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8 Loretta Ct, Westport
$6,595,000
6 Beds ⋅ 9 Baths ⋅ 24211630 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. (Agent is owner)

8 Loretta Ct, Westport

62 Summersweet Ln, New Canaan
$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

329 Georgica Road, East Hampton
$6,550,000
4 Beds ⋅ 5 Baths ⋅ 1052978 MLS
East Hampton Village South Georgica Estate Section Pristinely maintained traditional home on +/- 1 Acre with flawless grounds and amenities. This property spans 3 levels that are made for Hampton living. Entry flows into living room with stately fireplace complete for intimate entertaining with French doors opening to a welcoming covered porch surrounded by specimen plantings and ultimate privacy. The chefs eat-in kitchen encompasses multiple gathering areas including a family room with stone fireplace. A sun room with radiant floor heating provides great space for hosting gatherings or quiet relaxation overlooking multiple patios and pool. An office and full bath complete this level. Upstairs to primary with marble bath, dressing area and private deck is a true sanctuary. An additional 3 bedrooms and 2 baths complete the second floor. A finished lower-level offering areas for media, gaming, gym and full bath. A Gunite salt water heated pool, bocci court, outdoor shower, gazebo and 1/2 basketball court add to the outside. This premier location is just minutes from the East Hampton Village, Georgica Beach and Main Beach, two of the most scenic oceanfront treasures of the Hamptons.

329 Georgica Road, East Hampton

541 Sasco Hill Rd, Fairfield
$6,500,000
5 Beds ⋅ 9 Baths ⋅ 24213955 MLS
Prestigious location. Stately presence. Exceptional living. Introducing a premier 1.25-acre Sasco Hill estate offering extraordinary luxury across 4 levels. This magnificent residence features 5 bedrooms, 9 baths & an uncompromising attention to detail. Outdoors, a private resort awaits with a heated pool & spa, fully equipped outdoor kitchen & expansive terrace overlooking exquisite gardens. An accessory apartment above the garage offers future potential, with plumbing & electrical rough-ins in place. Iron gates flanked by stone lions welcome you to a grand 2-story foyer. The main level showcases exceptional craftsmanship, from the stately living room & Gatsby-inspired formal dining room with garden views to the impressive chef's eat-in kitchen, spacious billiards room, inviting family room & private 1st-floor office. Elegant millwork enhances every room. The 2nd level features 4 luxurious en-suite bedrooms, including 2 primary suites with impressive walk-in closets & dressing rooms. The 3rd level offers flexible living space, including a home gym, bonus room with cedar closet & 5th en-suite bedroom. The finished lower level is an entertainer's dream, complete with an 8-seat home theater, recreation room & storage. Notable upgrades include a new wood roof, Belgian stone & oil-chip driveway, front gates, fencing, updated central air, whole-house generator & finished lower level. Discover extraordinary estate living in Fairfield's prestigious Sasco Hill neighborhood.

541 Sasco Hill Rd, Fairfield

895 Route 83, Amenia
$6,500,000
3 Beds ⋅ 4 Baths ⋅ 1045092 MLS
Middlefield, an exceptional 45-acre Hudson Valley estate designed by AD100 architect Gil Schafer, is a masterful interpretation of Classical architecture. The residence reflects Schafer’s celebrated approach to the American country house; timeless in its proportions and craftsmanship, yet relaxed, comfortable, and entirely suited to modern life. Approached by a winding drive through mature trees and native plantings, the Greek Revival residence is beautifully sited within its private landscape. A classical double-height portico and gracious proportions give the house a timeless presence, while expansive windows connect the interiors to the surrounding gardens, lawns, and woodland. A gracious center hall opens to beautifully scaled living and dining rooms filled with natural light. Throughout the house, newly installed antique wide-plank floors, custom millwork and hardware, antique mantels, and carefully considered architectural details create warmth and character. A generous three-season porch extends the main living spaces outdoors. The light filled kitchen is both inviting and highly functional, with custom cabinetry, generous workspaces, a wood-burning fireplace, and an adjoining butler’s pantry. Designed as the heart of the house, it offers ample room for everyday living and dining. Upstairs are three generously proportioned bedrooms, including a primary suite overlooking the rolling landscape. Three beautifully appointed baths feature classic fixtures and traditional detailing. Newly designed marble showers in the primary and guest bath add both beauty and functionality while remaining entirely in keeping with the character of the house. Under its current ownership, Middlefield has been thoughtfully improved and expanded while remaining true to Schafer’s original vision for the house. The renovation of the third floor and lower level has enhanced the property for modern living, transforming formerly underutilized spaces into fully integrated living areas. On the third floor, a media room and private study have been created beneath the roofline, where distinctive demilune windows bring light and architectural character to the space. The lower level has been similarly transformed, with a newly finished laundry room and dedicated staff area adding practical functionality to the house. Throughout, the work has been approached with a careful eye toward the home’s architecture, materials, and proportions, allowing the renovated spaces to feel as though they have always belonged. The landscape, designed by internationally renowned landscape architect Deborah Nevins, is an integral part of Middlefield. Garden rooms defined by hornbeam and yew hedges unfold around the house, complemented by mature specimen trees, lawns, terraces, and hand-laid stone walls. A kitchen garden and stone terrace provide inviting spaces for outdoor dining and entertaining. Additional improvements include a new roof and extensive updates to the home’s mechanical systems, complementing the newly finished third floor and lower level and bringing important modern enhancements to a residence distinguished by exceptional craftsmanship and enduring architectural character. With 45 acres of privacy, extraordinary architecture and a setting of remarkable natural beauty, Middlefield has the character of a great American country house thoughtfully conceived for the way we live today.

