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4 Beds ⋅ 5 Baths ⋅ 24187861 MLS

Beautifully sited on nearly eight private acres with spectacular views, this turn-key Sherman estate encompasses an amenity-filled main residence, renovated guest house, spring-fed pond, classic stone walls, and exquisite English gardens. Offering luxurious resort-style living in one of Sherman's most captivating settings, the home welcomes you with a marble foyer leading to a dramatic double-height living room, where a wall of glass frames the breathtaking vistas. There are two luxurious primary suites - one on each level - with the main-level BR featuring a fireplace and French doors opening to the expansive deck. The top-of-the-line eat-in kitchen features custom cherry cabinetry, a sun-filled dining area, adjoining butler's pantry, and formal dining room. Upstairs are the second ensuite primary bedroom, two additional bedrooms, a den, full bath, and flexible space/artist's studio. The walk-out lower level is an exceptional space, with custom millwork, marble floors, an antique English bar, gas fireplace, sauna, and gym. Pocket doors reveal a spectacular in-home spa featuring a 24' x 14' heated Gunite spa pool, radiant heated floors, a Desert Aire climate-control system, and walls of glass overlooking the mountains and gardens. Outside, stone pathways meander through beautifully landscaped English gardens to the spring-fed pond and guest house, while classic stone walls and a circular driveway connect the main residence, guest house, and attached and detached garages.

30 Cozier Hill Rd, Sherman

5 Beds ⋅ 4 Baths ⋅ 24179517 MLS

Legendary Seymour Farm is a rare offering where historic pedigree & modern luxury converge in one of Ridgefield's most captivating settings. Circa 1847, this iconic homestead has been thoughtfully transformed for today's lifestyle while preserving the extraordinary character, craftsmanship & architectural details that make it truly irreplaceable. Spanning over 6,087 square feet of beautifully curated living space, the residence unfolds with a series of distinctive rooms designed for both elegant entertaining & comfortable daily living. Rich in history, the home showcases original hand-hewn beams, wide-plank flooring, period millwork & a magnificent open-hearth FP that anchors the original Living Rm. At the heart of the home is a wonderful Chef's KIT with a spacious Breakfast Area overlooking resort-inspired pool + outdoor living spaces, creating a seamless connection between indoors & out. A highlight of the residence is the remarkable octagonal Dining Rm, added circa 1926, offering an unforgettable setting for dinners & grand celebrations alike. Add'l gathering spaces include a spacious Family Rm + expansive Recreation Rm that has hosted countless memorable parties & charitable events over the years. The property is simply breathtaking. Spectacular gardens, featured on the Ridgefield Garden Tour, create a naturally beautiful + organic landscape just minutes from vibrant downtown Ridgefield. A treasured local landmark, Seymour Farm offers a once-in generation opportunity!

261 Wilton Rd W, Ridgefield

3 Beds ⋅ 3 Baths ⋅ 24175785 MLS

Perched on a quiet cul-de-sac, this exceptional home offers breathtaking 220-degree panoramic views of Long Island Sound, Black Rock Harbor, and Fayerweather lighthouse. Designed for effortless main-level living, the residence captures stunning water views from the living room, dining room, and luxurious primary bedroom suite. The remodeled primary bath features elegant marble flooring with radiant heat, creating a spa-like retreat. The dining room is warmed by a charming wood-burning beehive fireplace, while the exceptionally spacious living room boasts vaulted ceilings, a wood-burning fireplace, and sliding doors that open seamlessly to a covered stone deck and in-ground pool- perfect for indoor-outdoor living and entertaining. Enjoy spectacular vistas of the in-ground pool and the Sound from the home's main living spaces. Additional highlights include a laundry on the main level, a rain sensor irrigation system for the gardens and lawn, 3-zone heat/central air, attached two-car garage, and exceptional privacy from both the street and neighbors with a beautifully landscaped backyard and in-ground pool. Combining tranquility, privacy, and unforgettable water views, this home is both a peaceful sanctuary and an extraordinary setting for entertaining.

125 Battery Park Dr, Bridgeport

7 Beds ⋅ 6 Baths ⋅ 24172434 MLS

31 Gray Farms Rd nails the wish list for today's buyer: new construction, high-end finishes, space to entertain, and a location that can't be beat. Over an acre in Stamford's Newfield area, the home is surrounded by other new builds and minutes to trains MetroNorth (NYC)/Amtrak, I-95, the Merritt Parkway, JCC, Sterling Farms, and houses of worship. Inside, a bright two-story foyer opens to an oversized living room, formal dining that can expand for large gatherings, and a showpiece kitchen with a huge island, breakfast room, Sub-Zero/Wolf appliances, walk-in pantry + butler's pantry. The kitchen overlooks a spacious family room with a gas fireplace and direct access to the rear deck, making this entire main floor perfect for everyday living or entertaining. A first-floor en suite bedroom and recessed powder room offer flexibility for guests or extended family. Upstairs, the vaulted primary suite includes two walk-in closets, a sitting area, and a spa bath with soaking tub, heated floors, and oversized shower. Four more bedrooms, three baths, laundry room w/slop sink, wide landing and MANY closets complete the upstairs. Finished walk-out lower level has high ceilings, rec room, gym/media space, bedroom, full bath, and mudroom to the oversized epoxy garage. Backyard has flat multi-tiered areas blending perfectly into that New England vibe. Modern systems throughout make this home move-in ready and built for how people actually live.

31 Gray Farms Rd, Stamford

4 Beds ⋅ 5 Baths ⋅ 24167303 MLS

TABER ACRES -This is the building lot you've been waiting for! Flat lot, sandy soil, and ready to build! 7.4 acres means this lot can accommodate a pool, a 2 bedroom guest house, sport court, and more! Private setting on Taber Road near a working farm with tons of curb appeal and less than 1 M to NY LINE for ease of commutes both full time or weekend! Wetlands in back to remain in conservation, and have hiking trails, a bridge, and boardwalks! This is your chance to partner with an award-winning local design-build firm to create the home of your dreams! House plans shown are just a sample; this firm can do whatever fit your needs. Check out Sherman Building Design LLC on the web or on Instagram-extraordinary blend of superior craftsmanship and refined modern design. This is the only lot left in this small country 3 Lot subdivision; The sale price listed represents a land conveyance at 369K, and a building allowance starting at $500/ sf. Ease & proximity 5M-Metro North Train Station/4M-quaint small Town Center, Community Park w/Basketball, Tennis & Pickle Ball Courts, jogging path/Town Boat Slips/Kayak-Canoe Racks & Sandy Beach on CANDLEWOOD LAKE/2M to private golf club (The Club @ River Oaks) / 3.5M to Quaker Hill Country Club. 4M to 835 Acres Deer Pond Farm Sanctuary-Audubon Center w/its 20M of trails. 60M to NYC-makes for a perfect weekend retreat or year round living. Welcome to Small Town USA! Builder available to meet and walk land.

