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186 Properties

186 Properties Available In 06443

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48 Shepherds Trail, Madison, CT 06443
1/40 40

$899,000

Coming Soon

Single Family Home

4 Beds 3 Baths 4,879 SqFt

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

16 Aylesbury Circle #16, Madison, CT 06443
1/35 35

$610,000

New

Condo

2 Beds 2 Baths 1,476 SqFt

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

157 Overshores Drive East, Madison, CT 06443
1/32 32

$22,000

New

Single Family Home

4 Beds 4 Baths 1,872 SqFt

157 Overshores Drive East, Madison, CT 06443

AVAILABLE from AUGUST 18 THROUGH LABOR DAY. PRIVATE BEACH. DECORATOR DESIGNED. FULLY FURNISHED. Imagine spending 3+ week...

Listed by Kirsten Adams of William Pitt Sotheby's Int'l

12 Stanton Court, Madison, CT 06443
1/36 36

$1,695,000

New

Single Family Home

4 Beds 4 Baths 5,219 SqFt

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

659 Summer Hill Road, Madison, CT 06443
1/40 40

$1,050,000

New

Single Family Home

3 Beds 3 Baths 2,558 SqFt

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

173 Bradley Corners Road, Madison, CT 06443
1/36 36

$589,000

New

Single Family Home

2 Beds 2 Baths 1,383 SqFt

173 Bradley Corners Road, Madison, CT 06443

This beautifully renovated carriage house offers a blend of modern elegance and serene countryside charm. Set on just un...

Listed by Cathy Lynch of Coldwell Banker Realty

32 East Wharf Road, Madison, CT 06443
1/12 12

$3,000

New

Single Family Home

2 Beds 2 Baths 1,538 SqFt

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

479 Opening Hill Road, Madison, CT 06443
1/40 40

$1,190,000

New

Single Family Home

4 Beds 3 Baths 4,437 SqFt

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

38 Skytop Drive, Madison, CT 06443
1/33 33

$869,900

Under Contract

Single Family Home

3 Beds 3 Baths 3,050 SqFt

38 Skytop Drive, Madison, CT 06443

Fall in love with this beautifully transformed 3-bedroom, 2.1-bath expanded Cape just minutes from downtown Madison and ...

Listed by Luke Florian of SSG Real Estate LLC

26 Legend Hill Road #26, Madison, CT 06443
1/40 40

$550,000

New

Condo

3 Beds 3 Baths 1,896 SqFt

26 Legend Hill Road #26, Madison, CT 06443

Rarely Available Ranch-Style Unit with Attached Garage in Legend Hill. Beautifully renovated offering the ease of one-fl...

Listed by Rose Ciardiello of William Raveis Real Estate

30 Meeting House Lane, Madison, CT 06443
1/40 40

$1,995,000

New

Single Family Home

5 Beds 4 Baths 3,912 SqFt

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

7 Third Street, Madison, CT 06443
1/16 16

$179,900

New

Single Family Home

1 Bed 1 Bath 441 SqFt

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

22 Centre Village Drive #22, Madison, CT 06443
1/31 31

$525,000

Active

Condo

1 Bed 3 Baths 1,569 SqFt

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

97 Green Hill Road, Madison, CT 06443
1/40 40

$842,000

Active

Multi-Family

4 Beds 4 Baths 2,492 SqFt

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

23A Yankee Glen Drive #23A, Madison, CT 06443
1/40 40

$349,000

Active

Condo

2 Beds 2 Baths 1,261 SqFt

23A Yankee Glen Drive #23A, Madison, CT 06443

Welcome to this beautiful freestanding condo ideally located within walking distance to downtown and the train station. ...

Listed by Kelsey Oddo of Kelsey & Co. Real Estate

3 Evarts Lane #3, Madison, CT 06443
1/39 39

$1,589,000

Under Contract

Condo

2 Beds 3 Baths 2,881 SqFt

3 Evarts Lane #3, Madison, CT 06443

An Exceptional Opportunity in Downtown Madison Presenting a rare corner unit in The Mews of Madison, a distinguished lu...

Listed by Cathy Lynch of Coldwell Banker Realty

15 Green Hill Road, Madison, CT 06443
1/39 39

$435,000

Active

Multi-Family

2 Beds 2 Baths 2,064 SqFt

15 Green Hill Road, Madison, CT 06443

This is a rare find in Madison. This two family ranch home offers the ability to live in one unit and rent the other or ...

Listed by Amy Kirst of William Pitt Sotheby's Int'l

16 NORTH Street, Madison, CT 06443
1/18 18

$150,000

Active

Single Family Home

1 Bed 1 Bath 476 SqFt

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

156 Kelsey Place, Madison, CT 06443
1/25 25

$6,000

Active

Single Family Home

5 Beds 3 Baths 2,456 SqFt

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

1308 Durham Road, Madison, CT 06443
1/40 40

$1,150,000

Under Contract

Single Family Home

3 Beds 3 Baths 3,500 SqFt

1308 Durham Road, Madison, CT 06443

I am excited to present my latest listing, a property that is a true testament to the seamless integration of historical...

Listed by Tammy Tinnerello of William Pitt Sotheby's Int'l

44 East Wharf Road, Madison, CT 06443
1/38 38

$1,895,000

Under Contract

Single Family Home

3 Beds 3 Baths 2,700 SqFt

44 East Wharf Road, Madison, CT 06443

PRIVATE AND PERFECT! Tucked away on a quiet lane with only two other houses is 44 East Wharf Rd, a charming oasis that's...

Listed by Margaret Muir of William Pitt Sotheby's Int'l

65 Old Route 79 #8, Madison, CT 06443
1/25 25

$249,900

Under Contract

Condo

1 Bed 1 Bath 792 SqFt

65 Old Route 79 #8, Madison, CT 06443

A great price to get a start in the town of Madison. Newer kitchen & Living room floors. Kitchen with eating area. Laund...

Listed by Robert Teodosio of William Raveis Real Estate

218 Neck Road, Madison, CT 06443
1/40 40

$925,000

Under Contract

Single Family Home

4 Beds 2 Baths 2,047 SqFt

218 Neck Road, Madison, CT 06443

PROXIMITY to one of the longest beaches in Madison and that is just the beginning of the many coveted aspects of this mo...

Listed by Michelle Drobot of Coldwell Banker Realty

31 Pine Drive, Madison, CT 06443
1/40 40

$775,000

Under Contract

Single Family Home

4 Beds 3 Baths 2,804 SqFt

31 Pine Drive, Madison, CT 06443

Set on quiet cul-de-sac, so convenient to everything Madison has to offer, this immaculate well maintained Colonial is m...

Listed by Todd Gould of William Pitt Sotheby's Int'l

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IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
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Harbor Bridge Realty

John-Michael Rachinsky-Wood

License ID: REB.0792632

+1(203) 667-3443 jm@harborbridgere.com

United States
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      Market Snapshot

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Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
Logo-01

Harbor Bridge Realty

John-Michael Rachinsky-Wood

License ID: REB.0792632

+1(203) 667-3443 jm@harborbridgere.com

United States
      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      About
      1. About Us
      2. Contact Us
      3. Reviews
      Market Snapshot

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility