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Madison, CT Homes for Sale

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  • 108 Sandlewood Dr, Madison, CT 06443
    108 Sandlewood Dr, Madison, CT 06443
    108 Sandlewood Dr, Madison, CT 06443
    /31

    $490,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 3 Baths
    • 2,640 Sq Ft

    108 Sandlewood Dr, Madison, CT 06443

    Welcome to easy living with this delightful one-story home in Madison, CT. Located 2.5 miles from the scenic Madison Surf Club! This oversized ranch offers a seamless blend of comfort and potential. Picture yourself unwinding by the fireplace in the cozy living room or enjoying the versatility of the expansive den with plenty of room for flex space or entertaining. This home offers three

    Agent Photo

    Jennifer Bordonaro

    William Pitt Sotheby's Int'l

    (203) 769-9348

    108 Sandlewood Dr, 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 colonial 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 surrounded by

    Agent Photo

    Ron Stewart

    Houlihan Lawrence WD

    (475) 405-2519

    24 Indigo Trail, 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
  • 12 Stanton Ct, Madison, CT 06443
    12 Stanton Ct, Madison, CT 06443
    12 Stanton Ct, Madison, CT 06443
    /40

    $1,445,000

    • 4 Beds
    • 3.5 Baths
    • 5,219 Sq Ft

    12 Stanton Ct, Madison, CT 06443

    Just minutes from Madison's beautiful beaches and vibrant town center, this exceptional architect-designed home sits on a quiet o cul-de-sac street. This home boasts both town water and Natural gas. Light-filled and thoughtfully designed, it features a newly remodeled custom kitchen and an open, airy floor plan ideal for modern living. With 4 bedrooms and 3.5 baths, the home includes a spacious

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (203) 693-9631

    12 Stanton Ct, 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
  • 00 Stone Rd, Madison, CT 06443
    00 Stone Rd, Madison, CT 06443
    00 Stone Rd, Madison, CT 06443
    /15

    $725,000

    • Land
    • 1.00 Acre
    • $725,000 per Acre

    00 Stone Rd, Madison, CT 06443

    Discover the perfect opportunity to build your dream home on this exceptional buildable lot, offering coveted deeded beach rights. Nestled in a prime location, this property provides direct access to pristine Madison shore, allowing you to enjoy the beauty of coastal living every day. Whether you're looking to create a private retreat, or a vacation/second home, this lot offers unlimited

    Agent Photo

    Betsy Anderson

    William Pitt Sotheby's Int'l

    (475) 472-9564

    00 Stone Rd, Madison, CT 06443
  • 29 Circle Beach Rd, Madison, CT 06443
    29 Circle Beach Rd, Madison, CT 06443
    29 Circle Beach Rd, Madison, CT 06443
    /32

    $699,000

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    29 Circle Beach Rd, Madison, CT 06443

    A little piece of paradise awaits you in this direct, waterfront cottage. Perfectly situated with unobstructed views of Long Island Sound. Shoreline living at its best in this beautiful beach community! So much potential and options to make this 2-bedroom gem your own. Re-model to your taste or utilize the walk-up attic, to build up, for additional living space. Enjoy your private beach or the

    Gary Piccirillo RE/MAX Right Choice

    29 Circle Beach Rd, Madison, CT 06443
  • 123 Five Fields Rd, Madison, CT 06443
    123 Five Fields Rd, Madison, CT 06443
    123 Five Fields Rd, Madison, CT 06443
    /39

    $865,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 2.5 Baths
    • 3,664 Sq Ft

    123 Five Fields Rd, Madison, CT 06443

    Welcome to this classic 5-bedroom, 2.5 bath Colonial tucked away on a peaceful cul-de-sac in sought-after Madison. Conveniently close to town, town campus, and Hammonasset Beach Park is only 2.3 miles away....enjoy beach access just minutes away, bringing summer fun right to your doorstep. This beautiful home is set on 1.09 acres, offering the perfect blend of privacy, space, and shoreline

