8,623

Madison, CT Homes

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  • 31 Pine Dr, Madison, CT 06443
    31 Pine Dr, Madison, CT 06443
    31 Pine Dr, Madison, CT 06443
    /40

    $775,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,804 Sq Ft

    31 Pine Dr, Madison, CT 06443

    Set on quiet cul-de-sac, so convenient to everything Madison has to offer, this immaculate well maintained Colonial is move in condition! The private home itself is set back from the road, w/ gorgeous landscaping & an impressive stone walk up to the welcoming & covered front entryway. Once inside the spacious foyer, there is a comfortable office or first floor guest room w/ custom built-ins, a

    Todd Gould William Pitt Sotheby's Int'l

    31 Pine Dr, Madison, CT 06443
  • 961 Boston Post Rd, Madison, CT 06443

    $510,000 Sold Mar 14, 2025

    • 1,245 Sq Ft
    • $410/SF
    • 14 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1915

    961 Boston Post Rd, Madison, CT 06443

    "GREAT LOCATION" Close to Madison Center, Shopping, Beaches and Highways. Home has eat-in-kitchen, Formal Dinning and Living Room on the First Floor. Two Bedrooms and Full Bath on Second Level and Two Bed Rooms on the Upper level.

    Ronald Forcier Century 21 AllPoints Realty

    961 Boston Post Rd, Madison, CT 06443
  • 46 Hilltop Dr, Madison, CT 06443
    46 Hilltop Dr, Madison, CT 06443
    46 Hilltop Dr, Madison, CT 06443
    /40

    $1,275,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,518 Sq Ft

    46 Hilltop Dr, Madison, CT 06443

    This prime location provides privacy, while being close to town and shore. A treeline border leads to expansive tranquility in the back and side yards. Don't let the street view fool you! Walk in and experience the wide open layout and stroll around the grounds to fully experience the location, the living and outdoor spaces. On a cul-de-sac, near Fence Creek, high and dry. Enjoy distant Long

    Laurie Trulock Compass Connecticut, LLC

    46 Hilltop Dr, Madison, CT 06443
  • 414 Bartlett Dr, Madison, CT 06443

    $925,000 Sold Mar 13, 2025

    • 4,398 Sq Ft
    • $210/SF
    • 47 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1993

    414 Bartlett Dr, Madison, CT 06443

    This spacious and beautifully updated 5-bedroom, 3.5-bathroom Colonial offers over 4,000 sq. ft. of versatile living space, ideal for entertaining, work, and family living. Situated on a private interior lot in the sought-after Neck River Farms neighborhood, this home combines charm and functionality with its flexible floor plan and thoughtful updates. The heart of the home is the remodeled

    Cathy Lynch Coldwell Banker Realty

    414 Bartlett Dr, Madison, CT 06443
  • 36 Manzoni Farm Dr, Madison, CT 06443
    36 Manzoni Farm Dr, Madison, CT 06443
    36 Manzoni Farm Dr, Madison, CT 06443
    /40

    $1,295,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 4,936 Sq Ft

    36 Manzoni Farm Dr, Madison, CT 06443

    Discover this picture-perfect Colonial nestled at the end of a cul-de-sac in a charming subdivision in the shoreline town of Madison, CT. Set on a level lot bordering Open Space, the home offers scenic views of a serene vernal pond from its expansive sunroom windows. Enjoy a year-round outdoor lifestyle-from ice skating on the frozen pond to watching ducks in the spring-while flowering trees,

    Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

    36 Manzoni Farm Dr, Madison, CT 06443
  • 83 Scotland Ave, Madison, CT 06443

    $560,000 Sold Mar 11, 2025

    • 1,488 Sq Ft
    • $376/SF
    • 12 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1962

