Greenport, NY Homes for Rent

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 relaxation, while the kitchen, featuring a Viking stove, inspires

JoAnn Wind Daniel Gale Sothebys Intl Rlty

**2026 Rates:** May 23 - June 30: $18,000; July: $20,000; August 1 - Labor Day: $22,000; Memorial Day - Labor Day: $49,500Welcome to the 123 Sterling Boat Lofts! This exceptional property, situated on Sterling Harbor in the heart of Greenport Village, represents the perfect East End retreat. Thoughtfully designed with a spacious open floor plan, this third-floor corner unit offers stunning

William Walters 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

Public RemarksDiscover your perfect WINTER escape at 317 South Street, Greenport. This charming 4-bedroom, 1.5-bathroom home offers modern comfort with classic appeal. Available from November 1, 2025, to May 15, 2026, it's an ideal seasonal retreat.?Enjoy hardwood floors throughout, a spacious formal dining room, and a cozy living area. The kitchen boasts modern appliances, including a

Jennifer Benton Compass Greater NY LLC

So Very Close to a Beautiful Bay Beach! 3 Bedrooms/2 Baths. Central Air Conditioning. 2 Large Decks. Nice Yard! FALL 2025 - November 2025 to April 2026 -$4,000 Per Month for Single or Multiple Months. SUMMER 2026 - Memorial Day to Labor Day $29,000; June $8,000; July $10,000; August to Labor Day $12,500. Permit #0497.,

Paul Loeb Douglas Elliman Real Estate

Welcome to 360 Flint Street, your cozy winter retreat in the charming village of Greenport, NY. This beautifully appointed home offers 2,400 square feet of living space, thoughtfully designed for comfort and modern living. Step into the warm and welcoming foyer, where high ceilings and hardwood floors set the tone for a relaxing getaway. The home features three spacious bedrooms, each providing

Jennifer Benton Compass Greater NY LLC

Location, location, location. Located in the Village of Greenport this quaint year-round rental is just a short distance into the Village with all the shops, restaurants, public transportation and parks. This home has a large property, 2 bedrooms, 1 bathroom, a lovely kitchen and a family room. For your convenience there is a washer and dryer. Application is required. Tenant to pay all

Barbara Poliwoda Douglas Elliman Real Estate

Welcome to your ultimate retreat in the charming village of Greenport, NY. This luxurious condo offers both relaxation and adventure, with stunning bay views and private beach access. The open layout features elegant hardwood floors and central air conditioning, seamlessly blending indoor and outdoor living with a private space for entertaining or unwinding. During the bright summer, enjoy your

Jennifer Benton Compass Greater NY LLC

one of a most desirable spot at Greenport - Super Spacious !. This charming home offers generous rooms, ample storage, and a detached 2-car garage with a full-size loft—perfect for a studio or extra storage. Located in the heart of Greenport, a quaint, short distance to seaside village filled with shops, galleries, quiet rustic storefronts, and picturesque harbor scenes. Enjoy true beach

Chrisand Castella Douglas Elliman Real Estate

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

Enjoy summer fun on the North Fork in this 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

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

Kate Carpluk William Raveis New York LLC

2026 Rates: June $30,000; July $50,000; 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

William Walters Daniel Gale Sothebys Intl Rlty

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

FULLY TURNKEY from furnishings, bedding / linens, towels, to all kitchen ware, 100K artwork Maintenance team including house cleaner, pool care and landscaper are at your disposal. 2 minute walk into town - best location in Greenport, across from LIRR train and Hampton Jitney. Must honor all current Airbnb and VRBO bookings. MAIN HOUSE GROUND LEVEL: Living room with wood burning

Josh Shenkle EAST END ALLIANCE REAL ESTATE AND DEVELOPMENT LLC

Just a ferry ride from Sag Harbor and the Hampton's, take in expansive waterfront views of the bay and Greenport harbor from the second floor balcony in this renovated open concept waterfront condo located in the private Stirling Cove condominium association. This light filled townhouse offers a private beach, 60' x 30' heated pool overlooking the bay, two tennis courts, private parking and is

