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$3,899,000
6 Beds 5 Baths 957864 MLS
Nestled in the heart of Old Brookville, this private oasis offers the perfect blend of luxury, tranquility, and modern living. Set on a sprawling, flat 3.2 -acre lot within the prestigious North Shore School District, this property feels like your own year-round retreat. As you approach via the picturesque private driveway, you're greeted by lush, mature landscaping that ensures complete seclusion. The property boasts a sparkling gunite saltwater pool with a chic pool house, a clay tennis court, and plenty of open space to enjoy outdoor living at its finest. Step inside this contemporary gem, and you'll find a thoughtfully designed floor plan that caters to comfort and style. The main level features a stunning primary ensuite with its own private deck—your perfect sanctuary for morning coffee or evening relaxation. The home has been meticulously updated with hardy plank siding, new windows, a modern A/C system, and a hot water heater. Simply move in and make it your own! Whether you're lounging by the pool, hosting friends on the tennis court, or unwinding in your serene retreat, this home truly offers a vacation lifestyle all year long. Don’t miss your chance to experience the ultimate in privacy and luxury living.

91 Hoaglands Lane, Old Brookville

$3,895,000
6 Beds 9 Baths 1002643 MLS
Welcome to your brand-new Hamptons oasis, just completed and ideally located less than two miles from the Village of Southampton and just minutes from world-class ocean beaches. This thoughtfully designed residence by renowned Architect, Ryan Kesner, offers six bedrooms, seven full and two half bathrooms, and nearly 6,000 square feet of luxurious living space across three meticulously finished levels. Enter through a grand foyer and immediately appreciate the craftsmanship and attention to detail evident throughout. The first floor features an open and airy layout highlighted by a formal dining room, great room, and living room with a propane fireplace. The chef's kitchen is equipped with top-of-the-line appliances and is complemented by a butler's pantry. Additional first-floor amenities include a primary ensuite bedroom, powder room, full bath, and a laundry/mudroom providing access to the attached two-car garage. Three sliding glass doors open to the beautifully landscaped backyard, bringing natural light into the interior while revealing a 20' x 40' heated gunite pool that serves as the focal point of the outdoor living space, seamlessly blending indoor and outdoor living. Upstairs, the expansive primary suite features a fireplace, dual walk-in closets and vanities, a soaking tub, and a private balcony overlooking the grounds-providing a covered terrace below on the poolside patio. Three additional ensuite bedrooms and a versatile bonus space as well as a second laundry room complete this level. The finished lower level is designed for relaxation and recreation, offering a sixth ensuite bedroom, gym, an additional powder room and large media or game room. With its exceptional attention to detail, refined finishes, and ideal proximity to Southampton Village, 244 North Sea Mecox embodies the pinnacle of modern Hamptons luxury living.

244 N Sea Mecox Road, Southampton

$3,895,000
10 Beds 7 Baths 953909 MLS
Set far back from one of the Hudson Valley’s most prestigious and scenic roads, this stunningly restored 1830s colonial farmhouse is a masterclass in combining historic charm with sophisticated living. Situated in the heart of the pastoral Shekomeko Valley on just under 10 pristine acres, this property offers ultimate privacy surrounded by large, rolling farms and protected acreage. Classic white clapboard siding and a welcoming front porch set the stage for a home that seamlessly blends 19th-century soul with modern amenities. Step onto original wide-plank flooring and admire the stunning, exposed hand-hewn beams. An oversized living room features a wood-burning fireplace and panoramic views from three exposures, with French doors leading to the expansive property. The formal dining room boasts an additional fireplace and two large china closets. The professionally equipped kitchen includes dual sinks, a premium professional range, a built-in refrigerator, and a sunny, south-facing breakfast room with pastoral views. A convenient butler’s pantry and powder room are also included on this level. Head upstairs to four bedrooms (two with fireplaces) and three bathrooms. The main house includes a fully equipped 3-bedroom apartment with a separate entrance—perfect for guests or staff. The property is a true compound, designed for both entertainment and flexibility. A fully outfitted barn includes a 3-bedroom apartment, a gym with a sauna, laundry, a workshop and a very large storage room which can easily be converting into more living space. Other buildings include another barn/workshop, a yoga studio, a 2-car detached garage with a storage loft, and a 60' equipment shed. This parcel offers endless potential for hobby farming, horses/livestock, or creating a private, quiet home office. Located in the desirable Shekomeko Valley, this property offers a rare mix of secluded tranquility and easy access to nearby towns.

1515-1517 Route 83, Pine Plains

$3,895,000
3 Beds 3 Baths 909935 MLS
QUOGUE VILLAGE SOUTH. This sun-filled contemporary home situated on a private 1 +/- acre was meticulously renovated in 2021. A thoughtfully designed floor plan provides 3,500 +/- square feet of open living space, 3 bedrooms, 3 baths and a den. The dramatic open-concept layout is highlighted by expansive skylights that fill the home with natural light. The first floor features a living room with fireplace, a stylish dining area, a sleek eat-in kitchen and comfortable family room, all seamlessly integrated. Walls of sliding glass doors connect the interior to an expansive multi-level wood deck surrounding a heated gunite pool, providing a relaxing indoor-outdoor lifestyle. The first floor also includes two separate bedroom wings; a tranquil primary suite and an additional guest suite with a full bath and adjacent den. Upstairs, a private loft-style bedroom suite features its own deck overlooking the pool, offering an ideal retreat for guests. Additional amenities are a full unfinished basement, a two-car garage, and mature landscaping. Enjoy close proximity to Quogue Village shops, dining and beach - making this a perfect year-round residence or weekend escape.

