Madison Real Estate Search

Madison Properties for Sale

Our website features the best Madison real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

Madison is a quaint beach town in New Haven County.  Known for its beaches, top rated schools and its picturesque downtown shopping filled with boutique stores including the world famous RJ Julia Bookstore.   Madison’s town population is around 18,000 spread out over approximately 6500 households. 


Perhaps its largest tourist attraction is Hammonasset State Park.  Hammonasset State Park boasts the state’s longest public beach, areas to camp, and access to the Greenway Trail.


Madison has several other main beaches including the Surf Club, East Wharf and West Wharf.  There is also the Madison Beach Club which has its own beach for members.


The Madison Country Club is an 18 hole golf course located a short walk from the beach which makes it a great spot for golf enthusiasts.   


Conveniently located almost at the midpoint between New York City and Boston, Madison has several transportation options for commuters and travelers alike.  Shoreline East and Amtrak are commuting options as well as I95.



Home to both annual residents and summer only residents, Madison is truly a gem on the Shoreline.


You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Madison real estate market? Sign up for a  Madison Real Estate Market Report to see what’s active, under contract, and sold!

Newest Madison Properties for Sale

3 Beds 3 Baths 24000367 MLS
Nestled amidst the tranquil embrace of natural splendor, this exquisite Madison home epitomizes serenity on its expansive 1.35-acre lot. This meticulously maintained center hall colonial spans 2,420 sq.ft. of living space. At the heart of the home lies a chef's kitchen w/a central island boasting a SS Viking gas cooktop & hood, as well as a dishwasher, double wall oven, & SS fridge. Beyond the FR is a cozy gas fireplace, framed by double glass doors leading to the outdoor deck, while a sprawling bay window invites picturesque views of the natural landscape. Entertain in the spacious DR or enjoy the quiet comforts of the formal LR. Completing the main level is a convenient half bath & foyer. 2nd level offers primary BR w/an ensuite bath & generous walk-in closet. 2 add. spacious BRs, office, hallway full bath, & 2nd-level laundry. LL presents 1,187 sq.ft. of unfinished potential w/a walk-out door. Walk up attic, offering an add. 1,187 sq.ft of unfinished space. Other features include, central AC & pushed heat for the main 2 levels & the LL, oversized attached 2-car garage, new GAF Golden Pledge Warranted Roof w/new seamless gutters, freshly painted interior & outdoor shed. Embrace a lifestyle of leisure & exploration, w/nearby attractions including the Rockland Preserve, offering biking & hiking trails, Lake Quonnipaug, & Hammonasset Beach. Settle into the embrace of nature's beauty & make this magnificent home in the charming town of Madison, CT, your cherished haven.

98 Dorset Lane, Madison

2 Beds 2 Baths 170625247 MLS Windermere BLDG.
Designed for the way we live today, this well maintained and beautifully remodeled ranch style unit is just what you have been looking for in the perfect shoreline home. Offering lovely water views, the spacious open floor plan is an ideal balance of relaxed and refined…allowing interior spaces to blend beautifully with the natural surroundings. A warm and welcoming entrance makes a great first impression and opens to the living room, centered around a wood burning fireplace, a well-appointed Chef’s kitchen and dining area, ideal for entertaining. The enclosed four seasons porch is the perfect place to rest, relax or simply enjoy the day and leads to a private deck offering ever changing views of the marsh and abundant wildlife. The primary suite, with its own private bath and the guest room, currently used as a study, is adjacent to a full bath with laundry area. The lower level, with a walk-out, offers a variety of expansion possibilities and is ideal for all of your storage needs. Whether you are looking for a full time residence or a weekend retreat enjoy all Madison has to offer including great restaurants, unique shops, the amazing R.J. Julia Bookstore, beautiful beaches including Hammonasett State Park and so much more. Easy commute by train or I-95 to New Haven, NYC or Boston…for travelers it’s close to Tweed New Haven, Providence and Hartford/Bradley Airports. Schedule an appointment today and start living the life you have always dreamed of.

