Tucked away in a serene, private setting surrounded by scenic trails and protected conservation land, this exceptional home showcases a sophisticated designer aesthetic, where timeless New England character meets thoughtfully curated modern living. Classic stone walls, refined finishes, and beautifully appointed spaces create a residence that feels both elegant and effortlessly welcoming. At the heart of the home is a stunning custom kitchen, designed for both everyday living and effortless entertaining. A showstopper 12-foot quartz island with abundant seating anchors the space, two sinks, custom built-in pantries, and elegant Juliska pendant lighting. Designer finishes continue throughout the home, including beautifully appointed bathrooms featuring custom marble tile and counters, and curated designer lighting. Generously proportioned bedrooms provide both comfort and versatility. One standout space features soaring cathedral ceilings, skylights, built-in desks and shelving, and oversized closets with custom storage cubbies. A sun-filled four-season room currently serves as a home office and sitting area, offering flexibility as a formal dining room, library, or additional living space. Outdoor living is equally impressive. A sprawling custom-built deck creates the perfect backdrop for entertaining, complete with an outdoor television and gathering space. Steps lead to a private fire pit area and beautifully maintained grounds, where nature and privacy take center stage.
Rare coastal compound opportunity in Madison's highly desirable Seaview Beach area. Situated on approximately one-half acre just moments from the shoreline, this unique property features a main residence and a newer detached accessory dwelling unit, offering flexibility rarely found in one of Connecticut's premier shoreline communities. The main home is clean, functional, and ready for a new owner's vision, while the newer detached dwelling provides additional living space ideal for guests, multigenerational living, rental income, a private home office, or extended family. Separate utilities further enhance the property's versatility. Located within Madison's top-rated school district and surrounded by higher-end homes, this property offers a unique combination of location, flexibility, and long-term potential. Enjoy convenient access to beaches, downtown Madison, restaurants, shopping, marinas, parks, and commuter routes. Whether you're seeking a private coastal retreat, family compound, investment opportunity, or future expansion potential, opportunities like this are increasingly rare. Seller financing available for qualified buyers. Buyer to perform all due diligence regarding future use, expansion, and development opportunities.
Wake up to pure tranquility in this stunning 4-bedroom, 2.5-bath contemporary home. Perfectly positioned across from the Hammonasset River, the setting is nothing short of amazing-complete with mature trees, bird song, and beautiful multi-tiered stone landscaping. Boasting modern lines and an incredible connection to its natural surroundings, this home offers a private retreat like no other. Adding to its versatility, the lower level hosts a private office w/separate entrance with incredible potential to be reimagined as a spectacular primary bedroom suite. Schedule your showing today!
Set on a beautiful, private 1.25-acre lot in one of Madison's sought-after neighborhoods, this spacious, well maintained Colonial offers exceptional flexibility and comfort with nine rooms plus an additional sunroom. The kitchen is updated with granite countertops and newer appliances. Bathrooms have all been updated with tile and granite. The floors are hardwood throughout the home. Thoughtfully designed for both everyday living and entertaining, the home features generous living spaces, 2 fireplaces and a propane stove, abundant natural light, and a large Great room ideal for a playroom, home office, media room, or guest retreat. Enjoy the peace of mind provided by a whole-house generator, ensuring year-round convenience and security. The picturesque property offers a tranquil setting while remaining just minutes from Madison's town center, walking trails, beaches, schools, shopping, and commuter routes. A wonderful opportunity to make this well-maintained home your own in a premier shoreline community.
Nestled quietly at the rear of the Windemere Complex, this freestanding ranch-style unit delivers seamless, one-level living in a highly desirable location. Minutes from Hammonasset State Park, Madison's charming town center, and pristine town beaches, this home perfectly balances convenience and tranquility. Inside, newly installed flooring stretches across an inviting open floor plan. The welcoming foyer flows into a spacious living area centered around a cozy gas fireplace and a large picture window. Natural light streams through the dining area's beautiful bay window, which opens directly to a serene three-season sun porch-your new favorite spot for morning coffee or a good book. The functional kitchen features stainless steel appliances and a convenient breakfast bar. Retreat to the spacious primary suite, complete with a full bath and a relaxing Jacuzzi tub. The flexible second bedroom is ideal for guests or a dedicated home office, positioned near the second full bath which neatly houses the laundry. An oversized one-car garage sits just steps away, providing effortless parking and excellent additional storage.
