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556 Chappaquonsett Road Vineyard Haven MA 02568
Sold

MLS Number 36026

  • Residential
  • Mls Status Closed
  • Village Tashmoo
  • Bedrooms 12
  • Bathroom 8

This unique waterfront estate offers 3 residences (12 bedrooms), an art studio, tennis court, and 300 feet of private beach. The property is located in an old established area abutted by gracious summer estates and hundreds of acres of permanently protected open space. The spacious Main House marries classic New England architecture and a Mid-Century Modern design with walls of glass and high ceilings welcoming breathtaking indoor-outdoor connections to its gorgeous waterfront setting. 180 degree views extend over the pastoral pond and barrier beach north to Woods Hole, west over the Elizabeth Islands for incredible sunsets, and east to the outer Cape shoreline. A former barn was converted to a residence with 5 bedrooms, 3 bathrooms, and common room, perfect for guests. The 1-bedroom cottage on the edge of the pond is a romantic, dreamy escape. Pack your suitcase and move in, now offered fully furnished, turnkey (with exception of art).

Listed by LINK of LINK

Listing Sold by LINK

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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 Katama Bay View Road Edgartown MA 02539
Sold

MLS Number 38791

  • Residential
  • Mls Status Closed
  • Bedrooms 5
  • Bathroom 8.5
  • Acreage 5

Magnificent Impeccably-maintained Edgartown Estate. Rare 5-acre compound in the heart of Katama, surrounded by 17 acres of Sheriff's Meadow conservation property and across from the Nature Conservancy's Farm Institute. Sited and designed by architect Jack Kemper to provide both sanctuary and large social gatherings, the property offers walkable or biking access to all that Edgartown, Katama Bay, South Beach, and the Farm Institute have to offer. Replete with charming details that honor the island's centuries-old traditions, the more-than 7,500 sf of finished living areas provide a variety of spaces for both private and group gatherings. In addition to separate living & family rooms, an oversized chef's kitchen with round dining room, a fitness area and rec room, the property offers a total of 5 en-suite bedrooms and 3 half baths, with radiant heating throughout. There is easy access to multiple outdoor decks and a covered patio that face eastward toward a large, level, landscaped rear yard as well as wooded hiking trails. A screened-in porch allows for all-weather enjoyment. Wet-bars exist on all three house levels as well as in the pool house to service guests. A whole-house generator provides year-round peace of mind. The lovely oval-shaped, heated, pebble-tech pool is surrounded by professionally designed colorful gardens and is enhanced by an outdoor sound system, adjacent hot tub, fire pit and pool house that includes bathroom & shower plus a kitchenette that makes outdoor entertaining pool-side a snap! The easy connection between front entry, side pool complex and level, spacious rear yard, make the site a natural both for large tented social affairs as well as informal parties involving outdoor activities such as pool & yard games & putting contests on the putting green and bunker. A large driveway offers ample parking. A spacious & heated garage with powder room & light-filled office above is attached by gated stone wall with paths to fenced cutting and vegetable gardens. Professionally designed and lighted landscape includes flower and fern gardens as well as a flowering apple orchard, assuring months of color & fragrance. Pool & landscape irrigation comes from well water. Edgartown supplies water for the house.

Listed by Jared Bicknell of Feiner Real Estate

Listing Sold by Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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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28 & 18 Hillbrook Lane West Tisbury MA 02575
Sold

MLS Number 40631

  • MultiFamily
  • Mls Status Closed
  • Bedrooms 11
  • Bathroom 9.5
  • Acreage 21.05

COME ONE - COME ALL!!! If you and your family and friends have been looking for a property to share - look no further. This 20 acre estate will surpass your every expectation. Two completely independent water view homes; olympic-size swimming pool; tennis courts; and walking trails through meadows and stands of majestic old-growth trees. THE IMMACULATELY MAINTAINED MAIN HOUSE offers water views from nearly every room. There are multiple living spaces that exude comfort and quality and 4 lovely bedrooms, each with their own baths, including the enviably large primary suite. But that's not all - immence screened porch overlooking the pool, patio and views, a rooftop crows nest perfect for enjoying the sunsets, and a delightful guest cottage with its own living room and kitchenette for brewing morning coffee or serving up cool refreshers for the players on the nearby tennis court. THE SECOND HOME is sighted on its own 3+ acre parcel and is a unique and wonderful antique cape that has been thoughtfully and charmingly renovated. The living room is a delightful surprise for a home of this vintage, stretching across most of the back of the house to take advantage of the views. There is a handsome, separate dining room with beautiful symmetry and 3 roomy and charming bedrooms. The grounds around this home are so special - a rolling meadow falls away from the back of the home and is bounded completely by ancient stone walls, and the sunken garden that welcomes you onto the property even has its own tiny stream. For those who don't need the extra accommodations that this home provides, offers for the main house and its 17+/- acres will also be considered.

