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Homes for Sale in 06443

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  • /37

    $999,000 Coming Soon

    • 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, or a visionary looking to build a legacy compound, this property offers a rare combination of level, lightly

    Agent Photo

    Cory Tyler

    Berkshire Hathaway NE Prop.

    (475) 262-9624

    461 Green Hill Rd, Madison, CT 06443
  • /19

    $650,000

    • 3 Beds
    • 2.5 Baths
    • 2,224 Sq Ft

    300 Mungertown Rd, Madison, CT 06443

    Solidly built and ideally located, this classic Colonial offers quality, space, and everyday comfort. The main level features a front-to-back living room with a fireplace, a flexible first-floor office or bedroom, and a spacious eat-in kitchen with room for a center island and a bay window overlooking the tranquil rear yard. Upstairs are three generously sized bedrooms.Walk to Polson Middle

    Tom Clancy William Pitt Sotheby's Int'l

    300 Mungertown Rd, 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

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 3,711 Sq Ft

    1543 Durham Rd, Madison, CT 06443

    Bring your imagination! This spacious home offers 3 bedrooms and 2.5 bathrooms, ready for your vision and updates. Featuring classic architectural details, generous room sizes, and a functional floor plan, this property has great bones and endless potential. The main level includes a large living room, formal dining area, and a kitchen ready for redesign. Upstairs, you'll find three comfortable

    Agent Photo

    Rob McConville

    RE/MAX Heritage

    (475) 290-6326

    1543 Durham Rd, Madison, CT 06443
  • /40

    $850,000 Open House 1/24

    • 4 Beds
    • 3.5 Baths
    • 3,982 Sq Ft

    25 Williamsburg Cir, Madison, CT 06443

    Tucked away in one of Madison's most desirable neighborhoods, this beautifully maintained four-bedroom, 3.5-bath Cape-style Colonial offers over 4,000 square feet of living space in a truly serene setting. Surrounded by scenic hiking trails and the picturesque Hammonasset River, the flat, private lot is a nature lover's dream-peaceful, tranquil, and perfect for outdoor enjoyment. Relax by the

    Toni Iandoli William Pitt Sotheby's Int'l

    25 Williamsburg Cir, Madison, CT 06443
  • /39

    $1,395,000 Coming Soon

    • 5 Beds
    • 4.5 Baths
    • 4,760 Sq Ft

    70 High Hill Cir, Madison, CT 06443

    Nestled in a sought after neighborhood and privately set back from the cul-de-sac, this beautiful and well maintained Madison Colonial features 5 bedrooms and 4.5 baths with a layout that works for today's busy lifestyle. A grand marbled foyer welcomes you and provides easy flow to the formal Living and Dining Rooms. The well-appointed Kitchen features multiple eating areas, high-end stainless

    Phoebe Finch William Pitt Sotheby's Int'l

    70 High Hill Cir, Madison, CT 06443
  • /40

    $849,900

    • 4 Beds
    • 3 Baths
    • 3,517 Sq Ft

    100 Concord Dr, Madison, CT 06443

    Situated in the desirable Heatherwood subdivision, this traditional Gambrel Colonial offers a distinctive blend of classic charm, versatile living space, and a serene natural setting. Bordering the Hammonassett River, the property provides access to trout fishing, hiking trails, and scenic outdoor recreation, ideal for those who appreciate the outdoors. Inside, the home features exposed wood

    Amanda Popplewell-Sanson Coldwell Banker Realty

    100 Concord 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
  • /22

    $490,000

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

    1 Wilshire Rd Unit 1D, Madison, CT 06443

    Enjoy coastal living in this beautifully updated 2-bed, 2.5-bath end-unit condo in Madison, perfectly located just a few minutes from downtown Madison and Hammonasset Beach. This move-in-ready home features fully updated bathrooms, gas heat, and abundant storage, including an oversized garage and plentiful attic space both within the home and above the garage. Outside, the property feels like a

    Agent Photo

    Cory Tyler

    Berkshire Hathaway NE Prop.

    (203) 577-5269

    1 Wilshire Rd Unit 1D, 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
  • /31

    $1,100,000

    • Land
    • 3.67 Acres
    • $299,728 per Acre

    4 Boston Post Rd, Madison, CT 06443

    Rarely does a Legacy Property, with a "Shovel-Ready" vision, arrive with the hardest yards of coastal development already complete. East River Landing is a fully de-risked, 3.67-acre asset at the Madison/Guilford gateway, combining an extensive marina income opportunity with unprecedented residential scalability. Approved Maritime Asset. Forget proposed plans-this is a fully built, 46-slip marina

    Michael Barnes Silver and Oak Realty

    4 Boston Post Rd, Madison, CT 06443
  • /39

    $625,000

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

    40 Puritan Ln, Madison, CT 06443

    HIGHEST AND BEST DUE BY SUNDAY, JANUARY 18TH AT 3 PM. Recent, significant capital improvements, including a brand new roof and three skylights, plus two new septic tanks, offer immediate peace of mind in this spacious, one-owner home. Ideally situated south of I-95 on a quiet cul-de-sac, this property is just one mile from downtown, combining privacy with exceptional convenience and access to

