Madison, CT Homes

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  $1,695,000

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

  30 Meeting House Ln, Madison, CT 06443

  Historic gem on the Madison Village Green. 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

  

  Cathy Lynch

  Coldwell Banker Realty

  30 Meeting House Ln, Madison, CT 06443
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  /10

  $3,600 Per Month

  • 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

  82 Wall St Unit 200, 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 $778,676

  Last Listing Agent Carol Farmer William Raveis Real Estate

  318 Horse Pond Rd, Madison, CT 06443
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  Est $647,320

  Not Listed For Sale

  181 Ridge Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 1,921 Sq Ft
  • Built 1973

  181 Ridge Rd, Madison, CT 06443

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Renee Autorino Coldwell Banker Realty
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  $1,300,000

  • 5 Beds
  • 3.5 Baths
  • 4,783 Sq Ft

  77 Silo Hill, Madison, CT 06443

  Welcome to this fabulous one-owner custom home in sought-after Neck River Farms. A gracious, spacious foyer warmly welcomes you inside, setting the tone for the beautifully maintained interior filled with abundant natural light. A dedicated home office with elegant French doors offers the perfect space for working remotely or quiet study. The inviting living room is ideal for entertaining,

  

  Cathy Lynch

  Coldwell Banker Realty

  77 Silo Hill, Madison, CT 06443
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  $2,400 Per Month

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  856 Boston Post Rd Unit Garage Apartment, Madison, CT 06443

  Antique Carriage House, second floor apartment available on private estate like private grounds located in town in Madison, Ct. known as "The Ledges " . 1 bedroom, Large open LR, Eat in Kitchen with new laminate flooring, small office, 1 bath and a side porch. There is a large garage suitable for storage which includes a washer dryer. Plenty of closet space. Low heating bills. Walk to town

  856 Boston Post Rd Unit Garage Apartment, Madison, CT 06443
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  $650,000

  Sold Apr 24, 2026

  743 Green Hill Rd, Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 2,523 Sq Ft
  • Built 1979

  Last Sold Summary

  • 3% Below List Price
  • $258/SF
  • 25 Days On Market

  Current Estimated Value $678,813

  Last Listing Agent Stacy Anselmo Coldwell Banker Realty

  743 Green Hill Rd, Madison, CT 06443
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  Est $599,715

  Not Listed For Sale

  37 Riverside Terrace, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 1,955 Sq Ft
  • Built 1964

  37 Riverside Terrace, Madison, CT 06443

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Erin Connelly Coldwell Banker Realty
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  $925,000

  • 3 Beds
  • 3.5 Baths
  • 3,734 Sq Ft

  3 Longview Terrace, Madison, CT 06443

  Set on a peaceful cul-de-sac in Madison's highly desirable Strathmore Farms community, 3 Longview Terrace is an exceptional stand-alone condominium home that captures the essence of luxurious coastal living. This thoughtful 3-bedroom Colonial seamlessly blends elegance and comfort, offering a flowing first-floor layout that includes a formal dining room, a living room, an eat-in kitchen that

  

  Betsy Anderson

  William Pitt Sotheby's Int'l

  3 Longview Terrace, Madison, CT 06443
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  /14

  $3,000 Plus Fees

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft
  • Condo for Rent

  85 Green Hill Rd Unit A, Madison, CT 06443

  Property Id: 2869122 Welcome to your dream apartment at 85 Green Hill Rd in Madison, CT! This stunning 2 bed, 2 bath unit features modern amenities including a dishwasher, new stove and refrigerator. washer/dryer in unit, and porch. With utilities included and a beautiful lawn, this is the perfect place to call home. Don't miss out on this amazing opportunity! Available 09/12/2026. Rent:

  85 Green Hill Rd Unit A, Madison, CT 06443
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  $1,875,000

  Sold Jun 29, 2026

  31 Stony Lane Lot 3 Rd, Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 4,565 Sq Ft
  • Built 2024

  Last Sold Summary

  • 25% Below List Price
  • $411/SF
  • 336 Days On Market

  Last Listing Agent Lindsay Greenberg William Raveis Real Estate

  31 Stony Lane Lot 3 Rd, Madison, CT 06443
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  Est $614,081

  Not Listed For Sale

  113 Scotland Rd, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1961

  113 Scotland Rd, Madison, CT 06443

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Katie Westrin William Raveis Real Estate
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  $649,000

