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$2,125,000
4 Beds 3 Baths 1045909 MLS
Welcome to 110 Elder Road, a rare and commanding ~4,000-square-foot coastal sanctuary nestled within the historic and highly coveted enclave of Bayberry Point. Lovingly maintained and thoughtfully modernized by the same owner for 36 years, this ultra-private, fully hedged, estate-like property features a unique dual front entrance and is arriving on the market for only the third time since 1962. Steeped in prestige, Bayberry Point was envisioned in the late 1800s by the prominent Havemeyer family to be America's "Modern Venice," characterized by its wide, deep-water canals and its premier location just moments from the exclusive Bayberry Beach, Pool & Tennis Club. Designed as an absolute boater’s paradise, this magnificent residence is uniquely positioned to look straight down the length of the canal, offering spectacular, unobstructed water vistas and private views out over the Great South Bay. Sited on the northeast side of the canal, the home is perfectly oriented to welcome refreshing southwest summer breezes and frame breathtaking backyard sunsets. For the avid mariner, the private dock area including 20’ pier can accommodate up to three deep-draft vessels and offers immediate, seconds-away access to the open bay, Fire Island beaches, and world-class fishing grounds. Inside, the generously expanded interior features four upstairs bedrooms and two-and-a-half baths, including a beautifully updated family bathroom. A massive, masterfully executed addition introduced a grand great room, a sun-drenched breakfast area, and a discreet rear staircase, effortlessly blending modern flow with timeless character. Throughout the home, elite craftsmen spent months hand-installing pristine architectural moldings and intricate custom built-ins. A dramatic wall of glass showcases peaceful water views from the principal living room—complete with a fireplace—complementing a sophisticated home office adorned with a classic second corner brick fireplace. Seamlessly pairing luxury with structural integrity. Come see this fantastic home for yourself and discover why the previous owners stayed so long.

110 Elder Road, Islip

$749,999
4 Beds 2 Baths 1047602 MLS
Welcome to 41 Richmond Street, a beautifully updated 4-bedroom, 2-bathroom Hi-Ranch situated on a fully fenced 8,276-square-foot lot in a highly desirable Islip neighborhood. Built in 1967 and offering 1,698 square feet of versatile living space, this property perfectly blends modern interior finishes with fantastic indoor-outdoor functionality. The bright and airy upper level greets you with gleaming hardwood floors, recessed lighting, and abundant natural light that flows seamlessly through the open-concept living and dining areas. The updated eat-in kitchen is designed for both daily life and entertaining, featuring crisp white cabinetry, stainless steel appliances, quartz countertops, and a classic subway tile backsplash. Three generously sized bedrooms and a fully renovated full bathroom with a modern vanity complete the main floor. The lower level significantly expands your living space, showcasing a large den anchored by a classic brick fireplace—ideal for cozying up during the colder months. This level also houses the fourth bedroom and a second full bathroom, offering maximum flexibility for guests, an in-law setup, or a dedicated home office. From the lower level, step outside to your private backyard retreat. The fully fenced yard features a spacious patio with brick accents and an above-ground pool, creating the perfect setting for summer barbecues and relaxation. Complete with central air conditioning, efficient oil heating, and an attached one-car garage, this home delivers comfort and convenience year-round. Conveniently located near schools, local shopping, dining, parks, and major roadways, this turnkey property is ready for you to call it home.