    83 Scotland Ave, Madison, CT 06443

    Move right into this adorable 2-bedroom/1-bath ranch home, situated within walking distance to Madison's downtown, beaches and other attractions. The 930-square foot home was renovated in 2017, highlighted by an airy, open floor plan and beautiful hardwood floors. The sunny living room/dining area leads into the eat-in kitchen, featuring stainless-steel appliances, gas range, loads of cabinets,

    Sue Woods William Pitt Sotheby's Int'l

    83 Scotland Ave, Madison, CT 06443
  • 55 Woodland Rd, Madison, CT 06443
    55 Woodland Rd, Madison, CT 06443
    55 Woodland Rd, Madison, CT 06443
    /25

    $475,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,125 Sq Ft

    55 Woodland Rd, Madison, CT 06443

    Bright, fully renovated, one-story home within walking distance to Madison Town Green. New kitchen, baths, floors, roof, and heater! Three bedrooms. Two full baths. Full basement.

    Pam Kadamus William Pitt Sotheby's Int'l

    55 Woodland Rd, Madison, CT 06443
  • 82 Hartford Ave, Madison, CT 06443

    $2,900,000 Sold Mar 10, 2025

    • 2,008 Sq Ft
    • $1444/SF
    • 17 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1817

    82 Hartford Ave, Madison, CT 06443

    Spectacular DIRECT WATERFRONT setting high on a bluff, no flood insurance required. Completely rebuilt with great style in 2021 (Nina Seed Interiors), and in perfect mint condition. Clean and coastal modern, with texture and architectural detail. Three levels of thoughtfully designed space featuring 4 BR's and 3 full baths to accommodate family and guests with ease. A bright open main floor plan

    Margaret Muir William Pitt Sotheby's Int'l

    82 Hartford Ave, Madison, CT 06443
  • 24 Grouse Ln, Madison, CT 06443
    24 Grouse Ln, Madison, CT 06443
    24 Grouse Ln, Madison, CT 06443
    /37

    $765,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,356 Sq Ft

    24 Grouse Ln, Madison, CT 06443

    Contemporary comfort meets timeless charm in this beautifully designed home featuring an open floor, a spacious living room with a cozy fireplace, while the sun-filled family room boasts walls of windows with tranquil view of the lush backyard adjacent to a conservation parcel. The gourmet kitchen includes granite countertops, stainless steel appliances, Cherry cabinets, wet bar, Bosch - two

    Sharon Linder Berkshire Hathaway NE Prop.

    24 Grouse Ln, Madison, CT 06443
  • 39 Lovers Ln, Madison, CT 06443

    $1,165,000 Sold Mar 07, 2025

    • 4,293 Sq Ft
    • $271/SF
    • 152 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1984

    39 Lovers Ln, Madison, CT 06443

    The perfect country setting that is conveniently located to downtown Madison Village, Hammonasset Beach State Park, and the Madison train station. This charming 4293 sqft New England residence is surrounded by exceptional views of Fence Creek, and no flood insurance is required! The 1+ acre picturesque lot has ample space for outdoor activities, entertaining or just simply relax and view the

    Laureen Eller Coldwell Banker Realty

    39 Lovers Ln, Madison, CT 06443
  • 97 Mungertown Rd, Madison, CT 06443
    97 Mungertown Rd, Madison, CT 06443
    97 Mungertown Rd, Madison, CT 06443
    /36

    $550,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    97 Mungertown Rd, Madison, CT 06443

    97 Mungertown Rd, Madison, CT - Completely Renovated and Perfectly Positioned Welcome to 97 Mungertown Rd, a beautifully updated 3-bedroom, 2-bathroom home offering modern style and unbeatable convenience in the heart of Madison. Just a mile from the top-Madison Surf Club, Hammonasset State Park, Madison Country Club, and walking distance to top-rated Madison elementary, middle and high schools,

    Diandra Shafer The Agency

    97 Mungertown Rd, Madison, CT 06443
  • 191 Concord Dr, Madison, CT 06443

    $750,000 Sold Mar 04, 2025

    • 3,075 Sq Ft
    • $244/SF
    • 46 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1978

