Homes for Rent in ZIP Code 11944

Charming Greenport Village renovated 1935 Sears Kit House offering 3 bedrooms and 1.5 bathrooms. Ideally located less than half a mile from Greenport’s vibrant downtown, and less than half a mile from 5th Street Beach. The home features a bright and inviting living area, updated kitchen and dining space, and home office. Enjoy a peaceful, private backyard retreat complete with a relaxing hot tub

Bridget Elkin Compass Greater NY LLC

HAMPTONS-STYLE LUXURY WATERFRONT RENTAL — Experience summer on the North Fork in a rare, one-of-a-kind waterfront residence in coveted Stirling Cove—where every room is framed by shimmering bay views and the scenery feels like a private resort. Upstairs, two serene bedroom suites each feature a private full bathroom and open to a shared waterfront deck, creating the perfect backdrop for morning

Jesse Stein Realty Connect USA L I Inc

Discover this unique 2-bedroom, 2-bathroom duplex set within a historic 1800s home. Featuring a loft-like layout with open living space and timeless character, this home offers the perfect blend of charm and comfort. Ideally located in the heart of Greenport Village, enjoy walking distance to local shops, restaurants, beaches, and renowned North Fork vineyards. Convenient access to the LIRR and

Crystal Bolling Realty Connect USA LI Inc

2026 Rates: May 21-June 19 $20K; July 11-August 8 $30K: This substantial post-modern residence offers the perfect North Fork retreat for those seeking space, comfort, and effortless entertaining. From the moment you enter, the home’s expansive layout welcomes you with bright, open living areas designed for relaxing and hosting with ease. With five generously sized bedrooms and three

William Walters Daniel Gale Sothebys Intl Rlty

Beautifully Renovated Greenport Village Farmhouse with Bay Beaches Nearby. Summer 2026 - Memorial Day to Labor Day $45,000; Memorial Day thru June $12,000; July $16,000; August to Labor Day $20,000.

Paul Loeb Douglas Elliman Real Estate

Charming whole-house rental in Greenport Village’s coveted West Dublin neighborhood, with a classic bay beach just at the end of the block. The home features lovely furnishings, quality linens, and abundant natural light throughout. A large, sunny backyard offers ample space for outdoor dining and summer gatherings. Located just half a mile from Greenport’s vibrant commercial district, you’ll

Bridget Elkin Compass Greater NY LLC

Luxurious Modern Home with Heated Inground Pool in Private Community with a Memorable Community Only Bay Beach Just 3 Blocks Away. Short Distance to Golf and Greenport Village. Off Season (March 2026 to May 2026) - $10,000 per month (single to multiple months considered); Year-Round - $10,500 per month; SUMMER 2026 - Memorial Day thru June $20,000; July 1 to July 15 $20,000. Permit # 0634.

Paul Loeb Douglas Elliman Real Estate

freshly painted Ground floor unit with natural light. super close to downtown greenport.

Amanda Capobianco Richmond Realty Corp

Dramatic Views of the Greenport Harbor working waterfront. This second floor 1 bedroom unit is convenient to downtown Greenport.

Amanda Capobianco Richmond Realty Corp

Immaculate Greenport rental with saltwater pool! Conveniently located while also ideally set in a quiet enclave, this home is just a stone's throw to a sandy Bay side beach as well as a Sound beach and offers the best of both worlds. A spacious kitchen and family room create seamless everyday living and entertaining. There is also a first-floor bedroom and full bath which are perfect for separate

Connie Liappas Compass Greater NY LLC

SUMMER RENTAL! BOAT SLIP: Perched above the water with expansive views of Greenport Harbor and Stirling Basin, this unit offers modern luxury on one of Greenport Village's most beautiful streets. This unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry. Four blocks from the center of the village commercial district with shops, restaurants, and

Lisa Gillooly Compass Greater NY LLC

Spectacular, contemporary seasonal rental home with pool and Jacuzzi on the Long Island Sound front. 150 feet of direct waterfront and beach, with incredible view. Meticulously renovated and professionally designed. 6 bedrooms, 5.5 bathrooms. Hamptons luxury in North Fork. Home situated on 1 acre, 6,600 square feet. One master bedroom has jacuzzi and steam room and two extra bedrooms with full

