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$3,500,000
5 Beds ⋅ 6 Baths ⋅ 1037098 MLS
An extraordinary opportunity to build one of Saratoga Springs' most distinctive luxury residences--without spending the next year navigating design and permitting. 36 Jenna Jo presents a fully envisioned custom home opportunity in one of Saratoga Springs' most sought-after neighborhoods, Oak Ridge. Occupying one of the community's premier ridge homesites, this shovel-ready property includes building permits already issued, eliminating the time and uncertainty of the approval process. The offering includes a custom residence, professional interior design, an in-ground pool, curated landscaping, and thoughtfully planned hardscape, all conceived as one cohesive vision. The proposed home showcases refined architectural details, expansive living and entertaining spaces, and seamless indoor-outdoor living, with every element carefully considered to create a timeless, functional, and elegant home. This exceptional collaboration between Plan Architecture, Maxwell Tyler Interiors, and Caruso Builders brings together award-worthy architecture, curated interiors, and the craftsmanship of one of the Capital Region's premier custom builders. Photos are design renderings.

36 Jenna Jo Avenue, Call Listing Agent
$3,500,000
3 Beds ⋅ 3 Baths ⋅ 1031287 MLS
Set on two level acres surrounded by mature trees in the sought-after Village of Old Brookville, this distinctive three-bedroom, three-bath residence offers a peaceful setting with expansive lawns and exceptional privacy. A long driveway provides abundant parking in addition to the attached two-car garage. Inside, the main level features a dramatic living room with approximately 16-foot ceilings, creating an open and impressive gathering space. Two fireplaces add warmth and character, while the flexible floor plan provides comfortable areas for everyday living, entertaining and working from home. The spacious primary suite includes a private loft that can serve as a home office, workout area or quiet retreat, along with a walk-in closet and generously sized full bathroom. Outside, a deck and adjoining patio provide inviting spaces for dining, entertaining or relaxing while overlooking the broad, level grounds and natural surroundings. Conveniently located within the North Shore School District, this Old Brookville property presents a rare combination of acreage, privacy, parking and versatile interior and outdoor living space, with an opportunity for the next owner to personalize the home to suit their individual vision.

1 Stonegate Lane, Old Brookville
$3,500,000
3 Beds ⋅ 3 Baths ⋅ 1036626 MLS
For Sale | $3,500,000 2723 Deerfield Road, Sag Harbor Village Welcome to an exceptional opportunity in Sag Harbor Village. Set on a private 1.17-acre parcel along a quiet lane, this beautifully renovated single-story home delivers the ultimate Hamptons lifestyle. With approximately 2,000 square feet of refined living space, the residence offers 3 bedrooms and 3 full bathrooms in a light-filled, open layout designed for both relaxed living and effortless entertaining. The heart of the home features a warm living room with fireplace, a modern kitchen, and seamless flow throughout. The primary suite is conveniently located on the main level, creating true single-level living at its finest. Outside, your private oasis awaits. The expansive, manicured grounds showcase a heated pool, hot tub, and outdoor shower — the perfect setting for summer days and memorable evenings under the stars. Ideally located in Sag Harbor Village, this property offers the rare combination of privacy and convenience, with easy access to the village’s world-class dining, shopping, galleries, and nearby beaches. Turnkey, stylish, and ready to enjoy from day one — this is Sag Harbor living at its best. 2723 Deerfield Road, Sag Harbor Village 3 Bedrooms | 3 Bathrooms | ˜ 2,000 SF | 1.17 Acres Heated Pool | Hot Tub | Outdoor Shower Offered at $3,500,000

2723 Deerfield Road, Southampton
$3,500,000
3 Beds ⋅ 4 Baths ⋅ 1035660 MLS
RAG 1 Zoning Ideal for Residential Development - Bloomingburg Farmhouse set on 42.8 Acres - RAG 1 Zoning Ideal for Residential Development - Home is Approx. 2535 Square foot with 3 Bedrooms and 3 1/2 baths - Full basement with finished rec room. There are 3 Old barns (1900's era) on property and an older machine shed in fair condition. Solar panels installed in 2016. Buildings are close to road and the land has nice fields and woods. Adjacent to Village of Bloomingburg. Ideal for possible housing development. Well pump and pressure tank replaced this year. On deemand hot water (gas). Buyers to do their own due dilligence regarding zoning and development in the Town of Mamakating.

171 Winterton Road, Bloomingburg
$3,500,000
4 Beds ⋅ 4 Baths ⋅ 1014296 MLS
Set on 5.85 private acres just under 90 minutes from Manhattan, Three Ponds Estate is a fully remodeled 4 bedroom, 3.5 bath residence designed by the owner and designer behind the award winning Millbrook Inn. That pedigree is felt the moment you arrive and carries through every room, from the bespoke finishes to the way the home is oriented to capture its extraordinary setting. Spanning 3,688 square feet, the home was reimagined from the ground up with an eye for craft that is increasingly rare. The layout centers on not one but two primary suites, each with its own walk in closet, offering a flexibility that suits multigenerational living, hosting weekend guests, or simply claiming a wing of your own. Sweeping views of the Catskills and the property's three tranquil ponds can be taken in all in one breath, a backdrop that shifts beautifully with the seasons. A fireplace anchors the main living space and gives the home its center of gravity through the cooler months. The flow throughout is built for both quiet mornings with coffee and full house entertaining, moving easily between the interior and the grounds beyond. The bathrooms are a design statement in themselves, finished in hand glazed terracotta that brings warmth, texture, and a sense of handmade craft to every corner. These are the details that separate a renovation from a true design vision, and they are present at every turn. The full finished walkout basement is a standout in its own right. A large open space, it holds a wine connoisseur's dream cellar and offers the ideal footprint for an in law suite, a media room, or a private retreat. Because it walks out directly to the grounds, it lives with the same light and connection to the outdoors as the rest of the home rather than feeling like a lower level. Outside, the estate truly comes alive. Unwind in the hot tub as the light fades over the ponds, wander the nearly six acres of open and private land, or simply take in the quiet that defines this corner of the Hudson Valley. A roundabout driveway provides a gracious arrival and leads to a detached two car garage, which together with the two car attached garage gives you four garage spaces in total, a genuine rarity at this level. Three Ponds Estate is a turnkey luxury property in one of the Hudson Valley's most coveted towns, combining the privacy of a country estate with an ease of access to the city that few can match. Beautifully finished, thoughtfully designed, and ready for its next chapter. Nothing to do but move in.

