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$304,000

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.

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

$345,000

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!

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

$295,000

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.

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

$324,900

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!

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.

$455,000

Lovingly cared for by the same owner for almost 40 years, this exceptional Oakwood residence seamlessly blends timeless character with thoughtful modern updates. Offering more than 2,200 square feet of living space, this spacious home features 5 bedrooms, 2 beautifully remodeled bathrooms, and an ideal location in the heart of Oakwood. From the moment you enter, you'll appreciate the home's original picture molding, abundant natural light, fresh paint, new carpeting, and elegant new chandeliers and recessed lighting. The versatile floor plan includes both a formal living room and a comfortable family room on the main level, along with a first-floor full bathroom—perfect for guests or multi-generational living. The updated kitchen is designed for both everyday living and entertaining, featuring brand-new appliances installed in 2026, ample workspace, and an adjoining dining and eat-in area that creates a welcoming gathering space for family and friends. Extensive improvements provide peace of mind for years to come, including a newer HVAC system, newer hot water heater, newer windows, whole-house siding, updated electrical system, new garage door (2026), new skylight (2026), and sump pump (2026). The roof was replaced in 2014, with the garage roof completed in 2013. Rarely does a home combine this level of space, character, location, and investment in updates. Move-in ready and Seller has purchased top of the line Home warranty for the new buyer the home has passed Oakwood Occupancy inspection, this is a wonderful opportunity to own a truly special Oakwood home. The fireplace (nonoperational) and chimney are not warranted and will convey in as-is condition. Seller has already passed Oakwood Presale Inspection.

5 Beds ⋅ 2 Baths ⋅ 957653 MLS ⋅ Emily Pelligra

Lovingly cared for by the same owner for almost 40 years, this exceptional Oakwood residence seamlessly blends timeless character with thoughtful modern updates. Offering more than 2,200 square feet of living space, this spacious home features 5 bedrooms, 2 beautifully remodeled bathrooms, and an ideal location in the heart of Oakwood. From the moment you enter, you'll appreciate the home's original picture molding, abundant natural light, fresh paint, new carpeting, and elegant new chandeliers and recessed lighting. The versatile floor plan includes both a formal living room and a comfortable family room on the main level, along with a first-floor full bathroom—perfect for guests or multi-generational living. The updated kitchen is designed for both everyday living and entertaining, featuring brand-new appliances installed in 2026, ample workspace, and an adjoining dining and eat-in area that creates a welcoming gathering space for family and friends. Extensive improvements provide peace of mind for years to come, including a newer HVAC system, newer hot water heater, newer windows, whole-house siding, updated electrical system, new garage door (2026), new skylight (2026), and sump pump (2026). The roof was replaced in 2014, with the garage roof completed in 2013. Rarely does a home combine this level of space, character, location, and investment in updates. Move-in ready and Seller has purchased top of the line Home warranty for the new buyer the home has passed Oakwood Occupancy inspection, this is a wonderful opportunity to own a truly special Oakwood home. The fireplace (nonoperational) and chimney are not warranted and will convey in as-is condition. Seller has already passed Oakwood Presale Inspection.

338 Forrer Boulevard, Oakwood

Courtesy of Emily Pelligra and Coldwell Banker Heritage