Madison, CT Homes

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  $1,350,000

  • 3 Beds
  • 2.5 Baths
  • 2,368 Sq Ft

  908 Boston Post Rd Unit 908, Madison, CT 06443

  Experience luxury living in the heart of Madison. This beautifully designed 3-bedroom, 2.5-bath townhouse offers an open layout with 9' ceilings, beautiful, oversized windows, and a gorgeous chef's kitchen equipped with Sub-Zero and Wolf appliances. The light-filled living and dining areas feature a cozy fireplace and seamless flow. The vaulted, south-facing primary suite includes a walk-in

  

  Cathy Lynch

  Coldwell Banker Realty

  (203) 354-7246

  908 Boston Post Rd Unit 908, Madison, CT 06443
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  $4,250 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,386 Sq Ft
  • Apartment for Rent

  82 Wall St Unit 200, Madison, CT 06443

  Spacious, fully furnished 2nd floor apartment located in the heart of downtown Madison. Light and bright loft like open concept floor plan with granite countertops, stainless appliances, central air and in-unit laundry. Halfway between New York and Boston, minutes from fine dining, specialty shops, town beaches, library, train and I95.

  

  Cathy Lynch

  Coldwell Banker Realty

  (203) 633-2220

  82 Wall St Unit 200, Madison, CT 06443
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  $437,000 Sold Feb 26, 2026

  1543 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 3,711 Sq Ft
  • Built 1930

  Last Sold Summary

  • 3% Above List Price
  • $118/SF
  • 31 Days On Market

  Current Estimated Value $422,436

  Last Listing Agent Rob McConville RE/MAX Heritage

  1543 Durham Rd, Madison, CT 06443
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  Est $649,394 Not Listed For Sale

  939 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 2,204 Sq Ft
  • Built 1890

  939 Durham Rd, Madison, CT 06443

  Last Sold Summary

  • 7% Above List Price
  • $275/SF
  • 44 Days On Market

  Last Sold Price $607,000

  Last Listing Agent Kevin Geysen William Pitt
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  $1,895,000

  • 5 Beds
  • 3.5 Baths
  • 3,912 Sq Ft

  30 Meeting House Ln, Madison, CT 06443

  Once known as "Hartsbourne," this storied Madison residence is celebrated for its premier location overlooking the town green and its timeless architectural presence. A true local landmark, the home is distinguished by its striking curved eaved roofline, reminiscent of a pagoda with a unique flat seamed copper roof center. Beautifully aligned with the neighboring Congregational Church, the home

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 252-9212

  30 Meeting House Ln, Madison, CT 06443
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  $4,200 total monthly price

  • 6 Beds
  • 3.5 Baths
  • 3,110 Sq Ft
  • House for Rent

  106 Buffalo Bay, Madison, CT 06443

  Academic year rental in the coveted Buffalo Bay private beach association with direct private beach access just steps away. This classic Madison home offers a bright, welcoming layout with spacious living areas, comfortable bedrooms, and a wraparound porch ideal for quiet mornings or evening relaxation. Located just minutes from Madison's downtown, shops, restaurants, and schools, with convenient

  

  Laura Marozsan

  Berkshire Hathaway NE Prop.

  (475) 445-1580

  106 Buffalo Bay, Madison, CT 06443
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  $1,200,000 Sold Oct 09, 2025

  110 E Wharf Rd, Madison, CT 06443

  • 4 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 1930

  Last Sold Summary

  • 7% Below List Price
  • $759/SF
  • 11 Days On Market

  Current Estimated Value $1,214,582

  Last Listing Agent Lisa Daniele William Raveis Real Estate

  110 E Wharf Rd, Madison, CT 06443
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  Est $652,306 Not Listed For Sale

