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50 Pondview Drive Oak Bluffs MA 02557
Sold

Listing Id 39023

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 0.7739

Lovely 3 bedroom 2.5 bath home on nearly an acre in the desirable Vineyard Hills Association, with room for a pool! Conveniently located off of Barnes Road and less than a mile to the Lagoon private association beach. You may enter this home through the large screened porch leading into an equally large working kitchen and dining room. There is a convenient pantry off of the kitchen along with a half-bath. French doors take you to the expansive deck with built-in bench seating and an outdoor shower. The sun-filled living room has a brick, wood-burning fireplace with an adjacent private library/office area with built-ins. On the second level, you will find the primary bedroom with walk-in closet and en-suite full bath. There are two additional generous sized bedrooms on this level along with a full bath. Plenty of storage with a pull-down attic and a large, full basement just waiting to be turned into a finished rec area or media room. Central air-conditioning was installed in 2018 and this home has been lovingly maintained for year-round living for 26 years. Electric car outlet in place. Expansion possibilities with zoning approval and Title V in hand! Agent has owner interest.

Listed by Joanna Fairchild 617-413-8681 of eXp Realty

Listing Sold by Anson Realty

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$
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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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57 Curtis Lane Edgartown MA 02539

Edgartown, MA57 Curtis Lane

Sale Price$1,313,000

Sold

MLS Number 40218

  • Land
  • Mls Status Closed
  • Acreage 0.73

Exciting opportunity to build your Vineyard dream home just ½ mile from Main Street in downtown Edgartown. This 31,798sf parcel meets R5 zoning regulations, offers a seven-bedroom potential with it's preexisting town sewer stub according to wastewater dept., has room for a pool and has potential for a guest house in five years.

Listed by Sandpiper Realty

Listing Sold by Vineyard Village Realty

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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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57 Christmas Hill Lane Vineyard Haven MA 02568
Sold

Listing Id 34483

  • Residential
  • Mls Status Closed
  • Village Lambert's Cove
  • Bedrooms 3
  • Bathroom 2

This is a special property for those who appreciate nature and privacy, not too far from town center. Pilot Hill Farm offers many amenities for outdoor enjoyment, including walking trails through 75 acres of its conservation land to the private association beach. The 1400 feet of beach is 8/10th mile from this site. The Farm also offers free range eggs and farm grown produce in season to its residents. The location of the property offers a wonderful combination of pastoral views over extensive open fields and water views of the north shore and Elizabeth Islands, and sunsets. The 3.23 acre site is enhanced by acres of abutting permanent conservation land south, east and north. A 3-bedroom house, built in 1978, exists on the property and could be used to live in while the house of your dreams is built. The site could be completely re-imagined and something very unique created to capture the potential of the land. TENANTS IN RESIDENCE; REQUIRE 48 HOURS' NOTICE PLEASE

Listed by Robert Kendall of Kendall & Kendall

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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10 Trotters Lane West Tisbury MA 02575
Sold

Listing Id 38529

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 3
  • Acreage 1.1

Perfection is the description for this beautifully maintained cape style home, professionally landscaped and surrounded protected open space, mature trees and gardens. A light and airy home with generous sized rooms throughout. Bright open kitchen faces the fireplaced living room with multiple French doors opening to the full length deck. First floor main suite offers a luxurious retreat with many custom built in features and connecting bathroom, privately situated is a second bedroom with connecting bath. The open staircase leads to the second floor which consists of a third bedroom with custom built ins, a full bath and the art gallery hall leading to the artist studio/office/multiple use space with its own entrance staircase. There is a full basement with 11' ceiling height.

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

Listing Sold by Conroy & Company R.E.,Inc.

