Oak Bluffs MA Real Estate &

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Beds:
4
Baths:
4.00
Sq.Ft.:
1,600
Status:
Active
MLS#:
32500245
Type:
Cluster
Lot size:
0.1 Acres
Year built:
1909
A broker reciprocity listing Courtesy: Portfolio Properties 508-627-7005
View additional info

ADDITIONAL INFORMATION

Two Historic Oak Bluffs Cottages - Prime Location - Deeded Separately Perched atop a gentle hill, surrounded by lush, established gardens in one of the island's most storied neighborhoods, these two charming 1909 twin cottages offer a rare opportunity to own a piece of local history--just a short distance to the harbor, downtown, and the beloved Winston's takeout. Built at a time when automobiles were rare, these homes were sited with ease of access in mind. Though they have no driveways, convenient on-street parking is always available--local residents often find it easier to stroll, or bike, into town than drive. Both homes are separately deeded, giving you the flexibility to own them jointly or individually. They are fully furnished and move-in ready, with a long history of use as rentals and community housing. Whether you're looking for a full-time residence, income-generating property, or a flexible retreat for extended family or friends, these cottages provide a unique and practical setup--ideal for dual living or multi-generational use.

Beds:
6
Baths:
4.00
Sq.Ft.:
2,890
Status:
Active
MLS#:
32500201
Type:
Cluster
Lot size:
0.2 Acres
Year built:
1870
A broker reciprocity listing Courtesy: Sandpiper Realty Inc 508-627-3737
View additional info

ADDITIONAL INFORMATION

With a striking presence overlooking Nantucket Sound and just moments from the vibrant pulse of downtown, this distinctive compound is infused with a laid-back West Coast spirit while honoring the vintage charm of Oak Bluffs. Airy and effortlessly elegant, the four-bedroom main house has been masterfully updated, introducing refined, contemporary comforts, designed for every season. Tucked to the rear of the property, a private guest house--affectionately known as The Nest--has undergone a similar transformation and offers a private escape. Adjacent to the main home, the charming bunk house completes the ensemble, perfectly complementing this unique and inviting expansive compound. Though the wraparound porch invites you to linger with its endless ocean views, the nearby beaches, boutique shops, acclaimed restaurants, and the contagious energy of Circuit Avenue and the Harbor are all steps away, offering something for everyone to enjoy. For those seeking flexibility, the home's established rental history further highlights the desirability of both the property and its coveted location. An exciting opportunity to own in one of Oak Bluff's iconic settings! The Nest is a 616-square-foot guest house with a private deck, an outdoor shower, and a parking area. The living space is located on the first floor and has a full bath. The upstairs bedroom, with a private balcony, overlooks Farm Pond to Nantucket Sound. Mini-splits provide heat and air conditioning. The Lilac House -This fun bunk house, perfect for the younger generation, is open-concept, has a full bath, front deck with waterviews, and a private outdoor shower and deck. Mini-split provides heat and air conditioning.

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Andrea D. Conner, License 1?0?0?0?1?8?8, Xome Inc., License 9622, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067



All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Martha’s Vineyard Multiple Listing Service. Detailed information about real estate listings held by brokerage firms other than Xome include the name of the listing broker. Neither the listing company nor Xome shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026© Martha’s Vineyard Multiple Listing Service. All rights reserved.



Oak Bluffs Real Estate

Oak Bluffs is located in Massachusetts. Oak Bluffs, Massachusetts has a population of 5,284. Oak Bluffs is more family-centric than the surrounding county with 39.56% of the households containing married families with children. The county average for households married with children is 27.66%.

The median household income in Oak Bluffs, Massachusetts is $94,545. The median household income for the surrounding county is $77,392 compared to the national median of $69,021. The median age of people living in Oak Bluffs is 40.4 years.

Oak Bluffs Weather

The average high temperature in July is 78.9 degrees, with an average low temperature in January of 22.7 degrees. The average rainfall is approximately 47.4 inches per year, with 24 inches of snow per year.

Oak Bluffs Map

Oak Bluffs Real Estate Market Conditions

  • Median sales price

    $1,113,250
    23%
    change since last quarter
  • # Active listings

    25
    30-day change

Oak Bluffs Schools and Demographics

Education near Oak Bluffs, MA

City County
High School Graduates 95.81 95.81
College Degree - 2 year 10.79 7.81
College Degree - 4 year 44.16 46.05
Graduate Degree 15.23 12.52
Expenditures per Student 36,217 36,217
Students per Teacher 8.7 8.7

Elementary Schools near Oak Bluffs, MA

Grades Students P/T Ratio ZIP
Edgartown Elementary School PK - 08 359 9.2 02539
Mullen-Hall KG - 04 500 12.8 02540
Oak Bluffs Elementary School PK - 08 411 9.4 02557
Tisbury Elementary School PK - 08 331 9.1 02568
West Tisbury Elementary School PK - 08 298 8.2 02575

Middle Schools near Oak Bluffs, MA

Grades Students P/T Ratio ZIP
Lawrence 07 - 08 571 10.9 02540
Morse Pond School 05 - 06 575 13.1 02540

High Schools near Oak Bluffs, MA

Grades Students P/T Ratio ZIP
Falmouth High School 09 - 12 870 13 02540
Martha's Vineyard Regional High 09 - 12 687 9.1 02557

Ungraded Schools near Oak Bluffs, MA

Grades Students P/T Ratio ZIP
Martha's Vineyard Charter School KG - 12 177 9.8 02575

Demographics near Oak Bluffs, MA

City County
Neighborhood Type Small town
Population 5,284 20,277
Population Density 723 197
Median Age 40.4 47.9
People per Household 2.9 3
Median Household Income 94,545 77,392
Average Income per Capita 51,258 51,354

Real estate near Oak Bluffs