Homes in ZIP Code 06443

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  /2

  $159,900 Under Contract

  • Land
  • 1.43 Acres
  • $111,818 per Acre

  0 Skytop Dr, Madison, CT 06443

  Great opportunity to build in an established neighborhood in the beautiful shoreline community of Madison, CT! Large 1.43 acre rear lot is extremely private and ready for your dream home. Located just a short 1.5mi / 5 minute drive to downtown with easy access to I-95 and a short drive to Hammonasset Beach. Per town will need an updated perc test for final approval. Agent/owner

  Luke Florian SSG Real Estate LLC

  0 Skytop Dr, Madison, CT 06443
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  $265,000 Sold Feb 19, 2026

  268 Durham Rd, Madison, CT 06443

  • Land
  • 2.29 Acres
  • $115,721 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 24 Days On Market

  Current Estimated Value $273,112

  Last Listing Agent Kirsten Adams William Pitt Sotheby's Int'l

  268 Durham Rd, Madison, CT 06443
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  Est $825,161 Not Listed For Sale

  30 Georgetown Cir, Madison, CT 06443

  • 5 Beds
  • 3 Baths
  • 3,594 Sq Ft
  • Built 1978

  30 Georgetown Cir, Madison, CT 06443

  Last Sold Summary

  • 13% Above List Price
  • $203/SF
  • 2 Days On Market

  Last Sold Price $728,000

  Last Listing Agent Phoebe Schreiner William Pitt
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  /40

  $1,299,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,712 Sq Ft

  24 Cherry Ln, Madison, CT 06443

  Experience effortless one-level living in this well maintained 3-bedroom, 2.5-bath ranch, perfectly situated on a private street in one of Madison's most sought-after locations. Nestled between two fairways of The Madison Country Club and just a short walk to downtown Madison, West Wharf Beach, and the Madison Surf Club, this home offers an unbeatable combination of privacy, convenience, and

  Erin Connelly Coldwell Banker Realty

  24 Cherry Ln, Madison, CT 06443
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  $885,000 Sold Mar 19, 2026

  198 Green Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,663 Sq Ft
  • Built 2013

  Last Sold Summary

  • 1% Above List Price
  • $332/SF
  • 19 Days On Market

  Current Estimated Value $890,476

  Last Listing Agent Kayla Chasse Compass Connecticut, LLC

  198 Green Hill Rd, Madison, CT 06443
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  Est $996,153 Not Listed For Sale

  35 Georgetown Cir, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 3,004 Sq Ft
  • Built 1978

  35 Georgetown Cir, Madison, CT 06443

  Last Sold Summary

  • 5% Above List Price
  • $315/SF
  • 1 Day On Market

  Last Sold Price $947,000

  Last Listing Agent Julie Bedell Compass Connecticut, LLC
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  /9

  $1,235,000

  • Land
  • 1.02 Acres
  • $1,210,784 per Acre

  8 Old Route 79, Madison, CT 06443

  Great commercial lot - signalize corner, level and cleared. A rare opportunity for Developers and Investors. Located at the strategic Junction of Old route 79 and Durham Road . One minute to I-95. The property boasts exceptional visibility an accessibility from both north and southbound traffic. Short distance to downtown MADISON, this site is ideal for a variety of commercial ventures, including

  Thomas Simjian Keller Williams Coastal

  8 Old Route 79, Madison, CT 06443
• 

  $815,000 Sold Jul 11, 2025

  27 Hammonassett Meadows Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,276 Sq Ft
  • Built 1974

  Last Sold Summary

  • 7% Above List Price
  • $358/SF
  • 3 Days On Market

  Current Estimated Value $833,336

  Last Listing Agent Leigh Whiteman William Raveis Real Estate

  27 Hammonassett Meadows Rd, Madison, CT 06443
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  Est $812,642 Not Listed For Sale

  191 Concord Dr, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 3,075 Sq Ft
  • Built 1978

  191 Concord Dr, Madison, CT 06443

  Last Sold Summary

  • 8% Above List Price
  • $244/SF
  • 46 Days On Market

  Last Sold Price $750,000

  Last Listing Agent Kirsten Adams William Pitt
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  /36

  $599,000

  • 2 Beds
  • 2 Baths
  • 1,476 Sq Ft

  6 Sandgate Cir, Madison, CT 06443

  Welcome to Windemere East. Located in Madison Ct this condo offers ranch style living with open floor plan. Hardwood floors throughout the unit. Unit offers 1,476 sq feet of living space. Two Bedrooms and 2 full bathrooms having primary with roll in en-suite. Sunroom with ever changing views of the Hammonasset River. A short drive to Hammonasset State Park and downtown Madison. Main Street offer

  Paula Stuart Berkshire Hathaway NE Prop.

