luxury real estate for sale Islip, United States

Step into timeless elegance with this stately 9 bedroom 4.5 bath Federal Style home encompassing over 5,646 square feet of living space. Built in 1890, this grand home is steeped in rich history- once owned by George Macy, the famed tea importer. This architectural gem showcases classic period details including four working fireplaces, intricate woodwork and moldings, high ceilings, and generously proportioned rooms. The gracious formal living and dining room are ideal for inside entertaining, while a specious deck allows for fabulous outdoor entertaining. This home sits on an expansive 1.4 acre lot and includes a 3-car detached garage, mature landscaping, and a commanding presence that reflects its storied past. With nine spacious bedrooms and four and a half baths, this is a rare opportunity to own a piece of history in an area known for it's prestigious homes and legacy properties.

Incredible Opportunity In Beautiful Islip. Adorable Craftsman Style Bungalow Set On Nearly A Quarter Acre Of Exceptionally Maintained Grounds. A Perfect Home To Downsize, Featuring A Cozy Sun Drenched Front Porch, Living Room, Dining Room, Kitchen, Full Bath And Large Den Leading To An Entertainer's Deck. Two Bedrooms Converted To One Completes The Second Floor. The Full Unfinished Basement Houses Utilities And Offers Egress To The Den Via Concealed Bilco Doors In Order To Store Large Items. With Low Taxes, Lot Size And Unbeatable Mid Block Location, 42 Cedar East Is Not To Be Missed!

Welcome to this breathtaking 6,700 square-foot estate, gracefully situated in the exclusive Deer Run Estates of East Islip. This impressive 5-bedroom, 4.5-bathroom home is the epitome of sophisticated living, offering a seamless blend of luxury, comfort, and entertainment-friendly design. Set on just under an acre of beautifully landscaped grounds, every inch of the property is curated for both beauty and function.Guests are greeted by a private courtyard entrance that sets the tone for the resort-style backyard retreat—perfect for entertaining and creating lasting memories. The outdoor space is truly a showstopper, complete with a sparkling pool, a newly constructed Pickleball court, a built-in barbecue, and a full outdoor bar surrounded by lush, manicured greenery. Recent upgrades include a brand-new roof (2024) and a new pool heater, offering modern efficiency and year-round comfort.Inside, the home features an expansive open floor plan with generous living areas, a chef’s kitchen outfitted with premium appliances, and elegant finishes throughout. A standout feature is the attached 2,500 square-foot guest residence, complete with two additional bathrooms—ideal for extended family or long-term guests.Tucked away on a peaceful cul-de-sac, this estate also includes a versatile home office or gym space, providing the perfect balance of privacy and productivity. Rarely does a home of this caliber become available in one of East Islip’s most desirable neighborhoods. Experience exceptional living—this is the lifestyle you’ve been waiting for.

Welcome to 259 Lakeview Avenue W, a breathtaking Spanish Revival residence set on an expansive 0.80-acre lot in the coveted Village of Brightwaters. This impeccably updated and remodeled estate seamlessly blends timeless elegance with modern luxury, offering over 7,700 square feet of refined living space across three levels. ***NOTE*** NEW CENTRAL AIR INSTALLED 2026**** Step inside to discover 17 grand rooms, including 8 spacious bedrooms and 5.55 beautifully appointed bathrooms. The home boasts a chef’s kitchen, adorned with custom woodwork, stainless steel appliances, and an open layout perfect for entertaining. Rich hardwood and tile floors run throughout, complemented by exquisite crown molding, high ceilings, and original architectural details. The main level features a formal living room, formal dining room, den, great room, butler’s pantry, mudroom, laundry room, and an elegant foyer. The second floor hosts the luxurious primary suite with a private deck, spa-like en suite bath, and multiple additional bedrooms, including guest quarters and an office. A full basement offers generous storage and utilities. Outside, enjoy a private resort-style oasis with multiple patios, a gazebo, and a stunning tiled and gunite gas heated saltwater pool and spa and gazebo. The gated property also includes a circular driveway, oversized private garage, and beautifully landscaped grounds with mature plantings and sprinkler systems. Located in the highly regarded Bay Shore School District and just minutes from beaches, golf, and dining, this is truly a rare opportunity to own one of Brightwaters’ most iconic homes. Village amenities include, docking, tennis, beach, parks, trash removal and code enforcement.

