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5-Bedroom Homes for Sale in Madison, CT

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  • /40

    $3,000,000

    • 6 Beds
    • 4.5 Baths
    • 6,300 Sq Ft

    37 Lantern Hill Rd, Madison, CT 06443

    Welcome to 37 Lantern Hill Road, a luxurious residence nestled in the heart of Madison's most coveted neighborhood. Just a short stroll from pristine beaches, the charming town center, and the Madison Country Club, this home offers an unparalleled lifestyle of comfort and convenience. Tucked away along picturesque brick-lined sidewalks and illuminated by classic lanterns, this exceptional

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (475) 283-9847

    37 Lantern Hill Rd, Madison, CT 06443
  • /40

    $1,995,000

    • 5 Beds
    • 3.5 Baths
    • 3,912 Sq Ft

    30 Meeting House Ln, Madison, CT 06443

    Once known as "Hartsbourne," this storied Madison residence is celebrated for its premier location overlooking the town green and its timeless architectural presence. A true local landmark, the home is distinguished by its striking curved eaved roofline, reminiscent of a pagoda with a unique flat seamed copper roof center. Beautifully aligned with the neighboring Congregational Church, the home

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (203) 442-9594

    30 Meeting House Ln, Madison, CT 06443
  • /40

    $2,799,000

    • 5 Beds
    • 4 Baths
    • 3,397 Sq Ft

    25 Seaview Ave, Madison, CT 06443

    Unique, custom, architecturally designed home in the desirable Seaview Beach area. Situated on a high point of Seaview Ave on a corner lot, with deeded access rights to Long Island Sound. The sandy beach is accessed by a dedicated waterway with cabana. Perfect for a second or summer home, as well as a primary residence. This home was entirely rebuilt in 2010 and boasts numerous amenities &

    Alison Gould Gould Group LLC

    25 Seaview Ave, Madison, CT 06443
  • /40

    $1,899,000 Open Sat 12PM - 1:30PM

    • 5 Beds
    • 5.5 Baths
    • 6,278 Sq Ft

    584 Boston Post Rd, Madison, CT 06443

    Elegant European-Style home in the Heart of Madison. A perfect blend of luxury, privacy, and convenience in this remarkable home, ideally located just steps from the Madison Town Green, downtown shops, and stunning beaches. This five-bedroom home offers a host of exceptional features. Step through the front door into a dramatic two-story great room with an open floor plan, bathed in natural

    Kate Jasko Coldwell Banker Realty

    584 Boston Post Rd, Madison, CT 06443
  • /39

    $1,665,000

    • 5 Beds
    • 6 Baths
    • 5,779 Sq Ft

    110 Randi Dr, Madison, CT 06443

    Welcome to 110 Randi Drive, where a stately circular driveway ushers you into a realm of elegance & comfort. This grand & classic 5,779 sf residence is a testament to luxurious living, offering a harmonious blend of expansive open areas. As you step through the front door, you're greeted by a formal living room adorned w/ French doors & the first of 3 fireplaces, a space that could effortlessly

    Amy Kirst William Pitt Sotheby's Int'l

    110 Randi Dr, Madison, CT 06443
  • /40

    $1,899,000 Open Sat 12PM - 1:30PM

    • 5 Beds
    • 6 Baths
    • 6,278 Sq Ft

    584 Boston Post Rd, Madison, CT 06443

    Elegant European-Style home in the Heart of Madison. A remarkable home ideally located just steps from the Madison Town Green, downtown shops, and stunning beaches. This five-bedroom home offers a host of exceptional features including a newly remodeled in-law/accessory apartment with its own private entrance, a gorgeous kitchen, living room, dining area, 2 full baths, and washer and dryer. Step

    Kate Jasko Coldwell Banker Realty

    584 Boston Post Rd, Madison, CT 06443
  • /38

    $4,000,000

    • 5 Beds
    • 6.5 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
  • /40

    $1,098,000

    • 5 Beds
    • 3 Baths
    • 2,781 Sq Ft

    8 Highview Rd, Madison, CT 06443

    One-of-a-kind home in a small, sought-after subdivision close to the heart of charming Madison, CT. This architecturally distinctive residence features soaring cathedral ceilings and skylights in the living room, vaulted ceilings in the dining room, and a striking shiplap ceiling in the expansive family room. Two wood-burning fireplaces create cozy focal points in both living and family rooms.

    Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

    8 Highview Rd, Madison, CT 06443
  • /9

    $1,375,000 New Construction

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

    454 Horse Pond Rd Unit B, 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

    454 Horse Pond Rd Unit B, Madison, CT 06443

Home Trends in Madison, CT

Housing Trends

Median Sale Price
$665,100
Median Single Family Sale Price
$716,000
Median Townhouse Sale Price
$646,000
Median 2 Bedroom Sale Price
$1,450,000
Median 1 Bedroom Sale Price
$998,000
Average Price Per Sq Ft
$432
Number of Homes for Sale
61
Last 12 months Home Sales
265
Months of Supply
2.80
Median List Price
$699,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-2%
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