13 Canborne Way Unit #13, Madison

3 Beds 2 Baths 170621817 MLS
DIRECT WATERFRONT opportunity on one of Madison's premier location. This year round amazing beach home with direct private beach access is a luxurious oasis that epitomizes costal living at it finest. Nestled on the edge with views of the long island sound, this stunning retreat offers a unique blend of sophistication, comfort and breathtaking water views of natural beauty. Indulge in the remarkable charm of this 3 large bedroom/2 full bath beach house boasting PANORAMIC VIEWS from every room. Stepping inside, you are greeted by a spacious and open living area that flawlessly merges indoor and outdoor living. This tranquil retreat with modern amenities and design has new central air, a spacious wrap around deck, upper balcony and a stunning stone wall. In addition, it offers vaulted ceilings, walls of windows, offering panoramic views of the captivating waterfront and showcasing the sunsets that grace the horizon each evening. It features a new bright white kitchen with quartz countertops, a gas propane fireplace in the great room, custom built in shelves, Anderson windows. The primary bedroom which can be either on the main or upper level. The close proximity to the center with its recreational activities provides endless possibilities to enrich your leisure time. Whether you're seeking adventure, retail therapy, dining, golf, hiking or simply a leisurely afternoon this location offers many options. Owner is a broker

146 Chittenden Field Lane, Madison

7 Beds 7 Baths 170619259 MLS
One of the shoreline’s most iconic waterfront properties - “Red Top” as it’s locally known for its distinctive red roof - has panoramic views of L.I. Sound from every room & space for all with 7 bedrooms & 5 full & 2 partial baths. With 9’+ ceilings and gleaming wood floors throughout, this Architectural Digest ready gem has an open floor plan and oozes charm recalling the glamour and comfort of a bygone era. The living room with a handsome stone fireplace and formal dining room open to a capacious (36’x 10’6”) screened porch overlooking your own private, sandy beach.The oversized kitchen has an island with seating and an area for casual dining, includes a Subzero refrigerator, 2 dishwashers, a wine bar & extensive cabinets and counterspace. The 2nd floor family room is a wonderful place to read, relax &enjoy the view and sure to be a favorite location. Set back from coveted Middle Beach Rd, the professionally landscaped yard with specimen trees & plants provide a special privacy to this mint condition, exceptional home. This unique getaway was built for entertaining & gatherings of all types. Early owner Grover Whalen (“Toastmaster of NYC") hosted many luminaries of the day here including Mayor Fiorello Laguardia. Imagine the plans they made sitting on the screened porch watching the sun set over Long Island.These two men meant more to that period of city life than most any others of their era. This storied retreat is still just 90 miles/90minutes from Manhattan.

118 Middle Beach Road, Madison

5 Beds 4 Baths 170600185 MLS
Welcome to Hydrangea Hill, A stylish 5-bedroom, 4-bathroom expanded Cape with two separate living area wings, located in the beautiful waterside community of Madison, Connecticut. The home is perfectly situated on a quiet cul-de-sac close to town and beaches, it offers spacious and modern living spaces, featuring timeless design and high-end finishes. Once inside this stylish home you will discover the multiple ways it can be used to meet a variety of lifestyle demands. The unique layout offers many possibilities: i.e. extended family living under the same roof but allowing privacy and independence, live-in staff, teen wing, extended stay guests or comfortable work from home options. The informal entry is gained by double glass doors into an expansive, light filled breezeway with custom storage solutions for coats, boots, hats, and outdoor gear. Two separate living wings are accessed off the breezeway. To the right is the main house wing and to the left is the guest wing. Each wing has its own kitchen, laundry and hot water and HVAC systems. Recent tasteful renovations are evident throughout the home with work done by expert local builder Coady Construction. Don't miss the opportunity to own this stunning property in a sought after beach community with a vibrant town center. Madison is located on the Connecticut Shoreline, 25 minutes to New Haven and easy access to New York and Boston by rail, Hartford airport and I-95.

