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Explore Similar Homes Within 10 Miles of Chilmark, MA

  • /42

    $5,750,000 Open Thu 10AM - 12PM

    • 4 Beds
    • 4.5 Baths
    • 3,643 Sq Ft

    4 Somerset Ln, Edgartown, MA 02539

    New Construction: Reimagined Island Living At Somerset. Located in Katama, Somerset is an exclusive five-home luxury enclave perfectly located between Edgartown Village and South Beach -- and developed by Stanmar, owners of the Winnetu Oceanside Resort. The home sites have been designed to maximize outdoor living and entertaining around a spacious and private yard with expansive lawns and room

    Agent Photo

    Wendy Harman

    Compass

    (508) 715-9594

    4 Somerset Ln, Edgartown, MA 02539
  • /42

    $5,995,000 Open Sun 1:30PM - 3:30PM

    • 3 Beds
    • 6 Baths
    • 3,608 Sq Ft

    385 Barnes Rd, Vineyard Haven, MA 02568

    Indulge in luxurious living at this exquisite waterfront retreat featuring a private 125-foot sandy beach. Over 5,400 sq ft on three floors blend elegance with indoor-outdoor living. The grand foyer leads to dramatic interiors with high ceilings and floor-to-ceiling windows showcasing stunning water views. Highlights include a striking stone fireplace, custom built-ins, gourmet kitchen with stone

    Agent Photo

    Wendy Harman

    Compass

    (508) 205-8817

    385 Barnes Rd, Vineyard Haven, MA 02568
  • /30

    $2,750,000 Open Fri 12PM - 2PM

    • 3 Beds
    • 4 Baths
    • 2,830 Sq Ft

    42 Deacon Vincent Way, Edgartown, MA 02539

    Katama ~ Turnkey Retreat in Edgartown Estates. Located on a quiet, paved road in sought-after Edgartown Estates, this meticulously maintained home offers the perfect blend of privacy, space, and convenience. Ideally positioned equidistant to South Beach and downtown Edgartown, and just moments from the bike path. The home features a bright vaulted-ceiling living room with a gas fireplace and an

    Stephanie Roache Donnelly + Co.

    42 Deacon Vincent Way, Edgartown, MA 02539
  • /60

    $3,695,000 Open Fri 2PM - 3:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    37 Road To the Plains, Edgartown, MA 02539

    AN EXCEPTIONAL OPPORTUNITY TO CREATE YOUR SIGNATURE VINEYARD COMPOUND.Set behind a charming white picket fence lined with blooming hydrangeas, this beautifully reimagined Edgartown property blends classic island character with all the benefits of new construction. Renovated from top to bottom in 2024 by a top-tier island builder and pursuant to custom plans, the home is essentially brand new

    Wendy Harman Compass | Point B

    37 Road To the Plains, Edgartown, MA 02539
  • /50

    $3,495,000 Open Sat 1:30PM - 3:30PM

    • 3 Beds
    • 3.5 Baths
    • 3,056 Sq Ft

    9 Thaxter Ln, Edgartown, MA 02539

    CONTEMPORARY COASTAL RETREAT WITH POOL AND EASY ACCESS TO SOUTH BEACH.Set just moments from the crashing waves of South Beach, this stunning tri-level contemporary home on desirable Thaxter Lane offers the perfect blend of modern design, coastal comfort, and indoor-outdoor living. Hear the soothing sounds of the ocean from your deck and enjoy all the best of Edgartown living—whether as a

    Wendy Harman Compass | Point B

    9 Thaxter Ln, Edgartown, MA 02539
  • /42

    $1,875,000 Open Sun 1PM - 2:30PM

    • 4 Beds
    • 2 Baths
    • 1,342 Sq Ft

    58 Road To the Plains, Edgartown, MA 02539

    KATAMA BEACH HOUSE - This turnkey Katama retreat blends coastal charm with modern comfort, offering a rare combination of location, amenities, and style. A 19-foot heated swim spa with current, and beautiful wooden deck, lets you swim year-round or unwind in the attached Jacuzzi. The property comes fully furnished, making it an effortless purchase, and boasts a strong rental history for

    Dawn Bellante Sandpiper Realty Inc

    58 Road To the Plains, Edgartown, MA 02539
  • /38

    $1,895,000 Open Thu 5PM - 6PM

    • 3 Beds
    • 3 Baths
    • 1,389 Sq Ft

    12 W Farm Rd, West Tisbury, MA 02575

    Welcome to your dream home in the picturesque town of West Tisbury, nestled in the coveted Coffins Field neighborhood.This stunning home has undergone a total renovation, resulting in a fresh, modern, and inviting atmosphere. The home boasts an expansive layout with 3 bedrooms and 3 bathrooms and that includes a completely finished, unaccounted approximate 850 sqft walk-out basement. The

    Joe & Nicole Holland Vineyard Dream Realty LLC

    12 W Farm Rd, West Tisbury, MA 02575
  • /48

    $5,495,000 Open House 8/22

    • 3 Beds
    • 3.5 Baths
    • 4,131 Sq Ft

    36 Crocker Dr, Edgartown, MA 02539

    Stunning Katama Retreat ~ Welcome to this newly constructed architectural gem, nestled on half an acre in the heart of Katama. Perfectly positioned just blocks from the Field Club, close to South Beach, the bike path, and Edgartown Village, this home offers the ultimate indoor-outdoor Martha's Vineyard lifestyle. The elegant entryway sets the tone, leading into a spectacular vaulted living room

    Stephanie Roache Donnelly + Co.