1 Acorn Path, Quogue

$3,888,888
5 Beds 6 Baths 1048749 MLS
This SPRAWLING Ranch in the heart of the waterfront community of Douglas Manor sits on an impressive 16,000 sq. ft. lot. With over 9,800 sq. ft. of living space, this home is elegant yet inviting and thoughtfully designed with generously sized rooms and exceptional amenities. From the moment you enter the grand foyer with its dramatic 20-foot domed ceiling, you’ll notice the beautiful custom millwork, elegant archways, architectural ceilings, and carefully placed skylights that bring an abundance of natural light into the home. An impressive gallery-style corridor, framed by graceful archways, runs through the heart of the home, creating a seamless flow from room to room. Radiant heat beneath all tile and stone floors, along with multiple heating and cooling zones throughout the home, provide exceptional year-round comfort. Over 4,800 sq. ft. of living space on the main floor featuring four spacious bedrooms, including an impressive primary suite with a spectacular two-level custom walk-in closet. A large home office offers the flexibility to serve as an additional bedroom. The sunken formal LR, formal DR, and den provide large spaces for both everyday living and entertaining. The gourmet kitchen and breakfast area feature a large center island with an additional sink and top of the line appliances including Sub-Zero refrigerator, Viking stove and warming drawer, wine refrigerator, dishwasher, microwave. Gas fireplaces add warmth and ambiance throughout the home, while radiant heating and central vacuum add another level of comfort and convenience. French doors from the kitchen open to the patio and backyard. Enjoy the in-ground pool, outdoor kitchen, and generous space for dining, lounging, and gathering with family and friends. And then there’s the lower level—another 4,800 sq. ft. and an entertainer’s dream! This expansive space features an in-law suite, large entertainment room, wine room, wet bar, gym, and your own private spa retreat complete with a steam room and sauna. An attached two-car garage and wide driveway with parking for four additional cars provide plenty of off-street parking. The Douglas Manor Association maintains the shared waterfront and provides private security. Residents also have the opportunity to join the Douglaston Club, which offers a pool, tennis courts, dining, and year-round social events.

224 Beverly Road, Douglaston

$3,888,000
6 Beds 6 Baths 1033140 MLS
Unparalleled new construction in the prime Meadow Woods area of Lake Success. This stunning, custom-built home offers approximately 5,625 square feet of elegant living space across three finished floors, featuring superior construction and high-end finishes throughout. Key features of this property include: - Main Level: A grand double-height foyer, an elegant formal living room with a custom linear fireplace, a spacious formal dining room, a comfortable den and a state-of-the-art chef's kitchen equipped with top-of-the-line Wolf and Sub-Zero appliances. - Bedrooms & Baths: 6 spacious bedrooms and 5.5 designer bathrooms, including a luxurious primary suite with walk-in closets and a spa-inspired bath. - Finished Lower Level: High ceilings, a home theater, recreation area, office/guest bedroom, and a full bath. - Premium Upgrades: Radiant heated floors (first floor and all bathrooms), white oak flooring, a floating staircase with glass railings, a two-car garage with an EV charger, a full-house generator, and smart home readiness. - Exterior: Westchester stone construction, lush landscaping, a Belgium block driveway, and a full irrigation system. Located in the highly sought-after Lake Success community, residents enjoy access to premier amenities including a private golf course, country club, tennis and pickleball courts, private police, and top-rated schools (Lakeville Elementary and Great Neck South Middle/High School). This home offers a luxurious North Shore retreat with convenient access to NYC.

22 Old Field Lane, Great Neck

$3,888,000
3 Beds 4 Baths 1015057 MLS
A showstopper like no other. Reimagined and masterfully rebuilt in 2021, this stunning 3,600+ sqft residence effortlessly blends bold contemporary design with the timeless allure of a Mediterranean villa. With 3 bedrooms and 3.5 bathrooms, every inch of this home exudes style, sophistication, and seamless functionality. Soaring ceilings, dramatic walls of glass, and sleek, high-end finishes create a striking first impression. From the moment you enter, you’re welcomed by exquisite custom millwork, marble-wrapped accent walls, expansive porcelain flooring, and an abundance of natural light. The custom-designed chef’s kitchen by Showcase Kitchens features bespoke cabinetry, top-tier Wolf and Sub-Zero appliances, and dramatic quartzite countertops—a true culinary showpiece. The luxurious primary suite offers a private retreat with floor-to-ceiling windows, soaring ceilings, a spa-inspired designer bathroom, and a spacious walk-in closet. Additional features include a fully finished lower level, radiant heat, energy-efficient systems, and an attached two-car garage. Outside, the home is a work of art. Sculptural architectural lines, manicured hedges, and lush landscaping surround an entertainer’s dream: a resort-style pool, beautifully designed patios, vibrant gardens, and a custom outdoor kitchen. Every detail has been curated to perfection, making this one of Beechhurst’s most extraordinary residences—a true architectural gem.

