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Homes for sale in Dukes County Massachusetts - Page 1 of 3

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$450,000 3 acres 2 Beds | 1 Bath | 952 sqft
56 Willow Tree Hollow, West Tisbury, MA 02575 - Dukes County

3 acres West Tisbury, MA

ATTENTION BUILDERS & INVESTORS! WEST TISBURY 2 Bedroom, 1 Bath Home in need of major renovation. Town Records: 4 Bedroom Septic. Condition unknown. Value is in the land. Sold in as is, where is condition. Buyer to do due diligence.
Michael Russell Signature Properties
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$17,750,000 9.5 acres 6 Beds | 12 Baths | 7 ½ Baths | 6967 sqft
8 Snail Road, Chilmark, MA 02535 - Dukes County

9.5 acres Chilmark, MA

Majestically perched 120 feet above the Atlantic Ocean, the magnificent Chilmark House is an award-winning triumph of design and execution. A presidential paradise, this estate served as the 2013 summer White House. A comfortable yet luxurious seaside retreat that celebrates panoramic ocean views of Martha's Vineyard South Shore and Chilmark Pond. This home features gracious skylights, huge windows, soaring ceilings and wonderful detail in both design and materials. 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 three private Atlantic Ocean beach lots acces
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$13,250,000 7.95 acres 5 Beds | 8 Baths | 4 ½ Baths | 3065 sqft
221 John Cottle Road, West Tisbury, MA 02575 - Dukes County

7.95 acres West Tisbury, MA

Paul's Point, one of the most treasured shorelines on Martha's Vineyard, known for its sandy shores, emerald waters and remarkable privacy, is home to this ocean front property. Perfectly manicured yet whimsical grounds sprawl over 8 acres with beetlebung groves, stonewalls and gently rolling meadow leading to nearly 200' of shoreline. The magic continues into the woodland over an artfully crafted footbridge through tall trees and over a rustling creek. Sitting high over the trees, the main residence offers captivating views and is an appealing design that includes 5 bedrooms on three levels of living and semi attached guest quarters. Stone steps weave through ample gardens to the vintage guest house and to the open expanse stretching to th
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$12,750,000 10 acres 7 Beds | 19 Baths | 11 ½ Baths | 11000 sqft
12 Boldwater Road, Edgartown, MA 02539 - Dukes County

10 acres Edgartown, MA

This MV retreat is located on 10 acres and offers over 11,000 sf of living space and immaculate exterior spaces. The great room includes fireplace and cathedral ceilings, a curved staircase leads to private master suite with his & her baths. There are additionally 6 bedrooms / 5 full-3 half baths in the main house. The gourmet kitchen is exquisitely outfitted with dining room and private breakfast nook. There's also a library, office, finished lower level and 2-car garage. There is a 20X60 ft. pool and Jacuzzi nestled between the main and pool house, which includes a screened porch, gym, sauna and bath. The compound offers privacy yet just a 10-min drive to downtown and airport. Association offers tennis courts, access to pond and private b
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$5,700,000 6.7 acres 5 Beds | 4 Baths | 1 ½ Bath | 3009 sqft
275 South Farm Rd, North Tisbury, MA 02568 - Dukes County

6.7 acres North Tisbury, MA

This unique waterfront estate on the shores of Lake Tashmoo offers open ocean access with a deep water dock. The 12 room house along with 3 other structures are situated on a peninsula on 6.4 acres. The property offers the ultimate in waterfront privacy with 700' of frontage and a gentle sloping sandy beach ideal for little ones. There is a plentiful supply of shellfish along with a family of otters & a pair of ospreys near the shore with an occasional sighting of harbor seals. Inside offers 12 rooms with an open flowing feel including a spacious gourmet kitchen with updated appliances, walk in pantry, wood floors, skylights, cathedral ceilings , screened waterside porch, living room, den and a private 2nd floor master suite with a wraparou
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$5,395,000 3.4 acres 7 Beds | 9 Baths | 5 ½ Baths | 3358 sqft
82 Turkeyland Cove Road, Edgartown, MA 02539 - Dukes County

3.4 acres Edgartown, MA

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 with 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 th
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$4,700,000 22.41 acres
223 State Road, West Tisbury, MA 02575 - Dukes County

22.41 acres West Tisbury, MA

Towering pine, oak, holly and locust trees, said to be some of the tallest on Cape Cod, line the gated entrance of this private and secluded 22.41 acre parcel. A glacial ridge line rises along the northeastern boundary providing spectacular western sunset and water views across the pond and cleared hillsides. Property fronts on State Road, map 10, lot 195. Residential subdivision, agricultural or private retreat are all possible. Utilities, well and small septic in place. Exclusively offered. Please call 774-563-0633 for details and to arrange a tour. Entrance gate is locked...appointment necessary.
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$3,995,000 8.55 acres 6 Beds | 7 Baths | 4 ½ Baths | 2446 sqft
575 Chappaquonsett Road, North Tisbury, MA 02568 - Dukes County

8.55 acres North Tisbury, MA

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. Property abuts sixty-eight acres of the Phillips Preserve, a permanently protected parcel 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.
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$3,875,000 7.1 acres 4 Beds | 8 Baths | 4 ½ Baths | 4591 sqft
28 Boldwater Road, Edgartown, MA 02539 - Dukes County

