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113 Upper Main Street Edgartown MA 02539
Sold

Listing Id 38205

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.1365

Walk to everything from this Historic Home in the heart of the Village. Renovated in 2019 and updated ever since this home only needs you. Beautiful old wide pine floors, doors and trim. Modern tiled baths and updated kitchen with onyx counter tops. Five working fireplaces, front stairs and back stairs to the second floor. Propane baseboard heat with fully insulated basement. Large outside deck looking over fenced in yard with plenty of privacy. Room for small pool. Seller would like to close in September but could close sooner.

Listed by Jim Joyce of Carroll & Vincent R.E.

Listing Sold by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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63 Putnam Road Chilmark MA 02535

Chilmark, MA63 Putnam Road

Sale Price$2,185,000

Sold

Listing Id 36557

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

Spectacular sunset water views are the focus of this gorgeous property with a zen like feel that fits gently into the stunning landscape. Views from every room over the north shore and Vineyard Sound. The master suite has a wonderful orientation with drop dead views from the bed. Each room has its own access to a private deck or porch. The kitchen is brand new as are all the windows and doors throughout. A gazebo in the yard offers a sanctuary form the home for meditation and solace. Walk the 3/5 mile of private beach, roam the trails and explore the miles of conservation properties nearby. This is a wonderful and intimate home that will bring joy for generations to come. Enjoy it as is or consider modifying it to fulfill your needs. Sellers is motivated.

Listed by Jim Feiner of Feiner Real Estate

Listing Sold by Feiner Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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 Lenssen Way Edgartown MA 02539

Edgartown, MA9 Lenssen Way

Sale Price$2,185,000

Sold

Listing Id 36610

  • Residential
  • Mls Status Closed
  • Village Downtown
  • Bedrooms 3
  • Bathroom 2.5

Opportunity abounds on this 2.58 acre water view property located ½ mile down a private, dirt road from the intersection of Upper and Lower Main Street in the prestigious north side neighborhood of Edgartown. Here you can enjoy the feel of up-Island in this charming and informal (summer/all season) three bedroom two and a half bath home with 1,912 SF on the edge of a pine forest. Overlooking wetlands with Nantucket Sound in the distance, this classic Vineyard property is close to Main Street with all the restaurants, theater and shops that town has to offer. History of rentals and unparalleled opportunity for development.

Listed by Brenda Galligan of Karen M. Overtoom R.E.

Listing Sold by Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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416 Lighthouse Road Aquinnah MA 02535
Sold

Listing Id 38426

  • Residential
  • Mls Status Closed
  • Bedrooms 5
  • Bathroom 3
  • Acreage 1.6

Tranquility and privacy surround you in this sweeping coastal landscape with spectacular Vineyard Sound views on the water side of Lighthouse Road. The five-bedroom home is designed as a main house and apartment connected by an expansive deck with views over beautiful, forever-wild lands out to the water. This layout combined with the contemporary style and open, airy living spaces offers many options for extended families and generational living. The house is built for year-round living with solid construction, high ceilings on both levels and large windows featuring lovely views of the water, grounds and gardens. This is a beloved family retreat in a special, peaceful setting in Aquinnah. Ownership share in South Shore Beach off Moshup Trail is available separately for $300,000.

Listed by Meg Bodnar 508-221-2782 of Tea Lane Associates

Listing Sold by Flanders Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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5 Guerin Lane Chilmark MA 02535

Chilmark, MA5 Guerin Lane

Sale Price$2,179,750

Sold

Listing Id 37547

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

Well located off of beloved Middle Road, this property embodies all of the natural beauty of Chilmark including old stone walls, perennial plantings and mature trees. The property abuts nearly 100 acres of Sheriffs Meadow conservation land, leading to multiple trailheads for walking and biking. The south facing design allows for all day sun inside the main living areas as well as the exterior deck over looking the lawn. Well designed with three ensuite bedrooms and baths as well as extra living space upstairs for an office or creative over flow. The firs flow is an easy flow of kitchen to dining and living room centered by a tasteful fireplace which can cozy up the whole house in the winter. There is a separate guest cottage located privately with a bedroom, full bath, covered porch and back deck to the outdoor shower. Both dwelling have heating and cooling. There is also a sweet little bonus bunkhouse. Ready to move in and enjoy as well as an easy rental for the weeks you are not able to use it.

