496 houses for sale in Madison

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48 Allison Dr, Madison, CT 06443

Madison
48 Allison Dr, Madison, CT 06443 View photo

Madison

...Madisons desirable Southwick neighborhood with gas heat and city water! Minutes to town, shopping & beach. Custom built ONLY 8 years ago and stunning beyond belief. The dramatic foyer sets the tone showcasing the handsome wainscoting and moldings see...

$ 1,200,000

37 Blueberry Hill Dr, Madison, CT 06443

Madison
37 Blueberry Hill Dr, Madison, CT 06443 View photo

Madison

Make this stunning Colonial your new home. Beautifully sited on over 2 acres of property on a very private cul-de-sac. This one owner home has been lovingly maintained by the current owners. The first floor is an open concept, perfect for...

$ 625,000
  • 3 rooms
  • fireplace
  • jacuzzi

2 Race Hill Rd, Madison, CT 06443

Madison
2 Race Hill Rd, Madison, CT 06443 View photo

Madison

...house (with 1990s addition), 6 bay garage, equestrian facility, 4 fenced pastures and over 30 acres of land, you have found your match. Rarely does this type of Gentlemans Farm ever become available; built in 1740 with an addition added in the 90s, t...

$ 1,800,000
  • fireplace

1035 E Gorham Street

Madison
1035 E Gorham Street 12 pictures

Madison Map

1922 Bungalow on the Isthmus w/newer detached 2-car garage. First time available in 57 years! Great opportunity to update as you wish while retaining lovely 1920s features, including leaded glass French doors, brick hearth, hardwood floors (under...

$ 429,900
  • 3 rooms
  • 1 bathroom
  • 1758 ft²
  • 244 USD/ft²

2802 Wayland Drive

Madison
2802 Wayland Drive 12 pictures

Madison Map

Showings start 11/8/2025. Fresh updates and smart use of space make this corner-lot home a standout. Enjoy vaulted ceilings, updated lighting, and a fully repainted interior, plus a fenced backyard with deck and firepit â perfect for relaxing or...

$ 385,000
  • 4 rooms
  • 2 bathrooms
  • 1540 ft²
  • 250 USD/ft²

20 Martleshamheath Ln, Madison, CT 06443

Madison
20 Martleshamheath Ln, Madison, CT 06443 View photo

Madison

Peaceful living on a 2.64 acre lot nestled within a quiet cul-de-sac neighborhood, this light-filled 4 bedroom colonial has been beautifully updated by the current owners and offers casual living and entertaining spaces. Front entry foyer flanked...

$ 589,900
  • 4 rooms
  • fireplace
  • bath tub

66 Horse Pond Rd, Madison, CT 06443

Madison
66 Horse Pond Rd, Madison, CT 06443 View photo

Madison

...Madisons historic Town Green, fabulous restaurants, quaint coffeeshops & boutiques, and some of the most beautiful Beaches in Connecticut! Your New life starts here in your 3 Bedroom, 1 Bath renovated home, with exciting features like: an Updated Kit...

$ 275,000
  • 3 rooms
  • renovated

Spittlebug Cir, Madison, Home For Sale

Madison, Madison
Spittlebug Cir, Madison, Home For Sale 2 pictures

Madison, Madison Map

Move-in Ready 11/6/25! Welcome to Haven, a community of twin homes that offers low maintenance living in a custom home with a private yard. Low monthly association fee of $245 covers lawn mowing, fertilization, and snow removal; plus, a la carte...

$ 464,900
  • 3 rooms
  • 2 bathrooms
  • 1720 ft²
  • 270 USD/ft²

3734 Hammersley Avenue

Madison
3734 Hammersley Avenue 12 pictures

Madison Map

...Madisons near west side. Close to Hilldale, Monroe Street, and The Glen Golf Course (and burgers at the Village Bar! ). Move-in-ready, but the charm of original built-ins and beautiful hardwood floors has been preserved. The freshly updated kitchen (...

$ 699,000
  • 4 rooms
  • 2 bathrooms
  • 1846 ft²
  • 378 USD/ft²
  • golf

123 Riverview Run, Madison, TN

Madison
123 Riverview Run, Madison, TN 5 pictures

Madison

...Madison’s best-kept secret, enjoy 45 exclusive lots quietly tucked along the Cumberland with easy access to I-65, Gallatin Pike and Downtown Nashville. Step inside to discover a split floor plan with two large bedrooms in the front of the home: find...

$ 469,990
  • 3 rooms
  • 2 bathrooms

86 Sandelwood Dr, Madison, CT 06443

Madison
86 Sandelwood Dr, Madison, CT 06443 View photo

Madison

Move right into this spacious raised ranch, or add your personal flair and touch to show off your own style. There are 3 bedrooms upstairs, and one possible bedroom with a separate walk out on the lower level. The large living room has some...

$ 339,900
  • 3 rooms

Carillon Dr, Madison, Home For Sale

Madison, Madison
Carillon Dr, Madison, Home For Sale 12 pictures

Madison, Madison Map

...Madison builder Keith Anderson, this French Provincial masterpiece is original to the First Addition of University Hill Farmsone of Madisons most celebrated mid-century neighborhoods. Elegant Mansard rooflines, graceful symmetry, and timeless craftsm...

$ 800,000
  • 5 rooms
  • 3 bathrooms
  • 3767 ft²
  • 212 USD/ft²

1234 Riverview Run, Madison, TN

Madison
1234 Riverview Run, Madison, TN 5 pictures

Madison

Holiday pre-sale incentives. Meet the Harpeth D, a brand-new exterior elevation + one of Patterson Company’s most spacious & versatile floor plans (its popular, too! )With a full-brick front facade + 5 bedrooms, 3 full bathrooms & 2,703 square...

