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$1,900,000
5 Beds ⋅ 2 Baths ⋅ 922926 MLS
Step back in time at this historic, 4 bedroom, 2 bathroom home located in the heart of Eastport. With 278' feet of open bayfront and bulkheading, this one-of-a-kind property offers expansive water views and breathtaking sunsets! Enjoy outdoor living at its finest with wrap around decking and covered porches, perfect for entertaining or relaxing while watching the boats pass by. This timeless treasure blends architectural charm with a premier waterfront location - a rare opportunity for the discerning buyer. The 1.47 acre parcel includes a detached 3 car garage and room for swimming pool.

63 South Bay Avenue, Eastport
$1,900,000
5 Beds ⋅ 2 Baths ⋅ 920044 MLS
A rare opportunity to own one of Eastport’s most iconic bayfront properties. Set on 1.47 acres with sweeping, unobstructed water views, this historic residence embodies timeless elegance, old-world craftsmanship, and a sense of place that simply cannot be replicated. From the moment you arrive, the home’s character and charm are unmistakable. With a bulkheaded shoreline stretching along the bay, the property offers a commanding presence and the promise of unforgettable sunsets over shimmering waters. Built with classic proportions and enduring materials, the residence tells a story of a bygone era—yet remains perfectly suited for today’s lifestyle. Inside, gracious living spaces unfold with warmth and distinction. Original details highlight the home’s historic pedigree, while large windows invite natural light and frame the breathtaking vistas beyond. The layout offers an ideal balance of intimacy and grandeur, with rooms designed for both quiet moments and lively gatherings. Outdoors, the expansive grounds provide a private sanctuary rarely found along the South Shore. Mature trees, open lawns, and direct bayfront access create a setting that is as versatile as it is enchanting—whether you envision garden parties by the water, quiet reflection in nature, or future enhancements to create your dream estate. This is more than a property; it is a piece of Eastport’s history—a home where past and present converge to offer a lifestyle defined by elegance, privacy, and the enduring beauty of the bay.

63 S Bay Ave, Eastport
$1,600,000
4 Beds ⋅ 4 Baths ⋅ 803671 MLS
Discover your dream home in this stunning new construction, offering over 3,400 square feet of exquisite living space. This beautifully designed residence features four spacious bedrooms and 3.5 luxurious bathrooms. The open kitchen design boasts high end appliances as well as a large island with quartz countertops, ideal for entertaining or intimate gatherings. This space is complete with a dining area strategically placed for an abundance of natural light and a walk in prep kitchen which adds functionality and storage for the culinary enthusiast. Walking through the home you will enjoy the airy feel of high ceilings and custom finishes. The rest of the first floor features a primary ensuite bedroom with a spacious walk in closet as well as a Den/flex space provides versatility to meet your needs. On the second level, there are 3 genrously sized bedrooms and 2 full bathrooms plus a spacious bonus room. This home is a rare find as it features a full open and unfinished basement with 4 egress windows .Experience modern living at its finest in this exceptional new build! Set on .68 acres, now offered with a covered patio and heated saltwater pool.

32 North Bay Avenue, Eastport
$1,385,000
4 Beds ⋅ 4 Baths ⋅ 917565 MLS
At $1.385 million, this is simply the best valued new construction in all of Southampton Township, created by Southampton Building Corp, one of Long Island's most prominent master builders. A veritable boater and water lover's paradise, this new, fully finished, and furnished residence is located in an ultra-luxury, four-home cul-de-sac development on the renowned South Bay Avenue in Eastport's most valuable and prestigious enclave, near Southampton's Seatuck Cove Bay. Enjoy the marina, boat launch, and waterfront dining just down the block, or relax at home in your 20x40 heated saltwater pool! Move-in ready: the CO is in hand for both the house and the pool, so you don't have to wait to live the Hamptons and brand-new construction dream! Alternatively, the home can generate substantial summer rental income for its proud owner, as it is conveniently situated on the western edge of Southampton Township, close to transportation, beaches, parks, and a much shorter commute to New York City. The home offers over 3500 sq. ft. of impeccably finished living space across three levels, including four bedrooms and three and a half baths, featuring two luxurious bedroom suites, one on each floor, providing flexibility for guests or multigenerational living. Designer finishes abound, from wide-plank white oak floors and custom cabinetry to Italian tile bathrooms and handcrafted built-ins. The kitchen dazzles with a 2-inch mitered Silestone island, and the smart home hub seamlessly and remotely controls the alarm, doorbell camera, and temperature. This home would cost approximately $2 million to rebuild today due to recent increases in tariffs on imported construction materials. This is a rare opportunity to own a fully completed, fully furnished new construction home with excellent investment metrics, below replacement cost, and ready for immediate occupancy with no compromises and no delays!

