Chappy

Chappaquiddick, or Chappy,  is a small island just a 3-minute ferry ride across the Edgartown harbor. Often times Chappy is connected by a barrier beach to Edgartown. There are around 100 year-round residents in Chappy and many more seasonal homeowners. There are more than 800 acres of public beach and conservation land in Chappaquiddick, allowing for many walking trails, and beaches to explore. There is no commercial zoning in Chappaquiddick. 

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22 Lelands Path Edgartown MA

Price$14,900,000

Est. Mortgage: $/month

MLS Number 33391

  • Residential
  • Square Feet 10099
  • Bedrooms 8
  • Bathroom 9
  • Half Baths 2

Magnificent Chappy estate overlooking Katama Bay and surrounded by conservation land. Designed by Patrick Ahearn, this custom residence is perched high on a hill on 5.95 acres with over 180 degrees of unobstructed water views. Built for today's lifestyle and technology, the property has numerous amenities which include, an expansive living room for large family gatherings, 4 fireplaces, screened porch, wine cellar, gym, sauna, steam shower, roof top deck, custom woodwork, arched ceilings, 3 car garage and a top of the line gourmet kitchen with adjacent morning room. Offering over 10,000 square feet of luxurious living space, this home features 8 bedrooms and 11 baths. Truly a rare and unique opportunity to own and enjoy a generational quality estate.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 2019
* 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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22 Lelands Path Edgartown MA

Price$14,900,000

Est. Mortgage: $/month

MLS Number 33684

  • Residential
  • Square Feet 11677
  • Bedrooms 8
  • Bathroom 8
  • Half Baths 2

This spectacular estate was built in 2003 and offers over 11,000 sq. ft. of well designed living space with 8 bedrooms. Arguably the finest house on Chappaquiddick Island, highly situated and offering incredible views for 270. The house lies on 6-acres of manicured landscaping, rolling pastures and stonewalls. Surrounded by over 40-acres of unbuildable land adds to the majestic feeling of this world class estate setting and offers the ultimate seclusion and privacy, while just 3.5-miles to town.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 2019
* 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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22 Lelands Path Edgartown MA

Price$14,900,000

Est. Mortgage: $/month

MLS Number 34890

  • Residential
  • Square Feet 10099
  • Bedrooms 8
  • Bathroom 9
  • Half Baths 2

Set on a commanding perch above the shores of Katama Bay, this luxurious 10,000 sf gambrel home, designed by renowned architect Patrick Ahearn, awaits the buyer searching for the best of coastal estates in New England. With nearly 6 acres private and over 40 acres of surrounding conservation parcels, peace and serenity are what define this Martha's Vineyard residence. Manicured lawns and meadows, comforting oak and pine trees, swans frolicking in nearby waters, sweeping water views, magical sunsets, and extensive sandy beaches combine to create relaxing outdoor environs. The interior of the home features a rarely achieved level of quality with views of the water readily available from every room. The master bedroom suite offers a breathtaking private outdoor space and luxurious bathroom, while guests can choose from multiple private bedroom suites with grand proportions. The home also features a beautifully appointed kitchen, extensive custom millwork, and smart home technology. Located on Chappaquiddick Island, the property sits in one of Martha's Vineyard's least travelled areas. Uncrowded, private and pristine, “Chappy”, as it is known locally, calls to those that move against the mainstream.

Listed by Compass

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$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 2019
* 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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55 North Neck Road Edgartown MA

Price$5,950,000

Est. Mortgage: $/month

MLS Number 33826

  • Residential
  • Square Feet 4896
  • Bedrooms 6
  • Bathroom 5
  • Acreage 3.15

This private three-acre property on prestigious North Neck Road offers a charming, winding driveway, sprawling landscaped lawn, deep-water dock, and spectacular views of the Edgartown harbor, lighthouse and waterfront. This classically-designed home offers a spacious kitchen that opens to a large deck, patio and grilling areas - perfect for entertaining, a formal dining and living room, a fabulous screened porch, den, and four bedrooms including a luxurious master suite. The detached three-car garage and two-bedroom carriage suite complete this perfect setting. This is a truly rare and special offering that must be seen to be appreciated.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 2019
* 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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44 Calebs Pond Road Edgartown MA

Price$5,650,000

Est. Mortgage: $/month

MLS Number 34550

  • Residential
  • Square Feet 5310
  • Bedrooms 4
  • Bathroom 4
  • Half Baths 1

