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$8,995,000
6 Beds 10 Baths 970669 MLS
OFFERS OF $7,000,000 OR GREATER RECEIVED ON OR BEFORE SEPTEMBER 21, 2026 TO BE CONSIDERED. ENTIRE PROPERTY WAS COMPLETELY RENOVATED FROM 2023 T0 2026. Maison Blanche: An Architectural Icon in Upper Brookville Experience the pinnacle of ultra-modern luxury at 31 Chestnut Hill Drive. Set on five flat, private acres at the crest of a premier cul-de-sac, this architectural sanctuary was originally designed by the renowned architect Gary Gallagher and redesigned by award-winning FAIA architect Stuart Narofsky, leading to an extensively renovated (2023–2026) masterpiece. The residence features six bedrooms with en-suite bathrooms, four additional half-baths, to include an expansive first-floor primary suite. Architectural highlights include two custom floating staircases with glass railings, porcelain and white oak floors, and frameless full-bodied Belldinni doors. The chef’s kitchens in the main and guest houses are equipped with Wi-Fi-controlled Thermador appliances and specialty quartz islands. Uniquely designed for wellness and entertainment, the second-floor features 3 bedrooms and a private gym and Finnish sauna, while the lower level boasts a Dolby-Atmos theater, wine tasting room, a yoga/massage spa, and a wet bar. Outside, a heated saline pool and spa are framed by a porcelain patio and an unobstructing glass railing, and an outdoor wet kitchen. App-controlled for the modern age, the estate features smart management of the custom steel entry gate, five-zone HVAC, motorized shades, security, and a whole-house generator. This is the new standard of Gold Coast living.

31 Chestnut Hill Drive, Upper Brookville

$8,990,000
959080 MLS
Ultra-prime 1031 exchange investment opportunity in the heart of Great Neck Plaza’s busiest commercial corridor. Fully occupied mixed-use commercial building featuring 10 tenants (5 retail + 5 office) with strong, in-place cash flow. Current annual income exceeds $800,000, delivering a rare close to 7% cap rate in a core, transit-oriented downtown location. The property offers long-term stability with significant upside potential. Located in the Business “B” District, which is undergoing zoning modernization encouraging mixed-use redevelopment, allowing for future value enhancement through reconfiguration or repositioning. Steps from LIRR, surrounded by national and local retailers, restaurants, and essential services. Ideal for investors seeking immediate yield, capital preservation, and future redevelopment or income growth potential in one of Long Island’s most established downtown markets.

17 Maple Drive, Great Neck

$8,975,000
6 Beds 9 Baths 1011822 MLS
A Legacy Estate of Uncommon Distinction — Buttonball Hill Conceived in 1929 for Vanderbilt heir Aldred Coster Schermerhorn, Buttonball Hill is a masterwork of Georgian architecture set amid sweeping manicured grounds. The classic red brick and clapboard exterior — crowned by a slate roof and crisp black shutters — announces itself with quiet authority. Inside, a double-height foyer with hand-carved moldings and a gracefully curved staircase sets the tone. Soaring ceilings and a natural flow make the principal rooms equally suited to intimate daily living and grand entertaining. The formal living room opens through French doors into a sun-filled solarium; the chestnut-paneled library and cozy den each offer their own fireplace and garden access. The chef’s kitchen is a true centerpiece — expansive and impeccably appointed, with top-of-the-line appliances, custom cabinetry, and generous counter space designed for serious cooking and effortless hosting. Multiple seating areas make it the natural heart of the home: a sun-drenched breakfast nook overlooking the gardens, a sprawling island ideal for casual dining, and a comfortable sitting area perfect for gathering with family and guests. The primary suite is a sanctuary: sitting room, two ensuite baths, fireplace, and a private balcony with sweeping estate views. Outside, a heated pool, Har-Tru tennis court, and beautifully landscaped gardens round out the resort-caliber grounds. A superbly maintained estate where historic soul meets modern ease — minutes from top schools, village amenities, and convenient rail access to the city.

52 Piping Rock Road, Locust Valley

$8,950,000
7 Beds 9 Baths 1033957 MLS
Situated on over 4 acres spectacular waterfront acres, this extraordinary estate offers the perfect blend of luxury, privacy, and timeless sophistication. This exceptional residence showcases impeccable craftsmanship, hardwood floors, and breathtaking water views from nearly every room. Designed for elegant entertaining and everyday living, the home features four fireplaces, a gourmet chef's kitchen with Viking and Sub-Zero appliances, propane cooking, a spacious walk-in pantry, and a stylish wet bar. The first floor offers two ensuite bedrooms and a laundry/mudroom conveniently located off the 3-car garage. The second level includes five luxurious bedroom suites, a private office, and a spacious media room. Outside, enjoy a heated Gunite pool surrounded by a beautiful mahogany deck, hot tub, and a gazebo, all situated within the park-like grounds. A brick paver driveway completes the impressive curb appeal. This waterfront estate offers an unparalleled lifestyle, combining luxury amenities, and breathtaking views. Some photographs have been digitally enhanced and/or virtually staged to illustrate the property's potential while preserving its overall character.

19 Jagger Lane, Westhampton

$8,950,000
5 Beds 7 Baths 1015563 MLS
Set on .94+/- acres, this rare south of the highway opportunity is on a private Sagaponack cul-de-sac with deeded ocean access and water views of the Ocean, Sagaponack Pond, and sweeping Farm Fields. Spanning three levels with a rooftop deck offering three scenic outlooks, this existing residence can be renovated or replaced, offering tremendous upside in one of the Hamptons' most desirable locations. The existing residence offers approximately 5,000± square feet of living space with 5 bedrooms and 6.5 bathrooms, with elevator access, thoughtfully designed for both comfortable living and seamless entertaining. Generous gathering spaces include both indoor and outdoor living areas. The primary suite is a standout feature, offering 2 full bathrooms and dual walk in closets, benefiting from western exposure over Sagaponack Pond. The suite enjoys breathtaking sunsets throughout the year. A private pathway leads directly from the property to the beach, creating a unique access to the ocean, rarely found today. Surrounded by premier estates and endless potential, this is an extraordinary opportunity to create a custom Hamptons retreat in a truly special setting. Combining privacy, natural beauty, protected views, and direct beach access, this is a sought after opportunity in one of Sagaponack's most desirable settings.

