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

65 Shore Road, Westhampton

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

20 Penny Lane, Hampton Bays

$3,495,000
7 Beds 7 Baths 1004812 MLS
Opportunity to work with a premiere home builder and customize your ultra-luxury dream home! This to-be-built modern contemporary Colonial will be a sprawling, 7,000 plus square foot one-of-a-kind haven, set in prime location on an expansive one acre property with lake views and room for a pool. Step inside the dramatic double-story center hall foyer and discover gleaming hardwood floors, handsome custom millwork moldings, and a fabulous open floor plan. The spacious formal living room is ideal for grand scale entertaining or private relaxation, and the formal dining room connects to the kitchen through a fully outfitted butler’s pantry, perfect for hosting large dinner parties and smaller gatherings. The heart of the home is the sun-splashed great room, including a family room with gas fireplace and custom built-ins, large breakfast area, and chef’s kitchen appointed with highest-end stainless steel appliances, massive center island, stunning quartz(?) counters, and gorgeous custom cabinetry, all wrapped with walls of windows and glass sliding doors out to the expansive deck and covered patio with spectacular views of the lake and backyard. In addition to the convenient powder room, mudroom, and direct access to the 3-car garage, an alternate primary suite is also on the first floor which features two large fully-outfitted walk-in closets, sensational spa-like bathroom, and door to the deck, an ideal arrangement for multi-generational living. Ascend the formidable staircase to arrive at the spectacular second floor primary suite, with soaring ceilings, gas fireplace, two massive fully-outfitted walk-in closets, enviable spa-like bath with deep soak tub, and private balcony overlooking the beautiful grounds. The second level also features 4 additional bedrooms, 2 with ensuite bathrooms and 2 with a shared jack-and-jill bathroom, and a convenient bedroom-level laundry room. Downstairs, fun and games await in the beautifully finished lower level, featuring a large open recreational space, exercise room, wine cellar, and an additional bedroom and full bathroom. Set in the heart of New Rochelle on over one acre of remarkable land which offers a rare sense of privacy and serenity, this is a unique opportunity to design a bespoke home tailored to your exact vision and sensibility for a residence that redefines luxury-resort style living. Plans have been approved.

236 Wilmot Road, New Rochelle

$3,495,000
5 Beds 5 Baths 1005030 MLS
OLD WESTBURY | Set privately at the end of a cul-de-sac on 2 acres amidst lush botanical grounds in Old Westbury, this architecturally significant residence designed by acclaimed architect King-lui Wu is a striking example of modernist design seamlessly integrated with nature. Surrounded by mature specimen trees and curated Japanese-inspired gardens, the home offers an extraordinary sense of serenity and privacy. Clean geometric lines, expansive walls of glass, and thoughtfully framed vistas create a harmonious connection between the interior and the landscape beyond. Featuring 5 bedrooms, including a primary suite on the main level, 4 full and 1 half bathrooms, and expansive open living spaces filled with natural light from soaring walls of windows and skylights, the residence is designed for both comfortable living and sophisticated entertaining. Interior highlights include a dramatic living room with fireplace, formal dining room, chef’s kitchen, office spaces, and more. The property also features a secluded Har-Tru tennis court, tranquil walking paths, and beautifully landscaped grounds ideal for quiet reflection or elegant gatherings. A rare offering that embodies timeless architecture, natural beauty, and the understated elegance synonymous with the North Shore’s storied Gold Coast. A must-see.

6 Deepwood Court, Old Westbury

$3,495,000
5 Beds 5 Baths 992304 MLS
Located in the desirable North Sea area of Southampton, this extensively renovated residence offers approximately 5,800 square feet of thoughtfully designed living space across three finished levels. The home has been updated throughout, both interior and exterior, with significant improvements and modern systems. The main level features a light filled open layout with a redesigned dining area, den with wood burning fireplace, and a newly designed custom kitchen. The kitchen includes Caesarstone countertops and stainless-steel appliances by Viking, Miele, and Sub Zero. This light and bright living space brings the outdoors in all overlooking the newly built deck and outdoor oasis. Also on the first floor is a spacious primary suite with private bath featuring radiant heated floors, a fireplace, and double built in closets, along with an additional guest bedroom, full designer bath, and laundry room. The adjacent two car garage easily accessed just off the laundry room. The second floor overlooks the living space below bringing in even more natural light, and includes a designer guest suite with private bath, two additional generously sized bedrooms, and a newly updated shared bath. The lower level offers 10 foot ceilings, a third fireplace, a large recreation and game area, media space, full bath, additional laundry, and walk out glass doors providing direct access to the backyard. The outdoor setting includes a heated gunite pool, new deck ideal for entertaining, and professionally landscaped grounds with mature trees and plantings. Recent upgrades include a new roof, updated utilities, water heater, and an integrated indoor/outdoor speaker system.

