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300 Maple Street, Islip
$3,850,000
4 Beds ⋅ 6 Baths ⋅ L3586504 MLS
This Stunning Waterfront Estate Offers An Unparalleled Blend Of Luxury And Nature On 4.3 Acres Along Champlin Creek. With 530 Feet Of Pristine Waterfront, The Home Features Charming Cedar Shake Roofing And A Grand Two-Story Entry. Inside, You'll Find Wide Plank Wood Floors And Custom Finishes That Enhance The Open Floor Plan, Which Includes A Barn-Style Family Room/Bar With A Cozy River Stone Fireplace. The Custom Kitchen Is Equipped With Stainless Steel Appliances, Perfect For Culinary Enthusiasts. Outdoors, The Property Is An Entertainer's Dream, Boasting An Expansive Cedar Deck, An In-Ground Pool With A Hot Tub And Swim Spa, Pergolas For Shade, A BBQ Station For Al Fresco Dining, A Halfpipe, And More. Additional Highlights Include A Boat Cut-In With A Lift And A Spacious 7-Car Detached Garage. This Estate Truly Combines Elegance With A Serene Waterfront Lifestyle. The Property Also Includes A 2.43-Acre Buildable Lot.

300 Maple Street, Islip

10 Beech Road, Islip
$2,799,000
5 Beds ⋅ 6 Baths ⋅ 975212 MLS
Privately gated, prestigious waterfront home in the heart of Bayberry Point Estates. Drive up the tree lined driveway and around the beautiful fountain to be greeted by new 10' mahogany entry doors, a two story entrance, marble floors, custom iron banisters and crystal Murano chandelier. From the moment you step inside this beautiful home you have a view of the flowing waterways. Windows, doors and skylights all around really brings the outside in. Newly renovated gourmet kitchen features radiant heated floors, fabulous center island with new custom granite counter, newly painted cabinets with designer hardware, 6 burner Wolf stove with grill, Wolf double ovens, Subzero refrigerator/freezer, wine cooler, refrigerator drawers and more! Custom wainscoting, gas fireplace with custom mantle & hardwood floors are an elegant touch. FDR features new coffered ceiling to add to the elegance. Den with attached bar room is a full entertainment space with big screen TV, electric fireplace and full bar overlooking the pool. Newly decorated first floor bedroom with full bath for guests. The Primary Bedroom has an amazing view of the canal and a balcony to enjoy it from. It also features 3 walk-in-closets and an ensuite bathroom. The ensuite bath is newly renovated with soaking tub, new double vanities with make-up area, beautiful chandelier and separate shower. The crown jewel of the home is the stunning yard with beautiful views and the widest canal in Bayberry for the avid boater. Sit in your pool with a cocktail and wave to the boats going by. The pool is a Gibbons gunite, salt water with waterfall and jacuzzi and brand new heater. The outdoor kitchen has new gas barbecue. Main dock is a U-Shape walk around that fits up to a 55' boat and the 2nd dock fits up to a 25' boat and can be converted to a launch. Boat house and shed in yard for extra storage. Lutron Lighting, 6 Vivant Camera Alarm System, CAC, Anderson Windows, New Interior Doors, New Washer & Dryer, All TV's Stay, New Boiler, New Custom Gutters, Garage has new custom flooring and cabinets and New Garage Doors. This is lifestyle living. X Flood Zone!! No flood insurance required. Sellers want to close in August preferably.

10 Beech Road, Islip

68 E Bayberry Road, Islip
$1,900,000
5 Beds ⋅ 5 Baths ⋅ 922392 MLS
Historic Havemeyer colonial in exclusive Bayberry Point association! Developed and built circa 1900 by Henry Havemeyer, Bayberry Point is a waterfront enclave of luxurious homes, most of which are located on wide deep water canals. Included in the sale is a separate 75' x 283' (approx) adjoining waterfront lot that makes the total property nearly 2 acres. The adjoining lot is described as 500-444-1-29 and has a separate tax bill of $8,014.80. The home has spacious rooms and an oversized primary bedrooms suite. The den/family room is massive as well. The home has gas heat (2 boilers) and appliances and many recent updates including Andersen windows and 3 recent air conditioning units. The in-ground pool is complimented by a pool house with changing room and 1/2 bath. In addition to the cut in boat slip, the entire waterfront is fully bulkheaded with C-Loc material for years of trouble free waterfront access. https://sites.allmediatours.com/mls/216235571

