Suffolk County Real Estate Search

Suffolk County 5 Bedroom Properties for Sale

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Newest Suffolk County 5 Bedroom Properties for Sale

$3,625,000
5 Beds 5 Baths 1012419 MLS
Nestled in the highly coveted Hay Beach enclave of Shelter Island, 43 Gardiners Bay Drive is a grand, ˜ 6,100-square-foot coastal estate that redefines luxury through the lens of effortless living. Set on a sprawling 0.92-acre parcel with captivating winter water views of Gardiners Bay, this masterfully designed home offers a seamless daily rhythm, beginning in the light-filled foyer where exquisite millwork meets glass doors that open to the expansive grounds. Designed for both high-end entertaining and absolute ease, the flowing main level connects a stately firelit living room to a magnificent chef's kitchen—complete with a professional cooktop, a walk-in pantry, and dual dishwashers for effortless cleanup—before transitioning outside to a resort-style pool featuring an electric safety cover and direct cabana-bath access. A sanctuary of personal wellness, the second floor boasts a marble-clad primary suite with a private water-view office overlooking the bay, alongside three generous guest rooms and two laundry rooms configured for ultimate convenience. Below, the fully finished lower level serves as a private wellness and entertainment pavilion, featuring a home gym, media room, and a temperature-controlled wine cellar, balanced by an abundant bulk-provisioning storage room and an attached garage for your water toys. Situated just steps from the pristine sands of Menhaden Lane Beach and moments from the island’s premier marinas, boutiques, and acclaimed dining, this estate offers a turnkey, worry-free island lifestyle where every modern luxury is already perfectly in place.

43 Gardiners Bay Drive, Shelter Island

$3,550,000
5 Beds 6 Baths 1013917 MLS
Tucked at the end of a tree-lined drive on a secluded waterfront acre, this exceptional Bellport Village residence offers the rare combination of privacy, scale, water access, and relaxed resort-style living. With approximately 5,500 square feet across three levels, the home is designed for gathering, hosting, and extended stays, with five bedrooms, five-and-one-half baths, luminous interiors, soaring ceilings, and beautiful outlooks toward Howells Creek, the Bellport Golf Course, and the Great South Bay beyond. A gracious foyer opens to elegant living and entertaining spaces, including a formal dining room and intimate study, each with its own fireplace. At the heart of the home, the brand-new chef’s kitchen features custom cabinetry, quartz surfaces, an expansive waterfall-edge island, wine and beverage storage, and premium appliances by Viking, Sub-Zero, and Miele. The adjoining great room is a true centerpiece, with arched windows, fireplace, and multiple sets of French doors that open directly to the outdoor living spaces. Outside, the property feels like a private retreat. An expansive patio surrounds the 12x36-foot Gunite pool, creating an effortless setting for summer afternoons, outdoor dining, and entertaining by the water. Beyond the pool terrace, a path winds through the waterfront grounds and natural coastal grasses to a private dock on Howells Creek, offering a peaceful connection to the water and the surrounding landscape. The second level includes two generous primary suites. One features a sitting area, fireplace, spa-inspired bath, walk-in closet, and balcony overlooking the water and golf course. The second offers its own bath, abundant closet space, and access to an adjoining den with balcony and spiral staircase leading directly to the pool terrace. An additional guest bedroom and full bath complete the main second level. Separate living quarters above the two-car garage provide a kitchen, full bath, and flexible space ideal for guests, extended stays, work-from-home needs, or a private studio. The airy third floor, complete with a bedroom, full bath, cedar closet, and open bonus space, offers even more flexibility for an office, fitness room, media lounge, recreation space, or artist’s retreat. Moments from Bellport Village, Mother’s Beach, the marina, restaurants, shops, and the ferry to Ho-Hum Beach, this is a rare opportunity to enjoy the best of waterfront living in one of Long Island’s most beloved coastal villages.