895 Route 83, Amenia

250 Belgo Rd, Salisbury
$6,500,000
5 Beds ⋅ 6 Baths ⋅ 24208047 MLS
Clouds - An Architectural Retreat in Lakeville Set within 41 protected acres of rolling fields, wildflower meadows, and private trails, Clouds is an extraordinary contemporary country residence conceived in constant dialogue with its landscape. Approached along a winding drive through a cherry orchard-spectacular when awash in pink blossoms each spring-the house occupies the crest of a gentle bluff, commanding long views across meadows and to the distant Litchfield Hills. From a distance, the approximately 6,000-square-foot 5 bed and 5 full bath three level residence has the elemental simplicity of a refined agricultural building. Weathered cedar shake siding, a standing-seam stainless-steel roof, and a substantial stone chimney give the architecture a quiet permanence within its rural setting. Along the southwestern elevation, nearly 60 feet of windows transform the landscape into a living panorama, capturing rolling fields, wildflowers, mature trees, and the changing light from sunrise through magnificent south western views and sunsets. Inside, scale and light create an immediate sense of drama. The entrance opens to a remarkable 65-foot gallery with ceilings rising more than 20 feet. A ribbon of clerestory windows introduces eastern light from above, illuminating the walls and creating an exceptional setting for contemporary art. The principal rooms unfold enfilade along the western view, each with soaring ceilings and expansive glass framing the

250 Belgo Rd, Salisbury

32 Neck Path, East Hampton
$6,500,000
5 Beds ⋅ 7 Baths ⋅ 1043767 MLS
Nestled between Amagansett and East Hampton and within walking distance of beautiful bay beaches, this stunning custom modern home is set on a secluded 5.25 acres in the historic district of Springs, surrounded by approximately 165 acres of nature reserve. Behind gated entry, the property offers exceptional privacy, soaring ceilings, skylights and expansive glass throughout. Designed for both everyday living and entertaining, the home features five ensuite bedrooms, including two primary suites with luxurious bathrooms and oversized double showers, plus two additional half baths. The open floor plan flows from a formal living room with a wood-burning fireplace to the dining area and gourmet kitchen, equipped with a Wolf 6-burner gas range, Wolf double ovens, microwave, Sub-Zero refrigerator with beverage and freezer drawers, wine refrigerator, two Miele dishwashers and a spacious stone island with seating. Sliding glass doors open to a private backyard featuring a 20' x 40' covered heated Gunite pool with hot tub, outdoor BBQ, oversized fire pit, play area and a fully screened flower and vegetable garden. The finished lower level offers light wells throughout, a spa with sauna and steam shower, space for a home gym and office, a playroom and a large media room with a double-sided gas fireplace. The property also offers room for a tennis court, horses and stables. With its expansive modern architecture, private setting and historical provenance, this exceptional property presents a rare opportunity in East Hampton.

