South

Find Homes in the Southern Area of MV

Contact us to schedule a showing, or if you have any questions. Create an account to save favorite listings and to receive emails when similar listings come on the market. 

5 & 6 Red Gate Farm Road, Aquinnah, MA

Price$22,500,000

Est. Mortgage: $/month

MLS Number 33264

  • Land
  • Village South
  • Acreage 97.63

Offering priceless peace and privacy on the Aquinnah coastline, this rare and pristine 97.63±-acre oceanfront haven sprawls across 1,060± feet of exquisite dune-fringed sandy beachfront and also fronts another 1,100± feet on picturesque Squibnocket Pond. Held by the same family for nearly 40 years as part of Red Gate Farm, the vast acreage gives the sense of a world apart in an idyllic landscape which has remained virtually unchanged over the centuries. Perched atop various ridges, the potential homesites command glorious views to the ocean's brilliant blue waters and sunsets, also seen from across the pond, in the midst of this sublime seaside paradise of pastoral coastal heathlands and high dunes. Trails meander through the lush age-old landscape of iconic beetlebung, oak, and beech trees in the splendid solitude of this truly extraordinary property, a natural habitat for abundant wildlife. The pond offers a water sports oasis for kayaking, canoeing, sailing, and fishing.

Listed by Wallace & Co. Sotheby's

{$office->Name}

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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 A VisitAsk A QuestionMore Details

81 Squibnocket Farm Road, Chilmark, MA

Price$12,650,000

Est. Mortgage: $/month

MLS Number 32757

  • Residential
  • Village South
  • Square Feet 4852
  • Bedrooms 4
  • Bathroom 4

Home, water and community are the highlights of this extraordinary property. Award winning architect Bernard Wharton & Allan Shope designed a breathtaking 4 bedroom 4 bath home. Each room enjoys marvelous ocean and meadow views and is complimented by exquisite floor to ceiling design details which make it the most interesting home on the Vineyard. The multi year collaboration of architect, interior designer, builder and owners ceated a home beyond stunning -- this collective genius created a home which is exciting, charming and livable. Like a great artistic masterpiece, it gets better over time. The owners have felt this way every day for 20 years. This exquisite home on 6 private acres embraces the natural wonder of the endless Chilmark, West Tisbury and Edgarown shoreline with the Edgartown Water Tower in clear view 14 miles away. The home and coastline splendor is further enhanced by the private 450+ acre Squibnocket community with 1.5 miles of pond front, 2 miles of ocean front, 300+ acres of conservation and shared with only 12 other homes. 123 of these conservation acres abut this property on one side and 17 conservation acres abut on another side. This paradise is considered the finest waterfront community on the east coast. (see Virtual Tour)

Listed by Tea Lane Associates

{$office->Name}

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

138 and 140 State Road, Chilmark, MA

Price$11,000,000

Est. Mortgage: $/month

MLS Number 33559

  • Residential
  • Village South
  • Square Feet 4600
  • Bedrooms 7
  • Bathroom 6

