beds ⋅ 3 Baths ⋅ 960356 MLS ⋅ Danielle Crawford
Welcome to this beautifully renovated and surprisingly spacious Oakwood charmer! From the moment you step into the inviting foyer, you'll appreciate the newly refinished hardwood floors that flow throughout much of the main level. The generous living room is filled with natural light from the large front window and anchored by a stunning fireplace, creating a warm and welcoming gathering space. Designed with both everyday living and entertaining in mind, the open floor plan seamlessly connects the living room to the dining area and updated kitchen. The kitchen features a large center island, granite countertops, tile backsplash, luxury vinyl tile flooring, and a full suite of new stainless steel appliances. The main level offers three comfortably sized bedrooms and a beautifully updated full bath, providing flexible living options for family, guests, or a home office. The true showpiece of the home is the expansive owner's retreat occupying nearly the entire second floor. Offering almost 1,000 square feet of private living space, this incredible sanctuary features a full bath, abundant natural light, vaulted ceilings, and two newly installed mini-split systems to ensure year-round comfort. Downstairs, the spacious semi-finished basement offers endless possibilities. A cozy private room with a fireplace creates the perfect hideaway, while the newly added half bath and large open area provide an ideal setting for a recreation room, home gym, or additional living space. You'll also find the laundry area, water heater, updated 200 amp electrical panel and new HVAC system conveniently located here. Outside, relax on the welcoming front porch and enjoy the convenience of the detached two-car garage. Completely move-in ready, this home perfectly blends Oakwood's timeless character with thoughtful modern updates. Ideally located near schools, shopping, parks, dining, and everything Oakwood has to offer, this is a rare opportunity you won't want to miss.

407 Dellwood Avenue, Oakwood

Courtesy of Danielle Crawford and Keller Williams Community Part
$850,000
4 Beds ⋅ 5 Baths ⋅ 960407 MLS ⋅ Kamela Kordik
Set on two separately deeded (PID Q71-01005-0020 & Q71-01005-0021), beautifully landscaped lots , on one of Oakwood's most inviting streets, this brick home blends the character of its 1925 origins with top-to-bottom updates that make it feel entirely current. All wood floors were just refinished and many rooms have fresh paint. Inside, the completely reimagined kitchen is the centerpiece — custom in every detail, designed for both daily living and entertaining. The owner's suite opens onto a covered balcony with custom spiral stairway leading to the rear yard and features an elegant dressing room with custom built-ins alongside a fully updated bathroom; a level of finish rarely found. The Pella replacement windows throughout the main house and new custom insulated arched windows in the sunroom bring in natural light while keeping the home's classic exterior profile intact. Four bedrooms and 2 full and 3 half bathrooms offer generous room across aprox. 3194 square feet above grade, with a finished basement providing additional flexible space. A gas log fireplace anchors the main living area with warmth and presence, while French doors connect it to both the sunroom, the rear porch and yard. Step outside to an expansive covered rear porch that overlooks a stone and granite outdoor kitchen — a thoughtfully built extension of the entertaining space, that includes, a pizza oven, built in grill, cook top refrigerator and a wood burning fireplace — surrounded by mature landscaping on a lot that stands out even in this neighborhood. A detached two-car garage, with built-in stairs to a second-floor storage area, completes the picture. A Generac whole house generator, keeps the entire house and garage running during any potential power outages. Safe in basement conveys. Located just a couple of blocks from the shops of Oakwood and dining along Far Hills Avenue, this is a home worth seeing in person. Listing agent is the owner

24 Monteray Road, Oakwood

Courtesy of Kamela Kordik and Kamela & Company Realty
$486,300
4 Beds ⋅ 3 Baths ⋅ 960009 MLS ⋅ Jennifer Hill
Located in Oakwood this charming 4-bedroom, 3-bath home is full of character and timeless appeal! Featuring beautiful hardwood floors, spacious living areas, and classic architectural details throughout, this home offers the perfect blend of comfort and functionality. Enjoy relaxing or entertaining on the deck just off the family room, overlooking the private backyard complete with a greenhouse--perfect for the gardening enthusiasts or year-round plant lovers. With generous bedroom sizes, abundant natural light, and mature trees surrounding the property, this inviting residence offers space, warmth, and enduring charm both inside and out. This home is conveniently located just a few blocks to the elementary and the Jr./high school. Windows and/or storms have been replaced/updated in majority of the home. 2024 new 200 AMP panel. New roof on both home and garage in June 2026

