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$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

$3,499,999
918981 MLS Kathy's Resort and Cottage BLDG.
Welcome to Kathy's Resort & Cottages. Nestled on over 5 acres of beautifully maintained grounds, this well-established, family-run resort features 18 total units, including a 2,500 sq. ft. main house with private living quarters and office, 8 charming A-frame chalets, and 9 fully equipped housekeeping apartments. Each unit offers modern kitchens and updated baths with tubs and showers, providing guests with the perfect balance of Adirondack charm and home-like comfort. Resort amenities include a 20'x40' heated in-ground pool, picnic tables, gas grills, park, ping pong table and open space for recreation, and ample parking. This property offers excellent cash flow potential with both strong summer and winter rental income proven history of success supported by loyal, repeat clientele. Accessibly located on the south end of Lake George Village, the resort is just 3 minutes from the lake, shops, restaurants, and all local attractions, and a short drive to West Mountain, Gore Mountain, and countless Adirondack outdoor activities. With a proven history of success, this property offers long-term, sustainable income and an exceptional investment opportunity. Don't miss your chance to own one of Lake George's beloved resort destinations!

2354 Rt 9n, Lake George

$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
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
4 Beds 4 Baths 1020331 MLS
Private, pristine, and impeccably maintained, 19 Cedarfield Lane is set on beautifully landscaped grounds that offer exceptional privacy and a true sense of retreat. This four-bedroom, three-and-a-half-bath residence features a home office, media room, and inviting living spaces designed for effortless year-round living. Outdoors, a beautifully landscaped backyard is centered around a sparkling pool and tennis court, creating the perfect setting for relaxation and entertaining. A screened porch, pergola, awning, fire pit, shed, and beautifully manicured gardens further enhance the outdoor experience, while a central vacuum system adds everyday convenience. All of this is just moments from Westhampton Village and the ocean.

19 Cedarfield Lane, Westhampton

$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
1005250 MLS
Hampton Bays Income Producing Property Exceptional opportunity to own a fully income-producing mixed-use property situated on .31 acres. This versatile asset features approximately 1,700 SF of wet-use commercial space on the ground level, ideal for a variety of business uses, with an additional 1,700 SF of residential space above and an 1800 sf back house The residential component includes a total of 8 apartments plus a separate 3-bedroom house, offering multiple streams of rental income and strong long-term investment potential. Property Highlights • Mixed-use investment property • Approx. 1,700 SF wet-use commercial space • Approx. 1,700 SF residential space above • Approx 1,800 SF Back house • 8 income-producing apartments • Separate 3-bedroom house • Situated on .31-acre lot • Multiple income streams • Strong rental potential • Ideal for investors seeking cash flow and upside Whether you're expanding your portfolio or seeking a stable income-producing asset with redevelopment or value-add potential, this property presents a rare opportunity.

87 North Road, Hampton Bays

$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
6 Beds 7 Baths 894314 MLS
**Starting Summer 2026!** Brand New Waterfront 6000 sq ft Modern Barn Home on 2acre Lot, *PRE-CONSTRUCTION PRICE* 6 Bdrm 6.5 Bath,2 acre lot, 10ft Ceilings w 8'ft Interior Doors,2x4 2x6 Framing, Oversized Andersen400 Windows,Exterior Doors, 5/8 sheetrock, Energy Star Insulation, interior soundproofing. Pre wired A/V, alarm, cameras, Wi-Fi. Custom Kitchen Cabinetry & Bath Vanities. Kohler Bath Fixtures, Frameless Bath Enclosures, Marble & Porcelain Tile baths, Marble and Quartz Countertops. Hi End Appliances. 6" White Oak Floors Herring Bone Patterns, 2 Fireplaces, Modern LED Lighting, Designer Moulding & Trim Package. Fully Finished Garage, finished Basement. Emtek Hardware throughout, Central Vac. Smart Home Technology with PDA controlled Thermostats. Bosch Heat Pump System with 85 gallon electric Hot water tank, in ground 500gal propane tank,Designer Landscape Package w/ Privacy Trees ,Specimen Trees, 600 Perennials, boxwoods, Sod Lawn, IGS, Trex Dock w/ launching pad, 20' x 40' Gunite Heated Pool with Masonry Patios ,walkways and aprons.