Zepur Diktas Compass Greater NY LLC

2026 Pricing: Jun - Aug $25k total for full season. Perched above the water with expansive views of Greenport Harbor and Stirling Basin, 123 Stirling offers modern luxury on one of Greenport Village's most beautiful streets. Four blocks from the center of the village commercial district with shops, restaurants, and galleries. Great proximity to Jitney and LIRR for easy access to NYC. Unit 1

Shane Hafer Compass Greater NY LLC

Introducing Maple Lane — an elegant summer retreat for refined coastal living. Ideally position just moments from the beach enjoy sun-filled days with views across to Shelter Island, followed by relaxed evenings at home. Close the charm of everything Greenport Village has to offer. This beautifully appointed four-bedroom, three-and-a-half-bath residence offers generous space and privacy. An

Kieran Collings Douglas Elliman Real Estate

This beautiful two-bedroom first floor apartment is available to rent year-round. There is a large living room, eat in kitchen and private shared back yard. Perfect location with an amazing beach at the end of 4th Street, transportation across the street and village shopping and restaurants just a block or two away. Available starting March 2026 Tenant to pay electric and heat, water and sewer

Barbara Poliwoda Douglas Elliman Real Estate

Brand-new, beautifully designed home with an in-ground pool and finished basement. This exceptional lease opportunity, set within a private beach community, offers a newly constructed four-bedroom, three-and-a-half-bath home designed for effortless coastal living. Bright interiors flow through a sophisticated chef’s kitchen with ample cabinetry, stainless steel appliances, and a generous eat-in

Diane Mollica Compass Greater NY LLC

Monthly pricing: July 15000; August 15000; Sept 8000; June 8000; - year round $8000/mo. $1,000/mo utility reimbursement. Private Soundfront Wooded Classic post and beam chalet Short walk to the bluff on the Sound. Adirondack chair with beverage of choice. Walk down a path to your stairs to your beach. If you stay the entire season you may see one other person. Everything is private. Inside you

Kenneth Zahler Richmond Realty Corp

Available year-round rental in Greenport Village. Beautifully updated second floor furnished apartment is ready for you to move in. Located in the heart of Greenport Village you will be so close to everything the village has to offer from shops and restaurants to beaches and public transportation. This apartment offers an updated kitchen with stainless steel appliances, oak hardwood flooring,

Barbara Poliwoda Douglas Elliman Real Estate

Enjoy a few months nestled in the heart of Greenport in a stunning, gated waterfront condo that offers a tranquil escape from the hustle and bustle. With 3 spacious bedrooms and 2 and a half bathrooms, this 2-story furnished abode will make you feel like you are on vacation everyday. Feel the strain of the day melt away as you take in the breathtaking water views of the Peconic Bay and Shelter

Barbara Poliwoda Douglas Elliman Real Estate

Available For 2026 season MD-LD, $65,000 or Year-round $5,000 per month. Welcome to coastal living. This fully furnished, expanded Cape sits on a quiet, shy acre, offering privacy and tranquility. Spend summer days relaxing around the in-ground pool, or enjoy the association bay beach access for swimming, paddleboarding, and beach combing. The cozy living room with wood-burning fireplace invites

JoAnn Wind Daniel Gale Sothebys Intl Rlty

Discover the charm of this beautifully maintained 2-bedroom, 1-bath home located in the heart of Greenport, NY. Perfect for year-round living, this cozy residence offers comfort, style, and the peaceful charm of the North Fork. Nestled on a quiet street, this home is just minutes from Greenport Village’s boutique shops, restaurants, beaches, and the LIRR station. Enjoy everything the North Fork

Crystal Bolling Realty Connect USA LI Inc

Welcome to 485 Sutton Place, Greenport – a newly renovated gem that effortlessly combines modern luxury with timeless charm. Every detail of this stunning home has been thoughtfully designed to create a harmonious blend of comfort, style, and sophistication. Step inside to discover two sunlit levels of living. The first floor features two generously sized bedrooms and a full bathroom with tub. A

Gloria Scrocco STOEBE & CO

2026 Rates: April $7,500; May $12K; June $15K; July $25K; A1-LD $27,500; Sept $12,500; October $10K: This beautifully curated home away from home, blends modern design with warmth and style. Experience elegant comfort in your private retreat with natural light, modern decor and thoughtful touches throughout. Nestled on a quiet, tree lined street, this special haven features a front porch, fully

