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$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
$649,000
4 Beds ⋅ 2 Baths ⋅ 1042235 MLS
Welcome to this fabulous four-bedroom, 1.5-bath high ranch, ideally situated on a quiet, secluded cul-de-sac. Offering two levels of comfortable and spacious living, this well-maintained home provides plenty of room for both everyday living and entertaining. Beautiful oak floors extend throughout the home, complemented by central air conditioning and Andersen windows. Sliding glass doors lead to a private, tree-lined rear yard, creating a peaceful outdoor retreat. The spacious living room is complemented by an equally generous first-floor family room, providing abundant space for relaxing and gathering. The kitchen features a quality stove, microwave, and dishwasher, all in like-new, never-used condition. A two-car garage offers ample storage for all your indoor and outdoor needs, while the attractive brick and cedar-shake exterior adds timeless curb appeal. A wonderful opportunity to own a spacious and inviting home in a private setting—close to everything, yet tucked away from it all. Islip offers the best of Long Island living, with the beauty of the Great South Bay, vibrant downtown, beaches, parks, marinas, and abundant waterfront activities. Enjoy convenient access to public transportation, major highways, MacArthur Airport, Heckscher State Park, and Fire Island ferries

86 39th Street, 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, 2-bathroom Cape Cod offers the ultimate coastal lifestyle. Enjoy unobstructed, southwest-facing sunset views right from your property. Boaters will love the private dock featuring two dedicated slips, offering effortless, minutes-away access to Fire Island and the Fire Island Inlet. 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. 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, energy-efficient windows, a new 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
$575,000
3 Beds ⋅ 2 Baths ⋅ 1040584 MLS
Welcome to 42 Harvard St in Islip! This charming 3-bedroom, 1.5-bathroom high ranch is located on a quiet dead-end street, offering a peaceful residential setting. The home features a spacious and versatile layout, a 2-car garage, and the convenience of public sewers. With plenty of room to make it your own, this property is a great opportunity for homeowners or investors alike. Conveniently located near shopping, dining, parks, transportation, and everything Islip has to offer. Don't miss the opportunity to make 42 Harvard St your new home!

42 Harvard Street, 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
$699,999
5 Beds ⋅ 2 Baths ⋅ 1038507 MLS
Welcome to this spacious 5 bedroom. 2 bathroom home offering plenty of room to live, work, and entertain. Set on an impressive half-acre of property, this home provides generous indoor and outdoor space with endless possibilities. The large windows bring lots of natural light into the home. Two bedrooms on first floor can also be used for office or den. The sunlit staircase with cathedral ceiling brings you to the second floor where you will find a large primary, two other bedrooms, and full bath. The full unfinished basement gives you an abundance for storage, recreation, workshop, or future finishing possibilities. Located on a quiet, wide street, the property offers a peaceful setting while providing the space and flexibility you've been looking for. Bring your vision and make this large home your own!

271 Wilson Boulevard, Islip
$630,000
3 Beds ⋅ 1 Baths ⋅ 1039015 MLS
Welcome to Beverly! This charming 3 bedroom, 1 Bath Ranch offers comfortable one level living on an over-sized lot. Step inside to an open-concept living space, designed for easy everyday living. Entertaining is a treasure with this chef's kitchen featuring granite counter tops, stainless steel appliances, and a center island! Outside you will enjoy the fully fenced yard, perfect for summer bbq's.. Located in the heart of Islip close to shopping, dining, and public transportation.Call today for a private tour!

25 Beverly Street, Islip
$749,999
5 Beds ⋅ 3 Baths ⋅ 1037226 MLS
Welcome to this beautiful expanded cape located in Islip. This move-in ready home offers 5 spacious bedrooms and 3 full bathrooms, with plenty of room for comfortable living. Enjoy a bright living room, formal dinning room, laundry room and a full finished basement perfect for additional living or entertainment space. Situated on a spacious corner property with detached garage, with sewer system and gas heating. The roof and windows were replaced approximately 5 years ago. With so much to offer, you do not want to miss this opportunity!!

