Longstreet Hills Homes for Sale

Offered for the first time since it was custom built, this is a rare opportunity to own one of Longstreet Hills' most distinctive residences. Inspired by timeless European architecture and thoughtfully expanded over the years, this exceptional home blends enduring craftsmanship with gracious living in one of Gainesville's most established and sought-after neighborhoods. A handsome combination of brick with stucco accents is crowned by a natural slate roof and accented with copper details that have developed a beautiful patina over time. Imported ironwork, an Italian lead glass front door, and exquisite custom millwork reflect a level of artistry and quality that is increasingly difficult to find. Inside, beautifully proportioned rooms, varied ceiling heights, and architectural details create warmth, character, and an effortless sense of home. A richly paneled gentleman's library offers a quiet retreat, while generous living and entertaining spaces provide room to gather with family and friends. The expansive family room, complete with a wet bar, was designed for everything from casual evenings to holiday celebrations. The oversized primary suite is privately situated on the main level and features a sitting room with fireplace overlooking a secluded bluestone courtyard-an intimate outdoor space that invites peaceful mornings and relaxed evenings. Upstairs, an impressive game room with a fireplace and second wet bar offers exceptional flexibility for entertaining, while two oversized bedrooms with baths provide comfortable accommodations for family and guests. An additional room offers endless possibilities as a home office, bunk room, craft room, or fourth bedroom. Originally built in 1962 and enhanced through carefully considered architectural additions, the home has been lovingly maintained by the same family. Its timeless design, generous proportions, and dedicated craftsmanship provide an extraordinary foundation to create the next chapter of this remarkable home while preserving the timeless character that makes it so distinctive. Ideally located in the heart of Longstreet Hills, residents enjoy the convenience of golf cart access to historic downtown Gainesville's restaurants, boutiques, parks, and community events, while Northeast Georgia Medical Center is just minutes away. Homes of this architectural significance, offered for the first time and located in one of Gainesville's most cherished neighborhoods, are a rare find. This property offers an opportunity to become the next steward of a truly special home.

885 Glenwood Drive, Gainesville

$885,000

4 Beds ⋅ 4 Baths ⋅ 7812775 MLS

Offered for the first time since it was custom built, this is a rare opportunity to own one of Longstreet Hills' most distinctive residences. Inspired by timeless European architecture and thoughtfully expanded over the years, this exceptional home blends enduring craftsmanship with gracious living in one of Gainesville's most established and sought-after neighborhoods. A handsome combination of brick with stucco accents is crowned by a natural slate roof and accented with copper details that have developed a beautiful patina over time. Imported ironwork, an Italian lead glass front door, and exquisite custom millwork reflect a level of artistry and quality that is increasingly difficult to find. Inside, beautifully proportioned rooms, varied ceiling heights, and architectural details create warmth, character, and an effortless sense of home. A richly paneled gentleman's library offers a quiet retreat, while generous living and entertaining spaces provide room to gather with family and friends. The expansive family room, complete with a wet bar, was designed for everything from casual evenings to holiday celebrations. The oversized primary suite is privately situated on the main level and features a sitting room with fireplace overlooking a secluded bluestone courtyard—an intimate outdoor space that invites peaceful mornings and relaxed evenings. Upstairs, an impressive game room with a fireplace and second wet bar offers exceptional flexibility for entertaining, while two oversized bedrooms with baths provide comfortable accommodations for family and guests. An additional room offers endless possibilities as a home office, bunk room, craft room, or fourth bedroom. Originally built in 1962 and enhanced through carefully considered architectural additions, the home has been lovingly maintained by the same family. Its timeless design, generous proportions, and dedicated craftsmanship provide an extraordinary foundation to create the next chapter of this remarkable home while preserving the timeless character that makes it so distinctive. Ideally located in the heart of Longstreet Hills, residents enjoy the convenience of golf cart access to historic downtown Gainesville's restaurants, boutiques, parks, and community events, while Northeast Georgia Medical Center is just minutes away. Homes of this architectural significance, offered for the first time and located in one of Gainesville's most cherished neighborhoods, are a rare find. This property offers an opportunity to become the next steward of a truly special home.

885 Glenwood Drive, Gainesville

$999,900

5 Beds ⋅ 3 Baths ⋅ 10809415 MLS

Look no further than this Estate Property in Longstreet Hills. This single owner home built in the 1950s sits on a double lot in the heart of town. Its charming cottage exterior will draw you in. The main level features an oversized laundry/mudroom entry, perfect for extra craft storage or book bag drop zone. It opens up to the kitchen, dining and family room. That's begging for some personal touches. There are 2 large bedrooms connected by a vintage jack and Jill bath as well as a primary bedroom with an en suite bath on the main level. The more formal living/dining room with fireplace are perfect for those large family gatherings. The upstairs has 2 additional bedrooms with views of the expansive and well manicured yard. Don't miss the 2 car garage with extra storage or the 400 square foot barn with loft on the property. Estate homes like this don't come along often.