137 Sandune Court, Sagaponack

$8,950,000
6 Beds 6 Baths 972365 MLS
Set upon a private rise within the Hudson Highlands, Evarts Hill is a restored 1929 French Normandy style estate distinguished by its provenance, craftsmanship, and natural and formal landscapes. Encompassing 53.65 acres and bordered by conserved lands of the Hudson Highlands Land Trust, the property offers exceptional privacy and an unspoiled natural setting just 50 miles from New York City. The setting preserves the integrity of one of Garrison's last original country estates. The estate was held by a single family for generations before its recent renewal. The main residence, a stone-and-stucco chateau with a slate roof, draws inspiration from rural Normandy and the Loire Valley. Designed with restraint and classic proportions, it combines formal architecture with a sense of intimacy, and ease suited to its surroundings. A three-story rotunda anchors the interior and introduces a classic curved staircase that rises through the center of the home. The floor plan unfolds in a balanced sequence of rooms. Grand entertaining spaces are complemented by more intimate private rooms. Approximately 6,200 square feet, which includes six bedrooms/five baths, and one half bath. Original features—deep-set windows, sleeping porches, and period millwork—remain intact, supported by a full restoration completed in 2018. Modern systems include radiant heating, central climate control, fiber-optic connectivity, and discreet security integration. The estate comprises a series of interconnected structures and landscapes. A converted carriage house of approximately 4,000 square feet serves as a guest residence, offering five bedrooms/bathrooms, a garage, and an artist’s studio marked by a distinctive tower element. Outdoor areas include a gunite pool surrounded by stone terraces, established gardens, a parterred rose garden, and an open lawn. A separate Billiards Lodge with a large stone fireplace offers a private retreat. Evarts Hill represents a rare continuity of architecture, land, and history. It is an early-20th-century Hudson Highlands estate reimagined for modern living, set amid lasting beauty and privacy.

61 Evarts Hill Unit #41, Garrison

$8,937,200
6 Beds 12 Baths 958234 MLS
660 Chicken Valley Road | Locust Valley, Long Island Gold Coast Positioned within the most coveted enclave of Locust Valley on Long Island’s historic Gold Coast, 660 Chicken Valley Road is not merely a residence—it is a private estate of enduring significance, designed for a highly discerning buyer who values legacy, discretion, and uncompromising quality. Set across approximately 5.33 acres of secluded, manicured grounds and encompassing nearly 16,500 square feet of interior living space, the estate embodies a rare combination of architectural integrity, refined craftsmanship, and long-term asset strength—an offering seldom available in today’s market. Architectural Integrity & Engineering Excellence The residence far exceeds conventional residential standards, delivering exceptional structural durability and long-term stability. Every element—from roofing systems to drainage engineering, from acoustic insulation to thermal efficiency—has been executed to a near commercial-grade level, ensuring the property performs as beautifully as it presents over time. A fully integrated geothermal heating system, paired with advanced climate and humidity control, provides year-round comfort while preserving fine art, furnishings, and materials at an optimal level. Smart home integration allows full remote operation globally, supported by central vacuum, multi-zone climate control, and a whole-house generator—ensuring seamless living without compromise. Security and privacy are paramount, with dual gated access, an extended private drive, and discreet contingency features that elevate the estate to a level of true residential security. Interiors | Bespoke Craft, Quiet Luxury The interior experience is defined not by excess, but by precision. From hand-finished hardwood floors to finely executed crown moldings, each detail reflects a commitment to craftsmanship that is increasingly rare. The kitchen and service areas are appointed with best-in-class appliances—including Wolf, Sub-Zero, and Miele—integrated with custom millwork and carefully selected stone surfaces. These spaces function equally as a private culinary environment and a sophisticated setting for entertaining. The primary suite is conceived as a private retreat, featuring a fireplace, a fully appointed dressing room, and a spa-caliber bathroom with radiant heated floors, a freestanding soaking tub, and a multi-function shower system—delivering a daily experience of understated indulgence. Technology is seamlessly embedded throughout the home, integrating lighting, climate, and security into a unified system that supports effortless, modern living while preserving warmth and timeless character. Grounds | A Private Landscape of Distinction The estate grounds offer a level of scale and privacy rarely achieved. A defining feature is the approximately 2,000-foot cherry blossom-lined drive, creating a seasonal spectacle that transforms the approach into an experience of quiet grandeur—both cinematic and deeply personal. The landscape unfolds with expansive lawns, mature trees, and curated outdoor environments designed for both solitude and large-scale entertaining. Recreational amenities further enhance the lifestyle offering, positioning the estate as a true private resort. Location & Investment Perspective Locust Valley remains one of the most tightly held and supply-constrained markets on the Gold Coast. Properties of this caliber—combining land scale, construction quality, and privacy—are increasingly rare. This offering represents not only a primary or secondary residence, but a strategic long-term asset with strong preservation of value and generational appeal. 660 Chicken Valley Road is not defined by square footage alone, but by what it represents. It is a residence for those who understand that true luxury is not declared—it is recognized. Here, ownership is not simply acquired. It is inherited forward.

