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Historic Grandeur Meets Modern Luxury in the Heart of Madison, The Oak House, Circa 1897 A rare offering in Madison's Historic District, The Oak House stands as a crown jewel of Southern architecture. Originally built in 1897 and honored with a Georgia Trust Award for Historic Preservation, this New South Neoclassical Revival estate sits prominently at the corner of Walton Street and Dixie Avenue, surrounded by formal boxwood gardens, mature trees, and a gated circular drive. Painstakingly restored and expanded with period-sensitive additions beginning in 1992, the home seamlessly blends historic detail with luxurious modern living. Grand yet welcoming, the interior showcases curved doorways, intricate fireplace mantels, and a soaring three-story foyer with a dramatic oak-carved staircase beneath stained-glass skylights. Entertain with ease in the formal double parlors, wet bar, and banquet-sized dining room that seats over 20. The richly appointed smoking room features a coffered ceiling, wood paneling, and built-in bookcases, while the sunroom, den, and spacious side porch offer a range of relaxing retreats. The chef's kitchen boasts an eat-in area, butler's pantry, and direct access to multiple dining and gathering spaces, including covered back decks on both levels. An elevator provides easy access to all floors. The luxurious primary suite is its own private retreat, complete with his-and-hers custom walk-in closets, dual bathrooms, a private exercise room, and access to the upper-level porch. Additional features include: Home office, basement level with wine cellar, gym, two half baths, walk-in cooler, laundry facilities, utility room, and two garage bays, a 1950 square feet guest house with 2 bedrooms, 2 full baths, and 1 half bath, private pool surrounded by lush landscaping, 3-car detached garage, greenhouse for gardeners and hobbyists and a unique train room in the finished attic-ideal for collectors or creatives. This one-of-a-kind estate offers the perfect fusion of historic charm and modern luxury, all just steps from Madison's beloved downtown. A timeless Southern masterpiece, The Oak House is a home of unparalleled character, elegance, and legacy. Conditional Use Permit approval for Bed and Breakfast in place through September 2027. All information deemed reliable, but not guaranteed. Buyer should verify during due diligence.

6 Beds ⋅ 10 Baths ⋅ 10871995 MLS

Historic Grandeur Meets Modern Luxury in the Heart of Madison, The Oak House, Circa 1897 A rare offering in Madison's Historic District, The Oak House stands as a crown jewel of Southern architecture. Originally built in 1897 and honored with a Georgia Trust Award for Historic Preservation, this New South Neoclassical Revival estate sits prominently at the corner of Walton Street and Dixie Avenue, surrounded by formal boxwood gardens, mature trees, and a gated circular drive. Painstakingly restored and expanded with period-sensitive additions beginning in 1992, the home seamlessly blends historic detail with luxurious modern living. Grand yet welcoming, the interior showcases curved doorways, intricate fireplace mantels, and a soaring three-story foyer with a dramatic oak-carved staircase beneath stained-glass skylights. Entertain with ease in the formal double parlors, wet bar, and banquet-sized dining room that seats over 20. The richly appointed smoking room features a coffered ceiling, wood paneling, and built-in bookcases, while the sunroom, den, and spacious side porch offer a range of relaxing retreats. The chef's kitchen boasts an eat-in area, butler's pantry, and direct access to multiple dining and gathering spaces, including covered back decks on both levels. An elevator provides easy access to all floors. The luxurious primary suite is its own private retreat, complete with his-and-hers custom walk-in closets, dual bathrooms, a private exercise room, and access to the upper-level porch. Additional features include: Home office, basement level with wine cellar, gym, two half baths, walk-in cooler, laundry facilities, utility room, and two garage bays, a 1950 square feet guest house with 2 bedrooms, 2 full baths, and 1 half bath, private pool surrounded by lush landscaping, 3-car detached garage, greenhouse for gardeners and hobbyists and a unique train room in the finished attic-ideal for collectors or creatives. This one-of-a-kind estate offers the perfect fusion of historic charm and modern luxury, all just steps from Madison's beloved downtown. A timeless Southern masterpiece, The Oak House is a home of unparalleled character, elegance, and legacy. Conditional Use Permit approval for Bed and Breakfast in place through September 2027. All information deemed reliable, but not guaranteed. Buyer should verify during due diligence.

617 Dixie Avenue, Madison

Listing courtesy of Madison Realty.

$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.

