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Madison, CT Homes for Sale

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  • 24 Indigo Trail, Madison, CT 06443
    24 Indigo Trail, Madison, CT 06443
    24 Indigo Trail, Madison, CT 06443
    /37

    $2,875,000

    • 4 Beds
    • 4.5 Baths
    • 6,194 Sq Ft

    24 Indigo Trail, Madison, CT 06443

    Come see this stately custom Brick English Georgian home in sought after Madison CT, nestled on a sprawling 5.65 acre lot with Neck River frontage. This exquisite 6,194 square foot Brick English Georgian offers an unparalleled blend of luxury, privacy and natural beauty. With 4 bedrooms and 4.5 baths, it is designed for those who appreciate both elegance and tranquility. This unique residence is

    Agent Photo

    Ron Stewart

    Houlihan Lawrence WD

    (475) 405-2519

    24 Indigo Trail, Madison, CT 06443
  • 40 Legend Hill Rd, Madison, CT 06443
    40 Legend Hill Rd, Madison, CT 06443
    40 Legend Hill Rd, Madison, CT 06443
    /29

    $515,000

    • 2 Beds
    • 2.5 Baths
    • 2,320 Sq Ft

    40 Legend Hill Rd, Madison, CT 06443

    Carefree Living in Madison's Premier Legend Hill Community Set on over 80 acres of beautifully landscaped grounds, Legend Hill offers resort-style amenities including a historic clubhouse, inground pool, and tennis/pickleball courts-all just minutes from Madison's charming town center and sandy beaches. This meticulously maintained ranch style 2-bedroom unit has a lovely kitchen which opens to

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (203) 779-6103

    40 Legend Hill Rd, Madison, CT 06443
  • 728 Durham Rd, Madison, CT 06443
    728 Durham Rd, Madison, CT 06443
    728 Durham Rd, Madison, CT 06443
    /15

    $173,500

    • Land
    • 1.55 Acres
    • $111,935 per Acre

    728 Durham Rd, Madison, CT 06443

    Imagine building your dream home on this picturesque 1.55-acre lot in Madison, Connecticut, offering seasonal views of the serene Hog Pond. Throughout the year, enjoy the changing scenery and abundant wildlife, with opportunities for ice skating and hockey on the pond during winter months. The property includes a recent survey with topographical details and a septic design, pending only perc

    Agent Photo

    Gene Pica

    RE/MAX Alliance

    (475) 290-6060

    728 Durham Rd, Madison, CT 06443
  • 30 Meeting House Ln, Madison, CT 06443
    30 Meeting House Ln, Madison, CT 06443
    30 Meeting House Ln, 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
  • 37 Lantern Hill Rd, Madison, CT 06443
    37 Lantern Hill Rd, Madison, CT 06443
    37 Lantern Hill Rd, Madison, CT 06443
    /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
  • 123 Liberty St, Madison, CT 06443
    123 Liberty St, Madison, CT 06443
    123 Liberty St, Madison, CT 06443
    /40

    $2,000,000

    • 4 Beds
    • 3.5 Baths
    • 4,988 Sq Ft

    123 Liberty St, Madison, CT 06443

    Welcome to Liberty Street - One of Madison's Most Coveted Locations. This custom-built home blends grace, elegance, and exceptional craftsmanship with exquisite millwork and fine finishes. Enjoy warm summer nights on the charming covered front porch. Inside, wide-plank hardwood floors, a coffered dining room ceiling, and a chef's kitchen with sunny dining area and 8-burner Wolf dual-fuel range

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (475) 241-7103

    123 Liberty St, Madison, CT 06443
  • 23 Forest Hills Dr, Madison, CT 06443
    23 Forest Hills Dr, Madison, CT 06443
    23 Forest Hills Dr, Madison, CT 06443
    /35

    $799,000

    • 5 Beds
    • 3.5 Baths
    • 2,564 Sq Ft

    23 Forest Hills Dr, Madison, CT 06443

    Welcome to this classic 5-bedroom Colonial on highly sought-after Forest Hills Drive. This beautifully maintained home offers 5 spacious bedrooms and 3.5 baths, including a finished walkout lower level with a game room, guest bedroom, and full bath-perfect for entertaining or hosting overnight guests. The heart of the home is a newly renovated kitchen featuring quartz countertops, stainless steel

