Madison, CT Homes

• 

  Est $1,072,975 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
  • Jul 15, 2024

  Last Listing Agent Barbara Goetsch William Pitt
• 

  

  

  /40

  $164,900

  • 1 Bed
  • 1 Bath
  • 441 Sq Ft

  7 3rd St, Madison, CT 06443

  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 living. Every detail reflects

  Karen Bruno Roos Williams Real Estate

  7 3rd St, Madison, CT 06443
• 

  $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
• 

  Est $403,454 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

  • 6% Above List Price
  • $319/SF
  • 114 Days On Market

  • Last Sold Price $380,000
  • Mar 03, 2025

  Last Listing Agent Amanda Popplewell-Sanson Coldwell Banker Realty
• 

  

  

  /31

  $460,000 Coming Soon

  • 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
• 

  $815,000 Sold Mar 26, 2026

  16 Forest Hills Dr, Madison, CT 06443

  • 5 Beds
  • 3 Baths
  • 3,992 Sq Ft
  • Built 1965

  Last Sold Summary

  • 7% Below List Price
  • $204/SF
  • 160 Days On Market

  Current Estimated Value $857,478

  Last Listing Agent Rod Cross Coldwell Banker Realty

  16 Forest Hills Dr, Madison, CT 06443
• 

  Est $554,659 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

  • 1% Above List Price
  • $306/SF
  • 3 Days On Market

  • Last Sold Price $550,000
  • Dec 27, 2024

  Last Listing Agent David Aurigemma Regency Real Estate, LLC
• 

  

  /11

  $259,900 New Construction

  • 2 Beds
  • 1 Bath
  • 612 Sq Ft

  6 Young's Village, Madison, CT 06443

  Brand New Cottage : ) This seasonal cottage located on First Street # 6 in Young's Village next to Hammonasett State Beach Park. Enjoy swimming, coastal walk ways and fabulous restaurants .- all within a hop, skip and jump away! This brand new cottage offers two bedrooms, walk in closets, a laundry hookup space, and electric fireplace. The kitchen showcases granite countertops, tile floors,

  Jason Saphire www.HomeZu.com

  6 Young's Village, Madison, CT 06443
• 

  $725,000 Sold Apr 09, 2026

  21 Little Hollow Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 1,589 Sq Ft
  • Built 1977

  Last Sold Summary

  • 1% Above List Price
  • $456/SF
  • 14 Days On Market

  Current Estimated Value $650,350

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  21 Little Hollow Rd, Madison, CT 06443
• 

  Est $983,415 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

  • 7% Above List Price
  • $256/SF
  • 27 Days On Market

  • Last Sold Price $920,000
  • Aug 13, 2024

  Last Listing Agent Nikki Travaglino William Pitt
• 

  

  /34

  $725,000

  • 3 Beds
  • 2 Baths
  • 2,248 Sq Ft

  602 Durham Rd, Madison, CT 06443

  602 Durham Road delivers the lifestyle living by the shoreline is known for, starting the moment you pull into the circular driveway. The covered front porch sets the tone, but the backyard is the headline: a resort-caliber outdoor environment anchored by an in-ground pool, hot tub, covered patio with TV, outdoor kitchen with built-in grill, oversized high-top bar, pizza oven, basketball court,

  Heidi DeRusso Coldwell Banker Realty

  602 Durham Rd, Madison, CT 06443
• 

  $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 $682,655

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

  5 Dover Ln, Madison, CT 06443
• 

  Est $586,829 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

  • 17% Above List Price
  • $215/SF
  • 8 Days On Market

  • Last Sold Price $499,900
  • Nov 30, 2023

  Last Listing Agent Joseph Cominsky Houlihan Lawrence WD
• 

  

  /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
• 

  $660,000 Sold May 04, 2026

  19 Green Acres Dr, Madison, CT 06443

  • 4 Beds
  • 2 Baths
  • 1,903 Sq Ft
  • Built 1957

  Last Sold Summary

  • 7% Above List Price
  • $347/SF
  • 5 Days On Market

  Current Estimated Value $632,258

  Last Listing Agent Amy Kirst William Pitt Sotheby's Int'l

  19 Green Acres Dr, Madison, CT 06443
• 

  Est $1,282,221 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

  • 3% Below List Price
  • $228/SF
  • 33 Days On Market

  • Last Sold Price $1,318,000
  • Jun 05, 2024

  Last Listing Agent Nicole White William Raveis Real Estate
• 

  

  /31

  $599,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,288 Sq Ft

  42 Neck Rd, Madison, CT 06443

  Live the shoreline lifestyle in the highly sought after beach area of Neck Road. This charming home offers a rare opportunity to enjoy coastal living in a location that truly has it all. An inviting front porch welcomes you in and provides the perfect spot for morning coffee or relaxing at the end of the day. Inside, the spacious living room features beautiful built-in bookshelves and it flows

