Madison, CT homes for sale & real estate

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COMING SOON

9 Madrina Ln, Madison, CT 06443
9 Madrina Ln, Madison, CT 06443
9 Madrina Ln, Madison, CT 06443
ABOUT THIS HOME
Madison, CT Homes for Sale
Tucked away at the end of a quiet cul-de-sac, this 3-bedroom, 2-bath contemporary style home sits on a private . 6-acre lot in a desirable location; just minutes from beaches, Hammonasset State Park, the scenic Shoreline walking trails, and the vibrant center of town. Steps lead up to the front deck and entry foyer, opening to a light-filled, open-concept living space. Cathedral ceilings with exposed beams and shiplap add warmth and character, while the floor-to-ceiling stone wood-burning fireplace serves as a striking focal point; perfect for cozy winter nights. The combined living and dining area flows into a well-appointed kitchen featuring a tiered island, stainless steel appliances, gr

$575,000

3 beds2 baths2,159 sq ft

9 Madrina Ln, Madison, CT 06443

0.6 acre lot • Garage • Car-dependent

COMING SOON

41 Sportsman Hill Rd, Madison, CT 06443
41 Sportsman Hill Rd, Madison, CT 06443
41 Sportsman Hill Rd, Madison, CT 06443
ABOUT THIS HOME
Madison, CT Homes for Sale
Welcome to this spacious and versatile Colonial home located less than 2 miles from charming downtown Madison, CT. With 4-5 bedrooms, 3.1 baths, and three fireplaces, this home offers the perfect blend of classic elegance and modern functionality. The large living room with fireplace is ideal for gatherings, while the inviting family room features built-in cabinetry, bookshelves, a cozy fireplace, and a slider that opens to an expansive deck-perfect for entertaining or relaxing in nature. A third fireplace adds warmth to the finished walkout lower level. Sunlight fills the home through energy-efficient thermopane windows, enhancing the beauty of the hardwood floors found throughout. The ren

$625,000

4 beds3.5 baths3,120 sq ft

41 Sportsman Hill Rd, Madison, CT 06443

1.03 acre lot • 2 garage spots • Car-dependent

7 Derenthal Dr, Madison, CT 06443
7 Derenthal Dr, Madison, CT 06443
7 Derenthal Dr, Madison, CT 06443
ABOUT THIS HOME
Madison, CT Homes for Sale
Welcome to this beautifully updated 4-bedroom, 2-bath split-level home with a sleek, contemporary design. The main level features an open-concept layout with an updated kitchen, hardwood flooring, and vaulted ceiling. Sliding doors lead to a spacious enclosed 3 season porch, complete with a skylight and ceiling fan-perfect for relaxing or entertaining. Step outside to enjoy a deck, a patio, and in-ground pool-ideal for summer gatherings. Upstairs, you'll find three comfortable bedrooms and a fully updated bathroom with granite countertops and double sinks. The lower level offers a versatile space (a potential area for an in-law suite) with a large family room with wood fireplace, an additio

$699,000

4 beds2 baths1,896 sq ft

7 Derenthal Dr, Madison, CT 06443

1.06 acre lot • 2 garage spots • Pool

2 Brantwood Dr #2, Madison, CT 06443
2 Brantwood Dr #2, Madison, CT 06443
2 Brantwood Dr #2, Madison, CT 06443
ABOUT THIS HOME
Madison, CT Homes for Sale
Welcome to this move in ready townhouse located just a short walk to downtown Madison. Newly installed sidewalks make it convenient to visit everything Madison has to offer - shopping, movie theater, restaurants, farmers market and Sunday evening concerts. This unit offers 2 bedrooms, 1.2 baths with over 1300 s. f. The updated kitchen has shaker cabinets, granite countertops and stainless steel appliances. There is an updated half bath and newer laminate floors on the lower level. Upstairs has 2 spacious bedrooms with newer carpeting and a jack and Jill bathroom. Laundry is conveniently located on the second floor. Conveniently located near 195 and just minutes to town beaches, Hammonasset