326 Nissequogue River Road, Nissequogue

$3,499,000
5 Beds 7 Baths 888909 MLS
Welcome to Cloud Walk Estate, a once-in-a-lifetime opportunity to own the entire summit of a private mountain in East Fishkill, NY. Encompassing nearly 120 acres across three parcels, this extraordinary estate offers panoramic views stretching close to 150 miles — a setting that simply cannot be replicated. Perfectly positioned just 90 minutes from NYC, this legacy property features five distinct structures, miles of paved driveways, and extensive ATV trails — making it ideal as a family compound, luxury retreat, or creative enclave. Whether you're seeking a private oasis, an income-producing property, or a future generational estate, Cloud Walk is a canvas ready for your vision. Main House — The Historic Stone House Originally built in 1929 and once owned by Dr. Rushmore, personal physician to President Franklin D. Roosevelt, the Stone House blends timeless craftsmanship with notable provenance. Featuring 4 bedrooms, 3 full baths, 2 half baths, and over 2,600 sq ft of living space, the home is wrapped in stunning stonework and filled with historic character. Inside, you'll find 3 gas fireplaces and 2 wood-burning hearths, two staircases, and a sun-drenched stone patio with some of the most breathtaking views in the Hudson Valley. A large unfinished basement and attic invite further customization and expansion. The Guest House — Modern Luxury Meets Nature A newly constructed (2022) 816 sq ft one-bedroom residence complete with a sleek full kitchen, office/den, radiant floor heat, modern lighting, laundry, and a one-car garage with an EV charger. Ideal for hosting guests or offering complete privacy for creative endeavors or extended stays. The Country House — A Charming Renovated Escape Located at 7 Looking Rock Lane, this fully renovated 3-bedroom, 2.5-bath home is filled with rustic charm. Soaring wood beams, a beverage center, full kitchen, laundry, and your very own private pond with a fountain make it the ultimate getaway. A separate driveway and unique "Hobbit Hole" feature add to its storybook appeal. The Historic Barn — Endless Possibilities Formerly a horse barn, this structure is ready for restoration or reinvention. With strong bones, original stalls, and electricity already in place, it could become a dream event space, studio, or guest quarters. A generator is also hooked up for added peace of mind. Oversized 3-Car Garage with Loft A car lover’s dream, this 3-bay garage includes an electric car charger, two carports, and a vaulted loft — perfect for a gym, guest suite, or creative studio. A separate electric meter provides independence and flexibility. The Grounds The estate boasts nearly 1.5 miles of private, paved roads, ideal for ATVs, bikes, or scenic strolls. A massive heated 18x38 in-ground pool with a diving board awaits you, framed by serene forest and never-ending sky. With multiple build sites and subdivision potential, the property offers both luxury and legacy. Additional Features: • Backup 22kW Generator (Stone House, Guest House, Barn) • Low Taxes for Acreage of This Scale (~$37,000 annually) • Two Driveways for Optimal Access • Zoned for Maximum Flexibility This is not just a property — it’s a mountain-top kingdom with a presidential legacy. Whether you're looking to build a multi-generational compound, develop a creative or spiritual retreat, or simply own one of the Hudson Valley's most breathtaking private holdings, The Cloud Walk Compound is ready to welcome you. *Bedroom, Bathrooms, and Sqft Only reflect the Main & Guest House*

401 Woodmont Road, Hopewell Junction

$3,498,000
5 Beds 6 Baths 956150 MLS
Experience refined new construction living at 50 Austin Place, a thoughtfully designed to-be-built 2026 Colonial estate set on 11.22 private acres in the heart of Briarcliff Manor. Offering 5,775 square feet of elevated living space, this 5-bedroom, 5.5-bath residence seamlessly blends timeless architecture with modern functionality. Estimated completion Winter 2026. A dramatic double-height foyer sets the tone upon entry, complemented by custom millwork, oversized windows, and 7-inch white oak flooring that extends throughout the home. The main level features 9-foot ceilings and a seamless, open flow designed for both everyday living and elevated entertaining. Anchoring the home is a chef’s kitchen outfitted with premium GE Monogram appliances, quartz countertops, custom cabinetry, an oversized island with seating for five, a butler’s pantry, and a fully equipped wet bar with beverage and wine refrigeration. The upper level offers 8-foot ceilings and well-appointed bedrooms, including a luxurious primary suite designed as a true retreat. Highlights include tray ceilings, dual walk-in closets, and a spa-inspired bath featuring a soaking tub, glass-enclosed shower, double vanity, and designer finishes with porcelain and marble tile throughout. Each additional bedroom is complemented by its own en-suite bathroom with custom vanities, walk-in closets and high-end finishes. The lower level features 10-foot ceilings and a walk-out design, providing exceptional flexibility for future living space. A 3-car attached garage offers ample storage and convenience. Set far back from the road, a long private driveway leads to this secluded, wooded estate setting, offering unmatched privacy and tranquility. The expansive 11.22-acre property is site-approved for a pool and presents endless possibilities for outdoor living and recreation. Built with energy efficiency in mind, the home includes multi-zone HVAC, high-end windows, and spray foam insulation, delivering both comfort and long-term value. A rare opportunity to own new construction with scale, privacy, and craftsmanship in one of Briarcliff Manor’s most sought-after locations.

