8,659

Madison, CT Homes

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  • /39

    $849,000

    Pending
    • 5 Beds
    • 3 Baths
    • 3,895 Sq Ft

    118 Genesee Ln, Madison, CT 06443

    Stunning 5-bedroom, 3-bath home set on a private lot with a flexible floor plan ideal for today's lifestyle. A first-floor bedroom and full bath provide excellent space for guests or extended living. The chef's kitchen features granite countertops, a center island with breakfast bar, and a cozy wood-burning fireplace, with sliders leading to the deck and inviting 3-season porch. The light-filled

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    118 Genesee Ln, Madison, CT 06443
  • /28

    $2,350 Per Month

    • 1 Bed
    • 1.5 Baths
    • 1,056 Sq Ft
    • Townhouse for Rent

    65 Old Route 79 Unit 5, Madison, CT 06443

    Enjoy easy living in the charming Railside Place community, a small and well-maintained townhouse complex ideally located within walking distance of downtown Madison. Stroll to local shops, restaurants, the impressive town library, and all the conveniences that make Madison one of Connecticut's most desirable shoreline towns. This pristine townhouse offers a bright, open floor plan with a

    Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

    65 Old Route 79 Unit 5, Madison, CT 06443
  • 696 Green Hill Rd, Madison, CT 06443

    $888,000

    Sold Apr 24, 2026

    696 Green Hill Rd, Madison, CT 06443

    • 4 Beds
    • 2.5 Baths
    • 2,857 Sq Ft
    • Built 1996

    Last Sold Summary

    • $311/SF
    • 14 Days On Market

    Current Estimated Value $882,634

    Last Listing Agent Brianne Decio RE/MAX on the Bay

    696 Green Hill Rd, Madison, CT 06443
  • /40

    $1,199,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,451 Sq Ft

    190 Wildcat Rd, Madison, CT 06443

    This Home Extensively updated and move-in ready Cape in prime downtown Madison location less than two miles from downtown and all beaches. Main floor master with en-suite, marble spa bathroom, sitting room, and huge walk-in closet. Interior upgrades include: new HVAC 3-zone system, instant hot water, security system, newly re-faced kitchen cabinets with gorgeous granite counters, and new

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    190 Wildcat Rd, Madison, CT 06443
  • /29

    $20,000

    Total Monthly Price

    • 4 Beds
    • 5 Baths
    • House for Rent

    52 Kelsey Place, Madison, CT 06443

    July is available at $20,000/mo. August has been rented. Also available for April, May and June at $12,000/mo. Academic available at $6500/mo. Discover coveted Madison living on a private beach lane complete with an in-ground pool. Embrace coastal luxury in this stunning 4-bedroom, 5.1-bathroom shoreline retreat. 52 Kelsey Place features a chef-inspired kitchen, central air, 2-car garage, large

    52 Kelsey Place, Madison, CT 06443
  • 2364 Durham Rd, Madison, CT 06443

    $450,000

    Sold Jun 27, 2025

    2364 Durham Rd, Madison, CT 06443

    • 3 Beds
    • 3 Baths
    • 2,060 Sq Ft
    • Built 1980

    Last Sold Summary

    • $218/SF
    • 55 Days On Market

    Current Estimated Value $460,357

    Last Listing Agent Kristopher Tramont Real Broker CT, LLC

    2364 Durham Rd, Madison, CT 06443
  • /4

    $1,890,000

    New Construction 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

    Agent Photo

    Lindsay Greenberg

    William Raveis Real Estate

    31 Stony Lane Lot 2 Rd, Madison, CT 06443
  • /39

    $7,500 Per Month

    • 4 Beds
    • 3.5 Baths
    • 3,748 Sq Ft
    • House for Rent

    2 Race Hill Rd, Madison, CT 06443

    Rare opportunity to lease a truly one-of-a-kind furnished Academic Rental set on over 12 idyllic acres in the heart of Madison's picturesque countryside. Surrounded by nature at its finest, this private "Gentleman's Farm" offers an extraordinary setting with rolling pastures, tranquil ponds, wooded trails, and sweeping views. The antique Cape, originally built in 1740 with a thoughtfully designed

