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7 Beds ⋅ 6 Baths ⋅ 24189710 MLS

Exquisite Stonington Estate. Set amidst 10.19 manicured acres of breathtaking privacy and natural beauty, the extraordinary Crossover Estate offers the very best of refined coastal living just moments from the charming Stonington Borough and Historic Downtown Mystic. The best of One-Level Living. This exceptional family compound is bordered by a tranquil pond and brook on one side, with a picturesque estuary leading to Long Island Sound on the other. Ideally positioned between Boston and New York City, and only minutes to Mystic, Watch Hill and the Mystic Amtrak station, this remarkable estate offers effortless access for both weekend escapes and year-round enjoyment. The best of one-level living with an expansive and luxurious primary suite. The stunning main residence features 4 spacious bedrooms, 3 Full 2 Half beautifully appointed baths, designed with elegant comfort and seamless entertaining in mind. Exceptional interior finishes include a gourmet chef's kitchen with premium Wolf appliances, steam oven, microwave drawer, custom cabinetry, and sophisticated designer details throughout. Complimenting the main residence is a charming 3 Bedroom 1,276 Sq Ft Guest House, along with a spectacular pool and pool house complete with full kitchen, bath, and sauna, and Sports Court. Also - Main House with 3 Br Guest House, Pool with Pool House and Sports Court situated on 10.19 manicured acres and including 11.07 acre building lot are available for $4,459,000. Continued:

455 Stonington Rd, Stonington

5 Beds ⋅ 4 Baths ⋅ 24190330 MLS

Steeped in history and prominently positioned in the heart of Essex Village, the distinguished "Frederick Scholes House" (circa 1890) offers a rare opportunity to own a landmark waterfront estate. Cherished by its current owners for 49 years and nestled on a quiet lane along picturesque Middle Cove, just off the Connecticut River, this property seamlessly blends timeless character with refined living. Set on a .45 private lot, this meticulously maintained antique residence spans approximately 3,769 square feet and captures serene water views from its beautifully landscaped grounds. Despite its central village location, just moments to shops, dining, and marinas, the home offers an exceptional sense of privacy and tranquility. Rich in architectural charm, the home features soaring ceilings, expansive windows, and elegant, light-filled interiors that reflect generations of thoughtful stewardship. Once known as one of the village's grand homes, its legacy continues today as a warm and inviting retreat with sophisticated style and historic integrity. Designed for both everyday living and entertaining, the property includes a spacious three-car garage and generous living areas that honor its past while accommodating modern lifestyles. The grounds unfold toward the water, offering a peaceful backdrop and a true connection to Essex's coastal beauty. This Historic Essex Village waterfront home is a rare offering where heritage, location, and lifestyle converge.

10 Scholes Ln, Essex

5 Beds ⋅ 6 Baths ⋅ 24163499 MLS

Welcome home to the Gold Coast of Norwalk. Location, space and timeless design come together in this stunning turn-key colonial with waterviews of Long Island Sound. Set on one acre in Norwalk's coveted Shorehaven neighborhood, it's just a short walk to Sandy Beach and the Sprite Island Yacht Club boat launch. Custom features and 10-foot ceilings elevate the main level and make it ideal for both everyday living and entertaining. The family room flows seamlessly into the eat-in kitchen. A generous deck overlooking the backyard is perfect for relaxing or hosting friends. The first floor private office with full bath also serves as a guest bedroom. Upstairs, the primary bedroom features a fireplace and a sumptuous bath that opens to an outdoor deck. The third floor offers an entertainment center with full bath and an additional office space. New additions include a full house generator, outdoor lighting, a fire pit and patio. Nearby is the Shorehaven Country Club as well as The Shore and Country Club, a private club on Long Island Sound offering members a 25 yard pool, a separate wading pool, 10 tennis courts, beach areas on the Sound, a marina with boat slips, as well as dining and social areas for events, meals and gatherings. 3 Shorehaven is just minutes to Norwalk's famous SoNo district for great restaurants and entertainment. Room for a pool. Within one hour to NYC.

3 Shorehaven Rd, Norwalk

7 Beds ⋅ 7 Baths ⋅ 24147408 MLS

Cove Lawn - Historic Italianate Estate with Water Views & Guest House. Walk to Stonington Borough. Experience the charm of village living just moments from Historic Stonington Borough at Cove Lawn, a magnificent c.1860 Italianate estate steeped in local history and timeless elegance. Ideally located just a short stroll to the Borough's deep-water marinas, boutique shopping, seaside cafes, and fine restaurants, this extraordinary property offers the rare combination of estate privacy with walkable coastal village convenience. Set on 3.19 beautifully landscaped acres, the property features a stately 7-Bedroom, 5-Full and 2-Half Bath main residence, an attached au pair apartment, a sparkling inground pool, a charming 2-Bedroom, 1 1/2-Bath guest house, and an impressive three-bay garage/barn of approximately 2,000 sq. ft. The elegant 7,060 sq. ft. main residence has been carefully restored and thoughtfully modernized while preserving its historic architectural character. Inside, graceful 10+ foot ceilings, original hardwood floors, numerous marble fireplaces and exquisite period moldings create a sense of grandeur throughout. Many rooms capture lovely water views, bringing the beauty of the nearby harbor into everyday living. The 1,098 sq. ft. 2 Bedroom guest house provides ideal accommodations for extended family, guests, or caretakers, while the expansive grounds offer privacy and serenity rarely found so close to the village center.

