8,659

Madison, CT Homes

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  • 7 3rd St, Madison, CT 06443
    7 3rd St, Madison, CT 06443
    7 3rd St, Madison, CT 06443
    /40

    $164,900

    • 1 Bed
    • 1 Bath
    • 441 Sq Ft

    7 3rd St, Madison, CT 06443

    Tucked away like a hidden jewel at the shoreline, this storybook beach cottage captures the charm of coastal living.Approached by a classic brick landing, this cottage welcomes you with beachy curb appeal and a sense of relaxed living. Bathed in natural light and thoughtfully updated, this delightful retreat offers a warm and inviting interior designed for effortless living. Every detail reflects

    Karen Bruno Roos Williams Real Estate

    7 3rd St, Madison, CT 06443
  • 20 Young's Village, Madison, CT 06443

    $141,500

    Sold Sep 20, 2025

    20 Young's Village, Madison, CT 06443

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

    Last Sold Summary

    • 9% Below List Price
    • $345/SF
    • 54 Days On Market

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

    20 Young's Village, Madison, CT 06443
  • 94 Warpas Rd, Madison, CT 06443
    94 Warpas Rd, Madison, CT 06443
    94 Warpas Rd, Madison, CT 06443
    /28

    $639,000

    Under Contract
    • 4 Beds
    • 2 Baths
    • 2,137 Sq Ft

    94 Warpas Rd, Madison, CT 06443

    Welcome to 94 Warpas Road, a carefully maintained Cape-style home on a picturesque 1-acre lot in one of Madison's most desirable locations. This 4-bedroom home blends classic New England charm with modern updates. Situated directly across from protected land trust property with hiking trails, you'll enjoy peaceful views and the assurance that no homes will ever be built across the street. The

    Abbey Nakano Houlihan Lawrence WD

    94 Warpas Rd, Madison, CT 06443
  • 16 Forest Hills Dr, Madison, CT 06443

    $815,000

    Sold Mar 26, 2026

    16 Forest Hills Dr, Madison, CT 06443

    • 5 Beds
    • 3 Baths
    • 3,992 Sq Ft
    • Built 1965

    Last Sold Summary

    • 7% Below List Price
    • $204/SF
    • 160 Days On Market

    Current Estimated Value $872,008

    Last Listing Agent Rod Cross Coldwell Banker Realty

    16 Forest Hills Dr, Madison, CT 06443
  • 51 Country Way, Madison, CT 06443
    51 Country Way, Madison, CT 06443
    51 Country Way, Madison, CT 06443
    /34

    $825,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,665 Sq Ft

    51 Country Way, Madison, CT 06443

    Tucked away in a serene, private setting surrounded by scenic trails and protected conservation land, this exceptional home showcases a sophisticated designer aesthetic, where timeless New England character meets thoughtfully curated modern living. Classic stone walls, refined finishes, and beautifully appointed spaces create a residence that feels both elegant and effortlessly welcoming. At the

    Melanie Scull William Pitt Sotheby's Int'l

    51 Country Way, Madison, CT 06443
  • 21 Little Hollow Rd, Madison, CT 06443

    $725,000

    Sold Apr 09, 2026

    21 Little Hollow Rd, Madison, CT 06443

    • 3 Beds
    • 2.5 Baths
    • 1,589 Sq Ft
    • Built 1977

    Last Sold Summary

    • 1% Above List Price
    • $456/SF
    • 14 Days On Market

    Current Estimated Value $716,273

    Last Listing Agent Cathy Lynch Coldwell Banker Realty

    21 Little Hollow Rd, Madison, CT 06443
  • 10 Salem Rd, Madison, CT 06443
    10 Salem Rd, Madison, CT 06443
    10 Salem Rd, Madison, CT 06443
    /31

    $460,000

    • 3 Beds
    • 2 Baths
    • 1,865 Sq Ft

    10 Salem Rd, Madison, CT 06443

    Welcome to this well-maintained home offering a flexible layout and thoughtful updates throughout. Step into a welcoming foyer that opens into a bright living room filled with natural light from multiple windows. From here, the layout flows seamlessly into the dining area, where a partial wall creates separation while maintaining an open, airy feel. Just beyond, the kitchen has been tastefully

    Leigh Whiteman William Raveis Real Estate

    10 Salem Rd, Madison, CT 06443
  • 5 Dover Ln, Madison, CT 06443

    $670,000

    Sold Aug 21, 2025

    5 Dover Ln, Madison, CT 06443

    • 4 Beds
    • 2.5 Baths
    • 2,096 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Above List Price
    • $320/SF
    • 97 Days On Market