1154 Glenwood Drive, Gainesville

$999,900

5 Beds ⋅ 3 Baths ⋅ 7807099 MLS

Look no further than this Estate Property in Longstreet Hills. This single owner home built in the 1950s sits on a double lot in the heart of town. Its charming cottage exterior will draw you in. The main level features an oversized laundry/mudroom entry, perfect for extra craft storage or book bag drop zone. It opens up to the kitchen, dining and family room. That's begging for some personal touches. There are 2 large bedrooms connected by a vintage jack and Jill bath as well as a primary bedroom with an en suite bath on the main level. The more formal living/dining room with fireplace are perfect for those large family gatherings. The upstairs has 2 additional bedrooms with views of the expansive and well manicured yard. Don't miss the 2 car garage with extra storage or the 400 square foot barn with loft on the property. Estate homes like this don't come along often.

1154 Glenwood Drive, Gainesville

$2,100,000

6 Beds ⋅ 7 Baths ⋅ 10803351 MLS

In a word, WOW! A truly one-of-a-kind architectural masterpiece, this extraordinary custom estate offers more than 6,000 square feet of thoughtfully designed living space on over 7 private acres in the sought-after Longstreet Hills neighborhood. Designed by renowned local architect Garland Reynolds, this exceptional residence features 6 bedrooms and 7 full bathrooms, blending timeless craftsmanship with remarkable versatility. Whether you are seeking a multi-generational home, private guest accommodations, expansive work-from-home space, or room for a growing family, this home effortlessly adapts to your lifestyle. Positioned at the corner of Springdale Road and South Enota Drive, the property provides convenient access to Northeast Georgia Medical Center, vibrant downtown Gainesville, and I-985, while maintaining the privacy and serenity of a secluded estate. Designed with entertaining in mind, the home offers multiple spacious living areas that flow seamlessly to the outdoors. The sprawling acreage creates endless opportunities for outdoor entertaining, family gatherings, garden parties, or simply enjoying the peaceful surroundings enhanced by two spring-fed ponds. Bedrooms and bathrooms are spacious, and the primary suite includes separate bathrooms and closets, a sitting area, and an additional room that is ideal for a home office or nursery. Throughout the home, exquisite custom woodwork, from the Redwood exterior to interior Redwood walls, solid Fir beams, soaring ceilings constructed of Fir tongue and groove, kitchen appliance surrounds and formal dining room walls of Pine tongue and groove, and Oak hardwood floors, as well as exterior copper architectural accents, showcase the unparalleled quality and craftsmanship that define this remarkable residence. Properties of this caliber rarely become available. This is more than a home-it's a legacy estate that must be experienced in person to be fully appreciated. For additional information or to schedule your private showing, contact Beverly Filson today.

1403 Springdale Road, Gainesville

$2,100,000

6 Beds ⋅ 7 Baths ⋅ 7803058 MLS

In a word, WOW! A truly one-of-a-kind architectural masterpiece, this extraordinary custom estate offers more than 6,000 square feet of thoughtfully designed living space on over 7 private acres in the sought-after Longstreet Hills neighborhood. Designed by renowned local architect Garland Reynolds, this exceptional residence features 6 bedrooms and 7 full bathrooms, blending timeless craftsmanship with remarkable versatility. Whether you are seeking a multi-generational home, private guest accommodations, expansive work-from-home space, or room for a growing family, this home effortlessly adapts to your lifestyle. Positioned at the corner of Springdale Road and South Enota Drive, the property provides convenient access to Northeast Georgia Medical Center, vibrant downtown Gainesville, and I-985, while maintaining the privacy and serenity of a secluded estate. Designed with entertaining in mind, the home offers multiple spacious living areas that flow seamlessly to the outdoors. The sprawling acreage creates endless opportunities for outdoor entertaining, family gatherings, garden parties, or simply enjoying the peaceful surroundings enhanced by two spring-fed ponds. Bedrooms and bathrooms are spacious, and the primary suite includes separate bathrooms and closets, a sitting area, and an additional room that is ideal for a home office or nursery. Throughout the home, exquisite custom woodwork, from the Redwood exterior to interior Redwood walls, solid Fir beams, soaring ceilings constructed of Fir tongue and groove, kitchen appliance surrounds and formal dining room walls of Pine tongue and groove, and Oak hardwood floors, as well as exterior copper architectural accents, showcase the unparalleled quality and craftsmanship that define this remarkable residence. Properties of this caliber rarely become available. This is more than a home—it's a legacy estate that must be experienced in person to be fully appreciated. For additional information or to schedule your private showing, contact Beverly Filson today.