17 Hilltop Drive, Madison

3 Beds 3 Baths 170609222 MLS
RECENT UPDATES have been made to this coastal year round, 3-bd, 3 full bath beach house located just steps away from the gentle waves and golden sands. Nestled in the Seafield neighborhood, this Cape Cod style beach house sits on a corner lot with flowering trees, new stone driveway, new furnace and new septic. The one car garage is equipped with a 220 outlet for an electric car. Stepping inside, you're greeted by an open concept living area, wood burning fireplace, a vaulted, beam ceiling. The sunlight kitchen is fully equipped and very functional. Adorned with neutral gray cabinetry, new granite counters, updated lighting and eat-at island. The upper level has three good sized bedrooms for a tranquil retreat. The primary suite with cozy sitting area, double closets, boasts a private full bathroom. The guest bedrooms both have large closets and share a generously sized full bathroom, ensuring both comfort and privacy for your guests. This beach home is Not in a flood zone. Owner is a broker. The outdoor space offering a tranquil lounge area with an electric awning covered brick patio, grill area, dining area, outdoor garden, beach shed, as well as an outdoor shower. The biggest draw of this beach house is its close proximity to its private beach, private association which includes a boat launch, large gathering area for entertaining on the beach. It's a true embodiment of costal living at its finest, a place for complete relaxation. Water Views. Owner is a broker.

26 Bassett Lane, Madison

170586655 MLS
THE RAREST OF OPPORTUNITIES! A beautifully open level pastoral setting that has BEEN IN THE FAMILY FOR 5 GENERATIONS ! And talk about LOCATION, LOCATION, LOCATION. Less than ONE mile to Hammonasset State Park w/ Connecticut's longest continuous shoreline beach, the Shorelineline Greenway & Meig's Point Nature Center as well as to the town's Salt Meadow Park w/ a brand new Dog Park. Less than TWO miles away is downtown Madison w/ it's fine dining, variety of shops, Post Office, Scranton Library & train station for local commute into New Haven & access to New York, Boston, & beyond. Need a break closer, something right outside your door? Literally only 150 feet to the North is The Rettich Preserve that was a riverside farm for over 100 years, now 11 acres with preserved outbuildings, fruit trees, meadows, walking trails & peaceful frontage along the Hammonasset River with expansive tidal salt marshes across the way. In the opposite direction along the entire Southern border you have the long forever views out over the rolling natural fields of wild flowers that is Strathmore Farms Open Space, a pollinator's delight. What better for solar too. Now back to this stunning parcel with MINIMAL development costs, 158 foot road frontage w/ a welcoming stonewall in need of repair after hundreds of years, NO wetlands, NO high risk flood zone & again flat & open. Just had test pits done & the results are excellent & w/ only perc tests to go before you file a site plan. Don't wait, will GO

210A River Road, Madison

7 Beds 7 Baths 170597020 MLS
Understated Elegance at its Finest! 61 High Hill Circle is the rare gem of a home that offers a seamless blend of space, pride of ownership, warmth, heart & soul. The 1st floor features a bright & open chef’s kitchen with wood beams & all the bells and whistles! This room is the anchor of the home and offers views of the private driveway, backyard and gorgeous 20’x44’ salt water pool. The family room is the perfect spot for a movie night for 2 or 12 with the fireplace and cozy feel. The mudroom offers double washer & dryers and loads of storage. This floor is rounded out with a dining room, formal living room, vaulted ceiling sunroom & 1st floor office with a private bath. The 2nd floor offers a primary bedroom with a fireplace and an oversized bathroom complete with a soaking tub. You’ll find 4 additional beds and 2 full baths on this floor. The 3rd floor “Tower” offers 2 sun-filled bedrooms, a walk-in closet and a full bath. The lower level is highlighted by a gym, mudroom and 2 garage bays. The private entrance apartment is a WOW & offers 2 beds, a full bath, office area & one floor living. Boater or Car enthusiasts? The bonus 4 car garage will impress with 13’ ceilings, rebar re-enforced concrete floors, a 2 post commercial lift, heating & cooling. The grounds are professionally manicured & are surrounded by land trust and White Pines. This is a home for the discerning Buyer who seeks privacy, convenience, a well-designed floor plan and a beautifully maintained home!

61 High Hill Circle, Madison

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