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$7,000,000
4 Beds ⋅ 5 Baths ⋅ 24154329 MLS
There are waterfront homes, and then there are properties that truly define waterfront living. 41 Rowayton Avenue is one of those rare offerings, bringing together the features buyers search for but almost never find in a single property: direct waterfront, a private dock, sandy beach, waterside pool, and coveted Rowayton Beach Association membership. Sunlight pours through the home's inviting interior, creating a warm and welcoming space for effortless entertaining, boating adventures, afternoons by the pool, and evenings enjoying breathtaking sunsets over the water. Just moments from Rowayton Village and approximately one hour from Manhattan, this is an exceptional opportunity to experience one of Connecticut's most complete waterfront lifestyles.

41 Rowayton Ave, Norwalk
$6,999,999
6 Beds ⋅ 9 Baths ⋅ 24196804 MLS
NEW CONSTRUCTION BY RENOWNED LUXURY BUILDER MATTERA CONSTRUCTION - STEPS TO COMPO BEACH! A rare opportunity to own a brand-new, architecturally refined home in one of Westport's most coveted coastal locations-just steps to Compo Beach, Longshore Club, downtown Westport, the train, and schools. Currently under construction, this impeccably designed 6-bedroom residence spans four finished levels and blends timeless elegance with modern living. The main level offers light-filled, open living spaces ideal for both everyday living and entertaining, featuring a custom chef's kitchen with breakfast area, expansive family room, formal living and dining rooms, private office, mudroom, and thoughtfully placed powder rooms. The second level showcases a luxurious primary suite with two generous walk-in closets and a spa-inspired bath, along with four additional ensuite bedrooms and a dedicated laundry room. The walk-out lower level includes a spacious recreation room, gym, guest bedroom with full bath, and flexible space for today's lifestyles. A finished third floor provides additional living space-perfect for a playroom, media room, or home office-with a half bath. Designed with Mattera Construction's signature attention to detail, craftsmanship, and integrity, this home offers the ultimate Westport lifestyle-coastal, convenient, and effortlessly elegant. New construction. Premier beach-area location. A home that rarely comes to market.

32 Narrow Rocks Rd, Westport
$6,995,000
5 Beds ⋅ 8 Baths ⋅ 24164139 MLS
Set on 8 private acres in one of Greenwich's most prestigious enclaves, 38 Partridge Hollow Road offers luxury and tranquility and the ultimate privacy. Boarded by protected land on three sides, this five-bedroom, 7.5-bath home blends timeless elegance with modern sophistication, featuring a first-floor primary suite with dual baths, separate closets, and access to a private office and gym. Bright, sunlit interiors and a chef's kitchen flow into inviting living spaces ideal for entertaining. Outdoors, enjoy a pool, tennis court, and beautifully landscaped grounds. This exceptional estate offers both convenience and serenity.

38 Partridge Hollow Rd, Greenwich
$6,995,000
9 Beds ⋅ 8 Baths ⋅ 24119336 MLS
Seize the rare opportunity to own Filston, one of Litchfield County's most distinguished Gilded Age estates. Designed in 1903 by renowned architect William Cromwell, Jr. for Mr. and Mrs. Romulus Colgate, this Neoclassical treasure seamlessly blends Italianate Renaissance Revival, Palladian, Neo-Gothic, and French Empire influences, creating a singularly breathtaking country estate. Every original detail is meticulously preserved in impeccable condition. Spanning just over 12,000SF of livable space, there are 10 bedrooms, 5 full bathrooms, and 3 powder rooms. Set across 106 acres on three distinct parcels, the property showcases a breathtaking landscape designed by Edward Hamilton Bell. Rolling hills, pristine woodlands, and majestic estate trees frame scenic equestrian trails, offering an idyllic retreat for nature lovers and equestrians alike. Complementing the main home is a historic 5,700-square-foot, three-story carriage house on its own dedicated parcel, adding versatility and charm to this extraordinary estate. Recent Upgrades * Complete electrical overhaul, with new wiring throughout the home and buried power lines from the road for enhanced aesthetics and reliability. * Landscape restoration, reopening original trails, removing dead trees, and treating the estate's magnificent mature trees to ensure their longevity. * Commercial-grade generator * New propane furnace and updated plumbing Serious inquiries only; proof of funds required.

