Martha's Vineyard Cottages for Sale

Cottages for Sale on Martha's VineyardView all cottages for sale on Martha's Vineyard below. Whether you’re looking for a summer cottage in Vineyard Haven, Edgartown, Chilmark, or another beautiful town, Landmarks Real Estate can help you find the perfect vacation home on the Vineyard. Explore a variety of available properties including waterfront, water view, beachfront, and more.

Cottages For Sale on Martha's Vineyard, MA

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140 Waldrons Bottom Road

MLS ID 38972

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathrooms 3
  • Acreage 2.7

LONG POINT HIDEAWAY: CONTEMPORARY CHIC BEACH HOUSE AND GUEST COTTAGE. This sun-drenched beach house and guest cottage are set on 2.7 lush acres, perched high on a ridge with big open sky views and within close proximity to Long Point Beach and Wildlife Refuge. The MAIN HOUSE features an open-designed Living/Dining area with vaulted ceilings, skylights, hardwood floors and a nicely appointed kitchen. Three sets of sliding glass doors open out from the living area to a large wraparound deck with expansive views above the treetops, perfect for al fresco dining and entertaining and brilliant evening sunsets. There are two bedrooms and a full bath on the Main Level -- PLUS a spacious upstairs loft and a recently finished 465-SF walk-out Lower Level that offer a Family/TV/Game Room plus full bath and laundry. An architect-designed GUEST COTTAGE is privately sited from the Main House with a separate driveway access and features special details like cathedral ceilings, maple hardwood floors, a wood-burning fireplace, tumbled marble bath, a handsome handcrafted staircase and much more! There is also a small barn and paddock on the property that can be used for horses or as a storage/garden shed. This attractive Long Point compound features air conditioning in both homes -- and is being offered TURNKEY with all furnishings, artwork and contents (less a list of Seller exclusions) and there is a solid rental income history of $85,000+ for Summer, 2021 rentals. This wonderful property offers a myriad of possibilities as a family compound or rental investment property. Peak weeks for Summer, 2022 are still available for a buyer looking for the perfect move-in or rental-ready island retreat!

Listed by Wendy Harman of Point B Realty LLC

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$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* 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 Muskeget Avenue

Edgartown, MA6 Muskeget Avenue

Price$795,000

Est. Mortgage: $/month

Pending

MLS ID 39037

  • Residential
  • Mls Status Pending
  • Bedrooms 2
  • Bathrooms 1
  • Acreage 0.459

CHEERFUL CHAPPY COTTAGE - A TRUE GETAWAY! It is not often that a property is so lovingly cared for and thoughtfully renovated to suit a life lived near the beach. An open concept living, dining and kitchen with a cathedral ceiling makes for a great space to gather with family and friends. In the warmer weather, the deck and screened porch serve as an extension of the living space. A Title V approved, 3 BR septic is in place and there is plenty of room for expansion! As the weather turns cooler and the off season approaches, this cottage can be enjoyed even in the off-season. The large yard offers an amazing space to play, relax or simply a spot to enjoy the natural flora and abundant wildlife. East beach and Wasque are close by, as well as the beautiful Mytoi garden and the Chappy Community Center. If a trip into Edgartown for shopping or dinner is is in order, hop in the car down to the point and make the quick trip across the channel. Chappy is a unique and magical place — a serene getaway, and a close knit community. Please ask for additional information on the numerous updates that have been made to this special property.

Listed by Leslie C. Floyd 508-221-4643 of Portfolio Real Estate,Inc.

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$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* 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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39 Dodgers Hole Road

Edgartown, MA39 Dodgers Hole Road

Price$1,250,000

Est. Mortgage: $/month

MLS ID 38989

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 0.52

DODGERS HOLE – Let the sun shine in and marvel at the beautiful wooded views. Move right into this custom-built home featuring walls of windows, wide French doors and skylights thoughtfully designed to bring the outdoors in and highlight the peaceful setting. A pea stone drive curves among the oaks to welcome you home – once inside, the large entryway leads you to the bright open living space with a soaring cathedral ceiling, gleaming wood floors and skylights. French doors open to the wide wrap-around mahogany deck with dining and lounge areas for outdoor entertaining and enjoyment. A sunny bay window is the focal point in the kitchen and the perfect spot for a potted herb garden. Another delightful detail for a true island lifestyle, a second sink for shucking oysters, or fresh Morning Glory corn. Centrally located, the shellfish beds of Sengekontacket Pond or the Morning Glory farmstand are close at hand, as are bike paths, VTA routes, miles of trails in the State Forest and connections to other island towns. A convenient first floor bedroom opens into a shared bath and onto the deck with outdoor shower. There are many other universal design elements throughout the first floor such as a ramp entry, wide hallways, accessible light switches and plugs plus roll-under counter tops, and ship rail grab bars in the bath. Up a grand central staircase, beadboard accents the second floor loft, a flexible space for a home office, lounge area or overflow guest space. A large second bedroom and the third bedroom share a bath on this floor. Just beyond the deck, there are lawns, a serene landscape of oak trees, mature shrubs, flowering hydrangea and a cottage-style garden shed with shutters and stone wall to enjoy. A four bedroom septic is located to accommodate a pool and sized for expansion with proper permitting.