259 N Main St, Stonington

$3,550,000

6 Beds ⋅ 7 Baths ⋅ 24191286 MLS

In today's world, there is nothing more important than having a place to gather. This private retreat with a stunning residence and amazing recreational facilities can become your own private sanctuary with a tennis court, heated Gunite pool and separate pool house set among lush, meticulously curated grounds on almost 2.4 acres. This 6,700-square-foot shingle-style residence offers refined luxury across three expansive levels, combining architectural sophistication with a warm sense of livable comfort. The main level flows beautifully and showcases dramatic interiors with large gathering spaces, gourmet kitchen facilities and incredible entertaining capabilities. The main floor primary suite serves as a luxurious private retreat with his and her bathrooms and separate sitting room/office. Upstairs, three additional bedrooms continue the home's commitment to comfort and privacy. The finished lower level extends the home's appeal with numerous recreational spaces and a full bath. Beyond the impressive interiors, the grounds are truly breathtaking. A rhythm of blooming flowers and mature landscaping creates a sense of beauty throughout all four seasons, thoughtfully designed to offer year-round color and serenity. Located on a private cul-de-sac, this home is a true compound-balanced, gracious, and masterfully executed, offering unparalleled living inside and out. Once you have arrived, it will be hard to leave!

9 N Ridge Rd, Westport

3 Beds ⋅ 3 Baths ⋅ 24196231 MLS

Where the river meets the ocean, an extraordinary waterfront legacy awaits. Discover The River Estate at Shawandassee, one of the region's most captivating riverfront estates, where 1.06 acres of meticulously manicured, park-like grounds and more than 200 feet of pristine waterfront create an unparalleled coastal sanctuary. Launch your boat from the private deep-water dock and cruise effortlessly to Long Island Sound, Fishers Island, and beyond, or spend the day enjoying the rare grandfathered waterfront boathouse complete with electricity and running water, and a private beach. Spend your days sport fishing, shellfishing, kayaking, paddleboarding, boating or simply soaking in the serenity of life on the water. Complementing this remarkable setting is a charming pony barn attached to a two-car garage and a beautifully updated 2,700-square-foot residence offering three bedrooms and three full baths. This is far more than an exceptional property-it is a once-in-a-lifetime waterfront estate where luxury, privacy, and the timeless beauty of New England's coastline come together to create a lifestyle few will ever experience. Inside, timeless craftsmanship and warmth welcome you home. The inviting living room welcomes you with hardwood floors, a classic wood-burning fireplace and a picturesque window seat perfectly, positioned to take in the patio, beautifully landscaped grounds and tranquil water views.

7 Shawandassee Rd, Waterford

7 Beds ⋅ 6 Baths ⋅ 24169503 MLS

This stunning 1874 Federal house sits on a 3.93-acre lot and backs up to land-trust property. It was fully renovated and designed by Percy Steinhart, the design maven who created Stubbs & Wooton shoes. The estate contains a 6,641 square foot Main House, plus a wonderful Pool House and Carriage House. In the Main House, the spacious Entry Hall leads to the Living Room with a fireplace and a charming bay window. A large Library with a fireplace opens into a spacious Garden Room. The elegant Dining Room has a corner fireplace and double exposures. Adjacent is a gourmet Kitchen with a large island, high-end appliances, and a sizeable breakfast area with a spacious Cloak and Powder Room nearby. The front and back staircases lead to the second floor and a Primary Suite consisting of a large bedroom with a bay window and fireplace, and an elegant en-suite Bath. A second Bedroom with a fireplace is adjacent to the Primary. Two additional Bedrooms with en-suite Baths, and a Laundry Room, complete the second floor. On the third floor is a center gathering room plus two large Bedrooms and Baths. A large, unrenovated room has potential for use as an additional Bedroom, Gym, or Office. The Basement has a two-car garage with a Half Bath and generous storage rooms. The property is beautifully landscaped with a Croquet Lawn, a large pool, and Pool House with an outdoor fireplace for cooking, and a Greenhouse. The Main House and Pool House have updated HVAC systems with Central Air.

148 North St, Litchfield

2 Beds ⋅ 1 Baths ⋅ 24148140 MLS

Opportunities like this are exceedingly rare. Betts Island is one of just 10 private islands off the coast of Norwalk, offering a uniquely private coastal setting and a canvas for imagination. Located approximately one mile offshore, the island is distinguished by its natural land bridge, which connects its two halves and creates a protected cove long favored by boaters. A small bungalow currently sits on the island, and future development options may be explored. Shaped by retreating glaciers more than 17,000 years ago, the Norwalk Islands form a remarkable archipelago scattered across Long Island Sound. For generations, they have attracted boaters, kayakers, and those drawn to a quieter, more adventurous relationship with the coast. Rich in maritime history and surrounded by protected waters, portions of the island chain are preserved within the Stewart B. McKinney National Wildlife Refuge, helping maintain the natural beauty, wildlife, and sense of escape that define this rare environment. A setting for those who appreciate that true privacy often lies just beyond easy reach. Also for sale is Calf Pasture Island which is MLS #24147619.

Betts Island, Norwalk

3 Beds ⋅ 4 Baths ⋅ 24147619 MLS

Opportunities like this are rare. Calf Pasture Island is one of just 10 private islands off the coast of Norwalk, offering a uniquely private coastal setting and a blank canvas for imagination. Properties like this remain in the same hands for many decades and do not come up for sale often. Located approximately a half mile offshore, it is among the closest islands to the mainland and takes its name from the cattle once kept there. The island is easily accessible from Norwalk Harbor and the Saugatuck River, making it a convenient yet distinctly separate retreat. A small A-frame structure currently sits on the island, and future development options may be explored. Shaped by retreating glaciers more than 17,000 years ago, the Norwalk Islands form a rare archipelago scattered across Long Island Sound. For generations, they have attracted boaters, kayakers, and those drawn to life just beyond the shoreline. Rich in maritime history and surrounded by protected waters, portions of the island chain fall within the Stewart B. McKinney National Wildlife Refuge, helping preserve the natural beauty, wildlife, and sense of escape that define this remarkable setting. A place for those who appreciate that true privacy often lies just beyond easy reach. Also for sale is Betts Island which is MLS #24148140.

