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10 Middle Beach Rd W, Madison
$3,775,000
6 Beds ⋅ 7 Baths ⋅ 24110928 MLS
PRIVATE AND PEACEFUL WITH DEEDED BEACH ACCESS! Panoramic views of LI Sound are enjoyed from almost every room of this gracious,very private home with ample room for family & lucky guests. Sited back from Middle Beach Road West and overlooking the ever changing salt marsh, enter the inviting double height foyer to discover spacious, high ceilinged and light filled rooms that are throughout the house.The fully equipped kitchen has a separate butler's pantry, table and counter seating and is adjacent to the formal dining room. There is also access from the kitchen to a large terrace with built-in seating & a gas grill with counter space making it ideal for easy, al fresco dining. The coffered ceilinged den has a wood burning, stone FP with another entrance hall providing access to a covered porch as well as separation from the LR which features handsome crown molding and a gas FP. There are also wide halls, 2 powder rooms, roomy closets & a laundry on this level. The 2nd & 3rd levels have 6 BR's (including a separately entered suite w/ kitchen, perfect for a nanny or any number of uses) all with walk-in closets and 5.1 baths. The primary suite has a balcony to take in the view, 2 walk-in closets (one is particularly large), two vanities with a separate shower and bathtub. There's also another laundry room on this floor. A 2nd floor porch offers a special perspective of the incredible views. Investigation indicates an in-ground pool is possible. See AI created photo for location.

10 Middle Beach Rd W, Madison

98 Island Ave, Madison
$3,400,000
4 Beds ⋅ 5 Baths ⋅ 24130594 MLS
Welcome to 98 Island Avenue in Madison, a stunning coastal residence just a short walk to the beach and town. Custom built in 2016 w/extraordinary attention to detail, this home combines timeless elegance with modern convenience. Inside, you'll find soaring 9-foot ceilings, 8-foot doors, hurricane-rated Andersen windows, & polished nickel Baldwin hardware throughout. The chef's kitchen is a showpiece, featuring a Wolf 8-burner range, Sub-Zero stand-alone refrigerator & freezer, Miele dishwasher, custom white cabinetry, Calacatta marble countertops w/slab backsplash, & a wine refrigerator. 3 full Luxurious bathrooms include Carrera and Calacatta gold marble, Kohler & Rohl fixtures, & custom cabinetry. There are 2 half bath's on the main level. The primary suite boasts dual walk-in closets w/built-ins & a spa bath. Additional highlights include a walk-up attic, reinforced flooring for a gym, & a large rec/family room. The home's exterior & systems are just as impressive, huge .86 area lot, yes, room for a pool, circular driveway, blue stone walkways & patio, screened porch w/ Ipe wood flooring. Natural gas fireplaces both inside & outdoors. A 13-zone sprinkler system, full-property fencing w/ an electric pet fence, Sono's speakers throughout, high-end lighting, security cameras, & a hardwired alarm ensure comfort & peace of mind. Energy efficiency is maximized with spray foam insulation, a Daikin heat pump system with natural gas backup, & a whole-home generator. A must see!

98 Island Ave, Madison

144 Middle Beach Rd, Madison
$3,100,000
4 Beds ⋅ 3 Baths ⋅ 24154573 MLS
This meticulously maintained, elevated direct waterfront has spectacular views of Long Island Sound and nearby East Wharf beach. The living room has the original 1910 stone fireplace and three floor to ceiling double doors opening to a deep, Brazilian hardwood deck extending the width of the house. The first-floor open plan includes a renovated kitchen with a water view, a dining area, a den/guest room and a powder room. The second floor has a large primary suite with a sitting area, an enormous walk-in closet and a luxurious bathroom. There are also two nice sized bedrooms which share a full bath. The third floor is a spacious family room with a deck and a wet bar (could also be perfect for overflow guests). An expansive bluestone terrace overlooks the Sound and at low tide your own private sandy beach! Parking for 5 cars, Lower level storage for outdoor furniture, kayaks and beach balls! Walk to downtown Madison and its restaurants, many shops, two screen movie theater, library and renown book store. Come quick. This one won't last!

144 Middle Beach Rd, Madison

85 Garnet Park Rd, Madison
$2,750,000
4 Beds ⋅ 6 Baths ⋅ 24171279 MLS
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.

