Homes in ZIP Code 06443

• 

  $665,000

  Sold Nov 14, 2025

  18 Kelsey Place, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 1960

  Last Sold Summary

  • $528/SF
  • 44 Days On Market

  Current Estimated Value $672,778

  Last Listing Agent Betsy Anderson William Pitt Sotheby's Int'l

  18 Kelsey Place, Madison, CT 06443
• 

  Est $629,323

  Not Listed For Sale

  141 Saint Francis Woods Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 1,980 Sq Ft
  • Built 1977

  141 Saint Francis Woods Rd, Madison, CT 06443

  Last Sold Summary

  • 93 Days On Market
• 

  

  

  /40

  $935,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 4,250 Sq Ft

  86 Nursery Ln, Madison, CT 06443

  ABSOLUTELY STUNNING is the only way to describe this immaculate 4+ bedroom Colonial, perfectly situated in one of Madison's most desirable and convenient neighborhoods. From the moment you step inside, the incredible sunlit, open-concept floor plan captivates you. Designed for effortless entertaining & everyday living. The spacious living room that features a cozy gas fireplace flows seamlessly

  Alicia Mahon William Pitt Sotheby's Int'l

  86 Nursery Ln, Madison, CT 06443
• 

  $1,400,000

  Sold May 01, 2026

  395 Boston Post Rd, Madison, CT 06443

  • 4 Beds
  • 5 Baths
  • 3,779 Sq Ft
  • Built 1828

  Last Sold Summary

  • 3% Below List Price
  • $370/SF
  • 7 Days On Market

  Current Estimated Value $1,442,706

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

  395 Boston Post Rd, Madison, CT 06443
• 

  Est $730,729

  Not Listed For Sale

  115 Saint Francis Woods Rd, Madison, CT 06443

  • 4 Beds
  • 2 Baths
  • 2,172 Sq Ft
  • Built 1973

  115 Saint Francis Woods Rd, Madison, CT 06443

  Last Sold Summary

  • 73 Days On Market
• 

  

  /38

  $3,750,000

  $250K PRICE DROP

  • 5 Beds
  • 6 Baths
  • 5,657 Sq Ft

  45 Island Ave, Madison, CT 06443

  Exceptionally located less than a tenth of a mile from both the town green and beaches - with your own private beach access - this stunning residence sits on 1.57 secluded acres and has been completely re-imagined with uncompromising attention to detail and the finest materials. The home offers 16 thoughtfully designed rooms. Sun filled interiors feature over sized windows and expansive sight

  Meig Walz Newcomb Coldwell Banker Realty

  45 Island Ave, Madison, CT 06443
• 

  $170,000

  Sold Mar 06, 2026

  728 Durham Rd, Madison, CT 06443

  • Land
  • 1.55 Acres
  • $109,677 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 256 Days On Market

  Current Estimated Value $171,166

  Last Listing Agent Gene Pica RE/MAX Alliance

  728 Durham Rd, Madison, CT 06443
• 

  Est $778,743

  Not Listed For Sale

  7 Williamsburg Cir, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 3,180 Sq Ft
  • Built 1982

  7 Williamsburg Cir, Madison, CT 06443

  Last Sold Summary

  • 4 Days On Market
• 

  

  /31

  $799,000

  Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,260 Sq Ft

  49 Hammonassett Meadows Rd, Madison, CT 06443

  LOCATION, LOCATION...This 4BR, 2.5 Bath home is in absolutely pristine condition. Meticulously maintained by the original owner, this home has been loved and cared for and it really shows! Located in the very desirable neighborhood, Hammonassett Meadows, and situated on a 1.45 acre lot. The home features upgraded Pella replacement windows, beautiful hardwood floors throughout, newer A/C spit

  Susan Clifford Coldwell Banker Realty

  49 Hammonassett Meadows Rd, Madison, CT 06443
• 

  $511,920

  Sold Apr 16, 2026

  45 Wilshire Rd Unit 45, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 1,879 Sq Ft
  • Built 1974

  Last Sold Summary

  • 3% Above List Price
  • $272/SF
  • 45 Days On Market

  Current Estimated Value $512,022

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  45 Wilshire Rd Unit 45, Madison, CT 06443
• 

  Est $831,582

  Not Listed For Sale

  23 Williamsburg Cir, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 3,126 Sq Ft
  • Built 1979

  23 Williamsburg Cir, Madison, CT 06443

  Last Sold Summary

  • 58 Days On Market
• 

  

  /40

  $650,000

  Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,057 Sq Ft

  476 Summer Hill Rd, Madison, CT 06443

  This turnkey, sun-filled Colonial situated south of Route 80 in Madison perfectly blends meticulous maintenance with smart, modern updates. The gracious main level features elegant French doors opening to a bright living room, a generous formal dining room- a perfect place for family gatherings and a cozy family room centered around a classic wood-burning fireplace. The heart of the home is the