Listed by Candy daRosa of Karen M. Overtoom R.E.

Listing Sold by Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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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38 Morse Street Edgartown MA 02539

Edgartown, MA38 Morse Street

Sale Price$6,875,000

Sold

MLS Number 36716

  • MultiFamily
  • Mls Status Closed
  • Village Downtown
  • Bedrooms 7
  • Bathroom 9

A stunning compound in the heart of Edgartown village. The Patrick Ahearn-designed main house, Carriage House, Cabana, and swimming pool are in the final construction stages by premier island builder Adam Moran and will be ready by July of 2020. The improvements are by the Island's finest professionals, while the centerpiece of the compound was provided by Mother Nature - a magnificent 200-year-old Copper Beech tree. The main house is 5000 square feet and offers four levels of living space. The plans show the scope of the project but you must visit the property to understand the quality of the finished product and attention to detail that one naturally expects with a Patrick Ahearn home. So many of the design details are redolent of Edgartown architecture, from the red cedar roof on top to the redbrick details along the foundation. The quality is evident throughout. The front porch is the prime location to host your annual July 4th party and watch the parade go by. As much as it feels like an integral part of this historic village, this is a thoroughly modern house with large open living spaces and the most up-to-date conveniences. There is also the most modern technology to service the needs of the 2021 buyer. It is wired for sound - and just about everything else. The design and construction detail extends to the Carriage House and Cabana. There is a separate entrance from North Summer Street to the Carriage House, and incredibly, you can drive all the way through the private compound from Morse Street and exit on North Summer Street. The Carriage House has privacy if required and also fits naturally into the superb site design. Along with the gorgeous swimming pool area with spa and bluestone flagging, the Cabana provides the finishing touch to this compound. It includes an elegant living area that looks onto the pool as well as half bath. No detail has been forgotten. The beautiful new landscaping and hardscaping complement elements that are beyond the scope of any landscaping company - the towering Copper Beech tree in the backyard and also the Pagoda tree right in front of the house that was planted almost a century ago from a seedling from the famed landmark Pagoda tree on South Water Street. The property at 38 Morse Street is destined to quickly become one of Edgartown's most desirable addresses and the yardstick by which other properties are measured.

Listed by Bonnie Pierce of Wallace & Co. Sotheby's

Listing Sold by Martha's Vineyard Buyer Agents

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$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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 North Street Edgartown MA 02539

Edgartown, MA12 North Street

Sale Price$6,850,000

Sold

MLS Number 38084

  • Residential
  • Mls Status Closed
  • Bedrooms 6
  • Bathroom 5.5
  • Acreage 0.51

Not listed in link

Listed by LINK of LINK

Listing Sold by Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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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662 Chappaquonsett Road Vineyard Haven MA 02568
Sold

MLS Number 44029

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 3
  • Acreage 1.58

Surrounded by natural beauty, this wonderful beach house features 300 feet of private beachfront and direct access to Lake Tashmoo. The house, which was originally built in the 1950's, was fully renovated in 2001 and has been impeccably maintained ever since. “The Swindle”, as it's known locally, was once home to Hollywood actress Katherine Cornell and is full of Vineyard history. With 2 bedrooms and 2 bathrooms in the main house plus a gourmet kitchen, lovely open living room, dining room, and separate study, three sets of French doors open to the water view deck spanning the whole house. “The Swindlette” is a separate studio offering extra sleeping space with a full bed and a half bath, laundry facilities, and would be perfect for a nanny, housekeeper, or teenager who wants privacy. Moor a boat in Tashmoo or launch kayaks, paddleboards, or a little Zodiac from the private dock, and zip over to The Black Dog in Vineyard Haven for breakfast, or to pick up groceries. Watch the sunrise over Beach Plum Pond whilst having your coffee, and enjoy Martha's Vineyard's unrivalled sunsets over the Vineyard Sound. CLOSING NOTE: Commissions to real estate brokerages not included in recorded price.