68 S Howells Point Road, Bellport Village

$2,375,000
5 Beds 6 Baths 1008825 MLS
Welcome to an exceptional expanded elevated ranch in one of the most desirable North Dix Hills neighborhoods, beautifully set on a lush, level acre designed for privacy, comfort, and refined entertaining. From the moment you enter through the gracious double-door foyer with its dramatic double barrel-vaulted ceiling, the home makes an unforgettable impression with its expansive, light-filled layout, abundant skylights, and warm hardwood floors that flow seamlessly throughout the main living areas. Designed for effortless everyday living and elegant indoor-outdoor entertaining, the home features Andersen windows and multiple sets of sliding glass doors that frame serene views and provide a natural connection to the spectacular backyard retreat. Mature perennial gardens and specimen plantings surround the property, creating a beautifully landscaped, resort-like setting. The country club-style backyard is a true showpiece, complete with an in-ground saltwater pool, a striking waterfall feature, and a distinctive high-end covered outdoor entertaining kitchen equipped with every amenity for unforgettable gatherings. Whether hosting summer celebrations, enjoying alfresco dinners, or relaxing with family and friends, this private outdoor oasis offers the best of luxury living at home. Inside, the home offers exceptional flexibility with two luxurious primary en-suites, including a sought-after first-floor suite and a second-floor retreat featuring a spacious four-piece bath, an oversized walk-in dressing room, and wraparound porch views. Multiple living spaces provide room to gather, unwind, work, and entertain with ease. At the heart of the home is an enormous gourmet chef’s kitchen, thoughtfully scaled for both intimate meals and grand entertaining. With stainless steel appliances, a fireplace, generous seating areas, 12-foot center island with seating, additional peninsula seating, and comfortable table space for twelve, this impressive kitchen is ready to become the home’s central gathering place. The legally finished basement further expands the lifestyle possibilities with an entertainment area, kitchenette, full bath, bedroom with full egress and walk-in closet, workout area, office, laundry area, utility space, and abundant storage. Ideal for extended guests, recreation, work-from-home needs, or multi-generational living, this level adds remarkable versatility to the home. Additional premium features include a whole-house generator, natural gas for heating and cooking, insulated doors, an alarm system, a circular driveway, Sonos sound system, and smart home features. Located within the acclaimed Half Hollow Hills School District and zoned for Half Hollow Hills High School East, this exceptional residence offers the rare combination of space, luxury, convenience, and an elevated North Dix Hills lifestyle.

20 Astro Place, Dix Hills

$779,999
5 Beds 2 Baths 1010587 MLS
**** HALF HOLLOW HILLS SCHOOLS *** THIS HOME IS MUCH LARGER THAN IT APPEARS **** Welcome to 1 Dogwood Street, Farmingdale — not your cookie-cutter home! This expanded home offers approximately 1,932 sq. ft. of living space, featuring 5 bedrooms, 2 full bathrooms, an extended eat-in-kitchen, a spacious family room extension, formal dining room, living room and a finished basement. If you are looking for a home that is super-duper clean - this checks the boxes here as well! The eat-in kitchen includes a brand-new oven, plenty of cabinetry and countertop space, and a comfortable dining area. Hardwood floors run through most of the first floor under the carpets. Additional updates include updated windows, an oil hot water heating system with the oil tank located in the basement, and a roof approximately 10 years old with one layer. Step outside and enjoy your own backyard “park” complete with luscious landscaping, two brick-paver patios, one under an awning, a gazebo, and beautifully maintained grassy space — perfect for relaxing, entertaining, or simply enjoying the outdoors. The yard is fully fenced-in. Inground sprinklers. Additional highlights include a one-car attached garage with an electronic garage door opener. Prime location, Half Hollow Hills School District #5. Close to Farmingdale Village’s Main Street, known for great shopping, restaurants - that lively “place to be” atmosphere, the LIRR and the Bethpage Golf Course.

1 Dogwood Street, Farmingdale

$1,129,000
5 Beds 4 Baths 1011860 MLS
Welcome to this stunning 3,700 sq. ft. Windsor Colonial nestled in the heart of Mount Sinai. Located within the highly sought-after Villages of Mount Sinai gated community, this exceptional residence offers the perfect blend of elegance, comfort, and functionality. Step inside through the impressive grand foyer, where you'll immediately appreciate the home's spacious layout and refined design. The main level features a formal living room, an elegant dining room, and a beautifully appointed eat-in kitchen complete with custom wood cabinetry, a large center island, stainless steel appliances, high-hat lighting, and abundant workspace—perfect for everyday living and entertaining alike. Just off the kitchen, you'll find a warm and inviting family room, creating the ideal gathering space for family and friends. The home offers four generously sized bedrooms, including a luxurious primary suite, along with four full bathrooms thoughtfully designed for convenience and comfort. The fully finished basement provides exceptional versatility and is currently configured as a fully functional mother/daughter suite, offering endless possibilities for extended family, guests, or additional living space. Residents of The Villages at Mount Sinai enjoy access to outstanding community amenities, including a renovated fitness center, tennis courts, swimming pool, playground, and clubhouse. With its spacious interior, desirable community setting, and countless upgrades throughout, this remarkable home is a rare opportunity that won't last long. Schedule your private showing today and experience everything this exceptional property has to offer.