14-69 165th Street, Whitestone

$3,888,000
4 Beds 5 Baths 992675 MLS
Grand Custom Residence in Jamaica Estates Experience a masterfully designed home where architectural scale meets refined comfort. Custom-built for its original owner, this property offers "good bones" and a layout tailored for modern luxury. Sophisticated Design & Flow Elegant Arrival: A dedicated vestibule for coats and shoes leads through classic French doors into the main living area. Breathtaking Scale: An open-concept living, dining, and entertaining space anchored by a massive chandelier and soaring 20-foot ceilings. Modern Comfort: The entire first level features radiant heat flooring for seamless warmth and efficiency. Exceptional Living Spaces Dual Primary En-Suites: A convenient main-level suite with direct backyard access, plus a second-floor en-suite with a private terrace. Kid-Friendly Lounge: The second-floor landing serves as a versatile lounge/hangout area for the family. Flexible Bedrooms: 4 spacious bedrooms with a 5th potential bedroom in the fully finished attic. The Estate Details Impressive Footprint: A 26x73 building size set on a deep 40x180 lot. Rare 3-Car Garage: Exceptional parking and storage space. This is a premier opportunity to own a home built for longevity and high-end entertaining in a prestigious neighborhood. Schedule your private tour of 17624 Kildare Road today.

17624 Kildare Road, Jamaica Estates

$3,885,000
5 Beds 6 Baths 937843 MLS
Public Remarks: Built in 1887 in the Aesthetic Movement Style, this red brick building commands the center of Warren Street in the heart of Hudson. The exterior features extensive ornamental terra-cotta panels and trim. The historic interior retains elaborate wood beam ceilings with richly paneled rooms, oak and cherry fireplace mantles and intricate parquet floors. Originally the private residence Hudson brewer Robert Evans of the Evans Brewing Company.. A free-standing building is rare in Hudson; it commands an air of sophistication and private elegance. Windows on all four sides provide excellent sunlight into the interior throughout the day. The house was sensitively reorganized in 1940 into six suites: two office suites on the first floor and four residential suites on the second and third floors. In 2018 a careful, architect directed, restoration of the historic interior woodwork and decorative features also included the restoration of exterior masonry, historic windows and doors, and the addition of a new rear porch. The 2018 renovation provided new mechanical, electrical, data, and plumbing systems for the entire building. Each of the six suites has its own dedicated high efficiency heating and cooling system. Residential suites have new kitchens, bathrooms, washers, dryers, and dedicated water heaters. The office suites have dedicated bathrooms and office kitchens. One office suite is ADA compliant. Each suite is individually metered for electric, natural gas and fiber optic services. The basement is finished, full height with generous windows, conditioned and has exterior access. Each suite has an interior arrangement of rooms with windows providing three exposures: front, side, and rear. The distinctive three-story tower creates interior bay windows with commanding views up and down Warren Street. The main building entrances provide direct access to Warren Street, and the rear entrances thru a lovely small, fenced courtyard to the six on-site parking spaces with alley access. The history and restoration of the Robert Evans Residence make it ideally suited to create a variety of residential and work arrangements. Units could be combined to create a generous owner-occupied suite while still maintaining income producing office and apartment suites. Come have a look.

420 Warren, Hudson

$3,880,000
5 Beds 5 Baths 1038087 MLS
What a majestic colonial revival styled home, which has been reflecting the Great Gatsby era with timeless charm and beauty! Elevation and Rising ground positioning to match the standard 1920s suburban grading practices, improved drainage, enhanced and commanded the prestige and scenic views, and utilized the natural glacial topography of Long Island peninsula, Organic architecture and Elegant & aesthetic designs, Especially the details of construction with exquisite workmanship, such as: the elegant and durable bricks, beams, stones, stained glass windows made this University Gardens gracious colonial home combined with the charm of Tutor style, even more attractive and impressive. Facing East and South. With the living space of SQF 5041, there are 2 fireplaces, 5 bedrooms and 1 big den, which can be used as a master bedroom if needed. Renovated with top line materials, Mable counter tops, Spacious living room with high ceiling, ceiling lights and molding. Huge open elegant EIK., Chandelier lighting over a kitchen Island and over a large dining table as well in the formal dining room, Breakfast table viewing the beautiful gardens, Home automated theater with soundproof walls, Stained glass windows, A Florida room to a patio, Another amazing and grand patio at rear, specially designed and completed with stairs down to the backyard while viewing the natural beauty. Custom gourmet "Down View" the quiet street and the park-like gardens with various trees, plants and flowers, 2 car garage and 8 parking spaces at least. Maintained well with care and love. University Gardens community offers an opportunity of joining the Swimming Pool and Tennis Clubs as a member. Lakeville elementary. Great Neck South Schools. Close to N25/Northern Blvd. Near LIRR. of Great Neck station, Easy access to Lie/495 and other major roads as well. A very peaceful and tranquil community. Birdsong and fragrant flowers. Seeing is believing.

60 Wensley Drive, Great Neck

$3,875,000
4 Beds 4 Baths 1046678 MLS
A rare modernist residence designed by noted architect George Nemeny, with interiors by pioneering architect Debora Reiser. Featured in House & Garden shortly after construction, this spectacular, lovingly maintained modern work of art is situated on five private estate acres in the heart of Matinecock, less than 1.5 miles from downtown Locust Valley. The home was harmoniously designed around the historic formal gardens of the former J.D. Lyons estate, originally planned by the renowned firm Delano & Aldrich. The owner, a botanist, further enhanced the grounds with arboretum-quality specimen plantings, creating a truly magical, one-of-a-kind landscape. A striking outdoor sculpture is positioned at the edge of a sweeping grassland meadow garden framed by tranquil walking paths. Further enriching the property's provenance is the historic "Piping Rock," a geological landmark tied to local Matinecock Native American lore. Fully intact, the interiors showcase soaring 19-foot ceilings and expansive walls of glass overlooking the grounds. Floor-to-ceiling sliding glass doors in every room flood the space with natural light, treating the seasonal changes outdoors as living art. The main living spaces are conveniently configured on a single level, complemented by a cozy library perched above the dining room and accessed via an elegant spiral staircase. This property represents a unique opportunity to acquire an architecturally significant, undisturbed modernist home and arboretum-like garden, cherished and preserved by its original owners.

