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Homes for Rent near Greenport Elementary School

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  • /15

    $4,000 per month

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Condo for Rent

    412 Carpenter St, Greenport, NY 11944

    Newly renovated farmhouse located in the heart of Greenport village. This 3 bedroom 2 bath first floor apartment is steps to shops, restaurants & historic waterfront. Enjoy summer days in the potager garden and nights grilling the daily catch. The apt features a sunny open kitchen with an open floor plan, a master bedroom with en suite bath, and two additional bedrooms with ample light and a cozy

    412 Carpenter St, Greenport, NY 11944
  • /20

    $3,500 per month

    • 2 Beds
    • 1 Bath
    • 1,193 Sq Ft
    • Apartment for Rent

    538 Main Rd Unit upper, Greenport, NY 11944

    This charming 2-bedroom, 1-bathroom apartment offers generous living space on 2nd floor apartment. Unwind by the fireplace , or bask in the natural sunlight that fills the sun/media room. The kitchen's stylish granite countertops and a gas stovetop are complemented by essential appliances like a dishwasher, microwave and the in-unit washer/dryer for modern convenience.

    Isaac Israel Richmond Realty Corp

    538 Main Rd Unit upper, Greenport, NY 11944
  • /8

    $2,600 per month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    427 4th St, Greenport, NY 11944

    This beautiful two-bedroom second floor apartment is available to rent year-round. There is a large living room, eat in kitchen with vaulted ceilings, second rear deck entrance, private shared back yard, and attic storage. 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. Now

    Kenneth Poliwoda Douglas Elliman Real Estate

    427 4th St, Greenport, NY 11944
  • /24

    $12,000 per month

    • 4 Beds
    • 3 Baths
    • 2,800 Sq Ft
    • House for Rent

    64230 County Road 48, Greenport, NY 11944

    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

    64230 County Road 48, Greenport, NY 11944
  • /12

    $16,000 per month

    • 2 Beds
    • 2.5 Baths
    • 1,600 Sq Ft
    • Condo for Rent

    21 Stirling Cove Unit E, Greenport, NY 11944

    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

    21 Stirling Cove Unit E, Greenport, NY 11944
  • /31

    $10,000 per month

    • 3 Beds
    • 3 Baths
    • 2,400 Sq Ft
    • House for Rent

    3650 Bay Shore Rd, Greenport, NY 11944

    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

    3650 Bay Shore Rd, Greenport, NY 11944
  • /28

    $7,375 per month

    • 5 Beds
    • 3 Baths
    • 3,700 Sq Ft
    • House for Rent

    2700 Sound Dr, Greenport, NY 11944

    2025 Rates: September 1-30 $29,500; October $25,000: 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

    2700 Sound Dr, Greenport, NY 11944
  • /24

    $15,000 per month

    • 2 Beds
    • 3 Baths
    • 2,100 Sq Ft
    • House for Rent

    157 Central Ave, Greenport, NY 11944

    Available August - LD $15,000. Two week minimum rental. This charming 2 bed, 3 bath Greenport Village Colonial offers a perfect blend of historic charm and modern elegance. Step inside to find beautifully preserved character details complemented by contemporary updates. A sun-drenched kitchen and dining area open to a peaceful and private patio and garden. An additional den/yoga room provides the

    Shane Hafer Compass Greater NY LLC

    157 Central Ave, Greenport, NY 11944
  • /35

    $15,000 per month

    • 3 Beds
    • 4 Baths
    • 3,500 Sq Ft
    • House for Rent

    63615 North Rd, Greenport, NY 11944

    Rental Permit # 1304 Chalet-Style Retreat with Private Soundfront Beach – Summer Rental in Greenport, NYNestled on 2.52 secluded acres along the North Fork’s coveted Soundfront, this architectural chalet-style home offers the ultimate summer escape. Featuring 3 oversized bedrooms and 4 full bathrooms, this expansive and warm retreat blends rustic charm with modern luxury.Soaring

    Marco Maida Compass Greater NY LLC

    63615 North Rd, Greenport, NY 11944
  • /39

    $59,000 per month

    • 6 Beds
    • 5.5 Baths
    • 6,600 Sq Ft
    • House for Rent

    57305 Route 48, Greenport, NY 11944

    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

    57305 Route 48, Greenport, NY 11944
  • /34

    $30,000 per month

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    308 Wiggins St, Greenport, NY 11944

    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

    308 Wiggins St, Greenport, NY 11944
  • /19

    $20,000 per month

    • 4 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • House for Rent

    415 6th Ave, Greenport, NY 11944

    ADORABLE CAPE WITH POOL & HOT TUB IN THE HEART OF GREENPORTNestled in the Village of Greenport, this charming 4-bedroom Cape has been freshly painted and offers the perfect blend of modern comfort and coastal charm. The first floor includes 2 bedrooms, a cozy living room, an eat-in kitchen, and a full bath, while the second floor boasts 2 additional bedrooms and another full bath—plenty of space

