Madison, CT Houses for Sale

Built in 1854 for the Chittenden family, this historic Madison home sits on a beautifully landscaped, level one-acre lot and blends classic New England charm with modern upgrades. The main residence features three bedrooms on the second floor, plus a finished third-floor loft that serves as a fourth bedroom, office, or playroom. A highlight is the detached oversized garage with a connected studio

Jack Hill Seabury Hill REALTORS

Nestled along the shores of Long Island Sound, this classic 3-bedroom, 1.5-bath, this 1116 sq.ft cottage offers a rare opportunity to own a true waterfront retreat with panoramic views-including Faulkner's Island-and a separate deep water dock on the Neck River just across the street. From the moment you step inside, you're welcomed by sweeping, unobstructed water views and endless potential.

Cheryl Kebalo ENRG Global Realty, LLC

One-of-a-kind home in a small, sought-after subdivision close to the heart of charming Madison, CT. This architecturally distinctive residence features soaring cathedral ceilings and skylights in the living room, vaulted ceilings in the dining room, and a striking shiplap ceiling in the expansive family room. Two wood-burning fireplaces create cozy focal points in both living and family rooms.

Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

The best of all worlds awaits in this year-round 5-bedroom, 3-bath home located on a private, quiet road across from the third hole of the Madison Country Club. Walk downtown or stroll to the beach to enjoy sandy shores and breathtaking sunsets. Perfect for entertaining, the layout features a bright living room that opens to the dining area. The galley-style kitchen, thoughtfully designed by

Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

The 1779 Curtis Dudley center chimney cape w/extensive expansion & renovation is 2558 Sf of inviting & elegant spaces. Yesterday's charm & all the conveniences of today (new roof, central air conditioning, etc.) With wide plank Chestnut floors and 3 fireplaces in the first floor Living Room, Dining Room & Keeping Room the vintage house charm is so inviting! The Keeping Room has a wall of French

Leigh Whiteman William Raveis Real Estate

Welcome to your private oasis-This one-of-a-kind Contemporary Colonial home offers 4 bedrooms, 2.5 baths, and a versatile floor plan designed for both grand entertaining & everyday comfort. Step into the impressive foyer, where an expansive living room & formal dining area set the stage for elegant gatherings. The kitchen at the heart of the main level gleams with granite countertops,

Erin Connelly Coldwell Banker Realty

Welcome to Madison and the magic of Shoreline Living at its best. Nestled in a small community of homes living with immediate access to the river is 3 Arrowhead. As you enter your home you are greeted with sun filled rooms that bring the outside in, along with all of the beautiful sounds of chirping birds. The easy flow of your designer kitchen, adjacent dinning room and spacious living room

Diana Hartman William Pitt Sotheby's Int'l

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

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

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

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

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

Welcome to this beautifully updated 4-bedroom, 2-bath split-level home with a sleek, contemporary design. The main level features an open-concept layout with an updated kitchen, hardwood flooring, and vaulted ceiling. Sliding doors lead to a spacious enclosed 3 season porch, complete with a skylight and ceiling fan-perfect for relaxing or entertaining. Step outside to enjoy a deck, a patio, and

Susan Warner-Lambert Carbutti & Co., Realtors

Welcome to 77 East Wharf! This beautifully designed five-bedroom Cape Cod-style home is perfectly situated high on the property to capture breathtaking views of the Long Island Sound and tranquil Fence Creek. Ideal for entertaining or hosting beach-loving visitors, this home also includes a charming one-bedroom apartment over the garage. Begin your experience with a private walkway bordered by a

Meig Walz Newcomb Coldwell Banker Realty

Welcome home! This lovingly maintained 4-bedroom colonial is Located at the end of a beautiful cul-de-sac neighborhood only 15 minutes to the quaint Madison downtown and its beaches. Plenty of room for everyone including the family dog in this 2377 square foot home with finished walkout basement and invisible fence. Hardwood floors throughout with a lovely woodburning woodstove in the family

Jane Cardarelli William Raveis Real Estate

CHARMING LARGE MADISON MOTHER /DAUGHTER 2 BEDROOMS LARGE MODERN CHEFS KITCHEN LIVING ROOM WITH FIREPLACE LARGE BATH LAUNDRY AND BONUSROOM EXTENDING THE WIDTH OF THE HOUSE UPSTAIRS ALL NEW A LARGE LIVING ROOM KITCHEN BATH 2 BEDROOMS AND A PRIVATE ENCLOSED BALCONY OVERLOOKING THE BEAUTIFUL JUST SHY 1/2 ACRE PRIVATE YARD. AND GARAGE. A MUST SEE A TRUE FAMILY HOME !!!

