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$599,900

Experience the perfect blend of mid-century modern architecture and expansive, private living in this highly sought-after West Oakwood retreat. Situated on nearly an acre at the end of a private lane off a cobblestone avenue, this home offers a tranquil escape with stunning views from every room. The thoughtfully designed circular floor plan creates an effortless flow for both daily life and large-scale entertaining. The heart of the home is a light-filled kitchen ffeaturing vaulted ceilings, a skylight, custom cabinetry, leathered luxury granite, and new double ovens. The spacious dining room blends seamlessly into s sun-drenched sunroom, while the expansive living room-anchored by a handsome brickfireplace-opens to an outdoor balcony providing the perfect setting for unwinding amidsts the lush grounds. The main level primary en suite is a private sanctuary with a seperate shower and tub. Two additional bedrooms are connected by a convenient Jack-and-Jill bathroom. The walk-out lower level offers incredible versatility, functioning as a complete apartment-style suite with its own full kitchen and bathroom-ideal for multigenerational living, guests, or a home office, The level features impressive Marvin multi-sliding doors that open to the expansive yard and patio. With a fully updated exterior (including a new roof, siding, gutters, fascia, and soffit) a three-car garage, and ample additional parking; this property is as practical as it is beautiful. Don't miss this rare opportunity to own a private, versatile home in one of Oakwood's most desirable locations.

3 Beds ⋅ 4 Baths ⋅ 968352 MLS ⋅ Jill Aldineh

Experience the perfect blend of mid-century modern architecture and expansive, private living in this highly sought-after West Oakwood retreat. Situated on nearly an acre at the end of a private lane off a cobblestone avenue, this home offers a tranquil escape with stunning views from every room. The thoughtfully designed circular floor plan creates an effortless flow for both daily life and large-scale entertaining. The heart of the home is a light-filled kitchen ffeaturing vaulted ceilings, a skylight, custom cabinetry, leathered luxury granite, and new double ovens. The spacious dining room blends seamlessly into s sun-drenched sunroom, while the expansive living room-anchored by a handsome brickfireplace-opens to an outdoor balcony providing the perfect setting for unwinding amidsts the lush grounds. The main level primary en suite is a private sanctuary with a seperate shower and tub. Two additional bedrooms are connected by a convenient Jack-and-Jill bathroom. The walk-out lower level offers incredible versatility, functioning as a complete apartment-style suite with its own full kitchen and bathroom-ideal for multigenerational living, guests, or a home office, The level features impressive Marvin multi-sliding doors that open to the expansive yard and patio. With a fully updated exterior (including a new roof, siding, gutters, fascia, and soffit) a three-car garage, and ample additional parking; this property is as practical as it is beautiful. Don't miss this rare opportunity to own a private, versatile home in one of Oakwood's most desirable locations.

1200 Oakwood Avenue, Oakwood

Courtesy of Jill Aldineh and RE/MAX Victory + Affiliates

$419,000

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

3 Beds ⋅ 3 Baths ⋅ 968016 MLS ⋅ Ralph M Mantica

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

248 Claranna Avenue, Oakwood

Courtesy of Ralph M Mantica and Kinzeler Realty, LLC

$525,000

Welcome to 19 Lookout Dr. This elegant colonial is a show stopper! Upon arrival, you'll be greeted by the stunning facade, well manicured landscaping and secluded lot. Approaching from the charming, stone walkway, the covered, two tiered front porch/patio with relaxing porch swing will invite you to explore what this home has to offer! Once inside, the gleaming hardwood flooring flows throughout the first floor, bringing you into the spacious living room with wood burning fireplace. The living room opens to both the formal dining room and the renovated kitchen. Heading into the dining room, you'll find amazing views of the secluded back yard. The renovated kitchen features stainless steel appliances, pegged hardwood flooring, newer cabinets, granite countertops and a eat-in area. From the other side of the dining room, you'll find the first floor bedroom/office, full bathroom, hallway with built-ins and an enclosed porch filled with windows overlooking the private lot. Upstairs features a landing which opens to an office or reading nook overlooking the back yard, a hallway that leads to the 4 second floor bedrooms and 2nd full bathroom. The bedrooms feature radiant hardwood flooring and ample light. Three of the four bedrooms are impressively large! The primary bedroom features double closets for added storage! The walk out basement offers massive potential if someone wants to finish the lower level. The basement boasts the large laundry room, a canning room, a large utility room that opens to a spacious rec room and extra storage room. Access to the attached garage is through the basement and features storage and an automatic opener. Outside, the property features a long wrap around driveway that leads to the rear of the home. The vast yard offers room for enjoyment, gardening, family gatherings and much, much more! Don't wait on this one, it will be snatched up quickly! Call for a private tour today!

