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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

$239,999
2 Beds 1 Baths 1041518 MLS
Why rent when you can own? This spacious 2nd-floor, 2-bedroom cooperative unit, is one of the largest in the development. This unit is not just a place to live; it's a lifestyle choice. Imagine hosting friends and family in your ample living room, with plenty of room to relax and entertain. The large bedrooms provide a peaceful retreat, ensuring everyone has their own personal space, while the abundant storage options make it simple to keep your living area organized and clutter-free. The location is unbeatable! With the LIRR nearby, commuting into the city is a breeze. Sunrise Highway offers quick access to shopping, dining, and beautiful local beaches, with Islip High School being just across the street. Take advantage of the on-site amenities to enhance your daily routine. Whether you want to lounge by the saltwater inground swimming pool on warm summer days, host events in the clubhouse, or simply enjoy a leisurely stroll with your furry friend in the dog run, there's something for everyone here. Don't miss out on this rare opportunity to own a piece of paradise in a vibrant community. Schedule a viewing today and start imagining your new life in this wonderful cooperative unit!

2453 Union Unit #20B, 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

$260,000
1 Beds 1 Baths 1040041 MLS
Welcome to Forest Green! Why rent when you can own? This spacious, sun-filled 1-bedroom deluxe ground-floor co-op offers comfortable living, great amenities, and the opportunity to build equity instead of paying rent. The unit features hardwood floors throughout, generous room sizes, plenty of natural light, and a well-maintained, move-in-ready interior. The kitchen offers ample storage and newer appliances. It is located in a peaceful courtyard setting with convenient access to parking. Enjoy the benefits of Forest Green's pet-friendly community, including a clubhouse, pool, gym, and dog run. Maintenance includes taxes, heat, water, sewer, snow removal, and garbage removal, which helps make monthly expenses more predictable.

2397 Union Boulevard Unit #7A, 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

$289,000
1 Beds 1 Baths 1038229 MLS
Welcome to this bright and inviting second-floor, one-bedroom unit in the highly desirable Woodlands at Islip! ? The spacious living room is filled with natural light and features beautiful hardwood floors, creating a warm and comfortable space to relax or entertain. A dedicated dining area provides plenty of room for gatherings, while the updated kitchen offers crisp white cabinetry, stone countertops, a subway tile backsplash, stainless steel appliances, and a modern deep sink. Enjoy convenient access to everything Islip has to offer. The Islip train station is approximately 0.7 miles away, Lidl is located just behind the complex, and downtown Islip, local beaches, shopping, and beautiful parks are all nearby. Community amenities include an in-ground pool with a lifeguard, a half basketball and pickleball court, dog run, and beautifully landscaped common areas. Recent complex improvements include new windows, vinyl siding, and roofs. Monthly maintenance of $1,084.64 includes taxes, heat, natural gas, water, sewer, pool access, sanitation, landscaping, snow removal, and building upkeep. Residents are responsible for electric and cable/internet/phone. All buyers are subject to co-op application and board approval. Minimum requirements include 10% down, a credit score of 650 or higher for all applicants, a debt-to-income ratio below 35%, and monthly take-home income of at least three times the maintenance fee, currently $3,253.92. Cats are permitted. Dogs must be under 18 inches and 20 pounds. Clean, well-maintained, and ready for its next owner. BONUS: The assessment for this unit has been paid in full, which means no additional assessment fee for the new owner! Your rent builds someone else’s future. Isn’t it time to start building yours? Living Room Chandelier EXCLUDED

