Homes in ZIP Code 06443

• 

  $400,000 Sold Apr 25, 2025

  164 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 1,438 Sq Ft
  • Built 1916

  Last Sold Summary

  • 9% Below List Price
  • $278/SF
  • 43 Days On Market

  Current Estimated Value $442,368

  Last Listing Agent Linda Toscano Coldwell Banker Realty

  164 Durham Rd, Madison, CT 06443
• 

  Est $810,834 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,177 Sq Ft

  29 Bridle Path Ln, Madison, CT 06443

  29 Bridle Path Ln, Madison, CT 06443
• 

  

  

  /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
• 

  $692,000 Sold Aug 08, 2025

  00 Stone Rd, Madison, CT 06443

  • Land
  • 1 Acre
  • $692,000 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 156 Days On Market

  Last Listing Agent Betsy Anderson William Pitt Sotheby's Int'l

  00 Stone Rd, Madison, CT 06443
• 

  Est $901,521 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,765 Sq Ft

  22 Northwood Rd, Madison, CT 06443

  22 Northwood Rd, Madison, CT 06443
• 

  

  /39

  $2,375,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,517 Sq Ft

  132 Summer Hill Rd, Madison, CT 06443

  PRISTINE NEW CONSTRUCTION where thoughtful design meets high end craftsmanship. This newly built four-bedroom, four-and-a-half bathroom home offers the perfect blend of style and comfort. Inside, an open floor plan creates a seamless flow from room to room, anchored by a soaring two-story great room with a stunning gas fireplace. Large oversized doors spill out onto a 580 SF covered deck where

  Diane Dupont William Pitt Sotheby's Int'l

  132 Summer Hill Rd, Madison, CT 06443
• 

  $775,000 Sold Jan 16, 2026

  48 Shepherds Trail, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 4,879 Sq Ft
  • Built 1991

  Last Sold Summary

  • 9% Below List Price
  • $159/SF
  • 170 Days On Market

  Last Listing Agent Erin Connelly Coldwell Banker Realty

  48 Shepherds Trail, Madison, CT 06443
• 

  Est $1,069,618 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
• 

  

  /31

  $550,000 Under Contract

  • 2 Beds
  • 2.5 Baths
  • 1,414 Sq Ft

  3 Apple Way, Madison, CT 06443

  Live the Madison lifestyle at 3 Apple Way! This beautifully maintained standalone Planned Unit Development home offers the perfect blend of privacy and convenience. Centrally located, you can easily walk to downtown Madison, be only minutes away from Hammonasett State Park and Madison's Summer Playground The Surf Club, which includes a snack bar, beach front picnics, and endless sporting

  Paige Slocum William Raveis Real Estate

  3 Apple Way, Madison, CT 06443
• 

  $325,000 Sold Aug 29, 2025

  16 Brantwood Dr, Madison, CT 06443

  • 2 Beds
  • 3 Baths
  • 1,332 Sq Ft
  • Built 1986

  Last Sold Summary

  • 13% Below List Price
  • $244/SF
  • 210 Days On Market

  Current Estimated Value $347,566

  Last Listing Agent Bette Zollshan William Pitt Sotheby's Int'l

  16 Brantwood Dr, Madison, CT 06443
• 

  Est $583,868 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
• 

  

  /32

  $249,000

  • 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
• 

  $1,125,000 Sold Jun 25, 2025

  675 Durham Rd, Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 3,435 Sq Ft
  • Built 2020

  Last Sold Summary

  • 6% Below List Price
  • $328/SF
  • 106 Days On Market

  Current Estimated Value $1,203,785

  Last Listing Agent Meig Walz Newcomb Coldwell Banker Realty

  675 Durham Rd, Madison, CT 06443
• 

  Est $598,440 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

  $4,500,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,613 Sq Ft

  33 Seaview Ave, Madison, CT 06443

  Stunning one-of-a-kind residence designed by Robert Page, AIA. Set directly on coveted private assoc. Seaview Beach, this iconic 4-level 4,600+ sq. ft. coastal retreat offers an unparalleled blend of modern sensibility and timeless craftmanship. Largely renovated in 2023, no detail was overlooked in this luxurious sanctuary for those who want the exceptional in coastal living. No flood insurance