26 Woodstork Drive, Mt. Sinai

$4,750,000
5 Beds 8 Baths 1009662 MLS
Located in the heart of Westhampton Beach Village, this extraordinary 9,500-square-foot estate is set on 1.20 beautifully landscaped acres, offering a rare blend of historic grandeur, modern comfort, and the quintessential Hamptons lifestyle. Rich in character and timeless elegance, the residence is introduced by a grand foyer that immediately sets the tone for the home's impressive scale. Beyond, an oversized historic ballroom serves as the centerpiece of the estate, featuring soaring ceilings, a wood-burning fireplace, floor-to-ceiling windows, and custom built-in bookshelves. Originally dating to the 1800s, this remarkable space is steeped in history and craftsmanship, with rich walnut millwork and architectural details that make it truly exceptional. Evoking the glamour and sophistication of the Great Gatsby style, the ballroom is an extraordinary setting designed for unforgettable entertaining and effortlessly accommodating everything from intimate gatherings and elegant dinner parties to grand-scale celebrations and lavish soirees. The main level offers a spacious living area, billiard room, full bath, an additional living space complete with a kitchenette and bar and a bedroom with en suite bath. An oversized formal dining room and separate breakfast area provide exceptional settings for hosting, while the den/great room, anchored by a wood-burning fireplace, creates a warm and inviting retreat. The chef's kitchen is appointed with granite countertops, maple cabinetry, an induction oven, and stainless-steel appliances. A laundry room and powder room complete the first floor. The second level is thoughtfully arranged into two distinct wings. The west wing guest quarters feature an own foyer leading to a full bath, sitting area, and bedroom. This wing also includes an office opening to an own balcony overlooking the beautifully manicured grounds, along with a sitting room, full bath, additional bedroom, and balcony access. The main second-floor wing showcases an expansive primary suite designed as an inclusive sanctuary, featuring a spacious sitting room, wood-burning fireplace, walk-in closet, spa-inspired bath, and a dramatic spiral staircase leading to a lofted retreat. An additional office completes this wing. A second primary suite offers its own sitting area and en suite bath, providing luxurious accommodations for all. Blending timeless Hamptons elegance, architectural character, and exceptional scale for both grand entertaining and private living, this distinguished estate presents a rare opportunity to own one of the area's most unique residences. Nestled among mature specimen trees and picturesque landscaping, the property also features a 20' x 40' in-ground pool, creating a tranquil resort-like setting for relaxation and entertaining. Set within one of Westhampton Beach’s most desirable locations, moments from renowned beaches, acclaimed dining, and boutique shopping, the property embodies the very best of Hamptons living.

45 Beach Lane, Westhampton Beach

$949,999
5 Beds 4 Baths 1010112 MLS
Exceptional Splanch-style residence offering an impressive blend of space, comfort, and timeless appeal. Situated on a beautifully maintained property, this move-in ready home features 5 generously sized bedrooms and 4 full baths, providing a versatile floor plan designed for today’s lifestyle. The welcoming interior showcases hardwood floors, a bright and spacious formal living room, an elegant formal dining room, and a large eat-in kitchen featuring classic oak cabinetry, abundant counter space, and ample storage. The thoughtfully designed layout provides an ideal balance of open gathering areas and private living spaces, making the home equally suited for everyday living and entertaining. The primary suite offers a private retreat complete with a full bath and direct access to an outdoor deck, creating the perfect setting to enjoy morning coffee or unwind at the end of the day. Additional bedrooms are generously proportioned, and the home’s four full bathrooms provide convenience and flexibility. Pride of ownership is evident throughout with numerous updates and improvements, including newer windows, a recently completed driveway, and the added benefit of a newly installed septic system in addition to the existing one. The property has been meticulously maintained and offers a truly move-in ready opportunity for its next owner. Step outside to a fully fenced backyard designed for both relaxation and entertaining. The outdoor space is highlighted by a stunning 18’ x 36’ in-ground pool, expansive patio areas, and beautifully landscaped grounds that create a private and inviting atmosphere. Whether hosting summer gatherings or simply enjoying the outdoors, this backyard offers endless possibilities. Conveniently located near shopping, parks, restaurants, transportation routes, and other local amenities, this exceptional property combines generous living space, quality updates, and outstanding outdoor features in one remarkable offering. A rare opportunity to own a meticulously maintained Splanch with exceptional indoor and outdoor living spaces.

