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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

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12 A Gray Avenue Nantucket MA 02554

Nantucket, MA12 A Gray Avenue

Price$3,595,000

Est. Mortgage: $/month

MLS Number 88499

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 6
  • Bathroom 4.5

Scheduled to be completed early spring, brand new construction with a thoughtful floor plan and meticulous attention to detail. The property offers six-bedrooms, 4.5 baths, a custom designed kitchen with Silestone Statuario counter-tops, a finished lower level with two bedrooms and a full bath. The 14' by 29' salt water pool has a automatic pool cover.

Listed by Kathy Gallaher of Maury People Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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.

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1 Shawkemo Hills Lane Nantucket MA 02554

Nantucket, MA1 Shawkemo Hills Lane

Price$8,795,000

Est. Mortgage: $/month

MLS Number 88838

  • Residential
  • Mls Status Active
  • Half Baths 3
  • Bedrooms 6
  • Bathroom 7.5

Winding stone walls lead you up a private, crushed marble driveway to the refined and luxurious estate that awaits at 1 Shawkemo Hills Lane. Concealed by mature and thoughtfully designed gardens, the 8,000+ square foot home has been meticulously maintained. With no detail left unpolished, this five+ bedroom (alternate six-bedroom plan) home is sure to meet the needs of any discerning buyer in search of the perfect multi-generational Nantucket home. Featuring a myriad of spaces, there truly is something for everyone to enjoy; procure your favorite bottle of wine from the custom wine cellar, relax with a film in the home theater, or spend a day around the pool complete with a visit to the steam room. Or lastly, enjoy a cocktail while watching sunset from your full width straight access roof walk with 360-degree views of the island. A home unlike any other, elevate your Nantucket experience with this impeccable Shawkemo property in one of the most private and desirable areas of Nantucket Island.

Listed by Brian Sullivan of Fisher Real Estate

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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.

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84 Cliff Road Nantucket MA 02554

Nantucket, MA84 Cliff Road

Price$8,250,000

Est. Mortgage: $/month

MLS Number 89042

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 6
  • Bathroom 6.5

84 Cliff is a custom 5 bedroom house with three levels of living space, attached garage, pool, and 1 bedroom cabana. Construction will commence in winter 2022 with occupancy slated for spring 2023. The house features an open floor plan with 5 bedroom suites, and a finished lower level with a guest suite and family room. The gracious 2nd floor primary bedroom has a cathedral ceiling, walk-in closet, and generously sized master bath with soaking tub and separate tiled shower. The living space will flow nicely out to the yard with a pool and cabana with a guest suite. The location is close to Town, Westmoor, and Cliff area beaches.

Listed by Liza Ottani of Lee Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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.

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35 Pine Crest Drive Nantucket MA 02554

Nantucket, MA35 Pine Crest Drive

Price$3,495,000

Est. Mortgage: $/month

MLS Number 89010

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 5

Two dwellings, each with privacy easy conversion to add a third dwelling! Stately custom home situated on a private large of over one acre near the back of Pine Crest Drive, a private cul de sac neighborhood. One bedroom cottage with full basement and room to add additional bedrooms. The sprawling main house offers more than 4,700 square feet of living space, a huge garage with three overhead doors, additional living quarters and an indoor pool! The property is now included in the Town Sewer overlay district which allows for the potential to add more bedrooms or another dwelling.

Listed by Stephen Maury of Congdon & Coleman Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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.

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46 Madequecham Valley Road Nantucket MA 02554

Nantucket, MA46 Madequecham Valley Road

Price$12,500,000

Est. Mortgage: $/month

MLS Number 88263

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

Panoramic and 180-degree ocean views, this rare oceanfront property, "Grandtucket", is truly the epitome of life by the ocean. This compound boasts over three acres with a main house, guest house, and attached garage with a private and direct beach path to a pristine wide beach. Sited along the South Shore, there are breathtaking and stellar views of the Atlantic from this captivating property. Multiple living spaces, expansive and lush lawn along wraparound decks encompassed by ocean breezes, and perfect for gatherings. Potential to install a pool or tennis courts for the ultimate retreat. Strong rental history with over $270k in rental income for 2021. It is like no other and should not be missed!

Listed by Susan Chambers of Maury People Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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.

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5 White Street Nantucket MA 02554

Nantucket, MA5 White Street

Price$7,395,000

Est. Mortgage: $/month

MLS Number 88852

  • Residential
  • Mls Status Active
  • Half Baths 2
  • Bedrooms 7
  • Bathroom 9

Stunning Surfside estate where intricate craftsmanship and thoughtful nautical details are second to none! 7 bedrooms, 8+ bathrooms complete with a main house, a second dwelling over the two car garage, walk in swimming pool with multiple water features, hot tub, greenhouse, gym with steam shower, generator and beautifully landscaped grounds. Situated on serene 1.84 acres that abut Camp Richards. Truly must be seen in person to fully appreciate.

Listed by Matt Payne of Congdon & Coleman Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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.

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51W Weweeder Avenue Nantucket MA 02554

Nantucket, MA51W Weweeder Avenue

Price$8,250,000

Est. Mortgage: $/month

MLS Number 88846

  • Residential
  • Mls Status Active
  • Half Baths 2
  • Bedrooms 6
  • Bathroom 7

Stunning new build by Harris Construction. Designed by Emeritus Development, the 6 bedroom house with open layout, and over 5,500 sf of living space on three finished floors has sweeping first floor, unobstructed ocean views. Private pool and spa with surrounding bluestone patio and cabana. Path directly to Nobadeer Beach. Only the highest end materials and craftmanship will be used to construct this rare offering. At this stage, Buyer has chance to work with Harris Construction to pick finish details, such as hardware, tile and millwork.