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (475) 271-1979

    23 Forest Hills Dr, Madison, CT 06443
  • 33 North St, Madison, CT 06443
    33 North St, Madison, CT 06443
    33 North St, Madison, CT 06443
    /27

    $165,000

    • 2 Beds
    • 1 Bath
    • 630 Sq Ft

    33 North St, Madison, CT 06443

    Charming Seasonal Cottage in Madison, CT - Steps from the Beach! Welcome to your perfect summer getaway! This cozy and comfortable seasonal cottage offers 629 square feet of well-utilized living space in a family and pet-friendly community, just a short stroll from Hammonasset Beach, a scenic salt pond, and the Hammonasset River. Tucked away in one of Madison's most desirable cottage villages,

    Agent Photo

    Joe Rodorigo

    Keystone Realty, LLC

    (203) 872-6960

    33 North St, Madison, CT 06443
  • 110 Randi Dr, Madison, CT 06443
    110 Randi Dr, Madison, CT 06443
    110 Randi Dr, Madison, CT 06443
    /40

    $1,485,000

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

    110 Randi Dr, Madison, CT 06443

    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. Step through the front door and be greeted by a formal living room adorned w/ French doors & the first of 3 fireplaces, a space that could effortlessly transition into a distinguished home

    Amy Kirst William Pitt Sotheby's Int'l

    110 Randi Dr, Madison, CT 06443
  • 30 Renees Way, Madison, CT 06443
    30 Renees Way, Madison, CT 06443
    30 Renees Way, Madison, CT 06443
    /40

    $898,000

    • 4 Beds
    • 3.5 Baths
    • 4,944 Sq Ft

    30 Renees Way, Madison, CT 06443

    Welcome home to your very own peaceful retreat. Nestled on a classic cul-de-sac in one of the area's most desired neighborhoods. Ideal for multi-generational living, this home features an additional 1100 sf walk out lower level, ready to be utilized as an in-law suite, home gym, recreation space or even an at-home office. The private backyard oasis, features an in-ground pool, hot tub, charming

    Shoreline Homes Team William Raveis Real Estate

    30 Renees Way, Madison, CT 06443
  • 64 Webster Point Rd, Madison, CT 06443
    64 Webster Point Rd, Madison, CT 06443
    64 Webster Point Rd, Madison, CT 06443
    /39

    $2,395,000

    • 4 Beds
    • 3.5 Baths
    • 4,010 Sq Ft

    64 Webster Point Rd, Madison, CT 06443

    GRACIOUS, SPACIOUS AND GRAND Sited one house from Long Island Sound on a quiet cul de sac, 64 Webster Point is a private, classic Colonial with spacious, high ceilinged (10' on the first floor), light filled rooms and beautiful hardwood floors throughout the house. A double height foyer flows into the large living room highlighted by a handsome, wood burning fireplace. Adjacent is the formal

    Margaret Muir William Pitt Sotheby's Int'l

    64 Webster Point Rd, Madison, CT 06443
  • 513 Boston Post Rd, Madison, CT 06443
    513 Boston Post Rd, Madison, CT 06443
    513 Boston Post Rd, Madison, CT 06443
    /28

    $1,300,000

    • 4 Beds
    • 2.5 Baths
    • 3,031 Sq Ft

    513 Boston Post Rd, Madison, CT 06443

    Nestled in the heart of Madison Village, this exquisite Greek Revival-style home offers unparalleled privacy. Tucked behind a grove of trees this is a rare find in downtown Madison. Just a short stroll to the Green, downtown shops, golf course and the beaches, this impeccably maintained antique home blends classic charm with modern convenience. Inside, you'll find an open kitchen that flows into

    Meig Walz Newcomb Coldwell Banker Realty

    513 Boston Post Rd, Madison, CT 06443
  • 146 Chittenden Field Ln, Madison, CT 06443
    146 Chittenden Field Ln, Madison, CT 06443
    146 Chittenden Field Ln, Madison, CT 06443
    /33

    $1,950,000

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

    146 Chittenden Field Ln, Madison, CT 06443

    Just Steps from the Sand - Your Coastal Retreat Awaits! Wake up in your 3-bedroom beach house to the sound of waves rolling onto your private beach. Bright, open living spaces bring the ocean right inside, while each room offers serene, million-dollar views and the soothing rhythm of the sea. This is more than home - it's your slice of paradise. Enjoy panoramic ocean views from every room, walls

