Welcome to 17 Holmes Ave, Eastport, NY, a spacious and beautifully maintained 5-bedroom, 2.5-bath Victorian-style home set on a private .49-acre lot backing to protected county land. Offering approximately 3,461 sq ft across three finished levels, this home delivers the space, layout, and setting today’s buyers are actively searching for. Start your day on the charming front porch, the perfect spot for morning coffee or relaxing evenings. Inside, you’ll find a bright and functional floor plan featuring a sun-filled living room, formal dining room, family room, and an eat-in kitchen with a pantry ideal for both everyday living and entertaining. A convenient laundry chute from the upstairs bathroom and the pantry to the laundry room in the basement adds a thoughtful touch that makes daily living easier. The second level offers a spacious primary suite with vaulted ceilings, a walk-in closet, and a primary en-suite bath, along with 4 additional bedrooms that provide flexibility for guests, a home office, or extended living. The fully finished basement expands your living space with a large recreation area, gym, laundry room, and bonus space perfect for entertaining or working from home. Additional highlights include a 2-car garage, private driveway, new oil burner, in-ground sprinklers front, back, also in the gardens, and a backyard with natural privacy. County property behind the home with easements bordering the sides, enhancing both function, open space, and privacy. Located in the desirable Eastport-South Manor School District and convenient to major roadways, shopping, and local amenities, this home offers the perfect combination of privacy, space, and convenience. If you’re searching for a move-in ready home with a finished basement, large bedrooms, and a private setting—this is the one. Don’t miss it.
Welcome to 11 Ovation Place, set within the exclusive and highly desirable, gated 55+ community of Encore Atlantic Shores in Eastport. This expansive end-unit residence offers an exceptional blend of refined living, privacy, and resort-style amenities. The main level is thoughtfully designed for effortless living, featuring a luxurious primary suite with a spa-inspired en suite bath, a private office, powder room, laundry area, and abundant storage. A gourmet granite kitchen with pantry and sunlit breakfast area flows seamlessly into beautifully appointed living, dining, and den spaces. At the heart of the home, a striking dual-sided gas fireplace creates a warm, sophisticated focal point—perfect for both everyday living and elegant entertaining. The upper level offers a spacious second bedroom, a full bath, and a versatile loft easily suited as a third bedroom, guest retreat, or media lounge. An expanded outdoor porch provides the ideal setting for grilling and entertaining, while the oversized two-car garage adds convenience and additional storage. Residents enjoy a true resort lifestyle with access to a beautifully appointed clubhouse featuring indoor and outdoor pools, a hot tub, fitness center, and inviting social spaces. The meticulously maintained grounds also offer tennis, pickleball, and scenic surroundings for an active and engaging lifestyle. Ideally located just minutes from Westhampton Beach and the renowned East End of Long Island, this exceptional residence offers the perfect balance of luxury, comfort, and convenience.
Set on a private flag lot in the Longtree Pond community, 77 Drew Drive offers a rare combination of privacy, space, and thoughtful updates in a setting that feels both open and peaceful. Positioned on .74 acres and backing to preserved green space, the property enjoys a quiet, natural backdrop while remaining just minutes to Westhampton Beach Main Street and the conveniences of the surrounding area. Inside, the home is warm and inviting, with hardwood floors throughout, recessed lighting, and updated bathrooms that reflect a clean, modern feel. Three car garage. The layout is comfortable and well-proportioned, designed for easy everyday living while still offering the flexibility to entertain. Natural light fills the interior, enhancing the home’s bright and welcoming atmosphere. Recent improvements, including a one-year-old roof and siding, a newer burner, and a new oil tank, provide added peace of mind and long-term value. Thoughtful details and consistent upkeep are evident throughout, creating a home that feels well cared for and move-in ready. The outdoor space is a true highlight. The oversized lot offers endless potential—whether for relaxing, hosting, or future expansion—while the bordering green space adds an extra layer of privacy that is hard to find. A propane stove and dryer complete the home’s practical features. Located within one of Eastport’s most desirable communities, this is an opportunity to own a home that offers both a sense of retreat and convenient proximity to everything that makes this area so sought after. Longtree Pond community amenities include Tennis, Pickleball, and All-Purpose Courts, Community green Space and Toddler Playground.
