Refine Search
Sort by
$2,500,000
4 Beds ⋅ 5 Baths ⋅ 1017237 MLS
Brand New Oceanfront Home with Pool! This stunning newly constructed residence offers the perfect blend of luxury, comfort, and breathtaking natural beauty. Featuring four spacious bedrooms, including two private primary ensuite retreats, and three-and-a-half beautifully appointed bathrooms, the home is designed for effortless coastal living. The bright and airy open-concept living, dining, and kitchen area is ideal for entertaining, with seamless indoor-outdoor flow and spectacular water views. Step outside to enjoy the fabulous new swimming pool and stylish cabana, creating your own private resort by the sea. Crowning this exceptional property is an expansive roof deck showcasing panoramic vistas of both the Atlantic Ocean and the Great South Bay—an unforgettable setting for sunrise coffee, sunset cocktails, and stargazing. A rare opportunity to own a brand-new oceanfront sanctuary in an incomparable location.

52 Lewis Walk, Cherry Grove

$2,500,000
2 Beds ⋅ 1 Baths ⋅ 1015040 MLS
Rarely does an opportunity like this become available in one of the Hamptons' most sought-after villages. Situated on approximately 0.94 acres, 108 Jessup Avenue presents the ideal setting to create a custom residence of up to approximately 6,000 square feet (subject to buyer verification and approvals). This property is being offered primarily for its exceptional land value and redevelopment potential. Whether you envision a classic Hamptons retreat, modern coastal estate, or your own personalized sanctuary, this expansive parcel provides the space and flexibility to bring your vision to life. Located just moments from Quogue Village shops, dining, and local amenities, the property also includes coveted Quogue Village Beach rights, offering access to one of the East End's most desirable oceanfront beaches. A unique opportunity to secure a nearly one-acre parcel in a premier Quogue location and create a home tailored to your lifestyle.

108 Jessup Avenue, Quogue

$2,500,000
4 Beds ⋅ 4 Baths ⋅ 1003257 MLS
Nestled in a tranquil and picturesque setting, this exceptional equestrian facility offers everything a rider could desire, along with a beautiful home to live in. Spanning 21 acres of mostly open land, the property features expansive pastures enclosed by charming 3-board post and rail fencing. Equestrian amenities include a main barn with 8 spacious 12x12 stalls, each with individual water, a heated tack room, wash stall, feed and storage room, a half bath, and laundry facilities. The indoor also has an additional 6 stalls and two, double run-in sheds on the backside of the barn, that could easily be moved to one of the paddocks, if wanted. Above the barn, you'll find a large space perfect for a caretaker's apartment or viewing area and huge hayloft. The property also boasts a 72x160 indoor riding ring connected to the barn with new footing, a new roof and new LED lighting, as well as a 100x200 outdoor ring equipped with ESI footing, providing an ideal environment for year-round training. Six large paddocks and an another 3+ acres that could have additional paddocks added. The charming 4,000 sq. ft. farmhouse-style home, featuring 4 bedrooms and 3.5 bathrooms, overlooks the entire facility. The home is designed for comfort and luxury, with beautiful views from every window. Outside, enjoy an in-ground pool, an one bedroom apartment above the 3-car garage, a patio with a pergola, and breathtaking sunsets. This turnkey equestrian estate is conveniently located, with easy access to I-84/684, Metro North, and just 90 minutes from New York City. Rarely does a property of this caliber, combining world-class equestrian facilities and a luxurious home, become available. Whether you’re looking to train, ride, or simply enjoy a peaceful country lifestyle, this estate offers it all. Rare Opportunity to Expand to Nearly 125 Acres An extraordinary opportunity exists for a buyer to acquire this property together with the contiguous equestrian facility located at 42-45 Blackstone Ridge, Listing #1041154. Purchased together, the two properties would create a nearly 125-acre equestrian compound with an exceptional collection of facilities. The combined properties would offer two residences, two exceptional barns, approximately 31 stalls, an indoor riding arena, an outdoor riding arena with ESI footing, extensive paddocks and turnout, miles of riding trails, and a large pond, creating an exceptional foundation for a professional training and boarding operation, multi-disciplinary equestrian center, horseman's estate, or premier private equestrian compound. The ability to combine two contiguous, established equestrian properties of this caliber is extraordinarily rare. For the serious equestrian buyer, the combined offering provides remarkable scale, infrastructure, and flexibility while maintaining the privacy and character of a spectacular Hudson Valley estate. Whether purchased individually or together with 42-45 Blackstone Ridge, this is a once-in-a-lifetime opportunity to acquire a substantial equestrian property with the acreage, facilities, and infrastructure to support virtually limitless possibilities. Schedule a showing.

