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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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16 Gardner Road Nantucket MA 02554

Nantucket, MA16 Gardner Road

Price$3,795,000

Est. Mortgage: $/month

MLS Number 90043

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 4
  • Bathroom 2.5

A rural setting with easy town proximity leads to the community of Shimmo nestled into the northern shore of the island. Shimmo is known for both its privacy and proximity to town. Situated on a knoll atop over a 3/4 acre parcel the home offers a birds eye view of the pastoral setting that surrounds you. Wraparound decking, stonewalls, and a widows walk are just a few of the features to note. The home is well maintained and boasts fine woodworking and craftsmanship throughout. The main house offers 4 bedrooms and 2 1/2 baths and partially finished lower level with private office. Designs for 13 x 26 pool and 7 x 7 spa will convey to the next owner, along with HDC approvals for a second dwelling, addition of exterior shutters, and a shed allowing the next buyer to execute at thier leisure.

Listed by Chandra Miller of Maury People Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* 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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9A Pilgrim Road Nantucket MA 02554

Nantucket, MA9A Pilgrim Road

Price$6,495,000

Est. Mortgage: $/month

MLS Number 90047

  • Residential
  • Mls Status Active
  • Half Baths 2
  • Bedrooms 5
  • Bathroom 6

Beautifully executed 5 bedroom, 5 full, 2 half bath house by seasoned developer Christopher Fiumara. Finished in 2020 with only the highest level of craftmanship, materials and attention to detail. Three levels of living, free-standing garage and pool/spa surrounded by bluestone patio on sought after Pilgrim Road. Open layout with well proportioned rooms. Floor plan seamlessly connects the indoors with the outdoors. Fully furnished - turnkey.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* 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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26 Killdeer Lane Nantucket MA 02554

Nantucket, MA26 Killdeer Lane

Price$1,990,000

Est. Mortgage: $/month

MLS Number 90034

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

Located on a desirable interior street in Naushop, “Comfort Where’ is a 3 bedroom, 2 and 1/2 charming home featuring cathedral ceilings, an open floor plan, a spacious 1st floor primary suite, pine floors throughout, a fireplace, brick patio and an 8 x 10 storage shed. Naushop is a family-friendly community where residents can enjoy a renovated clubhouse, newly refurbished pool, two recently resurfaced tennis courts, a new pickle-ball court and a new playground. The house has been owner occupied however presents significant rental income potential with the many amenities Naushop offers.

Listed by Chris Kling of J Pepper Frazier Co.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* 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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25 Nonantum Avenue Nantucket MA 02554

Nantucket, MA25 Nonantum Avenue

Price$33,750,000

Est. Mortgage: $/month

MLS Number 90019

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

Experience the pinnacle of luxury living with this grand waterfront estate on Nantucket Island. Located on the sandy shores of this exclusive New England destination, this property enjoys direct beach access, offering the perfect setting for sun-soaked days and breathtaking sunsets. This offering includes a main house and garage with studio above, sitting on 2.04 acres. Additionally, there are two adjoining undeveloped lots with 2.10 acres between them. One of these lots is OCEAN-FRONT. Featuring multiple living areas, this spacious home is perfect for entertaining on a grand scale. From the formal living and dining room to the expansive family room, there is no shortage of space to host guests and make lasting memories. The gourmet kitchen is a chef's dream, outfitted with top-of-the-line appliances and extensive counter space. Privacy is of the utmost importance, and this estate delivers, with lush landscaping and formal gardens providing a secluded oasis. The property also offers room for expansion, allowing for the creation of additional amenities; a cottage, or pool with pool house and tennis court. Don't miss this opportunity to own one of Nantucket's largest south-shore estates.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* 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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12 Ellens Way Nantucket MA 02554

Nantucket, MA12 Ellens Way

Price$5,399,000

Est. Mortgage: $/month

MLS Number 90007

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 4
  • Bathroom 5.5

Rare offering in the desirable Ellen's Way Miacomet Preserve neighborhood. Immaculate 4 bedroom home abutting acres of conservation space w beautiful and private pool area. Three floors of high end finished living being offered fully turn key with complete furnishings. Detached garage. Beautiful home ready to go for the 2023 season!

Listed by Josh Lothian of William Raveis Nantucket

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* 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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31 Sankaty Road Nantucket MA 02564

Nantucket, MA31 Sankaty Road

Price$7,495,000

Est. Mortgage: $/month

MLS Number 89953

  • Residential
  • Mls Status Active
  • Half Baths 2
  • Bedrooms 7
  • Bathroom 8

Spectacular setting in Sconset ~ offering ocean views, privacy, pool, large and private yard with three dwellings and two car garage. Main house with four levels of interior living, central air, and radiant heat in lower level. Guest cottage boasts three levels of living with full kitchen and privacy from main house with dedicated off street parking. New in 2018 pool is 14' x 24' with an interior 8' spa enclosed by perimeter gate. New in 2020 two-car garage with additional storage and large open studio atop with private access. Solid rental income history.