8 Taber Rd, Sherman

5 Beds ⋅ 5 Baths ⋅ 24042237 MLS

Ideal property for a 1031 Exchange! Situated in the heart of the Yale Medical Community, and directly across from Saint Raphael's, this offering includes two parcels totaling .51 acres, both in an RO zone. The first is 1455 Chapel which is a 6,343 square foot medical office / residence sitting on .35 acres. The second is an additional .16 acre parking lot adjacent to 1455 Chapel on Sherman Avenue. The Sherman Lot has a 15 foot entrance off Sherman Avenue. 1455 Chapel has 71 feet of frontage on Chapel Street. Property is currently a mixed use offering with 2,016 sf of office space on the first floor complimented by 4,327 sf of residential space on the two floors above. Perfect opportunity for parking as both parcels currently boast a total of 52 parking spaces. Other uses might include a "walk-thru restaurant catering to the thousands of Yale Medical employees and millions of in and out patients seen by Saint Raphael's and Yale. Maybe a food truck park satisfy the impressive level of traffic looking to eat as well as park? Possibilities are endless given the foot and car traffic. Price, acreage and taxes all reflect both parcels. Please watch and listen to the video.

1455 Chapel St, New Haven

$2,225,000

4 Beds ⋅ 5 Baths ⋅ 24171368 MLS

Beautifully rebuilt in 2006, this custom turn-key retreat offers 4 spacious Bedrooms with the flexibility for a 5th, 3 full & 2 half baths, all set on 2.33 acres of private, picturesque grounds; just 1 hour away from NYC. Arrive to curated landscaping surrounded by mature trees and seasonal blooms, including hydrangeas, geraniums, and climbing mandevilla, complemented by bespoke stonework and hand-crafted stepping stone paths. As you step inside, soaring ceilings and gleaming hardwood floors set the tone for the home's expansive, open-concept, anchored by a striking spiral staircase that makes an unforgettable first impression. Natural light pours through French doors, seamlessly connecting indoor and outdoor living. The living room, perfectly positioned off the grand foyer and family room, is filled with natural light and features a second fireplace crafted from premium natural limestone. The Family room is a true centerpiece, featuring vaulted ceilings & a grand wood-burning fireplace. Both warm and inviting, it's the perfect setting for cozy game nights or relaxing with hot chocolate by the fire while watching the snowfall outside. The Chef's Kitchen is both grand and functional, featuring high-end Viking appliances and designed for effortless entertaining, with seamless flow to the Dining and Living rooms and direct access to the outdoor patio, perfect for al fresco dining on a summer night.

96 Harpsichord Tpke, Stamford

$2,225,000

6 Beds ⋅ 2 Baths ⋅ 24131381 MLS

OPPORTUNITY KNOCKS TWICE - A unique investment awaits with the only two-family home on the Fairfield Beach Road Peninsula featuring private beach access. This fully furnished property offers excellent rental income during the academic season and serves as a relaxing summer retreat for owners-or an additional rental opportunity. Unit 2142 is a spacious four-bedroom residence, each room furnished with a full-size bed, while Unit 2144 is a charming two-bedroom creekside unit, each room with twin beds, and private gated access to the beach just across the road. Additional highlights include fresh paint inside and out, a wrap-around deck on the creek side with boat access to Long Island Sound, a convenient laundry room, and an oversized two-car garage with extra storage. Enjoy the best of both worlds-generous year-round rental income and beachside living. Truly, opportunity knocks twice.

2142-2144 Fairfield Beach Rd, Fairfield

3 Beds ⋅ 3 Baths ⋅ 24173089 MLS

A RARE opportunity to own in the coveted Dolphin Cove neighborhood of Stamford. Dolphin Cove offers a 3 acre club area directly on the LI Sound. The club includes 2 swimming pools, full bar set up and entertaining area, 450 feet of beach, tennis court and racks for small boat storage. 2 Joshua Slocum Dock is on the market for the very first time since it was custom built in 1978. Lived in and lovingly cared for by its original owners for nearly 5 decades, 2 Joshua Slocum Dock is a gem just steps away from the waters of the Long Island Sound. Ideal for boating enthusiasts, paddle boarders and kayakers or simply enjoying the peaceful waterfront setting from your own backyard. Treasure and value the deeded dock slip just steps from the back patio. Enjoy sun drenched rooms throughout all with hardwood floors and an updated kitchen with stainless steal appliances and quartz countertops. Enjoy your morning coffee on one of two second floor decks or in the three season tiled sunroom off of the formal living room. Other features include two fireplaces one is wood burning and the other has a gas insert. There is a utility room off the kitchen with laundry and a drinks fridge and two sets of French doors that lead to the outdoor patios. This property is ready for its next chapter. Whether you envision preserving its timeless character or updating it to reflect your own style, the possibilities are endless. House is being sold as is.

2 Joshua Slocum Dock, Stamford

5 Beds ⋅ 5 Baths ⋅ 24189863 MLS

Introducing Turkey Hill You only have to stand at the edge of the property, framed by stone walls and century-old trees, to know this is a special place. Beyond the stone pillars, down a crushed-stone driveway, you're led into a true country farm estate. The main house, substantial barn, multi-car garage, pool, and tennis court give you a multitude of reasons not to stray far from this retreat on the weekend. With additional an 26 acres to protect privacy available just across the street. Let's dive in, shall we? The main house is all you could ever want in a circa 1767 farmhouse. The attention to detail and preservation here is unmatched. Wide-board floors stretch throughout, large stone fireplaces anchor the rooms, and a Dutch door is just one of the many special details woven into this home. It's clear from its inception that this house was meant to be a place to gather. From the moment you enter through the mudroom - it's the country, after all - the home balances both ease and grace beautifully. Spacious and well-lit, you've never felt so fabulous removing muddy shoes. Step into the family room, whose sole purpose is to capture guests and have them stay awhile. The kitchen flanks the space with ample counter room. The Taj Mahal quartzite counters will make you pause and notice their beauty and uniqueness. This is a kitchen where serious meals can be prepared, with guests within earshot in the cozy living room or gathered at the casual dinner table.

