Madison, CT Homes

• 

  Est $1,702,464 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 4,994 Sq Ft

  51 Buck Hill Rd, Madison, CT 06443

  51 Buck Hill Rd, Madison, CT 06443
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  /6

  $1,250,000 Pending

  • 2 Beds
  • 3.5 Baths
  • 2,000 Sq Ft

  0 Bushnell Ln, Madison, CT 06443

  Location, location, location! Build your home in the shoreline town of Madison! This proposed 2000sf modern farmhouse style home has a first floor primary bedroom, 3 full baths with additional space for an office, a rec room and an open floor plan. Vaulted ceilings, lots of natural light and energy efficiency make this build stand out. The proposed design can be modified to meet your needs.

  Justin Bradley Coldwell Banker Realty

  0 Bushnell Ln, Madison, CT 06443
• 

  $720,000 Sold Aug 29, 2025

  • 1,459 Sq Ft
  • $493/SF
  • 85 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1824

  76 Neck Rd, Madison, CT 06443

  LOVERS OF ANTIQUE HOUSES REJOICE! The Augustus Peck House c.1824. Beautiful, wide board chestnut floors, multiple fireplaces, exposed beams, a first floor primary bedroom and bath, an updated country kitchen/family room, a charming living room, an office and a large (21' x15') four season sunroom make for easy first floor living. Upstairs are two bedrooms which share a full bath, a small sitting

  Margaret Muir William Pitt Sotheby's Int'l

  76 Neck Rd, Madison, CT 06443
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  Est $963,778 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,448 Sq Ft

  44 Buck Hill Rd, Madison, CT 06443

  44 Buck Hill Rd, Madison, CT 06443
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  /5

  $2,495,000 Pending

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

  31 Stony Lane Lot 3 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 3 Rd, Madison, CT 06443
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  $540,000 Sold Aug 28, 2025

  • 1,598 Sq Ft
  • $338/SF
  • 28 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  273 Legend Hill Rd, Madison, CT 06443

  Meticulous condo freshly painted, new hardwood floors, carpeting and more. 2 bedrooms on the main level, living room with gas fireplace, dining area, large kitchen with newer dishwasher, family room with many windows and a distant view of Long Island Sound on a clear day. There are 2 rooms in lower level (one room is heated)and a large storage area. Walk over to the pool, enjoy the historic

  Judy Libby Berkshire Hathaway NE Prop.

  273 Legend Hill Rd, Madison, CT 06443
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  Est $781,280 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,830 Sq Ft

  426 Summer Hill Rd, Madison, CT 06443

  426 Summer Hill Rd, Madison, CT 06443
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  /4

  $1,890,000 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
• 

  $454,000 Sold Aug 28, 2025

  • 2,036 Sq Ft
  • $223/SF
  • 6 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1973

  42 Lake Dr, Madison, CT 06443

  Charming 4-Bedroom Colonial in Serene Neighborhood Setting Step into timeless colonial charm with this spacious 4-bedroom, 2.5-bath home, nestled in a peaceful neighborhood surrounded by nature. Inside, you'll find wide plank hardwood floors in the living room, complemented by a cozy fireplace-perfect for relaxing evenings. The main level offers the convenience of a laundry room and a layout

  Roberta Whalen LAER Realty Partners

  42 Lake Dr, Madison, CT 06443
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  Est $939,225 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,470 Sq Ft

  398 Summer Hill Rd, Madison, CT 06443

  398 Summer Hill Rd, Madison, CT 06443
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  /4

  $1,790,000 Pending

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

  31 Stony Lane Lot 6 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 6 Rd, Madison, CT 06443
• 

  $1,005,000 Sold Aug 28, 2025

  • 3,360 Sq Ft
  • $299/SF
  • 4 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1986

  31 Meadowbrook Rd, Madison, CT 06443

  Nestled in a quiet cul-de-sac within the desirable Richborough subdivision, this 4-bedroom, 2.5-bathroom Colonial offers the perfect blend of comfort, convenience, and charm, just minutes from town beaches and the vibrant town center. Step through the front foyer into a light-filled interior featuring hardwood floors, crown molding, and recessed lighting throughout. The eat-in kitchen offers