22 Chatham Road, Commack

$3,199,000
5 Beds 8 Baths 1004985 MLS
Experience unparalleled luxury and architectural grandeur in this extraordinary 15,092-square-foot estate where exceptional craftsmanship and resort-style amenities converge. Privately set behind a gated entrance with a circular driveway, this magnificent residence situated on 1.8 acres offers 5 bedrooms, 8 bathrooms, a 4-car garage, and an impressive array of indoor and outdoor living spaces designed for both lavish entertaining and comfortable everyday living. A dramatic entry foyer makes a lasting impression with a sweeping bridal staircase, a striking double-sided fireplace, and a spectacular illuminated stained-glass ceiling. Throughout the home, exquisite wainscoting, coffered ceilings, custom cornice moldings, and seven fireplaces showcase the meticulous attention to detail and superior quality of construction. The expansive main level features 13 beautifully appointed rooms, including elegant formal living and dining rooms, a richly appointed library, a spacious den, and two generously sized bedrooms. Every bedroom in the home enjoys the privacy and convenience of its own en-suite bath. The gourmet chef's kitchen is outfitted with premium Bosch, Wolf, and Sub-Zero appliances, offering the perfect setting for culinary excellence and entertaining. The luxurious primary suite serves as a private sanctuary, featuring a gracious sitting area, an expansive dressing room, and a spa-inspired en-suite bath complete with a soaking tub, oversized walk-in shower, dual vanities, and private balcony. A unique spiral staircase provides direct access from the suite to the indoor pool and sunroom, creating an unparalleled retreat experience. One of the home's most remarkable features is the enclosed sunroom, which houses a heated indoor in-ground pool and serves as a year-round resort oasis. This spectacular space also includes a fireplace, full bath, and built-in BBQ area, seamlessly blending relaxation and entertainment. An elevator services all four levels of the residence, providing effortless access throughout. The fully finished lower level offers an exceptional collection of amenities, including a media room, full kitchen, climate-controlled wine room, office, den, billiards room, and extensive recreation and gathering spaces. The outdoor grounds are equally impressive, highlighted by a heated saltwater in-ground pool surrounded by an expansive paver patio. A beautifully designed cabana features an outdoor kitchen, BBQ, and fireplace, creating the ultimate setting for outdoor entertaining and relaxation. Completing this extraordinary estate is a stately slate roof, further emphasizing the home's enduring quality and elegance. A rare offering of remarkable scale and distinction, this one-of-a-kind estate delivers an unmatched lifestyle of luxury, privacy, and resort-inspired living.

98 Cliff Road, Port Jefferson

$1,779,000
5 Beds 4 Baths 1007506 MLS
Welcome to 35 High Pasture Circle, Dix Hills. This spacious Colonial offers 5 bedrooms and 3.5 bathrooms, along with a functional layout and solid features throughout. The main level includes multiple living areas, including a den with a wood-burning fireplace, as well as a kitchen overlooking the backyard. A first-floor bedroom with a nearby full bath provides additional flexibility, while four bedrooms are located on the second level. The primary suite features a private bath and a large walk-in closet. Additional features include natural gas heat, central air conditioning, 200-amp electric service, Andersen and Pella windows, central vacuum, an alarm and security camera system, in-ground sprinklers, and hardwood floors beneath the carpeting. The backyard is a true highlight of the property. Meticulously maintained, level, and tree-lined for added privacy, it offers an abundance of usable outdoor space rarely found. Whether you envision a pool, outdoor kitchen, sports court, garden, or expanded entertaining area, the possibilities are endless. The size, layout, and privacy of the yard create an exceptional outdoor setting with tremendous potential for future enjoyment. Conveniently located near shopping, restaurants, parks, and major transportation routes, this home presents an excellent opportunity for buyers looking to add their own personal touches while enjoying the space and character of a classic Dix Hills Colonial.

35 High Pasture Circle, Dix Hills

$2,098,888
5 Beds 7 Baths 1007159 MLS
Experience a thoughtful approach to luxury living. A newly constructed residence offering approximately 5,625 square feet on a full private acre in Dix Hills. Designed with flexibility in mind, this 5-bedroom, 6 full and 1 half bath home adapts effortlessly to the way you live. The main level offers exceptional versatility with expansive entertaining spaces and a private suite designed to evolve with your lifestyle serving as a first-floor primary retreat, guest accommodations, multigenerational living, or a dedicated recreation, media, wellness, or lounge space depending on your needs. At the center of the home, the designer kitchen opens seamlessly into gathering spaces created for both everyday living and larger-scale entertaining. Each bedroom was intentionally designed with comfort and privacy in mind, offering its own dedicated bathroom access to create a true suite-style experience throughout the home. Upstairs, the primary retreat creates a spa-inspired setting with premium finishes and luxury details designed to feel elevated yet functional. An additional finished basement with its own private full bathroom adds even more flexibility to the home ideal for a home gym, creative studio, playroom, media space, work-from-home environment, or whatever your lifestyle calls for next. Built with long-term performance and modern convenience in mind, the home includes spray foam insulation, energy-efficient heat pump systems, 300-amp electrical service, Tesla EV charging, and future solar readiness. Additional highlights include smart security integration, professionally designed landscaping, a 13-zone sprinkler system, private outdoor space, and an attached 2-car garage. Situated on a full acre within the Half Hollow Hills School District, this home combines scale, flexibility, modern infrastructure, and the increasingly rare benefit of private bath access for every bedroom—creating a living experience that feels intentional in every space. **To further personalize the outdoor experience, the seller is offering the opportunity for a 20x20 patio with fire pit to be created at the buyer’s discretion, allowing the next owner to tailor the backyard to their lifestyle. Any AI-generated renderings shown are for inspiration purposes only and illustrate examples of potential outdoor design concepts.** Taxes are an estimate from the town.