5 McCarthy Road, Holmes

$2,500,000
5 Beds ⋅ 6 Baths ⋅ 1001965 MLS
400 Bruyn Turnpike doesn’t try to compete; it resets the bar. Set on 7.5 private acres with seasonal views of the Shawangunk Mountains, this 2022 custom build delivers a level of design, technology, and outdoor living that rarely comes together this cleanly, just 90 minutes from NYC, yet completely removed from it. Inside, scale and precision take over. Exposed beams, wide-plank hardwood floors, and oversized wood-clad windows pull natural light through every space. The kitchen anchors it all: an 11-foot quartz island, custom cabinetry, and a full suite of Monogram appliances, seamlessly integrated for a clean, uninterrupted look. It flows effortlessly into dining and living spaces designed to host without friction. The primary suite is quiet luxury, with refined finishes, a fully built-out closet that feels more boutique than functional, and a spa-like bath featuring radiant heated floors. Additional spaces carry the same level of execution: a custom office, a dedicated gym, and a mudroom/laundry setup that’s both sharp and practical. Four-zone climate control, CAT 6A wiring with up to 10Gbps capability, Sonos audio across four zones, a 12-camera security system, and a full Generac generator bring the infrastructure up to match the design. Then the back opens, and it doesn’t hold back. A 30x40 gunite saltwater pool with a 10x20 sun shelf and integrated spa, all controlled remotely via Hayward OmniLogic. Turf-wrapped lounge areas, a private putting green, firepit, and clean-lined stonework create a layout that feels more resort than residence. The covered patio, complete with a propane fireplace, extends the living space year-round. The pool house/cabana is fully realized, with bi-fold doors, bar seating, a kitchen, a bath, and game space, built as a true second hub, not an afterthought. An automatic pool cover keeps everything efficient and low maintenance. The approach sets the tone: a long private drive, manicured grounds, and a 960 sq ft three-car garage equipped with EV-ready 240V outlets. Minutes to hiking, wineries, golf, and shopping, yet it feels worlds away. Private, polished, and built without compromise, this is easily one of the most elevated offerings to hit the Hudson Valley.

400 Bruyn Turnpike, Wallkill

$2,500,000
4 Beds ⋅ 3 Baths ⋅ 988717 MLS
Featured in Architectural Digest, this extraordinary oceanfront residence on Steels Walk in Water Island, designed by acclaimed architect and designer Carl D’Aquino, is one of the most distinctive and architecturally significant properties on all of Fire Island. As co-founder of the internationally celebrated design firm D’Aquino Monaco, D’Aquino is renowned for creating homes that blend modernist architecture with warmth, craftsmanship, and a profound connection to their natural surroundings — a philosophy beautifully realized throughout this remarkable coastal retreat. Comprised of two dramatic octagonal-shaped structures seamlessly joined at the center, the home was thoughtfully conceived to embrace its breathtaking setting, where unobstructed views of the Atlantic Ocean, rolling dunes, and endless sky become part of everyday living. Every angle, sightline, and material was intentionally selected to create a seamless dialogue between architecture and landscape, resulting in a home that feels both visionary and deeply serene. Offering 4 bedrooms and 2.5 baths, the residence blends refined coastal sophistication with a tranquil, resort-like atmosphere. Expansive living spaces are carefully positioned to maximize privacy, natural light, and connection to the outdoors, creating an effortless flow between the interiors and the surrounding decks. Throughout the home, extraordinary craftsmanship and attention to detail elevate every space. The striking clapboard ceilings were meticulously installed piece by piece, creating warmth, texture, and architectural rhythm overhead — a labor-intensive design element that speaks to the level of artistry woven into the home. In the kitchen, custom cabinetry was handcrafted in Brooklyn, then carefully transported to Water Island in sections and thoughtfully assembled in place — a remarkable undertaking that reflects the bespoke nature of the residence and the uncompromising dedication to quality and design. The outdoor spaces are equally exceptional. A sprawling oceanfront deck unfolds toward the dunes and shoreline, offering multiple areas for lounging, dining, and entertaining against the ever-changing backdrop of the Atlantic. The heated pool is framed by sun-washed decking and lush landscaping, while a tranquil waterfall pond and curated gardens create moments of calm and seclusion throughout the property. Tucked above it all, the private second-floor deck off the primary suite offers sweeping ocean views and an unmatched sense of peace — ideal for quiet mornings, sunset cocktails, or stargazing beneath the open sky. Surrounded by nature and designed for complete privacy, this is more than a home — it is a rare coastal sanctuary unlike anything else on Water Island. Celebrated for its architecture, craftsmanship, setting, and atmosphere, this once-in-a-generation offering presents the opportunity to own a truly iconic stretch of Fire Island oceanfront.