41 Richmond Street, Islip

$625,000
2 Beds 2 Baths 1039668 MLS
Turnkey Craftsman Charm in the Heart of Islip Welcome to this beautifully maintained 1920s Craftsman-style home, where timeless architectural character meets thoughtful modern updates. From the moment you arrive, the exceptional care and attention to detail are evident. Completely turnkey and truly move-in ready, this meticulously maintained home is filled with warmth, charm and character at every turn. Start your morning with coffee on the inviting front porch, then step inside to discover gorgeous hardwood floors, a cozy gas fireplace, original architectural details and an abundance of natural light. The expanded kitchen beautifully blends the character of the home with modern convenience, featuring restored glass-front cabinetry, granite countertops, modern appliances and a breakfast bar. Throughout the home, you'll find coffered ceilings, custom built-ins and thoughtful storage solutions, all seamlessly complementing the Craftsman design. Upstairs are two generously sized bedrooms and two beautifully updated full baths, offering both comfort and functionality. The beautifully finished basement adds valuable living and entertaining space and features both interior and exterior entrances, along with a dedicated laundry room with washer and dryer. The home is also equipped with 200-amp electric service. Outside, the property truly shines. The beautifully landscaped grounds, spacious entertaining backyard and outdoor balcony create wonderful spaces to relax, entertain and enjoy the outdoors. There's also ample additional parking, along with a detached one-car garage—an incredible bonus for this location. Major updates include an updated roof and 200-amp electric service, with the driveway updated in 2012, providing peace of mind for the next owner. Located in the heart of Islip, you're just minutes from the LIRR, shopping, restaurants and everything this wonderful community has to offer. A rare combination of original Craftsman charm, modern updates, beautiful grounds and true turnkey condition—this is a home you can simply move in and enjoy.

87 Islip Avenue, Islip

$2,149,000
8 Beds 6 Baths 1042189 MLS
Step into a piece of Islip history with this extraordinary 1850s Colonial, a remarkable three-story residence offering approximately 5,145 square feet of living space, 8 bedrooms, 5 full bathrooms, 1 half bath and three separate staircases. Rich in architectural character and thoughtfully updated with modern amenities, this distinctive home beautifully blends historic craftsmanship with contemporary luxury. A grand entryway and sweeping staircase introduce an impressive interior showcasing original details, exposed wood beams, hardwood floors and multiple fireplaces. The formal living room features a wood-burning fireplace, while the chef’s kitchen is appointed with top-of-the-line appliances, a striking 10-foot island, exposed beams and an original fireplace converted to gas. An adjacent pantry and laundry area add convenience. The main level continues with a dramatic family room featuring soaring cathedral ceilings and a gas fireplace, along with a spacious office or optional bedroom with its own fireplace. A custom rear staircase leads to the serene primary suite overlooking the picturesque park-like grounds. The luxurious en-suite bath features a freestanding soaking tub, oversized walk-in shower with multiple body sprays and a custom walk-in closet. Additional bedrooms, full bathrooms and a second laundry area complete the second level. Ascend the home’s original winding staircase to the third story, where additional bedrooms and a spacious recreation room offer exceptional versatility, complemented by abundant closets and a finished storage room. Outside, expansive park-like grounds create a private outdoor oasis highlighted by a beautifully designed, fully fenced heated saltwater in-ground pool. A dedicated pool house/cabana with a changing room and full bathroom enhances the resort-style setting, while an additional shed provides convenient storage. The detached two-car garage is equipped with a Tesla Universal Wall Connector for EV charging. A rare opportunity to experience the history, craftsmanship and architectural character of an 1850s residence beautifully enhanced for modern living in the heart of Islip.

61 Ocean Avenue, Islip

$1,449,000
3 Beds 2 Baths 1033491 MLS
Waterfront Perfection in Islip: Breathtaking views, Luxury Upgrades, and No Mandatory Flood insurance! Welcome to your boater’s Paradise in Islip’s highly coveted Snug Harbor neighborhood. Situated on an exceptionally wide section of the Orowoc Creek just off the Great South Bay, this completely modernized 3 bedroom Cape Cod offers the ultimate coastal lifestyle. Enjoy unobstructed Southwest-facing sunset views right from your property. Boaters will love the private dock featuring 2 dedicated boat slips, offering effortless minutes-away access to Fire Island and the Fire Island Inlet leading to amazing beaches and fishing grounds. Step inside to a showroom-quality, freshly painted interior. The seamless open-concept main level features stunning 4-inch quarter-sawn oak flooring and cozy radiant heat. The chef’s gourmet kitchen is a masterpiece, complete with a massive L-shaped Island, Premium Sub-Zero refrigerator, and a professional-grade Wolf range. For ultimate convenience, the first floor includes a spacious laundry room, a custom tiled bathroom and an en-suite bedroom. Upstairs you will find two additional large bedrooms and a second custom tiled bath with a 2nd zone of hot water radiant heated flooring. Enjoy your morning coffee on the deck off the primary bedroom with the same exceptional water view. The entire home is powered by a super efficient,4 zone Navien tankless gas system. The Exterior boasts incredible curb appeal featuring brand new Hardie Board siding, new energy efficient windows. a newer roof, a newly paved driveway, paver walkways, and a classic bluestone front stoop. Location is everything—live just blocks away from the local elementary school, vibrant main street, town beach, and the town boat ramp. Do not miss this rare opportunity to own your piece of waterfront paradise.

