31

Madison, CT Houses for Sale

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  • /38

    $1,895,000

    • 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

    (475) 252-9212

    30 Meeting House Ln, Madison, CT 06443
  • /32

    $850,000

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft

    46A Beach Ave, Madison, CT 06443

    Charming ranch set on a picturesque 0.92-acre property spanning from Beach Avenue to Pleasant View Avenue, with deeded beach access at the end of Beach Avenue. Originally built in the 1940s and thoughtfully renovated and expanded in 2001, this home blends classic character with comfortable living. The primary bedroom features windows that capture lovely views of the surrounding property, along

    Agent Photo

    Dana Weinstein

    Coldwell Banker Realty

    (475) 244-8454

    46A Beach Ave, Madison, CT 06443
  • /40

    $2,199,000

    • 4 Beds
    • 4 Baths
    • 2,850 Sq Ft

    81 Strawberry Hill Rd, Madison, CT 06443

    Modern luxury in a premier location. Set on over two private acres in a highly desirable neighborhood, this brand-new contemporary home offers an open, light filled floor plan designed for both comfort and style. The chef's kitchen is a standout, featuring a Subzero refrigerator, Wolf appliances, custom cabinetry, and elegant quartzite countertops. It flows seamlessly into the expansive great

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (475) 265-5747

    81 Strawberry Hill Rd, Madison, CT 06443
  • /37

    $999,000

    • 3 Beds
    • 2.5 Baths
    • 1,837 Sq Ft

    461 Green Hill Rd, Madison, CT 06443

    Rare 7-Acre Madison Estate: Equestrian Dream Meets Modern Antique Charm Discover the perfect blend of tranquility and coastal convenience at this stunning 7.02-acre estate, located just 1.9 miles from the heart of downtown Madison. Whether you are a dedicated equestrian, a nature lover, this property offers a rare combination of level, lightly wooded land and functional luxury. The Land &

    Agent Photo

    Cory Tyler

    Berkshire Hathaway NE Prop.

    (475) 262-9624

    461 Green Hill Rd, Madison, CT 06443
  • /36

    $459,500

    • 4 Beds
    • 1.5 Baths
    • 1,346 Sq Ft

    15 Stepping Stone Ln, Madison, CT 06443

    Situated in a quiet, desirable neighborhood, this inviting 4-bedroom raised ranch sits on over 1.25 acres with a lovely, spacious and level backyard-ideal for outdoor living and entertaining. The main level features an open layout with an eat-in kitchen, dining area, and living room, along with four bedrooms and a full hall bath, all on one level. A large deck conveniently located off the dining

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (475) 271-1663

    15 Stepping Stone Ln, Madison, CT 06443
  • /13

    $100,000

    • 1 Bed
    • 0.5 Baths
    • 540 Sq Ft

    15 North St, Madison, CT 06443

    seasonal cottage, must be purchased with CASH. The cottage is charming and a close walk to the beach and all that the town of Madison has to offer. Hammonassett Beach is a quick drive away. Conveniant to Route #1 and the local restaurants and shops. The cottage is one bedroom and one bathroom. This cottage is a perfect weekend destination or summer getaway, this is what coastal living in Madison

    Alan Barberino Alan Barberino Real Estate LLC

    15 North St, Madison, CT 06443
  • /25

    $154,000

    • 1 Bed
    • 1 Bath
    • 476 Sq Ft

    16 North St, Madison, CT 06443

    Escape to the Connecticut shoreline with this beautifully maintained seasonal cottage in Dud's Village in Madison-the perfect summer retreat just minutes from the beach. Located less than one mile from Hammonasset Beach State Park, Connecticut's largest shoreline park, this charming getaway offers effortless access to two miles of sandy beaches, scenic walking and biking trails, and endless

    Tricia Farin Real Broker CT, LLC

    16 North St, Madison, CT 06443
  • /35

    $249,000

    • 2 Beds
    • 1 Bath
    • 647 Sq Ft

    26 North St, Madison, CT 06443

    Experience the best of shoreline living in Madison, just about a mile from the sandy beaches of Hammonasset. This charming seasonal cottage offers a bright, airy feel with vaulted wood-beamed ceilings and natural light throughout-perfect for easy summer living by the water. With 647 square feet, the home includes two bedrooms (one ideal as a den or flex space), a sun-filled kitchen with stone