Welcome to 466 W 4th S. Beautiful ranch style home featuring new appliances and elegant granite countertops. The home offers 3 bedrooms and two full bathrooms. Additional features include laundry room W/ New washer and New gas dryer, detached garage and a convenient circular driveway. The property is complemented by beautiful mature trees and established perennial gardens, adding charm and curb appeal to the home.

Exceptional opportunity in Brentwood! Spacious legal two-unit property situated on a desirable corner lot with generous land. Offers flexible living arrangements or income-producing potential. Features ample outdoor space, private parking, and endless possibilities for enjoyment and future use. Conveniently located near shopping, transportation, parks, and major roadways

Experience refined living in this stunning expanded ranch, gracefully positioned on a cul-de-sac. Encompassing approximately 4,122 square feet of beautifully designed living space, thoughtfully designed with both elegance and comfort in mind, this exceptional residence offers 4 spacious bedrooms, 3 beautifully appointed full bathrooms, and 3 fireplaces that create warmth and sophistication throughout the home. The well-designed floor plan seamlessly blends inviting living spaces with effortless functionality, making it ideal for both everyday living and upscale entertaining. Additional amenities include a dedicated laundry room, natural gas utilities, and public sewer connection. Step outside to your own private resort-inspired oasis. The beautifully landscaped backyard is centered around a heated saltwater inground pool, offering the perfect setting for relaxing, entertaining guests, or enjoying peaceful outdoor living. Combining timeless style, premium amenities, and an exceptional cul-de-sac location, this remarkable home presents a rare opportunity to enjoy luxury living at its finest.

Welcome to this custom built, one-of-a-kind home nestled on a beautiful 1 acre property in the Hauppauge School District. Thoughtfully designed and meticulously maintained, this 29 year young residence offers exceptional space, flexibility and quality craftsmanship throughout. The main residence features 3 bedrooms and 2.5 baths, including a luxurious first floor primary suite with soaring cathedral ceilings, generous closet space and a private en-suite bath. The main level also offers the convenience of a laundry room, an inviting layout ideal for everyday living and entertaining, and a spacious foyer. Upstairs includes an open upper landing overlooking the main living area, two additional bedrooms and a full bathroom. The legal, family-use accessory apartment offers its own private entrance and dedicated parking, complete with oversized egress windows that fill the space with natural light. Featuring a full kitchen and comfortable living quarters, it provides the perfect setup for extended family and guests. Outdoor living is just as impressive, with a multi-level Trex deck overlooking an expansive, manicured backyard with in-ground sprinkler system, and plenty of room to enjoy the privacy of a full acre. Three garages provide abundant parking and storage space. This truly unique property combines timeless design, modern convenience and incredible versatility all in desirable Hauppauge. A rare opportunity not to be missed! Oh! And the icing on the cake? It's a HORSE PROPERTY! As per Town of Islip code section 12-27(1), this property is zoned for up to two horses, ponies or equine livestock.

Recently updated and thoughtfully laid out, this three-bedroom, two-full-bathroom home in Ocean Beach offers a unique upside-down floor plan with comfortable living spaces on both levels. The first floor features two bedrooms, a full bathroom, and a separate sitting area, providing a comfortable secondary living space. Upstairs, the main living level includes an additional bedroom, full bathroom, kitchen, living room, and dining area. Sliding doors off the living space lead to a brand-new deck with stairs down to the lower deck, creating an easy connection between the interior and outdoor spaces. Additional highlights include a brand-new outdoor shower, custom blinds throughout, updated appliances, and a home that has been meticulously kept by the homeowner and has not been used as a rental. With its updated interiors, versatile layout, excellent outdoor spaces, and convenient Ocean Beach location, this home offers a wonderful opportunity to enjoy all that Fire Island has to offer.Flood: $4,268