86 Cardinal Lane Unit #2B, 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

$284,999
2 Beds 1 Baths 1020097 MLS
Welcome to Forest Green, where convenience, comfort, and resort-style amenities come together! This spacious 2-bedroom co-op is a rare opportunity to own in one of Islip's most sought-after communities, offering an incredible lifestyle with amenities you won't find just anywhere! Inside, you'll find a beautifully updated eat-in kitchen featuring granite countertops, stainless steel appliances, and ample cabinetry. There's a formal dining area and a breakfast nook, and new LifeProof flooring throughout. The bright and spacious layout offers comfortable living and generous bedroom sizes, with several large closets for storage! The unit has already been approved for the addition of an in-unit washer and dryer for even greater convenience. Prefer not to install one? The community laundry room is just steps away in the beautifully maintained courtyard! The full bathroom has a new Bathfitter and tub. Forest Green offers an exceptional list of amenities, including an in-ground pool, fitness center, clubhouse with a full kitchen available to rent for private events, and a dog run for your four-legged family members. This pet-friendly community also provides two parking passes, ample guest parking, recently replaced roofs and windows, and the peace of mind of no current assessments and no flip tax! Even better, your monthly maintenance includes heat, water, gas, taxes, exterior maintenance, and all the community perks! This prime location is perfect for commuters with the LIRR just moments away and easy access to major highways. Enjoy your free time in the nearby downtown Islip or Bay Shore Village. Easy access to shopping, restaurants, and nightlife! Whether you're looking for your first home, downsizing, or simply seeking low-maintenance living while building your own equity instead of a landlords, this is an opportunity you won't want to miss!

2449F Union Boulevard Unit #9B, 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

$274,900
2 Beds 1 Baths 1018874 MLS
Welcome to this spacious and well-maintained co-op offering comfortable, low-maintenance living in a beautifully landscaped community. This bright residence features a functional layout with generously sized rooms, abundant natural light, hardwood flooring, and ample closet space throughout. The kitchen offers plenty of cabinet and counter space, while the open living and dining areas provide the perfect setting for everyday living and entertaining. The community is professionally maintained and features manicured grounds, walking paths, and convenient amenities for residents to enjoy. Ideally located near shopping, restaurants, parks, public transportation, and major roadways, this home offers both comfort and convenience. A wonderful opportunity for buyers seeking affordable homeownership in a desirable, park-like setting. Don't miss your chance to make this inviting co-op your next home!

2453 D Union Boulevard Unit #4A, Islip

$225,000
1 Beds 1 Baths 1014013 MLS
Welcome to Forest Green! This move-in ready ground-floor 1-bedroom co-op offers the perfect blend of comfort and convenience. Ideally situated with close access to parking and overlooking a peaceful courtyard, this pet-friendly home is designed for easy living. The spacious layout features generous room sizes, abundant natural light, and a well-maintained interior ready for its next owner. Enjoy a carefree lifestyle with community amenities and maintenance that covers many ownership expenses, allowing you to spend more time enjoying all that Islip has to offer. Conveniently located near shopping, restaurants, transportation, the LIRR, parks, and Fire Island ferries. A wonderful opportunity for buyers seeking comfort, convenience, and a true move-in ready home.

2453 union blvd Unit #24a, 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

$265,000
2 Beds 1 Baths 1010355 MLS
Welcome to Forest Green! This move-in ready ground-floor 2-bedroom co-op offers the perfect blend of comfort and convenience. Ideally situated with close access to parking and overlooking a peaceful courtyard, this pet-friendly home is designed for easy living. The spacious layout features generous room sizes, abundant natural light, and a well-maintained interior ready for its next owner. Enjoy a carefree lifestyle with community amenities and maintenance that covers many ownership expenses, allowing you to spend more time enjoying all that Islip has to offer. Conveniently located near shopping, restaurants, transportation, the LIRR, parks, and Fire Island ferries. A wonderful opportunity for buyers seeking comfort, convenience, and a true move-in ready home.

2397 union blvd Unit #8a, 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

$189,000
1 Beds 1 Baths 953481 MLS
Move right into this charming and meticulously maintained one bedroom coop located on the first floor for easy access and convenience. This turnkey home offers a bright, open layout with plenty of natural light, perfect for comfortable living. Brand New Flooring!!!!! Enjoy the unbeatable location-close to shopping, dining, transportation, and all that Islip has to offer. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance lifestyle, this home is a must-see!!!!! The complex has a club house, inground salt water pool, on-site laundry and a gym. Maintenance includes, taxes, heat and hot water. PLEASE NOTE...UNIT IS IN BUILDING G. Park at the back of building and then walk towards Union Blvd. Unit is on Left. #24A.

2449 Union Boulevard Unit #24A, Islip

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