3 Forrer Boulevard, Oakwood

Courtesy of Jennifer Hill and BHHS Professional Realty
$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
$559,900
4 Beds ⋅ 4 Baths ⋅ 959194 MLS ⋅ Joanne Cronin
Offering this beautifully crafted brick Tudor built in 1983 and located in the coveted Golden Triangle of Oakwood, this custom-built residence blends timeless architecture with the comfort and functionality today's buyers desire. Featuring approximately 2,969 square feet, 4 bedrooms, and 3.5 baths, the home offers exceptional space for both everyday living and elegant entertaining. A dramatic two-story foyer welcomes you inside, where hardwood floors, refined formal spaces, and abundant natural light create an atmosphere of warmth and sophistication. The remodeled eat-in kitchen showcases granite countertops, updated cabinetry, and seamless flow into the inviting family room anchored by a striking stone fireplace and custom built-ins. Upstairs, 4 spacious bedrooms and three full baths provide flexibility for family, guests, or work-from-home living, while an additional bonus room with private balcony offers endless possibilities as a study, playroom, or fifth bedroom. Outdoor living is equally impressive with a covered patio ideal for entertaining, relaxing evenings, or morning coffee overlooking the beautifully maintained grounds. Previous updates including roof, gutters, and water heater add peace of mind, while the attached two-car garage and finished lower-level recreation space complete the home's exceptional appeal. Perfectly positioned near schools, parks, and the community center, this is a rare opportunity to own a distinctive Oakwood property that combines character, location, and lifestyle.

215 Beverly Place, Oakwood

Courtesy of Joanne Cronin and Irongate Inc.
$449,900
4 Beds ⋅ 3 Baths ⋅ 959010 MLS ⋅ Jill Aldineh
Welcome to this exceptional brick home, ideally located on one of Oakwood's most picturesque boulevard streets, just a block from the Jr./HS and a short distance to the elementary school. This spacious residence exudes charm and character, beginning with a lovely, covered porch that invites you inside. Upon entering, you are greeted by a large living room featuring a beautiful fireplace and original built-in bookcases, perfect for gatherings. The dining room is ideal for entertaining friends and family, while a generous family room addition, complete with a fireplace, offers a wonderful space to relax and unwind. The kitchen is well-appointed, boasting granite countertops, SS appliances, and a convenient bar counter for casual dining. An office or reading nook and a full bathroom complete the first level, adding to the home's functionality. Upstairs, you'll find three generous bedrooms and a full hall bathroom, with original hardwood floors throughout much of the home, enhancing its timeless elegance. A bonus third-floor space, accessible via a charming spiral staircase, provides endless possibilities for use. The basement offers additional amenities, including a standing shower and half bath, along with plenty of room for recreation or entertainment. This area is a blank slate. Step outside to enjoy a delightful backyard featuring a lovely deck, perfect for summer gatherings, and a two-car garage. With fresh neutral paint throughout, this home is waiting for its new owners to infuse their personal touch and decor. Don't miss out on this rare opportunity-homes of this size and location won't last long!

142 Greenmount Boulevard, Oakwood

Courtesy of Jill Aldineh and RE/MAX Victory + Affiliates
$369,900
2 Beds ⋅ 2 Baths ⋅ 959048 MLS ⋅ Greg Wright
Discover unparalleled elegance and convenience within Oakwood's coveted Le Continental condominium, a residence that redefines sophisticated living. This meticulously updated second-floor unit presents a harmonious blend of classic charm and contemporary upgrades, offering an exceptional lifestyle experience. Originally a three-bedroom layout, one room has been thoughtfully converted into a versatile dining room or den/office, with the flexibility to easily revert to a third bedroom. The gourmet kitchen, completely remodeled in 2024, showcases brand-new cabinetry, countertops, and flooring, complemented by state-of-the-art appliances installed in 2023. The expansive living room provides a welcoming ambiance, featuring a gas corner fireplace, with gas expenses covered by the HOA. Enjoy seamless indoor-outdoor living with a new balcony deck and patio doors, both replaced in 2024. The luxurious owner's bedroom offers generous proportions and a lavish en-suite bathroom, exquisitely remodeled in 2024 to include heated floors. Throughout the home, all canned lighting was updated in 2024, and windows were replaced in 2025, enhancing energy efficiency. Essential systems, including the water heater and furnace, were also replaced in 2024. Residents benefit from a secure, heated indoor garage with two designated parking spaces, along with ample overhead storage and a full-sized storage room. The building provides an elevator for easy access to all floors, alongside a stunning central atrium featuring abundant natural light and tranquil water features. An on-site fitness room and a common room further enrich the community experience. The HOA comprehensively covers gas, water, trash removal, snow removal, and all exterior maintenance, ensuring a carefree lifestyle. This exceptional condominium offers a rare opportunity to embrace refined living in a prime location, where every detail has been thoughtfully addressed for comfort and convenience.

