Homes in ZIP Code 06443

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  /40

  $1,299,000

  • 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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  /17

  $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
• 

  $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 $737,299

  Last Listing Agent Carol Farmer William Raveis Real Estate

  318 Horse Pond Rd, Madison, CT 06443
• 

  Est $373,518 Not Listed For Sale

  436 Opening Hill Rd, Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft
  • Built 1900

  436 Opening Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 7% Above List Price
  • $304/SF
  • 169 Days On Market

  Last Sold Price $348,000

  Last Listing Agent Gigi Giordano Taylor Compass Connecticut, LLC
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  /38

  $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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  /10

  $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
• 

  $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 $1,927,871

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

  44 E Wharf Rd, Madison, CT 06443
• 

  Est $1,150,755 Not Listed For Sale

  311 Bartlett Dr, Madison, CT 06443

  • 5 Beds
  • 3.5 Baths
  • 5,373 Sq Ft
  • Built 1996

  311 Bartlett Dr, Madison, CT 06443

  Last Sold Summary

  • 5% Above List Price
  • $204/SF
  • 45 Days On Market

  Last Sold Price $1,097,000

  Last Listing Agent Phoebe Schreiner William Pitt
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  /39

  $525,000 Pending

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

  162 Yankee Peddler Path, Madison, CT 06443

  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 outdoor dining and entertaining. Three bedrooms with hardwood floors include a primary suite with a walk-in closet and private

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 255-7034

  162 Yankee Peddler Path, Madison, CT 06443
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  /7

  $3,275 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,190 Sq Ft
  • Apartment for Rent

  82 Wall St Unit 300, Madison, CT 06443

  Spacious, fully furnished 3rd 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

  (475) 465-6412

  82 Wall St Unit 300, Madison, CT 06443
• 

  $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 $788,062

  Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

  24 Grouse Ln, Madison, CT 06443
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  Est $1,019,028 Not Listed For Sale

  414 Bartlett Dr, Madison, CT 06443

  • 5 Beds
  • 3.5 Baths
  • 4,398 Sq Ft
  • Built 1993

  414 Bartlett Dr, Madison, CT 06443

  Last Sold Summary

  • 10% Above List Price
  • $210/SF
  • 47 Days On Market

  Last Sold Price $925,000

  Last Listing Agent Cathy Lynch Coldwell Banker Realty
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  /29

  $549,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,374 Sq Ft

  85 Legend Hill Rd Unit 85, Madison, CT 06443

  Bright and inviting end-unit ranch at Legend Hill offering easy one-floor living. Enjoy a sunny kitchen and dining area that opens to a lovely living room with cathedral ceilings and a fireplace, plus a screened-in porch for warm-weather relaxation. The primary suite features a full bath and walk-in closet, with a second bedroom and hall bath completing the main level. Additional highlights

  

  Cathy Lynch

  Coldwell Banker Realty

  (203) 490-0626

  85 Legend Hill Rd Unit 85, Madison, CT 06443
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  /18

  $3,200 per month plus fees

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

  1 Us-1, 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.

  1 Us-1, 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 $1,075,915

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

  39 Madison Ave, Madison, CT 06443
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  Est $592,877 Not Listed For Sale

  83 Scotland Ave, Madison, CT 06443

  • 2 Beds
  • 1 Bath
  • 1,488 Sq Ft
  • Built 1962

  83 Scotland Ave, Madison, CT 06443

  Last Sold Summary

  • 6% Above List Price
  • $376/SF
  • 12 Days On Market

  Last Sold Price $560,000

  Last Listing Agent Sue Woods William Pitt
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  /37

  $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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  /35

  $11,000 total monthly price

  • 4 Beds
  • 3 Baths
  • 2,065 Sq Ft
  • House for Rent

  33 Grove Ave, Madison, CT 06443

  FULLY FURNISHED SUMMER RENTAL. Dates available 6/29-7/31. Four bedroom colonial just steps from Seaview Beach, a private association beach! Fully furnished, internet is available, TV in 3 rooms. Hardwood floors throughout. Sunroom at back of house, along with a wraparound porch with views of Long Island Sound. Kayak in the photos is available for tenants to use during their stay as well as paddle

  Robert Curry Pearce Real Estate

  33 Grove Ave, 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 $584,650

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

  7 Downing Way, Madison, CT 06443
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  Est $1,016,553 Not Listed For Sale