  Rose Ciardiello William Raveis Real Estate

  31 Meadowbrook Rd, Madison, CT 06443
• 

  Est $1,067,852 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 5,125 Sq Ft

  48 Lenore Dr, Madison, CT 06443

  48 Lenore Dr, Madison, CT 06443
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  /11

  $1,450,000 Pending

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

  26 Opening Hill Rd, Madison, CT 06443

  2024 is the year to have the home of your dreams! Come see this gorgeous enclave of four to-be-built houses in an ideal location less than 10 minutes from the center of Madison, with restaurants, beaches, shops, and the historic Green all within 5 miles. Surrounded by natural wooded beauty and bordered by Madison Conservation Land, these lots are stunning! Includes all the details you would

  Karen Rosenthal William Raveis Real Estate

  26 Opening Hill Rd, Madison, CT 06443
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  $505,000 Sold Aug 28, 2025

  • 2,092 Sq Ft
  • $241/SF
  • 58 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1810

  71 Old Toll Rd, Madison, CT 06443

  1810 Antique ~ lovingly Restored by present owner over the last 7 years. This picturesque home sits on 2.79 Acres and actually owns half of "Shelly Lake". Enjoy the tranquil water views from the newly Glassed in heated rear porch. Or if you prefer, grab a book and pull up a chair to any one of the 4 Wood Burning Fireplaces. Main Kitchen has been remodeled with Granite, Stainless Steel and a

  Tom Clancy William Pitt Sotheby's Int'l

  71 Old Toll Rd, Madison, CT 06443
• 

  Est $617,249 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,494 Sq Ft

  1197 Durham Rd, Madison, CT 06443

  1197 Durham Rd, Madison, CT 06443
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  /11

  $1,500,000 Pending

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

  38 Opening Hill Rd, Madison, CT 06443

  2024 is the year to have the home of your dreams! Come see this gorgeous enclave of four to-be-built houses in an ideal location less than 10 minutes from the center of Madison, with restaurants, beaches, shops, and the historic Green all within 5 miles. Surrounded by natural wooded beauty and bordered by Madison Conservation Land, these lots are stunning! Includes all the details you would

  Karen Rosenthal William Raveis Real Estate

  38 Opening Hill Rd, Madison, CT 06443
• 

  $725,000 Sold Aug 25, 2025

  • 2,323 Sq Ft
  • $312/SF
  • 61 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1979

  23 Paper Mill Dr, Madison, CT 06443

  Welcome to 23 Paper Mill Drive - a timeless Colonial nestled in a quiet cul-de-sac neighborhood. This lovely 5-bedroom, 2.5-bath home offers 2,323 square feet of comfortable living space, plus a full unfinished walk-out basement with endless potential. Step inside to discover beautiful hardwood floors, a remodeled kitchen, all new windows, and classic touches throughout. The main level features a

  Dana Weinstein Coldwell Banker Realty

  23 Paper Mill Dr, Madison, CT 06443
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  Est $1,332,354 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,374 Sq Ft

  50 Copperfield Dr, Madison, CT 06443

  50 Copperfield Dr, Madison, CT 06443
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  /31

  $799,000 Pre-Foreclosure

  • 3 Beds
  • 3.5 Baths
  • 3,772 Sq Ft

  13 Longview Terrace, Madison, CT 06443

  At the end of Longview Terrace, privately sited with expansive marsh and river views this larger than most free-standing colonial at over 3700 sf offers luxurious condo living. With a three-story generous layout this unit is south facing and full of light and custom details. The oversized kitchen with breakfast area is open to a 22x17 private deck. The primary suite offers a fireplace, a very

  Margaret Muir William Pitt Sotheby's Int'l

  13 Longview Terrace, Madison, CT 06443
• 

  $1,585,000 Sold Aug 22, 2025

  • 6,010 Sq Ft
  • $264/SF
  • 73 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2007

  61 Governors Way, Madison, CT 06443

  Elegant 4-Bedroom Colonial on Prestigious Cul-de-Sac in Madison, CT. Experience the pinnacle of suburban living in this exquisite 4-bedroom Colonial, built in 2007, boasting a generous 4,400+ SF of living space, with an additional 1,600+ SF of a finished basement. Nestled on almost 1 acre of landscaped grounds, this home is on a private and respected cul-de-sac, offering the perfect neighborhood

  Kirsten Adams William Pitt Sotheby's Int'l

  61 Governors Way, Madison, CT 06443
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  Est $1,113,581 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 5,220 Sq Ft

