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Commanding the absolute best vantage point on Forsyth Park, this reimagined four-story Italianate row house defines turn-key legacy luxury in downtown Savannah. Spanning 4,560 square feet, the iconic J.J. Dale Row House effortlessly bridges 19th-century architecture with an ultra-high-end urban lifestyle. Situated on Gaston Street, this property occupies not only a prestigious address but also one of the most iconically photographed, postcard-perfect historic blocks in all of Savannah. Uniquely positioned for maximum asset utility and wealth preservation, the estate comes with two of the city's rarest, most restricted grandfathered assets: a non-owner-occupied Short-Term Vacation Rental (STVR) permit and a commercial garden-level permit. The main entrance opens to an entertainment-ready parlor level, where soaring 11-foot ceilings and original heart pine floors anchor a fluid, open-concept double parlor designed for grand-scale hosting. Working pocket doors lead to a formal dining room and a bespoke culinary kitchen, which flows out to a private veranda for seamless indoor-outdoor galas. The entire third level is a dedicated primary sanctuary-a full-floor retreat featuring a central media lounge, custom wardrobes, and dual "his and hers" en-suite bathrooms. Just above, the top floor hosts two oversized guest suites, a full bath, and a historic trunk room ready for transformation into a private fitness studio, wellness sanctuary, or creative space. Providing incredible multi-generational flexibility, the income-producing garden suite is a stylish, self-contained lower level with its own bedroom, full bath, and kitchen. It offers proven commercial viability or can be effortlessly reclaimed as a private home theater, wellness spa, or extended family quarters. Out back, a sleek, walled courtyard creates a lush, ultra-private garden oasis connecting the main residence to a detached garage and workshop. Above, a private studio loft offers the perfect footprint for an executive home office, guest house, or high-yield rental. This is a rare architectural statement piece and a generational asset on one of Savannah's most coveted residential blocks.

5 Beds ⋅ 6 Baths ⋅ 10879944 MLS

Commanding the absolute best vantage point on Forsyth Park, this reimagined four-story Italianate row house defines turn-key legacy luxury in downtown Savannah. Spanning 4,560 square feet, the iconic J.J. Dale Row House effortlessly bridges 19th-century architecture with an ultra-high-end urban lifestyle. Situated on Gaston Street, this property occupies not only a prestigious address but also one of the most iconically photographed, postcard-perfect historic blocks in all of Savannah. Uniquely positioned for maximum asset utility and wealth preservation, the estate comes with two of the city's rarest, most restricted grandfathered assets: a non-owner-occupied Short-Term Vacation Rental (STVR) permit and a commercial garden-level permit. The main entrance opens to an entertainment-ready parlor level, where soaring 11-foot ceilings and original heart pine floors anchor a fluid, open-concept double parlor designed for grand-scale hosting. Working pocket doors lead to a formal dining room and a bespoke culinary kitchen, which flows out to a private veranda for seamless indoor-outdoor galas. The entire third level is a dedicated primary sanctuary-a full-floor retreat featuring a central media lounge, custom wardrobes, and dual "his and hers" en-suite bathrooms. Just above, the top floor hosts two oversized guest suites, a full bath, and a historic trunk room ready for transformation into a private fitness studio, wellness sanctuary, or creative space. Providing incredible multi-generational flexibility, the income-producing garden suite is a stylish, self-contained lower level with its own bedroom, full bath, and kitchen. It offers proven commercial viability or can be effortlessly reclaimed as a private home theater, wellness spa, or extended family quarters. Out back, a sleek, walled courtyard creates a lush, ultra-private garden oasis connecting the main residence to a detached garage and workshop. Above, a private studio loft offers the perfect footprint for an executive home office, guest house, or high-yield rental. This is a rare architectural statement piece and a generational asset on one of Savannah's most coveted residential blocks.

108 E Gaston Street, Savannah

Listing courtesy of Keller Williams Realty Coastal.