    191 Concord Dr, Madison, CT 06443

    Elegant 4-Bedroom Colonial in Madison's desirable Heatherwood section. Experience the perfect blend of luxury & comfort in this stunning 4-bedroom / 2.5 bath Colonial, nestled on a generous and private 1.25 acre lot and boasting 3,075 SF of beautifully appointed living space, this home is designed to impress. As you step inside, you're greeted by the warmth of hardwood floors and tile (1st floor

    Kirsten Adams William Pitt Sotheby's Int'l

    191 Concord Dr, Madison, CT 06443
  • 44 E Wharf Rd, Madison, CT 06443
    44 E Wharf Rd, Madison, CT 06443
    44 E Wharf Rd, Madison, CT 06443
    /38

    $1,895,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    44 E Wharf Rd, Madison, CT 06443

    PRIVATE AND PERFECT! Tucked away on a quiet lane with only two other houses is 44 East Wharf Rd, a charming oasis that's a short walk to both town and East Wharf Beach. The first floor includes a spacious, vaulted ceiling primary suite, a living room with wood burning fireplace, French doors leading to a large heated porch with a hip ceiling and a gas fireplace overlooking a gorgeous private yard

    Margaret Muir William Pitt Sotheby's Int'l

    44 E Wharf Rd, Madison, CT 06443
  • 36 Wellsweep Dr, Madison, CT 06443

    $501,750 Sold Mar 04, 2025

    • 1,688 Sq Ft
    • $297/SF
    • 76 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1972

    36 Wellsweep Dr, Madison, CT 06443

    No matter what Holiday you are celebrating this home would be the perfect gift for you. The Home features 4 bedrooms, Hardwood floors thru out , a Spacious Great room with fireplace wide plank floors, 2 1/2 Baths, 1st Floor Laundry Room, and plenty of closet space. 2 Car Attached Garage, newer windows, and freshly painted. Nestled in a established quiet neighborhood. Centrally located to many

    Susan Hood William Raveis Real Estate

    36 Wellsweep Dr, Madison, CT 06443
  • 1308 Durham Rd, Madison, CT 06443
    1308 Durham Rd, Madison, CT 06443
    1308 Durham Rd, Madison, CT 06443
    /40

    $1,150,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 3,500 Sq Ft

    1308 Durham Rd, Madison, CT 06443

    I am excited to present my latest listing, a property that is a true testament to the seamless integration of historical allure and contemporary elegance. Originally constructed in 1825, this exquisite residence has undergone a complete remodel, now boasting high-end fixtures and a state-of-the-art kitchen that will delight even the most discerning culinary aficionado. At the heart of this home's

    Tammy Tinnerello William Pitt Sotheby's Int'l

    1308 Durham Rd, Madison, CT 06443
  • 739 Opening Hill Rd, Madison, CT 06443

    $380,000 Sold Mar 03, 2025

    • 1,192 Sq Ft
    • $319/SF
    • 114 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1930

    739 Opening Hill Rd, Madison, CT 06443

    OWN in Madison for an affordable price!! Don't miss out on this charming Country Cape/cottage style retreat, nestled on nearly 2 acres of lush land abutting Madison Land Trust and the Neck River Trails. This delightful home offers a perfect blend of comfort and tranquility, with a modern and unique flair. With 1,192 square feet of living space on two levels, plus a heated full basement with full

    Amanda Popplewell-Sanson Coldwell Banker Realty

    739 Opening Hill Rd, Madison, CT 06443
  • 188 Bartlett Dr, Madison, CT 06443
    188 Bartlett Dr, Madison, CT 06443
    188 Bartlett Dr, Madison, CT 06443
    /40