8A S Bay Avenue, Eastport
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 889410 MLS
Welcome to 11 Bayview Avenue, Eastport — a brand new, modern masterpiece blending high-end finishes with thoughtful design. This stunning residence features a spacious 2-car garage and is outfitted with top-of-the-line appliances and amenities throughout. The gourmet kitchen boasts KitchenAid appliances including a built-in microwave, refrigerator/freezer, oven, electric stove, and dishwasher, complemented by elegant quartz countertops, premium Karran sinks, and a Frigidaire wine fridge. The bathrooms feature TOTO toilets and a sophisticated Kohler bath system, offering spa-like comfort. A private balcony off the master bedroom provides a tranquil retreat. Additional luxury touches include an GE washer and dryer, Bosch HVAC system, Proterra boiler, Honeywell smart thermostat, and a Chamberlain garage door system for seamless access. With every detail carefully selected for comfort, style, and efficiency, this home is the pinnacle of modern living in Eastport. ***Builder Add on Optional for additional cost to buyer. In ground Pool and Paver Package for $95,600 Including a 20 X 40 Gunite Pool 3'-6' Depth with a Cambridge paver patio around the pool totaling 1600 sq ft or an optional vinyl pool totaling $75,000 using the same measurements. Optional Pergola in the back side of the yard $20,000. Optional outside kitchen $22,000 Cultured Stone sides, Granite Top, Includes Garbage, Drawers, 36-inch Blaze Grill, Doors, and Storage Under BBQ.

11 Bayview Avenue, Eastport
$1,000,000
899203 MLS
Currently listed as "Gentle Dental" with the lease expiring in April 2026, this property offers an excellent location for an Architect's Office, a doctor's office, an Accounting Firm, or a Hair salon. The property offers plenty of parking, with numerous options. The owner will offer financing with 15% down for the sale terms. Very easy to show- Many towns near the shore, such as Manorville, Moriches, Center Moriches, and East Moriches, offer waterfront dining in Eastport. Slightly further inland, treat yourself to some comfort food classics and so much more. This property was a thriving dental office for many years—an excellent opportunity to capture new clients.

63 Eastport Road, Eastport
$949,000
3 Beds ⋅ 3 Baths ⋅ 901326 MLS
Welcome to The Ranches at Eastport/Bridgehampton ranch model – A Premier Gated Community Lifestyle! Step into comfort and elegance in this beautifully designed home featuring an open floorplan that seamlessly blends everyday living with entertaining ease, vaulted ceilings, hardwood floors and recess lighting throughout. The spacious layout includes a gourmet eat-in kitchen, inviting living room, formal dining area, welcoming foyer, and a cozy den with a gas fireplace — perfect for relaxing evenings. The private Primary Suite is a true retreat, offering a generous walk-in closet and a luxurious en-suite bath complete with a double vanity, walk-in shower, and soaking tub. Two additional bedrooms share a well-appointed full bathroom, providing ample space for family or guests. The laundry area is conveniently located on the main level. Enjoy added convenience with a side-entry two-car garage and a full basement featuring multiple egress windows — offering endless possibilities for future expansion, home office, or recreation space. Located within The Ranches at Eastport, this home comes with access to exceptional amenities including a clubhouse with a heated in-ground pool, fitness center, library, billiard room, kitchen area, tennis courts, and bocce ball. You can fully fence the back yard and add your own in-ground pool. Enjoy the peace of mind of living in a secure gated community while experiencing the comfort and charm of resort-style living. Don’t miss this opportunity to make this stunning home yours! HOA Fee includes snow removal of your driveway, walkway and development, lawn maintenance.