$325,000

2 beds2 baths1,332 sq ft

2 Brantwood Dr #2, Madison, CT 06443

$425 HOA • Car-dependent

273 Legend Hill Rd #273, Madison, CT 06443
273 Legend Hill Rd #273, Madison, CT 06443
273 Legend Hill Rd #273, Madison, CT 06443
ABOUT THIS HOME
Madison, CT Homes for Sale
Meticulous condo freshly painted, new hardwood floors, carpeting and more. 2 bedrooms on the main level, living room with gas fireplace, dining area, large kitchen with newer dishwasher, family room with many windows and a distant view of Long Island Sound on a clear day. There are 2 rooms in lower level (one room is heated)and a large storage area. Walk over to the pool, enjoy the historic mansion/clubhouse, tennis or pickle ball. Madison has a great school system, one of the best in the state. Wonderful beaches, boutique shopping, highly rated restaurants and lively downtown. Agent related. As of June 1, 2025 all units at Legend Hill are paying $885 per month HOA

$545,000

2 beds2 baths1,598 sq ft

273 Legend Hill Rd #273, Madison, CT 06443

$885 HOA • Garage • Pool

Property at 109 Boston Post Rd, Madison, CT 06443, 3 beds, 3 baths

$995,000

3 beds3 baths2,728 sq ft

109 Boston Post Rd, Madison, CT 06443

Property at 108 Sandelwood Dr, Madison, CT 06443, 3 beds, 2 baths

$550,000

3 beds2 baths2,640 sq ft

108 Sandelwood Dr, Madison, CT 06443

Property at 77 E Wharf Rd, Madison, CT 06443, 5 beds, 6.5 baths

$4,000,000

5 beds6.5 baths4,450 sq ft

77 E Wharf Rd, Madison, CT 06443

Property at 57 Circle Beach Rd, Madison, CT 06443, 3 beds, 1.5 baths

$850,000

3 beds1.5 baths1,116 sq ft

57 Circle Beach Rd, Madison, CT 06443

Property at 8 Highview Rd, Madison, CT 06443, 5 beds, 3 baths

$1,098,000

5 beds3 baths2,781 sq ft

8 Highview Rd, Madison, CT 06443

Property at 20 Cherry Ln, Madison, CT 06443, 5 beds, 3.5 baths

$1,495,000

5 beds3.5 baths2,647 sq ft

20 Cherry Ln, Madison, CT 06443

Property at 28 Brantwood Dr #28, Madison, CT 06443, 1 bed, 1 bath

$250,000

1 bed1 bath863 sq ft

28 Brantwood Dr #28, Madison, CT 06443

Property at 1281 Durham Rd, Madison, CT 06443, 4 beds, 2.5 baths

$549,000

4 beds2.5 baths2,192 sq ft

1281 Durham Rd, Madison, CT 06443

Property at 94 Boston Post Rd, Madison, CT 06443, 2 beds, 2.5 baths

$658,000

2 beds2.5 baths1,668 sq ft

94 Boston Post Rd, Madison, CT 06443

Property at 48 Shepherds Trl, Madison, CT 06443, 4 beds, 2.5 baths

$875,000

4 beds2.5 baths4,879 sq ft

48 Shepherds Trl, Madison, CT 06443

Property at 28 1st St, Madison, CT 06443, 1 bed, 1 bath

$189,000

1 bed1 bath470 sq ft

28 1st St, Madison, CT 06443

Property at 659 Summer Hill Rd, Madison, CT 06443, 3 beds, 2.5 baths

$1,050,000

3 beds2.5 baths2,558 sq ft

659 Summer Hill Rd, Madison, CT 06443

Property at 12 Stanton Ct, Madison, CT 06443, 4 beds, 3.5 baths

$1,595,000

4 beds3.5 baths5,219 sq ft

12 Stanton Ct, Madison, CT 06443

Property at 30 Meeting House Ln, Madison, CT 06443, 5 beds, 3.5 baths

$1,995,000

5 beds3.5 baths3,912 sq ft

30 Meeting House Ln, Madison, CT 06443

Property at 22 Centre Village Dr #22, Madison, CT 06443, 1 bed, 2.5 baths

$525,000

1 bed2.5 baths1,569 sq ft

22 Centre Village Dr #22, Madison, CT 06443

Property at 97 Green Hill Rd, Madison, CT 06443, 4 beds, 4 baths

$800,000

4 beds4 baths2,492 sq ft

