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464 Black Point Lane, Portsmouth
$4,000,000
3 Beds ⋅ 6 Baths ⋅ 1420461 MLS
Privately set within Black Point, one of Portsmouth's most desirable coastal neighborhoods off Indian Avenue, this distinctive custom home offers water views, exceptional privacy and resort-style outdoor living. With almost 5,000 sf across three levels, the residence combines substantial scale with a warm, relaxed character. The dramatic great room features a cathedral ceiling, exposed beams, skylights, reclaimed barn wood floors and handsome stone fireplace, flowing naturally to the dining area and spacious kitchen with oversized island. An expansive deck captures water views, while a three-season sunroom offers another inviting place to gather. The generous first-floor primary suite features a fireplace, skylights, ample closets and private bath. Upstairs are two bedrooms, an en-suite flexible bonus space and balconies with water views. The walkout lower level, with kitchen, living area, bonus room and baths, offers excellent flexibility for guests or extended family and convenient pool access. Outside, extensive landscaping surrounds a 40' x 21' saltwater pool, hot tub, cabana and outdoor shower, creating a private setting for summer entertaining. A two-bay garage, metal roof, generator, custom-fitted closets and abundant storage underscore the home's thoughtful design. Minutes from Newport and Middletown beaches, this meticulously maintained residence offers a compelling blend of privacy, water views and relaxed coastal living.

464 Black Point Lane, Portsmouth

31a June Rd, Washington
$4,000,000
4 Beds ⋅ 4 Baths ⋅ 24182872 MLS
This exquisite Frank Lloyd Wright Usonian-inspired lakefront home offers a rare opportunity on the serene shores of Lake Waramaug. Known for its pristine waters, natural beauty, and timeless appeal, Lake Waramaug is one of Connecticut's most beautiful and well-preserved natural lakes. Set in the charming village of New Preston, the to-be-built residence is presented by Viridian Custom Homes and Lindal Cedar Homes, with a masterful design by Aris Georges, a leading authority on Frank Lloyd Wright's design principles. Finishes by Kathleen Goodwin Interiors reflect a sophisticated blend of Connecticut and New York City design sensibilities. This 4-bedroom, 3.5-bath, 3,285 SF home features airy rooms, dramatic ceiling heights, organic materials, broad roof overhangs, abundant natural light, and a seamless connection to the land. Set on 1.85 acres with 500 ft of private waterfront and dock rights, the property offers spectacular westerly views. A rare opportunity to create a modern lakefront retreat that blends architectural elegance, natural beauty, and timeless Wright-inspired design.

31a June Rd, Washington

21 School Rd, Wilton
$3,999,999
6 Beds ⋅ 7 Baths ⋅ 24212467 MLS
Welcome to an unparalleled masterpiece of living, nestled within a completely fenced, four-plus-acre private paradise in the very heart of Wilton, Connecticut. This extraordinary estate perfectly balances absolute serene privacy with the effortless convenience of town life. Approached via double-gated entries, the winding driveway unveils a residence meticulously crafted for the epicurean, the entertainer, and the modern visionary. The heart of the home centers around a true chef's kitchen, anchored by a roaring fireplace that radiates warmth and timeless character. Designed for both casual mornings and grand-scale catering, it features premium commercial appliances, a designated coffee bar room for your morning rituals, and endless custom storage to keep the aesthetic flawless. Just off the kitchen, a walk-in wine room awaits your private collection. For seamless entertaining, the formal sitting room features a fully equipped walk-in bar, transitioning beautifully into a stunning screened-in porch and a massive outside deck overlooking the grounds. Offering a total of six luxurious bedrooms, the home's layout is brilliantly engineered for ultimate privacy. The Owner's Suite and Family Quarters are situated in the main expanse of the home, offering opulent retreats with peaceful views of the estate.

21 School Rd, Wilton

62 Codfish Hill Rd, Bethel
$3,999,999
6 Beds ⋅ 4 Baths ⋅ 24128777 MLS
Subdivision Potential! One of the Largest Land Parcels in Bethel - Over 61 Acres! A rare opportunity for investors, developers, and visionaries to own more than 61 acres in the highly sought-after Codfish Hill area. This former farmland, once a thriving homestead, offers a unique combination of development potential and the charm of an existing colonial farmhouse with multiple outbuildings. The property includes an oversized 3-bay garage/barn with a full second level, and a nearly 4,500 sq. ft. farmhouse filled with character and possibility. Inside, you'll find a grand great room with a soaring floor-to-ceiling stone fireplace featuring French doors leading to an expansive deck-perfect for entertaining. The home features 5 bedrooms (potentially 6), 3.5 baths, and 3 stone fireplaces, including a first-floor primary suite with separate office/nursery, its own fireplace and spa-like bath, plus a walk-out lower-level in-law suite with private entrance, stone fireplace, and separate laundry hookups. This is truly a diamond in the rough-whether you're looking to restore the farmhouse to its former glory or envisioning a subdivision project on one of the largest parcels left in Bethel. Opportunities like this are few and far between-don't miss it! Buyer use due diligence in possible subdivision and zoning requirements per town of Bethel. Property is part of an estate and sold as-is and subject to probate approval.