  49 Nutmeg Ln, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 2,274 Sq Ft
  • Built 1964

  49 Nutmeg Ln, Madison, CT 06443

  Last Sold Summary

  • 5% Above List Price
  • $273/SF
  • 18 Days On Market

  Last Sold Price $621,000

  Last Listing Agent Dean Mitchell William Pitt
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  /22

  $490,000 Under Contract

  • 2 Beds
  • 2.5 Baths
  • 1,296 Sq Ft

  1 Wilshire Rd Unit 1D, Madison, CT 06443

  Enjoy coastal living in this beautifully updated 2-bed, 2.5-bath end-unit condo in Madison, perfectly located just a few minutes from downtown Madison and Hammonasset Beach. This move-in-ready home features fully updated bathrooms, gas heat, and abundant storage, including an oversized garage and plentiful attic space both within the home and above the garage. Outside, the property feels like a

  

  Cory Tyler

  Berkshire Hathaway NE Prop.

  (203) 577-5269

  1 Wilshire Rd Unit 1D, Madison, CT 06443
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  /19

  $3,200 per month plus fees

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  69 Garnet Park Rd, Madison, CT 06443

  Property Id: 1428140This is a lovely and well maintained home on a beautiful quiet street which sits across from the water; that has some of the most stunning sunsets. The interior of the home has been styled with an all white canvas with a updated and modern kitchen. The larger bedroom can very easily handle a king bed with a beautiful view of the backyard grounds. Home is on 1 acre.

  69 Garnet Park Rd, Madison, CT 06443
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  $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 $710,843

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

  29 Flintlock Rd, Madison, CT 06443
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  Est $1,181,809 Not Listed For Sale

  31 Highview Rd, Madison, CT 06443

  • 4 Beds
  • 4.5 Baths
  • 4,401 Sq Ft
  • Built 1994

  31 Highview Rd, Madison, CT 06443

  Last Sold Summary

  • 13% Above List Price
  • $239/SF
  • 75 Days On Market

  Last Sold Price $1,050,000

  Last Listing Agent Cathy Lynch Coldwell Banker Realty
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  $719,000 Under Contract

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

  173 Wildwood Ave, Madison, CT 06443

  Pride of ownership abounds in this well-maintained 4-bedroom home in the southern part of Madison, close to the town center, beaches and the new elementary school. So many nice features, a kitchen renovation with custom cabinetry, granite countertops, stainless steel appliances and a built-in Subzero, a lovely family room with fireplace opens to a four-season sunroom. Deck overlooks the

  

  Cathy Lynch

  Coldwell Banker Realty

  (203) 941-4809

  173 Wildwood Ave, Madison, CT 06443
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  $6,000 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 2,511 Sq Ft
  • House for Rent

  72 Cherry Ln, Madison, CT 06443

  Relax and enjoy this summer in a beautiful property situated just 200 yards from West Wharf Beach and 3/10th of a mile from Surf Club Beach. This newly renovated 2500 Sqft house is surrounded by golfing fairways of Madison Country Club and is located on a private lane. The property boasts a fully remodeled and newly decorated family room, dining room, large eat-in kitchen, four bright bedrooms, 2

  Bob Yostos Coldwell Banker Realty

  72 Cherry Ln, Madison, CT 06443
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  $1,010,000 Sold Jan 09, 2026

  37 Quail Run, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 3,409 Sq Ft
  • Built 1990

  Last Sold Summary

  • 2% Above List Price
  • $296/SF
  • 28 Days On Market

  Current Estimated Value $982,624

  Last Listing Agent Nancy Potts Coldwell Banker Realty

  37 Quail Run, Madison, CT 06443
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  Est $642,925 Not Listed For Sale

  7 Old Duck Hole Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 3,680 Sq Ft
  • Built 1967

  7 Old Duck Hole Rd, Madison, CT 06443

  Last Sold Summary

  • 14% Above List Price
  • $153/SF
  • 74 Days On Market

  Last Sold Price $564,500

  Last Listing Agent Antonella Vertucci William Pitt
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  $599,900 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 1,870 Sq Ft