85 Garnet Park Rd, Madison

37 Lantern Hill Rd, Madison
$2,700,000
5 Beds ⋅ 6 Baths ⋅ 24153289 MLS
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)

37 Lantern Hill Rd, Madison

81A 81a Middle Beach Rd, Madison
$2,495,000
4 Beds ⋅ 3 Baths ⋅ 24160858 MLS
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.

81A 81a Middle Beach Rd, Madison

132 Summer Hill Rd, Madison
$2,324,000
4 Beds ⋅ 5 Baths ⋅ 24147482 MLS
PRISTINE NEW CONSTRUCTION where thoughtful design meets high end craftsmanship. This newly built four-bedroom, four-and-a-half bathroom home offers the perfect blend of style and comfort. Inside, an open floor plan creates a seamless flow from room to room, anchored by a soaring two-story great room with a stunning gas fireplace. Large oversized doors spill out onto a 580 SF covered deck where the tranquil sound of the Hammonasset River can be heard. The heart of the home is a beautiful kitchen with commercial appliances, quartzite stone countertops and a walk-in pantry. On the main floor, you'll find a spacious primary bedroom suite with its own fireplace, custom walk-in closet, and a luxurious bathroom that feels like your personal spa. Upstairs, a second primary bedroom suite provides ultimate flexibility, complete with its own walk-in closet and an equally impressive bathroom. Custom millwork throughout adds character and warmth, while the outdoor stonework and professional landscaping complemented by ambient lighting turn every glance outside into a moment of appreciation. Tucked below, the amazing walk out basement with a wall of glass and 9' ceilings is ready for future expansion. Walk onto a large granite patio for additional outdoor living. Located minutes to Madison center, beaches, Interstate 95 and the Madison train station, this home seamlessly combines convenience with tranquility. It is more than just a dwelling; it's a testament to a well-envisioned life

132 Summer Hill Rd, Madison

36 Cedar Ln, Madison
$2,310,000
4 Beds ⋅ 4 Baths ⋅ 24175725 MLS
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 sure to delight! Thoughtfully redesigned with gorgeous wide plank wood flooring throughout and light-filled interior spaces, the entry opens to a living room featuring a stone fireplace. The beautifully appointed kitchen is outfitted with high-end appliances including a WOLF 6-burner gas cooktop and double wall ovens, granite countertops, and custom cabinetry. A formal dining room with deck access provides the perfect setting for holiday entertaining. The first-floor master suite offers a peaceful retreat with private deck access, separate sitting/great room with gas fireplace, and walk-in closet. The luxurious primary bath features tile flooring and accent wall, walk-in shower, and relaxing soaking tub. Additional main level highlights include a mudroom/hall w/access to a screened porch and backyard, laundry room, office/bedroom with custom Murphy bed, and attached 2-car garage with EV wiring at both stalls. A private upper-level office and gym area accessed by a back staircase offers flexible living space. Upstairs, you'll find three additional bedrooms, all with access to full baths.

36 Cedar Ln, Madison

137 Liberty St, Madison
$2,200,000
5 Beds ⋅ 6 Baths ⋅ 24158140 MLS
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 a stunning 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

137 Liberty St, Madison

64 Webster Point Rd, Madison
$2,185,000
4 Beds ⋅ 4 Baths ⋅ 24162180 MLS
NEW PRICE BELOW RECENT APPRAISAL. One house from L.I. Sound on a quiet Webster Point Road cul-de-sac, this 4000+ sf house delivers the ideal shoreline life: deeded beach access, multi-level panoramic water views, walkable distance to the Hammonasset Trail, and a spacious interior perfect for both large gatherings & cozy family life. A double-height foyer opens the house and leads into light-filled rooms with 10' ceilings & hardwood floors throughout the 1st level. The expansive LR is anchored by a handsome wood-burning FP and flows to a formal DR featuring intricate millwork from a historic mansion. The same heirloom millwork frames the dining area of the kitchen, which is fully-equipped to inspire the modern gourmet. The kitchen has access to a large porch perfect for summer entertaining & connects to a heated 2-car garage. Upstairs, the home offers a rare configuration: 2 primary suites - one on the 2nd floor, one on the 3rd - each with private decks to enjoy the water views that are unparalleled for area houses not directly waterfront. Two additional bedrooms on the 2nd floor share a hall bath & laundry room. The 3rd floor includes a finished den/office & storage. Deeded access to a low-tide beach and the sandy Pent Road beach offer endless opportunities to watch the sun rise or set, relax in the salty breeze, sea-fish, or take the canoe out. The bike-and-walking trail to Hammonasset State Park is at road's end.