2 Hamptons Court Drive W, Eastport
$925,000
2 Beds ⋅ 3 Baths ⋅ 1028956 MLS
Welcome to this beautifully designed, Ovation Model, at Encore Atlantic Shores, home in a sought-after 55+ gated community, where resort-style living meets everyday comfort. This spacious residence features a desirable open-concept floor plan, ideal for both entertaining and everyday living. The main level offers the convenience of a first-floor primary suite complete with a full bath and two separate walk-in closets. You'll also find a dedicated home office, an additional full bath, and a stunning great room that seamlessly combines the living and dining areas. A dramatic double-sided gas fireplace serves as the centerpiece, creating a warm and inviting atmosphere throughout the space. The second level provides exceptional flexibility with a spacious loft-style living area, an additional bedroom, and a full bath—perfect for guests or extended family. Residents enjoy an exceptional lifestyle with outstanding community amenities, including a spectacular clubhouse featuring indoor and outdoor swimming pools, a fully equipped fitness center, tennis and bocce courts, entertainment and social rooms, card rooms, a library, and a banquet hall for community events and gatherings. Experience the best of low-maintenance, active adult living in a vibrant community designed for comfort, convenience, and recreation.

78 BALLAD COURT, Eastport
$925,000
2 Beds ⋅ 3 Baths ⋅ 959599 MLS
Nestled in a gated condo 55+ community and ideally located on a quiet court, this spacious 3-bedroom home offers comfort, convenience, and resort-style amenities. The primary bedroom features an en suite bath and is conveniently located on the main floor, along with a dedicated office, powder room, and plenty of storage space. The granite kitchen includes a pantry and opens to inviting living areas highlighted by a stunning dual gas fireplace, visible from the kitchen, dining room, living room, and den—perfect for cozy entertaining. Enjoy an active lifestyle with access to the clubhouse featuring an indoor pool, gym, and entertainment room with card tables and planned activities, plus a seasonal outdoor pool, tennis courts, and pickleball for sunny days. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

179 Melody Court, Eastport
$920,000
2 Beds ⋅ 3 Baths ⋅ 909480 MLS
Looking for the space of a large home, but the joys of condo living? Welcome to Encore! This Expanded Crescendo model was recently painted and has over 3100 sq.ft. of luxurious, bright and comfortable living space. Upon entry, you are greeted by soaring double-height ceilings, and a formal living room and dining room, adorned with custom crown molding. The main level also includes large primary ensuite, family room with gas fireplace, bright eat in kitchen with granite counter tops. The covered patio, accessible from the kitchen, provides wonderful and private outdoor space for dining or relaxing. Also on the main level is your choice of guest room, office, home library or den, with an adjacent full bathroom. On the second level is an open living space, bedroom, full bathroom, and additional room. There is also a large utility and storage room. Additional features of this beautiful home include a large laundry room with wash sink, as well as a two-car garage, with additional room for more storage if needed! Common amenities include indoor/outdoor pools, tennis, pickleball, clubhouse, card rooms, gym and more. Great location for an easy yet active lifestyle, with the comforts and space of a large home.

167 Melody Court, Eastport
$880,000
4 Beds ⋅ 4 Baths ⋅ 951910 MLS
Welcome to 85 Drew Drive, a beautifully completely renovated Colonial in the desirable Long Tree Pond community of Eastport, Southampton. This elegant home features 4 bedrooms, 3.5 bathrooms, and 2,381 sq ft of living space on a 0.78-acre lot with private access, offering complete privacy for you and your family. Every detail of this home was professionally selected with elegance in mind, featuring porcelain and quartz finishes, as well as engineered wood floors, enhancing the beauty and sophistication of the property. The finished basement includes an additional bedroom and full bathroom, complete with egress windows and all necessary town permits for a safe and approved finished space. The home boasts spacious, open, and elegant interiors, perfect for both everyday living and entertaining. Enjoy the newly replaced deck and a backyard ready for your summer dreams. Additional highlights include attached two-car garage and propane gas heating. This property is just minutes from West Hampton Beach Village and the prestigious beaches of Dune Road, making it an ideal location for summer fun and relaxation. Residents of Long Tree Pond enjoy exclusive community amenities, including a playground, tennis courts, pickleball, and a multipurpose court. This home is move-in ready — don’t miss the opportunity to make it yours. Schedule a visit today and enjoy the privacy, elegance, and perfect location this stunning home offers for your family!

