Homes in ZIP Code 06443

• 

  Est $1,069,737 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,881 Sq Ft

  20 Hidden Springs Rd, Madison, CT 06443

  20 Hidden Springs Rd, Madison, CT 06443
• 

  

  

  /37

  $630,000

  • 4 Beds
  • 2.5 Baths
  • 2,088 Sq Ft

  81 Bartlett Dr, Madison, CT 06443

  81 Bartlett - a rare find, showcasing a blend of modern updates & outdoor amenities that make it perfect for entertaining & everyday living. Step outside to the double decks that meet with a new patio area & the expansive, level, private backyard offers a lush, grassy yard. Inside, the home greets you with an inviting colonial style layout. The foyer flows seamlessly into both the formal living

  Lauren Freedman Coldwell Banker Realty

  81 Bartlett Dr, Madison, CT 06443
• 

  $960,000 Sold Aug 29, 2025

  • 2,558 Sq Ft
  • $375/SF
  • 49 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1779

  659 Summer Hill Rd, Madison, CT 06443

  Have Fun! Summer: pool, large deck, fenced yard, and central AC! Winter: Fireplaces, holiday meals, room for guests. Yesterday's charm & all the conveniences of today (new roof, new boiler, new central AC, Updated Kitchen) With wide plank Chestnut floors and 3 fireplaces on the first floor: the vintage house charm with current comfort is inviting! Access to the deck from the Dining Room and

  Leigh Whiteman William Raveis Real Estate

  659 Summer Hill Rd, Madison, CT 06443
• 

  Est $578,941 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,582 Sq Ft

  26 Princess Dr, Madison, CT 06443

  26 Princess Dr, Madison, CT 06443
• 

  

  

  /22

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,186 Sq Ft

  141 Duck Hole Rd, Madison, CT 06443

  Tucked away on a private 2-acre lot just minutes from I-95 and all that Madison has to offer, this property is perfect for buyers seeking space, convenience, and a truly exceptional garage setup. The home itself offers 3 bedrooms and a full basement-functional and full of potential-but the real star here is the oversized garage. With over 1,800 square feet of space, soaring ceilings, and 12-foot

  Meig Walz Newcomb Coldwell Banker Realty

  141 Duck Hole Rd, Madison, CT 06443
• 

  $1,453,000 Sold Aug 29, 2025

  • 2,647 Sq Ft
  • $549/SF
  • 76 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1968

  20 Cherry Ln, Madison, CT 06443

  The best of all worlds awaits in this year-round 5-bedroom, 3-bath home located on a private, quiet road across from the third hole of the Madison Country Club. Walk downtown or stroll to the beach to enjoy sandy shores and breathtaking sunsets. Perfect for entertaining, the layout features a bright living room that opens to the dining area. The galley-style kitchen, thoughtfully designed by

  Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  20 Cherry Ln, Madison, CT 06443
• 

  Est $595,437 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,455 Sq Ft

  160 Princess Dr, Madison, CT 06443

  160 Princess Dr, Madison, CT 06443
• 

  

  /40

  $3,950,000

  • 6 Beds
  • 7 Baths
  • 6,074 Sq Ft

  10 Middle Beach Rd W, Madison, CT 06443

  PRIVATE AND PEACEFUL WITH DEEDED BEACH ACCESS! Panoramic views of LI Sound are enjoyed from almost every room of this gracious,very private, mint condition home with ample room for family & lucky guests. Sited back from Middle Beach Road West and overlooking the ever changing salt marsh, enter the inviting double height foyer to discover spacious, high ceilinged and light filled rooms that are

  Margaret Muir William Pitt Sotheby's Int'l

  10 Middle Beach Rd W, 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
• 

  Est $531,036 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  51 Princess Dr, Madison, CT 06443

  51 Princess Dr, Madison, CT 06443
• 

  

  /16

  $775,000

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

  677 Durham Rd, Madison, CT 06443

  Absolutely pristine and Stunning 3-Bed, 2.5-Bath Home Built in 2022 - Immaculate and Move-In Ready! This exquisite home just had a pristine inspection with no issues. Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom home, built in 2022 and designed for modern living. From the moment you step inside, you'll be impressed by the open floor plan that seamlessly blends living, dining,