64 Webster Point Rd, Madison

101 Garnet Park Rd, Madison
$2,175,000
4 Beds ⋅ 4 Baths ⋅ 24169066 MLS
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.

101 Garnet Park Rd, Madison

880 Boston Post Rd, Madison
$2,145,000
4 Beds ⋅ 4 Baths ⋅ 24171988 MLS
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.

880 Boston Post Rd, Madison

61 Hartford Ave, Madison
$1,994,406
3 Beds ⋅ 4 Baths ⋅ 24153896 MLS
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

61 Hartford Ave, Madison

52 E Wharf Rd, Madison
$1,940,000
5 Beds ⋅ 3 Baths ⋅ 24156993 MLS
Welcome to the highly desirable East Wharf area, where this Shingle-Style residence is surrounded by high-value properties. Sited on a generous 3/4-acre lot with a private rear yard and patio, this home offers 2,920 square feet of flexible living space. Step onto the welcoming front porch and into a home designed for comfortable, multi-generational living. The main level is home to a spacious and luxurious primary suite, a rare and highly sought-after feature. The property boasts 5 bedrooms and 3 full baths, providing ample space for family and guests. Adding to the appeal is a versatile studio office space attached to the separate 2-car garage, ideal for a private home business, art studio, or dedicated exercise area. Location is paramount: enjoy nearby beloved East Wharf Beach and the charm of this popular New England shoreline town, placing all of Madison's amenities right at your fingertips. Madison, CT is a shoreline community halfway between NYC and Boston featuring close proximity to rail connections and I-95 .

52 E Wharf Rd, Madison

24 Ridgewood Ave, Madison
$1,837,500
3 Beds ⋅ 4 Baths ⋅ 24157465 MLS
Perched high above the flood plains, this pristine coastal retreat captures sweeping views of the Neck River as it opens into the Long Island Sound. Thoughtfully designed to embrace its stunning setting, the home's open floor plan is filled with natural light and seamless indoor-outdoor flow. At the heart of the home, a chef-inspired kitchen blends beauty and function-perfectly for entertaining or quiet mornings with a view. The meticulously maintained three-bedroom layout, plus a private lower-level guest suite ideal for extended stays, offers comfort and flexibility for family and friends alike. Spend your days building sandcastles at the association beach and your evenings unwinding on the back porch as breathtaking sunsets paint the sky. Bright, airy, and beautifully positioned, this home is a true delight designed to make the most of every day.

24 Ridgewood Ave, Madison

11 Middle Beach Rd, Madison
$1,825,000
3 Beds ⋅ 3 Baths ⋅ 24165019 MLS
WOW water views! Vintage shingle style. The charm of old Madison with modern comforts. This Sound facing getaway offers three bedrooms and three full baths. The main level is versatile with a separate den/family room and a living room with fireplace. The Gedney-designed kitchen with beautiful Tiger Maple cabinetry is open to the dining area and leads to a private rear patio and deep landscaped yard. The extensive outdoor space is perfect for entertaining or as a quiet retreat, featuring a raised rear deck with jacuzzi, an outdoor kitchen and a patio with fire pit. The second level includes a primary bedroom with en-suite bath, two additional bedrooms, and another full bath. A sunroom/family room with immediate water views has a connected balcony which is a prime spot for relaxation. Enjoy sunrise and sunset skies over Long Island Sound. Additional amenities include a separate garage, a putting green, and plenty of hard to find parking. This location is a water lover's dream, just three homes from a small beach, ideal for launching kayaks or enjoying a quick swim. Beloved East Wharf beach (in season open only to town residents) is close by and the very popular Surf Club with a wide variety of sports and recreational options is in the greater Middle Beach neighborhood as well!

