Madison, CT homes for sale & real estate

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3D WALKTHROUGH

ABOUT THIS HOME
Madison, CT Homes for Sale
Welcome to this charming 2-bedroom Colonial located in the heart of Madison! Filled with character and warmth, this well-maintained home offers a bright and inviting layout perfect for everyday living or a peaceful shoreline retreat. Step inside to discover beautiful hardwood floors, classic Colonial detailing, and sun-filled spaces throughout. The main level features a comfortable living room, a dedicated dining area, and a well-appointed kitchen with plenty of storage and workspace. Upstairs, you'll find 2 bedrooms and a full bath. Outside, enjoy a private backyard setting, ideal for relaxing, gardening, or hosting seasonal gatherings. Whether you're a first-time buyer, downsizing, or see

$475,000

2 beds1.5 baths1,000 sq ft

24 Railroad Ave, Madison, CT 06443

0.39 acre lot • 2 parking spots • Built 1940

ABOUT THIS HOME
Madison, CT Homes for Sale
Lots of potential in this 4-bedroom 2 full bath colonial in Madison. Private yard, kitchen with adjoining family room, large screen porch leading to deck and backyard, living room with fireplace and dining room. The upstairs as 4 bedrooms all with hardwood floors. A full basement and 2 car garage. Investors take notice. This home needs updating and is being sold as. Great quiet street. With some TLC, this property can truly shine. Enjoy all that Madison has to offer! Offers received, deadline for offers is 10 am Monday December 22, 2025

$359,000

4 beds2 baths1,848 sq ft

313 Bradley Corners Rd, Madison, CT 06443

1.94 acre lot • 2 garage spots • Built 1969

ABOUT THIS HOME
Madison, CT Homes for Sale
Welcome to this adorable ranch in Madison! Stellar location! Just 1 mile from the historic Town Green. Easy access: 1.4 miles to the Madison Surf Club and Train Station, plus close proximity to schools (including the brand new Neck River Elementary) and the picturesque Bauer Park. This 3 bedroom, ONE LEVEL living home with newer appliances is set on nearly an acre of beautifully landscaped grounds creating privacy, with a fenced in backyard. A gardeners delight! You will have blooms from Spring to Fall with the various, multiple plantings. This home also offers a finished room, including a sleek, modern half bath (plumbed for shower), in the heated lower level. This offering is complete wit

$540,000

3 beds1.5 baths1,346 sq ft

43 Fort Path Rd, Madison, CT 06443

0.92 acre lot • 2 garage spots • Built 1960

ABOUT THIS HOME
Madison, CT Homes for Sale
Welcome to highly desirable Windermere East. Windermere is nestled in a private picture perfect setting along the Madison Shoreline. 4 Currycross Road is a charming free standing home with 2 spacious bedrooms and one detached garage just steps to your front door. Home has been freshly painted and boast a lovely open floor plan with a wood burning fireplace, cathedral ceiling, extra attic storage space, and a 3-season porch with private patio. Enjoy the benefits of living so close to town, Hammonasset State Park, and 3 beautiful town beaches. Take a leisurely stroll through town where you can enjoy fine dining, take in a movie, or enjoy shopping at one of the many unique shops including the

$550,000

2 beds2 baths1,476 sq ft

4 Currycross Rd #4, Madison, CT 06443

$650 HOA • Garage • Built 1979

ABOUT THIS HOME
Madison, CT Homes for Sale
Great downtown location with beautiful salt marsh views. This lovely 3-bedroom home offers easy living and stunning scenery throughout. The main level includes two bedrooms with a shared full bath, while the private primary suite upstairs features vaulted ceilings, a gas fireplace, full bath, and a balcony overlooking the marsh. The bright living room opens to an oversized deck with serene views and gorgeous sunsets. The vaulted dining room with gas fireplace creates an inviting space for indoor gatherings. The kitchen features granite countertops, a breakfast bar, and appliances including a gas cooktop and double ovens. Ideally situated between Madison Village and the Guilford Green-just m