Calf Pasture Island, Norwalk

$3,499,000

5 Beds ⋅ 5 Baths ⋅ 24181944 MLS

"MEADOW WOOD" - Nearly two acres of Westport's most spectacular land is the setting for this storied estate, which has been completely remodeled, expanded and transformed for modern living. Totally fenced & screened w/privacy trees, this unique property offers rare sophistication with a stunning main residence, gunite pool, and a 2,447+/- sqft barn. Gated driveways lead to both the main house & the barn, and the stunning setting makes an enduring impression. The glamorous echoes of a Hollywood-style estate combine w/incredible updates throughout the transformed interiors. The front-to-back LR has a distinctive bay window & dual doors to a serene porch that gazes across the expansive grounds. The incredible great room is the focal point of this expertly-designed floorplan, combining a Chef's kitchen w/expansive island, endless storage, Thermador appliances, breakfast/casual dining area, all leading to the incredible DR & fam rm which has a wall of folding glass doors creating an effortless flow between the gorgeous interior & exterior spaces while preserving open views across the property. A BR suite w/private access, large laundry rm, mudrm, garage & powder rm complete this level. Upstairs, well-appointed BRs w/designer baths await. The primary suite is an exquisite space w/tray ceiling, fpl, plush bth, walk-in dressing rm & an amazing balcony that spans much of the rear of the home. An elegant patio lines the heated pool. The barn is a dream for auto enthusiasts.

240 North Ave, Westport

$3,499,000

5 Beds ⋅ 5 Baths ⋅ 24170829 MLS

Welcome to 20 Locust Hill Road, a stunning in-town, new construction opportunity in Darien, CT. This now completed modern colonial/farmhouse-style home, constructed by an experienced builder renowned for high-end residential properties throughout Fairfield County, offers 5 bedrooms, 4.5 bathrooms, and an expansive 4,897 square feet of living space. Situated on a generous .50 acre in-town lot, this home provides ample space for comfortable living and entertaining. Upon entering, you'll be greeted by the spacious layout, featuring a thoughtful floor plan with an abundance of natural light and high-end finishes. The main level boasts a chef's eat-in kitchen with top-of-the-line appliances, a welcoming family room, formal dining room and home office plus a convenient 3-car attached garage. Upstairs, the sumptuous primary bedroom suite with his & her walk-in closets, creates a serene retreat. 4 additional generously sized bedrooms, a bonus room and an oversized laundry room round out the two upper level offerings. A full basement and numerous closets on each level provide ample storage options. Located near the new Corbin Drive Downtown Darien Development, this home offers easy access to a range of amenities, including both town beaches. Don't miss the chance to make this exceptional property your own.

20 Locust Hill Rd, Darien

6 Beds ⋅ 9 Baths ⋅ 24196787 MLS

Hermitswood is a gracious French Norman-style country estate set on eight spectacular acres, features a natural swimming pool, extensive gardens, and two-bedroom guest suite. Originally renovated by renowned architect Theo Muller, the home has been reimagined by Charles Hilton Architects, transforming it into an exceptional country retreat offering 6,321 square feet of elegant living space. The award-winning landscape design is spectacular, with beautifully curated gardens, patios, terraces, a lily pond, and two sweeping grass stairways leading to the breathtaking 30' x 95' chemical-free swimming pool. The interior is highlighted by the award-winning chef's kitchen, featuring a 48" Sub-Zero, a Lacanche range with custom hood and limestone backsplash, Waterstone fixtures, and two impressive 11' islands topped with Calacatta marble. Exceptional craftsmanship is evident throughout, including custom millwork and moldings, hardwood floors with brass inlays, a 17th-century French fireplace, antique French stone flooring, and coffered ceilings. Designed for seamless indoor-outdoor living, a spacious new terrace just off the kitchen provides the perfect setting for dining and entertaining. An upper-level deck, and an additional main-level deck, offers peaceful spaces to relax and enjoy the surrounding landscape. Rarely does a property combine architectural pedigree, extraordinary craftsmanship, and such breathtaking natural beauty. Hermitswood is truly a one-of-a-kind country estate.

148 Taunton Hill Rd, Newtown

5 Beds ⋅ 6 Baths ⋅ 24185738 MLS

Sun-filled Colonial set on 2 private acres with desirable east/west exposures, offering exceptional privacy and natural beauty. Thoughtfully updated throughout, the home features a renovated gourmet kitchen with premium appliances, breakfast area, and seamless connection to the family room. French doors open to a terraced deck overlooking lush grounds, mature landscaping, a charming bridge, and tranquil lush green views. The second floor offers four bdrms including a spacious primary suite with luxury bath, dressing area, and custom closets.The finished walkout lower level with full bath provides flexible space for guests, recreation, home office, gym, nanny, or in-law suite. Recent improvements include Andersen windows and doors, generator, updated mechanicals, irrigation, security system and more!

11 Butternut Hollow Rd, Greenwich

5 Beds ⋅ 6 Baths ⋅ 24166497 MLS

Exceptionally located less than a tenth of a mile from both the town green and beaches - with your own private beach access - this stunning residence sits on 1.57 secluded acres and has been completely re-imagined with uncompromising attention to detail and the finest materials. The home offers 16 thoughtfully designed rooms. Sun filled interiors feature over sized windows and expansive sight lines, anchored by a massive family room and a top of the line chef's kitchen. The lower level is a true walkout guest suite with additional living space plus a separate garage apartment for overnight guests. Outside amenities evoke a private resort: a gunite pool, extensive stone patios, two fully equipped outdoor kitchens, and a charming grassy area framed by mature landscaping for complete privacy. This is a rare coastal estate that blends modern, high end finishes with relaxed, year round seaside living. Practical luxury continues with a three car garage, circular driveway, and generous storage. This is truly a must see.