347 Duck Pond Road, Matinecock

$3,850,000
5 Beds 5 Baths 1048453 MLS
Brand new construction showcasing timeless craftsmanship and abundant natural light, with 10-foot ceilings on the first floor, 9-foot on the second and wide plank white oak throughout. Extensive custom millwork includes picture molding in the foyer, a coffered office ceiling, wood beams in the kitchen, built-in mudroom cubbies with washer/dryer, a large Butler's Pantry and a custom primary bedroom Walk-In Closet. The chef’s kitchen features a La Cornue range, Sub-Zero refrigeration, Bosch appliances, custom cabinetry with wine storage, and a large center island, opening to a great room with a gas fireplace and custom built-ins. A fully integrated Control4 smart home system, Sonos whole-home audio, hardwired networking, and an extensive security camera system provide modern convenience and peace of mind. Spa-like baths with premium finishes complete the home's warm, cohesive design. Outdoors, enjoy a heated saltwater pool with automatic cover, professional landscaping, masonry, landscape lighting, and outdoor audio. A full outdoor kitchen and an approximately 16x28-foot pool house with its own kitchen and full bath make summer entertaining effortless. Set on just under an acre, the property also offers room to add a pickleball court, putting green, or other custom amenities.

13 Cedarfield Lane, Westhampton

$3,850,000
7 Beds 7 Baths 1003365 MLS
WhistleWood Farm A rare multi-use estate set on just under 40 acres in the heart of Rhinebeck, NY. Currently operating as a successful bed-and-breakfast, event venue, and horse boarding facility, WhistleWood Farm offers exceptional flexibility for both residential and commercial buyers seeking a true Hudson Valley destination property. Comprised of three parcels totaling nearly 40 acres, the property is equally suited as a private compound, gentleman’s farm, equestrian retreat, boutique hospitality venture, or wellness-focused escape. Existing hospitality and equestrian infrastructure provide a strong foundation for continued or expanded use. The main residence spans approximately 4,500 square feet and features 5 bedrooms, 5 full baths, and 2 kitchens—offering remarkable flexibility for private living, guest accommodations, or hospitality operations. Complementing the main house is an beautifully appointed 1,500-square-foot carriage house with three bedrooms and three baths, rich in character and perfectly suited for guests, extended stays, or expanded event and hospitality use. Walking trails through the woods create a rare sense of privacy and connection to the landscape just moments from the heart of Rhinebeck Village—with its celebrated dining, farm-to-table restaurants, boutiques, and nearby Amtrak access. For the tennis enthusiast, premier tennis facilities conveniently located next door further enhance the property’s lifestyle appeal. Open meadows, mature trees, and a coveted Village-adjacent setting make WhistleWood Farm a truly rare offering—equally compelling as a private estate, hospitality investment, or legacy property in the Hudson Valley. Additional features include solar power, further enhancing the property’s efficiency and long-term sustainability. HOME FEATURES: • Approx. 4,600-square-foot main residence • Five bedrooms • Multiple gathering and entertaining spaces • Apartment within the main house • Two kitchens • Beamed and cathedral ceilings • Fireplaces • Separate 1,500-square-foot carriage house • Two-bedroom, two-bath carriage house • Additional apartment above the barn • Country views from many rooms • Flexible layout for private residential • Minutes to Rhinebeck Village and Rhinecliff Amtrak LOT FEATURES: • Nearly 40 acres in Rhinebeck, New York • Original stone walls throughout the property • Seven fenced pastures and one paddock • Two ponds • Over two miles of walking and riding trails • Keep Safe fencing throughout • Grass riding ring • Riding arena with TravelRight footing • Mature trees and open meadows • Minutes to Rhinebeck Village and Rhinecliff Amtrak HORSE FACILITY FEATURES: • Up to 12 stalls • Southern pine stalls with rubber stall mats • Stalls configured as 12x12 or 12x24 • Dutch doors from each stall leading outdoors • Wash racks • Tractor barn with four bays • Grass riding ring • Riding arena with TravelRight footing • Seven pastures and one paddock • Keep Safe fencing throughout • Apartment above the barn for staff, guests, or caretakers

52 Pells Road, Rhinebeck

$3,850,000
3 Beds 3 Baths 990791 MLS
Coastal Sophistication: Modern Masterpiece in Sag Harbor Village Perched at one of the village's highest points, 1 Carver Street is an architectural sanctuary designed for the sophisticated entertainer. This light-drenched contemporary balances gallery-style aesthetics with the vibrant, walkable energy of Sag Harbor Village. A soaring atrium with a custom white oak staircase connects two distinct wings. The two-story great room, framed by walls of glass and a sleek fireplace, creates a luminous backdrop for showcasing significant art. The chef's kitchen-featuring custom cabinetry and Viking/Fisher & Paykel appliances-flows effortlessly into the dining areas, making it a premier venue for hosting. Beyond the automated gated entrance lies a private paradise. A brand-new gunite pool and spa are surrounded by extensive professional landscaping, all brought to life at night by stunning architectural lighting. The covered rooftop deck offers built-in seating and panoramic, distant water views-the ultimate setting for sunset cocktails. Experience total seclusion and extreme convenience, just moments from the world-class dining and deep-water docks of Sag Harbor's historic center.

