Kelleher Real Estate Services

Residential Real Estate

104 and 111 Old Herring Creek Road West Tisbury MA 02575

MLS Number 39574

  • Residential
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 5.5
  • Acreage 9.49

Private waterfront estate comprised of two parcels in the prestigious North Shore neighborhood. This beautiful compound is spread over 9.5 acres of pristine land and includes over 600 feet of private Vineyard Sound beach.  The elegantly refurbished beach house has all the modern conveniences and features spectacular water views from almost every room.  There is a breakfast eating area off the gourmet kitchen which is adjacent to the porch allowing you to eat with the feeling of being outdoors. The primary ensuite bedroom features your own private deck overlooking the ocean giving you the luxury of enjoying a cup of coffee while watching the sunset.  Additional guest bedrooms include immaculate views throughout. This unique retreat includes a guest cottage on a second separate waterfront lot. The guest cottage includes a roof deck overlooking the property, Vineyard Sound and the Elizabeth Islands. Enjoy a magical walk from both homes to your own private beach.  The residences and grounds offer one of the most stunning private compounds on Martha's Vineyard.

Listed by Thomas C. Wallace of Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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30 Crackatuxet Cove Road Edgartown MA 02539

Edgartown, MA30 Crackatuxet Cove Road

Price$18,500,000

Est. Mortgage: $/month

MLS Number 39817

  • Residential
  • Mls Status Active
  • Bedrooms 8
  • Bathroom 7.5
  • Acreage 6.6

This dramatic contemporary styled house lies on 6.5-acres of beautiful pond front land in the exclusive Herring Creek Farm. The home features cathedral ceilings throughout and an open floor plan with large living room, dining room and kitchen, all with clear story light, fireplaces and 20 ft. breakaway Nana walls. The spiral staircase leads from the living room to a large roof deck with expansive views of the South Shore. There are 5 suites all with luxurious bathrooms, closets, and private garden terraces. Additionally, there is an attached carriage house with 3 additional bedrooms, a billiards room and exercise room. The grounds offer a large, stunning pool, a 12 person Jacuzzi, outdoor kitchen, and parking courtyard. There is a high level of finish throughout, a whole house Lutron control system and advanced audio/video. Herring Creek Farm offers direct access to private South Shore beach and over 150 acres of conserved land.

Listed by Gerrett Conover of Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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12 and 10 Boldwater Road Edgartown MA 02539

Edgartown, MA12 and 10 Boldwater Road

Price$18,000,000

Est. Mortgage: $/month

MLS Number 39172

  • Residential
  • Mls Status Active
  • Bedrooms 9
  • Bathroom 9
  • Acreage 22

Every square inch of this Robert A. M. Stern ten thousand foot estate was lovingly scrutinized and optimized for stately comfort , proper flow and a magnanimous feeling of what an extremely significant estate should be comprised of. We believe it to be "one of one" homes on the Vineyard. It's memorable great room with its thirty foot ceiling, reclaimed oak beams and custom crafted six foot by nine foot doors and windows creates an atmosphere that is second to none! This estate has six fireplaces each unique and perfectly matched to it’s location! The seven plus bedroom suites are designed with comfortable privacy and flow; the master bedroom suite is designed with its own private level of living with an open sitting area with a custom fireplace, his and hers private baths and a stately deck overlooking the private grounds. Three private offices, an au-pair suite,exercise room and a five hundred plus bottle Wine cellar are are but a few of the other touches that finish this one of a kind estate. One has to mention the laundry facility with its four commercial washers and dryers, folding tables, commercial irons and steam table as it equals a professional laundry. The landscaping was lovingly designed for the 22 acre grounds by a team of high end landscape architects. The principal estate blends perfectly with a plethora of plantings that bring happiness to the surroundings as they all take their sequential scheduled moments of boasting their wonderful colors and unique designs in a year round symphony of sophisticated beauty. The grounds behind the estate reveals a great span of natural privacy containing old growth vineyard oaks and a wall of private woods. Contained inside the back yard is an Olympic size gunite pool ,which is encased by a massive slate patio with room for all for private sunbathing, outdoor dining and living. Behind the pool is an in ground hot tub and a one thousand foot exercise facility with a massage room, en suite with full bath and sauna, weight room and large screened in heated porch , also with a custom fireplace. "Next stop, there isn't one"!