    Karen Floriano William Raveis Real Estate

    26 North St, Madison, CT 06443
  • /38

    $599,900

    • 4 Beds
    • 2.5 Baths
    • 2,908 Sq Ft

    30 Church Ln, Madison, CT 06443

    Highest & Best offers due Monday, Apr 6th by 3 pm. Close to town on desirable Church Lane, this iconic red Colonial with Vermont Burnwood siding is beautifully sited on its lot. Offering 2,178 square feet of living space, this 4-bedroom home also features a spacious 730 sq ft heated, finished lower level complete with a fireplace, office, and attractive stone tile flooring that opens to a patio

    Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

    30 Church Ln, Madison, CT 06443
  • /38

    $1,595,000

    • 5 Beds
    • 4.5 Baths
    • 5,575 Sq Ft

    76 High Hill Cir, Madison, CT 06443

    Perched back from and above a quiet cul-de-sac, in one of Madison's most prestigious communities, this stately five bedroom Colonial is minutes from I-95 and Madison's Town Green and beaches. The home is perfect for entertaining boasting a renovated chef's kitchen with dining area; adjacent to the home's covered deck overlooking an inviting in-ground pool, and spacious family room with fireplace.

    John Campbell Compass Connecticut, LLC

    76 High Hill Cir, Madison, CT 06443
  • /36

    $1,175,000

    • 5 Beds
    • 4.5 Baths
    • 3,194 Sq Ft

    37 Lovers Ln, Madison, CT 06443

    Location, Location, Location!! Timeless elegance meets modern living in this beautifully appointed 5-bedroom Colonial, ideally situated just moments from Madison's beaches and charming town green. Thoughtfully designed for both refined living and effortless entertaining, the home offers expansive gathering spaces, gracious proportions, and seamless indoor-outdoor flow. Inside, sun-filled living

    Melanie Scull William Pitt Sotheby's Int'l

    37 Lovers Ln, Madison, CT 06443
  • /40

    $699,000

    • 4 Beds
    • 3.5 Baths
    • 3,532 Sq Ft

    18 Riverside Terrace, Madison, CT 06443

    Offering 3,532 sq ft of well-designed living space, this 4-bedroom, 3.5-bath home combines comfort, functionality, and room to grow. The upper level features beautiful hardwood floors and a well-appointed primary suite set privately apart, complete with cathedral ceilings, a walk-in closet, and a large en-suite bath with a soaking tub. There are three additional bedrooms on this level. The main

    Emily Lovejoy William Raveis Real Estate

    18 Riverside Terrace, Madison, CT 06443
  • /29

    $509,900

    • 4 Beds
    • 2 Baths
    • 1,688 Sq Ft

    660 Opening Hill Rd, Madison, CT 06443

    Rare Investment opportunity in Madison under 10 minutes to charming downtown and Madison Beach! Own a freshly painted 3-bedroom home plus a separate accessory apartment over a 3-car garage attached by a breezeway, all set on level 2.57 private acres. Live in one and rent the other-or maximize income by renting both. This setup is also ideal for multi-generational living. The 1,048 main ranch home

    Allison Hughes William Raveis Real Estate

    660 Opening Hill Rd, Madison, CT 06443
  • /40

    $2,600,000

    • 4 Beds
    • 3.5 Baths
    • 5,543 Sq Ft

    137 Liberty St, Madison, CT 06443

    Rare opportunity to own in desirable Liberty Street area. This 1816 Federal-style residence & new detached historically designed barn, renovated and built by prominent historical design/build specialists Gulick & Co., creates a harmonious blend of formality and comfort. The main residence has 3,784 sq ft of living space, and the detached barn boasts 1,776 sq ft. The main residence is a

    Alison Gould Gould Group LLC

    137 Liberty St, Madison, CT 06443
  • /23

    $1,950,000

    • 3 Beds
    • 3.5 Baths
    • 2,574 Sq Ft

    24 Ridgewood Ave, Madison, CT 06443

    Perched high above the flood plains, this pristine coastal retreat captures sweeping views of the Neck River as it opens into the Long Island Sound. Thoughtfully designed to embrace its stunning setting, the home's open floor plan is filled with natural light and seamless indoor-outdoor flow. At the heart of the home, a chef-inspired kitchen blends beauty and function-perfectly for entertaining

