Homes with Docks

8 Snail Road, Chilmark, MA

Price$17,750,000

Est. Mortgage: $/month

MLS Number 28958

  • Residential
  • Square Feet 6967
  • Bedrooms 6
  • Bathroom 5
  • Acreage 9.5

Majestically perched 120 feet above the Atlantic Ocean, the magnificent Chilmark House is an award-winning triumph of design and execution. Designed by Seattle architect Rick Sundberg, Falmouth landscape architect Steve Stimson and built by master builder Andrew Flake, the house flows continuously between interior and exterior spaces. A comfortable yet luxurious seaside retreat that celebrates panoramic ocean views of the South Shore and Chilmark Pond. This home features gracious skylights, huge windows and wonderful detail in both design and materials. Oak and radiant-heated limestone floors, marble baths, precast concrete fireplace mantles and top quality appliances support a relaxed yet sophisticated experience for residents and guests. Views from the grand entrance encompass the ocean and infinity pool. The foyer leads past an exquisitely appointed dining room to the great room with soaring ceilings, floor to ceiling windows and an oversized wood burning fireplace. The impeccable attention to detail is highlighted in the chef's kitchen with sitting area, fireplace and custom casework. Heated infinity pool, half-basketball court, large screened porch and outdoor terraces provide a breezy and beautiful venue for all. This secluded residence and 2 bedroom guest cottage sit on 9.5 acres of wooded hillside and includes access to a private Atlantic Ocean beach accessed by boat across Chilmark Pond from your private dock. A presidential paradise, this estate served as the 2013 summer White House. An exquisite Vineyard home!

Listed by Wallace & Co. Sotheby's

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

721 Main Street, Vineyard Haven, MA

Price$8,200,000

Est. Mortgage: $/month

MLS Number 30721

  • Residential
  • Square Feet 3037
  • Bedrooms 4
  • Bathroom 4
  • Acreage 0.81

This spectacular waterfront West Chop home with panoramic views looking out across the Vineyard Sound will take your breathe away. A true beach home featuring 110 feet of private beach with dock and mooring, and positively the best swimming on the island! The great room with cathedral ceilings and floor to ceiling windows captures the boat activity in every direction. Easy living here with one wing with master and guest ensuite bedroom. A newly renovated state of the art eat-in kitchen just off the great room makes this the perfect home for entertaining. One bedroom and den is found off the kitchen with separate exterior access to an outdoor shower. A huge bonus here, and something that could not be duplicated today, is the quaint detached bedroom complete with a kitchenette and living room area. Additional garage and basement, perfect for storing the kayaks, beach toys and bikes! This is a very special offering, that is totally turnkey including furniture, all you need is your bathing suit!

Listed by Viewpoints

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

119 North Water Street, Edgartown, MA

Price$7,995,000

Est. Mortgage: $/month

MLS Number 30083

  • Residential
  • Square Feet 2079
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.37

IDYLLIC WATERFRONT LIVING: EDGARTOWN VILLAGE RETREAT WITH 150-FOOT LONG DEEP WATER DOCK AND STUNNING LIGHTHOUSE VIEWS. Located on prestigious North Water Street and in the heart of historic Edgartown Village, this premier harbor front retreat combines the best of in-town and waterfront living -- with all of the advantages of a private deep water dock on Edgartown Harbor. This stunning property features a classically styled covered porch, the ideal spot for enjoying coffee in the morning and/or simply watching boats go by on the harbor. The front entryway opens into a dramatic, open-designed Dining and Living Room with gas fireplace, custom built-ins and floor-to-ceiling windows which maximize the grand views. French doors open from the living area onto an expansive mahogany deck, perfect for alfresco dining and entertaining with the Edgartown Lighthouse and Harbor as the picture-perfect backdrop. There are a total of three bedrooms, each with en suite bath, including a second-floor Master Bedroom Suite with vaulted ceilings, custom built-ins and French doors that open onto a private second story deck. The professionally landscaped yard features beautiful perennial gardens and an expansive lawn that stretches to meet a sandy shoreline at the harbor's edge -- plus a 150-foot private deep water dock that will accommodate up to ten (10) boats. This meticulous home features many extras such as central air, custom built-ins, high-end appliances, granite countertops, a built-in entertainment and sound system PLUS a brand new roof in 2017! The property is move-in perfect and the furnishings are available separately for a turnkey purchase opportunity. (Note: Please see the guided video tour of this premiere property).

Listed by Point B Realty LLC

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

55 North Neck Road, Edgartown, MA

Price$5,950,000

Est. Mortgage: $/month

MLS Number 30570

  • 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

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

135 State Road, Chilmark, MA

Price$5,750,000

Est. Mortgage: $/month

MLS Number 19770

  • Residential
  • Square Feet 2300
  • Bedrooms 4
  • Bathroom 1
  • Acreage 1.9

Located on the edge of Quitsa Pond, this four bedroom home is perfect for summering on the Vineyard. Views from nearly every room of this home over Quitsa and Menemsha Pond. With extremely desirable dock space included, this property has two full private docks and one floating dock only steps from your door. First level of home is a large living area with kitchen all fronted by a large screened in porch. There is also another area that serves as bedroom or could also be used as a den or office space. Upper level has 3 bedrooms, large living room, full bathroom and loft space - great for the young ones. This home is great for entertaining and offers some of the most spectacular views in Chilmark. Enjoy sunset views over the pond...or swim off of the private sandy beach area on the pond which is great for young swimmers and for launching kayaks...All of this just within a short distance of Squibnocket Beach.