12 Bayview Avenue, Islip

$949,000
4 Beds 4 Baths 1039534 MLS
Welcome to 1536 Wingan-Hauppauge Road, a beautifully updated home tucked away on a quiet dead-end street, offering the perfect combination of privacy, space, and resort-style living. As you step inside, you’re welcomed by a bright, open layout that’s perfect for both everyday living and entertaining. Hardwood floors flow throughout the main living areas, leading to the heart of the home — an incredible custom chef’s kitchen. Featuring an oversized center island, abundant cabinetry, multiple prep and serving areas, and high-end appliances, this is truly a kitchen designed for gathering. The kitchen opens seamlessly to the dining and living spaces, where two fireplaces add warmth and character. Upstairs, the spacious primary suite features a vaulted ceiling and a beautifully renovated spa-like bath. Three additional generously sized bedrooms and convenient second-floor laundry complete this level. The home offers 3 full bathrooms and 1 half bath, providing plenty of space and functionality. The fully finished lower level adds even more living space and flexibility, with its own separate entrance, a full bathroom, an additional room perfect for guests or a home office, and plenty of storage. It’s a great space for extended living, entertaining, working from home, or simply having extra room to spread out. And then there’s the backyard — your own private retreat. Enjoy a heated saltwater in-ground pool, hot tub, expansive patio, BBQ area, and plenty of space for outdoor dining, entertaining, or just relaxing by the pool. Mature landscaping and the peaceful setting make the backyard feel private and secluded. Additional features include a brand-new roof, newer heating system, two-zone central air, attached 1.5-car garage, and a spacious driveway. This beautiful home offers the space, privacy, updates, and incredible indoor-outdoor lifestyle that make this home truly special.

1536 Winganhauppauge Road, Islip

$1,150,000
5 Beds 3 Baths 1035295 MLS
Private Lake Living at Its Finest Welcome to 57 Wingam Drive, an exceptional ranch-style home offering the perfect blend of comfort, style, and year-round waterfront living on a beautiful private lake with your own dock. This exceptional home has been thoughtfully renovated with quality craftsmanship and attention to detail, offering today’s modern conveniences while providing a warm, inviting place to make your home. This spacious home features four generously sized bedrooms, an additional flexible room ideal as a fifth bedroom, home office, or guest space, and three full bathrooms, providing plenty of room for guests. The thoughtfully designed open-concept floor plan seamlessly connects the kitchen, dining area, and living room, creating an inviting space that’s perfect for both everyday living and entertaining. A separate den offers additional living space for relaxing,or gathering with friends. Throughout the home, you’ll find warmth and character with three fireplaces—including two wood-burning fireplaces and one gas fireplace—creating inviting spaces to enjoy during every season. Step outside to your own private oasis, where breathtaking lake views set the stage for exceptional outdoor living. Enjoy a maintenance-free Trex deck, expansive paver patio, outdoor shower, hot tub, and your own private dock. Whether you’re entertaining , kayaking across the lake, or simply relaxing while taking in the peaceful waterfront setting, this backyard is designed to be enjoyed in every season. Additional highlights include a custom mahogany front entry door, a dedicated laundry room, a built in commercial grade ice maker, a 10’ x 10’ gabled shed with an overhead loft, and mature landscaping and gardens that beautifully surround the property. Whether you’re enjoying your morning coffee overlooking the water, spending summer days on the lake, or relaxing by the fire on a crisp autumn evening, 57 Wingam Drive offers a lifestyle that is as peaceful as it is exceptional. This is a rare opportunity to own a beautifully renovated waterfront home where every day feels like a getaway!