    Lori Bartone William Raveis Real Estate

    146 Chittenden Field Ln, Madison, CT 06443
  • 125 Wildcat Rd, Madison, CT 06443
    125 Wildcat Rd, Madison, CT 06443
    125 Wildcat Rd, Madison, CT 06443
    /26

    $1,100,000

    • 4 Beds
    • 3.5 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
  • 132 Summer Hill Rd, Madison, CT 06443
    132 Summer Hill Rd, Madison, CT 06443
    132 Summer Hill Rd, Madison, CT 06443
    /40

    $2,375,000

    • 4 Beds
    • 4.5 Baths
    • 4,637 Sq Ft

    132 Summer Hill Rd, Madison, CT 06443

    Welcome to your dream home, where thoughtful design meets high-end craftsmanship. This newly built four-bedroom, four-and-a-half bathroom house 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
  • 16 Yankee Peddler Path, Madison, CT 06443
    16 Yankee Peddler Path, Madison, CT 06443
    16 Yankee Peddler Path, Madison, CT 06443
    /38

    $849,900

    • 4 Beds
    • 5 Baths
    • 3,986 Sq Ft

    16 Yankee Peddler Path, Madison, CT 06443

    This fully renovated and expanded Farmhouse Colonial offers nearly 4,000 sq ft of luxurious living space on a private 1.6-acre lot, blending timeless charm with modern upgrades. Every detail has been thoughtfully updated from roof to flooring, including new HVAC system, electrical, plumbing, a gourmet kitchen with center island and huge walk-in pantry, stylish bathrooms, and more. With 4 spacious

    Linda Toscano Coldwell Banker Realty

    16 Yankee Peddler Path, Madison, CT 06443
  • 3 Arrowhead Rd, Madison, CT 06443
    3 Arrowhead Rd, Madison, CT 06443
    3 Arrowhead Rd, Madison, CT 06443
    /40

    $875,000

    • 3 Beds
    • 4 Baths
    • 2,235 Sq Ft

    3 Arrowhead Rd, Madison, CT 06443

    Newly Priced! 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

    Diana Hartman William Pitt Sotheby's Int'l

    3 Arrowhead Rd, Madison, CT 06443
  • 8 Highview Rd, Madison, CT 06443
    8 Highview Rd, Madison, CT 06443
    8 Highview Rd, Madison, CT 06443
    /40

    $1,098,000 Open Sat 11AM - 1PM

    • 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
  • 1339 Boston Post Rd Unit 2-5, Madison, CT 06443
    1339 Boston Post Rd Unit 2-5, Madison, CT 06443
    1339 Boston Post Rd Unit 2-5, Madison, CT 06443
    /7

    $1,450,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,568 Sq Ft

    1339 Boston Post Rd Unit 2-5, Madison, CT 06443

    Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

    Vinny Valentino Advise Realty Services

    1339 Boston Post Rd Unit 2-5, Madison, CT 06443
  • 1339 Boston Post Rd Unit 2-6, Madison, CT 06443
    1339 Boston Post Rd Unit 2-6, Madison, CT 06443
    1339 Boston Post Rd Unit 2-6, Madison, CT 06443
    /7

    $1,450,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    1339 Boston Post Rd Unit 2-6, Madison, CT 06443

    Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

    Vinny Valentino Advise Realty Services

    1339 Boston Post Rd Unit 2-6, Madison, CT 06443
  • 1339 Boston Post Rd Unit 3-1, Madison, CT 06443
    1339 Boston Post Rd Unit 3-1, Madison, CT 06443
    1339 Boston Post Rd Unit 3-1, Madison, CT 06443
    /7

    $1,450,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,568 Sq Ft

    1339 Boston Post Rd Unit 3-1, Madison, CT 06443

    Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

    Vinny Valentino Advise Realty Services

    1339 Boston Post Rd Unit 3-1, Madison, CT 06443
  • 1339 Boston Post Rd Unit 3-2, Madison, CT 06443
    1339 Boston Post Rd Unit 3-2, Madison, CT 06443
    1339 Boston Post Rd Unit 3-2, Madison, CT 06443
    /7

