Homes in ZIP Code 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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• 

  

  

  /25

  $2,700 total monthly price

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

  856 Boston Post Rd Unit 1, Madison, CT 06443

  One bedroom, unfurnished apartment of approx 900 sq ft on estate-like grounds in the heart of downtown Madison. ALL UTILITIES INCLUDED, JUST BRING YOUR CELL PHONE! Interior, private lot. French doors in living room and kitchen open up onto a large porch overlooking a beautiful garden. Eat-in kitchen, laundry room, full bath. A garden path takes one to the entrance.. Owner agent, 6 month to 1 year

  Faith Whitehead William Raveis Real Estate

  856 Boston Post Rd Unit 1, Madison, CT 06443
• 

  $670,000 Sold Dec 27, 2024

  218 Opening Hill Aka Forest Edge Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,820 Sq Ft
  • Built 1979

  Last Sold Summary

  • 8% Above List Price
  • $238/SF
  • 21 Days On Market

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  218 Opening Hill Aka Forest Edge Rd, Madison, CT 06443
• 

  Est $480,687 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,055 Sq Ft

  31 Samantha Ln, Madison, CT 06443

  31 Samantha Ln, Madison, CT 06443
• 

  

  

  /16

  $725,000 Under Contract

  • 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
• 

  

  /22

  $3,500 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 1,051 Sq Ft
  • House for Rent

  84 Kelsey Place, Madison, CT 06443

  Immaculate, completely updated charming home available December 1st as an Annual furnished rental. Hardwood floors, stainless appliances, skylights, large windows, light and bright throughout. Just a short walk to a private, sandy beach. Wonderful, large front deck, small side deck and an outdoor shower! Recent improvements include: new stove, refrigerator, washer and dryer and hot water heater.

  Sue Knapp William Pitt Sotheby's Int'l

  84 Kelsey Place, Madison, CT 06443
• 

  $620,000 Sold May 20, 2025

  16 Canborne Way Unit 16, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 1,424 Sq Ft
  • Built 1979

  Last Sold Summary

  • 4% Below List Price
  • $435/SF
  • 42 Days On Market

  Current Estimated Value $632,654

  Last Listing Agent Laurie Mazzeo William Pitt Sotheby's Int'l

  16 Canborne Way Unit 16, Madison, CT 06443
• 

  Est $450,313 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,108 Sq Ft

  12 Samantha Ln, Madison, CT 06443

  12 Samantha Ln, Madison, CT 06443
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  /39

  $2,295,000

  • 4 Beds
  • 3.5 Baths
  • 4,010 Sq Ft

  64 Webster Point Rd, Madison, CT 06443

  Spacious with amazing waterfront quality views! Sited one house from Long Island Sound on a quiet cul de sac, 64 Webster Point is a private, classic Colonial with spacious, high ceilinged (10' on the first floor), light filled rooms and beautiful hardwood floors throughout the house. A double height foyer flows into the large living room highlighted by a handsome, wood burning fireplace. Adjacent

  Margaret Muir William Pitt Sotheby's Int'l

  64 Webster Point Rd, Madison, CT 06443
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  /33

  $3,500 total monthly price

  • 5 Beds
  • 4 Baths
  • 2,523 Sq Ft
  • House for Rent

  6 Signal Hill Rd, Madison, CT 06443

  Welcome to the heart of Madison's downtown neighborhood. This charming four-bedroom colonial features beautifully refinished pine wood floors-completely carpet-free-and a renovated kitchen with new cabinetry and a modern oven. The spacious first floor offers a graceful hallway, inviting family room, and elegant dining area. A convenient half bathroom with laundry adds functionality, and a

  Sang Jee William Raveis Real Estate

  6 Signal Hill Rd, Madison, CT 06443
• 

  $2,505,000 Sold Oct 27, 2025

  86B E Wharf Rd, Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 3,160 Sq Ft
  • Built 2017

  Last Sold Summary

  • 5% Above List Price
  • $793/SF
  • 59 Days On Market

  Last Listing Agent Dean Mitchell William Pitt Sotheby's Int'l

  86B E Wharf Rd, Madison, CT 06443
• 

  Est $423,656 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  4 Stephanie Ct, Madison, CT 06443