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

Listing Sold by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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21 Herring Creek Road Edgartown MA 02539
Sold

Listing Id 38462

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 0.5

Situated in Katama the beautiful sub-section of Edgartown, off right fork with accessible bike paths to South Beach and minutes to Katama general store. Well maintained home with impressive rental history.

Listed by John Ledden of Ledden Properties LLC

Listing Sold by Ledden Properties LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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13 Young Street Edgartown MA 02539

Edgartown, MA13 Young Street

Sale Price$2,175,000

Sold

Listing Id 38824

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 0.6959

Tri-level luxury! Beautifully designed upside-down house located in the heart of Katama. Tucked away off of Herring Creek road, this unique property features a very large landscaped yard with privacy, plentiful parking and multiple decks for your summer enjoyment. Close enough to bike right down the road to South Beach or in to town, you can't find a better island location. This immaculate house is move in ready and awaiting your personal touches. This home was renovated and designed with style and function in mind. As you walk through the sliders onto the first level, you will find the large bedroom area with a bathroom and laundry; the second level has a modern kitchen with new stainless appliances, a dining and sitting area, and access to a deck overlooking the back yard. Another deck overlooking the front driveway is connected to this level's bedroom; there is also a living room/den and bathroom. At the very top you will find the large master bedroom and master bath. Easy to show!

Listed by Paul Pertile of The Agency

Listing Sold by Donnelly + Co

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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55 Old Purchase Road Edgartown MA 02539
Sold

Listing Id 41042

  • Residential
  • Mls Status Closed
  • Bedrooms 5
  • Bathroom 3.5
  • Acreage 0.6084

Welcome to this fabulous property in a peaceful neighborhood easily accessible to Morning Glory Farm, Edgartown Village, the bike path, and South Beach by way of Meetinghouse Way. Move right in and enjoy the Vineyard lifestyle in this spacious 5 bedroom, 3 and a half bath home, nestled on a beautifully landscaped .61-acre lot. This fabulous home has been completely renovated and thoughtfully designed. The heart of the home features an inviting cathedral-ceiling great room ideal for both a quiet gathering and entertaining a large group. The spacious kitchen is a chef's delight equipped with a large island with seating, ample counter space, a Sub-Zero refrigerator, a 6-burner Wolf stove, and a Bosch dishwasher. The dining room abuts the kitchen with direct access to the extensive deck overlooking the luscious backyard. The primary suite has a walk-in closet and a full bath and is located behind the kitchen for privacy. There are 2 bedrooms, a full bath, and a cozy den and office on the second floor. Highlighting this exceptional offering is the finished lower level with another 2 bedrooms, a full bath, and a den. Town sewer connection permits expansion of up to 7 bedrooms. Being sold furnished, this exceptional property is ready for immediate enjoyment. Come and experience this Vineyard retreat.

Listed by Stephanie Roache of Donnelly + Co

Listing Sold by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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24 Alex Way West Tisbury MA 02575

West Tisbury, MA24 Alex Way

Sale Price$2,175,000

Sold

Listing Id 42631

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 1.4

24 Alex Way is an opportunity to embrace the extraordinary Elias and Langmuir legacy which dramatically changed a 140 acre rural West Tisbury landscape in 1972 into the Nat's Farm community of 26 home sites. The home overlooks the 56 acres that Nat's Farm donated to Sheriff's Meadow Foundation and the incomparable Misty Meadows Equine Learning Center and homes along Elias Lane. Jane Langmuir, esteemed architect with Saarinen & Swanson, designed the original house which previously had an open loft and bathroom on the second floor. Jane later designed the major renovation and expansion in 2007, dramatically enlarging the original gracious post and beam style home. The new first floor includes a sunroom, renovated kitchen, redesigned primary bedroom and bathroom with office area and closets, powder room, laundry and mudroom. The upstairs loft area was converted into 2 bedrooms with full bath and separate office space with built-in bookshelves and desk. The renovation also included a new cedar shingle roof, expansive decking and the garage was converted to a living area. The basement was retrofitted as dry storage to replace the reduced garage space. The property enjoys glorious views and year-round sunsets over the enchanting Sheriff's Meadow field and easy access to the 4,000+ State Forest encircled by a 10 mile bike paved path connected to another 25 miles of bike paths to Edgartown, Vineyard Haven and Oak Bluffs. 24 Alex Way elegantly combines history, beauty, protected views, quality, privacy, convenience and charm into one wonderful property.