Listed by Fred Mascolo of Jane Brown Assoc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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104 Old Herring Creek Road West Tisbury MA 02575

MLS Number 39788

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 4.5
  • Acreage 5.3

Private waterfront estate in the prestigious North Shore neighborhood. This beautiful compound is spread over 5.3 acres of pristine land and includes over 425 square feet of private Vineyard Sound beach. The elegantly refurbished beach house has all the modern conveniences and features spectacular water views from almost every room. There is a breakfast eating area off the gourmet kitchen which is adjacent to the porch allowing you to eat with the feeling of being outdoors. The primary ensuite bedroom features your own private deck overlooking the ocean giving you the luxury of enjoying a cup of coffee while watching the sunset. Additional guest bedrooms include immaculate views throughout. Enjoy a magical walk from both homes to your own private beach. The residence and grounds offer one of the most stunning private locations on Martha's Vineyard. Adjacent parcel at 111 Old Herring Creek Road also available for purchase.

Listed by Thomas C. Wallace of Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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267 Farm Neck Way Oak Bluffs MA 02557

Oak Bluffs, MA267 Farm Neck Way

Price$15,500,000

Est. Mortgage: $/month

MLS Number 39712

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 7.5
  • Acreage 2.11

A RARE OFFERING, a merger of water views and unparalleled views of fairways at FARM NECK, a world premier golf course and club. This offering comes with an immediate STOCKHOLDER MEMBERSHIP! The architecturally designed home is in excess of 10,000 sf of exquisite living space, providing 5 bedrooms, 9 bathrooms, masonry fireplace, home gym, game room, and home office, an expansive heated pool and hot tub, outdoor grill area, five 2nd floor decks, a 3 car garage, and a private dock on Sengekontacket Pond. The combination of Golf, Water Access and an Exquisite Home offers endless options for enjoyment. Upon entry you are greeted with layered water views from Sengekontacket Pond, to Nantucket Sound, to the Edgartown Outer Harbor and beyond to the North Neck Cliffs of Chappaquiddick. A true feast for the eyes! The architectural marvel of curves within the home, is a repeating element throughout. The foyer, dining room, living room bar, and home office all echo the repetition of circular curvatures and movement throughout.This circular motif repeats in the upper floors suspended stairways and hallway areas bringing one's eyes to curved windows and curved doorways.The home is centered around the large round dining room with its 2 story curved wall of windows and curved custom built in cabinetry. The circular motion of the dining room lends itself to easy and comfortable movement to the gourmet kitchen, the family room with its fieldstone fireplace, the home office and then to the crown jewel, the vast, outdoor entertaining area. The outdoor entertaining features a round hot tub and round half moon area at the head of the heated gunite pool. Numerous lounge areas offer spaces to absorb and enjoy the exquisite surroundings. This is a home where one gathers to soak up the sun, absorb the vistas, play amongst the water sports on Sengekontacket and immerse themselves in the GOLF offered at FARM NECK. Each bedroom has its own private bath. Two of the guest en-suites have their own private deck with spectacular views overlooking the outdoor entertaining area, fairways and the layered water views beyond. A true feast for the eyes. The attached private apartment offers its own kitchen, dining and living room space. Come to experience, come to stay, come to buy.

Listed by Michele Casavant of Vineyard Village Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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 Squibnocket Road Chilmark MA 02535

Chilmark, MA2 Squibnocket Road

Price$15,000,000

Est. Mortgage: $/month

MLS Number 39331

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 5.5
  • Acreage 4.5

Sited on 4.5 acres and nestled at the top of the hill you will find this commanding residence flanked with views of the Atlantic Ocean, Menemsha Pond and the Vineyard Sound. Living is seamless both indoors and out at this light, bright and tranquil abode. Sophisticated summer living at its finest, no detail is overlooked in this pristine four-bedroom, three and a half bathroom residence with a two-bedroom, two bath guest house. This Up-Island retreat offers a spacious layout, lap pool, very private guest house and deeded access to Menemsha Pond. Start or end your days doing laps in the pool or venture down to Squibnocket beach, for a swim or surf, just a short distance away. A highly coveted setting with a beach amenity only available to Chilmark residents. This is truly a one of a kind offering that should not be overlooked!

