logo
logo

The Nantucket Life

Homes for Sale on Nantucket with a Pool

Scroll down to browse Nantucket homes for sale that have a pool. Select a listing to view more information on the property. Contact Jordan Real Estate to schedule a showing or if you have any questions. 

Nantucket Homes With a Pool

Don't Miss Out! Create an account to save your favorite Nantucket homes and to be notified when similar properties become available.

5 Grey Lady Lane Nantucket MA 02554

Nantucket, MA5 Grey Lady Lane

Price$2,795,000

Est. Mortgage: $/month

MLS Number 87980

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 5
  • Bathroom 5.5

Under construction and ready for occupancy this fall! Enjoy summer living near popular Cisco beaches, Bartlett Farm and more in your brand-new, thoughtfully designed 5-bedroom house on Grey Lady Lane, a cul de sac with just 12 home sites, the smallest enclave on Nantucket with a community pool.

Listed by Stephen Maury of Congdon & Coleman Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

22 Killdeer Lane Nantucket MA 02554

Nantucket, MA22 Killdeer Lane

Price$1,475,000

Est. Mortgage: $/month

MLS Number 87969

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 4
  • Bathroom 3.5

Beautifully maintained 4 bedroom home on one of the quieter streets in the desirable Naushop neighborhood. Enjoy the recently renovated kitchen and master bathroom along with numerous custom built-ins and other updates. This attractive home comes furnished, it has never been rented and is in turnkey condition. There is a large patio and pergola that can be accessed through both the dining room and the master suite that is surrounded by a lush garden. Only steps away from the Naushop pool, tennis courts and pickle ball court and an easy 5 minute drive to the south shore beaches or historic downtown makes this a perfect rental or family vacation home. The roof was replaced in 2020 and the home is on town water and sewer.

Listed by Josh Lothian of William Raveis Nantucket

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

1 Old Quidnet Milk Route Nantucket MA 02554

Nantucket, MA1 Old Quidnet Milk Route

Price$3,750,000

Est. Mortgage: $/month

MLS Number 87943

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 4
  • Bathroom 4.5

Bring your style and decor ideas to this fabulous home (see 3 virtual photos, great room, Sunroom, office) on FIVE PRIVATE ACRES in an estate-like setting. Extremely well-built and beautifully maintained property with room for expansion,(4,000sf+/-) guest house, pool, etc. Spectacular grounds with cutting and herb gardens, trails thru the woods, gazebo and a magical childs tree house. Ready for immediate occupancy, it's a blank canvas awaiting your decorator's touch.

Listed by Robert Young of William Raveis Nantucket

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

2 Dooley Court Nantucket MA 02554

Nantucket, MA2 Dooley Court

Price$2,125,000

Est. Mortgage: $/month

MLS Number 87978

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 3
  • Bathroom 2.5

Nestled in the woods with a welcoming front porch this 3 bedroom Cape on a ¾ acre lot is loaded with possibilities. There is room for a pool and ground cover remaining for a guest house. Already tied in to Town sewer. Perfect for creating a mini compound. Finished basement adds 800+ square feet of living space. Attached 2 car garage. Convenient location near Surfside Beach and the State Forest yet tucked away and private. The first 4 pictures are VIRTUAL.

Listed by Shelly Lockwood of Nantucket Realty Advisors

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

5 Brewster Road Nantucket MA 02554

Nantucket, MA5 Brewster Road

Price$7,895,000

Est. Mortgage: $/month

MLS Number 87501

  • Residential
  • Mls Status Active
  • Half Baths 2
  • Bedrooms 4
  • Bathroom 5

MONOMOY! Meticulously designed without a detail spared, this newly constructed contemporary and private Monomoy retreat is considerably spacious with over 4400+ square feet of living space, including four ensuite bedrooms and large common areas that make for comfortable multi-generational family enjoyment. The convenient Monomoy location is only minutes from Nantucket Harbor, South Shore beaches and Nantucket Town. One of the many alluring design attributes of the property is the harmonious blending of indoor and outdoor space, where outdoor living is an extension of the house adding significant square footage to the entertaining space. The outdoor space offers multiple gathering areas for dining and lounging. A heated 16'X40' saltwater pool with white granite surround and separate recessed spa is integrated seamlessly into the mahogany decking. Stargaze with friends while enjoying the gas fire-pit and lovely mature landscaping. The pool cabana with kitchenette, powder room, and an outdoor shower complete this magical outdoor oasis. Additional features include a custom finished garage with loft providing ample storage space for both a vehicle and beach toys. This property is the ideal setting for entertaining generations of family and friends. Offered mostly furnished and available to start making your Nantucket dream a reality!

Listed by Sheila Carroll of Maury People Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

38 & 38A Vestal Street Nantucket MA 02554

Nantucket, MA38 & 38A Vestal Street

Price$3,500,000

Est. Mortgage: $/month

MLS Number 87935

  • Residential
  • Mls Status Active
  • Half Baths 2
  • Bedrooms 4
  • Bathroom 4

Exceptional offering consisting of two properties selling together. 38 Vestal, set on an elevated lot, is a three bedroom, two full bathroom, two half bathroom upside down style house with attached two car garage and workshop on .26 Acre. 38A Vestal, tucked privately away, is a one bedroom, one bathroom house with open and inviting living spaces on .07 Acre. The two properties, being sold together on .33 Acre, offer an estate type setting in town, a moment from Main Street. The zoning allows for pool and spa and there is ground cover remaining for expansion purposes. A long driveway off Vestal Street leads to a large parking area for 6+ cars. The location is quiet, peaceful, and convenient to both town and west of town locations. Truly a rare and unique opportunity offering options for buyer's consideration.

