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$2,500,000
8 Beds 7 Baths 1004702 MLS
Set on a beautifully landscaped private property in one of Monsey’s most desirable neighborhoods, this extraordinary custom Colonial delivers the perfect blend of timeless elegance, modern luxury, and true resort-style living. Offering approximately 4,828 square feet of exquisitely designed living space, with 8 bedrooms, 6 full bathrooms, 1 half bath, a full walk-out lower level, and attached 2-car garage, this is a home crafted for elevated living at every turn. From the moment you arrive, the stately stucco façade, manicured grounds, and dramatic architectural presence make a lasting impression. Step through the grand entrance into a breathtaking two-story foyer, where soaring ceilings, sweeping staircase, designer finishes, and gleaming flooring set the tone for the exceptional interiors that follow. The main level offers an ideal flow for both everyday comfort and upscale entertaining, featuring expansive formal living and dining spaces filled with natural light, elegant millwork, recessed lighting, and sophisticated custom details throughout. The spectacular chef’s kitchen is a true showpiece, boasting premium appliances, abundant custom cabinetry, oversized center island, striking stone surfaces, and a seamless connection to the adjoining dining and gathering areas.Thoughtfully designed for versatility, the home offers multiple living and entertaining zones, generously proportioned bedrooms, beautifully appointed baths, and flexible spaces ideal for guests, home office, library, or private accommodations. The luxurious primary suite serves as a peaceful retreat with spa-inspired bath finishes and exceptional closet space. The full walk-out lower level expands the home’s possibilities even further, offering tremendous additional living space with direct outdoor access—perfect for recreation, entertaining, guest quarters, wellness space, or customized lifestyle needs. Step outside into your own private backyard oasis—an unforgettable resort-inspired setting designed for both relaxation and entertaining. The spectacular heated in-ground pool with integrated spa is surrounded by expansive stone patios, lush professional landscaping, ambient lighting, and exceptional privacy. The elevated Trex-style deck and beautifully curated outdoor living spaces create a seamless indoor-outdoor lifestyle rarely found at this level. Additional highlights include: • Attached 2-car garage • Full walk-out basement • Multiple entertaining areas • High ceilings throughout • Designer lighting and custom finishes • Beautifully landscaped grounds • Exceptional privacy • Prestigious Monsey location This is more than a luxury home—it’s a statement property offering elegance, scale, and a true lifestyle experience.

4 Cortland Road, Monsey

$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 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, E. 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

$2,500,000
4 Beds 4 Baths 954992 MLS
Tucked just off the main corridor in East Hampton, this private retreat at 97 Spring Close Highway delivers the ideal balance of seclusion, scale, and proximity to the best of the Hamptons. The residence features 4 bedrooms and 4 bathrooms, a spacious family room with covered porch, and a dedicated home office, offering flexibility for full-time or seasonal living. A dramatic double-height living room anchors the open-concept layout, flowing seamlessly into the dining area and light-filled kitchen. Oversized windows flood the interiors with natural light, while **two fireplaces—one indoors and one outdoors—**create year-round warmth and atmosphere. Outdoors, the property is designed for classic Hamptons summers, centered around a heated swimming pool, multiple lounging and dining areas, a three-season pool house, and a hot tub, all set within mature, professionally landscaped grounds. Sustainable features include solar power and a full-house generator, enhancing efficiency and peace of mind. Ideally located minutes from East Hampton and Amagansett villages, renowned ocean beaches, and local farm stands, this home offers privacy without sacrificing convenience. A compelling opportunity in today’s market, priced to sell and offering exceptional value in East Hampton.