Listed by Madelyn Silvia of Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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30 Mill Hill Road Edgartown MA 02539

Edgartown, MA30 Mill Hill Road

Price$14,995,000

Est. Mortgage: $/month

MLS Number 39880

  • Residential
  • Mls Status Active
  • Bedrooms 9
  • Bathroom 9.5
  • Acreage 13.93

MILL HILL FARM: BESPOKE TOWN & COUNTRY ESTATE. Slated to become one of the island's most coveted addresses, this private 14-acre estate is located just a mile from historic Edgartown Village -- yet it feels worlds away from everything with its private and bucolic setting. The property is comprised of two classic shingled homes thoughtfully designed by noted architect, Patrick Ahearn, which are nestled atop a gentle hill and surrounded by a picturesque landscape of sweeping meadows. The Main House includes six (6) bedrooms, five (5) full bathrooms, three (3) half-bathrooms – plus a game room, study/office, butler's pantry, gourmet's cook's kitchen, expansive screened porch and and a total of three (3) wood-burning fireplaces between the indoor and outdoor living spaces. The timeless interior features wide-plank hardwood floors, antique timber beams, intricate moldings, coffered ceilings and French doors which open out to an expansive bluestone terrace with pergola, outdoor fireplace and 20x40-foot gunite pool with built-in whirlpool spa. The original farmhouse is being transformed into a classic and charming three-bedroom, two-bath Guest House or Caretaker’s Residence, privately sited from the Main House and perfectly completing the estate. Protective covenants are in place to preserve the unspoiled splendor of this one-of-a-kind property. This pre-construction opportunity is slated for completion by Summer, 2023.

Listed by Wendy Harman of Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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17 Boldwater Road Edgartown MA 02539

Edgartown, MA17 Boldwater Road

Price$14,900,000

Est. Mortgage: $/month

MLS Number 38502

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 6.5
  • Acreage 8.1

One of the better water front locations in the Bold Water association. Enhanced by a newly and completely renovated Post and Beam home by one of the islands most sought after designer architects. This is a compound, including, full guest house, Pool, Beautiful grounds, detached garage and game area. The appeal of this unique property is to be seen. Although perfectly suitable , year round, it was designed with a light and airy summer feeling. The frontage on the Great Pond is very suitable for boating, both power and sail ; very easy deeded access to one of the most spectacular beaches on the entire south shore barrier. And, private to Bold Water Association.

Listed by Dick Binder of Metes & Bounds

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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 Louis Field Road Edgartown MA 02539

Edgartown, MA3 Louis Field Road

Price$12,500,000

Est. Mortgage: $/month

MLS Number 39734

  • Residential
  • Mls Status Active
  • Bedrooms 11
  • Bathroom 8.5
  • Acreage 4.64

This family compound, comprised of three unique properties, totals nearly 5 acres and lies at the entrance to picturesque Sweetened Water Farm, less than one mile from downtown Edgartown. The primary lot is 2.2-acres and offers a 6,289 sq. ft, 6-bedroom residence offering large flowing living areas with beautiful views out all windows to the surrounding formal English gardens, pool area and open fields. The second lot offers a 3,389 sq. ft., 5-bedroom home featuring a large scale, cathedral ceiling Great room with two stone fireplaces and many unusual features. The third parcel is a 1.2-acre vacant lot that overlooks large expanses of unbuildable land and horse paddocks. The driveway entry winds up and over a wildflower-filled field and the overall setting is really quite hard to duplicate, especially considering all is withing walking distance to town.