138 Amenia Rd, Sharon
$6,950,000
12 Beds ⋅ 9 Baths ⋅ 24101484 MLS
Welcome to Bark Meadow Farm, a 127-acre legacy estate once cherished by the Gulden mustard family in CT's "Quiet Corner." The journey begins at a majestic entrance, where a striking allee of century-old maples stands alongside magnificent oaks nearing 200 years of age. This multi-generational compound offers 12 bedrooms & 7.2 bathrooms across three year-round residences. At the heart is the 1799 Main Residence, a 7,577 SF, 5-bedroom, 5.2-bathroom masterpiece of timeless architecture. Ideal for grand-scale entertaining, the butler's pantry flows seamlessly from the exquisite dining room into a spacious eat-in kitchen, complete with a Viking Professional stove. Additional structures include a 1900 Caretaker's Residence (4 bedrooms) & a 1948 14-stall barn with a 3-bedroom apartment above-ideal for a barn manager or rental income, it also offers great potential for a remote home office. Car collector enthusiasts & woodworking hobbyists will love the ultra-spacious garage, complete with a large workshop, a walk-in laundry/tack room, & a powder room. Amenities abound: 2 inground pools, an enchanting pool house with a potting room, raised-bed gardens, & a tranquil bass pond. Enjoy direct access to the Air Line Trail for riding/hiking. The estate directly abuts the CT Audubon Society land, with its beautiful trails located just a half-mile down the road, while the prestigious Pomfret & Rectory Schools are a mere 1.5 miles away. Conveniently accessible to Hartford, Providence/RI

433 Wrights Crossing Rd, Pomfret
$6,800,000
5 Beds ⋅ 4 Baths ⋅ 24193394 MLS
The best vacations are the ones you never have to leave. Set on the shores of Compo Mill Cove in the heart of Westport's coveted Compo Beach neighborhood, this exceptional FEMA compliant Michael Greenberg-designed waterfront home offers the ultimate coastal lifestyle. State-of-the-art systems, including geothermal heating and cooling and tankless hot water, provide exceptional efficiency and year-round comfort. Begin your mornings with a walk along Compo Beach, spend afternoons moving between your private beach and pool, and end the day dining on the waterfront terrace beneath the stars or strolling over to one of Westport's renowned restaurants. Designed to embrace the water from every angle, the home features exposed beams, wide-plank hardwood floors, and water views from nearly every room. The chef's kitchen opens seamlessly to spacious living and dining areas, creating an effortless flow for entertaining. Offering five bedrooms and three-and-a-half baths, there's plenty of room for family and guests to experience one of Westport's most coveted waterfront settings. Rarely does a home combine architectural pedigree, resort-style amenities, and an irreplaceable location so beautifully. This is waterfront living at its finest.

52 Compo Mill Cv, Westport
$6,790,000
7 Beds ⋅ 9 Baths ⋅ 24180067 MLS
Cosseted within the gates of the Conyers Farm association with 24hr security, this baronial French Normandy chateau is poised on more than thirteen park-like acres. Hospitality sets the tone from the entrance through the grand foyer to the dual living rooms, an impressive formal dining room for large-scale entertaining and a warmly paneled library. The heart of the home is the luxurious kitchen with butler's pantry, breakfast room and adjoining family room with fireplace. French doors open to the immense terrace, perfect for outdoor dining. A true sanctuary, the primary suite features two bathrooms, two sizable walk-in closets, a dressing room and a romantic sitting room with balcony overlooking the naturally secluded, private backyard. Six additional bedrooms offer abundant space for guests or family. Creating captivating vignettes of multifunctional living, the lower level features a home theater, sitting room with fireplace, full bar with kitchenette, gym, indoor resistance pool and a hot tub. Outside the terrace overlooks beautiful, level lawns and a pool with spa. Peace of mind is the directive for this characterful estate, with its reassuring security in a guard-gated enclave and its luxury leisure amenities.

4 Cowdray Park Dr, North Castle
$6,750,000
5 Beds ⋅ 7 Baths ⋅ 24182061 MLS
Some properties simply need to be experienced in person, and 991 Lake Avenue is one of them. Set on four beautifully landscaped and exceptionally private acres, this distinctive European-inspired estate offers nearly 9,500 sq. ft. of gracious living and entertaining space. Dramatic beamed rooms, stone fireplaces and light-filled interiors give the home wonderful character, while French doors open to expansive terraces, formal gardens and a 40' x 20' pool and spa. Five bedrooms, a spacious game room and extensive office space provide exceptional flexibility. A rare Backcountry setting where privacy, scale and serenity come together, just five minutes from the Merritt Parkway with convenient access to all that Greenwich has to offer.