  Meig Walz Newcomb Coldwell Banker Realty

  677 Durham Rd, Madison, CT 06443
• 

  $325,000 Sold Aug 29, 2025

  • 1,332 Sq Ft
  • $244/SF
  • 210 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1986

  16 Brantwood Dr, Madison, CT 06443

  This 2 bedroom/1.2 bath townhouse condo is located in Brantwood, close to I-95 and Madison's lively town center, historic green, beaches, train station, and bus routes. New sidewalks on adjacent streets enhance the convenience of Brantwood. The condo's first floor features an open floor plan living/dining room and eat-in kitchen and slider to the new patio plus a powder room. Upstairs, there are

  Bette Zollshan William Pitt Sotheby's Int'l

  16 Brantwood Dr, Madison, CT 06443
• 

  Est $450,043 Not Listed For Sale

  • 10 Beds
  • 3 Baths
  • 3,039 Sq Ft

  289 Old Toll Rd, Madison, CT 06443

  289 Old Toll Rd, Madison, CT 06443
• 

  

  /32

  $229,000

  • 3 Beds
  • 1 Bath
  • 897 Sq Ft

  4 North St, Madison, CT 06443

  **Seasonal Beach Living in Madison** Experience the ultimate coastal getaway with this charming seasonal cottage, available from April 1 to October 31. Nestled within a mile of stunning beaches, you'll have easy access to not only the sun and surf but also scenic hiking and biking trails nearby. Enjoy the vibrant local culture with a variety of delightful shoreline restaurants and unique shops

  Kristy Vaiuso Coldwell Banker Realty

  4 North St, Madison, CT 06443
• 

  $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
• 

  Est $617,951 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,481 Sq Ft

  316 Race Hill Rd, Madison, CT 06443

  316 Race Hill Rd, Madison, CT 06443
• 

  

  /33

  $635,000

  • 4 Beds
  • 2.5 Baths
  • 1,894 Sq Ft

  9 Monroe Ln, Madison, CT 06443

  Nestled on a corner lot in a quiet cul-de-sac sits this lovely 4 bed, 2.5 bath Colonial in a great neighborhood near everything: schools, downtown, beaches, highway, Madison Land Trust & Cockaponset State Forest! Classic colonial floor plan offers generously sized living room, dining room for entertaining, large kitchen with eat-in-area and 3 season sunporch all on the 1st floor. Lots of natural

  Karen Lee Coldwell Banker Realty

  9 Monroe Ln, Madison, CT 06443
• 

  $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 $426,915 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,326 Sq Ft

  107 Old Toll Rd, Madison, CT 06443

  107 Old Toll Rd, Madison, CT 06443
• 

  

  /40

  $785,000

  • 4 Beds
  • 2.5 Baths
  • 4,879 Sq Ft

  48 Shepherds Trail, Madison, CT 06443

  Check out the new fresh photos. Contemporary Colonial home features 4 bedrooms, 2.5 baths, and a versatile floor plan designed for both grand entertaining and everyday comfort. Step into the impressive foyer, where an expansive living room and formal dining area set the stage for large gatherings. At the heart of the main level, the kitchen shines with granite countertops, stainless steel

  Erin Connelly Coldwell Banker Realty

  48 Shepherds Trail, 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 $712,536 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,488 Sq Ft

  468 Summer Hill Rd, Madison, CT 06443

  468 Summer Hill Rd, Madison, CT 06443
• 

  

  /27

  $585,000

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  108 Boston Post Rd, Madison, CT 06443

  Seller offering $10,000 credit toward closing costs at closing!! Welcome antique home lovers!! This beautifully preserved and tastefully updated antique home, ideally situated on a generous 0.92-acre lot in the heart of Madison. Offering three bedrooms and two full baths, this residence perfectly balances historic character with everyday comfort. The inviting kitchen features exposed beams that