333 Oakwood Avenue Unit #2A, Oakwood

Courtesy of Greg Wright and RE/MAX Alliance Realty
$619,900
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.
$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
$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
$525,000
4 Beds ⋅ 3 Baths ⋅ 958974 MLS ⋅ Jennifer J Durbin
Gorgeous Custom Home greets you with a welcoming front porch and stone-accented columns, then unfolds into an open-concept main level designed for modern living and entertaining. Enjoy a chef-friendly kitchen with quartz countertops, appliances convey-range can be easily converted to gas, large Island, plentiful soft close cabinetry, versatile dining area and durable LVP flooring that flows into a great room anchored by a gas fireplace. Sliding doors open to a deck and private rear patio for seamless indoor-outdoor entertaining. The upstairs owner's suite is bright and spacious, featuring a generous walk-in closet and en-suite bath, while three additional bedrooms, feature oversized closets, a convenient upstairs laundry, and full bath complete the upstairs. You'll find pleasant views offered out each window. The walk-out lower level is nearly finished with carpet and includes a full bath rough-in, ideal for additional living space, media room, or guest suite. Dual Zone A/C, Side entry garage. Excellent location close to schools, parks, downtown Oakwood and Dayton Riverscape. This low maintanance home is conveniently located for an easy commute whatever the destination.

225 Pointe Oakwood Way, Oakwood

Courtesy of Jennifer J Durbin and Irongate Inc.
$650,000
5 Beds ⋅ 4 Baths ⋅ 958423 MLS ⋅ Sean Pleiman
Rare Oakwood Setting - This spacious, mint condition 5-bedroom, 3 Full Bathrooms 1 Half Bath Cape Cod sits on a stunning, meticulously maintained half-acre yard with beautifully tiered landscaping and vibrant seasonal blooms. Inside, you'll find generous living spaces including a welcoming Center Hall entrance, warm Living Room with gas fireplace, formal Dining Room, and a sunny Family Room with serene garden views. In addition, there is an informal Breakfast/Dining Room with secondary front door entrance. The fully equipped kitchen has a Thermador gas range, Thermador double electric ovens and solid surface counters. Two large first floor bedrooms are located on either side of an upgraded bathroom and complete the first floor. Upstairs, the three bedrooms include a generous Primary Bedroom Suite with upscale Bathroom. A third full Bathroom is shared by the other two bedrooms. The Full Basement is comprised of a finished Recreation Room with half Bathroom, along with a bright and immaculate Utility Room that has Storage and Workshop areas. The two car Garage has pull down Attic storage. The wonderful, expansive private rear patio looks up to stone wall terracing and gardens. Located on highly desirable W. Hadley Road, this home has been thoughtfully updated over the past 25 years of ownership, blending comfort, character, and care throughout. Truly an exceptional home and setting.

156 W Hadley Road, Oakwood

Courtesy of Sean Pleiman and Irongate Inc.
$495,000
4 Beds ⋅ 4 Baths ⋅ 957943 MLS ⋅ Todd Broomhall
Prime investment opportunity in a highly desirable location! This all-brick 4-unit property is built for cash flow and long-term appreciation, featuring updated windows and solid mechanical improvements. Each unit offers 1 bedroom and 1 bathroom, with additional income appeal from tenant garages and basement washer/dryer hookups. Tenants pay , gas and electric, keeping expenses low. Two sump pumps installed in April 2025 add peace of mind. Overlooking Orchardly Park, the property benefits from attractive views and a large rear yard—features that support tenant demand and rent growth. Ideal for investors looking to increase returns quickly or owner-occupants ready to offset their mortgage with rental income.