  6 Sandgate Cir, Madison, CT 06443
• 

  $779,000 Sold Feb 03, 2026

  13 Longview Terrace, Madison, CT 06443

  • 3 Beds
  • 3.5 Baths
  • 3,772 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Below List Price
  • $207/SF
  • 69 Days On Market

  Current Estimated Value $788,155

  Last Listing Agent Margaret Muir William Pitt Sotheby's Int'l

  13 Longview Terrace, Madison, CT 06443
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  Est $837,674 Not Listed For Sale

  21 Heatherwood Dr, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,712 Sq Ft
  • Built 1976

  21 Heatherwood Dr, Madison, CT 06443

  Last Sold Summary

  • 2% Above List Price
  • $302/SF
  • 22 Days On Market

  Last Sold Price $820,000

  Last Listing Agent Dana Weinstein Coldwell Banker Realty
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  /40

  $724,500 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,446 Sq Ft

  98 Bartlett Dr, Madison, CT 06443

  Proud to present 98 Bartlett Drive, located in one of Connecticut's premier shoreline towns and most desirable neighborhoods. Thoughtfully redesigned and carefully updated to maximize both comfort and functionality, this 2,446 sq. ft. Saltbox Colonial rests on 1.14 acres adjacent to permanently protected town land, offering lasting privacy and peace of mind. The home features 3 bedrooms and 2.5

  Stephano Stravoravdis Real Broker CT, LLC

  98 Bartlett Dr, Madison, CT 06443
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  $470,000 Sold Oct 01, 2025

  22 Centre Village Dr, Madison, CT 06443

  • 1 Bed
  • 2.5 Baths
  • 1,569 Sq Ft
  • Built 1985

  Last Sold Summary

  • 10% Below List Price
  • $300/SF
  • 126 Days On Market

  Current Estimated Value $478,899

  Last Listing Agent Emily Lovejoy William Raveis Real Estate

  22 Centre Village Dr, Madison, CT 06443
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  Est $1,653,777 Not Listed For Sale

  51 Buck Hill Rd, Madison, CT 06443

  • 5 Beds
  • 7 Baths
  • 4,994 Sq Ft
  • Built 2006

  51 Buck Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 3% Above List Price
  • $320/SF
  • 263 Days On Market

  Last Sold Price $1,600,000

  Last Listing Agent Margaret Muir William Pitt
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  /24

  $525,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,896 Sq Ft

  178 Mungertown Rd, Madison, CT 06443

  Located in beautiful Madison, CT, this classic split-level home offers great potential and a fantastic opportunity to make it your own. Featuring 3 bedrooms and 2 full baths, the home includes hardwood floors and spacious layout perfect for comfortable living. The lower level family room features a cozy fireplace, creating a warm and inviting space for relaxing or entertaining. The home also

  Mary Tirozzi Century 21 AllPoints Realty

  178 Mungertown Rd, Madison, CT 06443
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  $630,000 Sold Dec 12, 2025

  81 Bartlett Dr, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,088 Sq Ft
  • Built 1971

  Last Sold Summary

  • 3% Below List Price
  • $302/SF
  • 119 Days On Market

  Current Estimated Value $628,809

  Last Listing Agent Lauren Freedman Coldwell Banker Realty

  81 Bartlett Dr, Madison, CT 06443
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  Est $942,053 Not Listed For Sale

  44 Buck Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 4,448 Sq Ft
  • Built 1994

  44 Buck Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 2% Above List Price
  • $207/SF
  • 76 Days On Market

  Last Sold Price $920,000

  Last Listing Agent Linda Toscano Coldwell Banker Realty
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  /40

  $850,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,982 Sq Ft

  25 Williamsburg Cir, Madison, CT 06443

  Tucked away in one of Madison's most desirable neighborhoods, this beautifully maintained four-bedroom, 3.5-bath Cape-style Colonial offers over 4,000 square feet of living space in a truly serene setting. Surrounded by scenic hiking trails and the picturesque Hammonasset River, the flat, private lot is a nature lover's dream-peaceful, tranquil, and perfect for outdoor enjoyment. Relax by the

  Toni Iandoli William Pitt Sotheby's Int'l

  25 Williamsburg Cir, Madison, CT 06443
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  $680,000 Sold Jul 18, 2025

  76 Horse Pond Rd, Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 3,037 Sq Ft
  • Built 1998

  Last Sold Summary

  • 11% Below List Price
  • $224/SF
  • 27 Days On Market

  Current Estimated Value $742,886

  Last Listing Agent James Didato Berkshire Hathaway NE Prop.

