11

Oak Bluffs Condos for Sale

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  • 37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
    37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
    37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
    /24

    $935,000

    • 1 Bed
    • 1 Bath
    • 797 Sq Ft

    37 Circuit Ave Unit 5, Oak Bluffs, MA 02557

    Downtown Oak Bluffs centrally located in the heart of Oak Bluffs. Steps from ferries, shops, restaurants and beaches from this penthouse condo. Escape the hustle and bustle on your semi private rooftop deck shared only with (unit 4 also for sale). Panoramic views of the Nantucket and Vineyard Sounds await you while you relax on the deck or enjoy dinner al fresco. The condo features all wood

    Agent Photo

    Lisa Lucier

    Anchor Realty of MV

    (508) 422-4131

    37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
  • 37 Circuit Ave Unit 4, Oak Bluffs, MA 02557
    37 Circuit Ave Unit 4, Oak Bluffs, MA 02557
    37 Circuit Ave Unit 4, Oak Bluffs, MA 02557
    /32

    $985,000

    • 2 Beds
    • 1 Bath
    • 990 Sq Ft

    37 Circuit Ave Unit 4, Oak Bluffs, MA 02557

    Downtown Oak Bluffs Located right in the heart of town. Unit #4 A penthouse condo with a semi-private rooftop deck (shared with unit 5 only). This spacious condo has a panoramic view of the town and surrounding waters sitting high above it all with outdoor seating and separate entrances from either condo. This solid deck adds a whole other dimension to this already desirable unit.The interior

    Agent Photo

    Lisa Lucier

    Anchor Realty of Martha's Vineyard

    (508) 514-5238

    37 Circuit Ave Unit 4, Oak Bluffs, MA 02557
  • 47 E East Chop Dr Unit 5, Oak Bluffs, MA 02557
    47 E East Chop Dr Unit 5, Oak Bluffs, MA 02557
    47 E East Chop Dr Unit 5, Oak Bluffs, MA 02557
    /16

    $1,495,000

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft

    47 E East Chop Dr Unit 5, Oak Bluffs, MA 02557

    East Chop Waterfront Luxury Cond -- This 1-BR, 1st floor, waterfront condominium, the ''Captain's Quarters'', features outstanding water views of the harbor and sound beyond, private entrance, cathedral ceilings and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine condition, the unit includes new kitchen with Bosch appliances, living

    Perry Patterson MV Luxury Homes, LLC

    47 E East Chop Dr Unit 5, Oak Bluffs, MA 02557
  • 47 E Chop Dr Unit 2, Oak Bluffs, MA 02568
    47 E Chop Dr Unit 2, Oak Bluffs, MA 02568
    47 E Chop Dr Unit 2, Oak Bluffs, MA 02568
    /13

    $1,495,000

    • 1 Bed
    • 1 Bath
    • 736 Sq Ft

    47 E Chop Dr Unit 2, Oak Bluffs, MA 02568

    East Chop Water Front Luxury Condominium -- This 1-bedroom, waterfront condominium, ''Cottage City'', features outstanding water views of the harbor and sound beyond, a cozy propane fireplace and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine condition, this 1st-floor unit includes new kitchen with Bosch appliances, living room with

    Perry Patterson MV Luxury Homes, LLC

    47 E Chop Dr Unit 2, Oak Bluffs, MA 02568
  • 47 E Chop Dr Unit 1, Oak Bluffs, MA 02568
    47 E Chop Dr Unit 1, Oak Bluffs, MA 02568
    47 E Chop Dr Unit 1, Oak Bluffs, MA 02568
    /12

    $1,495,000

    • 1 Bed
    • 1 Bath
    • 731 Sq Ft

    47 E Chop Dr Unit 1, Oak Bluffs, MA 02568

    East Chop Water Front Luxury Condominium -- This 1-bedroom, 1st floor, waterfront condominium, ''Oak Bluffs'', features outstanding water views of the harbor and sound beyond. Located just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown, this unit includes new kitchen with Bosch appliances, living room, dining area and a private covered front porch