72 Peckham Avenue, 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
$599,995
2 Beds ⋅ 1 Baths ⋅ 1023939 MLS
Welcome to this charming 1930 Cape Cod located mid-block in the desirable St. Marks neighborhood south of Montauk Highway. Filled with character and thoughtful updates, this home features original built-ins in the kitchen, dining room, and primary bedroom, hardwood floors in the living and dining room, and a beautifully renovated bathroom with classic octagon ceramic tile. Four energy-efficient split units provide heating and air conditioning, complemented by smart thermostats, a new gas heating system, separate hot water heater, and 200-amp electric service. Flexible bonus spaces offer the perfect home office and playroom/Den. Enjoy front and rear in-ground sprinklers, low taxes, and an unbeatable location just minutes from Islip Beach, the marina, parks, shopping, restaurants, and the Long Island Railroad. A wonderful opportunity to own a home that blends timeless charm with today's modern conveniences.

21 Bay 3rd Street, Islip
$699,999
5 Beds ⋅ 3 Baths ⋅ 1029500 MLS
Welcome to 22 Manitton Court, where comfort, space, and easy living come together. This well maintained and inviting 5 bedroom, 2.5 bath home offers room for everyone, featuring a versatile bonus room with oversized windows, perfect for a home office, playroom, or guest space. Enjoy cozy evenings by the wood-burning fireplace and the timeless beauty of hardwood floors. Step outside to your private backyard retreat with a stunning 40' x 20' inground Gunnite pool, spacious new paver patio, and convenient poolside half bath, perfect for entertaining or simply relaxing all summer long. Additional features include a breakfast bar, French doors, mini-split cooling, a 2 car attached garage, and an unfinished basement with garage access. Conveniently located near shopping, restaurants, parks, and the train station. This won't last long!

22 Manitton Court, Islip
$525,000
2 Beds ⋅ 1 Baths ⋅ 1032012 MLS
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!

42 Cedar Street, Islip
$599,999
4 Beds ⋅ 2 Baths ⋅ 1026497 MLS
Welcome to 100 Elm St in Islip. This beautiful home features 4 bedrooms & 2 full baths with unfinished basement & 2 car garage nestled on an oversized 50X125 property. The outside is adorned with perfection grade white cedar shake, a western red cedar deck & a Tamco 30 year architectural roof. Step inside to a charming foyer leading to a formal living room & dining room with custom millwork and led lighting. The large eat in kitchen features Lakeville custom cherrywood cabinetry & granite countertops with a lovely breakfast area with cathedral ceilings. The washer/dryer is conveniently located on the first floor. BRUCE hardwood floors throughout the home . The very large primary bedroom features a 10' tray ceiling. This home has been thoughtfully restored to include all new home wiring to NEC code, 200 amp electric, R-13 wall insulation, R-24 ceiling installation, 6 mil plastic sheeting over interior walls and so much more! (See Attached). Leading it to be recognized as a top PSEG rated home offering very low electric bills. A full unfinished basement& a detached 2 car garage complete this home. Conveniently located near schools, shopping, major highways & hospitals. This is a good one! Don't miss it!!!

100 Elm Street, 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
$675,000
5 Beds ⋅ 2 Baths ⋅ 970763 MLS
Welcome to 111 Fuller Ave in Islip! This charming, five-bedroom, two-bathroom home situated in the Islip School District is brimming with potential.

111 Fuller Avenue, Islip
$599,000
4 Beds ⋅ 2 Baths ⋅ 893906 MLS
Fantastically updated Cape Cod style with redone floors, freshly painted, gorgeous kitchen and beautifully updated bathrooms, having exceptional charm combined with improvements for modern living. This incredible home will not last. The location offers close proximity to many area amenities, including schools, shopping, restaurants, and much more. To highlight its potential, yard photos were digitally enhanced.

20 Whitman Avenue, Islip

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