  Under Contract

  • 4 Beds
  • 2 Baths
  • 1,876 Sq Ft

  496 Green Hill Rd, Madison, CT 06443

  Charming Colonial in a central location just minutes from downtown, beautiful town beaches, schools, and with easy access to major highways. Brimming with character and timeless appeal, this home offers a wonderful layout for both everyday living and entertaining. The welcoming family room, featuring a gas fireplace and vaulted ceiling, serves as the heart of the home and flows seamlessly into

  

  Cathy Lynch

  Coldwell Banker Realty

  496 Green Hill Rd, Madison, CT 06443
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  /19

  $2,800 Per Month

  • 1 Bed
  • 1.5 Baths
  • 1,175 Sq Ft
  • House for Rent

  23 Woodland Rd Unit B6, Madison, CT 06443

  Welcome to this exceptionally bright and spacious 1,175-square-foot, 1.5-bath rental condo, offering modern comfort and low-maintenance living. Styled with rich hardwood floors throughout and backed by brand-new mechanics, the main level boasts a sun-drenched layout anchored by a gourmet kitchen featuring granite countertops, stainless steel appliances (dishwasher, microwave, and full

  Rob McConville RE/MAX Heritage

  23 Woodland Rd Unit B6, Madison, CT 06443
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  $780,000

  Sold Apr 17, 2026

  76 Bartlett Dr, Madison, CT 06443

  • 5 Beds
  • 2.5 Baths
  • 3,100 Sq Ft
  • Built 1976

  Last Sold Summary

  • 1% Above List Price
  • $252/SF
  • 23 Days On Market

  Current Estimated Value $783,301

  Last Listing Agent Lisa Liscio Century 21 AllPoints Realty

  76 Bartlett Dr, Madison, CT 06443
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  Not Listed For Sale

  20 Young's Village, Madison, CT 06443

  • 1 Bed
  • 1 Bath
  • 410 Sq Ft
  • Built 1950

  20 Young's Village, Madison, CT 06443

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Laurie McCann William Pitt Sotheby's Int'l
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  $1,378,800

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,767 Sq Ft

  1308 Durham Rd, Madison, CT 06443

  Originally built in 1825, this residence has been thoughtfully updated to preserve its historic essence while incorporating modern conveniences. Nestled on a generous 4.38-acre lot, this extraordinary home boasts 3 spacious bedrooms and 2.5 beautifully appointed bathrooms within its expansive 3,500 square feet of living space. As you step inside, you'll be captivated by the elegant oak hardwood

  

  Nick Prevost

  William Raveis Real Estate

  1308 Durham Rd, Madison, CT 06443
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  Call for Price

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • 737-749 Boston Post Road

  737-749 Boston Post Rd Unit 3A, Madison, CT 06443

  Completely remodeled, gorgeous 1 BR apartment in downtown Madison- be in the center of the action! Apartment with ample parking included. Take the elevator to your 3rd floor private apartment, hardwood and tile floors and full bath.Tons of natural light, with elevator in entrance. Available now!Conveniently located and an easy walk to rail station, downtown shopping, restaurants,

  737-749 Boston Post Rd Unit 3A, Madison, CT 06443
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  $575,000

  Sold Jun 16, 2026

  526 Horse Pond Rd, Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 1,544 Sq Ft
  • Built 1986

  Last Sold Summary

  • $372/SF
  • 18 Days On Market

  Current Estimated Value $578,368

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  526 Horse Pond Rd, Madison, CT 06443
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  Est $848,178

  Not Listed For Sale

  875 Boston Post Rd Unit 3, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 1,513 Sq Ft
  • Built 1900

  875 Boston Post Rd Unit 3, Madison, CT 06443

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Cathy Lynch Coldwell Banker Realty
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  $1,975,000