    Current Estimated Value $673,399

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

    5 Dover Ln, Madison, CT 06443
  • 97 E Wharf Rd, Madison, CT 06443
    97 E Wharf Rd, Madison, CT 06443
    97 E Wharf Rd, Madison, CT 06443
    /36

    $1,325,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,293 Sq Ft

    97 E Wharf Rd, Madison, CT 06443

    If you've ever strolled down East Wharf, you've likely noticed this charming home. Just a few houses from the beach, this thoughtfully renovated 3 bedroom, 2.5 bath gem blends timeless coastal Connecticut style with custom craftsmanship and modern convenience. The curb appeal is undeniable, with a pristinely manicured yard, paver driveway and Belgian block apron. Inside, the living room features

    Phoebe Schreiner William Pitt Sotheby's Int'l

    97 E Wharf Rd, Madison, CT 06443
  • 19 Green Acres Dr, Madison, CT 06443

    $660,000

    Sold May 04, 2026

    19 Green Acres Dr, Madison, CT 06443

    • 4 Beds
    • 2 Baths
    • 1,903 Sq Ft
    • Built 1957

    Last Sold Summary

    • 7% Above List Price
    • $347/SF
    • 5 Days On Market

    Current Estimated Value $623,372

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

    19 Green Acres Dr, Madison, CT 06443
    • 88 Hickory Ln, Madison, CT 06443

      Est $1,282,221

      Not Listed For Sale

      88 Hickory Ln, Madison, CT 06443

      • 4 Beds
      • 5 Baths
      • 5,780 Sq Ft
      • Built 2001
      88 Hickory Ln, Madison, CT 06443

      Last Sold Summary

      • 33 Days On Market

  • 17 Linden Ln, Madison, CT 06443
    17 Linden Ln, Madison, CT 06443
    17 Linden Ln, Madison, CT 06443
    /27

    $850,000

    • 2 Beds
    • 1 Bath
    • 852 Sq Ft

    17 Linden Ln, Madison, CT 06443

    Coastal Paradise in the Heart of Madison! Welcome to one of Madison's most desirable shoreline beach communities, where coastal charm, breathtaking views, and endless outdoor recreation come together to create the perfect seaside retreat. This delightful cottage offers spectacular views of Fence Creek Salt Marsh and a glimpse of Long Island Sound. Kayak or paddleboard from the beach one block

    Lisa Aranci Berkshire Hathaway NE Prop.

    17 Linden Ln, Madison, CT 06443
  • 20C Yankee Glen Rd Unit 20C, Madison, CT 06443

    $343,000

    Sold Jan 16, 2026

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

    • 2 Beds
    • 2 Baths
    • 1,119 Sq Ft
    • Built 1979

    Last Sold Summary

    • 11% Below List Price
    • $307/SF
    • 95 Days On Market

    Current Estimated Value $458,635

    Last Listing Agent Dallas Davis Dalvis Realty

    20C Yankee Glen Rd Unit 20C, Madison, CT 06443
    • 126 Hickory Ln, Madison, CT 06443

      Est $1,235,425

      Not Listed For Sale

      126 Hickory Ln, Madison, CT 06443

      • 4 Beds
      • 2.5 Baths
      • 4,430 Sq Ft
      • Built 2002
      126 Hickory Ln, Madison, CT 06443

      Last Sold Summary

      • 73 Days On Market

  • 602 Durham Rd, Madison, CT 06443
    602 Durham Rd, Madison, CT 06443
    602 Durham Rd, Madison, CT 06443
    /34

    $725,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 2,248 Sq Ft

    602 Durham Rd, Madison, CT 06443

    602 Durham Road delivers the lifestyle living by the shoreline is known for, starting the moment you pull into the circular driveway. The covered front porch sets the tone, but the backyard is the headline: a resort-caliber outdoor environment anchored by an in-ground pool, hot tub, covered patio with TV, outdoor kitchen with built-in grill, oversized high-top bar, pizza oven, basketball court,

    Heidi DeRusso Coldwell Banker Realty

    602 Durham Rd, Madison, CT 06443
  • 166 Bishop Ln, Madison, CT 06443

    $900,000

    Sold Nov 14, 2025

    166 Bishop Ln, Madison, CT 06443

    • 3 Beds
    • 3 Baths
    • 2,968 Sq Ft
    • Built 1983

    Last Sold Summary

    • 6% Above List Price
    • $303/SF
    • 27 Days On Market

    Current Estimated Value $951,610

    Last Listing Agent Greg robbins Houlihan Lawrence WD

    166 Bishop Ln, Madison, CT 06443
  • 3 Arrowhead Rd, Madison, CT 06443
    3 Arrowhead Rd, Madison, CT 06443
    3 Arrowhead Rd, Madison, CT 06443
    /40