991 Lake Ave, Greenwich
$6,695,000
7 Beds ⋅ 7 Baths ⋅ 24129942 MLS
A rare opportunity to own one of Litchfield County's most exceptional legacy estates. Reverie Farm encompasses more than 101 acres across four separate parcels, offering extraordinary privacy, sweeping views, and endless possibilities as a country retreat or full-time family compound. The meticulously restored and updated 1799 stone and shingle residence, which features 7 bedrooms, 5 full and 2 half baths, intimate entertaining spaces, multiple fireplaces, and a 1-bedroom in-law apartment with both interior and private exterior access, is rich in historic character. Additional accommodations include a separate 3-bedroom, 2 bath guest house with its own driveway, and a separate 2-bedroom staff/guest apartment. Estate amenities include a heated gunite pool in a private garden space, tennis court, the renowned studio of Abstract Expressionist Cleve Gray and, across the driveway, his wife author Francine du Plessix's writing studio which has been transformed into a dance studio/entertaining space with a double height ceiling. Additional outbuildings offer exceptional flexibility for use as gathering spaces, remote workspaces, athletic facilities, studios, workshops, storage (wine, automobiles, and other collectibles), and other uses subject to local approvals. The open fields, woodland trails, ancient fruit trees, established gardens and stone walls create an extraordinary private setting with agricultural and equestrian potential.

102 Melius Rd, Warren
$6,650,000
5 Beds ⋅ 7 Baths ⋅ 24196608 MLS
An exceptional opportunity to create a custom luxury residence on 1.2 acres in Westport. With approved plans and permits already in place, buyers may bring their preferred builder and collaborate with the project architect to tailor the home to their vision. The property offers a streamlined path toward creating a distinctive residence while retaining flexibility in design, specifications, and finishes. Plans and renderings are representative and subject to change.

4 Lantern Hill Rd, Westport
$6,650,000
6 Beds ⋅ 6 Baths ⋅ 24186864 MLS
Known as "The Bungalow", this spectacular Tudor-inspired estate set on 43.8 private acres is one of architect Alfredo S.G. Taylor's finest designs. Built in 1908 for a Remington Arms heiress, the home seamlessly blends Gilded Age grandeur with exceptional modern luxury. The dramatic great hall features soaring 40-foot timber ceilings, a monumental stone fireplace, and exquisite fieldstone and half-timber construction. Thoughtfully updated throughout, the home offers a stunning new eat-in chef's kitchen complete with a butler's pantry and premium appliances, including a True glass-door refrigerator, Miele dishwasher, Wolf warming drawers, Sub-Zero wine and beverage refrigerator, and an exceptional custom range with handcrafted hood. The luxurious marble-clad bathrooms have been beautifully renovated with Kohler fixtures, while custom cabinetry, updated electrical systems, and meticulous craftsmanship elevate every space. Spectacular balconies and a wraparound veranda extend from the main living areas, providing breathtaking views across the surrounding landscape. Offering 6 bedrooms, 6 bathrooms, and 6,766 square feet of living space, the estate is set amid lightly wooded grounds with expansive northern vistas. Additional amenities include a guest house, barn, formal gardens, and a picturesque pond. Approached by a winding, newly improved drive, the residence sits atop a private ridge and culminates in a gracious porte-cochere, creating a sense of arrival rarely found.

310 Litchfield Rd, Norfolk
$6,600,000
6 Beds ⋅ 4 Baths ⋅ 24151590 MLS
Riverside Elegance Meets Neoclassical Grandeur: Experience the pinnacle of waterfront living in this breathtaking Grecian Colonial estate, perfectly situated on 3.43 pristine acres overlooking the majestic Connecticut River. Spanning an impressive 7,239 square feet, including 1,500 finished square feet on the lower level including an ensuite bedroom and recreational room with French doors opening to the expansive back yard. This residence combines timeless architectural sophistication with the serene beauty of nature. Leave the world behind as you travel up the winding driveway that sets this home back from the road for ultimate privacy. The exterior is a master class in curb appeal, featuring a three-car garage and a porte cochere, all framed by lush landscaping and your own private pond and a dock. Step through the front door into a soaring cathedral ceiling foyer. As the heart of the home, this space is open to the floor above and finished with exquisite marble flooring, offering a regal welcome to guests. The floor plan is defined by wide-open spaces that flow seamlessly from one room to the next, making it as ideal for grand-scale entertaining as it is for quiet relaxation. With six spacious bedrooms, there is ample room for family, guests. There is also a home office and a sun room both overlooking the Connecticut River. Embrace the river breeze from your choice of outdoor vantage points: This isn't just a home; it's a lifestyle.