1 Steels Walk, Water Island

$2,500,000
4 Beds ⋅ 4 Baths ⋅ 993570 MLS
Built in 2019 and set on 5.38 privately wooded acres, 657 Sackett Lake Road is a wonder for the senses. A gravel and cobble-stone bordered driveway traverses past fountain, pond, and expansive landscaped greenery until arriving upon a most elegant structure where medieval comes in direct contact with modern contemporary – buttressed by quarry-stone retaining walls, flag-stone patio pavers, and a welcoming roof covered porch. A flowing interior greets us with solid hardwood floors, large sun filled rooms, tinted windows and wood grained accents throughout. Subtly, a suite of Bosch appliances compliments the interior eat-in and walk-through kitchen, as a 40 inch chandelier defines the home's formal dining-room. A 30 inch Blaze gas powered grill, granite counter-tops, and bar height quarry-stone walls then bring to life the exquisite exterior kitchen, and thoughtfully designed rear patio. And the definition of luxury is truly realized inside a spa complete with heated Endless pool, cedar sauna, 5-person hot-tub, and full walk-in shower. Together with the addition of a Generac whole house system generator, they make this thoughtfully designed house the perfect home and retreat. Near Resorts World Casino, Holiday Mountain Ski & Fun Park, and the exclusive Monticello Raceway Motor Club – a short distance form i86, and just 93 miles to New York City’s George Washington Bridge.

657 Sackett Lake Road, Monticello

$2,500,000
4 Beds ⋅ 4 Baths ⋅ 993197 MLS
A once-in-a-lifetime private stone garden estate has officially arrived on the market — an extraordinary hidden sanctuary in Monticello. Evoking the charm of a secluded fairytale retreat, this breathtaking property offers unparalleled privacy, natural beauty, and exceptional long-term investment potential. Encompassing approximately 43.48 acres of pristine land, the estate is surrounded by lush forests, expansive meadows, and a serene natural lake/pond spanning approximately 3.5 acres. The tranquil setting, crisp mountain air, and peaceful atmosphere provide a remarkable escape from city life, while still being conveniently located just approximately two hours from New York City. Whether envisioned as a private compound, luxury vacation estate, wellness retreat, wedding venue, boutique resort, farm stay, or future development opportunity, this property presents a rare blank canvas with limitless possibilities. This exceptional estate is an incredibly rare offering in Monticello. Located only minutes from Resorts World Catskills, and within easy reach of Woodbury Common Premium Outlets, fine dining, shopping, entertainment, and year-round recreational attractions. The residence itself is thoughtfully designed with oversized windows that flood the interiors with natural light, highlighting the warm estate-style ambiance and rich wood craftsmanship throughout. The first floor features multiple expansive living and entertainment spaces ideal for hosting gatherings, along with a spacious kitchen, formal dining area, storage room, full bathroom, and a practical mudroom complete with laundry and ample storage for coats and footwear. There is a French double door that separates the studying room and the dining room. The open-concept estate kitchen is equipped with an oven, dishwasher, and refrigerator. The second floor offers an inviting additional living area, a luxurious primary suite with an adjoining full bathroom, a guest suite with its own private full bathroom, two additional bedrooms, and another separate full bathroom. There is also an attic. The unfinished basement, complete with a separate entrance, offers tremendous potential for customization — ideal for a recreation lounge, home theater, fitness center, executive office, wine cellar, or expanded living quarters. Additional highlights include central heating and cooling systems, spacious and functional layouts, exceptional privacy, and comfortable room configurations throughout the home. Property Specifications: Approximately 3,606 sq ft of interior living space, built in 2009, situated on approximately 43.48 acres of land, featuring a Colonial-style single dwelling residence with an attached 1-car garage. RR2 Zoning — Potential for Multiple Luxury Homes The true value of this extraordinary offering extends far beyond the residence itself — it lies within the land, the natural resources, the serenity, and the unmatched setting. A truly rare Upstate New York estate showcasing remarkable natural beauty, fresh mountain air, and exceptional feng shui qualities.

