$869,143Average Value$401Average Price per Sq Ft44Homes 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
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On average, homes in Madison, CT sell after 59 days on the market compared to the national average of 58 days. The median sale price for homes in Madison, CT over the last 12 months is $700,000, up 1% from the median home sale price over the previous 12 months.
Stunning waterfront home with water views on both sides, offering a rare coastal setting in an upscale neighborhood surrounded by multimillion-dollar properties. Enjoy breathtaking views from the rear of the home and expansive backyard, along with shared waterfront access across the street where a kayak or small boat may be launched at high tide. Designed with flexibility in mind, this home
Historic gem on the Madison Village Green. 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
Stunning 5-bedroom, 3-bath home set on a private lot with a flexible floor plan ideal for today's lifestyle. A first-floor bedroom and full bath provide excellent space for guests or extended living. The chef's kitchen features granite countertops, a center island with breakfast bar, and a cozy wood-burning fireplace, with sliders leading to the deck and inviting 3-season porch. The light-filled
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 &
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
Indulge in refined living at our Barberry Farm Open Space subdivision with Waterside Building and Development. Your bespoke home, spanning 3,000 to 4,000+ sq ft, promises not just spacious elegance but high-end finishes and meticulous craftsmanship. Situated within walking distance to Madison beaches and a golf course, this enclave blends luxury with convenience. Revel in the exquisite details of
It's the stillness of the marsh...calm, quiet and ever-changing. This home captures nearly 270 degrees of protected landscape and water views, making the setting feel peaceful, immersive and incredibly rare. Inside, every detail feels thoughtful and intentional. Sunlight pours in and each space was designed to stay connected to the beauty beyond. The main living area rises to an 18-foot cathedral
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
Stunningly updated and remodeled, this exceptional 4 bedroom, 4 full bath home is tucked away on a picturesque 2.18-acre lot in one of Madison's most sought-after beach communities, just 1/2 mile to both East Wharf Beach and the vibrant Madison Village. A rare opportunity to enjoy coastal living with close proximity to town, beaches, dining, and shopping. Talk about a WOW house... this one is
Rare opportunity to own in desirable Liberty Street area. This 1816 Federal-style residence & new detached historically designed barn, renovated and built by prominent historical design/build specialists Gulick & Co., creates a harmonious blend of formality and comfort. The main residence has 3,784 sq ft of living space, and the detached barn boasts 1,776 sq ft. The main residence is a
Less than one mile from downtown Madison, this new construction home offers refined living with white oak floors, custom millwork, coffered ceilings, and abundant natural light throughout. The main level features 9-foot ceilings, a dramatic floor-to-ceiling gas stone fireplace with built-ins, a chef's kitchen with Sub-Zero and Wolf appliances, double ovens, pot filler, wet bar with wine chiller,
A RARE & VERSATILE REAL ESTATE OPPORTUNITY! For a limited time, discover this truly unique 2.42 acre corner parcel that perfectly balances natural beauty with massive investment potential. Featuring a picturesque mix of mature trees & diverse topography, the land offers a slight, wooded hill on one end (ideal for an elevated, private homesite) and a sweeping flat open area on the other. A classic
Welcome to this 1,853 sq. ft. townhouse in desirable Windermere. A five-minute drive will take you to the center of town, where one will find a variety of specialty stores, as well as the famous local bookstore, where a leisurely lunch can be enjoyed in its cafe. The Library, several restaurants, a cinema, where classic films are shown, are also popular attractions. During the warmer months, it
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.
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.
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
For Rent or PurchaseCharming Large Madison Mother/Daughter Home!This delightful 4-bedroom Home features a large modern chef's kitchen, a cozy living room with a fireplace, 2 bedrooms on the first floor, a spacious bathroom, laundry area, and a bonus room that adds extra width to the house.Upstairs, you'll find a brand-new large living room, kitchen, bathroom, and 2
This in-town house will make you feel right at home with its abundance of charm, comfortable furnishings and bright open floor plan. First floor bedroom and full bath. Eat in kitchen with granite counters and stainless appliances also offers a combination washer/dryer. Sun drenched living room with vaulted ceiling makes cottage space very special. A second bedroom or office space upstairs with an
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
Beautifully remodeled duplex apartment available for July 1st occupancy in walking distance to downtown Route 1 Madison. This townhouse style unit is the left side South Side of the duplex with spacious light and bright living room. Main level half bath with washer and dryer included. Applianced Eat in kitchen with stainless steel appliances. 3 BRs on the upper level with a full bath. This unit
Enjoy the beach this summer! A rare year-round rental in the coveted Hartford Avenue beach community. This charming home offers a first-floor primary bedroom and a brand-new main-level full bath. Also found on the first level are a kitchen, dining room, living room, family room, 2 fireplaces, a washer and dryer, and an additional brand-new half-bath. Two bedrooms and a brand new full bath are
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
6 WEEKS OF BLISS!! THINKING OF RENTING A CHARMING HOUSE IN MADISON FOR THE SUMMER? Available from July 19, 2026 to August 30, 2026. The Landlords are seeking a renter to take the entire term (no weekly or 2 week rentals available). Called The Wendell Farm, this 3 bedroom home has a chef's kitchen, hardwood floors, open floor plan, and newly added Master Suite in 2008. Spectacular Madison Beaches
AVAILABLE FOR THE MONTH OF JUNE. Classic Madison charm meets modern family living in this inviting 4 bedroom Colonial on Wildcat Road. Step through the front door to discover hardwood floors that flow throughout, two fireplaces that add warmth and character, and an extra-large (front to back) Living Room perfect for gatherings large and small. Gardeners will love the Greenhouse, right off the
AVAILABLE FOR THE MONTH OF JULY. Classic Madison charm meets modern family living in this inviting 4 bedroom Colonial on Wildcat Road. Step through the front door to discover hardwood floors that flow throughout, two fireplaces that add warmth and character, and an extra-large (front to back) Living Room perfect for gatherings large and small. Gardeners will love the Greenhouse, right off the
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