City/Oakwood Rev Homes under $300,000

Welcome to the charming City of Oakwood, Ohio, a hidden gem nestled in Montgomery County that perfectly blends suburban tranquility with vibrant community life. Known for its picturesque tree-lined streets and rich history, Oakwood offers a warm and inviting atmosphere that appeals to families, young professionals, and retirees alike.

One of the most attractive features of Oakwood is its diverse selection of homes, particularly those priced under $300,000. This makes it an ideal destination for first-time homebuyers or those looking to downsize without compromising on quality of life. The homes in this price range boast a variety of architectural styles, from classic bungalows to modern townhouses, ensuring that there’s something to suit every taste and preference.

Living in Oakwood means enjoying access to top-rated schools, beautiful parks, and a close-knit community that hosts numerous events throughout the year. Residents can take advantage of local shops, delightful cafes, and recreational facilities that enhance the overall quality of life. With its strong sense of community and commitment to maintaining a safe, family-friendly environment, Oakwood is a place where neighbors become friends and memories are made.

Whether you're searching for your first home, a cozy retreat, or an investment opportunity, Oakwood’s real estate market offers an array of options under $300,000 that are sure to captivate you. Come discover the charm and warmth of Oakwood, where your dream home awaits!

Newest City/Oakwood Rev Homes under $300,000

$220,000

2 Beds ⋅ 1 Baths ⋅ 969193 MLS

An incredible opportunity to get into Oakwood Schools—at the time of listing, this is the lowest-priced home available in the district! Classic Oakwood charm meets fresh, move-in-ready updates in this inviting 2-bedroom home. Beautiful original hardwood floors bring warmth and character throughout the main living areas, complemented by refreshed interior paint and new carpet upstairs. The updated kitchen features quartz countertops, stainless steel appliances, and a clean, modern feel. Outside, enjoy a fenced backyard with a convenient storage shed, while the unfinished basement provides plenty of additional storage and future potential. Recent improvements include windows (2025), roof (2018), and furnace (2018). Ideally located near the University of Dayton with convenient access to dining, shopping, parks, and everything the area has to offer. City of Oakwood will issue owners two street parking passes. A rare opportunity at this price point in Oakwood—schedule your showing today!

560 Irving Avenue, Oakwood

Courtesy of Preston Hillard and eXp Realty

$300,000

3 Beds ⋅ 1 Baths ⋅ 969124 MLS

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.

$275,000

2 Beds ⋅ 2 Baths ⋅ 965272 MLS

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

$200,000

2 Beds ⋅ 1 Baths ⋅ 965199 MLS

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

$285,000

2 Beds ⋅ 2 Baths ⋅ 963537 MLS

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

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The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of the Dayton Area Board of Realtors® MLS IDX Database. Real estate listings from the Dayton Area Board of Realtors® MLS IDX Database held by brokerage firms other than Mark Ryan Group RE/MAX Victory + Affiliates are marked with the IDX logo and are provided by the Dayton Area Board of Realtors® MLS IDX Database. Information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in. Copyright© 2026 Dayton Area Board of Realtors®