  $224K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,850 Sq Ft

  81 Strawberry Hill Rd, Madison, CT 06443

  Modern luxury meets sustainable living in a premier location. Set on more than two private acres in one of the area's most sought-after neighborhoods, this brand-new contemporary home offers a bright, open-concept design that blends sophisticated style with everyday comfort. At the heart of the home, the chef's kitchen impresses with a Sub-Zero refrigerator, Wolf appliances, custom cabinetry, and

  

  Cathy Lynch

  Coldwell Banker Realty

  81 Strawberry Hill Rd, Madison, CT 06443
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  /25

  $3,950 Per Month

  • 4 Beds
  • 2 Baths
  • 2,251 Sq Ft
  • House for Rent

  153 Middle Beach Rd, Madison, CT 06443

  Livw by the shore at 153 Middle Beach Road in Madison, a classic coastal retreat available for an academic rental October 2026 to June 2027. Perfectly positioned in one of Madison's most sought-after beach neighborhoods, this charming home offers the relaxed lifestyle that makes summer on the Connecticut shoreline so special. Wake up to salty sea breezes, enjoy your morning coffee on the spacious

  Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  153 Middle Beach Rd, 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 $1,229,592

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

  39 Madison Ave, Madison, CT 06443
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  Est $203,683

  Not Listed For Sale

  2117 Durham Rd, Madison, CT 06443

  2117 Durham Rd, Madison, CT 06443

  Last Sold Summary

  • 101 Days On Market

  Last Listing Agent Lisa Toczko Home Valley Realty, LLC
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  $675,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,536 Sq Ft

  320 Summer Hill Rd, Madison, CT 06443

  Take a 3D Tour or Enjoy a Video Walkthrough 24/7! Set on 1.1 acres, this 2,536 SF Contemporary offers 4 BR, 2.5 Baths & a great opportunity for Buyers ready to make HGTV-inspired updates while building equity in Madison. Built in 1976, the home features a dramatic contemporary layout, multiple fireplaces, a large Living Room, a Family Room with a brick fireplace & sliders to a bright 3-Season

  

  Gregory Hanner

  Garden Realty

  320 Summer Hill Rd, Madison, CT 06443
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  /18

  $3,750

  Total Monthly Price

  • 4 Beds
  • 2 Baths
  • 2,192 Sq Ft
  • House for Rent

  1281 Durham Rd, Madison, CT 06443

  For Rent or PurchaseCharming Large Madison Mother/Daughter Home!This delightful 4-bedroom Home features a large modern chef's kitchen, a cozy living room with a fireplace, 2 bedrooms on the first floor, a spacious bathroom, laundry area, and a bonus room that adds extra width to the house.Upstairs, you'll find a brand-new large living room, kitchen, bathroom, and 2

  1281 Durham Rd, Madison, CT 06443
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  $450,000

  Sold Aug 19, 2026

  3 Esterly Farms Rd, Madison, CT 06443

  • 1 Bed
  • 1.5 Baths
  • 1,372 Sq Ft
  • Built 1985

  Last Sold Summary

  • 12% Above List Price
  • $328/SF
  • 1 Day On Market

  Current Estimated Value $393,390

  Last Listing Agent Lisa Rollins Team Compass Connecticut, LLC

  3 Esterly Farms Rd, Madison, CT 06443
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  Est $1,488,394

  Not Listed For Sale

  45 Kaiser Ln, Madison, CT 06443

  • 5 Beds
  • 2.5 Baths
  • 4,232 Sq Ft
  • Built 2024

  45 Kaiser Ln, Madison, CT 06443

  Last Sold Summary

  • 94 Days On Market

  Last Listing Agent Karen Rosenthal William Raveis Real Estate
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  $699,900

  $49K PRICE DROP Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,456 Sq Ft

  7 Milestone Ln, Madison, CT 06443

  Nestled on a beautifully elevated homesite, this classic Colonial offers the perfect blend of privacy, comfort, and New England charm. Set in a desirable neighborhood just minutes from charming Madison Village, the Town Green, shops, restaurants, and the stunning Connecticut shoreline, this home offers the perfect blend of location and lifestyle. This spacious 4-bedroom home features a welcoming

  