    Rose Ciardiello William Raveis Real Estate

    2 Race Hill Rd, Madison, CT 06443
  • 258 Opening Hill Rd, Madison, CT 06443

    $805,500

    Sold Jun 10, 2026

    258 Opening Hill Rd, Madison, CT 06443

    • 4 Beds
    • 2.5 Baths
    • 2,627 Sq Ft
    • Built 1979

    Last Sold Summary

    • 15% Above List Price
    • $307/SF
    • 1 Day On Market

    Current Estimated Value $698,528

    Last Listing Agent Gillian Conlin Seabury Hill REALTORS

    258 Opening Hill Rd, 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

    Agent Photo

    Lindsay Greenberg

    William Raveis Real Estate

    31 Stony Lane Lot 1 Rd, Madison, CT 06443
  • /25

    $4,200

    Total Monthly Price

    • 3 Beds
    • 3 Baths
    • House for Rent

    33 Hartford Ave, Madison, CT 06443

    Enjoy the beach this summer! A rare year-round rental in the coveted Hartford Avenue beach community. This charming home offers a first-floor primary bedroom and a brand-new main-level full bath. Also found on the first level are a kitchen, dining room, living room, family room, 2 fireplaces, a washer and dryer, and an additional brand-new half-bath. Two bedrooms and a brand new full bath are

    33 Hartford Ave, Madison, CT 06443
  • 11 Longview Terrace, Madison, CT 06443

    $1,050,000

    Sold May 01, 2026

    11 Longview Terrace, Madison, CT 06443

    • 3 Beds
    • 3.5 Baths
    • 3,545 Sq Ft
    • Built 1993

    Last Sold Summary

    • 13% Below List Price
    • $296/SF
    • 53 Days On Market

    Current Estimated Value $1,093,158

    Last Listing Agent Bonnie Foster William Pitt Sotheby's Int'l

    11 Longview Terrace, Madison, CT 06443
  • /5

    $2,495,000

    New Construction 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

    Agent Photo

    Lindsay Greenberg

    William Raveis Real Estate

    31 Stony Lane Lot 3 Rd, Madison, CT 06443
  • /31

    $11,000 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,418 Sq Ft
    • House for Rent

    122 Taylor Ave, Madison, CT 06443

    AVAILABLE FOR MONTH OF JULY. Relax and unwind for a summer at the beach. This well maintained, 3 bedroom home with vintage beach house charm, has easy access to a private association sandy beach just steps away. The open Living Room and Dining Room with the original wood floors are adjacent to a well equipped and modestly updated kitchen for all of your food preparation needs. There is also a

    Kirsten Adams William Pitt Sotheby's Int'l

    122 Taylor Ave, Madison, CT 06443
  • 735 Opening Hill Rd, Madison, CT 06443

    $664,600

    Sold Jan 30, 2026

    735 Opening Hill Rd, Madison, CT 06443

    • 4 Beds
    • 2 Baths
    • 2,028 Sq Ft
    • Built 1945

    Last Sold Summary

    • 8% Below List Price
    • $328/SF
    • 76 Days On Market

    Current Estimated Value $661,219

    Last Listing Agent Melanie Scull William Pitt Sotheby's Int'l

    735 Opening Hill Rd, Madison, CT 06443
    • 52 Allison Dr, Madison, CT 06443

      Est $1,401,786

      Not Listed For Sale

      52 Allison Dr, Madison, CT 06443

      • 4 Beds
      • 5 Baths
      • 4,295 Sq Ft
      • Built 2009
      52 Allison Dr, Madison, CT 06443

