8,623

Madison, CT Homes

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  • /40

    $595,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,926 Sq Ft

    688 Durham Rd, Madison, CT 06443

    Step into timeless charm in this beautifully restored 1850 farmhouse. Nestled on just under two picturesque acres, this light and bright home blends historic character with modern comfort. The tranquil grounds feature a small pond and waterfall, a stunning terrace overlooking the spectacular expansive yard, a beautiful patio ideal for entertaining, a sweet front porch and a "Kloter Farm" shed

    Laurie Mazzeo William Pitt Sotheby's Int'l

    688 Durham Rd, Madison, CT 06443
  • 348 Boston Post Rd, Madison, CT 06443

    $1,600,000 Sold Jan 03, 2025

    • 2,100 Sq Ft
    • $762/SF
    • 94 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1935

    348 Boston Post Rd, Madison, CT 06443

    Actual Square Footage is 2,700 sf. Location is everything whether your preferred destination is a home nestled on a sandy beach or adjacent to a well-manicured golf course. While some are drawn to the relaxing views of The Sound, others enjoy watching a competitive round of golf; if not playing themselves. If the golf course is your destination, well today may be your lucky day! Who needs to move

    John Campbell Compass Connecticut, LLC

    348 Boston Post Rd, Madison, CT 06443
  • /38

    $1,399,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 3,569 Sq Ft

    78 Wildcat Springs Dr, Madison, CT 06443

    Unlike anything else on the market in Madison! This truly exceptional 2015 Colonial sits on a beautifully landscaped 1.41-acre lot featuring a resort-style infinity saltwater pool, fire pit, private association pond, dock and immaculate landscaping. Private, elegant, pristinely maintained, thoughtfully updated, in a highly desirable neighborhood AND just minutes to everything, this one is a WOW!

    Phoebe Finch William Pitt Sotheby's Int'l

    78 Wildcat Springs Dr, Madison, CT 06443
  • 15 Cedarcroft Dr, Madison, CT 06443

    $500,000 Sold Jan 02, 2025

    • 2,204 Sq Ft
    • $227/SF
    • 44 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1967

    15 Cedarcroft Dr, Madison, CT 06443

    MULTIPLE OFFERS RECEIVED. PLS SUBMIT HIGHEST & BEST BY 5:00PM 11/5/24. Nestled on a quiet cul-de-sac, this meticulously maintained residence is a true pleasure to show. The main level features gleaming hardwood floors and a spacious open floor plan. The kitchen seamlessly flows into the dining area, which then opens to a cozy living room complete with a charming fireplace. A bright, heated

    Cathy Lynch Coldwell Banker Realty

    15 Cedarcroft Dr, Madison, CT 06443
  • /24

    $225,000 Under Contract

    • 2 Beds
    • 1 Bath
    • 604 Sq Ft

    45 East St, Madison, CT 06443

    Nestled in the heart of Madison's coastal charm, this delightful seasonal cottage is the perfect retreat! Just a leisurely stroll from the serene expanses of Hammonasset Beach State Park, 45 East Street is ideally suited for those seeking a peaceful getaway while still enjoying the convenience of all Madison offers. The cottage features two nice-sized bedrooms, an updated full bath, and plenty of

    Melanie Abbott William Pitt Sotheby's Int'l

    45 East St, Madison, CT 06443
  • 29 Puritan Ln, Madison, CT 06443

    $627,000 Sold Dec 30, 2024

    • 2,072 Sq Ft
    • $303/SF
    • 22 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1970

    29 Puritan Ln, Madison, CT 06443

    1. Welcome to 29 Puritan Lane, a classic colonial gem in Madison, CT! This charming 4-bedroom, 2 1/2 bathroom home offers 2,072 square feet of comfortable living space on two levels, plus a full unfinished basement. Step inside to find beautiful hardwood floors and a remodeled kitchen perfect for culinary adventures, plus formal living room, dining room, and family room with wood burning

    Amanda Popplewell-Sanson Coldwell Banker Realty

    29 Puritan Ln, Madison, CT 06443
  • /35

    $610,000 Under Contract

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

    16 Aylesbury Cir Unit 16, Madison, CT 06443

    Move right into this spacious, one-level condo located in sought-after Windermere, which features not only an open kitchen/living room/dining area but also a den with gas fireplace. A 3-season porch and patio offers a great place to relax and/or entertain. The two large bedrooms each accommodate king-size beds, the primary having its own updated bathroom. A second full bath conveniently