  Margaret Muir William Pitt Sotheby's Int'l

  33 Seaview Ave, Madison, CT 06443
• 

  $799,000 Sold Nov 25, 2025

  52 Copse Rd, Madison, CT 06443

  • 3 Beds
  • 1 Bath
  • 1,382 Sq Ft
  • Built 1850

  Last Sold Summary

  • $578/SF
  • 11 Days On Market

  Last Listing Agent Laureen Kennedy Coldwell Banker Realty

  52 Copse Rd, Madison, CT 06443
• 

  Est $526,196 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
• 

  

  /4

  $1,790,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  31 Stony Lane Lot 1 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 1 Rd, Madison, CT 06443
• 

  $927,000 Sold Mar 14, 2025

  13 Deveron Dr, Madison, CT 06443

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

  Last Sold Summary

  • 18% Above List Price
  • $263/SF
  • 3 Days On Market

  Current Estimated Value $978,846

  Last Listing Agent Allison Ciarcia William Raveis Real Estate

  13 Deveron Dr, Madison, CT 06443
• 

  Est $448,038 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
• 

  

  /39

  $1,395,000

  • 5 Beds
  • 4.5 Baths
  • 4,760 Sq Ft

  70 High Hill Cir, Madison, CT 06443

  Nestled in a sought after neighborhood and privately set back from the cul-de-sac, this beautiful and well maintained Madison Colonial features 5 bedrooms and 4.5 baths with a layout that works for today's busy lifestyle. A grand marbled foyer welcomes you and provides easy flow to the formal Living and Dining Rooms. The well-appointed Kitchen features multiple eating areas, high-end stainless

  Phoebe Finch William Pitt Sotheby's Int'l

  70 High Hill Cir, Madison, CT 06443
• 

  $212,000 Sold Aug 15, 2025

  26 North St, Madison, CT 06443

  • 2 Beds
  • 1 Bath
  • 647 Sq Ft
  • Built 1960

  Last Sold Summary

  • $328/SF
  • 19 Days On Market

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

  26 North St, Madison, CT 06443
• 

  Est $630,882 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
• 

  

  /40

  $1,695,000

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  35 Hotchkiss Ln, Madison, CT 06443

  This expanded 3 bedroom 2.5 bath Cape-style home offers 2,400+square feet of thoughtfully designed space. The main-level primary suite includes a luxurious two-compartment bath with a soaking tub and roomy shower, a spacious walk-in closet, laundry area with built in wardrobe and a versatile small bonus room for a gym or office. The newer kitchen opens to a bright breakfast room overlooking a

  Margaret Muir William Pitt Sotheby's Int'l

  35 Hotchkiss Ln, Madison, CT 06443
• 

  $815,000 Sold Jul 11, 2025

  27 Hammonassett Meadows Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,276 Sq Ft
  • Built 1974

  Last Sold Summary

  • 7% Above List Price
  • $358/SF
  • 3 Days On Market

  Current Estimated Value $809,526

  Last Listing Agent Leigh Whiteman William Raveis Real Estate

  27 Hammonassett Meadows Rd, Madison, CT 06443
• 

  Est $416,485 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

  $749,900 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,797 Sq Ft

  33 Harkness Dr, Madison, CT 06443

  Move right into this stunning, turn-key 4-bedroom home in lovely cul-de-sac neighborhood, minutes to the quaint town of Madison. The recently remodeled kitchen shines with Wolf appliances, an impressive island prefect for gatherings, and modern finishes throughout. Major improvements including new CAIR, new roof, new septic tank and new Anderson windows provide exceptional value and comfort. A

