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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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8 Wrights Landing Nantucket MA 02554

Nantucket, MA8 Wrights Landing

Price$3,495,000

Est. Mortgage: $/month

MLS Number 88804

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

Newly renovated in a private and quiet setting with views of the ocean this property provides both sunlit warmth and fresh finishes that make for a fabulous summer home. Expansive decks and large backyard capture sea views and a relaxed pastoral setting. Gourmet kitchen, 5 burner Bertazonni gas range, centered custom oak and quartz island with floating shelves complete both design and function. Cathedral ceilings in kitchen, dining, and living with custom mantle and a wood burning fireplace. First floor foyer leads to a large open den with a second wood burning fireplace. Four bedrooms, three full baths, and one half bath with a bonus room/office/bunk. New central air system. Property has potential for a 20 x 40 pool and addition of a 200 square foot shed with all approvals in hand to convey to the buyer. Property is being sold mostly furnished and generated 144K in gross rental income FTY 2021.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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.

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32 Chuck Hollow Road Nantucket MA 02554

Nantucket, MA32 Chuck Hollow Road

Price$3,695,000

Est. Mortgage: $/month

MLS Number 88850

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 4

Plenty of space for your Nantucket dreams. This property consists of three bedrooms, four baths and a two-car garage on over three acres abutting conservation land for maximum privacy. At the center of the open floor plan is the multi-story great room with floor-to-ceiling windows and skylights radiating in cascading natural light creating a sense of architectural drama. Extensive renovations include the expansive gourmet kitchen outfitted with commercial-grade appliances and an adjacent dining room for seamless entertaining. This estate setting allows you to bring your vision to life with ample ground coverage for a second home, pool and cabana. Panoramic distant ocean views and over the moors enhance this enchanting setting. Close proximity to Tom Nevers and Low Beaches.

Listed by Shelly Lockwood of Nantucket Realty Advisors

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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.

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12.5 Pequot Street Nantucket MA 02554

Nantucket, MA12.5 Pequot Street

Price$3,495,000

Est. Mortgage: $/month

MLS Number 87325

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3

Two cottages on a large private lot very near Surfside Beach! An artist's retreat spanning two generations, includes a 3 Bedroom main house plus a 1 Bedroom cottage with a full basement set back from the road and surrounded by natural vegetation on a 30,000 sf lot just 400 yards to the beach. Perfect As-Is and offers significant potential for future expansion. R-20 zoning allows 3,750 sf of ground cover, plus decks, porches, patios and pool; a 4 bedroom septic is in the ground. Update the existing houses or build a compound near one of the most beautiful beaches on the island!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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.

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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: 2.88% last updated on Sep 23, 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.

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33 Brewster Road Nantucket MA 02554

Nantucket, MA33 Brewster Road

Price$7,750,000

Est. Mortgage: $/month

Open House

MLS Number 88652

  • Residential
  • Next Open House: Tue 09/28 11:00 am. to 1:00 pm.
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 5

Come for Thanksgiving, just bring your suitcase! Tucked down a long driveway on 1.3 acres of land, a renovated turn-key five bedroom Monomoy pool home awaits you. A rare combination of privacy and the ability to expand. Located in a quiet setting adjacent to over 9 acres of State Forest, it is within walking distance of Nantucket Harbor. The house was thoughtfully designed and renovated offering stunning floor-to-ceiling windows capture abundant natural light and give you a direct line of sight to a gorgeous 40 foot pool offering deck jets/hot tub and custom gas fire pit in the large backyard. A wide back deck spans the length of the house and is easily accessed from several sets of French doors in both the living room and first floor primary bedroom. The backyard is south facing so the pool gets sun all day, and at night the firepit reflects in the pool. The property offers a full, unfinished basement and an oversized two-car garage with radiant heated floors. The property is sold furnished, and allows for further expansion including a cottage and/or cabana via 1366 sq ft of remaining ground cover (backyard is stubbed for gas/sewer already). Recently connected to town sewer. The renovations are numerous and include a new and reconfigured floor plan. Many extra upgrades including: Mostly new mechanicals, new well equipment, new A/C, new dehumidification system, new irrigation, outdoor Sonos speakers/Pent Air pool controls via I-port/Wi-Fi enabled front lights, heated bathroom floors, Waterworks fixtures, Cape Cod Overhead Garage doors, and a large outdoor shower.

Listed by Jennifer Frazier of J Pepper Frazier Co.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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.

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5 Blazing Star Road Nantucket MA 02554

Nantucket, MA5 Blazing Star Road

Price$2,795,000

Est. Mortgage: $/month

MLS Number 88819

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 3
  • Bathroom 3.5

Elegant three bedroom, 3.5 bath turnkey Beach Plum village home with a high level of craftsmanship and attention to detail. Natural light throughout the open and airy layout, beautiful hardwood floors, shiplap wall finishes, high-end appliances, custom cabinetry, central air, Sonos entertainment system, security cameras both inside and out, and Wifi thermostats are just a few key elements. The large landscaped lot abuts the Bocce court to the rear allowing for nice privacy and features a detached one-car garage. The community amenities include a 20' x 40' infinity-edge swimming pool, gazebo, Har-Tru tennis court, children's play structure, clubhouse with fitness center, and a Bocce Court in a beautifully landscaped park. Beach Plum village is very conveniently located and is just minutes to Surfside beach, bike paths, yoga and fitness studios, coffee shops, grocery and gourmet food and wines, restaurants, and more. 5 Blazing Star is being sold furnished and is ready for immediate enjoyment.