97 Spring Close Highway, East Hampton

$2,500,000
6 Beds 8 Baths 928343 MLS
Set on over two spectacular acres in a premier location in Pound Ridge, this custom built Colonial offers an extraordinary blend of scale, craftsmanship, and complete privacy. Tucked along a quiet country road, this home has exquisite architectural detail throughout that includes extensive custom millwork, gleaming hardwood floors, soaring ceilings, and spacious rooms that create an atmosphere of elegance and ease. Enter through the impressive oversized foyer and immediately sense the grandeur. Sunlight pours through large windows, highlighting the home’s impeccable finishes and thoughtful design. The gourmet kitchen, appointed with granite countertops, opens seamlessly to the expansive living room which is ideal for both intimate gatherings and large celebrations. Additional main level spaces include a formal dining room, front and rear staircases, and a private home office with its own entrance. Upstairs, six spacious bedrooms offer exceptional comfort, each with oversized walk-in closets. Four bedrooms feature en-suite baths, while two share a classic Jack-and-Jill perfect for guests, or multi-generational living. Beautiful stone walls, natural rock outcroppings, lush lawns and wooded landscape frame the outdoor spaces. Relax on the expansive stone patio, unwind in the hot tub, or enjoy quiet evenings in the screened porch. There's even ample space for a pool. A semi-circular drive, 3-car garage, large recreation or game room, home gym, five fireplaces and whole-house generator complete this exceptional offering. Located minutes from Pound Ridge’s charming Scotts Corners and convenient to New Canaan, this home combines country serenity with everyday accessibility to shops and restaurants. A true retreat only 50 miles from Manhattan. Also available for rent at $20,000/month.

11 Lost Nations Road, Pound Ridge

$2,500,000
5 Beds 5 Baths 903844 MLS
Welcome to the epitome of elegance and comfort at 3470 N Bayview Rd, Southold NY. This high-quality 5-bedroom, 5-bathroom home is located just a stone's throw away from the popular Goose Creek Beach. The spacious horseshoe driveway and 2-car garage ensure ample parking and easy access. Step inside to be greeted by high ceilings and an open floor plan, allowing for a seamless flow throughout the main level. The kitchen is designed to keep you connected with your guests. Whether you're preparing a meal or pouring a drink, you can easily engage with your visitors in the dining room or the living room. The first floor features two en suite bedrooms, a laundry room, and a half bath. The second floor offers a third en suite bedroom, two additional bedrooms, a full bathroom, and a loft area perfect for a home office. Outdoors, the home boasts a backyard oasis complete with an in-ground pool, lush gardens, and a basketball court. Choose to relax on the front porch or the private back deck and patio. Nestled in a vibrant community with local amenities, this home is more than just a place to live – it's a lifestyle. Experience the luxury and tranquility of this North Fork sanctuary.

3470 N Bayview Road, Southold

$2,499,999
4 Beds 3 Baths 1030018 MLS
Nestled on a picturesque tree-lined block in the heart of the historic Landmark District of Prospect Lefferts Gardens, this distinguished four-bedroom, three-bath brick townhouse presents a rare opportunity to own a timeless Brooklyn treasure. Lovingly cared for by the same owner for over 51 years, this remarkable residence blends classic architectural elegance with endless potential. Spanning approximately 3,300 square feet of interior living space on a 2,600-square-foot lot, the home showcases an abundance of original period details, including beautifully preserved wood moldings, intricate millwork, classic fixtures, and a charming wood-burning fireplace that serves as the centerpiece of the living room. The gracious floor plan offers generously proportioned rooms, soaring ceilings, and an inviting layout perfect for both everyday living and entertaining. Additional highlights include a partially finished basement offering flexible space for recreation, storage, or a home office, as well as a detached brick-built garage—a coveted convenience in Brooklyn. Ideally situated just moments from Prospect Park, the Brooklyn Botanic Garden, the Prospect Park Zoo, neighborhood cafes, restaurants, shopping, and public transportation, this exceptional property combines historic character with an unbeatable location. Whether you're seeking to restore a landmark beauty to its full grandeur or create your forever home while preserving its rich architectural heritage, 88 Midwood Street offers a truly extraordinary opportunity in one of Brooklyn's most sought-after neighborhoods.