3531 Route 82, Millbrook
$3,500,000
5 Beds ⋅ 4 Baths ⋅ 1025502 MLS
Just imagine leaving the city behind and arriving somewhere that immediately feels different. There is a reason the idea of “Eden” has endured for so long. It represents something simple. Something natural. A place where everything feels more balanced, more open, and more your own. Set on a generous parcel with scenic Hudson River views, this property captures that same feeling. Space. Privacy. A quiet sense of separation from everything that does not matter. From the moment you enter the long, tree lined drive, there is a shift. The noise fades. The pace slows. The environment changes. The setting is what defines it. Elevated and surrounded by protected land, the property offers Hudson River views, most notably from the main living space, where oversized windows frame the landscape in a way that feels connected to the home. The residence offers a spacious layout currently configured as four bedrooms, with the flexibility to create a fifth bedroom if desired, along with multiple living areas designed to bring in natural light, views, and everyday comfort. Multiple heating zones allow each area of the home to be controlled independently, creating flexibility throughout the seasons. The land itself expands what is possible. Open, usable acreage provides the opportunity for a pool, outdoor entertaining, or future expansion. A second home on the property, along with an additional structure, creates the potential for guest space or additional uses of the property. Wooded areas of the property offer additional privacy and the potential to create private walking paths throughout the landscape. And then there are the details that are harder to replicate. A private pond set into the landscape. Natural surroundings that preserve long term privacy. A setting that evolves with the seasons, from open summer days to quiet winter mornings. This is not just about what the property is. It is about why it matters. A place to step away when you want to. A place that gives you space without compromise. A place that feels increasingly rare. Eden. The Sunset Escape.

32 Sunset Circle, Germantown
$3,500,000
5 Beds ⋅ 5 Baths ⋅ 1018330 MLS
Dream homes do exist. Perfectly situated on 2+ private, meticulously landscaped acres on a winding country lane, this charming 5-bedroom residence offers an unparalleled lifestyle. Every sun-drenched room provides stunning, expansive views of lush lawns, specimen trees, and vibrant perennial gardens. Exquisite Craftsmanship & Main Level Living. The main level showcases exceptional millwork, fine moldings, and rich hardwood flooring. A vaulted foyer welcomes you, leading to an elegant music room, a spacious living room, and a handsome cherry library with custom built-ins. The gourmet kitchen features premium appliances and custom Wood-Mode cabinetry, overlooking your private backyard oasis. A thoughtfully placed butler’s bar with a Sub-Zero wine cooler connects the kitchen to the formal dining room for seamless entertaining. A first-floor bedroom with a private en-suite bath is ideal for guests or multi-generational living. The second level hosts four additional bedrooms. The serene primary suite features a luxurious en-suite bath. Two additional bedrooms boast private en-suite baths, while the fourth bedroom enjoys access to a well-appointed hall bath. Step outside to your private resort, featuring an expansive deck that overlooks a heated, saltwater gunite pool. The entire property is fully fenced, private, and beautifully framed by mature landscaping. Car enthusiasts and organizers will love the two separate garages: a convenient main-level attached garage near the mudroom/kitchen, plus a second 2-car garage/storage area at the basement level. A massive, unfinished basement offers endless customization potential and features a direct walk-out entrance to the pool area. Enjoy the perfect balance of privacy and convenience. Located just moments from the village, this home offers an excellent commute while placing you in the highly coveted North Shore School District.

61 Linden Lane, Upper Brookville
$3,500,000
3 Beds ⋅ 1 Baths ⋅ 1022911 MLS
Enjoy breathtaking western-facing views across Three Mile Harbor, a private beach, and close proximity to East Hampton Village from this exceptional waterfront offering. Nestled on a half-acre parcel in a Flood Zone X and across the street to a 16-acre nature preserve, the property presents a rare opportunity for both immediate enjoyment and future potential. The recently updated three-bedroom beach cottage provides a charming retreat, while the lot offers the ability to expand or construct a new residence, subject to applicable rules and regulations. There may also be the potential for a pool, subject to permitting and town approval. Spend your days on the water from your private beach, moor a boat nearby, and enjoy the very best of waterfront living. Spectacular sunsets over Three Mile Harbor complete this unique East Hampton opportunity.

