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150 Oak Knoll Drive, Oakwood
$309,900
3 Beds ⋅ 3 Baths ⋅ 972267 MLS ⋅ Alyssa Austin
Welcome home to this adorable Craftsman Style Bungalow! * Sitting a block from the heart of Oakwood, you have it all! * Walking distance to shops, restaurants & popular Dorothy Lane Market * You'll notice attention to detail in the Woodwork throughout * Beautiful archways & Built-ins give it that charm & character! * Kitchen Boasts Granite counters, SS appliances & open to Family room * Rounding out the first floor is the Primary & Full Bath * Upstairs you'll find a second Full Bath & 2 spacious Bedrooms * The Basement has room for so much potential - additional flex spaces of Office, Play room, Gym or just extra Storage! * 1 car Detached Garage & fenced yard off the Deck complete the Backyard * Call for your private showing today! * See attached list of updates *

150 Oak Knoll Drive, Oakwood

Courtesy of Alyssa Austin and Comey & Shepherd REALTORS
1723 Shroyer Road, Oakwood
$325,000
3 Beds ⋅ 2 Baths ⋅ 972132 MLS ⋅ Jonathan Patterson
Discover this beautifully updated two-story Victorian-style home in Oakwood, where classic character meets modern comfort. Fresh landscaping and a spacious covered front porch create a welcoming first impression. Inside, a spacious foyer leads to an inviting living room filled with natural light from the bay window, with pocket doors connecting to the formal dining room. At the heart of the home, the remodeled wraparound kitchen features new shaker-style cabinetry, quartz countertops, a deep single-basin sink, and stainless steel appliances, with plenty of room for cooking and entertaining. A breakfast nook with additional cabinetry and counter space, a convenient powder room, and a separate laundry area with backyard access complete the first floor. Upstairs, built-in bookshelves add character to the staircase leading to three generously sized bedrooms, including a 14’ x 15’ primary bedroom with a bay window overlooking the street. The updated full bathroom features a tiled shower with a built-in soap niche, an oversized vanity, and new flooring and fixtures. An additional highlight is the lofted attic space, accessible by stairs in the middle bedroom. Finished with carpet and knee walls, this versatile area offers options for additional storage or flexible use. The full unfinished basement provides even more storage space. Outside, enjoy the spacious fenced backyard and detached two-car garage. Just a few short blocks from Edwin D. Smith Elementary, Wright Memorial Public Library, and Orchardly Park, this home combines timeless Victorian charm, thoughtful updates, and a convenient Oakwood location.

1723 Shroyer Road, Oakwood

Courtesy of Jonathan Patterson and Irongate Inc.
1923 Shroyer Road, Oakwood
$359,900
6 Beds ⋅ 2 Baths ⋅ 971971 MLS ⋅ Austin R Castro
Charming Oakwood Duplex - offering great potential. Rent out both units or live in one and rent out the other. Each unit offers 3 bedrooms, 1 full bathroom, walk-in closet, living room, dining room, and kitchen. The property also includes a 2-car garage, off-street parking, and sits on a desirable tree-lined street. Notable updates include updated heating and air, refinished hardwood floors in both units and updated bathroom and kitchen countertops for #1925. #1923 pays $1500 on a month-to-month basis. #1925 pays $1,500/mo with a lease expiration of September 30,2027.

1923 Shroyer Road, Oakwood

Courtesy of Austin R Castro and Coldwell Banker Heritage
1945 Far Hills Avenue, Oakwood
$785,000
4 Beds ⋅ 3 Baths ⋅ 971838 MLS ⋅ Joanne Cronin
If you love the character of an older home but want the comforts and functionality of modern living, 1945 Far Hills Avenue brings the two together beautifully. This lovely home has a story deeply intertwined with the history of Oakwood. It was constructed as part of the historic Long-Romspert family farm and sits adjacent to the original property, which is now preserved by the Oakwood Historic Society. The home immediately conveys the charm and individuality of an earlier era. Original hardwood floors, woodwork and windows celebrate the home’s century-old history, while extensive renovations have created welcoming, functional spaces throughout. The main level was reimagined with an open layout connecting the kitchen and gathering areas. The kitchen features a central island, heated tile floor, pantry, coffee bar, mini wine refrigerator and upgraded appliances. The 2nd floor boasts 3 bedrooms and updated marble bathrooms, and second-floor laundry in the newly created full bath. A thoughtfully finished third floor that can flex with your lifestyle. Use it as a 4th bedroom, home office, guest space or entertaining area. Structural upgrades, glass enclosure, Ethernet, dedicated heating and cooling, plus a bar and wine refrigerator make it a truly usable extension of the home. Step outside to an approximately 0.7-acre property with a fenced backyard, expansive deck, fire-pit areas and refreshed landscaping, offering plenty of room to entertain, play, relax or simply enjoy the outdoors. Just as importantly, significant investments have been made in the home's major systems, including electrical improvements, new HVACs, water heater, municipal utility connections and radon mitigation. The result is something increasingly hard to find: the warmth, craftsmanship and personality of an older home without sacrificing the spaces, conveniences and major improvements today's buyers value.