4 Beds ⋅ 2 Baths ⋅ 967392 MLS ⋅ Stephen S Payne

Welcome to 19 Lookout Dr. This elegant colonial is a show stopper! Upon arrival, you'll be greeted by the stunning facade, well manicured landscaping and secluded lot. Approaching from the charming, stone walkway, the covered, two tiered front porch/patio with relaxing porch swing will invite you to explore what this home has to offer! Once inside, the gleaming hardwood flooring flows throughout the first floor, bringing you into the spacious living room with wood burning fireplace. The living room opens to both the formal dining room and the renovated kitchen. Heading into the dining room, you'll find amazing views of the secluded back yard. The renovated kitchen features stainless steel appliances, pegged hardwood flooring, newer cabinets, granite countertops and a eat-in area. From the other side of the dining room, you'll find the first floor bedroom/office, full bathroom, hallway with built-ins and an enclosed porch filled with windows overlooking the private lot. Upstairs features a landing which opens to an office or reading nook overlooking the back yard, a hallway that leads to the 4 second floor bedrooms and 2nd full bathroom. The bedrooms feature radiant hardwood flooring and ample light. Three of the four bedrooms are impressively large! The primary bedroom features double closets for added storage! The walk out basement offers massive potential if someone wants to finish the lower level. The basement boasts the large laundry room, a canning room, a large utility room that opens to a spacious rec room and extra storage room. Access to the attached garage is through the basement and features storage and an automatic opener. Outside, the property features a long wrap around driveway that leads to the rear of the home. The vast yard offers room for enjoyment, gardening, family gatherings and much, much more! Don't wait on this one, it will be snatched up quickly! Call for a private tour today!

19 Lookout Drive, Oakwood

Courtesy of Stephen S Payne and Keller Williams Community Part

$1,425,000

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.

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

$499,000

Gorgeous Custom Home greets you with a welcoming front porch and stone-accented columns, then unfolds into an open-concept main level designed for modern living and entertaining. Enjoy a chef-friendly kitchen with quartz countertops, appliances convey-range can be easily converted to gas, large Island, plentiful soft close cabinetry, versatile dining area and durable LVP flooring that flows into a great room anchored by a gas fireplace. Sliding doors open to a deck and private rear patio for seamless indoor-outdoor entertaining. The upstairs owner's suite is bright and spacious, featuring a generous walk-in closet and en-suite bath, while three additional bedrooms, feature oversized closets, a convenient upstairs laundry, and full bath complete the upstairs. You'll find pleasant views offered out each window. The walk-out lower level is nearly finished with carpet and includes a full bath rough-in, ideal for additional living space, media room, or guest suite. Dual Zone A/C, Side entry garage. Excellent location close to schools, parks, downtown Oakwood and Dayton Riverscape. This low maintanance home is conveniently located for an easy commute whatever the destination.

4 Beds ⋅ 3 Baths ⋅ 958974 MLS ⋅ Jennifer J Durbin

Gorgeous Custom Home greets you with a welcoming front porch and stone-accented columns, then unfolds into an open-concept main level designed for modern living and entertaining. Enjoy a chef-friendly kitchen with quartz countertops, appliances convey-range can be easily converted to gas, large Island, plentiful soft close cabinetry, versatile dining area and durable LVP flooring that flows into a great room anchored by a gas fireplace. Sliding doors open to a deck and private rear patio for seamless indoor-outdoor entertaining. The upstairs owner's suite is bright and spacious, featuring a generous walk-in closet and en-suite bath, while three additional bedrooms, feature oversized closets, a convenient upstairs laundry, and full bath complete the upstairs. You'll find pleasant views offered out each window. The walk-out lower level is nearly finished with carpet and includes a full bath rough-in, ideal for additional living space, media room, or guest suite. Dual Zone A/C, Side entry garage. Excellent location close to schools, parks, downtown Oakwood and Dayton Riverscape. This low maintanance home is conveniently located for an easy commute whatever the destination.

225 Pointe Oakwood Way, Oakwood

Courtesy of Jennifer J Durbin and Irongate Inc.