22

Madison, CT Homes for Sale with Acreage

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  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /39

    $865,000

    • 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....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 living. Step outside and

    Allison Ciarcia William Raveis Real Estate

    123 Five Fields Rd, Madison, CT 06443
  • /37

    $575,000

    • 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
  • /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
  • /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
  • /40

    $849,999

    • 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
  • /40

    $869,000

    • 3 Beds
    • 3 Baths
    • 2,393 Sq Ft

    43 Burcam Dr, Madison, CT 06443

    Do not miss this beautiful expanded Cape with its great entertainment areas and breathtaking gardens. Less than a mile to the farmers market and live music on the green; enjoy easy access to Madison's beaches and quaint town. This home offers both privacy and convenience to all. With 3 bedrooms and 3 full bathrooms, a fully finished basement, extensive storage, a stunning four season room and a

    Kimberly Stasiak Century 21 AllPoints Realty

    43 Burcam Dr, 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
  • /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
  • /38

    $4,000,000

    • 5 Beds
    • 6 Baths
    • 4,450 Sq Ft

    77 E Wharf Rd, Madison, CT 06443

    Welcome to 77 East Wharf! This beautifully designed five-bedroom Cape Cod-style home is perfectly situated high on the property to capture breathtaking views of the Long Island Sound and tranquil Fence Creek. Ideal for entertaining or hosting beach-loving visitors, this home also includes a charming one-bedroom apartment over the garage. Begin your experience with a private walkway bordered by a

    Meig Walz Newcomb Coldwell Banker Realty

    77 E Wharf Rd, Madison, CT 06443
  • /2

    $125,000

    • Land
    • 2.70 Acres
    • $46,296 per Acre

    0 Old Toll Rd Unit 24109109, Madison, CT 06443

    Build your dream home in Madison!! 2.7 raw acre lot available in the North Madison section of town. Minutes from Chatfield Hollow State Park and Hammonasset Beach. Extends far enough beyond the main road to enjoy wooded seclusion. Lot has been surveyed, boundary sketch is available.

    Karen Kesten William Raveis Real Estate

    0 Old Toll Rd Unit 24109109, Madison, CT 06443
  • /2

    $164,900

    • Land
    • 1.43 Acres
    • $115,315 per Acre

    40 Skytop Dr, Madison, CT 06443

    Great opportunity to build in an established neighborhood in the beautiful shoreline community of Madison, CT! Large 1.43 acre rear lot is extremely private and ready for your dream home. Located just a short 1.5mi / 5 minute drive to downtown with easy access to I-95 and a short drive to Hammonasset Beach. Per town will need an updated perc test for final approval. Agent/owner

    Luke Florian SSG Real Estate LLC

    40 Skytop Dr, Madison, CT 06443
  • /2

    $400,000

    • Land
    • 2.05 Acres
    • $195,122 per Acre

    92 Scotland Rd Unit Lot. 3, Madison, CT 06443

    Build your dream home in the upscale shoreline community of Madison CT! Featured in Yankee Magazine as "Best Beach Towns" in Connecticut and not many land opportunities like this. Centrally located this approved lot is a very large 2.05 acre lot that is level, wooded, and private in a well established upscale neighborhood ONLY 1.2 miles from downtown and approximately 2 miles from Hammonasset

    Stacy Bucci Coldwell Banker Realty

    92 Scotland Rd Unit Lot. 3, Madison, CT 06443
  • /40

    $4,200,000 Coming Soon

    • 6 Beds
    • 7 Baths
    • 6,074 Sq Ft

    10 Middle Beach Rd W, Madison, CT 06443

    PRIVATE, PEACEFUL AND PERFECT WITH DEEDED BEACH ACCESS!Panoramic views of LI Sound are enjoyed from almost every room of this gracious,very private, mint condition home with ample room for family & lucky guests. Sited back from Middle Beach Road West and overlooking the ever changing salt marsh, enter the inviting double height foyer to discover spacious, high ceilinged and light filled rooms

    Margaret Muir William Pitt Sotheby's Int'l

    10 Middle Beach Rd W, Madison, CT 06443
  • /34

    $799,900 Open Wed 4PM - 6PM

    • 4 Beds
    • 2.5 Baths
    • 3,999 Sq Ft

    42 Buck Hill Rd, Madison, CT 06443

    Tucked away on 1.88 acres of level land in one of the area's most beautiful neighborhoods, this 4-bedroom contemporary colonial offers the perfect blend of privacy. Inside, natural light floods the home through skylights and oversized windows. The dramatic two-story entry opens to a bright living room with soaring ceilings, creating an immediate sense of space and comfort. The living room flows

    Susan Santoro William Pitt Sotheby's Int'l

    42 Buck Hill Rd, Madison, CT 06443
  • /36

    $849,000 Open Fri 4PM - 6PM

    • 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

Home Trends in Madison, CT

Housing Trends

Median Sale Price
$655,000
Median Single Family Sale Price
$655,000
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
$416
Number of Homes for Sale
6
Last 12 months Home Sales
51
Months of Supply
1.40
Median List Price
$695,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
32%
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