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$5,000,000

Some properties are defined by the house that sits on them. Others are defined by the land itself...by history, landscape and a sense of beauty that simply cannot be created. This is such a place. Owned and farmed by the same family for 200 years, this remarkable 16 Acre piece sitting on the Hammonassett River is the last piece of the original farm to be sold. With over 1500 ft. bordering the river, the property unfolds across open hay fields, tidal marshes and expansive river views. The landscape changes with the seasons and the light, grasses moving with the wind and water reflecting the ever changing sky...a landscape that is both bucolic and breathtaking. This is an exceptional setting for a distinctive country residence, a private retreat or a place to enjoy a quieter chapter of life. An existing, well appointed, three bedroom ranch home sits on the property and enjoys the same remarkable views. Comfortable as it stands, the home could ultimately serve as a guest house, artist's studio or private office. The property offers the potential for more than one lot, but with generations of family ownership, the sellers have hopes to see the land remain intact, so no soil testing has been undertaken for subdivision. A survey is available and buyers considering additional development should conduct their own due diligence. After two centuries in the same family, this is a rare opportunity to become the next steward of an extraordinary Connecticut landscape.

3 Beds ⋅ 3 Baths ⋅ 24192754 MLS

Some properties are defined by the house that sits on them. Others are defined by the land itself...by history, landscape and a sense of beauty that simply cannot be created. This is such a place. Owned and farmed by the same family for 200 years, this remarkable 16 Acre piece sitting on the Hammonassett River is the last piece of the original farm to be sold. With over 1500 ft. bordering the river, the property unfolds across open hay fields, tidal marshes and expansive river views. The landscape changes with the seasons and the light, grasses moving with the wind and water reflecting the ever changing sky...a landscape that is both bucolic and breathtaking. This is an exceptional setting for a distinctive country residence, a private retreat or a place to enjoy a quieter chapter of life. An existing, well appointed, three bedroom ranch home sits on the property and enjoys the same remarkable views. Comfortable as it stands, the home could ultimately serve as a guest house, artist's studio or private office. The property offers the potential for more than one lot, but with generations of family ownership, the sellers have hopes to see the land remain intact, so no soil testing has been undertaken for subdivision. A survey is available and buyers considering additional development should conduct their own due diligence. After two centuries in the same family, this is a rare opportunity to become the next steward of an extraordinary Connecticut landscape.

118 River Rd, Madison

$3,495,000

Exceptionally located less than a tenth of a mile from both the town green and beaches - with your own private beach access - this stunning residence sits on 1.57 secluded acres and has been completely re-imagined with uncompromising attention to detail and the finest materials. The home offers 16 thoughtfully designed rooms. Sun filled interiors feature over sized windows and expansive sight lines, anchored by a massive family room and a top of the line chef's kitchen. The lower level is a true walkout guest suite with additional living space plus a separate garage apartment for overnight guests. Outside amenities evoke a private resort: a gunite pool, extensive stone patios, two fully equipped outdoor kitchens, and a charming grassy area framed by mature landscaping for complete privacy. This is a rare coastal estate that blends modern, high end finishes with relaxed, year round seaside living. Practical luxury continues with a three car garage, circular driveway, and generous storage. This is truly a must see, and all reasonable offers will be entertained.

5 Beds ⋅ 6 Baths ⋅ 24166497 MLS

Exceptionally located less than a tenth of a mile from both the town green and beaches - with your own private beach access - this stunning residence sits on 1.57 secluded acres and has been completely re-imagined with uncompromising attention to detail and the finest materials. The home offers 16 thoughtfully designed rooms. Sun filled interiors feature over sized windows and expansive sight lines, anchored by a massive family room and a top of the line chef's kitchen. The lower level is a true walkout guest suite with additional living space plus a separate garage apartment for overnight guests. Outside amenities evoke a private resort: a gunite pool, extensive stone patios, two fully equipped outdoor kitchens, and a charming grassy area framed by mature landscaping for complete privacy. This is a rare coastal estate that blends modern, high end finishes with relaxed, year round seaside living. Practical luxury continues with a three car garage, circular driveway, and generous storage. This is truly a must see, and all reasonable offers will be entertained.