88 Midwood Street, Brooklyn

$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
3 Beds 3 Baths 1001132 MLS
Welcome to 136 Asharoken Ave, a custom-built waterfront Colonial completed in 2014, perfectly positioned on .42 acres of pristine Long Island Sound beach in the Village of Asharoken. Thoughtfully designed with exceptional craftsmanship and elevated construction, this remarkable residence offers just over 3,800 square feet of sophisticated living space. The open-concept floor plan features soaring 10-foot ceilings on both the first and second floors, custom millwork, and a stunning stone gas fireplace. A wall of sliding glass doors frames the beauty of the Long Island Sound, leading to a private balcony and steps right down to the large deck than onto the beach. From the moment you open the front door and the views throughout the main living areas, including the kitchen, living rooms offer that breathtaking view. The kitchen is beautifully appointed with white cabinetry, granite countertops, stainless steel appliances, and an oversized island, designed for both everyday living and effortless entertainment. The main level also includes its own washer and dryer within a dedicated utility room for added convenience, as well as a formal dining room that can easily serve as a formal living room. There is even potential to create a fourth bedroom with minor construction, offering flexibility to suit your needs. Additionally, the home presents a vision for a potential wine cellar, complete with the opportunity for a beautiful custom door to enhance its charm. The luxurious primary suite is a private waterfront retreat, complete with a dramatic cathedral ceiling, stone gas fireplace, large windows and glass door to a private balcony overlooking the Long Island Sound, two spacious walk-in closets with custom built-ins, a vision of a spa-like bathroom featuring a white free standing tub, stand up shower and two sink vanity. This suite offers a large loft ideal for a home office, sitting room or whatever your needs may be, this space has a ton of designated storage. From the loft, enjoy an entirely different perspective with sweeping southern views of Northport Bay and the iconic Vanderbilt Museum. Two additional bedrooms are generously sized, filled with natural light, and feature large closets with custom built-in organizers. Two additional full bathrooms showcase stand-up showers exceptional tilework and thoughtfully curated designer finishes, creating elegant and timeless spaces. Outdoor living is equally impressive with an expansive deck, just steps from your private beach, professionally landscaped grounds with irrigation, a large shed with electric, and an attached outdoor shower with both hot and cold water—perfect after a day on the beach or out on the Sound. There is also ample space to build a two-car garage in place of the existing shed (with proper permits). The fully fenced property is enhanced by a large ornamental wrought-iron entrance gate controlled right from your fingertips, offering both privacy and convenience. House is equipped with soffit lighting creates a picture-perfect ambiance long after the sun sets. Additional highlights include natural gas, hydro system heat, 2 zone central air conditioning, 2- 220amp electric panel, recessed lighting and speakers throughout the entire home, generator hookup, interior security system and exterior security cameras. A rare opportunity to own a timeless waterfront residence where exceptional craftsmanship, spectacular water views, and the beauty of Asharoken come together in one extraordinary offering.

136 Asharoken Avenue, Asharoken

$2,499,999
5 Beds 4 Baths 828203 MLS
This modern custom-built home, spanning 4200 square feet, is a masterpiece of architectural design, meticulously crafted with thoughtful details at every turn. Situated in the serene landscape of the North Fork, this property boasts breathtaking views that will captivate and inspire. Upon entering, you're greeted by an open pavilion like great room maximizing natural light and panoramic vistas. The interior features sleek lines, high ceilings, and premium finishes, creating a contemporary yet inviting atmosphere. The kitchen is a chef's dream, equipped with state-of-the-art, energy-efficient appliances that make cooking a joy. With ample counter space, custom cabinetry, and a spacious island, it's perfect for both intimate dinners and entertaining guests. The tranquility of the North Fork surrounds this home, offering a peaceful retreat from the hustle and bustle of everyday life. Whether you're lounging on the expansive patio, taking a dip in the pool, or strolling down to the Long Island Sound, you'll find serenity and relaxation at every turn. Beyond the property's boundaries, the North Fork offers an array of attractions to explore. From stunning beaches and charming farms to world-renowned vineyards, fine dining establishments, and boutique shopping, there's something for everyone to enjoy. This architectural gem combines luxury, functionality, and natural beauty to create an unparalleled living experience. Whether you're seeking a tranquil retreat or a sophisticated entertainer's paradise, this custom-built home is sure to exceed your expectations.