21 Breeze Hill Road, East Hampton
$3,500,000
10 Beds ⋅ 6 Baths ⋅ 999615 MLS
Hidden behind a storybook cobblestone drive and set across 45 breathtaking acres in the heart of the Hudson Valley, this extraordinary 1932 Tudor estate is the kind of property that rarely comes to market - a true legacy compound offering cinematic beauty, complete privacy, and effortless access to Manhattan. For the city buyer dreaming of a refined countryside escape without sacrificing sophistication or convenience, this is the ultimate retreat. From the moment you arrive, the estate feels transported from another era. A winding cobblestone driveway crafted from salvaged historic Bronx street stones loops through rolling lawns, curated gardens, and towering trees before revealing the magnificent manor overlooking its own private 3-acre pond. The original boathouse sits at the water’s edge, while a heated pool, tennis court, Japanese garden, orchard, vegetable and berry gardens, greenhouse, and heated pottery studio create a lifestyle reminiscent of a private European country estate. The nearly 9,000-square-foot residence is rich with warmth, grandeur, and unforgettable architectural detail. The awe-inspiring Great Room is nothing short of spectacular, anchored by a massive stone fireplace, soaring 40-foot oak-beamed ceilings, and dramatic walls of glass opening to sweeping pond views. Every room tells a story, from the stately oak-paneled library and elegant entertaining spaces to intimate sitting rooms, hidden carved staircases, and beautifully preserved plaster walls that showcase the home’s old-world craftsmanship. Designed for luxurious multi-generational living and grand entertaining alike, the estate features 10 bedrooms spread across thoughtfully designed wings, including guest accommodations and private caretaker quarters. The newly renovated primary suite rivals a five-star hotel, complete with its own fireplace, lounge/office with kitchenette, spa-like bath, dressing room, and tranquil views over the grounds. Nearly every fireplace throughout the home is operational, bringing warmth and romance to every season. Three separate tax lots, including an additional lot near the guest house, add a level of rarity and long-term value seldom found in estates of this caliber. Modern upgrades quietly support the property’s timeless elegance, including heated garages, multiple propane generators, upgraded well systems, mixed central air, and extensive utility and storage spaces. Private, historic, and impossibly romantic, this is more than a home. It is a destination, a lifestyle, and a once-in-a-generation opportunity to own one of the Hudson Valley’s most magical estates, all within easy reach of New York City.

335 Croton Dam Road, Ossining
$3,500,000
5 Beds ⋅ 7 Baths ⋅ 994533 MLS
Located in West Nyack, this extraordinary custom Colonial estate at 250 Old Mill Rd offers over 8000 sq ft of luxurious living space set on nearly 2 private acres overlooking Lake Deforest. Built in 2003, the home features 5 spacious bedrooms with 5 en suite full baths and multiple powder rooms, combining timeless elegance with exceptional scale and comfort. A grand entryway welcomes you into sun-filled interiors with soaring ceilings, expansive living and entertaining spaces, custom architectural details and effortless flow throughout. The gourmet kitchen with custom cabinetry, granite countertops, wolf stove, sub zero fridge opens up to an inviting den with full bar, fireplace and formal dining room perfect for everyday living and hosting on any scale. A generously sized office and living room round out the first level. The second level boasts 4 large bedrooms, including a luxurious primary suite which provides a private retreat with spa-like amenities and abundant closet space . The walkout lower level has a media room, second bar, den area, gym, wine cellar and an additional full bedroom with bath. Set back from the road for maximum privacy, this beautifully landscaped property offers a serene, estate-like setting with a large stone patio, extensive pavers, outdoor kitchen all surrounding a concrete in ground pool w hot tub. All this minutes from shopping, dining, parks, and major commuter routes. A rare opportunity to own one of West Nyack's premier residences, blending sophistication, space, and convenience in one special offering .

250 Old Mill Road, West Nyack
$3,500,000
4 Beds ⋅ 5 Baths ⋅ 998128 MLS
Perfectly curated, fully renovated, and thoughtfully designed, this exceptional Hamptons retreat offers a rare combination of sophisticated modern design, comfort, and resort-caliber amenities. Set down a long driveway and behind professionally manicured landscaping, the property makes an immediate impression with its expanded designer interior and seamless indoor-outdoor living. Major renovations and additions completed in recent years by HGTV host elevate the home with a refined, magazine-worthy aesthetic throughout. Inside, an expansive family room serves as the heart of the home, featuring a fireplace, bar area, dedicated TV lounge, and an adjoining recreation room or library. A more intimate sitting area with an additional fireplace flows effortlessly into the open-concept chef's kitchen, complete with high-end appliances, counter seating, and a spacious dining area, all enhanced by abundant natural light streaming through oversized picture windows and glass doors. The home features four beautifully appointed en-suite bedrooms, including a luxurious primary suite with distant water views, a private walk-out balcony, fireplace, and spa-inspired bath with a generous soaking tub. Laundry on both the second floor and lower level adds everyday convenience. Designed for both entertaining and private relaxation, the outdoor setting feels like a true resort retreat, highlighted by a heated saltwater pool, spa, outdoor shower, updated decking, and multiple dining and lounge areas surrounded by lush landscaping and exceptional privacy. A rare turnkey offering that captures the very best of modern Hamptons living.

177 Bridies Path, Southampton
$3,500,000
8 Beds ⋅ 4 Baths ⋅ 996913 MLS
Set across an extraordinary expanse of pristine Hudson Valley landscape, this one-of-a-kind legacy property presents a rare convergence of luxury living, commercial versatility, and future development potential. Offering both agricultural and residential zoning, the estate is uniquely positioned for a private compound, luxury retreat, equestrian lifestyle, hospitality venture, or long-term investment opportunity. At the heart of the property is an impressive 15,000-square-foot commercial building accompanied by a spectacular 4,500+ square-foot barn reimagined into an elevated clubhouse and guest residence. Designed for both entertaining and extended stays, the space features a full chef’s kitchen outfitted with premium ZLINE appliances, three bedrooms, a full bath, movie theatre, home gym, and expansive gathering areas that blend rustic character with modern luxury. Above the commercial building are two beautifully updated two-bedroom apartments, each 1500 square feet, offering spacious open-concept layouts, full baths, laundry, and turnkey living accommodations ideal for guests, rental income, staff housing, or multigenerational use. Both units provide a bright and spacious open floor plan, quartz counters, private deck, garage each with their own apartment entrance. Beyond the existing structures lies an incredible canvas of untouched acreage waiting to be explored, enjoyed, or further developed. Rolling pastures, ponds, wooded trails, and sweeping mountain views create an atmosphere of complete privacy and serenity. A cleared build site positioned to overlook the ponds and surrounding landscape offers the perfect setting for an additional luxury residence or future expansion. Whether envisioned as an exclusive family estate, income-producing compound, boutique destination, or visionary development opportunity, this remarkable property delivers unmatched scale, flexibility, and possibility in the heart of the Hudson Valley. A truly exceptional offering where luxury, land, and limitless potential meet. All located just minutes from Minnewaska State Park, Shawangunk Mountains & Trail, Mohonk and so much more!