1130 Carlls Straight Path, Dix Hills

$4,290,000
5 Beds 5 Baths 981869 MLS
BRAND NEW CONSTRUCTION ~ TO BE BUILT. This is an opportunity to customize your exclusive Luxury Residence. This home has an expected completion of early 2027. Local prominent builder, will finish to perfection on this incredible flat 2.67 acre of beautiful property. Thoughtful floorplan incorporated, with proposed residence, offering 5 Bedrooms, Kitchen with high end appliances, quartz countertops, open to Great Room, Office/Bedroom Ensuite on first, Dining Room and Mud Room. Radiant heat in Primary Bath and Mud Room. In addition, this new residence offers; 2 Laundry Rooms one on 1st and 2nd floor, Bonus Room over Garage. The Great Room encompasses a wall of glass overlooking the stunning property, including 4 French doors with additional windows, offering an abundance of natural light. The French doors open to an outside patio with covered porch for multi seasonal enjoyment. Ceilings Height 10 Ft. on First Floor, 9 Foot and Cathedral on Second Floor, 9 Foot Ceiling in Basement. Stunning oversized custom front window with bronze finish for the ultimate curb appeal. 3 Car Garage, side loaded, situated on the left side of the home. Marvin windows, Maibec siding, Azek trim, 5" Oak floors, Rheem CAC, 300 amp underground electrical service, Navien boiler hot water system, Central vac, Thermadore appliance package, LG washer dryer, are some of the many amenities offered. This high-end new construction offers fresh on point, sophisticated design. Mature plantings provide a serene setting. Spectacular setting close to Fort Hill Beach, Town, shops, restaurants, train, CSH library and all the local Village has to offer. Assoc. fee of $2,250. Private Fort Hill and Lloyd Harbor Beach with mooring rights, cabana, tennis and summer camp (fee). (Renderings for marketing purposes only) CSHSD #2

3 Seaforth Lane, Lloyd Harbor

$1,699,000
5 Beds 4 Baths 1003609 MLS
Discover the perfect blend of luxury, comfort, and tranquility in this stunning one-family residence, thoughtfully designed for both everyday living and exceptional entertaining. Nestled on a beautifully landscaped property surrounded by mature trees and lush greenery, this home offers a private retreat-like atmosphere with impressive indoor and outdoor living spaces. The exterior features an expansive green yard ideal for relaxation and gatherings, complete with a fully equipped outdoor kitchen island and multiple entertainment areas designed to enjoy every season. Adding to the resort-style experience are two Swim spa hot tub areas: one intimate spa perfect for 2–3 people, and a larger multi-family spa accommodating approximately 8 guests. Inside, the home welcomes you with a bright and elegant living room featuring soaring high ceilings that enhance the sense of space and natural light. The main level also offers a formal dining area, a spacious eat-in kitchen, a cozy fireplace, one bedroom, and a full bathroom, providing both functionality and comfort. The second floor boasts a generously sized primary suite complete with a private full bathroom, creating a peaceful personal retreat. In addition, there are three spacious bedrooms and another full bathroom. This exceptional property combines elegance, privacy, and outstanding amenities, making it a rare opportunity for buyers seeking a true lifestyle home.