85 Drew Drive, Eastport
$870,000
4 Beds ⋅ 3 Baths ⋅ 888452 MLS
Welcome to 91 Drew Drive, a beautifully maintained Colonial set on .55-acre lot in the coveted Longtree Pond community of Eastport, within Southampton Town. This spacious 4 bedroom, 2.5 bath home is just minutes from Westhampton Beach Village and the pristine beaches of Dune Road. This home features a spacious eat-in kitchen with quartz countertops and a bright formal dining room. The large living room includes a wood fireplace, while the sun-drenched hot tub room offers year-round relaxation. Upstairs, you will find the expansive master suite that boasts a luxurious ensuite bath and a generous walk-in closet, and 3 guest bedrooms all with new carpets and a full bath. Enjoy outdoor living at its finest with a beautifully landscaped front and backyard, a patio, an above-ground pool with a surrounding deck, and a serene garden filled with butterfly trees, all overlooking a tranquil pond. The fully fenced yard provides privacy and a peaceful retreat. Additional features include an attached 2 car garage with interior access, full basement offering ample storage, and access to Longtree Pond’s exclusive amenities reserved for its residents; playground, courts for tennis, pickleball, and multi-purpose use. Don’t miss this rare opportunity to own a move-in ready home in one of Eastport’s premier private communities.

91 Drew Drive, Eastport
$850,000
2 Beds ⋅ 3 Baths ⋅ 926369 MLS
Welcome to Encore Atlantic Shores, a premier 55+ gated community offering an active lifestyle with an array of exceptional amenities. This exquisite Ovation Model boasts one of the most desirable backyards in the community, featuring mature landscaping, a covered porch, and an outdoor patio with an electric awning. Inside, the home offers a variety of inviting living spaces. The separate living and dining rooms create a warm welcome, leading to an open-concept kitchen and great room perfect for casual dining and relaxation. A two-sided fireplace enhances both the dining area and the great room. The first floor features a spacious primary bedroom with two walk-in closets and an ensuite bath complete with dual vanities, a tub, and a shower. Additional first-floor highlights include a den/study, a powder room, and a laundry room that leads to a two-car garage. Upstairs, discover another large bedroom, a full bath, and two versatile loft areas ready to be tailored to your needs. The community amenities are second to none, featuring a clubhouse with a living room, billiards room, ballroom, library, card room, gym, indoor pool, and spa, along with men's and women's locker rooms. Outdoor enthusiasts will appreciate the large pool and spa, tennis courts, pickleball, shuffleboard, and bocce. This remarkable unit offers a unique opportunity for luxurious living in a vibrant community. Don't miss your chance to call this special property home.