660 Chicken Valley Road, Matinecock

$8,900,000
1038787 MLS
Bull Farm is an extraordinary 422.42-acre assemblage of farmland, woodlands, wetlands, and working agricultural property offering a rare opportunity to create a private estate, equestrian property, working farm, recreational retreat, or multi-generational compound in the heart of Amenia’s scenic Harlem Valley. Comprised of two adjoining parcels, the property includes 389.21 acres with access and road frontage along Sharon Station Road, one of Amenia’s most picturesque country byways, together with a 33.22-acre working horse farm with access and frontage on Route 22. Combined, the parcels offer approximately 3,789 feet of Route 22 frontage. The expansive 389.21-acre parcel includes approximately 100 acres of cleared, productive farmland. The fields are currently cultivated with corn, alternating with soybeans each year. Ponds, streams, wetlands, and wooded areas create a diverse landscape that is particularly attractive for waterfowl hunting and other recreational pursuits. Gentle rolling hills rise throughout the property, revealing astounding panoramic views across the pastoral Harlem Valley. Multiple potential building sites offer privacy, solitude, and breathtaking vistas from sunrise to sunset, while the combination of open fields and mature woodlands creates endless possibilities for farming, livestock, equestrian use, recreation, hunting, or the creation of a remarkable private estate. The 33.22-acre parcel is an established working horse farm featuring a barn, approximately 14 cleared acres, pastures, several run-ins, outbuildings, two small ponds, and streams. The barn includes four horse stalls, two additional stalls currently used for mechanicals, feed and tack, plus four exterior stalls, with two on each side of the barn. A caretaker apartment above the barn provides additional living space. Trails weave through the woods between the two parcels, creating a natural connection throughout this remarkable expanse. Both properties currently benefit from an agricultural exemption, while the 389.21-acre parcel also has a forestry exemption. Current combined taxes with the exemptions are approximately $16,360, compared with approximately $32,628 without the exemptions. Located amid the charming hamlets and villages of the Harlem Valley, Bull Farm offers an exceptional balance of seclusion and convenience. Enjoy easy access to Wassaic, Millbrook, and Millerton, with the Connecticut border and the towns of Sharon and Kent just minutes away. The surrounding area is rich with farmers’ markets, fine dining, charming eateries, vineyards, cultural attractions, and outdoor recreation. The Harlem Valley Rail Trail abuts the property, while nearby destinations include Dover Stone Church, Innisfree Garden, Trevor Zoo, and local shooting preserves. Route 22 provides an easy connection throughout the region, and the Wassaic Metro-North station is approximately 10 minutes away, offering access to New York City in approximately two hours. A truly exceptional opportunity to own a substantial and versatile piece of the Hudson Valley, where productive farmland, natural beauty, sweeping views, and remarkable recreational potential come together in one extraordinary property. Be sure to click on the virtual tour icon to experience the stunning views from multiple locations throughout this incredible property.

5246 Route 22, Amenia

$8,800,000
1007685 MLS
Medical office building on busy Francis Lewis Boulevard. For sale: Asking $8.8M Also For Lease: $15,000/mo. (1st flr. 4800 SF) $14,000/mo. (2nd flr. 5000 SF) The basement has been leased to a long term medical office, the current rent is $19,000/mo. This Is A Huge Medical Building In The Heart Of Bayside/Flushing With Private Parking For 17 Cars. Completely Set Up As Medical/Hospital Facility. 1st, 2nd Floor, Basement Set Up For Medical/Offices, plus 400 SF on the 3rd floor for Landlord’s storage use. State Of The Art Geothermal Heating And Air Conditioning Systems. 27 Examination Rms, 10 Consultation Offices, 3 Reception/Waiting Room, Elevator. The building was completely renovated from the basement to the third floor in 2008. Zoning: C1-3 / R4 & R2A Two lots totally 10,985 SF, Building 10,530 SF, 17 parking spots. Tax: $73,922 * 3rd flr. around 400 SF is for Landlord’s storage use. * Can be delivered vacant. * 17 parking spots, Each spot around $200 a month. So extra monthly income around $3400. Priced To Sell or Lease!

26-19 Francis Lewis Boulevard, Flushing

$8,800,000
7 Beds 11 Baths 973001 MLS
Apple Trees Is A Place Where Time Slows And Life Feels Richer. Down A Winding Drive, Past More Than 15 Private Acres Of Specimen Trees, Flowering Gardens, And Sprawling Lawns, A 1916 Tudor Revival Manor By Renowned Architect Roger H. Bullard Reveals Itself With Quiet Grace. Its Slate Roof And Ornamental Brickwork Glow In The Morning Light, While Ten Fireplaces Warm Rooms Filled With Coffered Ceilings, Hand-Finished Millwork, And Over A Century Of History. Built As A Wedding Gift For Junius Spencer Morgan, Son Of J.P. Morgan, Apple Trees Is A Home With Soul A Home Where Laughter Spills From The Sunroom, Music Drifts From The Grand Piano In The Salon, And Evenings End With Candlelight And Conversation On The Bluestone Patio. Daily Life Here Feels Effortless. Mornings Begin With Sunlight Spilling Through The Greenhouse As Roses And Rhododendrons Stir In The Breeze. Stroll Through Arboretum-Like Grounds, Savor A Match On The Har-Tru Tennis Court, Or Swim Laps In The Gunite Pool. Further Back, A Putting Green And Your Own One-Hole Golf Course Create Moments Of Playfulness And Escape. Evenings Might Bring Wine From The Climate-Controlled Cellar, Dinner Al Fresco Under Century-Old Trees, And Firelight Shared With Friends. Inside, The Estate’s Scale And Details Inspire. Spanning Over 13,000 Square Feet, Apple Trees Offers Far More Than Seven Bedrooms And Seven Full Baths; It Offers A Canvas For A Richly Layered Life. A Mahogany-Paneled Study, A Chef’s Kitchen Built For Bold Meals And Late-Night Stories, And Gracious Entertaining Spaces Framed By Windows That Capture The Beauty Of The Surrounding Grounds. The Boutique-Style Primary Suite Is Its Own Sanctuary, Complete With Dual Baths, A Steam Room, Sauna, Fireplace, And A Dressing Room Designed For Mornings That Matter. The Grounds Are A World Unto Themselves. Specimen Trees, Perennial Gardens, A Greenhouse, And A Barn Nestle Seamlessly Into The Landscape, Believed To Have Been Influenced By The Legendary Olmsted Brothers. These Private Acres Offer Room For Your Next Vision, Whether That Means A Sculpture Garden, A Vineyard, An Outdoor Cinema Beneath The Stars, Or Stables And A Riding Trail. This Is Land That Listens, Ready To Reflect Whatever Inspires You Next. Behind The Scenes, Thoughtful Infrastructure Provides Peace Of Mind. A Whole-Property Gas Generator Supports The Main House, Guest Apartment, And Garage, Ensuring Seamless Continuity In Any Season. The Three-Bedroom Apartment Above The Garage Adds Flexible Space For Guests, Staff, Or Extended Family, Further Enhancing The Estate’s Versatility. Every Inch Of Apple Trees Respects Its History, Yet Nothing Here Is Frozen In Time. Move In And Live Beautifully As-Is Or Reimagine The Home Through Your Own Modern Lens. Its Craftsmanship, Scale, And Setting Are Already In Place The Rest Is Limited Only By Your Imagination. In A World That Moves Too Fast, Apple Trees Doesn’t Chase; It Invites You To Breathe. Here, Luxury Is Not Loud. It Is Quiet Confidence, Permanence, And Provenance Wrapped In Storied Walls And Sunlit Windows. This Is One Of Locust Valley’s Last Great Legacy Estates, Built To Impress In Its Time And Still Breathtaking Today. And Now, It Is Ready For Its Next Chapter.