290 Windward Road, Orient

$2,499,998
4 Beds 4 Baths 1005341 MLS
Welcome to elevated coastal living in this newly constructed, never-lived-in Oceanview residence, just steps from the beach with sweeping sunset and Manhattan skyline views. Designed with exceptional attention to detail, this sophisticated contemporary home offers 4 bedrooms, including 3 en-suite retreats with Italian marble baths and steam showers, plus elevator access to all 4 levels backed by a generator. The dramatic open living space features cathedral and vaulted ceilings, a gas fireplace, and a designer chef’s kitchen with natural gas cooking and a waterfall quartzite island. Expansive windows showcase stunning water views and fill the home with natural light, while Italian tile flooring adds a sleek, low-maintenance finish throughout. Enjoy 3 private decks with tinted glass railings, natural gas hookups for outdoor grilling, a heated and air-conditioned garage with flexible potential for a caretaker suite, and parking for 3 cars. Additional highlights include recessed lighting, security cameras, high-speed internet wiring, and durable European siding. Perfectly positioned just two houses from the beach and moments from Long Beach’s restaurants, shops, nightlife, and entertainment, this is a rare opportunity to own a luxury beachside retreat in an exceptional location. Don’t miss this, schedule a private showing NOW.

18 New Hampshire Street, Long Beach

$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. 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
5 Beds 9 Baths 1028811 MLS
GLORIOUS! Everything you have wanted in a private, serene, estate-like home is here at 39 Julia Court. This sprawling 5 bedroom, 9 bath oasis is a very rare offering – as the uniqueness, constant care and custom enhancements by the original owner encompass the litany of features. Tucked away deep off an already peaceful cul-de-sac and only an hour from the city, the seclusion you’re seeking is right here. Wait until you feel the incredible vibe as you soak in the lush scenery with views to fill your soul - most notably the magnificent sunsets. Outdoors is a lavish mix of beauty and peace-of-mind offering breathtaking landscaping, a huge level yard surrounded by Corral fencing, multi-level Trex decking and Transcend railings including a wrap-around. The numerous concrete patio’s and beautiful, custom stone work adds to the vibe. Entertaining here is a unique experience with the combination of indoor/outdoor living – enhanced by the array of sliding doors to the decks off the living room and dining area. The almost 5000 square foot vast interior is stunning…starting with the pageantry of the circular entry foyer accented with large multi-shaped windows, a curved stairway that leads to four generously-sized bedrooms, each equipped with gorgeous en-suites, two primary bedrooms (each with double sink vanity’s) and situated on each side of the 2nd floor. One of the primary bedrooms is equipped with a lovely fireplace, a Whirlpool tub and both with individual balconies! The floor plan flows perfectly. The incredible kitchen: standing in this pristine center-point of the home is like no other. The highlight is the massive, quartz center island outfitted with storage drawers all around that, like all the solid wood cabinetry, are soft-close. Each end of the kitchen offers a refrigerator for even more convenience. There’s a 6-burner stove in addition to two wall ovens. This remarkable home also boasts soaring 20 foot cathedral ceilings with beautiful wood beams accenting the chalet style living room. Adding to the mood is a gorgeous granite propane fireplace from floor to ceiling. Another nice touch: the walls are accented with custom, tasteful transitional paneling. Ready for more? The massive, finished basement is perfect for the ‘man-cave’ scenario, for entertaining and/or for expanded family gatherings – accented by coffered ceilings, unique ceramic tile flooring, multiple walkout doors, a serving station and more. This is truly a one-of-a-kind entertainer’s paradise on every floor! Limitless possibilities provided with a 1 bedroom (+ Den) accessory apartment. For auto enthusiasts, a 7-bay garage (3 detached with loft potential above) that is climate controlled is a huge bonus. You will take comfort in the built-in secure, safe and extremely private location that is also equipped with a custom surveillance system. A brand new driveway is yours, too. Welcome home…