    Meig Walz Newcomb Coldwell Banker Realty

    24 Ridgewood Ave, Madison, CT 06443
  • /40

    $825,000

    • 4 Beds
    • 3 Baths
    • 3,462 Sq Ft

    40 Hull Rd, Madison, CT 06443

    Seldom-available offering in one of Madison's premier neighborhoods. This versatile split-level home sits on a double lot spanning over 2 acres, offering exceptional privacy and room to grow. Set back from the street with a circular driveway, the property unfolds to reveal 4+ bedrooms, 3 full baths, and flexible living spaces designed for how you live today. The kitchen, which is the heart of the

    Sue Woods William Pitt Sotheby's Int'l

    40 Hull Rd, Madison, CT 06443
  • /40

    $2,495,000

    • 3 Beds
    • 3.5 Baths
    • 3,306 Sq Ft

    61 Hartford Ave, Madison, CT 06443

    Own an architectural masterpiece with waterviews! Rarely is a Robert Page (AIA) designed coastal home available and this is one of his most compelling. A collaboration with master builders Baldwin and Baldwin and executed with precision, this 3300 sf home with three exterior decks, (including a "Skydeck"), unfolds over four levels. Finished in 2010, this 3(+) bedroom, 3.1 bath gem offers 3300

    Margaret Muir William Pitt Sotheby's Int'l

    61 Hartford Ave, Madison, CT 06443
  • /31

    $599,000

    • 3 Beds
    • 1.5 Baths
    • 1,288 Sq Ft

    42 Neck Rd, Madison, CT 06443

    Live the shoreline lifestyle in the highly sought after beach area of Neck Road. This charming home offers a rare opportunity to enjoy coastal living in a location that truly has it all. An inviting front porch welcomes you in and provides the perfect spot for morning coffee or relaxing at the end of the day. Inside, the spacious living room features beautiful built-in bookshelves and it flows

    Anne-Marie Pagli William Raveis Real Estate

    42 Neck Rd, Madison, CT 06443
  • /27

    $675,000

    • 2 Beds
    • 2 Baths
    • 1,640 Sq Ft

    41 Harbor Ave, Madison, CT 06443

    Charming Cape Cod in the Harbor Avenue Beach community, with a short walk to a lovely sandy beach and Long Island Sound. Lots of room for entertaining friends and family, including a large enclosed heated porch surrounded by sliders that lead to a side deck and fenced back yard. Family Room with wood stove. Two bedrooms (one on the first level) and 2 full baths. Some upgrades, including new

    Alison Gould Gould Group LLC

    41 Harbor Ave, Madison, CT 06443
  • /38

    $2,875,000

    • 5 Beds
    • 4.5 Baths
    • 6,319 Sq Ft

    37 Lantern Hill Rd, Madison, CT 06443

    An unbeatable location, 37 Lantern Hill is set in one of Madison's most desirable in-town neighborhoods. Close to sandy beaches, charming town center and the Madison Country Club, recreation and everyday conveniences are right at your doorstep. Traditional by design with ten foot ceilings, abundant natural light and generously scaled rooms that create an airy feel, ideal for relaxing or

    Margaret Muir William Pitt Sotheby's Int'l

    37 Lantern Hill Rd, Madison, CT 06443
  • /16

    $199,000

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft

    63GG Dudley Ln, Madison, CT 06443

    Discover the ultimate summer retreat at 63GG Dudley Lane, a completely remodeled two-bedroom cottage located in the desirable and private DeSabato's Camp community. This turn-key home is offered fully furnished and features a bright, open interior with upgraded cabinetry and modern finishes throughout that maximize space and style. The outdoor living space is exceptional, boasting a massive rear

    Laura Ronghi Napoli Realty LLC

    63GG Dudley Ln, Madison, CT 06443
  • /28

    $734,900

    • 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 Exceptional Real Estate LLC

    174 Concord Dr, Madison, CT 06443
  • /16

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,419 Sq Ft

    75 Fairview Dr, Madison, CT 06443

    3 bedroom 2 full baths close to town private road, close to Bower Park, 2 car garage attached. Totally renovated, Hardwood floors and wood composite laminate's where not oak, bow and bay Anderson windows, a must see!