32 Neck Path, East Hampton

20 Nazareth Way, Garrison
$6,500,000
8 Beds ⋅ 8 Baths ⋅ 1039174 MLS
Winter Hill, a flagship property in the Hudson Highlands, stands at the intersection of preservation, nature conservation and modern design. This timeless Tudor Revival in the heart of Garrison is a one-of-a-kind home, perched atop twenty acres of verdant, natural beauty. As you enter the property and approach the house on the long, winding drive, open fields flanked by stately trees stretch out to your left. When the house comes into view along the ridge, you begin to enter a different state of mind. Blood pressure drops, worries fade, and you are home. This is the home you have always wanted. A home where you can welcome family and friends. Built in 1883 for Rev. Walter Thompson and restored and modernized for use as an office over the past decade by a team of skilled architects, designers and craftsmen, Winter Hill emerges in full view as you crest the ridge. Park in either the sprawling forty space lot, perfect for entertaining many guests, or under the porte-cochere, connected to the wrap-around porch. Open the double doors and enter the main foyer, with a unique wall design, and find yourself in an elegant living room, centered on a huge wood-burning fireplace. Original details - pocket doors, gleaming hardwood floors and walls of multi-paned windows - are accentuated by the modern glass chandelier. Beyond is the front parlor, with striking bay window seating. Behind, you will find the massive central dining room, with amazing original fireplace details, then a perfect home office space or potential formal library, with its own fireplace. All of these rooms flow together to make an amazing space for entertaining. Imagine friends, family and community gathering here, in your home. Off the central hall, find the chef's dream kitchen, with beautifully unique light fixtures, stainless appliances, two ovens, a prep sink and abundant counter space. More on this level: a back room that would be a great first floor bedroom, two half baths and a bonus room. Everywhere are open or wooded views. Step out to the covered front porch and slate patio. Here, you'll host drinks in the evening, or simply sit with a cup of tea in the morning, looking over the serene fields. On the second level, arrived at via the convenient, full four-floor elevator, or gorgeous front staircase, opportunity abounds. Currently used as offices, the many large and bright rooms here can be converted into guest bedrooms, family rooms, playrooms and more. Two of the rooms have fireplaces. Other 1800's details, like wood floors and leaded glass windows, are here, as elsewhere. Most rooms have views to the gorgeous grounds. One floor up, find even more bright spaces - bedrooms, guest areas, artist and craft rooms, or wherever your vision takes you. Let’s hop in the elevator and jet down to the lowest level, to discover large spaces that are perfect for home gyms and media rooms. There are huge storage rooms and the new utility systems, including state of the art electrical and a/v rooms. Leaving the basement through the walkout, we exit to the side yard and look out to the fields flowing before us. At the side is the private guest cottage above the two-car garage. This cottage has views of its own, a kitchen and full bathroom. This is a perfect spot for your guests, or extended family. Nearby, the large water tower ensures never running out of fresh water. From here, we can see the property at a different angle. The home’s cedar shingle siding and roof, with stately brick chimneys, rises before us. To our right, protected land, to our left the park-like land and rolling hills stretching out to the tree line, almost as far as you can see. All of this, just minutes to the train and the heart of Cold Spring. Come, visit Winter Hill and join its living story.

20 Nazareth Way, Garrison

275 Narrow Lane, Bridgehampton
$6,500,000
6 Beds ⋅ 9 Baths ⋅ 1041473 MLS
Welcome to this exceptional estate set on 1.3 beautifully landscaped acres, offering the perfect blend of modern sophistication and timeless craftsmanship. Ideally positioned just moments from Bridgehampton village's shops and restaurants, the renowned ocean beaches, and the East End's celebrated wineries and farm stands, the location places the best of the Hamptons within easy reach, with convenient Hampton Jitney service to Manhattan close at hand. Wrapped in classic cedar shingle siding with a welcoming covered front porch, this home exudes warmth and understated elegance from the moment you arrive. The circular driveway provides ample parking, while an electric gated entry ensures privacy and security. Across from a scenic preserve and orchard, the setting offers tranquility and natural beauty at every turn, an ideal retreat for those seeking comfort, space, and refined living. Inside, soaring double-height ceilings and exposed reclaimed wood beams crown the great room, where a grand fireplace and walls of French doors fill the space with natural light. The chef's kitchen is a true showpiece, featuring a center island, Viking professional appliances, dual ovens and dishwashers, a wine fridge, and a butler's pantry. The first level also includes an elegant powder room, a spacious laundry room with dual washers and dryers, and an attached four-car garage equipped with an electric car charger. The primary suite offers a private haven with its own fireplace, two walk-in closets, and a luxurious en suite bath with dual vanities, a soaking tub, and a large glass shower, plus a private sitting room or office. Upstairs, a loft-style family room overlooks the great room below, surrounded by five guest suites, each with custom closets and radiant-heated bathrooms featuring floating vanities and brushed nickel Emtek hardware. The finished lower level expands the living space with a large tiled recreation room, full bath, and walkout access, perfect for a gym, home theater, or studio. Outside, find resort-inspired living: a gunite pool with spa and waterfall, a pool house with powder room, outdoor shower and changing room, and a full basement beneath the pool house, ideal for storing patio furniture and seasonal items. Bluestone patios and a covered dining terrace plumbed for an outdoor kitchen enhance the setting, while manicured lawns, mature trees, and lush plantings create a private oasis with room for tennis, an extraordinary property designed for refined living and effortless entertaining.