45 Island Ave, Madison

4 Beds ⋅ 4 Baths ⋅ 24100782 MLS

Stunning lakefront home to-be-built! Renderings and floor plans similar to shown, but customizable to your preferences. Features include a main-level primary suite, open layout, and west-facing views. Gentle slope to the water with dock and seawall already approved by First Light. Level driveway, 2-car attached main level garage, and 9' walkout basement offer extra space and potential. Ready to build-don't miss this rare opportunity!

70 S Lake Shore Dr, Brookfield

4 Beds ⋅ 4 Baths ⋅ 24190852 MLS

Imagine waking up to the salt air and the gentle rhythm of the harbor. Tucked away in the private Shorefront Park enclave, this home offers a rare front-row seat to the best of the Long Island Sound. The heart of the lifestyle here is your water frontage and private dock-your personal gateway to a day of boating, fishing, or simply watching the tide roll in. Whether you're launching a kayak for a sunrise paddle or heading out for a sunset cruise, the water is quite literally your backyard. The Shorefront Park Association isn't just a location; it's a coastal retreat. Residents enjoy private access to two private beach parks, perfect for an afternoon of swimming or lounging by the waves. The atmosphere is effortlessly relaxed, capturing that quintessential seaside charm where the days feel a little longer and the views a lot brighter. When you aren't on the water, you're just moments away from the energy of South Norwalk. You can easily pivot from a quiet morning on the dock to an evening exploring the South Norwalk (SoNo) scene shopping and dining, as well as convenient Metro-North service. With seasonal gatherings that bring the community together and low annual dues, this is a unique opportunity to embrace an active, water-centric lifestyle in one of Norwalk's most cherished hidden gems. Your coastal chapter starts here.

30 Shorefront Park, Norwalk

3 Beds ⋅ 4 Baths ⋅ 24170496 MLS

Imagine waking up to the best view of beautiful Candlewood Lake. This exceptional property offers 200 ft of direct waterfront, just steps from the water's edge. Enjoy stunning western sunsets with a panoramic view of scenic Bear Mountain Park. Endless outdoor entertainment awaits with a meticulously designed, multi-tiered landscape featuring a rare-grandfathered in waterfront cabana bar, several patios, a garden veranda, game room gazebo and a regulation-size shuffleboard court. The newly added two-story sunroom with a loft offers year-round, sweeping views that will take your breath away. The two-car garage includes a full-sized elevator, providing convenient access to the main level's Garden Veranda. A full bath and guest sleeping quarters on the main level ensure easy accessibility for all guests. The garage is also home to a modern game room with additional sleeping space for weekend visitors, complete with a slate patio and a cozy fire pit. The walk-out basement features a brand-new sauna, a second kitchen, and a guest suite, offering privacy and access to the second-tier patio. Five-zone heating & cooling, as well as a new 26 KW whole-home generator, maintenance-free Hardy Board siding and a brand-new roof. A full irrigation system ensures the property stays lush and green year-round. For boating enthusiasts, the property includes a fully covered hydraulic boat lift and two additional docks that can accommodate up to five vessels. It's amazing!

5 Shady Knls, Danbury

5 Beds ⋅ 5 Baths ⋅ 24169922 MLS

A rare offering indeed! Welcome to 4 Charcoal Lane, an unrivaled multi-generational estate mere minutes from top-rated schools, shopping, restaurants and all that Westport has to offer. Sited on 2 private acres, this extraordinary property offers panoramic views of a 7-acre nature preserve, affording permanent tranquility. The meticulous renovations center around a gracious farmhouse-style Colonial with stunning features and superior craftsmanship, plus a spectacular post-and-beam Party Barn. A gourmet chef's Kitchen is the heart of the main residence, featuring a 14-foot Calacatta marble island and a suite of professional-grade appliances with dual Family Room fireplaces nearby. The Living Room's unique tray ceiling was specially designed for a superior piano experience. Upstairs, the Primary Suite is highlighted by a gorgeous spa bath. The property's exceptional appeal is anchored by the Country Carpenters barn, connected by a breezeway w/barn doors that create an inviting welcome to backyard entertaining. This luxury 1BR barn features 20-foot ceilings, heated floors, a full kitchen, and hinge-free retractable doors to seamlessly blend indoor/outdoor living. Resort-style amenities await outdoors with a Pebble Tec pool, waterfall hot tub & blue granite patio that remains cool underfoot on hot summer days. The entertainment porch features built-in heaters, see-thru fireplace and outdoor television. This is more than just a home, it's a legacy waiting to be claimed!

4 Charcoal Ln, Westport

6 Beds ⋅ 11 Baths ⋅ 24151746 MLS

In the heart of a neighborhood known for fine estates and just moments from the campus of award-winning schools, this distinguished 2.5 +/- acre property elevates your lifestyle with refined craftsmanship and effortless luxury. A grand foyer with a graceful floating staircase introduces interiors defined by exquisite walnut floors, incredible millwork, and architectural moments to savor at every turn, including a coffered ceiling living room, a banquet sized dining room with a curved wall of windows, and an octagonal office. French doors create a natural flow to two stone patios and sweeping lawns. The gourmet kitchen, appointed with four Wolf ovens, dual Sub Zeros and dishwashers, and extensive custom cabinetry, is designed for both comfortable daily living and memorable entertaining. The serene primary suite offers a private sitting room, balcony, barrel-ceiling dressing room, and an inspiring octagonal bathroom, while additional en-suite bedrooms and a full in-law suite provide exceptional comfort. The finished lower level includes a custom cherry wet bar, gym, and flexible space for a media room or wine cellar. Two full-size laundry rooms and a pool bath w/exterior access offer flexibility. Outdoors, a heated Gunite pool with auto cover and spa create a private resort experience. Convenient to the Merritt Parkway and Westport, this rare offering blends timeless sophistication with modern livability in one of Fairfield County's most sought-after settings.

