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Madison, CT Homes for Sale with Basement

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  • /37

    $3,100,000

    • 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
  • /40

    $625,000

    • 3 Beds
    • 3,768 Sq Ft

    36 Jannas Ln, Madison, CT 06443

    Hey there! Check out this stunning contemporary house located just a few houses north of Rt 1. It's sitting on a knoll and has so much potential, but it does need a complete remodeling. This is your chance to redesign the interior and make it your own! The location is perfect - close to town, the Long Island Sound, and even a golf course. This could be your ideal summer retreat or a cozy

    Agent Photo

    Harry Finer

    William Raveis Real Estate

    (203) 580-6329

    36 Jannas Ln, Madison, CT 06443
  • /39

    $449,900 Open Sat 11:30AM - 1PM

    • 3 Beds
    • 3 Baths
    • 2,060 Sq Ft

    2364 Durham Rd, Madison, CT 06443

    Welcome to this beautifully maintained raised ranch in Madison, CT! Built in 1980 and set on a level, picturesque 1.1-acre lot-offering the perfect blend of space, privacy, and convenience. Inside, you'll find 3-4 bedrooms, including a primary suite with its own full bath, and a total of 3 full bathrooms throughout the home. The main level features gorgeous hardwood floors, a bright and

    Agent Photo

    Kristopher Tramont

    Real Broker CT, LLC

    (475) 405-2965

    2364 Durham Rd, Madison, CT 06443
  • /40

    $3,350,000

    • 6 Beds
    • 6 Baths
    • 8,097 Sq Ft

    37 Lantern Hill Rd, Madison, CT 06443

    Experience the perfect combination of luxury and convenience with this exceptional 8,000-square-foot home, ideally situated within walking distance of the beaches, town center, and Madison Country Club. Nestled in the sought-after Lantern Hill neighborhood, this premier residence is surrounded by brick sidewalks and charming lanterns that evoke timeless elegance and in-town living at its finest.

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (475) 252-4695

    37 Lantern Hill Rd, Madison, CT 06443
  • /35

    $1,250,000

    • 4 Beds
    • 2.5 Baths
    • 2,310 Sq Ft

    50 Oak Ave, Madison, CT 06443

    "The beach is calling, and I must go". Located on a quiet, private, street with views of the Long Island Sound. This beautiful home was designed by one Madison's own well respected architects Duo Dickinson. Architectual design was implemented by custom builder Calvin Page and later modified by Matthew Fogarty. The site plan was created by Waldo and Associates. A lot of expertise and experience

    Heather Clinton Berkshire Hathaway NE Prop.

    50 Oak Ave, Madison, CT 06443
  • /40

    $1,395,000

    • 3 Beds
    • 2.5 Baths
    • 2,538 Sq Ft

    908 Boston Post Rd, Madison, CT 06443

    THE GENERAL'S RESIDENCES at Fence Creek, the perfect & rare combination of location, luxury & comfort in the heart of charming small town Madison w/ it's nationally recognized independent R J Julia Booksellers, 2 screens Madison Arts Cinema, specialty shops & numerous fine dining establishments. There is a glorious & sandy Town Beach for residents only literally just a walk down the street w/ not

    Todd Gould William Pitt Sotheby's Int'l

    908 Boston Post Rd, Madison, CT 06443
  • /6

    $2,000,000

    • 7 Beds
    • 7 Baths
    • 5,547 Sq Ft

    675 & 677 Durham Rd, Madison, CT 06443

    Your private estate awaits. This is the price for both the white cape built in 2020 and the gray home built in 2023. Absolutely stunning and meticulously maintained, these beautiful homes have an open and airy feel. Walk in and you immediately notice the exceptional quality of both homes. The main home is complete with a first-floor primary suite and spacious upstairs. The guest home is open

    Meig Walz Newcomb Coldwell Banker Realty

    675 & 677 Durham Rd, Madison, CT 06443
  • /28

    $1,950,000

    • 4 Beds
    • 3 Baths
    • 2,864 Sq Ft

    917 Boston Post Rd, Madison, CT 06443

    This iconic property offers a rare opportunity to own a piece of Madison's history. This meticulously restored colonial offers the perfect blend of historic charm and modern luxury. Just a short walk from the library, Bar Bouchee, and the beach, this home provides an unparalleled lifestyle in one of the area's most coveted locations. With keen attention to detail, every aspect of this home has

    Meig Walz Newcomb Coldwell Banker Realty

    917 Boston Post Rd, Madison, CT 06443
  • /27

    $1,200,000

    • 4 Beds
    • 3.5 Baths
    • 3,435 Sq Ft

    675 Durham Rd, Madison, CT 06443

    Stunning 4-Bedroom 3 1/2bathroom cape perfectly situated in Madison for convenience and privacy. This home offers both comfort and elegance in every corner with its open floor plan and top of the line kitchen and baths. Enjoy the ease of a private primary suite on the main floor, complete with a massive walk-in shower and plenty of storage space. This open floor plan offers endless possibilities

