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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
$369,900
3 Beds ⋅ 2 Baths ⋅ 965067 MLS ⋅ Katie Slone
Welcome home to this charming 3-bedroom, 1.5-bath brick home in the heart of Oakwood! Filled with character and thoughtful updates, this home beautifully blends timeless details with a fresh, modern feel. Step inside to gorgeous hardwood floors, arched doorways, crown molding and a stunning stone fireplace that serves as the centerpiece of the inviting living room. The bright dining room features beautiful built-ins and flows into the updated kitchen with tons of cabinetry, stainless steel appliances and a subway tile backsplash. An additional natural light-filled living space off the back of the home offers plenty of flexibility for a family room, playroom or entertaining space, with sliding doors leading directly to the backyard. Upstairs you’ll find three bedrooms with hardwood floors and an updated full bath. The home also features an unfinished basement with laundry and storage, and a 2-car detached garage. Outside, enjoy a fenced backyard with patio space perfect for relaxing or entertaining. Full of charm, character and modern touches, this adorable Oakwood home is ready for its next owner!

320 Claranna Avenue, Oakwood

Courtesy of Katie Slone and Howard Hanna Real Estate Serv
$450,000
4 Beds ⋅ 3 Baths ⋅ 964996 MLS ⋅ Toni Donato Shade
Tucked into Oakwood's coveted Schantz Park Historic District — a National Register neighborhood laid out by industrialist Adam Schantz Jr. and landscaped by the Olmsted Brothers of Central Park fame — this 1916 Craftsman carries a century of character with modern ease. Rich original woodwork, gleaming hardwood floors, beamed ceilings, and a substantial wood-burning fireplace anchor the living spaces, echoing the craftsmanship that made this district famous. The kitchen has been thoughtfully reimagined with granite counters, cherry cabinetry, tile backsplash, and stainless appliances, while a two-story addition adds a generous main-level family/media room the original architects never imagined. Unwind on the screened patio, a shaded retreat for morning coffee or evening gatherings. Four bedrooms, 2.5 baths, and roughly 2,258 square feet of storied living. Ideally located within walking distance of the University of Dayton and the Brown Street shops and restaurants, and just minutes from area hospitals, Wright-Patterson AFB, Downtown Dayton and more. Some addresses aren't just built, they're inherited.

6 Glendora Avenue, Oakwood

Courtesy of Toni Donato Shade and Coldwell Banker Heritage
$695,000
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
$345,000
3 Beds ⋅ 2 Baths ⋅ 964754 MLS ⋅ Ryan Gillen
Welcome to this beautifully remodeled 3-bedroom, 2-bath home in the heart of Oakwood, blending timeless charm with modern updates. The classic exterior and covered front porch offer a warm welcome, while refinished hardwood cherry floors and solid wood doors add to the home's character throughout. The kitchen has been thoughtfully redesigned with high-end quartz countertops, cabinetry, updated flooring, stylish lighting, and stainless steel appliances offering the perfect blend of form and function. The spacious living room features a cozy gas fireplace flanked by custom built-ins, perfect for relaxing or entertaining. The basement has been refreshed with new LVP flooring, drywall, and baseboards, providing additional flexible living or storage space. A detached 1-car garage and fantastic curb appeal complete the package. With a perfect mix of vintage charm and thoughtful renovations, this move-in ready Oakwood gem is one you won’t want to miss!

9 Wiltshire Boulevard, Oakwood

Courtesy of Ryan Gillen and Keller Williams Community Part
$215,000
3 Beds ⋅ 1 Baths ⋅ 964352 MLS ⋅ Kathy A Winter
Discover timeless charm and remarkable potential at this delightful brick residence in the sought after Oakwood Community. This inviting home, boasts a great location just steps from Orchardly Park! Step inside to find original hardwood floors that extend through a generously sized living space, featuring a classic fireplace with a stone surround that anchors the room. The functional kitchen provides ample counter space, a double basin sink, and a range, offering a canvas ready for your modern refresh. Hardwood flooring also graces the versatile dining area, complete with a built-in corner cabinet. Three tranquil bedrooms, each featuring warm wood flooring and abundant natural light, offer comfortable retreats. The functional bathroom provides essential amenities. An exciting feature of this property is the cleverly utilized attic space, transformed into a versatile bonus room complete with a skylight for natural illumination, offering additional living possibilities. There is even a sink upstairs which means that plumbing has been started if you should want to add an additional bath at some time. The spacious, unfinished basement presents endless potential for customization, storage, and future development, including a functional laundry area. You will also find an Oakwood 1/2 bath in the basement as well. Outside, the property includes a private, verdant backyard partially enclosed by a tall wooden fence, ideal for relaxation or entertaining. A paved driveway leads to a detached two-car garage, providing convenient parking and extra storage. Relax on the patio out back on summer evenings. This residence offers an exceptional opportunity to create your dream home in the desirable Oakwood School system.

