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$2,500,000
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
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
$2,295,000
4 Beds ⋅ 6 Baths ⋅ 24147939 MLS
Built by a highly regarded shoreline builder known for uncompromising attention to detail, this residence is designed for buyers who appreciate elevated finishes, enduring quality, and effortless livability. The home features an open floor plan with white oak hardwood floors, 9-foot ceilings, custom millwork, and oversized Pella windows throughout. A stunning bluestone entry leads to an elegant interior anchored by an eat-in kitchen with a 5' x 7.5' quartz island, Sub-Zero refrigeration, a six-burner Wolf gas range, double wall ovens, farmhouse sink, and wet bar with wine chiller and refrigerator drawers. The living room offers coffered ceilings, a stone-surround gas fireplace, and sliding doors to a partially covered bluestone patio, creating seamless indoor-outdoor living. The primary suite is a private retreat with a spa-inspired bath featuring a soaking tub, oversized rain shower, dual vanities, and a walk-in closet. Three additional bedrooms each include en-suite baths, complemented by a bonus room with cathedral ceilings and full bath. Additional highlights include a private office, formal dining room, custom pantry and mudroom, set up for a generator, and a well-appointed laundry room.

23 Sheep Pasture Rd, Madison
$2,250,000
5 Beds ⋅ 5 Baths ⋅ 24145947 MLS
Less than one mile from downtown Madison, this new construction home offers refined living with white oak floors, custom millwork, coffered ceilings, and abundant natural light throughout. The main level features 9-foot ceilings, a dramatic floor-to-ceiling gas stone fireplace with built-ins, a chef's kitchen with Sub-Zero and Wolf appliances, double ovens, pot filler, wet bar with wine chiller, walk-in pantry, first-floor laundry, private office, and a luxurious primary suite with soaking tub, oversized rain shower, double vanity, custom walk-in closet, and floor-to-ceiling tile. Upstairs includes four bedrooms and three full baths, walk-in closets, and a bonus room with floor-to-ceiling nickel gap and oversized French doors leading to your new home gym. Additional highlights include central vacuum system, elevated covered patio, and a high-ceiling basement (9 ft) ready for finishing.

92 Scotland Ave, Madison
$2,190,000
5 Beds ⋅ 3 Baths ⋅ 24191331 MLS
COME EXPERIENCE THIS ONE-OF-A-KIND, FULLY RENOVATED MADISON HOME ON A RARE DOUBLE LOT WITH PRIVATE BEACH RIGHTS! Just 300 feet from the sandy shoreline, this exceptional home has been completely reimagined from a traditional raised ranch into a stunning elevated ranch with a bright, open-concept floor plan designed for modern living and effortless entertaining. Every detail has been thoughtfully curated to blend contemporary elegance with coastal charm. The main level features a spectacular chef's kitchen anchored by a nearly 10-foot white quartz island, premium appliances, and exceptional finishes. Two driveways provide ample parking, while two sets of washers and dryers offer added convenience. Multiple living spaces are bathed in natural light, including a breathtaking sunroom with brand-new oversized Marvin picture windows framing serene views toward Long Island Sound. A spacious hallway leads to a beautifully renovated full bath, a conveniently located laundry area, and the luxurious primary suite. Originally two bedrooms, this private retreat now offers a remarkable 9' x 12' walk-in closet and a spa-inspired ensuite featuring a double vanity, dual rain showers, and built-in shower benches. The finished lower level includes three generously sized bedrooms, a beautifully renovated full bath with a double vanity, a second brand-new washer and dryer, and an expansive family room, providing flexible space for guests, recreation, or relaxing after a day at the beach!

15 Highland Ter, Madison

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