    $875,000

    $50K PRICE INCREASE Pending
    • 3 Beds
    • 4 Baths
    • 2,160 Sq Ft

    3 Arrowhead Rd, Madison, CT 06443

    Embrace the enchantment of Shoreline Living at its finest with this sun-drenched haven at 3 Arrowhead, a jewel nestled in a quaint community with the river at your doorstep. As you step into this radiant abode, you're welcomed by a symphony of natural light and the serene melodies of local birdsong. The home's design harmoniously blends the outdoors with the indoors, creating a tranquil retreat.

    Diana Hartman William Pitt Sotheby's Int'l

    3 Arrowhead Rd, Madison, CT 06443
  • 3 Essex Ln Unit 3, Madison, CT 06443

    $565,000

    Sold Jan 20, 2026

    3 Essex Ln Unit 3, Madison, CT 06443

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Built 1977

    Last Sold Summary

    • 1% Below List Price
    • $441/SF
    • 50 Days On Market

    Current Estimated Value $550,524

    Last Listing Agent Jaime Lettieri Coldwell Banker Realty

    3 Essex Ln Unit 3, Madison, CT 06443
    • 83 Squires Rd, Madison, CT 06443

      Est $541,511

      Not Listed For Sale

      83 Squires Rd, Madison, CT 06443

      • 3 Beds
      • 1.5 Baths
      • 2,200 Sq Ft
      • Built 1969
      83 Squires Rd, Madison, CT 06443

      Last Sold Summary

      • 52 Days On Market

  • 86A E Wharf Rd, Madison, CT 06443
    86A E Wharf Rd, Madison, CT 06443
    86A E Wharf Rd, Madison, CT 06443
    /40

    $1,300,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft

    86A E Wharf Rd, Madison, CT 06443

    Rare opportunity to own in one of Madison's most coveted shoreline locations. Just steps from East Wharf Beach and a short stroll to downtown Madison's shops, acclaimed restaurants, and vibrant village center, this 3-bedroom, 2-full-bath residence captures the essence of Connecticut coastal living. Privately sited on a beautifully maintained lot with an in-ground pool, the property offers a rare

    Melanie Scull William Pitt Sotheby's Int'l

    86A E Wharf Rd, Madison, CT 06443
  • 11 Tuxis Rd, Madison, CT 06443

    $1,175,000

    Sold Mar 25, 2026

    11 Tuxis Rd, Madison, CT 06443

    • 4 Beds
    • 2 Baths
    • 1,692 Sq Ft
    • Built 1900

    Last Sold Summary

    • $694/SF
    • 10 Days On Market

    Current Estimated Value $1,213,390

    Last Listing Agent Rose Ciardiello William Raveis Real Estate

    11 Tuxis Rd, Madison, CT 06443
    • 57 Squires Rd, Madison, CT 06443

      Est $590,229

      Not Listed For Sale

      57 Squires Rd, Madison, CT 06443

      • 4 Beds
      • 2.5 Baths
      • 2,324 Sq Ft
      • Built 1970
      57 Squires Rd, Madison, CT 06443

      Last Sold Summary

      • 54 Days On Market

  • 441 Opening Hill Rd, Madison, CT 06443
    441 Opening Hill Rd, Madison, CT 06443
    441 Opening Hill Rd, Madison, CT 06443
    /33

    $1,975,000

    • 4 Beds
    • 2 Baths
    • 3,882 Sq Ft

    441 Opening Hill Rd, Madison, CT 06443

    Updated 4 bedroom 2 Full bath Cape on 15+ Acres of rolling Meadows and woods bordering State Forest and over 800 feet of frontage on Opening Hill. Extensive updating includes new windows and doors, original wide-board refinishing in the original building. A new kitchen in the cathedral ceilinged family room addition with deck that commands beautiful views of two spring fed, stocked ponds below

    Steve Adkins Berkshire Hathaway NE Prop.