3 Bridies Path, Southampton

$3,495,000
4 Beds 3 Baths 978891 MLS
A Rare Opportunity to Own a Piece of Montauk History. Step into an iconic Carl Fisher original—one of the last remaining homes from Fisher’s visionary plan to bring the charm and glamour of Miami Beach to Montauk. Thoughtfully revived and meticulously restored, this rare 1920s residence blends its unmistakable historic character with sophisticated modern enhancements, preserving every detail that makes it truly one of a kind. Historic Craftsmanship, Expertly Renewed Every inch of this four bedroom, three bath home has been lovingly brought back to life. A rebuilt slate roof, new copper gutters, classic stucco siding, and a welcoming courtyard-style entrance highlight the home’s revived architectural integrity. Blue slate patios and the distinctive garage roof with inset “birdhouses” pay homage to Fisher’s signature design elements. Inside, original cherry wood floors have been beautifully refinished, and the plaster walls have been expertly restored to their former charm. Light-Filled Living & Thoughtful Design The expansive living room impresses with vaulted ceilings, a wood burning fireplace, and an extended den/TV area—perfect for gathering and relaxation. The open, sunlit kitchen features custom Bear Mountain Woodworking cabinetry, a large center island with Carrera countertops, imported Belgian Blue Stone floors, and premium Viking and Bosch stainless steel appliances. A spacious formal dining room overlooks lush grounds and a brick-and-stone patio, seamlessly blending indoor and outdoor living. The first floor also includes a private guest bedroom with a stylish full bath. Honor to Revitalize Every design decision—every fixture, finish, and piece of furniture—was intentionally selected to honor and elevate the home’s historic soul. Private Bedroom Wings The second-level primary suite sits in its own private wing, offering generous closet space, a newly designed bath featuring an arched shower door, and a newly built balcony that extends the living experience outdoors. Maintaining the original floor plan, the home’s third and fourth bedrooms form a unique private wing spanning the second and third floors, complete with a full guest bath. An Unmatched Montauk Location Just minutes from the heart of town, Montauk Downs golf course, and the area’s celebrated ocean beaches, this home blends history, charm, and convenience. This is more than a residence—it’s a legacy. A rare chance to own a restored Carl Fisher original brought brilliantly back to life.

205 Fairview Avenue, Montauk

$3,495,000
6 Beds 11 Baths 911637 MLS
Major reduction . Home owner wishes to move on. Nestled on over two acres of secluded, picturesque grounds, this exceptional, one-of-a-kind contemporary estate is a rare opportunity for luxury living. It boasts a stunning pool with hot tub ,waterfall, a pavilion with full bath and changing rooms, and a tennis court. The striking architecture seamlessly blends indoor and outdoor living. Expansive spaces are accentuated by soaring ceilings and glass walls, creating the perfect environment for intimate gatherings and large-scale entertaining. The home offers every imaginable amenity, ensuring a lifestyle of comfort and elegance. This beautifully constructed and maintained residence offers modernized heating and air conditioning systems, ensuring optimal comfort year-round. The pool and tennis court have been meticulously maintained. near downtown Rye, shops and restaurants, and Harrison, White Plains, and Greenwich, easy commute to NYC. Come and visit 40 Poly Park Road. Additional Guest Quarters, Tennis, 3 Car Attached, extra parking

40 Polly Park Road, Rye

$3,495,000
4 Beds 4 Baths 868978 MLS
(To Be Built) A one of a kind property, Fieldhouse is sited on a gently rolling 10 acre property with quintessential Hudson Valley views. Open skies abound in this picturesque pastoral setting. Inspiration for the architectural form of the residence comes from the property’s stunning pasture views, complete with distant Catskills peaks, in counterpoint to the surrounding woodland backdrop. Previously an equestrian paddock, the property interiors with natural textures and a luxurious modern simplicity. The architectural form is comprised of two intersecting wings, each with dramatic gabled glass end wall positioned to enjoy the views of the site. The intersection creates spacious open plan living with a large entertaining kitchen with scullery and dining area continuing to a dramatic living room with wood burning fireplace. Three guest bedrooms complete the wing. The counterpoint wing is the owners’ domain with a spacious primary bedroom suite and home gym. Adjacent the entry and mud room is an attached two car garage and convenient utility entrance accessing the pantry, perfect after a day at the markets. The exterior living spaces include a covered porch, outdoor kitchen and entertaining patio with dining area. The residence’s interior design features luxury materials including oak hardwood floors, limewash wall accents, designer finishes, Danish cabinetry, Miele appliances and high efficiency geothermal HVAC. Includes septic, private water well, underground utilities and driveway. Upgrade options include heated pool, pool house, gardens, solar and more. NOTE: Interior layout customization options include a finished basement for additional living spaces and features. To be built by the Upstate Modernist team. Additional Information: Amenities:Dressing Area,Storage,ParkingFeatures:2 Car Attached,

505-1 Pumpkin Lane, Clinton Corners

$3,490,000
5 Beds 5 Baths 971255 MLS
Experience elegant living in the exclusive gated community of Stone Hill with this exceptional 5-bedroom, 4.5-bath Center Hall Colonial offering approximately 4,655 SF of beautifully crafted living space. A grand two-story foyer welcomes you into this sun-filled home, featuring sophisticated formal living and dining rooms, a private home office, and a state-of-the-art gourmet kitchen that opens to a spacious family room, perfect for both everyday living and entertaining. Step outside to the private patio overlooking the beautiful North Hills Country Club, creating a true resort-like setting. The second floor showcases a luxurious primary suite with a spa-inspired bath. Within the award-winning Manhasset School District!

58 Stone Hill Drive S, Manhasset

$3,488,000
4 Beds 4 Baths 1004056 MLS
Exceptional 2009 Custom built Colonial set on a flat 2.4-acre property in the Syosset School District. Designed with timeless curb appeal, this stucco and brick residence offers a bright, open layout with floor-to-ceiling windows, generous natural light, and elegant architectural detail throughout. 10 foot ceiling height on the main level, 9 foot ceiling on second floor. The home features a desirable main-level primary suite wing, offering privacy, comfort, and convenience. Two walk-in closets and a luxurious spa-like bath. An additional office on the main level with front to back fireplace and french doors to sweeping outdoor veranda, provides the perfect space for working from home, a library, or flexible guest space. Formal Living room with walls of glass, front to back fireplace, Formal dining room, powder room, gourmet chef's kitchen with gas cooking, breakfast nook, and family room. First floor also features a mudroom and pantry and access to 3 car garage. Second floor features an additional ensuite bedroom with balcony overlooking 2.4 acre park-like property and full bath. Additional 2 bedrooms with bathroom. Access to large attic space that can be finished for bonus room. Additional highlights include a 3-car garage, radiant heat in bathrooms, a heated circular driveway, and an expansive unfinished basement with 10-foot ceilings, offering incredible potential for future living, recreation, gym, theater, or storage space. Gas heat, gas cooking. A rare combination of acreage, luxury, location, and flexibility — all within the sought-after Syosset School District.