    Perry Patterson MV Luxury Homes, LLC

    47 E Chop Dr Unit 1, Oak Bluffs, MA 02568
  • 47 E Chop Dr Unit 5, Oak Bluffs, MA 02568
    47 E Chop Dr Unit 5, Oak Bluffs, MA 02568
    47 E Chop Dr Unit 5, Oak Bluffs, MA 02568
    /17

    $1,495,000

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft

    47 E Chop Dr Unit 5, Oak Bluffs, MA 02568

    East Chop/Oak Bluffs waterfront -- The ultimate in waterfront living experiences, this 1-bedroom, waterfront condominium unit, the "Captain's Quarters", features outstanding water views of the harbor and sound beyond, private entrance, cathedral ceilings and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine condition, the unit includes new

    Perry Patterson MV Luxury Homes

    47 E Chop Dr Unit 5, Oak Bluffs, MA 02568
  • 4 Quail Run Unit 2, Oak Bluffs, MA 02557
    4 Quail Run Unit 2, Oak Bluffs, MA 02557
    4 Quail Run Unit 2, Oak Bluffs, MA 02557
    /30

    $1,175,000 Open Wed 10AM - 12PM

    • 2 Beds
    • 2 Baths
    • 1,323 Sq Ft

    4 Quail Run Unit 2, Oak Bluffs, MA 02557

    FULLY FURNISHED Ready to live in or rent~ COASTAL CHIC CONDO in a TERRIFIC LOCATION with WATERFRONT ACCESS ~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

    Marilyn Moses Ocean Park Realty Inc

    4 Quail Run Unit 2, Oak Bluffs, MA 02557
  • 4 Quail Run Rd, Oak Bluffs, MA 02568
    4 Quail Run Rd, Oak Bluffs, MA 02568
    4 Quail Run Rd, Oak Bluffs, MA 02568
    /32

    $941,000

    • 2 Beds
    • 1.5 Baths
    • 1,323 Sq Ft

    4 Quail Run Rd, Oak Bluffs, MA 02568

    Amazing Turnkey End Unit with Kayak & EV Charger! Not to be missed!Island living made easy in this private 3-story Year Round end-unit townhouse with carport parking for 3, saltwater access, dock, and mooring potential. Features 2 bedrooms plus a versatile loft, open-concept living area with gas fireplace, modern kitchen with granite countertops, and a large private deck overlooking park-like

    Janna O'Loughlin Portfolio Properties

    4 Quail Run Rd, Oak Bluffs, MA 02568
  • 4 Quail Run Unit 7, Oak Bluffs, MA 02557
    4 Quail Run Unit 7, Oak Bluffs, MA 02557
    4 Quail Run Unit 7, Oak Bluffs, MA 02557
    /31

    $941,000

    • 2 Beds
    • 2 Baths
    • 1,323 Sq Ft

    4 Quail Run Unit 7, Oak Bluffs, MA 02557

    Turnkey End Unit with Kayak & EV Charger! Private End Unit being Sold Turnkey including a kayak, paddles and lifejacket!Island living made easy in this private 3-story end-unit townhouse with saltwater access, dock, and mooring potential. Features 2 bedrooms plus a versatile loft, open-concept living area with gas fireplace, modern kitchen with granite countertops, and a large private deck

    Janna O'Loughlin Portfolio Real Estate, Inc.

    4 Quail Run Unit 7, Oak Bluffs, MA 02557
  • 47 E Chop Dr Unit 4, Oak Bluffs, MA 02568
    47 E Chop Dr Unit 4, Oak Bluffs, MA 02568
    47 E Chop Dr Unit 4, Oak Bluffs, MA 02568
    /12

    $1,995,000

    • 2 Beds
    • 1 Bath
    • 879 Sq Ft

    47 E Chop Dr Unit 4, Oak Bluffs, MA 02568

    East Chop Harbor Front Luxury Condominiums -- This 2-bedroom, 2nd floor, waterfront condominium, the ''Tivoli'', features outstanding water views of the harbor and the sound beyond all the way to Chappaquiddick. Located just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown, this unit includes new kitchen with Bosch appliances, living and dining areas and a