44 Warner Road, Huntington

$699,999
5 Beds 3 Baths 1001061 MLS
Sprawling 5 bedroom, 3 bath Colonial with a legal one bedroom accessory apartment offering tremendous rental income potential, all set on a private 0.46-acre lot in the highly desirable . Boasting over 2,600 square feet of living space, this well-maintained home is set back from the road and features solar panels, low maintenance vinyl siding, new paver walkways, a blacktop driveway, and beautifully landscaped grounds. Designed for both comfortable living and entertaining, the open-concept floor plan showcases a formal living room filled with natural light, an updated eat-in kitchen with quartz countertops, white cabinetry, stainless steel appliances, and a center island, as well as a spacious great room with vaulted ceilings and sliding glass doors leading to the backyard. The main level offers exceptional flexibility with a laundry area, two generously sized bedrooms, and a beautifully renovated full bathroom. The second level includes two additional spacious bedrooms, and a full bathroom with a tub. One-bedroom accessory apartment with a private entrance, abundant attic storage, and a spacious primary suite complete with a walk-in closet and private full bath. The thoughtfully designed layout is ideal for extended or multi-generational living while providing the added financial benefit of a legal accessory apartment. Step outside to enjoy the expansive backyard, offering endless possibilities for outdoor entertaining, recreation, gardening, or future enhancements. Additional highlights include gas heating sewer system, central air conditioning, 200-amp electrical service, ample storage throughout, and numerous updates throughout. Conveniently located near shopping, dining, parks, and major roadways, this exceptional property combines space, versatility, modern amenities, and outstanding income-producing potential in one remarkable home.

4 Hale Lane, Coram

$1,495,000
5 Beds 2 Baths 1002100 MLS
Investors or primary owner dream, could be your beautiful summer home or rental with 5BR/2BT ready for a Full-Sized Pool w/ beautiful private yard and location. Situated on more than half an acre (.55 acres) home features 5 bedrooms, 2 baths w/ office, updated kitchen, living/dining room, laundry and full basement. DESIRABLE LOCATION: No car is necessary, as you’re walking distance to the Village and Hampton Jitney. Walking distance & 4 block from the main street, which includes features such as a Hampton Jitney stop, restaurants, delis & various shops. HOME FEATURES: 5 bedrooms and 2 bathrooms with open living area, huge property ready for a beautiful pool, w/ spacious outdoor sitting areas. INSIDE FEATURES: Beautiful kitchen, dining and living room area, dining room table with large living room area. Kitchen/Dining Room area transition to an outdoor deck sitting area. • Master Bedroom –King bed, includes walk-in closet, full jack and Jill bath. • Bedroom (2) – Queen bed, includes spacious closet. • Bedroom (3) – Queen bed, includes spacious closet. • Bedroom (4) – Twin bed w/ trundle, spacious closet. • Bonus Rooms: bedroom and Office. BACKYARD FEATURES: Huge (fenced-in) backyard ready for entertainment space: • Private Pool: can be an 18 by 40 high-end heated salt & natural mineral pool w/ 8-foot-deep end. This could be an entertainment and leisure pool. • Large patio ready for an outdoor Fireplace. • Large Deck: Featuring a 6-seater outdoor dining table w/ Propane BBQ Grill and a small (4) seater wicker sofa. • Property Landscaping: Beautiful Private landscaped and spacious backyard for entertaining.

248 County Rd 39, Southampton

$2,399,999
5 Beds 3 Baths 1001905 MLS
Beautifully sited on half an acre in the heart of Westhampton Beach Village, this exceptional five-bedroom, three-bath residence offers approximately 2,900 square feet of thoughtfully designed living space, seamlessly blending timeless craftsmanship with modern luxury. From the moment you enter, the home’s quality is evident with 7-inch wide-plank antique oak flooring, custom shaker paneling, solid wood doors, coffered and beam ceilings, vaulted architectural details, custom built-ins, recessed lighting, radiant heat, and elegant marble flooring throughout select spaces. Designed for both everyday living and entertaining, the flexible floor plan features two first-floor bedrooms served by a full bath, while the spacious second-floor primary suite serves as a private retreat complete with a sitting room, en suite bath, dual walk-in closets, and an additional closet for added storage. The finished lower level offers two additional bedrooms, a full bath, recreation area and laundry room. At the center of the home, the beautifully appointed kitchen showcases striking Lapitec countertops and 3-inch island, stainless appliances, and custom cabinetry, creating a beautiful focal point that flows effortlessly into the surrounding living and dining areas. Outside, the property transforms into a private resort-like oasis. Surrounded by extensive mature landscaping, landscape lighting, and outdoor sonos surround sound, the grounds are designed for both relaxation and entertaining. Enjoy a sun drenched pool and hot tub, tranquil koi pond, a basketball court, and an expansive outdoor kitchen with bar and fireplace. Smoked gray granite patios and pool surrounds provide a sophisticated backdrop, while a spacious rear deck with a motorized awning creates the perfect setting for seamless indoor-outdoor living. Two storage sheds offer additional convenience and functionality. A rare offering in one of the Hamptons’ most sought-after villages, this beautifully maintained property delivers an unparalleled lifestyle with every amenity thoughtfully curated for comfort, recreation, and entertaining.