11 Middle Beach Rd, Madison

50 Webster Point Rd, Madison
$1,775,000
3 Beds ⋅ 3 Baths ⋅ 24197829 MLS
AN exceptional BEACH HOME in an UNBEATABLE LOCATION! Situated in a highly desirable beach neighborhood south of Route 1, this exquisite home is completely move-in ready with no work needed and talk about location. In one direction you have a short distance to TWO beaches AND in the other, The Shoreline Greenway Trail into Hamonnasset State Park with it's 2 miles stretch of sandy beach. Inside this gorgeous home you'll find exceptional craftsmanship noted by classic chair rails, picture-frame molding and detailed trim. Step from the formal foyer into a light-filled living room with brick gas fireplace. The expansive kitchen boasts multiple work stations, granite counters, walk-in pantry, breakfast bar, 6 burner gas range and a very useful mudroom around the corner. A main floor office and guest room share a Jack & Jill full bath for great flexibility. Upstairs there's a grand primary suite with walk-in closet plus two additional bedrooms and full bath. The dry lower level surprisingly features two beautifully finished rooms complete with heat, AC, quality flooring, built-ins and a cozy gas fireplace. Outside is as special as inside with brick pathed pollinator flower and vegetable gardens, private backyard with patio and firepit, outdoor hot and cold shower room and a detached 2-car garage with storage. Modern mechanicals include a highly efficient newer natural gas boiler, 2-zone AC & roof only 7 years young. Will not last, an absolute must-see!

50 Webster Point Rd, Madison

33 River Edge Farms Rd, Madison
$1,750,000
3 Beds ⋅ 3 Baths ⋅ 24188142 MLS
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 full-height backsplash create a stunning focal point, complemented by a 6-burner Wolf gas range, Zephyr hood, Sub-Zero refrigerator, Fisher & Paykel two-drawer dishwasher, workstation sink, pot filler, and premium finishes throughout. Step outside and discover your own private resort. The newly completed backyard was designed for relaxing, entertaining, and making the most of every season, featuring a heated saltwater pool with granite coping, an automatic pool cover, Techno-Bloc Raffinato pavers, an Atlas Outdoor Living pergola, and a built-in Summerset grill. Inside, sophisticated design continues throughout. The dramatic dining room showcases vaulted ceilings, custom wood beams, French doors, and an elegant wet bar with a striking gold tile backsplash. Currently enjoyed as a billiards room, this flexible space is equally suited for memorable dinner parties or entertaining on a grand scale. The spacious living room is warm and inviting, centered around a wood-burning fireplace with a custom tile surround designed to resemble iron.

33 River Edge Farms Rd, Madison

99 Garnet Park Rd, Madison
$1,710,000
4 Beds ⋅ 3 Baths ⋅ 24178269 MLS
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.

99 Garnet Park Rd, Madison

7 Linden Ln, Madison
$1,710,000
3 Beds ⋅ 3 Baths ⋅ 24171110 MLS
Beautiful waterfront post-and-beam home offering breathtaking views of the tidal marsh, osprey nest, and beyond. Set on a peaceful corner lot along a quiet one-way lane, this property borders conservation land and is just a short walk to East Wharf Beach. The open-concept living and dining areas are filled with natural light and designed to capture the scenery, with large windows and direct access to a spacious deck overlooking the marsh. The living room features a gas fireplace, creating a warm and inviting space year-round, while an open staircase adds architectural interest. The kitchen is highlighted by a custom antique island, blending character with functionality, and hardwood floors run throughout the home. A cozy den just off the front foyer provides the perfect spot for a home office or quiet retreat. The floor plan also includes a desirable first-floor primary suite, two additional bedrooms upstairs, and a spacious lofted family room that could easily serve as a second master bedroom. Stunning water views can be enjoyed from most rooms. Expertly crafted by Yankee Barn Homes, this residence showcases exposed beams and soaring vaulted ceilings throughout. Additional highlights include durable Hardie Board siding, solar tubes that fill the home with natural light, and convenient storage space beneath the home for kayaks and paddleboards. A truly special coastal property offering privacy, craftsmanship, and exceptional natural beauty.

7 Linden Ln, Madison

76 High Hill Cir, Madison
$1,675,000
5 Beds ⋅ 5 Baths ⋅ 24163221 MLS
Perched back from and above a quiet cul-de-sac, in one of Madison's most prestigious communities, this stately five bedroom Colonial is minutes from I-95 and Madison's Town Green and beaches. The home is perfect for entertaining boasting a renovated chef's kitchen with dining area; adjacent to the home's covered deck overlooking an inviting in-ground pool, and spacious family room with fireplace. A private office is adjacent to the family room. The second floor embraces 5 bedrooms including a large primary bedroom suite with recently renovated full bath, two additional bedroom suites complimented by two bedrooms which share a bath; all also renovated. Downstairs enjoy a game of pool or watch your favorite sport warmed by one of the home's 4 fireplaces. A list of recent improvements is included.

