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Madison, CT Homes for Sale

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  • 110 E Wharf Rd, Madison, CT 06443
    110 E Wharf Rd, Madison, CT 06443
    110 E Wharf Rd, Madison, CT 06443
    /39

    $1,295,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2 Baths
    • 1,580 Sq Ft

    110 E Wharf Rd, Madison, CT 06443

    Steps to the Shoreline - Four-Bedroom Beach Retreat with Deeded Beach Right Away! Tucked away on a serene interior lot in Madison's coveted East Wharf neighborhood, this four-bedroom, two-bath coastal gem blends timeless seaside charm with modern comfort-plus valuable income-producing potential. With a deeded beach right away, your days can begin and end just steps from a sandy, private,

    Agent Photo

    Lisa Daniele

    William Raveis Real Estate

    (203) 689-0705

    110 E Wharf Rd, Madison, CT 06443
  • 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
  • 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
    /38

    $819,000

    • 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
  • 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
  • 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
  • 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
  • 15 Highland Terrace, Madison, CT 06443
    15 Highland Terrace, Madison, CT 06443
    15 Highland Terrace, Madison, CT 06443
    /40

    $2,290,000

    • 5 Beds
    • 3 Baths
    • 3,172 Sq Ft

    15 Highland Terrace, Madison, CT 06443

    COME SEE THIS ONE OF KIND FULLY RENOVATED MADISON HOME WITH PRIVATE BEACH RIGHTS!!! Just 300 feet from the sand, this home was once a traditional raised ranch and now has been brilliantly redesigned into a spacious 'elevated ranch' with an open-concept floor plan that feels airy, bright, and made for entertaining! Step into coastal luxury with this fully reimagined Madison home, where every

    John Cronin Century 21 AllPoints Realty

    15 Highland Terrace, 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
  • 86B E Wharf Rd, Madison, CT 06443
    86B E Wharf Rd, Madison, CT 06443
    86B E Wharf Rd, Madison, CT 06443
    /37

    $2,390,000

    • 4 Beds
    • 3.5 Baths
    • 3,160 Sq Ft

    86B E Wharf Rd, Madison, CT 06443

    Welcome to your coastal paradise! This exquisite home is ideally located a short stroll from the beach and town, offering the ultimate coastal lifestyle. Built in 2017, this 4-bedroom gem boasts exceptional craftsmanship and sophisticated design, highlighted by custom millwork and finishes that create a peaceful atmosphere. The open-concept floor plan flows effortlessly, with a stunning living

    Dean Mitchell William Pitt Sotheby's Int'l

    86B E Wharf Rd, Madison, CT 06443
  • 174 Concord Dr, Madison, CT 06443
    174 Concord Dr, Madison, CT 06443
    174 Concord Dr, Madison, CT 06443
    /36

    $789,000

    • 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
  • 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

    $899,900

    • 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
  • 677 Durham Rd, Madison, CT 06443
    677 Durham Rd, Madison, CT 06443
    677 Durham Rd, Madison, CT 06443
    /16

    $800,000

    • 3 Beds
    • 2.5 Baths
    • 2,112 Sq Ft

    677 Durham Rd, Madison, CT 06443

    Stunning 3-Bed, 2.5-Bath Home Built in 2022 - Immaculate and Move-In Ready! Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom home, built in 2022 and designed for modern living. From the moment you step inside, you'll be impressed by the open floor plan that seamlessly blends living, dining, and kitchen spaces-perfect for both everyday life and entertaining. Custom built-ins

    Meig Walz Newcomb Coldwell Banker Realty

    677 Durham Rd, Madison, CT 06443
  • 48 Shepherds Trail, Madison, CT 06443
    48 Shepherds Trail, Madison, CT 06443
    48 Shepherds Trail, Madison, CT 06443
    /40

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 4,879 Sq Ft

    48 Shepherds Trail, Madison, CT 06443

    This one-of-a-kind Contemporary Colonial home features 4 bedrooms, 2.5 baths, and a versatile floor plan designed for both grand entertaining and everyday comfort. Step into the impressive foyer, where an expansive living room and formal dining area set the stage for large gatherings. At the heart of the main level, the kitchen shines with granite countertops, stainless steel appliances, and a

    Erin Connelly Coldwell Banker Realty

    48 Shepherds Trail, 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

    • 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
  • 13 Longview Terrace, Madison, CT 06443
    13 Longview Terrace, Madison, CT 06443
    13 Longview Terrace, Madison, CT 06443
    /31

