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$4,400,000
5 Beds 4 Baths 24043405 MLS
Fixed in time, the Shore Colony at Buffalo Bay has been the treasured "happy place" for only a few lucky families. Developed in 1910 and sited on 12 acres overlooking a private half moon bay with a deep sandy beach and a small number of classic wood shingled homes offering space and privacy. 117 Buffalo Bay is a gracious, year round, direct waterfront with approximately 5000 s.f. of finished living space on three floors. The home has been lovingly maintained and updated by the same family for over 50 years. Blessed with sunrise and sunset views and Faulkner Island in the distance, the LR (26' x19') with a wood burning fireplace and the DR (20' x 15') have access to both a screened and a covered porch overlooking the Sound. The kitchen has recently been completely redone and will please any chef. On the second floor are 5 bedrooms and 3 baths. The primary bedroom (18' x23') with windows on three sides has a newly remodeled ensuite bath with 2 sinks, a tub and a shower in addition to extensive closet space and built-ins. The third floor will be the joy of young and old alike. In addition to a bunk room with a full bath, there's a living area, office & an art room. The elevation of the house substantially exceeds FEMA standards so no flood insurance is required. Association amenities include a tennis court. Madison with its restaurants, movie theater & bookstore, which seem a million miles away from this very special enclave, actually only a 7 minute drive.

117 Buffalo Bay, Madison

$4,300,000
5 Beds 5 Baths 24118174 MLS
Stunning one-of-a-kind residence designed by Robert Page, AIA. Set directly on coveted private assoc. Seaview Beach, this iconic 4-level 4,600+ sq. ft. coastal retreat offers an unparalleled blend of modern sensibility and timeless craftmanship. Largely renovated in 2023, no detail was overlooked in this luxurious sanctuary for those who want the exceptional in coastal living. No flood insurance required. 5 bedrooms and 4.5 baths include multiple suites. Expansive 1,453 sf main level floor plan with dramatic open living spaces and guest suite. Gourmet chef's kitchen with top-of-the-line appliances, illuminated pantry wall, and seamless flow to dining and family rm with FP. Custom millwork throughout in maple and cherry, exposed beams, open floating staircases, and sleek steel columns suggest a refined city-loft-meets-beach aesthetic. Main floor: open living/dining space, kitchen, family rm with FP, mudroom, and private guest suite w/ensuite bath. Second Level: expansive primary suite with fplc, private Sound-facing balcony, office, spa-like bath, 2 custom closets, and a 2nd laundry. Additional bdrm currently serves as a music room. Third level:2 private bdrms, one w/balcony overlooks the Sound, the other a loft-like space with soaring ceilings and natural light, plus a brand new double bath.Lower level:guest rm, full bath, gym, den/office with FP, wet bar, wine closet, laundry and 20x20 storage rm. A bright 1080 sf by way of daylighting design. Perfect in-law.

33 Seaview Ave, Madison

$4,250,000
5 Beds 6 Baths 24024719 MLS
Step into luxury living with this stunning waterfront home on the Long Island Sound, boasting a complete renovation four years ago meeting the most recent FEMA guidelines. Perched on the water's edge this home offers breath taking views east to west, sunrise and sunset. You will be captivated by the expansive wrap-around porch, spanning an impressive 44x18 feet, the perfect setting for outdoor relaxation and entertainment. Inside, the bright and open floorplan welcomes you with an abundance of natural light, creating a warm and inviting atmosphere. The finest material and high quality craftmanship were used in the recent renovation ensuring elegance and durability for years to come. The gourmet kitchen with high end appliances and sleek finishes, is a chef's dream with an informal breakfast area. Adjacent one fines a more formal dining area. The primary suite with stunning water views, spa-like bathroom and ample closet space. Additional bedrooms and baths provide plenty of room for guests. Other features include a three car garage, a dry basement, exterior storage, and an area for a future elevator. Conveniently located near fine shops, restaurants and recreational facilities, this tranquil setting enjoys easy access from Harford, New York and Boston. Experience waterfront living at its best.