    Barbara Goetsch William Pitt Sotheby's Int'l

    40 Puritan 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
  • /32

    $545,000

    • 2 Beds
    • 2.5 Baths
    • 1,853 Sq Ft

    3 Sandgate Cir, Madison, CT 06443

    Welcome to this 1,853 sq. ft. townhouse in desirable Windermere. Within a short drive to the center of town, one can enjoy shopping in any of the many specialty stores, as well as visiting the famous local bookstore, where a leisurely lunch can also be had in its cafe. You will find several restaurants in which to dine and a cinema where classic films are shown. During the warmer months, it is

    Doris Fallon William Raveis Real Estate

    3 Sandgate Cir, Madison, CT 06443
  • /25

    $475,000

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft

    24 Railroad Ave, Madison, CT 06443

    Welcome to this charming 2-bedroom Colonial located in the heart of Madison! Filled with character and warmth, this well-maintained home offers a bright and inviting layout perfect for everyday living or a peaceful shoreline retreat. Step inside to discover beautiful hardwood floors, classic Colonial detailing, and sun-filled spaces throughout. The main level features a comfortable living room, a

    Remi Tremblay William Raveis Real Estate

    24 Railroad Ave, Madison, CT 06443
  • /30

    $550,000

    • 2 Beds
    • 2 Baths
    • 1,476 Sq Ft

    4 Currycross Rd Unit 4, Madison, CT 06443

    Welcome to highly desirable Windermere East. Windermere is nestled in a private picture perfect setting along the Madison Shoreline. 4 Currycross Road is a charming free standing home with 2 spacious bedrooms, a pretty backyard, and one detached garage just steps to your front door. Home has been freshly painted and boast a lovely open floor plan with a wood burning fireplace, cathedral ceiling,

    Terry Morgan CT Realty Exchange, LLC

    4 Currycross Rd Unit 4, Madison, CT 06443
  • /40

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 2,368 Sq Ft

    908 Boston Post Rd Unit 908, Madison, CT 06443

    Experience luxury living in the heart of Madison. This beautifully designed 3-bedroom, 2.5-bath townhouse offers an open layout with 9' ceilings, beautiful, oversized windows, and a gorgeous chef's kitchen equipped with Sub-Zero and Wolf appliances. The light-filled living and dining areas feature a cozy fireplace and seamless flow. The vaulted, south-facing primary suite includes a walk-in

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (203) 354-7246

    908 Boston Post Rd Unit 908, Madison, CT 06443
  • /24

    $499,900

    • 4 Beds
    • 2.5 Baths
    • 2,192 Sq Ft

    1281 Durham Rd, Madison, CT 06443

    Welcome to 1281 Durham Road in Madison, CT. This beautifully maintained home offers just under 2,200 sq ft of living space and sits on nearly half an acre in a highly desirable neighborhood. The main level features two bedrooms, a spacious living room with a fireplace, a large kitchen, a full bathroom, a laundry room, and a huge bonus room that extends the entire length of the house. The windows

    Danny Hernandez CLMA Realty

    1281 Durham Rd, Madison, CT 06443
  • /11

    $385,000

    • Land
    • 26.2 Acres
    • $14,695 per Acre

    247 C Old Toll Rd, Madison, CT 06443

    Two parcels of raw land in North Madison are being offered together as they adjoin. The piece that runs along Old Toll Rd has 535ft of road frontage and is 15.86 acres. The second 10.34 acre piece adjoins along the northern back border and is accessed through the front parcel for a total of 26.2 acres. The front parcel has a level area with small fir trees dotting a field. The parcels have a

    Allyson Cotton William Pitt Sotheby's Int'l

    247 C Old Toll Rd, Madison, CT 06443
  • /40

    $1,695,000

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    35 Hotchkiss Ln, Madison, CT 06443

    This expanded 3 bedroom 2.5 bath Cape-style home offers 2,400+square feet of thoughtfully designed space. The main-level primary suite includes a luxurious two-compartment bath with a soaking tub and roomy shower, a spacious walk-in closet, laundry area with built in wardrobe and a versatile small bonus room for a gym or office. The newer kitchen opens to a bright breakfast room overlooking a

    Margaret Muir William Pitt Sotheby's Int'l

    35 Hotchkiss Ln, Madison, CT 06443
  • /34

    $670,000

    • 4 Beds
    • 2.5 Baths
    • 3,057 Sq Ft

    39 Stepping Stone Ln, Madison, CT 06443

    New price and $20,000 seller credit offered. Set on over 2 private acres at the end of a quiet cul de sac, this classic Madison Colonial offers space, privacy, and flexible living options. The kitchen features stainless steel appliances and a pantry, and new flooring throughout the main level significantly enhances the home's feel. A screened in porch extends the living space outdoors,

