8,623

Madison, CT Homes

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  • 44 Pardee Place, Madison, CT 06443

    $540,000 Sold Feb 21, 2025

    • 2,348 Sq Ft
    • $230/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1960

    44 Pardee Place, Madison, CT 06443

    Welcome to this cherished home in desirable Madison, where pride of ownership shines through in its meticulous maintenance. Lovingly cared for by its original owners, this ranch-style home offers the perfect blend of comfort and one-level convenience. Situated on a coveted corner lot, the home welcomes you with both curb appeal and privacy. The backyard is fenced-in and includes a shed for

    Pamela Kirkby Coldwell Banker Realty

    44 Pardee Place, 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
  • 52 Copse Rd, Madison, CT 06443

    $750,000 Sold Feb 18, 2025

    • 1,382 Sq Ft
    • $543/SF
    • 75 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1850

    52 Copse Rd, Madison, CT 06443

    LOCATION LOCATION LOCATION Build your dream home on this beautiful one acre property right off the green in Magical Madison. Walk to all of the wonderful things Madison has to offer, beautiful beaches, RJ Julia Bookstore, Restaurants and shops galore. Live the life that being on the shore line offers you. Do not miss this rare opportunity to renovate or rebuild.

    Diana Hartman William Pitt Sotheby's Int'l

    52 Copse Rd, 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
  • 49 Nutmeg Ln, Madison, CT 06443

    $621,000 Sold Feb 14, 2025

    • 2,274 Sq Ft
    • $273/SF
    • 18 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1964

    49 Nutmeg Ln, Madison, CT 06443

    Kick off the New Year with a fabulous home that checks all the boxes. This charming home is a true gem offering a blend of comfort, style, and thoughtful updates. The welcoming foyer opens into a warm and inviting Living room with fireplace, and custom built-in. The functional kitchen, designed by Gedney, is a great space enhanced by large windows and sky light. A perfect place to enjoy cooking,

    Dean Mitchell William Pitt Sotheby's Int'l

    49 Nutmeg Ln, Madison, CT 06443
  • /33

    $549,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,426 Sq Ft

    24 Pond View Ln, Madison, CT 06443

    Don't miss this incredible opportunity! Boasting a thoughtfully designed layout, perfect for everyday living and entertaining. The bright and airy living area features a dual-sided fireplace, creating a cozy ambiance whether you're hosting guests or enjoying family time. The well-appointed kitchen offers ample space for meal prep, while the enclosed back porch provides the perfect spot to unwind

    Jonathan Gineo Silver and Oak Realty

    24 Pond View Ln, Madison, CT 06443
  • 7 Old Duck Hole Rd, Madison, CT 06443

    $564,500 Sold Feb 14, 2025

    • 3,680 Sq Ft
    • $153/SF
    • 74 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1967

    7 Old Duck Hole Rd, Madison, CT 06443

    Welcome to this expansive Dutch Colonial just minutes from Hammonasset State Park! The main living area features a large eat-in kitchen with a sunroom and a patio, perfect for enjoying the outdoors. You'll discover two generous, interconnected living rooms, a formal dining room, and a welcoming family room with a gas fireplace, conveniently located near the attached two-car garage. Additionally,

    Antonella Vertucci William Pitt Sotheby's Int'l

    7 Old Duck Hole Rd, Madison, CT 06443
  • /4

    $1,890,000 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

    Lindsay Greenberg William Raveis Real Estate

    31 Stony Lane Lot 2 Rd, Madison, CT 06443
  • 9 Bassett Ln, Madison, CT 06443

    $950,000 Sold Feb 13, 2025

    • 2,576 Sq Ft
    • $369/SF
    • 102 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2008

    9 Bassett Ln, Madison, CT 06443

    4-bedroom, 2 1/2 bath colonial home on a 1/2-acre lot, offers a serene lifestyle in a sought-after water-oriented community. Just a short stroll from a private sandy association beach, this home is perfect for those who appreciate coastal living. Step inside the 2-story front entry, where the kitchen flows into the dining area and family room, providing a warm and inviting space for gatherings. A

    Rose Ciardiello William Raveis Real Estate

    9 Bassett Ln, Madison, CT 06443
  • /4

    $1,790,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    31 Stony Lane Lot 6 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 6 Rd, Madison, CT 06443
  • 737 Green Hill Rd, Madison, CT 06443

    $550,000 Sold Feb 13, 2025

    • 2,947 Sq Ft
    • $187/SF
    • 128 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1979

    737 Green Hill Rd, Madison, CT 06443

    Just minutes from downtown Madison, local schools, and the beach, this Cape Cod-style home offers great space and flexibility, while located in a private setting up on a hill. When you walk in, you're greeted by an open foyer that creates a welcoming first impression and adds to the home's spacious feel. The layout flows nicely with an inviting and warm family room that features dormered windows,

