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The Nantucket Life

Surfside, MA Homes With a Pool

Browse all homes for sale in Surfside, MA that have a pool. If you have any questions or would like to schedule a showing, contact Jordan Real Estate today. 

Homes With a Pool For Sale in Surfside, MA

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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: 6.7% last updated on Sep 29, 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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2 Maple Lane Nantucket MA 02554

Nantucket, MA2 Maple Lane

Price$6,995,000

Est. Mortgage: $/month

MLS Number 89767

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

Custom built home on a small, new stone-paved enclave with street lamps, brick sidewalks and granite curbs, convenient to Surfside area beaches and mid-island amenities. Offering five en suite bedrooms, the main house boasts nearly 5,300 square feet of finished living space across three floors. Gunnite pool, large spa with waterfall into pool and stone patio surround. The detached garage includes an electric car charging station and a one-bedroom suite above. Thoughtful details and extras include an outdoor shower private to and accessible only from the shower inside the primary bedroom suite. A second outdoor shower is attached to the pool cabana which features a 5-foot stone counter with seating, TV, ice, refrigeration and a separate seating area.

Listed by Stephen Maury of Congdon & Coleman Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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134 Surfside Road Nantucket MA 02554

Nantucket, MA134 Surfside Road

Price$1,995,000

Est. Mortgage: $/month

Pending

MLS Number 89689

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

LESS THAN A HALF MILE TO SURFSIDE BEACH! Tucked back from Surfside Road this charming, immaculately maintained home has privacy and room for a pool. The kitchen was renovated in 2007 and the newer family room with cathedral ceiling, gas fireplace and slider leads to a sunny, spacious deck. Large outside shower. Dining room, kitchen with dining counter and family room flow nicely. First-floor bedroom, den/office, shower bath with laundry. Second floor features two large bedrooms that share a bath with tub and shower. Afternoon showings preferred.

Listed by Jordan Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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4 Morgan Square Nantucket MA 02554

Nantucket, MA4 Morgan Square

Price$6,885,000

Est. Mortgage: $/month

MLS Number 89583

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 5
  • Bathroom 6.5

Privacy and spectacular views make this 6 Bedroom property a unique hideaway. Complete with a main house, pool house, pool and cottage, 4 Morgan Square with its many upgrades is in excellent condition. Gorgeous compound not to be missed!

Listed by Jordan Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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15 Plum Street Nantucket MA 02554

Nantucket, MA15 Plum Street

Price$3,695,000

Est. Mortgage: $/month

Pending

MLS Number 89532

  • Residential
  • Mls Status Pending
  • Bedrooms 4
  • Bathroom 2

This quintessential beach house is tucked away at the end of a quiet lane, steps to Surfside Beach, the bicycle path and the food shack. This oversized lot in R-20 zoning has potential for a swimming pool. The four bedroom, two bathroom home with a garage is offered furnished and has a strong rental history. The owner prefers a late fall closing.

Listed by Meg Ruley of Atlantic East Nantucket Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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15 Monohansett Road Nantucket MA 02554

Nantucket, MA15 Monohansett Road

Price$4,895,000

Est. Mortgage: $/month

MLS Number 89642

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

Surfside compound on more than 3 acres features Main house, two-bedroom Guest house, two car garage with large studio, and spacious grounds with pool and spa. The thoughtful renovations and mature landscaping create a tranquil setting for multi generations to enjoy. A bluestone path leads through the expansive property to a 7 minute walk to the popular Nobadeer Beach. The lush grass lawn, patios and gas burning fire pit are ideal for entertaining morning, noon and night. More than 1,900 sqft of remaining ground cover offer endless options.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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 Skyline Drive Nantucket MA 02554

Nantucket, MA3 Skyline Drive

Price$7,395,000

Est. Mortgage: $/month

MLS Number 88855

  • Residential
  • Mls Status Active
  • Half Baths 3
  • Bedrooms 7
  • Bathroom 8.5

This expansive Surfside compound is the newest project from Slacktide featuring a 5 bedroom main house, 2 bedroom cottage/garage, and a cabana. The pool/spa is situated between the main structure, secondary structure and cabana. With a projected finish for Fall of 2022, this design provides more than 7,000 square feet of living space with a coastal Nantucket feel. All bedrooms in this home are en-suite and just a short bike or walk to Nobadeer and Surfside beaches. 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. The roof deck on the main structure is the highest point in all of Surfside boasting fantastic views of the South Shore.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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16 Gladlands Ave Nantucket MA 02554

Nantucket, MA16 Gladlands Ave

Price$4,150,000

Est. Mortgage: $/month

Pending

MLS Number 89499

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

This sunny and inviting four+ bedroom home with an attached garage and private pool is located on a quiet street in the highly desirable Surfside area. The newly expanded deck accommodates areas for grilling, lounging, and alfresco dining, and a new private pool with a stone patio adds to the landscaping. 16 Gladlands has room for a 6-bedroom septic system and the addition of a 2nd dwelling. Tenant free for immediate occupancy. Pool is in and the yard is being hydro seeded the first week in Sept.

