City/Oakwood Rev Real Estate

Welcome to City/Oakwood Rev., a charming subdivision nestled in the heart of Oakwood, Montgomery County, Ohio. This delightful community is the perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, young professionals, and retirees alike.

City/Oakwood Rev. boasts tree-lined streets, beautifully manicured lawns, and a strong sense of community that welcomes newcomers with open arms. The area is known for its top-rated schools, ensuring that families can provide their children with an excellent education right in their own backyard. The community also features an array of parks and recreational facilities, perfect for outdoor enthusiasts and those looking to enjoy a leisurely stroll or a weekend picnic.

One of the standout features of City/Oakwood Rev. is its proximity to vibrant downtown Oakwood. Residents can easily access a variety of shops, restaurants, and entertainment options, making it easy to enjoy the best that the city has to offer. Whether you're in the mood for a cozy café, a trendy boutique, or a lively night out, everything is just a short drive or bike ride away.

Additionally, the subdivision's convenient location provides easy access to major highways, allowing for quick commutes to nearby cities and attractions. With a rich community spirit, beautiful surroundings, and a wealth of amenities, City/Oakwood Rev. is not just a place to live; it’s a place to thrive. Discover your dream home in this enchanting neighborhood today!

Newest Listings in City/Oakwood Rev

$330,000

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

$515,000

3 Beds ⋅ 3 Baths ⋅ 964997 MLS ⋅ Robert Wilson

This charming Oakwood classic English Tudor home has so many custom and gracious features. The quality and craftmanship is on display from the moment you approach the 19x16 covered stone paved front porch with custom wood front door. Awesome 1st floor offers 26x13 living rm with fireplace, large formal dining rm, breakfast nook with wine bar with wine cooler/beverage refrig plus built-in planning desk and a beautiful remodeled kitchen with custom cabinets and Kitchen Aid appliances. Spacious 21x13 primary en suite bedroom with custom built-in closets and drawers. This home has beautiful hardwood floors. Finished basement offers spacious recreation room and large utility room with storage area. New boiler 2026. New 24x12 deck 2023. New washer & dryer 2022. Replacement windows. So many of the reasons people select Oakwood as their residence: Excellent public schools, historic charm and architecture, close knit community, proximity to downtown Dayton, strong city services, green spaces & recreation. Shafor Park is Oakwood's largest recreation complex & includes 3.3 acres of playground, ball-field, basketball court, six tennis courts & an outdoor pool. A special feature of Shafor Park includes a fountain where kids can play on hot summer days. The shelter house can be reserved for family & group picnics. Activities include summer day camp, tennis lessons, Ice Cream Social, Family Fall Festival and Christmas activities. Next to the pool and Shafor Park is the Oakwood Community Center which offers aerobics & ballet classes. The Oakwood dog park is only short distance away .Fireplaces & chimneys are not warranted.

144 Patterson Road, Oakwood

Courtesy of Robert Wilson and Irongate Inc.

$299,400

2 Beds ⋅ 2 Baths ⋅ 965272 MLS ⋅ Teresa M Gustafson

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 Glasshouse Realty Group

$249,000

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

$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

$1,500,000

5 Beds ⋅ 5 Baths ⋅ 963498 MLS ⋅ David Moyer

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

921 Runnymede Road, Oakwood

Courtesy of David Moyer and Keller Williams Advisors Rlty

$524,900

3 Beds ⋅ 3 Baths ⋅ 964222 MLS ⋅ Tracy Rife

Welcome to this beautifully maintained 3-bedroom, 2.5-bath home nestled in the heart of Oakwood. Situated within easy walking distance of the Oakwood Club, Dorothy Lane Market, and the Shoppes of Oakwood, this home offers the lifestyle buyers dream about. Step inside to discover hardwood floors throughout the main level and a freshly painted interior that feels bright and move-in ready. The spacious open kitchen is a true showstopper, featuring granite countertops, recessed lighting, a 5 stage reverse osmosis system, and built-in cabinetry that blends timeless craftsmanship with modern function—perfect for both everyday living and entertaining. The convenient first-floor primary bedroom offers comfort and flexibility, while the updated upstairs bathroom adds a fresh, contemporary touch to the second level. Downstairs, the full finished basement provides generous additional living space ideal for a family room, home office, gym, or guest retreat. Outside, the large yard is an entertainer's paradise, plenty of room for summer gatherings, gardening, or simply relaxing in your own private oasis. The location truly can't be beat, with beautiful parks, top-rated golf courses, boutique shopping, and beloved local dining all just moments from your front door. Homes in this sought-after Oakwood neighborhood don't come along often. Come experience the perfect blend of classic character, modern updates, and walkable convenience—schedule your private showing today!

24 Peach Orchard Road, Oakwood

Courtesy of Tracy Rife and Glasshouse Realty Group

$450,000

3 Beds ⋅ 3 Baths ⋅ 963162 MLS ⋅ David E Roth

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

$659,000

4 Beds ⋅ 3 Baths ⋅ 964179 MLS ⋅ Tan N Gray

Welcome to a masterclass in home renovation in Oakwood. Over the last six years, every major system has been upgraded (250k in upgrades) and absolutely no corner has been cut. Inside, original hardwood floors guide you through light-filled spaces, including a cozy living room with a custom TV cabinet and a gas fireplace with updated chimney liners, caps, and crowns. The kitchen has been renovated kitchen with custom cabinetry, newer appliances with a separate breakfast nook and corner bench seating. A convenient first floor bedroom, full updated bath, spacious living and dining rooms complete the main floor. The upper level features a custom library nook with custom bookcases, desk, and seating. Two oversized bedrooms with plenty of closets featuring custom lighting and outlets and second full bath. The fully finished, dry basement serves as an ideal in-law suite, entertainment hub, or additional primary bedroom en-suite. Complete with a second kitchen, living area, storage, laundry (with a newer Samsung washer/dryer set), and a third full bath. The mechanical upgrades offer ultimate, worry-free peace of mind: Brand-new roof with 6 wind turbines, LeafGuard gutter system, and modified dormer flashing. Dual HVAC units for multi-level climate control and an upgraded 200-amp panel with a whole-house surge protector. Newer water lines, 2 water heaters (always have hot water!), water softener, and radon mitigation system. Outside, relax in your fully fenced backyard oasis featuring a custom gazebo, shed, swing set, and trampoline. Parking is a breeze with a spacious 2-car attached garage with natural stone flooring along with Level 1 & Level 2 (fast charge) electric vehicle chargers PLUS additional 2-car covered port. Take a stroll down to Shafor Park or to the Oakwood Community Center which hosts a full range of athletic activities including volleyball, tennis, spring and fall soccer, swim team and swimming. Call today!

233 Patterson Road, Oakwood

Courtesy of Tan N Gray and Glasshouse Realty Group

$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

$899,900

5 Beds ⋅ 6 Baths ⋅ 963776 MLS ⋅ Toni Donato Shade

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

415 Kramer Road, Oakwood

Courtesy of Toni Donato Shade and Coldwell Banker Heritage

$369,900

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

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