  4 Stephanie Ct, Madison, CT 06443
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  /34

  $670,000

  • 4 Beds
  • 2.5 Baths
  • 3,057 Sq Ft

  39 Stepping Stone Ln, Madison, CT 06443

  New price and $20,000 seller credit offered. Set on over 2 private acres at the end of a quiet cul de sac, this classic Madison Colonial offers space, privacy, and flexible living options. The kitchen features stainless steel appliances and a pantry, and new flooring throughout the main level significantly enhances the home's feel. A screened in porch extends the living space outdoors,

  Cindy Breckheimer Forever Homes Real Estate LLC

  39 Stepping Stone Ln, Madison, CT 06443
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  /10

  $1,900 total monthly price

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

  7 Brantwood Dr Unit 7, Madison, CT 06443

  Light and bright, one bedroom apartment close to town. This unit is almost 900 sq. ft. and has a back deck, loads of storage, washer/dryer in the unit, and plenty of parking. Welcome to downtown Madison!

  Bonnie Fillion Berkshire Hathaway NE Prop.

  7 Brantwood Dr Unit 7, Madison, CT 06443
• 

  $625,000 Sold Jul 03, 2025

  7 Meadow Ln, Madison, CT 06443

  • 2 Beds
  • 1 Bath
  • 1,369 Sq Ft
  • Built 1920

  Last Sold Summary

  • 4% Below List Price
  • $457/SF
  • 77 Days On Market

  Current Estimated Value $628,816

  Last Listing Agent Amy Kirst William Pitt Sotheby's Int'l

  7 Meadow Ln, Madison, CT 06443
• 

  Est $474,355 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,916 Sq Ft

  2270 Durham Rd, Madison, CT 06443

  2270 Durham Rd, Madison, CT 06443
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  /39

  $675,000 Pending

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

  735 Opening Hill Rd, Madison, CT 06443

  This storybook Cape is a hidden treasure, offering 2,000 sq. ft. of character-filled living space plus a heated 975 sq. ft. studio-ideal for work, art, or guests. At its heart lies a true culinary centerpiece: an epicurean's dream kitchen with a 6-burner range, custom finishes, and timeless details that anchor the open floor plan. The main level continues with a welcoming living room and cozy

  Melanie Scull William Pitt Sotheby's Int'l

  735 Opening Hill Rd, Madison, CT 06443
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  /10

  $2,400 total monthly price

  • 3 Beds
  • 1 Bath
  • 884 Sq Ft
  • House for Rent

  64 Kelsey Place, Madison, CT 06443

  Year long rental in beach community! Fantastic location. Two association beaches at end of street for summer fun. Just completely painted interior. Spacious kitchen. Three season front porch adds living space to stated sq ft. Full attic available for storage. Cute level back yard and space to park 3 cars off street.

  Deborah Rowe William Raveis Real Estate

  64 Kelsey Place, Madison, CT 06443
• 

  $1,046,000 Sold Apr 25, 2025

  35 Lovers Ln, Madison, CT 06443

  • 5 Beds
  • 3.5 Baths
  • 4,800 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Below List Price
  • $218/SF
  • 41 Days On Market

  Current Estimated Value $1,088,656

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

  35 Lovers Ln, Madison, CT 06443
• 

  Est $480,335 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,256 Sq Ft

  26 Tibbals Bridge Rd, Madison, CT 06443

  26 Tibbals Bridge Rd, Madison, CT 06443
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  /38

  $749,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,986 Sq Ft

  16 Yankee Peddler Path, Madison, CT 06443

  This fully renovated and expanded Farmhouse Colonial offers nearly 4,000 sq ft of luxurious living space on a private 1.6-acre lot, blending timeless charm with modern upgrades. Every detail has been thoughtfully updated from roof to flooring, including new HVAC system, electrical, plumbing, a gourmet kitchen with center island and huge walk-in pantry, stylish bathrooms, and more. With 4 spacious

