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apartments with pool
Last updated December 8 at 9:06 PM

24 Apartments for rent in Greenport, NY with Pools

Finding apartments with a pool in Greenport means cooling off from the summer heat, get-togethers, and more exercise. However, there are a few things to consider before signing... Read Guide >
39 Sound Road Photo Gallery 1
1 of 25
1 Unit Available
39 Sound Road
39 Sound Rd, Greenport West, NY 11944
Greenport West
4 Bedrooms
$4,000
Last updated December 8 at 9:04 PM
Immaculate Greenport Home! Freshly painted, new A/C system installed, Living Room boasts soaring ceilings, four generous sized bedrooms - 2 with cathedral ceilings plus a bonus room perfect for a home office or walk-in closet. Two full baths, wood floors, and a basement with plenty of storage. This home offers a flat yard with an inground pool plus the beach at the end of the block. Enjoy the sunsets, swimming, boating, restaurants, vineyards and all that Greenport has to offer.
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Results within 5 miles of Greenport
18805 Soundview Avenue Photo Gallery 1
1 of 33
1 Unit Available
18805 Soundview Avenue
18805 Soundview Avenue, Southold, NY 11971
Southold
4 Bedrooms
$55,000
3800 sqft
Last updated December 8 at 9:06 PM
Magnificent Waterfront with Pool! Enjoy the month of July in the beautiful newly constructed home on its own private beach. Modern open spaces with all the conveniences, kitchen, Dining Rm, Living Rm w/fp, Four generous size bedrooms & 3.5 luxurious baths. The upstairs Loft boasts an amazing recreational room with soaring sealings & wall to wall windows overlooking spectacular views of the sound & sunsets. It also divides the four bedrooms for privacy. Last two weeks June $30,000, Month of July $55,000, First two weeks August $35,000
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300 Marion Place Photo Gallery 1
1 of 30
1 Unit Available
300 Marion Place
300 Marion Place, East Marion, NY 11939
East Marion
3 Bedrooms
$5,000
Last updated December 8 at 9:04 PM
Private, peaceful home on a serene acre of property. Just renovated, featuring open modern Kitchen/Dining combo for casual entertaining. Separate family room across open foyer with fireplace and loads of puzzles & games. Charming covered front porch looks out onto front yard. Back deck with grill overlooks pool and backyard. Three bedrooms: 1 Queen, 2 full beds and primary with king bed and en-suite bathroom with large shower. Hall bathroom with tub. Laundry in basement. Tasteful furnishings, all the basics & wifi together make this an easy place to settle in and retreat to for a great vacation & workplace away from the everyday home office. Treadmill for workouts. Beach rights at the end of the Bay Avenue. The surrounding area has it all: vineyards, farm stands, restaurants, beaches, downtown Greenport and more. Avail for use: Fire Pit - Solo Stove, 3 bikes.
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700 Gin Lane Photo Gallery 1
1 of 17
1 Unit Available
700 Gin Lane
700 Gin Lane, Southold, NY 11971
Southold
4 Bedrooms
$35,000
2400 sqft
Last updated December 8 at 9:04 PM
The Perfect Place To Enjoy a North Fork Vacation! Beautiful New Home In Bay Front Community. Open Living Room With Fireplace And Flat Screen Tv. Open Dining Room And Kitchen With Easy Access To Covered Porch, Private Backyard w/ heated salt water inground Pool. Master Bedroom Suite On 1st Floor, Additional Master Suite On 2nd Floor As Well As 2 Additional Bedrooms And Full Bath. Short Walk To A Gorgeous Bay Haven Association Beach Right At The End Of The Street. 2 month min. or MD-LD. June $25,000. July $35,000. Aug-LD $40,000. Renters Insurance required
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470 Goose Creek Lane Photo Gallery 1
1 Unit Available
470 Goose Creek Lane
470 Goose Creek Lane, Southold, NY 11971
Southold
3 Bedrooms
$20,000
2000 sqft
Last updated December 8 at 9:04 PM
Dine Al Fresco And Enjoy The Spectacular Sunsets At This Waterfront Paradise. 3 Bedroom 2 bath Contemporary Home With 1st Floor Waterside Masters Suite. New Soft padded Heated/Lighted Salt Water IG Pool W/Automatic Cover, Unobstructed Waterviews, Enclosed Outdoor Shower, Hi End Newly Built Kitchen. Enjoy Kayaking, Paddle Boarding and Fishing From Your Own Dock. Available Sept & Off Season Oct. 2021 - May 2022. Exit Clean, Utility & Security Deposit. Required
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3400 Youngs Avenue Photo Gallery 1
1 Unit Available
3400 Youngs Avenue
3400 Youngs Avenue, Southold, NY 11971
Southold
4 Bedrooms
$7,500
Last updated December 8 at 9:04 PM
Newly Renovated Farmhouse Centrally Located In Southold With Easy Access By Bus, Train or Car. Enjoy Your Morning Coffee As The Sun Rises Over The Farmfield. Spend An Afternoon Exploring The Beauty of the North Fork, Soak in the Sun at one of the Beautiful Peconic Bay or Long Island Sound Beaches, Enjoy Live Music at Numerous Wineries and/or Breweries, Browse unique local finds at One of Many Antique and/or Quaint Shops, and Don't Forget to Stop by Our Bountiful Farm Stands. Cool Off With a Dip in the Heated Saltwater Pool, Enjoy Dinner Under the Stars and Reminisce Around the Fire Pit. Utilities Included. 10% Security & Exit Clean. Enjoy Summer On The North Fork!
