$866,951Average Value$380Average Price per Sq Ft33Homes For Sale
A quieter lifestyle but still close to big cities
It’s easy enough to say that a town looks like something out of a movie, but in the case of Madison, Connecticut, it’s actually true. The town has such an authentic, small-town feel that it was selected as a film location several years ago. “The annual Fourth of July parade was featured in the film ‘Harvest’ back in 2010,” says real estate broker Karen Stephens of Page Taft – Compass. It’s that authenticity and small-town ethos that attracts people to Madison, but it’s the proximity to amenities and major urban areas that keeps them there. During the Covid pandemic, Madison’s population surged with people who were leaving New York City in search of a more serene place to live. situated just over 100 miles from Midtown Manhattan, and with its quiet streets, well-built homes and pastoral setting, the town of Madison fits those requirements.
Madison Connecticut
Madison offers excellent public schools and educational programs making it an attractive town.
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Madison Public Schools
Madison Public Schools earns an overall rating of A-plus from Niche, which ranks the district as the best in the state. J. Milton Jeffrey Elementary, Dr. Robert H. Brown Intermediate, Walter C. Polson Upper Middle and Daniel Hand High School all receive an A rating. Students at Hand High School can participate in more than 70 school-sponsored clubs, and they have the opportunity to play more than 35 varsity-level sports. There are also several excellent private schools in the area, including nearby Choate Rosemary Hall, rated the best private school in Connecticut by Niche, which gives it an A-plus.
Kathleen H. Ryerson Elementary School is a top school for students located in Madison.
Dr. Robert H. Brown Intermediate School serves families living in the Madison community.
Walter C. Polson Upper Middle School serves students in grades 6th through 8th.
Daniel Hand High School serves families living in the Madison community.
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A range of housing options
As is the norm for many coastal Connecticut towns, homes in Madison tend to be larger, and there is a wide variety of architectural styles. Housing options here include condominiums and detached single-family homes, with a median price of $695,000 and an average price-per-square-foot of $368. Condominium prices range from $230,000 for a one-bedroom/one-bathroom to $1.4 million for a three-bedroom/four-bathroom. For single-family homes, a two-bedroom/one-bathroom cottage can sell for around $95,000, and prices can go as high as $3.3 million for a sprawling three-bedroom/five-bathroom contemporary beachfront home with a detached one-bedroom/one-bathroom guest cottage.
Madison has diverse selection of real estate options to suit various lifestyles.
Madison is known for charming homes with well manicured lawns and gardens.
Waterfront properties in Madison are highly sought after offering direct access to beaches.
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The great outdoors
With Long Island Sound serving as the town’s southern border, Madison pairs its rural persona with that of a beachfront resort town. Hammonasset Beach State Park is Connecticut’s largest public beach park, and it can attract a crowd during the summer, when Madison’s population swells with the influx of visitors and seasonal residents with second homes in the area. “Hammonasset Beach is phenomenal,” says Stephens. “It has a huge boardwalk and pavilions.” At the southern tip of the 2-mile beach is the Hammonasset Natural Area Preserve, where visitors can learn more about local flora and fauna at the Meigs Point Nature Center.
Another seaside park is Garvan Point Beach, known as Surf Club to locals (though there isn’t any surf to speak of). While not considered an ideal spot for swimming, Garvan Point does offer picnic areas, a playground and stunning views of Long Island Sound. Garvan Point is also adjacent to the Madison Skatepark, a paved playground for the skater crowd. Further inland at Rockland Preserve, the Singletracks of Rockland are a collection of trails designed for running and mountain biking. And Bauer Park, a former farm site that today welcomes visitors to explore its open spaces. Bauer Park is home to a community garden with plots for rent and serves as the site of the annual Harvest Festival every October.
Hammonasset Beach State Park in Madison is a popular park for nature enthusiasts.
Madison offers rocky shores with coastal views of the Long Island Sound.
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Madison's shopping and dining options
Madison features a vibrant downtown sector that is filled with independent restaurants and businesses. RJ Julia Booksellers hosts authors from across the country and around the world at over 300 annual events; past luminaries have included Hillary Clinton and Jodi Picoult. The store was also the setting for the Netflix film “The Noel Diary.” The Dressing Room Boutique has the latest fashions, and Susan Powell Fine Art represents 50 award-winning artists whose works are on display in her gallery. For groceries, it’s easy to pick up a few essentials at Robert’s Food Center or Stop & Shop. But for the freshest produce, locals head to the Madison CT Farmers Market held every Friday afternoon on the Historic Town Green from May until November. “There are also antique and art shows here. Madison has a very active Chamber of Commerce,” Stephens says.