1 Carver Street, Sag Harbor

$3,850,000
6 Beds 7 Baths 979851 MLS
Modern Elegance in Sag Harbor Village Discover an exquisite blend of traditional Hamptons elegance and modern craftsmanship in this beautiful new construction located in the renowned Sag Harbor Village and nearby beaches. This 4,500 sqft. brand-new custom home features six bedrooms on three thoughtfully designed levels. Nestled on a serene .30-acre lot, this architectural gem redefines Hamptons living. Step through the grand entrance into an ideal open layout, where soaring double-height ceilings and expansive glass windows and doors bathe the interiors in natural light. A uniquely designed staircase with glass railings makes a striking statement, seamlessly connecting the home’s thoughtfully designed levels. At the heart of the home, the stunning chef’s kitchen boasts Wolf appliances, a Sub-Zero fridge/freezer, and a Bosch dishwasher, complemented by quartz countertops. A separate butler’s pantry with a full-size sink, custom cabinetry, and additional prep space ensures effortless entertaining. The living room features a dramatic wood-burning fireplace with Calacatta marble, creating a warm yet refined ambiance. A wet bar with quartz countertops, and wine fridge enhances the space, perfect for hosting. French doors open to a lovely garden area, and a powder room and en-suite junior suite complete the first level. Retreat upstairs to the primary suite, an oasis of tranquility with vaulted ceilings, custom walk in closets, a stunning bathroom and a private balcony overlooking the pool. This level boasts two additional en-suite bedrooms with ultimate privacy and natural light. As you transition to the finished lower level, you will notice a design that is focused on both relaxation and recreation. Embracing a modern aesthetic; large format porcelain tiles and white marble span the entire floor. Witness two more generous bedrooms, two bathrooms, and an entertainment space with a gas fireplace. No stone was left unturned as this level is complete with a built-in entertainment bar with quartz countertops and wine cooler, as well as a versatile additional space that offers endless possibilities as a gym, office, or playroom with direct access to the yard and pool. Outside, an elegant covered veranda flows seamlessly into the heated Gunite pool, setting the stage for unforgettable gatherings. Designed for all-season enjoyment, this back yard boasts an electric fireplace, ceiling fans, and custom louvre shutters. A BBQ area enhances the outdoor dining experience, while an outdoor shower adds a touch of resort-style luxury. For added flexibility, an oversized detached garage could be converted to a pool house. As an added bonus, the property is equipped with four-zone heating and cooling, and a state-of-the-art security system with Google Nest cameras and thermostats. Do not miss your chance to experience the pinnacle of Hamptons living at this Sag Harbor Village retreat.

278 Hampton Street, Sag Harbor

$3,850,000
4 Beds 6 Baths 962070 MLS
This newly constructed modern residence offers stunning south-facing water views over West Neck Bay in Shelter Island. Thoughtfully designed to maximize its prime setting, the home spans approximately 3,985 square feet and features 4 ensuite bedrooms and 5.5 bathrooms, providing exceptional comfort and privacy. The interiors showcase a high level of craftsmanship and attention to detail, featuring an open floor plan with elegant white oak and porcelain tile flooring, stone countertops, and premium Thermador appliances throughout. Expansive living spaces are designed to embrace the surrounding views, while the second level covered deck offers the perfect setting for unwinding against a picturesque bay backdrop. Additional amenities include a heated gunite pool, radiant heat, wet bar, fireplace, pantry, and other thoughtful features that enhance everyday living. Ideally situated in Shelter Island, the property provides a peaceful retreat with convenient access to local amenities, beaches, and the area's natural beauty. Whether envisioned as a year-round residence or a serene getaway, this exceptional new construction presents a rare opportunity to enjoy modern luxury in a tranquil waterfront setting. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

8 Hilo Drive, Shelter Island

$3,825,000
5 Beds 5 Baths 987844 MLS
Refined and timeless, this gracious residence has been meticulously preserved and maintained for over a century. Approached by a gated, tree-lined gravel drive, the house is a distinguished example of early 20th-century Georgian architecture, offering exceptional privacy and a profound sense of tranquility. Set on over five acres in the heart of Bedford Hills, surrounded by majestic specimen trees and beautifully curated perennial gardens, the property embodies the essence of a classic country estate. Amenities include a heated pool, an enchanting guest cottage, a greenhouse, a caretaker’s residence, a detached two-car garage, and dedicated maintenance buildings. Inside, the house reflects the signature elegance and proportion associated with Delano & Aldrich; high ceilings, expansive openings between principal rooms, and refined architectural detailing create a seamless flow for both formal entertaining and relaxed living. Fireplaces anchor the generously scaled living and dining rooms, while framed-glass French doors open to a grand sunroom. This light-filled space extends to a stone terrace overlooking the gardens—ideal for summer gatherings or sunlit winter afternoons. The kitchen, complemented by an adjoining sitting room, offers an inviting setting for intimate meals and everyday living. Upstairs, the primary suite provides a serene retreat, complete with its own fireplace and a luxurious ensuite bath designed for quiet indulgence. A former sleeping porch has been thoughtfully reimagined as a charming playroom with adjoining guest quarters, accompanied by an additional spacious bedroom and hall bath. Each bedroom features its own distinctive fireplace and enjoys picturesque garden views through large casement windows. The third floor offers two substantial bedrooms, a classic bath, and a skylit artist’s studio filled with natural light, along with an adjoining atelier and generous storage. More land available.