76 Lords Hwy, Weston

6 Beds ⋅ 11 Baths ⋅ 24100369 MLS

Tucked away on over 4.5 private acres off Historic Mountain Spring Road this Georgian inspired estate is an extraordinary example of American architectural heritage. It encompasses over 11,000 square feet of refined living space, offering 8 bedrooms, 7 full baths, and 3 half baths. A majestic Great Hall greets visitors with soaring ceilings and elegant millwork. The residence boasts formal entertaining spaces including a light-filled great room, distinguished library, and sophisticated music room. Luxurious interior details such as custom Butternut cabinetry, quarter-sawn oak built-ins, and handcrafted burl wood accents elevate the ambiance. The property's lavish amenities extend through a fully-equipped Irish pub, wine cellar, billiards room, media lounge, and fitness suite. Outdoors, a classical European-style pool pavilion, tennis court, greenhouse/studio, and guest cottage enhance the meticulously landscaped grounds, creating an idyllic retreat amidst specimen trees and serene views. See below for Historic details, The listing includes both 11 and 21 Mountain Spring Rd (Guest Cottage) total of 2 parcels 4.92 Acres. The 2 bedroom guest cottage adds an additional 1,482 sq. ft. of living space to the compound.

11 Mountain Spring Rd, Farmington

$3,400,000

5 Beds ⋅ 6 Baths ⋅ 24189678 MLS

Privately sited in the heart of Greenfield Hill, this updated home blends European-inspired architecture with the modern comforts today's luxury buyers value most. Rich in character, it offers soaring ceilings with exposed wood beams and skylights, wide-plank hardwood floors, custom built-ins, antique mantels, and repurposed antique doors throughout. The dramatic family room flows to a private office, wet bar, and chef's kitchen beneath an expansive skylight. The desirable first-floor primary suite has been transformed with a new spa bath, new gas fireplace, and atrium with a private entrance. Upstairs, a second primary suite features an en-suite bath, dressing room, fireplace, and private balcony. A renovated one-bedroom guest residence with new flooring, updated kitchen and bath, washer/dryer, and private entrance is ideal for extended family, guests, an au pair, or home office. Extensive improvements include a generator, water purification system, drainage system, irrigation, security system with cameras, restored and re-stained roof, renovated mudroom/laundry room, gardens with bluestone walkways and raised beds, and new front fencing. Expansive terraces overlook beautifully landscaped grounds with mature specimen trees and perennial gardens. Just minutes from town, beaches, train, restaurants, and Fairfield Country Day School, this exceptional Greenfield Hill property offers timeless character, privacy, and extensive improvements. Ready to enjoy from the day you arrive!

1760 Hillside Rd, Fairfield

$3,400,000

5 Beds ⋅ 5 Baths ⋅ 24171479 MLS

This beautifully renovated Ward French custom home offers elegant formal spaces, a chef's kitchen, flexible guest and office accommodations, a luxury primary suite, fitness studio and sitting room with balcony. The home's 2,442 square foot lower level offers tremendous untapped potential, providing an opportunity to create customized luxury amenities such as a home theater, golf simulator, wine cellar, wellness spa, or guest retreat. Outdoors a spectacular 20' x 40' pool and spa, multiple entertaining patios, and lush private landscaping create a true retreat. Moments from schools and town amenities, this exceptional Westport residence perfectly balances luxury and everyday living.

27 Woody Ln, Westport

$3,400,000

5 Beds ⋅ 4 Baths ⋅ 24175285 MLS

Welcome to coastal elegance in this contemporary Waterfront Villa in prestigious Linden Shores Association, offering commanding views of Long Island Sound and the Thimble Islands. From the moment you enter the residence, the open floor plan is designed to deliver a refined coastal experience where water views and natural light fill every room. Once inside you will discover a meticulously renovated home-beginning with the beautiful top-of-the-line chef's kitchen overlooking the living room and dining area-perfect for entertaining and everyday living. The remodeled chef's kitchen, featuring a breakfast bar, generous island, and dining area with access to a covered deck, ideal for morning coffee or sunset dinners with panoramic water views. The living rm features a wood burning fireplace and floor to ceiling windows and sliders to covered deck. The primary bedroom has been completely re-imagined with private screened in porch, remodeled bath with heated floors and walk in closet with laundry. Moving upstairs you'll find an Ensuite and 2 additional bedrooms with access to covered deck and laundry room. Additional features include a Large Flag Stone patio for outdoor entertaining with access to sandy beach, 3 Level Elevator, Whole House Generator, indoor/outdoor security with cameras, finished lower level ideal for gym or office. Close proximity to Pine Orchard, Stony Creek, Restaurants, Town Green, shopping, Train, Yale New Haven. 75 Miles NYC. More photos to come.

280 Linden Ave, Branford

$3,399,900

5 Beds ⋅ 8 Baths ⋅ 24194239 MLS

Old-world craftsmanship meets modern indulgence. Set on a peaceful, tree-lined street,this home offers total privacy and timeless curb appeal. Soaring ceilings, hand-finished millwork, and custom detail are evident throughout. This grand 5BR/6.5BA light filled residence pairs classic entertaining spaces - formal LR, formal DR, & a wood-paneled library w/wet bar & full BA-with modern amenities such as a two-story FR w/ stone FP, a stunning windowed sunroom overlooking the beautiful grounds,& an impressive chef's kitchen boasting custom appliances, double sub zero, island, & dual butler's pantries.Thoughtful proportions create a seamless flow, a home as comfortable day-to-day as it is for grand-scale entertaining.The opulent primary suite is a spa retreat onto itself, w/ dual baths, dual walk-in closets,& a private sauna.The second floor offers 3 add'l en-suite BRs w/ built-ins and large closets. The third floor offers a great room w/ custom built-ins, plus an additional BR and full BA . The lower level feat a recently upgraded state-of-the-art movie theater, gym, game room, & workshop for a serious hobbyist. The expansive, landscaped grounds offer true serenity, w/ English gardens framing a resort-caliber pool and spa in a backyard built for entertaining. Timeless elegance, tucked within The Ridge - a gated enclave w/ a staffed gatehouse, clubhouse, pool & tennis courts just minutes to Fairfield and Westport amenities. Truly a special offering w/ultimate privacy& convenience.