1945 Far Hills Avenue, Oakwood

Courtesy of Joanne Cronin and Irongate Inc.
32 W Peach Orchard Road, Oakwood
$345,000
2 Beds ⋅ 2 Baths ⋅ 971537 MLS ⋅ Georgiana C Nye
This charming yellow cottage offers a cheerful welcome to every season! Situated on a tranquil treed lot with ample setback from the road, offering a feeling of privacy. And tucked just off Far Hills with a surprisingly secluded feel, it pairs everyday convenience with the comfort of a peaceful retreat. Natural light fills the first floor, while spacious living and dining areas provide room to gather and unwind. Hardwood floors throughout the entire first floor with built-in cabinets and bookshelves. The inviting library is the perfect spot to curl up with a good book beside the fireplace on a winter evening, and the generously sized primary bedroom offers a relaxing escape. Outside, the backyard and garden create a retreat of their own, with space to relax, entertain, and enjoy the seasons. This home is within walking distance to groceries, dining, a wine outing, the pharmacy, and Pilates, along with the nearby MetroPark. Full of warmth and personality, this little yellow home makes coming home feel like a touch of spring—even in the middle of winter. The Electric was replaced in 2023 and the Air Condition was replaced in 2024.

32 W Peach Orchard Road, Oakwood

Courtesy of Georgiana C Nye and Coldwell Banker Heritage
7 Wisteria Drive, Oakwood
$425,000
3 Beds ⋅ 3 Baths ⋅ 971331 MLS ⋅ Stephen S Payne

7 Wisteria Drive, Oakwood

Courtesy of Stephen S Payne and Keller Williams Community Part
419 Aberdeen Avenue, Oakwood
$380,000
3 Beds ⋅ 3 Baths ⋅ 970572 MLS ⋅ Evelyn Davidson
Welcome to this charming Oakwood home! Larger than it looks with an open kitchen/dining family room area that steps out to the stone patio and backyard. As soon as you enter, you will appreciate the warm contemporary colors and beautiful hardwood floors. The formal living room leads to the kitchen, featuring classic white cabinets and striking black granite counters, including a breakfast bar. The renovated open floor plan provides the perfect setting for family activities or entertaining. Glass doors to the rear patio extend the area for dining and socializing. The main floor is complete with 2 bedrooms and a convenient full bath. Upstairs features a spacious master suite, including loft/reading nook- perfect spot for some quiet moments, and spacious luxury bath. An abundance of closets plus access to attic storage completes this floor. The lower level features an expansive finished rec room, a third full bathroom - this one with a relaxing tub and separate shower. Laundry/utility room completes this floor. Updated Pella windows throughout the home. The fenced yard provides an area for recreation or gardening, - plus there's a unique accessory building with electric, heat, and internet access - everyone in the family will have a reason to claim this unique space! The old charm of the home has been maintained while adding modern amenities. Note the approximate square footage is 2278 SF (addition not reflected in county records) plus finished living area in basement brings total close to 3000 SF. Walking distance to grade school and high school, close to community center, pool, park with tennis, basketball and playground. A few blocks to Oakwood's Wright Library, the Shops of Oakwood, plus business and dining.