407 Wonderly Avenue, Oakwood

Courtesy of Kathy A Winter and Coldwell Banker Heritage
$550,000
4 Beds ⋅ 4 Baths ⋅ 963939 MLS ⋅ Olivia Nicodemus
Welcome to one of the timeless homes nestled in Oakwood’s prestigious Golden Triangle where historic craftsmanship & thoughtful modern updates come together beautifully. From the inviting covered front porch to the original hardwood floors, picture rails, wide trim, & charming period details throughout, this home celebrates the character that makes Oakwood so lovely. Even the original cast iron fireplace damper remains as a reminder of the home's remarkable history. The heart of the home is the beautifully remodeled kitchen featuring KraftMaid cabinetry, granite countertops, an oversized center island, abundant storage & a JennAir gas range, creating a space that blends modern function with classic style. Formal living & dining rooms offer generous entertaining space, while the breakfast room provides the perfect spot to relax with morning sun, coffee & a good book. With three finished levels, this home offers exceptional flexibility. The third floor serves as a private bedroom suite complete with its own full bath, making it ideal for a primary retreat, a teenager's dream or guest suite. The finished lower level adds even more living space with a spacious 23' x 13' rec room, cork flooring, granite-topped bar & plenty of room for entertaining. Outside, enjoy the large rear deck, detached two-car garage & a prime location just moments from Oakwood schools, Community Center, parks, restaurants, & shopping. If you've been searching for an authentic Oakwood home that preserves its historic soul while offering today's conveniences, 62 E Dixon Avenue is a rare opportunity!

62 E Dixon Avenue, Oakwood

Courtesy of Olivia Nicodemus and Streetlight Realty LLC
$295,000
3 Beds ⋅ 2 Baths ⋅ 963760 MLS ⋅ Erin Kristbaum
Welcome to this charming Oakwood home just blocks from the heart of the community, offering easy access to coffee shops, restaurants, parks, and local shopping. This beautifully updated residence features a welcoming front porch, gleaming hardwood floors throughout, and an abundance of natural light that fills every room. The thoughtfully designed layout provides first-floor bedrooms and bathrooms for convenient single-level living, while the upstairs owner's suite serves as a private retreat complete with a spacious walk-through closet and full bathroom. The freshly updated kitchen showcases crisp white cabinetry, sleek black countertops, herringbone tile backsplash, and stainless steel appliances including refrigerator, range/oven, dishwasher, and microwave—all included with the sale. A decorative brick fireplace adds warmth and character to the main living area, and elegant arched doorways enhance the home's classic appeal. Step outside to the newly added deck, perfect for relaxing, entertaining, and enjoying outdoor meals in the fenced backyard. Additional features include a full basement offering ample storage and a detached two-car garage. Located within the highly regarded Oakwood City School District, this move-in-ready home combines timeless charm with modern updates in a walkable neighborhood. Some photos have been virtually staged to help you envision the possibilities.

2105 Shroyer Road, Oakwood

Courtesy of Erin Kristbaum and CENTURY 21 The Gene Group
$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
$295,000
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
$259,900
3 Beds ⋅ 1 Baths ⋅ 963489 MLS ⋅ David Hochwalt
Discover the charm, character, and value of this beautifully updated 3-bedroom, 1-bath Cape Cod in Oakwood. Thoughtfully maintained and truly move-in ready, this home features over $20,000 in recent improvements, including a brand-new front porch, new driveway, professionally refinished hardwood floors, and fresh landscaping that creates exceptional curb appeal from the moment you arrive. Inside, timeless charm meets everyday comfort, while the full unfinished basement offers endless possibilities to expand, create a home gym, workshop, or simply enjoy abundant storage. Outside, you'll find a hard-to-come-by oversized backyard with plenty of room to entertain, garden, play, or simply relax. Perfectly positioned just 700 steps from Orchardly Park and within walking distance of Oakwood schools, the Shops of Oakwood, and Dorothy Lane Market, this home offers the ideal blend of convenience and community. Finding a turnkey home in Oakwood at this price point is increasingly rare—don't miss your opportunity to own one of the area's best values.