68 E Bayberry Road, Islip

61 Ocean Avenue, Islip
$1,850,000
7 Beds ⋅ 5 Baths ⋅ 974715 MLS
Welcome to this exceptional 1850s Colonial in the heart of Islip, where timeless elegance is seamlessly paired with modern luxury. A grand entryway with a sweeping staircase introduces an expansive floor plan and impressive chef’s kitchen creating an ideal setting for both everyday living and refined entertainment. The formal living room includes a wood-burning fireplace, offering warmth and charm for intimate gatherings and holiday celebrations. The eat-in kitchen is appointed with top-of-the-line appliances, a striking 10-foot island, and is enhanced by an original converted gas fireplace and exposed wood beams that beautifully honor the home’s historic character. Adjacent to the kitchen is a pantry and laundry. The breathtaking room showcases soaring cathedral ceilings and a gas fireplace, creating a warm and inviting space. The main level also includes a spacious office or optional bedroom with fireplace. A custom rear staircase leads to the serene primary suite, designed to capture picturesque views of the park-like grounds. The en-suite bath features a walk-in shower with multi-body sprays, freestanding tub and a walk-in custom closet. Four additional bedrooms and two full bathrooms (with a second laundry area) complete this level. Ascend the home’s original winding staircase to the third level, offering two bedrooms and a spacious recreation room ideal for movie and game nights. You’ll also find an abundance of storage closets and a finished storage room on this level. The outdoor living experience is further enhanced by a beautifully designed and fully fenced in pool area, as well as a detached two-car garage which contains a pool cabana, complete with a changing room and full bath. This remarkable residence masterfully blends historic charm with modern amenities offering a truly exceptional lifestyle and the quintessential Islip dream home!

61 Ocean Avenue, Islip

272 Ocean Avenue, Islip
$1,525,000
6 Beds ⋅ 6 Baths ⋅ 931596 MLS
Waterfront Charm Meets Modern Luxury. Beautifully renovated two-story New England ranch on 1 Acre. This 5/6-bedroom, five-and-a-half-bath home blends timeless character with modern updates and an ideal family-friendly layout. The main level features a new vaulted chef’s kitchen opening to spacious dining and living areas with fireplace, plus a four season sunroom with bluestone floors overlooking large private backyard. The oversized primary suite includes a new spa bath and custom closets, An additional en suite, 2 additional bedrooms and 1 and a half new baths complete the first floor. Upstairs, Two more ensuite bedrooms and and a 3rd bedroom/ office offer flexible space for guests and sleepovers. Set on a landscaped acre with gardens, patios, and lawns, the property includes a 123-foot bulkhead and Trex deck dock for easy boat access. A grand oversized 2 car garage with breezeway and 2nd floor attic adds convenience and wonderful storage. The elevated X Zone location keeps flood insurance low. home has 3 1/2 New Baths, New windows, New kitchen and flooring. Side waterway on 1 Acre property and mature landscaping provides unmatched canal privacy. A rare Islip waterfront gem combining charm, modern luxury, and breathtaking private grounds.

272 Ocean Avenue, Islip

15 Cedar Avenue Extension, Islip
$1,350,000
4 Beds ⋅ 3 Baths ⋅ 899243 MLS
This exceptional columned Colonial is located in the coveted Bayberry neighborhood, just a short distance from Bayberry Tennis Club and the beach. Flawless in presentation and condition, this home stands out for its refined design, top-quality updates, and unparalleled attention to detail. The granite kitchen features quality stainless steel appliances (2–3 years old), while the bathrooms have been thoughtfully renovated with high-end, sophisticated finishes. Every space reflects an exacting standard of care and craftsmanship rarely found on the market. The exterior is just as striking, with a bluestone front porch and patio ideal for entertaining or quiet evenings by the fire pit. A fireplace adds charm and warmth indoors, with the flexibility to be wood-burning, gas, or electric. Major recent upgrades include a brand-new roof (2025), new HVAC system (2025), professional landscape design, and a whole-house water filtration system with reverse osmosis for drinking water. This is not just a home—it’s a rare opportunity to own a truly immaculate property in one of the area's most desirable and established communities.