11 River Edge Rd, Old Saybrook
$6,595,000
3 Beds ⋅ 5 Baths ⋅ 24164990 MLS
A rare opportunity to own a meticulously designed enclave set on nearly three private acres overlooking the Connecticut River. The main house has over 4600 square feet of beautifully scaled living space with elegant architectural finishes throughout. The first floor features a welcoming entryway which leads to a well-equipped kitchen, breakfast room, formal dining room, and both a living room and family room with fireplaces. Each room has plenty of windows that bring in natural light and showcase incredible views of the CT River. An elegant curved stairwell leads to the second floor, which is designed with privacy in mind. It features a separate wing for the primary bedroom suite, and another for two guest bedrooms and baths. An elevator services the entire structure, so every room is accessible to all and offers a possible working option for multigenerational living. The compound also features a separate spacious guest house with a full kitchen, sitting room, bedroom, and one- and one-half bathrooms situated next to the inground Gunite pool, offering another private retreat for guests, visitors, or family members to enjoy

175 River Rd, Essex
$6,595,000
6 Beds ⋅ 9 Baths ⋅ 24156057 MLS
Introducing an exceptional new build from Simple Plan Home Builders, multiple HOBI Award winners known for iconic Westport homes. Just a short stroll to Compo Beach, this striking modern coastal retreat is privately set on a coveted cul-de-sac, blending luxury, light, and effortless living. Spanning four levels, this six-bedroom home features an airy layout with refined finishes throughout. The open-concept kitchen flows seamlessly into the main living spaces, highlighted by a statement fireplace. A glass-enclosed office offers privacy, while additional living and dining areas, a stylish scullery, and an oversized mudroom add everyday functionality. A dramatic pivot door opens to a gallery-style entry. Upstairs, the primary suite is a serene retreat with its own fireplace, dual walk-in closets, a dressing area, and a spa-like bath. Four en-suite bedrooms and a laundry room complete the second floor, while the top level offers a private sixth suite, office, and flexible open spaces. The walk-out lower level expands the home with walls of glass, a terrace, gym, bar, wine cellar, media/playroom, and additional office. Outside, a 16'x32' pool, multiple terraces, and a grilling area create effortless summer living, complemented by a three-car garage with EV charging.

8 Loretta Ct, Westport
$6,595,000
6 Beds ⋅ 9 Baths ⋅ 24124919 MLS
Welcome to a truly exceptional New Canaan architectural masterpiece built in 2004, nestled on a majestic private lane occupied by only 6 estates, enveloped by serene forests and 48 acres of reservoir conservancy. This picturesque estate offers a tranquil escape and sense of openness with intricate millwork and wainscoting adorning every corner, 9 to 12-foot ceilings on every level and sun-drenched spaces throughout. Spanning over 11,000 square feet, with an additional 4,000SF+ lower level, with 6 bedrooms, 7.2 baths on 4.7 acres with room to add a custom pool, step inside to discover a seamless blend of ultimate privacy and modern luxuries throughout 4 finished levels. Immerse yourself in the serenity just 5 minutes to downtown New Canaan and an hour to NYC, where luxury and tranquility converge in perfect harmony.

62 Summersweet Ln, New Canaan
$6,500,000
4 Beds ⋅ 5 Baths ⋅ 24196609 MLS
Welcome to 10 Dragonwood Lane - The Iconic Origami House Set on an extraordinary 15.57-acre estate spanning four separately deeded parcels, 10 Dragonwood Lane is a one-of-a-kind architectural masterpiece that seamlessly blends modern design, luxury, and nature. Known as the Origami House, this remarkable residence offers unparalleled privacy, tranquility, and future development potential while bordering a serene nature preserve. A winding, tree-lined driveway leads past flowering cherry trees, a private electronic gate, and a lighted tennis court before unveiling the home's breathtaking contemporary design. Conceived by the renowned Leroy Street Studio of Manhattan, the approximately 8,500-square-foot residence draws inspiration from the art of folded geometry. Sculptural cube-like forms create dramatic ceiling heights, expansive walls of glass, and light-filled interiors that effortlessly blur the distinction between indoor and outdoor living. At the heart of the home is the spectacular Glass Great Room, inspired by I.M. Pei's iconic Louvre Pyramid. Enclosed by glass on three sides, this extraordinary space opens onto an expansive terrace overlooking one of two cascading waterfalls within the estate's nationally recognized koi sanctuary. Designed for both sophisticated everyday living and grand-scale entertaining, the residence offers:

10 Dragonwood Ln, Weston
$6,500,000
5 Beds ⋅ 7 Baths ⋅ 24186154 MLS
Hidden away at the end of a coveted West Side cul-de-sac, 48 Driftway Lane is a private estate tucked among the winding back roads of New Canaan. Perched atop 1.62 beautifully landscaped acres and surrounded by nature, the setting offers a rare sense of peace and privacy, yet remains just minutes from downtown New Canaan and approximately one hour from New York City. Newly constructed from the ground up in 2017 and offering over 10,000 square feet of thoughtfully curated living space, the home unfolds through a series of light-filled rooms where architectural detail, craftsmanship, and connection take center stage. A grand central foyer showcases a statement staircase framed by glass railings, creating a stunning focal point from the moment you enter. At the heart of the home, a sunlit gathering space serves as the natural connection point between the designer kitchen, soaring two-story family room, and outdoor living spaces beyond. Anchored by a stunning 10-foot quartzite waterfall island and matching custom quartzite hood, the kitchen balances beauty and function with Thermador appliances, Sub-Zero refrigeration and wine storage, custom cabinetry, and a walk-in pantry. The dramatic family room draws the eye upward with soaring ceilings, extensive architectural detailing, automated Lutron shades, and walls of windows that flood the space with natural light.