95 Piping Rock Road, Locust Valley

$8,780,000
831946 MLS
This well-known North Shore Long Island Landmark Plant Nursery & Garden Center with Residential Property is now For Sale! You can now seize this rare opportunity to purchase a developed and highly profitable 7.5 picturesque acres of Agricultural/Residential property in the heart of historic Mount Sinai! Servicing the community for over 25 years, with a following of loyal customers, this turnkey business is a beloved community staple, boasting extraordinary visibility, accessibility, and consistent retail/wholesale foot traffic. This meticulously maintained property operates year-round, producing over 10,000+ plants annually, including Leyland Cypress, Hollies, Green Giant Arborvitae, ornamental plants, privacy and screening plants, perennial and annual flowers. Stunning display gardens feature massive natural rock walls, outdoor lighting, open pavilions, venues and infrastructure capable of hosting large outdoor events. 600 ft of parking lot frontage on the highly visible North Country road, capable of 50+ parking spaces and perfect for equipment, vehicles, and seasonal operation such pumpkin picking, produce stands, Christmas tree displays and more. Additionally, the country inspired estate at 191 N. Country Rd Mt. Sinai, a charming 2,200 SF Four-Bedroom cedar shake Farmhouse on fully fenced and fastidiously maintained and private landscape is included in the offering. Oversized Storage Barn & Gift Shop – Endless retail and inventory possibilities. A four-lot subdivision both agriculture and residential with endless possibilities for expansion and development, equestrian, winery and hospitality. Zoned A1 200-68-3-6.2 3.75 Acre Taxes: $13,444.39 200-68-3-6.5 .90 Acre Taxes: $6,302.09 200-68-3-6.6 1.41 Acre Taxes: $2,688.89 Zoned Residential 191 N. Country Rd 200-68-3.5 Built 1940 4BR/2.5Bth 2400 s/f Taxes: $10,906.36 An incredible opportunity for horticulture professionals, entrepreneurs, developers and investors looking to step into a profitable, well-established operation with great infrastructure and room for expansion.

185-191 N Country Road, Mt. Sinai

$8,750,000
8 Beds 10 Baths 848181 MLS
A one of a kind estate compound on 17.73 acres, incredibly offered for under 10 million dollars, and one of the largest and most exclusive properties offered in Purchase in many years. Estate includes: (i) a totally renovated and elegant 6 bedroom primary home; (ii) adorable 3 bedroom stone guest cottage; (iii) oversized pool with adjoining cabana/great room/BBQ/kitchen facilities; (iv) an enormous multi purpose separate outbuilding with horse stalls and extra garage bays; (v) stand alone horse barn; (vi) greenhouse; (vii) separate paved/possible sport court space; and (viii) multi acre level park-like extra land. This special and unique offering in lower Westchester is perfect as a convenient get away compound, horse property and/or just a spectacular year round estate with priceless extra property. Unmatched convenience to NYC, airports, water/boating, golf/country clubs, and numerous vibrant downtown areas including Rye, White Plains and Greenwich. Rolling lawns, magnificent plantings, fountains/reflecting pond, inviting front porch, private gated approach and so many special extras too numerous to list. A treasure property to be had for generations, so rarely offered in lower Westchester and incredibly priced.

2007 A/B Purchase Street, Harrison

$8,650,000
5 Beds 7 Baths 955653 MLS
Refined Luxury. Rare Direct Lakefront Home within the Coveted Silo Ridge Community. 5 Luxurious En-suite Bedrooms Including 2 on Main Level. Jaw Dropping Great Room with Fireplace & Access out to Large Covered Porch with Major Lake & Mountain Views. Extremely High Quality Construction with Numerous Luxury Appointments Including: Lutron 1-Touch Lighting; Multi-Zone Sound System; 4-Season In Ground Pool/Spa; Heated 3-Car Attached Garage; Electric Shades Throughout; 2 Screened Porches with Powered Screens & Built in Heaters. Finished Lower Level with 2 Bedrooms, 2.5 Baths & Family Room with Direct Access to Heated Pool/Spa & Cabana with Fireplace. 1-Mile to Metro North Train & Arms Distance to all the Hudson Valley has to Offer. The Best of Silo Ridge for Sale. Exceptional!