    Meig Walz Newcomb Coldwell Banker Realty

    675 Durham Rd, Madison, CT 06443
  • /39

    $1,375,000

    • 3 Beds
    • 2.5 Baths
    • 2,610 Sq Ft

    108 Neck Rd, Madison, CT 06443

    TWO HOUSES SITED ON ONE BEAUTIFUL RIVERFRONT PROPERTY WITH 4000+ SF OF LIVING SPACE! Both charming, historic houses are on 1.1 acres with mesmerizing views of the Neck River. The main house, built c.1830 in the Federal style by shipbuilder Ellsworth Bassett, has been renovated for a modern look but retains its historic charm. Off the foyer, you'll find the LR with its impressive granite FP & the

    Margaret Muir William Pitt Sotheby's Int'l

    108 Neck Rd, Madison, CT 06443
  • /39

    $2,000,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 5 Baths
    • 5,900 Sq Ft

    231 Nortontown Rd, Guilford, CT 06437

    Modern European villa style living on the Connecticut Shoreline in Guilford, CT. Spread out across 5.26 acres of a lightly wooded lot, your luxury home awaits. With 4 bedrooms and fully updated 3 full bathrooms and 2 half baths there will be plenty of room to entertain. The Sellers left no stones unturned making this beauty shine. With much attention to details the kitchen and bathrooms have been

    Agota Perry-Hill William Raveis Real Estate

    231 Nortontown Rd, Guilford, CT 06437
  • /27

    $615,000

    • 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
  • /39

    $575,000

    • 2 Beds
    • 2 Baths
    • 1,374 Sq Ft

    46 Legend Hill Rd, Madison, CT 06443

    Highly coveted ranch style end unit in Legend Hill with partial ocean views. Vaulted ceilings, bright light throughout, a finished walkout basement and brand new carpet make this unit a must-see! The sun-drenched 3 season room boasts bucolic views. Features of the community include a large in-ground pool with a community gathering historic clubhouse with patios, terraces & professionally

    Meg Farmer Coldwell Banker Choice Properties

    46 Legend Hill Rd, Madison, CT 06443
  • /40

    $759,900

    • 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
  • /36

    $550,000

    • 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
  • /40

    $2,300,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 6 Baths
    • 5,795 Sq Ft

    584 Boston Post Rd, Madison, CT 06443

    Elegant European-Style home in the Heart of Madison. A perfect blend of luxury, privacy, and convenience in this remarkable 4,700+ sq ft home, ideally located just steps from the Madison Town Green, downtown shops, and stunning beaches. This five-bedroom home offers a host of exceptional features. Step through the front door into a dramatic two-story great room with an open floor plan, bathed in

    Kate Jasko Coldwell Banker Realty

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

    $2,900,000

    • 5 Beds
    • 4 Baths
    • 3,397 Sq Ft

    25 Seaview Ave, Madison, CT 06443

    Stunning, custom architectural designed home in the desirable Seaview Beach area. Situated on the high point of Seaview Ave on a corner lot, with deeded access rights to Long Island Sound & sandy beach by a dedicated waterway with cabana. This home was entirely rebuilt in 2010 and boasts numerous amenities, including custom woodworking, built-ins and cabinetry throughout, automated skylights,

    Alison Gould Gould Group LLC

    25 Seaview Ave, Madison, CT 06443
  • /38

    $649,900

    • 2 Beds
    • 1 Bath
    • 1,369 Sq Ft

    7 Meadow Ln, Madison, CT 06443

    "The River House" -serene vistas of the river and marsh from most every room in this precious, year round ranch. Brand new engineered septic w/1000 gal tank & roof are major improvements. Large windows bring the outside in where you can enjoy the abundant wildlife that thrives here. Meandering Neck River leads you to Long Island Sound; tidal in nature but allows for a shallow-bottom boat, kayak

    Amy Kirst William Pitt Sotheby's Int'l

    7 Meadow Ln, Madison, CT 06443
  • /40

    $725,000

    • 3 Beds
    • 2.5 Baths
    • 2,386 Sq Ft

    168 Green Hill Rd, Madison, CT 06443

    This stunning 3-bedroom, 2.5-bath colonial is truly turn-key, offering 2,386 sq. ft. Additionally, the rec room is easily used as a 4th bedroom! Set on a beautiful, flat acre next to preserved land, this home provides a great location, just minutes from town, beaches, and highways. Completely remodeled in 2018, this home features gleaming hardwood floors and Pella windows. The heart of the home

    Steven Elek Coldwell Banker Choice Properties

    168 Green Hill Rd, Madison, CT 06443
  • /35

    $639,900

    • 2 Beds
    • 2.5 Baths
    • 1,816 Sq Ft

    67 Boston Post Rd Unit 8, Madison, CT 06443

    This stunning 2-bedroom townhouse-style condominium is located in the nearly new East River Farms community. Designed with elegance, this neighborhood boasts a classic New England aesthetic, highlighted by a charming stone wall & professional landscaping. Inside, the home features a chef-inspired kitchen with an 8' granite island offering seating for four, a porcelain Shaw's farm sink, subway