48 Driftway Ln, New Canaan
$6,500,000
5 Beds ⋅ 7 Baths ⋅ 24143703 MLS
A WORLD-CLASS PRIVATE ESTATE SET ON 9.31 GATED ACRES. Nestled behind a private gated entry, this extraordinary CT River Valley estate is a rare luxury compound of architectural distinction, solitude, & resort-caliber amenities. Thoughtfully composed across 5 distinct structures, the property blends modern luxury, European influences, & timeless craftsmanship amid curated landscapes, stone pathways, terraces, & over 6,000sf of refined outdoor living space. This is a truly exceptional, once-in-a-lifetime offering. A long winding driveway gradually reveals an exclusive enclave where the outside world fades away. Stucco structures, cedar shake roofs, & copper gutters emerge in sequence, unified by professionally landscaped grounds, irrigation, & exterior lighting that enhances the estate's serene atmosphere. Completely rebuilt in 2012, & finished in 2015, the Main Residence is a masterclass in quality & livability. Rich millwork, custom cabinetry, radiant-heated hardwood floors, transom windows, & skylights define interiors that feel both elegant & inviting. A boutique-style coat room & jewel-box powder room immediately signal the home's uncompromising level of finish. The show-stopping kitchen features high-gloss bespoke cabinetry, nickel hardware, & a sculptural range hood beneath tall silver-leaf detailed ceilings. A substantial Calacatta marble island integrates a 2nd sink, butcher block, & concealed storage. Chef-grade appliances include SubZero, Wolf, & Miele. *CONTINUED*

252 River Rd, Deep River
$6,500,000
9 Beds ⋅ 6 Baths ⋅ 24118083 MLS
Maple Lane Farms is a unique, one of a kind, property and potential business opportunity consisting of approximately 225 contiguous acres with approximately 114 acres located in the town of Preston and approximately 111 acres located in the town of North Stonington. The property's improvements include: a c. 1993 Cape Cod style single family home; a c. 1791 Antique Colonial style residence (the "Inn"); a c. 1997 Banquet Building (the "Barn"); a commercial grade greenhouse and 3 additional equipment & storage barns / sheds - all of which are in very good condition. The Cape Cod style residence has 3 bedrooms, 2.5 baths, an open floor plan, cathedral ceilings and a 3 car attached garage. The Inn is a permitted "Historic Country Inn" with 6 bedrooms, 3.5 baths, sleeps up to 12 guests, plus a detached garage with an auxiliary apartment. The Barn is a post & beam style event venue providing approximately 2,000 sq ft of indoor space boasting elegant chandeliers, exposed wooden pillars, heat & A/C, loading dock & prep area for caterers, a stone patio, pergola, large lawn, and pond allow for outdoor activities as well. The approximately 8,000 sq ft hydroponic greenhouse is currently set up and growing hydroponic Bibb lettuce that is being sold to fine grocery stores and food distributors. The property includes a wide array of landscape types & terrain roughly 50% is a mix of open meadow, tree plantations - which has allowed the operation of a 50 acre Christmas tree farm selling

57 Nw Corner Rd, Preston
$6,495,000
6 Beds ⋅ 8 Baths ⋅ 24194674 MLS
Rarely does a new construction home and property like this come on the market in Westport. Set at the end of a cul-de-sac, in the coveted Long Lots neighborhood, this 2.3-acre, flat property offers a rare combination of privacy and convenience to town. The property features a resort-style, saltwater pool w/spa and automatic safety cover, expansive covered and open-air patios, and a fully equipped outdoor kitchen. There's still space to add a full sized Tennis Court and ADU to create a luxury compound! Built by award-winning Westport Family Homes, this thoughtfully designed 6 bed/8 bath home spans 9,062 square feet on 4 finished floors, showcasing exceptional craftsmanship and attention to detail. Soaring ceilings and an abundance of natural light. Main Level: Gracious Foyer, 2 Powder Rms, Formal Liv/Din Rms, private Office, Designer Kitchen w/Scullery for entertaining. Kitchen opens to large Great Rm w/FP and Outdoor Liv Rm. Second Level: Primary Ste w/FP, 2 walk in closets, spa inspired Bathrm and 4 other Bedrms. Third Level: Playroom w/Bathrm. Lower Level: Walk out to Pool w/ 6th Bedrm, full Bathroom, Family Rm w/Bar, Play/Media Room and large Gym. Full-house generator, oversized 3 car garage w/EV charging capability and room for 3 car lifts. The home is elevator-ready, enhancing convenience and long-term livability. Great for multi generational living. City Water, Natural Gas. This masterfully crafted home has a timeless floor plan and modern design.