With all of the dining options available in Madison, it can be hard to pick one favorite. But residents here love Bradley and Wall, where the Chicken Florentine gets rave reviews. Friends also gather for drinks and live music at Seaside Grill or have cocktails and appetizers at Madison Beach Hotel, a personal favorite of Stephens: “It has a huge wrap-around deck, and folks enjoy the Sound view. I go there all the time.”
Madison offers a neighborhood experience that combines beaches and a thriving downtown.
Madison is a New England gem nestled along the Long Island Sound with many activities to offer.
With a mix of boutique shops and restaurants, Madison's downtown offers a quaint atmosphere.
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Getting out of town
Homebuyers are increasingly likely to purchase in Connecticut towns like Madison and commute to larger cities such as Boston or New York City for work and play. And while most residents here rely on cars for day-to-day life, Madison also offers a commuter rail. “The train from Madison to New York takes about an hour and a half,” says Stephens. “People take it all the time." The station is conveniently located near the southern end of the community between Interstate 95 and U.S. Route 1.
Bustling section of Madison where Interstate 95 runs parallel to vibrant tree lined streets.
Madison Train Station serves as a vital transportation hub for residents.
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Photography Contributed By
Fabio Riso
Video By
Brad Davis
Interested in learning more about homes in this area?
Reach out to
Zach Nichols,
an experienced agent in this area.
On average, homes in Madison, CT sell after 55 days on the market compared to the national average of 55 days. The median sale price for homes in Madison, CT over the last 12 months is $700,000, up 4% from the median home sale price over the previous 12 months.
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
Once known as "Hartsbourne," this storied Madison residence is celebrated for its premier location overlooking the town green and its timeless architectural presence. A true local landmark, the home is distinguished by its striking curved eaved roofline, reminiscent of a pagoda with a unique flat seamed copper roof center. Beautifully aligned with the neighboring Congregational Church, the home
Charming ranch set on a picturesque 0.92-acre property spanning from Beach Avenue to Pleasant View Avenue, with deeded beach access at the end of Beach Avenue. Originally built in the 1940s and thoughtfully renovated and expanded in 2001, this home blends classic character with comfortable living. The primary bedroom features windows that capture lovely views of the surrounding property, along
Rare 7-Acre Madison Estate: Equestrian Dream Meets Modern Antique Charm Discover the perfect blend of tranquility and coastal convenience at this stunning 7.02-acre estate, located just 1.9 miles from the heart of downtown Madison. Whether you are a dedicated equestrian, a nature lover, this property offers a rare combination of level, lightly wooded land and functional luxury. The Land &
Situated in a quiet, desirable neighborhood, this inviting 4-bedroom raised ranch sits on over 1.25 acres with a lovely, spacious and level backyard-ideal for outdoor living and entertaining. The main level features an open layout with an eat-in kitchen, dining area, and living room, along with four bedrooms and a full hall bath, all on one level. A large deck conveniently located off the dining
Modern luxury in a premier location. Set on over two private acres in a highly desirable neighborhood, this brand-new contemporary home offers an open, light filled floor plan designed for both comfort and style. The chef's kitchen is a standout, featuring a Subzero refrigerator, Wolf appliances, custom cabinetry, and elegant quartzite countertops. It flows seamlessly into the expansive great
seasonal cottage, must be purchased with CASH. The cottage is charming and a close walk to the beach and all that the town of Madison has to offer. Hammonassett Beach is a quick drive away. Conveniant to Route #1 and the local restaurants and shops. The cottage is one bedroom and one bathroom. This cottage is a perfect weekend destination or summer getaway, this is what coastal living in Madison
Detached stand-alone Ranch home in sought after Kensington Acres South has been beautifully maintained and shows pride of ownership throughout. Enjoy single floor living in your 2 bedroom, 2 bath home which features granite countertops in kitchen & baths, hardwood floors, light & bright open floor plan, natural gas fireplace and a year round heated sunporch surrounded by nature that will be your
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
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
Highest & Best offers due Monday, Apr 6th by 3 pm. Close to town on desirable Church Lane, this iconic red Colonial with Vermont Burnwood siding is 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
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.