295 Smith Hill Rd, Colebrook

6 Beds ⋅ 8 Baths ⋅ 24189420 MLS

Perfectly positioned alongside the Hartford Golf Club, 82 Ledyard Road is a remarkable custom-built residence that seamlessly blends luxury, comfort, and versatility. Thoughtfully designed with exceptional craftsmanship and timeless appeal, this expansive home offers a flexible floor plan tailored to today's modern lifestyle. Elegant living spaces unfold throughout the home, anchored by a dramatic family room that serves as the heart of the residence. Bathed in natural light and designed for effortless entertaining. The kitchen, dining room and living room have direct access to one of the decks that overlooks the golf course, creating exceptional spaces for al fresco dining, morning coffee, or evening gatherings. The chef's kitchen is equally impressive, featuring abundant workspace and storage, a generous dining area, and seamless connectivity to the family room through a gracious wet bar and coffee bar. A rare offering, the home provides the convenience of one-level living while accommodating a variety of lifestyle needs. The main level has a luxurious primary suite featuring a spacious walk-in closet, steam shower, jacuzzi tub, and a private sitting room with views of the golf course. The main level also has a handsome home office, an expansive sunroom, and two powder rooms. The second floor offers four generously sized bedrooms, including two with en-suite baths and two connected by a Jack-and-Jill bath.

82 Ledyard Rd, West Hartford

5 Beds ⋅ 6 Baths ⋅ 24186610 MLS

Nestled at the end of a cul-de-sac in the beautiful Greenfield Hill neighborhood, this fully updated and renovated home sits on a private 2.4-acre lot and offers Fairfield living at its finest. This 5-bedroom home, with four full and two half bathrooms, boasts spacious interiors, an open floor plan, all-new finishes, and a brand-new primary bedroom suite addition above a three-car garage. The exterior is just as stunning as the interior, featuring custom stonework and a fully updated gunite inground pool, ready to be enjoyed this summer. The home offers an effortless indoor-outdoor lifestyle, perfect for relaxing at home or entertaining guests. Move-in ready, 203 Wildflower Lane is the perfect blend of quality, privacy, and location.

203 Wildflower Ln, Fairfield

5 Beds ⋅ 6 Baths ⋅ 24187814 MLS

Bring your vision to life in the heart of Weston with this rare opportunity to collaborate with a premier local builder. Sited on a sprawling, private 2.1-acre lot, this sophisticated new construction offers 4,500 square feet of meticulously designed living space, including a finished 900-square-foot lower level. The heart of the home is an expansive chef's kitchen that flows seamlessly into the dining room and a sun-drenched living area. Large windows frame picturesque views of the lush, private acreage, creating a stunning backdrop for daily life. The main floor also features a thoughtful guest suite with a full bath, perfect for visitors or a quiet home office. Upstairs, the primary suite serves as a true sanctuary, complemented by three additional well-appointed bedrooms. With five bedrooms and five bathrooms in total, the layout provides exceptional space and privacy. Outside, the three-car garage and vast backyard provide plenty of room for a custom pool or outdoor oasis. The property and septic are specifically designed to accommodate an ADU if desired, offering incredible flexibility. Because construction is in the early stages, you can step in now to select finishes and personalize the aesthetic. Looking for just the land? The lot is also available to purchase separately (see MLS#24180742). Move into a home uniquely yours, set against a backdrop of natural beauty.

96 Georgetown Rd, Weston

5 Beds ⋅ 5 Baths ⋅ 24185405 MLS

NEW CONSTRUCTION Modern French Country Cottage in a rare location. The opportunity for new construction within minutes from downtown Essex is rare and customization is still possible. This home design masterfully incorporates simplistic timeless luxury with impressive architectural elements that will provide the peaceful retreat you've been looking for, yet functional and efficient. This South Cove Essex destination will deliver everything you expect from your new home--oversized windows, soaring ceilings, millwork, stone and tile design, and incredible natural light. The oversized kitchen, with walk in butlers pantry is perfect for hosting dinner events. Screened in porch to sip coffee in the morning, or watch sunsets during the crisp fall. This floor plan is built with longevity in mind including a first floor primary suite, large bedrooms, expansive living space but still enough separation, home office space, 3 car garage and smart design for efficient living functionality. Imagine celebrating Fourth of July on your patio, strolling to downtown Essex for dinner, enjoying the nearby yacht club, and creating a legacy in one of Connecticut's most coveted shoreline communities.

160 Saybrook Rd, Essex

3 Beds ⋅ 3 Baths ⋅ 24185755 MLS

Water views from every room. This stunning 1955 craftsman cape on a corner, waterfront lot has panoramic river views and its own beautiful Brazilian hardwood dock. Cruise into Watch Hill by boat in minutes or pull up to Napatree for a beach day and forget about the traffic. This 3 bedroom, 3 bathroom well appointed home has been meticulously renovated and is ready to go for its next owner. Make this one yours before it's too late! *Floor plans will be added this week.*

97 River Rd, Stonington

3 Beds ⋅ 2 Baths ⋅ 24185654 MLS

134 Meadow Woods Road is a rare Connecticut Shoreline estate property offering a custom Saltbox-style home on approximately 30 private acres in one of Deep River's most desirable locations. This 3-bedroom, 2-bath country home features approximately 1,591 square feet, hardwood and wide-plank pine flooring, a cathedral ceiling, patio, and unfinished basement. Surrounded by mature woodlands, historic stone walls, and gently rolling topography, the property offers exceptional privacy, natural beauty, and flexibility. The existing residence provides immediate value as a primary home, weekend retreat, guest house, caretaker residence, rental property, or multi-generational living opportunity. Expansive acreage creates space for outdoor recreation, hiking trails, gardening, equestrian pursuits, or the creation of a private estate, family compound, or legacy property. In addition to the existing home, the property may offer future residential subdivision potential for approximately 5-7 lots, creating a compelling investment property and residential development opportunity. Builders, developers, and investors will appreciate the combination of buildable acreage, road frontage, and potential estate sized homesites. Select future building locations may offer seasonal Connecticut River views depending on elevation and home placement. Located near Marinas, Connecticut River, Essex Village, Chester Village. Unique property combines a custom home with acreage and development potential

134 Meadow Woods Rd, Deep River

4 Beds ⋅ 4 Baths ⋅ 24180698 MLS

A once-in-a-generation opportunity to become the steward of one of the Connecticut River Valley's most important historic estates. Built in 1798 by Jonathan Warner-founder of the Chester-Hadlyme Ferry, merchant, ship owner, farmer, Constable, Justice of the Peace, civic leader, and director of the Middlesex Turnpike-the Warner-Brooks House stands as a remarkable testament to early American prosperity, craftsmanship, and vision. Listed on the National Registery of Historic Places, this exceptional Federal-style residence retains extraordinary architectural integrity with six fireplaces, original hardware, twelve-over-twelve windows, elegant period moldings, richly detailed mantels, and a commanding facade highlighted by Ionic columns, a Palladian window, fanlight entry, and granite foundation. A 19th-century carriage house on the property evokes the atmosphere of Warner's original gentleman-farmer estate. This historic landmark property sets the stage for unforgettable event possibilities on picturesque pastoral grounds. Revered by historians and preserved with exceptional care, this irreplaceable legacy property offers a rare opportunity to own one of Connecticut's most significant surviving Federal residences. Extensive original letters, bills, receipts, and construction records survived, documenting the artisans, materials, suppliers, and methods used to create this architectural masterpiece. Chester offer an abundance of amenities / local events, and borders the CT River.