275 Narrow Lane, Bridgehampton

226 State Route 296, Windham
$6,500,000
16 Beds ⋅ 19 Baths ⋅ 1040802 MLS
Windham, NY Investment Offering: Haus Windham is where the mountain meets the moment. Welcome to our 17+ Acre luxury all-season resort nestled in the heart of the Catskill Mountain Range. There's a new blueprint for what a mountain escape can be — regenerative, revenue-generating, and designed for a generation that demands both intention and edge. Haus Windham is that blueprint, made real: a fully stabilized, fully reimagined luxury resort sitting on 17+ acres in the Northern Catskills, three minutes from the trails of Windham Mountain. This is not a fixer-upper. This is a living, thriving hospitality business — and an irreplaceable and expansion-ready development canvas already achieving approximately $1M in annual revenues. Between 2021 and 2023, Haus Windham underwent a comprehensive two-year ground-up luxury renovation. Every unit was rethought and rebuilt with high-end furnishings, full mechanical upgrades, designer appliances, and spa-caliber bathrooms. The result is a property that guests actually write home about — and return to. Signature amenities include: private steam showers, a private cinema room, a newly built, state-of-the-art boutique fitness center, in-suite fireplaces, fiber-optic WiFi throughout the campus, full-size kitchens, and Glass Mirror Haus suites. The unit mix is thoughtfully assembled portfolio of accommodation types enables dynamic pricing across seasons and party sizes — from solo remote workers to full group buyouts, and is curated for maximum RevPAR. Accommodations: 2 Glass Mirror Haus suites; 5-Bedroom Private Chalet (sleeps 12); Duplex Suites; 1-Bedroom Suites; 2-Bedroom Full Kitchen Suites. Haus Windham represents the utility advantage your competitors can't replicate. Most Catskills properties are tethered to private wells and septic systems — the invisible ceiling that caps density, stalls expansion, and quietly erodes margins. Haus Windham is connected to full municipal water and sewer, a distinction that is genuinely rare in the region and one that removes the single largest barrier to scaling a hospitality concept here. Municipal utilities don't just support the current 11-unit operation — they unlock the full development capacity of 17+ acres in a way that is almost impossible to find elsewhere in the Catskills. The Town of Windham gives buyers an extraordinary degree of creative control over how this land is developed and used. Add in an existing variance permitting below-minimum-footprint cabin construction — the foundation of a high-density micro-cabin or tiny-home hotel concept — and the development upside here is truly exceptional. Think: a forest of sustainably designed pods, a wellness compound, a four-season glamping destination. The land is ready. The infrastructure is in place. The permission structure exists. Haus Windham is located in the Northern Catskills' most coveted address, just a three minute drive to Windham Mountain Resort — 54 trails, 285 skiable acres — steps away from Windham Path — the region's premier multi-use recreational trail, walking distance from Windham Country Club & Golf Course, a 12 minute drive from Hunter Mountain, in Windham's commercial core featuring world-class dining, boutiques, and apres-ski culture. This rare offering represents a rare convergence of stabilized cash flow, irreplaceable land, and the upside of an infrastructure-ready development opportunity at the heart of the Northeast's fastest-growing mountain destination. Ready to own the mountain moment?

226 State Route 296, Windham

10 Dragonwood Ln, Weston
$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

9 Dock Lane, Great Neck
$6,500,000
7 Beds ⋅ 7 Baths ⋅ 1033689 MLS
Drive down a long private driveway and experience exceptional stonework and custom everything! Welcome to Kings Point estate living. This exceptional custom-built estate is on the north side situated on a rare 1.5-acre private property in the prestigious Village of Kings Point. Located on an exclusive private street where owners have private water access, this magnificent residence offers over 12,000 square feet of luxurious living space, exceptional craftsmanship, and beautiful water views from the home. Designed without compromise, every detail reflects superior quality, from the custom millwork and architectural finishes to the extraordinary selection of premium marble and granite used throughout the residence. Expansive entertaining rooms, soaring ceilings, and walls of glass create an elegant yet comfortable lifestyle. The thoughtfully designed floor plan includes a spectacular lower level leading out to the in-ground pool. Outdoors, the resort-style grounds feature a stunning swimming pool surrounded by expansive lawns, outside patio and grilling area, offering exceptional privacy and endless possibilities for recreation and entertaining. A unique architectural highlight is the flat roof, presenting an outstanding opportunity to create a spectacular rooftop terrace where panoramic water views could be enjoyed for even more outdoor living space. With its oversized 1.5-acre setting—significantly larger than the typical one-acre Kings Point property—private street, water access, water views, unparalleled custom construction, and exceptional finishes, this is a rare opportunity to own one of Kings Point's most distinguished estates.