Tucked away in the quiet, understated community of Lonelyville, this completely gut-renovated 2-bedroom, 2-bath Fire Island retreat is a sophisticated take on modern beach living, where elevated design, quality craftsmanship, and effortless coastal style come together just moments from both the bay and ocean. Set within one of Fire Island’s more peaceful enclaves and just steps from pristine white-sand beaches, the home offers a rare sense of tranquility while keeping the ocean at the heart of everyday island living. Ocean views can be enjoyed from both the main living area and kitchen, creating a constant connection to the natural beauty just beyond your door. Thoughtfully reimagined from top to bottom, the home pairs a clean, modern beach-chic aesthetic with materials selected for both beauty and longevity. Wood-look European porcelain plank tile flooring flows throughout, complemented by European frameless cabinetry, Carrara stone countertops, and a suite of Bosch appliances. Just off the kitchen, a rare dedicated laundry and pantry room provides exceptional storage and everyday functionality—an especially desirable luxury for island living. Both full bathrooms continue the home’s refined aesthetic with dramatic full-height, large-format porcelain panels, European-style frameless vanities, and stone countertops. A luxurious outdoor shower offers the quintessential Fire Island experience with an elevated finish. The home’s exterior is equally impressive, showcasing Ipe Brazilian hardwood decking, mahogany siding and railings, and multiple outdoor spaces designed to embrace island living. Crowning the property is a rare rooftop sun deck with electric and breathtaking 360-degree views stretching across the Great South Bay and Atlantic Ocean—a truly special vantage point to take in both spectacular sunrises over the ocean and unforgettable sunsets across the bay, with afternoon sun and panoramic island views in between. Beyond its design, the home has been comprehensively updated for modern comfort and efficiency, including all-new plumbing and electrical, 200-amp electric service, tankless instant hot water, and split systems providing both heating and air conditioning. These modern comforts extend the home’s usability well beyond the height of summer, allowing it to be enjoyed earlier in the spring and later into the fall season. Turnkey, thoughtfully designed, and finished with exceptional attention to detail, this Lonelyville retreat offers the best of modern luxury without losing the relaxed simplicity that makes Fire Island so special—a beautifully finished home ready to be enjoyed from the moment you arrive and throughout an extended island season.

Tucked mid-block on a quiet, tree-lined street in the coveted Half Hollow Hills School District, this beautifully maintained four-bedroom, two-bath residence offers a rare opportunity to enjoy privacy, space, and effortless living on a flat, just shy of one-acre property. Lovingly cared for, the home offers a wonderful blend of timeless character and some meaningful updates, including beautifully renovated bathrooms, an inviting eat-in kitchen, and a spacious two-car garage. Recent improvements—including the roof, siding, Azek trim, fencing, and pool filter and pump, brand-new washing machine—provide both style and peace of mind. Beyond the home’s welcoming interior lies a backyard designed for making memories. The sparkling in-ground pool serves as the centerpiece of an expansive, level property with endless possibilities. Whether you envision summer entertaining, a future pickleball or tennis court, a sports field, or simply room to roam, this exceptional setting offers the flexibility to create the lifestyle you’ve always imagined. The lower level provides an abundance of space, offering remarkable versatility for recreation, fitness, hobbies, media, or whatever best complements your lifestyle. Perfectly positioned in one of Dix Hills’ most sought-after neighborhoods, this exceptional property combines timeless appeal, meaningful updates, and an extraordinary setting—offering the space to live, entertain, and grow for years to come. A rare offering where location, lifestyle, land, and value come together—this exceptional opportunity is one you won’t want to miss.