  Amy Kirst William Pitt Sotheby's Int'l

  476 Summer Hill Rd, Madison, CT 06443
• 

  $703,500

  Sold Sep 30, 2025

  86 Winterhill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,330 Sq Ft
  • Built 1979

  Last Sold Summary

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

  Current Estimated Value $710,617

  Last Listing Agent Kim Fetera Coldwell Banker Realty

  86 Winterhill Rd, Madison, CT 06443
• 

  Est $706,997

  Not Listed For Sale

  24 Lyle Dr, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 1,938 Sq Ft
  • Built 1995

  24 Lyle Dr, Madison, CT 06443

  Last Sold Summary

  • 14 Days On Market
• 

  

  /39

  $545,000

  Under Contract

  • 2 Beds
  • 2.5 Baths
  • 1,728 Sq Ft

  23 Hampshire Rd Unit 23, Madison, CT 06443

  Welcome to Kensington North, a highly desirable condo community in the heart of Madison. This well-located unit offers a wonderful opportunity to create your ideal home in a sought-after setting. The main level features a spacious living and dining area, perfect for everyday living and entertaining. The eat-in kitchen offers great potential with sliders to the sunroom and patio as well as being

  Laurie Mazzeo William Pitt Sotheby's Int'l

  23 Hampshire Rd Unit 23, Madison, CT 06443
• 

  $3,100,000

  Sold May 07, 2026

  144 Middle Beach Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 3,127 Sq Ft
  • Built 1910

  Last Sold Summary

  • $991/SF
  • 70 Days On Market

  Current Estimated Value $2,950,666

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

  144 Middle Beach Rd, Madison, CT 06443
• 

  Est $725,556

  Not Listed For Sale

  17 Lyle Dr, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,862 Sq Ft
  • Built 1995

  17 Lyle Dr, Madison, CT 06443

  Last Sold Summary

  • 53 Days On Market
• 

  

  /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
• 

  $595,000

  Sold Jul 08, 2025

  93 Race Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,604 Sq Ft
  • Built 1987

  Last Sold Summary

  • $228/SF
  • 73 Days On Market

  Current Estimated Value $621,791

  Last Listing Agent Heather Dacey William Raveis Real Estate

  93 Race Hill Rd, Madison, CT 06443
• 

  Est $704,402

  Not Listed For Sale

  524 Opening Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,004 Sq Ft
  • Built 1994

  524 Opening Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 41 Days On Market
• 

  

  /39

  $789,000

  • 4 Beds
  • 2.5 Baths
  • 2,647 Sq Ft

  89 Summer Hill Rd, Madison, CT 06443

  Set on a beautiful, private 1.25-acre lot in one of Madison's sought-after neighborhoods, this spacious, well maintained Colonial offers exceptional flexibility and comfort with nine rooms plus an additional sunroom. The kitchen is updated with granite countertops and newer appliances. Bathrooms have all been updated with tile and granite. The floors are hardwood throughout the home. Thoughtfully

  Susan Wagner Berkshire Hathaway NE Prop.

  89 Summer Hill Rd, Madison, CT 06443
• 

  $760,000

  Sold Apr 13, 2026

  173 Wildwood Ave, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,118 Sq Ft
  • Built 1985

  Last Sold Summary

  • 6% Above List Price
  • $359/SF
  • 69 Days On Market

  Current Estimated Value $746,926

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  173 Wildwood Ave, Madison, CT 06443
• 

  Est $716,373

  Not Listed For Sale

  579 Opening Hill Rd, Madison, CT 06443

  • 5 Beds
  • 3.5 Baths
  • 2,380 Sq Ft
  • Built 1972

  579 Opening Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 74 Days On Market
• 

  

  /30

  $485,900

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

  34 Canborne Way, Madison, CT 06443

  Nestled quietly at the rear of the Windemere Complex, this freestanding ranch-style unit delivers seamless, one-level living in a highly desirable location. Minutes from Hammonasset State Park, Madison's charming town center, and pristine town beaches, this home perfectly balances convenience and tranquility. Inside, newly installed flooring stretches across an inviting open floor plan. The

  Amy Kirst William Pitt Sotheby's Int'l

  34 Canborne Way, Madison, CT 06443
• 

  $210,000

  Sold Jul 22, 2025

  45 East St, Madison, CT 06443

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

  Last Sold Summary

  • 7% Below List Price
  • $348/SF
  • 27 Days On Market

  Last Listing Agent Melanie Abbott William Pitt Sotheby's Int'l

  45 East St, Madison, CT 06443
• 

  Est $668,867

  Not Listed For Sale

  22 Scenic Rd, Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 2,628 Sq Ft
  • Built 1969

  22 Scenic Rd, Madison, CT 06443

  Last Sold Summary

  • 22 Days On Market
• 

  