$1,275,000

This enchanting move-in ready home feels like something out of a storybook. The large front porch invites you to slow down with a cup of coffee before wandering into town for brunch at The Dining Room or Ricardo's Kouzzina, or a quick bite at Town 220. A whole-house generator and numerous thoughtful upgrades make this home as practical as it is charming. Inside, beautiful details await around every corner. Rich wood floors flow throughout, complemented by wood-slatted ceilings and four gas fireplaces that create a warm, inviting atmosphere. Built-in bookcases line the central hallway, while custom cabinetry and cupboards provide character and storage throughout the downstairs. Classic chandeliers and new wall finishes add an elegant, fresh touch. The kitchen is made for gathering, featuring custom cabinetry, a generous island, and high-end appliances from Sub-Zero, Viking, Fisher+Paykel, and Thermador. A Kohler water filtration system and built-in icemaker add thoughtful convenience. The bathrooms continue the attention to detail with fixtures from Waterworks, Toto, Victoria+Albert, and Kohler. The primary suite feels like an escape, with an ensuite bath featuring heated marble floors and a smart toilet, along with a cedar closet. Upstairs, a built-in desk and storage create a cozy spot for work or study, along with a newly installed upstairs heater for added comfort. The outdoor spaces are just as special. A screened porch overlooks the back garden, offering the perfect spot for lingering conversations as the day winds down. Just beyond it, a brick dining and grilling patio sets the scene for dinners under the stars. The backyard is filled with its own little treasures, including a vegetable growing area, beautiful fig trees, blooming wisteria, and a quaint tool shed. The spacious two-car garage adds another layer of flexibility, featuring a large workspace with a sink, worktables, and a half bath. Above it, a private guest suite with a full bath offers a wonderful space for visitors, a creative studio, home office, or potential rental opportunity. Tucked just moments from downtown Madison, this is more than a beautiful house-it is a place that invites you to linger a little longer. Morning coffee on the porch, evenings by the fire, dinners in the garden, and leisurely walks into town all become part of the rhythm of life here. Full of character, thoughtful updates, and timeless charm, this is the kind of home where new memories seem to write themselves.

4 Beds ⋅ 5 Baths ⋅ 10838959 MLS

This enchanting move-in ready home feels like something out of a storybook. The large front porch invites you to slow down with a cup of coffee before wandering into town for brunch at The Dining Room or Ricardo's Kouzzina, or a quick bite at Town 220. A whole-house generator and numerous thoughtful upgrades make this home as practical as it is charming. Inside, beautiful details await around every corner. Rich wood floors flow throughout, complemented by wood-slatted ceilings and four gas fireplaces that create a warm, inviting atmosphere. Built-in bookcases line the central hallway, while custom cabinetry and cupboards provide character and storage throughout the downstairs. Classic chandeliers and new wall finishes add an elegant, fresh touch. The kitchen is made for gathering, featuring custom cabinetry, a generous island, and high-end appliances from Sub-Zero, Viking, Fisher+Paykel, and Thermador. A Kohler water filtration system and built-in icemaker add thoughtful convenience. The bathrooms continue the attention to detail with fixtures from Waterworks, Toto, Victoria+Albert, and Kohler. The primary suite feels like an escape, with an ensuite bath featuring heated marble floors and a smart toilet, along with a cedar closet. Upstairs, a built-in desk and storage create a cozy spot for work or study, along with a newly installed upstairs heater for added comfort. The outdoor spaces are just as special. A screened porch overlooks the back garden, offering the perfect spot for lingering conversations as the day winds down. Just beyond it, a brick dining and grilling patio sets the scene for dinners under the stars. The backyard is filled with its own little treasures, including a vegetable growing area, beautiful fig trees, blooming wisteria, and a quaint tool shed. The spacious two-car garage adds another layer of flexibility, featuring a large workspace with a sink, worktables, and a half bath. Above it, a private guest suite with a full bath offers a wonderful space for visitors, a creative studio, home office, or potential rental opportunity. Tucked just moments from downtown Madison, this is more than a beautiful house-it is a place that invites you to linger a little longer. Morning coffee on the porch, evenings by the fire, dinners in the garden, and leisurely walks into town all become part of the rhythm of life here. Full of character, thoughtful updates, and timeless charm, this is the kind of home where new memories seem to write themselves.

358 Pine Street, Madison

Listing courtesy of Keller Williams Lake Oconee.

$1,250,000

Set in Madison's beloved Historic District, this custom Greek Revival cottage brings together timeless architectural character and the comforts of modern living. Thoughtfully designed with a spacious, versatile floor plan, the 3-bedroom, 3-bath home offers plenty of room to settle in, entertain, and enjoy everyday life. Inside, the main level welcomes you with a charming parlor and a separate formal dining room accented by built-in glass shelving, creating a beautiful space to display treasured pieces. The kitchen is both stylish and functional, featuring a large island, double wall ovens, and a gas range, while opening directly to the comfortable living area. The main floor also offers a spacious primary suite with a private bath, along with an additional bedroom and full bathroom. Upstairs, you'll find a private retreat complete with a bedroom, full bathroom, and flexible living space that could easily serve as a home office, sitting area, or guest suite. A walk-in attic provides excellent storage, while the screened back porch offers an inviting spot to enjoy the outdoors throughout the year. The 2-car garage adds even more convenience with abundant storage space. Spray foam insulation and numerous thoughtful upgrades throughout the home provide added energy efficiency, comfort, and peace of mind. Beyond the home, enjoy all that makes Madison such a special place to live. From beautiful historic architecture and local restaurants to community events, shopping, and a lively social and cultural scene, there is always something to enjoy close to home. With convenient access to Atlanta, Athens, Augusta, and Lake Oconee, Madison offers small-town charm without feeling far from it all. Recognized by Time Magazine's World's Greatest Places, Southern Living's Prettiest Towns in Georgia, and Country Living's The Country's Best Small Towns 2025, Madison continues to capture attention-and this home places you right in the heart of it.

