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86 Pond View Drive Oak Bluffs MA 02557
Sold

Listing Id 36797

  • Residential
  • Mls Status Closed
  • Village Lagoon/Harbor
  • Bedrooms 6
  • Bathroom 6.5

A sprawling custom built 6 bedroom, 6.5 bath home in the bucolic Vineyard Hills community with conservation open space and common areas. There is a gently sloping manicured lawn with irrigation system and two car garage with bedroom above, currently used as an office. This home was built with top of the line finishes and attention to detail. Gleaming white oak floors and custom tile throughout; radiant heat in bathrooms. Stunning entryway with high ceiling, wrought iron and crystal chandelier, and gently curving stairway to second floor. The first and second floors have an infrared UV light system that kills germs and promotes a healthy enviornment. Featuring a 13K solar panel system that results in a tax credit and no electrical bills. Ample room for a pool. Deeded rights to Lagoon Pond, directly across Barnes Road. More pictures to follow!

Listed by Vera Thornton of Vera Thornton MV INC

Listing Sold by

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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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74 Mattakesett Way Edgartown MA 02539
Sold

Listing Id 37208

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

South Beach Water Views - Located in the heart of Katama, this classic beach house is just what you are looking for in these work-from-home times. Rare to find Five-bedroom, 3 bath home with combined 3 levels of living space. The first floor welcomes you to an open living room and laundry area with 2 bedrooms and shared bath. Sliders lead out to a covered side porch. The second floor is a sun drenched living/kitchen area with lofted ceilings and 2 additional bedrooms with shared bath. There is a wall of windows with access to a large wrap around deck with beautiful South facing water-views. The 3rd floor occupies the master bedroom and bathroom with painting like setting over 186 acres of conservation land out to stunning Atlantic Ocean views. Many recent upgrades and excellent rental history. Hear and smell the ocean air and feel the Katama breezes. Minutes to Right Fork Diner, bike bath and South Beach.

Listed by Stacy Ickes of Donnelly + Co

Listing Sold by Bruce Stuart and Associates

$
$
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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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2 Bradford Court Oak Bluffs MA 02557

Oak Bluffs, MA2 Bradford Court

Sale Price$2,300,000

Sold

Listing Id 42256

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 0.3199

$275,000 PRICE ADJUSTMENT - SELLER MOTIVATED TO CLOSE THIS YEAR! Renovated Beachfront Cottage with Private Dock and Stunning Lagoon Views. This charming waterfront home offers 100 feet of sandy shoreline and a 90-foot private dock for kayaking, swimming, and more, right from your doorstep. Set on over 13,000 square feet at the end of a quiet lane, this lovingly maintained three-bedroom, two-and-a-half bath cottage has been a cherished family retreat. Inside, the updated kitchen with granite countertops opens to the dining room, offering water views. The living room features a beach stone fireplace, perfect for cozy waterfront living. Upstairs, the primary bedroom boasts Lagoon views, a large private deck, and an en-suite bath. Two guest rooms share a full bathroom. Recent updates include HVAC with AC, electrical, plumbing, and renovated flooring, bathrooms, and kitchen. Located just over a mile from Vineyard Haven and Oak Bluffs, this rare waterfront gem offers relaxed Vineyard living with private beach access and unforgettable sunsets.

Listed by Rose Ryley of Sandpiper Realty

Listing Sold by Sandpiper 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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51 Blueberry Ridge Lane Chilmark MA 02535
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Listing Id 42278

  • Residential
  • Mls Status Closed
  • Bedrooms 6
  • Bathroom 3.5
  • Acreage 7.9

Rare opportunity to purchase a compound on large 8 acre parcel in Chilmark. Main House is 4 bedrooms, 2 1/2 baths on two levels. Oak floors, fieldstone fireplace and large screened in three season porch. Lower level offers a one car garage, workshop, large laundry room and storage room. The "Dinghy" is a detached cottage with 2 bedroom & full bath. The third building is a charming "pool house" housing an Endless brand indoor pool, useful for training, exercise or family enjoyment. Building has a terrace and beautiful light.Come discover all this unique property has to offer.

Listed by Rebecca V Conroy of Conroy & Company R.E.,Inc.

Listing Sold by eXp Realty

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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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28 Woodhaven Drive Edgartown MA 02539
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Listing Id 39547

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 3.5
  • Acreage 1.02

Introducing an outstanding property in Island Oaks, this perfectly maintained home offers an unparalleled combination of Vineyard charm, comfort, and the ultimate floor plan designed for entertaining. The first floor features a fabulous kitchen with an island large enough for all to convene, a dining room to accommodate casual or more formal occasions, and a living room with a gas fireplace and sliders to the newly installed composite deck with dimmer lighting for pleasant evening ambiance. The family room, off the kitchen, with pocket doors, presents a quiet space to read or watch television. The primary suite occupies the entire left side of this floor with an enormous walk-in closet, office space, and a massive ensuite bath with a private outdoor shower. There are two substantial bedrooms on the second floor, each with a full bath. A cozy den at the top of the stairs and a walk-in storage closet large enough to be an office, finish this floor. The 1977 sf unfinished basement enjoys 10' ceilings and awaits your vision. Completing this offering is a garage with unfinished space above and newly installed solar panels. The home comes mostly furnished. Conveniently located in proximity to Morning Glory Farm, Meetinghouse Way with direct access to South Beach, and the Village, this property is not to be missed!

