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r=1969-1980
18 Brunswick Avenue Oak Bluffs MA 02557
Sold

Listing Id 42461

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 1
  • Acreage 0.1999

Embrace the history and character of this delightful 1870's Oak Bluffs cottage. Formerly the Laura Thomas Smith House, it was relocated from the Vineyard Highlands area, nestled in a quaint neighborhood close to the center of town and the harbor. It was documented in a 1978 Oak Bluffs Historical Survey and has been in the same family for 98 years. This cottage features a sun-filled living room, vintage kitchen, one bath and mudroom on the first floor, with all 3-bedrooms on the second floor. The cottage radiates timeless appeal, with its painted pine floors, exposed beams, inviting covered front porch, and a second-floor deck to take advantage of the summer breezes. The home was upgraded with a new septic system in 2022, plumbing and 4 Mini splits for heating and cooling as well as other improvements along the way including an architectural roof, shed and hot water heater. With its ideal location, this cottage is a short stroll to all the attractions of Oak Bluffs, including the harbor, the library, restaurants and shops. Whether you're looking to winterize the property for a year-round residence, a summer vacation escape, or a potential rental property, this cottage offers a rare opportunity to own a piece of Oak Bluffs history. There is an established rental history. Property is being offered turnkey.

Listed by Cheri Mason of Landvest MV

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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11 Hidden Cove Road Oak Bluffs MA 02557
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Listing Id 37347

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

Come home to Hidden Cove! This well loved home has been vacation central for an extended family where memories are cherished. There is a palpable sense of relaxation and happiness the moment one enters, a place to gather with family and friends year-round. The bright and open living space is anchored by a large wood burning fireplace that can also accommodate a wood or gas stove. A finished lower level features a family room and extra bedroom with its own entrance. There is a lovely den/overflow room on the first floor that could be converted to a master suite if needed. A recently renovated kitchen is the hub, and the living space spills out to a blue stone patio, surrounded by custom stone walls and an ever changing landscape of flowering shrubs and specimen trees. A two car garage completes this wonderful listing.

Listed by Lisa Stewart of Sandpiper Realty

Listing Sold by RE/MAX on Island

$
$
%
$/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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4 Quail Run Oak Bluffs MA 02557

Oak Bluffs, MA4 Quail Run

Sale Price$1,050,000

Sold

MLS Number 43044

  • Condominium
  • Mls Status Closed
  • Bathroom 1.5
  • Bedrooms 2
  • Full Bath 1

FULLY FURNISHED ready to live in or rent year round~ COASTAL CHIC CONDO with OCEAN ACCESS and dock ~LOW HOA Fees- ~Meticulously crafted and exceptionally appointed, this end unit condo/townhouse has been architecturally designed with style. Featuring 2 bedrooms, a flexible third-floor loft flex room, and 1.5 bathrooms, this stylish 1,323 sq. ft. residence blends designer touches with top-tier appliances for the perfect mix of comfort and convenience. Sun-drenched great room with shiplap, large windows, and sliders to a private 288 sq. ft. deck perfect for dining, entertaining, or relaxing in a tranquil setting. Inside, you'll find upgraded 5” Luxury Vinyl Plank flooring, custom built-ins, newer windows and doors, and updated electrical, lighting, and plumbing systems. The sleek kitchen features new cabinetry, stone countertops, a large island and stainless-steel appliances, offering a contemporary and functional space for cooking and gathering. Ideal for year-round living or as a strong rental investment. Newer Title 5 Septic System in place As a resident of Sengekontacket, you will have access to a desirable waterfront community conveniently located off the bike path and equidistant to all the down island towns. Private amenities include access to both fresh and saltwater ponds, a community dock for ocean access , potential for a boat mooring, kayak/ paddle board storage, a boat launching ramp, and a community clubhouse on the fresh pond beach (available for private events). Additional features include tennis/pickleball courts, and community services such as trash pick-up and snow removal. A carport and storage closet complete this offering. Farm Neck Golf and Tennis Club 4 minute drive 9 minute bike ride Bike Path Access 2 minutes Felix Neck Wildlife Sanctuary 10 minute paddle board Big Bridge and beach access 8 minute boat ride YMCA 5 minute bike ride.