39 Julia Court, Mahopac

$2,499,000
4 Beds 5 Baths 1028997 MLS
Vineyard Estate Living in the Heart of Cutchogue Set on 2.44 private acres adjacent to a North Fork vineyard and a bucolic field, 1492 Skunk Lane offers the scale and flexibility of a country estate with the comfort and ease of modern living. A gracious New England-style covered porch and classic architecture create memorable curb appeal, while the interior unfolds with a welcoming flow designed for entertaining, working from home, and relaxed everyday living. The entry foyer opens to a formal living room or dining room, and a handsome library or home office with a gas fireplace. At the center of the home, the expansive eat-in kitchen provides generous counter space, abundant cabinetry and pantry storage, and an easy connection to the spacious great room. A second, wood burning, fireplace and access to the screened porch create an inviting setting for quiet evenings or gatherings overlooking the broad, verdant lawn. The main level also includes an en-suite guest bedroom, butler’s pantry, laundry and mudroom, and direct access to the oversized three-car garage. A private staircase leads to more than 700 square feet of finished bonus space with a powder room—ideal for a studio, private office, recreation room, or your personal crafts area. Upstairs, the serene primary suite features a private bath, extensive built-ins, ample closet space, and room to create a comfortable retreat. Two additional bedrooms share a Jack-and-Jill bath, while the third-floor mezzanine provides another quiet place to work, study, read, or create, together with access to substantial walk-up attic storage. The finished lower level further expands the home’s versatility with media and fitness areas, a bathroom, utility rooms, abundant storage, and convenient garage access. Outdoors, expansive lawns, exceptional privacy, western exposure, and the adjoining vineyard create a peaceful backdrop for sunset entertaining. With ample room for a pool and additional outdoor living spaces, the property is equally suited to year-round resort-style living or a refined weekend retreat. Located minutes from Nassau Point’s Causeway Beach, Love Lane, farm stands, wineries, local shopping, and Greenport dining, 1492 Skunk Lane presents a distinctive opportunity to enjoy the beauty, space, and effortless lifestyle of the North Fork.

1492 Skunk Lane, Cutchogue

$2,499,000
4 Beds 3 Baths 1014948 MLS
Welcome To Paradise In This Completely Custom 4 Bedroom, 2.5 Bathroom, Bayfront Home On Bellmore’s Jason Court Cul De Sac! Featuring Nearly 3,000 Square Feet Of Magnificent Living Space With High Ceilings, Large Windows & A Ton Of Natural Light, This Miami Beach Inspired Home Offers Living At It’s Absolute Finest! Entertain In A Spacious Living Room With Wood Burning Fireplace, Oversized Formal Dining Room Or Brand New Kitchen With Quartzite Countertops, Gas Cooking & Top Of The Line Appliances, All With Direct Waterfront Exposure! Spend Your Days In The Custom Home Theatre Room Or Outside With Kitchen, Al Fresco Dining Space, Swimming Pool, and Sun Lounge! Additionally, A Private Floating Dock Provides Immediate Access To Some Of Long Island’s Best Waterfront Restaurants & Beaches!! When The Day Is Winding Down, Head Upstairs To 4 Large Bedrooms, Including A Primary En-Suite With A Spacious Bathroom & Custom Closets! If You’re Searching For An Incredible Waterfront Lifestyle, Come Check Out This Oasis Of A Home On A One Of A Kind Cul De Sac In Bellmore!!

