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Madison, CT Houses for Sale

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  • /38

    $1,695,000

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

    30 Meeting House Ln, Madison, CT 06443

    Historic gem on the Madison Village Green. 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

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (475) 244-1665

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

    $795,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,230 Sq Ft

    53 Wellsweep Dr, Madison, CT 06443

    Tucked away in a quiet neighborhood just minutes from town and the beach, this split-level home sits on a generous lot with a beautifully landscaped front yard, classic rock walls, and a perfect balance of sun and shade for year-round outdoor enjoyment. Inside, newly restored hardwood floors run throughout the home complemented by vaulted ceilings that enhance the light-filled living and dining

    Agent Photo

    Cory Tyler

    Berkshire Hathaway NE Prop.

    (475) 253-8930

    53 Wellsweep Dr, 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
  • /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
  • /32

    $575,000

    • 3 Beds
    • 1.5 Baths
    • 1,544 Sq Ft

    526 Horse Pond Rd, Madison, CT 06443

    Charming Cape-style home conveniently located near Madison's town center, major highways, and the shoreline's beautiful beaches. The home features a bright, sun-filled living room and an inviting kitchen that opens to the dining area and family room with fireplace, ideal for everyday living and entertaining. An additional main-level room offers flexibility for a formal dining space or home

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (475) 473-9617

    526 Horse Pond Rd, 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

    Agent Photo

    Lindsay Greenberg

    William Raveis Real Estate

    (475) 251-8746

    31 Stony Lane Lot 1 Rd, Madison, CT 06443
  • /40

    $2,300,000

    • 4 Beds
    • 3.5 Baths
    • 3,822 Sq Ft

    101 Garnet Park Rd, Madison, CT 06443

    It's the stillness of the marsh...calm, quiet and ever-changing. This home captures nearly 270 degrees of protected landscape and water views, making the setting feel peaceful, immersive and incredibly rare. Inside, every detail feels thoughtful and intentional. Sunlight pours in and each space was designed to stay connected to the beauty beyond. The main living area rises to an 18-foot cathedral

    Nicole White William Raveis Real Estate

    101 Garnet Park Rd, Madison, CT 06443
  • /38

    $2,595,000 Open House 5/16

    • 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
  • /40

    $2,495,000

    • 5 Beds
    • 5.5 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
  • /39

    $2,495,000 Open House 5/16

    • 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
  • /40

    $2,650,000

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

    24 Indigo Trail, Madison, CT 06443

    Set on 5.65 secluded acres in the heart of Madison, this exceptional English Georgian custom home offers a rare blend of timeless architecture, refined craftsmanship, and natural beauty. Surrounded by mature woodlands, the property is a private retreat, complete with a gently winding stream and the preserved stone remnants of a historic mill-an evocative nod to the land's rich past. Inside, the

    Mark McElrath William Pitt Sotheby's Int'l

    24 Indigo Trail, Madison, CT 06443
  • /40

    $1,675,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 4,022 Sq Ft

    420 Summer Hill Rd, Madison, CT 06443

    Privately positioned on nearly two acres in one of Madison's most desirable areas, this expansive Colonial offers a rare combination of privacy, scale, and convenience. Surrounded by natural beauty, the property feels secluded while remaining just minutes from the shoreline and Madison's charming town center, known for its dining, boutique shops, and coastal New England character. A true

    Adriana Radu Coldwell Banker Realty

    420 Summer Hill Rd, Madison, CT 06443
  • /37

    $1,150,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 4,019 Sq Ft

    86 Quail Run, Madison, CT 06443

    Mark your calendars! Showings begin on Thursday, May 7th. Welcome home to this beautifully designed 4-bedroom Colonial offering space, style, and an exceptional floor plan! Step into the impressive two-story foyer with elegant marble tile floors that set the tone for what's to come. The formal living room flows seamlessly into a sun-filled family room featuring a charming bay window, vaulted

    Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

    86 Quail Run, Madison, CT 06443
  • /40

    $1,500,000

    • 5 Beds
    • 5 Baths
    • 5,310 Sq Ft

    7 Caleb Ct, Guilford, CT 06437

    Absolutely stunning 5+ bedroom light-filled home offers the perfect blend of elegance & modern updates. A dramatic 2-story foyer with a striking contemporary fixture sets the tone. The living room with glass French doors offers flexibility as a first-floor office. The oversized family room features a soaring ceiling, custom built-ins & stone fireplace, flowing seamlessly into the remodeled