62 Codfish Hill Rd, Bethel

4 Jones Circle, Barrington
$3,999,000
4 Beds ⋅ 8 Baths ⋅ 1415622 MLS
Set within Barrington's prestigious Rumstick/Nayatt enclave, this exceptional estate occupies the former Karl Jones Rose Gardens surrounded by mature specimen plantings & meticulously designed grounds offering sweeping sunset views & remarkable privacy in one of Rhode Island's most coveted coastal neighborhoods. Featured in Rhode Island Monthly, the residence was custom designed by a renowned architect, builder & design team showcasing exceptional craftsmanship, bespoke millwork, custom cabinetry, artisan lighting & refined finishes throughout. A grand foyer with sweeping staircase and domed ceiling sets the tone for elegant yet comfortable living. The custom Justras Woodworking kitchen features premium appliances, white and mahogany cabinetry, an expansive center island and fully appointed butler's pantry flowing seamlessly into light filled living and entertaining spaces. The primary suite serves as a private sanctuary with a fireplace, sitting room, library/office, custom dressing room & spa inspired bath! Additional ensuite bedrooms provide comfort and privacy for family/guests. The lower level includes a fitness center, theater/multipurpose room, salon, full bath & extensive storage. Stone terraces and garden pathways lead to a resort style heated pool and spa completed by a fully equipped pool house with kitchen and bath. Combining architectural distinction, timeless materials and impeccable execution, this is one of Barrington's most exceptional private estates!

4 Jones Circle, Barrington

1 Great Elm Dr, Sharon
$3,999,000
6 Beds ⋅ 9 Baths ⋅ 24173869 MLS
This exceptional residence, one of Sharon's most historic properties, occupies much of the original 1812 Georgian mansion, home to a notable family, including William F. Buckley, Jr., for over a century. The layout is spacious & flexible, offering multiple options for purchase: 1) purchase in its current layout as a spacious, 6-bedroom residence, 2) divide the current 6-bedroom residence into two spacious 3-bedroom residences, 3) additionally acquire the north wing to recreate a more complete version of the original mansion for use as an expansive single-family residence, a family compound, or separate residences for rental income. The current 6,716 sq ft home has been thoughtfully restored & offers 6 bedrooms with primary suites on both levels, 7 full baths, and 2 powder rooms. The kitchen opens to a stunning library & informal dining area, complemented by formal living & dining rooms, a family room, office, gym, den, laundry room and 7 fireplaces. At the center of the home, a dramatic three-story 1250 sq foot glass atrium (the 1,250 sq ft is not included in the 6,716 sq ft) - enclosing the 1929 courtyard - creates a year-round living space that brings light & openness into the core of the home. This is estate living with the ease of a managed community. Enjoy beautifully maintained grounds with specimen trees & beautiful plantings. Amenities include: junior Olympic-sized heated pool, pool house, tennis court & separate paddle/pickle courts and more. More info below.

1 Great Elm Dr, Sharon

74 Long Neck Point Rd, Darien
$3,995,000
6 Beds ⋅ 8 Baths ⋅ 24209556 MLS
Opportunities to build fresh on Long Neck Point are vanishingly rare, making this lush, one-acre parcel a true crown jewel in Darien's most prestigious enclave. This isn't just a piece of land; it's a seamless path to an extraordinary lifestyle. If you've been dreaming of a bespoke estate but dread the years of red tape, your solution has arrived. The property comes with preapproved architectural plans for a stunning Center Hall Colonial. The design features 7,500 square feet of sophisticated living space across the first and second floors alone, with additional square footage thoughtfully planned for both the third floor and the expansive basement level. Imagine sweeping interiors and a layout that flows effortlessly from one sun-drenched room to the next. With all permits in place and a premier builder ready to break ground, you can bypass the typical delays and start construction immediately. The lot itself is absolutely gorgeous, offering a level, expansive canvas that invites creative landscape design. Elevating this opportunity even further is the exclusive inclusion of waterfront access. A shared dock is currently being built for the four properties in this enclave, reachable via a dedicated pathway that leads directly to the water at Pear Tree Point Road. It is the ultimate amenity for those who wish to embrace the coastal lifestyle. This is a rare invitation to secure a foothold in a legendary location without the wait.