419 Aberdeen Avenue, Oakwood

Courtesy of Evelyn Davidson and Coldwell Banker Heritage
114 Oak Knoll Drive, Oakwood
$329,000
3 Beds ⋅ 2 Baths ⋅ 971258 MLS ⋅ Scott B Bakosh
Classic charm meets modern updates in this 3-bedroom, 2-bath Cape Cod in Oakwood! Original hardwood flooring and a stone wood-burning fireplace create a warm, inviting living space. The updated galley kitchen features a gas stove, while the spacious upstairs primary suite includes an adjoining bonus room ideal for a sitting area, office, or dressing room. The fully finished basement offers additional space for relaxing, entertaining, or hobbies, along with glass block windows. New carpet in the main level bedrooms and basement adds comfort, while a new roof and freshly painted exterior enhance curb appeal. A one-car detached garage completes this charming home. A wonderful blend of character, updates, and flexible living space!

114 Oak Knoll Drive, Oakwood

Courtesy of Scott B Bakosh and Keller Williams Community Part
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
$335,000
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
355 East Drive, Oakwood
$479,900
4 Beds ⋅ 3 Baths ⋅ 970808 MLS ⋅ Janet L Miller
The classic stucco exterior anchors this two-story residence, believed to be an original farm home in Oakwood. A large, covered porch measuring ten by thirty-one feet leads to an air lock entry room. Inside, the spacious living room features a full wall gas fireplace with shelving, while the adjacent library offers its own fireplace. The formal dining room accommodates a large table alongside other furniture. The kitchen is outfitted with a large island, Corian counters, and KraftMaid cabinetry featuring many drawers, plus one cabinet with a roll-out pantry. A butler pantry hosts an additional oven, access to a half bath, and entry to the rear two-tier deck. 1st and 2nd floors feature hardwood flooring. The second floor features four bedrooms and two full baths, all situated off a large hallway with built-in cabinets, drawers, and a large linen closet. The primary bedroom bathroom is accessible from both the bedroom and the hallway, while an additional hall bath services the remaining three bedrooms. One of the remaining bedrooms contains a dummy fireplace, and all bedrooms feature closet space. From this level, stairs lead to the third-level walk-up attic, with loads of possibilities. The basement is divided into four distinct areas including laundry, mechanical, storage, and a rec room that features a built-in bar. Outside, the property features a carriage house garage with room for three cars and overhead storage. The two-tier deck overlooks a large stone bar-b-que on the 0.32-acre lot. The rear yard offers ample recreation area. Recent maintenance includes a painted stucco exterior, six-inch gutters with leaf filters installed on the home and top gutters of the garage, and vinyl windows installed in 2000. Additionally, the basement was professionally waterproofed in 2007 with a transferable warranty, the air conditioning was updated in 2018, and a new water heater was installed in 2024. Be sure and put this most unusual home on your list to view!

355 East Drive, Oakwood

Courtesy of Janet L Miller and RE/MAX HomeBase
710 Harman Avenue, Oakwood
$634,900
4 Beds ⋅ 3 Baths ⋅ 969904 MLS ⋅ Joanne Cronin
A rare opportunity to own a distinctive piece of Oakwood history, thoughtfully updated for today?s lifestyle. Dating to the late 19th century, this beautifully appointed four-bedroom, two-and-a-half-bath home offers approximately 3,430 square feet on .27 acres, blending timeless architectural character with modern comfort & functionality. Inside, original details and thoughtful updates create a home that feels both gracious & remarkably livable. A custom-framed glass entry opens to a classic staircase and beautifully proportioned rooms. The living room features handsome built-ins & a gas fireplace, while the spacious family room offers abundant natural light, built-in cabinetry, & a second gas fireplace. A bright sunroom provides flexible space for a home office, reading retreat, or creative studio. The formal dining room is designed for gathering, with French doors, exquisite built-in cabinetry & china storage, and access to the outdoor entertaining area. At the heart of the home, the updated kitchen features white cabinetry, granite countertops, a substantial center island, stainless-steel appliances, Wolf gas cooktop, & two pantries. An adjoining laundry room and designer powder room add convenience. Upstairs, the spacious primary suite includes an updated private bath and generous walk-in closet, along with two additional bedrooms & an updated hall bath with soaking tub. Third-floor bedroom offers flexibility as a guest retreat, office, or studio, w/ sizable attic for storage. A partially finished lower level adds recreation & storage space. Outside, a large wraparound deck overlooks fully fenced rear yard, creating an inviting setting for dining, entertaining, or relaxing. Detached two-car garage provides convenient parking & storage. Recent 2026 improvements include main sewer relining, electrical upgrades, & new garage roof. Ideally located near Harman Elementary, Park Avenue shopping & dining, neighborhood amenities, & the historic Wright Brothers area.