113 Overture Place, Eastport
$850,000
2 Beds ⋅ 3 Baths ⋅ 903816 MLS
Welcome to 83 Ballad Court, located in the sought-after gated 55+ community of Encore Atlantic Shores in Eastport. This beautifully maintained development offers resort-style amenities including a clubhouse with both indoor and outdoor pools, pickleball and tennis courts, a fitness center, and a vibrant social atmosphere. This stunning “Applause” model condo has been meticulously upgraded with every detail thoughtfully designed. The home opens with an elegant two-story foyer that sets the tone for the open and airy layout. The upgraded eat-in kitchen features premium cabinetry, a glass tile backsplash, and brand new appliances including a stove and microwave. Flowing seamlessly into the formal dining and living room, you’ll find a gas fireplace with a custom mantle, rich moldings with chair rail and wainscoting, and a gorgeous custom stained-glass window that brings in natural light and artistry. The first-floor primary suite is a true retreat, boasting a tiled ceiling, custom closets, and a beautifully appointed primary bath. A private library or office, a stylish half bath for guests, and a well-designed laundry room with custom cabinetry, farmhouse sink, new washer and dryer, and pantry complete the main level. Step outside to the screened-in porch and paver patio, where perennial gardens and private yard space create a serene outdoor oasis. Upstairs, the home offers inviting guest quarters with new luxury vinyl flooring, a spacious bedroom, full bath, a large den, and a versatile bonus room that can be used as an exercise space, hobby room, or extra storage. Additional highlights include hardwood floors throughout the main level, 9' ceilings, custom window treatments with Hunter Douglas plantation shutters, central vacuum, whole-house circuit breaker, a humidifier, a brand-new HVAC system, and a two-car garage. This exceptional residence combines elegant living with every modern convenience in a community designed for leisure and enjoyment. 83 Ballad Court is truly move-in ready and offers a lifestyle unlike any other on the South Shore.

83 Ballad Court, Eastport
$825,000
4 Beds ⋅ 4 Baths ⋅ 914495 MLS
Eastport Colonial with Resort-Style Backyard & Oversized Garage. Welcome to this stunning 4 bedroom, 3.5 bath Colonial set in the desirable ESM school district, offering a perfect blend of modern updates, spacious living, and incredible outdoor amenities. Step inside to find a large primary suite, beautifully renovated kitchen and bathrooms, and elegant luxury vinyl plank flooring throughout. Every major update has been completed within the last four years, including a new roof, soffits, gutters, central air, boiler systems, whole-house water filtration, and appliances, making this home truly move-in ready. The heart of the home flows seamlessly to the outdoors, where entertaining is effortless. A 48-foot awning off the kitchen creates the perfect setting for gatherings overlooking the 20’ x 40’ oil heated in-ground pool and beautifully landscaped yard. Enjoy cozy evenings by the fireplace insert and the peace of mind provided by security cameras and an in-ground sprinkler system. Winter waterviews add to its year-round charm.

75 E Moriches Boulevard, Eastport
$825,000
2 Beds ⋅ 3 Baths ⋅ 902647 MLS
Welcome to 43 Applause Drive — a beautiful, light-filled 2 bedroom, 3-bath home in the desirable Encore Atlantic Shores, an active 55+ gated community. This expanded Ovation Model offers an open and comfortable main floor designed for both everyday living and effortless entertaining. The primary suite, with its elegant tray ceiling, features two custom walk-in closets and a spa-like bath with double vanities, a soaking tub, and a large walk-in shower. At the heart of the home, the chef’s eat-in kitchen is a true showpiece, complete with a generous center island that seats six, abundant cabinetry, and ample workspace. Sliding glass doors open to a private patio—perfect for morning coffee or evening barbecues. The kitchen flows seamlessly into a cozy family room with a gas fireplace, creating a warm and welcoming gathering space. The open-concept living and dining rooms provide additional space for entertaining, while the first-floor library, framed by floor-to-ceiling windows, is bathed in natural light and ideal as a home office or a quiet retreat, with the flexibility to convert to a third bedroom. A full bath and laundry room complete the first level. Upstairs, the second floor offers a spacious bedroom and full bath for guests, along with an expansive media room with multiple closet spaces—perfect for movie nights, exercise, or hobbies. An open and airy office overlooks the main level, enhanced by the abundant natural light streaming in through the home’s many windows. Beyond the home, Encore Atlantic Shores offers resort-style living in a vibrant and active community. Amenities include an indoor lap pool and outdoor pool, whirlpool spa, steam rooms, saunas, a fully equipped gym, billiards, card room, outdoor covered patio, tennis, pickleball, bocce, horseshoes, shuffleboard, and even a putting green. With a wide variety of clubs, activities, and social events, it’s easy to stay engaged and active. Don’t miss the opportunity to own this exceptional home in one of Long Island’s most sought-after 55+ communities.