Listed by Ocean Park Realty Inc

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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2 Swan Neck Road Edgartown MA 02539

Edgartown, MA2 Swan Neck Road

Sale Price$1,050,000

Sold

MLS Number 33352

  • Land
  • Mls Status Closed
  • Village South Shore
  • Acreage 5.49

Waterfront lot on Jacob's Neck Pond with access to Edgartown Great Pond and Land Bank beach on the South Shore. Build your Vineyard home on this private 5.49 Acre parcel. High-end Edgartown neighborhood with substantial homes and privacy. Newly subdivided and surveyed. Natural Heritage & Endangered Species work in progress. (Note: Current assessment not noted because of new lot line change). Adjacent 6.8 acre lot (6 Swan Neck Road) available for purchase.

Listed by Wallace & Co. Sotheby's

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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238 Upper Main Street Edgartown MA 02539
Sold

MLS Number 37711

  • CommercialSale
  • Mls Status Closed
  • Village Downtown
  • Acreage 0.2589

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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27 Bayes Hill Road Oak Bluffs MA 02557
Sold

Listing Id 34713

  • Residential
  • Mls Status Closed
  • Village Central
  • Bedrooms 4
  • Bathroom 4.5

A builder's own custom colonial home nestled in a private setting of the Bayes Hill Association in Oak Bluffs. A desirable community of substantial homes with private tennis and easy access to the Lagoon & Sailing Camp. This home is situated on a .76 acre lot with an abundance of mature landscaping offering privacy. This home comfortably accomodates multi-family living with its four floors of finished space. A spacious open kitchen with a eat-in bar and lots of cabinetry and dining area leading to the a TV room which includes custom built-ins for storage. The first floor also has a gracious living room with a woodburning fireplace and a formal dining room (or could be a 1st fl bdrm) with glass doors that lead to the back deck and patio area. The second floor is comprised of a master bedroom suite , three guest bedrooms with a shared bath, and a separate wing that functions as a perfect “in- law suite” or 2nd master suite. The suite is complemented with a beautiful atrium window, wet bar and full bathroom. Designed for year around living, with gas FHA heating zones and central A/C,ample storage ,huge garage and laundry room with sink and built- in ironing station. In addition, the attic has been converted into a spacious & bright office space with large skylights and built in shelving. The basement is fully finished with a second washer / dryer & bath - living room with wet bar area and plenty of storage. Well sited on the lot, with a back deck, patio, big yard and garden.Surrounded by an abundance of mature trees and colorful rhododendroms & hydrangeas with irrigation. This home was thoughtfully designed to comfortably accommodate all the family and friends that will come to visit!

Listed by Nya Clarke,508-572 -3636 call /text of Martha's Vineyard Island-Wide Realty

Listing Sold by Island 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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20 Oakdale Drive Edgartown MA 02539

Edgartown, MA20 Oakdale Drive

Sale Price$1,050,000

Sold

Listing Id 39233

  • Residential
  • Mls Status Closed
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.39

Now available is this perfect piece of paradise nestled in the trees near the Edgartown Golf Course. A perfect balance of off the beaten path and close to everything. Just less than a mile from the action in town, but far enough to enjoy the peace and tranquility of island life. Situated at the end of a private rambling road, this 2 bedroom beach cottage features a wonderful and inviting oversized covered porch for morning coffee or evening entertaining. Bright and airy with exposed beams, the home has a cheery disposition with a roof less than 5 years old, new electric service, laminate flooring, an oversized shed and outdoor shower with enclosure. The lot features a gently sloping grass yard perfect for outdoor island lifestyles. A perfect slice of Edgartown with an excellent seasonal rental history.