    Derek Eisenberg Continental Real Estate

    75 Fairview Dr, Madison, CT 06443
  • /38

    $2,595,000 New Construction

    • 4 Beds
    • 5.5 Baths
    • 4,700 Sq Ft

    23 Sheep Pasture Rd, Madison, CT 06443

    Built by a highly regarded shoreline builder known for uncompromising attention to detail, this residence is designed for buyers who appreciate elevated finishes, enduring quality, and effortless livability. The home features an open floor plan with white oak hardwood floors, 9-foot ceilings, custom millwork, and oversized Pella windows throughout. A stunning bluestone entry leads to an elegant

    Steve Wollman Wollman Realty

    23 Sheep Pasture Rd, Madison, CT 06443
  • /39

    $2,375,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,517 Sq Ft

    132 Summer Hill Rd, Madison, CT 06443

    PRISTINE NEW CONSTRUCTION where thoughtful design meets high end craftsmanship. This newly built four-bedroom, four-and-a-half bathroom home 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
  • /39

    $2,495,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,143 Sq Ft

    92 Scotland Ave, Madison, CT 06443

    Less than one mile from downtown Madison, this new construction home offers refined living with white oak floors, custom millwork, coffered ceilings, and abundant natural light throughout. The main level features 9-foot ceilings, a dramatic floor-to-ceiling gas stone fireplace with built-ins, a chef's kitchen with Sub-Zero and Wolf appliances, double ovens, pot filler, wet bar with wine chiller,

    Steve Wollman Wollman Realty

    92 Scotland Ave, Madison, CT 06443
  • /4

    $1,790,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    31 Stony Lane Lot 1 Rd, Madison, CT 06443

    Indulge in refined living at our Barberry Farm Open Space subdivision with Waterside Building and Development. Your bespoke home, spanning 3,000 to 4,000+ sq ft, promises not just spacious elegance but high-end finishes and meticulous craftsmanship. Situated within walking distance to Madison beaches and a golf course, this enclave blends luxury with convenience. Revel in the exquisite details of

    Lindsay Greenberg William Raveis Real Estate

    31 Stony Lane Lot 1 Rd, Madison, CT 06443
  • /39

    $1,495,000 Coming Soon

    • 5 Beds
    • 5.5 Baths
    • 5,380 Sq Ft

    34 Wildcat Springs Dr, Madison, CT 06443

    Modern Charm Meets Effortless Comfort in Desirable Neighborhood Step into a bright, beautifully updated 5 bedroom, 5.5 bath home where every detail was designed for easy living and effortless entertaining. The open-concept layout flows from a sun-filled living area into a stunning chef's kitchen featuring quartz countertops, custom cabinetry, and stainless-steel appliances. Wake up to morning

    Rebecca Ellsley Higgins Group Bedford Square

    34 Wildcat Springs Dr, Madison, CT 06443
  • /26

    $1,000,000 Coming Soon

    • 4 Beds
    • 2.5 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
  • /27

    $625,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,073 Sq Ft

    370 Opening Hill Rd, Madison, CT 06443

    This charming, meticulously maintained 3-bedroom, 2.5-bath home offers exceptional quality and pride of ownership throughout. Features include central air and a walk-out basement that backs up to beautiful open space, providing both privacy and scenic views. While some finishes reflect a classic style, the home is in outstanding condition-spotlessly clean and truly move-in ready. Beneath the

    Meig Walz Newcomb Coldwell Banker Realty

    370 Opening Hill Rd, Madison, CT 06443
  • /40

    $1,275,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 4,910 Sq Ft

    11 Kachina Way, Madison, CT 06443

    Welcome to 11 Kachina Way. A meticulously maintained 4 BR, 2.1 BA, handsome colonial in one of Madison's most desirable neighborhoods. Minutes from Madison schools, beaches and convenient to town centers and commuter routes. Almost 4,000 sq ft of living space, plus an additional 1,100 sq ft of finished bsmt, this lovely home has ample space for all of your needs. The 1st floor is ideal for

    Alison Gould Gould Group LLC

    11 Kachina Way, Madison, CT 06443

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.

Home Trends in Madison, CT

Housing Trends

Median Sale Price
$700,000
Median Single Family Sale Price
$725,000
Median Townhouse Sale Price
$587,500
Median 2 Bedroom Sale Price
$540,000
Median 1 Bedroom Sale Price
$238,000
Average Price Per Sq Ft
$380
Number of Homes for Sale
33
Last 12 months Home Sales
265
Months of Supply
1.50
Median List Price
$695,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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