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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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10 Fowler Lane Edgartown MA 02539

Edgartown, MA10 Fowler Lane

Sale Price$1,310,000

Sold

Listing Id 33462

  • Residential
  • Mls Status Closed
  • Village Sengy
  • Bedrooms 4
  • Bathroom 2

“Best Properties on the Market - Homes on the Massachusetts Coast” (The Week Magazine August 3, 2018)... Wind's Will - Awaken to the sun rising over Nantucket Sound and fall asleep to the water lapping at the shore of Sengekontacket Pond. A pair of 2 bedroom cottages restored to retain their charm and simple carefree style. Summer activities like fishing, clamming, kayaking, paddle boarding and of course swimming and beaching are all at your doorstep and the protected pond is ideal for mooring a boat. With 95' of frontage on Sengekontacket and a private sandy beach, water views from most rooms and an upper viewing deck, this is an offering that shouldn't be missed. A typical day concludes with a fire in the pit beside the water with s'mores and the sun setting over the Pond after a walk through the forest, wetlands, marsh and meadow of the more than 150 acres of walking trails at the nearby Caroline Tuthill Preserve. A true summer camp compound of a time gone by...

Listed by Courtney Marek of Sandpiper Realty

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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26 Sea Glen Road Oak Bluffs MA 02557

Oak Bluffs, MA26 Sea Glen Road

Sale Price$1,310,000

Sold

Listing Id 42280

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.4991

Located in a desirable Oak Bluffs neighborhood, this nicely appointed 3-bedroom, 2-bath home offers both charm and convenience. The first floor features an open living room that leads to a sunroom with French doors opening to a private stone patio. Also on the first floor is a versatile bedroom that can double as an office, along with a full bath. The second floor boasts two spacious bedrooms and an updated tile bath. A unique feature of this property is the detached studio, which includes a bedroom, modern kitchenette, and full bath. A spiral staircase in the studio leads to an additional room, providing extra space and versatility. The property is beautifully manicured with stunning plantings and a stone wall, and includes two garden sheds for storage. Centrally located in Oak Bluffs, it is close to the Wapatequa Woods Reservation, offering both tranquility and accessibility.

Listed by Alyssa Halisky of Wallace & Co. Sotheby's

Listing Sold by Compass | Point B

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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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35 East Side Road Oak Bluffs MA 02557
Sold

Listing Id 43419

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.36

Close to the Lagoon - This three-bedroom, two-bath home sits on an oversized corner lot and has been lovingly maintained over the years. Recent upgrades include the addition of mini splits, interior painting, and lighting. The sunroom provides additional year-round living space and the wraparound deck is ideal for summer use. Bring your vision to the partially finished lower level where there is a newly added full bathroom, cedar closet, and convenient walk-out access. Square footage listed includes lower level. More opportunity is found in the detached garage. The Lagoon is a gem for outdoor enthusiasts. Wander down to the water and enjoy kayaking, paddleboarding, and shell fishing. The bike path is close by and the charm of Oak Bluffs awaits. As a bonus, this home has a peek of a water view. Please be advised that there is an existing cesspool. Seller to perform perc test. Upgrading will be the responsibility of the buyer. Easy to show.

Listed by Kristin Buck of Donnelly + Co

Listing Sold by Towne & Country 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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25 Simpson Avenue Oak Bluffs MA 02557
Sold

Listing Id 42839

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.1011

Not listed in LINK.

Listed by LINK of LINK

Listing Sold by LINK

$
$
%
$/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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12 Eagles Nest Edgartown MA 02539

Edgartown, MA12 Eagles Nest

Sale Price$1,300,001

Sold

Listing Id 40071

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.5

Looking for a home for this summer? This property could be yours! The well-maintained contemporary is being offered fully furnished and is ready for new ownership. With a sunny open-concept floor plan, cathedral ceilings, large windows, and glass doors leading out to a spacious wrap-around deck, the home offers excellent gathering areas, whether inside or out. Comfortable accommodations include four cozy bedrooms and two full bathrooms. The full basement is a walkout; if additional square footage is needed, the space is ideal to finish off. Lovingly cared for and owner-occupied only a few months a year since the home was built. Tucked away on a quiet cul-de-sac in Dodger's Hole, enjoy easy access to the bike path and all down island towns. Take advantage of the opportunity to make this home yours!