Listed by Keri Kalman of Congdon & Coleman Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

2 Westerwick Drive Nantucket MA 02564

Nantucket, MA2 Westerwick Drive

Price$4,595,000

Est. Mortgage: $/month

MLS Number 87945

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 6
  • Bathroom 5.5

Wild Aster - Sun-loving, easy-going, and prized by butterflies; Wild Asters represent the simple joys we love on island. A floral inspired pallet and walking distance to community gardens and the Preserve, the Wild Aster is an idyllic cottage for those needing a daily dose of island flora. Walking distance to miles of spacious coastal views, and just steps away from afternoon dog walks with the kids, Cannonbury Lane's site design and amenities marry the best of the island's natural wonders in one location. Meet the beach at the end of your driveway by way of community-wide dunescaping and boardwalks. Follow gentle undulations of sand and sea oats to the backside of the enclave for sunset yoga at the Field House. Deeded beach access, gorgeous community cutting gardens, and private entry to acres of lush flora ensure that season on Sconset actually feels like summer. - This property is permitted for a 2 car garage with a studio above, and a pool cabana with living room space and a private bathroom (please inquire for pricing).

Listed by Carl C. Lindvall of Great Point Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

18 Meadow Lane Nantucket MA 02554

Nantucket, MA18 Meadow Lane

Price$3,995,000

Est. Mortgage: $/month

MLS Number 87927

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 3

½ acre lot with close proximity to downtown Nantucket, views over open space to the west provide expansive vistas and beautiful sunset opportunities. This home is located on a quiet street and moments from north shore beaches, bike paths, and conservation land. The property offers a spacious front yard, room for house expansion, and great opportunities to take in those summer sunsets. Very desirable rental location and opportunity for income. New multi-zoned central air, freshly painted with a 16’ x 36’ pool being installed for summer 2021.

Listed by J. Brent Tartamella of Fisher Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

16 Gladlands Avenue Nantucket MA 02554

Nantucket, MA16 Gladlands Avenue

Price$2,995,000

Est. Mortgage: $/month

MLS Number 87816

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 4
  • Bathroom 3.5

Nestled in on 1.8 acres in Surfside, this four bedroom home is a wonderful island retreat. The property offers incredible privacy, yet is close to popular south shore beaches and the conveniences of Town. A gracious front porch, screened-in rear porch and a large backyard deck with wood-fired grill offer myriad ways to enjoy the outdoors. The spacious grounds are perfect for afternoon lawn games, while the future addition of a pool and a potential secondary dwelling could enhance its potential.

Listed by Jennifer Shalley Allen of Fisher Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

13B Park Circle Nantucket MA 02554

Nantucket, MA13B Park Circle

Price$695,000

Est. Mortgage: $/month

MLS Number 87697

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 3
  • Bathroom 2.5

This three bedroom, two and a half bath condo is located in a great family neighborhood with shared green space, a pool and community meeting house. Centrally located on island and convenient to the Nantucket Trading Post, Delta Fields, Strong Wings, Small Friends and the Nantucket New School.

Listed by Ty Costa of William Raveis Nantucket

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

6 Sandpiper Way Nantucket MA 02554

Nantucket, MA6 Sandpiper Way

Price$3,250,000

Est. Mortgage: $/month

MLS Number 87739

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 3
  • Bathroom 2.5

A must see property! 6 Sandpiper Way has been completely transformed into an elegant and sophisticated oasis with a large deck that looks to the Atlantic. Beautiful, light filled, open living space with architectural details throughout; from the shiplap to the 250 year old "Old Growth Southern Pine" mantel, to the post and cable railing system, "Visual Comfort" lighting fixtures, African Wenge Hardwood Floors, expansive decks completely rebuilt with Mahogany with a camouflage system and countless other custom details. This property also includes HDC approved plans for a swimming pool, cabana/entertainment space. This location is conveniently located to beaches, bike paths, and the Sconset Village.

Listed by Susan Shepherd of Shepherd Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

10 Old Westmoor Farm Road Nantucket MA 02554

Nantucket, MA10 Old Westmoor Farm Road

Price$8,325,000

Est. Mortgage: $/month

MLS Number 87646

  • Residential
  • Mls Status Active
  • Half Baths 2
  • Bedrooms 9
  • Bathroom 10

Fantastic Cliff compound surrounded by the serenity of nature. Filled with natural light, the open concept floor plan and mature landscaping blend the outside with the inside seamlessly integrating multiple living areas and the well appointed kitchen. The thoughtfully designed outdoor space with pool, fire pit, outdoor kitchen and dining area make this the perfect spot for entertaining. The fully equipped two bedroom cottage rewards the property by acting as an additional entertaining space and pool cabana. There is a second shelled driveway off Pilgrim road with access to the over-sized garage.

Listed by J Pepper Frazier II of J Pepper Frazier Co.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Based on information submitted to MA_LINK as of March 7, 2021 . All data is obtained from various sources and has not been, and will not be, verified by broker or MA_LINK.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.