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15 Old Farm Road Chilmark MA 02535

Chilmark, MA15 Old Farm Road

Sale Price$3,710,000

Sold

Listing Id 43649

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 5
  • Acreage 3.2

CHILMARK BLISS - A Refined Retreat- 15 Old Farm Road, where elegance meets tranquility. Set on over 3 acres of private, manicured grounds, this exceptional Chilmark residence was thoughtfully reimagined in 2020 by architect Peter Breese and expertly built by Doug Best. A beautifully designed hardscape welcomes you, a serene pond, and the gentle murmur of a babbling stream-an introduction to the home's atmosphere of relaxing sophistication. Step inside to a dramatic open-concept kitchen and living space, where high-end appliances, luxurious stone countertops, and a custom stone fireplace come together to create the heart of the home-ideal for both intimate gatherings and inspired culinary adventures. A spacious pantry off the kitchen, offering extra prep space, leads to a lovely screened porch for summer nights. The first floor features a sunny, bright primary suite that opens to its private deck overlooking the lush landscape. A formal foyer leads to a cozy library and media room. Upstairs is a private guest bedroom and a full bathroom. A breezeway deck-perfect for enjoying morning coffee-leads to a third bedroom suite featuring another exquisite stone fireplace, and a lounge area that provides warmth and privacy for visitors and a full bathroom. There is a large barn door opening to a private patio. The versatile lower level adds yet another layer of functionality, featuring ample dry storage and a bright bonus room that is ideal for a gym, yoga studio, media lounge, or overflow space. This space opens to a verdant backyard, blending beauty with practicality, complete with a fenced flower garden and a charming post-and-beam artist studio with electricity and a basement. The property was designed with a pool in mind. There is also a 5-bedroom septic for expansion possibilities. Enjoy everything Chilmark has to offer, including access to Lucy Vincent and Squibnocket Beach.

Listed by Tina Miller- 508-561-0042 of Donnelly + Co

Listing Sold by Grace Hagerty Real Estate Inc

$
$
%
$/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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89 Pond Road West Tisbury MA 02575

West Tisbury, MA89 Pond Road

Sale Price$3,700,000

Sold

Listing Id 39675

  • Residential
  • Mls Status Closed
  • Bedrooms 5
  • Bathroom 5
  • Acreage 1.43

Elegant property in a fantastic area up-island in Deep Bottom Pond. This association is well organized with paved roads, private tennis courts and deeded Great Pond access with kayak storage. The association offers walking trails in the woods as well as around the open meadows. Strong investment area for ownership and terrific rental income opportunity. This house has exquisite outdoor living spaces with a heated gunite pool and hot tub overlooking the open meadows -offering forever protected vistas out to the ponds and horses. The first floor has multiple living spaces featuring an open kitchen-living room with a fireplace and multiple windows and doors offering views to the meadows and pool area. There is a secondary living room with doors out to the patio and pool. A formal dining room and swing room/office is also on the first floor. Upstairs there are four generous bedrooms with three full and two half baths in the main house. Two of the bedrooms are ensuite. There is a finished basement with a billiards room, media room, living room and a half bath. The pool house is a super guest suite with a half bath, outdoor shower and private second floor bedroom. It is an easy walk to the private boat access onto the Tisbury Great Pond from this home where you can enjoy all that the Great Pond has to offer and boat over to the Longpoint beach.

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

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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395 Barnes Road Oak Bluffs MA 02557

Oak Bluffs, MA395 Barnes Road

Sale Price$3,700,000

Sold

Listing Id 36053

  • Residential
  • Mls Status Closed
  • Village Lagoon/Harbor
  • Bedrooms 4
  • Bathroom 4.5

RARE OPPORTUNITY ON THE LAGOON WITH A DEEP WATER DOCK - It is rare to find a home in a setting like this on Martha's Vineyard. Tucked away just off Barnes Road, it feels as if you are in a remote locale, yet you are so close to all the Island has to offer. Invite your friends and family. This home boasts room to absorb many people without feeling crowded and has plenty of private retreats for the generations to come. West facing views and glorious sunsets help make this a perfect place to spend - and end - a day. Entertaining is a breeze throughout the open concept main floor. Take in a glorious sunset from the screened porch or out near the dock. Clams and scallops are within your reach just offshore. A ball game or two have been known to erupt on the front yard. Sit back and soak in the natural setting - the fish and fowl will keep you entertained. A deep water dock and deep water access, with the added comfort of the protected location. Come for a visit. You will want to stay for a lifetime.