Listed by Jill Hobby Napior 508-642-0831 of Tea Lane Associates

Listing Sold by Compass LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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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52 Fuller Street Edgartown MA 02539

Edgartown, MA52 Fuller Street

Sale Price$6,750,000

Sold

MLS Number 37674

  • Residential
  • Mls Status Closed
  • Village Downtown
  • Bedrooms 5
  • Bathroom 7

This newly built and traditionally styled home is well constructed with a creative open floor plan ideal for todays lifestyles. The first floor offers a TV room/den, office, dining room and laundry as well as a ground floor bedroom suite. The large family room / kitchen features a 18' Nana wall which opens to the pool area, a fireplace and French doors leading to a screened porch with fireplace. The 2nd floor has 2 large bedrooms with private baths and a cathedral ceiling master bedroom with walk-in closet, fireplace and private deck. There is also a 3rd floor game room with bunks and a full bath. The amenities continue in the lower level with an additional bedroom and bath, media room and exercise room. The property is formally landscaped, has a one-car garage, pool, pool house and private back yard. The house is being offered fully furnished and located close to Fuller Street Beach.

Listed by Gerrett Conover of Landvest MV

Listing Sold by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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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100 Beach Plum Lane Chilmark MA 02535
Sold

MLS Number 37236

  • Residential
  • Mls Status Closed
  • Village North
  • Bedrooms 4
  • Bathroom 3

Travel up a short winding, gravel drive and arrive at a compound of shingle-clad seaside cottages positioned to take advantage of the commanding views of Vineyard Sound, the Elizabeth Islands, Gay Head Lighthouse, Menemsha Pond and the village of Menemsha. This property, once featured on the cover of Architectural Digest, dates to the 1930's and was lovingly renovated and restored by the current owner and Joseph Dick, a well-known and respected architect on the Cape and Islands. The main house features two bedrooms, two baths, living and dining rooms with water views, fireplace, well-appointed kitchen, outdoor rain shower, and a front porch which provides a front row seat to those magical Menemsha sunsets. The guest house has one bedroom and bath, large, open living and dining areas, an ample kitchen, and an outdoor shower. Adjacent to the guest house is a detached, one bedroom cottage. A cottage at the rear of the property contains an office with wide water views and a lower level space currently configured as a personal gym. The last of the five cottages on the property is used for storage of seasonal furnishings. Expansion of the main house is possible with permitting. The property has been approved for a five bedroom septic system (see listing broker for conditions). Mature landscaping, specimen trees and lush perennial gardens surround the property and delight the senses with vivid colors and welcoming floral scents. A short stroll on a deeded path takes one to the historic fishing village of Menemsha, it's seafood and craft shops and the calm waters at Menemsha Beach. A video tour of this property can be found here: https://vimeo.com/video/358902170

Listed by Russell Maloney of Russell Maloney Real Estate

Listing Sold by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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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9A Duarte Circle Edgartown MA 02575

Edgartown, MA9A Duarte Circle

Sale Price$6,695,000

Sold

MLS Number 43491

  • Residential
  • Mls Status Closed
  • Bedrooms 6
  • Bathroom 6.5
  • Acreage 0.5002

NEW CONSTRUCTION: Coastal inspired Katama Gambrel with swimming pool and pool house conveniently located to both downtown and beaches. Exquisite design and finish with generous proportions throughout the home. Designed as a hub for all Martha's Vineyard activities in summer or year-round, this is an exceptional retreat to be cherished by multiple generations. The layout centers on an expansive great room, approx 48' by 22', with an open kitchen, dining and living room overlooking the pool and private yard. One of two featured spaces with double height ceilings, the 1st floor primary bedroom includes two walk-in closets, a private office or den, and a luxurious five-fixture bathroom with beautiful marble flooring and high end finishes throughout. The 1st level also includes a second living room with soaring ceilings, a gorgeous half bathroom, a full butler's pantry/prep kitchen, laundry room with two washers and dryers, and mudroom with built-ins for shoes, towels, coats, and beach gear. Four additional bedrooms and bathrooms are located on the 2nd level. In the heart of the 2nd level is an open living room that flows out to a beautiful wood balcony overlooking the pool and yard. A 6th ensuite bedroom and bath is included with this offering in the lower level, which also has more potential. The basement includes 10' ceilings, allowing for a range of options such as a media room, golf simulator, gym and spa. An attached two-car garage can be built by the sellers for an additional price (plans and renderings available upon request). The 16' by 36' eco-finished gunite swimming pool with integrated hot tub/spa is fully equipped with retractable cover and bluestone patio for seating. All pool equipment is contained in the basement of the pool cabana, which will be fully finished with living room, kitchenette, changing room, half bathroom and an outdoor shower.