1960 Midlane S, Muttontown

$3,488,000
6 Beds 6 Baths 999921 MLS
This 4,500+ square foot architectural showpiece blends luxury with livable comfort, offering 6 bedrooms and 5.5 elegantly curated bathrooms and a 9-foot basement. Inside, the home radiates modern warmth with light hardwood floors, expansive floor-to-ceiling windows, detailed millwork, and a refined open-concept layout. A grand two-story foyer leads to a formal dining room, a spacious living room, and an impressive double-height great room drenched in natural light. The chef’s eat-in kitchen is the centerpiece of the main level, featuring a large center island, butler's pantry, built-in coffee station, two-tone cabinetry, and Thermador stainless steel appliances. This level also includes a mudroom with custom cabinetry, a stylish powder room, and a beautifully appointed bedroom or office with its own en-suite bath. Second floor features primary suite with luxurious bath and radiant heat, two additional bedrooms both with their own bathrooms, another 2 bedrooms, large hall bath and laundry room. Basement with 9 foot ceilings and outside entrance. Backyard has plenty of room for pool and cabana. Additional highlights include radiant heat flooring, a 9 foot height basement, a long private driveway, and a two-car attached garage.Located within the highly sought-after Jericho School District, this exceptional new construction promises unmatched style, craftsmanship, and comfort.

139 Old Cedar Swamp Road, Jericho

$3,488,000
5 Beds 5 Baths 987517 MLS
Perched Gracefully atop a Scenic Hilltop in The Prestigious Enclave of Roslyn Estates, this Distinguished Residence Offers an Extraordinary Blend of Architectural Elegance, Modern Sophistication & Breathtaking Natural Beauty. OVERLOOKING A SERENE POND WITH DUAL FOUNTAINS, the Home Captures Sweeping, Unobstructed Views - Creating a Rare & Tranquil Retreat Just Moments From Everything. This Exceptional 3 Level Home Features 5 Bedrooms, 4.5 Baths & Soaring 9.5 ft Ceilings, Thoughtfully Designed for Both Refined Living & Effortless Entertaining. MAIN LEVEL: Designed with Both Scale & Intimacy in Mind, The Main Level Showcases Radiant Heated Porcelain Floors & An Abundance of Natural Light Throughout. The Open-Concept Kitchen & Living Space Seamlessly Connect to the Outdoors, Ideal for Indoor-Outdoor Living. A Richly Appointed Den Serves As a Standout Feature - Complete with a Gas Fireplace, Custom Bar & integrated Media Wall - Creating an Inviting Atmosphere for Elegant Entertaining or Relaxed Evenings At Home. Radiant Heat Throughout the Main Level. The Primary Suite, Ideally Situated on the Main Level, is a Private Sanctuary. Bathed In Natural Light with Tranquil POND VIEWS, It Features Warm Wood Flooring, An Expansive Custom Walk-in Dressing Room & a Spa-Caliber En-Suite Bath. Appointed with Onyx Flooring, A Soaking Tub, Dual Vanities, Enclosed Water Closet & A Large Steam Shower, the Space Evokes the Ambiance of Luxury Wellness Retreat. UPPER LEVEL: The Upper Level Continues the Home's Refined Aesthetic with Beautifully Appointed Bedrooms & Rich Wood Flooring Throughout, Two Sun-lit En-suite Bedrooms Offer Picturesque Pond Views, While Two Additional Bedrooms Share a Spacious Designer Bath Complete with A Walk-in Shower & Jacuzzi Tub. LOWER LEVEL: Offering Exceptional Scale & Opportunity, The Expansive Lower Level Features Soaring 10-ft Ceilings, 3 Over-Sized Egress Windows, A Dedicated Laundry Room & A Private Rear Entrance. Fully Equipped with Plumbing, Lighting & HVAC Infrastructure Already in Place, This Level is Poised to Be Transformed into an Extension of the Home - Ideal for Guest Quarters, a Wellness Retreat, Fitness Studio, Home Office or Entertainment Lounge HIGHLIGHTS INCLUDE: Combined 1st & 2nd Levels - Approximately 4,400 sqft. (not including the Additional Full length Lower Level) KITCHEN: Designer Scavolini Custom Kitchen - Premium Sub-Zero Refrigerator & Freezer - Built-in Refrigerator & Freezer Drawers - Double Miele Ovens with Warming Drawer - Built-in Miele Microwave - 2 Bosch Dishwashers - Caesarstone Countertop - Separate Breakfast Bar with Caesarstone Counters. SYSTEMS: 4 - Zone High Efficiency System 2000 Heating/4-Zone Central Air Conditioning - 6 Zones of Radiant Heat Through-out the Main Level- Central Vacuum & Alarm System - 2 Fireplaces - Gas & Wood Burning. INTERIOR DETAIL : 9.5 ft Ceilings on the Main Level - 10 ft Ceilings On the Lower Level - 5 Bedrooms /4.5 Baths - Architecturally Designed Cove Lighting Throughout - Custom Millwork & Built-ins - Porcelain & Hardwood Flooring - Over-sized Windows Framing Natural Light & Scenic Pond Views SET ON BEAUTIFULLY LANDSCAPED GROUNDS, THE PROPERTY FEATURES A NEWLY INSTALLED DRIVEWAY, 2 CAR GARAGE & PARKING FOR 10+ CARS. MATURE PLANTINGS & A CHARMING PATHWAY LEAD TO A PRIVATE "SECRET GARDEN," WHILE A COVERED PORCH WITH AWNING PROVIDES THE PERFECT SETTING TO ENJOY THE PEACEFUL SURROUNDINGS ENJOY THE BEST OF NORTH SHORE LIVING WITH ACCESS TO THE RENOWNED ROSLYN SCHOOLS, CONVENIENTLY LOCATED NEAR THE AMERICANA SHOPPING CENTER, RESTAURANTS AND COMMUTE TO MANHATTAN!

