South Shore

Browse South Shore Real Estate For Sale

Create an account to save favorite listings and to receive email notifications when similar listings become available. Contact us to schedule a showing, or if you have any questions. 

9 Briggs Road Edgartown MA

Edgartown, MA9 Briggs Road

Price$12,500,000

Est. Mortgage: $/month

MLS Number 37475

  • Residential
  • MlsStatus Active
  • Square Feet 6049
  • Bedrooms 6
  • Bathroom 6

This amazing, newly built home lies on nearly 5-acres of beautifully landscaped grounds with 385 ft of private pond frontage. The attention to detail and elegant style of the house is abundant. The main residence features a spacious and open floor plan with entry hall, large living room with fireplace, gourmet kitchen and eat-in area, all of which have tall ceilings and oversized doors and windows facing the pool, gardens and waterviews. There is a large 1st floor master bedroom suite and 4 second floor bedrooms with private baths. The 2-car carriage house compliments the main house architecture and offers a large 2nd floor space that could be utilized for any number of uses including additional bedrooms. The in-ground pool, patios, retaining walls and gardens are meticulously designed and 2 different paths offer access to the ponds edge for boating and beach access. Too many features to mention in a peaceful and private setting yet located less than 10 minutes to downtown Edgartown.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

100 Watcha Club Road West Tisbury MA

West Tisbury, MA100 Watcha Club Road

Price$7,500,000

Est. Mortgage: $/month

MLS Number 36565

  • Residential
  • MlsStatus Active
  • Square Feet 4380
  • Bedrooms 8
  • Bathroom 5

WATERFRONT ESTATE ON THE SOUTH SHORE Secluded 12.6 acres beside pristine Watcha Pond and conservation land to the north. The 5 bedroom 3 bath 3,000+ sq ft main house has been lovingly maintained and offers stunning views of Watcha Pond and the Atlantic Ocean from all floors. These cleared views and sweeping lawn would not be possible were this an undeveloped building site, and the guest house may be used while a future owner designs a new home in the stunning setting. The 3 bedroom 2 bath 1100 sq ft guest house has sparkling water views of Watcha Pond and conservation land to the east and the Atlantic to the south. Designed by architect Joseph Dick and completed in 2015 the guest house has been lightly used and feels brand new. A large semi-attached “bunkhouse” with another half bath and outdoor shower makes a delightful summer home for children, or the bright room could be used as an artist studio or workspace. Shady moss-covered paths criss-cross the property's woods leading to the sandy Watcha Pond shore where you launch your kayak, canoe, or sailboat for the short trip across the pond to a deeded 500 foot stretch of Atlantic beach just 350 yards away. Idyllic summer days can be spent swimming and body surfing in the Atlantic, then diving into the sweet water of Watcha Pond. The area offers some of the Island's best birding and Watcha is a fisherman's paradise, full of Perch and ancient Pike. A subdivision plan has been drafted and sellers would consider selling the main house on 7.15 acres (addition of a guest house would be permitted). The property also has membership in a small Beach Association for walking and vehicle access to an Atlantic beach half a mile away via a quiet dirt road. A portion of this beach is expected to erode over the next decades, but the property's deeded beach access over Watcha Pond will remain in perpetuity.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

85 Little Homers Pond Road (3C) West Tisbury MA

MLS Number 37186

  • Land
  • MlsStatus Active
  • Village South Shore
  • Acreage 23.8

Surrounded by water and nature, this 23-acre building parcel is a South Shore paradise. This sprawling lot supports two full size houses and includes a beautiful 1200' stretch of shared private ocean beach. Walk, bike or cruise your golf cart to the beach in minutes. The main building site features views over Big Homers Pond, the dunes, the Atlantic and westerly views up the south shore of the island. There is a short walking path to an access point on Big Homers Pond for paddle boarding, sailing, playing with little ones or just sitting and enjoying the sunset. The rest of the parcel has a lovely orchard-type setting and total privacy with shared interest in 141 acres of abutting conservation land and 40 acres of abutting commonland. New electric and fiber optics are available near the site. Note: parcel was recently redesigned - assessor map/lot and value is based on a different configuration of this parcel. See map included here.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

8 Oyster Pond Road Edgartown MA

Edgartown, MA8 Oyster Pond Road

Price$3,650,000

Est. Mortgage: $/month

MLS Number 32698

  • Residential
  • MlsStatus Active
  • Village South Shore
  • Square Feet 2959
  • Bedrooms 4

This dramatic contemporary farmhouse is being offered for the first time and features 4 bedrooms, 3.5 baths and two story cathedral ceiling living spaces, which offers an abundance of light and views across the 7+ acres of pristine meadows and lush treetops. The house was built in 1996 by one of the Island's more prominent builders and is filled with innovative design features as well as quality craftsmanship. Complementing the property with its spectacular vistas is a large in-ground pool, attached garage with second floor office/artists studio, private tennis courts, and a 6-stall horse stable perfectly nestled at the far side of the property. This building could be converted into a legal guest house if preferred, or a new two bedroom guest house could be built additionally. This property is being offered FULLY FURNISHED. All of the above is located within the exclusive Oyster Pond Association offering pond and beach access and conveniently located just minutes to downtown Edgartown, Vineyard Golf Club, and the Martha's Vineyard Airport.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

140 Sarita Walker Road West Tisbury MA

West Tisbury, MA140 Sarita Walker Road

Price$3,250,000

Est. Mortgage: $/month

MLS Number 35219

  • Residential
  • MlsStatus Active
  • Village South Shore
  • Square Feet 1500
  • Bedrooms 5