43 Applause Drive, Eastport
$815,000
3 Beds ⋅ 2 Baths ⋅ 972354 MLS
This charming 3-bedroom, 2-bathroom home offers privacy, a lovely in-ground pool, and beautiful farm views. Located on a quiet street within walking distance to local shops, it is set on beautifully landscaped property featuring mature evergreens and fruit trees. Enjoy relaxing poolside, surrounded by nature in this peaceful setting. An expansive brick patio provides the ideal spot for outdoor dining, barbecuing, and unwinding. Inside, an open kitchen flows seamlessly into the large, sun-filled family room with easy access to the outdoors through sliding doors. A full dining room and a spacious living room - which includes a wood-burning fireplace and cozy window seat - offer plenty of room to gather. Three upstairs bedrooms provide just the right amount of comfort and functionality in this inviting home. The basement offers ample storage and space for a playroom. An oversized, detached two-car garage also includes additional storage.

8 Ketcham Avenue, Eastport
$815,000
2 Beds ⋅ 2 Baths ⋅ 961941 MLS
Encore Atlantic Shores Gated 55+ Community Expanded Tempo model featuring a large back patio overlooking a private backyard framed by Magnolia trees and open lawn. The main level includes an ensuite primary bedroom, a guest bedroom with hall bath, a dining room, living room, open kitchen, and casual dining area. Upstairs is a spacious loft suitable for guest space, office, studio, or TV room as well as a storage room that has been transformed into a fabulous closet. Additional features include a separate laundry room and an attached two-car garage. Encore Atlantic Shores offers extensive community amenities, including 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 with sauna and steam. Outdoor amenities include walking paths, tennis, pickleball, shuffleboard, bocce, a putting green, and a large outdoor pool and spa with ample seating. Gated community with an active lifestyle setting.

135 Chopin Place, Eastport
$810,000
3 Beds ⋅ 3 Baths ⋅ 985894 MLS
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 additional preserved green space in the Longtree Pond community, 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. 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 oversized first floor full bath and three-car garage offer multiple possibilities. The outdoor space is a true highlight, with the oversized lot offering 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. Located within one of Eastport, Southampton Town'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 offers value and location that's hard to beat and includes such amenities as Tennis, Pickleball, and All-Purpose Courts, Toddler Playground, as well as thirty four acres of unbuildable green space.

77 Drew Drive, Eastport
$780,000
4 Beds ⋅ 3 Baths ⋅ 942147 MLS
45 Drew Drive presents a rare opportunity to own a beautifully proportioned home set on an expansive lot in one of Eastport's most sought after communities. Offering an exceptional sense of scale and privacy, this property blends timeless comfort with the coveted South Fork lifestyle. The residence features four generously sized bedrooms and two and a half baths, which includes an incredibly spacious primary bedroom En-suite, where sun-filled interiors flow seamlessly throughout the home, creating a warm and inviting atmosphere while offering flexibility for guests, work-from-home spaces, or multi-generational living. Outdoors, the sprawling grounds provide endless potential for resort-style amenities—with an inground pool already in place and outdoor entertaining areas to manicured gardens or future expansion. The size and setting of the lot are truly standout features, offering possibilities rarely found this close to the Hamptons. Perfectly positioned near waterfront access, renowned beaches, marinas, and acclaimed wineries, this home delivers the tranquility of Eastport with easy access to everything the Hamptons have to offer. A refined retreat with room to evolve, 45 Drew Drive is a compelling offering in one of the South Fork’s most desirable gateway communities.

45 Drew Drive, Eastport
$775,000
2 Beds ⋅ 2 Baths ⋅ 951535 MLS
Welcome to this beautifully appointed Expanded Bravo Model, nestled within Encore Atlantic Shores a desirable 55+ gated community offering resort-style living. This thoughtfully designed home features a spacious primary bedroom suite, an inviting living and dining area, and a large chef’s kitchen complete with an expanded granite island and wall oven, perfect for both everyday living and entertaining. A generous den with a custom fireplace provides a warm and comfortable retreat, while an additional bedroom and full bath offer ideal space for guests. The home also includes a laundry room and a large loft currently used as an office, with added loft storage for extra convenience. Enjoy outdoor living on the private patio and the ease of a two-car garage. The vibrant community amenities are unmatched, featuring indoor and outdoor pools, bocce, tennis and pickle ball courts, and a stunning clubhouse. Inside the clubhouse, residents enjoy a ballroom, billiard room, card room, library, fitness center, sauna, steam rooms, and so much more.