47 E Kings Hwy, Chester

$2,199,999

6 Beds ⋅ 7 Baths ⋅ 24160360 MLS

Exceptional new construction in the desirable University area, scheduled for completion in Fall 2026. Built by an experienced local builder known for quality craftsmanship and thoughtful design, this impressive home offers 4,709 square feet across four levels, including a walk-out lower level. Designed for modern living, the home features 6 bedrooms and 5.5 baths, providing flexibility for guests, home offices, or multi-generational living. The open and functional layout includes a beautifully designed kitchen with a generous walk-in pantry conveniently located between the kitchen and dining room, perfect for entertaining and everyday living. Enjoy seamless indoor-outdoor living with a deck off the kitchen and a patio from the walk-out lower level, offering multiple spaces to relax or entertain. The primary suite is a true retreat, featuring two walk-in closets and a spa-like bath. Additional highlights include a two-car attached garage, impeccable design throughout, and high-end finishes that reflect the builder's commitment to quality. Ideally situated on a quiet street with easy access to downtown, beaches, schools, and shopping, this home offers the perfect combination of luxury, space, and convenience.

280 Tuckahoe Ln, Fairfield

$2,199,900

5 Beds ⋅ 7 Baths ⋅ 24180993 MLS

Welcome to 55 Old Stone Crossing, a spectacular custom-built estate offering over 7,900 sqft of exceptional living space on one of West Hartford's most coveted private streets. Perfectly positioned on the premier lot this extraordinary residence combines luxury, privacy, & convenience while backing directly to over 4,000 acres of protected conservation land. Offering 5+ bedrooms, 5 full baths, & 2 half baths, every room showcases exceptional craftsmanship, impressive millwork, soaring 9-foot ceilings, & high-end finishes throughout. At the heart of the home is a stunning chef's kitchen featuring premium appliances, an oversized center island, abundant counter space, custom built-ins, a spacious informal dining area, & a fully equipped butler's pantry. Professionally landscaped grounds showcase an expansive paver patio, in-ground pool, pool house, & a custom golf chipping course. The serene backyard setting offers over 2 acres of manicured lawn bordered by unspoiled wilderness, creating an unmatched outdoor lifestyle ideal for entertaining or quiet relaxation. Additional highlights include a 3-car garage, golf practice area, & numerous recent mechanical updates. From the backyard, experience complete privacy & direct access to miles of trails for walking, biking, & cross-country skiing. Ideally located close to WH Center & Blue Back Square. This remarkable property represents a rare opportunity to own a truly exceptional home where luxury living meets the beauty of nature.

55 Old Stone Xing, West Hartford

$2,199,000

4 Beds ⋅ 3 Baths ⋅ 24180738 MLS

Nestled on 2+ beautifully landscaped acres with a spectacular heated in-ground pool, this exceptional Colonial has been completely renovated to the highest standards, offering the perfect blend of timeless elegance & modern luxury. Thoughtfully redesigned inside & out, every major component has been updated, including the roof, siding, windows, mechanical systems, & generator, providing true turnkey living. Designed for both everyday comfort & effortless entertaining, the home features a modern, flowing floor plan w/sun-filled living spaces & seamless transitions throughout. At its heart is a beautifully appointed kitchen that opens to inviting gathering areas and outdoor living spaces, creating the ideal setting for family & friends. The lux primary suite serves as a private retreat, highlighted by a spa-worthy marble bath with sophisticated finishes & timeless appeal. Step outside to your own backyard oasis featuring the impressive heated pool, expansive entertaining patios & professionally designed landscaping providing exceptional beauty and privacy throughout the seasons. Whether hosting large gatherings or enjoying a quiet evening at home, the outdoor living experience is second to none. Car enthusiasts, hobbyists, & collectors will appreciate the custom outfitted oversized 2.5-car garage offering for vehicles, storage, & workspace. Rarely does a home of this quality, condition & setting become available. Simply move in & enjoy the very best of New Canaan Living!

17 Danforth Dr, New Canaan

$2,199,000

10 Beds ⋅ 8 Baths ⋅ 24172461 MLS

PRICE REDUCTION ALONG WITH NEW 10 BEDROOM SEPTIC! Exceptional Renovated 7 Bedroom Farmhouse with 3 Bedroom In-Law Apartment. Expansive Living & Unforgettable Views Bordering the 70 Acre Naromi Land Trust. Welcome to this Stunning, Fully Renovated Farmhouse with In-law Apartment, where Timeless Character meets Modern Comfort on a Grand Scale. Offering 10 spacious Bedrooms and 8 Beautifully Updated Bathrooms, this One-of-a-Kind Property is Perfectly Suited for Extended Living, Guest Accommodations, or Income Potential as a Bed & Breakfast. At the Heart of the Home is a Massive, Light-Filled Kitchen and Eat-in Area, thoughtfully Redesigned with New Cabinetry and Premium Bosch Appliances, Creating the Perfect Space for Entertaining and Everyday Living. A Generous Walk-in Pantry provides Exceptional Storage and Functionality. The Home Features Multiple Inviting Living Spaces, including a Warm and Welcoming Family Room and a separate Living Room, Ideal for both Relaxation and Hosting. Multiple Entrances throughout the Property offer Flexibility, Privacy, and Ease of Access. Extensive Upgrades ensure Peace of Mind and Modern Efficiency: 3 Laundry Areas, New Windows, Interior Doors, and Flooring throughout. Contemporary Light Fixtures. Central Heating and Cooling for Year-Round Comfort. Newer Oil Tanks. Massive Basement with Upgraded Foundation, Offering Incredible Storage or Future Expansion Potential.