344 Fence Row Dr, Fairfield

$3,395,000

5 Beds ⋅ 6 Baths ⋅ 24094694 MLS

Selden Farm, a landmark 1690s property steeped in history and set in a picturesque corner of Lyme, is once again available for new stewardship. Upheld by only three families since 1695 when it sat on over 6,000 acres, it presents a rare opportunity to own a beautiful country Antique home now set on 9 pastoral acres abutting conservation land with sweeping views of Selden Cove and the CT. River. At its heart is a gracious and authentic 5-bedroom Colonial which exudes history, charm and character. House features include a tavern room, wide board floors, original paneling & moldings, 6 fireplaces and an abundance of windows which invite lovely views and light into each room. Adjacent to the home is a 3-bay garage with self-sufficient guest accommodation for visiting family and friends. Dotted throughout the property are a renovated barn used as a studio/office/ gym, several outbuildings, a greenhouse and sunny open meadow for animals or farming. Two privately situated guest houses (one needing renovation) are ideally suited for in-law, caretaker, or income purposes. Relax by the large saltwater pool with patio and full-service cabana or play tennis on the all-weather court. The land is open, tranquil, and beautifully sited, offering long views, privacy, and a deep sense of place. Rarely does a property combine this level of authenticity, acreage, outbuildings, and river-valley setting in Lyme. Ideal for buyers seeking history, creative space or a generational retreat.

53-1 Selden Road Rd, Lyme

$3,389,000

4 Beds ⋅ 4 Baths ⋅ 24084396 MLS

This architectural gem will captivate with its luxurious, modern design and impress with its meticulous, energy-efficient construction. The award-winning CMG BUILDER of New Canaan CT will craft this home to the German Passive House Institute (PHI) standard, resulting in a visually stunning home that's 80 percent more energy efficient than a typical, code-built residence. Thoughtfully designed to fuse form and function, the expansive living spaces, clean lines, and exquisite modern finishes deliver next level sophistication. South-facing walls of glass will bathe the living space in natural light, while framing breathtaking views that shift with the seasons. Designed for superior air quality and wellness, other key features include strategic shading, airtight construction,and an efficient whole-house energy recovery ventilation system. The absence of fossil fuels, along with highly efficient European windows and doors, enhances energy savings and creates a remarkably quiet and serene living environment. Nestled on a private 2-acre lot on a North Stamford cul-de-sac, this idyllic setting offers a peaceful escape that's within reach of urban conveniences. Since this home is "to be built" you have the opportunity to collaborate with the builder to select finishes, ensuring a home that's as extraordinary as you are. Your dream home awaits. Images in this listing may have been created or enhanced using virtual staging software and are intended to represent the home to be built.

21a S Brook Dr, Stamford

$3,350,000

6 Beds ⋅ 7 Baths ⋅ 24185894 MLS

Located moments from Wilton Town Center, this fully reimagined 6-bedroom, 5.2-bath residence blends timeless character with modern luxury. Set on more than two pristine acres with a designated pool site and overlooking the Silvermine River, the home has been extensively renovated, showcasing exceptional craftsmanship and thoughtful design throughout. The interior features 9-foot ceilings, Brazilian cherry floors on the main level, red oak upstairs, and custom millwork. Designer finishes, modern lighting, and integrated smart-home technology complement a spacious layout ideal for entertaining and everyday living. The lower level offers two large rooms, each with walk-out access, a fireplace, a full bath, and an additional room that could serve as a bedroom, providing flexible space for nanny or in-law use, guest quarters, recreation, or a private home office. Bespoke cabinetry, premium fixtures, and top-tier appliances elevate each room. Additional highlights include commercial-grade mechanical systems, a Kohler true full-house 48 KW generator, advanced home technology and security, and a lifetime shingle roof with warranty and copper flashing. Outdoors, refreshed landscaping, new plantings, a mahogany deck and porch, and upgraded hardscaping create a private, inviting setting for gatherings or quiet enjoyment.

112 Vista Rd, Wilton

$3,300,000

5 Beds ⋅ 3 Baths ⋅ 24194050 MLS

A once-in-a-generation waterfront opportunity in Old Greenwich, CT. Nestled above the tranquil waters of Greenwich Cove, build or renovate at 1 Hendrie Drive Extension to capture breathtaking sunsets, expansive water views, and direct access to ''The Cove'' and Long Island Sound. With a private dock, elevated setting, and extraordinary natural surroundings, this property offers a lifestyle rarely available on Connecticut's Gold Coast. Just moments from the village, train, beaches, and schools, it is the perfect blend of waterfront serenity and everyday convenience. Truly one of Old Greenwich's most distinctive and irreplaceable properties. Mailbox: 1 Cove Ridge Ln, OG. Property being sold As-Is.