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590 Soundview Av Ext Photo Gallery 1
1 Unit Available
590 Soundview Av Ext
590 Soundview Avenue Extension, Southold, NY 11971
Southold
4 Bedrooms
$28,000
Last updated December 8 at 9:04 PM
Spacious Open Floor Plan Newer Home. Inground Heated Pool with Built in Hot Tub and Blue Stone Pool Surround. Screened Porch Overlooking Pool Area. Nice Yard. Wood Burning Fireplace. Good Wifi. Long Island Sound Beach and Historic Lighthouse Museum and Park Several Doors Away. This is the Gracious Well Appointed Home You Have Been Waiting For. ; Off Season 2021-2022-$28,000 per Month; Memorial Day to Labor Day 2022-$100,000; June 2022-$30,000; July 2022-$34,000; August to Labor Day 2022-$40,000.
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2737 Rocky Point Road Photo Gallery 1
1 Unit Available
2737 Rocky Point Road
2737 Rocky Point Road, East Marion, NY 11939
East Marion
4 Bedrooms
$35,000
2300 sqft
Last updated December 8 at 9:04 PM
Complete privacy and quiet welcome you to this triple mint renovated home set on an acre adjacent to preserved land. The heated gunite pool and outdoor entertainment areas complement an exquisitely renovated four bedroom, three bath interior with central air, new kitchen and baths. Close to beaches, farm stands, jitney stop and a few miles from all that Greenport has to offer. It's been a rough year, want for nothing this summer.
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240 Stratmors Road Photo Gallery 1
1 Unit Available
240 Stratmors Road
240 Stratmore Road, East Marion, NY 11939
East Marion
3 Bedrooms
$3,500
Last updated December 8 at 9:04 PM
OFF SEASON RENTAL - Available December 2021-end of April, 2022. Includes utilities! Beautiful open concept 3 bedrm, 2 bath furnished home set on a private dead end & only 0.2 mile from amazing LI Sound beach & sunsets. Vaulted ceiling w/beams, wood floors, living room w/fireplace, open to dining area & gourmet kitchen w/granite counters, stainless steel appliances & 2nd fireplace. Sliders lead to large back deck, patio, & grill. 2 nice sized guest rooms + primary bedroom w/en-suite. $250.00 exit cleaning fee to be taken from security. Tenant responsible for broker fee.
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11920 Main Bayview Road Photo Gallery 1
1 Unit Available
11920 Main Bayview Road
11920 Main Bayview Road, Southold, NY 11971
Southold
4 Bedrooms
$14,000
Last updated December 8 at 9:04 PM
Tastefully Renovated Farmhouse Made For Summer Fun.Home Has 4 Bedrooms,3 Baths,Open Layout, Large Eat In Kitchen, And A Main Level Master Suite. Backyard Features A Swimming Pool With Plenty Of Outdoor Entertaining. Enjoy All The North Fork Has To Offer.
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Results within 10 miles of Greenport
15 Hillover Lane Photo Gallery 1
1 Unit Available
15 Hillover Lane
15 Hillover Lane, Noyack, NY 11963
Noyack
3 Bedrooms
$30,000
Last updated December 8 at 9:06 PM
1460 Hillcrest Drive Photo Gallery 1
1 Unit Available
1460 Hillcrest Drive
1460 Hillcrest Drive North, Orient, NY 11957
Orient
4 Bedrooms
$45,000
Last updated December 8 at 9:04 PM
HILLCREST ESTATES RESORT-STYLE ENTERTAINING! This stunning home boasts 4 oversized Bedrooms (Sleeps 13+), 2.5 Baths, 1st floor Office, LR, DR, Den with Fireplace, Designer EIK, Rec Room with ping-pong and air-hockey tables. Magnificent, resort-style, landscaped private yard with expansive patios, multiple outdoor seating areas, heated inground pool, outdoor shower, fire pit, sports court, tree swing, front porch and more. Freshly painted, beautifully decorated open spaces to accommodate large gatherings. Private resident beach, a stones throw to Orient ferry, village, boating, Greenport, fine restaurants, golf courses and vineyards.