29 Rte 37 E, Sherman

5 Beds ⋅ 5 Baths ⋅ 24193848 MLS

An extraordinarily rare opportunity in Fairfield's coveted Winton Park Association. Offered for the first time in over 4 decades, this timeless 5-bedroom, 4.5-bath Colonial is set on nearly 2 breathtaking, park-like acres, offering estate-like privacy w/an unparalleled walk-to-town lifestyle. A gracious foyer welcomes you inside, where a magnificent staircase, wide-plank hardwood floors & exquisite millwork define the home's enduring character. Oversized windows & beautifully scaled rooms reflect craftsmanship rarely found today. The step-down living room showcases elegant paneling, custom built-ins & a wood-burning fireplace, while the formal dining room opens through French doors to a private patio for effortless indoor/outdoor entertaining. The spacious eat-in kitchen overlooks spectacular grounds & opens to a sun-filled family room w/custom built-ins, 2nd fireplace & French doors to an enchanting brick patio w/tranquil waterfall. Upstairs offers 4 spacious bedrooms & 3 full baths including a gracious primary suite w/abundant closet space & ensuite bath. Private guest suite w/separate entrance, vaulted ceilings, fireplace, 5th bedroom & full bath. Expansive, level grounds offer endless possibilities for a pool, pool house, ADU or future expansion in a setting rarely found just moments from downtown, Metro-North, award-winning schools & beaches. Complete w/natural gas, public sewer, irrigation & attached 3-car garage. A legacy property ready for its next chapter.

50 Brookbend Rd, Fairfield

5 Beds ⋅ 5 Baths ⋅ 24194565 MLS

This Entertainer's Delight is set majestically overlooking the expanse of CT's premier lake, Lake Candlewood. An private 6.96 acres showcases the ultimate in panoramic lake views. A pinnacle of contemporary design, by well-known architect, Lee Overland, this unique floor plan includes 6 Bedroom, 4.5 baths, bonus room, finished exercise room and a main level guest suite. Surrounded by lush landscape and walls of windows this light filled home brings the outdoors in. A serene retreat for either a full time residence or a weekend summer getaway, just 70 min. to the heart of NY city! The great room beams with light as you enter the welcoming open plan. A new kitchen with specialty appliances is adjacent to a stylish family room offering one of 2 double sided fireplace. The other is shared by the great room and adjacent bedroom with full bath currently utilized as a cozy TV room. A glass enclosed sunroom leads to multi tiered decks & new hot tub. Panoramic views from an exquisite curved window wall offer a dream vista from the primary bedroom w/fireplace & tray ceiling. This idyllic owner's retreat boasts a newer spa bath & magnificent dressing room closet with built-ins. The unique handicap & elevator accessed main level guest suite offers a separate wing with bedroom, sitting room & full bath allowing you to age in place or provide at home care. 3 car garage, new hot tub w/lake views, exercise room in w/o lower level! A true oasis just min from town & conveniences! A gem!

15 Alpine Dr, New Fairfield

4 Beds ⋅ 4 Baths ⋅ 24189568 MLS

Set within the private enclave of Masons Estates, this soon to be constructed Newport-style residence offers a rare combination few can claim: architectural distinction, an heirloom setting, and a footstep from the water. Positioned moments from the storied gates of the Mason's Island Yacht Club and a short stroll to the shops, galleries, and waterfront dining of downtown Mystic, this is not a home built for a season, but for generations. Hand-detailed shake siding beneath graceful gambrel rooflines, soaring ceilings, and a first-floor primary suite designed for effortless one-level living. The heart of the home, an open-concept great room and chef's kitchen flow seamlessly to the outdoors through a wall of accordion-style doors, blurring the line between gathering and gardens. A butler's pantry with bar sink and a generous walk-in pantry support entertaining at any scale, while a dedicated playroom offers space for life to unfold. Craftsmanship this thoughtful, on an address this RARE, doesn't come along often. Imagine your future here on Mason's Island.

6 Kingfisher Way, Stonington

3 Beds ⋅ 2 Baths ⋅ 24191861 MLS

Spectacular Hilltop Estate, Equestrian Property & Agricultural Opportunity Perched atop one of the highest points in Higganum, 65 Maple Ave W is a rare 54.9-acre estate parcel offering breathtaking panoramic views, stunning sunsets, and a commanding skyline backdrop across the Connecticut River Valley. This extraordinary property combines natural beauty, privacy, and versatility in one of Middlesex County's most desirable rural settings. Whether you're seeking a private country estate, premier equestrian facility, working farm, or long-term land investment, this remarkable property offers endless possibilities. Expansive open fields, rolling pastureland, and scenic wooded areas create the ideal setting for horses, cattle, livestock operations, farming, or recreational use. The acreage provides ample room for stables, barns, riding arenas, paddocks, grazing fields. The property's elevated setting captures magnificent long-range views and offers an unmatched sense of privacy while remaining conveniently located near shopping, schools, recreation, and major commuter routes. Buyers are encouraged to conduct their own duediligence regarding zoning, subdivision potential, land use.

65 Maple Ave W, Haddam

4 Beds ⋅ 4 Baths ⋅ 24185847 MLS

Experience the best of country living in this beautifully renovated home in Lakeville, Connecticut. Set on more than four private acres, this inviting residence offers eight spacious rooms, including four bedrooms and four full bathrooms, with the convenience of a first-floor bedroom suite. Designed for comfortable living and entertaining, the eat-in kitchen flows effortlessly into the formal dining room and onward to the welcoming living room, where a wood-burning fireplace and French doors open to the outdoor patio. A generous covered porch provides the perfect setting for relaxing summer afternoons while overlooking the thoughtfully landscaped grounds. The backyard is a true highlight, featuring a heated saltwater pool surrounded by mature plantings, creating a private retreat for swimming, entertaining, or simply enjoying the peaceful surroundings. An attached two-car garage and oversized mudroom add everyday convenience and practicality. Although tucked away in a serene setting, this exceptional property is just minutes from the charming villages of Lakeville and Salisbury, offering easy access to local shops, dining, recreation, and cultural attractions. Enjoy the perfect balance of privacy, comfort, and Litchfield County charm.

243 Wells Hill Rd, Salisbury

5 Beds ⋅ 6 Baths ⋅ 24179349 MLS

This exceptional 150-year-old antique estate in Lower Weston has been thoughtfully and stylishly reimagined, seamlessly blending timeless historic character with the luxurious amenities of contemporary living. The main residence strikes a perfect balance between grand, flowing entertaining spaces and cozy, intimate nooks tailored for remote work or quiet relaxation. At the heart of the home, an epicurean chef's kitchen boasts dramatic 12-foot ceilings and premium finishes, serving as a magnificent centerpiece for both daily life and hosting. The primary bedroom suite is a true private sanctuary, complete with soaring cathedral ceilings, a spa-like bath, and two spacious walk-in closets. Beyond the main home, the expansive property stands out as a versatile estate compound, featuring three additional outbuildings. Among them is a massive, historic barn that has been cleverly converted to include a private one-bedroom apartment and an inspiring art studio-ideal for guests, multi-generational living, or creative endeavors. Perfectly situated within walking distance to Weston's award-winning schools, this property offers a rare combination of privacy, community, and unmatched charm. It is not just a house, but a complete lifestyle compound that must be experienced in person to be fully appreciated. Showings by appointment only.