9 Dock Lane, Great Neck

50 Heron Drive, Hewlett Bay Park
$6,500,000
6 Beds ⋅ 7 Baths ⋅ 1001289 MLS
Commanding one of the most coveted positions in Hewlett Bay Park, this spectacularly renovated point property delivers 270-degree panoramic waterfront views from nearly every room in the house. Set on a full acre of pristine land, this stunning modern residence has been completely gut-renovated to the highest standard — every surface, system, and finish is brand new. Open-concept living spaces are anchored by walls of glass that frame the ever-changing waterscape and flood the interior with natural light, while every bedroom offers its own spectacular water views, making waking up here feel like a permanent vacation. The chef's kitchen features top-of-the-line appliances, custom cabinetry, and a large center island ideal for entertaining. Designer bathrooms, wide-plank flooring, and curated finishes throughout speak to a home where no detail was overlooked. Step outside to expansive decking, a pristine in-ground saltwater pool with hot tub, and lush grounds stretching to the water's edge — where the largest floating dock in Hewlett Bay Park awaits, with room for multiple boats and jet skis in deep water. Whether you're a boater, an entertainer, or simply someone who appreciates the finest things, this property delivers on every level. A rare and irreplaceable opportunity — there is simply nothing else like it.

50 Heron Drive, Hewlett Bay Park

210 Redwood Road, Sag Harbor
$6,500,000
3 Beds ⋅ 2 Baths ⋅ 957128 MLS
This unique waterfront offering boasts an unprecedented 228± feet of water frontage in the highly sought-after Redwood Island neighborhood of Sag Harbor Village. This south-facing, partially bulkheaded lot offers breathtaking panoramic views of Sag Harbor Cove and features a private dock equipped with a jet ski lift, accommodating multiple boats for convenient access to the Village and the Bay. The charming nautical-themed cottage boasts a charming eat-in kitchen with a tin ceiling, a cozy living room with a fireplace, 3 bedrooms, 2 bathrooms, a detached garage, and a covered deck and patio - ideal for relaxing and enjoying the expansive water views. Explore the potential of this extremely rare, double-wide waterfront opportunity, just a mile from Sag Harbor Village's year-round activities. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

210 Redwood Road, Sag Harbor

44 Bayside Drive, Point Lookout
$6,500,000
5 Beds ⋅ 5 Baths ⋅ 932952 MLS
*Point Lookout Long Island *45 Minutes to NYC. - *Brand New Reynolds Channel Waterfront Estate | Never Lived In *WATCH FULL VIDEO VIRTUAL TOUR* Introducing a All Brand-New, never-before-lived-in Four-level Waterfront Masterpiece Perfectly positioned along Reynolds Channel. Set on a 6,000-square-foot property with 60 feet of Premium Waterfront, this Architectural Gem showcases a New bulkhead and New Private dock—a True Boater’s Paradise. Spanning an impressive 5,248 square feet of refined living space, this Estate features 5 Spacious Bedrooms, 4.5 Designer Baths, and an Elevator seamlessly connecting each level. The elegant formal Dining room and Chef’s kitchen are designed for grand entertaining, while expansive living areas frame sweeping, Unobstructed Water Views that captivate from Sunrise to Sunset. A 3-car garage plus additional parking for up to 9 vehicles provides exceptional convenience. Outdoors, indulge in resort-style amenities including a New Hot Tub, 2 built-in Barbecue areas, and a Heated rooftop deck with Great Views including NYC—the ultimate retreat for luxury Coastal Living. Every inch of this Brand-New Waterfront residence embodies Sophistication, Craftsmanship, and Tranquility, offering a once-in-a-lifetime opportunity to experience modern elegance on the water. This Unique Waterfront Property has the Rights to the Point Lookout Play Ground and the Residents Ocean Beach Front.

44 Bayside Drive, Point Lookout

57 Nw Corner Rd, Preston
$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

1859 Fairfield Beach Rd, Fairfield
$6,499,000
4 Beds ⋅ 5 Baths ⋅ 24207566 MLS
A rare and extraordinary Long Island Sound waterfront estate, offering over half an acre and nearly 100 feet of direct beach frontage across two parcels (1845 & 1859 Ffld Bch Rd). Set along one of Fairfield's most coveted stretches of shoreline, this exceptional property presents a unique opportunity to create a private coastal compound with an abundance of space, water access, and privacy. The expansive 0.55-acre property features a gracious main residence with an airy second floor offering three bedrooms and a bonus room, along with an additional 748 sq ft on the third floor, creating the potential for sweeping Long Island Sound views. The main residence is complemented by a private in-ground pool and a separate two-car garage. Across the property, a creekside boathouse offers an extraordinary additional dimension, featuring a finished studio apartment, a second two-car garage, and a private dock with creek access. A beautifully manicured, fenced-in grassy lot provides an exceptional sense of privacy and offers generous space for outdoor entertaining, recreation, or exploring future possibilities. With its combination of expansive grounds, direct beach frontage, private dock, pool, two separate two-car garages, and versatile additional living space, this is an exceptionally rare waterfront offering. Buyer to perform their own due diligence with the Town of Fairfield regarding all building, renovation, zoning, and waterfront development possibilities.