235 Cantrell Road, Monticello

$2,500,000
4 Beds ⋅ 5 Baths ⋅ 987768 MLS
Welcome to The Hummingbird Estates. An enclave that features 5 homes that uniquely marry design, materials and texture. Seller has poured his heart into building an exquisite escape. Determination and detail brings this home to a level of luxury that has yet to be met in Southeast. Showcasing high end materials from the first entry throughout you experience the quality in craftsmanship. A beautiful stone entryway opens to vaulted well framed clean lines, hidden moldings and walls of windows. The kitchen combines granite, custom cabinetry and high end appliances for a chefs dream. The combination of stone, metal and glass are classically combined to showcase this Prarie style home. With 4BR, 4.5BA and 5,400 Sq ft of living quarters the architectural design allows for a flow that invites both relaxation and entertainment. Imagine a relaxing read off of the main bedroom deck overlooking water views or a night of entertaining on the patio. There is still time to choose finishes. Additional Information: ParkingFeatures:3 Car Attached,

74 Root Avenue, Carmel

$2,500,000
4 Beds ⋅ 5 Baths ⋅ 970165 MLS
Tucked mid-block on a quiet cul-de-sacstreet, this beautifully appointed 4-bedroom, 4.5-bathroom home delivers the lifestyle you've been looking for. On the first floor, rooms flow seamlessly from one to the next. The eat-in kitchen is outfitted with stainless steel appliances and opens to a large dining room with sliders to the yard. The den features vaulted ceilings, a fireplace, and sliders leading to a light-filled sunroom. An en suite bedroom doubles as a home office, and a half bath rounds out this level. Upstairs, three bedrooms each enjoy access to spa-caliber bathrooms — thoughtfully updated with the finishes you'd expect in a luxury hotel. The primary suite impresses with generous closets and a private balcony overlooking the lush yard below. The finished basement is currently configured as a home theater and separate recreation room, complete with a full bath. Out back, your private retreat awaits with a heated pool, jacuzzi, tennis court, and built-in BBQ you and your guests will never be bored. Minutes to beaches, dining, and everything East Quogue has to offer

4 Polo Grounds Lane, East Quogue

$2,500,000
3 Beds ⋅ 4 Baths ⋅ 964215 MLS
On a quiet corner in the heart of Middle Village stands a home that immediately sets itself apart — a solid brick residence where craftsmanship, scale, and thoughtful design come together in a way rarely seen in the neighborhood. Built with steel beam construction and a steel-reinforced staircase, the home offers a level of strength and permanence you can feel the moment you walk in. Inside, with 3,350 square feet unfolds with rich Canadian maple flooring, sleek porcelain tile, and hand-applied Venetian stucco that adds warmth and texture throughout. Each upstairs bedroom opens to its own private balcony, creating peaceful outdoor moments above the tree-lined streets. The kitchen is both a showpiece and a true working space — custom oak cabinetry, a dramatic quartz island, a professional six-burner double-oven range by Viking, a rare Rizzoli wood-burning oven, and a full LG appliance package make it ideal for everyday living or unforgettable gatherings. Radiant heat runs on every level. The fully finished lower level with a full bath expands the living space even further, perfect for recreation, guests, or extended use. A private garage, beautifully paved exterior, and a covered backyard retreat complete the experience. Just moments from Juniper Valley Park, local shops, restaurants, and neighborhood cafes, the location is as convenient as it is charming. The M train at Metropolitan Avenue provides a direct commute to Manhattan in approximately 35 to 40 minutes, while nearby access to the Long Island Expressway, Brooklyn-Queens Expressway, and Jackie Robinson Parkway makes getting anywhere in the city or to Long Island effortless. This is not just another property — it is a true one-of-one residence for Middle Village, built with intention, designed for longevity, and finished with a level of detail that is rarely duplicated.

6372 74th Street, Middle Village

$2,499,999
5 Beds ⋅ 5 Baths ⋅ 1043619 MLS
Experience modern luxury at 26 Cecilia Lane, a completely move-in-ready, 5,055-square-foot contemporary ranch that pairs impressive scale with the effortless ease of predominantly first floor living. Flooded with natural light and set on more than 1.5 acres of professionally landscaped, flat and usable grounds, this exceptional residence offers 5 bedrooms, 3 full bathrooms, two powder rooms and the rare option to choose between the award-winning Byram Hills or Chappaqua school districts. A gracious foyer sets the tone, opening to living spaces designed for comfortable daily activities and effortless entertaining. The living room opens through sliding glass doors to an expansive bluestone patio, blurring the line between indoor and out against a backdrop of lush private grounds. The formal dining room flows seamlessly into a sun-filled eat-in kitchen, which opens directly to the patio for easy indoor-outdoor dining and gathering. At the heart of the home is a dramatic family room with vaulted ceilings, anchored by a wood-burning fireplace and framed by an abundance of windows overlooking the surrounding landscape. Warm, inviting and filled with natural light, it is an ideal gathering space in every season. A private bedroom wing places all five bedrooms conveniently on the main level. The serene primary suite features generous walk-in closets and an en-suite bathroom while three additional well-proportioned bedrooms share an oversized hall bathroom. A fifth bedroom adds flexibility as a guest suite or home office. A beautifully appointed powder room, an oversized mudroom with laundry, along with direct access to the attached two-car garage round out the main level with everyday luxury and convenience. The home’s impressive scale continues upstairs, where a versatile loft and full bathroom offer abundant space for recreation, work, fitness or guests. The finished walkout lower level offers additional flexibility, complete with its own powder room and direct access to the backyard. Outside, the expansive lawn, established perennial gardens, mature trees and thriving vegetable garden create a private park-like setting with abundant room to relax, play, garden and entertain. Set in a peaceful, sought-after neighborhood, this home is close to the North White Plains and Pleasantville train stations, the Pleasantville Farmers Market, Jacob Burns Film Center, and shopping in both Armonk and Chappaqua. Rare in its scale, light, privacy and flexibility, 26 Cecilia Lane delivers a turnkey offering of elegance and expansive outdoor living in one of Westchester's most prime locations. VERY ATTRACTIVE TAXES!

