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Explore Similar Condos Within 10 Miles of Chilmark, MA

  • 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
  • 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
  • 48 N Shore Dr Unit 3&7, South Dartmouth, MA 02748
    48 N Shore Dr Unit 3&7, South Dartmouth, MA 02748
    48 N Shore Dr Unit 3&7, South Dartmouth, MA 02748
    /30

    $1,350,000

    • 2 Beds
    • 2 Baths
    • 2,354 Sq Ft

    48 N Shore Dr Unit 3&7, South Dartmouth, MA 02748

    Located in Round Hill —one of South Dartmouth’s most iconic waterfront communities—this stunning two-level Mansion condominium offers the unique opportunity to embrace elevated coastal living. With 2 bedrooms, 2 full baths and a 2300+/- sq ft footprint, this residence showcases lofty ceilings, a bright open floor plan on both levels, and a sleek, move-in-ready interior with coastal contemporary

    Team MCM Gibson Sotheby's International Realty

    48 N Shore Dr Unit 3&7, South Dartmouth, MA 02748
  • 286 Grand Ave Unit 4, Falmouth, MA 02540
    286 Grand Ave Unit 4, Falmouth, MA 02540
    286 Grand Ave Unit 4, Falmouth, MA 02540
    /9

    $1,445,000

    • 1 Bed
    • 1.5 Baths
    • 1,551 Sq Ft

    286 Grand Ave Unit 4, Falmouth, MA 02540

    Unit 4 is an oversized one bedroom with an ideal layout for living with an ocean breeze at all times! Amongst the most cherished properties in Falmouth Heights, The Casino Wharf Residences offer timeless connection to Vineyard Sound and the best of Cape Cod living. The beachfront jewel offers residents with a private beach oasis, surrounded by open grassy fields, shimmering water views, and

    William Senne Senne

    286 Grand Ave Unit 4, Falmouth, MA 02540
  • 533 Woods Hole Rd Unit E301, Falmouth, MA 2543
    533 Woods Hole Rd Unit E301, Falmouth, MA 2543
    533 Woods Hole Rd Unit E301, Falmouth, MA 2543
    /11

    $1,675,000

    • 2 Beds
    • 2.5 Baths
    • 1,547 Sq Ft

    533 Woods Hole Rd Unit E301, Falmouth, MA 2543

    Walk to Woods Hole Village - New Construction Luxury Townhome with Stunning Views of Vineyard Sound & Martha's Vineyard. Welcome home to Lighthouse Station at Woods Hole, a 55+ community perched on 5.3 acres overlooking Little Harbor & Vineyard Sound. Enjoy this spacious, 3rd floor 1500+ SF 2 bedroom/2.5 bathroom one-level unit with an open concept great room & professionally designed kitchen.

    Mark Bogosian Waterside Real Estate LLC

    533 Woods Hole Rd Unit E301, Falmouth, MA 2543
  • 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 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
  • 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
  • 26 Union St Unit 7, Tisbury, MA 02568
    26 Union St Unit 7, Tisbury, MA 02568
    26 Union St Unit 7, Tisbury, MA 02568
    /34

    $1,625,000

    • 2 Beds
    • 2.5 Baths
    • 1,532 Sq Ft

    26 Union St Unit 7, Tisbury, MA 02568

    Waterview Condo in the Heart of Downtown Vineyard Haven. Experience the best of in-town living with this newly built, thoughtfully designed 2-bedroom condo offering beautiful harbor views and luxurious modern finishes. The first level welcomes you with a primary suite featuring a full bath with a tub/shower combination and direct access to a private deck complete with an outdoor shower. Also on

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    26 Union St Unit 7, Tisbury, MA 02568
  • 150 Cove Rd Unit 10, Vineyard Haven, MA 02568
    150 Cove Rd Unit 10, Vineyard Haven, MA 02568
    150 Cove Rd Unit 10, Vineyard Haven, MA 02568
    /43

    $1,795,000

    • 2 Beds
    • 3 Baths
    • 1,737 Sq Ft

    150 Cove Rd Unit 10, Vineyard Haven, MA 02568

    The Premiere Townhouse at Tashmoo Wood. Elegantly renovated, this sun-filled end unit is fresh and modern with finish details. From the moment you step onto the expanded wrap-around deck, you will begin to see the fine craftsmanship of the property. Walk through the front entry and you will gain further appreciation for the meticulous attention to detail. Expansive windows fill the living area

    Michele Moore Island Real Estate

    150 Cove Rd Unit 10, Vineyard Haven, 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
  • 261 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568
    261 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568
    261 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568
    /99

    $1,325,000

    • 3 Beds
    • 3 Baths
    • 1,682 Sq Ft

    261 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568

    ASSOCIATION POOL, TENNIS, LAKE TASHMOO BEACH, PLUS GOLF NEARBY! Welcome to this meticulously maintained 2+ bedroom, 3 bathroom end unit condo in the prestigious Tashmoo Woods Association.The updated kitchen, with granite countertops and high-end appliances, opens to a dining room with access to a private deck overlooking lush woods. The living room, featuring a wood-burning fireplace,