159 Newtown Tpke, Weston

3 Beds ⋅ 3 Baths ⋅ 24169624 MLS

Tucked along Big Cove on Lake Quassapaug, this custom architect designed Arts & Crafts bungalow is privately set on 14.85 serene acres with a path to your own cove frontage. Thoughtfully designed with the current owner's many updates and improvements and timeless materials, the home features a living room with a stone fireplace crafted from the property, a well-appointed kitchen with Custom Point cabinetry, honed granite, Wolf and Bosch appliances, and a Sub-Zero refrigerator, all opening to terraces, gardens, and a conservatory. The main-level primary suite offers two walk-in closets, a full bath, and terrace access. Upstairs includes a family room, office nook, two bedrooms, and full bath. Additional highlights include quarter-sawn white oak floors, 9' ceilings, radiant heat (kitchen, conservatory, baths), a walk-out lower-level heated recreation space, wine room and gym, plus Viessmann mechanicals and Unico A/C (5 zones). Outbuildings include two garages --one heated and cooled with epoxy floors, an equipment barn with greenhouse, and potting and wood sheds. Gated drive, magnificent stone outdoor fireplace and shower, electric awnings, and buried cistern irrigation complete this turnkey offering. Rarely does a property balance artistry, privacy, and livability so gracefully. This is a place to slow down, to gather, and to stay.

397 White Deer Rock Rd, Middlebury

7 Beds ⋅ 7 Baths ⋅ 24166682 MLS

Two Houses, Long Views, and 15.66 Private Acres-- A rare Litchfield County offering in the exclusive Kent Estate area of South Kent: two distinct homes on 15.66 secluded acres with views over Kent Hollow, a brook running through the property, and privacy that's nearly impossible to find today. The main house is a 3,400 sq ft contemporary built for light and landscape - walls of glass frame long views, and an open floor plan flows from the chef's kitchen to expansive decks and two screened porches for three-season living. Four bedrooms (first-floor bedroom currently configured as a den), 2.5 baths, four fireplaces. Kitchen: Viking double oven, Viking 6-burner gas cooktop, 2x Miele dishwashers, Sub-Zero, double sinks, wine fridge, Carrara marble countertops. The second home is a 1955 midcentury - 2BR/2.5BA - with its original character intact. A fireplace and expansive deck make it fully livable, whether as a guest house, studio, or weekend retreat. Together: ~4,500 sq ft, six bedrooms, five baths, five fireplaces, two screened porches, expansive decks on both homes - two architectural statements from two eras, set on 15.66 acres of woods, water, and quiet.

14 Straight Rd, Kent

6 Beds ⋅ 5 Baths ⋅ 24156764 MLS

Rare 3.75-Acre Builder Opportunity on W Hill Road Exceptional opportunity to own 3.75 private acres in one of the area's most prestigious and sought-after locations-W Hill Road. This unique property features an existing 4,400 sq ft main residence plus a separate 900 sq ft cottage, offering endless possibilities for builders, investors, or end-users seeking a private estate setting. The current home presents a prime rehab opportunity with substantial square footage, solid footprint, and the potential to transform into a luxury showpiece. The detached cottage is ideal for guest quarters, rental income, or on-site living during construction. For developers, the expansive parcel offers subdivision potential to create up to three additional home sites. Surrounded by high-end properties and set in an enclave, this is a rare chance to build new luxury homes in a premier location with strong resale value. land, privacy, and prime positioning make this a standout investment. Endless possibilities - renovate, build new, or develop. Opportunities like this on W Hill Road are few and far between. Tenant-occupied. Please do not walk the property or disturb tenants. All showings require confirmed appointment .Tenant-occupied. Please do not walk the property or disturb tenants. All showings require confirmed appointment

677 W Hill Rd, Stamford

Signature building in Essex Village. Originally the EE Dickinson corporate offices; grandfathered use in a residential zone. Reimagine this amazing space, water views, Essex Village, .78 acres of land, large footprint. Rare opportunity to own a cherished piece of Essex history

8 Baths ⋅ 24145390 MLS

31 N Main St, Essex

1 Beds ⋅ 2 Baths ⋅ 24138056 MLS

Great mixed-use opportunity. Fully leased office building with town-approved one-bedroom apartment on Second Floor with kitchen, full bath including washer/dryer. Great opportunity to own a mixed-use property on beautiful Main Street in Old Saybrook. Established salon with long term lease on first floor. The one bedroom apartment on the second floor has been carpeted and painted and has separate heat control from all office spaces. Opportunities exist for additional apartments with proper permitting. The front of the building faces the heart of Downtown Old Saybrook with shops, restaurants, art and dance studios and The Kate all within walking distance. The rear of the building faces Pine Street and boasts a 25-car parking lot surrounded by chain link fencing and a storage shed. Opportunities exist for other uses of this area with proper permitting. The building has a full sprinkler system with associated central station alarms. Easy access to RT. 95 and RT.9.

125 Main St, Old Saybrook

$2,190,000

5 Beds ⋅ 3 Baths ⋅ 24191331 MLS

COME EXPERIENCE THIS ONE-OF-A-KIND, FULLY RENOVATED MADISON HOME ON A RARE DOUBLE LOT WITH PRIVATE BEACH RIGHTS! Just 300 feet from the sandy shoreline, this exceptional home has been completely reimagined from a traditional raised ranch into a stunning elevated ranch with a bright, open-concept floor plan designed for modern living and effortless entertaining. Every detail has been thoughtfully curated to blend contemporary elegance with coastal charm. The main level features a spectacular chef's kitchen anchored by a nearly 10-foot white quartz island, premium appliances, and exceptional finishes. Two driveways provide ample parking, while two sets of washers and dryers offer added convenience. Multiple living spaces are bathed in natural light, including a breathtaking sunroom with brand-new oversized Marvin picture windows framing serene views toward Long Island Sound. A spacious hallway leads to a beautifully renovated full bath, a conveniently located laundry area, and the luxurious primary suite. Originally two bedrooms, this private retreat now offers a remarkable 9' x 12' walk-in closet and a spa-inspired ensuite featuring a double vanity, dual rain showers, and built-in shower benches. The finished lower level includes three generously sized bedrooms, a beautifully renovated full bath with a double vanity, a second brand-new washer and dryer, and an expansive family room, providing flexible space for guests, recreation, or relaxing after a day at the beach!