Dan Rocano Exit Realty Everyday

UNIQUE CONTEMPORARY HOME SURROUNDED BY NATURE. CONVENIENTLY LOCATED IN SMALL ENCLAVE OF THREE HOMES, SET BACK OFF THE BOSTON POST ROAD. COMPLETELY RENOVATED IN 2013-2015. NEW ROOF, KITCHEN, BATHS, FLOORING, HEATING, A/C, WINDOWS, STAIRCASE, LIGHTING,ELECTRICAL , TONGUE AND GROOVE PINE VAULTED CEILING, AND MORE. LIKE WALKING IN ARCHITECTAUL DIGEST MAGAIZINE! FIRST FLOOR MASTERBEDROOM WITH GORGEOUS

Camille Ackermann Berkshire Hathaway NE Prop.

Delightful seasonal(4/1-10/31)storybook cottage located in a vintage beach community nestled on leased land located in the picturesque coastal town of Madison Ct. This unique village is on 6 acres situated adjacent to the sandy stretch of Long Island Sounds Hammonassett State Park, Salt Meadow Park (includes dog park) & the Greenway trail. You will be greeted by a freshly painted (exterior)home

Karen Bruno Roos Williams Real Estate

Madison Connecticut - Coastal living adjacent to Hammonassett Beach State Park! Live an iconic coastal lifestyle! Modest cost, HIGH VALUE! This super cute, astute, well made c1958 cottage is the perfect vacation home 7 months of the year. Seasonal community where you may occupy your home April 1 - October 31. This cottage is on Third Street offering privacy tucked down the lane. It has been

Laurie McCann William Pitt Sotheby's Int'l

If you're dreaming of summers by the shoreline, this charming cottage in Dud's Village, Madison, offers the perfect seasonal escape. Less than a mile from Hammonasset Beach State Park-Connecticut's largest shoreline park-this move-in-ready cottage offers easy access to two miles of sandy beaches, scenic walking and biking paths, and endless outdoor activities. A private path from the village

Margaret Curry William Raveis Real Estate

LOVERS OF ANTIQUE HOUSES REJOICE! The Augustus Peck House c.1824. Beautiful, wide board chestnut floors, multiple fireplaces, exposed beams, a first floor primary bedroom and bath, an updated country kitchen/family room, a charming living room, an office and a large (21' x15') four season sunroom make for easy first floor living. Upstairs are two bedrooms which share a full bath, a small sitting

Margaret Muir William Pitt Sotheby's Int'l

Sleeps 5!! Delightful seasonal cottage circa 1930 has been lovingly updated with all the modern comforts while preserving its charm and character.The cottage is located in a Vintage beach community nestled on approximately 6 acres of leased land located in the picturesque coastal town of Madison Ct. This unique village is situated adjacent to the sandy stretch of Long Island Sounds Hammonassett

Karen Bruno Roos Williams Real Estate

Stunning, custom architecturally 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

3 bedrooms 2 bathroom ranch home with 2 car garage. One floor living. House was renovated in 2024. Brand new appliances. Located on a private road. Close to the Madison center and yet private. Close distance to the Bauer Park. Enjoy community garden and beautiful views. Exceptional schools. Nice Neighborhood.

Derek Eisenberg Continental Real Estate

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

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

Welcome to this spacious and versatile Colonial home located less than 2 miles from charming downtown Madison, CT. With 4-5 bedrooms, 3.1 baths, and three fireplaces, this home offers the perfect blend of classic elegance and modern functionality. The large living room with fireplace is ideal for gatherings, while the inviting family room features built-in cabinetry, bookshelves, a cozy

Sheila Tinn-Murphy Berkshire Hathaway NE Prop.