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
Spacious, fully furnished 2nd floor apartment located in the heart of downtown Madison. Light and bright loft like open concept floor plan with granite countertops, stainless appliances, central air and in-unit laundry. Halfway between New York and Boston, minutes from fine dining, specialty shops, town beaches, library, train and I95.
Discover the perfect blend of privacy and convenience in this rare, standalone condo in the highly desirable Orchards of Madison. This light-filled residence offers the feel of a single-family home with a spacious 2-car garage and a private paved driveway.Inside, you are greeted by gleaming hardwood floors that flow throughout the open floor plan. The inviting living room is centered by a cozy
Spacious, fully furnished 3rd floor apartment located in the heart of downtown Madison. Light and bright loft like open concept floor plan with granite countertops, stainless appliances, central air and in-unit laundry. Halfway between New York and Boston, minutes from fine dining, specialty shops, town beaches, library, train and I95.
Academic year rental in the coveted Buffalo Bay private beach association with direct private beach access just steps away. This classic Madison home offers a bright, welcoming layout with spacious living areas, comfortable bedrooms, and a wraparound porch ideal for quiet mornings or evening relaxation. Located just minutes from Madison's downtown, shops, restaurants, and schools, with convenient
Property Id: 1428140This is a lovely and well maintained home on a beautiful quiet street which sits across from the water; that has some of the most stunning sunsets. The interior of the home has been styled with an all white canvas with a updated and modern kitchen. The larger bedroom can very easily handle a king bed with a beautiful view of the backyard grounds. Home is on 1 acre.
Adorable one-bedroom townhouse in a small, well-maintained complex just minutes from the center of town and train station. Bright eat-in kitchen with sliders leading to a private deck - perfect for enjoying summer days and evenings outdoors. Cozy, comfortable living in a convenient location! Large one-bedroom with generous closet space. Complex does not allow pets. No Smoking and good credit.
Beach cottage rental. Private beach one block away plus access to more. 3 options to rent: 1. Full year @ $3900/month (includes summer re price) 2. For the summer July/August @ $9000 3. Academic September 1-June 31 @$3400 The house is a 1920's converted bungalow. Yellow with a white picket fence. We call it the enchanted cottage not only because of how it looks and feels but because it is
SEEKING A 3 BEDROOM FULLY FURNISHED ACADEMIC RENTAL IN A MADISON BEACH COMMUNITY? This lovely home, located in the Neck Road area of Madison, with beach rights, is filled with old world charm but with modern conveniences - large Living Room is the entire front of the home, over looking a screened in porch. There is a dedicated Dining Room, 1st floor Den (office) with pull out couch and access to
FURNISHED RENTAL AVAILABLE - September 15, 2026 to May 31, 2027. Comfortable and nicely decorated, this home has 2 bedrooms upstairs that share a newer renovated full bath. This home is located in a private association with access to the Overshores Beach, one of the nicest association beaches on Neck Road. Recently renovated kitchen, newer mud room, newer first floor full bath, laundry room on
FULLY FURNISHED SUMMER RENTAL. Dates available 6/29-7/31. Four bedroom colonial just steps from Seaview Beach, a private association beach! Fully furnished, internet is available, TV in 3 rooms. Hardwood floors throughout. Sunroom at back of house, along with a wraparound porch with views of Long Island Sound. Kayak in the photos is available for tenants to use during their stay as well as paddle
RESERVE YOUR MONTH AT THE BEACH IN MADISON ! RELAX IN THIS VINTAGE 3-BEDROOM DORMERED CAPE W/ STUNNING SCREENED PORCH ~ SET IN PRIVATE SANDY BEACH COMMUNITY A SHORT WALK TO THE BEAUTIFUL WAVES OF LONG ISLAND SOUND ~ HOME IS PRESENTLY AVAILABLE FOR THE FULL MONTH OF JULY & THE FULL MONTH OF AUGUST
Renovated 1-Bedroom Apartment Steps from Downtown. Enjoy the convenience of downtown living in this beautifully updated first-floor apartment, just a short stroll from local shops and restaurants. The gourmet kitchen features new appliances, custom cabinetry, a center island, and a spacious pantry. Perfect for cooking and entertaining. An additional room off the kitchen offers ideal space for a
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