  Linda Toscano Coldwell Banker Realty

  16 Yankee Peddler Path, Madison, CT 06443
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  /24

  $1,975 total monthly price

  • 1 Bed
  • 1 Bath
  • 792 Sq Ft
  • Townhouse for Rent

  65 Old Route 79 Unit 13, Madison, CT 06443

  Great location close to town, train, shopping and beaches. Large kitchen with lots of cabinetry and counter space with a convenient eat-in area too! The bedroom is large and bright with a walk-in closet plus an additional closet. The unit comes with a stackable washer/dryer. The pull down stairs attic has some additional storage space. Central air and radiant heat. This small complex offers

  Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  65 Old Route 79 Unit 13, Madison, CT 06443
• 

  $628,000 Sold Oct 24, 2025

  338 Opening Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 1,792 Sq Ft
  • Built 1968

  Last Sold Summary

  • 7% Above List Price
  • $350/SF
  • 34 Days On Market

  Last Listing Agent Barbara Goetsch William Pitt Sotheby's Int'l

  338 Opening Hill Rd, Madison, CT 06443
• 

  Est $472,904 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,177 Sq Ft

  17 Jasper Ln, Madison, CT 06443

  17 Jasper Ln, Madison, CT 06443
• 

  

  /40

  $1,595,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,398 Sq Ft

  28 Riverside Ln, Madison, CT 06443

  Prepare to be captivated by this sun-soaked, updated contemporary waterfront home offering breathtaking 180-degree views of the magnificent salt marsh, the serene Neck River, and the sparkling Long Island Sound. Nestled within a private neighborhood on a double lot, this is the quintessential coastal lifestyle you've been dreaming of. The main level has an expansive, open-concept living and

  Diana Hartman William Pitt Sotheby's Int'l

  28 Riverside Ln, Madison, CT 06443
• 

  

  /13

  $1,925 total monthly price

  • 1 Bed
  • 1 Bath
  • 800 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
• 

  $2,200,000 Sold Dec 27, 2024

  85 Island Ave, Madison, CT 06443

  • 5 Beds
  • 4.5 Baths
  • 4,472 Sq Ft
  • Built 2014

  Last Sold Summary

  • 2% Below List Price
  • $492/SF
  • 62 Days On Market

  Current Estimated Value $2,298,354

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  85 Island Ave, Madison, CT 06443
• 

  Est $489,418 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,336 Sq Ft

  2313 Durham Rd, Madison, CT 06443

  2313 Durham Rd, Madison, CT 06443
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  /11

  $385,000

  • Land
  • 26.2 Acres
  • $14,695 per Acre

  247 C Old Toll Rd, Madison, CT 06443

  Two parcels of raw land in North Madison are being offered together as they adjoin. The piece that runs along Old Toll Rd has 535ft of road frontage and is 15.86 acres. The second 10.34 acre piece adjoins along the northern back border and is accessed through the front parcel for a total of 26.2 acres. The front parcel has a level area with small fir trees dotting a field. The parcels have a

  Allyson Cotton William Pitt Sotheby's Int'l

  247 C Old Toll Rd, Madison, CT 06443
• 

  

  /16

  $2,350 total monthly price

  • 1 Bed
  • 1 Bath
  • 756 Sq Ft
  • Apartment for Rent

  36 Tuxis Rd, Madison, CT 06443

  This absolutely darling academic rental is unexpectedly available as Tenant had a change in plans. Fully furnished 1 bedroom 1 bath carriage house apartment available for rent SEPTEMBER 2025 - JUNE 2026. This 2nd floor unit overlooks a beautifully manicured backyard and features a private entrance and ample off street parking. Enjoy the walk to beach and downtown as this rental is prime location

  Phoebe Finch William Pitt Sotheby's Int'l

  36 Tuxis Rd, Madison, CT 06443
• 

  $644,000 Sold Apr 23, 2025

  23 Sportsman Hill Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,994 Sq Ft
  • Built 1968

  Last Sold Summary

  • 3% Above List Price
  • $215/SF
  • 72 Days On Market

  Current Estimated Value $679,133

  Last Listing Agent Meig Walz Newcomb Coldwell Banker Realty

  23 Sportsman Hill Rd, Madison, CT 06443
• 

  Est $1,342,701 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 5,865 Sq Ft

  217 Devonshire Ln, Madison, CT 06443

  217 Devonshire Ln, Madison, CT 06443
• 

  

