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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
$1,000,000
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
$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
$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
$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
$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
$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
$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
$442,000
2 Beds ⋅ 2 Baths ⋅ 897635 MLS
Welcome to this beautiful two-story attached townhouse in the desirable Eastport community! Built in 1985, this well-maintained home offers 2 spacious bedrooms and 2 full bathrooms, with soaring ceilings that create a bright, open feel throughout. Enjoy peaceful views of the lake right from your back sliding doors — a perfect backdrop for relaxing or entertaining. The home provides a great blank canvas to customize and make your own. Community amenities include a sparkling pool and well-kept tennis courts, adding to the appeal of this unbeatable value. Whether you’re a first-time buyer, downsizing, or looking for a seasonal retreat, this charming townhouse offers comfort, convenience, and opportunity in a sought-after location.

102 Pepperidge Lake Road, Eastport

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.