HIGH ON A BLUFF- DEEPWATER DOCK- Designed by renowned Vineyard architect Niels Gabel-Jorgensen, the welcoming presence of this home can be felt immediately. Perched high on a bluff with a commanding view of the celebrated Edgartown harbor and replete with a deepwater dock permitted to accept 9 vessels. At the age of 35, this home remains grand and relevant in the current market. Vaulted ceilings throughout the living areas and wall of glass connect to the expansive harbor views and vistas beyond. You will have front row seats for the most glorious sunsets on the Island! Call the launch to meet you at your dock and whisk you into town for dinner or shopping. Located just 1 Mile from the Chappy Ferry, it is also an easy bike ride. Offered individually or as a compound with an adjacent property, guest house and tennis court. See listing #34532

Listed by Point B Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 2019
* 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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37 & 39 Jeremiah Road Edgartown MA

Price$4,750,000

Est. Mortgage: $/month

MLS Number 33855

  • Land
  • Village Chappy
  • Acreage 15.48

Now is the time to build a multigenerational estate on Martha's Vineyard! Start with one house as a base and add on as you go. Another family member house could be added later with a pool, garages, a barn, tennis court, guest house, boat house and more, let's call this Plan A. If circumstances change, as they sometimes do, keep the Main House and sell off the adjacent lot, this will likely increase in value as all land has on MV, call this Pan B. Plan C might be to build a 6 bedroom house with a pool on one lot and rent it out for an estimated $25,000 per week for a few years. Keep the other lot or build a Spec house there. Lots of options and opportunities with this rare offering. You will not find this opportunity again for 15+ acres of waterfront property. Easy to show, call now for an appointment. Allow 30-40 minutes for a showing. This property has potential spectacular views from the first and second levels of a house or deck. Final view channels and clearing will be done once lots are purchased per Conservation Committee request. Must be seen to be appreciated.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 2019
* 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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35A North Neck Road Edgartown MA

Price$3,995,000

Est. Mortgage: $/month

MLS Number 30578

  • Residential
  • Village Chappy
  • Square Feet 2486
  • Bedrooms 5
  • Bathroom 2

North Neck… a truly spectacular setting with amazing, endless views from Edgartown Harbor, across Nantucket Sound and around to Cape Poge Bay. A casual and highly functional layout, a large common area complete with soaring ceilings and fireplace is flanked by two bedroom wings, ideal for easy summer living. The property includes 4.6+ acres of land,nearly 500' of private sandy beach and dock - swimming, boating and fishing are just steps away!

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 2019
* 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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26 Caleb Pond Road Edgartown MA

Price$3,200,000

Est. Mortgage: $/month

MLS Number 34664

  • Residential
  • Village Chappy
  • Square Feet 1194
  • Bedrooms 3
  • Bathroom 2

Remarkable waterfront property with deepwater dock on the Chappy side of Edgartown Harbor. Distance is less than a mile to the Chappy ferry. The water views extend from the village waterfront across the inner then outer harbor all the way to South Beach. Everything in-between is a front row seat to one of the most scenic waterscapes on the eastern seaboard. This is an incredibly active view and you can watch multimillion dollar wooden boats under full sail, teens taking the Whaler for a ride with their friends, kayakers and paddleboarders weaving between the moorings, and oystermen harvesting their catch. You might also spot your spouse or one of the kids returning from the village - taking the short cut by just motoring across the harbor instead of driving or biking to the ferry. The draft at the end of dock at low tide is 5'4” deep. It is one of the longer deep water docks with attached floating dock and swim ladders. The three-level home takes full and creative advantage of space. The main level features an open living and entertaining area with water views everywhere you look and a full kitchen and dining area. The design flair is exemplified by the fireplace which is a folk art masterpiece. The main living area transitions seamlessly onto the 400 sq ft mahogany deck that is partially shaded with an awning. Here is where you can soak in the incomparable waterviews with a cup of coffee before anyone else wakes up, or with all your friends enjoying cocktails at sunset. In total there is 1000 sq ft of decking. There are two bedrooms on the ground level, both with decks and large water views. The master bedroom has a bathroom ensuite and the guest bedroom has a full bath adjoining it. On the third level there is a cozy bunk room with a half bath. The nearby bunkhouse is as charming as can be. It sleeps two people comfortably and is perfect for overflow guests or kids who want the adventure of sleeping apart from mom and dad. The current owners have created a magical Chappaquiddick setting for the next owners to enjoy.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 2019
* 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 Road to the Gut Edgartown MA

