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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

    $899,900 Open Sat 12PM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 3,258 Sq Ft

    7 Wildcat Rd, Madison, CT 06443

    Nestled in the desirable Century Oak subdivision, this meticulously maintained home exudes charm and modern convenience. With its elegant crown molding and soaring 9-foot ceilings, every room feels spacious and airy. The gleaming hardwood floors throughout add a touch of warmth and sophistication, enhancing the home's overall appeal. The open floor plan seamlessly connects the living, dining, and

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (475) 252-5990

    7 Wildcat 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
  • /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
  • /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
  • /40

    $1,000,000

    • 3 Beds
    • 2 Baths
    • 1,037 Sq Ft

    63 Circle Beach Rd, Madison, CT 06443

    Discover the charm of DIRECT WATERFRONT living with this circa 1940 cottage, perfectly situated on a .11-acre sandy beach along the shores of Long Island Sound. Featuring 3 bedrooms and 2 full baths, this 1,000+ SF home offers a seamless blend of coastal charm and modern convenience, including mini split systems for heating and cooling. The open-concept kitchen, dining, and living areas are

    Rose Ciardiello William Raveis Real Estate

    63 Circle Beach 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
  • /40

    $949,000

    • 4 Beds
    • 2.5 Baths
    • 3,068 Sq Ft

    114 Neck Rd, Madison, CT 06443

    This stunning riverfront colonial, just blocks from the Long Island Sound, offers an unparalleled lifestyle. Imagine relaxing in your private backyard, complete with a saltwater hot tub, while enjoying breathtaking views of the Neck River. The home's interior is equally captivating. A spacious living room, featuring a wood-burning fireplace, provides a focal point with direct river views.

    Toni Iandoli William Pitt Sotheby's Int'l

    114 Neck 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
  • /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
  • /37

    $1,899,999

    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft

    146 Chittenden Field Ln, Madison, CT 06443

    Welcome to this Spectacular Waterfront, Year-Round, contemporary cape located directly on your private beach. This home has been completely renovated and professionally decorated, giving it a fresh and modern feel. As you step inside, you will be greeted by a spacious, open living area with panoramic views of Long Island sound. Large windows allow natural light to flood the space, creating a

    Lori Bartone William Raveis Real Estate

    146 Chittenden Field Ln, Madison, CT 06443
  • /39

    $2,000,000 Open Sun 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
  • /32

    $725,000

    • 4 Beds
    • 2.5 Baths
    • 2,008 Sq Ft

    14 Timber Ridge Rd, Madison, CT 06443

    Welcome Home to This Charming, Move-In Ready Madison Gem! Located on a quiet cul-de-sac just minutes from town and Madison's beautiful beaches, this meticulously maintained home offers the perfect blend of classic charm and modern updates. The sun-drenched, remodeled kitchen features high-end appliances, including a Sub-Zero refrigerator, Thermador dual-fuel 5-burner range, and quartz

    Alicia Mahon William Pitt Sotheby's Int'l

    14 Timber Ridge Rd, Madison, CT 06443
  • /40

    $2,300,000 Open Sun 11AM - 1PM

    • 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

    $699,000

    • 3 Beds
    • 2.5 Baths
    • 2,840 Sq Ft

    13 Old Toll Rd, Madison, CT 06443

    Welcome to your own private retreat - 13 Old Toll Rd., Madison! Stunning updated home with Iron Stream Views! This captivating colonial sits on a serene, level lot with a tranquil stream bordering the rear of the property, feeding into picturesque Dream Lake. Perfectly blending luxury and comfort, this home is a true escape. Step into the gourmet kitchen, a chef's dream with granite countertops,

    Allison Ciarcia William Raveis Real Estate

    13 Old Toll Rd, 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. A brand new engineered septic w/1000 gal tank & roof are major improvements. Large windows bring the outside in where you can sit and enjoy the abundant wildlife that thrives here. Meandering Neck River will lead you to Long Island Sound; tidal in nature but allows for a shallow-bottom

    Amy Kirst William Pitt Sotheby's Int'l

    7 Meadow Ln, Madison, CT 06443
  • /38

    $699,999 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,657 Sq Ft

    40 Harkness Dr, Madison, CT 06443

    Discover the perfect blend of modern luxury & classic charm at 40 Harkness Drive. This beautifully renovated colonial, set on a 1.23-acre lot, offers 2,657 sq ft of thoughtfully designed living space w/ 4 bedrooms & 2.5 bathrooms. Step through the double front doors into a stunning open-concept layout. The spacious dining room seamlessly flows into a brand-new kitchen, featuring custom cabinetry,

    Lauren Freedman Coldwell Banker Realty

    40 Harkness Dr, Madison, CT 06443
  • /14

    $548,700

    • 3 Beds
    • 2 Baths
    • 1,477 Sq Ft

    1 Lantern Ct Unit 1, Clinton, CT 06413

    Rare, Detached RANCH Condo home at private, desirable, Lantern Court Condominiums...Historic Village..55 years old and over, only 13 units. The only detached, separate unit in the complex..1500sf, 3 BR, 2 full baths, 2 car garage, hardwood floors throughout, LR/DR combo, Large kitchen w/granite counters and sliders to huge rear deck, laundry room, Front porch, Lots of windows and light, huge