15 Cedar Avenue Extension, Islip

11 Cranberry Drive, Islip
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 925329 MLS
Located on Knapps Lake, this truly custom wide line brick ranch offers the perfect blend of comfort & privacy with picturesque and serene views from almost every room. The heart of the home is the eat-in kitchen, complete with granite countertops, double oven, dual sinks, island and ample space for gathering. Open flow to the cozy retreat in the den with wood burning fireplace and a beautiful sunroom with a wall of windows and dual access to the patio. The formal living room with floor to ceiling windows provides beautiful natural light with a clear view of the neighborhood, while the large dining room with oversized windows extends your views to the lake, park and a beautifully crafted paver patio—ideal for outdoor dining and enjoying your piece of paradise. Specimen trees and mature landscaping are beautiful in every season yet there is room for a pool and space to personalize the yard for your preferences. Hardwood and tile flooring flow throughout, complemented by radiant heat—no baseboards in sight. The home is a must see to appreciate – there are so many features and upgrades setting this home beyond your expectations, including 2 zone central air, natural gas including to BBQ, in ground sprinklers, crown moldings, architectural roof with 3' overhangs. Need storage? We have plenty of that as well with a walk up attic and a two car garage like no other with Modine heater & custom built ins. This is the home that invites you to experience every season with a true Courier and Ives setting.

11 Cranberry Drive, Islip

24 Hollister Lane, Islip
$1,250,000
3 Beds ⋅ 2 Baths ⋅ 899090 MLS
Sophisticated ranch living, redefined with modern luxury and timeless style. This newly renovated home showcases exceptional craftsmanship, exquisite finishes, and thoughtful design in every detail. Step through the welcoming foyer, adorned with rich, floor-to-ceiling custom millwork, and feel the warmth and sophistication that define this home. The foyer offers a direct view into the elegant formal dining room, complete with detailed moldings and seamless access to a beautifully designed patio—ideal for indoor-outdoor entertaining. The sun-drenched family room features walls of windows, soaring ceilings, radiant-heated floors, built-in surround sound, and a stunning custom ceiling with wood beams and high-gloss shiplap, creating a bright, inviting, and immersive space for both relaxing and entertaining. At the heart of the home, the chef’s kitchen boasts granite countertops, radiant-heated floors, custom cabinetry, and a layout that opens to a cozy living room with a gas fireplace. The primary suite is a true retreat, showcasing exquisite custom millwork, a built-in cabinetry system, coffered ceilings, and a spacious walk-in closet with custom organizers. French doors open directly to the backyard oasis, where tranquility meets quiet luxury. The primary bath features a custom inlay mirror design, a beautifully crafted vanity, a dedicated makeup area, and high-end finishes that exude elegance and sophistication. Two additional bedrooms, each with refined millwork and a charming built-in window seat, share a beautifully appointed full bath featuring stacked stone walls, elegant ceramic tile, beautiful sconces, and a spa-like atmosphere. Enter through the two-car garage into a custom mudroom, complete with access to two attics for storage and a hidden laundry area. Step outside to enjoy the heated inground saltwater pool, accented by a custom fieldstone waterfall that creates a serene, spa-like ambiance. The pool is framed by lush, manicured, professionally designed landscaping that provides both beauty and privacy. A matching storage shed blends seamlessly into the landscape, offering additional space for seasonal items and poolside essentials. Additional highlights include gas heat, all-new plumbing and electric, new roof and Hardie Plank siding, in-ground sprinkler, security alarm system with cameras, and custom details such as black gutters and a cupola. Turnkey and timeless, this home offers the perfect balance of elegance, comfort, and style—truly a rare find.