430 Claranna Avenue, Oakwood

Courtesy of David Hochwalt and Glasshouse Realty Group
$414,900
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
$374,900
4 Beds ⋅ 2 Baths ⋅ 963158 MLS ⋅ Karen S Ollier
Investment potential and livability rarely pair so gracefully, yet this well-appointed duplex delivers both. Each side offers two bedrooms and a full bathroom, spread across a bright, open layout, totaling nearly 2,000 square feet of thoughtfully updated space that feels warm and welcoming from the very first step through the door. Character comes standard here. Both units enjoy their own fireplace, adding cozy warmth and personality, while charming bay breakfast nooks transform morning coffee into a small ritual worth savoring. Generous front and side porches invite lingering conversations and easy summer evenings, extending the living beyond the walls and into the fresh open air. The practical details will please any savvy owner. Both kitchens were updated in 2020 with new ranges, microwaves, refrigerators, and garbage disposals, while the bathrooms received their own refresh that same year. Separate electric panels installed in 2020 keep each unit tidy and independent. Behind the scenes, two gas heating and cooling systems from 2019, water heaters in 2020 and 2023, and a washer and dryer added in 2021 mean that most of the big-ticket items have been addressed. A full basement delivers ample extra storage for tenants, while convenient second-floor hall storage keeps everyday clutter neatly out of sight. Now for the real bonus: the owner is also offering the home next door for sale, presenting a rare opportunity to own both properties and manage your investment from right next door. Better yet, excellent tenants are already in place: one lease runs through 1/31/27 @ $1,150/month, and the second tenant is on a month-to-month basis @ $1,130/month. An investment is only as strong as its location, and this one delivers. Just moments from Dorothy Lane Market, the Oakwood Club, I-75, and downtown Dayton, this duplex offers the walkability, amenities, and commuter convenience that tenants value most. Call today before you are too late!

230-232 Corona Avenue, Oakwood

Courtesy of Karen S Ollier and Irongate Inc.
$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.
$390,000
3 Beds ⋅ 2 Baths ⋅ 960648 MLS ⋅ Timothy A Williams
Discover a harmonious blend of classic charm and modern living at this delightful Oakwood residence, where inviting curb appeal and thoughtful design create an immediate sense of home. This two-story property offers 1906 square feet of comfortable living space, featuring three bedrooms and one and a half bathrooms. The welcoming front porch, adorned with classic columns, sets a serene tone amidst landscaped greenery and mature trees, inviting peaceful moments outdoors. Inside, the living area boasts gleaming hardwood floors and a classic brick fireplace, providing a cozy focal point for relaxation. Abundant natural light illuminates this adaptable space, further enhanced by built-in shelving. The contemporary kitchen is a chef's delight, equipped with sleek granite countertops, a practical kitchen island, and stainless steel appliances including a dishwasher, microwave, range, and refrigerator. Recessed lighting and tile flooring complete this bright and functional space. Bedrooms offer comfort and tranquility, with options featuring plush carpeting or warm hardwood floors, and ceiling fans for optimal airflow. The main level seamlessly connects the kitchen to the living area, promoting an open and engaging environment. An unfinished basement provides ample utility space, laundry facilities with a dryer, and extensive storage or potential for a workshop. The property's exterior features maintenance free vinyl siding, complemented by a detached garage. A charming brick patio offers a private outdoor retreat, perfect for entertaining or quiet contemplation. Located in a desirable neighborhood with sidewalks and mature trees, this home offers both privacy and community appeal.