74 Long Neck Point Rd, Darien

290 Off Spring Street, Block Island
$3,995,000
5 Beds ⋅ 5 Baths ⋅ 1424926 MLS
Coastal Beauty, thoughtful design and the ease of island living come together in this exciting offering. Set on 0.87 acres in a quiet neighborhood 1 mile from Old Harbor, this property offers stunning water views East to the Atlantic Ocean and North along the coast. Completed less than 10 years ago, the 3 Bedroom, 3.5 bath main home features a coastal elegant design with light hardwood floors, shiplap walls, stainless steel appliances and a dramatic vaulted ceiling created by South County Post & Beam. The thoughtful layout places the bedrooms on the first floor and living spaces above, maximizing an elevated vantage point to take in the surrounding water views. Step out to the recently expanded second floor deck where morning coffee, summer dinners and evenings under the stars become part of everyday life. A separate 2 BR, 1 bath guest cottage with loft adds versatility for visiting family and friends. The open, useful and level lawn provides space to enjoy the outdoors and includes a deeded pathway leading you down a charming path to the top of the bluff, where you can sit and enjoy the natural beauty of the island or continue down to Pebbly Beach and the ocean. Whether envisioned as a summer escape, a gathering place for generations or a fantastic rental property, this is an opportunity to create lasting memories and enjoy all that Block Island has to offer. This home is offered beautifully furnished and turnkey. Simply gather your favorite people begin creating memories!

290 Off Spring Street, Block Island

51 Briscoe Rd, New Canaan
$3,995,000
5 Beds ⋅ 7 Baths ⋅ 24207397 MLS
Set high 4.5 + private acres, this impressive six-bedroom home offers space, privacy and resort-style amenities, with beautiful views from its elevated setting. Designed for both everyday living and entertaining, the home features four finished levels with flexible spaces for family, guests, work and recreation. Generously proportioned living areas flow throughout the main level, with an expansive property and outdoor entertaining spaces. The bedroom accommodations are exceptionally versatile. In addition to the main bedroom level, a private bedroom and full bath above the three-car garage creates an ideal guest, au pair or extended-family suite. A fully finished walk-up third floor provides additional space for a home office, playroom, studio or recreation area. The finished walk-out lower level adds yet another dimension to the home, with a bedroom, full bath, wine cellar and direct access to a screened porch and the grounds beyond. Outside, the property becomes a private retreat. A free-form swimming pool, expansive garden and tennis court are surrounded by 4.5+ acres of beautiful grounds, while the home's hilltop position captures views and light from morning through evening. With six bedrooms, four finished levels, a three-car garage, pool, tennis court and an extraordinary elevated setting, this is a home that offers exceptional space and the opportunity to enjoy a true country lifestyle.

51 Briscoe Rd, New Canaan

14 Kay Boulevard, Middletown
$3,995,000
7 Beds ⋅ 8 Baths ⋅ 1422195 MLS
A rare multigenerational estate minutes from beautiful beaches and Downtown Newport, designed to bring generations together in style. The main residence offers 6 bedrooms, 6.5 bathrooms, two expansive living rooms, a private office and a first floor suite, while a legal one-bedroom, 1 bathroom apartment above the heated two-car garage is ideal for extended family or guests. The chef's kitchen flows effortlessly out to the spacious mahogany deck, patio, outdoor kitchen, pool, hot tub and yard, making everyday living and grand scale entertaining feel easy. Custom millwork, coffered ceilings, gas fireplaces and refined finishes create warmth and timeless sophistication throughout. Upstairs, the primary suite is a private retreat with dual vanities, an oversized shower, soaking tub and dressing room. Integrated Sonos audio and a custom outdoor display keep the energy flowing from room to room and into the outdoor living spaces, while Lutron lighting and custom window treatments create the perfect ambiance at a touch. Professional landscaping, cobblestone edging and new fencing frame a private resort setting, where app controlled pool and spa systems make relaxation effortless. A whole home generator, hardwired security and basement waterproofing systems provide year round comfort and confidence. With Middletown resident beach privileges and Newport moments away, this is more than a home, it is a private family compound created for effortless living and unforgettable gatherings.

14 Kay Boulevard, Middletown

39 Chippechaug Trl, Stonington
$3,995,000
4 Beds ⋅ 5 Baths ⋅ 24172306 MLS
A spectacular waterfront residence on Masons Island, 39 Chippechaug Trail captures the very best of coastal New England living. Set on 2.05 private acres with more than 250 feet of direct waterfront, this custom-built, move-in ready 4,300 square-foot home enjoys sweeping 180-degree water views, a private sandy beach, deep-water access and its own dock all within one of the Mystic/Stonington area's most coveted waterfront settings. Beautifully maintained and thoughtfully positioned to embrace its extraordinary surroundings, the residence offers comfortable, inviting interiors designed to be enjoyed from day one. Expansive windows and water-facing spaces create a natural connection between the home, grounds and shoreline, while mature oaks frame the property with exceptional privacy and an established coastal landscape. Designed for both relaxed everyday living and entertaining, the property transitions effortlessly from the house to expansive lawns, beach and dock. Boating, swimming, kayaking and days on the water begin right outside your door, while the breadth of the property creates a remarkable sense of openness, privacy and connection to the shoreline. A three-car garage and geothermal heating add comfort and functionality, while the private island setting feels worlds away yet remains just minutes from downtown Mystic's acclaimed restaurants, boutiques, marinas and waterfront attractions.