    Doris Fallon William Raveis Real Estate

    16 Aylesbury Cir Unit 16, Madison, CT 06443
  • 106 Bradley Corners Rd, Madison, CT 06443

    $510,000 Sold Dec 30, 2024

    • 2,080 Sq Ft
    • $245/SF
    • 49 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1987

    106 Bradley Corners Rd, Madison, CT 06443

    Welcome to this charming Center Hall Colonial, a spacious 4-bedroom, 2.5-bathroom home that combines classic elegance with modern comforts. The heart of the home is the beautifully appointed kitchen, ideally situated for both casual meals and more formal gatherings in the adjacent dining room. Hardwood floors flow seamlessly throughout the main level, leading you to a generously sized family room

    Mary O'Neill Eagle Eye Realty PLLC

    106 Bradley Corners Rd, Madison, CT 06443
  • /40

    $1,190,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 4,437 Sq Ft

    479 Opening Hill Rd, Madison, CT 06443

    You won't want to miss this move-in ready Colonial-style home, completely renovated in 2021! The property offers over 4,000 square feet of living space, is on more than 3 acres of land, and is conveniently located minutes from the heart of Madison, schools, shopping, I-95 and famous Madison beaches. This 4-bedroom, 2.5-bath home combines traditional charm with beautiful modern updates. The

    Erin Connelly Coldwell Banker Realty

    479 Opening Hill Rd, Madison, CT 06443
  • 17 Centre Village Dr, Madison, CT 06443

    $425,000 Sold Dec 30, 2024

    • 1,569 Sq Ft
    • $271/SF
    • 41 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 1985

    17 Centre Village Dr, Madison, CT 06443

    Discover one of Madison's hidden gems-an intimate complex of only 22 residences tucked away on a serene side street just behind the lush Green. These sophisticated condos boast an expansive, open-concept floor plan, elevating them well beyond the traditional townhouse. The stunning gourmet kitchen, adorned with premium granite countertops and outfitted with all stainless steel appliances,

    Tom Clancy William Pitt Sotheby's Int'l

    17 Centre Village Dr, Madison, CT 06443
  • /40

    $550,000 Under Contract

    • 3 Beds
    • 3 Baths
    • 1,896 Sq Ft

    26 Legend Hill Rd Unit 26, Madison, CT 06443

    Rarely Available Ranch-Style Unit with Attached Garage in Legend Hill. Beautifully renovated offering the ease of one-floor living in a serene and luxurious setting. Featuring hardwood floors and light-filled interiors, the open-concept layout includes a spacious dining area that flows seamlessly into a living room with a cozy wood-burning fireplace; perfect for entertaining or relaxing at home.

    Rose Ciardiello William Raveis Real Estate

    26 Legend Hill Rd Unit 26, Madison, CT 06443
  • 218 Opening Hill Aka Forest Edge Rd, Madison, CT 06443

    $670,000 Sold Dec 27, 2024

    • 2,820 Sq Ft
    • $238/SF
    • 21 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1979

    218 Opening Hill Aka Forest Edge Rd, Madison, CT 06443

    OFFERS RECEIVED. PLS SUBMIT HIGHEST AND BEST BY 5:00PM MONDAY, 11/11. THX YOU! Nestled on a peaceful cul-de-sac off of Opening Hill Rd. called Forest Edge, this lovely 4-bedroom colonial offers the perfect blend of style and functionality. The spacious kitchen features beautiful granite countertops, stainless steel appliances, and an inviting center island, making it ideal for both cooking and

    Cathy Lynch Coldwell Banker Realty

    218 Opening Hill Aka Forest Edge Rd, Madison, CT 06443
  • /39

    $435,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 2,064 Sq Ft

    15 Green Hill Rd, Madison, CT 06443

    This is a rare find in Madison. This two family ranch home offers the ability to live in one unit and rent the other or purchase as an investment property. Both units have been renovated interiorly and the exterior has brand new vinyl siding. The rear yard for both units overlook the marsh which brings a calming presence to each dwelling. First unit, with its wide plank hardwood floors has a

    Amy Kirst William Pitt Sotheby's Int'l

    15 Green Hill Rd, Madison, CT 06443
  • 730 Opening Hill Rd, Madison, CT 06443

    $550,000 Sold Dec 27, 2024

    • 1,800 Sq Ft
    • $306/SF
    • 3 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1966