16 THE LOCH, Roslyn Estates

$3,475,000
4 Beds 5 Baths 1012474 MLS
Welcome to the Hamptons and an extraordinary opportunity to own a truly rare waterfront retreat. Perfectly positioned directly on the bay, this exceptional residence offers unobstructed, panoramic water views that stretch endlessly across the horizon and can be enjoyed from nearly every room, every level, and every corner of the property. This is the definition of a true waterfront gem. From the moment you enter, you are immediately captivated by the breathtaking bay views. The home's thoughtfully designed open-concept layout creates an inviting atmosphere that is both spacious and comfortable, seamlessly blending elegant coastal living with everyday functionality. Built from the ground up in 2015, the property has been meticulously maintained and remains in pristine condition. Never leased and occupied by the owner for only approximately two months per year, the home presents with the appearance and feel of new construction. The first floor features a generously sized guest bedroom with an en-suite full bathroom, a spacious den or home office, and an additional powder room. The heart of the home is the impressive chef's kitchen, perfectly positioned to capture sweeping bay views while flowing effortlessly into the dining area, living room, and expansive waterfront patio. Whether entertaining guests or enjoying a quiet morning coffee, every space is designed to maximize the stunning waterfront setting. The second level is equally impressive, offering three spacious bedrooms across the entire floor. Two of the bedrooms feature en-suite bathrooms, providing the rare luxury of dual primary suites. Both suites enjoy direct bay views and private access to the second-floor waterfront terrace, creating the perfect setting to wake up to spectacular sunrises and enjoy breakfast overlooking the water. Offering private beach access and an unparalleled waterfront lifestyle, this remarkable residence embodies the quintessential Hamptons experience—where luxury, tranquility, and timeless coastal beauty come together in perfect harmony. (NOTE: A comprehensive video walkthrough is available upon request, including interior and exterior tours, private beach access, and aerial and street-view footage)

21 Shinnecock Road, East Quogue

$3,475,000
5 Beds 6 Baths 967444 MLS
A mere two hours from New York City, The Top Ridge Retreat offers a rare combination of modern elegance, natural beauty, and complete privacy within the exclusive 2,500-acre gated community of The Chapin Estate. Set on more than eleven acres, this contemporary residence delivers a refined lifestyle designed for comfort, sophistication, and seamless indoor-outdoor living. Inside, the layout balances openness with intimacy. The home is offered fully furnished, with carefully curated furniture and artwork included to complement its contemporary design and elevate the overall living experience. The primary suite includes a private sitting area, fireplace, and spa-like bath, creating a true sanctuary. Additional bedrooms are spacious and well-appointed for guests. A sunken living room and library—each with a fireplace—add warmth and architectural interest, while a dedicated gym, massage room, and wellness area enhance the home’s retreat-like atmosphere. Every element of the home has been thoughtfully crafted. With 205 oversized windows, natural light fills each space and creates a continuous connection to the surrounding forest. The expansive chef’s kitchen and dining room overlook the saltwater Gunite pool, pool house, and a fully equipped indoor/outdoor kitchen featuring a fireplace, pizza oven, and dining gazebo—an ideal setting for effortless entertaining. A short stroll from the pool leads to a world-class tennis court with its own cabana, offering resort-level recreation right at home. The residence is built with uncompromising attention to quality. Features include a 12-zone radiant and solar heating system, a 12-ton central air conditioning system, custom cabinetry, and bespoke tile work throughout. From the solid wood doors to the precision-crafted finishes, every detail reflects a commitment to excellence. Life within The Chapin Estate offers unmatched access to nature and amenities. The community spans more than 2,500 acres of pristine forest and borders an additional 14,000 acres of protected conservation land. Residents enjoy miles of hiking, biking, and snowshoe trails; freshwater reservoirs and trout streams; concierge services; security patrols; and a members-only Lake Club. From within the community, owners have direct access to both Toronto Reservoir and Swinging Bridge Reservoir, ideal for boating, kayaking, fishing, and quiet days on the water. Just one mile away, the Chatwal Lodge provides elevated dining and hospitality. Located in the hamlet of White Lake, part of historic Bethel—home of the 1969 Woodstock concert—this region is rich with culture and recreation. The Bethel Woods Center for the Arts offers world-class performances and a renowned museum. Nearby, the Monticello Motor Club provides a premier private automotive experience. Farm-to-table dining, boutique cafés, craft breweries, lake activities, skiing, and endless outdoor adventures complete the lifestyle. A true escape from city life, The Top Ridge Retreat delivers privacy, beauty, and resort-style amenities in one of Sullivan County’s most coveted luxury communities. This is contemporary living at its finest—without the stress of the Long Island Expressway.

61 Top Ridge Trail, White Lake

$3,475,000
3 Beds 2 Baths 887220 MLS
This Southampton Village Cape cod cottage encapsulates the timeless allure and relaxed sophistication of Hamptons living. The homes architecture is seamlessly integrated with modern updates creating an inviting retreat that balances tradition and contemporary comfort. inside the cottage offers three spacious bedrooms and two full baths for a spa like experience. The highlight of the recent renovations is a 16 x 18 four season conservatory extension-a sun drenched space ideal for Year round enjoyment, whether hosting gatherings or savoring quiet mornings. The interiors are enhanced by central air, hardwood floors, ensuring comfort and style throughout. Step outside to discover a GUNITE pool, pool house, outdoor shower and garage.