39 Chippechaug Trl, Stonington

415 Old Post Rd, Fairfield
$3,975,000
5 Beds ⋅ 5 Baths ⋅ 24206348 MLS
Over an acre to yourself. The best of Fairfield within reach. In the heart of downtown Fairfield and the beach area, 415 Old Post Road offers something almost impossible to find: land and privacy to create a generational estate, with the life of a coastal town just beyond your gate. Only a handful of properties in the Sherman School district offer this. Fewer still could tell this story. The family who built this Italianate Victorian stayed for more than a century. Stand beneath its soaring ceilings, admire the craftsmanship, then step onto the screened-in porch. You begin to understand. Trees surround you. Church bells carry through the air. It feels like your own park. Yet the beach, schools, restaurants, shops and train are all within walking distance. For the current owners, that has meant children walking home from school with friends. Thanksgiving dinners for twenty. Additional bedroom options for overnight guests. Winter evenings around the parlor fire. A front porch filled with friends as the Memorial Day parade passes by. There is room here for the life you have imagined. Explore the possibilities for a pool, tennis court and gardens. Create a place where everyone gathers now-and where the next generation will want to return. Historic architecture. Meticulously maintained, thoughtfully updated and in pristine condition. A once-in-a-lifetime opportunity. Come discover what makes this place so hard to leave-and imagine what the next 50 years could look like.

415 Old Post Rd, Fairfield

40 Pond Rd, Old Lyme
$3,975,000
6 Beds ⋅ 9 Baths ⋅ 24176656 MLS
Rare beachfront opportunity at 40 Pond Road in Old Lyme, featuring two homes on one lot with spectacular views of Long Island Sound. This exceptional coastal property includes one beautifully remodeled home and one newly constructed home, offering flexibility as a primary residence, second-home retreat, or investment property with rental income potential. The two-home layout is ideal for hosting guests, multigenerational living, or exploring rental opportunities. Designed for modern coastal living, the new construction features sleek concrete floors, an open floor plan, abundant natural light, and stylish bathrooms. Seamless indoor-outdoor living extends to an expansive beachside deck-the perfect setting for entertaining, relaxing, and enjoying breathtaking water views. A private, exclusive mooring enhances the appeal for boating enthusiasts. A unique opportunity to enjoy a beachfront compound that combines contemporary design, coastal comfort, and the potential for personal enjoyment and investment income.

40 Pond Rd, Old Lyme

121 Seaside Drive, Jamestown
$3,950,000
3 Beds ⋅ 5 Baths ⋅ 1425239 MLS
Jamestown waterfront, set on the bay for sunset views, with a new 100-foot dock, a private mooring, and shoreline at the door. Tax records list the home as a 3-bedroom. The floor plan tells a bigger story: a large game room with its own bathroom, sized to use as a bedroom, and a private lower-level suite with a bedroom, bathroom, kitchenette, and walkout basement. The attached floor plans show the scale in a way the bedroom count cannot. The primary suite opens to a private deck over the water. The eat-in kitchen works for a quiet morning or a full table. Outside, coastal plantings, a private outdoor shower, a hot tub, and an oversized two-car garage under that game room. Recent work includes the dock, new Hardie Plank siding, a new roof, and a whole-house generator. Jamestown village is minutes away. Newport and Providence are an easy drive.

121 Seaside Drive, Jamestown

9 Ashaway Colony Lane, Charlestown
$3,950,000
3 Beds ⋅ 3 Baths ⋅ 1423050 MLS
A truly special offering in Quonnie, fondly known as Nuns Beach. This quintessential seaside cottage captures the essence of coastal living, with beautiful vistas of Block Island, Montauk, Fishers Island, and beyond. Set within a unique seaside enclave of just eight homes, the property offers a wonderful sense of community with neighbors. The charming cottage features three bedrooms and two-and-a-half baths and is set on .63 acres with 60 feet of oceanfront. The porch provides an ideal setting for morning coffee or evening cocktails while enjoying expansive views of the Atlantic Ocean. A fabulous fireplace adds warmth and ambiance, making the cottage an inviting retreat in the fall and winter months. Located outside the flood zone, flood insurance is not required. A rare opportunity to own a special piece of Quonnie, offering oceanfront living, beautiful views, and the timeless appeal of this cherished seaside community.