45 Island Ave, Madison

$3,200,000

Experience coastal Madison living with beach rights in this to be built 5-bedroom, 3.5-bathroom home featuring 4,937 square feet of high-end craftsmanship. Designed with an airy, open layout, the main level boasts 9'+ ceilings, Red Oak hardwood floors, and a chef's kitchen equipped with white Shaker cabinetry, quartz countertops, a butler's pantry, and premium Sub-Zero, Wolf, and Bosch appliances. Modern efficiency meets high design with 4-zone HVAC and tankless hot water. Upstairs, unwind in luxurious porcelain-tiled baths complete with Kohler fixtures, custom glass-door showers, and a soaking tub. Outside, enjoy a large main deck, covered front entry, landscaped grounds, and a spacious 3-car garage all just minutes from the shoreline, local schools, and downtown Madison.

5 Beds ⋅ 4 Baths ⋅ 24203132 MLS

Experience coastal Madison living with beach rights in this to be built 5-bedroom, 3.5-bathroom home featuring 4,937 square feet of high-end craftsmanship. Designed with an airy, open layout, the main level boasts 9'+ ceilings, Red Oak hardwood floors, and a chef's kitchen equipped with white Shaker cabinetry, quartz countertops, a butler's pantry, and premium Sub-Zero, Wolf, and Bosch appliances. Modern efficiency meets high design with 4-zone HVAC and tankless hot water. Upstairs, unwind in luxurious porcelain-tiled baths complete with Kohler fixtures, custom glass-door showers, and a soaking tub. Outside, enjoy a large main deck, covered front entry, landscaped grounds, and a spacious 3-car garage all just minutes from the shoreline, local schools, and downtown Madison.

22 Stone Rd, Madison

$3,000,000

RARE OPPORTUNITY in the highly sought-after Barberry Farms Association! With only 2 MLS sales since 2021, homes in this premier beach community seldom become available. Enjoy private access to a wonderfully wide & deep sandy beach that has storage bins & an area for kayaks & small sailboats to make life easier. BIG home, BIG rooms. Spanning 4,833 sq ft, this 10 room Colonial features hardwood floors throughout. Off the formal entry foyer sits a den/library w/ built-ins, ideal for a home office, & a formal living room centered by a wood-burning fireplace. The main level also boasts a formal dining room w/ a bow window, & a center island chef's kitchen w/ granite counters, double ovens & a real walk-in pantry. Adjacent to the kitchen, a natural light filled family room offers a gas fireplace, a bow window & sliders out to a broad bluestone patio for outdoor entertaining. Upstairs features cathedral ceilings, a vaulted game room, a large laundry room w/ utility sink that is super convenient, & 4 bedrooms, 3 w/ walk-in closets. Highlights include 2 ensuites! The primary retreat has a spacious bathroom with deluxe spa tub, oversized glass shower, long double vanity, even an English heated towel rack. Set on professionally landscaped grounds, the flat open backyard is ready for lawn games or a future pool. Features include 4 full/2 half baths, a full basement, 8-zone (!) natural gas heat, city water & a 3 car garage. Exceptional coastal living. Don't wait another 5 years!

4 Beds ⋅ 6 Baths ⋅ 24197827 MLS

RARE OPPORTUNITY in the highly sought-after Barberry Farms Association! With only 2 MLS sales since 2021, homes in this premier beach community seldom become available. Enjoy private access to a wonderfully wide & deep sandy beach that has storage bins & an area for kayaks & small sailboats to make life easier. BIG home, BIG rooms. Spanning 4,833 sq ft, this 10 room Colonial features hardwood floors throughout. Off the formal entry foyer sits a den/library w/ built-ins, ideal for a home office, & a formal living room centered by a wood-burning fireplace. The main level also boasts a formal dining room w/ a bow window, & a center island chef's kitchen w/ granite counters, double ovens & a real walk-in pantry. Adjacent to the kitchen, a natural light filled family room offers a gas fireplace, a bow window & sliders out to a broad bluestone patio for outdoor entertaining. Upstairs features cathedral ceilings, a vaulted game room, a large laundry room w/ utility sink that is super convenient, & 4 bedrooms, 3 w/ walk-in closets. Highlights include 2 ensuites! The primary retreat has a spacious bathroom with deluxe spa tub, oversized glass shower, long double vanity, even an English heated towel rack. Set on professionally landscaped grounds, the flat open backyard is ready for lawn games or a future pool. Features include 4 full/2 half baths, a full basement, 8-zone (!) natural gas heat, city water & a 3 car garage. Exceptional coastal living. Don't wait another 5 years!