5 Baldwin Pl, Westport
$6,495,000
4 Beds ⋅ 5 Baths ⋅ 24192357 MLS
Experience the future of coastal living in this brand-new smart home located just steps from the sands of Compo Beach. This is the only just-completed residence on the Compo Beach side of Westport delivered as a fully integrated, self-monitoring home: rooftop solar power w/battery storage, intelligent load management, leak detection w/automatic water shutoff, energy-recovery ventilation, radiant heated floors, singular app-controlled lighting, shades, locks + HVAC. The house can be monitored + adjusted from anywhere in the world and stays powered on stored solar when the grid goes down. Designed by The O'Dell Group across three vertical levels + a panoramic rooftop deck w/gas fireplace, the home opens to Long Island Sound through full-height glazing & connects ground-floor living to a private loggia, heated gunite spa, + landscaped courtyard. Inside, the open kitchen pairs Subzero refrigeration + an integrated appliance package w/a generous island + pantry; the primary suite includes a private balcony + spa-style bath; a fully accessible shower is finished in stone, and a flexible main-level room w/full bath lives as an additional bedroom, home office, or guest suite. Iconic Compo Beach is just a short drive to the Metro-North station and about an hour to Grand Central/Midtown Manhattan. The Westport Project is in a category of its' own; a home engineered to take care of itself, and you, whether you're upstairs, in the city, or on the other side of the world.

16 Westport Ave, Westport
$6,495,000
8 Beds ⋅ 11 Baths ⋅ 24133886 MLS
Iconic Historic Inn steps from Historic Downtown Mystic. Once-in-a-lifetime opportunity to live in this exquisite architectural masterpiece. Meticulous 10,500 Sq Ft Italianate Victorian with 8 Bedrooms, 8 Full Bathrooms and 3 Half Bathrooms all nestled on 1.49 manicured acres with private parking lot and porte-cochere. Featuring 3 grand parlors with hand-painted ceilings, full commercial kitchen with stainless steel counters, formal dining room for 30 with French Doors leading out to brick patio for Alfresco Dining. 5 beautiful ornate original fireplaces converted to gas. Serviced by municipal water and sewer. Also includes a registration area, and potential lower-level Speakeasy. Endless possibilities. Perfect for a boutique inn, buyouts, or luxury residence. Zoned for business or private use. Stunning tri-state views from the Belvedere. One of the most historically significant building in Mystic. A very rare investment opportunity in a prime shoreline location. This property blends History, Luxury and Functionality - ideal as a boutique inn, or private residence. Whether hosting small gathering under the stars on your brick patio or welcoming guests through the grand porte-chchere, every detail reflects timeless New England elegance. Discover this landmark estate where every minute feels like a dream and just steps to Historic Downtown Mystic!

15 Elm St, Groton
$6,475,000
7 Beds ⋅ 8 Baths ⋅ 24166025 MLS
Experience a rare Zen-inspired retreat in the heart of the Berkshires, designed in harmony with its natural surroundings. Set on nearly 120 acres of protected land with striking rock outcroppings, sweeping mountain views, and ~1,000 feet along the Williams River, this architecturally significant Contemporary offers exceptional privacy just minutes from Great Barrington. Designed by Steven Haas, the home blends steel, glass, concrete, and wood, with soaring interiors and Sorpetaler sliding glass walls that open seamlessly to nature. Expansive decks overlook a 25-meter heated saltwater lap pool, hot tub, and fire pit. The open chef's kitchen with oversized wood-burning fireplace anchors the home, while the living room offers a second fireplace and serene views. A glass and stone courtyard enhances the tranquil design. The primary suite is a private sanctuary with spa-like bath, dressing room, office/lounge, and its own deck. Guest accommodations throughout offer comfort and privacy. The lower level includes a billiards room, wet bar, and additional living space. A separate guest house features two bedrooms, kitchenette, living/dining area, and rooftop deck. The 3,000 sq ft recreation barn offers a full kitchen, loft, gym, and flexible gathering space. Eight miles of private trails lead to the Williams River, completing this exceptional retreat just 10 minutes from town.