Spectacular 3 home waterfront Chilmark estate on 5.8 acres with private dock on Stonewall Pond. Breathtaking one-of-a-kind views across Stonewall Pond out to the Atlantic from all 3 homes as well as stunning views of Quitsa Pond. Each of the homes is charming and beautifully maintained, with its own Vineyard history. “Lorca” is sited on a 1.2 acre lot (140 State Rd) while “Lenom” and the “Boathouse” are sited on the abutting 4.6 acre lot (138 State Rd). These 3 homes are offered together for the first time in over 50 years. Built in 1939, the original "Lorca" home was expanded in 1973 and renovated over the past 40 years. This year round home evokes old Vineyard charm with modern upgrades and features water views from almost every room. “Lorca” has 3 bedrooms, 2 bathrooms, and light open living spaces with wonderful picture windows through which to enjoy views of the pond and the ocean beyond. Enjoy al fresco dining on the water facing decks then walk down a gentle grassy slope to your own private dock on the pond, surrounded by nature. “Lenom” is the second home with 3 bedrooms and 3 baths. Most recently expanded in 1988, the kitchen and dining area were renovated in 2013 and air conditioning was added in 2017. This year round house has a beautiful stone fireplace, a focal point of the open living/dining area, and a rooftop deck that has wonderful 360 degree views of Stonewall and Quitsa ponds. Nestled between “Lorca” and “Lenom”, on the water's edge, is “The Boathouse”. Built in the early 1970's as a boathouse it was expanded in the 1980s into an additional home with one bedroom and one bathroom plus loft space, full kitchen, living room and lovely outdoor decks over-looking the pond. Each of these homes, with its own unique vistas and water views, is privately situated. Together they create a family compound that allows both separation and the ability to come together so the whole property can be enjoyed by all. Relax in the beauty or enjoy sailing, kayaking, swimming and paddle boarding. The sunrises and sunsets here are breathtaking and watching the moon rise over the pond is spectacular. Just a short walk, boat or drive to nearby private association Stonewall ocean beach. Boat from Stonewall Pond under Hariffs Bridge to Quitsa and Menemsha ponds and then out to the Vineyard Sound. This is an extraordinary property, exclusively offered as a 3 home estate for $11,000,000 or one home (“Lorca”) may be purchased separately for $5,500,000.

Listed by Tea Lane Associates

{$office->Name}

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

1 Red Gate Farm Road, Aquinnah, MA

Price$10,000,000

Est. Mortgage: $/month

MLS Number 33456

  • Land
  • Village South
  • Acreage 40.56

Nestled on the shores of picturesque 603±-acre Squibnocket Pond, this pristine, one-of-a-kind 40.56±-acre waterfront retreat looks southeast over the open expanse of calm waters and winding coastline to the Atlantic Ocean beyond the dune-fringed barrier beach that stretches between the pond and the ocean. Two potential homesites on the extensive acreage include one tucked by the 1,009±-foot shoreline of this tranquil oasis, an unspoiled natural refuge for bountiful wildlife in a landscape of breathtaking four-season beauty, featuring many varieties of trees and plants. Also enjoying deeded access to the ocean by boating over the pond, as well as by car, the property has been held by the same family for nearly 40 years as part of the Red Gate Farm compound. The rare setting on the coastline of Aquinnah, the westernmost outpost of Martha's Vineyard, is prized for its unparalleled peace and privacy.

Listed by Wallace & Co. Sotheby's

{$office->Name}

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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 A VisitAsk A QuestionMore Details

135 State Road, Chilmark, MA

Price$5,750,000

Est. Mortgage: $/month

MLS Number 19770

  • Residential
  • Village South
  • Square Feet 2300
  • Bedrooms 4
  • Bathroom 1

Located on the edge of Quitsa Pond, this four bedroom home is perfect for summering on the Vineyard. Views from nearly every room of this home over Quitsa and Menemsha Pond. With extremely desirable dock space included, this property has two full private docks and one floating dock only steps from your door. First level of home is a large living area with kitchen all fronted by a large screened in porch. There is also another area that serves as bedroom or could also be used as a den or office space. Upper level has 3 bedrooms, large living room, full bathroom and loft space - great for the young ones. This home is great for entertaining and offers some of the most spectacular views in Chilmark. Enjoy sunset views over the pond...or swim off of the private sandy beach area on the pond which is great for young swimmers and for launching kayaks...All of this just within a short distance of Squibnocket Beach.