    Susan Santoro William Pitt Sotheby's Int'l

    7 Caleb Ct, Guilford, CT 06437
  • /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
  • /35

    $225,000 Open Sat 12PM - 2PM

    • 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
  • /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
  • /20

    $174,900

    • 2 Beds
    • 1 Bath
    • 592 Sq Ft

    32 North St, Madison, CT 06443

    32 North Street is calling you home! Set on one of the largest lots in Dud's Village, this lovely cottage is the idyllic seasonal abode. Equipped with 2 bedrooms, 1 full bath, and an outdoor shower, you will surely enjoy your summers along the Madison shoreline here. The recently refreshed kitchen and fresh coat of paint throughout will undoubtedly delight. And let's not forget the new floors in

    Melanie Abbott William Pitt Sotheby's Int'l

    32 North St, Madison, CT 06443
  • /37

    $2,349,000 Open Sat 1PM - 3PM

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

    64 Webster Point Rd, Madison, CT 06443

    Spacious with amazing waterfront quality views, sited one house from Long Island Sound on a quiet cul de sac. Now available with additional closet space and newly finished den/office. Offering privacy and timeless appeal, the home features light filled rooms, 10-foot ceilings on the first floor and beautiful hardwood floors throughout the house. A double height foyer flows into the large living

    Margaret Muir William Pitt Sotheby's Int'l

    64 Webster Point Rd, Madison, CT 06443
  • /13

    $85,000

    • 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
  • /38

    $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
  • /38

    $2,875,000

    • 5 Beds
    • 5.5 Baths
    • 7,139 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
  • /19

    $149,900

    • 2 Beds
    • 1 Bath
    • 396 Sq Ft

    92 4th St, Madison, CT 06443

    Nestled in the heart of picturesque Madison, this charming 2-bedroom, 1-bathroom seasonal cottage offers a serene sanctuary for enjoying summers along the shoreline. With a cozy living space, this quaint abode is perfectly designed for those seeking a peaceful beachside getaway. As you step inside, you're greeted by a warm and inviting atmosphere that captures the essence of coastal living. The

    Melanie Abbott William Pitt Sotheby's Int'l

    92 4th St, Madison, CT 06443
  • /40

    $625,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    15 Cornfield Ln, Madison, CT 06443

    Welcome to 15 Cornfield Lane, a charming Colonial style home nestled on a quiet cul-de-sac, offering both privacy and convenience on over 1.5 acres of land. This well-maintained home features a spacious and functional floor plan, perfect for everyday living and entertaining. The main level includes a bright kitchen, formal dining room, and two inviting living spaces, along with a convenient half

    Miranda Micarelli Coldwell Banker Realty

    15 Cornfield Ln, Madison, CT 06443
  • /40

    $164,900

    • 1 Bed
    • 1 Bath
    • 441 Sq Ft

    7 3rd St, Madison, CT 06443

    Tucked away like a hidden jewel at the shoreline, this storybook beach cottage captures the charm of coastal living.Approached by a classic brick landing, this cottage welcomes you with beachy curb appeal and a sense of relaxed living. Bathed in natural light and thoughtfully updated, this delightful retreat offers a warm and inviting interior designed for effortless living. Every detail reflects

    Karen Bruno Roos Williams Real Estate

    7 3rd St, Madison, CT 06443
  • /11

    $259,900 New Construction

    • 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 brand new cottage offers two bedrooms, walk in closets, a laundry hookup space, and electric fireplace. The kitchen showcases granite countertops, tile floors,

    Jason Saphire www.HomeZu.com

    6 Young's Village, Madison, CT 06443
  • /34

    $725,000 Open Thu 4:30PM - 6:30PM

    • 3 Beds
    • 2 Baths
    • 2,248 Sq Ft

    602 Durham Rd, Madison, CT 06443

    602 Durham Road delivers the lifestyle living by the shoreline is known for, starting the moment you pull into the circular driveway. The covered front porch sets the tone, but the backyard is the headline: a resort-caliber outdoor environment anchored by an in-ground pool, hot tub, covered patio with TV, outdoor kitchen with built-in grill, oversized high-top bar, pizza oven, basketball court,