Listed by Lesley Heidt of Sandpiper Realty

Listing Sold by Seacoast Properties

$
$
%
$/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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2 Pennacook Avenue Oak Bluffs MA 02557
Sold

MLS Number 40072

  • Condominium
  • Mls Status Closed
  • Bathroom 2
  • Bedrooms 2
  • Full Bath 2

This is the "opportunity of a lifetime" to own a corner unit on the third floor of the waterfront Seaview Condominium complex. Listen to the waves rolling in from your porch or bedrooms. This top floor, 2 bedroom, 2 bath unit offers outstanding views of both Inkwell Beach and Waban Park which is a venue for music, food and arts festivals. With many updates to include new wood flooring, an updated primary bath, freshly painted interior and a lovely furnishings package, this is a turnkey opportunity you won't want to pass up. The well-maintained building and grounds offer showers for a quick rinse after enjoying the beach as well as barbeque areas for tenants and their guests. Unit provides easy access to all of the summer activities at Ocean Park, the Tabernacle and Campground. Older children will love being able to walk into town to enjoy the flying horses and weekly concerts at Ocean Park not to mention the wonderful fireworks display that attracts visitors from all over the island. A must see for buyers looking for less maintenance yet want to still enjoy all the best the island has to offer.

Listed by Jean Kelleher of Kelleher 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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208 Sandpiper Lane Vineyard Haven MA 02568
Sold

MLS Number 41743

  • Condominium
  • Mls Status Closed
  • Bathroom 2.5
  • Bedrooms 2
  • Full Bath 2

Beautifully maintained and fully furnished 2-bedroom/2 1/2 bathroom condominium located in the exclusive Tashmoo Woods Association. This home features clerestory windows that flood the living spaces with light and has a propane fireplace in the living room. Updated kitchen with center island seating offers easy access to the dinning room, den and expansive backyard deck. Both upstairs bedrooms have ensuite bathrooms. The Association offers two new tennis courts, heated pool, children's play ground, basketball court, dock on Lake Tashmoo and a private beach. The unit has parking for 2-cars plus a 1-car garage with bonus storage area that handily fits outdoor "toys", gardening and beach equipment. The Association is close walking distance to Mink Meadows Golf Course. All bathrooms in the unit were renovated in 2020. Building 208's roof was replaced in 2011 and the exterior painted in 2023. All assessments have been prepaid. Unit has a wifi enabled thermostat which allows you to monitor and adjust the temperature in the unit on your smartphone while you are away. The unit has an electromechanical system (water cop) which automatically shuts off the main water valve in the event of a leak in the unit. Furnishings include furniture and selected art work (except for several personal items), new gas grill, deck furniture, beach chairs and umbrellas, two flat screen TVs, two vacuum cleaners and a power washer.

Listed by Perry Patterson of MV Luxury Homes

Listing Sold by Vineyard Open House 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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22 Herring Creek Road Edgartown MA 02539
Sold

MLS Number 38576

  • MultiFamily
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.51

Rare income-producing duplex in Katama, 2 miles to South Beach and 1 mile from Main Street in Edgartown on a half-acre of land. Two existing apartments on a private, treed lot. Larger two bedroom apartment with living room/kitchen and full tiled bath with oversized shower. Kitchen has oak cabinets and Formica countertops. Smaller studio apartment with separate kitchen and living room. Full tiled bath with tub/shower. Both units have private entrances to the exterior and separate decks. Both units have private access to common washer/dryer. There are separate electric panels for each unit with one electric meter. Long, established rental history. With its multiple dwelling units and proximity to town and beach, there is potential for construction upgrades.

Listed by Lynn and Karl Buder of Sandpiper Realty

Listing Sold by Vineyard Village 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.

Ask 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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