    Carly LuciƩr Our Home Realty Advisors

    737 Green Hill Rd, Madison, CT 06443
  • /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
  • 11 Downing Way Unit 11, Madison, CT 06443

    $660,000 Sold Feb 07, 2025

    • 1,476 Sq Ft
    • $447/SF
    • 3 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1979

    11 Downing Way Unit 11, Madison, CT 06443

    Beautiful detached end unit ranch in Windermere West now available! One of the few condos with a full basement and extra room set up as an office with built ins. Seller put in new golden teak flooring and remodeled both bathrooms. Just a few minutes to Hammonasset State Park, Madison Village with restaurants, shops, library, world renowned RJ Julia Book Store and town beaches. One car garage is

    Pam Kadamus William Pitt Sotheby's Int'l

    11 Downing Way Unit 11, Madison, CT 06443
  • /11

    $1,450,000 Pending

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

    26 Opening Hill Rd, Madison, CT 06443

    2024 is the year to have the home of your dreams! Come see this gorgeous enclave of four to-be-built houses in an ideal location less than 10 minutes from the center of Madison, with restaurants, beaches, shops, and the historic Green all within 5 miles. Surrounded by natural wooded beauty and bordered by Madison Conservation Land, these lots are stunning! Includes all the details you would

    Karen Rosenthal William Raveis Real Estate

    26 Opening Hill Rd, Madison, CT 06443
  • 15-C Old Toll Rd, Madison, CT 06443

    $217,000 Sold Jan 31, 2025

    • Land
    • 4.95 Acres
    • $43,838 per Acre
    • 206 Days On Market

    15-C Old Toll Rd, Madison, CT 06443

    5 acres of seclusion & privacy awaits you here at 15 C Old Toll Rd in beautiful Madison, CT. If you are looking to build your dream home your search is over! A private road leads you to an idyllic setting featuring a beautiful, wooded lot where Iron Stream flows into Dream Lake. There is even an ice skating/vernal pond. The seller has put in work; site engineering and septic plans completed &

    Latasha Eaddy Eaddy Associates

    15-C Old Toll Rd, Madison, CT 06443
  • /11

    $1,500,000 Pending

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

    38 Opening Hill Rd, Madison, CT 06443

    2024 is the year to have the home of your dreams! Come see this gorgeous enclave of four to-be-built houses in an ideal location less than 10 minutes from the center of Madison, with restaurants, beaches, shops, and the historic Green all within 5 miles. Surrounded by natural wooded beauty and bordered by Madison Conservation Land, these lots are stunning! Includes all the details you would

    Karen Rosenthal William Raveis Real Estate

    38 Opening Hill Rd, Madison, CT 06443
  • 7 Barberry Ln, Madison, CT 06443

    $1,350,000 Sold Jan 30, 2025

    • 2,226 Sq Ft
    • $606/SF
    • 87 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1952

    7 Barberry Ln, Madison, CT 06443

    It doesn't get much better than Barberry Farms Association in Madison. This absolutely pristine, 4 bedroom colonial is located on a .43-acre professionally landscaped lot with lush gardens, mature trees and total privacy. The first floor offers a formal living room with fireplace that connects nicely with the dining area. The bright and sunny family room has a wall of sliders that allows for easy

    Dana Weinstein Coldwell Banker Realty

    7 Barberry Ln, Madison, CT 06443
  • /14

    $1,475,000 Pending

    • 5 Beds
    • 2.5 Baths
    • 4,232 Sq Ft

    45 Kaiser Ln, Madison, CT 06443

    Stunning to-be-built home in Madison located at the end of a lovely cul-de-sac in the sought after Century Oak community! Have it all with this new construction situated on a beautiful and peaceful lot that borders open space and is only 5 minutes to the heart of downtown Madison, including beaches, shopping, and the train station. Gorgeous kitchen with breakfast bar leads into living room with

    Karen Rosenthal William Raveis Real Estate

    45 Kaiser Ln, Madison, CT 06443
  • 1055 Boston Post Rd, Madison, CT 06443

    $410,000 Sold Jan 30, 2025

    • 1,454 Sq Ft
    • $282/SF
    • 159 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1967

    1055 Boston Post Rd, Madison, CT 06443

    This home is an exceptional choice for those seeking a year-round home or a savvy investment in a sought after location in Madison. Discover this nicely maintained, home just minutes from the beaches and downtown Madison. The spacious eat-in kitchen flows onto a deck that overlooks a peaceful backyard - a perfect spot for enjoying your morning coffee. The main level features a generous sun-filled

    Dean Mitchell William Pitt Sotheby's Int'l

    1055 Boston Post Rd, Madison, CT 06443
  • /2

    $699,000 Coming Soon

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

    7 Derenthal Dr, Madison, CT 06443

    Welcome to this beautifully renovated 4-bedroom, 2-bath split-level home with a sleek, contemporary design. The main level features an open-concept layout with an updated kitchen, modern flooring, and vaulted ceilings. Sliding doors lead to a spacious enclosed porch, complete with a skylight and ceiling fan-perfect for relaxing or entertaining. Step outside to enjoy a deck, patio, and in-ground