1 Hendrie Dr Extension, Greenwich

$3,300,000

3 Beds ⋅ 3 Baths ⋅ 24071370 MLS

Custom built with exceptional craftsmanship and attention to detail, this stunning coastal-area estate sits on one of the largest properties in the neighborhood with water views from every room, three separate deeds totaling approximately two acres, including two separate waterfront lots, with one being the perfect site for your future docking needs. Designed for both luxury and comfort, the home features radiant heated floors on all three levels, 9-foot ceilings, extensive crown molding, custom transom windows, surround sound, intercom system, whole-house generator, and fully insulated walls throughout. The chef's kitchen is equipped with Uba Tuba granite, custom cabinetry, Viking 6-burner cooktop, full-size double Wolf ovens, dual dishwashers, and premium finishes throughout. The main-level primary suite offers tray ceilings, oversized accessible doorways, spa-like bath, walk-in closet, and private safes. Additional highlights include a heated 3-car garage, walk-out lower level with future finishing potential, multiple office/flex spaces, custom built-ins, outdoor rain shower and fire pit seating area. Enjoy nearby private beach association access at Tuttle's Beach, completing this rare luxury offering.

57 Faulkner Dr, Guilford

$3,295,000

6 Beds ⋅ 6 Baths ⋅ 24195176 MLS

Reimagined and elevated, this top grade colonial offers over 7,000 sq ft of living space across 4 finished levels, enhanced by an extensive, no-expense-spared renovation. Beautiful millwork sets the tone from the statement-making 2-story foyer. The kitchen, dining room, and family room were opened into one sun-filled gathering space, anchored by a fully updated chef's kitchen with induction range, double wall ovens, and an oversized eat-at Island. The family room, warmed by a stone gas fireplace, flows to the fenced backyard, now featuring a new outdoor kitchen for al fresco entertaining. A living room with gas fireplace, plus mud room and laundry off the 2-car garage, complete the main level. Upstairs, the primary suite was reworked with a sitting area, new luxe spa bath, dual sinks, soaking tub, steam shower, and expanded closets. The renovation also added a 5th bedroom to this level, for five bedrooms total (one ensuite). The 3rd level offers custom millwork, an office/living area, and full bath - ideal as a Guest Suite. The Lower Level features a TV/Living and Bar area with two fridges, a dishwasher, and ice maker, beamed ceilings, and stone gas fireplace, plus a climate-controlled wine room, 17'x13' home gym, playroom, and bedroom with full bath. 5 minutes to your private neighborhood beach and Stamford Yacht Club, 6 minutes to Metro North, 1 mile to Chelsea Piers. A rare, fully renovated luxury home in one of Stamford's premier waterfront enclaves.

25 Sagamore Rd, Stamford

$3,295,000

3 Beds ⋅ 3 Baths ⋅ 24170658 MLS

Experience the essence of Essex village living in this distinguished historic home. Perfectly positioned in the heart of the village, 17 Scholes Lane is a master class in period charm and modern amenities offering a peaceful, sun-drenched retreat where 18th-century soul blends seamlessly with high-end, contemporary finishes. Thoughtfully renovated to prioritize water view, light and flow. At its center is the airy chef's kitchen, a striking space featuring, architectural drama, soaring vaulted ceilings and oversized windows that bathe the room in natural light and maximize the expansive water view. Exquisite finishes, custom cabinetry anchored by a natural stone island, and designer details like premium Waterworks fixtures provide a polished, timeless touch. Throughout the home, the character of 1784 is vibrantly alive. You'll find original paneling, wide-plank flooring, and period doors with their authentic hardware. The first-floor primary suite offers a private sanctuary of modern luxury. The ensuite bathroom is a work of art, featuring marble-tiled floors and walls paired with elegant Waterworks appointments. Adding to the old-world charm are the three working wood burning fireplaces. One is centered in the Living Room which features a floor to ceiling bow picture window capturing the ever-changing, picturesque water view and nature.

17 Scholes Ln, Essex

$3,295,000

5 Beds ⋅ 4 Baths ⋅ 24156368 MLS

UNBELIEVABLE PRICE! Direct waterfront with dock. See it before it's snatched off the market! Spend your days on the water and end each evening with spectacular west-facing sunsets. Welcome to an exceptional waterfront retreat on coveted Gregory Point overlooking Norwalk Harbor. Beautifully renovated and truly move-in ready, this modern coastal farmhouse captures panoramic water views from nearly every room. The sunlit chef's kitchen with wood-burning fireplace flows seamlessly into a casual family room wrapped in glass. A large formal dining room, a spacious living room and adjacent sunroom set the stage for effortless entertaining. Upstairs, the serene Primary Suite features sweeping harbor views, a sitting area with coffee bar, spa bath with soaking tub and steam shower, and multiple walk-in closets. Three additional bedrooms, two baths, and two bonus rooms (one lined with windows) offer exceptional flexibility. A first-floor office or fifth bedroom and custom mudroom complete the layout. Outside, enjoy a wraparound porch, bluestone patio, and your own stationary pier with floating dock - boating begins at your doorstep. Attached garage plus separate detached garage. Moments to beaches, golf, tennis, and local dining. One hour to NYC.

9 Sylvester Ct, Norwalk

$3,250,000

4 Beds ⋅ 5 Baths ⋅ 24177801 MLS

Impeccably maintained, stunning classic colonial, tucked away on a private road in one of Greenwich's most sought-after enclaves. A combination of traditional New England architecture with spacious interiors designed for comfortable everyday living and entertaining. Enter in through a magnificent, sun filled double height entry. Generously scaled rooms, hardwood floors, multiple entertaining areas and an open floor plan filled with natural light. Large kitchen and family room. Primary suite, one ensuite bedroom and one Jack and Jill with double sink. Finished third floor for office, den, or guests, plus an unfinished attic for storage. Fabulous finished lower level which can be used as an additional family room, gym, or playroom. Large 2 car attached garage. Expansive lawns, mature landscaping, and a magnificent pool offer a private spa like setting that enhances the home's retreat-like atmosphere Quiet, wooded surroundings and elegant curb appeal. A balance of privacy and convenience, with access to top-rated Greenwich schools, country clubs, equestrian properties, and commuter routes to New York City. Minutes to downtown Greenwich, shops and restaurants, beaches and parks!