163 Halsey Street, Southampton

$3,450,000
6 Beds 4 Baths 1029245 MLS
Magnificently reimagined and meticulously renovated, this approximately 5,500 square foot residence in the sought-after Northport Bay Estates community delivers an extraordinary lifestyle inside and out. Offering six bedrooms, four full baths, and a generously scaled floor plan purpose-built for entertaining, the home has been transformed by years of thoughtful upgrades throughout. Hardwood floors flow throughout, and the chef's kitchen anchors the interior with premium stainless steel appliances and an open connection to the great room. A dedicated home gym rounds out the interior amenities. Outside, the property is a world unto itself: a heated in-ground pool with waterfall and hot tub is the centerpiece of a resort-caliber backyard finished with premium PVC fencing, landscape and architectural exterior lighting, and lush mature grounds. The fully finished and conditioned pool house is a standout. A freestanding structure with interior and exterior lounge spaces and a full wet bar and bath, ideal for summer entertaining. An outdoor kitchen with natural gas BBQ under an open overhead trellis extends the living space further, while a basketball court adds to the recreational offering. The two-car garage has been fully renovated and features finished, climate-controlled loft office space above. Premium gutters and a completely refreshed exterior complete the picture. Beach rights and mooring rights included with HOA.

23 Steers Avenue, Northport

$3,450,000
4 Beds 3 Baths 998434 MLS
Welcome to this spacious 4-bedroom, 2.5-bath Ranch located in the exclusive gated Kennilworth community of Kings Point. Set on 1.04 acres of beautifully proportioned property, this exceptional residence offers a rare opportunity to enjoy comfortable living today while creating the dream home of tomorrow. The home features a large living room, formal dining room, inviting den, and an eat-in kitchen, providing an ideal layout for both everyday living and entertaining. Expansive outdoor decking overlooks the serene property, creating the perfect setting for gatherings and relaxation. Included are ready plans to build your custom dream home, making this property a truly unique offering and the perfect canvas to bring your vision to life. Residents of the prestigious Kennilworth community enjoy private security, a pool, and dock access, offering an unparalleled lifestyle in one of Kings Point’s most sought-after gated enclaves.

24 Hemlock Drive, Great Neck

$3,450,000
5 Beds 4 Baths 995842 MLS
Quintessential North Fork Beach House!! Perched high above with breathtaking views of the Long Island Sound, this stunning custom-built home offers the perfect blend of luxury, comfort, and location. Just across the street from the shores of Kenney’s Beach, this 2009-built residence features 5 spacious bedrooms and 3.5 beautifully appointed baths, including a serene first-floor primary suite. Set on nearly a full acre, the property is an entertainer’s dream with a heated saltwater pool, outdoor shower, and a screened-in porch ideal for summer evenings. The home also boasts a 3-car garage, whole-house sound system, security system, elevator, and a full irrigation system that keeps the grounds lush and green. Gorgeous landscaping with landscape lighting throughout. High-end construction materials and thoughtful design elevate the entire living experience, with 8-foot ceilings in the basement offering the perfect opportunity to create a media room or home gym. Enjoy spectacular sunsets, unbeatable beach access, and the potential to easily add a pool house—water and electric are already in place. This is coastal living at its finest.

790 N Sea Drive, Southold

$3,450,000
5 Beds 6 Baths 961739 MLS
An Architectural Statement of Light & Glass in Irvington Village - A rare fusion of steel, stone, and warm wood, this custom-designed residence serves as a private sanctuary in the heart of Irvington. Perfectly positioned just 0.2 miles from Metro-North and moments from the Hudson River, this 5-bedroom, 5.5-bath estate redefines luxury village living on 0.31 serene acres. A dramatic double-height foyer makes a bold first impression, featuring a sculptural floating oak staircase and front-to-back sightlines through massive walls of glass. The chef’s kitchen is a masterclass in design, anchored by an Arabescato stone island, custom cabinetry, and professional Wolf and Sub-Zero appliances. A "Glass House" experience with radiant-heated floors that lead to La Cantina folding doors, which erase the boundary between the interior and a private entertaining terrace. The primary bedoom retreat offers a treehouse-like atmosphere with a private fireplace, custom dressing room, and a spa-level marble bath featuring a steam shower and freestanding soaking tub. Experience the pinnacle of Westchester modernism.

95 N Broadway, Irvington

$3,400,000
5 Beds 5 Baths 1027701 MLS
Custom Brick Residence | Cedarhurst-Lawrence Border: Built in 2008, this custom all-brick home offers over 6,000 sq. ft. of finished living space (4,568 sq. ft. plus a 1,500 sq. ft. finished basement) on a 65' x 180' property. Designed for comfortable living and entertaining, it features 9+ ft. ceilings, formal living and dining rooms, abundant natural light, and exceptional storage. The kitchen is the heart of the home with granite countertops, dual sinks, dual ovens, dual dishwashers, dual cooking areas, an oversized island, and a spacious dining area open to the family room. The vaulted primary suite includes a marble bath with steam shower, oversized Jacuzzi tub, and a 14' x 8' walk-in closet plus an entire hallway of additional closets. The finished basement adds three versatile rooms, a full bath, and a large rec area. Outside, enjoy a heated 20' x 40' gunite pool with an automatic cover and new 2025 heater. Additional features include 5-zone HVAC, radiant heated floors, and a circular driveway. Just a 5 minute walk to the LIRR, Central Avenue shopping/dining, and nearby houses of worship—all with the benefit of Cedarhurst taxes.

