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Tucked along the scenic slopes of Missionary Ridge, 116 Windmere Drive presents a rare opportunity to own a timeless 1930s brick Colonial in the sought after Shepherd Hills community of Ridgeside, set on a roomy corner lot that adds to its presence and appeal. Homes in this neighborhood are seldom available, and it is easy to see why. With its picturesque streets, beautifully maintained homes, and strong sense of community, this is a place where charm and connection come naturally. From the moment you arrive, the home's presence is undeniable. A graceful semi circle driveway, stately front porch, and meticulously landscaped yard set the tone, while mature plantings and seasonal blooms add to the home's striking curb appeal. Inside, classic architectural details have been thoughtfully preserved, including a rounded front door, rich molding, solid oak doors with glass knobs, and a collection of arched transom windows that fill the home with natural light. The layout offers both elegance and functionality, with inviting living spaces that include a separate sitting room, a sunroom, and a formal dining area framed by an arched entry, along with a warm living room anchored by a gas log fireplace. The kitchen is spacious and beautifully appointed with custom cabinetry, paneled cabinet fronts, a pantry, and a central island that creates a natural gathering place. The main level also includes a half bathroom and a dedicated office, offering flexibility for work or daily living. Upstairs, four well-proportioned bedrooms provide comfortable accommodations, along with two full bathrooms, including a primary suite with an en suite bath featuring double vanities, a tub/shower combination, and classic tilework. The partially finished basement adds exceptional versatility, offering generous storage space and a convenient half bathroom, along with room for hobbies, recreation, or workshop use. Outdoors, a fenced yard, irrigation system, side deck, and gas grill connection create an easy setting for everyday living and entertaining. A two-car carport, attached garage, and EV charger complete the property with both convenience and functionality. Located just minutes from downtown Chattanooga, top schools, and local hospitals, this home offers both convenience and a true neighborhood experience. Residents of Shepherd Hills enjoy access to a well-loved community pool, tennis courts, open green spaces, and playground areas, along with a calendar of neighborhood gatherings throughout the year. From summer afternoons by the pool to seasonal celebrations and holiday traditions, this is a neighborhood where neighbors truly connect, and everyday life feels a little more special.

4 Beds ⋅ 4 Baths ⋅ 1533456 MLS

Tucked along the scenic slopes of Missionary Ridge, 116 Windmere Drive presents a rare opportunity to own a timeless 1930s brick Colonial in the sought after Shepherd Hills community of Ridgeside, set on a roomy corner lot that adds to its presence and appeal. Homes in this neighborhood are seldom available, and it is easy to see why. With its picturesque streets, beautifully maintained homes, and strong sense of community, this is a place where charm and connection come naturally. From the moment you arrive, the home's presence is undeniable. A graceful semi circle driveway, stately front porch, and meticulously landscaped yard set the tone, while mature plantings and seasonal blooms add to the home's striking curb appeal. Inside, classic architectural details have been thoughtfully preserved, including a rounded front door, rich molding, solid oak doors with glass knobs, and a collection of arched transom windows that fill the home with natural light. The layout offers both elegance and functionality, with inviting living spaces that include a separate sitting room, a sunroom, and a formal dining area framed by an arched entry, along with a warm living room anchored by a gas log fireplace. The kitchen is spacious and beautifully appointed with custom cabinetry, paneled cabinet fronts, a pantry, and a central island that creates a natural gathering place. The main level also includes a half bathroom and a dedicated office, offering flexibility for work or daily living. Upstairs, four well-proportioned bedrooms provide comfortable accommodations, along with two full bathrooms, including a primary suite with an en suite bath featuring double vanities, a tub/shower combination, and classic tilework. The partially finished basement adds exceptional versatility, offering generous storage space and a convenient half bathroom, along with room for hobbies, recreation, or workshop use. Outdoors, a fenced yard, irrigation system, side deck, and gas grill connection create an easy setting for everyday living and entertaining. A two-car carport, attached garage, and EV charger complete the property with both convenience and functionality. Located just minutes from downtown Chattanooga, top schools, and local hospitals, this home offers both convenience and a true neighborhood experience. Residents of Shepherd Hills enjoy access to a well-loved community pool, tennis courts, open green spaces, and playground areas, along with a calendar of neighborhood gatherings throughout the year. From summer afternoons by the pool to seasonal celebrations and holiday traditions, this is a neighborhood where neighbors truly connect, and everyday life feels a little more special.

116 Windmere Drive, Chattanooga

$695,000

Located in sought-after Shepherd Hills, this inviting 3-bedroom, 2-bath home offers timeless curb appeal, an updated kitchen, and a fantastic level lot just over half an acre. Backing up to neighborhood trails with easy access to the pool, pickleball, and playground, this home is perfect for enjoying both peaceful surroundings and an active neighborhood lifestyle.