  /28

  $550,000

  • 2 Beds
  • 2 Baths
  • 1,476 Sq Ft

  4 Currycross Rd Unit 4, Madison, CT 06443

  Welcome to highly desirable Windermere East. Windermere is nestled in a private picture perfect setting along the Madison Shoreline. 4 Currycross Road is a charming free standing home with 2 spacious bedrooms and one detached garage just steps to your front door. Home has been freshly painted and boast a lovely open floor plan with a wood burning fireplace, cathedral ceiling, extra attic storage

  Terry Morgan CT Realty Exchange, LLC

  4 Currycross Rd Unit 4, Madison, CT 06443
• 

  

  /28

  $2,800 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,640 Sq Ft
  • House for Rent

  41 Harbor Ave, Madison, CT 06443

  ACADEMIC RENTAL, Available APPROX NOVEMBER 1ST TO MAY 31, 2026. Adorable & cozy yearround bungalow in a cul-de-sac, Beach community. 2/3 bedrooms & 2 full baths. Enclosed porch with wrap-around sliders lead out to a deck and nice backyard....freshly painted with some new flooring/carpeting and refreshed bathrooms and kitchen. A sweet place to be. Minutes from Madison Center, commuting routes and

  Alison Gould Gould Group LLC

  41 Harbor Ave, Madison, CT 06443
• 

  $725,000 Sold Aug 25, 2025

  23 Paper Mill Dr, Madison, CT 06443

  • 5 Beds
  • 2.5 Baths
  • 2,323 Sq Ft
  • Built 1979

  Last Sold Summary

  • 7% Above List Price
  • $312/SF
  • 61 Days On Market

  Current Estimated Value $723,714

  Last Listing Agent Dana Weinstein Coldwell Banker Realty

  23 Paper Mill Dr, Madison, CT 06443
• 

  Est $812,865 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,040 Sq Ft

  37 Blueberry Hill Dr, Madison, CT 06443

  37 Blueberry Hill Dr, Madison, CT 06443
• 

  

  /37

  $2,400,000

  • 4 Beds
  • 2 Baths
  • 3,083 Sq Ft

  153 Middle Beach Rd, Madison, CT 06443

  Charming beach home with full guest apartment above garage across the street from Long Island Sound. Perfect opportunity for personal use, 1031 exchange or investment property. Main house and guest apartment both enjoy decks that overlook beautiful marshes with abundant wildlife. Main house has views of Long Island Sound from the second floor. Guest apartment embraces a full kitchen, family room

  John Campbell Compass Connecticut, LLC

  153 Middle Beach Rd, Madison, CT 06443
• 

  

  /31

  $6,500 total monthly price

  • 4 Beds
  • 3 Baths
  • 1,869 Sq Ft
  • House for Rent

  43 Soundview Ave, Madison, CT 06443

  Fabulous academic rental available Sept 8th through May 31st 2026. This direct waterfront four bedroom home set on a one of kind property with access to a private beach. Enjoy fabulous views from your deck, large yard and tidal pool. Plenty of space for everyone with a bedroom with full bath on the main level, Primary en suite on the second floor with private balcony and two additional bedrooms

  Sue Knapp William Pitt Sotheby's Int'l

  43 Soundview Ave, Madison, CT 06443
• 

  $475,000 Sold Sep 03, 2025

  24 Deepwood Dr, Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1962

  Last Sold Summary

  • 2% Above List Price
  • $396/SF
  • 27 Days On Market

  Current Estimated Value $473,205

  Last Listing Agent Carol Mancini William Pitt Sotheby's Int'l

  24 Deepwood Dr, Madison, CT 06443
• 

  Est $832,121 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,392 Sq Ft

  211 Devonshire Ln, Madison, CT 06443

  211 Devonshire Ln, Madison, CT 06443

Showing Results 41 - 80, Page 2 of 18