Price$2,925,000

Est. Mortgage: $/month

MLS Number 33749

  • Residential
  • Village Chappy
  • Square Feet 3230
  • Bedrooms 4
  • Bathroom 2

Tucked between the calm waters of the bay and the Atlantic Ocean, under the guard of the Cape Poge Lighthouse, rests a retreat like no other. Lovingly restored and meticulously maintained, the three bedroom main house and one bedroom boathouse offer all the amenities one would expect, but not necessarily anticipate, from off the grid living. The ideal lifestyle choice for water sport and outdoor enthusiasts alike; with boating, kayaking, kite surfing, and shell-fishing at your doorstep, or for those seeking refuge and relaxation from the bustle of everyday life. Protected by the surrounding 500 acres of conservation, and accessed only over sand or by sea, this truly is the greatest escape.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 2019
* 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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56 Green Pastures Road Edgartown MA

Price$2,690,000

Est. Mortgage: $/month

MLS Number 33881

  • Residential
  • Village Chappy
  • Square Feet 1988
  • Bedrooms 4
  • Bathroom 3

Green Pastures- A private, residential enclave offering shared access to an association dock and waterfront on the calm waters of Katama Bay. Prominently positioned, amongst the large homesites and 18 acres of open community owned property, you'll find this delightful four bedroom, year round, home. A sizeable two-story garage, with plenty of storage for boats, beach and boating gear below and a detached bedroom with half-bath and deck above, is the perfect complement to this Chappaquiddick retreat. Plenty of space for a guest house and swimming pool -A fantastic offering in one of Chappy's loveliest communities!

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 2019
* 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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37 Jeremiah Road Edgartown MA

Price$2,595,000

Est. Mortgage: $/month

MLS Number 33853

  • Land
  • Village Chappy
  • Acreage 9.02

Over 200 feet of waterfront on Katama Bay with a total of 9.02 acres of land, enough for a 6 bedroom main house and a 2 bedroom guest house if you so desire. This property overlooks Katama Bay to the barrier beach stretching from South Beach toward Chappaquiddick. The building envelope is about 43 ft. above sea level is staked and surveyed with walking paths established. At this elevation it assures you of spectacular water views and the ability to have a full basement with high ceilings. This is part of the Quammox West Subdivision totaling 9 lots. See 39 Jeremiah Road for other lot of 6.46 acres. Priced to sell well below the Assessed Value. Buyer responsible for well installation, septic installation and perc test, and utilities. Up to 8 bedrooms are allowed on this property plus out buildings and pool with proper permits. Property is also known as Lot 9. Driveway has been cut in as well as the Building Envelope with views from ground level to Katama Bay. Bounds are staked out and trails cut down to the water. Waterviews are from ground level and will only increase significantly with a deck, first and second floors.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 2019
* 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 Jeremiah Road Edgartown MA

Price$2,250,000

Est. Mortgage: $/month

MLS Number 33846

  • Land
  • Village Chappy
  • Acreage 6.46

Excellent waterviews at ground level will become more spectacular with a deck and a 2 story house. The building site is approximately 40 ft. above sea level and not in a flood zone. At this elevation you are assured of spectacular water views and the ability to add a full basement with high ceilings. There is over 200 feet of waterfront on Katama Bay with a total of 6.46 acres of land, enough for a 6 bedroom house plus a 2 bedroom guest house if you so desire. This property overlooks Katama Bay to the barrier beach stretching from South Beach Edgartown toward Chappaquiddick. The building envelope is staked out and all of the property is surveyed and with walking paths established. This is part of the Quammox West Subdivision totaling 9 in total. See 37 Jeremiah Road for other lot of 9.02 acres. See Listing agent for complete details. Priced below Assessed Value. Buyer responsible for well installation, septic installation and perc. testing, utilities. The property is allowed up to 8 bedrooms plus out buildings and a pool with proper permits. Guest house allowed after 5 yrs.from main house being completed. The time is now to build your family estate! Easy to show! Property driveway has been cut in as well as the Building envelope. Property is staked out with trails down to the water. Easy to show. No entry to the property allowed without the Listing Agent present.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 2019
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details