92 Middle Beach Rd, 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

$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

$3,257,000
3 Beds 5 Baths 170596231 MLS
Welcome to The Stone House: an almost 1 ? acre compound directly on LI Sound with an elegant main house clad in granite & a separately deeded charming seasonal beach front cottage right at waters’ edge on its own private beach. The main house - at close to 5000 sf - has an ideal floor plan. The 1st floor includes a large LR w/a granite wood burning FP & sliding doors to an expansive bluestone terrace, a formal DR, a wood paneled library/den w/another granite wood burning FP adjacent to a large eat-in kitchen w/home office & pantry. There is also a generous sized primary BR suite w/a terrace overlooking the water, a spa bathroom & extensive closets (one is cedar lined) & a guest room w/ensuite bath. The 2nd floor has a 2nd large living area w/yet another granite wood burning FP & a balcony overlooking the Sound, a BR and bath. This floor could be used as a perfect in-law suite, a private office or a getaway area in a busy household. Also included in this listing is 117 Beach Avenue, a seasonal cottage that started life as a mess hall at a R.I. army base during WW2. It was brought to Madison on a barge & placed in its current location w/the workers being paid with 3 bushels of lobster. It’s now a picture book 1 BR, 1 bath bungalow with a combo LR/kitchen + a covered porch & outdoor shower. Beyond wonderful! Located at the end of a private country lane, 85/117 Beach Ave offers enviable privacy & unparalleled seaside living and is 2 miles from bustling downtown Madison.

85 Beach Ave, Madison

$3,187,000
4 Beds 4 Baths 24034618 MLS
A landmark property on a very sandy stretch of historic Middle Beach, there are few direct waterfront homes with more appeal! Built with great craftsmanship and detail in 1915 there are classic touches at every turn including a stunning floor to ceiling stone fireplace, beamed ceilings, a turned staircase, board and batten, wainscoting, and deep moldings. With a dramatic open floor plan, the living room flows to the larger than most eat-in-kitchen with charming breakfast nook and separate sunroom. The grand dining room is L-shaped and large enough for a baby grand for entertaining! The second floor landing anchors bright, roomy water view bedrooms and baths on all sides. Step out to a columned open beach side covered porch, a remarkable original feature ideal for large gatherings or a quiet spot to enjoy one of the best views along the shoreline. This unique vantage point highlights historic East Wharf pier, the iconic gazebo and deep sandy swaths of beach.

132 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

$2,900,000
4 Beds 3 Baths 24059622 MLS
Spectacular DIRECT WATERFRONT setting high on a bluff, no flood insurance required. Completely rebuilt with great style in 2021 (Nina Seed Interiors), and in perfect mint condition. Clean and coastal modern, with texture and architectural detail. Three levels of thoughtfully designed space featuring 4 BR's and 3 full baths to accommodate family and guests with ease. A bright open main floor plan flows seamlessly to create an airy open vibe with fireplace, expansive kitchen with large island, Sub Zero refrigerator, quality details including Rohl fixtures. This level is made complete by a private bedroom/office and bath, perfect for remote work or multi generation living.The stone floored screened porch adds another 350_sf(+/-) of entertaining space, taking you right out to the lush lawn and sweeping setting with both sunrise and sunset views. Finished basement area provides another 400 (+) sf.Take the stone staircase to your own private beach cabana with electricity, water and even a refreshing beach shower. Relax on the sand, nap with nature or enjoy a studio space on one of CT's deepest beaches. Located on a private lane, just minutes from the charming town of Madison, CT. Conveniently located between Boston and NYC, one hour to Hartford. Town records incorrectly state year built as 1817.

82 Hartford Ave, 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

$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

$2,600,000
5 Beds 4 Baths 24112434 MLS
Unique, custom, architecturally designed home in the desirable Seaview Beach area. Situated on a high point of Seaview Ave on a corner lot, with deeded access rights to Long Island Sound. The sandy beach is accessed by a dedicated waterway with cabana. Perfect for a second or summer home, as well as a primary residence. This home was entirely rebuilt in 2010 and boasts numerous amenities & upgrades, including master craftsmanship woodworking, built-ins and cabinetry throughout, automated skylights, full house generator & built-in, whole house sound system . The generous combination living room/dining room has 120-degree views out to Long Island Sound with abundant windows and a wood burning fireplace. The first floor also has a ample kitchen with huge island and counter seating for entertaining, accessed from an oversized mud room for coming in from the garage or outside. An office/bedroom, guest bedroom, & full bath complete the first floor. Upstairs the primary bedroom suite has a large sitting room with elegant bar/coffee area as well as full bath and walk-in closet. There are two add'l bedrooms with custom built-ins & a full bath on this level. The basement has a huge 30X28 room currently used as an entertainment area and full gym, along with another full bath. The finest in materials and master craftsmanship, as well as continuous meticulous maintenance, ensures years of enjoyment and durability. Enjoy the beach, stunning views and this one of a kind, remarkable home