Listed by Stephanie Roache of Donnelly + Co

Listing Sold by Kendrick Real Estate

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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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248 Pond Road West Tisbury MA 02575

West Tisbury, MA248 Pond Road

Sale Price$2,300,000

Sold

Listing Id 40905

  • Residential
  • Mls Status Closed
  • Bedrooms 5
  • Bathroom 3.5
  • Acreage 1.4

This elegant 5 bedroom/3.5 bath home is located in an area that offers many amenities that include walking trails, tennis courts, and access to the Great Pond with dock. Many nice features include a grand entryway, that opens up to a spacious living room with cathedral ceiling, stone fireplace and french doors that take you out to wrap around deck. Well equipped eat-in kitchen with center island, formal dining and a first floor primary bedroom with cathedral ceiling, french doors to the deck and an en-suite bath that includes a Jacuzzi tub. Second first floor bedroom and bath are perfect for an in-home. Second floor features 3 spacious bedrooms that share a bath. There is also a 2-car garage with ample room for bicycles, paddle boards, etc. Nicely landscaped with plenty of room for a pool and pool house. Enjoy Association tennis courts, walking trails and access to the Great Pond with dock to launch small boats.(Dining room light fixture will be replaced with another)

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

Listing Sold by Karen M. Overtoom R.E.

$
$
%
$/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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84 Cuttyhunk Avenue Vineyard Haven MA 02568
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Listing Id 41369

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 3.5
  • Acreage 0.6399

LOWER MAKONIKEY - One of just a handful of Private Beach Associations in Vineyard Haven, this home and grounds are replete with the requisite elements for summer by the beach, and modern year round living. Just ¼ mile to the Private North Shore Beach, overlooking Vineyard Sound, this Post and Beam Style property is an entertainer's dream both inside and out. Inside, natural wooden beams and soaring ceilings abound with 2,400 square feet of generously sized living spaces, with three en-suite bedrooms, three and a half bathrooms, a loft, and bonus finished lower level living space for extra guests or home gym. Some of the first floor distinctive attributes include a primary bedroom suite, with private bathroom and walk-in closet, living room with custom built-ins and hand laid stone fireplace, beautiful kitchen open to the window lined dining room and easy access to the outdoor dining area, there is also a laundry room and powder room, and access to lower level finished living space. The second floor has two guest suites, each with private bathrooms, and a sunlit loft space for an office or lounge area. The lengthy covered front porch is welcoming and also offers yet another outdoor living space to enjoy the privacy and quiet in this natural setting. The backyard has a sweet stone patio surrounded by native forest, stone walls and mature perennial plantings for easy outdoor care, and with the screened in deck, you can enjoy this peaceful setting in any weather. The attached two car garage and extra unfinished basement space leave loads of room for storage. An extraordinary opportunity to belong to this exclusive community, valuing privacy, nature and close proximity to bustling Vineyard Haven in a delightful seaside enclave.

Listed by Rose Ryley of Sandpiper Realty

Listing Sold by Anson 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 Muskoday Lane Edgartown MA 02539

Edgartown, MA14 Muskoday Lane

Sale Price$2,300,000

Sold

Listing Id 41716

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

KATAMA! This premiere island neighborhood, true Katama, not the outskirts, has been and continues to be a magnet for beachgoers, both resident and tourist alike. The property has been enjoyed by the original owners for 38 years. It's located just 1.4 miles to the water's edge at South Beach in an area of new, high-end construction and renovation due to its proximity to the beach. Aside from the location of this home, it offers the basis for substantial improvement. There are four bedrooms - two on the first floor with full bath on the hall - large great room with cathedral ceiling linking the house to the garage, town water and an existing four-bedroom septic system located at the front of the home, leaving the entire rear yard open for a future pool. In addition, an enhanced nitrogen reducing septic system has been approved allowing a fifth bedroom. This is an important consideration because the attached two-car garage has significant, second-floor space that could be converted to living space. The possibilities for this desirable property are many!

Listed by Lynn and Karl Buder of Sandpiper Realty

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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5 Winona Avenue Oak Bluffs MA 02557

Oak Bluffs, MA5 Winona Avenue

Sale Price$2,300,000

Sold

Listing Id 42744

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.3499

5 Winona is a 2 cottage, 4 bedroom, 2 Bath waterfront property in Oak Bluffs with private stairs to the lagoon. Facing westward, allowing for for unobstructed view's of the sunset over the Lagoon from every room in the cottage. Cathedral ceilings in the living room, spacious dining room with galley kitchen. Two ample bedrooms both with sliders to back deck and views over the lagoon. The "bunkhouse" has two bedrooms and a full bathroom. Private and tucked away yet surprisingly convenient to all that downtown Oak Bluffs has to offer.