1859 Fairfield Beach Rd, Fairfield

Brookville
$6,499,000
6 Beds ⋅ 8 Baths ⋅ 1038793 MLS
Set On A Secluded 2-Acre Estate, This 8,000+ Square Foot Contemporary Masterpiece Has Been Completely Transformed. It Is Now A Breathtaking, Modern Sanctuary That Perfectly Balances Grand-Scale Entertaining With Serene, Indoor-Outdoor Living, All Without Expanding The Original Building Volume. Highlights: The Aesthetic: Striking White Stucco, Stone Veneer, And Black Trim Windows Alongside A Modernized Roofline. The Layout: 6 Bedrooms, 7.5 Bathrooms. An Intelligent Central Core Cleanly Separates The Sprawling Primary Suite And Private Bedroom Wing From The Public Living Spaces. 8000+ Sq/Ft Basement. The Showstopper: A Massive Cathedral , Custom Central Skylight Engineered Over The Main Den Floods The Open-Concept Living And Kitchen Areas With Natural Light. Indoor/Outdoor Integration: Approached Via A Dramatic Open Trellis Entry Canopy. In The Rear, Extensive Wrap-Around Decking And Architectural Trellises Seamlessly Connect The Interior Spaces To The Resort-Style Pool And Mature Privacy Plantings. In A Market Where Location Is Everything, This Sanctuary Offers The Ultimate Blend Of Privacy And Prestige.

Brookville

1A Jagger Lane, Westhampton
$6,495,000
5 Beds ⋅ 6 Baths ⋅ 1039871 MLS
Some homes simply command your attention. This is one of them. Perfectly positioned at the end of prestigious Jagger Lane, this extraordinary new construction offers over 5000 square feet of thoughtfully designed contemporary living, masterfully crafted to capture calming views of Moriches Bay while embracing the privacy of its natural surroundings & peaceful flora. Designed with both luxury and functionality in mind, the home's fluid floor plan begins on its entry level, where four spacious en-suite bedrooms provide exceptional comfort and privacy. The primary en-suite, situated on the southern side of the home, opens to its own balcony, where floor-to-ceiling glass sliders frame mesmerizing bay vistas. The three additional generously sized, en-suite guest bedrooms and dedicated laundry room complete this first of three levels. The top floor is nothing short of spectacular. Anchored by a designer chef's kitchen featuring premium appliances, double ovens, a speed oven, two dishwashers, a built-in espresso station, ice maker and expansive center and peninsula islands (with seating for 9), it’s space is created for effortless entertaining. A sun drenched south-facing office/bedroom offers sweeping bay views - an inspiring backdrop for work or quiet reflection. Adjacent is a handsome media room/den which shares a convenient full bathroom. The expansive dining and living rooms are nothing short of breathtaking — open, light-filled spaces that flow seamlessly through grand glass doors to the rear yard, blurring the line between indoor luxury and outdoor splendor. The outdoor living experience is equally exceptional. Resort-caliber amenities include a heated, salt water gunite pool with integrated spa and sun shelf, elegantly appointed lounging and entertaining areas, complete with a dedicated outdoor shower and bath — every detail curated for ease and indulgence. The 800 square foot lower level is as impressive as the floors above offering an abundance of storage and space along with direct access to the home's three-car garage, while a private elevator connects all floors with effortless ease ensuring convenience and accessibility. Designed with sustainability at its core, the home features a fully integrated solar panel system with an impressively low HERS energy rating, delivering exceptional efficiency and environmental responsibility. Offered fully furnished and impeccably appointed, this singular residence presents a rare opportunity to own a truly turnkey luxury retreat perched above the timeless beauty of Moriches Bay.

1A Jagger Lane, Westhampton

5 Baldwin Pl, Westport
$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

16 Westport Ave, 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

17 Ludlow Lane, Hampton Bays
$6,495,000
5 Beds ⋅ 7 Baths ⋅ 945631 MLS
Set on 175 feet of private sandy beachfront with a 136' dock, this Shinnecock Bay waterfront residence is designed to highlight its panoramic setting and create a natural flow between interior spaces and the surrounding landscape. Multiple elevations and extensive glasswork frame open bay views from morning through evening, emphasizing light, orientation, and connection to the water. The open-concept main level includes a chef's kitchen with Wolf appliances, pantry, and a wall of glass doors that transition to the full-length mahogany deck, extending the living area directly toward the bay, infinity-edge pool, and spa. The first-floor waterfront primary suite features two walk-in closets, a spa bath with jacuzzi, and private access to the deck. A separate guest suite with private entrance, powder room, mudroom, and attached two-car garage complete the main level. The second floor offers a junior suite with terrace, a dedicated office, and a secondary living area with direct access to the upper full-length deck. Two additional en-suite bedrooms with walk-in closets, a laundry room, and a second powder room provide flexibility and privacy. Both levels include expansive rear decking, maximizing outdoor circulation and enhancing the home's orientation toward the bay. Situated south of the highway, the home is just minutes to marinas, beaches, and area dining, supporting both seasonal and year-round use. Homes offering this combination of substantial water frontage, docking capability, and modern construction are limited, making it a notable opportunity for buyers seeking direct waterfront access. This residence brings a rare alignment of features together in one setting, providing a practical and well-connected entry point to the Hamptons' coastal lifestyle.