Listed by Elle Lash 508-560-1213 of Tea Lane Associates

Listing Sold by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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32 Clevelandtown Road Edgartown MA 02539
Sold

Listing Id 34460

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

Classic meets Contemporary - This is a perfect example of successfully and aesthetically melding a traditional farm house with an open, contemporary wing. The location is ideal with proximity to the Village. Morning Glory Farm and South Beach are also just a short distance away - what could be better! The basic floor plan of the farm house was left intact but updated. The original kitchen is now called the "Garden Room" and is the connector between the old and new. With a separate dishwasher, ice maker, and refrigerator, this is a grand space for entertaining. A traditional New England Farmers Porch connects the old with the new on the front of the house depicting a classic Farmhouse with an attached barn. As you step through the barn door to the addition, the contrast is impressive. The cathedral ceiling creates a warm and friendly theme of comfortable grandeur. The family room occupies the left side, and a large bay with a bank of windows beyond overlooking the yard is the dining room large enough to seat 10. The state of the art kitchen is on the right with direct access to the oversized heated garage, with ample space for 3 cars, beach gear or even winter boat storage. The piece de resistance is the large master suite above the garage with a cathedral ceiling that accents the spacious bedroom, and Captain's nook, great for reading. The separate sitting room and an exceptional bath with oversized soaking tub and steam shower complete this space. An oversized 20' x 15' shed along with a garden shed take advantage of the large parcel of land that boasts of gardens, roses, and ornamental trees. If you think one outdoor shower is a Vineyard staple, this house has two! It is a mini Village estate in character with the neighborhood.

Listed by Stephanie Roache of Sandpiper Realty

Listing Sold by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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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15 Kane Lane Edgartown MA 02539

Edgartown, MA15 Kane Lane

Sale Price$2,166,000

Sold

MLS Number 42218

  • Condominium
  • Mls Status Closed
  • Bathroom 3
  • Bedrooms 4
  • Full Bath 3

MATTAKESETT BAY HOME (K9) WITH EXPANSIVE WATERVIEWS OF KATAMA BAY AND THE ATLANTIC OCEAN. South Beach is the place to be, and this Mattakesett Bay Home condo is barely a quarter mile away from the rolling surf. The first floor has an open floor plan with kitchen, living and dining area which leads out to an expansive deck where you see, smell and hear the ocean. With 3 bedrooms PLUS a finished loft, the 1300 s.f. of living space is beautifully appointed with furnishings that give it a fresh coastal contemporary vibe. Many owners enjoy nearby Edgartown Bay Road for morning bike rides or walks. In addition to the highly popular Atlantic Ocean beach nearby, there are all the facilities of the Mattakesett/Winnetu community close at hand, including a swimming pool, tennis, basketball courts, and extensive children's programs.

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

Listing Sold by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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

215 Hines Point Road Vineyard Haven MA 02568
Sold

Listing Id 36173

  • Residential
  • Mls Status Closed
  • Village Lagoon
  • Bedrooms 5
  • Bathroom 3

HINES POINT WATERFRONT with 100 ft of private sandy beach, a mooring, and spectacular water views. Enjoy the tranquil setting on the Lagoon and capture the essence of both sunrise and sunset. With proximity to the ferry and all the activity of Vineyard Haven, it doesn't get much better than this! A property that has it all, with a home designed for two or many. The flow of the house is perfect for Island living. The main level offers a comfortable living space with a spacious kitchen, full bath, and an open living room, dining room with wood burning fireplace, and a cozy den that take in the panoramic views. A large master wing also overlooks the Lagoon, with an office, walk-in closet, and full bath to complete this level. When the family and guests arrive, there is a bonus room a few steps down off the main level for all to gather. Four bedrooms, a full bath, and a family room occupy the lower level. Three of the bedrooms and the family room enjoy a direct view of the Lagoon through sliders with direct access to the back yard. The other bedroom on this level is tucked away, providing a quiet space to retreat. The house will be as large or as small as your needs require. A unique property in a desirable location with rentals in place for the 2020 season.

Listed by Stephanie Roache of Sandpiper Realty

Listing Sold by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 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 21, 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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