$868,775Average Value$387Average Price per Sq Ft27Homes 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
Brandon Puorro,
an experienced agent in this area.
On average, homes in Madison, CT sell after 56 days on the market compared to the national average of 54 days. The median sale price for homes in Madison, CT over the last 12 months is $700,000, up 8% from the median home sale price over the previous 12 months.
Welcome to 286 Opening Hill Road, a lovingly maintained reproduction home, proudly cared for by its original owners. This warm and inviting residence features beautiful hardwood floors throughout and a well-designed floor plan ideal for everyday living. The kitchen opens seamlessly to a cozy family room with a wood-burning fireplace, creating a perfect gathering space. The home offers four
Great location! So close to town, beaches and 95. Enjoy all the conveniences from this charming, raised ranch. The bright living room with a cozy fireplace flows into the dining area and inviting eat-in kitchen. A large deck off the kitchen and dining room is perfect for outdoor dining and entertaining. Three bedrooms with hardwood floors include a primary suite with a walk-in closet and private
Great location! Easy living! This well-maintained condo offers true single-floor living in Madison. The unit features a spacious primary bedroom with an en-suite bathroom, a comfortable guest bedroom, and an additional full bathroom with laundry conveniently located in the hallway. The living room includes a wood-burning fireplace and built ins. Off the dinning room you'll find a bright sunroom
Experience luxury living in the heart of Madison. This beautifully designed 3-bedroom, 2.5-bath townhouse offers an open layout with 9' ceilings, beautiful, oversized windows, and a gorgeous chef's kitchen equipped with Sub-Zero and Wolf appliances. The light-filled living and dining areas feature a cozy fireplace and seamless flow. The vaulted, south-facing primary suite includes a walk-in
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
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
Welcome to 286 Opening Hill Road, a lovingly maintained reproduction home, proudly cared for by its original owners. This warm and inviting residence features beautiful hardwood floors throughout and a well-designed floor plan ideal for everyday living. The kitchen opens seamlessly to a cozy family room with a wood-burning fireplace, creating a perfect gathering space. The home offers four
Great location! So close to town, beaches and 95. Enjoy all the conveniences from this charming, raised ranch. The bright living room with a cozy fireplace flows into the dining area and inviting eat-in kitchen. A large deck off the kitchen and dining room is perfect for outdoor dining and entertaining. Three bedrooms with hardwood floors include a primary suite with a walk-in closet and private
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 &
Great location! Easy living! This well-maintained condo offers true single-floor living in Madison. The unit features a spacious primary bedroom with an en-suite bathroom, a comfortable guest bedroom, and an additional full bathroom with laundry conveniently located in the hallway. The living room includes a wood-burning fireplace and built ins. Off the dinning room you'll find a bright sunroom
A serene seaside haven tucked away, this beautifully appointed four bedroom, four bath Cape sits on 1.39 acres and blends coastal charm with modern comfort. The remodeled chef's kitchen features a center island cooktop and double oven, opening to an inviting layout that includes a stunning three season room and a main floor primary suite with a full bath. The great room offers cathedral ceilings,
Welcome to 76 Bartlett Drive, a spacious and thoughtfully updated 4-bedroom, 2.5-bath home offering 3,100 sq ft of comfortable living in desirable Madison. The heart of the home is the central kitchen with an open floor plan, featuring quartz countertops, a large island, and a farmhouse sink-perfect for everyday living and entertaining. Wide plank flooring flows through the spacious dining area
Discover timeless shoreline living in Madison. Privately set behind a stately stone wall in the desirable Field Brook subdivision, this 4-bedroom, 2.5-bath residence offers access to the Hammonasset River and sits on 1.38 acres. The main level features a spacious eat-in kitchen with granite countertops and select newer appliances, opening to inviting living spaces designed for both everyday
Welcome to an exceptional stand-alone condominium that captures the essence of luxurious coastal living. Tucked away on a peaceful cul-de-sac in the highly desirable Strathmore Farms community, this home is one of only 23 residences., Thoughtfully designed interior features a spacious first-floor primary suite with walk-in closets, custom built-ins, and a dressing room that exudes comfort and
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
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.
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.
Relax and enjoy this summer in a beautiful property situated just 200 yards from West Wharf Beach and 3/10th of a mile from Surf Club Beach. This newly renovated 2500 Sqft house is surrounded by golfing fairways of Madison Country Club and is located on a private lane. The property boasts a fully remodeled and newly decorated family room, dining room, large eat-in kitchen, four bright bedrooms, 2
AVAILABLE FOR MONTH OF JUNE 2026. Welcome to this enchanting 4 bedroom, 2 full bath home, where the beach is just a half-block stroll away! Located off Neck Road, 1 mile from the heart of Madison, CT, this residence offers the perfect blend of coastal charm and convenience. As you enter, the first floor greets you with a Family Room, through to a Kitchen, then onto the Living Room. The sunroom is
One month for $50,000, two weeks for $27,000 or one week for $15,000. Does this winter weather have you daydreaming about waking up to the sounds of waves and walking to your very own private beach? Make your dreams come true at 118 Middle Beach Road! With 7 bedrooms, 5 full baths, and 2 half baths, this iconic property comfortably accommodates up to 14 guests. The main level is an entertainer's
AVAILABLE FOR THE MONTH OF JULY 2026. SEEKING A 4 BEDROOM FULLY FURNISHED SUMMER 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
AVAILABLE FOR MONTH OF JULY. Relax and unwind for a summer at the beach. This well maintained, freshly painted 3 bedroom home with vintage beach house charm, has easy access to a private Association beach just steps away. Three carpeted bedrooms are: one king (master), one full and one with 2 twin beds. This home has an "L" shaped Living Room and Dining Room. The kitchen is well equipped for all
Available for April and June 2026. Nestled along the Madison, CT shoreline and 4 houses from the water, you'll find "Seas the Day," a charming carriage house. This well-appointed carriage house features 1b, 1b, a queen sleeper sofa, full kitchen, full bath & private deck with views of the Sound. The living room is flooded w/natural light along with stylish and comfortable furniture. The kitchen
Furnished rental within steps from a private beach. Available for academic year rental. Adorable 4-bedroom 2.5 baths home with access to beautiful and private Seaview Beach. Located a short distance to downtown Madison where you can enjoy the newly remodeled arts cinema, RJ Julia Bookstore and Cafe, coffee shops and restaurants. Upon entry, you'll find the family room, eat-in kitchen, living
Furnished rental steps from a private beach. Available July and August. Adorable 4-bedroom 2.5 bath house steps from Long Island Sound with access to beautiful and private Seaview beach. Located a short distance to downtown Madison where you can enjoy the newly remodeled arts cinema, RJ Julia bookstore and cafe, coffee shops, and restaurants. 3 bedrooms on the second floor (1 double bed, 2x2 bunk
Available September '26-June '27. You truly can't find a better location to rent a water area home for the academic year. This sweet, 3 bedroom cape is meticulously maintained w/ spectacular marsh views and only a 3 minute stroll to one of Madison's premier beaches, East Wharf Beach. Linden Lane is well known by those who live there as a perfect, quite lane enhanced by pride of ownership homes
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