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 most favorite room! Detached single car garage plus additional resident & guest parking. Newer Samsung gas stove & Bosch dishwasher. Updated HVAC - Trane AC unit manufactures date 1/2021 & Trane furnace date 4/2021. Complex is super convenient as you are less then a mile from historic Madison downtown center with its famed bookstore, shopping, movie theater, restaurants & retail stores
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 summer activities. Residents of Dud's Village also enjoy a private path that leads directly to the beach, making spontaneous sunset walks and beach days part of everyday life. This fully furnished, move-in-ready cottage has been thoughtfully maintained and cared for, allowing you to start enjoying the season immediately. The cozy interior includes one bedroom with built-in storage, a nicely stocked kitchen, a sleeper sofa for additional guests, a remodeled bathroom with a fresh modern feel, and the added convenience of an in-unit washer and dryer. Step outside to your spacious wrap-around deck, designed for relaxed coastal living and easy entertaining. The outdoor space comes complete with a grill, tabletop firepit, and patio seating, creating the perfect setting for summer evenings, morning coffee, or gathering with friends after a day at the beach.
Set on 5.65 secluded acres in the heart of Madison, this exceptional English Georgian custom home offers a rare blend of timeless architecture, refined craftsmanship, and natural beauty. Surrounded by mature woodlands, the property is a private retreat, complete with a gently winding stream and the preserved stone remnants of a historic mill-an evocative nod to the land's rich past. Inside, the home is thoughtfully designed for both elegant living and everyday comfort, featuring expansive, light-filled spaces and exquisite millwork throughout. The custom chef's kitchen is a true centerpiece, appointed with premium appliances, striking imported granite countertops, and impeccable detailing. A grand entryway welcomes you with a sweeping staircase and a beautifully crafted coffered ceiling, setting the tone for the quality and sophistication found in every room. Layout designed for first floor primary suite. This is a home for those who appreciate enduring design, superior construction, and a setting that feels worlds away-yet remains close to everything Madison has to offer.
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 countertops and a vintage double sink, plus a full bath with walk-in shower and in-unit laundry. Set on a corner lot, enjoy a private patio, spacious shed, ample parking, and an enclosed outdoor shower-ideal after a day at the beach. Close to local shops, restaurants, wineries, and train access for easy trips to NYC. Seasonal community (April-October). Land lease $5,200/year, taxes approx. $2,500. Cash or HELOC only. No rentals.
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 living. The new HVAC system with gas heat and central air ensures year-round comfort and efficiency. A lovely 3-season sunroom that offers additional living space and opens to a private patio-perfect for relaxing, entertaining and enjoying the view of the river. Ideal for kayaking right from your backyard, with space to conveniently store your kayak onsite. A standout feature of this unit is the full basement-an uncommon find in the complex-offering abundant storage, a cedar closet, and partially finished space with endless possibilities. Ideally located within walking distance to Hammonasset Beach State Park and scenic walking trails, and just minutes to marina's and downtown Madison where you'll find fine dining, a charming movie theater, shops and the beloved RJ Julia Booksellers. Enjoy the best of shoreline living in one of Madison's most desirable communities-an ideal choice for those looking to downsize or create the perfect coastal escape.
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 combination of historic character and contemporary luxury. Wide-plank floors, custom millwork & formal parlors honor the past, while a chef's kitchen with SubZero & Bosch appliances, a light-filled great room with integrated home theater, and an enclosed porch with fireplace extend the living space across the seasons. Upstairs, the primary suite is a true retreat...bespoke cabinetry, coffee station, bar sink & bath with freestanding tub & oversized shower. The home has Container Store closets, Schlage smart locks, Lutron lighting, a whole house dehumidifier and generator, and a smart water monitoring system. The two story barn, built by Gulick & Co., features a spacious private office with full bath on the second floor and an accessory apartment on the first floor with full kitchen, oak floors, reclaimed ceiling beams,an accessible bath, and its own septic system. The barn could be used as a studio, guest house, or income property. Great multi-generational situation. An extraordinary landmark home...where history, community & luxury converge. Total Sq Ft is House & Barn
Set along the coveted shoreline of Madison, this pristine coastal retreat seamlessly blends timeless antique charm, the finest modern conveniences and extensive Long Island Sound views. Thoughtfully updated while preserving its character, the home offers an inviting and sophisticated atmosphere throughout. A stunning family room serves as the heart of the home. It features dramatic floor-to-ceiling windows to capture the water views. The flexible floor plan includes a desirable first-floor primary bedroom option, perfect for ease of living. In total, the home offers three full bathrooms and one half bath, all tastefully appointed with high-end finishes. Every detail has been carefully curated to offer comfort, beauty, and convenience-make this classic New England coastal living home yours.