    $899,000

    • 3 Beds
    • 3.5 Baths
    • 3,772 Sq Ft

    13 Longview Terrace, Madison, CT 06443

    Privately sited at the end of Longview Terrace with expansive marsh and river views this larger than most free-standing colonial at over 3700 sf offers luxurious condo living. With a three-story generous layout this unit is south facing and full of light and custom details. The oversized kitchen with breakfast area is open to a 22x17 private deck. The primary suite offers a fireplace, a very

    Margaret Muir William Pitt Sotheby's Int'l

    13 Longview Terrace, 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
  • 87 Legend Hill Rd Unit 87, Madison, CT 06443
    87 Legend Hill Rd Unit 87, Madison, CT 06443
    87 Legend Hill Rd Unit 87, Madison, CT 06443
    /38

    $569,000

    • 2 Beds
    • 2.5 Baths
    • 1,593 Sq Ft

    87 Legend Hill Rd Unit 87, Madison, CT 06443

    Welcome to 87 Legend Hill Road at Legend Hill in Madison, CT! This bright and beautiful 2 bedroom, 2.5 bath ranch townhome features an open floor plan with hardwood floors and vaulted, 9+ foot ceilings throughout the living and dining room. Right off the dining room is the gorgeous sunroom to sip your morning coffee or tea. The kitchen features ample counter space and cabinets, with an eating

    Tyler Della Valle Dow Della Valle

    87 Legend Hill Rd Unit 87, 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

    $650,000

    • 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
  • 59 East St, Madison, CT 06443
    59 East St, Madison, CT 06443
    59 East St, Madison, CT 06443
    /15

    $229,900

    • 2 Beds
    • 1 Bath
    • 580 Sq Ft

    59 East St, Madison, CT 06443

    THIS IS THE SEASONAL BEACH COTTAGE YOU'VE BEEN WAITING FOR! This 751 sq ft 2-bedroom home, nestled on one of Duds Village's most generous lots, is the perfect canvas for your coastal dreams. The welcoming finished porch sets the stage for relaxing summer afternoons and evening gatherings, while the spacious interior allows for comfortable living spaces that maximize every square foot. The kitchen

    Marissa McCue William Pitt Sotheby's Int'l

    59 East St, 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

    $265,000

    • 2 Beds
    • 1 Bath
    • 612 Sq Ft

    6 Young's Village, Madison, CT 06443

    THERE IS NOTHING LIKE NEW! Brand new, seasonal cottage (April-October), located in Young's Village next to Hammonasett State Beach Park. Enjoy swimming on sunny days and fabulous restaurants in the evenings- all within a hop, skip and a jump away! This brand new build offers two bedrooms, walk in closets, a laundry hookup, and an electric fireplace. The kitchen showcases granite countertops,

    Jason Saphire www.HomeZu.com

    6 Young's Village, Madison, CT 06443
  • 141 Duck Hole Rd, Madison, CT 06443
    141 Duck Hole Rd, Madison, CT 06443
    141 Duck Hole Rd, Madison, CT 06443
    /22

    $750,000

    • 3 Beds
    • 2 Baths
    • 1,186 Sq Ft

    141 Duck Hole Rd, Madison, CT 06443

    Tucked away on a private 2-acre lot just minutes from I-95 and all that Madison has to offer, this property is perfect for buyers seeking space, convenience, and a truly exceptional garage setup. The home itself offers 3 bedrooms and a full basement-functional and full of potential-but the real star here is the oversized garage. With over 1,800 square feet of space, soaring ceilings, and 12-foot

    Meig Walz Newcomb Coldwell Banker Realty

    141 Duck Hole Rd, Madison, CT 06443

Showing Results 1 - 40, Page 1 of 3

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 $899,121.
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?
267 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 $695,000. If you put a 20% down payment of $139,000 and had a 30-year fixed mortgage with an interest rate of 6.56%, your estimated principal and interest payment would be $3,540 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $152K 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
$739,500
Median Townhouse Sale Price
$622,500
Median 2 Bedroom Sale Price
$550,000
Median 1 Bedroom Sale Price
$248,500
Average Price Per Sq Ft
$389
Number of Homes for Sale
52
Last 12 months Home Sales
267
Months of Supply
2.30
Median List Price
$695,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-1%
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