9 Ashaway Colony Lane, Charlestown

7 Bailiwick Rd, Greenwich
$3,950,000
5 Beds ⋅ 6 Baths ⋅ 24205146 MLS
The best of brand-new living! Set on 1.4+ beautifully level acres in Greenwich's coveted Bailiwick Association, this 5,400+ SF custom transitional Colonial offers exceptional craftsmanship, extraordinary natural light and the ease of move-in-ready living. A welcoming front porch opens to a dramatic double-height foyer, while elegant living and dining rooms feature custom millwork, soaring ceilings and walls of sliding glass doors leading to expansive decks and patios. At the heart of the home, a stunning chef's kitchen with double islands, Sub-Zero and Wolf appliances, and a butler's pantry opens to a sun-filled vaulted breakfast area and family room. A first-floor ensuite bedroom with deck access, mudroom and two powder rooms complete the main level. Upstairs, the luxurious primary suite features vaulted ceilings, a gas fireplace, two walk-in closets and a marble bath with double vanities and an oversized rainfall shower. Four additional bedrooms, three full baths, an office, sitting area and laundry complete the second floor and the oversized three-car garage with room for lifts and additional parking. Minutes from Glenville and approximately 10 minutes to Greenwich Avenue and the train, this is a rare opportunity to enjoy brand-new living in a sought-after community!

7 Bailiwick Rd, Greenwich

297 Painter Hill Rd, Roxbury
$3,950,000
4 Beds ⋅ 7 Baths ⋅ 24192621 MLS
Uber chic shingle-style in A+ location offering magnificent long distant views overlooking the famed Alexander Calder estate. Formal parking courtyard leads to the gracious double height entrance foyer. Mesmerizing views from almost every room. Grand Living Room with high coffered ceilings, gas fireplace, wood paneling & French door to balconies. Library with built-in bookcases. Powder room. First floor primary bedroom suite with Waterworks bathroom, soaking tub, two walk-in closets, balcony & home Office. Intimate Dining Room with large picture window. Eat-in country Kitchen with beamed ceiling and large picture window. Family Room with fireplace & wet bar. Screened porch with bluestone floor & electric stove. Laundry Room. 3 guest bedrooms en suite on the 2nd floor. Recreation Room over the 3-car attached garage. Walk-out lower level includes a gym, wine cellar, full bath & second laundry. Gracious long driveway affording total privacy amidst park-like grounds with beautiful perennial gardens, swimming pool, fire pit, mature plantings & forever views. Hardwood floors & high ceilings throughout. Lutron lighting. Central AC. Backup generator.

297 Painter Hill Rd, Roxbury

95 Old Saugatuck Rd, Norwalk
$3,950,000
5 Beds ⋅ 7 Baths ⋅ 24187690 MLS
Stunning European-style mini-estate where rolling golf course greens meet breathtaking views of the Long Island Sound. Crafted with a timeless stone exterior, cedar roof, hardwood floors, and exquisite granite surfaces, this home offers an unparalleled lifestyle of privacy and sophistication. The heart of the home is an open-concept layout featuring a soaring 2-story family room with dramatic French doors that open to a backyard oasis. The chef's kitchen is equipped with high-end appliances, custom cabinetry, and a massive center island. The main floor boasts a formal dining room, a dedicated office with built-in bookshelves, and a luxurious primary suite featuring vaulted ceilings, a private screened porch overlooking the golf course, and a spa-like bath with a soaking tub and custom walk-in closet. Upstairs, a stunning balcony looks out to the Sound, leading to 4 generous bedrooms: 2 en-suites and 2 sharing a Jack-and-Jill bath. The lower level is the ultimate entertainment hub, offering 3,000 sq ft of finished space designed as a private club with a state-of-the-art gym, connoisseur's wine room, spacious billiards room, and full bath. Step outside to a private paradise with manicured gardens, a sparkling gunite pool, and a pool house with a full bath. A fully equipped outdoor kitchen makes summer hosting an absolute breeze. Do not miss this rare opportunity to own a resort-style masterpiece.

95 Old Saugatuck Rd, Norwalk

42 Hy Vue Ter, Millerton
$3,950,000
4 Beds ⋅ 6 Baths ⋅ 24165995 MLS
Welcome to the Hudson Valley Dream Home - Introduced by Hudson Valley Magazine Presented in collaboration with Hudson Valley Magazine as their inaugural "Dream Home", this custom-built modern farmhouse is near completion and offers an extraordinary opportunity to own a Hudson Valley compound where collaborative vision meets architectural excellence. Located only 2 minutes from village of Millerton and set on 14 pristine acres with private ponds and surrounded by protected land, this single-level contemporary farmhouse spans nearly 6,000 square feet of thoughtfully conceived living space. A dramatic vaulted entry foyer leads into a grand Great Room, where living, dining and kitchen converge beneath a soaring ceiling and features a fireplace and walls of glass that frame the bluestone terraces and serene landscape beyond. The four, massive bedroom suites include two equal luxurious primary suites on opposite corners of the home. A large, dedicated media room, private office, 2 half baths and a bonus 2nd-floor wellness studio complete an exceptional floor plan designed for both grand entertaining and quiet, inspired living. With the exterior complete, the buyer has the rare opportunity to collaborate with the builder and the magazine's creative team to finish the interior to their own aesthetic vision. Luxurious fixtures like custom cabinetry, high-end Fisher Paykel appliances and designer details throughout ensure the finished product will be nothing short of remark