Own an architectural masterpiece with waterviews! Rarely is a Robert Page (AIA) designed coastal home available and this is one of his most compelling. A collaboration with master builders Baldwin and Baldwin and executed with precision, this 3300 sf home with three exterior decks, (including a "Skydeck"), unfolds over four levels. Finished in 2010, this 3(+) bedroom, 3.1 bath gem offers 3300 lifestyle driven sf unlike any other beach area home you have ever seen. A true study in material, light and craftsmanship and just three homes from the Sound, w/rights to coveted Hartford Avenue Beach. Landscape designer Gordon Hayward shaped the exterior as an extension of the architecture with a rectilinear goldfish pond and a circular fountain for counterpoint. The open design allows the light to play all day on the rich Douglas fir vertical grain paneling throughout. The house tells the story of how much effort this took- everywhere you look, extensive custom hand-built cabinetry, bookshelves and cubbies. Anne Sacks provided the tile, granite, marble and soapstone countertops. Everything is premium and a very thoughtful choice-Noguchi Acari pendant lighting, McIntosh whole house sound system, Bosch, Dacor, Asko and Subzero appliances. 24 owned solar panels for energy, two custom "lifts"- one in the stairwell serves as dumbwaiter for all four levels and the exterior lift brings firewood to the second floor veranda.This property must be experienced in person to be fully appreciated
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 room, anchored by a dramatic floor to ceiling fireplace. The main level primary suite provides a serene retreat with its own stone fireplace, walk-in closet, and private ensuite bath. The lower level offers exceptional versatility, featuring two additional bedrooms with a shared hall bath, two spacious flex rooms ideal for a gym, home office, media room, or recreation, along with an additional half bath. Additional highlights include geothermal heating and cooling, a two-car garage, and exceptional privacy. All just minutes from charming Madison village, beautiful beaches, and convenient access to I95.
An unbeatable location, 37 Lantern Hill is set in one of Madison's most desirable in-town neighborhoods. Close to sandy beaches, charming town center and the Madison Country Club, recreation and everyday conveniences are right at your doorstep. Traditional by design with ten foot ceilings, abundant natural light and generously scaled rooms that create an airy feel, ideal for relaxing or entertaining. Five well appointed bedrooms offer private welcoming guest options. A main level open concept perfectly connects the dining, living and kitchen areas, a purposeful layout that flows beautifully. custom millwork and thoughtful finish details everywhere will not disappoint. The expansive great room is perfect for movie nights, casual get togethers or a quiet evening by the fire. Outside the property transforms into your own private resort. Lush landscaping surrounds a very private bluestone patio with outdoor fireplace for an inviting setting for year-round entertaining. Enjoy the heated saltwater pool and chic pool house with its own bath and outside shower. Meticulously maintained this much admired home offers and exceptional balance of scale, sophistication and warmth in the heart of Madison. (Town field card being adjusted to show correct above grade sf 5837)
Discover the ultimate summer retreat at 63GG Dudley Lane, a completely remodeled two-bedroom cottage located in the desirable and private DeSabato's Camp community. This turn-key home is offered fully furnished and features a bright, open interior with upgraded cabinetry and modern finishes throughout that maximize space and style. The outdoor living space is exceptional, boasting a massive rear deck designed for entertaining, a large storage shed for beach gear, and a custom outdoor privacy shower to rinse off after a day at the shore. Situated on a quiet lane, the property offers direct access to the bike path leading straight to Hammonasset Beach State Park, allowing you to enjoy the shoreline without the hassle of parking. This seasonal owner-occupied community strictly prohibits short-term rentals. Typically running from April through October, strictly prohibits short-term rentals. The annual land lease is approximately $4,000 annually. A cash purchase is required since conventional mortgage financing is not available for seasonal land-lease properties.
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 & Equestrian Facilities Currently optimized for equestrian use, the grounds are ready for your horses. The property features: 7 Professional Paddocks: Ample space for grazing and exercise. 4-Stall Barn: Well-equipped for equine care with additional storage for tack and feed. Outbuildings: Covered parking for two vehicles plus dedicated space for a tractor. Private Pond: A serene focal point that adds a touch of "storybook" charm to the level, picturesque landscape. The Residence. The heart of the property is a beautifully preserved antique home that captures the soul of Madison's history while offering the comforts of today. You'll find the perfect balance of period details and comprehensive modern upgrades, ensuring a move-in-ready experience that doesn't sacrifice character. Limitless Potential! 1.9mi to town, build your dream estate on 7 level acres while keeping the updated antique as a guest cottage. Rare chance for a private compound near Madison's beaches. Farm living with endless possibilities just minutes from everything.
