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

4 Beds 4 Baths 24027270 MLS
Nestled on 3 acres in the serene Indigo Trail and surrounded by the Cockaponset State Forest, this exceptional home by renowned builders Wilcox and Burt epitomizes bespoke craftsmanship and luxurious living. Boasting a custom design curated by its original owner, the residence unfolds with a grand entryway that sets the stage for impeccable space and design throughout. The highlight is the dramatic two-story family room, suffused with natural light pouring through expansive windows and complemented by a stunning stone fireplace. Every detail, from the intricate moldings to the exquisite woodwork, speaks to the home's unparalleled quality. The remodeled chef's kitchen features professional-level appliances, custom cabinetry and a spacious island while the primary bedroom suite offers a tranquil retreat with a spacious walk-in closet and a remodeled spa-like bath. Additional generously sized bedrooms feature access to updated baths, ensuring comfort for all. The third-floor retreat provides versatile space ideal for an office or leisure area. Meanwhile, the lower level, currently utilized as a gym, offers potential for further customization. Outside, the mature landscaped grounds have been meticulously cultivated to evoke a park-like oasis with a blue stone patio perfect for outdoor gatherings. A stunning detached 2-story post-and-beam barn and potting shed cater to hobbies and storage needs, with potential for expansion into a game room or studio space.

58 Indigo Trail, Madison

4 Beds 2 Baths 24027144 MLS
Rarely available, sunny, & spacious colonial w/ stunning ocean views, steps from a private beach situated in the highly sought after Overshores Beach Association. The property has been lovingly maintained & is brimming w/ history as it has been in the same family for generations since it was built in 1934. For decades it served as a peaceful retreat for a local artist, some of whose paintings still adorn the walls. Features include central air, tankless hot water heater, gas fireplace, 2-car garage, outdoor shower, a wrap-around porch of Brazilian walnut ("ipe"), & inside hardwood floors. The entire first floor was renovated in 2014 & contains shiny hardwood floors, a dining room, large living room, breakfast nook with ocean view, full bathroom, bedroom, & kitchen. The first floor also leads to an oversized screened-in porch overlooking the beach. The ocean view is secured by a "no build" Overshores Association-protected common space & private beach. Enjoy the perfect combination of comfort & convenience w/ plenty of nearby restaurants, shopping, & local destinations while being tucked away in a private community with deeded beach rights. On the second floor, four additional bedrooms & a full bath. The attic has ample space for additional storage, & the house has been raised 12 feet on Helical piles to secure an uninterrupted view of the beach & ocean. The interior/exterior have both been professionally painted & landscaped. Don't miss this rare opportunity.

152 Overshores Drive East, Madison

4 Beds 3 Baths 24024512 MLS
This impressive Colonial home, featuring 4-5 bedrooms, encompasses all the features you are looking for. The long, private circular driveway welcomes you into a secluded oasis. The property offers resort-style living with a secluded backyard, an in-ground heated pool, and an outdoor bathroom complete with a changing/storage room. Inside, you will notice the exceptional craftsmanship and beautiful millwork throughout. The formal living and dining rooms seamlessly flow into one another and open to the remodeled kitchen, which boasts a large center island, granite counters, stainless steel appliances, and a spacious pantry. The stunning family room features a wood-burning fireplace flanked by custom built-ins and a lovely coffered ceiling. The open floor plan is perfect for entertaining guests, with direct access to the expansive deck and backyard area through sliding doors. Upstairs, fall in love with the primary ensuite and its spa-like marble bathroom, featuring a soaking tub, glass shower, and huge walk-in closet. The lower level houses a complete in-law suite with its own laundry, full kitchen, bath, and French doors leading to the patio and pool area. Additionally, the finished walk-up attic offers another flex space for the family to spread out. This home offers the perfect blend of tranquility and luxury, nestled in a desirable neighborhood. Conveniently located half way from NY and Boston and within minutes to all of Madison's fabulous amenities.

44 Buck Hill Road, Madison

4 Beds 3 Baths 24022965 MLS
ATTENTION BEACH LOVERS!!! Just a short stroll down the lane to coveted East Wharf Beach or amble in 10 minutes to Madison's picturesque village. This classic New England home is located on what is regarded as one of the few premier Shoreline addresses. If you are looking for a quintessential beach getaway or have always dreamed of living year round by the shore, you will find this home fits your criteria. This spacious three story 1920 classic is set back from the street behind a fenced front yard. Whimsical front porch provides the perfect spot for morning coffee or an afternoon favorite book read. Open concept 1st floor offers living room w/ gas fireplace that spills into the dining room w/ built-ins and book shelves. Crisp, white kitchen has granite countertops, generous island and charming window seats. Full bath finishes the 1st level. Primary bedroom suite has its own study/office space that can easily fit your lifestyle needs. Full bath w/ walk-in shower and tub, laundry area and 2nd bedroom completes the middle level. The third level gives you 2 more generously sized bedrooms and 3rd full bath. Private rear yard w/ stone patio is enhanced w/ beautiful perennials and shed for additional storage. You will truly love all that East Wharf Beach has to offer with its artistic gazebo designed by Yale University's architectural department. Location is enviable - removed from the hustle and bustle of the everyday world, yet convenient to restaurants, shops and commuter routes