3 Beds ⋅ 3 Baths ⋅ 10856523 MLS

Set in Madison's beloved Historic District, this custom Greek Revival cottage brings together timeless architectural character and the comforts of modern living. Thoughtfully designed with a spacious, versatile floor plan, the 3-bedroom, 3-bath home offers plenty of room to settle in, entertain, and enjoy everyday life. Inside, the main level welcomes you with a charming parlor and a separate formal dining room accented by built-in glass shelving, creating a beautiful space to display treasured pieces. The kitchen is both stylish and functional, featuring a large island, double wall ovens, and a gas range, while opening directly to the comfortable living area. The main floor also offers a spacious primary suite with a private bath, along with an additional bedroom and full bathroom. Upstairs, you'll find a private retreat complete with a bedroom, full bathroom, and flexible living space that could easily serve as a home office, sitting area, or guest suite. A walk-in attic provides excellent storage, while the screened back porch offers an inviting spot to enjoy the outdoors throughout the year. The 2-car garage adds even more convenience with abundant storage space. Spray foam insulation and numerous thoughtful upgrades throughout the home provide added energy efficiency, comfort, and peace of mind. Beyond the home, enjoy all that makes Madison such a special place to live. From beautiful historic architecture and local restaurants to community events, shopping, and a lively social and cultural scene, there is always something to enjoy close to home. With convenient access to Atlanta, Athens, Augusta, and Lake Oconee, Madison offers small-town charm without feeling far from it all. Recognized by Time Magazine's World's Greatest Places, Southern Living's Prettiest Towns in Georgia, and Country Living's The Country's Best Small Towns 2025, Madison continues to capture attention-and this home places you right in the heart of it.

763 Hunter Street, Madison

Listing courtesy of Keller Williams Lake Oconee.

$698,000

Beautiful custom-built brick home located in the heart of Cleveland in the highly sought-after historic district on Centenary Ave NW. Built in 1912 on a generous 1.18-acre lot, this home is a genuine showcase of the Craftsman Era rarely found in new construction today: diamond window panes, picture molding, gorgeous original woodwork, built-in bookshelves, and two stunning fireplaces with their original mantels intact. Rich heart pine and oak hardwood floors run throughout both levels. Imagine sitting on your oversized 450-square-foot, shady front porch (with removable screens) in the evening, allowing time to slow down and enjoy the charm that is Centenary. A rare bonus: set back in the spacious yard is a 740 sq ft detached building. Car enthusiasts, collectors, and hobbyists will appreciate this exceptional two-car garage featuring a private half bath, separate storage room, and its own HVAC system. Whether used for showcasing vintage vehicles, creating a woodworking studio, a personal fitness center, or the possibility of converting it into separate living space with its own private entrance. The 12 ft cathedral ceiling and clerestory windows flood the space with natural light and elegant charm. This charming house is set on one of Cleveland's most captivating, tree-lined streets, just a short walk from the university. Homes on Centenary rarely last long.

3 Beds ⋅ 2 Baths ⋅ 3250399 MLS

Beautiful custom-built brick home located in the heart of Cleveland in the highly sought-after historic district on Centenary Ave NW. Built in 1912 on a generous 1.18-acre lot, this home is a genuine showcase of the Craftsman Era rarely found in new construction today: diamond window panes, picture molding, gorgeous original woodwork, built-in bookshelves, and two stunning fireplaces with their original mantels intact. Rich heart pine and oak hardwood floors run throughout both levels. Imagine sitting on your oversized 450-square-foot, shady front porch (with removable screens) in the evening, allowing time to slow down and enjoy the charm that is Centenary. A rare bonus: set back in the spacious yard is a 740 sq ft detached building. Car enthusiasts, collectors, and hobbyists will appreciate this exceptional two-car garage featuring a private half bath, separate storage room, and its own HVAC system. Whether used for showcasing vintage vehicles, creating a woodworking studio, a personal fitness center, or the possibility of converting it into separate living space with its own private entrance. The 12 ft cathedral ceiling and clerestory windows flood the space with natural light and elegant charm. This charming house is set on one of Cleveland's most captivating, tree-lined streets, just a short walk from the university. Homes on Centenary rarely last long.