    Jen O'Hanlon Compass | The O'Hanlon Group

    261 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568
  • 533 Woods Hole Rd Unit E202, Falmouth, MA 2543
    533 Woods Hole Rd Unit E202, Falmouth, MA 2543
    533 Woods Hole Rd Unit E202, Falmouth, MA 2543
    /13

    $1,325,000 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,466 Sq Ft

    533 Woods Hole Rd Unit E202, Falmouth, MA 2543

    Walk to Woods Hole Village - Construction Pricing! Luxury Townhome within walking distance to Woods Hole Village - Ready Late 2025. Welcome home to Lighthouse Station at Woods Hole, a 55+ community perched on 5.3 acres overlooking Little Harbor & Vineyard Sound. Enjoy this lovely, 1466+ SF 2 bedroom/2.5 bath one-level unit on the 2nd story overlooking a quiet, wooded neighborhood. This unit

    Mark Bogosian Waterside Real Estate LLC

    533 Woods Hole Rd Unit E202, Falmouth, MA 2543
  • 124 Skiff Ave Unit C-10, Vineyard Haven, MA 02568
    124 Skiff Ave Unit C-10, Vineyard Haven, MA 02568
    124 Skiff Ave Unit C-10, Vineyard Haven, MA 02568
    /24

    $689,000

    • 2 Beds
    • 1 Bath
    • 754 Sq Ft

    124 Skiff Ave Unit C-10, Vineyard Haven, MA 02568

    This could be the best location in the Causeway Harborview Association with view of the pool and away from the busy road of Skiff Ave. Known for it's easy and close access to ferry, shops, and restaurants in Vineyard haven. With a king bed in one bedroom and the Queen bed with twin bunk on top allows for easy sleeping of 5 people. Living room has tile floors along with pergola floor in

    Jim Joyce Carroll & Vincent R.E.

    124 Skiff Ave Unit C-10, Vineyard Haven, MA 02568
  • 200 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568
    200 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568
    200 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568
    /57

    $1,185,000

    • 3 Beds
    • 3 Baths
    • 1,780 Sq Ft

    200 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568

    Ideally located in the coveted West Chop neighborhood of Tisbury, this desirable 2+ bedroom, 3-bath townhouse in the Tashmoo Wood community offers a rare combination of space, privacy and resort-style amenities. The first floor features a light-filled living room with cathedral ceilings a fireplace, and walls of windows that bring the natural light and views of the surrounding woods. The open

    Nora Jardin Island Real Estate

    200 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568
  • 48 N Shore Dr Unit 8, South Dartmouth, MA 02748
    48 N Shore Dr Unit 8, South Dartmouth, MA 02748
    48 N Shore Dr Unit 8, South Dartmouth, MA 02748
    /39

    $950,000

    • 2 Beds
    • 2 Baths
    • 1,706 Sq Ft

    48 N Shore Dr Unit 8, South Dartmouth, MA 02748

    Enjoy the sweeping panoramic views of Buzzards Bay & the Elizabeth Islands. This home is a rare find in the exclusive guard-gated Community of Round Hill. This Mansion second floor suite could be your year-round home or a summer retreat offering two bedrooms and two full baths. Within the open-concept dining/living room featuring a dramatic original marble fireplace living room, soaring ceilings,

    Fatima Simas Anne Whiting Real Estate

    48 N Shore Dr Unit 8, South Dartmouth, MA 02748
  • 124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568
    124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568
    124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568
    /8

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft

    124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568

    Bright first-floor, three-bedroom, two bath condo in the popular Vineyard Haven Causeway Harborview association. Easy access to downtown shops, restaurants, harbor, ferry, and beaches. Building amenities include a shared pool, convenient storage, and on-site laundry facilities. The perfect blend of convenience and comfort for year-round living or as your ideal summer retreat.

    Emma Kennedy Sandpiper Realty Inc

    124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568
  • 124 Skiff Ave Unit A-11, Vineyard Haven, MA 02568
    124 Skiff Ave Unit A-11, Vineyard Haven, MA 02568
    124 Skiff Ave Unit A-11, Vineyard Haven, MA 02568
    /21

    $650,000

    • 2 Beds
    • 1 Bath
    • 725 Sq Ft

    124 Skiff Ave Unit A-11, Vineyard Haven, MA 02568

    Outstanding year-round, two-bedroom condo on the ground level with dedicated parking, and close to the ferry, shops, and restaurants on Main Street, Vineyard Haven. The common grounds feature colorful landscaping, picnic tables, grills, and a swimming pool with a distant peek at the Lagoon. This unit has been delightfully renovated, featuring new hardwood floors, an updated bathroom, updated

    Stephanie Roache Donnelly + Co.

