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18 Post Oak Road Chilmark MA 02535

Chilmark, MA18 Post Oak Road

Sale Price$1,250,000

Sold

Listing Id 35135

  • Residential
  • Mls Status Closed
  • Village South
  • Bedrooms 4
  • Bathroom 3

This inviting 4 BR, 3 BA home is privately situated on almost 5 acres in the Quansoo area of Chilmark. The house features open living areas with hardwood floors throughout, two MBR suites, two gas fireplaces & a partially finished basement with custom built ins, offering great space for a home office or study. The rear deck and lovely screened porch add additional spaces for summer enjoyment with pretty views across an expansive lawn and the woodlands beyond. This home lends itself nicely to both year-round or vacation living and offers the potential to add a guest house, tennis court or swimming pool.... * This property is being conveyed with a Quansoo Beach lot, valued at $300,000.

Listed by Kathy Sollitto of Karen M. Overtoom R.E.

Listing Sold by Karen M. Overtoom R.E.

$
$
%
$/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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91 Carol Lane Includes 2 Adjacent Lots Oak Bluffs MA 02557
Sold

Listing Id 38985

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 2
  • Acreage 1.15

Oak Bluffs. Unique opportunity. Modest 3 bedroom+ home sited on 1+ acre of land (consists of 3 adjacent lots) in centrally located neighborhood with easy access to town, school, harbor, beaches and other down island towns. Complete Renovation/expansion or replacement possible with proper permitting up to 5 bedrooms with Title V and 6 with enhanced system. Zone 2. Property has been fully staked. Other configurations may be possible with town approval. Easy to show.

Listed by Stephanie Burke of Seacoast Properties

Listing Sold by Anchor Realty of Martha's Vineyard

$
$
%
$/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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6 Robins Nest Road Edgartown MA 02539
Sold

Listing Id 39651

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 2.5
  • Acreage 0.54

A must see! This three-bedroom gambrel style home on over half an acre is located in the desirable Dodgers Hole neighborhood. Conveniently located near VTA bus routes and not far from landmarks such as Sengekontacket Pond and Morning Glory Farm. Its central location has easy access to other surrounding towns such as Oak Bluffs and Vineyard Haven. The first floor boasts an open living space with a large kitchen and dining area. New flooring with mini splits on all three levels including the basement. There is a sizable deck that can be accessed off both the dining and living areas. The bedrooms are located on the second floor. A private balcony sits off the primary bedroom with a recently remodeled bath. There is new carpet throughout. A finished basement with bonus space and a separate entrance along with a 24x28 garage with shed on the side of the property. Mature trees and meticulous landscaping surround the property.

Listed by Julia Smith of Donnelly + Co

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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8 Craft's Field Way Edgartown MA 02539
Sold

Listing Id 35735

  • Residential
  • Mls Status Closed
  • Village Katama
  • Bedrooms 3
  • Bathroom 2.5

Craft's Field - Terrific opportunity in a sought after neighborhood in Katama. Great open concept Cape in very good condition just a mile from South Beach. The traditional kitchen with large dining peninsula, a nice size dining room with sliders to the back deck and a bright living room with vaulted ceiling and decorative wood beams make this a comfortable and cozy home. There is a master bedroom with a spacious bath and another half bath shared with laundry area all on the first floor. The second story loft overlooks the first floor living space and is great overflow, living space. There are two second floor guest bedrooms with a shared bath. A lovely farmers porch for rocking and relaxing, a deck that wraps around the side and rear of the house, an outdoor shower, and the nicely grassed and private back yard make for lots of extra outdoor living spaces. Won't last long!

Listed by Courtney Marek of Sandpiper Realty

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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14 Mayhew Norton Road West Tisbury MA 02575
Sold

Listing Id 35829

  • Residential
  • Mls Status Closed
  • Village Lambert's Cove
  • Bedrooms 3
  • Bathroom 2

Perched high and offering views across Vineyard Sound, this rustic farmhouse, brimming with character from the newly finished wide plank pine floors to the exposed post and beam detail, is a home for all seasons. An over-sized timber frame barn, ideal for an artistic alcove or additional living space, is the perfect complement to the meticulously manicured property. Incredibly private, yet still convenient to all Up-Island amenities and Cedar Tree Neck Sanctuary. A true storybook setting.

Listed by Katie Donahue and Rachel Serwa of Sandpiper Realty

Listing Sold by Wallace & Co. Sotheby's

$
$
%
$/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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125 Skiff Avenue Vineyard Haven MA 02568
Sold

Listing Id 40054

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.2799

This Classic Colonial with four bedrooms, has been well maintained. Located within walking distance to Town and Water. The landscaped yard offers privacy and gardening opportunities. The home has a large attic space and dry unfinished basement for all your seasonal storage needs. There is single car, stand alone garage. The heating system has been recently updated and switched from oil to gas.

