3 Beds /
4 Baths
/ 5416 SqFt
Built in 2001, this expansive Custom Cape with its charming front covered porch offers a one-of-a-kind setting in North Madison, ideally located at the end of a cul-de-sac on 2.64 acres and surrounded by open space. The square footage offered is deceptive with 3988 sf (this …
4 Beds /
4 Baths
/ 4015 SqFt
PHOTOS COMING. Beautifully sited on a fabulous private lot in the highly sought-after Neck River Farms Neighborhood, this stunning Colonial offers over 4,000 square feet of exceptional living space with 4-5 bedrooms and 3.5 baths. A welcoming foyer showcases a handsome stair…
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Baths
/ SqFt
A RARE & VERSATILE REAL ESTATE OPPORTUNITY! For a limited time, discover this truly unique 2.42 acre corner parcel that perfectly balances natural beauty with massive investment potential. Featuring a picturesque mix of mature trees & diverse topography, the land offers a sl…
4 Beds /
3 Baths
/ 2807 SqFt
Nestled on sought-after Randi Drive, this beautifully maintained Colonial offers spacious living in a prime Madison location. The home features a formal living room and dining room, a large kitchen with a sunny breakfast area, and an oversized family room with a fireplace an…
2 Beds /
1 Baths
/ 1122 SqFt
Welcome to your own slice of the Connecticut shoreline. Ideally situated in a sought-after Madison beach community, this coastal retreat offers the shoreline lifestyle so many dream about. Enjoy a short stroll to the beach, water views, and the relaxed rhythm of coastal livi…
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/ SqFt
Rarely does a Legacy Property, with a "Shovel-Ready" vision, arrive with the hardest yards of coastal development already complete. East River Landing is a fully de-risked, 3.67-acre asset at the Madison/Guilford gateway, combining an extensive marina income opport…
5 Beds /
4 Baths
/ 3224 SqFt
Welcome to 238 Scotland Road, a rare 5-bedroom home with private in-law accommodations, pool, situated on nearly an acre of privacy. A lovingly cared-for home offering exceptional space, comfort, and versatility. Features include hardwood floors throughout, central air condi…
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/ SqFt
Fully approved and ready to go, this exceptional commercial lot is situated in the heart of vibrant downtown Madison. Boasting approvals for a 5,000 square foot building the property includes a brand-new septic system, 13 designated parking spaces with additional parking opt…
3 Beds /
2 Baths
/ 2248 SqFt
602 Durham Road delivers the lifestyle living by the shoreline is known for, starting the moment you pull into the circular driveway. The covered front porch sets the tone, but the backyard is the headline: a resort-caliber outdoor environment anchored by an in-ground pool, …
2 Beds /
2 Baths
/ 1644 SqFt
Spectacular and elegant 2 bedroom free standing ranch with living room, kitchen, family room/office, dining room, 2 bedrooms, 2 baths and a garage. The kitchen is a show stopper with designer touches, high end appliances, white cabinets some with glass, granite counters, des…
2 Beds /
3 Baths
/ 2135 SqFt
This lovely property is more than a home –it’s a lifestyle. Tucked into one of Madison’s most sought-after communities at Windermere East, you’ll feel at home the moment you enter the front door. The bright, open floor plan provides casual, coastline living at its best. The…
2 Beds /
2 Baths
/ 2560 SqFt
Nestled in the highly sought-after Windermere East community, this rare free-standing condo offers the perfect blend of privacy, comfort, and coastal charm in beautiful Madison. Enjoy serene river views and a peaceful setting just moments from the shoreline. This well-mainta…
2 Beds /
2 Baths
/ 1360 SqFt
Detached stand-alone Ranch home in sought after Kensington Acres South has been beautifully maintained and shows pride of ownership throughout. Enjoy single floor living in your 2 bedroom, 2 bath home which features granite countertops in kitchen & baths, hardwood floors, li…
2 Beds /
2 Baths
/ 1476 SqFt
Welcome to highly desirable Windermere East. Windermere is nestled in a private picture perfect setting along the Madison Shoreline. 4 Currycross Road is a charming free standing home with 2 spacious bedrooms, a pretty backyard, and one detached garage just steps to your fro…
2 Beds /
3 Baths
/ 1853 SqFt
Welcome to this 1,853 sq. ft. townhouse in desirable Windermere. A five-minute drive will take you to the center of town, where one will find a variety of specialty stores, as well as the famous local bookstore, where a leisurely lunch can be enjoyed in its cafe. The Library…
2 Beds /
3 Baths
/ 1434 SqFt
Welcome home to 17 Yankee Glen Drive, a beautifully maintained and thoughtfully updated free standing townhouse nestled in the highly desirable Madison Center neighborhood. Spanning 1,434 square feet of bright, inviting living space, this 2-bedroom, 2.5-bathroom gem is the p…
3 Beds /
2 Baths
/ 1424 SqFt
Seller to provide $5,000 credit towards closing and incidentals. Set on nearly a full acre, this completely reimagined ranch is the kind of home that rarely comes along, it truly checks almost every box. This 3-bedroom, 2-bathroom home offers effortless one-level living pair…
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/ SqFt
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, wood…
2 Beds /
1 Baths
/ 647 SqFt
Experience the best of shoreline living in Madison, just about a mile from the sandy beaches of Hammonasset. This charming seasonal cottage offers a bright, airy feel with vaulted wood-beamed ceilings and natural light throughout-perfect for easy summer living by the water. …
2 Beds /
1 Baths
/ 480 SqFt
LOCATION ~ LOCATION ~ It matters !! Situated in the Coastal Charm of Madison, this Seasonal Cottage is your Escape you can plan on Every Summer !! Enjoy all that Madison has to offer w/ Concert’s on the Green, Farmers Markets, Restaurants and Beaches. It’s a Long Summer too…
2 Beds /
1 Baths
/ 700 SqFt
Discover the ultimate summer retreat at 63GG Dudley Lane, a completely remodeled two-bedroom cottage located in the desirable and private DeSabato’s Camp community. This turn-key home is offered fully furnished and features a bright, open interior with upgraded cabinetry and…
2 Beds /
1 Baths
/ 592 SqFt
32 North Street is calling you home! Set on one of the largest lots in Dud’s Village, this lovely cottage is the idyllic seasonal abode. Equipped with 2 bedrooms, 1 full bath, and an outdoor shower, you will surely enjoy your summers along the Madison shoreline here. The rec…
1 Beds /
1 Baths
/ 441 SqFt
Tucked away like a hidden jewel at the shoreline, this storybook beach cottage captures the charm of coastal living.Approached by a classic brick walkway, this cottage welcomes you with beachy curb appeal and a sense of relaxed living. Bathed in natural light and thoughtfull…
1 Beds /
1 Baths
/ 476 SqFt
Escape to the Connecticut shoreline with this beautifully maintained seasonal cottage in Dud’s Village in Madison-the perfect summer retreat just minutes from the beach. Located less than one mile from Hammonasset Beach State Park, Connecticut’s largest shoreline park, this …
2 Beds /
1 Baths
/ 396 SqFt
Nestled in the heart of picturesque Madison, this charming 2-bedroom, 1-bathroom seasonal cottage offers a serene sanctuary for enjoying summers along the shoreline. With a cozy living space, this quaint abode is perfectly designed for those seeking a peaceful beachside geta…
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This site was last updated Jun 06 2026 8:55:39 pm.