  5 Michele Ln, Madison, CT 06443

  5 Michele Ln, Madison, CT 06443
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  /40

  $2,190,000 Pre-Foreclosure

  • 5 Beds
  • 3 Baths
  • 3,172 Sq Ft

  15 Highland Terrace, Madison, CT 06443

  COME SEE THIS ONE OF KIND FULLY RENOVATED MADISON HOME WITH PRIVATE BEACH RIGHTS!!! Just 300 feet from the sand, this home was once a traditional raised ranch and now has been brilliantly redesigned into a spacious 'elevated ranch' with an open-concept floor plan that feels airy, bright, and made for entertaining! Step into coastal luxury with this fully reimagined Madison home, where every

  John Cronin Century 21 AllPoints Realty

  15 Highland Terrace, Madison, CT 06443
• 

  $705,000 Sold Aug 22, 2025

  • 2,424 Sq Ft
  • $291/SF
  • 5 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1968

  310 Opening Hill Rd, Madison, CT 06443

  *Please submit offers by 7 pm Wednesday, 7/16/25. Welcome to this charming and extensively updated colonial home that embodies comfort and style. With a wealth of improvements completed in 2014, including new windows, roof, driveway and a beautiful kitchen, this home is move-in ready. Recent enhancements in 2024 include an updated primary bath and half bath, making it even more inviting for you

  Barbara Goetsch William Pitt Sotheby's Int'l

  310 Opening Hill Rd, Madison, CT 06443
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  Est $1,025,181 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 3,595 Sq Ft

  53 Copperfield Dr, Madison, CT 06443

  53 Copperfield Dr, Madison, CT 06443
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  /38

  $650,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,793 Sq Ft

  197 Concord Dr, Madison, CT 06443

  Love the outdoors? This dramatic Contemporary Cape in the established & desirable Heatherwood subdivision is for you! Set back on a wooded interior acre+ parcel this secluded location is quite private, current owners didn't even have curtains or blinds. Think giant treehouse! Up the Ipe decked steps onto the open landing, a hardwood floor foyer welcomes all once inside. One is immediately aware

  Todd Gould William Pitt Sotheby's Int'l

  197 Concord Dr, Madison, CT 06443
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  $739,000 Sold Aug 22, 2025

  • 3,892 Sq Ft
  • $190/SF
  • 111 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1968

  94 Sportsman Hill Rd, Madison, CT 06443

  Welcome to 94 Sportsman Hill Road! Nestled on a 1.66-acre lot on a quiet cul-de-sac, this newly renovated colonial offers over 3,800 sq ft of versatile living space with 5 bedrooms, 3.5 bathrooms, a family room, an entertainment room, and more. Step inside to a bright center hall with a neutral palette and gleaming hardwood floors throughout. The kitchen features a center island with storage and

  Alejandro Pabon-Rey mygoodagent

  94 Sportsman Hill Rd, Madison, CT 06443
• 

  Est $753,463 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,140 Sq Ft

  37 Copperfield Dr, Madison, CT 06443

  37 Copperfield Dr, Madison, CT 06443
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  /40

  $599,999 Under Contract

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

  60 Robin Ridge Dr, Madison, CT 06443

  Tucked away on a sought-after cul-de-sac just minutes from downtown Madison, 60 Robin Ridge is a beautifully maintained, custom-built home, cherished by the same family for over 50 years. Pride of ownership shines throughout. The main level features gleaming hardwood floors, a classic living room, formal dining room, and an updated eat-in kitchen with convenient laundry access. A spacious family

  Phoebe Finch William Pitt Sotheby's Int'l

  60 Robin Ridge Dr, Madison, CT 06443
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  $670,000 Sold Aug 21, 2025

  • 2,096 Sq Ft
  • $320/SF
  • 97 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1984

  5 Dover Ln, Madison, CT 06443

  Elegant Colonial on Pristine Corner Lot. Nestled on a generous 1.34-acre corner lot in the charming town of Madison, CT, this exquisite 4-bedroom, 2.5-bath colonial home offers a harmonious blend of comfort and outdoor space. The property's curb appeal is immediately apparent with a stone wall & garden area (backyard) and newer walkway to the front door. As you step inside, the entire interior

  Kirsten Adams William Pitt Sotheby's Int'l

  5 Dover Ln, Madison, CT 06443
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  Est $615,572 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,325 Sq Ft