  76 Horse Pond Rd, Madison, CT 06443
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  Est $733,776 Not Listed For Sale

  426 Summer Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,830 Sq Ft
  • Built 1989

  426 Summer Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 19% Above List Price
  • $217/SF
  • 131 Days On Market

  Last Sold Price $615,000

  Last Listing Agent Stephanie Jacobs Sunset Creek Realty, LLC
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  /12

  $325,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  42 Wildcat Rd, Madison, CT 06443

  Ranch-style single-family home situated on 1 acre, just 5 minutes from Hammonasset State Beach. The property features classic New England stone walls surrounding much of the land, along with a detached two-car garage. Inside, has nice looking exposed beams! Then living room, kitchen, three bedrooms, and one bathroom-all on the main floor. Full unfinished basement with an exterior hatch. The

  Ethan Maddalena Berkshire Hathaway NE Prop.

  42 Wildcat Rd, Madison, CT 06443
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  $565,000 Sold Sep 29, 2025

  531 Green Hill Rd, Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 1,905 Sq Ft
  • Built 1964

  Last Sold Summary

  • 3% Above List Price
  • $297/SF
  • 3 Days On Market

  Current Estimated Value $572,846

  Last Listing Agent Phoebe Schreiner William Pitt Sotheby's Int'l

  531 Green Hill Rd, Madison, CT 06443
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  Est $955,883 Not Listed For Sale

  398 Summer Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 3,470 Sq Ft
  • Built 1988

  398 Summer Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 12% Above List Price
  • $245/SF
  • 3 Days On Market

  Last Sold Price $850,000

  Last Listing Agent Sue Woods William Pitt
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  /33

  $645,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,352 Sq Ft

  79 Acorn Rd, Madison, CT 06443

  Bike to town from this pristine Colonial, ideally set on a level lot with over an acre of beautifully manicured grounds. This meticulously maintained 3-bedroom home offers natural gas, public water, and generous living space for today's lifestyle. Enjoy a spacious front-to-back living room, a cozy family room with a gas fireplace, and a sun-filled three-season porch featuring vaulted ceilings and

  Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  79 Acorn Rd, Madison, CT 06443
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  $850,000 Sold May 16, 2025

  23 Blueberry Hill Dr, Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 3,692 Sq Ft
  • Built 2001

  Last Sold Summary

  • $230/SF
  • 61 Days On Market

  Current Estimated Value $899,182

  Last Listing Agent Cortney Emshwiller-Swokla Coldwell Banker Realty

  23 Blueberry Hill Dr, Madison, CT 06443
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  Est $1,047,868 Not Listed For Sale

  48 Lenore Dr, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 5,125 Sq Ft
  • Built 2004

  48 Lenore Dr, Madison, CT 06443

  Last Sold Summary

  • 16% Above List Price
  • $176/SF
  • 80 Days On Market

  Last Sold Price $900,000

  Last Listing Agent Toni Iandoli William Pitt
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  /29

  $509,900 Open Sun 1PM - 3PM

  • 4 Beds
  • 2 Baths
  • 1,688 Sq Ft

  660 Opening Hill Rd, Madison, CT 06443

  Rare Investment opportunity in Madison under 10 minutes to charming downtown and Madison Beach! Own a freshly painted 3-bedroom home plus a separate accessory apartment over a 3-car garage attached by a breezeway, all set on level 2.57 private acres. Live in one and rent the other-or maximize income by renting both. This setup is also ideal for multi-generational living. The 1,048 main ranch home

  Allison Hughes William Raveis Real Estate

  660 Opening Hill Rd, Madison, CT 06443
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  $479,000 Sold Jun 27, 2025

  32 Nutmeg Ln, Madison, CT 06443

  • 4 Beds
  • 1.5 Baths
  • 1,632 Sq Ft
  • Built 1964

  Last Sold Summary

  • $294/SF
  • 24 Days On Market

  Current Estimated Value $507,267

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  32 Nutmeg Ln, Madison, CT 06443
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  Est $570,185 Not Listed For Sale

  1197 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,494 Sq Ft
  • Built 1976

  1197 Durham Rd, Madison, CT 06443

  Last Sold Summary

  • 4% Below List Price
  • $398/SF
  • 54 Days On Market

  Last Sold Price $595,000

  Last Listing Agent Debra Pardales William Pitt
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  /34