    $1,450,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,230 Sq Ft

    1339 Boston Post Rd Unit 3-2, Madison, CT 06443

    Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

    Vinny Valentino Advise Realty Services

    1339 Boston Post Rd Unit 3-2, Madison, CT 06443
  • 1339 Boston Post Rd Unit 3-3, Madison, CT 06443
    1339 Boston Post Rd Unit 3-3, Madison, CT 06443
    1339 Boston Post Rd Unit 3-3, Madison, CT 06443
    /7

    $1,450,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft

    1339 Boston Post Rd Unit 3-3, Madison, CT 06443

    Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

    Vinny Valentino Advise Realty Services

    1339 Boston Post Rd Unit 3-3, Madison, CT 06443
  • 1339 Boston Post Rd Unit 3-5, Madison, CT 06443
    1339 Boston Post Rd Unit 3-5, Madison, CT 06443
    1339 Boston Post Rd Unit 3-5, Madison, CT 06443
    /8

    $1,450,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,568 Sq Ft

    1339 Boston Post Rd Unit 3-5, Madison, CT 06443

    Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

    Vinny Valentino Advise Realty Services

    1339 Boston Post Rd Unit 3-5, Madison, CT 06443
  • 1339 Boston Post Rd Unit 3-6, Madison, CT 06443
    1339 Boston Post Rd Unit 3-6, Madison, CT 06443
    1339 Boston Post Rd Unit 3-6, Madison, CT 06443
    /7

    $1,450,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    1339 Boston Post Rd Unit 3-6, Madison, CT 06443

    Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

    Vinny Valentino Advise Realty Services

    1339 Boston Post Rd Unit 3-6, Madison, CT 06443
  • 1341 Boston Post Rd Unit 3-6, Madison, CT 06443
    1341 Boston Post Rd Unit 3-6, Madison, CT 06443
    1341 Boston Post Rd Unit 3-6, Madison, CT 06443
    /7

    $1,450,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft

    1341 Boston Post Rd Unit 3-6, Madison, CT 06443

    Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

    Vinny Valentino Advise Realty Services

    1341 Boston Post Rd Unit 3-6, Madison, CT 06443
  • 1341 Boston Post Rd Unit 3-5, Madison, CT 06443
    1341 Boston Post Rd Unit 3-5, Madison, CT 06443
    1341 Boston Post Rd Unit 3-5, Madison, CT 06443
    /7

    $1,450,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft

    1341 Boston Post Rd Unit 3-5, Madison, CT 06443

    Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

    Vinny Valentino Advise Realty Services

    1341 Boston Post Rd Unit 3-5, Madison, CT 06443
  • 1341 Boston Post Rd Unit 3-3, Madison, CT 06443
    1341 Boston Post Rd Unit 3-3, Madison, CT 06443
    1341 Boston Post Rd Unit 3-3, Madison, CT 06443
    /7

    $1,450,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft

    1341 Boston Post Rd Unit 3-3, Madison, CT 06443

    Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

    Vinny Valentino Advise Realty Services

    1341 Boston Post Rd Unit 3-3, Madison, CT 06443
  • 1341 Boston Post Rd Unit 3-2, Madison, CT 06443
    1341 Boston Post Rd Unit 3-2, Madison, CT 06443
    1341 Boston Post Rd Unit 3-2, Madison, CT 06443
    /7

    $1,450,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,230 Sq Ft

    1341 Boston Post Rd Unit 3-2, Madison, CT 06443

    Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

    Vinny Valentino Advise Realty Services

    1341 Boston Post Rd Unit 3-2, Madison, CT 06443
  • 1341 Boston Post Rd Unit 3-1, Madison, CT 06443
    1341 Boston Post Rd Unit 3-1, Madison, CT 06443
    1341 Boston Post Rd Unit 3-1, Madison, CT 06443
    /7

    $1,450,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft

    1341 Boston Post Rd Unit 3-1, Madison, CT 06443

    Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

    Vinny Valentino Advise Realty Services

    1341 Boston Post Rd Unit 3-1, Madison, CT 06443
  • 1341 Boston Post Rd Unit 2-6, Madison, CT 06443
    1341 Boston Post Rd Unit 2-6, Madison, CT 06443
    1341 Boston Post Rd Unit 2-6, Madison, CT 06443
    /7

    $1,450,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft

    1341 Boston Post Rd Unit 2-6, Madison, CT 06443

    Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

    Vinny Valentino Advise Realty Services

    1341 Boston Post Rd Unit 2-6, Madison, CT 06443
  • 1341 Boston Post Rd Unit 2-5, Madison, CT 06443
    1341 Boston Post Rd Unit 2-5, Madison, CT 06443
    1341 Boston Post Rd Unit 2-5, Madison, CT 06443
    /7