24 Hollister Lane, Islip

8 Adelphi Street, Islip
$1,205,000
5 Beds ⋅ 4 Baths ⋅ 984677 MLS
Once, every so often, a property comes along with the perfect combination of elements that make it feel just like home. Being offered for the first time in 40 years, this finely crafted 5 bedroom 3.5 bath wideline ranch on a just shy half acre parcel, is ideally situated in an iconic waterfront community on the Great South Bay across from the Fire Island Lighthouse. Its thoughtful flow of rooms lives comfortably for both everyday life and larger gatherings. Abundant windows streaming natural light strike an exceptional synergy with nature that is rarely found. A central entrance foyer separates the living space from the first level sleeping quarters. The chef's kitchen with natural cherry cabinetry, center island, granite counter tops, and breakfast nook with built-in banquette seating anchors the living space. Everything connects and loops from there. The living room features a cathedral ceiling with skylights, wood burning fireplace, and bay window. The dining room shares a serving counter with the kitchen and opens to the sun room through glass paneled french doors completely embracing the perennial gardens and privacy of the fenced back yard. All 3 first level bedrooms are generously sized. Two are connected by an en suite full bath and the third is adjacent to a hall bath. The second level provides a very special retreat with its expansive primary bedroom en suite with full bath, dual California closets, cathedral ceiling, and 12 windows. The 5th bedroom with 3 walls of windows is accessible by hallway or through the primary bath offering the flexibilty of a connected sitting room or home office. Additional amenities include a windowed 2 car garage with half bath and interior access, newer roof, owned solar panels, newer Weil McClain burner and Roth oil tank, CAC, propane gas for cooking, 38' deck off the sunroom, outdoor shower, in-ground sprinklers, Fire Island style sliding gates to fenced yard, double convection wall oven, Subzero refrigeration, abundant storage. Conveniently located to area bay and ocean beaches and marinas, vibrant downtown restaurants, shops, and services, Fire Island Ferries, 4 State parks, Bayard Cutting Arboretum, Seatuck National Wildlife Refuge, golf, 2 major hospitals, and the LIRR to NYC. Some photos may be digitally enhanced.

8 Adelphi Street, Islip

100 Root Avenue, Islip
$1,150,000
4 Beds ⋅ 4 Baths ⋅ 899848 MLS
Welcome to a truly exceptional offering, where no detail has been overlooked, and every inch exudes luxury, function, and style. This custom new construction home, paired with a beautifully finished accessory cottage, delivers an unparalleled living experience. Anchored by a grand two-story entry, the home immediately impresses with breathtaking floor-to-ceiling box molding, a sweeping oak staircase with wrought iron railings, and a black statement chandelier that sets the tone for the entire home. The formal living room features a gas fireplace framed in granite, soaring floor-to-ceiling windows, and gleaming 4” select-grade white oak floors that flow seamlessly through the first and second floors—including all bedrooms and hallways. The heart of the home is an incredible open-concept kitchen showcasing a huge two-tone center island, quartz countertops, white upper cabinets and rich brown lowers, all accented by a tile backsplash, pot filler, and Cafe Series stainless steel appliances including a built-in drawer microwave and oven. A full wall of sliding glass doors opens from the center to reveal a grand Trex staircase that cascades into a resort-style backyard, fully landscaped with a programmable sprinkler system. The first-floor laundry closet is both practical and stylish with a butcher block folding station, white cabinetry, and subway tile backsplash. A sleek first-floor powder room with matte black fixtures is conveniently located near a separate side entrance. Upstairs, the enormous primary suite offers a luxurious walk-in closet with custom built-ins and jamb switch lighting, and a spa-like bath with a double vanity and a walk-in glass stand-up shower. Additional second-floor bedrooms are all generously sized and feature upgraded moldings and finishes throughout. The hallway bath includes a Kohler soaking tub, porcelain tile, designer vanity, and quiet exhaust fan with push timer. The finished accessory cottage is a true bonus—perfect as a home office or studio—with new roofing, siding, windows, flooring, a half bath, and its own hot water heater. Structurally, the home features two blacktop driveways with cobblestone border and skirt, cedar impression siding on all exterior walls, a fully sheet rocked garage with 12’ ceilings and a floor to ceiling window, and a basement with outside entrance and dual egress windows. Every modern convenience is here—smart entry locks, built-in closet systems, TV and Cat 6 wiring in every bedroom, and high-efficiency Bosch HVAC and water systems across two zones—all tied into sewer and supported by new gas and water lines. This is a home where grand design meets thoughtful function, delivering the ultimate in new construction living.

100 Root Avenue, Islip

375 Ocean Avenue, Islip
$1,110,000
4 Beds ⋅ 3 Baths ⋅ 918466 MLS
Welcome to this beautifully maintained 4-bedroom, 2.5-bath Colonial nestled in the heart of Islip on just shy of 1 acre. Offering timeless charm with modern updates, this home is designed for both comfort and style. Step inside to find gleaming hardwood floors throughout and an inviting layout perfect for entertaining or everyday living. The updated eat-in kitchen features granite countertops, stainless steel appliances, large pantry and ample cabinet space—ideal for the home chef. Enjoy year-round comfort with central air conditioning, efficient natural gas heating and 2 Fireplaces! Wood burning & natural gas fireplace. The home boasts four spacious bedrooms, including a primary suite with its own private bath. A heated and cooled sunroom provides additional living space, perfect for relaxing or hosting guests. Outside, your backyard oasis awaits. Dive into the sparkling in-ground pool surrounded by elegant pavers, creating the perfect setting for summer gatherings. Entertain on the deck and fire pit for day and nights with friends and family. The property also includes a two-car garage for convenience and storage.