50 Austin Place, Briarcliff Manor

$3,498,000
813794 MLS
Excellent Investment Opportunity in the Heart of Jackson Heights!!! Discover this excepcional mixed-used building, perfectly situated in one of the Queen's most vibrant neighborhoods. This well-build property features five spacious apartments and an extra-large commercial space located on the first floor, offering incredible flexibility for various business ventures. Commercial space ideal for multiple types of business such a Dr's office, daycare center, church, retail shop and more. Ample space to accommodate your vision and business needs. Conveniently located near mayor transportation needs for easy access. Close to schools, restaurants, and local amenities, making it highly desirable area for residents and business alike. Situated in the heart of Jackson Heights , known for its bustling and diverse community. Don't miss this rare opportunity to own a versatile investment property in a thriving neighborhood. Whether you're an investor or a business owner, this building is a perfect choice.

35-50 92 Street, Jackson Heights

$3,495,000
4 Beds 7 Baths 1032753 MLS
Set on 11 idyllic acres, this unparalleled estate is a rare find in the Byram Hills School District in Armonk, NY, right on the Greenwich, CT border. A private gated entrance opens up to this peaceful retreat, with breathtaking grounds including European-style gardens, fieldstone rock walls, stone patios and an outdoor pizza oven, walking path that wind past a pond toward a spectacular in-ground Gunite pool and spa and through the gardens. Serene water views carry through much of the home and property, and the exquisite, extensive landscaping alone represents years of thoughtful design. The 6,639 square-foot brick home offers quality construction and unique architectural character throughout, including four spacious bedrooms and original mural artwork found in select rooms. Home includes many amenities such as a sauna, gym, greenhouse, workshop, balconies and third floor loft with built-ins. Two home offices and an additional 1200 sq ft in lower level. Located in the Byram Hills School District with a Greenwich, CT mailing address, the property is conveniently located 10 minutes to downtown Armonk and 15 minutes to downtown Greenwich, CT, with the privacy and scale of a country estate.

25 Edgar Road, Armonk

$3,495,000
4 Beds 4 Baths 1023246 MLS
A Hamptons alternative with exceptional waterfront serenity, this expanded brick ranch offers breathtaking 180-degree views of Long Island Sound, spectacular sunsets, the Manhattan skyline, and passing boats. Located on iconic East Island (Morgan’s Island)—once owned entirely by J.P. Morgan Jr.—residents enjoy a private boat launch and exclusive access to two beaches. Renovated in 2005 and meticulously maintained, the home features hardwood floors throughout and dramatic wall of windows across the rear as well as the Primary bedroom, maximizing the stunning waterfront views. The home offers 4 bedrooms, including a luxurious primary suite with radiant-heated bath with soaking tub, spa shower, and towel warmer, two walk-in closets, and panoramic western water views. Two additional bedrooms and hall bath are on the main level, while the second floor features a private guest bedroom with a full bath and abundant storage. The spacious kitchen includes a center island, granite countertops, Terra Cotta quarry tile flooring, a walk-in pantry, Sub-Zero refrigerator, Miele dishwasher, and garbage disposal. The living room with a propane fireplace and the dining room with custom built-ins showcases sweeping water views. Additional highlights include two laundry rooms (main and upper levels), an attached two-car garage, burglar and fire alarm systems, four-zone central air, a four-zone Buderus oil-fired heating system, a brand-new hot water heater, and a whole-house generator. NOT IN A FLOOD ZONE!

32 Westland Drive, Glen Cove

$3,495,000
9 Beds 5 Baths S1688278 MLS
Built in 1883 at the height of America’s Gilded Age, Comfort Island is one of the Thousand Islands’ most distinguished private estates. Commissioned by a prominent Chicago industrialist during the era when America’s great fortunes created legendary summer residences along the St. Lawrence River, the estate represents a rare opportunity to own not simply a home, but an enduring piece of North American history. Occupying approximately 1.8 private acres, 9 bedrooms, 4.5 baths, the island has been painstakingly transformed through an extraordinary eight-year restoration. Every surface was carefully renewed while preserving the craftsmanship and character that define the estate’s nineteenth-century origins. Behind its historic walls lies an entirely modern residence, featuring new plumbing, electrical systems, HVAC, insulation, and mechanical infrastructure, allowing today’s owners to enjoy the elegance of the Gilded Age with every contemporary convenience. Surrounded by the sparkling waters of the St. Lawrence River, the estate feels worlds away, yet the mainland marina is only three minutes away by boat, placing restaurants, boutiques, golf, marinas, and everyday conveniences within effortless reach. The estate extends well beyond the main residence. A collection of beautifully restored historic outbuildings creates intimate destinations throughout the property—spaces for entertaining family and friends, quiet reflection, creative pursuits, or simply enjoying the rhythm of river life. Expansive dockage and a classic boathouse provide exceptional accommodations for both residents and visiting guests, making arrivals by water as gracious as they were more than a century ago. Whether hosting an elegant summer dinner on the porch, gathering generations of family for celebrations, or enjoying a peaceful morning overlooking passing yachts and freighters, every corner of the property has been designed to embrace both grand entertaining and private retreat. This is truly a rare offering.