57 Wingam Drive, Islip

$749,000
4 Beds 2 Baths 1034783 MLS
Welcome to this spacious and meticulously maintained mid-block Split level style home, ideally located in the desirable Islip School District. Upon entering you are welcomed by soaring vaulted ceilings and an open-concept layout that creates a warm, airy and inviting atmosphere. This home is an entertainer’s delight. The sunlit living room features two floor-to-ceiling windows, skylights, gleaming hardwood floors, and a cozy wood-burning fireplace. The formal dining room showcases a large bay window that fills the space with natural light. At the heart of the home is the expansive eat-in kitchen, complete with a cathedral ceiling, skylights, a large center island, and a dining area. The kitchen is equipped with stainless steel appliances including a double oven, wine refrigerator, electric cooktop, and radiant heated floors. Step through the sliding glass doors into a peaceful outdoor oasis, where a spacious deck with a hot tub invites you to relax, and a lower-level patio offers a serene view of a fishpond and gently cascading waterfall. The upper level of the home offers a spacious primary bedroom with vaulted ceilings and a walk-in closet, plus three additional generously sized bedrooms and a full bathroom with a jacuzzi tub. The lower level provides flexible space for a home office and den, laundry, garage access and a private outside entrance. Additional highlights include Andersen double-hung windows, gas heating, hardwood flooring throughout, 200 AMP electric, in-ground sprinklers, abundant attic and storage space, and a 1.5-car garage. Conveniently located in close proximity to all major parkways, the LIRR, shops, restaurants, hospitals, schools, parks, beaches, Fire Island ferries, and the vibrant downtowns of Islip and Bay Shore.

36 Richmond Street, Islip

$599,990
3 Beds 2 Baths 1032059 MLS
Some homes tell a story the moment you enter, and 278 Ferndale Boulevard is exactly that kind of place. This charming expanded Cape Cod, built in 1918, carries the soul of a classic Long Island farmhouse — original details, natural woodwork, hardwood floors, and the kind of character that simply cannot be replicated in new construction. Nestled on a generous .37-acre level lot in the heart of Islip, this home offers over 2,000 square feet of total living space and is ready to welcome its next chapter. The layout is both functional and flexible, with first-floor living that includes two bedrooms, a full bath, an eat-in kitchen, formal dining room, and laundry room — making single-floor living entirely possible. The second floor is home to a private primary suite complete with a walk-in closet and ensuite full bath. The partially finished basement adds additional storage space. Outside, a deck, patio, and covered porch extend your living space into the expansive backyard — all enclosed by a fenced yard on a beautifully cleared, level lot. Now for the showstopper: a detached, two-story, garage totaling 568 square feet of flex space that is truly one-of-a-kind for the price point. Whether you're a car enthusiast dreaming of the ultimate garage workshop, an artist or musician in need of a private studio, a remote worker looking for a dedicated home office, or an investor exploring accessory dwelling unit potential (with proper permits) — this versatile structure opens doors that most homes in this price range simply don't. It's the kind of bonus space people search for and rarely find. Minutes from the vibrant downtown Islip dining scene, the Great South Bay waterfront, and easy access to the Islip MacArthur Airport, this home delivers on lifestyle and location. The home is connected to public sewer as well as natural gas. Sold as-is and priced to reflect its as-is condition, 278 Ferndale is a rare opportunity for buyers searching for a home with history, land, and serious upside — whether you're a first-time homebuyer, a renovator, an investor, or simply someone who appreciates a home that has something to say. Homes like this don't come around often. Come see the possibilities.