Listed by Ryan Mann of Landmarks at TODAY Real Estate

Listing Sold by C McManus Realty Group

$
$
%
$/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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40 Wintergreen Way Chilmark MA 02535

Chilmark, MA40 Wintergreen Way

Sale Price$1,050,000

Sold

Listing Id 35506

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

Charming Chilmark getaway on 3 acres tucked off Middle Road. As you enter you are immediately aware that this home is built with quality and integrity throughout. Built by South Mountain, the home features an open floor plan, high ceilings with wood detail, gorgeous brick fireplace, a wall of sliding glass doors that open up to a spacious deck, and a recently added sunroom. The master bedroom features vaulted ceilings, full bath and private study. The lower walkout level has one bath and 3 guest bedrooms with sliding glass doors and exposed wood beams. The home is privately sited and overlooks a beautiful rolling lawn. Being offered fully furnished...ready for your immediate enjoyment. This is an incredible opportunity in the heart of Chilmark.

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

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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76 Boxberry Avenue Vineyard Haven MA 02568
Sold

Listing Id 39699

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 2.5
  • Acreage 0.3542

Nestled in a cul-de-sac on over 1/3 of an acre, this spacious ranch-style home offers privacy and is central to town. The driveway circles the home for convenience and additional parking. Located steps from the tennis courts that are private but open to public off season, this wonderful home offers 2240 square feet of living area on one level. The home features high ceilings and an open floor plan for entertaining and relaxation. Additional features include a solar panel system installed in 2016 and is wired for an external generator. This home is a must see!

Listed by Nancy Beckwith 774-563-5657 of Anchor Realty of Martha's Vineyard

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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4 Sand Castle Lane Aquinnah MA 02535

Aquinnah, MA4 Sand Castle Lane

Sale Price$1,050,000

Sold

Listing Id 39819

  • Residential
  • Mls Status Closed
  • Bedrooms 2
  • Bathroom 1.5
  • Acreage 2.3

The magical views of Vineyard Sound throughout the seasons, quiet privacy, the proximity to the Aquinnah Lighthouse and Lobsterville beach are just a few of the things that make this property so special! This is a unique opportunity to own an Aquinnah water-view home with potential for expansion. Nicknamed "The Treehouse" this charming three story home offers many vantage points to be able to enjoy watching the water meet the sky as well as a rare experience of total tranquility created by the trees and the land. The main living space is open concept and filled with light, perfect for entertaining or just whiling away the day. The house's style is inspired by mid-century modern design and features three outdoor decks (including one of the last approved roof decks in Aquinnah), a wonderful way to take advantage of the natural light and ocean breeze. The roof deck is a magical spot to enjoy the sunrise and sunset. The loft style master bedroom has an en-suite bathroom. The cozy guest room is on the first floor creating privacy between the two sleeping spaces. This little gem is a sweet up island retreat for a couple or small family. Bike or walk to Aquinnah's stunning beaches. The Seller has verified with engineers that expansion is possible. Also of note: the "tree house" is likely one of the tallest houses in Aquinnah at 36 ' and with the roof deck is 42' in height. Showings for Back Up Offers available July 17 - 29.

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

Listing Sold by Island 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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24 Ferro Way Vineyard Haven MA 02568

Vineyard Haven, MA24 Ferro Way

Sale Price$1,050,000

Sold

Listing Id 39899

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 2.5
  • Acreage 0.35

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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61 Heath Hen Lane Vineyard Haven MA 02568
Sold

Listing Id 39076

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.256

CENTRALLY LOCATED, PRIVATE CAPE IN VINEYARD HAVEN - Close to all Vineyard Haven has to offer, this large Cape style home is nicely sited at the end of Heath Hen Lane. A large deck leads to the side entrance and wraps around the rear of the dining area allowing for easy entertaining inside and out. An enclosed outdoor shower completes the exterior offerings of this multifaceted home. In addition, there is a large living area rounding out the walk-out, lower level. Open House scheduled for Friday and Saturday. See OH schedule.

Listed by Leslie C. Floyd 508-221-4643 of Portfolio Properties

Listing Sold by Portfolio 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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Based on information submitted to LINKMV as of June 19, 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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