710 Harman Avenue, Oakwood

Courtesy of Joanne Cronin and Irongate Inc.
418 Harman Boulevard, Oakwood
$389,900
3 Beds ⋅ 2 Baths ⋅ 970457 MLS ⋅ Kunal N Patel
Nearly $65,0000 in improvements since purchased in 2022! This beautifully maintained stone and brick Cape Cod combines character with thoughtful updates throughout. Hardwood floors flow through much of the home, while the open, light-filled layout makes the living spaces feel warm and inviting. The kitchen features granite countertops, stainless steel appliances, ample soft-close cabinetry, and a peninsula with additional seating that opens to the dining area. French doors lead to the 3-season room, surrounded by windows and offering flexible additional living space, mudroom functionality, and convenient access to the attached, extended 2-car garage. Two bedrooms and an updated full bath are located on the main level. Upstairs, the spacious primary suite feels like its own retreat with two walk-in closets, built-ins, a mini-split for added comfort, and an updated en suite bath featuring a double vanity and an oversized custom shower. The clean basement provides plenty of storage and additional possibilities. Major improvements include water heater (2026), kitchen flooring (2026), HVAC (2025), roof and gutter covers (2024), primary suite mini-split, cedar front fence, garage door motor, electrical improvements, and more. A complete list of nearly $65,000 in improvements is available for review. With major systems addressed, a turnaround driveway, attached 2-car garage, and a functional layout, this home is ready for its next chapter

418 Harman Boulevard, Oakwood

Courtesy of Kunal N Patel and Glasshouse Realty Group
327 East Drive, Oakwood
$379,000
3 Beds ⋅ 3 Baths ⋅ 969973 MLS ⋅ Laurie Westheimer
Classic Oakwood charm meets modern comfort- offering nearly 2,000 SF above grade plus almost 1,200 SF of finished lower-level living space. Thoughtfully updated while preserving its timeless character, this home combines the warmth and craftsmanship of a classic Oakwood residence with the space and amenities today's buyers are seeking. Best of all, you're just a short walk from downtown Oakwood. A welcoming enclosed front porch sets the tone before you step inside to discover rich architectural details including hardwood floors, arched doorways, original built-ins, custom plantation shutters, and abundant natural light. The spacious living room is anchored by a beautiful fireplace flanked by original built-in cabinetry and flows seamlessly into the formal dining room. The thoughtfully remodeled kitchen features solid wood shaker-style cabinetry, granite countertops, stainless steel appliances, pantry storage, and generous workspace. There are two bedrooms on the main level (one with built-in Murphy bed), while the entire second floor is dedicated to a private primary retreat complete with a walk-in closet and en suite bath—a rare feature for an Oakwood home of this era. Brand-new carpet throughout provides a fresh, move-in-ready feel while complementing the home's timeless appeal. The expansive finished lower level offers more versatile living space, perfect for a family room, recreation area, home office, fitness room, or hobby space. An oversized laundry room with extensive built-in cabinetry provides exceptional storage and organization. Thoughtful improvements include a remodeled kitchen (2017), dimensional shingle roof (2017), high-efficiency HVAC (2022), tankless water heater (2022), updated electrical, updated lighting, brand-new carpet throughout main floor and luxury vinyl installed throughout the basements (2026). New battery back up for sump pump in 2026. Outside, you'll find professionally landscaped grounds and a detached 2-car garage.

327 East Drive, Oakwood

Courtesy of Laurie Westheimer and BHHS Professional Realty
443 Triangle Avenue, Oakwood
$273,750
2 Beds ⋅ 1 Baths ⋅ 969886 MLS ⋅ Donna S Deaton
You won't want to miss out on this Oakwood home offering beautiful hardwood floors throughout. The kitchen features maple cabinetry and stainless steel appliances, a greenhouse window, while double hung windows bring in plenty of natural light. The semi finished basement offers additional space for a rec room, office, workout area or future finishing. Outside, enjoy a fenced yard and oversized detached garage with opener, providing excellent parking and overhead storage. HVAC replaced in 2015. Conveniently located near shopping, dining, parks and everything Oakwood has to offer, all within the Oakwood School District. Property is being sold AS IS to settle an estate. Rooms are virtually staged.