Listed by Jim Osmundsen (Cell:914-924-8202) of Donnelly + Co

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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122 Head Of Pond Road Vineyard Haven MA 02568
Sold

Listing Id 36536

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

Enjoy ever-changing expansive views of the Lagoon from this unexpected Vineyard Haven gem that started as a small cottage and was expanded into a spacious comfortable winterized retreat by the current owner. This bright four bedroom home has over 1850 square feet of living space, and is on 2.25 acres tucked away behind farmland and grazing fields and offers partial ownership in a private association beach. The house has a chef's kitchen, first floor master bedroom, three additional guest bedrooms on the second floor, central AC, generator, large garage, and storage shed offering plenty of space to store kayaks, paddle boards and other summer toys. The Lagoon is a delightful location for bird enthusiasts, clamming, fishing, boating, and watching the most glorious and vivid sunrises over the water. Property is being sold "as is".

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

Listing Sold by Carroll & Vincent R.E.

$
$
%
$/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 & 27 Laurel Avenue Oak Bluffs MA 02568
Sold

Listing Id 39057

  • Residential
  • Mls Status Closed
  • Bedrooms 5
  • Bathroom 2

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.

Ask A QuestionMore Details

14 Prospect Avenue Oak Bluffs MA 02557
Sold

Listing Id 40784

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.24

Introducing a charming home in the heart of Oak Bluffs, Martha's Vineyard, offering the perfect blend of convenience and tranquility. This prime property is nestled in a rich-wooded and sought-after location, just a leisurely stroll from the vibrant town center. The interior showcases post and beam construction, vaulted ceilings, and an open concept design that exudes warmth and elegance. The first floor welcomes you with a mudroom leading to a welcoming living room and an open concept kitchen. Adjacent to the living room, is a cozy den offering versatility as a relaxation space or home office. The seamless flow between the living room and kitchen creates an ideal setting for entertaining guests. Upstairs, three comfortable bedrooms await, including a spacious primary bedroom with vaulted ceilings and ample natural light. One of the bedrooms features a loft area, perfect for a home office, art studio, or play space. The finished basement provides additional living space, adaptable for a media room, home office, or potential guest suite. Private access to the outside brings in natural light and enhances the flexibility of the space. A standout feature of this property is the expansive backyard, offering limitless possibilities for outdoor enjoyment. Whether you desire a serene garden oasis, a children's play area, or a space for hosting barbecues, this generous outdoor area allows you to create your personal sanctuary. Welcoming you at the front of the house is a charming porch, perfect for relaxing and enjoying the tranquil surroundings. The back deck provides an idyllic setting for al fresco dining or unwinding, with the peaceful wooded area as your backdrop. Adding to the appeal, a walking trail from the end of the road leads directly into town. Take leisurely strolls and explore the delightful shops, restaurants, and vibrant atmosphere of Oak Bluffs. While currently equipped with a three-bedroom septic system, the home offers ample existing space to potentially upgrade and expand, accommodating additional bedrooms or enhancing the property further. Don't miss the chance to own this delightful home in Oak Bluffs, Martha's Vineyard, where you can enjoy both a central location and a serene wooded retreat. Schedule a showing today and envision the endless possibilities of making this exceptional property your own.

Listed by Maranda Post of Compass | The O'Hanlon Group

Listing Sold by Compass LLC

$
$
%
$/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.

Ask A QuestionMore Details

300 Chappaquiddick Road Edgartown MA 02539
Sold

Listing Id 40238

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 2
  • Acreage 3.03

Pristine three-bedroom cottage on Chappy! Perfectly appointed, this successful rental property checks all the boxes. The three-acre parcel affords potential expansion opportunities. Centrally located off the paved road, enjoy the tranquility of Chappaquiddick while still having easy access to downtown Edgartown. Being sold fully furnished, the transition is easy, with rentals already in place for the 2023 season.

Listed by Katie Donahue and Rachel Serwa of Sandpiper Realty

Listing Sold by Vineyard Open House 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.

Ask A QuestionMore Details

11 Eighteenth Street South Edgartown MA 02539
Sold

Listing Id 40249

  • Residential
  • Mls Status Closed
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.27

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.

Ask A QuestionMore Details

3 Trotters Lane West Tisbury MA 02575
Sold

Listing Id 38891

  • Residential
  • Mls Status Closed
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.86

Enjoy the Vineyard at its very best from this three bedroom two bath custom cape with all the amenities and upgrades. Get ready to cook a true Vineyard feast from the large chef's kitchen with a six burner, double oven DCS gas stove. The kitchen flows seamlessly into the dining and living areas. First floor features two bedrooms and a full bath. The comfortable living room has a soaring cathedral ceiling, rich maple floors and gas fireplace. Second floor includes a bright sunny loft area with nook office and a large main bedroom with plenty of sunlight from the windows and ample closet space. Ensuite bath has double sinks, tiled shower, and Jacuzzi soaking tub. Have morning coffee from the light filled sunroom overlooking sprawling mature gardens and stone patio. There is an extra large out door shower with a pergola top. An added plus is a big array of solar panels that keep energy bills low. This 2233 square foot home includes access to association pool and tennis courts, and is close to the island wide bike and walking trails. Private town owned Lambert's Cove beach is a short distance away.

Listed by Robin Perschel 860-208-8993 of Karen M. Overtoom R.E.

Listing Sold by Wallace & Co. Sotheby's

$
$
%
$/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.

Ask A QuestionMore Details

Based on information submitted to LINKMV as of June 20, 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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