  286 Opening Hill Rd, Madison, CT 06443

  Welcome to 286 Opening Hill Road, a lovingly maintained reproduction home, proudly cared for by its original owners. This warm and inviting residence features beautiful hardwood floors throughout and a well-designed floor plan ideal for everyday living. The kitchen opens seamlessly to a cozy family room with a wood-burning fireplace, creating a perfect gathering space. The home offers four

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 255-0709

  286 Opening Hill Rd, Madison, CT 06443
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  $50,000 total monthly price

  • 7 Beds
  • 7 Baths
  • 5,075 Sq Ft
  • House for Rent

  118 Middle Beach Rd, Madison, CT 06443

  Does this winter weather have you daydreaming about waking up to the sounds of waves and walking to your very own private beach? Make your dreams come true at 118 Middle Beach Road! With 7 bedrooms, 5 full baths, and 2 half baths, this iconic property comfortably accommodates up to 14 guests. The main level is an entertainer's paradise featuring an oversized kitchen, formal dining area, living

  Melanie Abbott William Pitt Sotheby's Int'l

  118 Middle Beach Rd, Madison, CT 06443
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  $725,000 Sold Dec 22, 2025

  318 Horse Pond Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,622 Sq Ft
  • Built 1994

  Last Sold Summary

  • $277/SF
  • 40 Days On Market

  Current Estimated Value $735,265

  Last Listing Agent Carol Farmer William Raveis Real Estate

  318 Horse Pond Rd, Madison, CT 06443
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  Est $569,309 Not Listed For Sale

  44 Pardee Place, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 2,348 Sq Ft
  • Built 1960

  44 Pardee Place, Madison, CT 06443

  Last Sold Summary

  • 5% Above List Price
  • $230/SF
  • 2 Days On Market

  Last Sold Price $540,000

  Last Listing Agent Pamela Kirkby Coldwell Banker Realty
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  $525,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,300 Sq Ft

  162 Yankee Peddler Path, Madison, CT 06443

  Go active date has been delayed due to weather delaying getting home ready for viewings, apologize for any inconvenience. Great location! So close to town, beaches and 95. Enjoy all the conveniences from this charming, raised ranch. The bright living room with a cozy fireplace flows into the dining area and inviting eat-in kitchen. A large deck off the kitchen and dining room is perfect for

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 255-7034

  162 Yankee Peddler Path, Madison, CT 06443
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  $11,000 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,418 Sq Ft
  • House for Rent

  122 Taylor Ave, Madison, CT 06443

  AVAILABLE FOR MONTH OF JULY. Relax and unwind for a summer at the beach. This well maintained, freshly painted 3 bedroom home with vintage beach house charm, has easy access to a private Association beach just steps away. Three carpeted bedrooms are: one king (master), one full and one with 2 twin beds. This home has an "L" shaped Living Room and Dining Room. The kitchen is well equipped for all

  Kirsten Adams William Pitt Sotheby's Int'l

  122 Taylor Ave, Madison, CT 06443
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  $1,927,500 Sold Aug 19, 2025

  44 E Wharf Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,700 Sq Ft
  • Built 1924

  Last Sold Summary

  • 2% Above List Price
  • $714/SF
  • 8 Days On Market

  Current Estimated Value $1,870,195

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

  44 E Wharf Rd, Madison, CT 06443
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  Est $1,085,359 Not Listed For Sale

  9 Bassett Ln, Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 2,576 Sq Ft
  • Built 2008

  9 Bassett Ln, Madison, CT 06443

  Last Sold Summary

  • 14% Above List Price
  • $369/SF
  • 102 Days On Market

  Last Sold Price $950,000

  Last Listing Agent Rose Ciardiello William Raveis Real Estate
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  $999,000

  • 3 Beds
  • 2.5 Baths
  • 1,837 Sq Ft

  461 Green Hill Rd, Madison, CT 06443

  Rare 7-Acre Madison Estate: Equestrian Dream Meets Modern Antique Charm Discover the perfect blend of tranquility and coastal convenience at this stunning 7.02-acre estate, located just 1.9 miles from the heart of downtown Madison. Whether you are a dedicated equestrian, a nature lover, this property offers a rare combination of level, lightly wooded land and functional luxury. The Land &

  

  Cory Tyler

  Berkshire Hathaway NE Prop.