    Jeanmarie Bay William Raveis New York LLC

    415 6th Ave, Greenport, NY 11944
  • /42

    $65,000 per month

    • 5 Beds
    • 3.5 Baths
    • 2,763 Sq Ft
    • House for Rent

    1920 The Strand, East Marion, NY 11939

    Serene, private, and tranquil oasis perfect for those looking to relax, unwind and unplug. A beautifully landscaped property overlooking the Long Island Sound with private beach access and breathtaking views from all levels of the home. Ground Level has 4 B/R's, 2 Baths, Laundry Room and Family Room which opens to Deck, Pool, and Bluff. Enjoy majestic sunsets from an additional deck perched at

    Elena Ermogenous Century 21 Unique Realty

    1920 The Strand, East Marion, NY 11939
  • /18

    $12,000 per month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    36 Stirling Cove Unit B, Greenport, NY 11944

    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

    36 Stirling Cove Unit B, Greenport, NY 11944
  • /30

    $20,000 per month

    • 5 Beds
    • 3.5 Baths
    • 3,500 Sq Ft
    • House for Rent

    185 Wiggins Ln, Greenport, NY 11944

    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

    185 Wiggins Ln, Greenport, NY 11944
  • /23

    $4,000 per month

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    424 4th St, Greenport, NY 11944

    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

    Pete Halpin Douglas Elliman Real Estate

    424 4th St, Greenport, NY 11944
  • /36

    $12,000 per month

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    54505 County Road 48 Aka Rd N, Southold, NY 11971

    **Southold, North Fork:** Picture yourself enjoying the most enchanting summer in this exquisite beach house situated on the sparkling Long Island Sound. With 100 feet of private waterfront beach and stunning sunset views, this home promises an unforgettable summer or vacation escape. Experience affordable luxury and peace as you relax in this tranquil setting, conveniently located near the

    Nicholas Planamento William Raveis New York LLC

    54505 County Road 48 Aka Rd N, Southold, NY 11971
  • /21

    $8,000 per month

    • 3 Beds
    • 4 Baths
    • 1,900 Sq Ft
    • House for Rent

    300 Fiddler Ln, Greenport, NY 11944

    Like-new Greenport beauty with every amenity including a saltwater pool. Room for all indoors with a living room, reading room and large media room and outdoors with a dining area and lounging area poolside. Located in a lovely, quiet neighborhood just a few minutes to a gorgeous, sandy Bay beach, a beautiful Sound beach and Greenport's vibrant downtown with its waterfront park, cafes &

    Kathleen Travers Douglas Elliman Real Estate

    300 Fiddler Ln, Greenport, NY 11944
  • /29

    $28,000 per month

    • 4 Beds
    • 3 Baths
    • 2,378 Sq Ft
    • House for Rent

    630 Wild Cherry Way, Southold, NY 11971

    A North Fork Summertime Oasis! Newly Renovated 4 Bedroom, 3 Bath Home with Heated Pool (20' x 42') Located Near a Memorable Long Island Sound Beach. The Marble Pool Surround Never Gets Hot. An Additional Lower-Level Living Room adjacent to a Wet Bar and Fridge Provides Easy Access for Pool Side Dining. Ice Machine, Gas Grill, Large Outdoor Sofa and Dining Table as Well as Lounge Chairs and

    Paul Loeb Douglas Elliman Real Estate

    630 Wild Cherry Way, Southold, NY 11971
  • /30

    $25,000 per month

    • 5 Beds
    • 4.5 Baths
    • 3,700 Sq Ft
    • House for Rent

    1000 Sound Dr, Greenport, NY 11944

    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

    1000 Sound Dr, Greenport, NY 11944
  • /18

    $15,000 per month

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • House for Rent

    165 Sterling St, Greenport, NY 11944

    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

    165 Sterling St, Greenport, NY 11944
  • /34

    $20,000 per month

    • 4 Beds
    • 2.5 Baths
    • 2,026 Sq Ft
    • House for Rent

    485 Sutton Place, Greenport, NY 11944

    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

    485 Sutton Place, Greenport, NY 11944
  • /30

    $18,000 per month

    • 2 Beds
    • 4 Baths
    • 2,253 Sq Ft
    • Condo for Rent

    123 Sterling Ave Unit 12, Greenport, NY 11944

    **2025 Rates:** May 23 - June 30: $18,000; July: $20,000; August 1 - Labor Day: $22,000; Memorial Day - Labor Day: $55,000Welcome 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