45436 Comfort Islnd, Alexandria

$3,495,000
4 Beds 3 Baths 1016745 MLS
Welcome to your own private waterfront retreat on nearly ¾ of an acre in Westhampton Beach! Thoughtfully reimagined and extensively improved, this exceptional property offers the perfect blend of luxury, privacy, and effortless coastal living. Featuring 5 bedrooms (or 4 bedrooms plus a nursery/home office), the home includes a newly constructed private guest wing, creating an ideal space for extended family, visitors, or multigenerational living. Nearly every major component of the property has been enhanced, including a comprehensive renovation, a heated saltwater pool, a new sanitary system, professionally engineered shoreline revetment, and the newly added guest wing allowing the next owner to simply move in and enjoy. Inside, light-filled living spaces frame beautiful water views, while outside you’ll discover your own private oasis with expansive entertaining areas, lush landscaping, a heated saltwater pool, and a private dock offering direct access to Moriches Bay. Ideally located just moments from ocean beaches, Westhampton Beach Village, boutique shopping, dining, and world-class golf. With the significant improvements already completed, this is a rare opportunity to own a truly turnkey waterfront property where the next owner can simply unpack and begin enjoying the Hamptons lifestyle from day one. Whether you’re searching for a full-time residence, a weekend retreat, or a legacy waterfront home, this exceptional offering is ready to be enjoyed for years to come.

65 Shore Road, Westhampton

$3,495,000
1014454 MLS
Rarely does a property of this caliber become available. Spanning approximately 234 acres across two contiguous parcels (162 acres and 71.5 acres), this exceptional offering features productive hay and corn fields, rolling farmland, mature woodlands, and breathtaking long-range views of the Taconic Mountains and Catskills. Multiple elevated building sites provide the opportunity to create a private estate, compound, or working farm with spectacular panoramic views. Lovingly stewarded by the same family for generations, the land has been actively farmed and maintained, offering fertile soils and endless possibilities for agriculture, equestrian pursuits, recreation, or development. Private, scenic, and remarkably versatile, this is a rare opportunity to own a significant piece of Hudson Valley countryside.

317 Skunks Misery Road, Millerton

$3,495,000
5 Beds 5 Baths 1011341 MLS
A Waterfront Compound of Rare Scale: Discover a rare waterfront compound designed for the way people truly live in the Hamptons, centered around the water, the outdoors, and effortless gathering with family and friends. Set on nearly a full acre with deep-water dockage, expansive lawns, a heated gunite pool, and multiple structures, 20 Penny Lane offers a waterfront and boating lifestyle rarely found at this price point. Originally renovated and expanded over time, the home blends relaxed coastal comfort with thoughtfully designed living spaces oriented toward the water. The heart of the home is an expansive gourmet kitchen that flows seamlessly into the dining area with wood-burning fireplace and a dramatic vaulted living room filled with natural light. Large glass doors open to a covered porch overlooking the pool, lawn, dock, and open water beyond, creating an easy indoor-outdoor lifestyle throughout the seasons. The upper-level primary suite serves as a peaceful private retreat with water views, its own balcony, and a dedicated office or sitting room with an additional balcony overlooking the property. Two guest suites on the main level provide comfort and privacy for family and visitors, while the lower level offers additional flexible guest accommodations, recreation space, and a full laundry room. A second laundry area within the primary suite adds everyday convenience. A separate cottage of approximately 1,000 square feet adds exceptional versatility to the property. Complete with a wet bar, it functions beautifully as a guest lounge, media room, studio, gym, home office, or creative retreat, a true bonus space that expands how the property can be enjoyed. Outside, the property unfolds into a complete Hamptons waterfront experience. The bulkheaded shoreline and deep-water dock accommodate boats and water toys with ease, while the heated gunite pool, fire pit, covered porch, and sprawling lawn create an ideal setting for entertaining or quiet afternoons by the water. A striking three-car carport, additional barn structure, and mature landscaping complete the compound. Whether your ideal summer revolves around boating, paddle boarding, sunset dinners by the pool, or simply escaping the crowds for a more relaxed waterfront lifestyle, 20 Penny Lane offers a rare opportunity to enjoy the Hamptons from the water outward.

20 Penny Lane, Hampton Bays

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.