    Allison Ciarcia William Raveis Real Estate

    123 Five Fields 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
    /40

    $949,900

    • 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
  • 241 Hunters Trail, Madison, CT 06443
    241 Hunters Trail, Madison, CT 06443
    241 Hunters Trail, Madison, CT 06443
    /36

    $849,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 3,464 Sq Ft

    241 Hunters Trail, Madison, CT 06443

    Tucked away in one of Madison's most desirable subdivisions, this spacious 4-bedroom, 3.5-bath colonial offers the perfect blend of function, flow, and comfort-just minutes to downtown, beaches, the highway, and medical facilities. The heart of the home is the warm and inviting kitchen, complete with rich cherry cabinets, an oversized island, ample storage, and generous counter space-designed for

    Heidi DeRusso Coldwell Banker Realty

    241 Hunters Trail, 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
  • 9 Monroe Ln, Madison, CT 06443
    9 Monroe Ln, Madison, CT 06443
    9 Monroe Ln, Madison, CT 06443
    /33

    $650,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 1,894 Sq Ft

    9 Monroe Ln, Madison, CT 06443

    Nestled on a corner lot in a quiet cul-de-sac sits this lovely 4 bed, 2.5 bath Colonial in a great neighborhood near everything: schools, downtown, beaches, highway, Madison Land Trust & Cockaponset State Forest! Classic colonial floor plan offers generously sized living room, dining room for entertaining, large kitchen with eat-in-area and 3 season sunporch all on the 1st floor. Lots of natural

    Karen Lee Coldwell Banker Realty

    9 Monroe Ln, Madison, CT 06443
  • 48 Shepherds Trail, Madison, CT 06443
    48 Shepherds Trail, Madison, CT 06443
    48 Shepherds Trail, Madison, CT 06443
    /40

    $849,999 Open Wed 4PM - 6PM

    • 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
  • 129 Acorn Rd, Madison, CT 06443
    129 Acorn Rd, Madison, CT 06443
    129 Acorn Rd, Madison, CT 06443
    /36

    $779,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,698 Sq Ft

    129 Acorn Rd, Madison, CT 06443

    MARRY the HOUSE DATE THE MORTGAGE a stone's throw away from the heart of Madison Village, perfectly positioned at 1.4 miles from the bustling center, with beaches, recreational fields, and the renowned Bookstore. Shopping, dining, and are all conveniently close, making this an ideal location for those seeking both tranquility and community amenities. Occupying a generous .74-acre level lot, the

    Ann Stewart William Pitt Sotheby's Int'l

    129 Acorn Rd, Madison, CT 06443
  • 584 Boston Post Rd, Madison, CT 06443
    584 Boston Post Rd, Madison, CT 06443
    584 Boston Post Rd, Madison, CT 06443
    /40

    $1,899,000

    • 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
  • 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
  • 110 Randi Dr, Madison, CT 06443
    110 Randi Dr, Madison, CT 06443
    110 Randi Dr, 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
  • 7 Derenthal Dr, Madison, CT 06443
    7 Derenthal Dr, Madison, CT 06443
    7 Derenthal Dr, Madison, CT 06443
    /26

    $699,000

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

    7 Derenthal Dr, Madison, CT 06443

    Welcome to this beautifully updated 4-bedroom, 2-bath split-level home with a sleek, contemporary design. The main level features an open-concept layout with an updated kitchen, hardwood flooring, and vaulted ceiling. Sliding doors lead to a spacious enclosed 3 season porch, complete with a skylight and ceiling fan-perfect for relaxing or entertaining. Step outside to enjoy a deck, a patio, and

    Susan Warner-Lambert Carbutti & Co., Realtors

    7 Derenthal Dr, Madison, CT 06443
  • 57 Circle Beach Rd, Madison, CT 06443
    57 Circle Beach Rd, Madison, CT 06443
    57 Circle Beach Rd, Madison, CT 06443
    /26

    $850,000

    • 3 Beds
    • 1.5 Baths
    • 1,116 Sq Ft

    57 Circle Beach Rd, Madison, CT 06443

    Nestled along the shores of Long Island Sound, this classic 3-bedroom, 1.5-bath, this 1116 sq.ft cottage offers a rare opportunity to own a true waterfront retreat with panoramic views-including Faulkner's Island-and a separate deep water dock on the Neck River just across the street. From the moment you step inside, you're welcomed by sweeping, unobstructed water views and endless potential.

