Madison, CT Homes for Sale

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

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

Less than one mile from downtown Madison, this new construction home offers refined living with white oak floors, custom millwork, coffered ceilings, and abundant natural light throughout. The main level features 9-foot ceilings, a dramatic floor-to-ceiling gas stone fireplace with built-ins, a chef's kitchen with Sub-Zero and Wolf appliances, double ovens, pot filler, wet bar with wine chiller,

Steve Wollman Wollman Realty

Introducing the historic Ebenezer Dudley Home, circa 1828, a beautifully preserved residence set along the iconic stretch of Boston Post Road in the charming shoreline town of Madison, Connecticut. Situated on nearly an acre of picturesque grounds, this special property seamlessly blends early New England character with thoughtful modern updates, offering both historic charm and everyday comfort.

Laurie Mazzeo William Pitt Sotheby's Int'l

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

Experience effortless one-level living in this well maintained 3-bedroom, 2.5-bath ranch, perfectly situated on a private street in one of Madison's most sought-after locations. Nestled between two fairways of The Madison Country Club and just a short walk to downtown Madison, West Wharf Beach, and the Madison Surf Club, this home offers an unbeatable combination of privacy, convenience, and

Erin Connelly Coldwell Banker Realty

Location, location, location. Timeless elegance meets modern living in this beautifully appointed 5-bedroom Colonial, ideally situated just moments from Madison's beaches and charming town green. Thoughtfully designed for both refined living and effortless entertaining, the home offers expansive gathering spaces, gracious proportions, and seamless indoor-outdoor flow. Inside, sun-filled living

Melanie Scull William Pitt Sotheby's Int'l

Nestled on a peaceful 2.82 acre lot, this charming two-bedroom ranch offers the perfect blend of privacy, comfort , and natural beauty. With a lightly wooded landscape, the property provides a serene setting with open space for outdoor enjoyment. Inside, the home features a practical single-level layout with a cozy living area, complete with a wood burning stove, an inviting galley kitchen, and

Mary Polchaninoff Berkshire Hathaway NE Prop.

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

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

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

Discover the ultimate summer retreat at 63GG Dudley Lane, a completely remodeled two-bedroom cottage located in the desirable and private DeSabato's Camp community. This turn-key home is offered fully furnished and features a bright, open interior with upgraded cabinetry and modern finishes throughout that maximize space and style. The outdoor living space is exceptional, boasting a massive rear

Laura Ronghi Napoli Realty LLC

Close to town on desirable Church Lane, this iconic red Colonial with Vermont Burnwood siding makes a striking first impression, beautifully sited on its lot. Offering 2,178 square feet of living space, this 4-bedroom home also features a spacious 730 sq ft heated, finished lower level complete with a fireplace, office, and attractive stone tile flooring that opens to a patio and inviting

Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

Highest & Best due for April 1st - 12:00 Noon Discover the perfect blend of warmth, character, and lifestyle in this inviting four-bedroom Cape, ideally situated on a quiet street just minutes from Madison's Town Center and pristine beaches. The sun-drenched living room features an oversized front window and cozy wood-burning fireplace. Flow seamlessly into the dining room, sized beautifully for

Amy Kirst William Pitt Sotheby's Int'l

Experience the best of shoreline living in Madison, just about a mile from the sandy beaches of Hammonasset. This charming seasonal cottage offers a bright, airy feel with vaulted wood-beamed ceilings and natural light throughout-perfect for easy summer living by the water. With 647 square feet, the home includes two bedrooms (one ideal as a den or flex space), a sun-filled kitchen with stone

Karen Floriano William Raveis Real Estate

Escape to the Connecticut shoreline with this beautifully maintained seasonal cottage in Dud's Village in Madison-the perfect summer retreat just minutes from the beach. Located less than one mile from Hammonasset Beach State Park, Connecticut's largest shoreline park, this charming getaway offers effortless access to two miles of sandy beaches, scenic walking and biking trails, and endless