Listed by Dawn Bellante Holand,508.524.1601 of Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* 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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10 Siloam Avenue

Oak Bluffs, MA10 Siloam Avenue

Price$695,000

Est. Mortgage: $/month

MLS ID 38991

  • Residential
  • Mls Status Active
  • Bedrooms 2
  • Bathrooms 1.5

Original Campground classic cottage brought up to date with new mahogany decks and wide pine floors. Sit on the porch watching the sun going down over Sunset Lake or wake up in the morning to see extensive views of Oak Bluffs Harbor and Nantucket Sound from the balcony. The dining room is warmed by a propane fireplace and there is a small office and half bath. The kitchen flows from the dining room, where you can cook and converse with guests in dining area. The cabinets have been crafted by a master wood worker and there are new kitchen floors and appliances. There is a pantry and loft off the kitchen and a place to hang coats. Come in from the back deck after an outdoor shower or dining on the back patio. Walk the back alleyway connections to many paths meandering through the landscaped Campground to the Tabernacle, parks and onto dining areas and shops. The house has been updated and cared for while keeping its elegance and historic charm. It is compact, but has everything you need to enjoy Campground living.

Listed by Elise LeBovit of Gay Head Realty

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$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* 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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1 Pease Avenue

Oak Bluffs, MA1 Pease Avenue

Price$525,000

Est. Mortgage: $/month

MLS ID 38099

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathrooms 1

Set among the brightly colored cottages and part of the famous Martha's Vineyard Camp Meeting Association- a couple of blocks to Oak Bluffs' sandy beaches, town center, and restaurants. This adorable 3 bedroom cottage consists of a spacious front porch, a living-dining area, kitchen, 2 first floor bedrooms, and a second story loft bedroom. Nestled in on a quite street with only 2 other homes. but just off the main Circle where you can enjoy live entertainment and celebrations in the Historic Tabernacle building as part of this great Island community. The Abutting Cottage 2 Fisk Ave is also for sale. These back-to-back cottages would make a great family compound.

Listed by Lisa Lucier of Anchor Realty of Martha's Vineyard

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$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* 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 Fisk Avenue

Oak Bluffs, MA2 Fisk Avenue

Price$600,000

Est. Mortgage: $/month

Active With Contract

MLS ID 38098

  • Residential
  • Bedrooms 3
  • Bathrooms 1

Authentic in town cottage with a classic Victorian front porch and matching 2nd floor balcony. Tucked away just off the main circle, Trinity Park where you can partake in the historic Tabernacle buildings events and celebrations as part of this wonderful community. The cottage features a living room, dining room, kitchen and first floor bedroom. The second floor has a front bedroom with private balcony and another bedroom. Just off the kitchen's side door is a stone patio with outdoor dining and a gated court yard with shed. Centered right in the heart of Oak Bluffs just a couple of blocks to the beach, town center, and restaurants. The abutting cottage 1 Pease Ave. is also for sale. Purchase both of these back-to-back cottages for a family compound.

Listed by Lisa Lucier of Anchor Realty of Martha's Vineyard

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$
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$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* 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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29 Jernegan Avenue