    Cheryl Kebalo ENRG Global Realty, LLC

    57 Circle Beach 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 Sun 1:30PM - 3:30PM

    • 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
  • 11 Pent Rd, Madison, CT 06443
    11 Pent Rd, Madison, CT 06443
    11 Pent Rd, Madison, CT 06443
    /33

    $769,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    11 Pent Rd, Madison, CT 06443

    LOCATION!!! One of Madison's most desirable beach neighborhoods awaits you. This charming beach community home has it's own separate cottage! Walk to the beautiful beach or the popular "Greenway Trail" that leads into Hammonasset State Park. Enjoy swimming, paddle boarding, kayaking or just relaxing in the warm Summer sun. The main house boasts a first floor full bath, kitchen, dining area,

    Maggie Bartels Coldwell Banker Realty

    11 Pent 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
  • 231 Nortontown Rd, Guilford, CT 06437
    231 Nortontown Rd, Guilford, CT 06437
    231 Nortontown Rd, Guilford, CT 06437
    /40

    $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 swimming pool-ready to be enjoyed by its next fortunate residents. This classic

    Carol Simjian William Pitt Sotheby's Int'l

    231 Nortontown Rd, Guilford, CT 06437
  • 330 Foxwood Rd, Guilford, CT 06437
    330 Foxwood Rd, Guilford, CT 06437
    330 Foxwood Rd, Guilford, CT 06437
    /38

    $795,000

    • 3 Beds
    • 3 Baths
    • 2,220 Sq Ft

    330 Foxwood Rd, Guilford, CT 06437

    Set on a serene .92-acre lot in one of Guilford's most desirable neighborhoods, this impeccably maintained 3-bedroom, 3-bath home offers 2,220 square feet of thoughtfully designed living space. With numerous upgrades and attention to detail throughout, this property perfectly blends comfort, functionality, and style. Step inside to find a warm and inviting layout featuring spacious living areas,

    Eric Ryalls William Pitt Sotheby's Int'l

    330 Foxwood Rd, Guilford, CT 06437
  • 20 Young's Village, Madison, CT 06443
    20 Young's Village, Madison, CT 06443
    20 Young's Village, Madison, CT 06443
    /27

    $154,900

    • 1 Bed
    • 1 Bath
    • 410 Sq Ft

    20 Young's Village, Madison, CT 06443

    Madison CT - $154,900 - THE ABSOLUTE BEST SEASHORE HOME VALUE! Located in desirable Young's Village Madison CT. Seasonal beach house ideal for 1 - 4 persons. Rebuilt in 2003! Turnkey, available furnished! Rare offering is less than a mile walk to toes in the water at Hammonasset Beach St Park, and the sandy shores and glimmering salt waters of Long Island Sound. Walk, bike, car ride to

    Laurie McCann William Pitt Sotheby's Int'l

    20 Young's Village, Madison, CT 06443
  • 113 Scotland Rd, Madison, CT 06443
    113 Scotland Rd, Madison, CT 06443
    113 Scotland Rd, Madison, CT 06443
    /40

    $575,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    113 Scotland Rd, Madison, CT 06443

    Turn-key! First floor living awaits in fabulous Madison! Thoughtfully renovated 3 Bedroom, 2 Full Bath Cape Cod w/ detached garage offers classic charm w/ convenience & accessibility. Gleaming hardwood floors, new crown molding & recessed lighting throughout main level. Living room w/ beautifully crafted knotty pine built-ins surround the wood-burning fireplace. Living room opens to sun-drenched