    124 Skiff Ave Unit A-11, Vineyard Haven, MA 02568
  • 286 Grand Ave Unit 8, Falmouth, MA 02540
    286 Grand Ave Unit 8, Falmouth, MA 02540
    286 Grand Ave Unit 8, Falmouth, MA 02540
    /9

    $2,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,459 Sq Ft

    286 Grand Ave Unit 8, Falmouth, MA 02540

    Amongst the most cherished properties in Falmouth Heights, The Casino Wharf Residences offer timeless connection to Vineyard Sound and the best of Cape Cod living. The beachfront jewel offers residents with a private beach oasis, surrounded by open grassy fields, shimmering water views, and nearby dining and nightlife. Unit 8 is an oversized three bedroom duplex with a loft for additional

    William Senne Senne

    286 Grand Ave Unit 8, Falmouth, MA 02540
  • 286 Grand Ave Unit 6, Falmouth, MA 02540
    286 Grand Ave Unit 6, Falmouth, MA 02540
    286 Grand Ave Unit 6, Falmouth, MA 02540
    /9

    $2,675,000

    • 3 Beds
    • 3.5 Baths
    • 3,175 Sq Ft

    286 Grand Ave Unit 6, Falmouth, MA 02540

    Spacious and amazing, unit 6 at Casino Wharf has an open first floor ideal for taking in beach life in Falmouth Heights! Expansive water views and double height ceilings with great windows. Amongst the most cherished properties in Falmouth Heights, The Casino Wharf Residences offer timeless connection to Vineyard Sound and the best of Cape Cod living. The beachfront jewel offers residents with a

    William Senne Senne

    286 Grand Ave Unit 6, Falmouth, MA 02540
  • 480 Main St Unit 1, Falmouth, MA 02540
    480 Main St Unit 1, Falmouth, MA 02540
    480 Main St Unit 1, Falmouth, MA 02540
    /43

    $955,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,222 Sq Ft

    480 Main St Unit 1, Falmouth, MA 02540

    Steps from the charm and culture of Main Street, yet offering the privacy and presence of a standalone home, 480 Main Street Unit 1 is a masterfully restored residence immersed in the heart of Falmouth Village. Designed for those who appreciate architectural integrity and effortless living, this three-level home lives like a private retreat--paired with the low-maintenance benefits of condominium

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    480 Main St Unit 1, Falmouth, MA 02540
  • 533 Woods Hole Rd Unit D101, Falmouth, MA 2543
    533 Woods Hole Rd Unit D101, Falmouth, MA 2543
    533 Woods Hole Rd Unit D101, Falmouth, MA 2543
    /22

    $2,285,000 New Construction

    • 3 Beds
    • 3 Baths
    • 2,519 Sq Ft

    533 Woods Hole Rd Unit D101, Falmouth, MA 2543

    Walk to Woods Hole Village - New Construction Luxury Townhome with Stunning Views of Vineyard Sound & Martha's Vineyard. Welcome home to Lighthouse Station at Woods Hole, a 55+ community perched on 5.3 acres overlooking Little Harbor & Vineyard Sound. Enjoy this spacious, 2400+ SF 3 bedroom/3 bathroom 2-story townhome with an open concept great room & professionally designed kitchen. Watch the

    Mark Bogosian Waterside Real Estate LLC

    533 Woods Hole Rd Unit D101, Falmouth, MA 2543
Massachusetts Dukes County Marthas Vineyard Chilmark

Condos for Sale in Chilmark, Marthas Vineyard

Why Live in Chilmark
Chilmark, located in the up-island region of Martha’s Vineyard, is characterized by its serene, rural landscape and expansive rolling hills reminiscent of Ireland. This quiet town is known for its privacy, with homes set on large lots of at least three acres, often at the end of private dirt roads. The area lacks a downtown district and gastropubs, offering instead the tranquility of mighty-waved beaches like Lucy Vincent Beach, exclusive to town residents. The neighborhood is home to gray-shingled Cape Cod-style houses and vast family compounds, reflecting its reputation for high property values, though it maintains one of the lowest property tax rates on the island. Menemsha, a quaint fishing village within Chilmark, features markets selling fresh seafood and offers scenic hikes along Menemsha Hills. Residents enjoy local amenities such as the Chilmark General Store, known for its pizza and locally sourced goods, and the Yard, a performing arts venue. Chilmark School serves younger children with a unique multi-age classroom approach, while older students attend Martha’s Vineyard Regional High School, which provides a range of educational programs. The town is about a 30-minute drive from Edgartown and Oak Bluffs, with Martha’s Vineyard Airport just 15 minutes away, offering both year-round and seasonal flights.
Learn more about living in Chilmark

Home Trends in Chilmark, MA

On average, homes in Chilmark, Marthas Vineyard sell after 137 days on the market compared to the national average of 52 days. The median sale price for homes in Chilmark, Marthas Vineyard over the last 12 months is $2,475,000, down 33% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$2,475,000
Median Single Family Sale Price
$3,500,000
Average Price Per Sq Ft
$1,737
Number of Homes for Sale
28
Last 12 months Home Sales
25
Months of Supply
13.40
Median List Price
$3,800,000
Median Change From 1st List Price
12%
Median Home Sale Price YoY Change
-33%
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