91 East Wharf Road, Madison

2 Beds 3 Baths 24022233 MLS Oxford Fells BLDG.
Elegance prevails in this 7 room, 2 bedroom, 2.5 bath, condo townhouse with every upgrade imaginable including a full house new generator, an attached one car garage with driveway and an additional one car detached garage. Nestled a couple of minutes away from the quaint center of Madison with the amazing restaurants and shops and within a short stroll to the ocean! Imagine 16 condos lavishly spread over 25 acres with lush landscaping, a private terrace (no neighbors in sight) and a garden brimming with perennials and other blooms from years of cultivation by the seller. The condo boasts; hardwood flooring throughout, central air, skylights throughout, formal living room and dining room, a stunning eat-in kitchen with a center island, breakfast area, and and a wet bar. An entertainers dream, the kitchen is next to the family room with a soaring cathedral ceiling, a wall of built-in bookcases, wood burning fireplace with a 2024 installed chimney top fan and could easily be a fantastic 3rd bedroom.The sunroom is heated and has walls of Pella windows and sliders to the deck and yard. The powder room and attached garage complete the first floor. Upstairs the primary bedroom features an en suite bathroom with an oversized glass enclosed shower, a dressing area with custom cabinetry, a walk-in closet and a wall of newer Pella windows overlooking the garden. A second large bedroom, laundry room, cedar closet, storage and landing with built-in book shelves complete the second floor.

4 Cambridge Drive Unit 4, Madison

2 Beds 2 Baths 24014373 MLS
This landmark home is spacious with high ceilings and an expansive living space, built in 1904. It has been renovated and updated as a year-round beach home ideal for you and/or rental potential. It is located just six houses from East Wharf Beach on the Middle Beach Road coastline. What once was the front porch is now a sunny and warm room perfect for relaxation or entertaining. The dining room with a beautiful bay window opens to the kitchen equipped with new appliances, new cabinets and vinyl flooring. At the back of the house is a new full bath with laundry. Unwind and relax in the spacious living room with coffered ceilings and a fieldstone gas fireplace. The primary bedroom with a walk-in closet and a slider to the backyard patio, as well as the 2nd bedroom and full bath are located on this side of the home. Outside you will find a newly fenced backyard complete with a deck, stone patio and a 1-car garage perfect to store your beach items and more. A new natural gas heating and cooling system has been installed. The exterior of the home was recently painted, a new roof installed, and a new bluestone walkway meets you at the front of this charming home which offers a seamless flow of one-floor living in this beloved location just outside of Downtown Madison. Walk or bike to town on this historic road, lined with a canopy of trees, to browse the many wonderful shops, take in a movie, and dine. Train service to NYC.

101 East Wharf Road, Madison

3 Beds 3 Baths 24007680 MLS
Location is everything whether your preferred destination is a home nestled on a sandy beach or adjacent to a well-manicured golf course. While some are drawn to the relaxing views of The Sound, others enjoy watching a competitive round of golf; if not playing themselves. If the golf course is your destination, well today may be your lucky day! Who needs to move to Florida to enjoy your own personal Clubhouse? 348 Boston Post Road is situated adjacent to Madison's Par 3, 13th Hole. This home has been completely rebuilt and is truly a labor of love. Enjoy golf course views from almost every room. Or, sip a cocktail on your patio or deck, and offer your fellow golfers refreshment once they putt out. Solid oak flooring throughout the residence guides you through arched entryways to rooms adorned with crown molding and built-ins. A custom built Covenant Kitchen boasts new stainless steel appliances including an induction cook top with hood. Entertain outdoors on your patio / deck and enjoy the sunsets over the golf course and Sound. It doesn't get much better than this! In addition to the 2,100 square foot, three bedroom residence find an additional 600 square feet of undefined, completely finished space above the garage, heavily insulated and boasting gleaming hardwood floors and a public water connection bringing the total square footage to 2,700 sq ft.. Garage below is perfect for that large SUV with a 9 foot clearance and 20 foot depth.

348 Boston Post Road, Madison

4 Beds 3 Baths 24005475 MLS
Location! Location! Location! Enjoy breathtaking views overlooking the Madison Golf Course & panoramic views of Long Island Sound not available from any other home in Madison. This amazing house has a Midcentury Modern flair with 2,855 total sf. Offering desirable 1-level living on the main floor consisting of: 3 BRs, an office, 2.5 Bths, Sunroom, Eat-in Kitchen & Dining Rm. Additionally, below, there is a partially finished walk-out lower level. Upon entering the inviting Living Rm has floor to ceiling windows with views & a gas fireplace w/marble surround. The Dining Rm also has spectacular water/golf views & sliders that open up to a spacious wood deck where you can enjoy dining al fresco or sunset cocktails. The Primary BR Ste has sliders to the spacious wood deck, where you can wake up w/your morning coffee or soak up the afternoon sun. The other BRs feature vaulted ceilings & carpeting, providing a sense of spaciousness. The stunning Sunroom features vaulted wood ceilings & skylights, creating a warm & cozy atmosphere, as well as a set of sliders providing access to the deck-perfect for enjoying the warmer weather. This property is conveniently located mile from downtown Madison- offering easy access to numerous restaurants, cafes, shops & a cinema for your enjoyment. The Surf Club is just a stone's throw away - and has a life-guarded beach w/various amenities such as a grill & seafood outdoor restaurant, bocce ball courts, barbecue & picnic spots, & athletic field

30 Overlook Drive, Madison

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