Listed by Chandra Miller of Maury People Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* 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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14 Flintlock Road Nantucket MA 02554

Nantucket, MA14 Flintlock Road

Price$2,495,000

Est. Mortgage: $/month

MLS Number 89964

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 4
  • Bathroom 1.5

Four bedroom colonial set on a beautiful wooded lot in Tom Nevers East. This 1.1 acre parcel abuts 28 acres of Nantucket Land Bank property. The first level of the home features a large living room with a fireplace, kitchen, dining room and half bath. Upstairs is a spacious master bedroom, three guest rooms and a full bath. The outdoor deck looks out onto the tree-covered lawn. It is perfect for al fresco dining. The house is ready to enjoy as-is or renovate using HDC approved plans. Pool plans also approved. Tom Nevers East residents enjoy close proximity to South Shore beaches and have use of the community tennis courts.

Listed by Kenny Hilbig of William Raveis Nantucket

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* 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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17 Okorwaw Avenue Nantucket MA 02554

Nantucket, MA17 Okorwaw Avenue

Price$4,950,000

Est. Mortgage: $/month

MLS Number 89901

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

Timeless and sophisticated cottage on very private 2.53 acre lot in Surfside less than one mile to Surfside Beaches. Property sale includes HDC approved plans for a beautifully designed contemporary 4 Bedroom Main House & Pool. Existing cottage is ready for occupancy now and is expertly designed and built with inviting light filled spaces featuring well placed windows and doors that highlight the beautiful natural setting and surrounding grounds. Comfortable, inviting spaces throughout the home and great open floor plan includes a chef's kitchen and two first floor bedroom suites. One large room on the second story provides upscale bonus living space for an additional bedroom, office or play space. Owner/Builder available to execute approved plans under separate contract. Outstanding opportunity to secure private compound setting with plans for the future.

Listed by Mary Taaffe of Maury People Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* 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$8,995,000

Est. Mortgage: $/month

MLS Number 89924

  • 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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* 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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33 Vestal Street Nantucket MA 02554

Nantucket, MA33 Vestal Street

Price$5,300,000

Est. Mortgage: $/month

MLS Number 89883

  • Residential
  • Mls Status Active
  • Half Baths 2
  • Bedrooms 5
  • Bathroom 6

Turn Key, fully furnished property with a pool in Town! This spacious, five bedroom property offers all en-suite bedrooms, a large finish finished lower level, and great rental history if one desires. The quaint Vestal Street neighborhood is conveniently located on the edge of Town, about 1/4 mile to the shops and restaurants of downtown. This high-end, contemporary home offers easy living and unique in town heated pool. Excellent rental history.

Listed by Henry Sanford of Sanford & Sanford Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* 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$7,995,000

Est. Mortgage: $/month

MLS Number 89867

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

Stunning new build by Harris Construction. Designed by Emeritus Development, the 5 bedroom house has an open layout oriented to the sweeping, unobstructed first floor ocean view. There will be 4,600 sf of living space on two finished floors with option of finishing lower level and adding 2,000 sf of living space. Private pool and spa with surrounding bluestone patio and cabana. Over 3,500 sf of ground cover remaining and 7 bedroom septic to be installed. Only the highest end materials and craftmanship will be used to construct this rare offering. At this stage, Buyer has chance to pick finish details, such as hardware, tile and millwork. Scheduled for delivery late Fall '23.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* 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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11A Meadow Lane Nantucket MA 02554

Nantucket, MA11A Meadow Lane

Price$1,255,000

Est. Mortgage: $/month

MLS Number 89845

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

Co-Ownership Opportunity: Own 1/8 of this professionally managed, turnkey home, custom built in 2022. With its contemporary coastal design, “Cedar Isle” offers modern living on historic Nantucket. This sleek home includes a three level Main House with 6 bedrooms/5.5 bathrooms, Private Pool & Spa, and Pool House with a covered cabana, half bath, and outdoor shower. The open living space is bright and welcoming, with a wall of glass doors opening to the pool, spa and beautifully landscaped backyard. The gleaming gourmet kitchen has a large island for prep and eating, high-end appliances and custom cabinets. The adjoining dining space features a custom banquette. 11A Meadow is located on a quiet cul de sac and is in close proximity to downtown Nantucket. The home is professionally decorated and comes fully furnished. There is the opportunity to purchase more shares ($1,255,000 per share).

Listed by Gillian Freter of J Pepper Frazier Co.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* 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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Based on information submitted to MA_LINK as of January 27, 2023 . 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.