410 Broadway, Cedarhurst

$3,400,000
4 Beds 4 Baths 988789 MLS
Set behind a gated entrance with a private guard house and unfolding across 8.4 private acres, The Retreat at Greentree is a true estate in every sense, engineered for privacy, designed for lifestyle, and positioned as one of the most unique offerings in the Hudson Valley. A cascading waterfall greets you on arrival, establishing a sense of calm and separation from the outside world. From that moment forward, every detail reinforces the same idea. This property was built intentionally, without compromise. Originally designed by renowned architect Paul Rudolph, the residence carries a level of architectural pedigree rarely available. Spanning over 7,750 square feet, the home blends that design legacy with modern performance, including radiant heated floors, geothermal systems, and thoughtfully curated living spaces that feel both refined and highly functional. What truly sets this property apart is the lifestyle it delivers. A private helipad offers direct access to Manhattan in approximately 14 minutes, redefining convenience at the highest level. The grounds unfold as a resort-caliber setting, anchored by a heated saltwater pool, three private cabanas, and a fully equipped outdoor kitchen with a dedicated dining space designed for effortless indoor outdoor living. A rare white sand beach introduces an unexpected element, creating a setting that feels more like a destination resort than a private residence. Inside, the home takes on a spa-like atmosphere, with wellness-driven features including a private sauna and spaces designed to restore and recharge. The primary suite is its own retreat, complete with a three-season room that extends the experience outdoors while maintaining complete privacy. A fully built-out home theater adds another layer to the lifestyle, bringing a true cinematic environment into the comfort of your own home. Beyond the property itself, the location adds another dimension. This is the perfect getaway for winter weekends, fall retreats, or summer escapes, surrounded by some of the Hudson Valley’s most sought-after destinations. Just minutes from LEGOLAND New York Resort, Woodbury Common Premium Outlets, Warwick Valley Winery & Distillery, local apple orchards throughout Warwick, Bear Mountain State Park for skiing and outdoor recreation, and the five-star Glenmere Mansion, the area offers a rare blend of recreation, luxury, and accessibility. Hiking, camping, fishing, skiing, biking, horseback riding, fine dining, and shopping are all within reach, creating a year-round lifestyle that is both active and refined. This is more than a residence. It is a fully realized compound, private, efficient, and architecturally significant, built for someone who values time, discretion, and a level of living that cannot be replicated.

19 Greentree Lane, Chester

$3,400,000
6 Beds 10 Baths 985884 MLS
Perched on the prestigious Strongs Neck peninsula of Setauket, The Swan View Estate is a timeless expression of New England elegance and grandeur. Set on 1.25 meticulously landscaped acres with 120 feet of frontage on Conscience Bay, this 9,471 sq. ft. Victorian-style Colonial offers an unparalleled blend of architectural beauty, luxurious comfort, and sweeping sunset views. Step inside to discover refined craftsmanship throughout. From the grand entryway to the custom-built library and richly appointed cigar room with mahogany wood paneling and a built-in bar. The chef-inspired kitchen is an entertainer’s dream, featuring top-of-the-line Thermador and Viking appliances, a spacious walk-in pantry, and views overlooking the heated Gunite infinity-edge pool with a cascading waterfall and views of Conscience Bay. With 6 bedrooms and 10 bathrooms (seven full, three half), every inch of this residence is designed for both elegance and ease. The primary suite is a true sanctuary, featuring French doors, a fireplace, panoramic waterfront views, a private bar with wine cooler, and his-and-her walk-in closets. The spa-like primary bath offers dual vanities, built-in wood shelving, and a vintage-style freestanding tub positioned perfectly to take in the water views. Three junior ensuites, each a showcase of refined craftsmanship and designer finishes, elevate everyday living to a new standard of comfort. The finished attic transforms into a private retreat for games and film nights, highlighted by a cutting-edge home theater and a 106" HD TV screen. Outdoors, sophistication meets serenity with a two-tiered Brazilian hardwood porch overlooking tranquil water views, a sleek bluestone patio, a gourmet outdoor kitchen, and a heated infinity-edge pool that captures the beauty of each sunset in perfect symmetry. Located within the award winning Three Village School District and offering private beach access, The Swan View Estate is more than a home — it’s a lifestyle defined by grace, privacy, and the beauty of the bay.

29 Gaul Road S, E. Setauket

$3,399,000
4 Beds 6 Baths 1023913 MLS
Located within the prestigious Ocean Gate Estates in Staten Island, this fully renovated 4-bedroom,6-bathroom residence offers approximately 4,900 square feet of living space (excluding the basement), set on an expansive 12,500+ square foot lot. Positioned inside a private gated waterfront community with access to a serene beach and lake, this home delivers a lifestyle defined by privacy, tranquility, and modern luxury. Step inside to discover a seamless, light-filled layout where every space flows effortlessly. Designer finishes, custom details, and carefully selected materials create a refined yet inviting atmosphere throughout. The custom gourmet kitchen serves as the centerpiece of the home, complemented by spa-inspired bathrooms and multiple living and entertaining areas designed for both everyday living and elevated hosting. This property has been completely rebuilt from top to bottom. All major systems have been replaced, including electrical, plumbing, HVAC, roof, and insulation—offering the feel of new construction without the wait. Smart home technology is fully integrated, featuring Lutron Lighting, whole-home Sonos audio, and a comprehensive security system, all designed for convenience and control. This is a true turnkey opportunity—move in with confidence and enjoy a home where every detail has already been thoughtfully completed.