349 Orchard Drive, Oakwood

Courtesy of Todd Broomhall and Keller Williams Home Town Rlty
$574,900
4 Beds ⋅ 3 Baths ⋅ 957784 MLS ⋅ Jill Aldineh
Welcome to this stunning brick two-story home nestled among mature trees on well over a half-acre, located in the award-winning Oakwood school district. With over $100k in upgrades, this residence exudes elegance and charm. The main level features one of the four spacious bedrooms, ideal for guests or as a home office, along with a fully updated main bathroom showcasing chic black tile and high-end finishes. The inviting living room boasts a cozy fireplace, while large windows fill the home with natural light. The open-concept design seamlessly connects the living area to the large dining room, creating an ideal atmosphere for entertaining. A quaint sunroom with a wood-burning stone fireplace provides additional space for relaxing or gatherings. The chef’s dream kitchen is equipped with a top-of-the-line Thermador range, a pot-filling station, a stunning glass tile backsplash, white cabinetry, and elegant quartz countertops, complete with an inviting eat-in banquet area. Upstairs, you’ll find three additional large bedrooms, each offering generous storage space, and the primary bedroom features dual closets for added convenience. The hallway bathroom has been beautifully remodeled with a stylish wood dual vanity and clean lines, ensuring a streamlined and modern look. The spacious basement offers endless possibilities, featuring new carpeting and a fresh remodel that creates an inviting atmosphere. Enjoy the charm of the original built-in bar. Convenience abounds with a two-car garage equipped with a new garage door and a breezeway that enhances accessibility. New HVAC 2023 over $18k, Water Heater 2024, Water Softener 2023, Basement finishes, carpeting, ceiling 2024 over $ 20k, Garage Door 2021 $3k, Thermador 6 burner Pro-Harmony range $7500, Don’t miss the opportunity to make this exquisite home yours!

84 Thruston Boulevard, Oakwood

Courtesy of Jill Aldineh and RE/MAX Victory + Affiliates
$399,900
3 Beds ⋅ 3 Baths ⋅ 957783 MLS ⋅ Jill Aldineh
Welcome to this delightful 3-bedroom, 3-bathroom Oakwood home that perfectly balances charm and functionality. As you step inside, the spacious living room captivates with bright, natural light that enhances the beauty of the original stone fireplace, creating the ideal atmosphere for relaxation and entertainment. The seamless flow leads to a lovely dining room, perfect for family gatherings. The updated kitchen boasts white cabinetry, SS appliances, and solid surface counters, offering style and practicality. On the first level, you’ll find two generously sized bedrooms accompanied by an updated hall bathroom featuring fresh white fixtures and timeless subway tile. Ascend to the second floor, where a magnificent primary en suite awaits, complete with ample open space, a huge walk-in dressing closet, and a private bathroom oasis for unwinding after a long day. The fully finished basement presents endless possibilities with multiple finished spaces and a stunning full bathroom, making it perfect for guests, a home office, or a recreation area. There is no shortage of storage options throughout this home. The home features a large two-car garage. New Roof, Full Tearoff- 2023, Chimney - Lined and Fluted, including Cap and Collar Plate, August 2023, New Front Door and Storm Door, Pella, August 2023, HVAC - Spring 2026 service completed, new Capacitor installed. This enchanting property feels much larger than it appears and is ready to be your dream home!

413 Harman Boulevard, Oakwood

Courtesy of Jill Aldineh and RE/MAX Victory + Affiliates
$325,000
4 Beds ⋅ 2 Baths ⋅ 957254 MLS ⋅ Lisa A Goris-May
Discover timeless charm in this delightful 2-story, 2-unit home in Oakwood, presenting an exceptional opportunity for multi-generational living or income potential with each unit having 2 bedrooms and 1 full bath. This classic brick residence immediately welcomes you with its inviting front porch, hinting at the warmth within. Sellers have updated the roof in 2025, furnace for the upstairs unit in 2026, new windows and updated kitchen upstairs. The upstairs unit opens into a spacious family room, featuring rich hardwood flooring that extends throughout the versatile living spaces with ample natural light, creating an inviting and airy atmosphere. Each unit's functional kitchen is thoughtfully equipped, offering a refrigerator, a double basin sink, and a classic gas range, complemented by generous counter space, a pantry, and charming outdoor views perfect for culinary creativity. Recently updated baths in each unit provide a refreshing escape. Full basement with 2 washer/dryer hook-ups for each tenant and 2 locked storage areas for tenant use. Basement waterproofing completed May 2026 with transferrable warranty to new owner. Outside, is the 2-car detached garage, which tenants currently share with more driveway and street parking available. This residence provides a wonderful opportunity to embrace comfortable living in a vibrant community, offering both privacy and proximity to local amenities and is ideal for owner occupied while generating income to help with your mortgage payments or income generating potential to add to an investors portfolio. Upstairs unit is vacant.