51 Redder Road, Pine Bush
$3,500,000
5 Beds ⋅ 6 Baths ⋅ 984817 MLS
Two homes, one gorgeous estate. This exceptional property features two distinct residences—a stunning modern new-construction main home and a charming, fully renovated 2 bedroom cottage—situated together on a picturesque, private estate. Modern and European-inspired, this residence balances scale with sophistication. Thoughtfully crafted to blend clean architectural lines with warm, natural materials, the home features 10-foot ceilings on the main level, a dramatic 12-foot great room, and vaulted ceilings on the second floor that create an airy, light-filled atmosphere throughout. The interior is finished with wide-plank walnut floors, custom millwork, and a curated mix of shiplap and reclaimed beams, lending richness and character at every turn. The kitchen serves as the heart of the home, featuring refined white cabinetry, quartz countertops, an expansive center island. The primary suite is a private retreat with a spa-like ensuite and walk-in closet, while each additional bath is appointed with heated floors and custom finishes. An unfinished, above-grade lower level with nine-foot ceilings provides 1,500 square feet of potential for future expansion, accompanied by a separate 800-square-foot bonus space perfect for an office, studio, or recreation room. Completing the estate is a delightful, fully renovated 861 square foot, two-bedroom cottage with its own 2 car garage. Offering total independence, it serves as the ideal setup for guests, extended family, or a dedicated home office, adding incredible versatility to the property. Exterior details are equally compelling, featuring Hardie siding, a striking engineered slate roof, and oversized European windows. The grounds are designed for leisure, with bluestone patios, professional landscaping, a full irrigation system, and a heated gunite pool framed by stonework. A semi-circular pergola with open beams serves as a unique architectural focal point, perfectly positioned to enjoy the exterior side of the home’s double-sided fireplace—the ideal setting for intimate evenings and effortless entertaining. Located just minutes from top-rated schools, local shopping, and outdoor gems like Bedford Village Memorial Park and the Ward Pound Ridge Reservation, this estate offers the perfect balance of privacy, luxury, and convenience. Total (taxable living area) square footage includes the cottage square footage.

515 Long Ridge Road, Bedford
$3,500,000
6 Beds ⋅ 7 Baths ⋅ 976726 MLS
STONE ARCHES, OLD WESTBURY CHOICE OF JERICHO or EAST WILLISTON School District. This Extraordinary 8000 sqft Modern Masterpiece by renowned Architect Ulrich Franzen, is a true, one of a kind, Gold Coast Gem. This striking residence is set high on a 2 acre private cul-de-sac surrounded by mature evergreens, rolling green lawns and colorful gardens. From the courtyard, a skybridge walk leads to the sunlit entrance Foyer and expansive Gallery Hall overlooking the Great Room where soaring ceilings and walls of glass capture panoramic views of breathtaking property. The First level expands to separate wings--on one side the is the Den with elevated outdoor Patio and a large Chef's Kitchen with Breakfast Rm /entrance to separate elevated patio. On the opposite wing, the Primary Suite is set privately from 3 additional bedrooms. A dramatic staircase opens to the grand lower level intended for indoor/ outdoor entertaining. Beautiful exotic woods compliment the service bar, Media room, Library/Billiard room plus two spacious en-suite Bedrooms. Inground pool, Cabana, 2 car Garage with attached storage room.

3 Paddock Court, Old Westbury
$3,500,000
4 Beds ⋅ 4 Baths ⋅ 925368 MLS
Set on nearly 9 serene acres in the heart of Woodstock's historic Byrdcliffe Arts Colony is a rare synthesis of architectural precision and natural harmony—an embodiment of award-winning architect John Storyk's deep understanding of space, sound, and site. Designed in 1969 at the very beginning of Storyk's now-legendary career—just after his groundbreaking work on Jimi Hendrix's Electric Lady Studios and the famous Bearsville Theatre—this redwood-clad contemporary home reflects his signature style: intuitive flow, warm natural materials, and an architect's sensitivity to both form and function. The 4 BR, 4 Bath, 4,000+ sq ft (includes guest/pool house) single family home is privately sited with a pond, heated in-ground salt water, gunite pool, and massive guest/pool house. This Mid-Century Modern sanctuary is defined by its soaring ceilings, custom mill work, and an organic relationship with the surrounding landscape. Every room is bathed in natural light through walls of glass, and oriented to maximize the surrounding views of meadow, woods, and sky. A dramatic curved, sunken living room—anchored by a large brick fireplace—evokes the sensorial immersion typical of Storyk's performance spaces. Here, spatial geometry and acoustics are not incidental but essential; offering not just a place to live, but a place to listen and feel. At the heart of the home is a Poggenpohl kitchen—a clean, functional workspace designed with the home chef in mind—that opens to dining and gathering areas which flow out effortlessly to the screened porch, expansive decks, landscaped gardens, and tranquil pond beyond; all designed to foster serenity and creative inspiration. Every line and threshold reflects Storyk's belief that architecture should support creativity and calm—never compete with it. Private spaces include a luxurious first floor primary suite and a guest apartment (with its own entrance) featuring a kitchen, full bath, and private deck—ideal for hosting, creating, or retreating. Across the entire property the interior volumes are balanced by exterior spaces with curated meadows, and reflective water elements including the large, heated, salt water, in-ground, Gunite pool) all reinforcing the idea of the house as an instrument tuned to its environment. While John Storyk is globally known for acoustically perfect studios and world-class performance venues, this home reveals another side of his genius: the quiet artistry of domestic space, where light, proportion, and stillness are as important as sound. A residence like this—designed by one of the 20th century's most innovative architectural minds, and located in a cultural enclave as storied as Byrdcliffe—is a truly singular offering. 289 Upper Byrdcliffe Road is not just a home, but a living, resonant experience—thoughtfully conceived, masterfully built, and deeply rooted in the creative spirit of Woodstock. Please note: Additional town-approved plans exist for a separate structure with its own septic and driveway entrance. All this coalesces to make an extraordinary compound with limitless options for a life well lived.