328 McLain Street, Bedford Hills

$3,820,000
4 Beds 4 Baths 873029 MLS
This architecturally significant Catskills property offers premium modern living. The distinctive 3,000 square foot residence, designed by Mapos Architects, features a sustainable green roof and strategically nestles into the landscape to provide privacy from the approach while maximizing views on the downhill side. The main home design is conceived as an elegant bar nestled into the landscape, complemented by a charming screen porch ideal for summer evenings and al fresco dining. Adjacent to the main house, a detached guest suite offers privacy and comfort for visitors. The upper level showcases an open-concept main living area with abundant natural light and direct access to an expansive deck . The primary suite occupies a prime position at the end of the home, featuring its own private deck. The lower level includes a versatile family room ideal for entertaining or conversion to a home gym, two additional bedrooms, and a full bathroom. Triple-pane sliding glass doors open directly to the pool deck, creating a seamless indoor-outdoor living experience. Vly House represents a rare opportunity to own a contemporary architectural gem that balances sophisticated design with practical luxury in one of the Catskills' most desirable locations, just two hours from New York City.

8 Forest Camp Road, Wawarsing

$3,800,000
5 Beds 6 Baths 1036986 MLS
Experience elevated living in this exceptional new construction home, thoughtfully designed with luxurious finishes, impressive craftsmanship, modern energy-conscious features, and resort-style amenities. The sophisticated interior features 9-foot ceilings throughout the first floor, hydronic heating, central air conditioning, and beautifully appointed spaces designed for everyday comfort and entertaining. The gourmet kitchen showcases premium Thermador appliances, quartz countertops, propane gas cooking, and high-end Kohler fixtures throughout. Each bedroom is a private retreat with its own en-suite bathroom for privacy and comfort. The expansive full finished basement features impressive 10-foot ceilings and includes a gym, bedroom, full bathroom, and spacious living room, providing exceptional additional space for guests, recreation, and entertaining. A solar energy system adds to the home's modern appeal and energy-conscious design. Step outside to your own private resort. The professionally landscaped and fully fenced backyard features a spectacular 20' x 40' heated in-ground, gunite saltwater pool with spa, surrounded by beautiful pavers, creating an ideal setting for relaxing and entertaining. Underground sprinklers maintain the landscaped grounds, while an electronic gated entrance and private driveway add privacy and distinction. Propane fuels the gas cooking, fireplace, and pool heat, combining convenience with year-round comfort. From its sophisticated finishes and en-suite bedrooms to its impressive finished lower level and resort-style backyard, this lavish new construction delivers an outstanding combination of luxury, privacy, comfort, and modern living. Images are AI-generated for illustrative purposes only and are not drawn to scale or intended as an exact depiction of actual conditions.

32 S Phillips Avenue, Speonk

$3,800,000
8 Beds 7 Baths 1025499 MLS
Welcome to 10 Wilson Court, a magnificent custom-built Colonial completed in 2009 and meticulously crafted with exceptional attention to detail and uncompromising quality throughout. Privately situated on approximately 0.82 acres at the end of a quiet cul-de-sac, this extraordinary residence offers approximately 6,500 square feet of finished living space, including a beautifully finished lower level. Designed and constructed to the highest standards, the home showcases superior craftsmanship, premium materials, and timeless architectural appeal. Every aspect of the residence reflects a commitment to quality, from the grand proportions, unique ceiling designs and artful layout to the elegant finishes and abundant natural light. This expansive home features seven generously sized bedrooms, six full bathrooms, and an additional powder room, offering exceptional flexibility for large households, guests, or multi-generational living. The thoughtfully designed floor plan provides an ideal balance of open-concept living and private spaces, making the home equally suited for everyday living and entertaining on a grand scale. The finished lower level substantially expands the home's functionality, offering abundant space for recreation, fitness, media, or additional living areas. Additional highlights include an attached, heated two-car garage, oversized windows throughout, and beautifully appointed interiors that reflect the home's superior construction. Outside, the property is equally impressive. The professionally landscaped grounds are complemented by picturesque wooded surroundings, creating a private and serene setting rarely found. A beautiful playground offers the perfect space for outdoor enjoyment, while the in-ground pool and expansive backyard provide an ideal backdrop for entertaining, recreation, and relaxing with friends. Nestled in one of Rockland County's most desirable neighborhoods, 10 Wilson Court presents a rare opportunity to own a meticulously built custom home that exemplifies luxury, quality, and scale. Combining approximately 6,500 square feet of finished living space with exceptional construction, stunning outdoor amenities, and a premier cul-de-sac location, this masterpiece is truly a one-of-a-kind offering.