Alexander Aquino Douglas Elliman Real Estate

An outdoor oasis is one element of this extraordinary property. This one of a kind 5 bedroom, 3.5 bath residence is the perfect home to make special memories this season. The perfect rental with one of the most extraordinary pool and garden areas on the North Fork. Features a 20' x 50' heated Gunite pool with waterfall, extensive hand cut stone patios, stone walls and numerous outdoor sitting

Nancy Cervelli 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

Pete 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

Tucked Away Along Sterling Harbor in Greenport's Historic District On the Village's Most Desired Street. This Lovely 3 BR, 2 BA Cottage Is Only A Block From the Maritime Village With Its Many Restaurants, Cafes, Shops, Mitchell Park & Carousel. Enjoy Your Morning Coffee & Evening Cocktails On The Waterview Deck. Close to All Transportation, Beaches & Wineries., Additional information: Appearance:

Mitch Pickman Thomas J McCarthy Real Estate

Located in the heart of Greenport Village, this charming home offers an open concept first level and has a first floor bedroom, half bathroom with washer and dryer and an expansive rear deck, covered by canvas for shade, overlooking a manicured and private rear yard. The second floor has two spacious bedrooms with a walk in closet and a full bathroom with a separate shower and large bathtub.

Alexander Aquino Douglas Elliman Real Estate

With the addition of a new 20' x 40' heated, salt water in-ground pool in private yard, this fully renovated Greenport home has been stylishly decorated and features a large, eat-in kitchen, expansive living room, 3 bedrooms with two ensuite full bathrooms and a third full standalone bathroom. The residence has a large side yard and patio on a 1/3 of an acre and is third of a mile to the heart of

Alexander Aquino Douglas Elliman Real Estate

Luxurious Modern Home with Heated Inground Pool in Private Community with Memorable Bay Beach 3 Blocks Away. Short Distance to Golf and Greenport Village. Off Season (November 2025 to May 2026) - $10,000 per month (single to multiple months considered); Year-Round - $10,500 per month; Summer 2026 - MD-LD $85,000. Permit # 0634.

Paul Loeb Douglas Elliman Real Estate

Welcome to this spectacular waterfront home overlooking the Long Island Sound. This spacious 5000 sqft retreat features an open floor plan with four large bedrooms, 4.5 baths, and a versatile bonus room. Revel in breathtaking sunsets from nearly every room or the expansive back deck and patio. Amenities include a home gym, outdoor shower, multiple fireplaces, and beach access. Just a mile from

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

Pete 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,

Jeanmarie Bay William Raveis New York LLC

A charming 3-bedroom, 1-bathroom furnished bungalow nestled in beautiful Greenport. Freshly painted and tastefully decorated, this home offers an inviting space for all. The bungalow's unique feature is its enclosed sun-porch. The outdoor shower is a delightful addition that brings a touch of vacation luxury to your daily routine. Just a few blocks away, you'll find a beautiful Bay Beach complete

Rita Rooney Douglas Elliman Real Estate

Greenport village 5 bedrooms, 2 baths with sweeping Water Views, adjacent to 6th St bay beach & park. Architect-designed & decorated interiors, chef's kitchen, 2nd floor sundeck and large yard with garden & outdoor dining area. Huge water-facing sun porch with wall of windows looking out on the bay. Short distance to farmers markets, wineries, shopping, LIRR & Jitney. June $14,000; July $20,000,

Lori Feilen William Raveis New York LLC

2025 Rates are as follows: November-May $4,000/week (two week minimum) 2026 Rates are as follows: May 22-June 22 $20,000; June 26-July 31 $40,000; August 1-September 7 40,000; September and October $5,000/week (two week minimum): Rare new construction on a quiet side street in Greenport Village, this modern luxury home is the perfect base to explore the beaches, wineries, and farm-to-table dining

William Walters Daniel Gale Sothebys Intl Rlty