1403 Springdale Road, Gainesville

$1,050,000

3 Beds ⋅ 4 Baths ⋅ 10799902 MLS

There's much more than meets the eye in this timeless Longstreet Hills classic. Thoughtfully designed for comfortable everyday living and effortless entertaining, the main residence features formal living and dining rooms, a chef's kitchen that opens seamlessly to a spacious family room, two bedrooms, and two-and-a-half bathrooms on the main level. The finished terrace level expands the living space with a second family room featuring a wet bar, an additional bedroom, a flexible bonus room ideal for a gym, or hobby space, and a full bathroom. Exceptional details throughout include beautiful hardwood floors, multiple fireplaces, custom built-in closets, and stainless steel appliances. A covered breezeway connects the home to a three-car garage topped by a private one-bedroom, one-bath apartment complete with a full kitchen, fireplace, and laundry room, perfect for guests or extended family. Step outside to enjoy the beautifully landscaped grounds, where a brick outdoor fireplace, built-in grill, and shaded garden paths create inviting spaces for entertaining or relaxing in a peaceful setting. Conveniently located just minutes from downtown Gainesville, shopping, dining, Northeast Georgia Medical Center, and I-985, this exceptional property offers the perfect blend of character, comfort, and convenience. Schedule your private tour today to experience everything this remarkable home has to offer. This home is estate-owned, no disclosures from seller. The upper bedroom and bathroom are located above the garage.

1281 Springdale Road, Gainesville

$1,050,000

3 Beds ⋅ 4 Baths ⋅ 7800138 MLS

There's much more than meets the eye in this timeless Longstreet Hills classic. Thoughtfully designed for comfortable everyday living and effortless entertaining, the main residence features formal living and dining rooms, a chef's kitchen that opens seamlessly to a spacious family room, two bedrooms, and two-and-a-half bathrooms on the main level. The finished terrace level expands the living space with a second family room featuring a wet bar, an additional bedroom, a flexible bonus room ideal for a gym, or hobby space, and a full bathroom. Exceptional details throughout include beautiful hardwood floors, multiple fireplaces, custom built-in closets, and stainless steel appliances. A covered breezeway connects the home to a three-car garage topped by a private one-bedroom, one-bath apartment complete with a full kitchen, fireplace, and laundry room, perfect for guests or extended family. Step outside to enjoy the beautifully landscaped grounds, where a brick outdoor fireplace, built-in grill, and shaded garden paths create inviting spaces for entertaining or relaxing in a peaceful setting. Conveniently located just minutes from downtown Gainesville, shopping, dining, Northeast Georgia Medical Center, and I-985, this exceptional property offers the perfect blend of character, comfort, and convenience. Schedule your private tour today to experience everything this remarkable home has to offer. This home is estate-owned, no disclosures from seller. The upper bedroom and bathroom are located above the garage.

1281 Springdale Road, Gainesville

$1,399,000

5 Beds ⋅ 5 Baths ⋅ 10774238 MLS

Homes offering this combination of location, character, updated living space, and lifestyle rarely become available in-town. Set on one of Gainesville's most beloved streets and just a walk, golf cart ride, or trolley trip from the Gainesville Square, Northeast Georgia Medical Center, parks, and schools, 798 Cherokee Road offers the rare combination of in-town convenience, exceptional space for a growing family, and one of the largest and most usable backyards you'll find this close to downtown. Now offered at $1,399,000, this beautifully updated Longstreet Hills home presents a compelling opportunity in one of Gainesville's most established and sought-after neighborhoods. Behind the white picket fence, the property unfolds into a park-like setting designed for real living-children catching fireflies on the lawn, evenings around the stone fire pit, coffee on the screened porch, and plenty of room to gather with family and friends year-round. Inside, the main level is designed for both comfortable everyday living and easy entertaining. A spacious family room anchored by a cozy fireplace flows into a separate dining room ready for holidays, celebrations, and guests. An additional sitting room or home office offers flexibility for today's lifestyle. The updated interior blends modern convenience with the warmth and character expected in a Longstreet Hills home. The main level includes two en-suite bedrooms, including a spacious primary suite with a renovated bath and generous closet space, along with an additional bedroom and bath ideal for family or guests. Upstairs, two oversized bedrooms share a bath, while the terrace level offers even more flexible living space with a private bedroom and bath, game room, wine cellar, and abundant storage. The oversized garage easily accommodates two large SUVs and includes additional covered space ideal for a golf cart, outdoor entertaining area, or hobby space. A large storage room also offers excellent potential for a home gym or workshop. Outside is where this property truly shines. The expansive backyard offers a rare amount of usable green space for an in-town property, complete with a manicured lawn, playground, screened porch, and gathering areas designed to be enjoyed year-round. Whether hosting friends around the fire pit, watching children play, or simply enjoying a quiet evening outdoors, this setting offers a lifestyle that is increasingly difficult to find in the heart of Gainesville. With five bedrooms, five baths, multiple living and entertaining spaces, and an outdoor setting rarely found this close to downtown, 798 Cherokee Road offers an exceptional opportunity to enjoy the very best of in-town Gainesville living.