3367 Jason Court, Bellmore

$2,499,000
4 Beds 3 Baths 977421 MLS
Step into this beautifully renovated 4 bedroom, 2.5 bath residence where timeless elegance meets modern luxury. Designed with the finest attention to detail, this exceptional home offers sophisticated open layout with a refined, luxury resort-inspired aesthetic throughout. A dramatic entry sets the tone, showcasing staircase with custom railings and rich hardwood floors seamlessly flow throughout. First floor features a stylish dining area with elegant designer lighting and custom built in display shelving with integrated wine storage. The expansive open-concept living area blend modern elegance with exceptional comfort, clean architectural lines and designer finishes. A striking floor-to-ceiling marble fireplace serves as a centerpiece of the space. The seamless layout flows into the stunning kitchen, featuring sleek cabinetry, premium appliances and nice size island for entertaining. A few steps upstairs you enter the formal living area with soaring ceilings, custom wall paneling and oversized windows that fill the space with natural light while overlooking the sparkling pool and landscaped property. The primary bedroom is a bright, airy retreat with a large picture window with views of the backyard. Custom lighting has been thoughtfully installed to enhance the rooms' warmth and details. The en-suite bathroom is beautifully finished with a double vanity, sleek fixtures and a clean modern design. In addition to the primary suite, there are three generously sized additional bedrooms, and a full bathroom with tasteful finishes. A convenient laundry room adds ease, thoughtfully placed for practicality and efficiency. The backyard is a stunning private retreat. A sparkling salt water heated pool with a cascading waterfall feature creates a calming focal point with ambient lighting that transforms the space in the evening. Surrounding the pool, elegant Italian tile adds a refined, timeless touch. An outdoor kitchen perfectly positioned near the pool and seating areas, creates an ideal space for entertaining. With a large list of upgrades and improvements throughout, this exceptional property offers a level of quality and detail in every area from exterior to the interior.

80 Knolls Drive N, Manhasset Hills

$2,499,000
4 Beds 5 Baths 997259 MLS
Luxury abounds in the exclusive community of Southampton Pines. This 600 acre natural setting is home to a few hundred luxury estates surrounded by lush greenery. This Magnificent Brick Estate is Situated On 1.4 Ac. Enter into Grand Foyer, Gourmet Kitchen W/ Center Island, Full Bar, Formal Lr W/ Fp, Dining Room, Den, Double sized Office. Master Suite W/ Fp & Master Bath, Upper Level Loft Living Area, 3 Addl. Bedrooms W/ Balconies, 2 Laundry Rooms, Bluestone Patio, Outdoor Cooking, Putting Green, Ig Pool With 12X12 Spa & Waterfalls, Finished Basement with Movie Theater & Gym. Multi Zone Heating & CAC, Three Car Garage. Close to All East End Attractions. WHB Village, Dune Road Beaches, Golf Courses & East End Vineyards., Opportunity Knocks - This home is value priced and needs a little TLC - the time is right to own this magnificent estate and make it your own. Owner ready for his next chapter.

9 Kate Court, E. Quogue

$2,499,000
3 Beds 4 Baths 973551 MLS
Set on beautifully landscaped grounds in one of Chappaqua’s most coveted neighborhoods, this exceptional luxury Colonial blends timeless architecture, designer finishes, and an unmatched indoor-outdoor lifestyle within the award-winning Chappaqua school district. Privately positioned against acres of preserved land, this premier Westchester County property offers both tranquility and convenience, just minutes to Metro North, downtown Chappaqua, and Chappaqua Crossing featuring Whole Foods Market and Life Time. Living like a 5-bedroom home, this luxury home for sale in Chappaqua showcases exceptional craftsmanship throughout with Juliet balconies, copper-topped cupolas, Belgian block-lined driveways, soaring ceilings, custom millwork, and walls of glass that flood the interiors with natural light. A dramatic curved staircase welcomes you into elegant yet comfortable living spaces designed for both everyday living and sophisticated entertaining. The chef’s kitchen is beautifully appointed with premium Wolf and Sub-Zero appliances, custom cabinetry, and European mosaic tilework, seamlessly connecting to the formal and casual gathering spaces. Highlights include a sophisticated library with gas fireplace, a stunning vaulted family room, and an impressive entertainment lounge with a wood-burning fireplace, wet bar, Viking wine refrigerator, and custom built-ins. The luxurious primary suite offers a gas fireplace, oversized dressing room, and spa-inspired bath, delivering the ultimate private retreat. Outside, the property lives like a private resort with a heated saltwater pool, outdoor fireplace, expansive patios, built-in grill, fire pit, poolside grotto with shower and changing area, gazebos, and a half basketball court with spotlighting. This exceptional Chappaqua estate offers luxury living, privacy, and resort-style amenities in one of Westchester’s most sought-after communities, known for top-rated schools, vibrant downtown, and easy NYC commute. A rare opportunity to experience estate-style living and the quintessential Chappaqua lifestyle at its finest.