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7500 Nassau Point Road Photo Gallery 1
1 Unit Available
7500 Nassau Point Road
7500 Nassau Point Road, Cutchogue, NY 11935
Cutchogue
3 Bedrooms
$10,000
2880 sqft
Last updated December 8 at 9:04 PM
Extraordinary Nassau Point retreat with saltwater pool in an exclusive 1 acre meticulously landscaped setting. Relax in your surroundings of chic designer interior furnishings, including all the amenities for relaxing & entertaining with expansive deck & seating area & wraparound porch with swing. The ultimate in privacy & relaxed luxury in a premiere location with access to private Nassau Point sandy white beaches.
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5700 Nassau Point Road Photo Gallery 1
1 Unit Available
5700 Nassau Point Road
5700 Nassau Point Road, Cutchogue, NY 11935
Cutchogue
6 Bedrooms
$10,000
Last updated December 8 at 9:04 PM
Do you want your own personal resort? This stunning, freshly renovated extra-large home has everything you need for a fantastic vacation! Spacious backyard featuring swimming pool, outdoor kitchen and firepit. Tennis court! Big, beautiful kitchen. And access to the Nassau Point beach. 6 bedrooms, with room for all! Must see! $5000/week, 2 week minimum
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530 Stillwater Photo Gallery 1
1 Unit Available
530 Stillwater
530 Stillwater Avenue, Cutchogue, NY 11935
Cutchogue
3 Bedrooms
$15,000
1800 sqft
Last updated December 8 at 9:04 PM
Summer getaway with an in-ground pool and close to beach. In the heart of all the North Fork has to offer. Seasonal rental, weekly price with a 14 night minimum. Rented through Labor Day 2021
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470 Moose Trail Photo Gallery 1
1 Unit Available
470 Moose Trail
470 Moose Trail, Cutchogue, NY 11935
Cutchogue
3 Bedrooms
$25,000
1800 sqft
Last updated December 8 at 9:04 PM
Filled with natural light, this newly renovated 3 bedroom, 2 full bathroom home has cathedral ceilings, a modern kitchen, two large walk in rainfall showers, a massive pool in the backyard with a detached and covered built in grill, refrigerator, stone bar and center table, perfect for entertaining guests while lounging by the pool. There is also renovated deck area with outdoor couches and large umbrellas. Two miles to the long, sandy beach at the causeway in Cutchogue and the charming downtown and public beach in New Suffolk.
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2300 Pine Tree Road Photo Gallery 1
1 Unit Available
2300 Pine Tree Road
2300 Pine Tree Road, Cutchogue, NY 11935
Cutchogue
4 Bedrooms
$10,000
Last updated December 8 at 9:04 PM
OFF SEASON RENTAL ONLY. NOV. $10K. NOT AVAIL. DEC. JAN & FEB '22 $8k EACH. Newly renovated spacious 4 bedroom home plus den/office w/ plenty of outdoor space to relax or play. Private sandy bay beach less than a mile away. Beautiful kitchen & luxurious bathrooms. Peloton bike, private screened in balcony, covered front porch and large backyard deck.
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24 N Harbor Drive Photo Gallery 1
1 Unit Available
24 N Harbor Drive
24 North Harbor Drive, North Haven, NY 11963
North Haven
5 Bedrooms
$11,750
3197 sqft
Last updated December 8 at 9:04 PM
North Haven Private Community with Bay Beach Access! Enjoy your summer in this bright and spacious 5-bedroom, 3-1/2 bath home located in the private community of Bay Haven in the Village of North Haven, Sag Harbor. This classic colonial has an open floor plan for kitchen, dining room and great room with wood-burning fireplace. A formal Living Room with fireplace and 2 bedrooms with share bath completes the main floor living area. Second floor includes large master bedroom with master bath, additional 2 bedrooms and large hall bath with laundry area. Enjoy the large pool in the private, lush backyard setting, or walk to two private community bay beaches. Close proximity to Sag Harbor Village, Foster Memorial Town Beach and the South Ferry to Shelter Island.
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4782 Alvahs Lane Photo Gallery 1
1 Unit Available
4782 Alvahs Lane
4782 Alvah's Lane, Cutchogue, NY 11935
Cutchogue
4 Bedrooms
$18,000
3000 sqft
Last updated December 8 at 9:04 PM
Sequestered 84 Acre Vineyard Family Farmhouse in Cutchogue with Gunite Pool. This is the Birthplace of Long Island's Wine Region, featuring four-five bedrooms, two full and three half bathrooms. Sleeping arrangements are extensive. The landlord will entertain various rental Time-Frames.
