105 Properties Available In Madison
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$2,875,000
Single Family Home
24 Indigo Trail, Madison, CT 06443
Come see this stately custom Brick English Georgian home in sought after Madison CT, nestled on a sprawling 5.65 acre lo...
Listed by Ron Stewart of Houlihan Lawrence WD
$658,000
Single Family Home
94 Boston Post Road, Madison, CT 06443
UNIQUE CONTEMPORARY HOME SURROUNDED BY NATURE. CONVENIENTLY LOCATED IN SMALL ENCLAVE OF THREE HOMES, SET BACK OFF THE BO...
Listed by Camille Ackermann of Berkshire Hathaway NE Prop.
$10,500
Single Family Home
33 Grove Avenue, Madison, CT 06443
FULLY FURNISHED JULY RENTAL ONLY. $5,250/two weeks or $10,500 for the month of July. June 30, 2025 - July 31, 2025. Will...
Listed by Rob Curry of Pearce Real Estate
$3,500
Single Family Home
110 East Wharf Road, Madison, CT 06443
Available from September 8th, 2025, to June 14th, 2026, this four-bedroom home offers the perfect blend of convenience a...
Listed by Sue Knapp of William Pitt Sotheby's Int'l
$1,560,000
Single Family Home
28 Indian Trail, Madison, CT 06443
Nestled in the coveted Neck River Farms neighborhood, this custom colonial offers refined living, privacy, and thoughtfu...
Listed by Heidi Hoss of Coldwell Banker Realty
$225,000
Single Family Home
45 East Street, Madison, CT 06443
Nestled in the heart of Madison's coastal charm, this delightful seasonal cottage is the perfect retreat! Just a leisure...
Listed by Mel Abbott of William Pitt Sotheby's Int'l
$610,000
Condo
16 Aylesbury Circle #16, Madison, CT 06443
Move right into this spacious, one-level condo located in sought-after Windermere, which features not only an open kitch...
Listed by Doris Fallon of William Raveis Real Estate
$1,695,000
Single Family Home
12 Stanton Court, Madison, CT 06443
Just minutes from Madison's beautiful beaches and vibrant town center, this exceptional architect-designed home sits at ...
Listed by Cathy Lynch of Coldwell Banker Realty
$1,050,000
Single Family Home
659 Summer Hill Road, Madison, CT 06443
The 1779 Curtis Dudley center chimney cape w/extensive expansion & renovation is 2558 Sf of inviting & elegant spaces. Y...
Listed by Leigh Whiteman of William Raveis Real Estate
$3,000
Single Family Home
32 East Wharf Road, Madison, CT 06443
Available from September to May. Step inside to find a light-filled living area with classic colonial touches and a func...
Listed by Meig Walz of Coldwell Banker Realty
$899,000
Single Family Home
48 Shepherds Trail, Madison, CT 06443
Welcome to your private oasis-This one-of-a-kind Contemporary Colonial home offers 4 bedrooms, 2.5 baths, and a versatil...
Listed by Erin Connelly of Coldwell Banker Realty
$1,190,000
Single Family Home
479 Opening Hill Road, Madison, CT 06443
You won't want to miss this move-in ready Colonial-style home, completely renovated in 2021! The property offers over 4,...
Listed by Erin Connelly of Coldwell Banker Realty
$765,000
Single Family Home
24 Grouse Lane, Madison, CT 06443
Contemporary comfort meets timeless charm in this beautifully designed home featuring an open floor, a spacious living r...
Listed by Sharon Linder of Berkshire Hathaway NE Prop.
$198,000
Single Family Home
28 1st Street, Madison, CT 06443
Delightful seasonal(4/1-10/31)storybook cottage located in a vintage beach community nestled on leased land located in t...
Listed by Karen Bruno Roos of Williams Real Estate
$1,995,000
Single Family Home
30 Meeting House Lane, Madison, CT 06443
Once known as "Hartsbourne," this storied Madison residence is celebrated for its premier location overlooking the town ...
Listed by Cathy Lynch of Coldwell Banker Realty
$179,900
Single Family Home
7 Third Street, Madison, CT 06443
Madison Connecticut - Coastal living adjacent to Hammonassett Beach State Park! Live an iconic coastal lifestyle! Modest...
Listed by Laurie McCann of William Pitt Sotheby's Int'l
$525,000
Condo
22 Centre Village Drive #22, Madison, CT 06443
Welcome to 22 Centre Village Drive, Madison! From the moment you step inside, you'll be captivated by the light-filled, ...
Listed by Emily White of William Raveis Real Estate
$842,000
Multi-Family
97 Green Hill Road, Madison, CT 06443
This updated legal two-family Colonial on a 3/4-acre lot presents an exceptional investment opportunity, with a solid ca...
Listed by Peter Lucchese of Sound Harbor Realty LLC
$150,000
Single Family Home
16 NORTH Street, Madison, CT 06443
If you're dreaming of summers by the shoreline, this charming cottage in Dud's Village, Madison, offers the perfect seas...
Listed by Margaret Curry of William Raveis Real Estate
$6,000
Single Family Home
156 Kelsey Place, Madison, CT 06443
SEPT '25 - MAY '26 ACADEMIC WATERFRONT RENT available now to see. Plan ahead. With amazing views out over Long Island So...
Listed by Todd Gould of William Pitt Sotheby's Int'l
$2,800
Single Family Home
33 Copse Road #B, Madison, CT 06443
In town carriage house with an abundance of charm, is available for an academic lease. First floor bedroom and full bath...
Listed by Julie Ovian of William Pitt Sotheby's Int'l
$625,000
Condo
67 Boston Post Road #8, Madison, CT 06443
Welcome to this elegant 2-bedroom townhouse-style condominium located in the nearly new East River Farms community. This...
Listed by Dana Weinstein of Coldwell Banker Realty
$950,000
Single Family Home
3 Arrowhead Road, Madison, CT 06443
Welcome to Madison and the magic of Shoreline Living at its best. Nestled in a small community of homes living with imm...
Listed by Diana Hartman of William Pitt Sotheby's Int'l
$795,000
Single Family Home
76 Neck Road, Madison, CT 06443
LOVERS OF ANTIQUE HOUSES REJOICE! The Augustus Peck House c.1824. Beautiful, wide board chestnut floors, multiple firepl...
Listed by Margaret Muir of William Pitt Sotheby's Int'l