luxury real estate for sale Islip Terrace, United States

Welcome to this custom built, one-of-a-kind home nestled on a beautiful 1 acre property in the Hauppauge School District. Thoughtfully designed and meticulously maintained, this 29 year young residence offers exceptional space, flexibility and quality craftsmanship throughout. The main residence features 3 bedrooms and 2.5 baths, including a luxurious first floor primary suite with soaring cathedral ceilings, generous closet space and a private en-suite bath. The main level also offers the convenience of a laundry room, an inviting layout ideal for everyday living and entertaining, and a spacious foyer. Upstairs includes an open upper landing overlooking the main living area, two additional bedrooms and a full bathroom. The legal, family-use accessory apartment offers its own private entrance and dedicated parking, complete with oversized egress windows that fill the space with natural light. Featuring a full kitchen and comfortable living quarters, it provides the perfect setup for extended family and guests. Outdoor living is just as impressive, with a multi-level Trex deck overlooking an expansive, manicured backyard with in-ground sprinkler system, and plenty of room to enjoy the privacy of a full acre. Three garages provide abundant parking and storage space. This truly unique property combines timeless design, modern convenience and incredible versatility all in desirable Hauppauge. A rare opportunity not to be missed! Oh! And the icing on the cake? It's a HORSE PROPERTY! As per Town of Islip code section 12-27(1), this property is zoned for up to two horses, ponies or equine livestock.

Welcome to this breathtaking 6,700 square-foot estate, gracefully situated in the exclusive Deer Run Estates of East Islip. This impressive 5-bedroom, 4.5-bathroom home is the epitome of sophisticated living, offering a seamless blend of luxury, comfort, and entertainment-friendly design. Set on just under an acre of beautifully landscaped grounds, every inch of the property is curated for both beauty and function.Guests are greeted by a private courtyard entrance that sets the tone for the resort-style backyard retreat—perfect for entertaining and creating lasting memories. The outdoor space is truly a showstopper, complete with a sparkling pool, a newly constructed Pickleball court, a built-in barbecue, and a full outdoor bar surrounded by lush, manicured greenery. Recent upgrades include a brand-new roof (2024) and a new pool heater, offering modern efficiency and year-round comfort.Inside, the home features an expansive open floor plan with generous living areas, a chef’s kitchen outfitted with premium appliances, and elegant finishes throughout. A standout feature is the attached 2,500 square-foot guest residence, complete with two additional bathrooms—ideal for extended family or long-term guests.Tucked away on a peaceful cul-de-sac, this estate also includes a versatile home office or gym space, providing the perfect balance of privacy and productivity. Rarely does a home of this caliber become available in one of East Islip’s most desirable neighborhoods. Experience exceptional living—this is the lifestyle you’ve been waiting for.

Exceptional opportunity in Brentwood! Spacious legal two-unit property situated on a desirable corner lot with generous land. Offers flexible living arrangements or income-producing potential. Features ample outdoor space, private parking, and endless possibilities for enjoyment and future use. Conveniently located near shopping, transportation, parks, and major roadways

Located in desirable south of Montauk Highway neighborhood, this charming Cape style home offers the perfect blend of comfort, convenience, and South Shore living. Featuring three bedrooms, two full baths, and a versatile flex space/den, the home provides plenty of room to adapt to any lifestyle. With an open living & dining concept there’s an easy flow for everyday living and entertaining, complemented by wood floors throughout and a gas fireplace that brings warmth and character to the main living area. The kitchen is equipped with kitchen aid appliances, and quartz countertops. Just off the kitchen, a dedicated workspace nook provides a convenient spot for working from home, homework, or keeping everyday life organized. while the upstairs full bath features radiant heated floors. Additional modern-day conveniences include central air conditioning, gas heat, Central-Vac system, in-ground sprinklers, partial basement, and a detached 1.5 car garage with designated 220 amp electrical service.. Located within the Islip School District, the home is just a short walk to downtown shops, and restaurants, and biking distance to the Islip Public Library, and Islip Town Beach, with Fire Island ferries and Robert Moses State Park also within easy reach. From days by the bay to evenings downtown, this home puts you right in the heart of the South Shore lifestyle.