    36 Crocker Dr, Edgartown, MA 02539
  • /30

    $1,149,000 Open Sat 10AM - 12PM

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

    4 Quail Run Unit 2, Oak Bluffs, MA 02557

    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

    Marilyn Moses Ocean Park Realty Inc

    4 Quail Run Unit 2, Oak Bluffs, MA 02557
  • /55

    $1,830,000 Open Thu 3:30PM - 5PM

    • 4 Beds
    • 4 Baths
    • 1,600 Sq Ft

    12 & 14 Maple Ave, Oak Bluffs, MA 02557

    Two Historic Oak Bluffs Cottages - Prime Location – Deeded SeparatelyPerched 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

    Leslie C. Floyd Portfolio Real Estate, Inc.

    12 & 14 Maple Ave, Oak Bluffs, MA 02557
  • /41

    $1,550,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 2,147 Sq Ft

    15 Beach St, East Falmouth, MA 02536

    ***SIGNIFICANT Price REDUCTION and Trim has been painted a crisp, clean, Cape Cod White! ***Nestled at the end of a peaceful dead-end street, contemporary colonial home offers a serene retreat with exceptional water views. As you step inside, you'll be greeted by a bright and airy ambiance, accentuated by the abundance of natural light streaming through the windows. The kitchen seamlessly flows

    Alicia Bagg LAER Realty Partners

    15 Beach St, East Falmouth, MA 02536
  • /16

    $1,195,000 Open Tue 11AM - 12PM

    • 3 Beds
    • 1.5 Baths
    • 1,040 Sq Ft

    50 Lantern Ln, Vineyard Haven, MA 02568

    Nestled in a quiet enclave on Lantern Lane, this charming 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and island charm. Located just moments from the heart of Vineyard Haven, you'll enjoy easy access to shops, restaurants, and the ferry. The interior of the home features a bright and welcoming layout with an open living and dining area, hardwood floors, and a private

    Madelyn Silvia Wallace & Co. Sotheby's International Realty

    50 Lantern Ln, Vineyard Haven, MA 02568
  • /41

    $1,495,000 Open Thu 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 1,305 Sq Ft

    46 Kennebec Ave, Oak Bluffs, MA 02557

    This exquisite Victorian home, lovingly preserved by the same family for over a generation, stands in outstanding condition and is perfectly situated in the vibrant heart of Oak Bluffs Center. Enjoy the convenience of being just steps away from the Public Beach, Steamship Authority, Oak Bluffs Harbor, a supermarket, and a variety of charming restaurants and shops that contribute to Oak Bluffs'

    Alan Schweikert Ocean Park Realty Inc

    46 Kennebec Ave, Oak Bluffs, MA 02557
  • /48

    $1,350,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,376 Sq Ft

    15 Marvin Cir, Falmouth, MA 02540

    Quissett Gardens-This is the light, bright, special, well kept home you have been looking for. The perfect location between downtown Falmouth, Woods Hole and close to Quissett Harbor, for you sailors. It is a delight to walk in the front door which opens to the first floor. There is plenty of living area. A living room features a wall of built-ins. The separate dining room offers ample room for

    Sue Gregory Kinlin Grover Compass

    15 Marvin Cir, Falmouth, MA 02540
  • /30

    $2,195,000 Open Thu 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,730 Sq Ft

    5 Pine Tree Ln, Vineyard Haven, MA 02568

    Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and contemporary comfort. Inside, a thoughtfully designed floor plan welcomes you with generous living

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    5 Pine Tree Ln, Vineyard Haven, MA 02568
  • /47

    $5,750,000 Open Thu 3AM - 5PM

    • 4 Beds
    • 4.5 Baths
    • 3,643 Sq Ft

    4 Somerset Ln, Edgartown, MA 02539

    NEW CONSTRUCTION: REIMAGINED ISLAND LIVING AT SOMERSET. Construction for 4 Somerset Lane is now complete and the property is move-in ready for summer! Somerset is an exclusive five-home luxury enclave perfectly located between Edgartown Village and South Beach -- and developed by Stanmar, owners of the Winnetu Oceanside Resort. This curated home has been perfectly designed for entertaining,

    Wendy Harman Compass | Point B

    4 Somerset Ln, Edgartown, MA 02539
  • /20

    $950,600 Open House 9/12

    • 3 Beds
    • 2 Baths
    • 1,365 Sq Ft

    5 Johns Way, Oak Bluffs, MA 02557

    Property is being offered via Real Estate Auction on Wednesday, September 17 at 12pm on-site. The actual selling price will be determined auction day. List price/estimated value seen is set at the real estate tax assessment. Pre-auction offers must be presented on the auction P&S and are subject to seller confirmation. 10% Buyer's Premium applies. Site: .36± acre with irrigation, fencing, gravel

    Justin Manning JJManning Auctioneers

    5 Johns Way, Oak Bluffs, MA 02557

Home Trends in Chilmark, MA

Housing Trends

Median Sale Price
$419,485
Median Single Family Sale Price
$419,485
Median Townhouse Sale Price
$372,390
Median 2 Bedroom Sale Price
$353,000
Average Price Per Sq Ft
$256
Number of Homes for Sale
5
Last 12 months Home Sales
74
Months of Supply
0.80
Median List Price
$435,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
30%
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