250 Long Pond Rd, Great Barrington
$6,375,000
4 Beds ⋅ 5 Baths ⋅ 24165538 MLS
Boater's Paradise-Live the Ultimate Saugatuck Shores Waterfront Lifestyle. Experience unparalleled, direct waterfront access from this striking contemporary perched directly on the shores of Long Island Sound. Featuring its own rare private dock, this property is a true boater's/water lover's paradise. Enjoy all that Saugatuck Shores has to offer-boating, jet-skiing, paddle boarding, or kayaking from your own backyard. Dramatic walls of glass bathe the interior with natural light throughout effortlessly blending modern architectural lines with unparalleled, panoramic views of Bermuda Lagoon, Peck Ledge Lighthouse and boating channels which can be seen from almost every room. The open-concept main level transitions seamlessly to a massive sundeck, setting the ultimate stage for indoor-outdoor entertaining. Spend summers relaxing by your private waterfront gunite pool and spa, rinse off in your outdoor shower or unwind in the custom indoor sauna. Positioned within the coveted, private Covlee Beach Association, residents enjoy access to a private sandy beach with additional dock slips, kayak and paddleboard storage, a playground, picnic area, and fire pit just steps away, blending complete privacy with an active coastal community. From the Great Room with its dramatic fireplace and vaulted ceiling, to the custom Kitchen with fireplace, to the cozy Family Room and Study, there are so many spaces to delight. All bedrooms, including primary suite, have decks overlooking the Sound.

21 Covlee Dr, Westport
$6,150,000
5 Beds ⋅ 8 Baths ⋅ 24205524 MLS
A rare opportunity in one of Greenwich's most coveted in-town settings, 21 Calhoun Drive combines the timeless presence and character of a classic Greenwich estate with exceptional privacy, generous scale and remarkable potential. Set amid mature landscaping on approximately 1.8 acres in a one-acre zone, the property offers nearly twice the typical lot size while remaining just moments from the heart of Greenwich. Inside, gracious entertaining rooms, comfortable everyday living spaces and distinctive architectural details create a home with warmth, character and a sense of permanence rarely replicated today. A newly renovated kitchen brings a fresh, modern sensibility to the residence and serves as a beautiful centerpiece for daily living and entertaining. A private wellness retreat, complete with an indoor pool and dedicated fitness space, brings resort-style amenities into the comfort and privacy of home. Beyond the main residence, the expansive grounds offer an exceptional opportunity to further enhance the estate. Fully permitted plans provide the option to add a Cottage, along with the potential for a pickleball or tennis court an increasingly rare offering this close to town. With its substantial acreage, established landscaping, private wellness amenities and extraordinary flexibility for the future, this is a unique opportunity to enjoy a private estate setting without sacrificing the convenience of in-town Greenwich living.

21 Calhoun Dr, Greenwich
$5,999,999
7 Beds ⋅ 8 Baths ⋅ 24183173 MLS
Set on 1.70 private acres in the heart of Greens Farms, this distinctive new construction by Dwell offers a rare combination of timeless design, exceptional privacy, and resort-caliber outdoor living. Offering 8,700+/- sq ft, this exceptional residence features 7 bedrooms, 8 bathrooms, and thoughtfully designed living spaces crafted with an emphasis on enduring design rather than passing trends. The chef's kitchen serves as the heart of the home with an 11-foot waterfall island, Wolf and Sub-Zero appliances, custom cabinetry and millwork, and full scullery kitchen. Designed with both functionality and flexibility in mind, the home features a first-floor guest suite, expansive bonus room over the three-car garage, dual laundry stations, two wet bars, secondary staircase, 4 fireplaces, walkout basement, and ensuite bedroom accommodations on all four finished levels. Outdoor amenities include a heated 20' x 40' pool, covered outdoor living room with vaulted ceiling and wood-burning fireplace, sunken fire pit, expansive lawn areas, and professional landscaping with mature trees and multiple activity zones. Approximately one mile from Old Mill Beach and minutes to both train stations and town.