463 Centenary Ave Nw, Cleveland

Listing courtesy of Bender Realty LLC.

$449,000

Ideally situated in the historic district of Madison, this charming 3-bedroom, 2- bath home is just moments from downtown and a walkable distance to Madison's shops and dining. Featuring a sought-after primary suite on the main level, this home invites you to slow down on the gracious front porch, perfect for morning coffee or evening cocktails. Designed for both comfort and connection, the spacious layout creates an inviting atmosphere for effortless entertaining. Property is directly across the street from Madison's Hill Park as an added amenity. Two lots included with the sale of the property (Parcel # M20061A & M20061B). Call Brian today with questions or to schedule a showing!

3 Beds ⋅ 3 Baths ⋅ 10867694 MLS

Ideally situated in the historic district of Madison, this charming 3-bedroom, 2- bath home is just moments from downtown and a walkable distance to Madison's shops and dining. Featuring a sought-after primary suite on the main level, this home invites you to slow down on the gracious front porch, perfect for morning coffee or evening cocktails. Designed for both comfort and connection, the spacious layout creates an inviting atmosphere for effortless entertaining. Property is directly across the street from Madison's Hill Park as an added amenity. Two lots included with the sale of the property (Parcel # M20061A & M20061B). Call Brian today with questions or to schedule a showing!

801 Park Lane, Madison

Listing courtesy of Market South Properties Inc..

$273,995

Nestled in the heart of the highly coveted Historic District, 112 Park Ave presents a rare opportunity to own a home that has never before been offered on the market. Blending timeless historic character with modern convenience, this charming residence offers an exceptional in-town lifestyle in one of the area's most desirable locations. Inside, original character and inviting warmth take center stage, with beautiful hardwood floors flowing through the formal living room and throughout much of the home. The thoughtfully designed galley kitchen combines classic appeal with everyday functionality, featuring granite countertops and stainless steel appliances. Spacious bedrooms filled with abundant natural light create a comfortable, airy retreat, while the home's welcoming layout makes it equally well suited for everyday living and entertaining. One of the home's standout features is the large, private deck, easily accessed from the elegant formal living room. Imagine starting the morning with a cup of coffee and the sounds of nature, enjoying birdwatching in your own private outdoor setting, or gathering with friends and family for an afternoon cookout. It is an inviting extension of the living space and an ideal place to enjoy the best of in-town living. Location is truly one of 112 Park Ave.'s greatest advantages. You're just moments from local shopping and dining, Georgia Southern University, and the highly anticipated Creek on the Blue Mile development-located only 0.08 miles away. With convenience at your doorstep and the character of the Historic District all around you, this property offers a lifestyle that is increasingly difficult to find. Whether you're searching for your first home, looking to expand your investment portfolio, or ready to embrace a simpler empty-nest lifestyle, 112 Park Ave offers exceptional versatility, charm, and location. Opportunities like this are rare-especially a home of this character coming to market for the very first time. Schedule your private tour today and discover why 112 Park Ave is the perfect place to call home.

3 Beds ⋅ 2 Baths ⋅ 10825664 MLS

Nestled in the heart of the highly coveted Historic District, 112 Park Ave presents a rare opportunity to own a home that has never before been offered on the market. Blending timeless historic character with modern convenience, this charming residence offers an exceptional in-town lifestyle in one of the area's most desirable locations. Inside, original character and inviting warmth take center stage, with beautiful hardwood floors flowing through the formal living room and throughout much of the home. The thoughtfully designed galley kitchen combines classic appeal with everyday functionality, featuring granite countertops and stainless steel appliances. Spacious bedrooms filled with abundant natural light create a comfortable, airy retreat, while the home's welcoming layout makes it equally well suited for everyday living and entertaining. One of the home's standout features is the large, private deck, easily accessed from the elegant formal living room. Imagine starting the morning with a cup of coffee and the sounds of nature, enjoying birdwatching in your own private outdoor setting, or gathering with friends and family for an afternoon cookout. It is an inviting extension of the living space and an ideal place to enjoy the best of in-town living. Location is truly one of 112 Park Ave.'s greatest advantages. You're just moments from local shopping and dining, Georgia Southern University, and the highly anticipated Creek on the Blue Mile development-located only 0.08 miles away. With convenience at your doorstep and the character of the Historic District all around you, this property offers a lifestyle that is increasingly difficult to find. Whether you're searching for your first home, looking to expand your investment portfolio, or ready to embrace a simpler empty-nest lifestyle, 112 Park Ave offers exceptional versatility, charm, and location. Opportunities like this are rare-especially a home of this character coming to market for the very first time. Schedule your private tour today and discover why 112 Park Ave is the perfect place to call home.

112 Park Avenue, Statesboro

Listing courtesy of RE/MAX Eagle Creek Realty.