375 Ocean Avenue, Islip

27 Captains Drive, Islip
$1,035,000
3 Beds ⋅ 3 Baths ⋅ 893736 MLS
Welcome to the Club at Bayberry Harbor, one of Long Island's most exclusive waterfront communities offering breathtaking views of the Great South Bay and a lifestyle designed for relaxation and sophistication. Enjoy your deeded boat slip with electric and water access in the marina. Within this private waterfront community, the "arboretum" refers to manicured, tree lined gardens and green corridors designed for serene walks and natural beauty. This offers residents a peaceful setting along with a private clubhouse, gym and outdoor pool with firepit. Enjoy playing tennis and pickleball with your community members. At the Club you will enjoy amazing sunsets. This development is approximately 22.214 acres! This Lovely two-story townhome offers the perfect blend of comfort and natural beauty. Relax outside on your bluestone patio, where you enjoy quiet ,serene views of the lush arboretum and pond. This townhome features many updates, There is a full expansion which includes an extra bedroom, all California Closets, and 2 additional skylights. Additional features include wood flooring, wood burning fireplace, new windows, two sets of new 8' sliders. Exterior features new siding, second story expanded deck and new roof. This property is located in X Flood Zone! Pets are welcome!

27 Captains Drive, Islip

27 Hollister Lane, Islip
$995,000
5 Beds ⋅ 3 Baths ⋅ 932328 MLS
Located on one of the prettiest streets in south Islip, 27 Hollister Lane Colonial offers over 2600 Sq Ft with front & rear staircases leading you to 5 spacious bedrooms including a king-size primary en-suite. Summer months cool off in your 16' x 32' steel wall, salt water in ground pool or stay inside with your brand new ( 8/24) central air. Like to entertain? Freshly painted oversized eat in kitchen with large dining area features granite counters overlooking a super-sized living room (was 2 rooms). Main floor laundry room and updated powder room. Updated 200 AMP electric and energy efficient Sunrun leased solar panels with 23yrs remaining lease with a low monthly lease payment of $147. Ample storage with part basement and 1 1/2 car garage. Close to beautiful downtown Islip, LIRR and all major highways. This is a home you can truly never outgrow.

27 Hollister Lane, Islip

52 Marvin Lane, Islip
$950,000
4 Beds ⋅ 3 Baths ⋅ 890267 MLS
Grand Victorian Home Built in 1907 in Beautiful Renovated Condition. Enter onto Front Porch into Hallway with Living Room, Formal Dining Room, All New Eat-in-Kitchen with Mahogany Cabinets, Granite Countertops, Travertine Tiled Backsplash, Viking Gas Cooktop with Commercial Exhaust System, Bosch Dishwasher, SubZero Refrigerator, Microwave, Wet Bar with 2nd Sink, Pantry, Oak Floor, Custom Mahogany Table, Door to Basement & Backyard, Full Bath, Den and Library with Custom Built-In Cabinetry. 2nd Floor Features 4 Bedrooms and Full Bath with Soaking Tub & Linen Closet. Walk-Up Attic for Storage with Attic Fan. Full Part Finished Basement with Access from Kitchen or Exterior Ground Level with Laundry & Boiler Area, Den with Murphy Bed, Full Bath with Shower, Egress Window & Separate Zone Hot Water Baseboard Heat. Detached Barn/Garage with Propane Heat, Workshop & 2nd Floor. Situated on Landscaped .52 Half Acre Parcel with a Circular Driveway. Steam Heat, 3 Ductless CAC Units on 1st Floor & CAC on 2nd Floor. 200 Amps, Inground Sprinklers, 50-Year Architectural Roof. See Virtual Tour: https://sites.allmediatours.com/52marvinln