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, featuring oversized windows, soaring ceilings, and detailed crown molding. The heart of the home is the well-appointed kitchen, complete with a large center island, generous pantry storage, and granite countertops. It flows seamlessly into the cozy family room, where a wood-burning fireplace creates a perfect gathering space. Upstairs, you'll find 4 bedrooms plus a versatile guest suite above the garage, complete with a full bath and private back staircase-ideal for extended stays or multigenerational living. The primary bedroom is spacious with a luxurious bath and walk-in closet. The finished basement provides additional flexible space for a playroom, fitness area, or media room. Situated at the end of a cul-de-sac, this home offers privacy on 4.12 acres of beautifully landscaped grounds. The level backyard features a lovely stone patio and plenty of room for a pool. Additional highlights include a newer asphalt shingle roof. A rare opportunity to own a spacious and thoughtfully designed home in a desirable location!
Nicely updated 1476 sf condo with family room, plus sunporch and full basement. Largest style at Windermere. Living room and dining room are open and have nice hardwood floors. Newer kitchen with maple cabinetry. Cozy family room with fireplace opens to a 3 season porch. Off the sunporch is a private patio. There are 2 good sized bedrooms and 2 lovely newer baths. There is an attic and a detached garage. Windermere is a beautifully landscaped complex that is truly park like. Wonderful to take walks and say hello to your neighbors. Just 5 minutes to downtown Madison with shopping, restaurants, and sandy beaches.
Coastal Paradise in the Heart of Madison! Welcome to one of Madison's most desirable shoreline beach communities, where coastal charm, breathtaking views, and endless outdoor recreation come together to create the perfect seaside retreat. This delightful cottage offers spectacular views of Fence Creek Salt Marsh and a glimpse of Long Island Sound. Kayak or paddleboard from the beach one block away (or directly from the back yard at high tide), enjoy morning walks along the ocean, stroll into town for coffee, and embrace the relaxed Connecticut shoreline lifestyle. Inside, this charming home features 2 bedrooms, 1 bath, and 3 additional rooms that capture the beauty of the surrounding landscape. Large windows invite natural light and showcase the stunning marsh vistas. The deck is ideal for entertaining or simply unwinding while taking in the abundant bird life. After a day at the beach, rinse off in the outdoor shower. Central air conditioning and heat offer three-season living, with the potential for winterization. Its location, just 3/4 of a mile from Madison's vibrant downtown, provides easy access to charming shops (including a renowned bookstore), restaurants, movie theater and library. Ideally situated between New York City and Boston, and approximately one hour from Rhode Island, rarely does an opportunity arise to own a waterfront-adjacent cottage in such a coveted Madison location. Come experience the beauty, tranquility, and timeless appeal of Shoreline Living.
If you've ever strolled down East Wharf, you've likely noticed this charming home. Just a few houses from the beach, this thoughtfully renovated 3 bedroom, 2.5 bath gem blends timeless coastal Connecticut style with custom craftsmanship and modern convenience. The curb appeal is undeniable, with a pristinely manicured yard, paver driveway and Belgian block apron. Inside, the living room features a teak ceiling, stone fireplace and designer lighting, flowing seamlessly into the dining area with custom built-in cabinetry. The reimagined kitchen showcases fluted mahogany cabinetry, high-end appliances, box beam ceilings, designer lighting and expansive new windows. Sliding doors open to a beautifully landscaped backyard with an oversized cedar outdoor shower, large patio and private seating area. A heated detached garage with electricity offers flexible space for a studio, office, gym, entertaining area, guest overflow or storage. Upstairs are three bedrooms and two full baths, including the Primary with custom built-ins, double closets and a renovated bath. The 2nd bedroom features a custom built-in bed with integrated storage, while the 3rd bedroom is currently used as an office. There is also an attractive full guest bath. Extensively updated and professionally designed throughout, this turnkey home is within walking distance to the beach, shops, restaurants, and everything this beloved shoreline town has to offer. See attached list of improvements. They are impressive!