292 Wood Duck Road, Amenia

$8,600,000
986998 MLS
Set amid rolling fields and protected countryside, Hounds Pond Farm captures the essence of Hudson Valley living. Spanning 342 acres in the scenic Amenia Valley, the land unfolds across open meadows, sweeping vistas, and tranquil views over Round Pond, with the foothills of the Berkshire Mountains rising in the distance. Whether envisioned as a private estate, working farm, or recreational retreat, the property offers exceptional flexibility with 70% open land and multiple prime building sites. A newly renovated three-bedroom cottage provides an immediate foothold while future plans take shape. Located just minutes from Millerton, Silo Ridge, and Metro-North service at Wassaic—and bordering the Harlem Valley Rail Trail—this is a rare opportunity to own a significant piece of one of the region’s most beautiful and enduring landscapes.

156 Sharon Station Road, Amenia

$8,500,000
4 Beds 3 Baths 1034186 MLS
Perched on a hill overlooking breathtaking Mill Creek and Mecox Bay, 15 Little Cobb Road offers a rare combination of panoramic waterfront views, privacy, and history in the heart of Water Mill. Set in an X flood zone with no wetlands and fully bulkheaded, this exceptional property enjoys peace of mind along with one of the most beautiful outlooks on the East End. Once home to Toby and Dan Talbot, the pioneering couple behind Manhattan's legendary art-house theaters including the New Yorker and Lincoln Plaza Cinemas, the residence carries a quiet cultural legacy. Here, far from the projection booths of the Upper West Side, the Talbots spent their summers overlooking the same waters that have drawn artists, writers, and filmmakers to the Hamptons for generations. The home is designed for relaxed waterfront living, with a waterside stone pool, brick patio, private floating deck, covered porches, and porte cochere, all positioned to capture the extraordinary setting. Inside, the main level offers warm and inviting living spaces, including a dining room and sunroom each with wood-burning fireplaces, a bright kitchen with breakfast nook, and a private guest suite with screened porch. Upstairs, the primary suite commands sweeping views over the bay, joined by additional guest bedrooms, office space, and flexible third-level rooms, with room to add a full basement if desired. Just minutes from Southampton and Bridgehampton Villages, yet set in a peaceful waterfront enclave, this is a home that reflects the true spirit of Water Mill timeless, elevated, and deeply connected to the landscape. A rare opportunity to own not only a beautiful waterfront property, but a piece of Hamptons cultural history

15 Little Cobb Road, Water Mill

$8,500,000
1021962 MLS
Premier Downtown Investment Portfolio | 7 Mixed-Use Buildings + 1 Parking Lot | Village of Monticello, NY. A rare opportunity to acquire a stabilized commercial real estate portfolio in the heart of the Village of Monticello's Central Business District. This offering consists of seven mixed-use buildings and one commercial parking lot, strategically positioned along Broadway, the Village's primary commercial corridor. With a combination of established income-producing properties and significant value-add opportunities, this portfolio is ideal for investors seeking immediate cash flow with long-term appreciation and redevelopment potential. The portfolio includes a diverse mix of retail storefronts, professional office space, restaurants, and a residential unit, creating a well-balanced investment with multiple income streams. Several properties feature long-term tenants, while vacant suites provide opportunities to increase occupancy, rental income, and overall portfolio value. Ownership has invested substantially in capital improvements throughout the portfolio, including: Updated electrical systems, High-efficiency HVAC and mini-split heating and cooling systems, New windows, Updated flooring and interior renovations Security system installation, Municipal water and sewer service throughout the portfolio. One of the portfolio's most compelling features is the opportunity to significantly increase revenue by completing more than 5,000 square feet of undeveloped space. Subject to Village approvals, this area may be converted into professional office suites, residential apartments, or other permitted uses, creating substantial additional rental income and enhancing the portfolio's long-term value. The properties are located within the B-2 Business District, which permits a broad range of commercial and mixed-use uses, including: Retail and wholesale businesses, Professional and medical offices, Service businesses, Restaurants and eating & drinking establishments, Funeral homes, Residential uses. Other compatible commercial uses as permitted by the Village. The portfolio also includes a dedicated commercial parking lot, providing a valuable amenity for tenants, customers, and future development opportunities. The parking lot can continue to generate income, support existing buildings, or serve future expansion plans. SBL'S included in this sale - 111-5-16, 111-5-3, 111-7-4, 111-7-3, 111-7-6, 111-5-17, 111-3-17, 111-5-18