    730 Opening Hill Rd, Madison, CT 06443

    Newly Remodeled 4-Bedroom, 2.5-Bathroom Colonial in the scenic town of Madison. Nestled on a serene and lightly wooded 0.92-acre lot, this home offers a sense of privacy and tranquility, perfect for those looking to escape the hustle and bustle. The first floor boasts a spacious, sunlit family room featuring gleaming hardwood floors and a cozy brick fireplace. The Eat-in kitchen is a true

    David Aurigemma Regency Real Estate, LLC

    730 Opening Hill Rd, Madison, CT 06443
  • /35

    $549,500 Under Contract

    • 3 Beds
    • 3 Baths
    • 2,092 Sq Ft

    71 Old Toll Rd, Madison, CT 06443

    1810 Antique ~ lovingly Restored by present owner over the last 7 years. This picturesque home sits on 2.79 Acres and actually owns half of "Shelly Lake". Enjoy the tranquil water views from the newly Glassed in heated rear porch. Or if you prefer, grab a book and pull up a chair to any one of the 4 Wood Burning Fireplaces. Main Kitchen has been remodeled with Granite, Stainless Steel and a

    Tom Clancy William Pitt Sotheby's Int'l

    71 Old Toll Rd, Madison, CT 06443
  • 85 Island Ave, Madison, CT 06443

    $2,200,000 Sold Dec 27, 2024

    • 4,472 Sq Ft
    • $492/SF
    • 62 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2014

    85 Island Ave, Madison, CT 06443

    This home is ideally located, beautifully designed, and pristinely maintained. Nestled between Long Island Sound and the charming Village of Madison, this hidden gem offers unparalleled privacy and modern luxury. Completely rebuilt in 2014, this 5-bedroom, 4, 400 sq. ft home boasts a light, bright and airy atmosphere with stunning ceiling heights and custom finishes throughout. This is not a

    Cathy Lynch Coldwell Banker Realty

    85 Island Ave, Madison, CT 06443
  • /37

    $700,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,312 Sq Ft

    4 Sheffield Ln, Madison, CT 06443

    This charming colonial, built in 1983, has been meticulously maintained and thoughtfully updated. You will appreciate the modern touches, including new windows, split units/heat pump, renovated bathrooms and a beautifully upgraded kitchen featuring a Wolf gas stove, pot filler, Dacor warming drawer, granite countertops, and wet bar. The kitchen seamlessly flows into the family room, which boasts

    Kelly Whiteman William Raveis Real Estate

    4 Sheffield Ln, Madison, CT 06443
  • 30 Aylesbury Cir, Madison, CT 06443

    $632,000 Sold Dec 20, 2024

    • 2,952 Sq Ft
    • $214/SF
    • 81 Days On Market
    • 2 Beds
    • 4 Baths
    • Built 1979

    30 Aylesbury Cir, Madison, CT 06443

    Spacious condo with extensive views of the Hammonasset Estuary across rear of the house. There are 2 large bedrooms with a primary bedroom with water views, gleaming hardwood floors in living room dining room and family room. There is a large Bay Window with an expansive view of picturesque rear of condo. A sunporch with a newer deck adds to the great floor plan. A new roof, natural gas heating &

    Jennifer Trautman Turton William Pitt Sotheby's Int'l

    30 Aylesbury Cir, Madison, CT 06443
  • /39

    $625,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,511 Sq Ft

    195 Summer Hill Rd, Madison, CT 06443

    Set back from the road and surrounded by a tranquil wooded landscape, this spacious 4-bedroom home blends comfort, function, and thoughtful updates. The first-floor primary suite offers a private retreat with a brand-new en-suite bathroom (8/24) featuring a thermostatic shower and self-cleaning toilet, walk-in closet with washer/dryer hookups, and direct access to the deck. The kitchen is

    Kelley Vanacore Century 21 AllPoints Realty

    195 Summer Hill Rd, Madison, CT 06443
  • 24 Windward Ln, Madison, CT 06443

    $1,620,000 Sold Dec 20, 2024

    • 3,628 Sq Ft
    • $447/SF
    • 25 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1967

    24 Windward Ln, Madison, CT 06443

    One of THE BEST locations in Madison south of the Boston Post Road. Located on a QUIET CUL DE SAC close to MADISON'S TOWN BEACHES and its shops, restaurants, library, movie theater and nationally known bookstore, this SPACIOUS, MINT CONDITION home is perfect for care free living and gracious entertaining. Entering from the foyer, the great room is where family and friends will gather. Featuring a