$1,025,000

Timeless Southern Charm Meets Resort-Style Living in Historic Madison! Located in Madison's charming Historic District, this beautifully maintained 1957 cottage offers the rare combination of downtown walkability, exceptional privacy, and resort-style living on a spacious 0.96-acre lot. Just a sidewalk stroll from downtown shops, restaurants, and the historic town square, this property captures everything that makes Madison so special. Offering 3,338 square feet of combined space across the main residence and additional heated and cooled areas, the home features three bedrooms, three full bathrooms, including two ensuites, distinctive interiors, rich architectural details, and a cozy gas fireplace. The true highlight is the private backyard retreat, featuring a heated saltwater pool for year-round enjoyment, expansive entertaining areas, and a tucked-away fire pit. A heated and cooled pool house with a half bath and a separate climate-controlled office provide additional flexibility. Two screened porches embrace Southern living, one overlooking the pool and backyard from the primary suite and another facing the front lawn and Main Street. A two-car garage and gated driveway offer parking for up to six vehicles. With mature landscaping, thoughtfully designed spaces, and remarkable privacy despite its Main Street location, this property delivers the best of both worlds: a peaceful retreat just steps from the heart of downtown Madison.

3 Beds ⋅ 4 Baths ⋅ 10873178 MLS

Timeless Southern Charm Meets Resort-Style Living in Historic Madison! Located in Madison's charming Historic District, this beautifully maintained 1957 cottage offers the rare combination of downtown walkability, exceptional privacy, and resort-style living on a spacious 0.96-acre lot. Just a sidewalk stroll from downtown shops, restaurants, and the historic town square, this property captures everything that makes Madison so special. Offering 3,338 square feet of combined space across the main residence and additional heated and cooled areas, the home features three bedrooms, three full bathrooms, including two ensuites, distinctive interiors, rich architectural details, and a cozy gas fireplace. The true highlight is the private backyard retreat, featuring a heated saltwater pool for year-round enjoyment, expansive entertaining areas, and a tucked-away fire pit. A heated and cooled pool house with a half bath and a separate climate-controlled office provide additional flexibility. Two screened porches embrace Southern living, one overlooking the pool and backyard from the primary suite and another facing the front lawn and Main Street. A two-car garage and gated driveway offer parking for up to six vehicles. With mature landscaping, thoughtfully designed spaces, and remarkable privacy despite its Main Street location, this property delivers the best of both worlds: a peaceful retreat just steps from the heart of downtown Madison.

1069 Eatonton Road, Madison

Listing courtesy of Keller Williams Lake Oconee.

$1,975,000

A Madison landmark with a story to tell, Magnolia House stands proudly at 356 South Main Street. The home took its present Queen Anne form in 1898 and incorporates portions dating to the 1830s and 1850s. Its distinctive facade, welcoming porches, decorative shingles, and patterned stucco frieze make an unforgettable first impression. Inside, a wide central hall leads to gracious formal rooms rich with historic detail. The parlor features a restored coal-burning fireplace, while stained glass, original pocket doors, and a graceful staircase speak to the home's craftsmanship. Updated living spaces bring comfort to this remarkable setting, and a guest house adds another dimension to the property. Magnolia House offers the rare chance to become the next steward of one of Madison's most recognizable historic homes, moments from the charm of downtown.

5 Beds ⋅ 5 Baths ⋅ 10853075 MLS

A Madison landmark with a story to tell, Magnolia House stands proudly at 356 South Main Street. The home took its present Queen Anne form in 1898 and incorporates portions dating to the 1830s and 1850s. Its distinctive facade, welcoming porches, decorative shingles, and patterned stucco frieze make an unforgettable first impression. Inside, a wide central hall leads to gracious formal rooms rich with historic detail. The parlor features a restored coal-burning fireplace, while stained glass, original pocket doors, and a graceful staircase speak to the home's craftsmanship. Updated living spaces bring comfort to this remarkable setting, and a guest house adds another dimension to the property. Magnolia House offers the rare chance to become the next steward of one of Madison's most recognizable historic homes, moments from the charm of downtown.

356 S Main Street, Madison

Listing courtesy of Keller Williams Lake Oconee.

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