97 Green Hill Rd, Madison, CT 06443

Property at 7 Third St, Madison, CT 06443, 1 bed, 1 bath

$179,900

1 bed1 bath441 sq ft

7 Third St, Madison, CT 06443

Property at 16 NORTH St, Madison, CT 06443, 1 bed, 1 bath

$140,000

1 bed1 bath476 sq ft

16 NORTH St, Madison, CT 06443

Property at 1 4th St, Madison, CT 06443, 1 bed, 1 bath

$220,000

1 bed1 bath664 sq ft

1 4th St, Madison, CT 06443

Property at 76 Neck Rd, Madison, CT 06443, 3 beds, 2.5 baths

$749,000

3 beds2.5 baths1,459 sq ft

76 Neck Rd, Madison, CT 06443

Property at 67 Boston Post Rd #8, Madison, CT 06443, 2 beds, 2.5 baths

$625,000

2 beds2.5 baths1,816 sq ft

67 Boston Post Rd #8, Madison, CT 06443

Property at 3 Arrowhead Rd, Madison, CT 06443, 3 beds, 3 baths

$950,000

3 beds3 baths4,448 sq ft

3 Arrowhead Rd, Madison, CT 06443

Property at 37 Lantern Hill Rd, Madison, CT 06443, 6 beds, 4.5 baths

$3,000,000

6 beds4.5 baths6,300 sq ft

37 Lantern Hill Rd, Madison, CT 06443

Property at 25 Seaview Ave, Madison, CT 06443, 5 beds, 4 baths

$2,900,000

5 beds4 baths3,397 sq ft

25 Seaview Ave, Madison, CT 06443

Property at 908 Boston Post Rd, Madison, CT 06443, 3 beds, 2.5 baths

$1,395,000

3 beds2.5 baths2,538 sq ft

908 Boston Post Rd, Madison, CT 06443

Property at 584 Boston Post Rd, Madison, CT 06443, 5 beds, 6 baths

$1,975,000

5 beds6 baths5,795 sq ft

584 Boston Post Rd, Madison, CT 06443

Property at 24 Indigo Trl, Madison, CT 06443, 4 beds, 4.5 baths

$2,875,000

4 beds4.5 baths6,194 sq ft

24 Indigo Trl, Madison, CT 06443

Property at 75 Fairview Dr, Madison, CT 06443, 3 beds, 2 baths

$450,000

3 beds2 baths1,419 sq ft

75 Fairview Dr, Madison, CT 06443

Property at 917 Boston Post Rd, Madison, CT 06443, 4 beds, 3 baths

$1,950,000

4 beds3 baths2,864 sq ft

917 Boston Post Rd, Madison, CT 06443

Property at 123 Legend Hill Rd #123, Madison, CT 06443, 2 beds, 2.5 baths

$510,000

2 beds2.5 baths1,280 sq ft

123 Legend Hill Rd #123, Madison, CT 06443

Property at 16 Brantwood Dr #16, Madison, CT 06443, 2 beds, 2 baths

$360,000

2 beds2 baths1,332 sq ft

16 Brantwood Dr #16, Madison, CT 06443

Property at 454 Horse Pond Rd Unit C, Madison, CT 06443, 4 beds, 3.5 baths

$1,350,000

4 beds3.5 baths3,568 sq ft

454 Horse Pond Rd Unit C, Madison, CT 06443

Property at 454 Horse Pond Rd Unit B, Madison, CT 06443, 5 beds, 3.5 baths

$1,375,000

5 beds3.5 baths4,357 sq ft

454 Horse Pond Rd Unit B, Madison, CT 06443

Property at 454 Horse Pond Rd Unit A, Madison, CT 06443, 4 beds, 2.5 baths

$1,275,000

4 beds2.5 baths3,568 sq ft

454 Horse Pond Rd Unit A, Madison, CT 06443

Property at 13 Longview Ter #13, Madison, CT 06443, 3 beds, 3.5 baths

$899,000

3 beds3.5 baths3,772 sq ft

13 Longview Ter #13, Madison, CT 06443

Property at 1341 Boston Post Rd Unit 2-2, Madison, CT 06443, 2 beds, 2 baths

$1,450,000

2 beds2 baths1,230 sq ft

1341 Boston Post Rd Unit 2-2, Madison, CT 06443

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Average home prices near Madison, CT

Cities

Zip Codes
Minor Civil Divisions

Madison, CT real estate trends

$708K

Sale price

-13.2%
since last year

$362

Sale $/sq ft

+13.8%
since last year

Over list price

1.9%

Days on market

Down payment

5.0%

Total homes sold

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