Listed by Gerrett Conover of Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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

14 Tylers Creek Oak Bluffs MA 02557

Oak Bluffs, MA14 Tylers Creek

Price$12,000,000

Est. Mortgage: $/month

MLS Number 39576

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 5.5
  • Acreage 2.56

Private Farm Neck Retreat. Situated at the end of Tylers Creek this property offers expansive water views of Sengekontacket Pond and the surrounding golf course. The floor to ceiling windows in the large living room allow you to experience the views of the Pond as soon as you enter the home. The primary bedroom is in its own wing on the first floor and is complete with two office spaces, a full bathroom that flows effortlessly outside to the hot tub and outdoor shower, and many beautifully crafted built-ins for storage. The large kitchen is flanked by a formal dining room on one side and a sunny more casual dining nook on the other. Both allowing for large gatherings and impressive views. The remaining three bedrooms are located on the second floor, each with a private bath, and views of Sengy. The finished basement with movie theater and game room completes this Vineyard retreat.

Listed by Cassie Bradley of Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

12 Boldwater Road Edgartown MA 02539

Edgartown, MA12 Boldwater Road

Price$12,000,000

Est. Mortgage: $/month

MLS Number 39586

  • Residential
  • Mls Status Active
  • Bedrooms 9
  • Bathroom 10
  • Acreage 10

Every square inch of this Robert A. M. Stern ten thousand foot estate was lovingly scrutinized and optimized for stately comfort , proper flow and a magnanimous feeling of what an extremely significant estate should be comprised of. We believe it to be "one of one" homes on the Vineyard. It's memorable great room with its thirty foot ceiling, reclaimed oak beams and custom crafted six foot by nine foot doors and windows creates an atmosphere that is second to none! This estate has five fireplaces each unique and perfectly matched to it’s location! The seven plus bedroom suites are designed with comfortable privacy and flow; the master bedroom suite is designed with its own private level of living with an open sitting area with a custom fireplace, his and hers private baths and a stately deck overlooking the private grounds. Three private offices, an au-pair suite,exercise room and a five hundred plus bottle Wine cellar are are but a few of the other touches that finish this one of a kind estate. One has to mention the laundry facility with its four commercial washers and dryers, folding tables, commercial irons and steam table as it equals a professional laundry. The landscaping was lovingly designed for the 10 acre grounds by a team of high end landscape architects. The principal estate blends perfectly with a plethora of plantings that bring happiness to the surroundings as they all take their sequential scheduled moments of boasting their wonderful colors and unique designs in a year round symphony of sophisticated beauty. The grounds behind the estate reveals a great span of natural privacy containing old growth vineyard oaks and a wall of private woods. Contained inside the back yard is an Olympic size gunite pool ,which is encased by a massive slate patio with room for all for private sunbathing, outdoor dining and living. Behind the pool is an in ground hot tub and a one thousand five hundred foot exercise facility with a massage room, en suite with full bath and sauna, weight room and large screened in heated porch , also with a custom fireplace. "Next stop, there isn't one"!

Listed by Fred Mascolo of Jane Brown Assoc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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

8 Jethro Lane Chilmark MA 02535

Chilmark, MA8 Jethro Lane

Price$11,995,000

Est. Mortgage: $/month

MLS Number 35593

  • Residential
  • Mls Status Active
  • Village North
  • Bedrooms 8
  • Bathroom 6.5

Stunning Chilmark north shore 4 acre waterfront paradise with wonderful sunsets and unique privacy nestled between a large wooded hill and a 200 acre private estate. The 6 bedroom 4 1/2 bath two kitchen main house and 2 bedroom (with 2 dormers) 2 bath guest house enjoy dramatic views of the Elizabeth Islands from the Gay Head Lighthouse to Woods Hole from 15 of the 18 rooms. The property is beautifully manicured with an enchanting contour stretching to the bluff overlooking a dreamy private cove and sandy beach. Four cleared acres are very rare on the heavily wooded north shore. Waterfront values on the rugged, elevated and protected Vineyard north shore are attracting more interest after Hurricane Sandy damaged the low elevation fragile south shore NY, NJ and New England coast line. The property is in the highly desirable 335 acre Spring Point community with 38 home sites with 135 acres of common land, 3/4 mile of private beach, 2 tennis courts and endless dirt roads and trails.

Listed by Robert Kenney of Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

"Based on information submitted to MA_LINKMV as of August 10, 2022 . All data is obtained from various sources and has not been, and will not be, verified by broker or MA_LINKMV.  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."

Kelleher Real Estate Services