451 Orchard Drive, Oakwood

Courtesy of Lisa A Goris-May and Glasshouse Realty Group
$669,900
4 Beds ⋅ 4 Baths ⋅ 956016 MLS ⋅ Georgiana C Nye
This is a home you simply have to walk through to fully appreciate. A classic 1951 Colonial with 3,500+ sq ft of thoughtfully designed space, original oak hardwood floors, and the character of a well-loved home with the systems and finishes of a newly renovated one. All four generously sized bedrooms are tucked upstairs, giving the main floor room to breathe with expansive common spaces ideal for entertaining and everyday family life. The master bedroom, set slightly apart from the other bedrooms for a touch of privacy, is massive, with a spa-like bathroom featuring double vanities and granite countertops, and a pair of large walk-in closets. One closet has been converted to a home office and can easily be reverted. A laundry chute with access points on every floor is one of those details you didn't know you needed until you have it. The formal living room features a gas-starter wood-burning fireplace and beautiful built-in bookcases. A separate formal dining room flows into the kitchen, which boasts 52 cabinets, ceramic tile floors, recessed lighting, a walk-in pantry, and a dedicated beverage station with a filtered water sink and drink refrigerator. The kitchen's appliances (stainless) were replaced in 2021 — double wall oven, gas cooktop, dishwasher, and microwave. The large family room anchors the back of the home with a gas fireplace and plenty of room for family gathering. The finished lower level includes a playroom / movie room, a separate laundry and utility room with generous storage, and a third space that functions as a fifth bedroom, home office, or workout room. A backyard patio and 2-car attached garage complete the home, sitting on approximately 1/3 acre on a quiet street. Walkable to Harman Elementary, Oakwood Junior High, and Oakwood High School — some of Ohio's top-rated schools — plus the Shops of Oakwood, the library, and gorgeous parks. A rare opportunity to own a fully updated Oakwood Colonial with this much space and a great location.

1500 Devereux Drive, Oakwood

Courtesy of Georgiana C Nye and Coldwell Banker Heritage
$895,000
5 Beds ⋅ 5 Baths ⋅ 954935 MLS ⋅ Eric Weimer
A stunning residence designed to impress, this immaculate Italianate-style colonial exudes timeless elegance. Boasting five bedrooms and five bathrooms across three stories, including a finished basement and an attached two-car garage with a newer driveway, this home combines grandeur with practicality. Before stepping inside, your attention will be drawn to the expansive yard, a charming porch with curved arches and wood beams, and a distinctive rounded front door that sets the tone for the home's character. Upon entering, the foyer welcomes you with a graceful curved staircase crowned by a classic chandelier. Adjacent to the foyer is a spacious living room featuring soaring ceilings, original wood flooring, a cozy fireplace, and a sunroom adorned with a green tiled fountain—an original feature of the home. Large windows and French doors flood the interior with natural light, enhancing the home's inviting atmosphere. The generous eat-in kitchen has been thoughtfully updated, offering double ovens and stainless steel appliances for modern convenience. The primary suite is a retreat in itself, showcasing beautiful wood beams, a renovated full bathroom, and a double-entry sitting room. Throughout the residence, character and sophistication blend seamlessly, creating a perfect harmony of historic charm and contemporary updates. Located in the heart of Oakwood, this exceptional home is a true treasure.

25 W Thruston Boulevard, Oakwood

Courtesy of Eric Weimer and Glasshouse Realty Group
$410,000
3 Beds ⋅ 3 Baths ⋅ 955292 MLS ⋅ Kenneth Nelson
Discover an exceptional living experience in this rare Oakwood brick Ranch, boasting over 3000 sq ft of finished space. Perfectly situated near Shafor Park, offering access to a pool, tennis courts, and a community center, this home is also within the highly sought-after Oakwood school district. The beautifully landscaped yard, complete with an expansive front porch featuring a pergola and stone-accented pillars, creates an inviting first impression. Step inside to find original refinished oak hardwood flooring flowing throughout an open layout, bathed in an abundance of natural light. The living room provides a cozy ambiance with its gas fireplace, while a large formal dining room is ideal for entertaining. The kitchen has maple cabinets, ample counter space, and a convenient pantry. Three generously sized bedrooms offer comfortable retreats with nice sized closets. The owner's en-suite bath has been renovated. The finished basement presents versatile space perfect for a den or media room, alongside a dedicated workshop area, a laundry area, and extra storage with shelving and doors. An accessible walk-up attic space holds potential for additional living areas and includes a cedar closet. Completing this remarkable property is a two-car garage with an extra-wide driveway. Recent updates include a roof replacement in 2018, garage spring and motor in 2025, and a new multistage water filter in 2025. This contemporary ranch home exudes a light, airy, and comfortable feel, making it an irresistible opportunity in a prime location.

21 Collingwood Avenue, Oakwood

Courtesy of Kenneth Nelson and InternetAgents.us
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