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37 Puritan Drive Oak Bluffs MA 02557
Sold

Listing Id 36509

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

Impeccably maintained custom cape in the conveniently located Tower Ridge development.This property features a open floor plan with dining room galley kitchen and living room with a gas fireplace. A bonus family room over the garage with a gas fireplace and full bath. A three level deck which faces east provides a comfortable place for family gatherings and entertaining.

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 Little Oak Lane Chilmark MA 02535
Sold

Listing Id 34858

  • Residential
  • Mls Status Closed
  • Village South
  • Bedrooms 3
  • Bathroom 2

Chilmark living - the way it's supposed to be. Located between Middle Road and South Road, this year-round, 3 bedroom, 2 bath home offers Up-Island privacy on 1.6 acres. A gardener's dream, with newly planted raised perennials in a deer resistant enclosure. Centrally located, it is close to “one of the 10 best beaches in North America” - Lucy Vincent Beach; steps away from Fulling Mill Preserve's extensive trail system and dramatic ocean views; minutes away from the Chilmark Store, the Chilmark Community Center and Menemsha. The house has undergone extensive renovations with a new roof, deck and flooring completed in 2015 plus new Corian bathroom sink and vanity, new glass shower doors, 4 new heating/air conditioning ductless Mini-Splits, all new windows, new gutters, all new Moen faucets, new carpet on the lower level, insulated blinds and fresh paint throughout. A lower garden shed and storage has easy access. *Agent is the brother-in-law of the sellers.

Listed by Phil Cordella of Feiner Real Estate

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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10 Canterbury Lane Vineyard Haven MA 02568
Sold

Listing Id 40106

  • Residential
  • Mls Status Closed
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.8099

**Sale price was $22,061 less than contract price of $882,500 due to seller concession at closing. ** Energy efficient, environmentally friendly, high-performing passive solar house built by South Mountain Company, with the stonework and garden charm of a country cottage. Freshly painted and updated in 2023, thoroughly renovated in 2013 to add luxurious and sophisticated details. The main living space is open and airy with lofted ceilings and south-facing wall of windows to stream in light and open directly to the outdoor patio and lawn for effortless indoor-outdoor enjoyment. Second-floor loft suited for a home office or bonus living space. Open kitchen features stainless steel Wolf 4 burner range and SubZero refrigerator, granite countertops and tile backsplash. Granite steps and stone work outdoors connect the multiple lawn and garden levels with the back patio and large storage shed/studio space. Large circular peastone drive includes plenty of room for parking and the .81 acre lot provides privacy, extensive exterior space or room to expand with proper permitting. Currently 2 bedroom, 4 bedrooms allowed per Tisbury Board BOH with the addition of an enhanced septic system. Walk to Vineyard Haven Main Street, VTA bus stop at the end of the lane.

Listed by Dawn Bellante Holand,508.524.1601 of Sandpiper Realty

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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56 Whalers Walk Edgartown MA 02539
Sold

Listing Id 36534

  • Residential
  • Mls Status Closed
  • Village Central
  • Bedrooms 3
  • Bathroom 2

This charming beautifully maintained nearly 2000 sq ft summer or year round home is ready for you! Set back on private, nearly acre lot surrounded by woods and irrigated manicured lawn with perennial gardens. On bike path and less than 2 miles to town and South Beach. Open bright newly painted entire interior, cathedral ceiling living space, opens to new granite kitchen with brand new stainless steel appliances with center island, 2 bedrooms, full bath, pantry/laundry room, and 600 sq ft covered screen porch with deck, outside storage shed and two outdoor showers. Second floor loft tv/office, master bedroom en-suite bath and walk in closet. Town sewer connection at street if looking to expand. Sold partially furnished for immediate sale.

