$877,476Average Value$407Average Price per Sq Ft38Homes 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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an experienced agent in this area.
On average, homes in Madison, CT sell after 58 days on the market compared to the national average of 57 days. The median sale price for homes in Madison, CT over the last 12 months is $700,000, up 5% from the median home sale price over the previous 12 months.
Picture-perfect English Cape built in 1935, brimming with timeless charm and classic architectural details. A welcoming center-hall foyer features graceful archways leading to the formal living room, where custom built-ins frame the fireplace, and the elegant dining room with its original corner cabinet. It offers a sun-filled kitchen and a family room that opens to a rear deck overlooking a
An exceptional home designed for effortless luxury and unforgettable entertaining, where every detail has been thoughtfully imagined, expertly crafted, and beautifully executed. At the heart of the home is an award-winning kitchen that has been featured in multiple publications and earned the 2023 HBRA Parade of Homes Best Kitchen Award. Striking Cambria Southport quartz countertops and a
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
Welcome to this fabulous one-owner custom home in sought-after Neck River Farms. A gracious, spacious foyer warmly welcomes you inside, setting the tone for the beautifully maintained interior filled with abundant natural light. A dedicated home office with elegant French doors offers the perfect space for working remotely or quiet study. The inviting living room is ideal for entertaining,
Picture-perfect English Cape built in 1935, brimming with timeless charm and classic architectural details. A welcoming center-hall foyer features graceful archways leading to the formal living room, where custom built-ins frame the fireplace, and the elegant dining room with its original corner cabinet. It offers a sun-filled kitchen and a family room that opens to a rear deck overlooking a
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
Originally built in 1825, this residence has been thoughtfully updated to preserve its historic essence while incorporating modern conveniences. Nestled on a generous 4.38-acre lot, this extraordinary home boasts 3 spacious bedrooms and 2.5 beautifully appointed bathrooms within its expansive 3,500 square feet of living space. As you step inside, you'll be captivated by the elegant oak hardwood
Modern luxury meets sustainable living in a premier location. Set on more than two private acres in one of the area's most sought-after neighborhoods, this brand-new contemporary home offers a bright, open-concept design that blends sophisticated style with everyday comfort. At the heart of the home, the chef's kitchen impresses with a Sub-Zero refrigerator, Wolf appliances, custom cabinetry, and
Move right into this beautifully maintained 3-4 bedroom, 2.5-bath Raised Ranch in a desirable South Madison neighborhood, perfectly situated between Madison and Guilford. This inviting home features gleaming hardwood floors, an updated kitchen with new cabinetry, a cozy gas fireplace, a spacious primary suite, and a sun-filled four-season room overlooking the private backyard. The finished
Take a 3D Tour or Enjoy a Video Walkthrough 24/7! Set on 1.1 acres, this 2,536 SF Contemporary offers 4 BR, 2.5 Baths & a great opportunity for Buyers ready to make HGTV-inspired updates while building equity in Madison. Built in 1976, the home features a dramatic contemporary layout, multiple fireplaces, a large Living Room, a Family Room with a brick fireplace & sliders to a bright 3-Season
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
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
Rare opportunity to own an exceptionally beautiful, turnkey Windermere home overlooking the salt marshes of the Hammonasset River. The 3 BR, 3 bath residence is fully remodeled and upgraded and includes an expansive wrap around stone patio with built-in fire table & entertaining areas. The outside space creates a full outside living room! Views of the marshes are ever-changing from dawn until
An exceptional home designed for effortless luxury and unforgettable entertaining, where every detail has been thoughtfully imagined, expertly crafted, and beautifully executed. At the heart of the home is an award-winning kitchen that has been featured in multiple publications and earned the 2023 HBRA Parade of Homes Best Kitchen Award. Striking Cambria Southport quartz countertops and a
Nestled in the highly sought-after Windermere East community, this rare free-standing condo offers the perfect blend of privacy, comfort, and coastal charm in beautiful Madison. Enjoy serene river views and a peaceful setting just moments from the shoreline. This well-maintained home features 2 bedrooms and 2 full baths, a spacious fireplaced living room, and a bright kitchen ideal for everyday
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.
Lease required. $1,200 per week. SUMMER/FALL VACATION RENTAL IS CLOSE TO EVERYTHING: One mile to downtown and beaches! FULLY RENOVATED in 2021, this furnished, open concept cottage combines the living room, kitchen and dining area and has a separate bedroom and full bath. WALK/BIKE TO DOWNTOWN AND BEACHES; driving takes under 5 minutes. Amenities include 2 split HVAC systems; dishes, utensils,
Ideally located in Madison, this meticulously updated second-floor residence offers a refined living experience. The centerpiece of the home is a newly renovated kitchen complete with loads of white shaker-style cabinetry, an island with seating, granite counters and a glass tile backsplash. The space is fully outfitted with new stainless steel appliances, including an electric range, dishwasher,
Spend your summer by the shore at 153 Middle Beach Road in Madison, a classic coastal retreat available for July and/or August 2026. Perfectly positioned in one of Madison's most sought-after beach neighborhoods, this charming home offers the relaxed lifestyle that makes summer on the Connecticut shoreline so special. Wake up to salty sea breezes, enjoy your morning coffee on the spacious front
ENJOY THE CONVENIENCE OF A LOCATION THAT PROVIDES ACCESS TO HAMMONASSET STATE PARK, DONAHUE'S, DUNKIN DOUGHNUTS, LENNY & JOE'S WITHOUT EVER GETTING IN THE CAR !! COMPLETELY REMODELED ~ EVERYTHING IS NEW !! KITCHENS AND BATH / ECONOMICAL PROPANE HEAT WITH NEWER WALL UNIT, STORM DOOR & DOUBLE PANE THERMAL WINDOWS / FREESTANDING UNIT WITH ITS OWN DRIVEWAY FOR OFF STREET PARKING / CITY WATER AND
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
AVALIABLE SEPTEMPER FIRST 2026. 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
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
Academic rental available Sept through June! Stunning,spacious 4BR, 3BA Colonial perfectly situated close to town, schools,vibrant shopping,and local beaches. This inviting home features a light-filled living room with fireplace, formal ding room, functional eat in kitchen, separate family room, a private main level office, and a charming porch. Enjoy comfort, premium convenience, and a prime
Embrace the serene beauty of Middle Beach with this exquisite academic rental, available from September 15th through May 15th, 2027. This direct waterfront property offers a tranquil retreat with open-concept living and breathtaking views of the water. The main level is designed for comfort and elegance, featuring a cozy gas fireplace, an updated kitchen with modern amenities, a convenient dry
ANNUAL UNFURNISHED (OR PARTIALLY FURNISHED) RENTAL), AVAILABLE AUGUST 1. Located between downtown Madison and the Hammonasset State Park Beach, this 3 bedroom renovated ranch offers a comfortable life style. The house offers a deck to enjoy the outdoors, large yard, easy access to the Shoreline Greenway Trail and beach access at the end of Webster Point Road. The primary bedroom has a full bath,
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