  13 Deveron Dr, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 3,523 Sq Ft
  • Built 1998

  13 Deveron Dr, Madison, CT 06443

  Last Sold Summary

  • 10% Above List Price
  • $263/SF
  • 3 Days On Market

  Last Sold Price $927,000

  Last Listing Agent Allison Ciarcia William Raveis Real Estate
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  /40

  $2,199,000

  • 4 Beds
  • 4 Baths
  • 2,850 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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  /16

  $3,700 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 1,590 Sq Ft
  • House for Rent

  3 Highland Terrace, Madison, CT 06443

  Beach cottage rental. Private beach one block away plus access to more. 3 options to rent: 1. Full year @ $3900/month (includes summer re price) 2. For the summer July/August @ $9000 3. Academic September 1-June 31 @$3400 The house is a 1920's converted bungalow. Yellow with a white picket fence. We call it the enchanted cottage not only because of how it looks and feels but because it is

  3 Highland Terrace, 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 $501,188 Not Listed For Sale

  17 Wilshire Rd, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • Built 1974

  17 Wilshire Rd, Madison, CT 06443

  Last Sold Summary

  • 9% Below List Price
  • $452/SF
  • 5 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Stephen Dowler CMD Realty LLC
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  /35

  $595,000 Under Contract

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

  67 Boston Post Rd Unit 8, Madison, CT 06443

  Sophisticated, like new, 2-bedroom townhouse-style condominium located in the East River Farms community. High quality and beautifully designed open floor plan featuring pristine hardwood floors, soaring 9-foot ceilings with triple crown moldings, & cozy gas fireplace create a warm, inviting atmosphere. As the former model home, the upgraded, chef-inspired kitchen is a true highlight, featuring

  

  Dana Weinstein

  Coldwell Banker Realty

  (475) 284-5945

  67 Boston Post Rd Unit 8, Madison, CT 06443
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  /21

  $10,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • House for Rent

  116 Overshores E, Madison, CT 06443

  RESERVE YOUR MONTH AT THE BEACH IN MADISON ! RELAX IN THIS VINTAGE 3-BEDROOM DORMERED CAPE W/ STUNNING SCREENED PORCH ~ SET IN PRIVATE SANDY BEACH COMMUNITY A SHORT WALK TO THE BEAUTIFUL WAVES OF LONG ISLAND SOUND ~ HOME IS PRESENTLY AVAILABLE FOR THE FULL MONTH OF JULY & THE FULL MONTH OF AUGUST

  Tom Clancy William Pitt Sotheby's Int'l

  116 Overshores E, Madison, CT 06443
• 

  $730,000 Sold Dec 23, 2025

  677 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft
  • Built 2022

  Last Sold Summary

  • 9% Below List Price
  • $346/SF
  • 145 Days On Market

  Current Estimated Value $755,348

  Last Listing Agent Meig Walz Newcomb Coldwell Banker Realty

  677 Durham Rd, Madison, CT 06443
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  Est $543,215 Not Listed For Sale

  46 Wilshire Rd, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 1,749 Sq Ft
  • Built 1974

  46 Wilshire Rd, Madison, CT 06443

  Last Sold Summary

  • 1% Below List Price
  • $314/SF
  • 23 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Betsy Anderson William Pitt
• 

  

  /35

  $719,000 Under Contract

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

  21 Little Hollow Rd, Madison, CT 06443

  Beautifully maintained classic cape offering charm and privacy and convenience. Set at the end of a cul-de-sac, the property features a private, garden-filled backyard and is just moments from town and beaches. Sun drenched rooms and many updates and improvements make this exceptional home completely move in ready. Recent upgrades include, new roof October 2025, updated energy efficient windows,

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 447-1308

  21 Little Hollow Rd, Madison, CT 06443
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  /31

  $12,000 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,518 Sq Ft
  • House for Rent

  22 Fairview Ave, Madison, CT 06443

  Enjoy the month of August (would consider a week or two) in this charming, mint condition, furnished cape located in the very desirable Seaview beach area. Perfect retreat for a relaxing escape by the sea. Your very own beach association is just steps away. All you need is a beach chair and a good book and feel any stress you may have simply dissipate! The sunrises and sunsets are spectacular!