5 Nicolosi Drive, Staten Island

$3,395,000
4 Beds 5 Baths 920495 MLS
Exciting price improvement! This rare architectural masterpiece presents a once in a lifetime opportunity for a lucky buyer. Introducing Terry Manor, a beautifully and thoughtfully restored and completely renovated architectural treasure that seamlessly blends modern sophistication with timeless architectural detail and craftsmanship. Perfectly nestled in the heart of distinguished Lawrence Park West, this residence is located within a short walk to Bronxville Village and less than 30 minutes from Manhattan, offering the perfect balance of suburban tranquility, city convenience, and low taxes! Originally crafted by celebrated architect Lewis Bowman as the dream estate for Paul Terry, creator of Terrytoons, 21 Hampshire Road features a rich cinematic history and has recently appeared on HBO and NBC productions. Sophisticated finishes, exquisite artisanal tile and stonework, and state-of-the-art technology come together with striking details and bespoke touches to enjoy and impress at every turn. The elegance and warmth makes this residence equally suited for both formal entertaining as well as casual, everyday living. Noteworthy highlights of this spectacular Tudor include a beautiful formal living room with a barrel ceiling, magnificent restored Cuban mahogany wood paneling, and an original wood-burning fireplace with Rare Rosso Levanto marble surround and herring-bone limestone interior, all in pristine condition. The gourmet chef's kitchen features top-of-the-line appliances, Calcutta Oro marble countertops, including an oversized center island, luxurious custom cabinetry, and breakfast area which opens to a lovely family room with custom built-ins. On the second level, the primary bedroom suite impresses with soaring cathedral ceilings, a coffee/drink area, and a breathtaking spa-inspired bathroom featuring radiant-heated floors, a built-in sauna, and a dramatic hand-carved black granite soaking tub. A boutique-style dressing room and second full bath with a steam shower complete the primary bedroom retreat. Three additional bedrooms, including a guest bedroom with ensuite bath, ensure comfort and conveniences for family and visitors alike. The fifth bedroom was converted into a dressing room for the primary bedroom and can easily be converted back into an en-suite 5th bedroom while retaining a walk- in closet for the primary bedroom. Throughout the residence, each and every detail has been elevated: custom leaded-glass windows with double insulation, luxurious Rohl and Kohler fixtures, hand-selected tile and stone, and wide-plank white oak floors that radiate warmth. Smart-home technology takes center stage with voice-activated controls, video security, integrated sound, intelligent climate and lighting systems, and even smart pool and irrigation management—all designed to deliver ease and peace of mind. Outdoors, entertain, unwind, and savor the natural beauty of the private property situated on nearly one acre of beautifully landscaped grounds. The expansive slate terrace, complete with a wraparound design, built-in barbecue, and recently refinished pool with PebbleTec finish, new Pentair systems, and LED lighting, makes al fresco living effortless. Terry Manor is more than a residence—it is truly a legacy property with unmatched provenance, character, and contemporary luxury. Do not miss the opportunity to call this architectural masterpiece your home. Note: Please view the unbranded property video tour, https://bit.ly/21HampshireRoad

21 Hampshire Road, Bronxville

$3,389,000
5 Beds 7 Baths 991599 MLS
10 Fox Meadow is arguably the best value in LLoyd Harbor offering over 9800sft of finished space under heat/air on one of the most desirable streets offering very low taxes. Nestled on a sprawling, open, and level 2 acre property, 10 Fox Meadow Lane offers the perfect blend of modern luxury and timeless traditional appeal. This beautifully renovated 1989-built home features a thoughtful two-level-inspired floor plan with soaring vaulted ceilings that create an airy and expansive feel throughout. At the heart of the property is a stunning newly renovated indoor pool pavilion—completely renovated in April 2026—complete with a pellet stove fireplace, a new bathroom, and a luxurious steam shower, making it ideal for year-round enjoyment. Extensively updated with high-end finishes, including a gourmet kitchen featuring Thermador appliances and quartz countertops, a finished basement with a movie theatre, gym, and wine room, and numerous thoughtful upgrades such as new Anderson windows, a whole-house generator, and a heated three-car garage with premium garage tech storage, this home delivers comfort, style, and functionality in equal measure. With five bedrooms, seven bathrooms (including five brand-new ones), and an impressive array of indoor and outdoor living spaces, 10 Fox Meadow Lane is a true private retreat that seamlessly combines contemporary amenities with classic charm. Low taxes and close proximity to Lloyd Harbor School round out this offering. Lloyd Harbor offers private beaches, boat ramps, summer camp, private police force and close proximity to Caumsett State Park and Target Rock Preserve.

10 Fox Meadow Lane, Lloyd Harbor

$3,385,000
6 Beds 7 Baths 1004329 MLS
Privately sited adjacent to an eight acre nature preserve and set back from the road, this property offers a rare blend of natural seclusion, timeless design, and resort-style living in the heart of Lloyd Harbor. Custom built this classic and inviting residence was designed for both elevated entertaining and comfortable everyday living. A striking 30-foot entryway with open air cupola sets the tone, leading into interiors rich with custom moldings, Brazilian cherry floors, mahogany inlays, and herringbone details span the main floor. The chef’s kitchen is outfitted with a 48” 6 burner Thermador, two Sub Zero refrigerators and two Bosch dishwashers. The home features six bedrooms, seven baths, radiant heat in four full baths; first floor bedroom is ideal for guest suite or home office. There are laundry rooms on both first and second floors. Natural gas services the three fireplaces, built-in barbecue, and pool heater; an added luxury and convenience. The three-car garage with 14-foot ceilings can accommodate a lift to store up to six vehicles. Surrounded by lush natural beauty, the resort style backyard features a gunite saltwater pool, spa, sun decks and built in BBQ; ideal for hosting both casual gatherings and large scale entertaining. Just two miles from Huntington Village and close to the train for an easy NYC commute, this exceptional home is ideally located within the sought-after Lloyd Harbor community. Cold Spring Harbor Schools, deeded to Lloyd Harbor Village Beach, this home is truly a special offering not to be missed. Taxes being grieved. Estimated savings will be approximately 10%. Taxes include Lloyd Harbor Village tax.