26 Cecilia Lane, Pleasantville

$2,499,999
5 Beds ⋅ 5 Baths ⋅ 1042971 MLS
Welcome to this spacious 5-bedroom, 4.5-bath home located in prime Woodmere Park, situated on an impressive 15,000 sq. ft. lot in District 15, offering the benefit of lower taxes. With four levels of living space, this home provides plenty of room for comfortable everyday living and entertaining. The home features solar panels, a separate private office, dedicated utility room, spacious den with surround sound, and a 2-car garage. Additional highlights include 3-zone central air conditioning, gas, a sprinkler system, and a security alarm system. With generous indoor and outdoor space, a versatile layout, a prime Woodmere Park location, and the advantage of lower District 15 taxes, this home is a fantastic opportunity!

616 Woodmere Boulevard, Woodmere

$2,499,999
6 Beds ⋅ 7 Baths ⋅ 1038361 MLS
Set on approximately 2.5 acres in Old Field, 126 Old Field Road is a completely renovated residence offering approximately 6,500 square feet, 6 bedrooms, 6 full bathrooms and 1 half bathroom, with the space and layout of a true North Shore estate. A dramatic two-story entry introduces the home, opening to beautifully proportioned formal and informal living spaces with hardwood floors, detailed millwork and an abundance of natural light. The great room is one of the home’s standout spaces, with soaring ceilings, a fireplace and an impressive wall of windows and doors overlooking the property. The renovated kitchen offers generous cabinetry, stone countertops, stainless steel appliances, a large center island and a separate eat-in area, with an easy connection to the surrounding living spaces. A formal dining room and additional front sitting room provide distinct spaces for entertaining without losing the home’s open, comfortable flow. The main level also offers flexibility for a first-floor primary suite or private guest suite, giving the home added versatility for extended family, guests or anyone looking for convenient first-floor living. The primary suite is exceptionally spacious, with a vaulted ceiling, room for a private sitting area, multiple windows and a large fitted walk-in closet. Additional bedrooms are generously sized, while the renovated bathrooms continue the clean, updated feel found throughout the home. Comfort features include central air conditioning and radiant heated flooring where available. The fully finished lower level feels like an extension of the home rather than an afterthought, with approximately 10-foot ceilings, a full bathroom, substantial storage and enough open space to create a gym, theater, bar, game room, lounge or multiple recreational areas. Outside, the home sits well back on a broad, manicured lawn surrounded by mature trees and established landscaping, creating a private setting that feels removed while remaining convenient to Stony Brook, Setauket and the surrounding North Shore communities. An attached 3-car garage, expansive driveway and front and rear irrigation complete the property. A rare combination of acreage, scale, extensive renovation and flexible living space in one of Old Field’s most established residential settings.

126 Old Field Road, East Setauket

$2,499,999
5 Beds ⋅ 3 Baths ⋅ 1035659 MLS
Stunning Victorian nestled in the heart of Northport Village, offering breathtaking views of Northport Harbor and set on a magnificent one-acre property. From the moment you enter into the dramatic two-story foyer, you'll be captivated by sweeping water views, soaring ceilings, exquisite custom moldings and gleaming hardwood floors that flow throughout this exceptional home. Designed for both elegant entertaining and comfortable everyday living, this immaculate residence features five spacious bedrooms and three full bathrooms. The sun-filled formal living room and elegant formal dining room provide timeless charm, while the expansive eat-in kitchen boasts a center island, generous dining area, and opens seamlessly to the inviting living room with a cozy fireplace. The first floor includes a versatile bedroom or home office with beautiful harbor views. Upstairs, the luxurious primary suite is a true retreat, highlighted by a charming turret with spectacular panoramic water views and the convenience of a private elevator extending to the third floor. Three additional oversized bedrooms offer abundant space for guests. A full basement with direct access to the garage provides endless possibilities for storage, recreation, or future finishing. Proceed outside to your private backyard oasis featuring a spacious patio just off the kitchen, perfect for outdoor dining and entertaining while enjoying the peaceful surroundings. This extraordinary Village residence combines timeless Victorian elegance with modern amenities, an unbeatable location, and stunning water views—offering a truly rare opportunity to enjoy the very best of Northport living!