289 Upper Byrdcliffe Road, Woodstock
$3,500,000
7 Beds ⋅ 6 Baths ⋅ 911741 MLS
This rare opportunity invites you to build a dream residence on one of Airmont’s most sought-after blocks, showcasing over 6500 square feet of refined living with luxury finishings throughout. Step into a grand two-story foyer that makes a statement of elegance, leading to an oversized formal dining room designed for unforgettable gatherings. The gourmet kitchen, paired with a fully outfitted catering kitchen, blends beauty with function for seamless entertaining. Expansive living and family rooms provide both comfort and sophistication, while a private guest suite completes the main level. Upstairs, six spacious bedrooms await, highlighted by a lavish primary suite featuring dual walk-in closets and exquisite details that embody modern luxury. A must see.

4 Farmer Lane, Monsey
$3,500,000
6 Beds ⋅ 9 Baths ⋅ 906347 MLS
Elegance redefined in this stunning gem that blends an eclectic mix of mid-century modern design with a touch of contemporary sophistication, nestled on two lush, gated acres in Upper Brookville. From the moment you enter, the home captivates your imagination with its soaring 30-foot ceilings and dramatic windows and wood architectural elements. Clean lines, warm textures, and artful finishes create a sanctuary where luxury and tranquility meet. The expansive great room features floor-to-ceiling windows that flood the space with natural light, while rich wood accents and sculptural details evoke timeless mid-century character. Accents of bold color and modern materials add a sophisticated edge, striking the perfect balance between vintage charm and modern elegance. Stone fireplace soars through the expansive space, reminiscent of western grandeur. The design invites you to indulge in large-scale living without sacrificing comfort or intimacy. This home offers 6 bedrooms, 7 full baths plus 2 half baths, and a 3-car garage.Tennis court, Multiple heat and AC zones, electric Hunter Douglas window shades, full pool cabana with bath, and a fully gated property with separate entry and exit complete the offering. A true masterpiece, where the intersection of Zen design and glamour creates a lifestyle that embraces calm and beauty.

5 Carol Lane, Upper Brookville
$3,499,999
6 Beds ⋅ 6 Baths ⋅ 986963 MLS
Welcome to this exceptional estate tucked away at the end of a long, winding driveway on just over two pristine acres in Upper Brookville. This stunning property offers the perfect blend of luxury, comfort, and versatility. The main residence features 5 bedrooms and 4.5 fully updated bathrooms across two thoughtfully designed levels. The expansive first floor hosts 4 bedrooms and 3.5 bathrooms, while the second floor offers a private bedroom with a full bath — all beneath dramatic double-height ceilings that flood every room with natural light. Sliding glass doors throughout all living areas seamlessly connect the indoors to the gorgeous grounds outside. The gourmet kitchen and all bathrooms have been meticulously updated with high-end finishes throughout. Radiant heated floors, four-zone AC and heat, integrated Sonos speakers, central vacuum, and a full-house generator ensure effortless comfort and year-round peace of mind. Outside, resort-style living awaits with a heated gunite pool featuring stunning waterfall and fountain elements, a outdoor barbecue, and beautifully manicured grounds. A separate one-bedroom guest cottage with a kitchenette, living room, and dining room provides ideal accommodations for guests or extended family. A three-car garage with its own basement completes this remarkable offering.

1095 Pine Valley Road, Upper Brookville
$3,499,900
7 Beds ⋅ 6 Baths ⋅ 1032793 MLS
Every historic home tells a story. Few are as remarkable as 79 Flagg Court. Built in 1917, this extraordinary residence offers a rare opportunity to own a distinguished piece of Staten Island history. Originally part of the renowned Ernest Flagg Estate, this exceptional home carries the legacy of one of America's most celebrated architects, offering a rare opportunity to become the next steward of a residence where history, timeless elegance, and architectural significance have been preserved for generations. A grand stone staircase welcomes you to an elegant entrance, setting the tone for the beauty and character found throughout. Nestled on beautifully landscaped grounds spanning more than 7,800 square feet, the property is surrounded by mature trees, lush gardens, and thoughtfully designed outdoor spaces that create a private estate-like setting. An expansive composite deck provides the perfect place to relax, entertain, and enjoy your own private retreat. Inside, historic charm and architectural detail have been thoughtfully preserved while embracing the comforts of modern living. Every room reflects the warmth, craftsmanship, and enduring quality that make historic homes so highly sought after. Whether you're captivated by its rich history, remarkable setting, or timeless design, 79 Flagg Court is far more than a home... It is an opportunity to become the next steward of one of Staten Island's most treasured historic residences. Properties of this historical significance rarely become available.