  $725,000 Pending

  • 3 Beds
  • 4 Baths
  • 1,916 Sq Ft

  70 Wildwood Ave, Madison, CT 06443

  Welcome to this warm and comfortable quintessential New England Cape Cod home in sought-after Madison, Connecticut. This stunning residence offers a perfect blend of classic New England character with modern amenities. Step inside to discover lustrous hardwood floors throughout and an expansive living room with a captivating, gas log fireplace, perfect for both elegant gatherings and quiet

  Tom Clancy William Pitt Sotheby's Int'l

  70 Wildwood Ave, Madison, CT 06443
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  $141,500 Sold Sep 20, 2025

  20 Young's Village, Madison, CT 06443

  • 1 Bed
  • 1 Bath
  • 410 Sq Ft
  • Built 1950

  Last Sold Summary

  • 9% Below List Price
  • $345/SF
  • 54 Days On Market

  Last Listing Agent Laurie McCann William Pitt Sotheby's Int'l

  20 Young's Village, Madison, CT 06443
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  Est $1,376,798 Not Listed For Sale

  50 Copperfield Dr, Madison, CT 06443

  • 5 Beds
  • 3.5 Baths
  • 4,374 Sq Ft
  • Built 1988

  50 Copperfield Dr, Madison, CT 06443

  Last Sold Summary

  • 2% Above List Price
  • $309/SF
  • 22 Days On Market

  Last Sold Price $1,350,000

  Last Listing Agent Pam Kadamus William Pitt
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  /40

  $699,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 3,532 Sq Ft

  18 Riverside Terrace, Madison, CT 06443

  Offering 3,532 sq ft of well-designed living space, this 4-bedroom, 3.5-bath home combines comfort, functionality, and room to grow. The upper level features beautiful hardwood floors and a well-appointed primary suite set privately apart, complete with cathedral ceilings, a walk-in closet, and a large en-suite bath with a soaking tub. There are three additional bedrooms on this level. The main

  Emily Lovejoy William Raveis Real Estate

  18 Riverside Terrace, Madison, CT 06443
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  $670,000 Sold Aug 21, 2025

  5 Dover Ln, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,096 Sq Ft
  • Built 1984

  Last Sold Summary

  • 3% Above List Price
  • $320/SF
  • 97 Days On Market

  Current Estimated Value $684,732

  Last Listing Agent Kirsten Adams William Pitt Sotheby's Int'l

  5 Dover Ln, Madison, CT 06443
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  Est $1,071,772 Not Listed For Sale

  5 Michele Ln, Madison, CT 06443

  • 4 Beds
  • 6 Baths
  • 5,220 Sq Ft
  • Built 1987

  5 Michele Ln, Madison, CT 06443

  Last Sold Summary

  • 13% Above List Price
  • $182/SF
  • 34 Days On Market

  Last Sold Price $950,000

  Last Listing Agent Barbara Goetsch William Pitt
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  $343,000 Sold Jan 16, 2026

  20C Yankee Glen Rd Unit 20C, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 1,119 Sq Ft
  • Built 1979

  Last Sold Summary

  • 11% Below List Price
  • $307/SF
  • 95 Days On Market

  Current Estimated Value $441,748

  Last Listing Agent Dallas Davis Dalvis Realty

  20C Yankee Glen Rd Unit 20C, Madison, CT 06443
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  Est $407,222 Not Listed For Sale

  739 Opening Hill Rd, Madison, CT 06443

  • 2 Beds
  • 3 Baths
  • 1,192 Sq Ft
  • Built 1930

  739 Opening Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 7% Above List Price
  • $319/SF
  • 114 Days On Market

  Last Sold Price $380,000

  Last Listing Agent Amanda Popplewell-Sanson Coldwell Banker Realty
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  $900,000 Sold Nov 14, 2025

  166 Bishop Ln, Madison, CT 06443

  • 3 Beds
  • 3 Baths
  • 2,968 Sq Ft
  • Built 1983

  Last Sold Summary

  • 6% Above List Price
  • $303/SF
  • 27 Days On Market

  Current Estimated Value $926,022

  Last Listing Agent Greg robbins Houlihan Lawrence WD

  166 Bishop Ln, Madison, CT 06443
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  Est $560,244 Not Listed For Sale

  730 Opening Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 1966

  730 Opening Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 2% Above List Price
  • $306/SF
  • 3 Days On Market

  Last Sold Price $550,000

  Last Listing Agent David Aurigemma Regency Real Estate, LLC

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