Tricia Farin Real Broker CT, LLC

Seldom-available offering in one of Madison's premier neighborhoods. This versatile split-level home sits on a double lot spanning over 2 acres, offering exceptional privacy and room to grow. Set back from the street with a circular driveway, the property unfolds to reveal 4+ bedrooms, 3 full baths, and flexible living spaces designed for how you live today. The kitchen, which is the heart of the

Sue Woods William Pitt Sotheby's Int'l

Positioned in a highly desirable Madison location just minutes from town, shoreline beaches, and local shops, 1281 Durham Road delivers space, versatility, and opportunity on approximately half an acre. This property offers a flexible layout rarely found at this value point in the shoreline market. The main level showcases a generously sized living room centered around a fireplace, creating a

Michelle Lorenzetti Premier Re Group LLC

Own an architectural masterpiece with waterviews! Rarely is a Robert Page (AIA) designed coastal home available and this is one of his most compelling. A collaboration with master builders Baldwin and Baldwin and executed with precision, this 3300 sf home with three exterior decks, (including a "Skydeck"), unfolds over four levels. Finished in 2010, this 3(+) bedroom, 3.1 bath gem offers 3300

Margaret Muir William Pitt Sotheby's Int'l

An unbeatable location, 37 Lantern Hill is set in one of Madison's most desirable in-town neighborhoods. Close to sandy beaches, charming town center and the Madison Country Club, recreation and everyday conveniences are right at your doorstep. Traditional by design with ten foot ceilings, abundant natural light and generously scaled rooms that create an airy feel, ideal for relaxing or

Margaret Muir William Pitt Sotheby's Int'l

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

Perched high above the flood plains, this pristine coastal retreat captures sweeping views of the Neck River as it opens into the Long Island Sound. Thoughtfully designed to embrace its stunning setting, the home's open floor plan is filled with natural light and seamless indoor-outdoor flow. At the heart of the home, a chef-inspired kitchen blends beauty and function-perfectly for entertaining

Meig Walz Newcomb Coldwell Banker Realty

Perched back from and above a quiet cul-de-sac, in one of Madison's most prestigious communities, this stately five bedroom Colonial is minutes from I-95 and Madison's Town Green and beaches. The home is perfect for entertaining boasting a renovated chef's kitchen with dining area; adjacent to the home's covered deck overlooking an inviting in-ground pool, and spacious family room with fireplace.

John Campbell Compass Connecticut, LLC

Live the shoreline lifestyle in the highly sought after beach area of Neck Road. This charming home offers a rare opportunity to enjoy coastal living in a location that truly has it all. An inviting front porch welcomes you in and provides the perfect spot for morning coffee or relaxing at the end of the day. Inside, the spacious living room features beautiful built-in bookshelves and it flows

Anne-Marie Pagli William Raveis Real Estate

Charming Cape Cod in the Harbor Avenue Beach community, with a short walk to a lovely sandy beach and Long Island Sound. Lots of room for entertaining friends and family, including a large enclosed heated porch surrounded by sliders that lead to a side deck and fenced back yard. Family Room with wood stove. Two bedrooms (one on the first level) and 2 full baths. Some upgrades, including new

Alison Gould Gould Group LLC

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

Welcome to Windemere East. Located in Madison Ct this condo offers ranch style living with open floor plan. Hardwood floors throughout the unit. Unit offers 1,476 sq feet of living space. Two Bedrooms and 2 full bathrooms having primary with roll in en-suite. Sunroom with ever changing views of the Hammonasset River. A short drive to Hammonasset State Park and downtown Madison. Main Street offer

Paula Stuart Berkshire Hathaway NE Prop.

Offering 3,532 sq ft of well-designed living space, this 4-bedroom, 3.5-bath home combines comfort, functionality, and room to grow. The upper level features beautiful hardwood floors and a well-appointed primary suite set privately apart, complete with cathedral ceilings, a walk-in closet, and a large en-suite bath with a soaking tub. There are three additional bedrooms on this level. The main

Emily Lovejoy William Raveis Real Estate