5 Mill Road, Lloyd Harbor

$3,380,000
5 Beds 6 Baths 981636 MLS
Set within the prestigious gated enclave of Stone Hill in Muttontown, this sophisticated contemporary residence exemplifies refined luxury, exceptional craftsmanship, and effortless modern living. A designer chef’s kitchen serves as the heart of the home, appointed with premium Wolf and Sub-Zero appliances, including a professional-grade cooktop, double ovens, built-in coffee system, and custom granite countertops. The adjoining breakfast area is bathed in natural light and overlooks a spectacular private backyard oasis. Outdoors, a saltwater swimming pool with cascading waterfall and integrated lighting creates a resort-like setting, complemented by a fully equipped gas grilling area—ideal for seamless indoor-outdoor entertaining. Inside, the home showcases exquisite millwork, coffered ceilings, and an expansive, thoughtfully designed layout. A gracious family room anchored by a fireplace offers both warmth and elegance, while rich hardwood flooring flows throughout. The primary suite is a true retreat, featuring a private fireplace and a spa-inspired bath with a jacuzzi tub, glass-enclosed shower, dual water closets, and dedicated his-and-her vanity areas, including a custom makeup station. Three additional ensuite bedrooms complete the upper level. The fully finished lower level is designed for recreation and leisure, offering a media/KTV lounge, billiards area, an additional bedroom, and a full bath—perfect for guests or extended living. Additional highlights include a three-car garage , a picturesque driveway lined with six mature cherry trees, and a private residential elevator offering seamless access from the ground level to the second floor. Residents of Stone Hill enjoy an exclusive lifestyle with access to a clubhouse, indoor pool, fitness center, tennis courts, and 24-hour gated security, all within the highly regarded Syosset Central School District.

9 Earle Drive, Muttontown

$3,380,000
4 Beds 6 Baths 916978 MLS
Completely Renovated Southampton Gem! Set on a beautifully landscaped 0.7-acre corner lot offering added privacy, generous outdoor space. In the highly desirable North Main Street, this stunning Southampton residence offers the perfect blend of modern luxury and Hamptons charm. Located less than 1 mile from Southampton Village and pristine ocean beaches, this move-in-ready home delivers both convenience and tranquility. Thoughtfully renovated from top to bottom, this approximately 3,000 square foot home features four en-suite bedrooms and 2.5 baths, along with a private lower level complete with additional en-suite bedroom, home office, cozy den-ideal for guests or extended living. The open-concept design showcases soaring ceilings with exposed rafters, modern track lighting, and warm, inviting gas-burning fireplace that elegantly defines the living space. The gourmet kitchen is a true centerpiece, outfitted with a Sub-Zero refrigerator, wet bar with Marvel ice maker, quartz countertops with a oversized island. Beautiful hardwood floors flow throughout, enhanced by abundant natural light. The primary suite offers a private retreat, featuring Anderson French doors overlooking the professionally landscaped grounds. Step outside to your own private oasis, complete with a brand new gunite pool an oversized, heated pool house featuring porcelain tile flooring, kitchenette with sink and beverage refrigerator, quartz countertops-ideal for entertaining. Additional highlights include a six-zone wireless sonos sound system, Lutron lighting, ring security system, wi-fi signal extenders, Cambridge pavers brand new roof installed in 2025. A newly designed front walkway enhances the home's curb appeal and entry. This exceptional property combines privacy, elegance, and a premier location just minutes from Southampton Village's boutique shopping, dining, and world class beaches. Experience the best of the Hamptons living in this truly turnkey home.

509 North Main Street, Southampton

$3,375,000
4 Beds 4 Baths 938673 MLS
Quiet luxury meets Hamptons ease at 2 Emma’s Path. Set on 0.68 acres in coveted Remsenburg, this 4,000 SF custom retreat delivers space, style, and total privacy. Four bedrooms, 3.5 baths, soaring vaulted ceilings, and sunlit open living create a home that lives beautifully year-round. A chef’s kitchen anchors the main level, while a serene primary suite and thoughtfully designed guest wings offer flexibility for hosting, work, or retreat. Upstairs, a versatile loft adds bonus space; below, a full walk-out basement and 3-car garage with infrared + steam sauna elevate everyday living. Outside is pure resort living, heated saltwater pool, brand-new hot tub, bluestone patio with wood-burning fireplace + pizza oven, outdoor shower, and lush, fully fenced grounds. Private. Polished. Perfectly positioned, make it yours. A rare Remsenburg offering, designed to unwind, entertain, and escape. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

2 Emma's Path, Remsenburg

$3,350,000
5 Beds 6 Baths 1023249 MLS
Welcome to one of Pleasantville's most exceptional luxury estates—a builder's own masterpiece where timeless elegance, impeccable craftsmanship, and sophisticated design come together in perfect harmony. Ideally located within the highly acclaimed Byram Hills School District, just moments from the charming hamlet of Armonk, this extraordinary residence offers over 7,000 square feet of thoughtfully curated living space designed for the most discerning buyer. From the moment you step inside, you're greeted by soaring ceilings, sun-filled interiors, and beautifully appointed living spaces that seamlessly blend everyday comfort with grand-scale entertaining. Every detail has been carefully considered, creating an atmosphere of refined luxury throughout. The home's versatile floor plan features five spacious bedrooms, including a desirable first-floor guest suite with a full bath—perfect for extended family, overnight guests, or a private executive home office. The spectacular primary suite is a private sanctuary unlike any other, offering a spacious bedroom retreat, expansive custom walk-in closets, and luxurious his-and-her spa-inspired bathrooms, providing the ultimate in comfort, privacy, and everyday indulgence. Designed for effortless indoor-outdoor living, the resort-style backyard is an entertainer's dream. Spend summer days relaxing beside the stunning in-ground pool and spa or host unforgettable gatherings beneath the covered patio, complete with built-in heaters, integrated speakers, and a fully equipped outdoor kitchen—allowing you to enjoy every season in style. The expansive walk-out lower level offers endless possibilities, whether you envision a state-of-the-art home theater, fitness center, game room, wine cellar, or additional living quarters. Its exceptional scale provides the flexibility to accommodate every lifestyle. Perfectly positioned in one of the area's most desirable neighborhoods, this remarkable estate is just minutes from Armonk's vibrant downtown, Metro-North, award-winning schools, fine dining, boutique shopping, parks, and convenient access to New York City.

15 Heritage Drive, Pleasantville

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