$549,900

3 beds2 baths2,034 sq ft

90 Boston Post Rd, Madison, CT 06443

0.92 acre lot • Built 1900 • Listed 30 days

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

$1,350,000

3 beds2.5 baths2,368 sq ft

908 Boston Post Rd #908, Madison, CT 06443

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

$499,900

4 beds2.5 baths2,192 sq ft

1281 Durham Rd, Madison, CT 06443

CLMA Realty

Property at 39 Stepping Stone Ln, Madison, CT 06443, 4 beds, 2.5 baths

$670,000

4 beds2.5 baths3,057 sq ft

39 Stepping Stone Ln, Madison, CT 06443

Property at 97 Kelsey Springs Dr, Madison, CT 06443, 4 beds, 2.5 baths

$995,000

4 beds2.5 baths2,632 sq ft

97 Kelsey Springs Dr, Madison, CT 06443

Property at 115 Harbor Ave, Madison, CT 06443, 4 beds, 3 baths

$1,450,000

4 beds3 baths1,999 sq ft

115 Harbor Ave, Madison, CT 06443

Property at 35 Hotchkiss Ln, Madison, CT 06443, 3 beds, 2.5 baths

$1,695,000

3 beds2.5 baths2,400 sq ft

35 Hotchkiss Ln, Madison, CT 06443

Property at 38 Sportsman Hill Rd, Madison, CT 06443, 4 beds, 3 baths

$1,299,000

4 beds3 baths5,624 sq ft

38 Sportsman Hill Rd, Madison, CT 06443

Property at 16 Forest Hills Dr, Madison, CT 06443, 5 beds, 3 baths

$850,000

5 beds3 baths3,992 sq ft

16 Forest Hills Dr, Madison, CT 06443

Property at 15 Highland Ter, Madison, CT 06443, 5 beds, 3 baths

$2,190,000

5 beds3 baths3,172 sq ft

15 Highland Ter, Madison, CT 06443

Property at 108 Boston Post Rd, Madison, CT 06443, 3 beds, 2 baths

$575,000

3 beds2 baths1,700 sq ft

108 Boston Post Rd, Madison, CT 06443

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

$825,000

3 beds3 baths2,160 sq ft

3 Arrowhead Rd, Madison, CT 06443

Property at 174 Concord Dr, Madison, CT 06443, 4 beds, 2.5 baths

$739,500

4 beds2.5 baths3,212 sq ft

174 Concord Dr, Madison, CT 06443

Property at 64 Webster Point Rd, Madison, CT 06443, 4 beds, 3.5 baths

$2,295,000

4 beds3.5 baths4,010 sq ft

64 Webster Point Rd, Madison, CT 06443

Property at 30 Renees Way, Madison, CT 06443, 4 beds, 3.5 baths

$869,000

4 beds3.5 baths4,944 sq ft

30 Renees Way, Madison, CT 06443

Property at 98 Island Ave, Madison, CT 06443, 4 beds, 4 baths

$3,795,000

4 beds4 baths4,505 sq ft

98 Island Ave, Madison, CT 06443

Property at 153 Middle Beach Rd, Madison, CT 06443, 4 beds, 2 baths

$2,400,000

4 beds2 baths3,083 sq ft

153 Middle Beach Rd, Madison, CT 06443

Property at 18 Kelsey Springs Dr, Madison, CT 06443, 4 beds, 2.5 baths

$769,900

4 beds2.5 baths2,805 sq ft

18 Kelsey Springs Dr, 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 4 North St, Madison, CT 06443, 3 beds, 1 bath

$229,000

3 beds1 bath897 sq ft

4 North St, Madison, CT 06443

Property at 6 1st St, Madison, CT 06443, 2 beds, 1 bath

$259,900

2 beds1 bath612 sq ft

6 1st St, Madison, CT 06443

Property at 77 E Wharf Rd, Madison, CT 06443, 5 beds, 6 baths

$3,200,000

5 beds6 baths4,450 sq ft

77 E Wharf Rd, Madison, CT 06443

Property at 132 Summer Hill Rd, Madison, CT 06443, 4 beds, 4.5 baths

$2,375,000

4 beds4.5 baths4,637 sq ft

132 Summer Hill Rd, Madison, CT 06443

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

$164,900

1 bed1 bath441 sq ft

7 Third St, Madison, CT 06443

Property at 31 Stony Lane Lot 1 Rd, Madison, CT 06443, 4 beds, 3.5 baths

$1,790,000

4 beds3.5 baths3,200 sq ft

31 Stony Lane Lot 1 Rd, Madison, CT 06443

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

$1,425,000

4 beds3.5 baths4,085 sq ft

454 Horse Pond Rd Unit D, 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 268 Durham Rd, Madison, CT 06443

$275,000

— beds— baths— sq ft

268 Durham Rd, Madison, CT 06443

Property at 247 C Old Toll Rd, Madison, CT 06443

$385,000

— beds— baths— sq ft

247 C Old Toll Rd, Madison, CT 06443

Property at Old Toll Rd, Madison, CT 06443

$125,000

— beds— baths— sq ft

Old Toll Rd, Madison, CT 06443

Property at 728 Durham Rd, Madison, CT 06443

$173,500

— beds— baths— sq ft

728 Durham Rd, Madison, CT 06443

Property at 885 Boston Post Rd, Madison, CT 06443

$799,000

— beds— baths3,199 sq ft

885 Boston Post Rd, Madison, CT 06443

Property at 92 Scotland Rd Lot 3, Madison, CT 06443

$350,000

— beds— baths— sq ft

92 Scotland Rd Lot 3, Madison, CT 06443

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Based on information submitted to the MLS GRID as of Mon Dec 22 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Average home prices near Madison, CT

Cities

Zip Codes
Minor Civil Divisions

Madison, CT real estate trends

$665K

Sale price

+22.0%
since last year

$311

Sale $/sq ft

+20.1%
since last year

Over list price

0.6%

Days on market

Down payment

5.0%

Total homes sold

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