This is the one you've been waiting for. Welcome to 23 Apple Tree Drive, a beautifully maintained split-level ranch, offering 4 bedrooms and 2 full baths, ideally situated on a lovely tree-lined street in Hauppauge's desirable Garden Estates neighborhood and within the Hauppauge School District. Truly turnkey, this home has been impeccably cared for and it shows from the moment you step inside. The main level features a kitchen with solid maple cabinets, quartz countertops and easy-care porcelain tile flooring. The dining room offers sliding door access to a lovely deck while the living room is highlighted by a beautiful wood- burning fireplace. Upstairs, you'll find the primary bedroom, two additional bedrooms, a full bath and linen closet. The lower level offers a generously sized den, full bath, additional bedroom, access to the one-car garage and basement, plus sliding doors leading to a brand new paver patio perfect for outdoor entertaining and relaxation. The basement is a great space for storage and currently accommodates a work area, laundry and home utilities. This home offers a generator hookup, central air conditioning, IGS, a 200 amp electrical panel as well as an additional sub panel and so much more! Beautifully maintained inside and out, 23 Apple Tree Drive is ready to welcome its next owners. This listing will not last! Don't miss the opportunity to make this wonderful Hauppauge home your own.

NO INTERIOR ACCESS OR SHOWINGS. OCCUPIED PROPERTY. PLEASE DO NOT DISTURB OCCUPANTS. Property is being sold strictly as is. CASH OFFERS ONLY. Because interior access is unavailable, information regarding the property’s condition, layout, room count, features, and other characteristics has been obtained from public/tax records and/or estimated where necessary. All information should be independently verified by the buyer and accuracy is not guaranteed.

Stunning updated Colonial located in the Smithtown School District. Bright, Open & Inviting! Exceptional Home Combines Elegance and Modern Updates. Resort-style Backyard with Heated Pool. Every Detail has been Thoughtfully Designed for Comfort and Enjoyment! This could be Your New Home!!

Enjoy country-club living in this fabulous three-bedroom, 2.5-bath townhouse in the sought-after gated community of Windcrest in Smithtown. The Dover model is the largest townhouse offered in this desirable community of 187 residences. The main level features an inviting living room with a gas fireplace, crown molding, and prefinished hardwood floors, seamlessly opening to the formal dining room. The bright kitchen offers white cabinetry, granite countertops, stainless steel appliances, and a comfortable eating area overlooking the rear paver patio.A cozy den provides the perfect space to relax after a long day. The spacious primary suite features double-door entry, two walk-in closets, and an en-suite bath with a double-sink vanity and soaking tub. Two additional bedrooms provide ample space for family or guests, along with a full hall bath featuring a bathtub with shower, The lower level offers a partial finished basement with laminate flooring and direct access to the two-car garage. Residents of Windcrest enjoy an exceptional array of amenities, including a beautiful remodeled clubhouse with fitness center, saltwater pool, pickleball courts, and tennis court.. This is a wonderful opportunity to enjoy luxury, convenience, and resort-style living in the heart of Smithtown, close to local shopping, fine dining, area beaches, and Stony Brook University and Medical Center. Smithtown Schools

Welcome to 259 Lakeview Avenue W, a breathtaking Spanish Revival residence set on an expansive 0.80-acre lot in the coveted Village of Brightwaters. This impeccably updated and remodeled estate seamlessly blends timeless elegance with modern luxury, offering over 7,700 square feet of refined living space across three levels. ***NOTE*** NEW CENTRAL AIR INSTALLED 2026**** Step inside to discover 17 grand rooms, including 8 spacious bedrooms and 5.55 beautifully appointed bathrooms. The home boasts a chef’s kitchen, adorned with custom woodwork, stainless steel appliances, and an open layout perfect for entertaining. Rich hardwood and tile floors run throughout, complemented by exquisite crown molding, high ceilings, and original architectural details. The main level features a formal living room, formal dining room, den, great room, butler’s pantry, mudroom, laundry room, and an elegant foyer. The second floor hosts the luxurious primary suite with a private deck, spa-like en suite bath, and multiple additional bedrooms, including guest quarters and an office. A full basement offers generous storage and utilities. Outside, enjoy a private resort-style oasis with multiple patios, a gazebo, and a stunning tiled and gunite gas heated saltwater pool and spa and gazebo. The gated property also includes a circular driveway, oversized private garage, and beautifully landscaped grounds with mature plantings and sprinkler systems. Located in the highly regarded Bay Shore School District and just minutes from beaches, golf, and dining, this is truly a rare opportunity to own one of Brightwaters’ most iconic homes. Village amenities include, docking, tennis, beach, parks, trash removal and code enforcement.