33 Greenbriar Drive, Chappaqua

$2,499,000
6 Beds 6 Baths 992574 MLS
Welcome to this exceptional custom-built, pre-construction residence in Chestnut Ridge! This luxurious home spans 5,022 SQFT and beautifully combines modern design with timeless elegance. Nestled on a gorgeous flat acre lot, it showcases a striking two-story turret and expansive windows that fill the home with natural light. As you enter, you’ll be greeted by a grand foyer that leads into an expansive open floor plan, perfect for both intimate gatherings and entertaining guests. The extra-large dining area, with a remarkable 30-foot length, flows seamlessly from the kitchen, enhancing the overall dining experience. The inviting living room, adorned with a cathedral ceiling and wood-burning fireplace, creates a warm atmosphere. The heart of this home is the exquisite gourmet kitchen, designed for culinary enthusiasts. It boasts high-end finishes, custom cabinetry, and a spacious island, making it a dream for home chefs. The expansive walk-in pantry adds practicality, along with two additional kitchens that enhance culinary functions. The first floor also includes a convenient guest room and a magnificent two-story study with cathedral ceilings and huge windows, providing a bright and inspiring space. Embark on either set of stairs to arrive at the second-floor landing, which opens to below and showcases the grandeur of the home. On this level, you'll find the spacious primary suite, featuring an oversized bedroom with a luxurious spa-like bathroom that includes a standing shower and a jacuzzi, alongside an expansive walk-in closet. There are also four additional bedrooms, three beautifully appointed bathrooms, and an oversized laundry room. This home features an unfinished walk-out basement with plumbing included, offering an additional 2,676 SQFT of potential, along with a spacious 2-car garage that merges functionality with luxury. Additionally, enjoy the spaciousness of 10 ft ceilings on the main level and 9 ft ceilings in both the second and lower levels. This exceptional home, combining privacy and luxury, awaits your personal touch. Discover the lifestyle you’ve always dreamed of!

296 Ackertown Road Unit #Lot 1, Monsey

$2,499,000
4 Beds 3 Baths 985745 MLS
Discover a truly one-of-a-kind waterfront ranch in the heart of Massapequa. Situated on an oversized lot spanning nearly one acre—an extraordinary and rarely available offering in this area—this exceptional property offers space, privacy, and endless potential. Boasting approximately 260 feet of bulkhead, this home is a dream come true for boating enthusiasts and avid fishermen alike. Complete with its own boathouse for convenient year-round storage, the waterfront lifestyle begins right in your backyard. The residence features 4 spacious bedrooms, 3 full bathrooms, an eat-in kitchen with a center island, a family room, a living room, and a formal dining area. Modern split units have been installed throughout the home, providing efficient heating and cooling in every room. For those who prefer traditional systems, the original heating system remains in place, and the central air system can also be reconnected, with all existing ductwork and venting still intact. Additional highlights include a working fireplace, an in-ground pool, and an abundance of natural light throughout the day. Ideally located close to shopping, dining, and transportation, this property combines convenience with a private waterfront setting. This is a rare opportunity to own a premier waterfront property with unmatched land size, incredible frontage, and endless possibilities in Massapequa.