Listed by Leslie C. Floyd 508-221-4643 of Compass | Point B

Listing Sold by Ocean Park 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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124, 116, 122 Old Farm Road Chilmark MA 02535
Sold

Listing Id 43300

  • Residential
  • Mls Status Closed
  • Bedrooms 5
  • Bathroom 4
  • Acreage 13.7

An incomparable setting in Chilmark, a beautifully renovated 5-bedroom home, stunning landscape and hardscape, all on three separate building lots totaling almost 14 acres - this is Allerton farm. The historic house has been expanded with new additions to create a thoroughly modern residence that nevertheless retains a charm that could not be achieved without technical expertise, attention to detail, and very good taste. In addition to the beautifully renovated home there is a very large enclosed garden, pickleball court, and a wind turbine that produces large amounts of energy.

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

Listing Sold by Wallace & Co. Sotheby's

$
$
%
$/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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37 Road To The Plains Edgartown MA 02539
Sold

Listing Id 42765

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 2.5
  • Acreage 1.04

* NOTE: Furnishings were sold separately for $150,000. AN EXCEPTIONAL OPPORTUNITY TO CREATE YOUR SIGNATURE VINEYARD COMPOUND. Set behind a charming white picket fence lined with blooming hydrangeas, this beautifully reimagined Edgartown property blends classic island character with all the benefits of new construction. Renovated from top to bottom in 2024 by a top-tier island builder and pursuant to custom plans, the home is essentially brand new - offering immediate comfort and timeless style, with the rare opportunity to expand into a fully customized luxury compound. Privately sited on a double-sized one-acre lot, the property can support up to seven (7) bedrooms*, including a future 2-bedroom guest house, a detached garage/carriage house, and still leaving room for a pool, hot tub, stone terrace/patio and expansive yard perfect for entertaining or relaxing under the stars. The residence offers fresh and inviting living spaces featuring Rubio® finished hardwood floors, custom shiplap and paneling details, custom built-ins, designer light fixtures and more! Every detail has been thoughtfully curated to balance understated elegance with coastal comfort. At the heart of the home, the chef's kitchen impresses with premium appliances, gorgeous stone countertops, and a center island with counter seating . . all seamlessly integrated behind custom cabinetry. Open shelving, a full tile backsplash, and a custom vent hood create a space that's both functional and full of character. Seamless indoor-outdoor living is a hallmark of the home, with a covered porch perfect for morning coffee, a 16'x14' screened porch for afternoon lounging, an expansive deck for al fresco dining/entertaining -- plus an oversized outdoor shower, and mature landscaping that enhances the sense of privacy and peace. Whether you choose to enjoy this home as-is or realize its full compound potential, this is a truly special property in one of Edgartown's most desirable areas. This coastal chic property features custom finishes and fixtures -- with an eye toward unmistakable quality. NOTE: Assessed value does not reflect/include final renovation upgrades. Agent has owner interest. Tenants in residence through early September.

Listed by Wendy Harman of Compass | Point B

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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62 Gosnolds Way Chilmark MA 02535

Chilmark, MA62 Gosnolds Way

Sale Price$3,675,000

Sold

Listing Id 40323

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 10.1

Not listed in LINK Brickyard Beach lot included in sale

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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39 Sarita Walker Road West Tisbury MA 02575
Sold

Listing Id 39860

  • Residential
  • Mls Status Closed
  • Bedrooms 6
  • Bathroom 4.5
  • Acreage 3

Private West Tisbury estate on 3 acres with access to Watcha Pond. This distinctive offering includes a four-bedroom main home, a two-bedroom guest house and an oversized two-bay garage with additional living space on the second level. Enjoy the casual elegance of this beautifully maintained 1830's farmhouse with quality workmanship and thoughtful detailing throughout. The farmhouse had a complete frame-off restoration in the mid-90s to offer modernized living. Charming wood beams and custom built-ins are featured throughout the home along with a gourmet kitchen, sun-filled dining room, living room with brick fireplace, antique wood floors and updated bedrooms and baths. Privately sited from the main house is a charming guest house with wonderful views of the surrounding meadow. Watcha Pond is a pristine fresh water pond on the south shore of Martha's Vineyard perfect for kayaking and paddle boarding. Offering sweeping pastoral views, a generous yard, lovely cultivated gardens and native landscape, this property is a true island retreat.

