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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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42 Chuck Hollow Road Nantucket MA 02554

Nantucket, MA42 Chuck Hollow Road

Price$5,990,000

Est. Mortgage: $/month

MLS Number 90328

  • Residential
  • Mls Status Active
  • Half Baths 2
  • Bedrooms 8
  • Bathroom 5

Located in Tom Nevers East, minutes from the Nantucket Golf Club and Sconset, "High View" is a beautiful five bedroom home with a three bedroom cottage on a three-acre site with rolling lawns that boasts complete privacy with high elevations and expansive first and second-floor views of the Atlantic Ocean, conservation lands, and Tom Nevers Pond. The one-of-a-kind barn-style main house was originally built in Hanover, Massachusetts in 1840 and moved to the island in 1979. The main house and guest house were reimagined in the 1980s by Victoria Hagan and the current owners have made substantial updates in 2022 including a new 20' x 60' pool within an expanded lawn area. Though there are many new improvements, the timeless style of relaxed summer living has been beautifully maintained.

Listed by Bill Liddle of Great Point Properties

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$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 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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27 Ellens Way Nantucket MA 02554

Nantucket, MA27 Ellens Way

Price$8,400,000

Est. Mortgage: $/month

MLS Number 90305

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

27 Ellens Way is one of the last opportunities to own a luxurious island compound in the sought-after Miacomet Preserve neighborhood. Close to pristine south shore beaches, under 4 miles to historic downtown and abutting green space, 27 Ellens offers elevated privacy and the most expansive views in the neighborhood. Currently being constructed by Bessey Construction, one of Nantucket’s premier builders, 27 Ellens is due to be completed by May 2024. The custom-built, 6 bedroom and 6.5 bath home will have over 6,000 sf ft of functional living spaces, high-end finishes and offer seamless transition to the outdoor oasis, which boasts an open-air cabana with outdoor kitchen, a 32 x 18 gunite pool and spa, a gas fire pit, extensive bluestone patios and clean and tasteful landscaping. Contemporary beach charm converges with today's modern amenities and easy access to the Atlantic Ocean, making for the ideal family retreat.  Features include; an open floor plan, gourmet kitchen, top-of-the-line appliances and stone, wide plank engineered oak flooring, vaulted ceilings, multiple ship-lapped areas, current tile and lighting fixtures, Sonos system with 10 speakers, IPE Mahogany decking, patios, open-air cabana, gunite pool and spa, fire pit, clean landscaping, yard, outdoor shower, alarm system and irrigation system. *Pictures are renderings

Listed by Chris Kling of J Pepper Frazier Co.

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$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 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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3 Honeysuckle Drive Nantucket MA 02554

Nantucket, MA3 Honeysuckle Drive

Price$2,515,000

Est. Mortgage: $/month

Open House

MLS Number 90346

  • Residential
  • Next Open House: Sun 06/11 12:00 pm. to 2:00 pm.
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 4

NANTUCKET'S BEST KEPT SECRET. Rare opportunity to own a new home in the heart of Nantucket, only 2 miles from town and offering easy access to the best Nantucket beaches. This neighborhood will consist of 36 single family homes, a clubhouse and community pool. The designer/model home includes high end appliances and finishes and complete with an outdoor shower. Lower level can be used as an au-pair suite or flex space with a kitchenette, bedroom, full bath and living room as well as separate access. This home also has a patio and a front porch. Developed by Capital Hall Partners and KEMS Corporation. Please call agent for an appointment.

Listed by Janice Dumont of Advisors Living

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$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 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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59b Polpis Road Nantucket MA 02554

Nantucket, MA59b Polpis Road

Price$6,495,000

Est. Mortgage: $/month

Open House

MLS Number 90320

  • Residential
  • Next Open House: Tue 06/13 10:30 am. to 12:00 pm.
  • Mls Status Active
  • Half Baths 2
  • Bedrooms 8

Located in the highly desirable Polpis area, this six-bedroom home sits on just under an acre of land that looks out across the fields of the popular and picturesque Moors End Farm. Newly constructed in 2023, this estate property offers a great location and other necessary conveniences, such as a custom pool and spa and an oversized two-car garage with guest quarters that provide two additional bedrooms.

Listed by Brian Sullivan of Fisher Real Estate

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$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 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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27 Ticcoma Way Nantucket MA 02554

Nantucket, MA27 Ticcoma Way

Price$5,450,000

Est. Mortgage: $/month

MLS Number 90186

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

Located just around the corner from numerous rising stars on the list of go-to Nantucket spots, this newly constructed six-bedroom home is slated to be completed at the start of this summer. Brought to life by J5 Development with custom interiors by Hellenic Designs, this exciting new property will feature extensive amenities inside and out. Ensuite bedrooms, three laundry facilities, a separate appliance pantry, and an oversized mudroom top a long list of interior luxuries offered by this home. In the spacious backyard, a covered porch leading to the pool and cabana with a bluestone patio further enhances the property. Situated moments from markets such as Pip and Anchor and Nantucket Meat & Fish, as well as fitness and recreational spots like SUPTA Yoga, Nantucket Fitness, and the 100+ acres of State Forest, you are never far from convenience and summer fun.

Listed by Brian Sullivan of Fisher Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 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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81 Cliff Road Nantucket MA 02554

Nantucket, MA81 Cliff Road

Price$11,950,000

Est. Mortgage: $/month

MLS Number 90280

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

Set on a hill at the foot of Cliff Road & Sherburne Turnpike, "Picture Perfect" is an idyllic Nantucket setting for spending time and building memories with friends and family. Moments from Steps Beach, Something Natural, at the start of the Cliff Road Bike path and minutes to downtown Nantucket, this 6 bedroom, 6 plus bath home features a front porch for watching the world go by, and a private backyard pool and patio. Mature trees dot the property, offering both shade and privacy. Renovated in 2022, this home has all the modern systems and amenities while offering the nostalgia of summers past.

