Madison, CT Homes

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  /20

  $537,000

  • 3 Beds
  • 1.5 Baths
  • 1,236 Sq Ft

  371 Race Hill Rd, Madison, CT 06443

  This home is located in the desirable shoreline town of Madison! Nestled on a peaceful 1.12-acre lot, this charming 3-bedroom, 1.5-bath ranch offers the perfect blend of privacy, comfort, and opportunity. Step inside to find a functional, light-filled layout designed for easy one-level living. The spacious living area flows into the kitchen and dining space, creating an inviting atmosphere for

  Tanisha Bundy Fathom Realty CT LLC

  371 Race Hill Rd, Madison, CT 06443
• 

  $700,000

  Sold May 01, 2026

  30 Church Ln, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,908 Sq Ft
  • Built 1972

  Last Sold Summary

  • 17% Above List Price
  • $241/SF
  • 28 Days On Market

  Current Estimated Value $689,547

  Last Listing Agent Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  30 Church Ln, Madison, CT 06443
• 

  Est $801,581

  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

  • 131 Days On Market

  Last Listing Agent Stephanie Jacobs Sunset Creek Realty, LLC
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  /40

  $769,900

  Open Sun 12PM - 2PM Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 3,056 Sq Ft

  2125 Durham Rd, Madison, CT 06443

  Tucked away on a sweet cul-de-sac at the end of a private road, well off of Route 79, this spacious 4-bedroom Colonial welcomes you with a wonderful sense of privacy and tranquility. Enjoy plenty of room to gather, relax, and make yourself at home, including a full finished walk out basement with endless possibilities. This low maintenance home features a new roof, hardwood floors throughout, a

  Jane Cardarelli William Raveis Real Estate

  2125 Durham Rd, Madison, CT 06443
• 

  $1,070,000

  Sold Jul 23, 2026

  351 Bartlett Dr, Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 4,015 Sq Ft
  • Built 1994

  Last Sold Summary

  • 8% Above List Price
  • $267/SF
  • 4 Days On Market

  Current Estimated Value $1,006,076

  Last Listing Agent Susan Santoro William Pitt Sotheby's Int'l

  351 Bartlett Dr, Madison, CT 06443
• 

  Est $1,120,951

  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

  • 80 Days On Market

  Last Listing Agent Toni Iandoli William Pitt Sotheby's Int'l
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  /8

  $650,000

  • 2 Beds
  • 1 Bath
  • 1,190 Sq Ft

  69 Garnet Park Rd, Madison, CT 06443

  Prime Location! Nestled in between the Neck River, this exceptional 1+ acre property presents a rare opportunity in one of Madison's most coveted neighborhoods. Whether you envision building a new construction or maintaining the property as an investment, the possibilities are endless. The expansive lot offers a beautiful natural setting with direct river frontage and plenty of space to create

  Fationa Meco Houlihan Lawrence WD

  69 Garnet Park Rd, Madison, CT 06443
• 

  $430,000

  Sold Jun 12, 2026

  107 Horse Pond Rd, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 864 Sq Ft
  • Built 1948

  Last Sold Summary

  • 1% Above List Price
  • $498/SF
  • 63 Days On Market

  Current Estimated Value $425,412

  Last Listing Agent Victoria Tavares William Raveis Real Estate

  107 Horse Pond Rd, Madison, CT 06443
• 

  Est $552,661

  Not Listed For Sale

  1201 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 1,649 Sq Ft
  • Built 1976

  1201 Durham Rd, Madison, CT 06443

  Last Sold Summary

  • 47 Days On Market

  Last Listing Agent Mike 'Mr. Z' Zerbini IMT Realty
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  /36

  $625,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,498 Sq Ft

  21 Centre Village Dr, Madison, CT 06443

  Beautifully updated two-bedroom townhouse in Centre Village. One of only four 2-bedroom units in complex. Walkable and bikeable to town green, restaurants, cinema, shops and all three town beaches! Centre Village is a private, modestly sized complex (22 units), nicely landscaped with individual patios and yards, ample parking, city water and natural gas off street. Seller has renovated inside and

  Pam Kadamus William Pitt Sotheby's Int'l

  21 Centre Village Dr, Madison, CT 06443
• 

  $465,000

  Sold Mar 05, 2026

  24 Railroad Ave, Madison, CT 06443

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • Built 1940

  Last Sold Summary

  • 2% Below List Price
  • $465/SF
  • 75 Days On Market

  Current Estimated Value $468,452

  Last Listing Agent Remi Tremblay William Raveis Real Estate

  24 Railroad Ave, Madison, CT 06443
• 

  Est $624,900

  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

  • 54 Days On Market

  Last Listing Agent Debra Pardales William Pitt Sotheby's Int'l
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  /39