52 Marvin Lane, Islip

287 Cedar Avenue, Islip
$950,000
4 Beds ⋅ 2 Baths ⋅ 894403 MLS
Experience lakeside living at its finest in this beautifully crafted custom 4-bedroom, 2-bath home, ideally located on a quiet residential block. Enjoy breathtaking panoramic views of the lake from nearly every room, with the added bonus of a spacious second-story deck, perfect for relaxing, entertaining, or watching the sunset over the water. Inside, you'll find rich hardwood floors throughout, a formal living room and dining room for elegant gatherings, and a custom eat-in kitchen featuring stainless steel appliances and premium finishes. The layout is both functional and stylish, designed for everyday comfort and special occasions alike. Stay cool in the summer with central air conditioning, and cozy up in the winter by the charming wood-burning fireplace. Each of the four bedrooms offers generous space and natural light, while both bathrooms are tastefully updated with modern fixtures. Additional highlights include a whole-house generator for uninterrupted power, and the second-story deck that extends your living space outdoors—an ideal spot for morning coffee, stargazing, or hosting guests. Whether you're enjoying the quiet surroundings, the sparkling lakefront views, or the high-end features throughout, this home is a rare opportunity to own a truly special retreat.

287 Cedar Avenue, Islip

52 Marvin Lane, Islip
$935,000
4 Beds ⋅ 3 Baths ⋅ 964555 MLS
This beautifully preserved circa 1907 Victorian, set on a stunning .52-acre landscaped parcel, blends timeless character with exceptional modern upgrades. In excellent condition, the home offers nine spacious rooms, including four bedrooms and 2.5 baths, thoughtfully designed for both everyday living and elegant entertaining. A welcoming front porch sets the tone and leads into a gracious interior featuring a formal living room, formal dining room, and a warm, inviting den/library with custom built-ins and walk-out access to the property. The centerpiece of the home is the newly renovated eat-in kitchen, beautifully appointed with custom mahogany cabinetry, granite countertops, travertine tile backsplash, Viking gas cooktop with commercial-grade exhaust, Sub-Zero refrigerator, Bosch dishwasher, microwave, wet bar with second sink, pantry, and custom mahogany table, all complemented by rich oak flooring. Additional highlights include a partially finished walk-up attic, walk-out basement, new gas furnace, central air conditioning, full-house gas generator, and a new 50-year architectural roof. The property also features a detached two-car garage with heat, workshop, and second-floor loft, two driveways, and park-like grounds with in-ground sprinkler system, offering privacy and exceptional outdoor enjoyment. A rare opportunity to own a true Victorian gem with modern luxury and enduring craftsmanship. Taxes: $17325.79

52 Marvin Lane, Islip

25 Bay 3rd Street, Islip
$926,000
3 Beds ⋅ 3 Baths ⋅ 988807 MLS
Welcome to 25 Bay 3rd Street, Islip — A Beautifully Updated Colonial South of Montauk perfectly positioned on a quiet tree-lined street within biking distance to Islip town beach and vibrant downtown main street. This beautifully renovated Colonial offers timeless charm, modern updates, and exceptional indoor-outdoor living. Featuring over 2,100 square feet of living space, this 3-bedroom, 3-bath home welcomes you with soaring cathedral ceilings, abundant natural light, hardwood floors, and an open, airy layout designed for comfortable everyday living and entertaining. The updated kitchen boasts stainless steel appliances, gas cooking, recessed lighting, and direct access to the backyard oasis. The spacious primary suite offers vaulted ceilings, a walk-in closet, and a luxurious ensuite bath complete with a soaking tub and separate shower. Two additional generously sized bedrooms and a beautifully updated guest bath complete the second floor. Step outside and enjoy your private resort-style backyard featuring an in-ground heated pool, outdoor cabana/pool house, bar area, new paver patio, professionally landscaped grounds, and in-ground sprinklers. Recent improvements include a new roof, new hot water heater, updated pool equipment, new pool liner, new paver patio, and a whole-house Kohler generator, providing peace of mind for years to come. Additional highlights include central air conditioning, natural gas heating, partially finished basement with storage, attached garage, security system, and public sewer. Located in the highly desirable South of Montauk section of Islip, close to shops, restaurants, marinas, parks, beaches, and vibrant downtown Islip. Move right in and enjoy the perfect blend of classic character, modern updates, and exceptional outdoor living.