One person's loss is another one's gain! You have a second chance to make this this lovely property yours. It is more than a home --it's a lifestyle. Tucked into one of Madison's most sought-after communities at Windermere East, you'll feel at home the moment you enter the front door. The bright, open floor plan provides casual, coastline living at its best. The remodeled kitchen with granite counters, island and stainless appliances opens to the combination dining area and living room with its cozy gas fireplace. The primary bedroom has an ensuite bathroom, and you also have a second bedroom and full bath on the main level. The lower level provides additional living space for office, exercise or relaxation plus an area for a guest bedroom with a 3rd full bath and is heated by electric baseboard. For three seasons of the year, you'll love sitting out on the enclosed porch; or in the summer, you can dine al fresco on the charming private patio with its ivy-draped arbor. Madison residents enjoy access to town beaches including Hammonasset Beach State Park. The historic town center is a great place to stroll and stop in at a bookstore or outdoor cafe and watch the world go by. This property is ideal for anyone looking to enjoy a more relaxed lifestyle.
MOVE IN READY! Welcome home to 17 Yankee Glen Drive, a beautifully maintained and thoughtfully updated free standing townhouse nestled in the highly desirable Madison Center neighborhood. Spanning 1,434 square feet of bright, inviting living space, this 2-bedroom, 2.5-bathroom gem is the perfect blend of coastal charm and modern convenience. Step inside to a spacious, open-concept main level featuring updated flooring and 2 cozy fireplaces. The updated kitchen boasts ample cabinetry and professional appliances. Upstairs, you'll find two generous bedrooms, highlighted by a spacious primary bedroom with excellent closet storage. With an incredibly walkable location, you are just minutes away from Madison's boutique shopping, local restaurants, movie theater, the commuter train, and stunning shoreline beaches. Complete with air conditioning, high efficiency natural gas heating system, in-unit laundry and pull-down attic stairs. This home provides an effortless lifestyle on the Connecticut coast.
Rare opportunity to own a Nantucket-style coastal retreat on coveted Middle Beach Road in Madison. Just moments from East Wharf Beach and downtown, this distinctive property offers timeless shoreline charm, a huge porch, breathtaking tidal marsh views, and glimpses of Long Island Sound from the second floor. Filled with character and reminiscent of a 1920s seaside cottage, the sun-filled main house features iconic fir floors, generous living spaces, and abundant natural light. The spacious 26' x 13' living room is ideal for entertaining, while the private 17' x 10' family room provides a cozy retreat. A first-floor bedroom and adjacent full bath offer flexibility for guests or single-level living. Upstairs are three additional bedrooms, a full bath, and a walk-up attic for storage. Adding exceptional versatility is the detached carriage guest house, built in 2004. This charming space features vaulted ceilings, built-in cabinetry and bookshelves, a trundle bed, a beautifully remodeled full bath, and a delightful kitchen with granite countertops and a breakfast bar.The expansive deck overlooks a stunning tidal marsh and winding serpentine river, creating a spectacular setting for relaxing, entertaining, and enjoying coastal wildlife. Ospreys, egrets, and other shorebirds are frequent visitors.Ideal as a year-round residence, vacation home, investment property, or multi-generational retreat, this exceptional shoreline offering captures the best of Madison's coastal lifestyle.