17 Ludlow Lane, Hampton Bays

15 Elm St, Groton
$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

11 Shinnecock Road, Quogue
$6,495,000
7 Beds ⋅ 4 Baths ⋅ 935687 MLS
Timeless charm meets endless possibilities at this unique Quogue estate, offered for the first time in five generations. This rare opportunity is located on one of the most desirable streets in the estate section of Quogue South. Originally built in 1890 and sited on 1.98 acres, the property allows for multiple residences. The sprawling grounds feature three separate structures: a stunning, character-rich 5,600+/- sf main house, an 1,850+/- sf barn with a one car garage and a legal two-bedroom guest apartment above it, and a studio guest house with a kitchenette and full bath. There is ample room for a pool and tennis court. The historic 7-bedroom, 3.5-bath home blends classic elegance with modern convenience. The first floor includes two living rooms with fireplaces, formal dining room, a sun-filled kitchen with a breakfast room, private office with separate entrance, powder room, and a screened porch. A separate primary suite with a spa bath, walk-in closet, and an attached sitting room with built-in bookcases and fireplace was added in 2000. The second floor hosts six bedrooms, including a lovely primary with a fireplace and an adjoining room that can serve as a nursery, office, or large walk-in closet. An additional third floor, once home to staff, offers endless opportunities. Rich with exquisite period details, including intricate moldings, an expansive wrap-around covered porch, and a stunning stained glass window, this property exudes old-world charm. Whether you're looking to create a private sanctuary or develop a multi-generational compound, the possibilities abound. With its expansive lawns and prestigious location, home to many exquisite estates and the Shinnecock Yacht Club, this unique offering is the perfect choice for those who appreciate history, space and extraordinary potential.

11 Shinnecock Road, Quogue

1775 Point Pleasant Road, Mattituck
$6,450,000
6 Beds ⋅ 8 Baths ⋅ 1021701 MLS
Introducing 1775 Point Pleasant, a newly constructed waterfront estate set on 1.8 acres with over 280 feet of pristine creek-frontage along iconic Mattituck Inlet. Thoughtfully designed and expertly crafted, this exceptional shingle sided Post-Modern style residence seamlessly blends timeless architecture with modern luxury. Spanning more than 7,000 square feet, the home showcases wide-plank hardwood flooring throughout, dual primary suites on both the first and second levels, a fully finished lower-level with private fitness studio, sauna, climate controlled wine storage, an unmatched custom lighting package, pre-wired recessed speaker system and expansive living spaces on all three levels designed for both everyday comfort and effortless entertaining. At the heart of the home is a chef's kitchen appointed with premium Wolf and Sub-Zero appliances, custom cabinetry, multiple beverage stations and refined finishes throughout. Outdoors, resort-inspired amenities await, including a heated 22'x44' gunite pool surrounded by an expansive travertine terrace, fully equipped outdoor kitchen, a covered lounge with ceiling mounted heaters for those cooler nights and anchored by a third wood-burning fireplace, creating an ideal setting for waterfront entertaining. Finally, enjoy a manicured path of travertine stepping pads that lead to an oversized floating dock, equipped with water and electric, that can easily house a large boat with deep draft, perfectly capping off this incredible custom build opportunity. Offering an extraordinary combination of scale, privacy, craftsmanship, and lifestyle, 1775 Point Pleasant represents a rare opportunity to own a truly exceptional waterfront retreat on the North Fork.