    441 Opening Hill Rd, Madison, CT 06443
  • 659 Summer Hill Rd, Madison, CT 06443

    $960,000

    Sold Aug 29, 2025

    659 Summer Hill Rd, Madison, CT 06443

    • 3 Beds
    • 2.5 Baths
    • 2,558 Sq Ft
    • Built 1779

    Last Sold Summary

    • 3% Below List Price
    • $375/SF
    • 49 Days On Market

    Current Estimated Value $976,641

    Last Listing Agent Leigh Whiteman William Raveis Real Estate

    659 Summer Hill Rd, Madison, CT 06443
    • 37 Squires Rd, Madison, CT 06443

      Est $699,439

      Not Listed For Sale

      37 Squires Rd, Madison, CT 06443

      • 3 Beds
      • 3.5 Baths
      • 2,636 Sq Ft
      • Built 1970
      37 Squires Rd, Madison, CT 06443

      Last Sold Summary

      • 34 Days On Market

  • 60 Bradley Corners Rd, Madison, CT 06443
    60 Bradley Corners Rd, Madison, CT 06443
    60 Bradley Corners Rd, Madison, CT 06443
    /33

    $625,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 1,984 Sq Ft

    60 Bradley Corners Rd, Madison, CT 06443

    Highest and best offers are due by Tuesday, May 26th at 5:00 PM. Welcome home to 60 Bradley Corners Road, a beautifully updated 4-bedroom, 2.5-bathroom colonial nestled on an expansive 2.83-acre lot in the heart of Madison, Connecticut. This property perfectly blends modern comfort with New England charm. Step inside to discover a classic floor plan featuring a renovated kitchen equipped with

    Barbara Goetsch William Pitt Sotheby's Int'l

    60 Bradley Corners Rd, Madison, CT 06443
  • 7 Derenthal Dr, Madison, CT 06443

    $640,000

    Sold Nov 04, 2025

    7 Derenthal Dr, Madison, CT 06443

    • 4 Beds
    • 2 Baths
    • 1,896 Sq Ft
    • Built 1966

    Last Sold Summary

    • 8% Below List Price
    • $338/SF
    • 126 Days On Market

    Current Estimated Value $631,356

    Last Listing Agent Susan Warner-Lambert Carbutti & Co., Realtors

    7 Derenthal Dr, Madison, CT 06443
  • 20 Centre Village Dr Unit 20, Madison, CT 06443
    20 Centre Village Dr Unit 20, Madison, CT 06443
    20 Centre Village Dr Unit 20, Madison, CT 06443
    /39

    $475,000

    Pending
    • 1 Bed
    • 1.5 Baths
    • 1,569 Sq Ft

    20 Centre Village Dr Unit 20, Madison, CT 06443

    Enjoy easy, low-maintenance condo living in one of Madison's most desirable locations, just steps from the Town Green, downtown shops, restaurants, and beaches. Tucked within a small, well-maintained complex of only 22 units, this light-filled home offers an open floor plan enhanced by soaring vaulted ceilings, skylights, oversized windows, and beautiful hardwood and tile flooring throughout. The

    Rose Ciardiello William Raveis Real Estate

    20 Centre Village Dr Unit 20, Madison, CT 06443
  • 23 Horsebarn Ln, Madison, CT 06443

    $855,000

    Sold Feb 02, 2026

    23 Horsebarn Ln, Madison, CT 06443

    • 4 Beds
    • 4 Baths
    • 3,972 Sq Ft
    • Built 1996

    Last Sold Summary

    • 2% Below List Price
    • $215/SF
    • 105 Days On Market

    Current Estimated Value $883,614

    Last Listing Agent Dylan Walter William Raveis Real Estate

    23 Horsebarn Ln, Madison, CT 06443
  • 462 Horse Pond Rd, Madison, CT 06443
    462 Horse Pond Rd, Madison, CT 06443
    462 Horse Pond Rd, Madison, CT 06443
    /12

    $1,375,000

    New Construction 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
  • 1 Wilshire Rd Unit B, Madison, CT 06443

    $520,000

    Sold May 15, 2026

    1 Wilshire Rd Unit B, Madison, CT 06443

    • 2 Beds
    • 2.5 Baths
    • 1,296 Sq Ft
    • Built 1974

    Last Sold Summary

    • $401/SF
    • 2 Days On Market

    Current Estimated Value $516,769

    Last Listing Agent Suzanne McConville William Raveis Real Estate

    1 Wilshire Rd Unit B, Madison, CT 06443
  • 4 Boston Post Rd, Madison, CT 06443
    4 Boston Post Rd, Madison, CT 06443
    4 Boston Post Rd, Madison, CT 06443
    /31

    $850,000

    $250K PRICE DROP
    • Land
    • 3.67 Acres
    • $231,608 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

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