  $2,495,000

  $255K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 3,321 Sq Ft

  81A Middle Beach Rd, Madison, CT 06443

  NEW PRICE. Set back from Middle Beach Rd and sited 25' above sea level (so no flood insurance needed!) with deeded beach rights and views of Long Island Sound is a like-new (completed in 2023) charming 4 bedroom, Cape Cod style home on an unusually large 1.12 acre lot. The open plan's first floor has a cathedral ceiling in the living room with a gas-lit stone fireplace, a dining area, and a fully

  Margaret Muir William Pitt Sotheby's Int'l

  81A Middle Beach Rd, Madison, CT 06443
• 

  $1,225,000

  Sold Feb 18, 2026

  41 Allison Dr, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 3,609 Sq Ft
  • Built 2003

  Last Sold Summary

  • 5% Below List Price
  • $339/SF
  • 66 Days On Market

  Current Estimated Value $1,243,832

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

  41 Allison Dr, Madison, CT 06443
• 

  Est $1,396,149

  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

  • 22 Days On Market

  Last Listing Agent Pam Kadamus William Pitt Sotheby's Int'l
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  /37

  $605,000

  Under Contract

  • 2 Beds
  • 3 Baths
  • 2,135 Sq Ft

  5 Thelbridge St Unit 5, Madison, CT 06443

  One person's loss is another one's gain! You have a second chance to make this this lovely property yours. It is more than a home --it's a lifestyle. Tucked into one of Madison's most sought-after communities at Windermere East, you'll feel at home the moment you enter the front door. The bright, open floor plan provides casual, coastline living at its best. The remodeled kitchen with granite

  Joanne Breen ERA Hart Sargis-Breen

  5 Thelbridge St Unit 5, Madison, CT 06443
• 

  $212,000

  Sold Aug 15, 2025

  26 North St, Madison, CT 06443

  • 2 Beds
  • 1 Bath
  • 647 Sq Ft
  • Built 1960

  Last Sold Summary

  • $328/SF
  • 19 Days On Market

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

  26 North St, Madison, CT 06443
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  Est $1,235,292

  Not Listed For Sale

  59 Copperfield Dr, Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 4,442 Sq Ft
  • Built 1992

  59 Copperfield Dr, Madison, CT 06443

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Cathy Lynch Coldwell Banker Realty
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  /40

  $169,900

  $5K PRICE INCREASE Pending

  • 1 Bed
  • 1 Bath
  • 441 Sq Ft

  7 3rd St, Madison, CT 06443

  New septic TBD B 4 close.tucked away like a hidden jewel at the shoreline, this storybook beach cottage captures the charm of coastal living.Approached by a classic brick landing, this cottage welcomes you with beachy curb appeal and a sense of relaxed living. Bathed in natural light and thoughtfully updated, this delightful retreat offers a warm and inviting interior designed for effortless

  Karen Bruno Roos Williams Real Estate

  7 3rd St, Madison, CT 06443
• 

  $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 $271,203

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

  268 Durham Rd, Madison, CT 06443
• 

  Est $1,193,139

  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

  • 34 Days On Market

  Last Listing Agent Barbara Goetsch William Pitt Sotheby's Int'l
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  /40

  $699,000

  Pending

  • 3 Beds
  • 3.5 Baths
  • 3,225 Sq Ft

  31 Martleshamheath Ln, Madison, CT 06443

  Nestled on a secluded 1.89-acre wooded lot in the desirable seaside town of Madison, this beautiful Colonial offers unparalleled privacy and peace. Tucked away with a creek and bridge leading to hundreds of acres of open space, the property feels like your own private sanctuary-quiet as can be, where nights are filled only with the sound of crickets. The inviting open-concept layout blends casual

  Sean Seigel RE/MAX Coast and Country

  31 Martleshamheath Ln, Madison, CT 06443
• 

  $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 $897,568

  Last Listing Agent Kayla Chasse Compass Connecticut, LLC

  198 Green Hill Rd, Madison, CT 06443
• 

  Est $432,065

  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

  • 114 Days On Market

  Last Listing Agent Amanda Popplewell-Sanson Coldwell Banker Realty
• 

  

  /31

  $460,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,865 Sq Ft

  10 Salem Rd, Madison, CT 06443

  Welcome to this well-maintained home offering a flexible layout and thoughtful updates throughout. Step into a welcoming foyer that opens into a bright living room filled with natural light from multiple windows. From here, the layout flows seamlessly into the dining area, where a partial wall creates separation while maintaining an open, airy feel. Just beyond, the kitchen has been tastefully

  Leigh Whiteman William Raveis Real Estate

  10 Salem Rd, Madison, CT 06443
• 

  $587,500

  Sold Mar 31, 2026

  67 Boston Post Rd Unit 8, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 1,816 Sq Ft
  • Built 2018

  Last Sold Summary

  • 1% Below List Price
  • $324/SF
  • 56 Days On Market

  Current Estimated Value $589,547

  Last Listing Agent Dana Weinstein Coldwell Banker Realty

  67 Boston Post Rd Unit 8, Madison, CT 06443
• 

  Est $603,603

  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

  • 3 Days On Market

  Last Listing Agent David Aurigemma Regency Real Estate, LLC
• 

  

  /27

  $850,000

  • 2 Beds
  • 1 Bath
  • 852 Sq Ft

  17 Linden Ln, Madison, CT 06443

  Coastal Paradise in the Heart of Madison! Welcome to one of Madison's most desirable shoreline beach communities, where coastal charm, breathtaking views, and endless outdoor recreation come together to create the perfect seaside retreat. This delightful cottage offers spectacular views of Fence Creek Salt Marsh and a glimpse of Long Island Sound. Kayak or paddleboard from the beach one block

  Lisa Aranci Berkshire Hathaway NE Prop.