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12 Randall Road Photo Gallery 1
1 Unit Available
12 Randall Road
12 Randall Road, North Sea, NY 11968
North Sea
3 Bedrooms
$75,000
Last updated December 8 at 9:06 PM
Great Vacation home, newly renovated three bedrooms two bath home . All new furnishings , beds, linens and towels. New kitchen & baths, new salt water heated pool, hardwood floors throughout, Central air . Enjoy complete backyard privacy swimming in your salt water pool. Visit our local Village Shops, Restaurants, beaches and parks. Landlord pays utilities out of security deposit.
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32 East Walk Photo Gallery 1
1 Unit Available
32 East Walk
32 East Walk, Middlesex County, CT 06413
6 Bedrooms
$25,000
2800 sqft
Last updated December 8 at 9:04 PM
This 6 bedroom home is located at the tip of a peninsula, only a few steps from the exquisitely groomed private beach. Water/beach views from the all-season porch, from the new master suite (under construction), from the second level deck and from the new playroom/office/fitness room & 6Th bedroom (also under construction). The Beach Park Point Association is jam-packed with amenities, such as; Swimming pool with lifeguard, big private beach, 3 tennis courts, basketball half-court, unlimited overflow parking for guests, boat trailer parking, boat mooring for-purchase, summer social calendar, private day camp for fee....The summer rental Price May-September is $25,000 per month. This property is also available on an annual basis, a 12-month lease, for $10,000 per month. The home can also be purchased for $1,125,000.
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550 Krause Road Photo Gallery 1
1 Unit Available
550 Krause Road
550 Kraus Road, Mattituck, NY 11952
Mattituck
5 Bedrooms
$32,000
Last updated December 8 at 9:04 PM
Stunning and spacious North Fork Cedar home getaway includes open concept living with spacious kitchen, master bedroom ensuite, living room leading to backyard oasis with mahogany deck, pool, pool house, outdoor kitchen, and outdoor shower. Plenty of room to spread out and walk to beach, Mattituck shops and Love Lane.
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155 Cedar Street Photo Gallery 1
1 Unit Available
155 Cedar Street
155 Cedar Street, East Hampton North, NY 11937
East Hampton North
2 Bedrooms
$19,000
1000 sqft
Last updated December 8 at 9:04 PM
Super-convenient to everything East Hampton, this surfer-chic property includes 2 bedrooms, bath, deck, outdoor barbecue, in-ground heated pool, jacuzzi and a tree swing, too. The finished basement has a bonus -- a pool table..
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57 Edwards Hole Road Photo Gallery 1
1 Unit Available
57 Edwards Hole Road
57 Edwards Hole Road, Northwest Harbor, NY 11937
Northwest Harbor
4 Bedrooms
$59,000
3000 sqft
Last updated December 8 at 9:04 PM
JUST LISTED -- Summer in the Hamptons! Beautiful Traditional East Hampton / Sag Harbor Home w/ Lushly Landscaped Lawn and Gardens. This gracefully appointed home with extensive gardens has a convenient East Hampton address yet is just 4 minutes to Main Street, Sag Harbor. The well-designed, open floor plan is perfect for entertaining. Recently built, this pristine, traditional home features 4 bedrooms and 3 ½ baths with elegant moldings and furnishings set in in a gorgeous natural setting. The open living room with fireplace, dining room area and chef’s kitchen easily flow into one another for both elegant and casual entertaining. Peaceful indoor/outdoor spaces lead out to a large terrace and heated pool for relaxing while listening to the custom interior/exterior sound system. A lovely wrap-around, shaded porch with ceiling fans and a custom-built nap glider completes the picture. Easy bike rides into both Sag Harbor and East Hampton Village, minutes to some of the best bay and ocean beaches East Hampton has to offer, plus multiple adjacent nature trails make this rental something special for your summertime enjoyment.
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What to keep in mind when looking for apartments with pools in Greenport, NY

Finding apartments with a pool in Greenport means cooling off from the summer heat, get-togethers, and more exercise. However, there are a few things to consider before signing your next lease.

Ask the property management how long the pool is open each year. Is it seasonal? Does the pool have a heat pump to make it practical to swim beyond summertime? You should also inquire about pool rules, capacity, and if unattended children are permitted. The size of the pool also matters. An oversized apartment complex with a tiny pool could mean crowded summers and frustrations when trying to take a quick dip.

Finding apartments with a pool in Greenport could also drive up your rent, but may be worth the trade-off. Assess the overall amenities of the property. Apartments with a pool may look fantastic on the outside, but inside the kitchen could need an upgrade or the bedrooms could prove smaller than you want.

Once you find the apartment of your dreams, enjoy an afternoon swim and get to know your new neighbors.