25 Seaview Ave, Madison

$2,575,000
5 Beds 4 Baths 24006971 MLS
35 Seaview Ave in Madison Ct, A charming beach-style residence from 1910 has undergone numerous transformations over the years. The current owners spared no expense in collaborating with Gulick and Company LLC Restoration based in Madison to maintain the original ambiance and appearance. With seven bedrooms initially, the house was reconfigured to include a primary suite that boasts breathtaking water views, a modern full bathroom with a double vanity, a cozy sitting area, a generously sized room, and multiple windows that allow abundant natural light and capture mesmerizing views. Four full bathrooms were tastefully remodeled to align with modern styles and preferences. The kitchen was fully updated and serves as a perfect gathering spot for entertaining. The main living floor features an open floor plan that cleverly delineates the spaces, including a front room that offers a serene retreat for relaxation or reading while enjoying the picturesque water views. Open the windows for a ocean breeze. Walk on the private beach. Enjoy the stunning views from almost every room in the house. This enchanting residence is incredibly inviting and hospitable to all visitors. Its proximity to downtown Madison, coupled with the ocean breeze and stunning views, make it an ideal waterfront home.

35 Seaview Ave, Madison

$2,545,000
7 Beds 7 Baths 170619259 MLS
One of the shoreline’s most iconic waterfront properties - “Red Top” as it’s locally known for its distinctive red roof - has panoramic views of L.I. Sound from every room & space for all with 7 bedrooms & 5 full & 2 partial baths. With 9’+ ceilings and gleaming wood floors throughout, this Architectural Digest ready gem has an open floor plan and oozes charm recalling the glamour and comfort of a bygone era. The living room with a handsome stone fireplace and formal dining room open to a capacious (36’x 10’6”) screened porch overlooking your own private, sandy beach.The oversized kitchen has an island with seating and an area for casual dining, includes a Subzero refrigerator, 2 dishwashers, a wine bar & extensive cabinets and counterspace. The 2nd floor family room is a wonderful place to read, relax &enjoy the view and sure to be a favorite location. Set back from coveted Middle Beach Rd, the professionally landscaped yard with specimen trees & plants provide a special privacy to this mint condition, exceptional home. This unique getaway was built for entertaining & gatherings of all types. Early owner Grover Whalen (“Toastmaster of NYC") hosted many luminaries of the day here including Mayor Fiorello Laguardia. Imagine the plans they made sitting on the screened porch watching the sun set over Long Island.These two men meant more to that period of city life than most any others of their era. This storied retreat is still just 90 miles/90minutes from Manhattan.

118 Middle Beach Rd, Madison

$2,505,000
4 Beds 4 Baths 24121505 MLS
Welcome to your coastal paradise! This exquisite home is ideally located a short stroll from the beach and town, offering the ultimate coastal lifestyle. Built in 2017, this 4-bedroom gem boasts exceptional craftsmanship and sophisticated design, highlighted by custom millwork and finishes that create a peaceful atmosphere. The open-concept floor plan flows effortlessly, with a stunning living room featuring coffered ceilings with fireplace, a formal dining room perfect for entertaining. The gourmet kitchen is a chef's delight, equipped with top-of-the-line appliances, a large center island, with a welcoming sitting area for relaxing or enjoying your morning coffee. Front & back stairways lead to the upper level with access to primary suite, complete with a private seating area and a custom built walk-in closet. Three additional bedrooms with baths and separate laundry room complete the upper level.The walk up attic allows for additional storage or expansion possibilities. This hidden oasis is situated on a private drive surrounded by mature landscaping and features a spacious bluestone patio covered by a beautiful pergola (with retractable awning) and a serene gunite saltwater pool, ideal for summer enjoyment, relaxation and entertainment.The finished basement includes an office, workout room and ample storage. This isn't just a house, it is a life style of luxury and convenience waiting for you to embrace. Don't miss your chance to call this stunning residence your own.