456 Broadway, Monticello

$8,500,000
1020346 MLS
An exceptional opportunity to acquire commercial property in an irreplaceable location on Cedar Swamp Road Road in Glen Cove . Situated on 1.98 acres this premier property offers exceptional values for investors, developers and owner-users alike. The 31,800 square foot two story building sits on 1.98 acres. Originally built in 1960 and significantly renovated in 1980 and 2023,offering a blend of established infrastructure and modern updates. Featuring 17 ft' ceiling heights on the first floor and 15 ' foot clear ceiling heights on the second floor . positioned in one of Long Island's most desirable commercial corridors, this is a rare chance to acquire a substantial strategically located asset with significant long-term value and endless possibilities. Convenient access to major roadways and surrounding North Shore communities. Close to downtown Glen Cove shopping, dining and transportation. Whether you're expanding an existing operation or acquiring a long term investment asset 1 Alexander Place combines size, location and potential in one of Nassau County's growing commercial markets. Additional Lots 204 and 1023. A. Permitted principal uses. a) Business or professional offices, research, design and development laboratories. b) Manufacturing, assembling, converting, altering, finishing, cleaning or any other processing or storage of products or materials except garbage, trash, refuse, waste, sludge or the residue of any of the foregoing, in whatever form. and provided that only oil, gas or electricity is used as a fuel, except that an installation using other fuel may be used upon a finding by the Building Inspector that such installation shall be free of nuisance characteristics and will have no adverse effect on neighboring uses or upon the City's natural environment. B. The following uses are specifically prohibited. a) Slaughtering or processing of animals, fowl, fish or component parts thereof, or manufacture of any commodity the major part of which is animal or fish matter, provided that the sale of fresh or processed animals, fowl or fish as foodstuffs shall be permitted. b) Manufacture of heavy chemicals such as but not limited to acids or other corrosives, ammonia and caustic soda, the manufacture of products, resins, dye stuffs, glues, vegetable, animal or mineral fats or oils, explosives, soap and detergents, fertilizers, combustible gases, asphalt and tar products, the manufacture or production of metals or alloys in ingot or stock form, the manufacture of matches, lithium, oil cloth, rubber or rubber products, the production of cement, plaster and their constituents. c) Fuel oil storage tanks and tank farms. d) Junkyards. e) Coke and coal yards. f) Lumber yards and building material storage. g) Contractors' equipment and material storage. h) Light and power plants. i) Municipal garbage disposal or other dumps. j) Municipal or private incinerators. k) Stone cutting or monument works. l) Automobile repair shops or garages. m) Any use which will create and/or emit odors, dust, gas, fumes, radiation, liquids, waster gases or effluents, vibrations, noise or conditions of hazard detrimental to the health, safety, convenience or general welfare of the community. n) No building may be used for residential purposes except that a room, suite or house may be provided for a custodian and his or her family. o) No outdoor storage may exist abutting residential areas. C. Lot area and building requirements for principal uses. a) Minimum lot area: 20,000 square feet. b) Minimum width: 75 feet. c) Minimum frontage: 50 feet. d) Minimum setback from property line: 50 feet. e) Minimum rear yard: 25 feet to property line unless such property line constitutes the boundary to a residence district in which case the yard shall be a minimum of 75 feet or a distance equivalent to three times the height of the building, whichever is greater.

1 Alexander Place, Glen Cove

$8,500,000
5 Beds 6 Baths 1011962 MLS
741 ACRE PRIVATE LAKE ESTATE AND SPORTING PRESERVE – A rare legacy property offering complete privacy, breathtaking natural scenery, and world-class hunting and fishing opportunities. At the heart of the property sits a magnificent stately log lodge, perfectly positioned on a dramatic point, overlooking its own private lake and surrounded by rolling forests, a tranquil pond, and a fishing creek. The spacious lodge offers 5 bedrooms, 6 full bathrooms, a great room with beamed cathedral ceilings and glass facade, a gourmet chef’s kitchen with dining area, expansive loft, a large bunk room, billiard and game room, and secure safe room with wine storage. Enjoy resort style outdoor living on the massive entertainment deck overlooking the lake with swimming pool, hot tub, covered BBQ pavilion, pool house with tap room, and multiple lounge areas! A charming log boathouse has an apartment above it, offering your guests privacy without sacrificing the incredible views of the lake. A detached 3 car garage sits next to the home, with 3 larger garages tucked away on the property for storage equipment, recreational vehicles, and sporting gear. This is a once-in-a-lifetime opportunity to own a premier sporting estate where luxury and wilderness exist in perfect harmony.

91 Crawford Road, Barryville

$8,500,000
7 Beds 11 Baths 926441 MLS
Nestled in the picturesque community of Westhampton Beach, this stunning seven-bedroom home combines luxurious living with the charm of coastal life. As you enter, you're greeted by an elegant foyer that leads to expansive, open living spaces filled with natural light. The gourmet kitchen features high-end appliances, a large center island, and custom cabinetry, perfect for entertaining. Adjacent to the kitchen, the spacious dining area flows seamlessly into a welcoming living room with a cozy fireplace and panoramic views of the beautiful yard. Step outside to discover a private oasis, complete with a swimming pool, an outdoor kitchen, and ample seating areas, ideal for summer gatherings or quiet evenings. Each of the seven bedrooms is generously sized, offering plenty of space, with each including a full bathroom. The primary suite is a true retreat, featuring a luxurious en-suite bathroom and two large custom closets. Located just moments from the vibrant town center, you'll have quick access to boutique shops, fine dining, and vibrant local events. Enjoy the best of both worlds with world-class golf courses nearby and pristine beaches just a short trip away, making this home not only a beautiful residence but also a perfect gateway to the ultimate beach lifestyle. Don't miss this rare opportunity to own a slice of paradise in Westhampton Beach!

5 Michaels Way, Westhampton Beach

$8,500,000
8 Beds 8 Baths 866611 MLS
Set across 280 extraordinary acres in the Catskills, Eagles Ridge Farm is not merely a property, but a fully realized private world, an irreplaceable convergence of art, architecture, wilderness, and legacy. Bordered by thousands of acres of protected wilderness within the historic sphere of the Gould and Rockefeller Catskills holdings, the estate retains the scale and quiet grandeur of a disappearing era. Assembled over generations, the property carries forward a tradition of deeply personal estates created not simply for habitation, but for reflection, creativity, and permanence. Unlike many great legacy properties lost to subdivision or time, this extraordinary holding remains remarkably intact, a singular offering of cultural depth, ecological scale, and privacy that would be nearly impossible to recreate today. Just over two hours from New York City, the property unfolds across forests, open meadows, private streams, and mountain ridgelines rising to 2,270 feet. More than ten miles of trails weave throughout the land, swimming holes, moss-covered pathways, sculptural clearings, and panoramic viewpoints that feel entirely removed from the modern world. At the heart of the estate lies one of the most extraordinary environmental sculptures ever created, Michael Ayrton's stone maze. Conceived by Wall Street investor and contemporary art collector Armand Erpf after reading Ayrton's The Maze Maker, a fictional autobiography of Daedalus, the work was commissioned directly from the celebrated English sculptor and completed in 1965. Believed to be the largest stone maze built since antiquity, the work stretches approximately 1,680 feet and is anchored by original bronzes depicting Daedalus, Icarus, and the Minotaur. Both artwork and immersive landscape experience, it transforms the property into something far beyond a traditional country estate, a museum-quality assemblage woven into the landscape itself, equal parts philosophical environment and living work of art. Near the entrance to the stone maze, a smaller contemplative labyrinth offers a quieter moment of reflection within the landscape. More than a dozen additional sculptures are woven throughout the grounds, reinforcing the estate's identity as a place shaped as much by imagination as by architecture. The main residence was fully renovated in 2016 for modern mountain living while preserving its timeless relationship to the surrounding landscape. Spanning approximately 5,300 square feet with eight bedrooms and seven-and-a-half baths, the home opens to expansive terraces, formal gardens, wide lawns, and sweeping mountain views. A cupola crowns the residence, creating a rare balance between refinement and wilderness. Beyond a covered cedar staircase and moss-lined bluestone paths sits a beautifully restored 2,800-square-foot brick guest house with three private apartments, offering flexible accommodations for guests, caretakers, artists, or multi-generational living. The estate further includes: An 800-square-foot pool house with kitchenette and changing rooms A heated 56' x 24' pool with expansive bluestone terrace A five-stall horse barn and polo stick-and-ball field Garages accommodating up to six vehicles An office cabin and trout stream pump house A Har-Tru tennis court ready for resurfacing for tennis or pickleball Wired and wireless high-speed internet and comprehensive security infrastructure Existing systems supporting future off-grid energy potential The land itself is among the property's greatest luxuries. Approximately 40 acres of lawns, meadows, and pasture blend into 240 acres of mixed forest traversed by two year-round trout streams, Bush Kill and Dry Brook, creating private swimming holes, wildlife corridors, and a sense of immersion in nature. Importantly, the property remains free of conservation easements and deed restrictions, allowing unusual flexibility for future stewardship.