6 Ovation Place, Eastport
$750,000
4 Beds ⋅ 3 Baths ⋅ 932773 MLS
Discover the enchanting charm of this traditional two-story home in the heart of Eastport a prime location known for its proximity to bay beaches and convenient access to New York City and the Hamptons. This turnkey residence is beautifully framed by a clear sunny front lawn and an inviting covered front porch with classic white columns, setting the tone for a warm welcome. Upon entering, you are greeted by a grand entry parlor boasting double-height ceilings and abundant natural light that enhances the beautiful hardwood floors throughout. The home features a well-defined layout including a dedicated dining room for formal meals and a cozy breakfast nook adjacent to a kitchen equipped with granite countertops and premium appliances. The inviting living room, complete with a fireplace and patio egress, ensures a perfect setting for both relaxation and entertainment. Offering four bedrooms and 2.5 baths, this home includes two ensuite bedrooms on the second level, providing ample privacy and comfort. The home office or den area provides a flexible space that can serve as your sunny retreat all year round or be converted into a convenient first-floor bedroom. The unfinished lower level presents a blank canvas awaiting your personal touch to create your dream space-be it a home theater, gym, or additional living quarters. Outside, the bright and sunny backyard is ideal for dining al fresco and enjoying peaceful moments in the open air. The residence is part of a private, gated community, which adds to the allure with resort-like amenities, including tennis courts, a swimming pool, a gym, and a clubhouse. With its serene location and outstanding community features, this home offers luxury and comfort and a lifestyle of ease and elegance, making it a perfect retreat or full-time residence. basic star discount if main residency 1012 rebate check from state. tax per year after discount 6784.40

55 Hamptons Court Drive Unit #55, Eastport
$745,000
2 Beds ⋅ 2 Baths ⋅ 1008548 MLS
Encore Atlantic Shores Gated 55+ Clubhouse Community Interior Bravo unit with high ceilings features 2 bedrooms and 2 bathrooms on the main level along with a generous loft upstairs. The entry foyer opens into a living/dining room that flows into an open kitchen/great room with a gas fireplace. The primary bedroom has 2 walk in closets and an ensuite bathroom with dual vanities, tub and shower. Outside a covered porch and private yard complete this home. The community amenities are second to none - featuring an outdoor pool and spa, tennis, pickleball, putting green, Bocce, shuffleboard, an indoor pool and spa, gym, card room, Billiards room, library, living room and ballroom. This is an active gated clubhouse community with 24 hour security and exceptional amenities.

177 Melody Court, Eastport
$745,000
2 Beds ⋅ 2 Baths ⋅ 945667 MLS
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.

236 Encore Boulevard, Eastport
$740,000
2 Beds ⋅ 2 Baths ⋅ 1012050 MLS
Welcome to 203 Bach Court in Eastport, a desirable Bravo model condo in a sought-after 55+ gated community offering easy, low-maintenance living.  First time on the market - this model has an extended kitchen space with upgraded finishes and appliances, and an add-on office space situated away from the main living area, ideal for remote work needs.  This home features a bright, open layout with spacious living areas, a gas-powered fireplace, and comfortable bedrooms, including a private primary suite with two spacious, custom walk-in closets.  Enjoy a peaceful setting with access to resort-style amenities, including a clubhouse with a library, card room, billiards room, gym, indoor pool and spa with men’s and women’s locker rooms.  Outdoor community amenities include tennis and pickleball courts, shuffleboard, bocce, a putting green, and large pool and spa area with plenty of seating and lounging areas.  All conveniently located near local shops, dining, and the East End lifestyle.