25 Bay 3rd Street, Islip

36 Manitton Court, Islip
$917,000
3 Beds ⋅ 2 Baths ⋅ 1001079 MLS
Located at the end of Manitton Court this impeccably maintained 3 bedroom (potentially 4) residence offers exceptional privacy and a host of high quality updates. As you enter the home wide plank hardwood flooring is throughout the main floor. The living room has wonderful natural light from the Andersen window package, custom built-ins and gas fireplace with an open floor plan feel, yet designated spaces. The dining area also has beautiful windows, shiplap accents and tray ceiling while the kitchen provides granite countertops and breakfast bar, newer stainless steel appliances and custom storage. The main floor continues with two large secondary bedrooms and a beautifully renovated full bath with crescent window and vaulted curved ceiling. The expansive primary suite encompasses the entire second story. It has been designed for comfort and luxury, showcasing dual custom walk in closets, a rain head shower, separate jetted tub, and a dedicated dressing area. Pocket doors lead you to the king sized bedroom which enjoys abundant natural light and peaceful views of the thoughtfully landscaped backyard. The finished basement with outside entrance includes dual office spaces, custom laundry and recreational space to accommodate all in addition to the recently installed gas utilities. Outdoor features include slate walkways and porch, paver patio, a beautiful heated in ground pool, custom playset and mature landscaping. The detached garage offers room for your car plus workshop area and impressive storage. Agent has a list of the extensive updates available but this is a home you should see in person! Ideally located near Main Street Islip, the LIRR, Islip Town Beach, and numerous parks, this home offers the perfect blend of convenience, casual luxury, tranquility and is move in ready!

36 Manitton Court, Islip

314 Brookville Avenue, Islip
$875,000
5 Beds ⋅ 3 Baths ⋅ 929297 MLS
Islip-Dream Home! Step into this absolutely phenomenal 5-bedroom Colonial in pristine condition, a turn-key treasure — perfect for a large family with plenty of room to spread out. The beautifully remodeled open-concept kitchen is ideal for entertaining and hosting festive holiday gatherings. A spacious first-floor bedroom with a full bath offers the perfect setup for extended family or guests. Upstairs, a luxurious primary bedroom en suite has soaring cathedral ceilings and a private sitting room. The spa-like bath features a soaking tub and separate shower, complemented by a spacious walk-in closet. Two additional generous sized guest bedrooms can be found that provide comfort and privacy for everyone. Enjoy cozy autumn evenings by the fireplace in the large den or relax in the tranquility of your luxuriously landscaped half-acre property with mature plantings for exceptional privacy. Thoughtfully updated by prideful owners, this home features central air, a full basement, and a garage providing ample storage. A true gem that feels like home the moment you arrive — and it won’t last long in this prime location close to parks, schools, shopping, highways, and mass transportation!

314 Brookville Avenue, Islip

39 Shebar Drive, Islip
$855,000
3 Beds ⋅ 2 Baths ⋅ 990528 MLS
Get ready for summer in this lovely three bedroom ranch in the St. Mark's section of South Islip! Boasting a mid block location, this home welcomes you with a spacious entry foyer. The living room and dining room have luxury vinyl flooring with original wood floors underneath. Both the primary and secondary bathrooms have been updated. There are three bedrooms, ample closet space, updated appliances, heating and central air. The welcoming family room will be your space for quality time to enjoy friends, family, hobbies, zoom calls, a good book, binge watching your favorite shows or simply a place to just unwind! The backyard is private with a nice deck. Shebar Drive is a charming street close enough to Main Street, nearby the beach, minutes to fine restaurants, the library, the Islip train station...it's waiting for you!

39 Shebar Drive, Islip

36 Wingam Drive, Islip
$842,000
4 Beds ⋅ 2 Baths ⋅ 953852 MLS
Welcome to 36 Wingam Dr, Islip, a stunning Colonial home which offers 4 bedrooms and 2 full baths of thoughtfully designed living space. Enter through the inviting front porch and step into an open-concept main floor featuring hardwood floors, a wood-burning fireplace, and a gourmet eat in kitchen with stainless steel appliances—perfect for cooking and entertaining. Freshly Painted with overheat Hi-hat lighting, tons of storage closets, and much more. Retreat upstairs to spacious bedrooms with upgraded closets, while the primary bedroom offers a peaceful sanctuary like no other. Outdoor living is effortless: enjoy a side wood deck, backyard brick patio, electronic awning, and a fully fenced yard. Newly planted shubs and a multiple zone irrigation system ensure your yard is going to look top notch this summer. Additional features include gas heat, new central A/C, and a detached garage. This move-in-ready home combines timeless Colonial charm with modern conveniences for a lifestyle you’ll love. Don't miss your chance to own this wonderful home.