42 Hy Vue Ter, Millerton

184 Fern Ave, Litchfield
$3,950,000
8 Beds ⋅ 10 Baths ⋅ 24100203 MLS
Come see this remarkably private property a stone's throw from the center of Litchfield. This stately home was built in 1992 and boasts over 10,000 s/f of finished space. The grounds are professionally landscaped and have a beautiful patio, pool and greenhouse. There are 8 bedrooms and 13 bathrooms along with a powder room . The sunny , modern, large eat-in kitchen open onto a patio, which then leads to the saltwater pool. A main floor guest bedroom suite with its own bathroom is an added convenience and can be a ground floor primary. There are lots of space for grand entertaining in the formal dining room, living room and great room. Plenty of cabinetry and shelves to display your treasures. You can warm yourself by the fireplaces. The master bedroom suite on the upper level has it all, walking closet, fireplace , sunroom and a large bathroom with steam shower and jet tub. 3 additional bedrooms round up the second floor, all with en-suite bathrooms. A separate laundry room is conveniently located on the bedroom level. The 3 floor has a loft and 2 additional bedrooms also with en-suite bathrooms.The lower level is fully finished and is a walk-out to the grounds. It also includes a wine cellar, a gym and a kitchenette. A separate apartement with a patio is located above one of the garage, which house 3 cars. Another garage for 6 cars is an additional outbuilding. Acreage is consisting of 3 separate parcels which are included w/sale.

184 Fern Ave, Litchfield

1087 Lakeside Drive, Block Island
$3,950,000
6 Beds ⋅ 6 Baths ⋅ 1385913 MLS
Welcome to 1087 Lakeside Drive - an exceptional retreat offering the perfect blend of privacy, comfort, and convenience. Nestled upon a three-acre parcel with sweeping views of Fresh Pond, this centrally located property is a rare opportunity to own a marvelous home with premium amenities. This beautifully maintained residence received a complete exterior renovation in 2023, including a new roof, decks, and windows. The sprawling, light-filled interior boasts six spacious bedrooms and five full baths, which include two suites ideal for guests or a potential Bed & Breakfast venture. The heart of the home features an open-concept kitchen with upscale appliances, a center island, and a dining area that will seat twelve - and along with both front and back decks, is perfect for entertaining! The property includes a three-car heated garage, a full basement, and a robust nine-bedroom septic system. Deeded water rights to Fresh Pond enhance the experience, while immediate access to the island's premier walking trails and a 5-minute drive to beaches places you at the center of everything Block Island has to offer. Additionally, this property can be enjoyed as both a family residence, creating your very own rituals, or a lucrative investment property with already established income-generating rentals. From sipping coffee at sunrise to spectacular sunsets over Fresh Pond, this coastal home offers true island adventures!

1087 Lakeside Drive, Block Island

20 Lighthouse Way, Darien
$3,925,000
4 Beds ⋅ 4 Baths ⋅ 24204574 MLS
Welcome to 20 Lighthouse Way, where coming home means stepping straight into a waterfront lifestyle. With a private boat mooring and the Long Island Sound at your doorstep, the transition from the workday to the water is effortless. Launch a paddleboard for a sunset outing, hop in a kayak, take the boat out for a spontaneous cruise, or enjoy waterskiing-all from your own backyard. Here, the best part of the day may be what happens after you get home. The heart of the home is a newly renovated, crisp white kitchen that flows effortlessly into a sun-drenched dining area and spacious family room centered around a cozy fireplace. Whether hosting a summer soiree or enjoying a quiet morning coffee, the open floor plan feels airy and intuitive. For those who need space to spread out, the first floor is versatile, featuring a bright living room with fireplace, dedicated office, oversized playroom, and functional mudroom with ample storage to keep coastal life organized. Upstairs, the primary suite and a second bedroom offer breathtaking water views, serving as private sanctuaries to watch the sun sparkle on the water. With four bedrooms and three updated baths, there is ample space, plus the flexibility to easily convert back to a five-bedroom layout. Outdoor living is elevated here-literally. Expansive decks on both levels overlook the water, providing the ultimate backdrop for alfresco dining and family gatherings.