17 Barberry Ln, Madison

$2,500,000

A rare opportunity to own three income-producing properties in the charming heart of Madison, Florida — a peaceful, historic town known for its southern hospitality and small-town growth. This portfolio includes 649 W Base St, 643 W Base St, and 912 SW Pinckney St, offering a total of three individual properties, each with its own character and potential. All units are conveniently located within minutes of downtown Madison, schools, shops, and dining — yet set on spacious lots that offer privacy, mature landscaping, and room to expand. Together, the properties total over an acre of land, providing investors or multi-family owners the ideal blend of comfort and long-term appreciation. Each unit features independent entrances, separate utilities, and functional layouts, giving you the freedom to rent for maximum cash flow, transform them into a charming short-term rental portfolio or Build a new Construction. Whether you’re a first-time investor, Builder, experienced landlord, or visionary seeking passive income in a quiet North Florida community, this trio offers an exceptional cap rate opportunity in a market with steady rental demand and limited multi-unit inventory. Nestled near major routes like Base Street (US-90) and just a short drive from I-10, these properties combine convenience, flexibility, and growth potential. With their solid structures, walkable location, and multiple income streams, this is the kind of deal that rarely comes around in Madison County- Three Properties, One opportunity, Endless potential.

C7516446 MLS

A rare opportunity to own three income-producing properties in the charming heart of Madison, Florida — a peaceful, historic town known for its southern hospitality and small-town growth. This portfolio includes 649 W Base St, 643 W Base St, and 912 SW Pinckney St, offering a total of three individual properties, each with its own character and potential. All units are conveniently located within minutes of downtown Madison, schools, shops, and dining — yet set on spacious lots that offer privacy, mature landscaping, and room to expand. Together, the properties total over an acre of land, providing investors or multi-family owners the ideal blend of comfort and long-term appreciation. Each unit features independent entrances, separate utilities, and functional layouts, giving you the freedom to rent for maximum cash flow, transform them into a charming short-term rental portfolio or Build a new Construction. Whether you’re a first-time investor, Builder, experienced landlord, or visionary seeking passive income in a quiet North Florida community, this trio offers an exceptional cap rate opportunity in a market with steady rental demand and limited multi-unit inventory. Nestled near major routes like Base Street (US-90) and just a short drive from I-10, these properties combine convenience, flexibility, and growth potential. With their solid structures, walkable location, and multiple income streams, this is the kind of deal that rarely comes around in Madison County- Three Properties, One opportunity, Endless potential.

649 W Base Street, Madison

$2,500,000

Commercial Real Estate Investors take notice! Discover an exceptional investment opportunity with this newly remodeled mixed-use commercial property, ideally situated on 1.91 acres along the bustling Boston Post Road in Madison, CT. Boasting an impressive 597 sq/ft of road frontage, this prime location ensures high visibility and accessibility. Currently, the property is 90% rented and the mixed-use building includes, 9 One Bedroom Motel Rooms, 1 fully equipped apartment with full kitchen, living/dinning room and one bedroom with 1.5 baths. Additionally this building offers 4 office and 4 retail spaces. Owners have recently replaced entire roof, electric, and remodeled most rooms. With 1.91 acres of versatile land, there is ample opportunity to expand the current motel operations or explore new ventures. Whether you envision additional lodging facilities, retail expansions, or innovative commercial enterprises, this property provides the foundation for unlimited potential. Do not miss this unique opportunity to enhance your portfolio.

17 Baths ⋅ 24035715 MLS

Commercial Real Estate Investors take notice! Discover an exceptional investment opportunity with this newly remodeled mixed-use commercial property, ideally situated on 1.91 acres along the bustling Boston Post Road in Madison, CT. Boasting an impressive 597 sq/ft of road frontage, this prime location ensures high visibility and accessibility. Currently, the property is 90% rented and the mixed-use building includes, 9 One Bedroom Motel Rooms, 1 fully equipped apartment with full kitchen, living/dinning room and one bedroom with 1.5 baths. Additionally this building offers 4 office and 4 retail spaces. Owners have recently replaced entire roof, electric, and remodeled most rooms. With 1.91 acres of versatile land, there is ample opportunity to expand the current motel operations or explore new ventures. Whether you envision additional lodging facilities, retail expansions, or innovative commercial enterprises, this property provides the foundation for unlimited potential. Do not miss this unique opportunity to enhance your portfolio.

60 Boston Post Rd, Madison

Dave Jones Realty llc

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