Welcome to this magnificent custom Colonial nestled at the end of a private cul-de-sac in Lake Grove. Set on an expansive .62-acre property, and this exceptional home blends elegance, comfort, and resort-style living. A grand entry foyer with marble floors, soaring vaulted ceilings and custom moldings, welcomes you into the beautifully appointed sun-filled interiors. The spacious gourmet kitchen features cherry cabinetry, granite countertops, center island, premium stainless-steel appliances and sliding glass doors that opens seamlessly to the outdoor deck creating an easy transition to a private backyard setting ideal for relaxing, entertaining, or enjoying the natural surroundings. This stunning residence offers 4 bedrooms, 2.5 baths, including an oversized first-floor primary en-suite with private deck access, spa-like bath, and generous out-fitted closets. The decorative staircase leads to the second level featuring 3 bedrooms and a full bath. Additional highlights include hardwood floors, fireplace, full basement with outside entrance, and a 3-car attached garage. Step outside to your private backyard oasis featuring custom pavers, deck, gazebo, and an in-ground pool (as is), all backing serene Pine Barrens Preserve for ultimate privacy. A rare opportunity to own an extraordinary home in a premier cul-de-sac location.

A wonderful opportunity to own the highly sought-after Greenwood model in Country Pointe, featuring two bedrooms, two and a half baths, perfectly positioned with a stand alone patio overlooking lush green space. This well-maintained three-story townhouse offers a one-car attached garage, full unfinished basement, and an inviting open-concept layout. The first level features beautiful hardwood floors throughout, and 9-foot ceilings The spacious living room is highlighted by crown molding and high-hat lighting, while the dining room overlooks the deck and has beautiful views of the rear green space. The inviting kitchen offers maple cabinetry, granite countertops, abundant counter space and storage, and a bright, sun-filled eat-in kitchen area. The second floor has a relaxing and inviting den, providing a versatile space to unwind, read, work from home, or enjoy quiet time. With its generous size and flexible layout, the den could also be converted into a third bedroom to accommodate changing lifestyle needs. The spacious primary bedroom features an en-suite bath and an oversized walk-in closet complete with a custom closet system. A second bedroom provides comfortable accommodations for family or guests and offers excellent flexibility. The full unfinished basement provides generous storage and the opportunity to be finished in the future for additional living space, recreation, or a home office. Enjoy the peaceful setting from your private patio overlooking beautifully landscaped green space. The attached one-car garage adds convenience, with additional community parking located nearby. The community is installing new roofs and gutters which will add significant value and provide peace of mind. Country Pointe offers true resort-style living with 24 hour gated security, heated saltwater pool, clubhouse, fitness center, tennis and pickle ball courts, playground and beautifully maintained grounds. The community is centrally located to area shopping, fine restaurants, local beaches and Stony Brook University and Medical Center. Smithtown Schools.