  (475) 262-9624

  461 Green Hill Rd, Madison, CT 06443
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  $3,500 total monthly price

  • 1 Bed
  • 1 Bath
  • 628 Sq Ft
  • House for Rent

  15 Tuxis Rd, Madison, CT 06443

  Available for April and June 2026. Nestled along the Madison, CT shoreline and 4 houses from the water, you'll find "Seas the Day," a charming carriage house. This well-appointed carriage house features 1b, 1b, a queen sleeper sofa, full kitchen, full bath & private deck with views of the Sound. The living room is flooded w/natural light along with stylish and comfortable furniture. The kitchen

  Phoebe Schreiner William Pitt Sotheby's Int'l

  15 Tuxis Rd, Madison, CT 06443
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  $770,000 Sold Jul 31, 2025

  24 Grouse Ln, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 2,356 Sq Ft
  • Built 1978

  Last Sold Summary

  • 1% Above List Price
  • $327/SF
  • 13 Days On Market

  Current Estimated Value $776,714

  Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

  24 Grouse Ln, Madison, CT 06443
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  Est $203,255 Not Listed For Sale

  2117 Durham Rd, Madison, CT 06443

  2117 Durham Rd, Madison, CT 06443

  Last Sold Summary

  • 21% Above List Price
  • 101 Days On Market

  Last Sold Price $168,000

  Last Listing Agent Lisa Toczko Home Valley Realty, LLC
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  $2,199,000

  • 3 Beds
  • 2.5 Baths
  • 2,264 Sq Ft

  81 Strawberry Hill Rd, Madison, CT 06443

  Modern luxury in a premier location. Set on over two private acres in a highly desirable neighborhood, this brand-new contemporary home offers an open, light filled floor plan designed for both comfort and style. The chef's kitchen is a standout, featuring a Subzero refrigerator, Wolf appliances, custom cabinetry, and elegant quartzite countertops. It flows seamlessly into the expansive great

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 265-5747

  81 Strawberry Hill Rd, Madison, CT 06443
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  $14,000 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 1,844 Sq Ft
  • House for Rent

  31 Woodlawn Ave, Madison, CT 06443

  Furnished rental steps from a private beach. Available July and August. Adorable 4-bedroom 2.5 bath house steps from Long Island Sound with access to beautiful and private Seaview beach. Located a short distance to downtown Madison where you can enjoy the newly remodeled arts cinema, RJ Julia bookstore and cafe, coffee shops, and restaurants. 3 bedrooms on the second floor (1 double bed, 2x2 bunk

  Agota Perry-Hill William Raveis Real Estate

  31 Woodlawn Ave, Madison, CT 06443
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  $1,045,000 Sold Sep 26, 2025

  39 Madison Ave, Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 1,891 Sq Ft
  • Built 1957

  Last Sold Summary

  • 10% Above List Price
  • $553/SF
  • 13 Days On Market

  Current Estimated Value $1,058,238

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

  39 Madison Ave, Madison, CT 06443
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  Est $736,264 Not Listed For Sale

  67 Boston Post Rd Unit 7, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 2,252 Sq Ft
  • Built 2016

  67 Boston Post Rd Unit 7, Madison, CT 06443

  Last Sold Summary

  • 10% Above List Price
  • $296/SF
  • 30 Days On Market

  Last Sold Price $667,000

  Last Listing Agent Kathleen Moniello Coldwell Banker Realty
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  $529,900