      Last Sold Summary

      • 179 Days On Market

  • /23

    $1,000,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 3,909 Sq Ft

    125 Wildcat Rd, Madison, CT 06443

    Nestled just minutes from the heart of downtown Madison, this exceptional property offers the perfect blend of convenience, privacy, and year-round beauty. Loved by the same family for 34 years, at the end of a long circular driveway you will find this home that sits on a professionally landscaped lot that blooms with color in every season, attracting songbirds from spring through fall. Inside,

    Meig Walz Newcomb Coldwell Banker Realty

    125 Wildcat Rd, Madison, CT 06443
  • /36

    $4,200

    Total Monthly Price

    • 5 Beds
    • 4 Baths
    • House for Rent

    33 Ridgewood Ave, Madison, CT 06443

    Available for the Sept 2026 through June 2027. This sun- filled colonial has been lovingly restored for easy comfortable living. Open views of the Long Island Sound throughout this home offers room for all. Screened in wrap around porch to enjoy the warm days and nights. Updated kitchen with stainless appliances and large dining nook, mud room, office and dedicated laundry room and half bath all

    33 Ridgewood Ave, Madison, CT 06443
  • 79 Dream Lake Dr, Madison, CT 06443

    $725,000

    Sold Jul 29, 2025

    79 Dream Lake Dr, Madison, CT 06443

    • 4 Beds
    • 2.5 Baths
    • 2,294 Sq Ft
    • Built 1986

    Last Sold Summary

    • 7% Above List Price
    • $316/SF
    • 45 Days On Market

    Current Estimated Value $744,744

    Last Listing Agent Ryan Casey William Raveis Real Estate

    79 Dream Lake Dr, Madison, CT 06443
  • /22

    $900,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 3,316 Sq Ft

    198 Summer Hill Rd, Madison, CT 06443

    Highest and Best Monday at 5pm! Perfectly positioned with access to the beautiful Hammonasset River, this thoughtfully designed four-bedroom Cape blends timeless New England charm with luxurious modern amenities. The heart of the home is a stunning open-concept kitchen, expertly crafted. Featuring premium finishes, abundant workspace, and generous gathering areas, there's room for everyone to

    Meig Walz Newcomb Coldwell Banker Realty

    198 Summer Hill Rd, Madison, CT 06443
  • /31

    $6,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 3,280 Sq Ft
    • House for Rent

    187 Wildcat Rd, Madison, CT 06443

    AVAILABLE FOR ANNUAL RENT. FURNISHED OR UNFURNISHED. Classic Madison charm meets modern family living in this inviting 4 bedroom Colonial on Wildcat Road. Step through the front door to discover hardwood floors that flow throughout, two fireplaces that add warmth and character, and an extra-large (front to back) Living Room perfect for gatherings large and small. Gardeners will love the

    Kirsten Adams William Pitt Sotheby's Int'l

    187 Wildcat Rd, Madison, CT 06443
  • 139 Five Fields Rd, Madison, CT 06443

    $749,000

    Sold Jun 27, 2025

    139 Five Fields Rd, Madison, CT 06443

    • 3 Beds
    • 3 Baths
    • 2,352 Sq Ft
    • Built 1969

    Last Sold Summary

    • 9% Above List Price
    • $318/SF
    • 1 Day On Market

    Current Estimated Value $771,661

    Last Listing Agent Claire Kilmer Coldwell Banker Realty

    139 Five Fields Rd, Madison, CT 06443
    • 62 Lenore Dr, Madison, CT 06443

      Est $1,055,317

      Not Listed For Sale

      62 Lenore Dr, Madison, CT 06443

      • 4 Beds
      • 3.5 Baths
      • 3,787 Sq Ft
      • Built 2008
      62 Lenore Dr, Madison, CT 06443

      Last Sold Summary

      • 56 Days On Market

  • /40

    $2,250,000

    $50K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,822 Sq Ft

    101 Garnet Park Rd, Madison, CT 06443

    It's the stillness of the marsh..calm, quiet and ever-changing. This home captures nearly 270 degrees of protected landscape and water views, making the setting feel peaceful, immersive and incredibly rare. Inside, every detail feels thoughtful and intentional. Sunlight pours in and each space was designed to stay connected to the beauty beyond. The main living area rises to an 18-foot cathedral