443 Triangle Avenue, Oakwood

Courtesy of Donna S Deaton and RE/MAX Victory + Affiliates
350 Greenmount Boulevard, Oakwood
$399,900
3 Beds ⋅ 2 Baths ⋅ 969619 MLS ⋅ Jey Ellis
This amazing cape cod is full of character and warmth and features lots of updates! You will realize right away when you see the beautiful curb appeal that you are about to see a wonderful home inside and out. A very open layout awaits when you walk through the door to the spacious living room, separate dining and updated kitchen. Two good-sized bedrooms are on the main level with a fully remodeled bath in between. The primary bedroom suite on the 2nd level is stunning! With the ceiling raised to the beams, the space is incredible and contemporary with built in shelves and a huge bathroom featuring a walk-in closet! There is a lovely enclosed breeze way just off the kitchen in addition to a small deck that houses a hot tub. This area also allows access to the two car garage with overhead storage. This one is ready for you to call home! Schedule your private tour today.

350 Greenmount Boulevard, Oakwood

Courtesy of Jey Ellis and Coldwell Banker Heritage
674 Garden Road, Oakwood
$599,900
4 Beds ⋅ 4 Baths ⋅ 969210 MLS ⋅ Lacey Watson
Welcome to 674 Garden Road in the heart of Oakwood! This almost 3,800 sq ft 4-bedroom, 2-full and 2-half-bath home offers an abundance of living space and thoughtful updates. The main level features 4 bedrooms, providing room for family, guests, a home office, or additional living space. The finished basement adds even more versatility, with a bonus room that could be a guest suite, home office, recreation room, or additional living area. With generous basement space and walk-out access, the possibilities are numerous. Numerous updates have been completed in 2026, including a new roof, deck, windows, tankless water heater, stove, gas range, refrigerator, dishwasher, and garbage disposal, offering buyers peace of mind and modern conveniences. The home also features an attached 2-car garage, multiple fireplaces, and a spacious half-acre lot. Enjoy the convenience of Oakwood living with close proximity to the Oakwood Community Center and Oakwood High School, while being situated in a well-established residential neighborhood. With its combination of generous space, extensive 2026 updates, flexible basement potential, attached garage, and desirable Oakwood location, 674 Garden Road is ready to welcome its next owner.

674 Garden Road, Oakwood

Courtesy of Lacey Watson and Glasshouse Realty Group
441 Corona Avenue, Oakwood
$295,000
3 Beds ⋅ 1 Baths ⋅ 969124 MLS ⋅ John D Austin CSP
"Sellers to offer $5,000. towards buyer closing cost" Located in Oakwood this beautiful Federal style home has elegance and charm. Well lit eat in kitchen offers Granite counter tops, stunning white cabinets, and stainless steel appliances, new dishwasher in 2025, new refrigerator 2022. Basement features laundry room, potential half bath, and spacious storage areas. Peaceful relaxing back yard with charming rock garden, waterfall/pond and huge patio for relaxing, entertaining, or dining. Updated furnace and A/C in 2025 new water heater in 2026. Oversized 2 car garage with abundance of room for storage or workroom. A must see in Oakwood. Sellers have not used Fireplace so Fireplace and Chimney not warranted.

441 Corona Avenue, Oakwood

Courtesy of John D Austin CSP and Irongate Inc.
406 Spirea Drive, Oakwood
$350,000
3 Beds ⋅ 2 Baths ⋅ 968889 MLS ⋅ John Pawelski Jr
Charming 3-bedroom, 2-full-bath brick Cape Cod in Oakwood filled with classic character! Beautiful floors, original woodwork and a spacious living room with fireplace welcome you inside. The roomy upstairs offers a private third bedroom and full bath with a classic clawfoot tub. Enjoy an updated main-level bath, full basement with plenty of storage and workspace, covered rear porch, generous driveway and detached garage. Classic Oakwood charm with plenty of space to make your own! Agent owned.