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

  34 Wilshire Rd, Madison, CT 06443

  Great location! Easy living! This well-maintained condo offers true single-floor living in Madison. The unit features a spacious primary bedroom with an en-suite bathroom, a comfortable guest bedroom, and an additional full bathroom with laundry conveniently located in the hallway. The living room includes a wood-burning fireplace and built ins. Off the dinning room you'll find a bright sunroom

  Amber Heenan William Raveis Real Estate

  34 Wilshire Rd, Madison, CT 06443
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  $4,000 total monthly price

  • 3 Beds
  • 3 Baths
  • 1,713 Sq Ft
  • House for Rent

  23 Linden Ln, Madison, CT 06443

  Available September '26-June '27. You truly can't find a better location to rent a water area home for the academic year. This sweet, 3 bedroom cape is meticulously maintained w/ spectacular marsh views and only a 3 minute stroll to one of Madison's premier beaches, East Wharf Beach. Linden Lane is well known by those who live there as a perfect, quite lane enhanced by pride of ownership homes

  Amy Kirst William Pitt Sotheby's Int'l

  23 Linden Ln, Madison, CT 06443
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  $590,000 Sold Sep 29, 2025

  7 Downing Way, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 1,853 Sq Ft
  • Built 1979

  Last Sold Summary

  • 2% Below List Price
  • $318/SF
  • 24 Days On Market

  Current Estimated Value $613,869

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

  7 Downing Way, Madison, CT 06443
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  Est $2,290,875 Not Listed For Sale

  11 Alexandra Ln, Madison, CT 06443

  • 4 Beds
  • 5.5 Baths
  • 4,077 Sq Ft
  • Built 2015

  11 Alexandra Ln, Madison, CT 06443

  Last Sold Summary

  • $564/SF
  • 158 Days On Market

  Last Sold Price $2,300,000

  Last Listing Agent Bob Yostos Coldwell Banker Realty
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  $1,210,000

  • 3 Beds
  • 3.5 Baths
  • 3,545 Sq Ft

  11 Longview Terrace, Madison, CT 06443

  An exceptional stand-alone condominium that captures the essence of luxurious coastal living. Tucked away on a peaceful cul-de-sac in the highly desirable Strathmore Farms community. Thoughtfully designed interior features a spacious first-floor primary suite with walk-in closets, custom built-ins, and a dressing room that exudes comfort and convenience. The kitchen is a true delight, offering

  Bonnie Foster William Pitt Sotheby's Int'l

  11 Longview Terrace, Madison, CT 06443
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  /22

  $2,900 total monthly price

  • 2 Beds
  • 2.5 Baths
  • 1,386 Sq Ft
  • House for Rent

  7 Wilshire Rd, Madison, CT 06443

  Annual rental in the desirable Kensington Acres South Condominiums. This light and bright, stand-alone ranch-style unit offers comfortable one-level living. Features include natural gas heating, hot water, and central air. The home is neat, clean, and ready for occupancy after January 31, 2026. Enjoy walking or biking to Salt Meadow or Hammonasset Beach Park, with close proximity to the town

  Alison Shaheen Sand Harbor Real Estate LLC

  7 Wilshire Rd, Madison, CT 06443
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  $630,000 Sold Feb 19, 2026

  300 Mungertown Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,224 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $283/SF
  • 10 Days On Market

  Current Estimated Value $710,567

  Last Listing Agent Tom Clancy William Pitt Sotheby's Int'l

  300 Mungertown Rd, Madison, CT 06443
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  Est $139,265 Not Listed For Sale

  12 Hathaway Ln, Madison, CT 06443

  12 Hathaway Ln, Madison, CT 06443

  Last Sold Summary

  • 33% Above List Price
  • 62 Days On Market

  Last Sold Price $105,000

  Last Listing Agent Susan Wagner Berkshire Hathaway Home Services

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