20 Lighthouse Way, Darien

80-90 Comstock Hill Rd, Norwalk
$3,900,000
6 Beds ⋅ 6 Baths ⋅ 24163781 MLS
YOUR HORSE. YOUR BARN. YOUR VISION. Set on more than 7 level acres in the heart of Fairfield County, 80 to 90 Comstock Hill Avenue presents a rare opportunity to own an established equestrian estate with exceptional scale, flexibility, and a unique combination of land, location, and infrastructure. Whether your vision is a training facility, elite boarding operation, equestrian wellness retreat, family farm, or private compound, this property provides the ideal foundation. The existing equestrian amenities offer immediate functionality while creating opportunities to thoughtfully tailor the estate to your own lifestyle and long-term goals. Ideally situated just one hour from Manhattan and minutes from Westport, New Canaan, Wilton, Darien, and Rowayton, the property offers the serenity of country living with exceptional access to Fairfield County's most desirable communities. Whether you preserve its equestrian legacy or shape its next chapter, 80 to 90 Comstock Hill Avenue represents one of Fairfield County's most compelling opportunities to create a truly exceptional estate.

80-90 Comstock Hill Rd, Norwalk

213 Beaver Brook Rd, Lyme
$3,900,000
3 Beds ⋅ 3 Baths ⋅ 24169897 MLS
Overlooking the hills of Lyme, Connecticut, Hilltop Estate combines old world elegance with modern luxury. The fully renovated stone and stucco main house, spacious guest cottage, pool and barn complex are set on nearly 50 acres. Made up of five separate parcels with potential for equestrian pursuits, farm to table living or sellable individually. The barns include a workshop fully convertible to living space, artist studio or entertainment space. Contiguous to the barns is an Alitex greenhouse manufactured in England with its own dedicated, fully equipped potting room. The property is surrounded by manicured gardens, stone walls, privet hedges and mature plantings. The three bedroom, two and one half bath main house exudes historic character with detailed moldings, refined finishes, antique chestnut floors, custom built-in cabinetry, grass cloth wallpaper, hand-hewn exposed beams, multiple fireplaces, decorative painting and light-filled interiors. The gourmet kitchen features two stoves (Wolf and Gaggeneau) and a Sub-Zero refrigerator. Enjoy the outdoor terrace for six months a year; warmed by its stone fireplace and protected by fully retractable roller screens in the summer. The two bedroom en-suite guest cottage complete with a full kitchen provides a luxurious escape for family and friends. Meandering trails throughout the property provide a peaceful hiking experience for enjoyment year-round. The property is equidistant to New York City and Boston.

213 Beaver Brook Rd, Lyme

23 Echo Dr, New Milford
$3,900,000
4 Beds ⋅ 3 Baths ⋅ 24163908 MLS
Welcome to 23 and 24 Echo Drive, New Milford, CT-a timeless gem first introduced to the market by the family who originally built it. Nestled on the shores of Candlewood Lake within the prestigious Birch Groves community, this exquisite residence embodies the classic Adirondack style of the 1930s with its captivating stone and wood construction. Spanning 2,073 square feet, this elegant lake home offers four spacious bedrooms, a three season porch and a storybook living room with an impressive floor to ceiling field stone fireplace, providing ample space for relaxation and entertainment. With western exposure, enjoy breathtaking sunset views from the comfort of your home that seamlessly blend indoor and outdoor living. Lakeside, this home offers a wide expanse of private waterfront over two lots that looks out onto protected land with no homes, a private dock, and a hard to replicate lake side boat garage/shed. Included in this rare offering is 24 Echo, a lot, presenting endless possibilities for expansion of the family compound or a private retreat. Experience the charm of lakeside living with the convenience of modern amenities. This unique opportunity awaits you to create lasting memories in a home that effortlessly blends vintage charm with contemporary elegance. Make this unique and distinguished property yours today. 23 Echo is located on the western (waterfront) side of Echo Drive (0.63 Acres) and 24 Echo is located on the east side of Echo Dr (0.43 Acres)

23 Echo Dr, New Milford

25 Pt O Woods Rd, Darien
$3,895,000
5 Beds ⋅ 6 Baths ⋅ 24214570 MLS
Classic character, exceptional space, and a setting you'll want to experience firsthand. Designed by architect Ed Wallace and built in 1933, 25 Point O Woods Road is a beautiful example of classic Center Hall Colonial craftsmanship, thoughtfully updated for today's lifestyle. Set on 1.15 beautifully landscaped acres, this inviting home blends timeless architecture with generous spaces and modern comfort. A gracious center hall leads to well-proportioned rooms and an impressive family room with a dramatic two-tier coffered ceiling. The recently renovated all-season sun porch, transformed from the original screened porch, offers a bright and comfortable space to enjoy the beauty of the grounds year-round. The flexible floor plan features five bedrooms, five full baths, and one half bath, with exceptional room for family and guests. Two additional rooms above the garage offer endless possibilities as home offices, a gym, guest spaces, or additional bedrooms. An expansive lower level includes a full bath, exercise room, and abundant storage. Outside, professionally landscaped grounds create a private setting for entertaining and everyday enjoyment. The level backyard is ideally sited for a pool, offering the opportunity to create a spectacular private retreat. With its architectural character, thoughtful updates, generous spaces, and exceptional setting, 25 Point O Woods Road is a home that feels special from the moment you arrive and one you won't want to leave!