Listed by Liz Finlay of Great Point Properties

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$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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.

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10 Larrabee Lane Nantucket MA 02554

Nantucket, MA10 Larrabee Lane

Price$1,675,000

Est. Mortgage: $/month

MLS Number 88612

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

A newly constructed home by J5 Development offers modern living and includes many custom details and features. Located moments from all that Nantucket has to offer; Surfside, Miacomet and Cisco beaches; the historic downtown and mid-Island shopping; Surfside and Bartlett Road bike paths; as well as Miacomet Golf Course, Bartlett Farm, and Cisco Brewery. One-story living affords a wonderful open layout with high ceilings and there is future potential to finish the lower level to your liking. The backyard offers space for a plunge pool or spa and/or a bike/storage shed.

Listed by Dawn Hill Holdgate of Great Point Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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.

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2 Reacher Lane Nantucket MA 02554

Nantucket, MA2 Reacher Lane

Price$1,899,000

Est. Mortgage: $/month

MLS Number 88750

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3

This delightful four bedroom property is located in the desirable Pine Valley neighborhood in Miacomet close to Miacomet Golf Course.This sun filled location is beautifully landscaped and hedged in offering endless privacy. Located in R 10 L Zoning, the bonus of town water and sewer exists at this seemingly endless .38 acre lot. There is an additional ground coverage of 3,000 square feet which creates endless options. Perhaps do a garage with an apartment above, guest cottage or add on to the existing property. Upgrades in 2013 include a new roof, windows, heating and cooling with mini splits, hardwood floors and an outdoor 100' shed. The lower level offers tremendous living space equipped with a living area, kitchen area, two additional office sized rooms and a full bathroom. Can readily change with proper window egress to two additional bedrooms. Excellent rental income of $ 30k yearly currently accompanies the basement.Review newly attached renderings for a POOL drawn by well received Mark Lombardi of Heritage Landscapes.The backyard serves as an excellent backdrop for one and pools are in high demand! Walking trail nearby overseen by the Land Bank that extends to Miacomet Beach/ bike paths are nearby for exercise to Cisco and various points on island. Enjoy the enclosed outdoor shower in the privacy of the backyard. Excellent location in a truly lovely neighborhood equidistant to Cisco (think Brewery, Bartlett Farm) Surfside Beach or town for great shopping. The trilogy of a solid investment, great rental history and future buildability is not to be missed.

Listed by Paula Maloney of William Raveis Nantucket

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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

35 Brewster Road Nantucket MA 02554

Nantucket, MA35 Brewster Road

Price$2,500,000

Est. Mortgage: $/month

MLS Number 88754

  • Residential
  • Mls Status Active
  • Bedrooms 2
  • Bathroom 1

35 Brewster Road is a hidden gem in the heart of Monomoy located on a quiet dirt road adjacent to the State Forest and within walking distance to Nantucket Harbor. The property has been thoughtfully landscaped with a large yard, patio, multi-zone irrigation, and a garden shed. Just two miles from town, this property combines the best of both worlds with a private oasis while maintaining close proximity to town, shopping and other island conveniences. The lot, just over a half acre, allows for almost 2,000 square feet of ground cover for construction of house, cottage and pool. You can utilize the existing structures or start fresh to realize your Nantucket dream home.

Listed by Joe Lloyd of Lee Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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.

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5 Black Fish Lane Nantucket MA 02554

Nantucket, MA5 Black Fish Lane

Price$6,495,000

Est. Mortgage: $/month

MLS Number 88735

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 6
  • Bathroom 7.5

Welcome to the most magnetic place on Nantucket Island. From dramatic cliffs to its sandy beaches, and picturesque lighthouses, Siasconset is a scenic sanctuary full of historic charm. A new luxurious construction opportunity is now being offered. This new home boasts an exceptional architectural design with high-end finishes, an open concept, and approximately 4,920 sq. ft of finished space. Details include six spacious bedrooms of which five are en-suites with vaulted ceilings. A separate guest house with pool cabana will allow for many memorable family and friend gatherings. An expansive living room and dining area leading to a designer kitchen with top-of-the-line appliances will take your breath away. The second floor Master Suite offers its own private deck overlooking the lush, manicured grounds and salt water pool with jacuzzi. A Pristine location, situated on 0.43 acres, this luxurious estate has beautiful views and is in a convenient and highly desirable location. All this and more within close proximity to the beach and the renowned Sconset Village.

Listed by Natalia Xavier of Coastal Point Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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.

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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: 2.88% last updated on Sep 23, 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.

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3 Waterview Drive Nantucket MA 02554

Nantucket, MA3 Waterview Drive

Price$6,295,000

Est. Mortgage: $/month

MLS Number 88712

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

Ultimate beach living designed and executed by White Hart Design. The circular shell driveway leads to this private oasis with stunning brand new construction in Surfside featuring water views, 18' x 40' pebble finish pool, cabana and path to the beach. The thoughtful design and open floor plan lends itself to carefree living at the beach. The main house features four bedrooms and four and one half baths, open plan living with two separate dens. Built with the highest end craftmanship and materials for the discerning buyer with timeless details. Cabana with half bath and wet bar help to complete this unique offering. There is a six bedroom septic and ground cover remaining for a garage and or second dwelling.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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 September 27, 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.