    Katie Westrin William Raveis Real Estate

    113 Scotland Rd, Madison, CT 06443
  • 2175 Durham Rd, Madison, CT 06443
    2175 Durham Rd, Madison, CT 06443
    2175 Durham Rd, Madison, CT 06443
    /6

    $249,000

    • 3 Beds
    • 1 Bath
    • 912 Sq Ft

    2175 Durham Rd, Madison, CT 06443

    Opportunity Knocks! The 3-bedroom ranch situated on just under 1 acre offers the perfect chance to create your own vision. With some TLC, this single-level home can be transformed into a cozy and comfortable retreat tailored to your style. Whether you're a first-time buyer or looking to downsize, this property provides a solid foundation in a peaceful neighborhood. Enjoy the ease of single-level

    Nicholas Mastrangelo Coldwell Banker Realty

    2175 Durham Rd, Madison, CT 06443
  • 26 North St, Madison, CT 06443
    26 North St, Madison, CT 06443
    26 North St, Madison, CT 06443
    /37

    $212,000

    • 2 Beds
    • 1 Bath
    • 647 Sq Ft

    26 North St, Madison, CT 06443

    Madison Connecticut - By the sea, literally! Beautifully framed cottage is evident here! Character in exposed wood and wooden beamed vaulted ceilings. Tons of sunlight stream into this beautiful home! Sunny living room, bedroom/den, and patio. This CORNER lot provides easy parking, a darling patio, exceptional large wooden shed, professionally landscaped lawn! Location offers an easy one mile

    Laurie McCann William Pitt Sotheby's Int'l

    26 North St, Madison, CT 06443
  • 4 North St, Madison, CT 06443
    4 North St, Madison, CT 06443
    4 North St, Madison, CT 06443
    /32

    $249,000

    • 3 Beds
    • 1 Bath
    • 897 Sq Ft

    4 North St, Madison, CT 06443

    **Seasonal Beach Living in Madison** Experience the ultimate coastal getaway with this charming seasonal cottage, available from April 1 to October 31. Nestled within a mile of stunning beaches, you'll have easy access to not only the sun and surf but also scenic hiking and biking trails nearby. Enjoy the vibrant local culture with a variety of delightful shoreline restaurants and unique shops

    Kristy Vaiuso Coldwell Banker Realty

    4 North St, Madison, CT 06443
  • 40 Puritan Ln, Madison, CT 06443
    40 Puritan Ln, Madison, CT 06443
    40 Puritan Ln, Madison, CT 06443
    /32

    $580,000

    • 4 Beds
    • 3.5 Baths
    • 2,656 Sq Ft

    40 Puritan Ln, Madison, CT 06443

    Spacious and thoughtfully expanded, this one-owner split-level home offers 4 bedrooms and 3.1 bathrooms and is ideally located just 1.5 miles from downtown Madison. Over the years, the home has been enhanced to create a desirable open floor plan, featuring a sun-filled great room with cathedral ceilings, a fireplace and screened porch at the rear of the home-perfect for everyday living and

    Dana Weinstein Coldwell Banker Realty

    40 Puritan Ln, 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 $880,562.
How many homes have sold over the last 12 months in Madison, CT?
51 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 06419, 06443, 06492, 06437 and 06413.
How much do you need to make to afford a house in Madison?
The median home price in Madison is $699,900. If you put a 20% down payment of $140,000 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $3,620 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $155K 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 49 days on the market compared to the national average of 70 days. The median sale price for homes in Madison, CT over the last 12 months is $655,000, up 32% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$655,000
Median Single Family Sale Price
$670,000
Median Townhouse Sale Price
$924,500
Median 2 Bedroom Sale Price
$545,000
Median 1 Bedroom Sale Price
$247,000
Average Price Per Sq Ft
$413
Number of Homes for Sale
7
Last 12 months Home Sales
51
Months of Supply
1.60
Median List Price
$699,900
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
32%
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