William Walters Daniel Gale Sothebys Intl Rlty

Greenport-Immaculate and spacious home. A welcoming front porch leads to the sunny Living room and dining room. A fully equipped gourmet kitchen with Thermador appliances with sliding doors to back deck, family room with vaulted ceilings also has access to large back deck, there is another den/office, a full bathroom with shower and laundry all on the first floor. The second floor there are two

Amy Kirincic The Agency Northshore NY

MINT farmhouse on beautiful sprawling property! There's plenty of room for family and friends in this spacious home with 4 large bedrooms, 3 full baths, aneat-in-kitchen perfect for gatherings, impressive primary ensuite, den/home office and laundry room. Additionally, the basement is fully finished with a large and fun recreation room, full bathroom and walkout staircase to an outdoor

Donald Bracken Thomas J McCarthy Real Estate

Your Fabulous Beach House Vacation! 2 Week Rentals or Monthly! Spacious summer house in the coveted Peconic Bay Estates private beach community on the Bay. A darling hidden path brings you to the sweetest surprise little wooden bridge to cross over to arrive on the sandy beach. Fun! No shirt, no shoes, lazy day, Yes! Very quiet water front cove, lots of area biking, kayaking, taking beach carts

Kate Carpluk William Raveis New York LLC

2026 Rates: June $30,000; A1-LD $55,000: Escape to this exceptional seasonal rental, perfectly situated on the shores of the Long Island Sound. This beautifully appointed waterfront home offers the ultimate coastal living experience, featuring private stairs leading directly to the beach, an in-ground heated gunite pool, and panoramic water views from nearly every room. With 4 spacious

William Walters Daniel Gale Sothebys Intl Rlty

Welcome to your very own pied-a-terre cottage nestled on the world renowned grounds of Harbor Knoll guesthouse. Bask in this waterfront, private and secluded oasis of calm, while still being within arms reach of everything Greenport Village has to offer. This quaint cottage boasts, hardwood floors, ductless air-conditioning, an eat in kitchen, primary suite and a pullout sofa bed in the living

Peter Halpin Douglas Elliman Real Estate

Immaculate shingle-style home perched above the Long Island Sound. Enjoy endless water views and breathtaking sunsets from the heated pool and private beach. Open floor plan with EIK and fireplace, bedrooms across three floors, including first and second-floor primary suites with private waterside balconies. The large finished basement features a media/game room. The private office is ideal for

Eric Elkin Compass Greater NY LLC

This Completely Renovated One-Of-A-Kind Historic Religious Structure was built in 1879. Stylish And Close To Everything In Greenport. Soaring Cathedral Ceilings, Mesmerizing European Stained Glass Windows, Brand New Kitchen And Full Bath. Located In The Heart Of The Much Coveted Greenport Village. Moments Away From Top Restaurants, Trendy Stores, A Sugar Sand Local Beach, The LIRR Station, And

Peter Halpin Douglas Elliman Real Estate

GREENPORT WATERFRONT CONDO . Enjoy your life in this well- appointed Bayfront 2 bedroom, 2 bath condo with stunning views of Shelter Island and Greenport Harbor. Amenities include a waterfront pool, tennis & pickle ball court, 200 Ft of private sandy bay beach, and your own boat slip in the private marina. Located just a short distance to shops and restaurants in Historic Greenport Village, ferry

Jeanmarie Bay William Raveis New York LLC

2026 Rates: May $26,000; June $29,000; July $36,000; September $27,000; October $24,000. Experience North Fork summer living in this newly constructed gem! Nestled in the sought-after Stirling Eastern Shores community, this impeccably designed modern farmhouse offers exclusive access to a private Long Island Sound beach, just a five minute walk from the property. Step inside to discover a

William Walters Daniel Gale Sothebys Intl Rlty

Charming, clean and tastefully decorated, 3 bedroom,1 bath (plus an outdoor shower) Greenport bungalow. The enclosed sun-porch is a great extra space to relax on rainy days too. The location~ Just a couple of blocks from a beautiful Bay Beach with boat ramp and amenities. Just down the block from Portobello's Restaurant, Billy's By The Bay and Kontakosta Vineyard. Close to Village shops, vintage

Rita Rooney Douglas Elliman Real Estate