Nestled on coveted Gillette Avenue in Bayport, this timeless traditional home offers the perfect blend of coastal charm, privacy, and refined living. Set on 1.02 lushly landscaped acres, the property is surrounded by mature plantings and designed for effortless indoor-outdoor living, complete with a heated in-ground pool, expansive deck, electric awning, and serene backyard setting. Just down the road, enjoy breathtaking open bay sunset views that make this neighborhood one of Bayport’s most desirable locations.Built in 2010 and impeccably maintained, this 3-bedroom, 2.5-bath residence with a bonus room/potential 4th bedroom feels like new. A dramatic double-height entry foyer welcomes you into beautifully designed formal and casual living spaces, including a piano room, formal dining room, and an inviting family room with a wood-burning fireplace. The stunning custom kitchen features a center island and opens seamlessly to the den, creating the ideal layout for entertaining and everyday living.Upstairs, the spacious primary suite offers a private balcony overlooking the beautifully manicured grounds, a gas fireplace, and a luxurious bath with radiant heated floors. Two additional bedrooms, a full bath, laundry room, and versatile bonus room complete the second floor.Additional highlights include Brazilian cherry wood floors, full basement, 2.5-car garage, large mudroom, central air, irrigation system, house alarm, and two fireplaces. Close to Harrow School.

Pristine and sophisticated, this beautifully customized 4-bedroom, 2.5-bath ranch offers a spectacular open-concept design perfect for today's lifestyle. Originally built in the 1960s, the home has been thoughtfully updated over the years to reflect timeless elegance and exceptional craftsmanship. The stunning center island kitchen features a dramatic 7-foot black granite island, Sub-Zero refrigerator, Bosch dishwasher, GE appliances, under-counter microwave, and cooktop. Hardwood floors and custom built-ins enhance the home's warmth and character, while the spacious living and entertaining areas flow seamlessly to the rear deck for effortless indoor-outdoor living. A truly special home that is impeccably maintained and a must see.

Welcome to 466 W 4th S. Beautiful ranch style home featuring new appliances and elegant granite countertops. The home offers 3 bedrooms and two full bathrooms. Additional features include laundry room W/ New washer and New gas dryer, detached garage and a convenient circular driveway. The property is complemented by beautiful mature trees and established perennial gardens, adding charm and curb appeal to the home.

Welcome to this spacious high ranch, beautifully situated on a generous quarter-acre in the desirable Hamlet of St. James. A paver-stone driveway and matching front walkway provide excellent curb appeal, while the expansive driveway offers ample parking for multiple vehicles. Inside, you’ll find a freshly painted home featuring hardwood floors throughout the main level. The first floor offers a spacious living room and dining room with vaulted ceilings, creating an open and inviting atmosphere. The thoughtfully designed layout is ideal for multigenerational living, with three bedrooms and a remodeled bathroom on the main floor. The bathroom features an oversized walk-in shower with a glass enclosure, a wood vanity, and convenient access from both the primary bedroom and the hallway. The lower level includes two additional bedrooms, a full bath, and a large recreation room. It also offers a private entrance, providing flexibility for extended family, guests, or additional living space. The updated kitchen features recently remodeled cabinetry and new flooring, and opens directly to a spacious composite deck overlooking the private rear yard—perfect for outdoor dining, entertaining, or relaxing. With its versatile layout, generous property, vaulted ceilings, and excellent indoor-outdoor living spaces, this home offers comfort and flexibility. Conveniently located near local shopping, fine dining, area beaches, LIRR and Stony Brook University and Medical Center. Smithtown Schools

Welcome to this beautifully maintained Bach Model offering effortless ONE-LEVEL living in the highly sought-after Encore Lake Grove 55+ gated community. This upper-level residence offers the convenience of a private entry foyer with direct access to a PRIVATE ELEVATOR, attached garage, and dedicated staircase. Filled with natural light, the open floor plan features soaring ceilings, expansive windows, and seamless living and entertaining spaces. The spacious living room opens to a private balcony, creating the perfect place to enjoy your morning coffee or unwind while overlooking the landscaped grounds. The eat-in-kitchen offers GAS cooking, granite countertops, ample cabinetry, and a bright dining area, while the formal dining room flows effortlessly into the main living space, making entertaining a pleasure. The generous primary suite features a walk-in closet and an ensuite bath with a double vanity, while the second bedroom and full hall bath provide comfortable accommodations for guests. A library offers the perfect space for a home office or den. Additional highlights include natural gas heat, central air conditioning, an in-unit washer and dryer, and an attached garage. Encore Lake Grove offers an exceptional resort-style lifestyle with a magnificent clubhouse featuring a fitness center, card and billiard rooms, ballroom, indoor heated saltwater pool, saunas, and a full calendar of social activities. Outdoor amenities include a heated saltwater pool, tennis and pickleball courts, bocce, shuffleboard, a putting green, barbecue and picnic areas, an outdoor fireplace, and beautifully landscaped gathering spaces, along with the peace of mind of a 24-hour manned gated entrance. Conveniently located near Smith Haven Mall, Trader Joe's, Whole Foods, Wegmans, Costco, Marshalls, Stony Brook University Hospital, AMC Theatre, parks, restaurants, shopping, and major roadways, this home offers the perfect blend of luxury, comfort, convenience, and the carefree lifestyle you've been waiting for.