406 Spirea Drive, Oakwood

Courtesy of John Pawelski Jr and Plum Tree Realty
248 Claranna Avenue, Oakwood
$390,000
3 Beds ⋅ 3 Baths ⋅ 968016 MLS ⋅ Ralph M Mantica
Classic brick Oakwood 1.5 story located with in walking distance of DLM, the shops of Oakwood, parks bus and the farmers market. The front walk way leads you to covered side front porch to enjoy your morning coffee. Upon entering the formal living room is to your rt offering hardwood floors and a fireplace. The dinning room is to the left and is open to the remodeled kitchen featuring a island cooking area, granite counter tops under cabinet lighting, SS appliances and white cabinets. The two main level bedrooms are to the rear of the home with a updated full bath off the hall way. The upper level master suite offers a large walk in closet, Updated bath with jet tub and separate shower with multi head shower system. The lower level offers two finished rooms one with a fireplace the other rec room has open ceilings and a walk out stairway to the rear yard. The utility furnace room also has the third bath. There is plenty of storage with the two car garage and 11 x 15 storage shed. The home does offer a irrigation system with deduct meter but has not been used.

248 Claranna Avenue, Oakwood

Courtesy of Ralph M Mantica and Kinzeler Realty, LLC
252 Aberdeen Avenue, Oakwood
$389,000
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
311 Harman Boulevard, Oakwood
$675,000
4 Beds ⋅ 4 Baths ⋅ 966582 MLS ⋅ Claire Dunn
Welcome to 311 Harman Blvd, a charming Tudor home in Oakwood, filled with warmth and architectural character. Located on a quiet, tree lined boulevard near Oakwood schools, the Oakwood Community Center and Dorothy Lane Market, this home offers convenient access to shopping, dining and downtown Dayton. Hardwood flooring flows through much of the main level. The remodeled open concept dining room, kitchen and family room creates a welcoming space for everyday living and entertaining. The kitchen features updated cabinetry, stainless steel appliances, updated flooring and a newer refrigerator. Heated floors add comfort to the family room, which also features a gas log fireplace and opens to a covered porch. Integrated indoor and outdoor Sonos audio enhances gatherings throughout the home and outdoor living areas. A first floor laundry area adds everyday convenience. The home offers four bedrooms, including an updated primary suite with a private bath and newer custom shower glass. The beautifully finished basement provides an impressive extension of the living space with a second family room, kitchenette and wet bar. Elevated finishes in both the full bathroom and kitchenette bring a polished feel to this flexible retreat. A built in Murphy bed provides comfortable guest accommodations while preserving valuable floor space. Outdoor features include updated landscaping, a patio, privacy fencing and a gated driveway. The oversized attached two car garage provides additional storage and workshop space. Major improvements include the roof in 2017, professional asbestos removal and encapsulation in 2023, chimney tuckpointing and masonry repairs in 2023, and a new water heater in 2024. Additional updates include fresh interior paint, reverse osmosis and whole house water filtration, subpanel grounding, attic gable screening, cleanout and pest deterrence. Blending timeless Tudor charm with modern comfort, this special Oakwood home is ready to welcome its next owners.

311 Harman Boulevard, Oakwood

Courtesy of Claire Dunn and Coldwell Banker Heritage
245 Orchard Drive, Oakwood
$299,900
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
2119 Shroyer Road, Oakwood
$248,000
3 Beds ⋅ 2 Baths ⋅ 965775 MLS ⋅ Athena Zois
Welcome to this charming two story home in Oakwood, featuring beautiful hardwood floors throughout. This three bedroom, one and a half bath home offers plenty of potential and is ready for your personal touch. Several major updates have already been completed, including fresh paint upstairs, an updated driveway apron, updated windows, plumbing and electrical improvements, and a brand new roof installed on both the home and garage in September 2026. Inside, you’ll find spacious living areas and a full, semi-finished basement offering additional space for a rec room and additional storage. Outside, enjoy a fully fenced in backyard and a two car detached garage. Located in the highly desirable Oakwood community, this home is within walking distance of local parks, shops, dining, and schools. This is a wonderful opportunity to own a home in Oakwood at an attractive price. This home has been in the same family for 55+ years. Come build your memories in this wonderful home! Schedule your private showing today.