13 Edgemarth Hill Rd, Westport
$5,999,000
4 Beds ⋅ 6 Baths ⋅ 24164271 MLS
A rare opportunity to own a new construction home with Deeded Beach Rights on coveted Nearwater Lane in one of Darien's most desirable coastal neighborhoods. A seamless blend of sophisticated design, modern comfort, and coastal living. Moments from Weed Beach, downtown Darien, commuter rail service, and a Blue Ribbon elementary school. Designed for everyday living and entertaining, the home features soaring 10-12-foot ceilings, open-concept floor plan, and abundant natural light. Andersen A-Series windows, glass railings, refined finishes create bright, elegant living spaces. The bluestone patio provides an inviting outdoor retreat.The flexible layout includes four ensuite bedrooms, a luxurious primary suite featuring a spacious walk-in closet, spa-inspired bath, and private balcony with water views. A first-floor bedroom with private access and a finished lower level with a separate entrance offer versatility for guests, extended family, or a home office.At the heart of the home, a chef's kitchen is anchored by an oversized quartz island and appointed with Sub-Zero, Wolf, Cove, and Kohler fixtures. Additional highlights include second-floor laundry, a detached garage, pre-wired audio and security systems, underground utilities, whole-house generator connection, and modern mechanical systems.An exceptional opportunity to enjoy the convenience of new construction in one of Darien's premier locations. Deeded Noroton Bay Beach rights; buyers to verify.

142 Nearwater Ln, Darien
$5,995,000
6 Beds ⋅ 9 Baths ⋅ 24191678 MLS
Privately set on 2.15 beautifully landscaped, park-like acres just minutes from town, this exceptional six-bedroom residence offers a rare blend of timeless elegance, everyday comfort, and complete privacy. Thoughtfully designed for the way people truly live, the home is filled with light, gracious proportions, and inviting spaces that welcome both intimate gatherings and memorable celebrations. The heart of the home is a beautifully appointed chef's kitchen with a sunlit breakfast area that opens seamlessly to the spacious family room, where French doors invite you outdoors to expansive lawns and peaceful sunsets. Formal living and dining rooms provide the perfect backdrop for entertaining, while a butler's pantry and generous mudroom bring effortless function to everyday life. The tranquil primary suite is a retreat of its own, featuring a cozy fireplace, a private balcony overlooking the grounds, and a luxurious spa-inspired bath. Five additional en suite bedrooms offer exceptional comfort and privacy for family and guests. A finished third level provides a flexible bedroom and bonus space ideal for a home office, playroom, or creative studio, while the expansive lower level offers endless possibilities for recreation, fitness, media, or entertaining. Outside, sweeping lawns, mature landscaping, and exceptional privacy create a setting that feels worlds away, yet is only moments from town, schools, and everything Darien has to offer.

67 Peach Hill Rd, Darien
$5,995,000
5 Beds ⋅ 7 Baths ⋅ 24200591 MLS
What began as the restoration of sea captain Ward Bulkley 1834 home became something far more extraordinary. The years-long transformation of 298 Harbor Road, recently featured in Architectural Digest, brought together architect JP Franzen and Moore House Design to carefully preserve and reimagine nearly two centuries of history. No detail was too small and no opportunity to honor the original home overlooked. The result preserves the character and craftsmanship of another era while creating a home that, for all its beauty and pedigree, is remarkably comfortable, inviting and meant to be lived in. Generations of additions were reconsidered and unified; original pine floors preserved; millwork expanded; and Venetian plaster, reclaimed stone and artisan finishes introduced with extraordinary attention to craft. A spectacular vaulted kitchen centered around an 11-foot island exemplifies how seamlessly historic architecture and modern living were brought together. Behind the wood-paneled staircase, a hidden speakeasy offers an unexpected nod to another era-one of the many details that makes this home so intriguing. The home offers 5 bedrooms, 5 full and 2 half baths, with the rare flexibility of a first- or second-floor primary suite. Set on .8 acres with seasonal water views, a pool and spa, and outdoor sauna, 298 Harbor Road achieves something exceedingly rare: a remarkable convergence of history, exceptional design and modern luxury in the heart of Southport Village.

298 Harbor Rd, Fairfield
$5,995,000
5 Beds ⋅ 7 Baths ⋅ 24175742 MLS
775 Sasco Hill Road is an extraordinary estate where timeless elegance meets modern luxury. Impeccably renovated and beautifully curated by the current owners, this sophisticated residence offers three full levels of refined living set across five private, park-like acres. A dramatic cathedral foyer and soaring 9-foot ceilings create an immediate sense of scale and light, while the thoughtfully designed floor plan balances grand entertaining with everyday comfort. Formal living and dining rooms, a private library, and a stunning open-concept kitchen seamlessly connect to the expansive family room with vaulted ceilings. Luxurious accommodations include a private guest suite, an elegant primary retreat with dual walk-in closets and a spa-inspired bath, plus additional ensuite bedrooms and a versatile third-floor bonus level ideal for recreation, guests, or a home office. Outdoors, a large stone patio overlooks meticulously landscaped grounds and a spectacular gunite pool, creating a true private oasis. Extensive upgrades throughout the home and property elevate both style and functionality, offering an exceptional lifestyle in one of Fairfield's most coveted locations. Furnishings available for purchase ~ Negotiable.

775 Sasco Hill Rd, Fairfield

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