  Anne-Marie Pagli William Raveis Real Estate

  22 Fairview Ave, Madison, CT 06443
• 

  $550,000 Sold Jun 23, 2025

  67 New Rd, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,576 Sq Ft
  • Built 1960

  Last Sold Summary

  • $349/SF
  • 201 Days On Market

  Current Estimated Value $579,756

  Last Listing Agent Nancy Potts Coldwell Banker Realty

  67 New Rd, Madison, CT 06443
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  Est $549,966 Not Listed For Sale

  11 Aylesbury Cir, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Built 1979

  11 Aylesbury Cir, Madison, CT 06443

  Last Sold Summary

  • 9% Below List Price
  • $473/SF
  • 26 Days On Market

  Last Sold Price $605,000

  Last Listing Agent Kirsten Adams William Pitt
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  /25

  $499,000 Under Contract

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

  45 Wilshire Rd Unit 45, Madison, CT 06443

  Wonderful Townhouse in Kensington South! Ideally located near Madison's town center, beaches, library, and fantastic restaurants, this two-bedroom townhouse offers easy, comfortable living. The spacious living room leads to an eat-in kitchen that opens to a cozy family room with a fireplace and sliders to a private patio-perfect for relaxing or entertaining. The first floor also features a half

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 284-8887

  45 Wilshire Rd Unit 45, Madison, CT 06443
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  /13

  $1,900 total monthly price

  • 1 Bed
  • 1 Bath
  • 2,911 Sq Ft
  • Apartment for Rent

  831 Boston Post Rd, Madison, CT 06443

  Renovated 1-Bedroom Apartment Steps from Downtown. Enjoy the convenience of downtown living in this beautifully updated first-floor apartment, just a short stroll from local shops and restaurants. The gourmet kitchen features new appliances, custom cabinetry, a center island, and a spacious pantry. Perfect for cooking and entertaining. An additional room off the kitchen offers ideal space for a

  Erin Connelly Coldwell Banker Realty

  831 Boston Post Rd, Madison, CT 06443
• 

  $450,000 Sold Jun 27, 2025

  2364 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 3 Baths
  • 2,060 Sq Ft
  • Built 1980

  Last Sold Summary

  • $218/SF
  • 55 Days On Market

  Current Estimated Value $466,856

  Last Listing Agent Kristopher Tramont Real Broker CT, LLC

  2364 Durham Rd, Madison, CT 06443
• 

  Est $2,123,257 Not Listed For Sale

  25 Fence Creek Dr, Madison, CT 06443

  • 4 Beds
  • 5 Baths
  • 2,938 Sq Ft
  • Built 2018

  25 Fence Creek Dr, Madison, CT 06443

  Last Sold Summary

  • 6% Above List Price
  • $681/SF
  • 184 Days On Market

  Last Sold Price $2,000,000

  Last Listing Agent Margaret Muir William Pitt
• 

  

  /35

  $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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  /25

  $12,500 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 2,886 Sq Ft
  • House for Rent

  71 Beach Ave, Madison, CT 06443

  Summer rental available July and August at $12,500 per month. Also available for a shorter stay with a two-week minimum at $7,000 for 2 weeks. This is a wonderful opportunity for a summer vacation rental just 1 home away from a sandy, private beach on Long Island Sound in Madison. A well-built ranch located on a sweet beach lane; it offers 3 bedrooms, 2 full baths, a well-equipped modern kitchen,

  Carol Farmer William Raveis Real Estate

  71 Beach Ave, Madison, CT 06443
• 

  $664,600 Sold Jan 30, 2026

  735 Opening Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2 Baths
  • 2,028 Sq Ft
  • Built 1945

  Last Sold Summary

  • 8% Below List Price
  • $328/SF
  • 76 Days On Market

  Current Estimated Value $625,624

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

  735 Opening Hill Rd, Madison, CT 06443
• 

  Est $502,268 Not Listed For Sale

  2 Wilshire Rd Unit 2, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • Built 1974

  2 Wilshire Rd Unit 2, Madison, CT 06443

  Last Sold Summary

  • 8% Below List Price
  • $448/SF
  • 1 Day On Market

  Last Sold Price $545,000

  Last Listing Agent Anne-Marie Pagli William Raveis Real Estate

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