230 Woodbine Avenue, Northport

$2,499,999
5 Beds ⋅ 4 Baths ⋅ 1019434 MLS
This extraordinary Old Brookville estate at 19 Pheasant Hill Lane, featured in Architectural Digest, is a rare Georgian inspired residence that embodies timeless architecture, exceptional craftsmanship, and refined design. Perfectly positioned on two flat, private acres along one of Old Brookville’s most peaceful and coveted streets, this 5 bedroom, 3.5 bath home offers elevated living within the award winning North Shore School District. A charming circular driveway welcomes you to the stately facade, where grand Georgian columns create an unforgettable first impression. Beyond the marble foyer, the home unfolds with elegant living spaces rich in character and architectural detail. Luxurious marble bathrooms, custom designer lighting throughout, and a spectacular all glass cupola that fills the home with natural light showcase the remarkable quality and craftsmanship found in every room. Designed for today's lifestyle, the thoughtfully planned layout includes a first-floor bedroom, ideal for guests, extended family, or a private home office. Every space reflects warmth, sophistication, and timeless appeal, creating a home that is both inviting and impressive. The fully finished lower level is an entertainer's dream unlike any other. Featuring an expansive restaurant style bar, a custom built nightclub inspired entertainment venue complete with a DJ booth, dance floor, and generous gathering areas, this one of a kind space is perfectly suited for hosting unforgettable celebrations and private events. Outside, the sprawling two acre property offers endless possibilities to create your own resort style backyard oasis. With ample room for a luxurious pool, spa, outdoor kitchen, tennis or pickleball court, and beautifully landscaped gardens, the grounds provide the perfect canvas for exceptional outdoor living. Ideally located just minutes from the charming villages, fine dining, boutique shopping, renowned country clubs, parks, and Long Island Rail Road stations, this exceptional residence offers the perfect balance of privacy, convenience, and prestige. A truly remarkable Architectural Digest featured estate where timeless elegance, extraordinary entertaining, and the coveted Old Brookville lifestyle come together in one exceptional offering.

19 Pheasant Hill Lane, Old Brookville

$2,499,999
5 Beds ⋅ 5 Baths ⋅ 1015209 MLS
Welcome to 2 Greenwood Lane! A Massive Contemporary Estate situated on a premier, park-like acre within the prestigious Rolling Hills area of Syosset School District. This expansive 5-bedroom, 4.5-bathroom home offers an unparalleled combination of grand scale, structural integrity, and architectural warmth. From the moment you step into the soaring two-story center hall foyer, you are greeted by an inviting, open-concept layout that allows you to see the true expanse of the home. Designed for both grand entertaining and comfortable daily living, the main level features a sun-drenched formal living room, a gracious formal dining room, and a massive den off the kitchen complete with a custom bar—perfect for hosting gatherings. Upstairs, the sleeping quarters are remarkably spacious, highlighted by a sprawling primary suite featuring dual walk-in closets and a dedicated en-suite bath. A massive, full finished basement with high ceilings offers the perfect footprint for a home theater, gym, or recreation area. Step outside onto a trex deck and overlook your own private paradise. The meticulously landscaped, park-like yard features a sweeping patio surrounding a pristine in-ground pool—your private summer country club. This home has been meticulously maintained, it is the perfect opportunity to bring your own personal style and vision to a beautifully maintained estate. This is your chance to create a forever home of your own in one of Woodbury's most desirable neighborhoods. 3D Tour: https://my.matterport.com/show/?m=WmMqijM6QPP