79 Flagg Court, Staten Island
$3,499,000
5 Beds ⋅ 6 Baths ⋅ 1036005 MLS
Nestled in the heart of Rye's coveted Greenhaven waterfront community, with DEEDED RIGHTS TO THE PRIVATE BEACH AND PIER located just steps away - at the end of the street, minutes from Greenwich, this exceptional 5-bedroom, 5.1 bathroom residence offers an extraordinary opportunity to enjoy luxury living in one of Westchester County's most prestigious neighborhoods. Situated on an expansive half acre lot, this lovingly maintained home boasts 3,804 square feet of beautifully designed living space, which does not include the lower level offering an additional 1300 sq ft of endless potential possibilities for recreation, a home gym, media room, guest quarters, or multigenerational living. Built in 1988, the home showcases a timeless brick colonial design with spacious, light-filled rooms, gracious entertaining spaces, and a seamless flow ideal for both everyday living and elegant gatherings. The generous floor plan offers oversized bedrooms, multiple living and entertaining areas with fireplaces. Outside, the level landscaped grounds create a private retreat with plenty of room for outdoor entertaining, or the addition of a pool. Set on over half an acre in the sought-after Greenhaven neighborhood, you'll enjoy a serene residential setting and moments from Milton Harbor, marinas, parks, beaches, and scenic waterfront walks. Residents appreciate Greenhaven's unique waterfront lifestyle while remaining just minutes from downtown Rye's vibrant restaurants, boutique shopping, Metro-North station, award-winning schools, and major highways, providing an effortless commute to Manhattan.

90 Greenhaven Road, Rye
$3,499,000
7 Beds ⋅ 5 Baths ⋅ 1029993 MLS
RARE MANHATTAN BEACH OPPORTUNITY Legal Detached Three-Family on an Oversized 80' × 100' Lot — Just Steps from the Beach A truly exceptional opportunity to own one of Manhattan Beach's most unique and desirable properties. Situated on a rare 80' × 100' oversized lot, this detached legal three-family residence is located just one block from the beach in one of Brooklyn's most prestigious waterfront neighborhoods. Offering approximately 4,112 square feet of living space, the home features 7 bedrooms, 4 full bathrooms, one three-quarter bath, spacious rooms, abundant closet space, hardwood floors, eat-in kitchens, outdoor terraces, a finished basement, wood-burning fireplaces, gas heat, updated 220-amp electrical service, and a detached garage with a large private driveway. Whether you're an investor, developer, or homeowner looking to create a spectacular waterfront estate, this property offers endless possibilities. Renovate the existing residence, preserve it as an income-producing legal three-family, or create your own vision on one of Manhattan Beach's most desirable oversized parcels. Properties of this size, location, and legal configuration rarely become available. An extraordinary opportunity to own a landmark property just moments from the sand, surf, and boardwalk.

171 Girard Street, Brooklyn
$3,499,000
6 Beds ⋅ 6 Baths ⋅ 1025796 MLS
Indulge in the ultimate luxury living experience with this stunning 6-bedrooms, 5.5-bathrooms estate in the exclusive neighborhood of Jamaica Estates thats situated on a spacious 45x145 lot with a 26x62 building size. You are greeted by an elegant foyer with soaring ceilings and a sweeping staircase that sets the tone for the home's refined ambiance. The expansive living areas flow effortlessly from one room to the next, showcasing beautiful hardwood floors, and designer lighting throughout. The heart of the home is the custom-designed kitchen, a culinary masterpiece equipped with top-of-the-line appliances, generous counter space, and a large island perfect for entertaining and casual dining. Adjacent to the kitchen, the formal dining room offers a sophisticated space for hosting dinner parties and gatherings. The family room has access to the backyard and features oversized windows, ideal for relaxation, while a separate formal living room provides a gracious space for more intimate occasions. Each of the six generously sized bedrooms is a private sanctuary. Additional features include a fully finished basement that is used as an entertaining room. The basement also features a private guest room. Outside, enjoy a serene oversized backyard which is great for entertaining. The expansive driveway offers ample parking for guests. This amazing home offers the perfect blend of sophistication and comfort, making it an exceptional place to call home.

176-12 Kildare Road, Jamaica Estates
$3,499,000
4 Beds ⋅ 4 Baths ⋅ 1021202 MLS
Grand and stately brick Center Hall Colonial showcasing timeless elegance and exceptional craftsmanship throughout. A gracious entry welcomes you into a elegant living room, a banquet -sized formal dining room, perfect for entertaining. The main level den offers a private retreat for relaxing. The heart of the home is the chefs eat in kitchen, featuring two sinks, high end appliances and abundant custom cabinetry, all designed for effortless entertaining and everyday living. Upstairs there is a spacious primary bedroom with a large bathroom and walk in closet, plus 3 additional bedrooms with 2 additional baths. The finished basement offers a large space which is perfect for a gym, rec-room or office. Step outside to a resort like backyard featuring, in ground pool, with waterfall and slide, a full entertaining outdoor kitchen and beautifully landscaped property.