203 Bach Court, Eastport
$740,000
4 Beds ⋅ 2 Baths ⋅ 867638 MLS
Welcome to this Victorian Gem, Located in Southampton Township. This timeless home offers charm, space, and versatility. Just a short drive to Westhampton Beach, a brief walk to the bay, and minutes from the Speonk LIRR. Inside, enjoy an enclosed front porch, high ceilings, inlaid wood floors, oversized windows, octagonal walls, and hidden pocket doors—details rarely found in newer homes. The flexible layout offers excellent potential for mother-daughter living or a professional home business (with proper permits). An oversized detached 2 car garage, full attic, and spacious basement provide storage and even more room to grow. Set on .46 acres with a fenced yard and large deck—this exceptional property has it all!

366 Montauk Highway, Eastport
$730,000
2 Beds ⋅ 3 Baths ⋅ 851829 MLS
Step into luxury with this expanded Ovation Model—a stunning home boasting 20-foot cathedral ceilings, a bright, open floor plan, and pristine, mint+++ condition throughout. From the moment you enter, you’ll be captivated by the abundant natural light and thoughtful design that makes everyday living both elegant and effortless. The eat-in kitchen features granite countertops and flows seamlessly into the living and dining areas, perfect for entertaining or quiet relaxation. Ample storage is found throughout, including a spacious lofted area complete with custom built-in cabinetry, ideal for a home office, library, or guest space. Nestled in a desirable location backing up to a wooded area, this home offers privacy and a peaceful backdrop year-round. Enjoy the beautifully landscaped patio and a convenient 2-car garage, adding both outdoor living space and practical functionality. Enjoy world-class clubhouse amenities including indoor & outdoor pools, pickleball, tennis courts, a state-of-the-art fitness center, and a wide range of community activities designed for connection and enjoyment. Don’t miss the opportunity to own this exceptional home in one of the area's most sought-after 55+ communities!

68 Encore, Eastport
$720,000
2 Beds ⋅ 2 Baths ⋅ 891270 MLS
Welcome to Encore Atlantic Shores - a gated, resort style active 55+ Community. This Bravo model has a gracious first floor primary suite complete with walk in closets and a spacious primary bath with Kohler whirlpool tub, double vanities and walk-in shower and a generous second bedroom with an adjacent hall bath. Enter into a living/dining room with high ceilings and plenty of natural light. The next room features an eat-in kitchen with an extra space equally suited for dining or lounging. Step outside through sliding glass doors to a covered porch and backyard. Upstairs, the large finished loft and bonus storage area offers versatile space - which can be used for a home office, den, artist studio, or overflow sleeping space. The unit has central air, natural gas heat, laundry room, garbage pick up and an attached two-car garage. Encore Atlantic Shores offers resort-style amenities: a vibrant clubhouse, indoor/outdoor pools, indoor/outdoor spas, fitness center, sauna, steam room, tennis and pickleball courts, and a calendar full of social activities. Don't miss the opportunity to enjoy low-maintenance living in a truly exceptional home and community.

48 Encore Boulevard, Eastport
$625,000
3 Beds ⋅ 3 Baths ⋅ 946636 MLS
Well Maintained 3 Bedrooms/3 Bathroom Cape Located in the Highly Desirable Town of Eastport. One Home Offering Many Possibilities – Home Sweet Home with Additional Space for Extended Family / Friends OR Rent Out Accessory Apartment to Supplement Your Income (with Proper Permits) OR Could Be the Ideal Set Up for an Attorney, Accountant, Real Estate Broker, Etc...Boasts Great Visibility, High Traffic. Eastport South Manor School District.

10 Eastport Manor Road, Eastport
$615,000
4 Beds ⋅ 3 Baths ⋅ 949396 MLS
Colonial situated on a three-quarter acre in the Longtree Pond community. This residence offers 4 bedrooms and 2.5 bathrooms, including a primary suite with a full bath. The home features an eat-in kitchen, formal living and dining rooms, and a family room ideal for everyday living and entertaining. Additional features include a full basement with bilco doors, an attached two-car garage and a backyard with an in-ground pool.

34 Andys Lane, Eastport

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