    Susan Warner-Lambert Carbutti & Co., Realtors

    7 Derenthal Dr, Madison, CT 06443
  • 39 Buttonball Ln, Madison, CT 06443

    $750,000 Sold Jan 24, 2025

    • 3,061 Sq Ft
    • $245/SF
    • 1 Day On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1994

    39 Buttonball Ln, Madison, CT 06443

    Located in the desirable Kelsey Springs neighborhood, close to town, beaches and transportation, this beautifully maintained four-bedroom colonial is nicely updated. The welcoming entry foyer is broad with a double coat closet and is open to both the Living Room and the Dining Room. The Living Room is a peaceful oasis away from the bustle of everyday activity. Opposite is the nicely sized Dining

    Leigh Whiteman William Raveis Real Estate

    39 Buttonball Ln, Madison, CT 06443
  • /33

    $580,000 Open Sat 11AM - 12:30PM

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

    73 Legend Hill Rd, Madison, CT 06443

    Welcome to this beautifully maintained two-bedroom, 2.1-bath townhouse condominium in Madison's sought-after Legend Hill community. Set within an 88-acre private enclave of 90 homes, Legend Hill is rich in history and charm, with residences thoughtfully arranged around the historic Northam Manor. Perched on one of the highest elevations between Boston and the New York shoreline, the community

    Dana Weinstein Coldwell Banker Realty

    73 Legend Hill Rd, Madison, CT 06443
  • 19 Canborne Way, Madison, CT 06443

    $660,000 Sold Jan 23, 2025

    • 1,424 Sq Ft
    • $463/SF
    • 63 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1979

    19 Canborne Way, Madison, CT 06443

    Don't miss this extraordinary opportunity to own a pristine stand-alone ranch unit in the highly sought-after Windermere community. This exceptional home boasts the best location in the complex, featuring panoramic views of the tidal Hammonasset River & its surrounding salt meadows from every room. This spacious residence has undergone beautiful renovations, showcasing an open floor plan. The

    Gene Pica RE/MAX Alliance

    19 Canborne Way, Madison, CT 06443
  • /40

    $675,000 Under Contract

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

    79 Dream Lake Dr, Madison, CT 06443

    Nestled on nearly 5 serene, wooded acres in one of Madison's most peaceful neighborhoods, this classic 4-bedroom, 2.5-bath colonial blends timeless charm with modern comforts. With 2,294 sq ft of well-maintained living space, this home offers both character and convenience in a beautiful, natural setting. Step inside to find a spacious living room with a cozy propane fireplace, perfect for

    Ryan Casey William Raveis Real Estate

    79 Dream Lake Dr, Madison, CT 06443
  • 158 Saint Francis Woods Rd, Madison, CT 06443

    $695,000 Sold Jan 21, 2025

    • 3,101 Sq Ft
    • $224/SF
    • 47 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1980

    158 Saint Francis Woods Rd, Madison, CT 06443

    Lovely and private, this spacious contemporary home has room for everyone! Enjoy the serene yard surrounded by land trust, wonderful screened in porch and flexible, spacious interior. Home features high end appliances, central air, a whole house generator, 2 wood burning fireplaces (one with woodstove) 4 Bedrooms, and lots of closet space! The large eat-in kitchen is a cook's dream! Hardwood,

    Jane Cardarelli William Raveis Real Estate

    158 Saint Francis Woods Rd, Madison, CT 06443
  • /40

    $1,285,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,375 Sq Ft

    290 Neck Rd, Madison, CT 06443

    Welcome to your dream coastal home, nestled in the picturesque town of Madison, Connecticut. This 3-bedroom residence offers stunning Neck River views, Long Island Sound views, marsh vistas and membership to The Highlands East River Civic Corp Beach. Step into the home and be greeted by the wrap around the sun porch that leads into the living room with a wood-burning fireplace and beautiful wood

    Amy Kirst William Pitt Sotheby's Int'l

    290 Neck Rd, Madison, CT 06443
  • 67 Boston Post Rd Unit 7, Madison, CT 06443

    $667,000 Sold Jan 17, 2025

    • 2,252 Sq Ft
    • $296/SF
    • 30 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2016

    67 Boston Post Rd Unit 7, Madison, CT 06443

    Step into luxury and elegance in this exquisite townhouse located in East River Farms in Madison. Completed in 2017, this newer construction boasts 9-foot ceilings and gleaming hardwood floors throughout, creating an airy and sophisticated ambiance. Custom upgrades, such as sleek black metal railings on the stairwell, add a touch of modern artistry. With a bedroom suite including a full bath on

    Kathleen Moniello Coldwell Banker Realty

    67 Boston Post Rd Unit 7, Madison, CT 06443

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