  114 Squires Rd, Madison, CT 06443

  114 Squires Rd, Madison, CT 06443
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  /9

  $362,500 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,119 Sq Ft

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

  20 Yankee Glen, Madison, Connecticut - Tucked just minutes from the sandy shoreline of Hammonasset Beach State Park, this single-standing condominium combines the serenity of coastal living with the charm of New England design. Behind its private entryway lies a sun-filled home where tall ceilings, a beautiful wood-burning fireplace, and a seamless flow between the living and dining spaces create

  Dallas Davis Dalvis Realty

  20C Yankee Glen Rd Unit 20C, Madison, CT 06443
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  $711,000 Sold Aug 21, 2025

  • 2,458 Sq Ft
  • $289/SF
  • 40 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1966

  29 Flintlock Rd, Madison, CT 06443

  ***HIGHEST AND BEST DUE BY WEDNESDAY, JULY 16 AT NOON*** This 4-bedroom colonial provides a seamless blend of open design and cozy space. The first floor has hardwood floors, an open floor plan, a welcoming living room with fireplace, and a bright family room set just off the kitchen-perfect for gatherings. Upstairs, you'll find four spacious bedrooms with hardwood floors and an updated full

  Betsy Anderson William Pitt Sotheby's Int'l

  29 Flintlock Rd, Madison, CT 06443
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  Est $1,282,877 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 5,780 Sq Ft

  88 Hickory Ln, Madison, CT 06443

  88 Hickory Ln, Madison, CT 06443
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  /31

  $465,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,975 Sq Ft

  18 Deepwood Dr, Madison, CT 06443

  Charming 3-Bedroom Split-Level Home in a Quiet, Established Neighborhood Welcome to your new home! This lovingly maintained split-level residence combines comfort, style, and functionality-perfect for those seeking a peaceful retreat. This home features 3 bedrooms, 2 full bathrooms, and a warm, inviting living area. Step into a bright living room filled with natural light from a large front

  Alison Shaheen Sand Harbor Real Estate LLC

  18 Deepwood Dr, Madison, CT 06443
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  $456,500 Sold Aug 20, 2025

  • 1,468 Sq Ft
  • $311/SF
  • 39 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1958

  20 Robin Ridge Dr, Madison, CT 06443

  Welcome to 20 Robin Ridge Drive, a charming ranch-style home located in the highly sought-after Robin Ridge neighborhood! Ideally located just over 2 miles from Downtown Madison and approximately 3 miles to the Madison Beach Hotel, West Wharf Beach, and the Surf Club, this property combines comfort, convenience, and coastal living. This inviting home offers 3 generously sized bedrooms with

  Anne Marie Straka Compass Connecticut, LLC

  20 Robin Ridge Dr, Madison, CT 06443
• 

  Est $1,274,824 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,430 Sq Ft

  126 Hickory Ln, Madison, CT 06443

  126 Hickory Ln, Madison, CT 06443
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  /40

  $485,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 2,652 Sq Ft

  76 Squires Rd, Madison, CT 06443

  Come see this charming Ranch oasis in desirable Madison, where the allure of suburban tranquility meets the vibrancy of community living! Nestled in a private setting yet so close to all amenities, this 5-bedroom, 3-bath home is a rare find that offers an unparalleled lifestyle. Step inside and be greeted by a spacious living room with french doors leading out to the expansive deck, where you can

  Joseph Giordano RE/MAX Alliance

  76 Squires Rd, Madison, CT 06443
• 

  $1,927,500 Sold Aug 19, 2025

  • 2,700 Sq Ft
  • $714/SF
  • 8 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1924

  44 E Wharf Rd, Madison, CT 06443

  PRIVATE AND PERFECT! Tucked away on a quiet lane with only two other houses is 44 East Wharf Rd, a charming oasis that's a short walk to both town and East Wharf Beach. The first floor includes a spacious, vaulted ceiling primary suite, a living room with wood burning fireplace, French doors leading to a large heated porch with a hip ceiling and a gas fireplace overlooking a gorgeous private yard

  Margaret Muir William Pitt Sotheby's Int'l

  44 E Wharf Rd, Madison, CT 06443
• 

  Est $570,447 Not Listed For Sale

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

  31 Hickory Ln, Madison, CT 06443

  31 Hickory Ln, Madison, CT 06443

Showing Results 201 - 240, Page 6 of 18