    $1,450,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft

    1341 Boston Post Rd Unit 2-5, Madison, CT 06443

    Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

    Vinny Valentino Advise Realty Services

    1341 Boston Post Rd Unit 2-5, Madison, CT 06443
  • 231 Nortontown Rd, Guilford, CT 06437
    231 Nortontown Rd, Guilford, CT 06437
    231 Nortontown Rd, Guilford, CT 06437
    /39

    $1,650,000

    • 4 Beds
    • 5 Baths
    • 4,178 Sq Ft

    231 Nortontown Rd, Guilford, CT 06437

    ***New Listing | Luxurious Country Retreat Where Elegance Meets Serenity Discover a rare opportunity to own this impeccably designed newly renovated Colonial estate, perfectly positioned on 5.26 private acres of mature landscaping, featuring blooming specimen trees, expansive lawns, and a stunning in ground Gunite saltwater swimming pool-ready to be enjoyed by its next fortunate residents. This

    Carol Simjian William Pitt Sotheby's Int'l

    231 Nortontown Rd, Guilford, CT 06437
  • 69 Squires Rd, Madison, CT 06443
    69 Squires Rd, Madison, CT 06443
    69 Squires Rd, Madison, CT 06443
    /40

    $699,000

    • 3 Beds
    • 3 Baths
    • 2,025 Sq Ft

    69 Squires Rd, Madison, CT 06443

    This beautifully renovated modern home offers 2,025 sq ft of modern living with every upgrade already done for you. Set on over an acre of level land on a quiet street, the home features 3 bedrooms and 3 full baths, including a first-floor primary suite with its own fireplace, patio access, and spa-like bath with heated floors. The open floor plan is bright and welcoming, enhanced by new hardwood

    Sue Woods William Pitt Sotheby's Int'l

    69 Squires Rd, Madison, CT 06443
  • 14 Horseshoe Ln, Madison, CT 06443
    14 Horseshoe Ln, Madison, CT 06443
    14 Horseshoe Ln, Madison, CT 06443
    /27

    $725,000

    • 3 Beds
    • 2.5 Baths
    • 2,283 Sq Ft

    14 Horseshoe Ln, Madison, CT 06443

    Close to town, on a quiet cul de sac, sits this 2300 sf one floor custom home with an additional 300 sf three season sun room (with propane stove) in a lush, very private setting. This gracious home is situated on over an acre of private mature landscaped grounds, including a tennis court (needs some work), offering privacy while still part of a cul de sac neighborhood. Freshly painted inside and

    Peter O'Donnell Sunset Creek Realty, LLC

    14 Horseshoe Ln, Madison, CT 06443
  • 18 Kelsey Springs Dr, Madison, CT 06443
    18 Kelsey Springs Dr, Madison, CT 06443
    18 Kelsey Springs Dr, Madison, CT 06443
    /23

    $789,900

    • 4 Beds
    • 2.5 Baths
    • 2,805 Sq Ft

    18 Kelsey Springs Dr, Madison, CT 06443

    Charming colonial home nestled on 0.96 acres in a desirable neighborhood just minutes from the town beach, shopping, and highway. This beautiful 2800 square foot home boasts an open floor plan perfect for entertaining, with vaulted ceilings and a cozy fireplace. The spacious layout includes four bedrooms, two full baths, and one half bath, partial finished walk out basement and 2 car garage.

    Joanne Fowler Bishop, Edward & Roberts, LLC

    18 Kelsey Springs Dr, Madison, CT 06443
  • 33 Seaview Ave, Madison, CT 06443
    33 Seaview Ave, Madison, CT 06443
    33 Seaview Ave, Madison, CT 06443
    /40

    $4,500,000

    • 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
  • 81 Bartlett Dr, Madison, CT 06443
    81 Bartlett Dr, Madison, CT 06443
    81 Bartlett Dr, Madison, CT 06443
    /37

    $640,000

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

    81 Bartlett Dr, Madison, CT 06443

    81 Bartlett - a rare find, showcasing a blend of modern updates & outdoor amenities that make it perfect for entertaining & everyday living. Step outside to the double decks that meet with a new patio area & the expansive, level, private backyard offers a lush, grassy yard. Inside, the home greets you with an inviting colonial style layout. The foyer flows seamlessly into both the formal living

