4 Beds /
3 Baths
/ 3170 SqFt
Perched on a scenic knoll in a highly desirable neighborhood, this classic colonial exudes curb appeal. A newly laid, meandering brick walkway leads to two inviting front entrances. Inside, the welcoming foyer opens to a sun-drenched living room that flows seamlessly into a …
2 Beds /
2 Baths
/ 1795 SqFt
Turn down a long, picturesque driveway to a stunning mid-century cape, unseen from the roadway. Note, the spectacular fieldstone chimney on the large addition of the gable-end plus the closed in screened porch to the west. Ahead you’ll find a large, detached 2-car garage and…
4 Beds /
3 Baths
/ 2572 SqFt
Welcome home to this classic four-bedroom Colonial offering timeless charm, modern updates, and an ideal layout for everyday living, complete with gorgeous wide plank flooring throughout. Freshly updated, the home features stylish new light fixtures and major mechanical upgr…
4 Beds /
4 Baths
/ 3056 SqFt
Tucked away on a sweet cul-de-sac at the end of a private road, well off of Route 79, this spacious 4-bedroom Colonial welcomes you with a wonderful sense of privacy and tranquility. Enjoy plenty of room to gather, relax, and make yourself at home, including a full finished …
4 Beds /
4 Baths
/ 3368 SqFt
Move-in ready and located in a desirable Madison neighborhood near schools and Bauer Park, this expanded Cape offers space, flexibility, and modern updates throughout. Recent improvements include updated kitchens, all 3.5 renovated bathrooms, and new flooring, creating a fre…
3 Beds /
3 Baths
/ 2124 SqFt
BEACH HOME! BEACH RIGHTS! NEEDS WORK! It is not everyday that an opportunity to own a double lot in such a shoreline area. This charming English Cottage-style Cape, situated on a generous footprint for the area, is ready for it’s next chapter-whether that involves a thoughtf…
4 Beds /
3 Baths
/ 2456 SqFt
Nestled on a beautifully elevated homesite, this classic Colonial offers the perfect blend of privacy, comfort, and New England charm. Set in a desirable neighborhood just minutes from charming Madison Village, the Town Green, shops, restaurants, and the stunning Connecticut…
2 Beds /
3 Baths
/ 3712 SqFt
Downsize Without Giving Up the Space You Need! Looking to downsize but still need generous storage, a workshop, and dedicated space to work from home? The largest condo in desirable Kensington Acres North offers an exceptional combination of comfort, flexibility, and space….
3 Beds /
3 Baths
/ 2138 SqFt
This sun-drenched and beautifully updated Cape offers a rare blend of charm, versatility, and an exceptional shoreline location. With two distinct living spaces, the property presents an outstanding opportunity for multigenerational living or a compelling investment property…
2 Beds /
3 Baths
/ 2604 SqFt
Rarely available, this unit is the largest size Townhouse ("Model D") at Legend Hill. It benefits from a quiet location in the complex away from the main road. This unit has been well maintained with excellent natural light and updated neutral decor. Since purchasi…
5 Beds /
2 Baths
/ 2688 SqFt
Step into the Past and get ready to enjoy your Future / The Perfect Location to Walk to Hammonasset State Park and enjoy the Trails and 2-Miles of Pristine Sandy Beach ~ This Antique Saltbox sits on over 3/4 of an acre with heated living space totaling 2,262 square feet
Beds /
Baths
/ 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…
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…
3 Beds /
1 Baths
/ 1077 SqFt
Escape to the Connecticut shoreline with this beautifully styled Cape, ideally situated in desirable Madison. Offering 3 bedrooms and 1 full bath, this charming home features inviting indoor and outdoor living spaces designed for comfortable everyday living and relaxed coast…
3 Beds /
3 Baths
/ 1944 SqFt
Nicely maintained 3-bedroom, 3-full-bath home nestled in a quaint cul-de-sac setting. The home is in very good condition and offers comfortable living space both inside and out. The spacious kitchen features granite countertops, plenty of cabinet space, and a center island-…
3 Beds /
2 Baths
/ 1288 SqFt
First Time Offered In 25 Years. This contemporary raised ranch, set on 2.36 secluded acres, is located in a quiet cul-de-sac neighborhood just minutes to town. The living room with hardwood floors features a cathedral ceiling with beams, a wood burning fireplace, floor to ce…
2 Beds /
3 Baths
/ 1606 SqFt
Move Right In to This Beautifully Updated End-Unit Townhouse at Esterly Farms! Nestled in one of Madison’s most desirable condominium communities, this meticulously maintained 2-bedroom, 1.5-bath end-unit offers the perfect combination of comfort, convenience, and peace of m…
Beds /
Baths
/ 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…
1 Beds /
1 Baths
/ 732 SqFt
Enjoy the best the shoreline has to offer in this charming seasonal summer cottage. Bring your swimsuits, sunscreen, and a book… and move right into this furnished, turnkey summer house. One of the largest cottages, this home has central air, 2-3 parking spaces, and a love…
2 Beds /
1 Baths
/ 592 SqFt
With a new roof in process, 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 Mad…
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…
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 …
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This site was last updated Sep 19 2026 11:24:08 pm.