    Cindy Breckheimer Forever Homes Real Estate LLC

    39 Stepping Stone Ln, 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
  • /35

    $1,450,000

    • 4 Beds
    • 3 Baths
    • 1,999 Sq Ft

    115 Harbor Ave, Madison, CT 06443

    Live the shoreline lifestyle in this beautifully updated 4-6 bedroom, 3-bath Colonial, just 88 steps from your very own private beach. Perfectly designed for both everyday living and entertaining, the open-concept main level flows seamlessly from dining to living, anchored by a cozy fireplace and filled with natural light. A screened-in porch with sweeping water views sets the stage for morning

    Alan Spotlow William Raveis Real Estate

    115 Harbor Ave, Madison, CT 06443
  • /37

    $2,400,000

    • 4 Beds
    • 2 Baths
    • 3,083 Sq Ft

    153 Middle Beach Rd, Madison, CT 06443

    Charming beach home with full guest apartment above garage across the street from Long Island Sound. Perfect opportunity for personal use, 1031 exchange or investment property. Main house and guest apartment both enjoy decks that overlook beautiful marshes with abundant wildlife. Main house has views of Long Island Sound from the second floor. Guest apartment embraces a full kitchen, family room

    John Campbell Compass Connecticut, LLC

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

    $2,600,000

    • 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
  • /40

    $869,000

    • 4 Beds
    • 3.5 Baths
    • 4,944 Sq Ft

    30 Renees Way, Madison, CT 06443

    Welcome home to your very own peaceful retreat. Nestled on a classic cul-de-sac in one of the area's most desired neighborhoods. Ideal for multi-generational living, this home features an additional 1100 sf walk out lower level, ready to be utilized as an in-law suite, home gym, recreation space or even an at-home office. The private backyard oasis, features an in-ground pool, hot tub, charming

    Shoreline Homes Team William Raveis Real Estate

    30 Renees Way, Madison, CT 06443
  • /9

    $1,425,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,085 Sq Ft

    454 Horse Pond Rd Unit D, Madison, CT 06443

    Gorgeous 4/5BR 3.5BA home in an enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Constructed by a well-established local Madison builder, this home includes all the details you would expect from a meticulously-built brand new home, such as gleaming hardwood floors, 9ft ceilings, energy efficient features, and exceptional craftmanship throughout. This

    Karen Rosenthal William Raveis Real Estate

    454 Horse Pond Rd Unit D, Madison, CT 06443
  • /39

    $2,295,000

    • 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. 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 room highlighted by a handsome, wood burning fireplace. Adjacent is the

    Margaret Muir William Pitt Sotheby's Int'l

    64 Webster Point 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

    Lindsay Greenberg William Raveis Real Estate

    31 Stony Lane Lot 1 Rd, 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 new cottage offers two bedrooms, walk in closets, a laundry hookup space, and electric fireplace. The kitchen showcases granite countertops, tile floors, stainless

    Jason Saphire www.HomeZu.com

    6 Young's Village, Madison, CT 06443
  • /2

    $125,000

    • Land
    • 2.7 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
  • /38

    $3,200,000

    • 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
  • /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

    Gene Pica RE/MAX Alliance

    728 Durham Rd, Madison, CT 06443
  • /23

    $164,900

    • 1 Bed
    • 1 Bath
    • 441 Sq Ft

    7 3rd St, Madison, CT 06443

    Madison, SEASHORE! - REDUCED!! Coastal living adjacent to glorious Hammonassett Beach State Park! Turnkey, masterfully updated in 2023. Well-built circa 1958 cottage is the perfect vacation retreat! Looks are deceiving. Open floor plan living room w/vaulted ceiling is wonderfully spacious! Deck is large @412 sf! Young's Village is seasonal providing a 7-month term of full-time use. Occupy full

    Laurie McCann William Pitt Sotheby's Int'l

    7 3rd St, Madison, CT 06443
  • /9

    $1,375,000 New Construction

    • 5 Beds
    • 3.5 Baths
    • 4,357 Sq Ft

    454 Horse Pond Rd Unit B, Madison, CT 06443

    2025 is the year to have the home of your dreams! Come see this gorgeous enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Ideally located just two hours from both NYC and Boston, Madison is beloved for its award-winning schools, restaurants, shops, and of course, beautiful beaches! Constructed by a well-established local Madison builder, these houses

    Karen Rosenthal William Raveis Real Estate

    454 Horse Pond Rd Unit B, Madison, CT 06443
  • /9

    $1,350,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,568 Sq Ft

    454 Horse Pond Rd Unit C, Madison, CT 06443

    2025 is the year to have the home of your dreams! Come see this gorgeous enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Ideally located just two hours from both NYC and Boston, Madison is beloved for its award-winning schools, restaurants, shops, and of course, beautiful beaches! Constructed by a well-established local Madison builder, these houses

    Karen Rosenthal William Raveis Real Estate

    454 Horse Pond Rd Unit C, Madison, CT 06443
  • /2

    $350,000

    • Land
    • 2.05 Acres
    • $170,732 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
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