390 Erpf Road, Arkville

$8,500,000
820303 MLS
Prime 9.3-Acre Redevelopment Opportunity – Largest Available Lot in the Area! 270 Feet of Prime Frontage on RT 25A Unlock the potential of this expansive 9.3-acre parcel in the Town of Brookhaven! Previously under contract for a storage facility redevelopment with potential town approval, this property is now back on the market, presenting a rare opportunity for investors and developers alike. As the largest available lot in the area, this site offers flexible redevelopment possibilities, including potential rezoning to suit a variety of commercial or possibly residential uses. With its strategic location and ample acreage, this property is a blank canvas for your next high-impact project. Key Highlights: 9.3 acres of prime real estate with incredible development potential Previously considered for a storage facility – strong likelihood for approvals Rare opportunity for rezoning to maximize investment value High-demand location in Brookhaven, close to major roads and infrastructure Unmatched size in the market – largest lot available in the area! Don’t miss this chance to transform a one-of-a-kind property into your next successful development. Serious inquiries only. Contact us today for more details! Tim Petrou call/text 516-476-1972

306 Route 25A, Mt. Sinai

$8,500,000
L3493792 MLS
Huge Price Deduction... Must see...This is a very good opportunity to invest in a hotel, located in the heart of the Catskill Mountains a few minutes from the village of Catskill, Woodstock, Hudson and two prominent ski resorts. 52,000 Exhibition, 2000 people convention and banquet, 800 parking space, 2000 people movie theater, 2 out door pools, Spa and Fitness center, 10 commercial building about 147,000 sq feet, Retail Boutiques, 380 hotel rooms, the approximately 382,894 square foot hotel is set on 29.6 sprawling acres which includes a one-acre pond and streams. Plus a 60.16 acre (Hight way Commercial Zoning) land with motel and a 80.7 acre land with Residential zoning. The property is surrounded by the lush beauty of the Catskill mountains with its rich wildlife and hiking trails, and ski resorts including Hunter Mountain and Windham Mountain. The nearby Hudson River School Art Trail includes the Thomas Cole National Historic Site in Catskill village, plus sites like kaaterskill falls and Sunset Rock, which inspired 19th-century landscape painters.

4858 32 Route, Catskill

$8,500,000
H6332326 MLS
Welcome to this exceptional investment opportunity located in a prime area. The property includes a building with 10 storefronts and is being sold as a package with the vacant lot at 1927 Gildersleeve Ave, Bronx, NY 10473, which spans 15,767 square feet. Don’t miss the chance to own this high-income-generating property. Buyers are encouraged to perform their due diligence. The annual rental income from the storefronts is $512,400, with 1927 Gildersleeve Ave generating $30,000 annually, and the vacant lot providing an additional $12,500 in annual rental income. The annual expenses include taxes of $100,000 and insurance costs of $12,000. Located just a block away from the ferries to Manhattan, this property is in a rapidly developing area. Don’t miss the opportunity to own this high-income-generating building! DO NOT DISTURB TENANTS. CALL TO MAKE AN APPOINTMENT FOR ALL SHOWING.

210-214-218-220-226 white plains road, Bronx

$8,495,000
7 Beds 6 Baths 1033478 MLS
A striking waterfront estate where exceptional architecture, superior craftsmanship, and unparalleled views come together in perfect harmony. Thoughtfully designed to capture the water views from nearly every room, this 7-bedroom, 6-bath residence offers an effortless blend of modern elegance and timeless luxury. Built to the highest standards in 2016 by Sea Level Construction, the home features radiant heated floors, central air, and a chef's kitchen appointed with Sub-Zero and Wolf appliances. Walls of glass create a seamless connection to the outdoors, where a spectacular gunite infinity-edge pool and spa, marble patios, and sweeping waterfront vistas create a true resort-like setting. Every detail has been thoughtfully curated to deliver an uncompromising luxury lifestyle. Completing the offering is an oversized two-car garage, state-of-the-art systems, and an unmatched level of quality rarely found on the East End. 16 Cricket Path is more than a waterfront home—it's a statement of timeless design, exceptional quality, and luxury living at its finest.