90 Rogers Avenue, Westhampton Beach

$5,900,000
5 Beds 6 Baths 1001307 MLS
An Architectural Masterpiece nestled along the Shore in the exclusive enclave of Old Field. Less than 60 miles from Manhattan, this is the Hamptons Experience without the traffic. There are luxury homes, and then there are places that quietly redefine the way you live. Hidden behind a gated entrance on 2.5 waterfront acres, this extraordinary contemporary estate dissolves the boundary between architecture and nature. Walls of glass invite the Narrows and Long Island Sound into nearly every room, where breathtaking water views become part of everyday life. More than a residence, it is a private retreat designed for those who value exceptional craftsmanship, complete privacy, and a lifestyle that cannot be replicated. This modern glass sanctuary makes you feel like you are floating on the water. This Estate is your private resort with all the luxuries imaginable. Wake every morning to the beautiful sunrise on the water and hop on your boat from your own deep water navigable dock in this protected harbor. Relax in the evening under the moonlight. This contemporary waterfront masterpiece could easily appear in Architectural Digest- its clean lines and timeless design are blended with steel construction, while the floor to ceiling walls of glass bring you to the water. Swim toward the horizon in your infinity edge pool while watching the PJ ferry disappear into the Long Island Sound. Luxury Resort-like Amenities, where you are the only guest, include a wine cellar, theater with custom seating, fitness room, sauna, hot tub, salt water pool, outdoor kitchen, private dock and a primary suite beyond compare. This isn’t the house you buy because you need more space, it’s the house you buy because you’ve reached a point in life where only extraordinary will do.

183 Old Field Road, Old Field

$6,400,000
5 Beds 10 Baths 000034 MLS
Waterfront – Set along 243’ of pristine Long Island Sound frontage, this extraordinary waterfront estate offers a truly rare combination of sweeping unobstructed water views, direct access to a sandy beach, and beautifully manicured level grounds with no high bluff — creating an unparalleled coastal setting rarely found on the North Shore. Privately nestled at the end of a private cul-de-sac on 2 lush acres, this over 7,000 square foot custom residence plus an unbelievable entertainment lower level is surrounded by magnificent specimen plantings, manicured gardens, and expansive Ipe Brazilian walnut decking designed to embrace the breathtaking waterfront backdrop from every angle. Nearly every room captures stunning water views, creating a seamless connection to the shoreline while filling the home with natural light and tranquility. Custom built with uncompromising quality and craftsmanship, the residence showcases high-end custom finishes, exquisite detailed moldings, elegant designer touches, and only the finest materials and systems throughout. Sophisticated yet inviting, the home offers an exceptional blend of refined luxury and relaxed coastal living. Every detail has been thoughtfully curated with no expense spared. Designed for both grand-scale entertaining and intimate everyday living, the property offers exceptional indoor and outdoor gathering spaces where unforgettable memories are waiting to be made. Enjoy breathtaking sunsets over the Long Island Sound with unobstructed views stretching to Connecticut, all from the privacy of your own extraordinary waterfront retreat. Ideally located approximately 60 miles from Manhattan and moments from fine dining, shopping, marinas, Stony Brook University, and Stony Brook University Hospital, the property offers a rare blend of private coastal living and everyday convenience A true private oasis, this remarkable estate offers the feeling of being worlds away while enjoying the beauty, serenity, and prestige of luxury waterfront living at its absolute finest.

6 Pheasant Run, Nissequogue

$5,995,000
5 Beds 5 Baths 999173 MLS
Welcome to 920 Cedar Point E in Southold, a spectacular 1.4-acre waterfront estate overlooking one of the most breathtaking stretches of the Peconic Bay, complete with a private deeded dock slip just steps from the property. Featuring 200 feet of pristine sugar-sand beachfront, this exceptional setting offers privacy, serenity, all-day sunshine, and the gentle prevailing southwest breezes for which the Peconic Bay is known. As day turns to evening, breathtaking sunsets create an ever-changing display of color across the water before giving way to a starlit night sky. Designed to complement its remarkable surroundings, the cedar-shake residence stretches across the property's 200 feet of waterfront, positioned remarkably close to the Bay while protectively perched approximately 25 feet above sea level. From nearly every vantage point, the home offers a front-row seat to a uniquely nautical backdrop of passing boats, maritime activity, and local wildlife. Inside, the approximately 3,500-square-foot, five-bedroom, four-and-a-half-bath home is light and airy, with wide-plank wood floors and generously scaled living spaces. A more recently added Great Room features soaring, sun-soaked ceilings and is anchored by an oversized fireplace, creating an inviting gathering space with a strong connection to the surrounding landscape. The primary suite is truly one of a kind, extending even closer toward the water's edge and capturing panoramic Bay views from nearly every angle. The spa-like en-suite bathroom is equally captivating, perfectly framed by an ever-changing canvas of sea and sky. Outside, the grounds are meticulously landscaped with mature plantings, sprawling lawns, and specimen trees that create an exceptional sense of privacy. There is ample room for an in-ground pool in multiple locations, as well as significant opportunity for future expansion of the existing residence should additional space be desired. For those seeking that quintessential beachfront North Fork home without sacrificing the convenience of boating on the Peconic Bay, 920 Cedar Point E represents a truly exceptional offering.