  17 Linden Ln, 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 $804,646

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

  13 Longview Terrace, Madison, CT 06443
• 

  Est $1,107,138

  Not Listed For Sale

  53 Copperfield Dr, Madison, CT 06443

  • 5 Beds
  • 2.5 Baths
  • 3,595 Sq Ft
  • Built 1990

  53 Copperfield Dr, Madison, CT 06443

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Nikki Travaglino William Pitt Sotheby's Int'l
• 

  

  /40

  $875,000

  $50K PRICE INCREASE Pending

  • 3 Beds
  • 4 Baths
  • 2,160 Sq Ft

  3 Arrowhead Rd, Madison, CT 06443

  Embrace the enchantment of Shoreline Living at its finest with this sun-drenched haven at 3 Arrowhead, a jewel nestled in a quaint community with the river at your doorstep. As you step into this radiant abode, you're welcomed by a symphony of natural light and the serene melodies of local birdsong. The home's design harmoniously blends the outdoors with the indoors, creating a tranquil retreat.

  Diana Hartman William Pitt Sotheby's Int'l

  3 Arrowhead Rd, Madison, CT 06443
• 

  $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 $482,136

  Last Listing Agent Emily Lovejoy William Raveis Real Estate

  22 Centre Village Dr, Madison, CT 06443
• 

  Est $613,277

  Not Listed For Sale

  114 Squires Rd, Madison, CT 06443

  • 3 Beds
  • 3 Baths
  • 2,325 Sq Ft
  • Built 1972

  114 Squires Rd, Madison, CT 06443

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Joseph Cominsky Houlihan Lawrence WD
• 

  

  /40

  $1,300,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft

  86A E Wharf Rd, Madison, CT 06443

  Rare opportunity to own in one of Madison's most coveted shoreline locations. Just steps from East Wharf Beach and a short stroll to downtown Madison's shops, acclaimed restaurants, and vibrant village center, this 3-bedroom, 2-full-bath residence captures the essence of Connecticut coastal living. Privately sited on a beautifully maintained lot with an in-ground pool, the property offers a rare

  Melanie Scull William Pitt Sotheby's Int'l

  86A E Wharf Rd, Madison, CT 06443
• 

  $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 $649,863

  Last Listing Agent Lauren Freedman Coldwell Banker Realty

  81 Bartlett Dr, Madison, CT 06443
• 

  Est $1,354,521

  Not Listed For Sale

  88 Hickory Ln, Madison, CT 06443

  • 4 Beds
  • 5 Baths
  • 5,780 Sq Ft
  • Built 2001

  88 Hickory Ln, Madison, CT 06443

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Nicole White William Raveis Real Estate
• 

  

  /33

  $1,975,000

  • 4 Beds
  • 2 Baths
  • 3,882 Sq Ft

  441 Opening Hill Rd, Madison, CT 06443

  Updated 4 bedroom 2 Full bath Cape on 15+ Acres of rolling Meadows and woods bordering State Forest and over 800 feet of frontage on Opening Hill. Extensive updating includes new windows and doors, original wide-board refinishing in the original building. A new kitchen in the cathedral ceilinged family room addition with deck that commands beautiful views of two spring fed, stocked ponds below

  Steve Adkins Berkshire Hathaway NE Prop.

  441 Opening Hill Rd, Madison, CT 06443
• 

  $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 $581,152

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

  531 Green Hill Rd, Madison, CT 06443
• 

  Est $1,316,586

  Not Listed For Sale

  126 Hickory Ln, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 4,430 Sq Ft
  • Built 2002

  126 Hickory Ln, Madison, CT 06443

  Last Sold Summary

  • 73 Days On Market

  Last Listing Agent Judy Libby Berkshire Hathaway NE Prop.
• 

  

  /21

  $1,750,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,913 Sq Ft

  262 Mungertown Rd, Madison, CT 06443

  Build your custom dream home in South Madison! Welcome to this incredible opportunity in a prime location! Set on a level, treed, 2.32-acre lot on the hidden, more secluded end of Mungertown Road, offering PRIVACY and GREAT CONVENIENCE. Just THREE MILES to town and beaches, ONE MILE to Hand and Polson schools, and .25 MILES to the state-of-the-art Neck River Elementary, opened in 2025. Enjoy

  Lisa Rollins Team Compass Connecticut, LLC

  262 Mungertown Rd, Madison, CT 06443

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