5 Willow Run Rd, Greenwich

$3,250,000

4 Beds ⋅ 6 Baths ⋅ 24136440 MLS

First time being offered is 21 Grove, an exquisite property located on the bank of the Mystic River, a convenient walk into town. This only 18 years young home is designed to assimilate within its historic neighbors yet is elevated with the superior craftsmanship and modern updates. You'll find a well-conceived floor plan that invites both intimate family living and grand-scale entertaining. Notable features: - Bluestone patio overlooking the river for al fresco dining & relaxing - Impeccably landscaped grounds encompassing nearly one acre - En suite bedrooms that promise privacy and convenience for family and guests alike. -Two primary bedrooms; one conveniently located on the first floor - Six fireplaces that provide warmth and ambiance during New England's colder months. - River access for launching kayaks and paddleboards, when the warmer months arrive. Your positioning couldn't be better with your proximity into town, gorgeous views, easy access via backroads to I-95, and walkability of the scenic River Road to which you are at the very start of. This is quite the rare find to have this level of class & comfort in a home with no work needing to be done and numerous benefits being so close to vibrant downtown Mystic and all it has to offer. Own your own piece of history in one of the most prestigious neighborhoods of Mystic. Home is ready for you to turn the key, enter and stay.

21 Grove Ave, Groton

$3,245,000

7 Beds ⋅ 9 Baths ⋅ 24163614 MLS

Major estate with the highest standards of construction located within the Sunny Ridge historic district. Situated on 10 private, park-like acres with an over-sized heated pool, fabulous stonewalls, giant dining terraces, pond and orchard. 7+ bedrooms, Billiard room, screening room, paneled library, sunroom, new country kitchen, 100-person party room boasts a restaurant size bar, sound system and commercial kitchen, maid's quarters, two guest rooms with en suite bathrooms, and 16-car garage. Tremendous Value! The Best Opportunity on the Market!

10 Sunny Ridge Rd, Washington

4 Beds ⋅ 4 Baths ⋅ 24194459 MLS

Offered Fully Furnished. Set within nearly three private acres of mature woodland, Winnick Retreat is a reimagined mid-century modern residence where architecture, landscape and everyday life exist in quiet balance. Originally built in 1962 designed by Yale's very own Herbert S. Newman, the home is defined by its low horizontal profile, deep roof planes, clerestory windows and expansive walls of glass. A dramatic two-story central atrium draws natural light through the interior, while nearly every principal room maintains a direct visual connection to the surrounding trees, gardens and changing seasons.Inside, approximately 4,134 square feet of living space offers four bedrooms and three-and-one-half bathrooms. Warm wood, natural stone and glass create interiors that feel composed rather than formal. The renovated primary suite, custom kitchen and carefully updated living spaces respect the home's architectural character while supporting contemporary life. The property's recent transformation extends far beyond the interior. Landscaped grounds now unfold as a sequence of private experiences: a swimming pool with fire and water features, pool cabana, barrel sauna, fire-pit courtyard, outdoor fireplace and Har-Tru tennis court. Terraces, balconies and garden paths connect living spaces to the natural setting. Recreation and restoration become part of the daily rhythm. Mornings begin with a warm drink on the balcony underneath the tree canopy.

17 Pine Ridge Rd, Woodbridge

3 Beds ⋅ 2 Baths ⋅ 24186522 MLS

Exceptional equestrian estate featuring a fully equipped horse facility and charming Cape-style home. Ideal for equestrians, trainers, or boarding professionals, the property offers 16 rubber-matted stalls, a large well-lit indoor arena, and a second-floor viewing lounge with kitchen amenities-perfect for lessons, clinics, and entertaining. The barn includes a wash stall, feed room, hay storage, boarder tack lockers, laundry area, and full bath. Safety is enhanced by a commercial sprinkler system. Owned pole-mounted solar panels are installed but are not currently operational. Outside, expansive grass paddocks and a large sand/stone dust outdoor arena provide ample space for training and turnout. Bordering Land Trust property with a river and miles of trails, you can horseback ride or hike directly from your back door. "The Shepaug is one of those rivers that looks like it was painted by someone who had too much talent and not enough canvas." written by Charles Hayes. The Cape-style home features 3 bedrooms and 2 full baths, blending classic New England character with modern comfort. A 2-car attached garage is complemented by a detached 4-car garage, plus an additional detached 3-car garage with a second-floor apartment-ideal for guests, staff, rental income, or a home office.

4 Judge Rd, Roxbury

3 Beds ⋅ 4 Baths ⋅ 24182852 MLS

DIRECT WATERFRONT within the private enclave of homes in Johnson's Point. This is the one you hoped would come on the market. Originally built circa 1915, and now completely rebuilt from the foundation up. The architect and builder have collaborated to create a masterpiece, with a meticulous eye for detail, and high quality finishes. There are spectacular water views from most every room, beautiful wood floors, and original, exposed beams. Opportunities for swimming, fishing, and kayaking are at your doorstep. The private, sandy, association beach is close by as well. As an added plus, this property is not in a flood zone. The home was moved and expanded in 2025, and a full, functional basement was created at that time. The natural beauty of the setting has been enhanced by professional landscaping. The kitchen is a chef's delight with expansive quartz countertops, wonderful food prep areas, including a center island, and there is a separate breakfast bar. The open floor plan of the main level is ideal for entertaining. The bedrooms are all generously sized, and two have ensuite baths. There is even a third-floor room, ideal for an in-home office. A separate parcel, known as 25 Wood Road, with a two-car garage, is included with this sale. The tax for that parcel is $3,348.00. This is truly a generational property not to be missed.

32 Wood Rd, Branford