1775 Point Pleasant Road, Mattituck

433 Wrights Crossing Rd, Pomfret
$6,450,000
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 Evergreen Way, Old Brookville
$6,450,000
7 Beds ⋅ 10 Baths ⋅ 991638 MLS
Set behind private gates in the prestigious Estates at Greenfield, this stately brick Georgian Colonial is perfectly positioned on three + magnificently landscaped acres, offering an exceptional blend of timeless architecture and resort-style living. A gracious approach leads to a generous courtyard, creating a striking first impression and a true sense of arrival. Inside, a dramatic two-story center hall marble foyer showcases a sweeping wrought iron circular staircase and exquisite, detailed millwork that sets the tone for the home’s refined interiors. The formal living room is both elegant and inviting, complete with a custom built-in bar and hardwood floors while the generous dining room is perfectly suited for grand entertaining. A warm and inviting den with a fireplace sits just off the chef’s kitchen and sunlit breakfast nook, creating an ideal flow for everyday living. A richly appointed home office features its own fireplace, custom built-in shelving, and a convenient half bath. The first floor is further enhanced by a private ensuite bedroom, perfect for guests or extended family. The second level offers a luxurious primary en-suite retreat with a fireplace, a gracious sitting room, and multiple custom-fitted closets. The spa-like marble bathroom adds to the sense of indulgence. Four additional ensuite bedrooms provide comfort and privacy, while a fabulous bonus room offers flexibility as a second den, media lounge, or computer room. The lower level has been thoughtfully designed for recreation and relaxation, featuring a game room, media area, gym, and abundant storage. Outdoors, the property is truly extraordinary—lush, expansive, and beautifully curated with mature specimen trees that provide both privacy and natural beauty. Designed for both relaxation and recreation, the grounds include a sparkling pool and hot tub, a full-service cabana, and a fully equipped outdoor kitchen ideal for seamless entertaining. A sports court and playground complete this exceptional offering. The property is simply divine—an all-encompassing retreat in The Estates at Greenfield, where every amenity has been thoughtfully curated, offering a lifestyle so complete there is truly no reason to ever leave home.

6 Evergreen Way, Old Brookville

640 Grant Road, North Salem
$6,400,000
8 Beds ⋅ 10 Baths ⋅ 997025 MLS
INLAND VALE. Steeped in history. One of Northern Westchester’s most significant Country Estates. Magnificent and majestic stone and shingle residence originally built in the 1850’s. Renovated by Stanford White for Ulysses S. Grant, Jr. Remarkable preserved details including spectacular aged paneling, ten fireplaces with vintage mantles and tile, and extensive millwork. Long tree-lined drive to dramatic stone entrance. Magnificent oak paneled Great Hall with grand staircase and ceiling of Tiffany stained glass. Beautifully proportioned main rooms designed for entertaining on the grand scale. Impressive Living Room with mirroring fireplaces and French doors to columned porch. Formal Dining Room. Chef’s Kitchen with high-end appliances. Sun-filled Family Room with Breakfast Area and doors to outdoor terrace in walled garden. Remarkable Primary Suite with spacious Dressing Room and two Baths. Six additional Bedrooms. Playroom with built-in desks, game closet and doors to rooftop porch. Full Third Floor with glass-ceilinged Sitting Room, second Kitchen, Art Room/Studio and Exercise Room. Lower Level with Game Room, Wine Cellar and Pool Cabana. All mechanicals are updated including center air conditioning and a generator. Baths are Waterworks with luxurious radiant heat. Over eleven park-like acres with specimen trees, flowering shrubs and verdant lawns. Incredible old world stonewalls and terraces. The perfect retreat complete with swimming pool, tennis and half-basketball court. A once in a lifetime opportunity!

640 Grant Road, North Salem

6 Pheasant Run, Nissequogue
$6,400,000
5 Beds ⋅ 10 Baths ⋅ 000034 MLS
Waterfront – Set along 243’ of pristine Long Island Sound frontage, this extraordinary waterfront estate offers a truly rare combination of sweeping unobstructed water views, direct access to a sandy beach, and beautifully manicured level grounds with no high bluff — creating an unparalleled coastal setting rarely found on the North Shore. Privately nestled at the end of a private cul-de-sac on 2 lush acres, this over 7,000 square foot custom residence plus an unbelievable entertainment lower level is surrounded by magnificent specimen plantings, manicured gardens, and expansive Ipe Brazilian walnut decking designed to embrace the breathtaking waterfront backdrop from every angle. Nearly every room captures stunning water views, creating a seamless connection to the shoreline while filling the home with natural light and tranquility. Custom built with uncompromising quality and craftsmanship, the residence showcases high-end custom finishes, exquisite detailed moldings, elegant designer touches, and only the finest materials and systems throughout. Sophisticated yet inviting, the home offers an exceptional blend of refined luxury and relaxed coastal living. Every detail has been thoughtfully curated with no expense spared. Designed for both grand-scale entertaining and intimate everyday living, the property offers exceptional indoor and outdoor gathering spaces where unforgettable memories are waiting to be made. Enjoy breathtaking sunsets over the Long Island Sound with unobstructed views stretching to Connecticut, all from the privacy of your own extraordinary waterfront retreat. Ideally located approximately 60 miles from Manhattan and moments from fine dining, shopping, marinas, Stony Brook University, and Stony Brook University Hospital, the property offers a rare blend of private coastal living and everyday convenience A true private oasis, this remarkable estate offers the feeling of being worlds away while enjoying the beauty, serenity, and prestige of luxury waterfront living at its absolute finest.

6 Pheasant Run, Nissequogue

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