Listed by Flanders Real Estate

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

275 South Farm Road, Vineyard Haven, MA

Price$5,700,000

Est. Mortgage: $/month

MLS Number 29771

  • Residential
  • Square Feet 3067
  • Bedrooms 5
  • Bathroom 3
  • Acreage 6.4

Not all vineyard waterfront properties are the same. This waterfront estate on the shores of Lake Tashmoo is truly unique. Located on 6.4 acres of woods, the house is on a point of land with water on three sides. There is a main house and several outbuildings. The property is landscaped with two circular drives, brick walkways and over 700 feet of deepwater frontage on Lake Tashmoo. A sandy beach is a few steps away from the front porch. It slopes gently into the water and is ideal for young children. There is a plentiful supply of shellfish just off the property. There is a family of otters, a pair of ospreys that live near the shore and an occasional sighting of harbor seals. It is a bird watcher's paradise. The house has five comfortably sized bedrooms, two of which have their own outside entrances and private decks. The master bedroom and bath occupies the entire second floor of the house, and has the utmost privacy. It has a loft, built-in bureaus, a fireplace and a wraparound outside deck. The living room has fireplace, wood paneling, yellow pine floors and a cathedral ceiling with skylights. A glass wall opens into a screened porch, a favorite place to dine in the summer. The dining room is connected to the kitchen by a set of French doors. It has yellow pine floors, wood paneling and wraparound windows. There is also a family room with a very private screened porch overlooking the dock. The entire house is very bright and cheerful with skylights and an abundance of windows. Have you been searching for Vineyard waterfront properties with a deep water dock? Search no more! Don't miss the opportunity to own this stunning Lake Tashmoo property.

Listed by Jampel Associates

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

35A North Neck Road, Edgartown, MA

Price$5,500,000

Est. Mortgage: $/month

MLS Number 31324

  • Residential
  • Square Feet 2486
  • Bedrooms 5
  • Bathroom 2
  • Acreage 4.679

Perched atop the most commanding rise on Chappaquiddick's coveted North Neck Road, “Hillhouse” is the ideal waterfront generational gathering place, with jaw-dropping views, private dock, and over 500 feet of sandy beachfront. Located on ~4.7 acres among the finest homes on Martha's Vineyard's Chappaquiddick Island, your new vacation destination awaits. Upon reaching the property's peak from a recently reconfigured drive, the inviting ca. 1967 summer home greets with a winged floor plan. The residence includes 5 bedrooms spread on either side of an open and airy central living room that features a beautiful fireplace, exposed wood beams, high ceilings and astounding water views. The views are seemingly endless and must be seen to appreciate fully, sweeping on one side of the home from Cape Pogue to Edgartown Harbor and on the other across Wasque to Nantucket on the horizon. From the back deck, descending down the bluff on a private stair reveals a pristine expanse of sand and water, perfect for relaxation, sun, swimming and many other forms of recreation. The private dock provides attractive options for boating, fishing and swimming enjoyment as well. While the present improvements on the property have provided the perfect setting for enjoyment for many seasons, the development opportunities here are exceptional - a dream setting for any architect - with the possibility of 9 bedrooms and a much larger home.

Listed by Wallace & Co. Sotheby's

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

82 Turkeyland Cove Road, Edgartown, MA

Price$5,395,000

Est. Mortgage: $/month

MLS Number 30420

  • Residential
  • Square Feet 3358
  • Bedrooms 7
  • Bathroom 4
  • Acreage 3.4

RARE FIND IN KATAMA: WATERFRONT COMPOUND WITH POND, DOCK AND PRIVATE BEACH ACCESS. Located at the end of a private winding drive and set on over three bucolic acres, this spectacular waterfront property is comprised of a Main House plus Guest House -- with a total of SEVEN bedrooms -- making it an ideal family compound or rental property. Both shingle-style contemporary homes feature open-designed living spaces highlighted by vaulted ceilings, an abundance of glass and expansive decks to maximize indoor and outdoor living. Surrounded by a natural landscape of shady mature oaks, pines and maples, and a lush lawn that leads to the water's edge, this property faces west across the Edgartown Great Pond, providing afternoons basked in warm golden light that softly turn into brilliant colored sunsets. This property boasts one of the few RARE private docks located on the Edgartown Great Pond, which is ideal for exploring by boat, kayak, canoe or paddle board. Nearby Sheriff's Meadow conservation land offers beautiful walking trails -- and access to a private, sandy South Shore beach is also just minutes away by boat. This property is an ideal Vineyard retreat for creating lasting summer memories for years to come! There is also a strong rental history and furnishings are available for separate purchase. See video for a house and lifestyle tour of the property and private beach.