    $1,275,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 5,527 Sq Ft

    188 Bartlett Dr, Madison, CT 06443

    Welcome to your dream home! Nestled in the prestigious Neck River Farms, this stunning 4-bedroom colonial offers the ultimate in comfort and elegance. Imagine preparing gourmet meals in your chef-inspired kitchen, boasting high-end cabinetry, a sprawling island, double ovens, gleaming granite countertops, and stainless-steel appliances. Sun-drenched mornings await in the breakfast nook,

    James Montanaro Coldwell Banker Realty

    188 Bartlett Dr, Madison, CT 06443
  • 28 Pine Dr, Madison, CT 06443

    $715,000 Sold Feb 28, 2025

    • 2,376 Sq Ft
    • $301/SF
    • 16 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1998

    28 Pine Dr, Madison, CT 06443

    First time on the market! This 3 bedroom, 2 full bath ranch at end of quiet cul-de-sac is set on 2+ acres & ready for its new owners. Sun-filled home has walls of windows & a flexible floor plan with large unfinished attic offering great versatility. Now is the time to create your outdoor oasis ~~perhaps with a pool and spa that you've been dreaming of. This won't last, make your appointment

    Pam Kadamus William Pitt Sotheby's Int'l

    28 Pine Dr, Madison, CT 06443
  • 76 Horse Pond Rd, Madison, CT 06443
    76 Horse Pond Rd, Madison, CT 06443
    76 Horse Pond Rd, Madison, CT 06443
    /40

    $699,900 Pending

    • 4 Beds
    • 3 Baths
    • 3,037 Sq Ft

    76 Horse Pond Rd, Madison, CT 06443

    This spacious Cape-style home with a modern twist offers over 3,000 sq ft of thoughtfully designed living space-plus an additional 300 sq ft finished rec room in the basement. The heart of the home is the expansive kitchen, featuring granite countertops, a center island with a built-in microwave drawer, and premium stainless steel appliances including a Wolf 6-burner dual fuel range, Viking

    James Didato Berkshire Hathaway NE Prop.

    76 Horse Pond Rd, Madison, CT 06443
  • 32 Legend Hill Rd, Madison, CT 06443

    $545,000 Sold Feb 28, 2025

    • 1,877 Sq Ft
    • $290/SF
    • 28 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1985

    32 Legend Hill Rd, Madison, CT 06443

    Wow! Stunning and just completely renovated, this 2BR ranch style condo in beautiful Legend Hill is absolutely turn-key! Brand new custom designed Gulick kitchen with all new stainless-steel appliances, new hardwood floors and two brand-new custom bathrooms. Cozy up by the wood burning fireplace. In the Spring and Summer, relax with a good book in the screened in porch. One car attached garage

    Jane Cardarelli William Raveis Real Estate

    32 Legend Hill Rd, Madison, CT 06443
  • 27 Hammonassett Meadows Rd, Madison, CT 06443
    27 Hammonassett Meadows Rd, Madison, CT 06443
    27 Hammonassett Meadows Rd, Madison, CT 06443
    /40

    $760,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,276 Sq Ft

    27 Hammonassett Meadows Rd, Madison, CT 06443

    A very special home is a very desirable location. This special four-bedroom colonial has many extras including a heated four-season sunroom, a covered porch, an inground pool and a walkout finished basement. Additionally great care and attention was given to making this home "non-toxic." The new paint is clay based, two of the bedrooms have fresh air exchange units, The basement has a dry

    Leigh Whiteman William Raveis Real Estate

    27 Hammonassett Meadows Rd, Madison, CT 06443
  • 55B Garnet Park Rd, Madison, CT 06443

    $1,125,000 Sold Feb 28, 2025

    • 4,016 Sq Ft
    • $280/SF
    • 117 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1990

    55B Garnet Park Rd, Madison, CT 06443

    A SECLUDED WATERFRONT COMMUNITY AWAITS YOU! This lovely custom designed 3-bedroom home offers views of the salt marsh, Bailey's Creek & East River, best enjoyed from the inviting covered porch & master bedroom. The dramatic open-concept floor plan is perfect for entertaining, featuring high ceilings, hardwood flooring, elegant architectural details such as coffered ceiling, thick crown molding,