Exceptional waterfront diamond Post-Modern Colonial, custom built in 2015, offering 3 spacious bedrooms, 2.5 beautifully appointed bathrooms, and thoughtfully designed interiors that showcase breathtaking panoramic bay views from every bedroom and virtually every room in the home. Blending timeless coastal elegance with modern sophistication, this extraordinary residence was designed to embrace its spectacular waterfront setting while providing exceptional comfort for everyday living and entertaining. Nestled on a quiet dead-end street, the home offers an exceptional sense of privacy and tranquility while remaining just minutes from the heart of Babylon Village. The heart of the home is a stunning gourmet chef’s kitchen featuring premium Viking stainless steel appliances, a built-in espresso machine, custom cabinetry, granite countertops, a generous center island, a large walk in pantry and an open-concept design that flows effortlessly into the dining area. Whether hosting intimate dinners or large gatherings, the seamless layout creates the perfect atmosphere for entertaining while enjoying uninterrupted water views. The inviting living room is both elegant and comfortable, anchored by a gas fireplace and surrounded by dramatic walls of glass that bathe the interior in natural light throughout the day. Expansive glass doors open onto an oversized Trex deck, creating a seamless indoor-outdoor lifestyle and providing the ideal setting for morning coffee, al fresco dining overlooking the sparkling bay, or an evening moon lit bay. Set on an impressive double lot of 80 feet of protected waterfront with a professionally installed bulkhead, this exceptional property offers direct access to the bay and an unparalleled connection to the water. Whether you’re an avid boater, kayaker, paddleboard enthusiast, or simply enjoy the serenity of coastal living with the natural wildlife of this remarkable setting, it delivers an unmatched waterfront lifestyle with endless opportunities for recreation and relaxation. The luxurious primary suite serves as a private waterfront sanctuary, complete with its own private balcony where you can enjoy spectacular sunrises, and refreshing bay breezes. Sweeping water views create a true resort-like atmosphere, making every day feel like a vacation. Two additional generously sized bedrooms are thoughtfully positioned to capture the same stunning full water views, providing family members and guests with equally impressive vistas and comfortable accommodations. Enhancing the home’s functionality is a conveniently located second-floor laundry room, making everyday living effortless. The unfinished attic provides exciting potential to create a loft, home office, fitness studio, media room, or additional guest space, allowing future owners to customize the home to their lifestyle. On the lower level, a versatile bonus room offers endless possibilities, home gym, or even a hobby space. Additional highlights include an attached two-car garage, abundant storage throughout, and a circular driveway that provides ample parking while enhancing the home’s impressive curb appeal. Beautifully landscaped grounds complement the home’s striking architecture and perfectly frame the spectacular waterfront backdrop.

Rare opportunity to own a completely renovated home situated on 1.5 flat, private acres at the end of a cul-de-sac, offering exceptional privacy and a serene setting. This move-in ready residence has been thoughtfully updated from top to bottom using premium, low-maintenance materials and designer finishes throughout. Features include light oak hardwood flooring, modern glass staircase railings, fresh paint, and a stunning eat-in kitchen with custom light oak cabinetry, quartz countertops, stainless steel appliances, a statement hood, and views of the expansive backyard. The spacious family room offers a wood-burning fireplace, while a designated mudroom area provides convenient access to the oversized 2-car garage. The private primary suite is set apart from the additional bedrooms and features vaulted ceilings, a newly renovated bath, and a custom oversized closet. Two additional bathrooms have also been beautifully renovated. Extensive improvements include new heating and cooling systems, Hardie Board siding with premium Azek exterior trim, a new roof, gutters, driveway, 200-amp electric service, and in-ground sprinklers in both the front and rear yards. Mature landscaping has been enhanced with new plantings, creating a picturesque outdoor setting. Truly nothing to do but unpack and enjoy this meticulously updated home where quality craftsmanship and premium, low-maintenance materials were thoughtfully selected throughout. Don’t miss this rare offering!

Nestled on a peaceful dead-end street, this delightful raised ranch offers breathtaking, unobstructed views of the Great South Bay. Enjoy private beach access just steps away, available through a small fee, perfect for relaxing seaside moments. Conveniently located near parks, shopping, and marinas, this home combines tranquility with easy access to local amenities. Whether you're seeking a serene retreat, or a vibrant coastal lifestyle, this property offers the best of both worlds. Don't miss the opportunity to own this idyllic getaway with unmatched water views. Schedule your showing today!