15 Highland Ter, Madison

$2,189,000

5 Beds ⋅ 5 Baths ⋅ 24185979 MLS

Welcome to 60 Vermillion Drive, a stunning new construction home that perfectly blends timeless design, modern convenience, and exceptional craftsmanship. Offering 5 spacious bedrooms, 5 bathrooms, and thoughtfully designed living spaces throughout. Step inside to discover an open and inviting floor plan highlighted by abundant natural light, high-end finishes, and elegant architectural details. The main level features a luxurious primary suite with a private en suite bathroom. The heart of the home is the expansive kitchen and great room, designed for entertaining and family gatherings, with seamless flow to the dining and living areas. Upstairs, you'll find 4 generously sized bedrooms, 2 full bathrooms and an additional second floor laundry room, providing ultimate convenience for busy households. The partially finished basement offers flexible space perfect for a recreation room, home gym, media room, or future expansion to fit your needs. Outside, enjoy the home's impressive curb appeal with a beautiful combination of stone and siding, a welcoming front porch, and professionally landscaped grounds. The oversized 3-car garage provides ample room for vehicles, and storage. Located in the desirable Avon community, this exceptional property offers the perfect combination of luxury, functionality, and modern living. Don't miss the opportunity to make this brand-new home your own.

60 Vermillion Dr, Avon

$2,180,000

4 Beds ⋅ 6 Baths ⋅ 24169019 MLS

"Fore Sale!" Ideally located just a few strokes from nationally acclaimed Richter Golf Course, you'll find the epitome of elevated living. Custom built by the area's premier luxury builder and nestled in a 2.7 acre wooded setting, this thoughtfully appointed home provides comfort and privacy for family members or guests. Step inside to discover a meticulously designed marble entry that leads to the formal living & dining rooms boasting a two-sided marble fireplace & French double doors crowned by a 10' ceiling. Walk through the Butler's pantry to the state of the art kitchen equipped with an oversized island offering counter seating, a SubZero refrigerator & separate freezer, plus 5 burner Wolf gas cooktop. Continue to the second level which houses a primary suite with a luxury bath, two additional bedrooms plus a guest wing with its own private bath. An elevator brings you to the fully finished garden level which encompasses a movie room, martini room with access to the pool, bedroom & full bath. Additional finished rooms are being used for storage. Storage?? Car lovers.......start your engines.... Then come home to park them here in your 7 car garage! Swim under the stars in your saltwater gunite pool framed by sweeping patios making it a perfect venue for gatherings & parties. Several additional outdoor living spaces make it the perfect getaway home. A truly exceptional lifestyle awaits less than 90 minutes to NYC & a short drive to the Metro-North Railroad Harlem Line

49 Middle River Rd, Danbury

$2,178,000

5 Beds ⋅ 5 Baths ⋅ 24193414 MLS

This stately Colonial, tucked away at the end of a quiet cul de sac in Easton, blends timeless architecture with resort style living. A grand brick facade welcomes you inside to an impressive two story foyer with gleaming marble floors and dramatic Palladian windows, creating a magazine worthy first impression. Crown molding, soaring ceilings, and hardwood floors add warmth and elegance throughout. The beautifully appointed kitchen features granite countertops and backsplashes, a spacious center island, stainless steel appliances, and sliders leading to a covered deck with ceiling fans, perfect for outdoor dining and entertaining. Designed for today's lifestyle, the flexible floor plan includes a lower level bedroom, full bath, and additional finished living space ideal for guests, recreation, or multigenerational living. Upstairs, the luxurious primary suite offers a spa inspired bath with a whirlpool tub, separate shower, walk in closet, and a stunning vaulted study with Palladian windows, creating the perfect work from home retreat. Outside, unwind in your private backyard oasis featuring a sauna, outdoor shower, and a hot tub beneath a gazebo. An attached three car garage and detached garage with loft, ideal for storing a 24 foot jet boat, complete this exceptional property just minutes from golf, parks, shopping, and more.

16 Robin Hood Ln, Easton

$2,175,000

3 Beds ⋅ 5 Baths ⋅ 24186745 MLS

A Post-Modern Contemporary of bold sculptural massing and dramatic asymmetrical rooflines, this commanding full-brick residence on Providence's East Side is a property of rare architectural conviction. Built in 1987, its architecture preserved and its systems wholly renewed - thoughtfully designed multi-zone hydronic heating/ air system, new copper plumbing, new roof - 5078 SF of sophisticated urban living unfolds across three elevator-served floors. The double-height living room rises to gallery scale - herringbone parquet floors, a Carrara marble fireplace banded in black granite burning double-sided into the handsome built-in library/office beyond. Mezzanine overlook above. Sliders to a private balcony. The dining room carries the parquet floors and opens to a new stone patio with a built-in outdoor grill. The kitchen presents clean white cabinetry, quartz island and premium stainless appliances. Three generous en-suite bedrooms, each privately scaled with treetop light. Primary with balcony. Lower level private spa - hot tub, sauna, full bath and complete second kitchen with walk-in refrigerator. Two-car integral garage. In-ground pool, new pergola and stone landscaping on 9,047 SF lot. Wayland Square. Blackstone Boulevard. Brown. RISD. TF Green is twenty minutes. Boston is under an hour. Exceptionally well sited and complete in its architectural identity - grand, light-filled and open, conceived with the conviction of a singular vision.

14 Maxcy Dr, Unknown Ri City

$2,175,000

4 Beds ⋅ 3 Baths ⋅ 24150725 MLS

A rare opportunity to create a custom modern retreat in one of North Stamford's most serene settings. Located in a prestigious enclave of fine residences on a quiet cul-de-sac, this stunning to-be-built modern home offers a rare combination of luxury, privacy, and natural beauty. Featuring 4 bedrooms plus loft, 3 baths, and 3,782 sq ft of thoughtfully designed living space, the home is sited on 2 scenic acres with peaceful seasonal reservoir views-ideal as a full-time residence or weekend escape. A charming covered front porch leads to a dramatic two-story foyer and expansive Great Room with fireplace, soaring ceilings, and walls of windows overlooking the landscape. The open chef's kitchen boasts an oversized island, exquisite cabinetry, high-end appliances, and walk-in pantry, connecting seamlessly to a wraparound covered porch designed for great outdoor living. The main-level primary suite offers a spa-like bath, dual walk-in closets, and French doors opening to the porch. A 2nd first-floor bedroom with adjacent full bath provides ideal guest or home office space. Mudroom and laundry room complete the 1st level. Upstairs includes 2 bedrooms, full bath, and bright open loft. Optional finished walkout lower level adds up to 2,260 sf, at add'l cost. Conveniently located near fine dining, shopping, theaters, parks, golf, hiking, beaches, and everything the vibrant City of Stamford offers, easy access to train, airport and Hwys! One hour to NYC! Renderings are representational.