19 Margaret Avenue, Lawrence
$3,499,000
5 Beds ⋅ 6 Baths ⋅ 959818 MLS
Luxury Estate in The Moorings – East Islip, NY Welcome to an extraordinary residence located in the prestigious The Moorings, one of Long Island's most exclusive private gated waterfront communities. This magnificent estate offers the perfect blend of timeless elegance, exceptional craftsmanship, and resort-style living. Boasting 5 spacious bedrooms, 6 luxurious bathrooms, and a 3-car garage, this stunning home welcomes you with a dramatic 22-foot soaring foyer featuring exquisite travertine marble flooring, coffered ceilings, custom raised-panel millwork, rich mahogany crown moldings, and a grand chandelier equipped with a convenient lift system. The gourmet chef's kitchen is designed to impress, showcasing premium Sub-Zero and Viking stainless steel appliances, abundant workspace, and an inviting eat-in dining area. Elegant living spaces include a formal dining room, sophisticated parlor, cozy den with a stone fireplace, stunning chandeliers, and a media room, all enhanced by beautiful Brazilian cherry hardwood floors throughout. A private first-floor guest suite with a full bath provides comfort and convenience for family and visitors alike. Upstairs, you'll find four sun-filled bedrooms, a spacious recreation room, laundry room, and dedicated IT/computer room. The lavish primary suite serves as a private retreat, featuring a spa-inspired bath, dressing room with stunning water views, custom walk-in closet, and makeup vanity. Step outside to your own private resort-style oasis. The professionally landscaped grounds feature a spectacular 22' x 45' in-ground pool, pool house with full bath and shower, refrigerator, expansive patio with built-in BBQ, and a 22-zone sprinkler system. Perfect for entertaining or relaxing in complete privacy. Residents of The Moorings enjoy exclusive community amenities, including a private marina, newly renovated tennis and pickleball courts, and breathtaking waterfront sunsets. Ideally located in East Islip, this exceptional property offers convenient access to Long Island's renowned South Shore, world-class beaches, acclaimed wineries, and is approximately 45 minutes from the Hamptons. Experience a lifestyle defined by luxury, privacy, and sophistication. Schedule your private showing today and discover one of Long Island's finest waterfront communities.

38 The Helm, East Islip
$3,499,000
6 Beds ⋅ 5 Baths ⋅ 1017003 MLS
Welcome to this exceptional Colonial-style residence situated on 2 private acres in the highly sought-after Village of Brookville, within the award-winning Jericho School District. This beautifully maintained home offers a timeless colonial floor plan featuring a desirable first-floor primary suite, spacious living areas, and quality craftsmanship throughout. The elegant stucco exterior enhances the home's curb appeal, while modern updates, including a new roof, a new central air conditioning system, and a whole-house gas generator, provide peace of mind for years to come. The home is designed for comfortable living and entertaining, featuring natural gas cooking, a fully finished basement with a ground-level exit, and abundant living space for family and guests. Step outside to your private backyard retreat complete with a stunning inground gunite swimming pool, surrounded by expansive flat grounds offering endless possibilities for recreation, gardening, or future expansion. Located in one of Long Island's most desirable neighborhoods, this property offers luxury, privacy, and convenience, with easy access to major highways, shopping, dining, and transportation.

8 Victorian Lane, Brookville
$3,499,000
6 Beds ⋅ 6 Baths ⋅ 000156 MLS
Set high atop 5.8 private acres surrounded by mature trees and sweeping Ramapo Mountain views, this extraordinary stone and stucco estate offers over 7,200 SF of luxurious living space with 6 bedrooms, 5.5 baths, and resort-style amenities rarely found in the area. A long, tree-lined driveway winds through the hillside to a grand entrance framed by stately stone pillars, setting the tone for the remarkable property beyond. The grounds are masterfully curated with intricate landscape lighting, bluestone patios with cobblestone edging, tiered gardens, granite retaining walls, cascading waterfalls, a tranquil pond, and a gazebo retreat. The spectacular upper patio showcases a dramatic 2½-story outdoor fireplace and unobstructed views across the massive, private backyard, while the shaded lower patio creates the perfect setting for outdoor entertaining beneath a canopy of mature trees. A true showpiece of the home is the extraordinary indoor wellness retreat featuring an indoor pool crowned by a stunning chandelier, along with a sauna, separate his-and-her showers, and dedicated bath. Inside, massive room sizes, exceptional craftsmanship, and breathtaking views define every level. A covered bluestone entry and portico lead to a grand foyer with sweeping staircase, custom metal balusters, dual coat closets, and private elevator servicing three floors. The formal living room features a floor-to-ceiling limestone fireplace, intricate millwork, custom built-ins, and oversized windows, while the elegant dining room is enhanced by a dropped cove ceiling. The expansive kitchen offers a large center island, generous workspace, and dining area overlooking the patios and grounds. Nearby, the family room enjoys panoramic backyard views and direct patio access. The privately positioned primary suite includes a remarkable walk-in dressing room and luxurious spa bath with Carrara marble flooring, jetted tub, freestanding shower, and double vanity. A separate guest suite, large laundry room, and oversized 3-car garage complete the main level. Upstairs features four additional bedrooms, two full baths, and an incredible 31' x 18' library with cathedral ceilings, three chandeliers, and custom mahogany bookcases. The lower level offers exceptional flexibility with a reception area, waiting lounge, expansive office, Fireside Club Room with wet bar and fireplace, and space ideal for a future wine cellar. A truly rare offering blending luxury, privacy, and resort-inspired living.