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

Listing Sold by Feiner 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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14 Swans Way Chilmark MA 02575

Chilmark, MA14 Swans Way

Sale Price$860,000

Sold

Listing Id 34905

  • Residential
  • Mls Status Closed
  • Village South
  • Bedrooms 4
  • Bathroom 2.5

Welcome to this charming Chilmark classic, lovingly owned by the same family since the 1970s. Sweet, warm four bedroom house built in the Yankee Barn style with authentic wood beams from an English pub. The home's interior has many special features like high ceilings, big windows, and a large open living room with beautiful brick fireplace, a smart entry foyer/mudroom, painted wood floors, a formal dining room, large dry basement for storage or future finished space, and a loft study area overlooking the first floor. The large master bedroom is on the first floor and features an en suite bathroom. The second floor has three more bedrooms and a guest bathroom. This is an artistic home with wide woodbeamed floors and many personal touches. Large wraparound deck, outdoor shower, and open well-tended yard offer easy summer living. There is a large shed with electricity and phone jacks that was once used as a bunk house for summer overflow. Located off of South Rd. in the woods, it has a private feeling yet ten minute drive to Lucy Vincent Beach and five minute drive to Alley's General Store and the town center of West Tisbury. ** Please note Seller has summer rental leases in place.

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

Listing Sold by Kelleher 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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16 Mariner Road Vineyard Haven MA 02568
Sold

Listing Id 33702

  • Residential
  • Mls Status Closed
  • Village Central
  • Bedrooms 6
  • Bathroom 4

SURPRISING! SIX Bedroom, FOUR Bathroom, Four LEVEL home with a LEGAL apartment, walk up ATTIC and a GARAGE, in excellent condition. This large Single family home with Accessory Apartment has been tastefully renovated, with a lovely front yard, huge back yard and a wonderful deck for entertaining. Main level has three different living spaces including a large eat in kitchen with painted cabinets, granite counters, island and stainless steel appliances. Open plan kitchen and dining area is so large it accommodates a dining table for up to 10, as well as banquette seating! There's also, a living room and a den/tv room, a full bath and a laundry area in terrific mudroom. Upstairs there are Four bedrooms including a Master with an Ensuite complete with jet/soaking tub and shower. Three generous sized guest bedrooms share a full bathroom. Walk up to a huge, bright, functional Attic space. Back on the main living level, the dining area leads out to an enormous mahogany deck with Outdoor Shower overlooking a huge back yard. APARTMENT: Two bedroom accessory apartment on lower level with interior access and walk-out to 'patio' area and back yard. Open plan living room, kitchen with dining area and a full bath. Garage can be used for storage, has a separate entrance and a room above which would make a terrific home office. Walking distance to Tisbury School, town and Ferry. This is a lot of house and must be seen. Title 5 Certification for a 6 Bedroom system in place.

Listed by Alisan Lohan-Conway of Alisan Lohan-Conway Properties

Listing Sold by Alisan Lohan-Conway Properties

$
$
%
$/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 Webaqua Road Oak Bluffs MA 02557
Sold

Listing Id 38911

  • Residential
  • Mls Status Closed
  • Bedrooms 2
  • Bathroom 2
  • Acreage 0.84

This ranch style home is located on .84 acres in a beautiful neighborhood. This land parcel is one of the largest in the area. Built in 1980 this property is being offered for the first time. Public Lagoon pond beach access is a short distance away. Includes a large living/dining room with a brick fireplace, a master bedroom with its own bath plus a den and an office. There is also an attached one car garage. Updating will be desired but it is well worth it in this great location.

Listed by Peter Cronig of Cronigs Real Estate

Listing Sold by Cronigs 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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8 Hitchings Circle Oak Bluffs MA 02557
Sold

Listing Id 43721

  • Residential
  • Mls Status Closed
  • Bedrooms 2
  • Bathroom 2
  • Acreage 0.25

Nestled in a quiet Oak Bluffs neighborhood, less than a mile from the harbor, beaches, shops, and restaurants, this Cape-style home offers the perfect balance of convenience and tranquility. The interior features an open kitchen and living room, plenty of space for guests, and a full unfinished basement. The two bedroom Title V septic system has passed inspection. Outside, the property features a sunlit lawn framed by mature trees, offering space to garden, play, or simply relax. With plenty of potential and ready for your upgrades, this is a rare opportunity to own in great location for summer or year-round enjoyment.