  Anne-Marie Pagli William Raveis Real Estate

  42 Neck Rd, Madison, CT 06443
• 

  $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 $442,979

  Last Listing Agent Dallas Davis Dalvis Realty

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

  Est $1,235,425 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

  • 1% Below List Price
  • $282/SF
  • 73 Days On Market

  • Last Sold Price $1,250,000
  • Oct 28, 2024

  Last Listing Agent Judy Libby Berkshire Hathaway Home Services
• 

  

  /12

  $1,375,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,357 Sq Ft

  462 Horse Pond Rd, Madison, CT 06443

  2025 is the year to have the home of your dreams! Come see this gorgeous enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Ideally located just two hours from both NYC and Boston, Madison is beloved for its award-winning schools, restaurants, shops, and of course, beautiful beaches! Constructed by a well-established local Madison builder, these houses

  Karen Rosenthal William Raveis Real Estate

  462 Horse Pond Rd, Madison, CT 06443
• 

  $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 $907,018

  Last Listing Agent Greg robbins Houlihan Lawrence WD

  166 Bishop Ln, Madison, CT 06443
• 

  Est $555,157 Not Listed For Sale

  31 Hickory Ln, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,224 Sq Ft
  • Built 1958

  31 Hickory Ln, Madison, CT 06443

  Last Sold Summary

  • 15% Above List Price
  • $393/SF
  • 2 Days On Market

  • Last Sold Price $481,500
  • May 31, 2023

  Last Listing Agent Stefanie Runlett RE/MAX
• 

  

  /21

  $2,700,000

  • 4 Beds
  • 3.5 Baths
  • 2,786 Sq Ft

  121 Middle Beach Rd, Madison, CT 06443

  Set along the coveted shoreline of Madison, this pristine coastal retreat seamlessly blends timeless antique charm, the finest modern conveniences and extensive Long Island Sound views. Thoughtfully updated while preserving its character, the home offers an inviting and sophisticated atmosphere throughout. A stunning family room serves as the heart of the home. It features dramatic

  Meig Walz Newcomb Coldwell Banker Realty

  121 Middle Beach Rd, Madison, CT 06443
• 

  $565,000 Sold Jan 20, 2026

  3 Essex Ln Unit 3, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Built 1977

  Last Sold Summary

  • 1% Below List Price
  • $441/SF
  • 50 Days On Market

  Current Estimated Value $559,710

  Last Listing Agent Jaime Lettieri Coldwell Banker Realty

  3 Essex Ln Unit 3, Madison, CT 06443
• 

  Est $560,318 Not Listed For Sale

  119 Squires Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 1,624 Sq Ft
  • Built 1972

  119 Squires Rd, Madison, CT 06443

  Last Sold Summary

  • 8% Below List Price
  • $376/SF
  • 53 Days On Market

  • Last Sold Price $611,100
  • Nov 25, 2024

  Last Listing Agent George Sznaj DB Associates of CT, LLC
• 

  

  /27

  $675,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,640 Sq Ft

  41 Harbor Ave, Madison, CT 06443

  Charming Cape Cod in the Harbor Avenue Beach community, with a short walk to a lovely sandy beach and Long Island Sound. Lots of room for entertaining friends and family, including a large enclosed heated porch surrounded by sliders that lead to a side deck and fenced back yard. Family Room with wood stove. Two bedrooms (one on the first level) and 2 full baths. Some upgrades, including new

  Alison Gould Gould Group LLC

  41 Harbor Ave, Madison, CT 06443
• 

  $1,175,000 Sold Mar 25, 2026

  11 Tuxis Rd, Madison, CT 06443

  • 4 Beds
  • 2 Baths
  • 1,692 Sq Ft
  • Built 1900

  Last Sold Summary

  • $694/SF
  • 10 Days On Market

  Current Estimated Value $1,184,753

  Last Listing Agent Rose Ciardiello William Raveis Real Estate

  11 Tuxis Rd, Madison, CT 06443
• 

  Est $526,205 Not Listed For Sale

  83 Squires Rd, Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 2,200 Sq Ft
  • Built 1969

  83 Squires Rd, Madison, CT 06443

  Last Sold Summary

  • 5% Above List Price
  • $227/SF
  • 52 Days On Market

  • Last Sold Price $500,000
  • Nov 27, 2024

  Last Listing Agent Stacey Wyeth William Pitt
• 

  

  /31

  $850,000

  • Land
  • 3.67 Acres
  • $231,608 per Acre

  4 Boston Post Rd, Madison, CT 06443

  Rarely does a Legacy Property, with a "Shovel-Ready" vision, arrive with the hardest yards of coastal development already complete. East River Landing is a fully de-risked, 3.67-acre asset at the Madison/Guilford gateway, combining an extensive marina income opportunity with unprecedented residential scalability. Approved Maritime Asset. Forget proposed plans-this is a fully built, 46-slip marina