Listed by Peyton Wallace of Studio Realty

Listing Sold by Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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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74 Turkeyland Cove Road Edgartown MA 02539
Sold

MLS Number 42954

  • Residential
  • Mls Status Closed
  • Bedrooms 6
  • Bathroom 6
  • Acreage 4.8

This distinguished Edgartown Great Pond compound presents an exceptional collection of features and amenities. Situated within a highly desirable, secluded enclave on Turkeyland Cove, the 4.8-acre property includes two residences, a bespoke private in-ground swimming pool, approximately 400 feet of waterfront, outstanding water views, and a private beach lot on the Atlantic Ocean. The principal dwelling offers four bedrooms, exquisite craftsmanship throughout, and a unique setting right along the water. The secondary residence was constructed in 2010 and spans 2,556 square feet, featuring two bedrooms, a three-car attached garage, and a full basement. The buildings are harmoniously integrated with meticulously designed plantings, landscape, and custom-built fencing and gates. The pool area provides a secluded oasis, with an L-shaped gunite swimming pool nicely complemented by two adjacent outbuildings. Expansive lawns gently slope towards the waterfront, and boat access to the Atlantic beach is readily available from the property shoreline. Held by the same owner for over three decades, this property represents an unparalleled opportunity.

Listed by Peyton Wallace of Studio Realty

Listing Sold by Studio Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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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11 Cummings Way Edgartown MA 02539

Edgartown, MA11 Cummings Way

Sale Price$6,665,000

Sold

MLS Number 41882

  • Residential
  • Mls Status Closed
  • Bedrooms 6
  • Bathroom 7
  • Acreage 0.26

FINAL SALES PRICE: $6,800,000 (The value of the furnishings and credits totaled $135,000.). COASTAL CHARM WITH EDGARTOWN HARBOR and LIGHTHOUSE VIEWS. Timeless elegance meets coastal charm in this classic colonial home, complete with a carriage house and pool, all while offering stunning views of Edgartown Harbor and the iconic lighthouse. Located in the heart of historic Edgartown Village, this exquisite property, designed by renowned architect Patrick Ahearn, captures the essence of village living. With six bedrooms, each boasting en suite baths, including a detached Carriage House with a private bedroom and full bath, this home provides ample space and privacy for both family and guests. The interior features beautiful heart pine floors, beaded board, raised paneling, custom built-ins, and millwork, adding a touch of sophistication to every room. The main level includes a formal living room and dining room, perfect for hosting elegant gatherings. The gourmet kitchen is a chef's dream, complete with a center island, top-grade appliances, and a separate butler's pantry. Cozy up by one of the four wood-burning fireplaces in the living room, dining room, family room, or on the outdoor covered portico, ideal for enjoying summer evenings with family or friends. Spanning four floors of finished living space, totaling 6,340 square feet, the property features French doors that open out to multiple decks and porches, allowing for full appreciation of the breathtaking views. Additional amenities include a family/media room, in-home gym, and a refreshing pool with a built-in spa for relaxation during the summer months. Immerse yourself in the charm of this coastal town, with its picturesque streets and proximity to all the amenities you desire. This home offers the perfect blend of luxurious living and coastal allure, making it an unparalleled retreat in the heart of Edgartown Village. SUMMER BONUS: This home is move-in ready for Summer 2024 and is being offered FURNISHED. Also included in this offering is your perfect beach cruiser . . . a rare and fully-restored Land Rover Defender, NATO model, valued at $150,000 (see photos)

Listed by Wendy Harman of Compass | Point B

Listing Sold by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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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7 Clay Pit Lane Aquinnah MA 02535

Aquinnah, MA7 Clay Pit Lane

Sale Price$6,650,000

Sold

MLS Number 43677

  • Residential
  • Mls Status Closed
  • Bedrooms 5
  • Bathroom 4.5
  • Acreage 3.7

Stunning waterfront home with panoramic waterviews. The home was designed by Hutker Associates, built by Andrew Flake, and landscaped by Michael Van Valkenburgh - three of the most renowned names in Martha's Vineyard home creation. Little wonder it was featured on the cover of Beautiful Home magazine and has been included in several other home design magazines and books. The 5000 sq ft house with 5 bedrooms and swimming pool is a finished product and is being sold turnkey minus artwork and some personal pieces of furniture. The living spaces are supremely elegant and take full advantage of the spectacular water views from almost every room - in front of you Menemsha Pond and Red Beach, and to the north, Vineyard Sound. The landscape and gardens are a masterpiece. A walkway and boardwalk leads down to a private beach on Menemsha Pond.

Listed by Mark Jenkins of Wallace & Co. Sotheby's

Listing Sold by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* 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 TourAsk A QuestionMore Details

Based on information submitted to LINKMV as of June 14, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or 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.

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