2 Greenwood Lane, Woodbury

$2,499,900
3 Beds ⋅ 3 Baths ⋅ 1006189 MLS
Welcome to one of the Hudson Valley's most iconic private estates; an extraordinary 38+ acre retreat offering luxury, recreation, equestrian amenities, abundant space for custom vehicle enthusiasts and unmatched entertaining spaces. Known locally as the famed "Orange County Choppers House," this remarkable property blends rustic elegance with modern comfort in a setting designed for those who appreciate both refined living and outdoor adventure. Beyond the gated entrance, a winding driveway passes fenced paddocks, open meadows, a pond, farm animal run-in sheds and a row barn, before arriving at the impressive log home, complete with a wraparound covered porch, metal roof, and expansive courtyard driveway with ample space for oversized vehicles and equipment. Inside, the home showcases rich wood craftsmanship, soaring ceilings, and breathtaking views of the surrounding mountains, koi ponds, and manicured gardens. The chef's kitchen features custom wood cabinetry, granite countertops, a center island, and spacious dining area, while a practical mudroom includes a convenient dog washing station. The dramatic great room serves as the heart of the home with floor-to-ceiling windows and a striking stone fireplace. The main level offers a private office, full bathroom, and a luxurious primary suite complete with a walk-in closet and spa-inspired ensuite featuring a floating jetted soaking tub, oversized tiled shower, and double vanity. Nearly every room opens directly to inviting outdoor living spaces that seamlessly connect the home to its natural surroundings. Upstairs, two generously sized bedrooms share a full bath, while a peaceful loft-style sitting area overlooks both the great room below and the picturesque grounds beyond. The partially finished lower level provides endless potential with a full bathroom and bar area already in place, awaiting your personal finishing touches. A full house generator offers peace of mind all year long. Step outside and discover a true resort-style oasis. The spectacular multi-level heated pool features a slide, wading area, and extensive lounging spaces. The pool house includes a tiki bar, full bathroom, and outdoor shower, while dual Thor grills, granite serving stations, and a shaded pergola create the ultimate setting for unforgettable gatherings. The estate continues to impress with a heated two-story showroom garage offering over 7,000 square feet of commercial grade space. The upper level includes two guest apartments, each with kitchenettes, bedrooms, and bathrooms, creating exceptional opportunities for extended family, guests, or staff accommodations. Equestrian enthusiasts will appreciate the classic red two-story barn currently configured for five horses with room for expansion, along with a massive hay loft, multiple fenced paddocks, and supporting run-ins. An impressive 6000 sq ft commercial grade mechanic's garage and workshop sits farther down the drive, providing privacy and flexibility for hobbyists, collectors, or business pursuits. Completing this extraordinary offering is a stunning 1+ acre pond featuring docks, a waterfall, and waterside grilling patio—an idyllic backdrop for fishing, entertaining, or simply enjoying the peace and beauty of the Hudson Valley countryside. Rarely does a property offer this level of privacy, recreation, functionality, and luxury. Whether envisioned as a compound, equestrian estate, entertainer's paradise, or Hudson Valley retreat, this iconic property delivers a lifestyle unlike any other.

95 Judson Road, Montgomery

$2,499,000
4 Beds ⋅ 3 Baths ⋅ 1055472 MLS
Ocean Views, Rooftop Deck & 36' Pool — Modern Resort Beach Living Steps from the Sand Sleek, sun-filled and steps from the beach, this striking 4-bedroom, 3-bath white stucco contemporary sits on an oversized lot and offers something rarely found in Atlantic Beach: a quiet location off the main street with a completely unobstructed ocean view. Clean modern lines, walls of glass and a flat-roof design give the home a distinctly Art Moderne feel. Sliding glass doors open the entire side of the home to a wraparound deck with outdoor dining, leading down to the heated 36-foot pool and built-in spa. With a southern exposure, the pool enjoys sun from morning to evening, surrounded by mature trees and lush privacy hedging on a generously sized lot. The heart of the home is an open living, dining, and kitchen area with granite counters, a center island with seating, glass-front display cabinets, along with an exceptional amount of built-in storage. Upstairs, a warm wood-paneled lounge with soaring ceilings and floor-to-ceiling windows overlooks the ocean. Sit on the expansive rooftop deck with Adirondack chairs and take in unobstructed views of the Atlantic ocean, and the beach. Watch the sunrise over the water with coffee, or the sunset with a glass of wine. Residents private beach with chair service, boardwalk are just across the way. A true year-round retreat or the ultimate summer escape.

40 Fulton Avenue, Atlantic Beach

$2,499,000
5 Beds ⋅ 6 Baths ⋅ 1049643 MLS
Welcome to 4 Ariana Court, a magnificent brick colonial estate featuring 5 bedrooms and 5.5 bathrooms on a private cul-de-sac. A grand sweeping circular driveway leads to a double-door entry opening into a dramatic double-height foyer with a bridal staircase, gleaming dark tile floors, and a crystal chandelier. Expansive formal and informal spaces throughout the home showcase rich hardwood floors, intricate moldings, vaulted ceilings with skylights, and floor-to-ceiling stone details. The family room has vaulted ceilings and wet bar.The gourmet kitchen offers a center island, Sub-Zero refrigeration, custom cabinetry, and a sunlit breakfast area. Designed for both grand scale and daily comfort, the home boasts flexible interior layouts across multiple finished areas, including secondary kitchen amenities and dedicated utility spaces. Outdoors, the expansive, park-like grounds present an extraordinary outdoor setting. Multi-tiered paver patios with built-in grilling space step down to sprawling lawns, lush landscaping, and mature trees. Highlights include an in-ground pool with a slide and hot tub, elevated balconies, and serene, private wooded borders.