    Dana Weinstein Coldwell Banker Realty

    67 Boston Post Rd Unit 8, Madison, CT 06443
  • /32

    $510,000

    • 2 Beds
    • 2.5 Baths
    • 1,280 Sq Ft

    123 Legend Hill Rd Unit 123, Madison, CT 06443

    Welcome to Legend Hill, where the sunsets from this 2-bedroom 2.5 bath condominium are unsurpassed! You will be in the town of Madison with its private beaches, quaint boutiques, and summer farmers markets on the town green. What a great place to call home! This recently renovated condo has crown molding, engineered hardwood floors, and a gas fireplace, adding warmth and ambiance on those chilly

    Scott Penna William Raveis Real Estate

    123 Legend Hill Rd Unit 123, Madison, CT 06443
  • /37

    $535,000

    • 3 Beds
    • 2 Baths
    • 1,576 Sq Ft

    67 New Rd, Madison, CT 06443

    Perfect Location - Just Minutes to Hammonasset Beach, Downtown Madison & I-95! This beautifully updated 3-bedroom, 2-bathroom ranch offers comfortable single-level living with an additional office and a spacious family room. The eat-in kitchen has been tastefully updated with Corian countertops and stainless-steel appliances. A screened-in porch leads to a new paver patio-perfect for outdoor

    Nancy Potts Coldwell Banker Realty

    67 New Rd, Madison, CT 06443
  • /31

    $935,000

    • 3 Beds
    • 3.5 Baths
    • 3,772 Sq Ft

    13 Longview Terrace, Madison, CT 06443

    Privately sited at the end of Longview Terrace with expansive marsh and river views this larger than most free-standing colonial at over 3700 sf offers luxurious condo living. With a three-story generous layout this unit is south facing and full of light and custom details. The oversized kitchen with breakfast area is open to a 22x17 private deck. The primary suite offers a fireplace, a very

    Margaret Muir William Pitt Sotheby's Int'l

    13 Longview Terrace, 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
  • /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

    $1,275,000 New Construction

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

    454 Horse Pond Rd Unit A, 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 A, Madison, CT 06443
  • /38

    $680,000 Open House 5/10

    • 5 Beds
    • 2.5 Baths
    • 2,323 Sq Ft

    23 Paper Mill Dr, Madison, CT 06443

    Welcome to 23 Paper Mill Drive - a timeless Colonial nestled in a quiet cul-de-sac neighborhood. This lovely 5-bedroom, 2.5-bath home offers 2,323 square feet of comfortable living space, plus a full unfinished walk-out basement with endless potential. Step inside to discover beautiful hardwood floors, a remodeled kitchen, all new windows, and classic touches throughout. The main level features a

    Dana Weinstein Coldwell Banker Realty

    23 Paper Mill Dr, Madison, CT 06443
  • /18

    $699,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 1,986 Sq Ft

    81 Colonial Rd, Madison, CT 06443

    Move right in to this beautifully renovated 4-bedroom, 2.5-bath Saltbox Colonial offering over 2,600 sq. ft. of stylish living space, just minutes from town and beaches. Set on 1.63 lightly wooded acres, the property backs up to land trust and 33 acres of Cockaponsett State Forest, with seasonal views of Madison Lakes to the east. Designer touches throughout include walnut-stained wide board

    Willard Finkle Coldwell Banker Realty

    81 Colonial Rd, Madison, CT 06443
  • /40

    $779,900 Open Sat 12PM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 3,892 Sq Ft

    94 Sportsman Hill Rd, Madison, CT 06443

    Welcome to 94 Sportsman Hill Road! Nestled on a 1.66-acre lot on a quiet cul-de-sac, this newly renovated colonial offers over 3,800 sq ft of versatile living space with 5 bedrooms, 3.5 bathrooms, a family room, an entertainment room, and more. Step inside to a bright center hall with a neutral palette and gleaming hardwood floors throughout. The kitchen features a center island with storage and

    Alejandro Pabon-Rey Dow Della Valle

    94 Sportsman Hill Rd, Madison, CT 06443
  • /40

    $550,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 2,027 Sq Ft

    182 Durham Rd, Madison, CT 06443

    Welcome to this beautifully maintained 4-bedroom, 2-bathroom home that blends comfort, style, and thoughtful upgrades. Inside, you'll find a spacious living area with eye-catching exposed wood beams, and an updated kitchen featuring modern finishes and appliances-perfect for everyday living and entertaining. This home is move-in ready with key updates including a new well pump, a new pool filter

    Timothy Johnson KW Legacy Partners

    182 Durham Rd, Madison, CT 06443
  • /3

    $454,000 Coming Soon

    • 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
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