Listed by Brian Sullivan of Fisher Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 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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82b Cliff Road Nantucket MA 02554

Nantucket, MA82b Cliff Road

Price$5,519,900

Est. Mortgage: $/month

MLS Number 90302

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

Spacious and stately Gambrel home located on the Cliff, a short distance from town's restaurants and shops. Comfort and luxury lend to fashionable living and entertaining with an open floor plan, four ensuite bedrooms, and an expansive backyard. The gourmet kitchen located in the heart of the home flows to large dining and living rooms. French doors from the living room frame the newly rebuilt mahogany back deck and elegant stone scape. Beyond is a private manicured lawn with additional new hand crafted stone planting beds. Timeless details and finishes include custom made mahogany front door, multiple built-ins, extra cabinetry, and classic board and batten wainscoting. Recent upgrades include exterior hardscape, and driveway resurfacing and expansion with new shell and Belgium block apron. Fully turnkey. *Last photo is of a potential pool that is not currently in existence.

Listed by Debby Christian of J Pepper Frazier Co.

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$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 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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3 Middle Tawpawshaw Road Nantucket MA 02554

Nantucket, MA3 Middle Tawpawshaw Road

Price$4,650,000

Est. Mortgage: $/month

MLS Number 90233

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 5
  • Bathroom 4.5

This beautifully designed property located in a family friendly neighborhood is meticulously maintained and surrounded by many acres of conservation land. Attractively set back from the quiet road, the entry peeks through to the backyard and garden with cathedral ceilings creating an elegant and welcoming setting for one to call home. There are many different living spaces at 3 Middle Tawpawshaw, both formal and casual, for family and friends to gather. The temperature controlled wine room and trophy room on the lower level are the perfect place to reminisce over a bottle of wine. At the entry to the neighborhood you’ll find access to the bike path, and walking paths are a only a few hundred feet away from the house leading out to the Moors - the perfect property fit for an active lifestyle. To compliment the wonderful four bedroom main house, there is an additional studio toward the rear of the lot and great space between the two structures to add a pool/spa.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 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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3 Old Farm Road Nantucket MA 02554

Nantucket, MA3 Old Farm Road

Price$7,495,000

Est. Mortgage: $/month

MLS Number 90291

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

Woodland Hill is an exclusive enclave of luxury homes in a serene location just under a mile from Historic Downtown Nantucket town and surrounded by 20 acres of dedicated open spaces. 3 Old Farm is a stunning 6 en-suite bedroom, 7 full and 1 half-bath home, with over 5000 square feet of finished living space and a 30 x 14 Gunite swimming pool, spa and cabana. The home has been impeccably designed, built, furnished, and decorated to please the most discerning Buyers. Property is offered fully furnished. Solid rental history in place.

Listed by Chris Kling of J Pepper Frazier Co.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 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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20 Berkley Street Nantucket MA 02554

Nantucket, MA20 Berkley Street

Price$2,250,000

Est. Mortgage: $/month

MLS Number 90243

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

Filled with sunshine! This home has an open concept main living area upstairs, with 3 bedrooms and 2.5 baths on the first floor. Front porch, second story deck, large level lot. Approximately 600 sf of ground cover remaining. Room to build a garage with studio above or install a pool. Kitchen and baths updated 2016. Generously sized sleeping loft. Current owners never rented, house has been lightly used, and lovingly maintained.

Listed by Shelly Lockwood of Advisors Living

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 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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81 Polpis Road Nantucket MA 02554

Nantucket, MA81 Polpis Road

Price$8,795,000

Est. Mortgage: $/month

MLS Number 90272

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

New construction with amazing views of Nantucket Sound. This move-in ready Polpis property on a 1.18 acres lot offers privacy and convenience. Located just over a mile from the Milestone Rotary, this custom 5 bedroom home boasts a first-floor primary suite, a modern open-concept kitchen, and a living room with an open space mezzanine area that affords a dramatic two-story ceiling. The outside is set up perfectly for entertaining guests, with an exceptionally large yard, an 18 x 40 pool that includes a raised spa with waterfall, a cabana that features counter seating, a kitchen area, and a covered sitting area. To finish off the outdoor living space, there is a stone fire pit and half bath and outside shower. Don't miss this rare opportunity to own in one of the island's most desirable locations! This stunning home is available for immediate occupancy and is being sold fully furnished for your convenience. Schedule your tour today!

Listed by Stephen Maury of Congdon & Coleman Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 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 Farmview Drive Nantucket MA 02554

Nantucket, MA1 Farmview Drive

Price$11,985,000

Est. Mortgage: $/month

MLS Number 90262

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

This exquisite custom home has undergone a complete renovation down to the frame, resulting in a brand-new home with modern systems, windows, and a roof. The home is in the highly sought-after Cisco area near popular attractions like Bartlett Farm, Cisco Brewers, Miacomet Golf, and stunning south shore beaches. Boasting five elegant bedrooms and five-and-a-half bathrooms, this stylish property features impeccable landscaping, a luxurious pool, and an inviting patio with a fire pit. With multiple outdoor seating areas, this home provides the perfect space for entertaining, relaxing, and taking in the breathtaking views of Bartlett Farm. An additional 14,781 sq. ft. lot is available for $3,500,000, providing even more opportunity to make this dream home your own.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 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 June 10, 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.