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$365,000
3 Beds 4 Baths A4703557 MLS
Diamond in the Rough! Incredible home situated on a secluded 1.65-acre property surrounded by expansive views of nature, peace, and quiet. If you're looking for privacy, space, and an opportunity to create something special, this property has tremendous potential. The home offers generous living space with a flexible floor plan, hardwood flooring, a wood-burning fireplace, and plenty of natural light. Outside, the property truly stands apart with mature surroundings, an in-ground pool, and plenty of room to enjoy the peaceful setting. The property needs some work and is being offered As-Is, providing a great opportunity for a buyer to add their own personal touches and make it their own. Enjoy country-style privacy while still being within convenient reach of Madison and area amenities. Bring your vision—this is a property with space, privacy, and possibilities that are hard to find.

423 Sw Alderene Park Way, Madison

$350,000
24033986 MLS
Build your dream home in the upscale shoreline community of Madison CT! Featured in Yankee Magazine as "Best Beach Towns" in Connecticut and not many land opportunities like this. Centrally located this approved lot is a very large 2.05 acre lot that is level, wooded, and private in a well established upscale neighborhood ONLY 1.2 miles from downtown and approximately 2 miles from Hammonasset State Park. Madison has so much to offer with distinguished beaches, a charming and pedestrian friendly downtown appealing to many tastes and interests including a cinema, award-winning bookstore, coffee shops, restaurants and boutiques. This is shoreline living with small town charm and urban sophistication. This lot also has a sister lot (1.20 acres) adjoining it listed as MLS #24033994.

92 Scotland Rd Unit Lot. 3, Madison

$349,900
2 Beds 1 Baths 24197097 MLS
Nestled in picturesque Madison, Connecticut, this cottage is your private sanctuary, tucked away from the city's hustle and bustle. Enjoy serene surroundings, lush trees, and the beauty of nature. Blissful Outdoor Living: Step outside to savor the fresh country air in your spacious yard. Perfect for gardening, outdoor dining, or lounging in the sun. The loft is a versatile space - use it as a bedroom, home office, art studio, or peaceful reading nook. This cottage offers comfortable living without unnecessary fuss. This home has its own drilled well and septic system, which was installed in 2008, the heating system is nearly new as well. Madison combines countryside tranquility with seaside charm, including several public beaches and a private beach club. A short drive from New York City, it's an ideal escape for city dwellers. Explore local boutiques, dine at exquisite restaurants, or unwind by strolling along the picturesque coastline. Don't miss this opportunity to make this sweet cottage your own country escape, whether for weekends or permanent residence. Embrace the charm, privacy, and simplicity of country living while staying close to New York City. Schedule a viewing today and experience the magic of this Madison cottage. Your country escape awaits - seize the moment and start living the life you've dreamed of!

66 Wildcat Rd, Madison

$335,000
2 Beds 1 Baths 24195214 MLS
Highly sought after and rarely available-until now! 89-2 Cottage Road is the seasonal Madison cottage you'll want to run toward. Proudly part of the historic Little Colony community settled by veterans just after World War II, this lovely abode offers two bedrooms and a thoughtfully renovated full bath. The heart of the home is a generous, open-concept living space featuring a beautifully updated kitchen with granite countertops and a center island with a waterfall edge. Outfitted with newer appliances, new flooring throughout, and professional landscaping outside, each upgrade was carefully chosen to cultivate a beautiful yet serene space-easy to maintain, even easier to enjoy! Plus, the fully screened-in porch means there is plenty of space for gathering family and friends at the shoreline. Unlike many original cottages in the area, 89-2 was constructed with the integrity of a small home, featuring a full basement and crawl space for storage, insulation, and an oil heating system. Its larger size allows for conveniences uncommon in seasonal living, including a dishwasher and an in-home washer and dryer. Located within a short distance to Hammonasset, Madison town beaches, and town center, this is more than just a home-it is a gateway to a vibrant shoreline lifestyle. Seize this rare opportunity to own a piece of Madison history in a highly sought after community and come see for yourself why 89-2 Cottage Road is the ideal haven for making lifelong summer memories

89-2 Cottage Rd, Madison

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