    123 Sterling Ave Unit 12, Greenport, NY 11944
  • /31

    $12,000 per month

    • 4 Beds
    • 1.5 Baths
    • 1,400 Sq Ft
    • House for Rent

    446 6th St, Greenport, NY 11944

    Greenport Village. Beautifully Renovated Vintage Bungalow with New Kitchen and Baths While Keeping Original Charm and Character. Hardwood Floors Throughout. Inviting Front Porch, Patio and Yard. Hot Tub and Outbuilding with Sauna. SUMMER 2025 - June $10,000 (or $2,500 Per Week with Two Week Minimum), July $12,000 (or $3,000 Per Week with Two Week Minimum), August to Labor Day $15,000 (or

    Paul Loeb Douglas Elliman Real Estate

    446 6th St, Greenport, NY 11944
  • /18

    $15,000 per month

    • 3 Beds
    • 1.5 Baths
    • 2,296 Sq Ft
    • House for Rent

    231 5th Ave, Greenport, NY 11944

    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

    231 5th Ave, Greenport, NY 11944
  • /25

    $16,000 per month

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft
    • House for Rent

    905 9th St, Greenport, NY 11944

    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

    905 9th St, Greenport, NY 11944
  • /34

    $25,000 per month

    • 4 Beds
    • 4.5 Baths
    • 3,800 Sq Ft
    • House for Rent

    165 Marine Place, Greenport, NY 11944

    Luxurious Modern Home with Heated Inground Pool in Private Community with Memorable Bay Beach 3 Blocks Away. Short Distance to Golf and Greenport Village. August 25th to End of September $25,000. Off Season (December 2025 to May 2026) - $10,000 per month (single to multiple months considered); Year-Round - $10,500 per month. Permit # 0634.

    Paul Loeb Douglas Elliman Real Estate

    165 Marine Place, Greenport, NY 11944
  • /28

    $45,000 per month

    • 4 Beds
    • 4.5 Baths
    • 5,000 Sq Ft
    • House for Rent

    1250 Sound Dr, Greenport, NY 11944

    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

    1250 Sound Dr, Greenport, NY 11944
  • /30

    $3,800 per month

    • 2 Beds
    • 1 Bath
    • 1,306 Sq Ft
    • House for Rent

    248 5th Ave, Greenport, NY 11944

    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

    248 5th Ave, Greenport, NY 11944
  • /15

    $4,500 per month

    • 2 Beds
    • 2 Baths
    • 1,190 Sq Ft
    • Condo for Rent

    8 Oyster Point, Greenport, NY 11944

    AVAILABLE FOR 1 YEAR LEASE 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

    Jeanmarie Bay William Raveis New York LLC

    8 Oyster Point, Greenport, NY 11944
  • /37

    $20,000 per month

    • 4 Beds
    • 3.5 Baths
    • 3,500 Sq Ft
    • House for Rent

    950 Tasker Ln, Greenport West, NY 11944

    2025 Rates: May $25,000.00; September $26,000.00 October $23,000.00. 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 light-filled and

    William Walters Daniel Gale Sothebys Intl Rlty

    950 Tasker Ln, Greenport West, NY 11944
  • /20

    $3,900 per month

    • 3 Beds
    • 1 Bath
    • House for Rent

    220 Fiddler Ln, Greenport, NY 11944

    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

    Rita Rooney Douglas Elliman Real Estate

    220 Fiddler Ln, Greenport, NY 11944
  • /30

    $20,000 per month

    • 5 Beds
    • 2 Baths
    • 2,600 Sq Ft
    • House for Rent

    130 6th St, Greenport, NY 11944

    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

    130 6th St, Greenport, NY 11944
  • /30

    $13,500 per month

    • 5 Beds
    • 3.5 Baths
    • 2,400 Sq Ft
    • House for Rent

    155 Bridge St, Greenport, NY 11944

    2025 Rates are as follows: May 1 - 22: $10,000 or $3,500 per week; May 23 - June 27: $20,000 or $5,000 per week; July 13-31 $20K; Sept 4 - 30: $20,000 or $5,000 per week: 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 of the North Fork. Walking distance to downtown Greenport

    William Walters Daniel Gale Sothebys Intl Rlty

    155 Bridge St, Greenport, NY 11944
  • /34

    $20,000 per month

    • 4 Beds
    • 4 Baths
    • 3,200 Sq Ft
    • House for Rent

    950 Blue Marlin Dr, Southold, NY 11971

    Beachfront, located in Southold Shores, this architect's own home is built with all the beautiful appointments you can imagine. Embracing the purity of architectural detail, together with a refined simplicity, this waterfront home offers a timeless elegance. Sweeping sunsets eye-catching angles and thoughtful details provide constant visual interest. A large 4 bedrooms with 4 baths ensuite,

    Lori Feilen William Raveis New York LLC

    950 Blue Marlin Dr, Southold, NY 11971
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