    Margaret Muir William Pitt Sotheby's Int'l

    24 Windward Ln, Madison, CT 06443
  • /38

    $1,550,000 Under Contract

    • 4 Beds
    • 5 Baths
    • 6,010 Sq Ft

    61 Governors Way, Madison, CT 06443

    Elegant 4-Bedroom Colonial on Prestigious Cul-de-Sac in Madison, CT. Experience the pinnacle of suburban living in this exquisite 4-bedroom Colonial, built in 2007, boasting a generous 4,400+ SF of living space, with an additional 1,600+ SF of a finished basement. Nestled on almost 1 acre of landscaped grounds, this home is on a private and respected cul-de-sac, offering the perfect neighborhood

    Kirsten Adams William Pitt Sotheby's Int'l

    61 Governors Way, Madison, CT 06443
  • 105 Circle Beach Rd, Madison, CT 06443

    $700,000 Sold Dec 20, 2024

    • Land
    • 0.92 Acre
    • $760,870 per Acre
    • 166 Days On Market

    105 Circle Beach Rd, Madison, CT 06443

    NEWLY APPROVED YEAR ROUND BUILDING LOT! Come build your direct waterfront three bedroom dream home in Madison CT. Fifty eight feet of direct waterfront on .26 acre lot with the potential to build up to 3000 sf home on this large level lot. Second parcel included is protected marsh land that abuts the Neck River. Total land between the two parcels is .92 acre. City water line is in place, survey &

    Sue Knapp William Pitt Sotheby's Int'l

    105 Circle Beach Rd, Madison, CT 06443
  • /35

    $650,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,096 Sq Ft

    5 Dover Ln, Madison, CT 06443

    Elegant Colonial on Pristine Corner Lot. Nestled on a generous 1.34-acre corner lot in the charming town of Madison, CT, this exquisite 4-bedroom, 2.5-bath colonial home offers a harmonious blend of comfort and outdoor space. The property's curb appeal is immediately apparent with a stone wall & garden area (backyard) and newer walkway to the front door. As you step inside, the entire interior

    Kirsten Adams William Pitt Sotheby's Int'l

    5 Dover Ln, Madison, CT 06443
  • 27 Evarts Ln Unit 27, Madison, CT 06443

    $1,050,000 Sold Dec 18, 2024

    • 2,353 Sq Ft
    • $446/SF
    • 105 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2003

    27 Evarts Ln Unit 27, Madison, CT 06443

    Welcome to this beautifully appointed unit in The Mews of Madison. This in-town location provides all of the amenities of Madison with its beautiful beaches, independent bookstore, restaurants, and shops almost right at your front door. Step inside and you may think the unit is brand new! The walls and ceilings have been freshly painted, the hardwood flooring was just refinished, and a custom

    Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

    27 Evarts Ln Unit 27, Madison, CT 06443
  • /27

    $550,000 Under Contract

    • 2 Beds
    • 3 Baths
    • 1,680 Sq Ft

    11 Strathmore Ln, Madison, CT 06443

    Meticulously maintained townhouse condo now available. Two bedrooms (office serving as a 3rd bedroom) bright & sunny kitchen, combined living & dining room, family room w/sliders out to private patio, one car attached garage w/additional parking. Savor the best of indoor and outdoor living minutes to beaches, restaurants, world famous RJ Julia Bookstore, library, train and commuter routes. Just

    Pam Kadamus William Pitt Sotheby's Int'l

    11 Strathmore Ln, Madison, CT 06443
  • 142 Horse Pond Rd, Madison, CT 06443

    $784,500 Sold Dec 18, 2024

    • 3,420 Sq Ft
    • $229/SF
    • 38 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1983

    142 Horse Pond Rd, Madison, CT 06443

    Al$50,000 of value "in your pocket" -ask me how this fully paid Solar system will benefit you financially! Quiet Location off main road to the hidden part of Horse Pond! Welcoming home with updates galore! Located just minutes to Madison Center (approx. 1mile) this lovingly maintained home boasts brand new boiler (2023), newly installed and paid in full Solar ($40,000- 2024) providing zero costs

    Diane Beckwith Popolizio William Raveis Real Estate

    142 Horse Pond Rd, Madison, CT 06443

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