Listed by Point B Realty LLC

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

662 Chappaquonsett Road, Vineyard Haven, MA

MLS Number 32058

  • Residential
  • Square Feet 2214
  • Bedrooms 3
  • Bathroom 3
  • Acreage 1.58

A turn down a beautiful mile long sand road that cuts through acres of protected woodland is your first sense of how special a property this is. At arrival you are immediately struck by the tranquility, the privacy, the smell of the ocean and the beautiful salt pond that surrounds the cottage. Affectionately referred to as “The Swindle”, this impeccably restored and maintained beach cottage is everything you might imagine in a Vineyard home. Originally built in 1950 and renovated in 2001, this 2-bedroom, 2-bath main house also has a study and a 1-bedroom detached guest cottage. The property sits on 300 feet of private North Shore beach with un-matched, expansive views over Vineyard Sound to the Elizabeth Islands and Cape Cod. The all-white interior of the residence, neutral décor and vaulted beamed ceilings make for the perfect coastal combination. Vivid blues from the Sound and the brightly colored dunes enhance this cottage from every room. A house-long deck provides a perfect spot for morning coffee, dinner al fresco or just enjoying the spectacular sunsets over Vineyard Sound. The “Swindlette” guest cottage with kitchenette and laundry room is the perfect, cozy retreat for friends or extended family. Or would convert to an ideal artist's studio, gym or home office. The serene Beach Plum Pond, connects to Lake Tashmoo and deep water moorings and access to the Sound. A small boat or kayak can be kept at the dock so you can enjoy all water activities just out your front door. Bask in over an acre and a half of natural beauty in this exclusive and prestigious location.

Listed by Landvest MV

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

575 Chappaquonsett Road, Vineyard Haven, MA

MLS Number 29787

  • Residential
  • Square Feet 2446
  • Bedrooms 6
  • Bathroom 3
  • Acreage 8.55

The Peg House at Aunt Rhoda's Pond. Set on just over eight, private, waterfront acres is the Peg House, an architect designed, Timberpeg home in the classic post and beam style. This home features six bedrooms, three and one half baths, fireplace, first floor master suite and a large screened porch overlooking Aunt Rhoda's Pond. There is a floating dock at the pond for launching of small boats and kayaks. Follow the sandy path from the house to a half acre parcel of private north shore Vineyard Sound beach. The Peg House abuts sixty-eight acres of the Phillips Preserve, a Sheriff's Meadow permanently protected property featuring miles of walking trails through oak and pitch pine forest. The small island across from the Peg House is also part of the protected Sheriff's Meadow property. The Peg House... a scenic and secluded waterfront retreat, from which to enjoy the island of Martha's Vineyard. Please note: Red lot lines on aerial photos are an approximation.

Listed by Russell Maloney Real Estate

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

29 Harbor View Lane, Vineyard Haven, MA

Price$3,850,000

Est. Mortgage: $/month

MLS Number 30310

  • Residential
  • Square Feet 2072
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.57

**RECENTLY APPROVED 5 BEDROOM SEPTIC DESIGN AND PLANS INCLUDED** Rare opportunity to own this vintage, dutch colonial waterfront home situated atop a West Chop bluff offering unparalleled views of Vineyard Haven Harbor, East Chop, and Vineyard Sound. Elevated above a secure bluff, enjoy breathtaking views with your friends and family from every vantage point! This unique property has its own private white sand beach with a private stairway and swimming dock, which was completely rebuilt in the spring of 2015. Enjoy the feeling of seclusion from your oasis within walking distance of shopping, restaurants, the ferry and all that downtown Vineyard Haven has to offer. Also includes a detached one car garage, lush landscaping and grass, mature trees and an extra downstairs toilet and shower for after beach use (not included in 2.5 bath figuring). Owned by a single family since 1955 and while it has been updated over the years, the original charm of this delightful home remains entirely intact. Comes with a plan and approval from the board of health for a new 5 bedroom septic. This house could not be replicated today in its current location. Don't miss this opportunity!

Listed by Elevated Realty LLC

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

289 Barnes Road, Oak Bluffs, MA

Price$2,350,000

Est. Mortgage: $/month

MLS Number 32017

  • Residential
  • Square Feet 3004
  • Bedrooms 4
  • Bathroom 3
  • Acreage 1

Here is your waterfront sanctuary…a beautiful sweeping lawn… the backdrop of an ever-changing sky and the salt-water Lagoon. Dine on the spacious new mahogany deck and watch the magnificent sunset. Relax, read a book on the hammock, walk down the multi-leveled stairway to the 65' dock (w/ electric and water) where your boat awaits. There is a mooring and a raft also. Boating access to Vineyard Haven harbor and the Sound is right from your backyard. This is your time to enjoy Vineyard life on the water…boating, swimming, kayaking, clamming and more. Perfect for entertaining and comfortable living, the immaculate 3,000 square foot home has a wonderful flow throughout and waterviews from almost every room. Tastefully renovated and expanded w/ all hardwood flooring. This pristine home was designed to capture the essence of waterfront life.

Listed by Island Home Realty Inc.

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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