  Jane Cardarelli William Raveis Real Estate

  33 Harkness Dr, Madison, CT 06443
• 

  $605,000 Sold Mar 24, 2025

  11 Aylesbury Cir, Madison, CT 06443

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

  Last Sold Summary

  • 10% Above List Price
  • $473/SF
  • 26 Days On Market

  Current Estimated Value $588,952

  Last Listing Agent Kirsten Adams William Pitt Sotheby's Int'l

  11 Aylesbury Cir, Madison, CT 06443
• 

  Est $559,246 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
• 

  

  /11

  $259,900 New Construction

  • 2 Beds
  • 1 Bath
  • 612 Sq Ft

  6 Young's Village, Madison, CT 06443

  Brand New Cottage : ) This seasonal cottage located on First Street # 6 in Young's Village next to Hammonasett State Beach Park. Enjoy swimming, coastal walk ways and fabulous restaurants .- all within a hop, skip and jump away! This new cottage offers two bedrooms, walk in closets, a laundry hookup space, and electric fireplace. The kitchen showcases granite countertops, tile floors, stainless

  Jason Saphire www.HomeZu.com

  6 Young's Village, Madison, CT 06443
• 

  $470,000 Sold Oct 01, 2025

  22 Centre Village Dr, Madison, CT 06443

  • 1 Bed
  • 2.5 Baths
  • 1,569 Sq Ft
  • Built 1985

  Last Sold Summary

  • 10% Below List Price
  • $300/SF
  • 126 Days On Market

  Current Estimated Value $469,369

  Last Listing Agent Emily Lovejoy William Raveis Real Estate

  22 Centre Village Dr, Madison, CT 06443
• 

  Est $827,824 Not Listed For Sale

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

  30 Georgetown Cir, Madison, CT 06443

  30 Georgetown Cir, 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
• 

  $630,000 Sold Dec 12, 2025

  81 Bartlett Dr, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,088 Sq Ft
  • Built 1971

  Last Sold Summary

  • 3% Below List Price
  • $302/SF
  • 119 Days On Market

  Last Listing Agent Lauren Freedman Coldwell Banker Realty

  81 Bartlett Dr, Madison, CT 06443
• 

  Est $1,000,897 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
• 

  

  /12

  $1,375,000 Pending

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

  462 Horse Pond Rd, Madison, CT 06443

  2025 is the year to have the home of your dreams! Come see this gorgeous enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Ideally located just two hours from both NYC and Boston, Madison is beloved for its award-winning schools, restaurants, shops, and of course, beautiful beaches! Constructed by a well-established local Madison builder, these houses

  Karen Rosenthal William Raveis Real Estate

  462 Horse Pond Rd, Madison, CT 06443
• 

  $680,000 Sold Jul 18, 2025

  76 Horse Pond Rd, Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 3,037 Sq Ft
  • Built 1998

  Last Sold Summary

  • 11% Below List Price
  • $224/SF
  • 27 Days On Market

  Current Estimated Value $705,916

  Last Listing Agent James Didato Berkshire Hathaway NE Prop.

  76 Horse Pond Rd, Madison, CT 06443
• 

  Est $835,891 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
• 

  

  /31

  $1,100,000

  • Land
  • 3.67 Acres
  • $299,728 per Acre

  4 Boston Post Rd, Madison, CT 06443

  Rarely does a Legacy Property, with a "Shovel-Ready" vision, arrive with the hardest yards of coastal development already complete. East River Landing is a fully de-risked, 3.67-acre asset at the Madison/Guilford gateway, combining an extensive marina income opportunity with unprecedented residential scalability. Approved Maritime Asset. Forget proposed plans-this is a fully built, 46-slip marina

  Michael Barnes Silver and Oak Realty

  4 Boston Post Rd, Madison, CT 06443
• 

  $565,000 Sold Sep 29, 2025

  531 Green Hill Rd, Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 1,905 Sq Ft
  • Built 1964

  Last Sold Summary

  • 3% Above List Price
  • $297/SF
  • 3 Days On Market

  Current Estimated Value $559,115

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

  531 Green Hill Rd, Madison, CT 06443

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