86b E Wharf Rd, Madison

$2,500,000
5 Beds 6 Baths 24104754 MLS
Welcome to 77 East Wharf! This beautifully designed five-bedroom Cape Cod-style home is perfectly situated high on the property to capture breathtaking views of the Long Island Sound and tranquil Fence Creek. Ideal for entertaining or hosting beach-loving visitors, this home also includes a charming one-bedroom apartment over the garage. Begin your experience with a private walkway bordered by a peaceful koi pond and gentle stream that leads to a stunning waterfall. This sets the tone for the serene lifestyle that awaits. Inside, a massive sunroom offers panoramic vistas of the large, private yard, the creek and L.I.Sound - ideal for morning coffee or relaxing sunsets. Located just a short stroll from both the heart of Madison and a sandy beach. This rare offering blends privacy, charm and convenience - an exceptional opportunity to live the coastal lifestyle you have been dreaming of.

77 E Wharf 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

$2,462,500
2 Beds 3 Baths 24067791 MLS
RARE opportunity to own your own 100 ft private sandy beach! This stunning FEMA compliant waterfront home features an elevator, custom upgrades, and breathtaking views of Long Island Sound from every window. The main level boasts an open floor plan with a custom kitchen equipped with Wolf and Sub-Zero appliances, radiant-heated wide-plank teak floors, and a comfortable living room complete with a home theater and an impressive 80-inch drop-down screen. A gorgeous wrap-around mahogany deck surrounds the home, offering an outdoor kitchen, hot tub/spa, and outdoor shower. This level also includes a cozy bedroom and a full bath. A limestone staircase, imported from Canada, leads to the upper level, where you'll find the luxurious primary bedroom suite. This suite is adorned with custom millwork, bookcases, built-ins, a dressing room, laundry area, and an oversized primary bath. Step out onto the balcony to breathe in the salt air, enjoy your morning coffee, or be inspired by the year round beach views from your home office. Office could offer potential guest space/3rd bedroom flex space with use of a daybed. This beachside beauty also offers 1,000 sq. ft. of heated, lower-level finished lanai space, featuring a half bath and rolling glass doors that open directly to the beach-perfect for entertaining. A stone paver driveway provides ample parking for guests- a rarity in a beach neighborhood. Don't miss this special home located on a private road in a quiet beach community!

71 Oak Ave, Madison

$2,450,000
4 Beds 4 Baths 170599187 MLS
One of a kind! At the gentle bend of a beautiful calm sandy cove, this Russ Campaigne designed waterfront home is an absolute gem. Named “Crab Cove” this magazine layout get away is only five years old and boasts geo thermal heating and cooling, carefully sourced fixtures and fittings, energy generating solar panels and every thoughtful marvelous comfort feature you have ever imagined. The orientation of this four bedroom shingle style home will take your breath away and the views throughout cannot be overestimated. A ground level game room with fireplace opens via glass power doors directly out to the private beach area. Private wrap around balconies give you every perfect vantage point to enjoy the changing tides, starry nights and magnificent sunrises. Take a look at the photos and watch the drone video available soon, review the extensive features list. They help tell the story of this dream shorefront property. Part of private Seafields Association.

144 Twin Coves 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

$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

$2,310,000
4 Beds 4 Baths 170603525 MLS
This direct year-round waterfront home is sure to impress you! This double lot has a mooring with trampoline, and lots of room for entertaining outside with patios, decks, and a lush lawn with an irrigation system. The owners have made countless improvements including a new sea wall, new roof and gutters, all new windows, new hardwood flooring, central air, fencing, a large awning with remote, ceiling fans, outdoor hot/cold shower, exterior and interior paint, central air, and gorgeous landscaping including a new driveway with a cobblestone border and salt resistant plantings. Deeded beach rights to the sandy Lee Manor Beach is only 2 doors away. The open floor plan has multiple seating areas and a huge kitchen with all new stainless steel appliances including an Advantium induction cooktop /convection oven, wine cooler plus beverage cooler, range hood, and a stunning tiled backsplash. A new front walkway and door were added that lead to a foyer/mudroom area. Directly off of the first floor screen porch is a small den/TV area and a new half bath. There's a first floor bedroom and full bath, plus 3 additional bedrooms on the second floor. The primary bedroom suite is a showstopper with vaulted ceilings and panoramic views. A new laundry room was also added to this room. The two remaining bedrooms enjoy water views and access to a sleeping porch. The basement area has storage and was waterproofed by CT basement. Enjoy the beautiful town of Madison and life by the sea!