6a S Brook Dr, Stamford

$2,160,000

5 Beds ⋅ 5 Baths ⋅ 24164577 MLS

A Regal Sanctuary with recent key upgrades! Seize the opportunity to own a piece of majesty with this unparalleled castle perched atop a hill, commanding 60+ acres of pristine land. Surrounded by conservancy property, this estate promises uninterrupted tranquility and privacy. As you ascend the private road, the castle's imposing silhouette against the horizon is a prelude to the grandeur within. Boasting expansive living spaces, this 7,000+ sq ft residence offers endless potential for luxury and craftsmanship. The property's elevated position on the ridgeline affords breathtaking panoramic views stretching all the way to the Berkshires, ensuring every sunset is a spectacular event. The surrounding acreage, a mix of open spaces, ponds, woods and wild beauty, provides a serene retreat from the world. With nature as your neighbor, the possibilities are endless. There are trails for miles, an old mill, enjoy the local flora and fauna or simply bask in the peace that only such a secluded estate can offer. Incredible opportunity for development - plans available with a proposal to create a subdivision of lots with views (currently 2 lots). Recent improvements to the driveway & new 6 bed septic system. Located in the charming town of Sharon with great restaurants and the playhouse theater. Also close to Cornwall & Millerton, NY. This is more than a home; it's a kingdom where life is lived on a grand scale. Don't miss this incredible opportunity to create your castle in the sky!

6 Claudia Ln, Sharon

5 Beds ⋅ 4 Baths ⋅ 24192482 MLS

Welcome to this charming house located at 535 N Salem Rd, Ridgefield, CT. This property accords a picturesque setting with its beautiful architectural design that blends seamlessly with the surrounding landscape. The exterior showcases a classic facade, complemented by lush greenery that adds to the overall appeal. As you step inside, you are greeted by a warm and inviting atmosphere that flows throughout the home. The interiors are thoughtfully designed to maximize space and functionality, providing a comfortable living experience. The property enjoys an abundance of natural light, enhancing the ambiance and making each room feel bright and airy. This house is an excellent opportunity for those looking to enjoy a serene and private residence in a desirable location. Whether you are relaxing indoors or exploring the outdoor surroundings, this property promises a delightful living experience.

535 N Salem Rd, Ridgefield

3 Beds ⋅ 3 Baths ⋅ 24186933 MLS

Welcome to 500 River Road, where luxury, craftsmanship, and breathtaking waterfront living come together in this completely remodeled, truly turnkey 5,030 sqft home. Perfectly positioned along the river, this exceptional residence offers stunning water views from nearly every room and was thoughtfully redesigned with no detail overlooked. Featuring 3 spacious bedrooms with the flexibility for 4 or even 5 bedrooms, and 2.5 beautifully updated baths, this home offers an ideal layout for today's lifestyle. The impressive primary suite is a private retreat complete with a custom walk-in closet and a spa-inspired bath featuring a soaking tub and premium finishes. The open concept main living area is highlighted by soaring vaulted ceilings, 9+ foot ceilings throughout, gleaming hardwood floors, and walls of windows that capture the spectacular river views. At the heart of the home is a designer kitchen featuring a massive center island, abundant cabinetry, and a walk-in pantry complete with a custom coffee bar, perfect for entertaining or everyday living. Step outside to enjoy the covered double deck overlooking the water, a beautifully designed patio, and professionally landscaped grounds with an in-ground sprinkler system, creating the perfect setting for relaxing or hosting guests. This is a rare opportunity to own a move-in-ready waterfront home where luxury, comfort, and exceptional design meet.

500 River Rd, Stratford

5 Beds ⋅ 4 Baths ⋅ 24179730 MLS

Discover a rare estate-quality property in the heart of Litchfield County, where timeless character, modern refinement, and more than 40 acres of exceptional natural beauty create an unparalleled retreat. A long private drive winds through rolling landscapes to a thoughtfully reimagined five-bedroom, three-bath residence that seamlessly blends sophisticated updates with the warmth and authenticity of its original design. Expansive windows fill the home with natural light and frame picturesque views. The remarkable grounds feature open meadows, mature pines and hemlocks, historic stone walls, fruit trees, curated gardens, and a tranquil pond, offering unmatched privacy and serenity. Equestrians will appreciate groomed riding trails and ample space for future rings, arenas, or barns. Outdoor enthusiasts will enjoy a 200-yd shooting range, hunting areas, and miles of trails for hiking, biking, ATV adventures, and recreation. Designed for entertaining, the pavilion and patio with a grand stone fireplace provides an unforgettable setting for gatherings and quiet evenings alike. Above the garage, a well appointed guest suite with a living area, kitchenette, and full bath offers flexibility for guests, or an au pair. Conveniently located just 15 minutes from the charming centers of Woodbury, Washington, and Litchfield, and approx two hours from New York City, 119 Judge Lane is a one-of-a-kind legacy estate awaiting its next generational steward.

119 Judge Ln, Bethlehem

4 Beds ⋅ 2 Baths ⋅ 24164243 MLS

Rare opportunity to own a Nantucket-style coastal retreat on coveted Middle Beach Road in Madison. Just moments from East Wharf Beach and downtown, this distinctive property offers timeless shoreline charm, a huge porch, breathtaking tidal marsh views, and glimpses of Long Island Sound from the second floor. Filled with character and reminiscent of a 1920s seaside cottage, the sun-filled main house features iconic fir floors, generous living spaces, and abundant natural light. The spacious 26' x 13' living room is ideal for entertaining, while the private 17' x 10' family room provides a cozy retreat. A first-floor bedroom and adjacent full bath offer flexibility for guests or single-level living. Upstairs are three additional bedrooms, a full bath, and a walk-up attic for storage. Adding exceptional versatility is the detached carriage guest house, built in 2004. This charming space features vaulted ceilings, built-in cabinetry and bookshelves, a trundle bed, a beautifully remodeled full bath, and a delightful kitchen with granite countertops and a breakfast bar.The expansive deck overlooks a stunning tidal marsh and winding serpentine river, creating a spectacular setting for relaxing, entertaining, and enjoying coastal wildlife. Ospreys, egrets, and other shorebirds are frequent visitors.Ideal as a year-round residence, vacation home, investment property, or multi-generational retreat, this exceptional shoreline offering captures the best of Madison's coastal lifestyle.

153 Middle Beach Rd, Madison