920 Cedar Point Drive E, Southold

$5,200,000
5 Beds 6 Baths 910335 MLS
Water Island Awaits. Two Iconic Buildings. One Majestic View. Location- Tucked between Fire Island Pines and Davis Park lies Water Island. With only 48 homes adjacent to the protected Fire Island National Seashore; Water Island creates a unique sense of remoteness and natural beauty — a true retreat for those seeking to unwind in quiet luxury. This secluded estate offers 200 feet of unobstructed Atlantic Ocean frontage; rare privacy and direct access to pristine beaches, all within an easy commute from New York City. Inspiration- A masterpiece of coastal design, this home has earned a place in the pages of several premier luxury publications. Designed by the legendary Scott Bromley of Bromley Caldari Architects with influence drawn from the craftsmanship and philosophies of George Nakashima and Hans Wegner, this expansive retreat is a study in balance — where modernist clarity meets organic warmth. The design embraces a sense of quiet luxury drawn from these iconic places: the barefoot elegance of Parrot Cay, the raw natural beauty of Big Sur, and the sculpted minimalism of Amangiri. Main House- The One-Bedroom Main House, a private and reimagined sanctuary for the Owners, sits nestled in the dunes. Inside, a warm composition of cedar and teak woods, white walls, and diffused light creates a tranquil atmosphere. The first floor serves as a serene sleeping suite, where spa-like bathing spaces are seamlessly integrated into the flow of everyday living. Above, the second floor opens fully to the landscape with expansive floor-to-ceiling windows and sliding glass doors that dissolve the boundary between indoors and out. Here, the Atlantic Ocean becomes both backdrop and focal point — a constant, calming presence, framed by architecture that gives it space to breathe. The dramatic cathedral ceiling in the main living space is punctuated by an oversized Noguchi hanging globe lighting fixture. Discover an airy chef’s kitchen where clean lines meet organic textures. Showcasing handcrafted wood cabinetry paired with caesarstone countertops – blending modern comforts like Sub-Zero, Wolf and Miele appliances. Oriented toward the coastline, the main living and dining spaces maintain a constant connection to the ocean, making it an integral part of the home’s daily life. Guest House- A meandering path through the sand joins the main house with the four-bedroom four bath guesthouse on the adjacent lot, a relaxed social hub featuring a bar, sun decks, an outdoor kitchen, and a pool — all designed to encourage barefoot living and effortless hospitality. From the moment you step inside the guest quarters you are enveloped by the integration of architectural elements – cool stainless steel, warm-toned woods, and white walls and ceilings – creating a layered, modern aesthetic. This interplay of textures brings depth and sophistication, blending functionality with high design for a space that feels both curated and comfortably livable. Details: 0 Charach & 1 West Walk Water Island, Fire Island, NY Two Structures on two adjacent lots (Total lot area - 10,000 sqft.) Connected by a Stone Path between the two Main House - 1 Bed 1.5 Bath Residence (Approx. 2,100 sqft.) 7.5’ x 5’ Custom Concrete Collaborative Panel Jacuzzi Guest House - 4 Bed 4 Full Bath Residence (Approx. 1,500 sqft.) 25’ x 9’ Custom Gunite Pool Outdoor Kitchen w/ Weber Gas Grill; Under Counter Refrigerator & Ice Maker Exterior: Clear Cedar 1X6 Clapboard Exterior Siding Mahogany and Cedar Clad Decks with Ipe hardwood trim accents Reilly double insulated, wind-borne debris rated Windows & Doors ‘Invarimate’ Contrarian Stainless Steel Roof System Interiors: Gothic European Oak Wood Floors White Washed 1X6 Clear Cedar Tongue & Groove Walls w/ Ipe hardwood trim accents Custom Designed Wood Veneer Cabinetry Caesarstone Kitchen Countertops Custom Ammonite Stone Bathroom Countertops Custom Teak Wood Sink Vessels

Charach & 1 West Walk, Water Island

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