This beautifully updated home underwent a complete renovation in 2019, offering the comfort and convenience of modern improvements throughout. You'll fall in love with the vaulted ceiling, galley kitchen, brand new washer/dryer and more! This home offers a full basement with outside entrance. Perfect for downsizing or minimal upkeep. Conveniently located near shopping, dining, major roadways, transportation, and all that Ronkonkoma has to offer. Move right in and make it your own! Taxes are only $5,215.37 (without STAR). Professional photos coming soon

Nestled on coveted Gillette Avenue in Bayport, this timeless traditional home offers the perfect blend of coastal charm, privacy, and refined living. Set on 1.02 lushly landscaped acres, the property is surrounded by mature plantings and designed for effortless indoor-outdoor living, complete with a heated in-ground pool, expansive deck, electric awning, and serene backyard setting. Just down the road, enjoy breathtaking open bay sunset views that make this neighborhood one of Bayport’s most desirable locations.Built in 2010 and impeccably maintained, this 3-bedroom, 2.5-bath residence with a bonus room/potential 4th bedroom feels like new. A dramatic double-height entry foyer welcomes you into beautifully designed formal and casual living spaces, including a piano room, formal dining room, and an inviting family room with a wood-burning fireplace. The stunning custom kitchen features a center island and opens seamlessly to the den, creating the ideal layout for entertaining and everyday living.Upstairs, the spacious primary suite offers a private balcony overlooking the beautifully manicured grounds, a gas fireplace, and a luxurious bath with radiant heated floors. Two additional bedrooms, a full bath, laundry room, and versatile bonus room complete the second floor.Additional highlights include Brazilian cherry wood floors, full basement, 2.5-car garage, large mudroom, central air, irrigation system, house alarm, and two fireplaces. Close to Harrow School.

Beautifully maintained and thoughtfully updated Hi-Ranch located in the highly sought-after Commack School District. Lovingly cared for by its long-time owners, this home showcases timeless, high-quality finishes and exceptional craftsmanship throughout. The spacious layout offers generously sized rooms designed for comfortable everyday living and entertaining. The upper level has hardwood floors throughout. The eat in kitchen is equipped with a classic choice of cabinets, counters and JennAir appliances. The oversized two-car garage provides not only ample parking but also abundant space for a workshop, hobby area, or creative storage solutions. Step outside to enjoy the expansive backyard, perfect for relaxing, dining, or hosting gatherings. Set on a wide, tree-lined interior street, this home offers a peaceful neighborhood setting while remaining conveniently located. Multiple Long Island Rail Road stations are just a short 10-minute drive away, making commuting a breeze.

Stunning updated Colonial located in the Smithtown School District. Bright, Open & Inviting! Exceptional Home Combines Elegance and Modern Updates. Resort-style Backyard with Heated Pool. Every Detail has been Thoughtfully Designed for Comfort and Enjoyment! This could be Your New Home!!

Beautifully maintained by its original owner, this center entrance Colonial, built in 2003, is tucked away on a quiet cul-de-sac with just three homes bordering conservation land. Offering four bedrooms, three baths, and a thoughtfully designed floor plan, this home blends comfort, functionality, and timeless style.The main level features hardwood and tile flooring, a bright living room, and a family room that can also serve as a home office. The attractive kitchen showcases white and blond cabinetry, updated appliances, quartz countertops, and a center island. The spacious deck, creates the perfect setting for outdoor dining, grilling, and entertaining. A first-floor laundry room and an oversized attached two-car garage add everyday convenience.The second floor offers four generously sized bedrooms and two full baths, including a spacious primary suite with a private ensuite bath and a large walk-in closet. Abundant closet space and storage throughout the home, along with a partially finished lower-level family room.Conveniently located on the MBTA bus line or near commuter rail, shopping, restaurants, and major highways, this delightful home offers an exceptional opportunity

Welcome to this beautifully updated Center Hall Colonial in the Commack School District, where thoughtful renovations, a bright open layout, and an incredible backyard come together for effortless everyday living and entertaining. The main level offers a seamless flow between the living spaces and a beautifully renovated kitchen featuring crisp white cabinetry, quartz countertops, stainless steel Cafe appliances, an oversized island with seating, and direct access to the backyard. The adjoining living area is anchored by a modern fireplace with custom millwork, creating a warm and polished gathering space. Upstairs, the impressive primary suite features soaring ceilings, oversized windows, and a fully renovated spa-inspired bath with custom cabinetry, a glass-enclosed oversized shower, soaking tub, and elevated designer finishes. Three additional bedrooms complete the home's four-bedroom layout. The fully finished basement provides substantial additional living and recreation space, while the backyard is designed to make the most of every summer day. A sprawling deck with multiple seating and dining areas overlooks the new 15' x 24' heated saltwater above-ground pool, fully fenced in yard, and mature landscaping - an ideal setting for entertaining, relaxing, and outdoor living. Extensive recent improvements include new siding and roof (2024), front porch and rear deck (2025), pavers (2025), new central air (2023), conversion from oil to gas with new boiler and hot water heater (2022), new vinyl fencing (2022), flooring throughout (2022), refinished staircase with new carpeting (2023), landscaping (2022), custom blinds throughout (2024), new kitchen island (2024), and the renovated primary bath (2023). Stylish, extensively updated, and truly move-in ready, this home delivers the space, finishes, and outdoor lifestyle today's buyers are looking for.