10 Wilson Court, Spring Valley

$3,799,999
4 Beds 5 Baths 917337 MLS
Discover a rare offering that blends modern luxury with spa-like serenity. This residence was designed to be both a retreat and a showpiece, combining high-end luxury finishes, seamless indoor-outdoor living, and tranquil natural surroundings. Walls of glass invite light and greenery into every room, creating a constant connection to nature. The open floor plan features a chef’s kitchen with professional-grade appliances, custom cabinetry, and expansive island seating—ideal for both entertaining and everyday living. Living and dining spaces flow effortlessly to outdoor patios, where landscaped gardens and serene seating areas extend the home’s livable footprint. The primary suite is a true sanctuary with floor-to-ceiling windows, spa-inspired bath with soaking tub and dual sided rainfall shower, with floor to ceiling windows overlooking lush grounds. Additional bedrooms offer the same level of comfort and style, ideal for guests or family. Every bathroom has been designed with European natural stone & micro-cement, luxury designer fixtures, and a focus on wellness and relaxation. Outdoors, curated landscaping and multiple gathering spaces set the stage for morning coffee, evening cocktails, or hosting under the stars. Enjoy a dip in the in-ground gunite, heated, saltwater pool surrounded by approximately 4,000 sq ft of patio space. Every corner of this property has been crafted to evoke calm, beauty, and a lifestyle of understated luxury. This is not just a home—it’s an escape, ready to be lived in and loved every day.

96 Godfrey Lane, Huntington

$3,799,000
5 Beds 5 Baths 1027379 MLS
Set on two flat, beautifully landscaped acres along a low-traffic street in Brookville, yet just minutes from major highways and shopping, this classic Colonial built in 1964 offers thoughtfully updated living space throughout. An extensive renovation touched nearly every corner of the home, from all new Marvin windows and doors to central air, updated heating, and a full repaint inside and out. The kitchen underwent its own complete transformation, emerging with high end appliances, a center island, and gas cooking, ideal for anyone who loves to cook and entertain. Three fireplaces warm the home throughout, found in the den, the living room, and the sunroom, where a new gas fireplace adds year round comfort. Upstairs, five bedrooms include a primary suite with a walk-in closet and an en suite bath featuring a soaking tub, stall shower, and double vanity, while a sixth bedroom was converted into a convenient laundry room. Three full baths and two half baths serve the home's living spaces, and a full unfinished basement offers ample storage or future potential. The three car garage, expanded from its original two car footprint, sits above with a second story that shares a wall with the primary suite. Comfort continues with three zone heating and air conditioning, a 400 amp electrical service, an automatic propane generator, and a Control4 smart home system managing sound, lighting, and video throughout. Outside, mature landscaping surrounds a brand new in-ground pool, a pergola, and an outdoor kitchen with a gas BBQ, perfect for warm weather gatherings. A new thirty year asphalt roof, new driveway, and updated sprinkler system round out a home where every major system and finish has been thoughtfully addressed. Colonial in style and scaled for gracious living, 15 Dogwood Hill offers a rare combination of space, setting, and easy access to everything Long Island's North Shore has to offer.

15 Dogwood Hill, Brookville

$3,799,000
5 Beds 7 Baths 1001048 MLS
Welcome to 97 Parkway Drive, nestled in the prestigious Country Club section of Roslyn Heights. This stunning brand-new construction showcases exceptional craftsmanship, luxurious finishes, and meticulous attention to detail throughout its approximately 4,600 square feet of elegant living space. Featuring 5 spacious bedrooms and 6.5 designer bathrooms, each bedrooms features En suite bathroom and walk-in closets. This extraordinary residence perfectly blends timeless sophistication with modern luxury. Step through the striking metal double front doors into a grand interior highlighted by soaring 9-foot ceilings, impressive 7-foot contemporary interior doors, rich oak hardwood floors, and black European DRUTEX casement windows that flood the home with natural light while creating a warm and inviting atmosphere. Designed with both luxury and functionality in mind, the spectacular open-concept chef’s kitchen seamlessly flows into the formal dining room and breathtaking family room featuring dramatic double-height ceilings and a sleek gas fireplace accented by a stunning Venetian plaster facade, creating the perfect setting for entertaining and everyday living. This custom-designed kitchen features sleek soft-close cabinetry, quartz countertops, a walk-in pantry, and a butler’s pantry for effortless organization and convenience. Outfitted with premium appliances including a Sub-Zero refrigerator and wine fridge, Wolf cooktop, Wolf wall ovens, Wolf microwave, and two Cove dishwashers, this kitchen delivers both style and professional-grade performance. Radiant heated porcelain floors add an extra touch of comfort and elegance. Every bathroom has been thoughtfully designed with floor-to-ceiling porcelain tiles, modern LED mirrors with defoggers, and luxurious glass-enclosed showers. The stunning primary suite offers a spa-like retreat complete with a luxurious primary bathroom featuring a soaking tub, oversized rain shower, custom wood double-sink vanity, and radiant heated floors. The second floor also features an expansive walk-out balcony, perfect for relaxing, entertaining, or enjoying outdoor living. The fully finished oversized basement offers soaring 9-foot ceilings, a full bathroom, and a separate outside entrance, providing endless possibilities for additional living and entertainment space. Ideal for a home theater, golf simulator, gym, playroom, guest quarters, or recreation area. Additional highlights include 2-zone central air and heat, smart thermostats and dimmers throughout, and a 2-car garage equipped with a smart door opener and built-in security camera. Situated on beautifully landscaped fenced grounds with lush sod grass, privacy trees, and in-ground sprinklers, this remarkable property offers the perfect balance of luxury, comfort, and convenience. Located just minutes from NYC, major highways, shopping, dining, and transportation, this is truly a rare opportunity to own a masterfully built new construction home in one of the area’s most desirable neighborhoods. Schedule your private tour today!