278 Ferndale Boulevard, Islip

$599,999
3 Beds 2 Baths 1026573 MLS
Welcome to this beautifully maintained ranch set on a generous, fully fenced lot in the heart of Islip. From the moment you pull up the long private driveway to the attached one-car garage, you'll appreciate the classic curb appeal — shake siding, brick accents, and a manicured front lawn shaded by mature trees. Step inside to a bright, open layout with gleaming hardwood floors and recessed lighting throughout the main living areas. The spacious living room flows into a formal dining area with ceiling fan, which opens directly to the updated eat-in kitchen. The kitchen features crisp white cabinetry, butcher block countertops, stone tile backsplash, stainless steel appliances including a gas range, dishwasher, and French-door refrigerator, plus a breakfast bar and sliding glass doors to the rear deck. A second den/family room with its own private entry offers flexible space for guests, a home office, or extended family. The home offers multiple generously sized bedrooms, including a primary suite with ample closet space, along with additional bedrooms served by a full bath with tub/shower and a convenient half bath with vanity. Rooms are freshly painted and move-in ready, with hardwood and carpeted options throughout. Outside is where this property truly shines. A large composite deck with gazebo overlooks an expansive paver patio — perfect for entertaining — leading to a sprawling, level lawn enclosed by white vinyl fencing. A separate covered patio area, raised garden beds, a children's playset, and an oversized storage shed with windows complete the picture. There's room here for everything. Additional features include central air, forced air heat, a full attached garage with workshop area and generator storage, and a prime location close to schools, shopping, parkways, the LIRR, and Islip's beaches and marinas. A rare opportunity to own a spacious, updated home with an entertainer's yard in a convenient Islip location. Won't last!

437 Commack Road, Islip

$2,990,000
5 Beds 5 Baths 1011344 MLS
Experience exceptional waterfront living in coveted Bayberry Point with this custom-built cedar Colonial offering approximately 6,000 square feet of beautifully designed living space on a deep-water canal. Built with quality 2x6 construction, this impressive residence welcomes you with soaring ceilings, sun-drenched living spaces, and an open-concept floor plan designed for both everyday living and grand-scale entertaining. The gourmet chef’s kitchen features custom cabinetry, granite countertops, premium stainless steel appliances, oversized center island, and seamless flow into the dining area and spectacular great room with fireplace and walls of windows overlooking the resort-style backyard. The luxurious first-floor primary suite serves as a private retreat, complete with a fireplace, spa-inspired bath, steam shower, and generous walk-in closets. A first-floor guest suite with private bath and step-in shower offers ideal accommodations for family and visitors. Additional bedrooms are spacious and beautifully appointed, while a dedicated theater/media room provides the perfect setting for movie nights and entertaining. The home also features elegant formal dining spaces, multiple updated baths, custom millwork, hardwood flooring, a wet bar, and an incredible finished bonus area/man cave above the oversized three-car garage with private office space. Step outside to your own waterfront resort. The professionally landscaped grounds showcase a heated 20' x 40' saltwater pool surrounded by expansive paver patios, a pool house, outdoor stone fireplace, and multiple entertaining areas designed to take full advantage of the stunning canal views. Boaters will appreciate the 101-foot deep-water dock with easy access to the Great South Bay. A rare offering that combines luxury, quality craftsmanship, waterfront lifestyle, and resort-style amenities in one of the South Shore’s most desirable locations.

65 W Bayberry Road, Islip

$749,000
4 Beds 3 Baths 1005262 MLS
Welcome to this exquisitely renovated 2024 Colonial, where modern design, open-concept living, and sun-filled spaces come together in one exceptional home. This beautifully reimagined residence offers 3 bedrooms and 2.5 bathrooms, featuring a bright and airy open layout filled with natural light. The heart of the home is a stunning marble kitchen, complete with premium KitchenAid appliances, a wine refrigerator, and elegant finishes—perfectly suited for both everyday living and effortless entertaining. The seamless flow between living, dining, and kitchen areas creates a warm and inviting atmosphere, enhanced by abundant light throughout the home. Adding incredible flexibility, the property also includes a separate 1-bedroom accessory unit, ideal for extended family, guests, or income-producing potential. Step outside to your private, fully fenced backyard retreat, featuring a built-in brick BBQ and ample space for outdoor dining, entertaining, or relaxing in comfort and style. Every detail has been thoughtfully updated, including a new roof, siding, flooring, modern systems, gas heating, central air conditioning, and upgraded 200 amp electric service offering true turnkey living. Located in a highly regarded school district with convenient access to shopping, transportation, and major roadways, this home perfectly balances luxury, lifestyle, and everyday convenience. A rare, light-filled, move-in-ready opportunity—this is the one you’ve been waiting for. Convection Oven, Dishwasher, Dryer, ENERGY STAR Qualified Appliances, Exhaust Fan, Freezer, Gas Cooktop, Gas Oven, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Water Heater, Washer. Don't miss out!

2 Taft Avenue, Islip

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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.

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