    Gary Damato Press/Cuozzo Realtors

    1 Lantern Ct Unit 1, Clinton, CT 06413
  • /14

    $548,700

    • 3 Beds
    • 2 Baths
    • 1,477 Sq Ft

    1 Lantern Ct Unit 1, Clinton, CT 06413

    Rare, Detached RANCH home at private, desirable, Lantern Court Condominiums...Historic Village..55 years old and over complex, only 13 units..but home is not subject to 55 and over rules. The only detached, separate unit in the complex..1500sf, 3 BR, 2 full baths, 2 car garage, hardwood floors throughout, LR/DR combo, Large kitchen w/granite counters and sliders to huge rear deck, laundry room,

    Gary Damato Press/Cuozzo Realtors

    1 Lantern Ct Unit 1, Clinton, CT 06413
  • /40

    $509,900

    • 3 Beds
    • 2 Baths
    • 1,608 Sq Ft

    1928 Durham Rd, Madison, CT 06443

    Step into this one-of-a-kind 1747 post-and-beam modern farmhouse that blends historic charm with contemporary luxury. Nestled on a serene and private 1.2-acre lot, this property offers the perfect retreat while being thoughtfully updated for modern living. The interior boasts beautifully preserved, original hardwood floors that exude timeless character throughout the home. A fully renovated

    Tom Vanacore Century 21 AllPoints Realty

    1928 Durham Rd, Madison, CT 06443
  • /35

    $639,900 Open Sat 1PM - 3PM

    • 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
  • /33

    $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! Imagine being within eight minutes of one of the most beautiful, serene beaches on the Connecticut shoreline. 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

    Scott Penna William Raveis Real Estate

    123 Legend Hill Rd Unit 123, Madison, CT 06443
  • /39

    $645,000

    • 2 Beds
    • 2 Baths
    • 1,424 Sq Ft

    16 Canborne Way Unit 16, Madison, CT 06443

    Desirable Windermere East with views of the Hammonasset River, a private patio, a FULL basement and BEAUTIFULLY renovated! This ranch is in mint condition with an expanded and fully renovated kitchen with an island, granite counters and stainless steel appliances. The open concept is one of the special features of this unit. Along with the cozy family room with a cathedral ceiling, built-ins, a

    Laurie Mazzeo William Pitt Sotheby's Int'l

    16 Canborne Way Unit 16, 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
  • /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
  • /39

    $589,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 1,854 Sq Ft

    15 Pepperwood Ct, Madison, CT 06443

    Welcome to 15 Pepperwood Ct., an 1854-square-foot colonial that awaits its new owners. This four-bedroom, two-and-a-half-bathroom colonial features hardwood floors throughout, creating an inviting ambiance. The updated Chefs kitchen is equipped with granite countertops, GE Profile SS double wall ovens, New Whirlpool SS double-door refrigerator with pull-out freezer, SS Bosch dishwasher, GE

    Joe Scarpellino Coldwell Banker Realty

    15 Pepperwood Ct, Madison, CT 06443
  • /38

    $449,900 Open Thu 3:30PM - 5:30PM

    • 3 Beds
    • 2.5 Baths
    • 2,446 Sq Ft

    98 Bartlett Dr, Madison, CT 06443

    Presenting 98 Bartlett Drive, a colonial style home with boundless potential, nestled in the charming town of Madison, CT. This 3-bedroom, 2.5-bath home offers a canvas for those with a vision to create their dream space, complete with a detached two-car garage featuring an unfinished walk-up attic for additional storage or future expansion. The home's versatile layout includes a spacious living

    Nikki Travaglino William Pitt Sotheby's Int'l

    98 Bartlett Dr, Madison, CT 06443
  • /3

    $550,000 Open Sat 11AM - 2PM

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

    97 Mungertown Rd, Madison, CT 06443

    97 Mungertown Rd, Madison, CT - Stylishly Remodeled & Ideally Located! Welcome to 97 Mungertown Rd, a beautifully remodeled 3-bedroom, 2-bathroom home offering comfort, flexibility, and a prime location in the heart of Madison. Situated less than a mile from Hammonasset State Park, Madison Country Club, and schools of all grade levels, this home puts convenience and lifestyle right at your

    Diandra Shafer The Agency

    97 Mungertown Rd, Madison, CT 06443
  • /40

    $1,395,000 Coming Soon

    • 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
  • /40

    $595,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,604 Sq Ft

    93 Race Hill Rd, Madison, CT 06443

    Welcome to this stately 4-bedroom, 2.1-bath Colonial home ideally situated in Madison, CT near the picturesque Race Hill Farm. Set on a lovely country lot with mature landscaping and a sense of privacy, this home offers both tranquility and convenience, just minutes from Madison's vibrant town center and scenic beaches. Inside, you'll find an open floor plan that seamlessly connects the spacious

    Heather Dacey William Raveis Real Estate

    93 Race Hill Rd, Madison, CT 06443
  • /40

    $2,900,000 Coming Soon

    • 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
  • /40

    $1,295,000 Coming Soon

    • 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
  • /2

    $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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