97 Parkway Drive, Roslyn Heights

$3,795,000
4 Beds 6 Baths 1039651 MLS
Located in the private enclave of Matinecock Farms is this totally refurbished and updated 4 bedroom state of the art Colonial. Situated on almost an acre of beautifully landscaped property with specimen plantings and a heated 20x38 gunite pool, this property is centrally located, close to schools, train and shopping. The light filled main floor has a spacious light-filled primary bedroom suite with sitting room and ensuite bath featuring a large shower, soaking tub, 9-ft custom walnut double vanity , Ditra heated tile floors and two California closets. Additional rooms include a formal dining room, living room with fireplace and bar, a cozy den with french doors to the patio, large gourmet eat in kitchen, mudroom and laundry room complete this first floor. Second floor has redesigned oversized two bedrooms, each with ensuite baths and sitting areas. The lower level has a newly crafted expansive guest suite with two bedrooms, kitchenette, family room, gym area, workshop, potting shed, ample storage and walkout to a sunny new Trex deck. House has State of Art systems HVAC, 9 zone WiFi, Daiken Comfort air conditioning and 16 zones of heat including heated floors in bathrooms and a mud hall, a whole house Generator and oversized climate controlled 2-car garage with a Level 2 charger-ready.

18 Matinecock Farms Road, Glen Cove

$3,795,000
4 Beds 4 Baths 1027302 MLS
There are properties that offer more space, and then there are places that offer an entirely different way of living. Positioned in the heart of the North Fork, Starry Night Farms invites you to embrace a way of life that has become increasingly sought after yet is rarely found. Set on 6.3 exquisite acres, this remarkable equestrian estate is ideal for horse enthusiasts, hobby farmers, and those seeking an exceptionally private retreat. The charming yet updated farmhouse welcomes you with a classic covered wraparound porch, inviting interiors, and a bright rear sunroom overlooking the picturesque grounds, Outdoors, a heated saltwater pool, custom barbecue kitchen, and outdoor fireplace provide the perfect setting for entertaining family and friends. Designed with an equestrian lifestyle in mind, the property features two barns, indoor and outdoor riding arenas, ten horse stalls in total, and a dedicated tack room. Beyond its equestrian amenities, the property is filled with distinctive features, including a wine barrel sauna with steam and hot rocks, an art studio, putting green, and 16 raised garden beds ready for farm-to-table living. Apple, nectarine, cherry, and peach trees flourish throughout the backyard, while an established chicken coop with 20 chickens, productive Flow beehives, and multiple outbuildings offer exceptional flexibility. The grounds are further enhanced by a vineyard with thriving Merlot grapevines, creating an idyllic country setting where luxury and sustainable living come together. This one-of-a-kind Jamesport estate presents a rare opportunity to enjoy refined country living, premier equestrian facilities, and resort-style wellness amenities within one extraordinary property. Luxury is no longer defined simply by what you own, but by how you live.

1810 Main Road, Jamesport

$3,795,000
5 Beds 5 Baths 1016596 MLS
Nestled within Shelter Island’s highly sought-after Shorewood Farms community, this exceptional waterfront beach house offers the perfect coastal retreat. Enjoy breathtaking views across Mabel’s Creek and the South Fork, with a sandy beach just steps from your door. As a resident of Shorewood Farms, you’ll also enjoy exclusive access to a private association beach and tennis courts, enhancing the relaxed waterfront lifestyle. Designed for both entertaining and everyday enjoyment, the property features two private docks ideal for boating, paddleboarding, and kayaking, along with a spacious waterside deck overlooking the sparkling water. The first floor has a large waterfront room that opens directly onto the deck, complemented by 4 generously sized bedrooms and 4 full bathrooms. Upstairs, soaring cathedral ceilings frame an open-concept great room encompassing the living, dining, and kitchen areas. Walls of glass capture stunning panoramic water views, creating a light-filled and inviting gathering space. Privately situated off the great room, the expansive primary suite offers a large walk-in closet and a spa-inspired bathroom. Completing the property is a detached 2-car garage with a finished upper level, providing the perfect space for recreation, a home office, artist’s studio, or additional guest accommodations. A rare opportunity to enjoy waterfront living with private docks, beach access, tennis, and some of Shelter Island’s most captivating water views.

5 Sea Gull Road, Shelter Island

$3,795,000
6 Beds 6 Baths 996646 MLS
Framed by sweeping pond views and surrounded by over 2 private acres of beautifully landscaped grounds, this beautifully renovated brick estate offers a rare blend of luxury, privacy, and serene waterfront living. Tucked away on a quiet cul-de-sac, the home is perfectly positioned to capture the beauty of the pond from both the interior living spaces and the resort-style outdoor setting. A circular driveway and expansive paving-stone walkway introduce this impressive 6-bedroom, 5.5-bath residence featuring a bright, flowing layout designed for both everyday comfort and elegant entertaining. The custom gourmet kitchen overlooks the scenic backyard with tranquil water views, while the first-floor primary suite serves as a private retreat within the home. Designed with exceptional functionality, every bedroom enjoys direct bathroom access through either private en-suite baths or thoughtfully designed Jack-and-Jill layouts, offering comfort and convenience. Additional highlights include hardwood floors throughout, spacious entertaining areas, a full finished basement, guest accommodations, a full-house natural gas generator, and a 3-car attached garage. Outdoors, beautifully crafted stone patios and a fully equipped outdoor kitchen create the ideal backdrop for entertaining beside the pond, with direct water access and breathtaking year-round views completing this extraordinary Upper Brookville offering. **Some photos have been virtually staged for illustrative purposes to showcase the potential use and design of the space.**

23 Overbrook Lane, Upper Brookville

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