36 Wingam Drive, Islip

140 Ocean Avenue, Islip
$835,000
4 Beds ⋅ 3 Baths ⋅ 903644 MLS
Classic 4-bedroom, 2.5-bath Colonial located south of Montauk on beautifully landscaped, park-like grounds. This spacious home features a primary bedroom with its own en-suite bath, a formal living room with hardwood floors and a stunning stone fireplace, plus a separate family room with a second stone fireplace—both with heated finishes for year-round comfort. The home showcases new siding, gorgeous custom stonework, and a side-entry 2-car garage. Outdoors, enjoy an updated in-ground sprinkler system with wireless app control and serene surroundings perfect for relaxing or entertaining. Conveniently located near marinas, beautiful beaches, and fine dining—this is a rare opportunity to own a true gem in a highly desirable location!

140 Ocean Avenue, Islip

59 Wingam Drive, Islip
$825,000
4 Beds ⋅ 2 Baths ⋅ 901668 MLS
Welcome to the Lake House... From the moment you walk through the door - the natural light, the hardwood floors, the sunroom framing the tended lawn to Lake... of course this is a master gardener's home with perennials and blooms and plantings placed with intention- all with four seasons of interest in a continual colorful show viewed through the walls of windows. And then the house - with four bedrooms (or is it an office, or an art studio, or a workout room - you decide). Of course there's central air, updated kitchen, updated bath, lots of closets, picture and bay windows... but it's really about the property, the location and the total calm of this unique home that you'll want to experience. All this in the beautiful hamlet of Islip with its vibrant Main Street, Restaurants, Medical, Shops, Parks, Library, Marinas, incredible Islip Beach and of course the Great South Bay... Come see and maybe stay...

59 Wingam Drive, Islip

46 Monell Avenue, Islip
$821,000
5 Beds ⋅ 2 Baths ⋅ 972001 MLS
Timeless 1877 Colonial South of Montauk in the Heart of Islip Step into a rare blend of history and modern comfort with this beautifully preserved 1877 Colonial, ideally located south of Montauk Highway in the charming hamlet of Islip. This expansive 5-bedroom, 2 full bath residence offers approximately 2,700 square feet of living space, rich with character and thoughtfully updated for today’s lifestyle. From the moment you enter, you’ll appreciate the home’s old-world charm, highlighted by a classic wood-burning fireplace and an inviting wood-burning stove, complemented by skylights and ceiling fans that fill the home with warmth and natural light. The main level is enhanced with energy-efficient mini-split air conditioning, offering comfort throughout the seasons. The layout provides incredible versatility, featuring a bonus granny attic and a family room loft—perfect for extended living, a home office, creative space, or guest quarters. With abundant closet space throughout, this home seamlessly combines historic character with everyday functionality. Set on a park-like property, the outdoor space is equally impressive, offering a spacious deck and gazebo—ideal for entertaining or relaxing in a private, serene setting. Both front and rear in-ground sprinklers keep the grounds lush and vibrant. Additional highlights include: Natural gas heating, hot water, cooking, and dryer 200-amp electrical service Partial unfinished cellar with endless storage potential All of this just a short distance to Islip’s vibrant Main Street, with its renowned restaurants, shops, and waterfront charm.

46 Monell Avenue, Islip

58 39th Street, Islip
$820,000
5 Beds ⋅ 3 Baths ⋅ 894522 MLS
** Back On Market As Buyer Couldn't Obtain Mortgage** Welcome Home To This Stunning & Newly Renovated Expanded Ranch Nestled Mid-Block In The Heart Of Islip Featuring Five Bedrooms Plus That Highly Desirable Open Floor Plan, A Beautiful Designer Eat-In Kitchen w/ Quartz Countertops, An Oversized Center Island, Updated Stainless Steel Appliances Including Wine Fridge, Central Air Conditioning, Natural Gas Heating & Cooking, Fireplace, Recessed Lighting Throughout, Newly Renovated Bathrooms, Full Finished Basement, Fully Owned Solar Panels, Gorgeous & Private Entertainer's Dream Backyard That Includes A Salt Water In-Ground Pool Plus Hot Tub & Built-In Speakers! Mother Daughter Potential On Lower Level w/ Proper Permits, In-Ground Sprinklers, Incredible Curb Appeal & So Much More! This Home Truly Has It All!

58 39th Street, Islip

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