    Perry Patterson MV Luxury Homes, LLC

    47 E Chop Dr Unit 4, Oak Bluffs, MA 02568
  • 47 E Chop Dr Unit 3, Oak Bluffs, MA 02568
    47 E Chop Dr Unit 3, Oak Bluffs, MA 02568
    47 E Chop Dr Unit 3, Oak Bluffs, MA 02568
    /17

    $1,995,000

    • 2 Beds
    • 1 Bath
    • 802 Sq Ft

    47 E Chop Dr Unit 3, Oak Bluffs, MA 02568

    East Chop Water Front Luxury Condominiums -- This 2BR, waterfront condominium, the ''Highlands'', features outstanding water views of the harbor, the sound and the Cape beyond and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine condition, this 2nd floor unit includes new kitchen with Bosch appliances, living and dining areas and a

    Perry Patterson MV Luxury Homes, LLC

    47 E Chop Dr Unit 3, Oak Bluffs, MA 02568
Massachusetts Marthas Vineyard Oak Bluffs

Condos for Sale in Oak Bluffs, Marthas Vineyard

Why Live in Oak Bluffs
Oak Bluffs, located in the northeast of Martha’s Vineyard, is renowned for its whimsical gingerbread houses and historical significance as a summer haven for Black Americans. This down-island town is a bustling port of entry during the summer season, where tourists disembark from ferry boats and explore attractions like Circuit Avenue, known for its T-shirts and fresh doughnuts. The town features gray-shingled beach houses overlooking the Nantucket Sound, and the commercial district offers pizza parlors, ice cream shops, and clothing stores. Oak Bluffs is home to the oldest platform carousel in the U.S., the Flying Horses Carousel, and hosts the Martha’s Vineyard African American Film Festival and a fireworks show every August. The Ritz Café provides nightlife with live music and karaoke, while the Sweet Life Café offers upscale dining year-round. Ocean Park, with its rolling hills and Victorian homes, and the Martha’s Vineyard Camp Meeting Association, with its brightly colored gingerbread houses, are notable landmarks. The town also has gray-shingled beach cottages, Cape Cods, and farmhouses. Martha’s Vineyard Regional High School, a highly rated institution, serves the island’s students. Health care is accessible at Mass General Brigham Martha’s Vineyard Hospital, which offers comprehensive services. Residents and visitors can enjoy sandy pathways along the Nantucket Sound, beaches like Inkwell Beach, and a skate park near the high school. Oak Bluffs is 10 minutes from Vineyard Haven, 15 minutes from Edgartown, and 15 minutes from Martha’s Vineyard Airport.
Learn more about living in Oak Bluffs

Home Trends in Oak Bluffs, MA

On average, homes in Oak Bluffs, Marthas Vineyard sell after 67 days on the market compared to the national average of 70 days. The median sale price for homes in Oak Bluffs, Marthas Vineyard over the last 12 months is $612,247, up 32% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$612,247
Median Single Family Sale Price
$545,000
Median Townhouse Sale Price
$284,990
Median 2 Bedroom Sale Price
$287,500
Average Price Per Sq Ft
$248
Number of Homes for Sale
5
Last 12 months Home Sales
16
Months of Supply
3.80
Median List Price
$475,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
32%
How to Buy a Home How to Finance a Home How to Sell a Home

In Oak Bluffs, there are currently 11 condos for sale, providing a range of options for prospective buyers. With condos ranging from $935,000 to $1,995,000, there's something for every budget. As of July, 2025 the median home price in Oak Bluffs, Marthas Vineyard is $475,000, while the average sale price is $557,302, providing insight into local market trends. On average, condos spend 67 days on the market before being sold. Whether you're considering condominiums, apartments for sale, or modern condos, there are options available to suit your needs. Explore the variety of condos for sale in Oak Bluffs, Marthas Vineyard, and find the perfect place to call home.

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