  Cindy Breckheimer Forever Homes Real Estate LLC

  108 Boston Post 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
• 

  Est $745,263 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,696 Sq Ft

  3 Doe Ln, Madison, CT 06443

  3 Doe Ln, Madison, CT 06443
• 

  

  /22

  $799,000

  • Land
  • 0.19 Acre
  • $4,205,263 per Acre

  885 Boston Post Rd, Madison, CT 06443

  Fully approved and ready to go, this exceptional commercial lot is situated in the heart of vibrant downtown Madison. Boasting approvals for a 5,000 square foot building the property includes a brand-new septic system, 13 designated parking spaces with additional parking options, and unbeatable proximity to restaurants, shopping, the train station, and I-95. Imagine welcoming clients or customers

  Michael Hvizdo Coldwell Banker Realty

  885 Boston Post 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
• 

  Est $996,553 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,453 Sq Ft

  58 Shepherds Trail, Madison, CT 06443

  58 Shepherds Trail, Madison, CT 06443
• 

  

  /38

  $3,200,000

  • 5 Beds
  • 6 Baths
  • 4,450 Sq Ft

  77 E Wharf Rd, Madison, CT 06443

  Welcome to 77 East Wharf! This beautifully designed five-bedroom Cape Cod-style home is perfectly situated high on the property to capture breathtaking views of the Long Island Sound and tranquil Fence Creek. Ideal for entertaining or hosting beach-loving visitors, this home also includes a charming one-bedroom apartment over the garage. Begin your experience with a private walkway bordered by a

  Meig Walz Newcomb Coldwell Banker Realty

  77 E Wharf Rd, 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
• 

  Est $573,137 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,868 Sq Ft

  138 Squires Rd, Madison, CT 06443

  138 Squires Rd, Madison, CT 06443
• 

  

  /23

  $172,000

  • 1 Bed
  • 1 Bath
  • 441 Sq Ft

  7 3rd St, Madison, CT 06443

  Madison, SEASHORE! - Coastal living adjacent to Hammonassett Beach State Park! HIGH VALUE! Astute & masterfully updated in 2023. Well built circa 1958 cottage is the perfect vacation retreat! Looks are deceiving. Big open floor plan living room w/vaulted ceiling! Deck is 412 sf! Young's Village is seasonal offering a 7 month term of full time use. Occupy your home full time April 1 - October 31.

  Laurie McCann William Pitt Sotheby's Int'l

  7 3rd St, 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
• 

  Est $832,131 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,594 Sq Ft

  30 Georgetown Cir, Madison, CT 06443

  30 Georgetown Cir, Madison, CT 06443
• 

  /2

  $159,900

  • Land
  • 1.43 Acres
  • $111,818 per Acre

  0 Skytop Dr, Madison, CT 06443

  Great opportunity to build in an established neighborhood in the beautiful shoreline community of Madison, CT! Large 1.43 acre rear lot is extremely private and ready for your dream home. Located just a short 1.5mi / 5 minute drive to downtown with easy access to I-95 and a short drive to Hammonasset Beach. Per town will need an updated perc test for final approval. Agent/owner

  Luke Florian SSG Real Estate LLC

  0 Skytop Dr, Madison, CT 06443
• 

  $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 $980,538 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,004 Sq Ft

  35 Georgetown Cir, Madison, CT 06443

  35 Georgetown Cir, Madison, CT 06443
• 

  /2

  $125,000

  • Land
  • 2.7 Acres
  • $46,296 per Acre

  0 Old Toll Rd Unit 24109109, Madison, CT 06443

  Build your dream home in Madison!! 2.7 raw acre lot available in the North Madison section of town. Minutes from Chatfield Hollow State Park and Hammonasset Beach. Extends far enough beyond the main road to enjoy wooded seclusion. Lot has been surveyed, boundary sketch is available.

  Karen Kesten William Raveis Real Estate

  0 Old Toll Rd Unit 24109109, Madison, CT 06443
• 

  $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
• 

  Est $857,855 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,712 Sq Ft

  21 Heatherwood Dr, Madison, CT 06443

  21 Heatherwood Dr, Madison, CT 06443

Showing Results 161 - 200, Page 5 of 18