    Rose Ciardiello William Raveis Real Estate

    55B Garnet Park Rd, Madison, CT 06443
  • 42 Lake Dr, Madison, CT 06443
    42 Lake Dr, Madison, CT 06443
    42 Lake Dr, Madison, CT 06443
    /25

    $454,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,036 Sq Ft

    42 Lake Dr, Madison, CT 06443

    Charming 4-Bedroom Colonial in Serene Neighborhood Setting Step into timeless colonial charm with this spacious 4-bedroom, 2.5-bath home, nestled in a peaceful neighborhood surrounded by nature. Inside, you'll find wide plank hardwood floors in the living room, complemented by a cozy fireplace-perfect for relaxing evenings. The main level offers the convenience of a laundry room and a layout

    Roberta Whalen LAER Realty Partners

    42 Lake Dr, Madison, CT 06443
  • 939 Durham Rd, Madison, CT 06443

    $607,000 Sold Feb 25, 2025

    • 2,204 Sq Ft
    • $275/SF
    • 44 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1890

    939 Durham Rd, Madison, CT 06443

    Nicely remodeled period farm style home, located on a level 1-acre corner lot which includes a gorgeous three bay detached barn. A well designed addition adds the past to the present & creates an open & airy living area with adjacent well proportioned kitchen. Ambient light just flows through the great room & kitchen! The large kitchen features an island, beautiful cabinetry, loads of counter

    Kevin Geysen William Pitt Sotheby's Int'l

    939 Durham Rd, Madison, CT 06443
  • 139 Five Fields Rd, Madison, CT 06443
    139 Five Fields Rd, Madison, CT 06443
    139 Five Fields Rd, Madison, CT 06443
    /37

    $689,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,352 Sq Ft

    139 Five Fields Rd, Madison, CT 06443

    Welcome to 139 Five Fields! Nestled in a highly desirable neighborhood close to town, town campus and beautiful beaches. Step inside and you will know you are home. This charming 3-bedroom, 3-full bathroom, one level ranch offers the perfect blend of comfort and convenience. The open concept kitchen offers ample pantry space, breakfast bar and eat-in area featuring a cozy fireplace. The new

    Claire Kilmer Coldwell Banker Realty

    139 Five Fields Rd, Madison, CT 06443
  • 31 Highview Rd, Madison, CT 06443

    $1,050,000 Sold Feb 24, 2025

    • 4,401 Sq Ft
    • $239/SF
    • 75 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1994

    31 Highview Rd, Madison, CT 06443

    Nestled in the desirable Richborough neighborhood, this impeccably maintained home is a rare first-time offering. Custom-designed with a stunning two-story family room featuring a beautiful fireplace, the home boasts four generously sized bedrooms and a finished walkout lower level with full bath, fireplace and bar. Recent updates include modernized mechanicals (Buderous furnace, new ac

    Cathy Lynch Coldwell Banker Realty

    31 Highview Rd, Madison, CT 06443
  • 1201 Durham Rd, Madison, CT 06443
    1201 Durham Rd, Madison, CT 06443
    1201 Durham Rd, Madison, CT 06443
    /40

    $550,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,649 Sq Ft

    1201 Durham Rd, Madison, CT 06443

    Nestled on a private drive with only five single-family homes, this custom-built contemporary home offers a perfect blend of modern design and natural serenity. With 1,649 sq. ft. of thoughtfully designed living space, this one-owner home sits on a picturesque 1.7-acre wooded lot, providing unparalleled privacy and tranquility. Step inside to discover a bright and airy layout, featuring hardwood

    Michael Zerbini IMT Realty

    1201 Durham Rd, Madison, CT 06443

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