Listed by Dalton T. Frazier of J Pepper Frazier Co.

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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.

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3 Kittiwake Lane Nantucket MA 02554

Nantucket, MA3 Kittiwake Lane

Price$2,395,000

Est. Mortgage: $/month

MLS Number 88738

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

This well-maintained builder’s home offers 4 floors of finished living space and many extras. The spacious first floor living area opens to a private brick patio. The second and third floor offer spacious bedrooms for family and guests. The finished lower level has a family room with wet bar, full bath, large laundry room and ample storage. One of the few Naushop lots to boast a detached single-car garage with finished loft above. Conveniently located to the community pool and tennis courts.

Listed by Jordan Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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.

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111 Surfside Road Nantucket MA 02554

Nantucket, MA111 Surfside Road

Price$6,795,000

Est. Mortgage: $/month

MLS Number 88659

  • Residential
  • Mls Status Active
  • Half Baths 3
  • Bedrooms 6
  • Bathroom 7.5

BRAND NEW SPA INSPIRED SURFSIDE COMPOUND! The newest project from the Slacktide team features a 5 bedroom main house, guest/pool house with a large suite for visitors, 2 car garage with studio space above and pool with a spa. Finished for Spring of 2022 this Emeritus design provides more than 6500 sq ft of living space with a coastal Nantucket feel. A cut through to the bike path on Surfside road leaves just a short bike or walk to Surfside beach. Large windows and doors provide ample natural light throughout the interior living spaces and the skillfully manicured outdoor space features great privacy with mature trees and vegetation.

Listed by Will Maier of Maury People Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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.

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36 Sheep Pond Road Nantucket MA 02554

Nantucket, MA36 Sheep Pond Road

Price$4,750,000

Est. Mortgage: $/month

MLS Number 88672

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2

This Exclusive Nantucket Island Home is the Perfect Summer Retreat This stunning home has extraordinary ocean views and amazing sunsets on a wide open 2-acre grass lot in Madaket. With unobstructed ocean views from most rooms and a fieldstone fireplace, this light filled quintessential beach house is just steps from a quiet, secluded beach. A separate three room studio provides a welcome oasis. This property has plenty of room for expansion and a pool. The home is conveniently located, but also just off the beaten path, so one can truly feel away from it all. Close to Millie's Restaurant, the public bus system, miles of bike paths and trails, good surf spots and great fishing. Gorgeous sunsets from the screened porch and private natural surroundings, mostly conservation land, make this home an ideal getaway.

Listed by Jordan Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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.

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5 Shawkemo Hills Lane Nantucket MA 02554

Nantucket, MA5 Shawkemo Hills Lane

Price$12,450,000

Est. Mortgage: $/month

MLS Number 88627

  • Residential
  • Mls Status Active
  • Half Baths 3
  • Bedrooms 5
  • Bathroom 7.5

Beautiful and meticulous compound with the highest quality and finish work throughout. The main dwelling offers several living areas and views over abutting conservation. The first floor has a large family room with French doors opening onto the patio, pool, yard and studio/pool house. The upper level includes cathedral living and dining rooms, kitchen and beautiful master suite. The lower level includes an additional bedroom and bath, home theater, wine cellar and another family/game room and arts and crafts room. There are five wood-burning masonry fireplaces, mahogany wet bar and two laundry rooms, and additional amenities too numerous to mention. This is an extraordinary execution of a brilliant design.

Listed by Bernadette Meyer of Maury People Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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.

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256 Polpis Road Nantucket MA 02554

Nantucket, MA256 Polpis Road

Price$26,500,000

Est. Mortgage: $/month

MLS Number 88553

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 8
  • Bathroom 5.5

256 Polpis Road is truly an exceptional offering. Properties of this caliber rarely become available on Nantucket Island, this is one of the nicest we have ever seen. This beautiful compound is spread over six+ acres of pristine land and includes a sprawling circa 1920s 5 bedroom/4+ bathroom main house with spectacular water views from almost every room. There is also an 1830’s 2 bedroom guest cottage, a 3 car garage, a boat house and a 1 room cottage are perched on the rim of Polpis Harbor. Two boat moorings are available. A winding drive leads from the road to the main residence. The main house features a generous first floor plan, with handsome original woodwork throughout. The rooms are large – most with panoramic water views. This home was clearly designed to take full advantage of its beautiful surroundings. The first floor contains a large living room, a formal dining room and a cozy den, each with a fireplace; a large modern kitchen, a beautiful sun room, a screened in porch, a master bedroom with water views, and three guest bedrooms complete the first floor. The second floor has an additional master bedroom, accessing a large private deck offering dramatic views of the harbor. Venture up to the widows walk and enjoy a morning coffee or evening cocktails while taking in the mesmerizing vista. There is just over 2000 square feet of ground cover remaining giving the new owner plenty of room to add a pool cabana, guest house or add on to the existing structure. A new 8 bedroom septic system has been designed creating a perfect spot to add a swimming pool between the house and the water. Separate from the main house, there are two additional bedrooms in the charming, antique guest cottage with lovely yard and gardens. A path meanders from the main house to the harbor, where favorite Nantucket pastimes such as boating, kayaking, canoeing, fishing, and scalloping can be enjoyed. This is a rare opportunity to call a serene piece of Nantucket “home.” A legacy property to be enjoyed in all seasons, for many years to come.

Listed by Lisa Winn of Maury People Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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 January 21, 2022 . 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.