Welcome to the gateway to the Hamptons! This charming and well-maintained 3-bedroom, 1.5-bath w/ detached garage home is perfectly situated within the Eastport-South Manor School District and located directly across from Eastport Elementary School—perfect for enjoying nearby parks, fields, and outdoor activities right at your doorstep. LOW $7,557.18 taxes. Step inside to find a warm and inviting interior featuring pergo flooring, a gas stove, and a beautifully updated kitchen with stainless steel appliances and granite countertops. The home is equipped with central air conditioning for year-round comfort, while the full basement with bilco doors provides additional storage and potential. Outside, enjoy a spacious and private .26-acre fenced yard. The property features a a large 20x16 rear deck extends your living space outdoors. Also out back you'll find the unique chicken run for those looking to embrace a bit of country living. With low taxes of just $7,557.18 and a location near the Hamptons, this home offers an incredible opportunity to enjoy both convenience and lifestyle.
Encore Atlantic Shores Gated 55+ Community First time on the market - Expanded Tempo in Encore Atlantic Shores, a premier 55+ gated community offering an active lifestyle with an array of exceptional amenities. The first floor houses the primary ensuite bedroom with walk-in closet and a guest bedroom and bath along with a formal dining room, living room and open kitchen with a casual eating area. Upstairs is a generous loft space and a large storage area. Fireplace and 2 car attached garage. The community amenities are second to none, featuring a clubhouse with living room, gym, library, card room, billiards room, ballroom and an indoor pool and spa with men's and women's locker rooms. Outdoor enthusiasts will enjoy the walking paths, tennis, pickleball, shuffleboard, bocce, putting green and a large pool and spa with plenty of seating and lounging options. Enjoy this unique opportunity for luxurious living in a vibrant community.
BRAVO - 2150 sq ft, 55+ community - Primary on 1st floor with spacious bath, shower & tub. Nice floor plan for entertaining. Fireplace in Den adjoining kitchen. Large loft area on second floor - possible office, gym, 3rd bedroom. Natural gas, A/C and laundry room. Indoor/Outdoor pools, tennis pickleball courts, fabulous clubhouse. Gated security entrance.
Welcome to this beautiful shy 1 acre Family Compound or Investors dream nestled in the tranquil and highly sought after Eastport community. Massive tree lined corner lot with Privet hedges features a main house with 3 bedrooms, 2 baths, large kitchen and basement. Walk across the well manicured secluded grounds to an immaculate fully updated artists cottage with private yard space and driveway. Property also features a horse barn and a 3 car detached garage as well as a shed. The grounds feature a beautiful deck and outdoor back yard that's perfect for entertaining with plenty of room for a pool. Walkable boat ramp, as well as many stores, all less then a half mile away. Located just minutes from local beaches, wineries, and the Hamptons. Relaxed country living with easy access to shopping, dinning and entertainment.
Gorgeous 4 Bed, 2.5 Bath Ranch w/finished basement, foyer, open floor plan, hardwood floors, LR, DR, EIK, Fenced Yard, and 2 Car Garage, Appearance is Excellent

Eastport is located in New York. Eastport, New York 11941has a population of 2,095. Eastport 11941 is less family-centric than the surrounding county with 31.6% of the households containing married families with children. The county average for households married with children is 32.94%.
The median household income in Eastport, New York 11941 is $121,250. The median household income for the surrounding county is $111,660 compared to the national median of $69,021. The median age of people living in Eastport 11941 is 45.3 years.
The average high temperature in July is 82.1 degrees, with an average low temperature in January of 22.2 degrees. The average rainfall is approximately 47.2 inches per year, with 28.5 inches of snow per year.