76 High Hill Cir, Madison

86a E Wharf Rd, Madison
$1,615,000
3 Beds ⋅ 2 Baths ⋅ 24179622 MLS
Rare opportunity to own in one of Madison's most coveted shoreline locations. Just steps from East Wharf Beach and a short stroll to downtown Madison's shops, acclaimed restaurants, and vibrant village center, this 3-bedroom, 2-full-bath residence captures the essence of Connecticut coastal living. Privately sited on a beautifully maintained lot with an in-ground pool, the property offers a rare combination of beachside convenience and backyard seclusion. The outdoor spaces invite relaxation and entertaining, while a detached 2-car garage provides additional flexibility for storage and more. Inside, the home is filled with warmth and character. The main level features a lovely sun/sitting room, a dining room designed for gathering, and a cozy living room anchored by a fireplace. The bespoke kitchen showcases charming built-in pine features that reflect the home's timeless appeal. A tucked-away doorway off the living room reveals a finished lower level currently enjoyed as a den and media room-an unexpected and inviting extension of the living space. Can be enjoyed as a year-round residence, seasonal escape, or thoughtfully reimagined coastal retreat with exceptional location, timeless character, and tremendous potential! Wake to the scent of salt air, spend your days at the beach, stroll into town for dinner, and return to the privacy of your own backyard oasis. A truly special offering in one of Madison's most sought-after coastal settings!

86a E Wharf Rd, Madison

9 Bassett Ln, Madison
$1,528,000
4 Beds ⋅ 4 Baths ⋅ 24204612 MLS
Quintessential New England coastal living, just moments from the beach. Nestled in Madison's desirable Seafields Association on a corner lot, 9 Bassett Lane blends the charm and character of a classic shoreline cottage with beautifully updated, modern interiors. Thoughtfully renovated throughout, the home feels fresh and inviting while retaining the warmth and character that makes a New England beach home so special. The sunroom offers plenty of natural light and is the perfect spot for morning coffee, reading or simply unwinding after a day by the water. With a main level primary suite and additional three bedrooms on the second level plus a versatile flex room, ideal for a home office, den or additional guest space, there's plenty of room for everyday living and summer visitors. Outside, the fenced backyard creates a private setting for entertaining, relaxing, pets or play. But it's the location that truly captures the Madison lifestyle. Spend the day at the beach, come home to relax and refresh, then head just minutes away to Madison Center to enjoy dinner at one of its wonderful restaurants, browse the local shops or simply take in the charm of this quintessential shoreline town. Whether you're looking for a year-round residence or the perfect Madison coastal retreat, 9 Bassett Lane offers that hard-to-find combination of location, character, modern updates and effortless coastal living.

9 Bassett Ln, Madison

11 Silo Hill, Madison
$1,475,000
4 Beds ⋅ 5 Baths ⋅ 24167670 MLS
Elegant Living in the coveted Bartlett neighborhood. Discover this majestic and stately colonial set on 1.11 acres in one of the town's most sought-after neighborhoods. Built in 1994 and meticulously maintained with thoughtful renovations and improvements throughout, this 4,237-square-foot residence with another 910SF of finished basement space, offers 4 bedrooms with the versatility to function as a 5-bedroom home. The heart of the home is a stunning Gedney kitchen and updated Family Room designed for both everyday living and elegant entertaining. Facing the backyard, with access to a newer deck, the propane fireplace with builtins on either side, creates a warmth in the Family Room which extends into the chef's ideal Kitchen! All bedrooms are located on the 2nd floor. The Primary Suite has an enviable walk-in in closet and beautifully upgraded full bath. 4 other Bedrooms provide plenty of configurations for the next Buyer. The "5th" bedroom even offers an en suite bath, or it could be an oversized Bonus Room! The finished lower level expands your living space, while a whole-house generator ensures peace of mind year-round. Step outside to your private backyard retreat-ideal for al fresco dining, play, or relaxation. Move-in ready and brimming with charm, and elegance, this home seamlessly blends classic architecture with modern convenience. Welcome to Silo Hill living at its finest.

11 Silo Hill, Madison

99 E Wharf Rd, Madison
$1,450,000
3 Beds ⋅ 2 Baths ⋅ 24200298 MLS
PERFECT LOCATION AND MOVE IN READY. Discover the charm of this natural light filled renovated 3 bedroom / 2 full bath home, single-family dwelling. This home is perfect for those seeking comfort, space, and a welcoming atmosphere. The property boasts an inviting open concept layout on the 1st floor, with a dynamic Kitchen (vaulted ceilings!), loads of popular shiplap on the walls - ample room to make lasting memories! Situated on a lovely full fenced in lot, this home is 1/2 block from the East Wharf Beach but also provides easy walkability to downtown Madison. The backyard hosts a finished shed (storage? office?) and an outdoor patio for additional entertaining. This home provides a wonderful balance of indoor and outdoor living. Perfect condition!