798 Cherokee Road, Gainesville

$1,399,000

5 Beds ⋅ 5 Baths ⋅ 7777607 MLS

Homes offering this combination of location, character, updated living space, and lifestyle rarely become available in-town. Set on one of Gainesville's most beloved streets and just a walk, golf cart ride, or trolley trip from the Gainesville Square, Northeast Georgia Medical Center, parks, and schools, 798 Cherokee Road offers the rare combination of in-town convenience, exceptional space for a growing family, and one of the largest and most usable backyards you'll find this close to downtown. Now offered at $1,399,000, this beautifully updated Longstreet Hills home presents a compelling opportunity in one of Gainesville's most established and sought-after neighborhoods. Behind the white picket fence, the property unfolds into a park-like setting designed for real living—children catching fireflies on the lawn, evenings around the stone fire pit, coffee on the screened porch, and plenty of room to gather with family and friends year-round. Inside, the main level is designed for both comfortable everyday living and easy entertaining. A spacious family room anchored by a cozy fireplace flows into a separate dining room ready for holidays, celebrations, and guests. An additional sitting room or home office offers flexibility for today's lifestyle. The updated interior blends modern convenience with the warmth and character expected in a Longstreet Hills home. The main level includes two en-suite bedrooms, including a spacious primary suite with a renovated bath and generous closet space, along with an additional bedroom and bath ideal for family or guests. Upstairs, two oversized bedrooms share a bath, while the terrace level offers even more flexible living space with a private bedroom and bath, game room, wine cellar, and abundant storage. The oversized garage easily accommodates two large SUVs and includes additional covered space ideal for a golf cart, outdoor entertaining area, or hobby space. A large storage room also offers excellent potential for a home gym or workshop. Outside is where this property truly shines. The expansive backyard offers a rare amount of usable green space for an in-town property, complete with a manicured lawn, playground, screened porch, and gathering areas designed to be enjoyed year-round. Whether hosting friends around the fire pit, watching children play, or simply enjoying a quiet evening outdoors, this setting offers a lifestyle that is increasingly difficult to find in the heart of Gainesville. With five bedrooms, five baths, multiple living and entertaining spaces, and an outdoor setting rarely found this close to downtown, 798 Cherokee Road offers an exceptional opportunity to enjoy the very best of in-town Gainesville living.

798 Cherokee Road, Gainesville

$675,000

4 Beds ⋅ 5 Baths ⋅ 10717375 MLS

Welcome to your private retreat in Longstreet Hills! With over 5,298 sq ft, this spacious home offers incredible flexibility for everyday living and entertaining. Recent updates include a brand-new roof and new water heater, adding peace of mind and value. The main level features 3 oversized bedrooms, 3.5 bathrooms, multiple living areas, a formal dining room, breakfast area, study, and a large kitchen perfect for gatherings. The private owner's suite is tucked away and includes its own bath and office space. The finished basement adds even more versatility with a 4th bedroom, full bath, additional living space, laundry room, plus over 1,000 sq ft of unfinished storage. A bright sunroom/flex space offers endless possibilities. Situated on a spacious lot and located just minutes from North Georgia Medical Center, shopping, and dining, this home offers both convenience and room to grow. Schedule your showing today!

1387 Springdale Road, Gainesville

$675,000

4 Beds ⋅ 5 Baths ⋅ 7740961 MLS

Welcome to your private retreat in Longstreet Hills! With over 5,298 sq ft, this spacious home offers incredible flexibility for everyday living and entertaining. Recent updates include a brand-new roof and new water heater, adding peace of mind and value. The main level features 3 oversized bedrooms, 3.5 bathrooms, multiple living areas, a formal dining room, breakfast area, study, and a large kitchen perfect for gatherings. The private owner’s suite is tucked away and includes its own bath and office space. The finished basement adds even more versatility with a 4th bedroom, full bath, additional living space, laundry room, plus over 1,000 sq ft of unfinished storage. A bright sunroom/flex space offers endless possibilities. Situated on a spacious lot and located just minutes from North Georgia Medical Center, shopping, and dining, this home offers both convenience and room to grow. Schedule your showing today!

1387 Springdale Road, Gainesville

Longstreet Hills Homes for Sale

Newest Longstreet Hills Homes for Sale