Listed by Peyton Wallace of Studio Realty

Listing Sold by Martha's Vineyard Buyer Agents

$
$
%
$/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 Cottage Street Vineyard Haven MA 02568
Sold

Listing Id 40058

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 1
  • Acreage 0.2295

Adorable single level home within minutes of the Lagoon, downtown Vineyard Haven, Restaurants, Stores and the Steamship Authority. This, currently three bedroom, one bath home, has had many recent updates and still has a lot of potential! Since purchasing it, the owners have installed new floors, installed some new appliances, recessed lighting throughout, painted throughout - including the full basement, added fencing, both privacy and the traditional 'picket like' fence along the front of the house, and have developed the landscaping to create an improved, cobble stoned lined driveway. EXPANSION possibilities include the option to add a 4th bedroom - 4 Bedroom Septic system in place so one more bedroom can be added. Title 5 Certification in place. For a qualified Buyer/Owner, the Town of Tisbury MAY allow an accessory apartment with a Special Permit - if Buyer meets requirements. BUYER to verify this directly with the Town. Property comes with Central Forced Hot Air and Heat, fueled by propane. Contents may be purchased separately. Minutes to Sheriff's Meadow Brightwood Park and Land Bank Landing on Norris Avenue. Roof replaced in 2012.

Listed by Alisan Lohan-Conway of Alisan Lohan-Conway Properties

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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95 Daggett Avenue Vineyard Haven MA 02568
Sold

Listing Id 38405

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.21

Watch the world go by from the front porch of this classic cape. The home is perfectly perched on a knoll at the intersection of Daggett Avenue & Franklin Street. Plenty of off-street parking and a large back yard. Four generous bedrooms and two full baths.

Listed by Jessie Holtham 508-560-2993 of Feiner Real Estate

Listing Sold by Feiner 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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6 Whistling Swan Circle Edgartown MA 02539
Sold

Listing Id 36859

  • Residential
  • Mls Status Closed
  • Village Katama
  • Bedrooms 3
  • Bathroom 1.5

Island Grove ~ Charming 3 bedroom home located in a highly desirable community, convenient to Morning Glory Farm, the Village, and South Beach! The traditional layout, accented by wood-burning fireplaces and hardwood floors, is sure to please, as proven by its strong rental history. The garage, with unfinished loft space above, is the perfect addition to this meticulously maintained property. Served by town sewer, expansion, if desired, is a breeze, with the half-acre lot able to accommodate 6 bedrooms. A fantastic opportunity!

Listed by Katie Donahue and Rachel Serwa of Sandpiper Realty

Listing Sold by Donnelly + Co

$
$
%
$/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

53 Carol Lane Oak Bluffs MA 02557

Oak Bluffs, MA53 Carol Lane

Sale Price$855,000

Sold

Listing Id 38023

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 2.5
  • Acreage 0.1699

This nice colonial is situated on a beautiful corner lot with room for the entire family. With four spacious bedrooms, two and a half baths and over 2,000 square feet of living space, there is plenty of room for family and friends. Don't forget about the spacious eat in kitchen and first floor office to round off this special listing. From this location you will be able to enjoy everything the island has to offer, especially the Lagoon and Oak Bluffs Center which are only a short distance away. Enjoy many relaxing nights on the screened in porch. This property has unlimited potential and is just waiting for it's new owner to make it their own. There are tenants in place, and at least 24 hours notice are needed for a showing. This property is being offered in "as is" condition. House is being sold furnished. **More photos to come**

Listed by Joe & Nicole Holland of The Agency

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.

Ask A QuestionMore Details

Based on information submitted to LINKMV as of June 18, 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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