241 Orchard Drive, Oakwood

Courtesy of Timothy A Williams and Glasshouse Realty Group
$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
$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.
$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
$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
$339,900
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
$474,900
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
$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
$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
$279,900
3 Beds ⋅ 2 Baths ⋅ 954666 MLS ⋅ Marisa Murrow
Back on the market due to buyer's financing falling through! You'll find all the historic Oakwood charm you'd expect in this 3 bedroom, 1.5 bath home in the heart of town! From the moment you step inside, there's an unmistakable feeling of home. The warmth of the original hardwood floors, the craftsmanship of custom built-ins and the inviting fireplace create a sense of comfort. The main floor offers a classic layout with a cozy living room, featuring built-in shelves and a beautiful fireplace. The spacious dining room is perfect for gatherings, with a bonus room off the back that could easily serve as a home office or workout space, complete with half bath. Thoughtful updates include a refreshed kitchen where soft-close cabinets and a dishwasher were added while preserving the vintage farmhouse sink. Sip your morning coffee or enjoy sunsets on the peaceful covered front porch! Follow the turned wooden staircase upstairs, to discover 3 bedrooms with even more custom, old world storage. Tucked away like a secret retreat, the sleeping porch in this historic home is located on the north side, off one of the bedrooms. Perfect for cozying up with a book or savoring a glass of wine on a cool summer evening, this is sure to be your new favorite hideaway! The additions of a new furnace (2025), newer tankless water heater (2021) and opener on the oversized garage door (2025) make this home as functional as it is charming! With a fully fenced backyard and spacious deck for relaxing or entertaining, this home offers the ideal setting for comfort, privacy and outdoor enjoyment! VA assumable loan at 2.75%!!

303 Hadley Avenue, Oakwood

Courtesy of Marisa Murrow and Keller Williams Community Part
$539,000
4 Beds ⋅ 3 Baths ⋅ 952777 MLS ⋅ Joanne Cronin
Picture perfect home on a boulevard, in an Oakwood "sweet spot"close to schools, library, and the Oakwood Community Center. This home was lovingly owned & updated for over 63 years. Originally a 3 bedroom, a two story addition in 1975 (approximately) converted it into a 4 bedroom adding another full and 1/2 bath. Property spans approximately 3300 sq ft. including the unfinished basement. Charming front porch with brick pavers greet you as you enter the formal living room with fireplace focal point. Spacious dining room built in cabinets. Both rooms access the fully equipped eat-in kitchen. The kitchen is centrally located between dining/living and family room and accesses the full unfinished basement. The family room is impressive with wood burning fireplace, south & west windows providing natural light, a half bath, large coat closet and access to rear yard. Second floor boasts four bedrooms - one is primary with designated full bath. Three other bedrooms offer plenty of closet space and share a full bath. Two of the original bedrooms were converted into one and was used as an office/craft room. Wall could be restored and home could easily converted to a five bedroom home! This home will exceed your expectations. Schedule your showing today.

24 Greenmount Boulevard, Oakwood

Courtesy of Joanne Cronin and Irongate Inc.
$399,900
3 Beds ⋅ 3 Baths ⋅ 953596 MLS ⋅ Jill Aldineh
Welcome to this charming Oakwood beauty, ideally situated near UD and the vibrant downtown, and within a short distance of a cozy coffee shop and a variety of dining options. This home features an inviting front porch, perfect for relaxing afternoons. Inside the porch, discover beautiful hardwood floors and a welcoming entry that leads to a bright living room seamlessly connected to a spacious dining room ideal for large gatherings. A bonus sunroom offers a delightful space for reading or a serene home office. The character-filled kitchen is highlighted by a built-in breakfast nook, perfect for casual meals. The second level features three bedrooms, including a generously sized primary bedroom with dual closets. The hall bathroom has been tastefully updated, enhancing this home’s lovely appeal. Additionally, a walk-up attic presents the possibility for a fourth bedroom, providing extra space for your needs. Brand new roof with full tear-off (2026). This enchanting home is ready and waiting for its new owners to make it their own.

506 Volusia Avenue, Oakwood

Courtesy of Jill Aldineh and RE/MAX Victory + Affiliates
$335,000
3 Beds ⋅ 2 Baths ⋅ 953915 MLS ⋅ Robert Biedenharn
Experience the best of Oakwood living in this beautifully cared-for 3-bedroom, 2-bath home, perfectly positioned just minutes from Oakwood High School, scenic parks, local shopping, dining, and everyday conveniences. A welcoming front porch invites you to relax and enjoy the charm of this beloved tree-lined neighborhood. Step inside to discover a light-filled interior featuring comfortable, spacious living areas designed for both everyday living and effortless entertaining. The generously sized bedrooms provide plenty of room to unwind, while both full bathrooms have been tastefully updated with style and functionality in mind. An attached 2-car garage offers valuable storage and convenient off-street parking—an exceptional feature in this highly desirable community. Blending warmth, convenience, and timeless appeal in an unbeatable location close to schools, parks, and shopping, this exceptional Oakwood home is ready for its next owner to make lasting memories.

9 Dellwood Avenue, Oakwood

Courtesy of Robert Biedenharn and Howard Hanna Real Estate Serv
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