Built in 2001, this expansive Custom Cape with its charming front covered porch offers a one-of-a-kind setting in North Madison, ideally located at the end of a cul-de-sac on 2.64 acres and surrounded by open space. The square footage is deceptive with 3536 sf (this DOES NOT include the 3-season room +452 sf) plus the huge basement offering another 1880 sf. Designed with intention and exceptional scale, the smart design of the main floor begins with the location of laundry and mudroom between the garage and kitchen, keeping you organized and your house clean. From there, the focus is the spectacular great room and kitchen, working together for both the day-to-day and for lively gatherings. The eat-in kitchen offers multiple prep zones, island with breakfast bar, generous cabinet space & pantry, granite counters, and stainless appliances (wall oven, microwave and cooktop are NEW). The vaulted great room anchors the main level with its soaring granite fireplace, wall of windows, and seamless access to the enormous 3-season room and backyard. The large 2-story foyer leads to both the formal dining room with wainscoting and the classic study / home office. Also located on the main floor, the large primary suite will delight with its walk-in closet, large en-suite, and private access to the porch and backyard. The rare second floor layout offers two expanded bedroom or guest suites, each featuring sitting/play/study rooms, and privately located on opposite ends of the catwalk
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 features two spacious primary suites ideal for multigenerational living or accommodating guests. The first-floor primary suite includes a private bath, walk-in closet, and direct access to the rear deck. Upstairs, a second primary suite boasts a newly remodeled bathroom, dressing area, and generous closets. Two additional bedrooms, third full bath, and a loft complete the upper level. The main living area offers an open-concept layout with a spacious kitchen featuring stainless steel appliances, new quartz countertops, and a seamless flow into the dining area. The dramatic two-story vaulted living room with a striking tiled fireplace is the heart of the home. A cozy den or home office with custom built-in bookcases adds additional charm and functionality to the first floor.
Completely rebuilt and expanded in 2026, this custom coastal home with deeded beach rights is located in Madison's charming Seafields Association. Thoughtfully designed with designer details throughout, the home provides elevated shoreline living with glimpses of Long Island Sound, state-of-the-art appliances, high-end finishes, a bright, open layout, mudroom, butler's pantry with laundry, and a warm family room with fireplace and wine bar. The private primary suite features a balcony with distant water views, a spa-inspired marble wet room bath, and custom walk-in closet. Outdoor living includes a patio, fenced in yard, outdoor shower - an ideal setting for entertaining and coastal living.
LOCATION ~ LOCATION ~ It matters !! Situated in the Coastal Charm of Madison, this Seasonal Cottage is your Escape you can plan on Every Summer !! Enjoy all that Madison has to offer w/ Concert's on the Green, Farmers Markets, Restaurants and Beaches. It's a Long Summer too ~ Residence can stay from April 1st all the way through October 31st., a Full 7-Months. Home is perfectly set at the End of East Street (minimal traffic) on an Oversized, Level Lot.
Welcome to this well-maintained home offering a flexible layout and thoughtful updates throughout. Step into a welcoming foyer that opens into a bright living room filled with natural light from multiple windows. From here, the layout flows seamlessly into the dining area, where a partial wall creates separation while maintaining an open, airy feel. Just beyond, the kitchen has been tastefully updated with quartz countertops, stainless steel appliances, an electric range, modern cabinetry, and a pantry, along with oversized windows that bring in an abundance of natural light. Down the hall, you'll find the home's bedrooms, including a primary bedroom with corner windows and a large closet, along with additional bedrooms offering functional layouts and ample storage. A full bathroom on this level features a tub and shower combination. The lower level provides additional living space with a spacious family room featuring laminate flooring, ideal for relaxing or entertaining. This level also includes a second bathroom equipped with an accessible shower, offering added flexibility. Outside, enjoy a covered deck overlooking the yard, perfect for unwinding or hosting guests. The property also includes a two-car garage, a shed for additional storage, and a paved driveway.
