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 /
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…
2 Beds /
1 Baths
/ 1190 SqFt
Prime Location! 2+ million dollar neighborhood. Build new or keep as an investment property. Bordering the neck river, this exceptional property offers a rare opportunity to own over an acre in one of Madison’s most desirable locations. Enjoy direct river frontage with pict…
4 Beds /
2 Baths
/ 1876 SqFt
Charming Colonial in a central location just minutes from downtown, beautiful town beaches, schools, and with easy access to major highways. Brimming with character and timeless appeal, this home offers a wonderful layout for both everyday living and entertaining. The welcom…
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 /
3 Baths
/ 1976 SqFt
Welcome to 250 Legend Hill Road, a beautifully maintained townhouse condominium in Madison’s sought-after Legend Hill community with a tennis/pickleball courts, a Gunite pool, and a clubhouse housed in the original cobblestone mansion. This particular home is positioned to c…
2 Beds /
2 Baths
/ 1476 SqFt
Nicely updated 1476 sf condo with family room, plus sunporch and full basement. Largest style at Windermere. Living room and dining room are open and have nice hardwood floors. Newer kitchen with maple cabinetry. Cozy family room with fireplace opens to a 3 season porch. Off…
2 Beds /
2 Baths
/ 1280 SqFt
Experience true WIDE OPEN SPACES in highly sought-after Kensington Acres South! With condos, it is all about LOCATION. This desirable completely detached standalone Ranch is not attached along the corners like some other units. Flooded w/ bright natural light, the home boast…
2 Beds /
2 Baths
/ 1280 SqFt
Welcome home to 6 Essex Lane! Elegant and inviting, this meticulously maintained ranch style condo is set in a quiet corner of Kensington Acres North. With a beautiful back patio, you can relax in a peaceful oasis, surrounded by nature. Inside, the expansive living room flow…
3 Beds /
2 Baths
/ 1186 SqFt
A rare investment opportunity with unmatched storage and garage space! Tucked away on a private 2-acre lot just minutes from I-95 and everything Madison has to offer, this unique property combines immediate rental income with an incredible opportunity for the next owner. The…
3 Beds /
2 Baths
/ 1236 SqFt
This home is located in the desirable shoreline town of Madison! Nestled on a peaceful 1.12-acre lot, this charming 3-bedroom, 1.5-bath ranch offers the perfect blend of privacy, comfort, and opportunity. Step inside to find a functional, light-filled layout designed for ea…
2 Beds /
2 Baths
/ 1360 SqFt
Privacy & convenience are both found within this updated detached stand-alone Ranch home in sought after Kensington Acres. Enjoy this ‘tucked away’ home yet a short walk to historic downtown Madison with its famed bookstore, shopping, restaurants & retail stores. This home h…
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…
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
/ 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 Jul 30 2026 3:05:15 am.