16 Cricket Path, Remsenburg

$8,495,000
4 Beds 6 Baths 1018047 MLS
Enter into timeless sophistication with this Modern Barn - a striking architectural statement set on 6+/- acres of lush, manicured grounds in the prestigious Water Mill South. Perfectly positioned moments from world-class ocean beaches and village amenities, this Hamptons retreat with a 4.76+/- acre agricultural reserve wrapped around the property, offers 4 bedrooms, 4.5 bathrooms. Sleek, high-end appliances, generous prep space, and refined finishes make this kitchen a culinary centerpiece. Floor-to-ceiling Nano glass doors frame the heart of the home, creating expansive indoor-outdoor living space; Great for entertaining! Outdoors, a heated gunite pool with cascading waterfalls and a spa invites relaxation beneath the Hamptons sky. The primary suite serves as a private sanctuary, complete with a dedicated office. Upstairs, a sunlit lounge offers a sophisticated setting for leisure or entertaining, flanked by three luxurious ensuite bedrooms. The accessory structure enhances the property's appeal, featuring a cozy studio, an upper loft area, full bath, and inviting family room, connected to the 2-car garage. The unfinished lower level has potential for spacious overflow space, including a gym, a media room and 2 additional bonus rooms. Thoughtfully curated in modern design, this South of the Highway residence embodies Hampton's Luxury and includes exponential opportunities on the agricultural reserve. The residential home sits on 1.21+/- acres and the agricultural reserve is an overall 4.76+/- acres, which completes this package, offering a total of 6+/- acres.

104 Osprey Way, Water Mill

$8,495,000
6 Beds 6 Baths 980312 MLS
This remarkable estate is designed for those who appreciate both luxury and privacy, making it a perfect retreat from the hustle and bustle of everyday life. The long, elegant driveway, framed by lush hydrangeas, leads to a grand entrance that hints at the beauty within. Inside, the double-height entryway creates a dramatic first impression, allowing an abundance of natural light to fill the space and highlighting the exquisite craftsmanship throughout the home. The open-concept layout seamlessly connects the living areas, creating a flow that is ideal for entertaining. The first and second floors together boast over 7,000 square feet, providing ample room for relaxation or large gatherings. The living room, adorned with impressive wood beams, offers a cozy yet sophisticated ambiance. It's the perfect spot to unwind; with large windows that provide sweeping views of the meticulously maintained grounds. The newly finished gourmet chef's kitchen is truly the heart of the home, featuring state-of-the-art appliances, custom cabinetry, and ample counter space for meal preparation. Whether you're a culinary enthusiast or simply enjoy hosting dinner parties, this kitchen will meet all your needs with style and ease. Each of the six bedrooms is generously sized. The bathrooms are elegantly designed, combining luxurious finishes with modern functionality.The primary is ideally located for privacy while still having proximity to two other large bedrooms on the second floor.Also, a private guest suite is located on a separate second floor space above the garage. The lower level adds an additional over 3,100 square feet of versatile space, currently a gym and recreation area. This expansive lower level offers endless possibilities for customization to suit your lifestyle needs.The large arched doors out to the garden and tennis make the lower level an ideal summer hang out. Outside, the expansive outdoor area is designed for recreation and leisure. The 25-meter pool invites you to take a refreshing dip, while the tennis court offers an opportunity for some friendly competition or a vigorous workout. The landscaping is a standout feature, with mature plantings that provide privacy and a sense of seclusion, allowing you to fully enjoy your outdoor oasis. The garage is an impressive over 1,300 square feet, providing ample space for vehicles and additional storage, all while featuring a cathedral ceiling that adds to its spacious feel.The large space allows for indoor rock climbing or basketball. The property has an ideal location next to the East Hampton Golf Club and Amagansett Golf Club, making this property perfect for golf enthusiasts and nature lovers. To the back of the property is a seemingly endless reserve featuring walking and biking trails. If you prefer to relax, Amagansett beaches and restaurants are just minutes away.

123 Abrahams Path, East Hampton

$8,495,000
6 Beds 9 Baths 960949 MLS
Tucked behind a curtain of privacy hedges and located south of the highway in Southampton Village, 50 Tuckahoe Lane is a stunning brand-new construction set on 1.2 lush acres, thoughtfully designed to offer luxury, comfort, and refined Hamptons living. Recently Completed and Move in Ready, this 7,307 square-foot residence has been meticulously curated for both functionality and style. The approach down the long gravel driveway welcomes you to an elegant two-story cedar-clad home with clean architectural lines and expansive glass windows that fill the interiors with natural light. Step inside and be greeted by a soaring double-height foyer, setting the tone for the grand yet warm interior that flows effortlessly into the heart of the home-an open-concept living space anchored by a gourmet chef's kitchen. Outfitted with state-of-the-art stainless steel appliances, an oversized island, and a walk-in pantry, this kitchen is ideal for both casual breakfasts and large-scale entertaining. A sleek double-sided fireplace connects the great room and den, while a formal dining room, home office, mudroom with built-ins, and a junior primary suite with a private deck complete the first floor. Upstairs, the primary suite is a true retreat, offering two custom walk-in closets, a spa-like bathroom with a soaking tub and glass-enclosed shower, a separate sitting room, and a large private terrace overlooking the serene backyard. Three additional ensuite bedrooms and a laundry room complete the second floor. The finished lower level offers even more versatility with two ensuite bedrooms, a media lounge, recreation space, full bath, laundry, and potential for a gym, home theater, or playroom. Outside, this estate is a true entertainer's dream. A 20' x 50' heated gunite pool with integrated spa sits just off the rear patio, accompanied by a pool house, outdoor shower, and sunken patio lounge. A private sunken tennis court rounds out the outdoor amenities, creating a resort-like atmosphere that invites both relaxation and recreation. With 6 total bedrooms, 8 full baths, 1 half bath, and every modern amenity including central A/C, attached 2-car garage, private well water, and septic, 50 Tuckahoe Lane is not just a home it's a lifestyle. A rare offering in one of the Hamptons' most coveted locations.

50 Tuckahoe Lane, Southampton

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