$ 549,990
  • 5 rooms
  • 3 bathrooms

Chequamegon Bay, Madison, Home For Sale

Madison, Madison
Chequamegon Bay, Madison, Home For Sale 12 pictures

Madison, Madison Map

...houses are barely visible from this viewpoint. Kitchen features multiple upgrades, including induction cooktop and large granite island. Beautiful wood interiors. The cedar shingle roof and professional landscaping give memorable curb appeal. The hou...

$ 1,060,000
  • 5 rooms
  • 4 bathrooms
  • 5138 ft²
  • 206 USD/ft²

Waters Edge Trl, Madison, Home For Sale

Madison, Madison
Waters Edge Trl, Madison, Home For Sale 2 pictures

Madison, Madison Map

Move-in Ready 11/6/25! Welcome to Haven, a community of twin homes that offers low maintenance living in a custom home with a private yard. Low monthly association fee of $245 covers lawn mowing, fertilization, and snow removal; plus, a la carte...

$ 434,900
  • 3 rooms
  • 2 bathrooms
  • 1516 ft²
  • 286 USD/ft²

Derby Down, Madison, Home For Sale

Madison, Madison
Derby Down, Madison, Home For Sale 12 pictures

Madison, Madison Map

...Showings start 10/25! Beautifully renovated home in the heart of Madison! This stunning four bedroom, two and a half bath home has been meticulously updated from top to bot...ome truly has it all - load up your things and come make this house your home!...

$ 589,000
  • 4 rooms
  • 3 bathrooms
  • 2072 ft²
  • 284 USD/ft²
  • renovated

Macarthur Rd, Madison, Home For Sale

Madison, Madison
Macarthur Rd, Madison, Home For Sale 12 pictures

Madison, Madison Map

28 unit townhome property in an excellent east-side location minutes from shopping, MATC with easy access to downtown via East Washington Ave. Fully occupied with excellent cash flow. The property was converted to condos in 2008 but no units were...

$ 5,650,000
  • 2 ft²
  • 2,825,000 USD/ft²

Shaw Ct, Madison, Home For Sale

Madison, Madison
Shaw Ct, Madison, Home For Sale 12 pictures

Madison, Madison Map

Delayed until 10/23. Rare waterfront, remodeled home on beautiful Lake Waubesa. Open kitchen and main living area with wood burning fireplace. 3 Bedrooms including new primary suite with large spa style steam shower. 3 full baths (one is also...

$ 760,000
  • 3 rooms
  • 3 bathrooms
  • 1641 ft²
  • 463 USD/ft²
  • bath tub

1309 Dale Avenue

Madison
1309 Dale Avenue 12 pictures

Madison Map

...Madisonâs Sought-After Spring Harbor Neighborhood! Welcome to 1309 Dale Avenue â a delightful 3-bedroom, 1-bath ranch offering nearly 1,400 sq ft of living space in one of Madisonâs most desirable neighborhoods. Solid wood floors in all bedrooms alon...

$ 379,900
  • 3 rooms
  • 1 bathroom
  • 1992 ft²
  • 190 USD/ft²

826 Boston Post Rd, Madison, CT 06443

Madison
826 Boston Post Rd, Madison, CT 06443 View photo

Madison

...Madison! Welcome to a truly unparalleled oasis of luxury and tranquility nestled in the center of downtown Madison. This magnificent 1.7-acre estate boasts a meticulously renovated main residence and a sprawling guest house, surrounded by professiona...

$ 1,800,000
  • 7 rooms
  • renovated

239 Tyler Circle

Madison
239 Tyler Circle 12 pictures

Madison Map

Charming and affordable 2-bedroom home on a large, fenced-in lot! The updated bathroom features new flooring, vanity, and toilet, while the kitchen offers hard-surface counters and a modern feel. Wood floors flow throughout the main level, and...

$ 295,000
  • 2 rooms
  • 1 bathroom
  • 1150 ft²
  • 256 USD/ft²
  • golf

63I Dudley Ln, Madison, CT 06443

Madison
63I Dudley Ln, Madison, CT 06443 View photo

Madison

Dream of sunny beach days and enjoying all the shoreline lifestyle offers? Then this one is for you! Fully turnkey seasonal cottage directly bordering Hammonasset Beach State Park. Enjoy the parks two miles of sandy beaches, secluded coves,...

$ 150,000
  • furnished

57 Chequamegon Bay

Madison
57 Chequamegon Bay 12 pictures

Madison Map

...houses are barely visible from this viewpoint. Kitchen features multiple upgrades, including induction cooktop and large granite island. Beautiful wood interiors. The cedar shingle roof and professional landscaping give memorable curb appeal. The hou...

$ 1,060,000
  • 5 rooms
  • 3 bathrooms
  • 5138 ft²
  • 206 USD/ft²

2338 Jeffy Trl, Madison, WI

Madison
2338 Jeffy Trl, Madison, WI 5 pictures

Madison Map

...ers a spacious family room, playroom, and a functional workroom. Outside, the fenced backyard provides a private oasis being tree lined, a deck, and a playhouse. This home is truly move-in and has a great open floor plan to entertain and truly enjoy!...

$ 653,750
  • 4 rooms
  • 4 bathrooms

1042 1 E Gorham Street

Madison
1042 1 E Gorham Street 12 pictures

Madison Map

...Madisons sought after Tenney-Lapham neighborhood. Each unit has gorgeous original woodwork, tall ceilings, and a great open concept layout, ideal for entertaining family and friends. There is plenty of off-street parking, which is a huge plus in this...

$ 539,900
  • 5 rooms
  • 2 bathrooms
  • 2538 ft²
  • 212 USD/ft²