Listed by LINK of LINK

Listing Sold by Island 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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174 Tashmoo Avenue Vineyard Haven MA 02568
Sold

Listing Id 41335

  • Residential
  • Mls Status Closed
  • Bedrooms 5
  • Bathroom 4.5
  • Acreage 0.3236

Welcome to your dream home! The perfect blend of comfort and luxury awaits you in this custom-designed 5-bedroom, 4.5-bathroom residence. Over 3200 square feet of spacious living, upscale furnishings, finished basement with entertainment bar, and all the right touches to make every day feel like a retreat. Conveniently located under a half mile from downtown Vineyard Haven, where you will find restaurants, shops, and the Ferry to the mainland, Owen Park and Tashmoo beaches. Step inside to find an open-concept floor plan filled with natural light, soaring ceilings, and elegant hardwood flooring throughout the first and second levels. This homes contains two primary bedrooms on the first and second levels. The kitchen features a Wolf stove, stainless steel Kitchen-Aid appliances, granite countertops, and walk-in pantry. An island and custom glass front cabinetry separate the kitchen from the dining room. The screened porch has a comfortable sitting area with exterior flat screen TV. Off the deck another set of French doors opening into the inviting living room with a cozy marble Heat Glow fireplace providing atmosphere and warmth. A beautiful bedroom en suite. A powder room off the hall with washer and dryer. Upstairs the primary bedroom suite with cathedral ceiling, double closets, bathroom with jetted soaking tub and separate glass shower. Another large bedroom with a cathedral ceiling and a palladium window. The fourth bedroom is just as nice. Off the hall is a tiled bathroom with a quartz vanity and glass walk-in shower. Downstairs, the fully finished basement is a true showstopper. Whether you're entertaining guests or enjoying a quiet night in, you'll love the custom-built bar, cabinetry, wine cooler and full refrigerator in the lounge area. The 5th bedroom with walk-in closet providing privacy for family or guests., A bathroom with tub shower and a second full size washer and dryer, 2 storage closets, and utility room. Retaining walls allow natural light to flow into the basement. A private entrance walks out to stairs leading to the front yard. A beautifully landscaped yard with irrigation system, enclosed outside shower, a Generac generator protecting you from any unexpected outages. Invisible Fence and a home security system. All furnishings and island themed artwork are negotiable.

Listed by Lisa Lucier of Anchor Realty of Martha's Vineyard

Listing Sold by Viewpoints

$
$
%
$/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 Pradas Way Edgartown MA 02539

Edgartown, MA9 Pradas Way

Sale Price$2,295,000

Sold

Listing Id 35363

  • Residential
  • Mls Status Closed
  • Village Katama
  • Bedrooms 4
  • Bathroom 3.5

CONSTRUCTION UNDERWAY: COASTAL CHIC FARMHOUSE IN KATAMA. Construction is underway with a completion date scheduled for December! Designed to perfectly complement a casual island lifestyle, this home blends a smart layout with coastal styling details such as shiplap paneling on ceiling and accent walls. The property is comprised of an open-designed Great Room and Kitchen with gorgeous finished wood floors, a gas fireplace flanked by custom built-ins and huge 16-foot sliders that lead to a mahogany deck and bluestone patio, perfect for outdoor dining and entertaining. The gourmet cook's kitchen features a center island/breakfast bar, inset cabinets doors and drawers, beautiful stone countertops, custom tile work, stainless Viking® appliances plus a Marvel® wine cooler/refrigerator. There are a total of four (4) bedrooms, including a luxurious first-floor Master Suite PLUS a second Master Suite and two additional bedrooms with shared bath on the second floor. All of the bathrooms feature marble and porcelain tile and Kohler® fixtures throughout. Other extras include a second-floor TV/Lounge, first and second-floor laundry facilities, central air, outdoor shower, irrigation system and more! The spacious backyard offers plenty of ROOM FOR A POOL! Located on a quiet road, just 1.5 miles from South Beach and Edgartown Village and right off the bike path! NOTE: Finished photos are from a similar Katama home built by the same builder.

Listed by Wendy Harman 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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3 Old Dunhams Corner Way Edgartown MA 02539
Sold

Listing Id 40307

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 0.7

Ideal Family home or investment opportunity in Katama, equidistant from the village and South Beach. Conveniently located on a paved private association maintained road, this attractive residence is situated on .70 acres and includes 4 bedrooms, 3.5 bathrooms and abundance of useable space in the finished basement. The first floor features a bright open living area with a wood burning fireplace and hardwood floors throughout. The eat in kitchen has granite counter tops with updated appliances and a separate Dining room with french doors that access the outdoor patio. Also on the first floor is the spacious Primary bedroom with en-suite full bathroom and a walk-in closet. The second floor features 3 more generous bedrooms and a full bathroom. The finished basement offers an additional 1,000+ sq ft of living / entertainment space, storage and a third full bathroom. The exterior features a large rear deck and patio area for outdoor entertainment, a spacious yard and an outdoor shower. New Roof installed October 2022 Easy to Show!

Listed by Ocean Park Realty Inc

Listing Sold by Sandpiper 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.

Ask A QuestionMore Details

Based on information submitted to LINKMV as of June 16, 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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