Welcome to this pristine 5-bedroom, 3.5-bath Contemporary, ideally situated in the highly sought-after College Section of Dix Hills. A dramatic entry with soaring ceilings and atrium windows sets the tone for this spacious, light-filled home, featuring generously sized rooms throughout and a wonderful open flow from the kitchen to the family room—perfect for everyday living and entertaining. The true primary suite offers a private retreat, while additional versatile space provides tremendous possibilities for extended family, guests, a home office, recreation and more. A tremendous basement offers even more space and potential. Step outside to your own private backyard oasis, set on a beautifully landscaped, flat one-acre property featuring a 20x40 inground pool, cabana, fish pond and built-in barbecue—truly an entertainer’s delight. Additional highlights include newer central air-conditioning units, a natural-gas whole-house Generac generator and 200-amp electric service. An exceptional home offering space, privacy and resort-style outdoor living! Schedule a private tour today! *note* pictures will be added around Sept. 3rd.

Pristine and sophisticated, this beautifully customized 4-bedroom, 2.5-bath ranch offers a spectacular open-concept design perfect for today's lifestyle. Originally built in the 1960s, the home has been thoughtfully updated over the years to reflect timeless elegance and exceptional craftsmanship. The stunning center island kitchen features a dramatic 7-foot black granite island, Sub-Zero refrigerator, Bosch dishwasher, GE appliances, under-counter microwave, and cooktop. Hardwood floors and custom built-ins enhance the home's warmth and character, while the spacious living and entertaining areas flow seamlessly to the rear deck for effortless indoor-outdoor living. A truly special home that is impeccably maintained and a must see.

Welcome to 16 Sussex Lane, a beautifully renovated, move-in ready home located in the Incorporated Village of Lake Grove. This exceptional residence features four spacious bedrooms and three full bathrooms, a charming country kitchen, three newly renovated baths, a warm and inviting family room with a beautiful fireplace, and a versatile bonus room perfect for a home office, playroom, or guest space. No detail has been overlooked, and the owners have spared no expense in updating this home. Recent improvements include a brand-new roof, new leaders and gutters, new electrical outlets throughout, fresh interior paint, and countless additional upgrades Step outside to an entertainer's dream backyard featuring a spacious deck, elegant pavers, and a heated pool—perfect for relaxing or entertaining. This meticulously maintained home truly has too many upgrades to list and must be seen to be fully appreciated.

Welcome to this magnificent custom Colonial nestled at the end of a private cul-de-sac in Lake Grove. Set on an expansive .62-acre property, and this exceptional home blends elegance, comfort, and resort-style living. A grand entry foyer with marble floors, soaring vaulted ceilings and custom moldings, welcomes you into the beautifully appointed sun-filled interiors. The spacious gourmet kitchen features cherry cabinetry, granite countertops, center island, premium stainless-steel appliances and sliding glass doors that opens seamlessly to the outdoor deck creating an easy transition to a private backyard setting ideal for relaxing, entertaining, or enjoying the natural surroundings. This stunning residence offers 4 bedrooms, 2.5 baths, including an oversized first-floor primary en-suite with private deck access, spa-like bath, and generous out-fitted closets. The decorative staircase leads to the second level featuring 3 bedrooms and a full bath. Additional highlights include hardwood floors, fireplace, full basement with outside entrance, and a 3-car attached garage. Step outside to your private backyard oasis featuring custom pavers, deck, gazebo, and an in-ground pool (as is), all backing serene Pine Barrens Preserve for ultimate privacy. A rare opportunity to own an extraordinary home in a premier cul-de-sac location.