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…
7 Beds /
4 Baths
/ 3428 SqFt
Welcome to 69 Bradley Corners Road, a truly unique property nestled on over 6 acres in beautiful Madison! Offering an incredible combination of privacy, space, and resort-style amenities, this home is anything but ordinary. Enjoy your own private retreat complete with a pict…
4 Beds /
3 Baths
/ 2792 SqFt
A rare and remarkably charming Antique in one of Madison’s most picturesque settings. Set on 7+ acres along quiet Race Hill Rd, this beautifully preserved circa-1764 Cape blends centuries of character with thoughtful updates and the ease of modern living. Originally restored…
3 Beds /
1 Baths
/ 1084 SqFt
This "Diamond in the Rough" is ready for its next owners to create lasting memories. Located just a short walk to a private association beach in one of Madison’s most desirable shoreline neighborhoods, this home offers an incredible opportunity to make it shine. Wh…
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 …
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…
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…
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
5 Beds /
2 Baths
/ 2240 SqFt
**Offered for the first time in over 54 years, this oversized ranch provides exceptional space, flexibility, and charm. Originally built in 1972 by a longtime Madison resident for his two daughters, this 2,240squarefoot home has been thoughtfully designed to accommodate a va…
4 Beds /
2 Baths
/ 1884 SqFt
Nestled on a picturesque stretch of Madison’s desirable shoreline community, this exceptional property offers the perfect blend of New England charm, privacy, and convenience. Set on a beautifully maintained lot, 14 Bower Road provides an inviting setting for year-round livi…
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…
3 Beds /
2 Baths
/ 1794 SqFt
Welcome to this beautifully maintained home, where open-concept living meets thoughtful design and everyday comfort. Oversized windows fill the main living area with natural light, creating a bright and inviting atmosphere that flows seamlessly into the eat-in kitchen and di…
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…
4 Beds /
3 Baths
/ 1804 SqFt
Beautifully updated and wonderfully maintained, this exceptional 4-bedroom Colonial offers a great & comfortable lifestyle in a highly desirable Madison location. From the moment you enter, you’ll appreciate the natural light, handsome hardwood floors, and thoughtful improve…
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…
3 Beds /
2 Baths
/ 1748 SqFt
Tucked away on a private setting high above Scotland Road, 270 Scotland Road offers the perfect combination of privacy, space, and natural beauty. Set on approximately 2 acres of lightly wooded land, this 3-bedroom, 1.5-bath raised ranch enjoys elevated surroundings with sea…
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…
Beds /
Baths
/ SqFt
Imagine building a home that reflects your vision in one of Connecticut’s most desirable shoreline communities! This fully approved residential building lot at 54 Railroad Avenue offers an exciting opportunity to create your own special place in Madison, known for its timele…
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…
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 Oct 17 2026 4:28:28 pm.