  /40

  $2,295,000

  $180K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,697 Sq Ft

  880 Boston Post Rd, Madison, CT 06443

  The historic c. 1904 Scranton Homestead, described as a Colonial Revival gem, has come to the market! This much admired 3700 sf in town landmark offers an estate feel on a large, beautifully landscaped lot providing both privacy and convenience, moments from the village center and East Wharf Beach. With four bedrooms, this residence borrows from classic forms, with window styles, columns and

  Margaret Muir William Pitt Sotheby's Int'l

  880 Boston Post Rd, Madison, CT 06443
• 

  $575,000

  Sold Jan 09, 2026

  60 Robin Ridge Dr, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 1,992 Sq Ft
  • Built 1972

  Last Sold Summary

  • 4% Below List Price
  • $289/SF
  • 73 Days On Market

  Current Estimated Value $578,667

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

  60 Robin Ridge Dr, Madison, CT 06443
• 

  Est $928,159

  Not Listed For Sale

  596 Opening Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,678 Sq Ft
  • Built 1999

  596 Opening Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 21 Days On Market
• 

  

  /40

  $699,000

  Under Contract

  • 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
• 

  $975,000

  Sold Dec 17, 2025

  71 Madison Springs Dr, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 3,333 Sq Ft
  • Built 1981

  Last Sold Summary

  • 8% Above List Price
  • $293/SF
  • 3 Days On Market

  Current Estimated Value $977,096

  Last Listing Agent Jules Gaughran - Etes William Pitt Sotheby's Int'l

  71 Madison Springs Dr, Madison, CT 06443
• 

  Est $539,355

  Not Listed For Sale

  101 Winding Rd, Madison, CT 06443

  • 4 Beds
  • 2 Baths
  • 1,848 Sq Ft
  • Built 1971

  101 Winding Rd, Madison, CT 06443

  Last Sold Summary

  • 118 Days On Market
• 

  $761,000

  Sold Aug 14, 2025

  37 Sheffield Ln, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,989 Sq Ft
  • Built 1984

  Last Sold Summary

  • 1% Below List Price
  • $255/SF
  • 46 Days On Market

  Current Estimated Value $763,341

  Last Listing Agent Jane Cardarelli William Raveis Real Estate

  37 Sheffield Ln, Madison, CT 06443
• 

  Est $451,084

  Not Listed For Sale

  123 Deepwood Dr, Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 1,884 Sq Ft
  • Built 1964

  123 Deepwood Dr, Madison, CT 06443

  Last Sold Summary

  • 63 Days On Market
• 

  $711,000

  Sold Aug 21, 2025

  29 Flintlock Rd, Madison, CT 06443

  • 4 Beds
  • 1.5 Baths
  • 2,458 Sq Ft
  • Built 1966

  Last Sold Summary

  • 5% Above List Price
  • $289/SF
  • 40 Days On Market

  Current Estimated Value $707,400

  Last Listing Agent Betsy Anderson William Pitt Sotheby's Int'l

  29 Flintlock Rd, Madison, CT 06443
• 

  Est $478,274

  Not Listed For Sale

  105 Deepwood Dr, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,832 Sq Ft
  • Built 1964

  105 Deepwood Dr, Madison, CT 06443

  Last Sold Summary

  • 2 Days On Market
• 

  $565,000

  Sold Jul 15, 2025

  97 Mungertown Rd, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1961

  Last Sold Summary

  • 3% Above List Price
  • $353/SF
  • 39 Days On Market

  Current Estimated Value $571,879

  Last Listing Agent Diandra Shafer mygoodagent

  97 Mungertown Rd, Madison, CT 06443
• 

  Est $668,762

  Not Listed For Sale

  29 Milano Pond Dr, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 1,993 Sq Ft
  • Built 1990

  29 Milano Pond Dr, Madison, CT 06443

  Last Sold Summary

  • 18 Days On Market
• 

  $456,500

  Sold Aug 20, 2025

  20 Robin Ridge Dr, Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 1,468 Sq Ft
  • Built 1958

  Last Sold Summary

  • 2% Below List Price
  • $311/SF
  • 39 Days On Market

  Current Estimated Value $477,592

  Last Listing Agent Anne Marie Straka Compass Connecticut, LLC

  20 Robin Ridge Dr, Madison, CT 06443
• 

  Est $722,239

  Not Listed For Sale

  26 Jenda Way, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,147 Sq Ft
  • Built 1987

  26 Jenda Way, Madison, CT 06443

  Last Sold Summary

  • 35 Days On Market

Showing Results 321 - 360, Page 9 of 18