2119 Shroyer Road, Oakwood

Courtesy of Athena Zois and Keller Williams Advisors Rlty
no property photo
$269,900
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
921 Runnymede Road, Oakwood
$1,425,000
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
145 Wisteria Drive, Oakwood
$599,000
5 Beds ⋅ 4 Baths ⋅ 963147 MLS ⋅ Cynthia A Buckreus
Welcome to this classic Oakwood home, lovingly maintained by its long-time owners and brimming with timeless character and charm. Ideally located within walking distance of schools, the park, the community center, and Ashley's Pastry Shop, this exceptional home offers the perfect blend of historic elegance and modern comfort. A charming brick walkway leads to the inviting covered front porch—an ideal spot to enjoy your morning coffee or unwind at the end of the day. Offering approximately 3,600 square feet of living space, the home showcases gorgeous original hardwood floors, a sweeping staircase, rich woodwork, elegant wainscoting, and crown molding throughout. The welcoming foyer is flanked by a spacious living room with a beautiful fireplace and a formal dining room, creating an ideal setting for both everyday living and entertaining. A bright sunroom, surrounded by walls of windows, provides the perfect space for a home office, den, or reading room. French doors from the main living areas create a seamless flow to the outdoors. The updated eat-in kitchen features a center island, granite, abundant cabinetry, and a convenient butler's pantry with a sink that connects directly to the dining room—perfect for hosting gatherings. Just off the kitchen, the family room addition offers new carpet. A half bath is tucked away. Upstairs, the spacious primary suite includes generous closets and an en suite bath. Two additional bedrooms and an updated full bathroom complete the second level. The finished third floor adds incredible flexibility with two more bedrooms featuring new carpet and a full bathroom. Outside, enjoy the beautifully landscaped yard and stamped concrete patio + a detached two-car garage completes this exceptional home. Filled with warmth and character, this classic Oakwood home is ready to welcome its next owners.

145 Wisteria Drive, Oakwood

Courtesy of Cynthia A Buckreus and Coldwell Banker Heritage
204 Hilltop Avenue, Oakwood
$410,000
3 Beds ⋅ 3 Baths ⋅ 963162 MLS ⋅ David E Roth
Rate Special- Assumable VA Loan @ 2.75% ! Welcome Home to this Oakwood Beauty - ALL Brick Classic Style Home Offering 3 Bedrooms + 3 Bathrooms and Over 2,000+ Sq/ft. of finished living space includes a lower level 20X17 Family/Rec Room!! Located just West of 48 - short walk to Graeters Ice Cream, Oakwood Club - DLM and Fair Ridge Park! Maintenance Free & Loaded with curb appeal! Beautiful Original Hardwood Floors throughout. Massive Primary Suite Features EnSuite with dual sinks and walk-in closet! Kitchen features SS Appliances. Bathrooms have been updated - Updated windows - Furnace 2021 - Water Heater 2022. Two Car Attached Garage.

204 Hilltop Avenue, Oakwood

Courtesy of David E Roth and Keller Williams Advisors Rlty
336 Peach Orchard Avenue, Oakwood
$275,000
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
346 Corona Avenue, Oakwood
$399,800
4 Beds ⋅ 3 Baths ⋅ 963250 MLS ⋅ Jamie Curtis
Experience contemporary, energy-efficient living in this beautifully renovated home, where timeless character meets modern design. A substantial interior renovation transformed the home with major mechanical and structural upgrades, creating a move-in-ready property with exceptional quality and peace of mind. The thoughtfully redesigned floor plan features four bedrooms, 2.5 bathrooms, a dedicated home office, and a semi-finished basement, offering flexible living space. At the heart of the home is the stunning open-concept living and dining area anchored by the kitchen featuring an oversized quartz island, custom cabinetry, and stainless steel appliances. The main level also offers a bedroom, a full bath, a convenient half bath, office space, and a redesigned staircase that enhances the home's flow. Upstairs, raised vaulted ceilings create an airy feel throughout the three additional bedrooms and full bathroom, while newer windows fill the space with abundant natural light. Extensive improvements completed during the renovation include reinforced structural framing, engineered hardwood flooring throughout, solid wood three-panel doors, upgraded insulation, fresh drywall and paint, all-new electrical wiring with upgraded service and breaker panels, new plumbing supply and drain lines, an energy-efficient HVAC system, and a heat pump water heater. A security system with remote monitoring capability adds an additional layer of convenience and peace of mind. Outside, the deck, fencing, and yard provide a wonderful opportunity for the next owner to customize and create their own outdoor retreat while enjoying the confidence that the home's major interior improvements have already been completed.

346 Corona Avenue, Oakwood

Courtesy of Jamie Curtis and BHHS Professional Realty
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