    Lauren Freedman Coldwell Banker Realty

    81 Bartlett Dr, Madison, CT 06443
  • 174 Concord Dr, Madison, CT 06443
    174 Concord Dr, Madison, CT 06443
    174 Concord Dr, Madison, CT 06443
    /36

    $774,900

    • 4 Beds
    • 2.5 Baths
    • 3,212 Sq Ft

    174 Concord Dr, Madison, CT 06443

    Step into this exquisitely renovated colonial-style residence, where classic charm seamlessly blends with contemporary sophistication. Gleaming hardwood floors flow throughout the main living spaces, reflecting natural light and enhancing the home's warm ambiance. The heart of the home is a stunning chef's kitchen, thoughtfully designed with state-of-the-art appliances, quartz countertops, and

    Terence Dominick Complete Real Estate

    174 Concord Dr, Madison, CT 06443
  • 6 Young's Village, Madison, CT 06443
    6 Young's Village, Madison, CT 06443
    6 Young's Village, Madison, CT 06443
    /11

    $259,900

    • 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

Showing Results 1 - 40, Page 1 of 2

Connecticut New Haven County Madison

Real Estate & Homes for Sale in Madison, CT

Why Live in Madison

Madison, Connecticut, offers a serene, small-town atmosphere with proximity to major urban areas, situated just over 100 miles from Midtown Manhattan. The town's charm is evident in its selection as a film location, notably for the movie "Harvest." Madison's population increased during the Covid pandemic as people sought a quieter lifestyle. The town features well-regarded educational institutions, including Madison Public Schools, which are highly rated, and the prestigious private school Choate Rosemary Hall. Housing options range from condominiums to large single-family homes, reflecting a variety of architectural styles typical of coastal Connecticut towns.

Madison's attractions include Hammonasset Beach State Park, Connecticut’s largest public beach park, and Garvan Point Beach, known locally as Surf Club. The town also boasts Rockland Preserve with trails for running and mountain biking, and Bauer Park, which hosts a community garden and the annual Harvest Festival. Downtown Madison is vibrant, with independent restaurants, shops, and cultural venues like RJ Julia Booksellers and Susan Powell Fine Art. Dining options are diverse, with popular spots such as Bradley and Wall, Seaside Grill, and Madison Beach Hotel.

For commuting, Madison offers a convenient rail service to New York City, with the train journey taking about an hour and a half. The town's location near Interstate 95 and U.S. Route 1 facilitates easy travel. Madison combines a tranquil, rural setting with the amenities and accessibility of larger cities, making it an appealing choice for homebuyers.

Learn more about living in Madison

Frequently Asked Questions

What is the average home price in Madison, CT?
Homes for sale in Madison, CT have an average home price of $920,476.
Are home prices dropping in Madison?
Yes, home prices in Madison are down 2% in the last 12 months.
How many homes have sold over the last 12 months in Madison, CT?
263 homes have sold in Madison, CT over the last 12 months.
What are the most popular zip codes in Madison, CT?
The most popular zip codes in Madison, CT include 06443, 06419, 06492, 06437 and 06413.
How much do you need to make to afford a house in Madison?
The median home price in Madison is $705,000. If you put a 20% down payment of $141,000 and had a 30-year fixed mortgage with an interest rate of 6.35%, your estimated principal and interest payment would be $3,510 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $150K a year to afford the median home price in Madison.
How are the schools in Madison, CT?
Madison, CT has highly rated public and private schools. Some of the best schools in Madison based on Niche Grades are Daniel Hand High School, J. Milton Jeffrey Elementary School and Kathleen H. Ryerson Elementary School. Browse all the schools in Madison, CT to learn more.

Home Trends in Madison, CT

On average, homes in Madison, CT sell after 57 days on the market compared to the national average of 52 days. The median sale price for homes in Madison, CT over the last 12 months is $670,000, down 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$670,000
Median Single Family Sale Price
$730,000
Median Townhouse Sale Price
$622,500
Median 2 Bedroom Sale Price
$1,055,000
Median 1 Bedroom Sale Price
$998,000
Average Price Per Sq Ft
$435
Number of Homes for Sale
73
Last 12 months Home Sales
263
Months of Supply
3.30
Median List Price
$705,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-1%
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