  Michael Barnes Silver and Oak Realty

  4 Boston Post Rd, Madison, CT 06443
• 

  $960,000 Sold Aug 29, 2025

  659 Summer Hill Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,558 Sq Ft
  • Built 1779

  Last Sold Summary

  • 3% Below List Price
  • $375/SF
  • 49 Days On Market

  Current Estimated Value $984,698

  Last Listing Agent Leigh Whiteman William Raveis Real Estate

  659 Summer Hill Rd, Madison, CT 06443
• 

  Est $577,073 Not Listed For Sale

  57 Squires Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,324 Sq Ft
  • Built 1970

  57 Squires Rd, Madison, CT 06443

  Last Sold Summary

  • 12% Above List Price
  • $222/SF
  • 54 Days On Market

  • Last Sold Price $515,000
  • Jun 14, 2024

  Last Listing Agent Linda Talmadge Berkshire Hathaway Home Services
• 

  

  /40

  $2,800,000

  • 4 Beds
  • 6 Baths
  • 4,854 Sq Ft

  85 Garnet Park Rd, Madison, CT 06443

  A home that captures you-and doesn't let go. Nestled along the quiet edge of the Neck River, this is one of those rare offerings where design, setting and detail immediately leave an impression. From the moment you arrive, the front porch sets the tone for what unfolds beyond it. Inside, every space feels considered. A true designer's home where nothing is overlooked and nothing is left to

  Nicole White William Raveis Real Estate

  85 Garnet Park Rd, Madison, CT 06443
• 

  $640,000 Sold Nov 04, 2025

  7 Derenthal Dr, Madison, CT 06443

  • 4 Beds
  • 2 Baths
  • 1,896 Sq Ft
  • Built 1966

  Last Sold Summary

  • 8% Below List Price
  • $338/SF
  • 126 Days On Market

  Current Estimated Value $627,848

  Last Listing Agent Susan Warner-Lambert Carbutti & Co., Realtors

  7 Derenthal Dr, Madison, CT 06443
• 

  Est $677,369 Not Listed For Sale

  37 Squires Rd, Madison, CT 06443

  • 3 Beds
  • 3.5 Baths
  • 2,636 Sq Ft
  • Built 1970

  37 Squires Rd, Madison, CT 06443

  Last Sold Summary

  • 5% Below List Price
  • $269/SF
  • 34 Days On Market

  • Last Sold Price $710,000
  • May 24, 2024

  Last Listing Agent Patsy Metcalf Compass Connecticut, LLC
• 

  

  /22

  $1,150,000

  • 2 Beds
  • 2.5 Baths
  • 2,208 Sq Ft

  15 Cambridge Dr, Madison, CT 06443

  Walk to the Beach! Walk to downtown Madison! Enjoy the best Madison has to offer in this inviting and sophisticated atmosphere. This meticulously maintained two-bedroom condominium in desirable Oxford Fells offers 2,208 square feet of a thoughtfully designed floorplan. With dramatic floor to ceiling windows, you can enjoy the private back gardens. Above the flood plains, this home features an

  Meig Walz Newcomb Coldwell Banker Realty

  15 Cambridge Dr, Madison, CT 06443
• 

  $855,000 Sold Feb 02, 2026

  23 Horsebarn Ln, Madison, CT 06443

  • 4 Beds
  • 4 Baths
  • 3,972 Sq Ft
  • Built 1996

  Last Sold Summary

  • 2% Below List Price
  • $215/SF
  • 105 Days On Market

  Current Estimated Value $871,019

  Last Listing Agent Dylan Walter William Raveis Real Estate

  23 Horsebarn Ln, Madison, CT 06443
• 

  Est $772,291 Not Listed For Sale

  68 Old Toll Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,753 Sq Ft
  • Built 1999

  68 Old Toll Rd, Madison, CT 06443

  Last Sold Summary

  • 14% Above List Price
  • $247/SF
  • 47 Days On Market

  • Last Sold Price $680,000
  • Jun 17, 2024

  Last Listing Agent David Mayhew Pearce Real Estate
• 

  

  /28

  $734,900 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 3,212 Sq Ft

  174 Concord Dr, Madison, CT 06443

  Step into this exquisitely renovated colonial-style residence, where classic charm seamlessly blends with contemporary sophistication. Gleaming hardwood floors flow throughout the main living spaces, reflecting natural light and enhancing the home's warm ambiance. The heart of the home is a stunning chef's kitchen, thoughtfully designed with state-of-the-art appliances, quartz countertops, and

  Terence Dominick Exceptional Real Estate LLC

  174 Concord Dr, Madison, CT 06443
• 

  $503,000 Sold Jan 30, 2026

  43 Fort Path Rd, Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 1,346 Sq Ft
  • Built 1960

  Last Sold Summary

  • 7% Below List Price
  • $374/SF
  • 40 Days On Market

  Current Estimated Value $515,767

  Last Listing Agent Lisa Rollins Team Compass Connecticut, LLC

  43 Fort Path Rd, Madison, CT 06443
• 

  Est $844,521 Not Listed For Sale

  177 Concord Dr, Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 3,004 Sq Ft
  • Built 2015

  177 Concord Dr, Madison, CT 06443

  Last Sold Summary

  • 6% Below List Price
  • $300/SF
  • 41 Days On Market

  • Last Sold Price $900,000
  • Sep 10, 2024

  Last Listing Agent Sheila Tinn-Murphy Berkshire Hathaway Home Services

Showing Results 241 - 280, Page 7 of 18