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$649,000
5 Beds ⋅ 2 Baths ⋅ 1044297 MLS
Welcome to 35 Gwendolyn Pl! This is a 5 bed 2 full bath home with lots of potential! Located South Of Montauk in the desirable neighborhood of East Islip. 1.5 car garage! House needs work

35 Gwendolyn Place, East Islip
$1,699,999
4 Beds ⋅ 4 Baths ⋅ 1041948 MLS
Welcome to 31 Deer Run, a custom built masterpiece nestled in the highly sought after and coveted Deer Run Estates, in the heart of East Islip. This 4 bedroom, 2 full/2 half bath residence makes its first impression with a jaw dropping 1,600 lb pivot entry door, hand crafted by Modern Steel Doors of Tucson, setting the tone for the craftsmanship found throughout. The chef’s kitchen is a true showstopper, with custom Milano cabinetry, quartz countertops, and a complete Jenn Air suite including microwave, dishwasher, stove, hood, warming drawer, and refrigerator. Throughout the home, custom Milano interior doors and radiant heated polished porcelain floors flow through every room for consistent, luxurious comfort. Cozy up beside the natural gas fireplace, or retreat to the primary suite, a private oasis with a walk-in shower and floating soaking tub that leads directly out to the back deck. A versatile bonus room rounds out the interior, offering space for a gym, media room, or home office. Outside, the professionally landscaped grounds are fully fenced with rear gates and framed by a long blacktop driveway, with an exterior finished in Stucco/Gatto plastering lined with 1.5 inch foam completed in 2023, and a roof replaced in 2020. All electric on the property runs underground for a clean, unobstructed look, and all gutters flow to dry wells. The garage is heated with a built in second refrigerator, pull down attic and is fitted with a truly one of a kind door custom made in Belize, originally built for a parking garage in NYC. The backyard is a resort style oasis, anchored by a newly lined in ground pool with an automatic pool vacuum. Entertain year round with a natural gas BBQ and fire pit, both fed by dedicated natural gas lines, or unwind by the Trex composite decking and ornamental pond. Behind the scenes, the home is just as impressive: a Navien boiler and hot water heater installed in 2022, 3 zone central air conditioning less than 3 years old, a central vacuum system, a large capacity washer and dryer, and a whole house appliance package from 2020 and a whole home hard wired security system with 3 Ring cameras plus 8 additional cameras to provide comprehensive peace of mind. Additional highlights include over 50 owned solar panels, paid in full, a solid stainless steel dolphin fountain sculpture, a electronic doggie door, garbage disposal, decorative planters flanking the driveway, side lights on the garage, and a shed for pool storage and equipment. Ideally situated just moments from pristine beaches, fine dining, boutique shopping, picturesque parks, and convenient transportation, this exceptional residence offers the very best of Long Island living. A truly one of a kind estate of this caliber rarely comes to market. Don’t miss your opportunity to call 31 Deer Run home.

31 Deer Run, East Islip
$509,999
2 Beds ⋅ 2 Baths ⋅ 1038825 MLS
Discover the charm and convenience of this spacious end-unit condo in Heckscher Estates. This 2-bedroom home features two newly renovated bathrooms, including a full bath and half bath, private parking, and low HOA fees. Upstairs, the generously sized primary bedroom offers two spacious closets and direct access to the full bathroom, which also connects to the second bedroom. The first floor offers a comfortable eat-in kitchen, dining area, and inviting living room with a wood-burning fireplace. Enjoy your own private outdoor space, perfect for relaxing or entertaining. Conveniently located near shopping, restaurants, major highways, and everyday amenities, this condo offers a great opportunity for comfortable, low-maintenance living in a desirable community.

127 Beecher Avenue Extension, East Islip
$2,499,000
5 Beds ⋅ 3 Baths ⋅ 1040562 MLS
Welcome to an exceptional offering within The Moorings, one of Long Island’s distinguished private gated waterfront communities with 24 hour security, tennis/pickleball courts and marina. Spanning nearly 5,600+ square feet, this impressive residence offers generous proportions and remarkable privacy, complemented by a private deeded boat slip, three-car garage, water views, beautifully landscaped grounds and expansive indoor and outdoor entertaining spaces. A grand entry foyer sets the tone inside, introducing elegant formal sitting and dining rooms accented by custom moldings. The expansive eat-in kitchen serves as the heart of the home, opening naturally to a comfortable family room. An impressive recreation room features a bespoke built-in wet bar, complemented by a pool table and generous seating overlooking the backyard and pool. A first-floor bedroom adds convenience and flexibility for family and guests. Upstairs, the primary suite features an ensuite bath and two large walk-in closets, accompanied by three additional bedrooms, a dedicated gym and office. The gym and office space provide exceptional flexibility, with the potential to create a private guest wing, extended-family quarters or additional living space to suit a variety of needs. A second-floor balcony provides another place to take in the surroundings overlooking mature, thoughtfully designed landscaping and nature preserve; offering exceptional privacy and a peaceful natural backdrop. A heated in-ground pool, expansive deck and patio create multiple areas for outdoor dining, entertaining and relaxing. Situated along a quiet cul-de-sac, the home enjoys a peaceful setting while remaining conveniently positioned within the community. With the private deeded boat slip just a short walk away, The Moorings brings together boating, privacy, security and the amenities of an established waterfront community in this desirable boating enclave.