3 Beds ⋅ 2 Baths ⋅ 1539060 MLS

Located in sought-after Shepherd Hills, this inviting 3-bedroom, 2-bath home offers timeless curb appeal, an updated kitchen, and a fantastic level lot just over half an acre. Backing up to neighborhood trails with easy access to the pool, pickleball, and playground, this home is perfect for enjoying both peaceful surroundings and an active neighborhood lifestyle.

129 Ridgeside Road, Chattanooga

$670,000

Welcome to 124 Ridgeside Road! Fully updated historic home in the desirable Shepherd Hills/Ridgeside neighborhood, minutes from downtown Chattanooga. This move-in ready property features completely redone plumbing and electrical systems, high-end finishes, and exceptional indoor/outdoor living. Inside, the gourmet kitchen includes a large island, Viking refrigerator, Electrolux gas stove, copper sink with instant hot water, and a built-in beverage fridge. The main-level primary suite offers a spacious walk-in closet with custom built-ins and a luxurious bath featuring an oversized shower and separate extra-large garden tub with convenient access to the laundry room. Upstairs, both bedrooms include private en suite bathrooms. Flexible living and office spaces plus a large unfinished basement provide room to grow. Enjoy year-round entertaining on the covered outdoor living area with integrated lighting, mounted TV, and a beautiful wood-burning stone fireplace. Additional features include a central vacuum system and whole-house sound system. All appliances, washer/dryer, and wall-mounted TVs stay. Historic charm, modern comfort, and turnkey convenience—don't miss this one!

3 Beds ⋅ 4 Baths ⋅ 1523541 MLS

Welcome to 124 Ridgeside Road! Fully updated historic home in the desirable Shepherd Hills/Ridgeside neighborhood, minutes from downtown Chattanooga. This move-in ready property features completely redone plumbing and electrical systems, high-end finishes, and exceptional indoor/outdoor living. Inside, the gourmet kitchen includes a large island, Viking refrigerator, Electrolux gas stove, copper sink with instant hot water, and a built-in beverage fridge. The main-level primary suite offers a spacious walk-in closet with custom built-ins and a luxurious bath featuring an oversized shower and separate extra-large garden tub with convenient access to the laundry room. Upstairs, both bedrooms include private en suite bathrooms. Flexible living and office spaces plus a large unfinished basement provide room to grow. Enjoy year-round entertaining on the covered outdoor living area with integrated lighting, mounted TV, and a beautiful wood-burning stone fireplace. Additional features include a central vacuum system and whole-house sound system. All appliances, washer/dryer, and wall-mounted TVs stay. Historic charm, modern comfort, and turnkey convenience—don't miss this one!

124 Ridgeside Road, Chattanooga

$599,900

Welcome to this charming 1915-built gem nestled in the highly sought-after Ridgeside community! Combining historic elegance with modern updates, this residence offers a perfect blend of classic character and contemporary comfort. Original architectural details exude timeless appeal, while recent improvements, such as a new roof installed in 2019 and a new HVAC system added in 2018. Step outside to discover your own outdoor oasis. The expansive two-story deck, constructed with durable composite wood and featuring a screened-in area added in 2022, is perfect for year-round enjoyment. For the gardening enthusiast and young adventurers, the greenhouse and children's playhouse provide endless possibilities. Inside, the home is designed with practicality in mind. The conveniently located upstairs laundry room streamlines household chores, making everyday living more comfortable. Situated in Ridgeside, this home grants access to many community amenities, including a pool, tennis courts, park, and playground, making it an ideal location for families and active lifestyles who enjoy a tight knit community. This enchanting home invites you to experience the best of both worlds - the nostalgic charm of the past and the comforts of today. Don't miss the opportunity to make this delightful property your own. Schedule a showing today and step into a piece of history with all the modern conveniences you desire. Kitchen backsplash installation has been completed. Owner/Agent.

4 Beds ⋅ 4 Baths ⋅ 1520756 MLS

Welcome to this charming 1915-built gem nestled in the highly sought-after Ridgeside community! Combining historic elegance with modern updates, this residence offers a perfect blend of classic character and contemporary comfort. Original architectural details exude timeless appeal, while recent improvements, such as a new roof installed in 2019 and a new HVAC system added in 2018. Step outside to discover your own outdoor oasis. The expansive two-story deck, constructed with durable composite wood and featuring a screened-in area added in 2022, is perfect for year-round enjoyment. For the gardening enthusiast and young adventurers, the greenhouse and children's playhouse provide endless possibilities. Inside, the home is designed with practicality in mind. The conveniently located upstairs laundry room streamlines household chores, making everyday living more comfortable. Situated in Ridgeside, this home grants access to many community amenities, including a pool, tennis courts, park, and playground, making it an ideal location for families and active lifestyles who enjoy a tight knit community. This enchanting home invites you to experience the best of both worlds - the nostalgic charm of the past and the comforts of today. Don't miss the opportunity to make this delightful property your own. Schedule a showing today and step into a piece of history with all the modern conveniences you desire. Kitchen backsplash installation has been completed. Owner/Agent.

102 Ridgeside Road, Chattanooga

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