28 Toffee Ln, Madison

$2,300,000
4 Beds 6 Baths 170573880 MLS
This enchanting home with over 4,000 sq ft of living space offers a perfect blend of classic elegance, modern comforts, and an idyllic location, making it an exceptional choice for those seeking a refined and tranquil lifestyle. Step inside this magnificent residence and be greeted by a gracious interior that seamlessly blends classic design with contemporary elements. Set the stage for memorable gatherings in this spacious living room adorned with a fireplace. The gourmet kitchen is a culinary delight, boasting high-end appliances, custom cabinetry, marble countertops and a center island, opens dining room. Abundant natural light fills each room, highlighting the tasteful finishes, crown moldings, and hardwood floors that exude a sense of warmth and sophistication. Find plenty of room for family and guests in the dual primary suites, one on each floor, and two spacious Jack and Jill bedrooms. Ease your entry with the oversized mudroom having plenty of storage and private staircase leading to the guest suite. The thoughtfully designed floor plan provides a sense of openness while maintaining distinct living spaces, ideal for both comfortable everyday living and entertaining guests. The gorgeous backyard, professionally landscaped, is an amazing place for hosting and entertaining by the oversized pool--or just relax and enjoy life. The timeless architecture and charming details make a lasting impression, reflecting the quality and craftsmanship found throughout.

11 Alexandra Ln, 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

$2,200,000
5 Beds 5 Baths 24050921 MLS
This home is ideally located, beautifully designed, and pristinely maintained. Nestled between Long Island Sound and the charming Village of Madison, this hidden gem offers unparalleled privacy and modern luxury. Completely rebuilt in 2014, this 5-bedroom, 4, 400 sq. ft home boasts a light, bright and airy atmosphere with stunning ceiling heights and custom finishes throughout. This is not a cookie cutter home. If you love it, there is nothing else comparable. Each spacious bedroom features its own bathroom. There is a first-floor bedroom and full bath with private entry and attached living room, enabling first-floor living, or increased peace and privacy for in-laws or guests. The manicured grounds are unusually large for this sought-after location in Madison. The rear of the property offers right of way to land owned by the Madison Land Trust. There is also potential for an in-ground pool. There is an outdoor fireplace, custom-built pergola, and an Ipe deck off of the kitchen for outdoor dining. A two-car garage and large storage room add practical convenience. Water views from the bedroom. Just a stone's throw from Long Island Sound, in addition to East and West Wharf beaches, there is a little stretch of sandy beach at the end of Island Avenue where one can access the water. Walk to Madison's beloved downtown shops, bookstore, restaurants and town green. Then walk back home to your sanctuary!

85 Island Ave, 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

$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

$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

$2,130,000
5 Beds 5 Baths 170589670 MLS
NEW CONSTRUCTION. This exceptional home is sited beautifully overlooking the Hamonasset River and is a stunning example of outstanding craftsmanship and style. Filled with natural light and an updated floor plan for today’s living, the 4,900 square foot layout has it all. As you enter the home though the gracious front porch complete with granite floor and a stone facade, you will be delighted with the tastefully appointed details throughout. The gourmet kitchen has a large center island, Wolf / sub-zero stainless appliances, walk-in pantry and an informal dining area. The kitchen opens directly to the stunning two story great room with a linear gas fireplace and direct access to a 16’ x 42’ outdoor deck. This home features a 1st floor primary bedroom. A formal dining room with butler's pantry and a private office complete the 1st floor plan. At the center of the home is an architecturally designed, show-stopping two-story staircase that leads to a 2nd primary bdr. Two additional bedrooms and a large bonus room / 5th bedroom finish the 2nd floor. A large mud room, 1st and 2nd floor laundry rooms, a 3 car garage and a walk out lower level ready for build out. Beautifully landscaped with stone wall, Belgian block edged driveway and walkways, landscape lighting, irrigation & security system and a Generac generator. Lot is pool ready. Enjoy easy access to I-95, the train line, dynamic Madison center, and several lovely beaches.

122 Summer Hill Rd, Madison

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