99 E Wharf Rd, Madison

33 Madison Ave, Madison
$1,400,000
2 Beds ⋅ 3 Baths ⋅ 24190633 MLS
Built in 1998, this distinctive shingle-style contemporary is ideally located within walking distance of East Wharf Beach, downtown Madison, and its charming shops and restaurants. Exceptional stonework, lush gardens, and a tranquil pond create a private outdoor oasis that you enjoy as you enter from Pheasant Drive. The main level features a beautifully appointed kitchen with mahogany countertops, custom tile, and an adjacent dining room with a dramatic wall of windows overlooking the gardens. The first-floor is complete with a bedroom and full bath also with mahogany countertops and custom tile. The second floor offers a stunning living room with a gas fireplace, bench seating and built ins with a nautical flair plus a terrace that overlooks the gardens. The primary suite offers a full bath with tub and tiled shower. The third floor is an open, versatile space perfect for a guest room, home office, or studio. It also has a full bath and access to a terrace and a spacious deck nestled among the treetops. Additional highlights include radiant floor heating, ductless split-system air conditioning on the first and second floor, and a tandem two-car garage. A truly one-of-a-kind home offering exceptional craftsmanship, beautiful outdoor spaces, and an unbeatable location close to Madison's shoreline and vibrant town center.

33 Madison Ave, Madison

55 Island Ave, Madison
$1,400,000
4 Beds ⋅ 3 Baths ⋅ 24179566 MLS
A rare offering in one of Madison's coveted shoreline neighborhoods, this custom-built Cape has been impeccably preserved since 1972, presenting a remarkable opportunity to own a home of enduring quality, character, and potential. Set on a private 1.02 acre lot with an Island address and easy access off Cambridge, the location offers exceptional privacy while remaining a quick walk to town, the Green or the beach. This charming 4 bed, 3 full bath home features 3,046 square feet of living space. Gracious formal rooms include an elegant living room with original hardwood floors (ready for refinishing as the shag rugs were just removed!) and sliders to a terrace. You'll also enjoy a bespoke dining room with a custom-painted island inspired wall, and a handsome wood-paneled family room with a fireplace and access to the 2 car garage. The large sunroom overlooks the beautiful grounds, while the charming, functional kitchen includes a casual eating area. A thoughtful floor plan offers two bedrooms and two full baths on the main level that could easily be combined to create an impressive 1st floor primary suite. Upstairs, a spacious landing leads to a large bath with double sinks, a generous guest bedroom, and an enormous fourth bedroom ideal as another bedroom suite, office, studio, recreation space or combination depending on your needs. Dated yet in exceptional condition, this rare gem offers location, privacy, scale, and endless possibilities. Request for All Offers 6/7 at 6pm.

55 Island Ave, Madison

395 Boston Post Rd, Madison
$1,400,000
4 Beds ⋅ 5 Baths ⋅ 24158296 MLS
Introducing the historic Ebenezer Dudley Home, circa 1828, a beautifully preserved residence set along the iconic stretch of Boston Post Road in the charming shoreline town of Madison, Connecticut. Situated on nearly an acre of picturesque grounds, this special property seamlessly blends early New England character with thoughtful modern updates, offering both historic charm and everyday comfort. During the past five years of ownership, the current homeowners have undertaken extensive improvements and updates throughout the property. Among them are the addition of a spectacular wraparound screened porch with bluestone flooring, a birch board ceiling and wood burning stove, the conversion to natural gas heat and tankless hot water, installation of a new 50-year architectural shingle roof, an updated kitchen, and a beautifully renovated first-floor bathroom, are just a few of the many thoughtful enhancements made to the home. A significant addition completed in 2003 expanded the home's living space to include the kitchen, family room, and a spacious primary bedroom suite designed for modern living. The private primary suite features a generous full bath, a dressing room and walk-in closet, creating a comfortable and elegant retreat. Two additional ensuite bedrooms complete the second floor, along with a large, gracious landing that connects the three bedrooms and enhances the sense of space.

395 Boston Post Rd, Madison

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