  Cathy Lynch

  Coldwell Banker Realty

  7 Milestone Ln, Madison, CT 06443
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  /26

  $4,600 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,622 Sq Ft
  • House for Rent

  79 Hartford Ave, Madison, CT 06443

  4 Bedroom Renovated House across from Private Beach in Bucolic Madison, Connecticut Available Oct 1- May 15 but flex term. This sunny 4 bedroom/3 bath house with home office and water views is located at the end of a quiet road across from coveted Hartford Avenue beach. The main floor has a large, renovated eat-in-kitchen, spacious living room with gas fireplace, substantial dining area, reading

  Pamela D'Arc William Pitt Sotheby's Int'l

  79 Hartford 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 $596,909

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

  7 Downing Way, Madison, CT 06443
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  Est $718,659

  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

  • 30 Days On Market

  Last Listing Agent Kathleen Moniello Coldwell Banker Realty
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  /4

  $1,890,000

  New Construction Pending

  • 4 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  31 Stony Lane Lot 2 Rd, Madison, CT 06443

  Indulge in refined living at our Barberry Farm Open Space subdivision with Waterside Building and Development. Your bespoke home, spanning 3,000 to 4,000+ sq ft, promises not just spacious elegance but high-end finishes and meticulous craftsmanship. Situated within walking distance to Madison beaches and a golf course, this enclave blends luxury with convenience. Revel in the exquisite details of

  

  Lindsay Greenberg

  William Raveis Real Estate

  31 Stony Lane Lot 2 Rd, Madison, CT 06443
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  /18

  $3,000 Per Month

  • 2 Beds
  • 1 Bath
  • 925 Sq Ft
  • House for Rent

  37 Beach Ave, Madison, CT 06443

  37 Beach Avenue is ready to welcome its next resident! Simply cute as a button, perfectly positioned off Neck Road and just a short stroll to the shore - complete with beach rights - this is the coastal retreat you've been waiting for! One look and you'll surely feel right at home. Featuring two bedrooms, one full bathroom, on-site, main-level laundry, and a wonderfully sized yard, this adorable

  Melanie Abbott William Pitt Sotheby's Int'l

  37 Beach Ave, 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 $657,433

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

  300 Mungertown Rd, Madison, CT 06443
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  Est $2,300,599

  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

  • 158 Days On Market

  Last Listing Agent Bob Yostos Coldwell Banker Realty
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  /40

  $1,028,000

  Open Sat 2PM - 4PM

  • 4 Beds
  • 3 Baths
  • 3,360 Sq Ft

  131 Opening Hill Rd, Madison, CT 06443

  Looking for a Colonial with heart and soul, modern amenities, close to everything, yet private with an exceptional piece of property with a gorgeous pool? You've found it! This beautifully maintained home combines an easy blend of classic style, thoughtful updates, and a smart floor plan. The heart of the house is the sunny and refreshed Kitchen complete with an island, breakfast area, extensive

  Phoebe Schreiner William Pitt Sotheby's Int'l

  131 Opening Hill Rd, Madison, CT 06443
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  /39

  $3,600 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,322 Sq Ft
  • House for Rent

  60 Bassett Ln, Madison, CT 06443

  ACADEMIC RENTAL Enjoy the best of shoreline living in this charming Cape Cod-style home offering beautiful water views and private beach association access. Tucked away at the end of a quiet cul-de-sac, this inviting home features over 1,300 sqft of living space, hardwood flors, and a spacious living room anchored by an impressive oversized stone fireplace. The fully applianced kitchen flows into

  Agota Perry-Hill William Raveis Real Estate

  60 Bassett Ln, Madison, CT 06443
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  $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 $787,095

  Last Listing Agent Meig Walz Newcomb Coldwell Banker Realty

  677 Durham Rd, Madison, CT 06443
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  Est $1,454,800

  Not Listed For Sale

  52 Allison Dr, Madison, CT 06443

  • 4 Beds
  • 5 Baths
  • 4,295 Sq Ft
  • Built 2009

  52 Allison Dr, Madison, CT 06443

  Last Sold Summary

  • 179 Days On Market

  Last Listing Agent Vincent Engingro William Raveis Real Estate

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