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 interior anchored by an eat-in kitchen with a 5' x 7.5' quartz island, Sub-Zero refrigeration, a six-burner Wolf gas range, double wall ovens, farmhouse sink, and wet bar with wine chiller and refrigerator drawers. The living room offers coffered ceilings, a stone-surround gas fireplace, and sliding doors to a partially covered bluestone patio, creating seamless indoor-outdoor living. The primary suite is a private retreat with a spa-inspired bath featuring a soaking tub, oversized rain shower, dual vanities, and a walk-in closet. Three additional bedrooms each include en-suite baths, complemented by a bonus room with cathedral ceilings and full bath. Additional highlights include a private office, formal dining room, custom pantry and mudroom, set up for a generator, and a well-appointed laundry room.
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 is fun to stop by the Friday afternoon Farmers' Market to pick up fresh vegetables, flowers, fish and more. The Surf Club, as well as Madison's two additional beaches, are also just minutes from the home. Features of this home include a kitchen/dining area that is open to the cozy family room with its gas fireplace, providing heat and ambiance on cooler evenings. The large combination living room and dining room offers plenty of space for entertaining and family gatherings and he three-season sunroom is a perfect spot to relax with a good book and the private patio offers a pleasant place on which to enjoy your favorite drink and a summer meal. The attached garage, with an entrance to the family room, makes carrying groceries inside very convenient, especially during inclement weather. Two extra large bedrooms and two full baths, as well as the laundry area, are on the upper level. An extra room on this level works perfectly as a guest room, office or studio. List price takes into consideration that some updating may be desired to reflex one's own taste.
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, walk-in pantry, first-floor laundry, private office, and a luxurious primary suite with soaking tub, oversized rain shower, double vanity, custom walk-in closet, and floor-to-ceiling tile. Upstairs includes four bedrooms and three full baths, walk-in closets, and a bonus room with floor-to-ceiling nickel gap and oversized French doors leading to your new home gym. Additional highlights include central vacuum system, elevated covered patio, and a high-ceiling basement (9 ft) ready for finishing.
Welcome to highly desirable Windermere East. Windermere is nestled in a private picture perfect setting along the Madison Shoreline. 4 Currycross Road is a charming free standing home with 2 spacious bedrooms, a pretty backyard, and one detached garage just steps to your front door. Home has been freshly painted and boast a lovely open floor plan with a wood burning fireplace, cathedral ceiling, extra attic storage space, and a 3-season porch with private patio. Enjoy the benefits of living so close to town, Hammonasset State Park, and 3 beautiful town beaches. Take a leisurely stroll through town where you can enjoy fine dining, take in a movie, or enjoy shopping at one of the many unique shops including the famous RJ Julia Booksellers Store. Come live or recreate in this wonderful historic community and Celebrate the towns 200th Anniversary in 2026! Please do not peek around property without an appointment, thank you!
Embrace the enchantment of Shoreline Living at its finest with this sun-drenched haven at 3 Arrowhead, a jewel nestled in a quaint community with the river at your doorstep. As you step into this radiant abode, you're welcomed by a symphony of natural light and the serene melodies of local birdsong. The home's design harmoniously blends the outdoors with the indoors, creating a tranquil retreat. The heart of the home is the designer kitchen, which seamlessly transitions into an elegant dining room and a spacious living room, crafting an ideal setting for memorable gatherings. Journey upstairs to discover the luxurious Primary Bedroom, a sanctuary featuring a stone-adorned en-suite bathroom and a private deck that beckons you to unwind and soak in the picturesque views. Two additional generously-sized bedrooms, a well-appointed bath, and a convenient laundry area complete the upper level. Ascend to the versatile spacious living area offering a half bath, additional sleeping quarters, a dedicated office space, and a cozy reading nook, all complemented by the comfort of central air. Outside, the property is framed by verdant lawns, meticulously curated shrubbery, and an expansive patio that's perfect for alfresco entertainment or quiet reflection. This home is not just a residence; it's a lifestyle awaiting your arrival. We eagerly anticipate welcoming you to your new coastal sanctuary.
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 your home, surrounded by the coastal charm of Madison. Barberry Farm is only minutes to the historic town center with beautiful shops and restaurants. Let us build your custom dream home. Agent is related to developer

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.