Listed by Liza Ottani of Lee Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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4 Okorwaw Avenue Nantucket MA 02554

Nantucket, MA4 Okorwaw Avenue

Price$8,450,000

Est. Mortgage: $/month

Pending

MLS Number 88357

  • Residential
  • Mls Status Pending
  • Half Baths 1
  • Bedrooms 7
  • Bathroom 6.5

Tour this fabulous new compound with the virtual video in external links. This custom designed home is currently under construction and plans to be completed by late summer 2022. The Main House is a 5 bedroom, 4.5 bath home set back on 1.95 acres of privacy. The Guest Cottage includes 2 Bedrooms and 2 full baths, plus an open Kitchen/Dining/Living room. There is a 20X40 pebble tec Pool with a 10X20 Pool Cabana. Detailed Specifications are available for, tile, plumbing and lighting fixtures, appliances and all finish details. Privacy, yet short walk to the Surfside beaches. All photos are virtual.

Listed by Robert Young of William Raveis Nantucket

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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27 Pequot Street Nantucket MA 02554

Nantucket, MA27 Pequot Street

Price$4,195,000

Est. Mortgage: $/month

MLS Number 89527

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

Nestled away is an oasis of comfort and privacy in Surfside. Located on the corner of Masaquet and Pequot this 37,400 sqft lot awards privacy with the sound of the ocean. A short stroll down Pequot leads you directly to a sand path to one Nantucket’s most beautiful south shore beaches. Lush lawn with 18’x32’ pool, wrap around deck, hot tub, wood burning fire pit, raised garden area, outdoor lighting are just the beginning of 27 Pequot’s attributes. The open floor plan flows to the large deck and outdoor entertaining area. There are multiple sky lights that brighten the house even on the foggiest of days. An attached en suite bedroom with private sitting area help to complete this offering. Approximately 1,100 sqft of remaining ground cover.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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

142 Surfside Road Nantucket MA 02554

Nantucket, MA142 Surfside Road

Price$8,250,000

Est. Mortgage: $/month

Pending

MLS Number 89471

  • Residential
  • Mls Status Pending
  • Half Baths 1
  • Bedrooms 7
  • Bathroom 6.5

This brand new 6 bedroom home has all highest and best quality details and is offered fully furnished, equipped and ready to occupy January 2023. Shiplap foyer and vaulted ceilinged living room, w seated cushions on each side of the tile surrounded gas fireplace. The glass railed staircase creates an open feeling add light to the finished basement. There is an office adjoining the large master suite. The open kitchen/dining room has a coffered ceiling with stained beams, a walk-in pantry and laundry room. The kitchen and laundry have are high end appliances and quartz counter tops with custom cabinetry. All vanities are custom built. The property has a 20X40 Pebble Tec pool, a 288 sf cabana, a fire pit w patio and seating area and an oversized 530 sf 1 car garage with 2nd floor bedroom and bath. Set on a private wooded lot close to Surfside Beach.

Listed by Robert Young of William Raveis Nantucket

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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 Maple Lane Nantucket MA 02554

Nantucket, MA3 Maple Lane

Price$7,395,000

Est. Mortgage: $/month

MLS Number 89058

  • Residential
  • Mls Status Active
  • Half Baths 3
  • Bedrooms 7
  • Bathroom 8.5

Located in Nantucket's newest, luxury neighborhood, 3 Maple Lane, is being built with only the highest end materials, craftmanship and design elements for the discerning buyer. The half acre property features the main dwelling with over 5,000 sf of living space on three floors, six bedrooms, open layout and seamless transitions to the outdoor living area; second dwelling with one bedroom, open layout and garage below; open and airy entertaining pavilion; pool and spa surrounded by patio; fire pit and large yard. Ultra convenient location within three miles of Nobadeer, Surfside and other South Shore beaches, Town. Mid-Island shopping/restaurants and other amenities including bike paths and pedestrian easement for easy access to Amelia Drive.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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Based on information submitted to MA_LINK as of October 2, 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.