Listed by Flanders Real Estate

{$office->Name}

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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 A VisitAsk A QuestionMore Details

140 State Road, Chilmark, MA

Price$5,500,000

Est. Mortgage: $/month

MLS Number 33561

  • Residential
  • Village South
  • Square Feet 2042
  • Bedrooms 3
  • Bathroom 2

Spectacular waterfront property with private dock on Stonewall Pond. Breathtaking one-of-a kind views across Stonewall Pond out to the Atlantic Ocean as well as stunning views of Quitsa Pond. This magical property is known as the "Lorca" home because the current owners purchased it in 1972 from the Garcia Lorca estate. With modern upgrades, this is a year round home which evokes old Vineyard charm and features water views from almost every room. Built in 1939 "Lorca" was expanded in 1973 and has been been lovingly renovated and maintained over the past 40 years. There are 3 bedrooms and 2 bathrooms, an open living room, kitchen and dining room, an adjacent family room with fireplace and wonderful picture windows to maximize the water views. Dine al fresco on one of the 2 large decks and enjoy magical moon-rises and spectacular sunsets with 360 degree water views from the roof top deck. Stroll down the gently sloping yard to a private dock and enjoy sailing, kayaking, swimming and paddle boarding. Boat from Stonewall Pond under Hariffs Bridge to Quitsa and Menemsha ponds and then out to the Vineyard Sound or take a quiet moment at home to simply relax in the surrounding beauty. The sunrises and sunsets here are breathtaking and watching the moon rise over the pond is spectacular. It's just a short walk (.3 miles), boat or drive to nearby private association Stonewall ocean beach. This is an amazing opportunity to own a very special Chilmark waterfront property that is surrounded by nature.

Listed by Tea Lane Associates

{$office->Name}

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

11 Azalea Lane, Chilmark, MA

Price$5,200,000

Est. Mortgage: $/month

MLS Number 30618

  • Residential
  • Village South
  • Square Feet 3750
  • Bedrooms 5
  • Bathroom 4

With 425 ft of private ocean beach, this offering deserves its reputation as the "ultimate beach house". The 5-bedroom home has been completely renovated to the highest specifications with a focus on bold contemporary choices to take advantage of the views and setting. The beach stairs provide access to a wide swath of sand that many consider the most beautiful stretch of beach on Martha's Vineyard. To fully appreciate this extraordinary setting, view the images in the "photo gallery" and watch this drone video: https://vimeo.com/175588276

Listed by Wallace & Co. Sotheby's

{$office->Name}

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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 A VisitAsk A QuestionMore Details

137 Quansoo Road, Chilmark, MA

Price$4,300,000

Est. Mortgage: $/month

MLS Number 32538

  • Residential
  • Village South
  • Square Feet 1476
  • Bedrooms 3
  • Bathroom 2

This rare Chilmark waterfront setting is on three acres of graceful land featuring a light-filled home with an intelligent one level layout. Kayak from the private pond front beach to the Atlantic, or enjoy paddle boarding, shell fishing and the sunset right in your front yard. The current home is open and bright, the master suite has its own wing and the two additional bedrooms and bath are on the other side. The house is centered by an open concept kitchen, dining and living room area with a fireplace, and views to the water. The screened porch and extensive decking offer further areas to gather, and the grounds have lovely old oaks and a rolling lawn.This property supports 6 bedrooms and is the perfect palate for a substantial and thoughtful water front home. The property captures intimate pond views, as well as views to the Atlantic Ocean and Quansoo beach. The Island's Great Ponds, over ten acres in size, are salt ponds, and considered some of the best fishing and boating spots on Martha's Vineyard. The Tisbury Great Pond is on the south shore and separated from the ocean by a barrier beach that is opened seasonally to achieve the balance of salinity necessary for the native oysters, clams and many species of fish. For those seeking a quiet and tranquil escape with a quintessential and expansive Martha's Vineyard water view, it doesn't get much better than this. See broker for further details about beach access.