Step back in time with this remarkable all-brick estate built in 1905, gracefully set on 8.95 scenic acres along the river. Rich in old-world character and elegant architectural detail, the residence offers 6 bedrooms, 6.5 baths, a grand ballroom with an impressive stone fireplace, and exquisite custom millwork throughout. An additional 4.5 acres of protected wetlands across the river enhance the property’s privacy and natural beauty.

Set on one serene, private acre surrounded by beautifully landscaped grounds, this distinctive four-bedroom, two-and-a-half-bath residence blends warmth, character and craftsmanship with modern comfort and efficiency. Rich architectural details include hardwood floors, custom millwork, exposed beams and coffered ceilings. The expansive kitchen features custom cabinetry, granite countertops, a center island, professional-style appliances, propane gas cooking and radiant heated floors. The primary suite offers a sitting room, two walk-in closets and a spa-like bathroom. Significant upgrades include high-efficiency heat pump heating and central air, a hybrid heat-pump water heater, whole-house insulation, water filtration and air-purification systems, extensive LED lighting and a generator. A family room with brick fireplace, two-car garage and partially finished basement with a separate heating zone and ample storage complete the interior. Outside, enjoy an in-ground gunite pool, deck, bluestone walkway, seven-zone WiFi sprinkler system, front porch and mature gardens.

Remarkable Custom Built 4 Bedroom, 2.5 Bath Colonial In The Heart Of Saint James. This Classic Residence Has Detailed Architectural Design, Crown Moulding, Mill Work And Elegant Appointments Throughout. Boosting A 2-Story Entry Foyer With Staircase, Formal Dining Room, Formal Living Room with Prominent Gas Fireplace, Family Room With Stone Gas Fireplace, and Siding Glass Doors to Composite Deck. Spacious Eat In Kitchen Complimented With Newer Appliances. Renovated Hall Laundry Area, First Floor Powder Room. Upper Level Includes Primary Bedroom Suite With Vaulted Ceilings, Skylights and His-And-Her Closets, Primary Bath w/ Soaker Tub, Shower and Vanity Counter. All Large Bedrooms with Plush Carpeting and Closet Systems. Upper Level Full Bathroom. All Hardwood Flooring as Seen/Carpet As Seen. Spectacular Fenced Property With Lush Professional Landscape, In-Ground Heated Chlorine Pool. All Composite Decking on Outside Deck, 2 Car Garage and Shed, Valuable Updates Include: 2023 New Roof, Newer Kitchen Appliances, Closets Systems, 2025 Hot Water Heater, Digital Irrigation System, Front Windows Casing Replaced with Azex Trim. Located Close Beaches, Golf Clubs, Renowned Restaurants, Located in the Desirable Smithtown School District.