119 Ocean Avenue, Massapequa

$2,499,000
5 Beds 4 Baths 961189 MLS
Welcome to 22 Peppermill Lane, an extraordinary luxury residence nestled in the prestigious Rolling Hills section of Dix Hills. Located in the Half Hollow Hills Central Schools District. This meticulously totally rebuilt five-bedroom, four-bathroom house with home office has approximately 3,300 square feet of refined living space, masterfully curated for both elevated entertaining and effortless everyday living. Upon entry, soaring 8-foot ceilings and abundant natural light create an immediate sense of openness and warmth. The sun-drenched den is accentuated by skylights and a beautifully maintained wood-burning fireplace, serving as a sophisticated focal point. Rich 5-inch white oak flooring flows seamlessly through the living room and dining room, complemented by elegant porcelain tile finishes and thoughtfully selected designer details throughout. At the heart of the home lies the expanded chef’s kitchen — a true showpiece. Anchored by a dramatic 73" x 96" center island, the space also features a custom pantry, pot filler, instant hot water faucet, and wine cooler. Premium appliances include a Wolf range and double wall oven, 36” Thermador refrigerator and 36” Thermador freezer (72” combined), Bosch dishwasher, and Cafe drawer microwave — a suite designed for culinary excellence and grand-scale entertaining alike. Separate spacious laundry area provided with a slop sink and Samsung washer and dryer. Engineered for modern luxury and efficiency, the residence provides spray foam insulation, 400-amp electrical service, new roof and windows, whole-house gas, and two-zone central air and heating. The second floor features baseboard heat, while the first level and 1,100-square-foot finished basement are serviced by forced air. Additional electric heat in the powder room and home office ensures comfort in slab foundation areas. Cable-ready walls throughout and a pull-down attic provide convenience and future flexibility. Upstairs, generously proportioned bedrooms and spa-inspired baths feature Toto toilets and refined finishes, delivering a serene retreat experience. The 1,100-square-foot finished basement expands your lifestyle options — ideal for recreation, fitness, media, or guest accommodations. Outdoors, your private resort-style oasis awaits. A heated gunite saltwater pool is surrounded by professionally landscaped grounds, supported by a 23-zone in-ground sprinkler system. A heated driveway and walkway for year-round ease, in addition to an oversized attached two-car garage with an abundance of space. Set among the rolling landscapes of Dix Hills, this turnkey residence seamlessly blends superior craftsmanship, cutting-edge systems, and timeless elegance — delivering a rare opportunity to own a truly exceptional home in one of Long Island’s most sought-after communities. Close to Dix Hills Park, transportation, restaurants, shopping, and houses of worship.

22 Peppermill Lane, Dix Hills

$2,499,000
3 Beds 3 Baths 943316 MLS
Set along one of Mattituck’s most sought-after waterfront enclaves, 2280 Deep Hole Drive offers a rare opportunity to own an exquisite waterfront residence newly built in 2022, encompassing 3,000 square feet of thoughtfully designed living space with exceptional deepwater dockage and direct access to Peconic Bay. Perfectly suited for the boating enthusiast, the property features approximately 130 feet of deepwater frontage on Deep Hole Creek and a substantial dock capable of accommodating two vessels up to 36 feet, complete with electric and water, providing protected, convenient access to the bay and beyond. The home features 9-foot ceilings on the main level, an open-concept layout filled with natural light, expansive water views, and refreshing bay breezes throughout. At the heart of the home is a custom chef’s kitchen appointed with premium, professional-grade appliances, high-end finishes, and a large center island ideal for entertaining and everyday living. The kitchen flows seamlessly into the dining and living areas, where a gas fireplace anchors the space with warmth and ambiance while framing serene water views. Sliding doors from the main living areas open to a waterside deck and balcony, creating an ideal setting for alfresco dining or relaxing in the spa-style hot tub overlooking the water. The first-floor primary suite offers a private retreat with an en-suite bath, and then there are 3+ additional spacious bedrooms, dedicated workstation areas, and 2.5 baths that provide flexibility and comfort. A unique music room offers creative space for the artistically inclined and can easily be converted into 2 bedrooms if desired. The full walk-out daylight basement provides expansive storage and the potential for a gym, workshop, or recreational space. Built with enhanced features for comfort and efficiency, the home includes a Navien tankless hot water system, 1,000-gallon propane tank, thermal windows, updated systems throughout, and a whole-house Generac generator for added peace of mind. Outdoors, there is room for a pool, and the waterfront setting creates an exceptional lifestyle opportunity for boating, fishing, paddleboarding, and entertaining by the water. Ideally located less than one mile from Love Lane and just minutes to local vineyards, farm stands, beaches, parks, and acclaimed North Fork dining, 2280 Deep Hole Drive is more than a home—it is a complete waterfront lifestyle defined by modern design, flexible living spaces, coveted dockage, and the unmistakable charm of Mattituck’s North Fork. Includes an option to purchase furnishings. Nearby Pool Club Membership available at Strong’s Water Club and Marina

2280 Deep Hole Drive, Mattituck

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