Listed by Tea Lane Associates

{$office->Name}

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

7 Maple Hill Road, Aquinnah, MA

Price$3,299,000

Est. Mortgage: $/month

MLS Number 32431

  • Residential
  • Village South
  • Square Feet 3527
  • Bedrooms 4
  • Bathroom 3

This Contemporary home is tucked into the dunes off Moshup Trail and offers the most incredible South Shore ocean views. Deeded beach rights are just a stroll away. There is a total of 3527 square feet of living space, 4 bedrooms and 3.5 baths. The open floor plan includes a spacious living/dining room with cathedral ceiling and fireplace, a modern kitchen with granite counters, all offering expansive ocean views all around. The spacious deck with hot tub are perfect for out door entertainment. The guest wing, separated from the main house by a screened-in porch, includes 2 bedrooms that share a full bath. The first floor master with fireplace and private bath have cathedral ceilings. A first floor laundry room is just off the kitchen. The second floor features a second floor den/office space, a 4th bedroom, full bath and a roof deck protected from the ocean breezes. To top it off, a 3rd floor tower with windows all around offering views of the South Shore, Gay Head Cliffs and the Lighthouse. New Heating and A/C, a partial basement and oversized garage. Sited on almost 3 acres of privacy and seclusion, there are mature plantings, perennial gardens, stone walls and your own pond with a charming bridge that takes you on walking trails throughout. Truly an enchanting property.

Listed by Karen M. Overtoom R.E.

{$office->Name}

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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 A VisitAsk A QuestionMore Details

15 Lake Road, Chilmark, MA

Price$3,000,000

Est. Mortgage: $/month

MLS Number 25297

  • Residential
  • Village South
  • Square Feet 1927
  • Bedrooms 5
  • Bathroom 2

Endless Atlantic Ocean views, Squibnocket Pond, rolling hillsides, dramatic vistas, centuries old stone walls, gravel roads... these are just some of the features of this extraordinary property new to market for the first time in nearly fifty five years. This architect designed modern Cape Cod home with five bedrooms and two and one half baths on nearly three acres can be your summer place. Swim, kayak, row or clam in Nashaquitsa Pond, surf at Squibnocket or relax and enjoy the unspoiled, crowd free beach at Zacks in Aquinnah (with membership).

Listed by Russell Maloney Real Estate

{$office->Name}

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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 A VisitAsk A QuestionMore Details

82 State Road, Aquinnah, MA

Price$2,950,000

Est. Mortgage: $/month

MLS Number 33752

  • Land
  • Village South
  • Acreage 5.4

5.4 Acres of pristine heritage land on a hill overlooking the Atlantic, with several large level areas suitable for building the home of your dreams lined by ancient stonewalls, dotted with glacier boulders, mature trees and stunning vistas across the ocean facing South with potential views of the Gay Head Lighthouse. There is an old structure with a stone foundation already existing. Interesting because a new building is allowed added height on this property. The old house on the front lot is not currently habitable. There are two captivating old foundations, thought to be root cellars or ancient dwellings, on the property. The property reaches from State Road all the way to the crest of the hill resulting in expansive and exquisite views. It is almost ready to build one incredible home, or it can be subdivided for a future second home. Two building perc tests have been successfully completed. The seller will consider the sale of 2 acres separately for the right price. Perimeter survey, staking and marking of bounds are completed and a septic system design is now in progress.

Listed by Beachcombers of MV

{$office->Name}

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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 A VisitAsk A QuestionMore Details

8 Boston Hill Road, Chilmark, MA

Price$2,850,000

Est. Mortgage: $/month

MLS Number 33362

  • Residential
  • Village South
  • Square Feet 2500
  • Bedrooms 4
  • Bathroom 3

Within walking distance to Chilmark center and Quitsa boat landing,this 4 bedroom home with beautiful grounds and water views of Menemsha Pond has a light filled interior rising above the in-ground pool. The center of the home with soaring cathedral ceilings has a unique open staircase rising to the second floor Master bedroom en-suite with study and private sunning deck. Creative designed open living, kitchen and dining areas overlook the pool from every room. 6 bedroom septic for 2 additional bedrooms or guest house.

Listed by Conroy & Company R.E., Inc.

{$office->Name}

Breakwater MV
30 Main Street
Suite 3
Vineyard Haven MA, 02568
Office: 508-693-6500

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* 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 A VisitAsk A QuestionMore Details