4 Ariana Court, Oyster Bay Cove

$2,499,000
5 Beds ⋅ 4 Baths ⋅ 1034061 MLS
This beautifully renovated and completely move-in ready home is situated in one of Larchmont’s most convenient neighborhoods. Offering an effortless lifestyle, this residence is located very close to town, local shops and restaurants, and the Metro-North train station for a seamless commute. Inside, thoughtful renovations shine throughout the chef's kitchen and the main living areas, while the sprawling, fully finished lower level and finished garage add over 1350 square feet of exceptional living space not included in the official square footage. Downstairs, you’ll discover a stylish, Greenwich Play-designed recreation room, a full bath, a bedroom/office with an egress window, a convenient kitchenette, and dedicated finished storage, making it the ideal setup for an au pair suite, guest quarters, or ultimate entertainment hub. The well-appointed second floor continues to impress, with four spacious bedrooms, a dedicated TV room for cozy gatherings and relaxation, and a convenient second-floor laundry room that takes the hassle out of chores. And outside, you'll enjoy a private and professionally landscaped yard with great entertaining and play space. Blending turnkey condition, versatile living spaces across all levels, and an unmatched location, 10 Wildwood Road represents Larchmont living at its finest.

10 Wildwood Road, Larchmont

$2,499,000
5 Beds ⋅ 3 Baths ⋅ 1040562 MLS
Welcome to an exceptional offering within The Moorings, one of Long Island’s distinguished private gated waterfront communities with 24 hour security, tennis/pickleball courts and marina. Spanning nearly 5,600+ square feet, this impressive residence offers generous proportions and remarkable privacy, complemented by a private deeded boat slip, three-car garage, water views, beautifully landscaped grounds and expansive indoor and outdoor entertaining spaces. A grand entry foyer sets the tone inside, introducing elegant formal sitting and dining rooms accented by custom moldings. The expansive eat-in kitchen serves as the heart of the home, opening naturally to a comfortable family room. An impressive recreation room features a bespoke built-in wet bar, complemented by a pool table and generous seating overlooking the backyard and pool. A first-floor bedroom adds convenience and flexibility for family and guests. Upstairs, the primary suite features an ensuite bath and two large walk-in closets, accompanied by three additional bedrooms, a dedicated gym and office. The gym and office space provide exceptional flexibility, with the potential to create a private guest wing, extended-family quarters or additional living space to suit a variety of needs. A second-floor balcony provides another place to take in the surroundings overlooking mature, thoughtfully designed landscaping and nature preserve; offering exceptional privacy and a peaceful natural backdrop. A heated in-ground pool, expansive deck and patio create multiple areas for outdoor dining, entertaining and relaxing. Situated along a quiet cul-de-sac, the home enjoys a peaceful setting while remaining conveniently positioned within the community. With the private deeded boat slip just a short walk away, The Moorings brings together boating, privacy, security and the amenities of an established waterfront community in this desirable boating enclave.

7 The Keel, East Islip

$2,499,000
4 Beds ⋅ 3 Baths ⋅ 1025848 MLS
37 Soundview Drive | Shoreham, New York Set against the dramatic backdrop of the Long Island Sound, 37 Soundview Drive is a completely renovated coastal residence where exceptional water views and thoughtfully designed outdoor living take center stage. The home offers three bedrooms, three full baths, and a dedicated office, with a bright, open layout designed to capture views of the Sound from virtually every room. The living and dining spaces flow naturally into the eat-in kitchen, creating an inviting setting equally suited to relaxed everyday living and entertaining. Outside, the property’s 1.78 acres becomes a private resort. A gunite pool with a waterfall edge overlooks the landscape, complemented by an outdoor fireplace for evenings under the stars. A private putting green with its own tee box adds a distinctive recreational element, while access to a beautiful sandy beach on the Long Island Sound completes the coastal experience. Completely renovated and beautifully positioned, 37 Soundview Drive offers a turnkey opportunity to enjoy refined North Shore living—defined by sweeping water views, sandy beach access, privacy, and an effortless connection between indoors and out.

37 Soundview Drive, Shoreham

©2019 Global Multiple Listing Service, Inc. The data relating to real estate on this website comes in part from the Internet Data Exchange program of the GMLS. All information is deemed reliable but not guaranteed and should be independently verified. All properties subject to prior sale, change, or withdrawal. Neither listing broker(s), GMLS shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing. Data last updated

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.