    Nicole White William Raveis Real Estate

    101 Garnet Park Rd, Madison, CT 06443
  • /25

    $5,000

    Total Monthly Price

    • 4 Beds
    • 4 Baths
    • House for Rent

    146 Middle Beach Rd, Madison, CT 06443

    Embrace the serene beauty of Middle Beach with this exquisite academic rental, available from September 15th through May 15th, 2027. This direct waterfront property offers a tranquil retreat with open-concept living and breathtaking views of the water. The main level is designed for comfort and elegance, featuring a cozy gas fireplace, an updated kitchen with modern amenities, a convenient dry

    146 Middle Beach Rd, Madison, CT 06443
  • 534 Horse Pond Rd, Madison, CT 06443

    $440,000

    Sold May 04, 2026

    534 Horse Pond Rd, Madison, CT 06443

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft
    • Built 1971

    Last Sold Summary

    • 4% Above List Price
    • $509/SF
    • 5 Days On Market

    Current Estimated Value $427,558

    Last Listing Agent Mary Polchaninoff Berkshire Hathaway NE Prop.

    534 Horse Pond Rd, Madison, CT 06443
  • /38

    $2,400,000

    New Construction $195K PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 4,700 Sq Ft

    23 Sheep Pasture Rd, Madison, CT 06443

    Built by a highly regarded shoreline builder known for uncompromising attention to detail, this residence is designed for buyers who appreciate elevated finishes, enduring quality, and effortless livability. The home features an open floor plan with white oak hardwood floors, 9-foot ceilings, custom millwork, and oversized Pella windows throughout. A stunning bluestone entry leads to an elegant

    Steve Wollman Wollman Realty

    23 Sheep Pasture Rd, Madison, CT 06443
  • /33

    $3,000 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,286 Sq Ft
    • House for Rent

    43 Neck Rd, Madison, CT 06443

    Annual Furnished Rental. Nestled in the heart of one of Madison's most sought-after beach communities, this charming and meticulously maintained home offers an effortless coastal lifestyle just moments from Overshores Beach. Thoughtfully furnished and move-in ready, the home features a welcoming floor plan with a sunny kitchen, comfortable family room, classic living room, home office, powder

    Phoebe Schreiner William Pitt Sotheby's Int'l

    43 Neck Rd, Madison, CT 06443
  • 86B E Wharf 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

    Current Estimated Value $2,505,154

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

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

    $1,800,000

    Pending
    • 4 Beds
    • 4 Baths
    • 3,926 Sq Ft

    36 Cedar Ln, Madison, CT 06443

    Stunningly updated and remodeled, this exceptional 4 bedroom, 4 full bath home is tucked away on a picturesque 2.18-acre lot in one of Madison's most sought-after beach communities, just 1/2 mile to both East Wharf Beach and the vibrant Madison Village. A rare opportunity to enjoy coastal living with close proximity to town, beaches, dining, and shopping. Talk about a WOW house... this one is

    Rose Ciardiello William Raveis Real Estate

    36 Cedar Ln, Madison, CT 06443
  • /17

    $5,000

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • House for Rent

    2203 Durham Rd, Madison, CT 06443

    JULY &/OR AUGUST ~ Enjoy One or Two Months in Madison for 2026 at a Price you can't beat !! Summers in Madison are what they're cracked up to be !! Spend your Days one of 3 Local Manicured Sandy Beaches (East Wharf, West Wharf or the Surf Club) all located Directly on Long Island Sound. When the day is done, head Back Home for the Tranquility of this Country Cape on a Private and Secluded

    2203 Durham Rd, Madison, CT 06443
  • 7 Meadow Ln, 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 $636,662

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

    7 Meadow Ln, Madison, CT 06443

Showing Results 41 - 80, Page 2 of 18

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