NEW PRICE. Set back from Middle Beach Rd and sited 25' above sea level (so no flood insurance needed!) with deeded beach rights and views of Long Island Sound is a like-new (completed in 2023) charming 4 bedroom, Cape Cod style home on an unusually large 1.12 acre lot. The open plan's first floor has a cathedral ceiling in the living room with a gas-lit stone fireplace, a dining area, and a fully equipped eat-in kitchen adjacent to a mud room leading to the attached garage. The first floor primary bedroom has a large bathroom and an enormous walk-in closet, the object of many dreams. A den/office and a powder room complete the first floor. The second floor has three spacious bedrooms, a family bathroom and a large room currently used as an art studio but could be a large bright bedroom. There are two porches - one overlooks the water and the other, the back yard. A full, unfinished basement and unfinished space above the garage also offer endless possibilities. Access this special property via Pheasant Drive.
The historic c. 1904 Scranton Homestead, described as a Colonial Revival gem, has come to the market! This much admired 3700 sf in town landmark offers an estate feel on a large, beautifully landscaped lot providing both privacy and convenience, moments from the village center and East Wharf Beach. With four bedrooms, this residence borrows from classic forms, with window styles, columns and porches found only in the most important homes of the era. Hand-worked trim, coffered ceilings, and detailed fireplaces speak to the craftsmanship available at the turn of the last century. Assets include a fully private primary suite with fireplace and custom dressing room, a third floor multi use space ready for special guests or activities. A well balanced blend of preserved history and modern comfort, the centerpiece of the home is an expansive fully updated chef's kitchen open to a great room with a cathedral, beamed ceiling and a wall of oversized glass bringing in light and showcasing the gardens, stone walls and patio features.
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 neighboring Congregational Church, the home shares architectural harmony through its grand columns and elegant two-story shutters. The architect, Mr. Volney Pierce, was commissioned to design this exceptional residence and later the Congregational Church. Inside, the home offers more than 3,900 square feet of living space with soaring 9+ foot ceilings on the main level, 2nd floor with five generously sized bedrooms, five working fireplaces, and the 3rd floor a uniquely large attic with unlimited possibilities. At the back of the property are the outbuildings, a 3 car garage and small coop/shed. "Hartsbourne", has abundant historic character throughout. Set on 1.5+ acres in the heart of Madison's charming village, this is a rare opportunity to own a true piece of local history.
Privately positioned on nearly two acres in one of Madison's most desirable areas, this expansive Colonial offers a rare combination of privacy, scale, and convenience. Surrounded by natural beauty, the property feels secluded while remaining just minutes from the shoreline and Madison's charming town center, known for its dining, boutique shops, and coastal New England character. A true highlight of the location is its close proximity to Chatfield Hollow State Park-just minutes away-offering scenic trails, a picturesque pond, and year-round outdoor enjoyment. Inside, the home features over 4,000 square feet of living space with generous room sizes, a functional layout, and abundant natural light. Multiple living and entertaining areas provide flexibility for today's lifestyle. The unfinished walk-out basement with high ceilings presents an exceptional opportunity to expand-ideal for a home gym, media room, or additional living space tailored to your needs. The expansive grounds offer endless potential for outdoor living, creating the opportunity for a true private retreat in a sought-after shoreline community. Experience the scale, light, and setting for yourself -schedule your private showing today!
32 North Street is calling you home! Set on one of the largest lots in Dud's Village, this lovely cottage is the idyllic seasonal abode. Equipped with 2 bedrooms, 1 full bath, and an outdoor shower, you will surely enjoy your summers along the Madison shoreline here. The recently refreshed kitchen and fresh coat of paint throughout will undoubtedly delight. And let's not forget the new floors in the kitchen and living room. The enclosed front porch is simply charming offering additional living space and featuring daybeds for cool summer sleepovers. Outside is an entertainer's paradise - a desirable corner lot with the oversized deck and enough yard space to host all your family and friends. Just a short distance to Salt Meadow Park, Hammonasset Beach State Park and downtown Madison, you'll always have something to do! And with summer right around the corner, you'll want to move quickly! Schedule your tour today and fully embrace coastal living at its finest! The village is seasonal - April 1st through October 31st. Land is leased by cottage owners, and the land lease is currently $5,400 per year.