Edgartown, MA29 Jernegan Avenue

Price$929,000

Est. Mortgage: $/month

Active With Contract

MLS ID 38902

  • Residential
  • Bedrooms 2
  • Bathrooms 1.5
  • Acreage 0.73

PRISTINE EDGARTOWN COTTAGE WITH EXPANSION POTENTIAL - Located just 2 miles from the Village, this charming cottage has maintained all of its charm, while being transformed for today's lifestyle. Ready for immediate occupancy for year round living or start booking your 2022 rentals and enjoy this smart investment. The property is one lot, but divided to appear as two separate lots (2 driveways), making the addition of a guest house non-disruptive while living in or renting the main house. With new wood floors, fresh paint and air conditioning you can start enjoying all that the property and location has to offer. The floor plan is ideal, with a large kitchen that's open to the dining room. The kitchen's east facing windows overlook the lawn and allow wonderful morning light to pour in. Entertaining is easy with the Sub Zero fridge and freezer, Miele dishwasher and gas range. The living room has ample space for several people to gather. The outdoor living space is phenomenal as well, with a deck leading to an expansive brick patio, large yard and outdoor shower. Additionally, there is a 300 square foot outbuilding, providing flexible space to spread out on this 3/4 acre property. Expansion would be a breeze here, as there is already a 5 bedroom septic system in place and town water is just a few doors down (cost estimate available upon request). There is an existing garage/guest house foundation, which is the first step in creating an income producing compound. The property is approximately .5 miles from the Sengekontacket boat launch, which is an ideal kayak and paddle board spot. For those who prefer hiking and biking over water sports, access to miles of Land Bank trails is also close by. Agent has owner interest.

Listed by Jen O'Hanlon of Wallace & Co. Sotheby's

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$
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$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* 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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86 Menemsha Cross Road

Chilmark, MA86 Menemsha Cross Road

Price$1,200,000

Est. Mortgage: $/month

Pending

MLS ID 38909

  • Residential
  • Mls Status Pending
  • Bedrooms 4
  • Bathrooms 1
  • Acreage 3.6

Charming 1930's cottage located within walking distance of Menemsha harbor & village. This well maintained home has island character and history. Lovely ancient stonewall along western boundary line. The home is situated off the main road which affords privacy. Expansion possibility is limited to 25% of total square footage of existing building - approximately 300 sq. feet. An amazing opportunity to live in the town of Chilmark! REQUESTING ALL 'HIGHEST & BEST' OFFERS TO BE SUBMITTED BY TUESDAY,OCTOBER 19TH AT 3PM.

Listed by Julianna Flanders of Flanders Real Estate

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$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* 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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1 Barnes Road

Oak Bluffs, MA1 Barnes Road

Price$848,000

Est. Mortgage: $/month

Pending

MLS ID 38883

  • Residential
  • Mls Status Pending
  • Bedrooms 2
  • Bathrooms 1
  • Acreage 0.3799

This is a beautifly maintained clean bright two bedroom one full bath Cottage with high 8'5" ceilings with wood flooring throughout. Move in ready. Enjoy the extended outdoor space with wonderful back deck overlooking the large yard and patio to have cookouts and barbeques. A classic one bay garage with automatic door and other side storage adds to the charm. The basement has space to finish add bathrooms and make it your own and adds additional 1,041 square feet. Centrally located and close to Town, Bike Path, Beaches, Farm Neck Golf, Shopping, Dining, Harbor and everything Martha's Vineyard has to offer! Potential for another structure on the other side of the Property that has existing seperate driveway access. Room for addition or to go up a second floor ~ There is room to grow if needed! Must have Town Permitting prior to building or renovating. Come and see this #1 inviting Property!!! The new owner will proceed with the design and installation of a new Septic system ~ giving you placement options if you want to put in a pool or other structure.

Listed by Janna O'Loughlin of Martha's Vineyard Seacoast Properties

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$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* 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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34 Windemere Road

Oak Bluffs, MA34 Windemere Road

Price$3,999,000

Est. Mortgage: $/month

MLS ID 38803

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 0.7242

Perfect opportunity to own a Beautiful Beach Cottage with access to Lagoon. Totally renovated in 2019. It has been designed for relaxed living and memorable entertaining. There are 3 seating areas on the deck, to enjoy dining outside, experiencing incredible waterviews and lovely sky reflections of sunsets. Beautifully landscaped, with seasonal flowers, and Butterfly flowering bushes. Easement to the boardwalk to reach the beach, swim, kayak, canoe, and sunbath. Two story Beach Cottage, first floor kitchen leads to the dining, living and sunroom, Queen bedroom and a full bath. Second floor features three bedrooms. Master Queen en-suite with waterview, Guest Bunk bedroom and Twin bedroom which both share full bath. Wood floors, waterviews throughout, new outdoor shower, Shed, and a Gazebo. Leases are in place for 2022 to be transferred to Buyer at closing. Easy to show.

Listed by JoJo Lambert of Island Home Realty Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* 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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"Based on information submitted to MA_LINKMV as of November 28, 2021 . All data is obtained from various sources and has not been, and will not be, verified by broker or MA_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."