    Heidi DeRusso Coldwell Banker Realty

    602 Durham Rd, Madison, CT 06443
  • /33

    $1,975,000

    • 4 Beds
    • 2 Baths
    • 3,882 Sq Ft

    441 Opening Hill Rd, Madison, CT 06443

    Updated 4 bedroom 2 Full bath Cape on 15+ Acres of rolling Meadows and woods bordering State Forest and over 800 feet of frontage on Opening Hill. Extensive updating includes new windows and doors, original wide-board refinishing in the original building. A new kitchen in the cathedral ceilinged family room addition with deck that commands beautiful views of two spring fed, stocked ponds below

    Steve Adkins Berkshire Hathaway NE Prop.

    441 Opening Hill Rd, Madison, CT 06443
  • /21

    $2,700,000

    • 4 Beds
    • 3.5 Baths
    • 2,786 Sq Ft

    121 Middle Beach Rd, Madison, CT 06443

    Set along the coveted shoreline of Madison, this pristine coastal retreat seamlessly blends timeless antique charm, the finest modern conveniences and extensive Long Island Sound views. Thoughtfully updated while preserving its character, the home offers an inviting and sophisticated atmosphere throughout. A stunning family room serves as the heart of the home. It features dramatic

    Meig Walz Newcomb Coldwell Banker Realty

    121 Middle Beach Rd, Madison, CT 06443
  • /40

    $2,800,000

    • 4 Beds
    • 6 Baths
    • 4,854 Sq Ft

    85 Garnet Park Rd, Madison, CT 06443

    A home that captures you-and doesn't let go. Nestled along the quiet edge of the Neck River, this is one of those rare offerings where design, setting and detail immediately leave an impression. From the moment you arrive, the front porch sets the tone for what unfolds beyond it. Inside, every space feels considered. A true designer's home where nothing is overlooked and nothing is left to

    Nicole White William Raveis Real Estate

    85 Garnet Park Rd, Madison, CT 06443
  • /40

    $2,195,000

    • 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
  • /38

    $4,000,000

    • 5 Beds
    • 6 Baths
    • 5,657 Sq Ft

    45 Island Ave, Madison, CT 06443

    Exceptionally located less than a tenth of a mile from both the town green and beaches - with your own private beach access - this stunning residence sits on 1.57 secluded acres and has been completely re-imagined with uncompromising attention to detail and the finest materials. The home offers 16 thoughtfully designed rooms. Sun filled interiors feature over sized windows and expansive sight

    Meig Walz Newcomb Coldwell Banker Realty

    45 Island Ave, Madison, CT 06443
  • /40

    $2,475,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 3,697 Sq Ft

    880 Boston Post Rd, Madison, CT 06443

    The historic c. 1904 Scranton Homestead, described as a Colonial Revival gem, is coming to the market! This much admired 3700 sf in town landmark offers an estate feel on a large, beautifully landscaped lot providing both privacy and convenience, moments from the village center and East Wharf Beach. With four bedrooms, this residence borrows from classic forms, with window styles, columns and

    Margaret Muir William Pitt Sotheby's Int'l

    880 Boston Post Rd, Madison, CT 06443
  • /40

    $770,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,752 Sq Ft

    54 Bar Gate Trail, Killingworth, CT 06419

    Beautifully updated home in the desirable Indian Springs neighborhood. The private and tastefully landscaped 2.9 acre property runs down to the Hammonassett River. The spacious renovated kitchen/dining area includes a fireplace. The adjacent cozy family room also features a fireplace. Two other rooms on the first floor offer flexible space for an office, formal living room/dining room etc.

    Laurie Trulock Compass Connecticut, LLC

    54 Bar Gate Trail, Killingworth, CT 06419

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
$695,000
Median Single Family Sale Price
$725,000
Median Townhouse Sale Price
$545,000
Median 2 Bedroom Sale Price
$540,000
Median 1 Bedroom Sale Price
$238,000
Average Price Per Sq Ft
$390
Number of Homes for Sale
37
Last 12 months Home Sales
261
Months of Supply
1.70
Median List Price
$692,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
0%
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