25 Pt O Woods Rd, Darien

8 Norfield Woods Rd, Weston
$3,895,000
6 Beds ⋅ 6 Baths ⋅ 24162168 MLS
Luxury new construction opportunity in Lower Weston! Currently slated for completion in less than a year, this meticulously crafted estate offers a rare opportunity to secure your forever home on a private Lower Weston cul-de-sac. Take advantage of your opportunity to live in the most convenient Weston location within minutes of their top rated schools and town center. Plus enjoy the convenience to downtown Westport's shopping, dining, and beaches- as well as easy commuting to NYC. This impeccable design by the Tomas Brothers Builders redefines luxury with their electrical and landscaping expertise. Set on a lush 2-acre oasis that includes a high-end pool, the home offers a resort-style retreat right in your backyard. A masterfully planned sanctuary.

8 Norfield Woods Rd, Weston

00 Potato Is, Branford
$3,890,000
4 Beds ⋅ 4 Baths ⋅ 24148103 MLS
Set on its very own private isle, this extraordinary 4-bedroom, 3.5-bathroom retreat redefines luxury coastal living. Enjoy unmatched privacy and serenity, all just a five-minute boat ride from the idlyllic Stony Creek mainland-a rare balance of peaceful island living with effortless convenience and peace of mind. Family and guests will appreciate the added benefit of a seasonal water taxi, operating hourly in the summertime, ensuring smooth and enjoyable arrivals and departures. Sunlit interiors showcase sweeping, unobstructed water views from nearly every room, while gentle sea breezes drift through a harmonious blend of indoor and outdoor spaces. Elegant living and entertaining rooms spill onto a series of spectacular balconies and terraces, each oriented to capture the ever-changing hues of sunrise and sunset over Long Island Sound. The kitchen, slightly staged with new countertops, offers both style and flexibility-ready for your personal touch to transform it into a culinary haven. This property is brimming with potential: imagine your own vacation escape for spring, summer, and fall, a lucrative VRBO investment, or an unforgettable wedding venue where guests are enveloped in the island's enchanting atmosphere. The primary suite is a world unto itself, boasting its own private balconies, a spa-inspired bath, and vistas that stretch to the horizon. Three additional bedrooms offer comfort and privacy for family and guests alike.

00 Potato Is, Branford

484 Joshuatown Rd, Lyme
$3,850,000
5 Beds ⋅ 8 Baths ⋅ 24211823 MLS
Re-imagined in partnership with Old Lyme's Nautilus Architects, this exceptional Whalebone Cove property offers commanding views, dock access and a rare connection to nature. A stone and pebble drive winds through mature woodlands and an orchard to park-like grounds dotted with native and specimen plantings, descending to the Cove. Thoughtfully designed for beauty, sustainability and long-term ease of living, this quietly stunning home boasts custom millwork, cedar-lined cabinetry and exceptional materials throughout. A barrel-vaulted entry beneath an 18th-century German stained-glass window leads to wonderfully versatile spaces. First, the main level vaulted kitchen, great room and dining area with a professional copper hood, soapstone sink, onyx accents and wood-burning fireplace, all illuminated by western sunsets. Ipe decks and bluestone patios with pergolas create inviting spaces to entertain. Accessibility is seamlessly integrated with level thresholds, widened doorways and an elevator. The main level continues in the library and adjoining four season sun porch. A vaulted primary suite features a steam shower, air-jet tub, cherry built-ins, a writing room/office and Cove views. An additional bedroom is found on this level with ensuite bath and private laundry. Two additional bedrooms are located on the upper level. The media and exercise rooms, office/bedroom, large Scandinavian-style sauna and a handicap-accessible bedroom suite with shower, soaking tub, generous book-

484 Joshuatown Rd, Lyme

430 Nod Hill Rd, Wilton
$3,850,000
5 Beds ⋅ 6 Baths ⋅ 24191176 MLS
Rock House Farm, c.1765. One of Wilton's most treasured historic estates, this extraordinary former dairy farm blends nearly three centuries of history with the comforts of modern living. Originally built by Reuben Olmstead in 1765, expanded in the 1800s, and thoughtfully renovated and enlarged in 1997, the estate has been beautifully preserved for generations. Set on six spectacular acres bordered by 14 acres of permanently protected open space, the property offers exceptional privacy and breathtaking pastoral views. The gracious main residence spans over 6,000 square feet with five bedrooms, five full and one half baths, and seven fireplaces. A charming two-bedroom, two-bath guest cottage with full kitchen, laundry and three fireplaces evokes the charm of the English countryside. Completing the estate is a magnificent four-story red dairy barn, a rare architectural treasure and lasting reminder of the property's rich agricultural heritage. Ancient stone walls, rolling lawns, specimen trees and timeless beauty create one of Fairfield County's most remarkable country estates.

430 Nod Hill Rd, Wilton

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