Traveling home each day you will pass the broad golden fields of hay shimmering in the sunlight. In-season, you'll be greeted by a vast sea of daisies waving in the breeze. You will observe horses grazing in the corrals and you will marvel at the majesty of ospreys hovering high above their towering nests keeping watch over the fields. You'll arrive at the water's edge on the sparkling shores of this scenic place. This is your home, located on Watcha Pond. This a premiere waterfront opportunity. Natural Heritage review is complete. Adjacent 3-acre vacant lot also for sale, bringing the opportunity to acquire over 6 acres of land. A rare find on the Island of Martha's Vineyard. $3,250,000

Listed by Rooney & Company

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

9 Boldwater Road Edgartown MA

Edgartown, MA9 Boldwater Road

Price$2,495,000

Est. Mortgage: $/month

MLS Number 36751

  • Land
  • MlsStatus Active
  • Village South Shore
  • Acreage 8.3

If you are searching for the ideal pondfront lot to create your family compound this opportunity must be seen. Centrally located in the exclusive Boldwater Association and offering over 250 feet of pond frontage on 8.3 acres. This lot has been permitted for a significant 10,000 sq. ft., 7-bedroom home and swimming pool. In addition to the pristine setting, views across the pond and boating access to deeded Atlantic beach ownership, there are 2 association tennis courts and a well planned neighborhood with open land, all within minutes of downtown Edgartown.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

5 Briggs Road Edgartown MA

Edgartown, MA5 Briggs Road

Price$2,450,000

Est. Mortgage: $/month

MLS Number 36740

  • Land
  • MlsStatus Active
  • Village South Shore
  • Acreage 9.22

This fabulous waterfront building site is located on the Edgartown Great Pond with 376 ft of Pond frontage. The 9.2 acre wooded site is bordered by conservation and offers peaceful and private surroundings. Site plan with building envelope established, well and electric in, view channels established. This is an opportunity to build the house of your dreams in a location that offers swimming and boating with access by boat to the Land Bank barrier beach. BUYER'S BROKER MUST BE PRESENT AT ALL SHOWINGS AND APPOINTMENTS.

Listed by Karen M. Overtoom R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

100 Pond Road West Tisbury MA

West Tisbury, MA100 Pond Road

Price$2,150,000

Est. Mortgage: $/month

MLS Number 36533

  • Residential
  • MlsStatus Active
  • Village South Shore
  • Square Feet 4438
  • Bedrooms 5

There is room for all in this sprawling 4,400+ SF contemporary cape style home in the upscale Deep Bottom Pond neighborhood. Set on a super private 4.5-acre lot with access to the Tisbury Great Pond for kayaking only a short walk from your backyard. The flow throughout the house is well planned and is bright and sunny, with soaring ceilings and loads of windows and glass doors letting the outside in. The spacious home offers five bedrooms and 5.5 baths including a grand master bedroom with en-suite, walk-in closet and french doors to the rear deck, numerous living areas, front farmers porch, back deck overlooking the beautifully landscaped grounds, 3- car garage and huge basement. Deep Bottom Pond an enclave of significant homes offering a pastoral setting with rolling fields and grazing horses, walking trails, tennis and water access to the Great Pond. Being sold turnkey.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

2 Jacobs Neck Road Edgartown MA

Edgartown, MA2 Jacobs Neck Road

Price$1,450,000

Est. Mortgage: $/month

MLS Number 35150

  • Land
  • MlsStatus Active
  • Village South Shore
  • Acreage 12.42

This 12.5 acre property offers the opportunity to build a substantial compound in the exclusive Boldwater area of Edgartown. Several of Boldwater's features include access to Edgartown Great Pond for water activities and access to 3,000 ft. of Atlantic surf beach and tennis courts. There is also access to over 150 acres of common unbuildable land, which includes walking and biking trails all within easy access to downtown Edgartown, Clubs and MV Airport. This particular lot is surrounded by conservation land offering all of the rights zoning will allow for a main house, guest house, pool and other accessory usages.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

4 Jacobs Neck Road Edgartown MA

Edgartown, MA4 Jacobs Neck Road

Price$1,450,000

Est. Mortgage: $/month

MLS Number 35149

  • Land
  • MlsStatus Active
  • Village South Shore
  • Acreage 10.27

This 10.5 acre property offers the opportunity to build a substantial compound in the exclusive Boldwater area of Edgartown. Several of Boldwater's features include access to Edgartown Great Pond for water activities and access to 3,000 ft. of Atlantic surf beach and tennis courts. There is also access to over 150 acres of common unbuildable land, which includes walking and biking trails all within easy access to downtown Edgartown, Clubs and MV Airport. This particular lot is surrounded by conservation land offering all of the rights zoning will allow for a main house, guest house, pool and other accessory usages.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

15 Bennett Way Edgartown MA

Edgartown, MA15 Bennett Way

Price$925,000

Est. Mortgage: $/month

MLS Number 37628

  • Residential
  • MlsStatus Active
  • Village South Shore
  • Square Feet 1776
  • Bedrooms 2

Uniquely crafted and charming, this Timber post and beam Edgartown home combines rustic with sophistication. Welcoming front entryway with stone path bordered by tall driftwood columns giving a whimsical touch as you walk into the front porch/mudroom with slate flooring. Open floor plan with wide plank pine flooring, wide wood planks overhead with vaulted beamed ceilings. Birch kitchen cabinets. Quality kitchen appliances. Granite counters. Comfortable dining area. Wood framed french doors open to side stone patio. Living room with rough hewn stone fireplace. Follow the stairway from the kitchen to the second floor. Two bedrooms. Loft and a full bath with easy access from the top landing. Upstairs just waiting for your vision. Lovely yard, garden area. Could be perfect for someone who is interested in self sustaining living. Outdoor shower in the backyard. Ample parking. Possible third bedroom with approval from Board of Health.

Listed by Martha's Vineyard Seacoast Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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