7 The Keel, East Islip
$2,599,995
5 Beds ⋅ 5 Baths ⋅ 1037419 MLS
Elegance and Craftsmanship in this custom built Brick Home located behind the Gate in The Moorings. Two Story Lobby with Sweeping Staircase welcomes you. Formal Dining Room w/fireplace, Chef's Kitchen with Espresso Bar. State of the art Movie Theater Room. Primary Suite with Balcony overlooking meticulously landscaped indulgent property. 20 x 40 gunite pool, and hot tub, bluestone patios and Air Conditioned Cabana with full bar and bath. Community offers yacht docking, private tennis courts and 24 hour manned guard booth. Its more than a home, its a lifestyle.

26 The Helm, East Islip
$349,000
1 Beds ⋅ 1 Baths ⋅ 1032487 MLS
Situated in the Bel Laurel 55 plus community, this beautifully renovated one-bedroom, one-bath co-op offers comfortable, affordable and low maintenance living in a convenient location. Just steps from restaurants, shopping, the library, gym, doctors’ offices and the train station. With low monthly maintenance of just $454 which includes all common area costs, exterior maintenance, sewer, water, trash and snow removal. Recent renovations include new flooring and recessed lighting throughout, along with an updated kitchen featuring quartz countertops and stainless steel appliances. The renovated bathroom offers a walk in shower with a convenient handheld showerhead. The spacious bedroom features recessed lighting and a walk-in closet providing ample storage. This charming co-op offers a wonderful opportunity to enjoy simple, low cost living.

20 Laurel Avenue Unit #3, East Islip
$1,650,000
6 Beds ⋅ 4 Baths ⋅ 1021152 MLS
Nestled on a private and beautifully maintained 1.09 -acre property, this impressive home offers the perfect blend of space, comfort, and flexibility. The home features 6 bedrooms, including 4 bedrooms in the main residence, a separate nanny's suite with a full bathroom, and in the west wing there is a bedroom with loft—ideal for guests, creative studio or private retreat. Designed for both everyday living and effortless entertaining, this home features expansive living spaces, including a welcoming living room with a beautiful fireplace and classic mantel, as well as a ski chalet-inspired den highlighted by a stunning 14-foot Crab Orchard stone fireplace. Outside, enjoy your backyard retreat with a heated 20' x 50' saltwater in-ground pool with automatic solar cover, surrounded by expansive, private mature grounds. Additional amenities include a 2-car garage, a new 16-zone in-ground sprinkler system, and a full unfinished basement with high ceilings, two separate entrances, and eight egress windows—providing exceptional storage and incredible potential for future living space. With its versatile layout, outstanding outdoor amenities, and room to grow, this special property offers a lifestyle that's both comfortable and inviting.

33 Meadow Farm Road, East Islip
$3,499,000
5 Beds ⋅ 6 Baths ⋅ 959818 MLS
Luxury Estate in The Moorings – East Islip, NY Welcome to an extraordinary residence located in the prestigious The Moorings, one of Long Island's most exclusive private gated waterfront communities. This magnificent estate offers the perfect blend of timeless elegance, exceptional craftsmanship, and resort-style living. Boasting 5 spacious bedrooms, 6 luxurious bathrooms, and a 3-car garage, this stunning home welcomes you with a dramatic 22-foot soaring foyer featuring exquisite travertine marble flooring, coffered ceilings, custom raised-panel millwork, rich mahogany crown moldings, and a grand chandelier equipped with a convenient lift system. The gourmet chef's kitchen is designed to impress, showcasing premium Sub-Zero and Viking stainless steel appliances, abundant workspace, and an inviting eat-in dining area. Elegant living spaces include a formal dining room, sophisticated parlor, cozy den with a stone fireplace, stunning chandeliers, and a media room, all enhanced by beautiful Brazilian cherry hardwood floors throughout. A private first-floor guest suite with a full bath provides comfort and convenience for family and visitors alike. Upstairs, you'll find four sun-filled bedrooms, a spacious recreation room, laundry room, and dedicated IT/computer room. The lavish primary suite serves as a private retreat, featuring a spa-inspired bath, dressing room with stunning water views, custom walk-in closet, and makeup vanity. Step outside to your own private resort-style oasis. The professionally landscaped grounds feature a spectacular 22' x 45' in-ground pool, pool house with full bath and shower, refrigerator, expansive patio with built-in BBQ, and a 22-zone sprinkler system. Perfect for entertaining or relaxing in complete privacy. Residents of The Moorings enjoy exclusive community amenities, including a private marina, newly renovated tennis and pickleball courts, and breathtaking waterfront sunsets. Ideally located in East Islip, this exceptional property offers convenient access to Long Island's renowned South Shore, world-class beaches, acclaimed wineries, and is approximately 45 minutes from the Hamptons. Experience a lifestyle defined by luxury, privacy, and sophistication. Schedule your private showing today and discover one of Long Island's finest waterfront communities.

38 The Helm, East Islip
$550,000
3 Beds ⋅ 2 Baths ⋅ 898009 MLS
Don’t Miss This Prime Investment Opportunity in East Islip! This spacious Colonial-style home offers timeless curb appeal with its classic facade, two-car garage, and a generous front yard set on a quiet, tree-lined street. Enter inside to find a flexible layout featuring 4 bedrooms and 2 full bathrooms, with abundant storage throughout. The home’s interior offers great bones, spacious room sizes, and untapped potential—perfect for investors looking to renovate and add value. The semi-basement behind the home provides even more usable space and functionality. Outside, enjoy a large backyard with plenty of room for entertaining or expansion. The two-door garage adds extra storage and convenience. The property is equipped with both natural gas and oil heating, providing flexibility for future upgrades. Located directly across from a scenic park with a tranquil pond, this home is close to schools, shopping, medical offices, dining, and more. Commuters will appreciate the nearby LIRR station and easy access to major highways. With a little vision and work, This home can become a standout investment in a sought-after location. Bring your contractor and imagination—this one won’t last!

59 Irish Lane, East Islip

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.