20 Moriah Lane, Montebello
$3,499,000
4 Beds ⋅ 4 Baths ⋅ 981046 MLS
Welcome to Shelter Island — a place where time slows down and nature takes center stage. Accessible only by ferry, this rare island community offers a level of peace, privacy, and authenticity that is nearly impossible to find in today’s world. Set on over 2 acres of beautifully engineered rolling landscape, this property has been thoughtfully designed to enhance natural beauty while addressing elevation and drainage for long-term peace of mind. Bordering the historic Sylvester Manor, the property enjoys direct proximity to preserved land, scenic walking trails, and a setting rich in history and natural beauty—ensuring both privacy and a protected backdrop that will remain timeless. Surrounded by open skies, coastal breezes, and abundant wildlife, this is a setting where mornings begin with birdsong and evenings end under starlit skies. Enjoy biking along quiet roads, swimming in nearby freshwater lakes, boating, fishing, or simply relaxing with a book as the day slips away. Unlike the increasingly crowded Hamptons, Shelter Island preserves the essence of what made the East End special—unspoiled, understated, and deeply connected to nature. With limited inventory and growing demand, opportunities like this are increasingly rare. Whether as a private retreat, legacy property, or long-term investment, this offering represents more than real estate—it’s a lifestyle “Private Shelter Island retreat minutes from the Hamptons and North ferry-only exclusivity, privacy, wellness, retreat feel, boating, escape from overdeveloped Hamptons

9 Locust Woods Drive, Shelter Island
$3,499,000
4 Beds ⋅ 3 Baths ⋅ 923175 MLS
Welcome to your private sanctuary on Long Island’s North Fork. This striking Mediterranean-inspired residence sits on over 2 acres of lush, water-front property, accessible only by driving through a working farm. Ensuring both exclusivity and a bucolic sense of arrival. As you approach, a winding drive sets the tone, with pastoral vistas and mature landscaping revealing the home gracefully perched near the water’s edge. The exterior features classic stucco and terracotta details that evoke timeless Mediterranean architecture. Step inside to a warm and inviting interior, where abundant natural light pours through expansive windows framing serene waterfront views. The main level offers an open living and dining area, ideal for both entertaining and daily living. One of the home’s standout assets is the finished lower level, perfect as a recreation hub, media room, or flexible living space to suit your lifestyle. Outside, the grounds are spectacular, sweeping lawns and multiple terraces lead you down toward the water’s edge. Whether enjoying morning coffee while listening to gentle lapping waves or hosting al fresco dinners under the stars, this property offers truly magical moments.

3400 Dignans Road, Cutchogue
$3,499,000
6 Beds ⋅ 9 Baths ⋅ 921399 MLS
Welcome to 12 Ridge Ct, located in the heart of Old Brookville in the Brookville Meadows. This is your window of opportunity to live in the Gold Coast on 3.4 acres of flat land. From the moment you turn on to the tree-lined street (White Gate Dr.) entering Brookville Meadows, you will feel the caliber of luxury you are about to enter. This home boasts over 7,800 sq feet, the open layout will give you endless possibilities. Enjoy your very own private elevator that goes to every level of the house. This estate offers 6 bedrooms, 7 full baths, and 2 half baths. Step inside and experience the grand scale of the first floor, where the expansive Great Room serves as the heart of the home. Featuring a striking two-sided fireplace, it seamlessly flows into a cozy Family Room, perfect for gatherings or quiet evenings. The Primary Suite occupies its own private wing on the main level with a guest powder room and offers a serene retreat, complete with a sitting area and fireplace, two full bathrooms, two full closets, and an adjoining bedroom with elegant French doors — ideal as a nursery, home office, or additional private suite. On the opposite wing, a private entrance leads to a sun-drenched, oversized Eat-In Kitchen, featuring Marvin windows that flood the space with natural light, Sub-Zero refrigerator, and two Bosh dishwashers. This space opens directly into a formal Dining Room, ideal for hosting. Nearby, you'll find a spacious Guest Ensuite, a convenient Laundry Room, and interior access to a 4-car garage. A hallway from the garage leads to both the backyard and the enormous, partially finished full basement — the full footprint of the home, offering endless potential. There are two full bathrooms with direct access to the pool. The second floor features three large bedrooms. Two share a Jack & Jill style full bathroom, while the third enjoys its own ensuite bath and a private balcony with stunning views of the backyard. An additional oversized bonus room offers incredible flexibility — ideal for a playroom, gym, media room, or extra bedroom. Step outside into your resort-style oasis. The beautifully renovated in-ground gunite pool is the centerpiece of this entertainer’s dream yard. A poolside kitchenette, a charming gazebo, and a pristine tennis court complete the scene — perfect for hosting, relaxing, or simply enjoying the peace and privacy of your own estate.

12 Ridge Court, Old Brookville
$3,499,000
5 Beds ⋅ 5 Baths ⋅ 896940 MLS
Welcome to This Totally Renovated 5 Bedroom, 4.5 Bath Contemporary Home in Beautiful Hewlett Bay Park Location. Upon Entering You Will Be Captivated By The Soaring Two Story Ceiling and Flowing Open Layout. Spacious Living Room with Fireplace, Formal Dining Room, Updated Granite/Wood Eat in Kitchen with Stainless Steel Appliances, Breakfast Bar and Dining Area Opening Into an Inviting Family Room with Fireplace to Relax & Unwind. The Main Level Features a Primary Suite with a New Radiant Heated Bathroom & Steam Shower, 2 WICs & an Additional Bedroom. Second Level Balcony is Overlooking Main Level & Has Another Family Room, Office, and Three Spacious Bedroom & Baths.(Potentially a Second Primary Suite). The Manicured 1 Acre Property Boasts a Saltwater, Heated Gunite IG Pool with Fountains, a Gazebo & Trex Deck For Entertaining. Attached 3 Car Garage & Circular Driveway Provide Plenty of Space for Multiple Cars, Gas Heat, CAC, All Bathrooms Redone, Updated Windows, Recessed LED Lights! SD#14(Hewlett-Wodmere). Nothing to Do But Move in and Enjoy!! 40 Minutes to NYC on LIRR, Near Beaches & Convenient to Houses of Worship. Floorplan Attached

10 Macy Drive, Hewlett Bay Park

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