Set on 1.25 beautifully maintained, level acres within the highly desirable community of St. James, this exceptional property offers the perfect balance of space, privacy, and versatility — with a rare equestrian component that elevates it beyond the ordinary! The impeccably maintained Center Hall Colonial features 4 bedrooms and 2.5 baths with a gracious, flowing floor plan designed for both comfortable everyday living and effortless entertaining. Rich wood floors flow throughout the home, complemented by tasteful neutral decor and abundant natural light. The custom updated eat-in kitchen is thoughtfully appointed with stainless steel appliances, granite countertops, and a charming dinette area overlooking the expansive property — creating a seamless indoor-outdoor connection. Formal living and dining rooms provide an elegant gathering space, while the warm and inviting den has a wood burning fireplace and offers a cozy retreat. The primary bedroom features a private ensuite bath, and three additional generously sized bedrooms complete the second level. Updated windows and bathrooms, central air conditioning, a full finished basement with outside entry, and a two-car garage enhance everyday convenience. Additional improvements include low-maintenance vinyl siding, and a generator transfer switch for added peace of mind. Pride of ownership is evident throughout. For those seeking additional flexibility, the property is thoughtfully equipped for equestrian use. A center aisle working barn includes four 12x10 matted breeding stalls, 50-amp electric service, water, heat and ventilation fans, loft exhaust system, and phone lines. Outdoor amenities feature a riding ring with lighting, sprinkler system for dust control, paddock and grazing areas, wash rack, and full secondary fencing. The grounds provide a private and versatile environment suitable for training, conditioning, or leisure riding — all within the comfort of your own property. Ideally located close to transportation, shopping, and restaurants, as well as Stony Brook University and Stony Brook Hospital, and just minutes from the beaches of the Long Island Sound, this offering delivers both tranquility and everyday convenience — ideal for the discerning buyer seeking a private, turnkey home and “one of a kind” property.

Perched up on a hill, sun-drenched & better than new, this charming victorian boasts soaring vaulted ceilings & a bright open floor-plan. The stunning kitchen, which has a large center island, opens up to the 2-story family room w FP. The luxury master en-suite has a large WIC & Master Ba w marble &dbl vanity. Add'l features incl Ample closets, hwf, surround snd, security cameras, full bsmnt (w roughed out plumbing for ba) & large principle rooms. Lrg, private yard, perfect for entertaining.

238 Woodlawn Avenue, Saint James, NY 11780

Beautifully maintained and thoughtfully updated Hi-Ranch located in the highly sought-after Commack School District. Lovingly cared for by its long-time owners, this home showcases timeless, high-quality finishes and exceptional craftsmanship throughout. The spacious layout offers generously sized rooms designed for comfortable everyday living and entertaining. The upper level has hardwood floors throughout. The eat in kitchen is equipped with a classic choice of cabinets, counters and JennAir appliances. The oversized two-car garage provides not only ample parking but also abundant space for a workshop, hobby area, or creative storage solutions. Step outside to enjoy the expansive backyard, perfect for relaxing, dining, or hosting gatherings. Set on a wide, tree-lined interior street, this home offers a peaceful neighborhood setting while remaining conveniently located. Multiple Long Island Rail Road stations are just a short 10-minute drive away, making commuting a breeze.

Welcome to this beautifully updated Center Hall Colonial in the Commack School District, where thoughtful renovations, a bright open layout, and an incredible backyard come together for effortless everyday living and entertaining. The main level offers a seamless flow between the living spaces and a beautifully renovated kitchen featuring crisp white cabinetry, quartz countertops, stainless steel Cafe appliances, an oversized island with seating, and direct access to the backyard. The adjoining living area is anchored by a modern fireplace with custom millwork, creating a warm and polished gathering space. Upstairs, the impressive primary suite features soaring ceilings, oversized windows, and a fully renovated spa-inspired bath with custom cabinetry, a glass-enclosed oversized shower, soaking tub, and elevated designer finishes. Three additional bedrooms complete the home's four-bedroom layout. The fully finished basement provides substantial additional living and recreation space, while the backyard is designed to make the most of every summer day. A sprawling deck with multiple seating and dining areas overlooks the new 15' x 24' heated saltwater above-ground pool, fully fenced in yard, and mature landscaping - an ideal setting for entertaining, relaxing, and outdoor living. Extensive recent improvements include new siding and roof (2024), front porch and rear deck (2025), pavers (2025), new central air (2023), conversion from oil to gas with new boiler and hot water heater (2022), new vinyl fencing (2022), flooring throughout (2022), refinished staircase with new carpeting (2023), landscaping (2022), custom blinds throughout (2024), new kitchen island (2024), and the renovated primary bath (2023). Stylish, extensively updated, and truly move-in ready, this home delivers the space, finishes, and outdoor lifestyle today's buyers are looking for.