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

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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14 Prices Way Edgartown MA 02539

Edgartown, MA14 Prices Way

Sale Price$3,650,000

Sold

MLS Number 42258

  • MultiFamily
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 5.5
  • Acreage 0.64

This stunning four-bedroom masterpiece has undergone a recent renovation, marrying timeless elegance with modern luxury. Step inside to discover a spacious interior adorned with premium finishes and thoughtful details at every turn. The main residence boasts three meticulously designed bedrooms, each offering a sanctuary of comfort and style. The primary bedroom and bath with private outdoor shower, is found on the first level with an additional flex space used as an office. Two bedrooms with stylish barn doors are found on the upper level and are connected by a full bathroom. The gourmet kitchen has top of the line appliances with a large Quartz island. The pantry is outfitted with all your entertainment needs including sub-zero refrigerator drawers. There is a dining room and living area with TV and gas fireplace is just off the kitchen. Sliding glass doors lead to the back patio. The spacious great room offers a second place to gather and watch TV. French doors open to the pool area. Venture outside and be greeted by an oasis of leisure and entertainment. The expansive outdoor living areas feature a pristine pool surrounded by lush landscaping, creating a serene ambiance for soaking up the sun or unwinding with a refreshing swim. Immerse yourself in the ultimate outdoor entertainment experience with multiple TVs, cozy fireplaces, and covered porches, where you can savor alfresco dining or cozy up with a good book. The separate Carriage House offers a retreat of its own, complete with all the amenities needed for comfort including a bedroom, full bath and living room with gas stove. Experience the epitome of coastal living in this Edgartown gem, where every detail has been thoughtfully curated to elevate your lifestyle and create unforgettable memories. With ample space for relaxation and entertainment, including multiple living areas, a gourmet kitchen, and dining space, this home is the perfect Vineyard compound.

Listed by Stacy Ickes of Donnelly + Co

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.

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9 Crescent Road Oak Bluffs MA 02557

Oak Bluffs, MA9 Crescent Road

Sale Price$3,650,000

Sold

Listing Id 37888

  • Residential
  • Mls Status Closed
  • Village East Chop
  • Bedrooms 3
  • Bathroom 3

EAST CHOP: Dramatic WATER VIEW property features a refined open design with meticulous attention to detail integrating the highest quality materials that makes this offering soundly stand out from other fine homes in this price range. The exquisite landscaping surrounding the residence is an established arboretum of exotic trees, plantings, and stone work highlighted by a crystal clear Koi pond with a soothing waterfall. The interior, both comfortable and visual, flows from one intimate setting to another offering dreamy views of NANTUCKET SOUND complemented by the artistic combination of colors, materials and textures...gleaming Birch flooring throughout, imported marble accents in bathrooms and kitchen, Venetian Plaster ceilings and walls with inset railings in the stairways, broad commercial grade Fleetwood windows, Lutron lighting system, Viking and Sub Zero Appliances, the finest contemporary finishes and fixtures...SO MUCH MORE TO EXPERIENCE....Situated in a protective setting on the Bluffs of East Chop...an easy walk to Beaches, Harbor and Town Center.

Listed by Amy Goldson 202-251-2922 of Ocean Park Realty Inc

Listing Sold by Ocean Park 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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490 Edgartown Vineyard Haven Road Edgartown MA 02539
Sold

MLS Number 38600

  • Land
  • Mls Status Closed
  • Acreage 26

Not listed in LINK.

Listed by 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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134 Plantingfield Way Edgartown MA 02539
Sold

Listing Id 35902

  • Residential
  • Mls Status Closed
  • Village Downtown
  • Bedrooms 5
  • Bathroom 3.5

Not listed in link

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.

Ask A QuestionMore Details

32 Temahigan Avenue Oak Bluffs MA 02557
Sold

Listing Id 32756

  • Residential
  • Mls Status Closed
  • Village East Chop
  • Bedrooms 6
  • Bathroom 6

HISTORIC EAST CHOP WATERFRONT ESTATE WITH BOATHOUSE AND DEEP WATER DOCK. Originally built in 1870 with all of the grandeur of a 19th century seaside estate, this grand historic home features over 6,000 square feet of finished interior living space which was meticulously renovated from top to bottom in the year 2000, under the direction of noted architect, Joseph Dick and island builder, Everett Whorton. Today, this luxurious home maintains all of the original character and architectural details of the era, including beautiful coffered ceilings, gorgeous custom wood paneling, and finely crafted millwork throughout. The property boasts sweeping views from three floors of living space -- plus a spacious outdoor deck -- across the 3.2-acre property with rolling lawn, patio with stone fireplace and beautifully landscaped grounds to Vineyard Haven Harbor and Vineyard Sound beyond. A wooden boardwalk crosses over a small pond, leading to the water's edge where a 750-sf boathouse with stone fireplace, kitchen and bath sits adjacent to a deep water dock and moorings. The property also includes a detached 2-car garage with unfinished living space above which can be easily transformed into a beautiful Guest House, also with water views. This iconic property is the ultimate place to gather family and friends and create treasured Vineyard memories for years to come. Furnishings are available separately. Note: Sale subject to bank approval.

Listed by Wendy Harman of Compass | Point B

Listing Sold by SplitRock Real Estate, 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.

Virtual TourAsk A QuestionMore Details

Based on information submitted to LINKMV as of June 15, 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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