A home that captures you-and doesn't let go. Nestled along the quiet edge of the Neck River, this is one of those rare offerings where design, setting and detail immediately leave an impression. From the moment you arrive, the front porch sets the tone for what unfolds beyond it. Inside, every space feels considered. A true designer's home where nothing is overlooked and nothing is left to chance.The kitchen anchors it all: a chef's workspace that becomes the natural center of the home, where design quality shapes how the space is experienced. The layout is both refined and versatile, offering primary suite options on both the first and second floors, each with tastefully appointed bathrooms. Even the everyday feels elevated. The laundry room is purposefully designed and surprisingly enjoyable. The finished third floor offers a private retreat opening to a balcony overlooking the manicured grounds. Outdoor living is equally compelling. A patio with pergolas, an outdoor kitchen and a striking fireplace creates a setting designed for connection. A heated saltwater Gunite pool sits just beyond, extending the outdoor living experience. Private without feeling remote and elegant without being formal, 85 Garnet Park is more than a home, it's a place to gather, grow, breathe and fully experience the best of Madison's Coastal landscape. Here, the river isn't just a backdrop; it shapes how the home lives, drawing you in from the private dock and carrying a sense of ease throughout.
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 ceiling, anchored by a fireplace and surrounded by windows. Thoughtful details such as coffered ceilings and custom millwork enhance the home's architectural appeal throughout. The kitchen is both functional and striking, featuring a gas Wolf range, Sub-Zero refrigerator, additional wall oven, marble countertops and an expansive island workspace, all while maintaining a clean and refined feel. It opens naturally to the main gathering areas, making everyday living and entertaining effortless. The first-floor primary suite offers a private retreat with a fireplace, spa-like bath and a generous walk-in closet. Upstairs, three additional bedrooms are positioned to capture light and those same sweeping marsh views. Step outside and the connection deepens. An expansive deck overlooks the marsh, while a beautifully designed patio with a built-in fireplace creates the perfect setting. And when you want to get out on the water, river access is right there. A setting that feels distinctly its own, yet remains effortlessly connected to Madison's village and beaches and Shoreline lifestyle.
Nestled in the heart of picturesque Madison, this charming 2-bedroom, 1-bathroom seasonal cottage offers a serene sanctuary for enjoying summers along the shoreline. With a cozy living space, this quaint abode is perfectly designed for those seeking a peaceful beachside getaway. As you step inside, you're greeted by a warm and inviting atmosphere that captures the essence of coastal living. The open-plan living area maximizes the cottage's compact footprint, providing a comfortable space for relaxation and intimate gatherings. The kitchen is well-equipped for preparing light bites and beach picnics, while the two snug bedrooms offer a restful night's sleep after a day of fun in the sun. The loft space above the bedrooms awaits your imagination and offers an abundance of possibilities - pre-wired and ready to be finished to your heart's content! The cottage's prime location means you're just a short walk from the expansive sandy shores of Hammonasset Beach State Park. Madison's vibrant community is also at your doorstep, with its quaint downtown area, boutique shops, excellent restaurants, and attractions like the Madison Art Cinema and the historic E.C. Scranton Library. Whether you're looking for outdoor adventure or small-town charm, this cottage is the perfect seasonal home. Embrace the simplicity of cottage living and the beauty of coastal Connecticut with this delightful property, where endless summer memories await. Land lease - currently $5,400 per year.
Madison is located in Connecticut. Madison, Connecticut has a population of 17,742. Madison is more family-centric than the surrounding county with 29.88% of the households containing married families with children. The county average for households married with children is 26.84%.
The median household income in Madison, Connecticut is $140,990. The median household income for the surrounding county is $75,043 compared to the national median of $69,021. The median age of people living in Madison is 50.8 years.
The average high temperature in July is 83.6 degrees, with an average low temperature in January of 19.6 degrees. The average rainfall is approximately 48.4 inches per year, with 31.6 inches of snow per year.