7.1 acres Edgartown, MA

This wonderful 7.1-acre pond front property offers direct Atlantic beach views. The main house features an open floor plan offering a living room with fireplace, dining room leading to a screened porch and a gourmet kitchen. The first floor offers two bedrooms and two baths while a graceful staircase leads to a private second floor master suite with fireplace, large private bath and deck. A rear door from the kitchen area leads across an open deck to the one bedroom guesthouse with living area and private bath. The property has an expansive lawn and views across the pond to the barrier beach. A magical walking trail winds through the woods to a walkway that leads to a sandy shoreline for great swimming and boating access. Boldwater Associat
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$3,490,000 2 acres 5 Beds | 8 Baths | 4 ½ Baths | 2906 sqft
63 Boghouse Way, West Tisbury, MA 02575 - Dukes County

2 acres West Tisbury, MA

A classic summer home where lazy summer days and spectacular evening sunsets are plenty This North Shore property is situated on a bluff overlooking Vineyard Sound and offers a dramatic beach front setting. The big views stretch to the horizon, where the ocean meets the sky this is a special place where the rest of the world feels far away
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$3,475,000 5.23 acres 7 Beds | 7 Baths | 4 ½ Baths | 2920 sqft
15 Maqua Way, Edgartown, MA 02539 - Dukes County

5.23 acres Edgartown, MA

Enjoy private beachfront and stunning water views from this antique home with 7 bedrooms spread over 3000 square feet. The home is in immaculate condition and lives like a house more modern than its 300-year-old pedigree would suggest, with lots of privacy as well as expansive common space. This is the perfect home for a large extended family or those who like to entertain lots of guests. Above all, though, this is the ultimate Chappy vacation escape, perfectly located for you to enjoy the natural playground of sun, sand, and sea in your backyard, with extensive opportunities for fishing, clamming, swimming, boating, and watersports of all kinds.
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$3,295,000 9.1 acres
15 Moffett Way, Edgartown, MA 02539 - Dukes County

9.1 acres Edgartown, MA

Splendor On Sengekontacket Pond - Once part of the 240-acre Amoz Smith Farm, this gorgeous estate-sized property abuts Felix Neck Wildlife Sanctuary -- and shares a legacy to Felix Neck as previous owners, Lucia and George Moffett, gifted roughly 200 acres of land that make up Felix Neck Wildlife Sanctuary today. Perched on a gentle knoll, the property enjoys superlative views across meadowlands to Sengekontacket Pond and Nantucket Sound beyond. A protective easement provides access to the shores of Sengekontacket Pond, providing many opportunities for kayaking, canoeing, paddleboarding and more. Since the property is surrounded by conservation land, there are also miles of nature trails that are ideal for exploring by foot. Bring your crea
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$3,100,000 3.86 acres 4 Beds | 9 Baths | 5 ½ Baths | 4000 sqft
27 Brush Island Way, Oak Bluffs, MA 02557 - Dukes County

3.86 acres Oak Bluffs, MA

Elegant waterview Farm Neck Home with stockholder membership to Farm Neck Golf Club. New construction opportunity in Farm Neck with easy access to Sengekontacket Pond, Farm Neck Association land and MV Land Bank property. Designed with entertaining in mind, this home features an open floor plan on the first level including a living room with a stone fireplace, gourmet kitchen and dining room that opens to a spacious screened porch. Master bedroom suite and 2 additional bedrooms are located on the first level. The second floor is designed to include an additional bedroom suite. The home will feature exquisite craftsmanship and beautiful finishes throughout. Customization possibilities are available! Home will be completed by Spring 2018. PRE
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$3,000,000 2.7 acres 5 Beds | 5 Baths | 3 ½ Baths | 1980 sqft
15 Lake Road, Chilmark, MA 02535 - Dukes County

2.7 acres Chilmark, MA

Endless Atlantic Ocean views, Squibnocket Pond, rolling hillsides, dramatic vistas, centuries old stone walls, gravel roads... these are just some of the features of this extraordinary property new to market for the first time in nearly fifty five years. This architect designed modern Cape Cod home with five bedrooms and two and one half baths on nearly three acres can be your summer place. Swim, kayak, row or clam in Nashaquitsa Pond, surf at Squibnocket or relax and enjoy the unspoiled, crowd free beach at Zachs in Aquinnah (with membership). Six bedroom septic in place for expansion possibilities
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$2,995,000 5.26 acres
12 Loon Cove Way, Edgartown, MA 02539 - Dukes County

5.26 acres Edgartown, MA

Rare Beauty: Katama Plains Estate-Sized Parcel With Distant Water Views And Private Beach Access - Sited off Slough Cove Road, this beautiful estate-sized parcel is made up of sand plain, eastern cedar, scrub and post oaks -- and offers second-story water views across to the Edgartown Great Pond. The property abuts a gorgeous Sheriff's Meadow conservation property called Kings Point Armor, a 29-acre swath of Katama Plains that hugs the shore of the pond and crosses through huckleberry shrubs and clumps of bayberries, has beautiful views across to Herring Creek Farm. This expansive building site has easement access off Slough Cove Road and offers a myriad of opportunities for a custom compound including a Main House, detached Carriage House
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$2,800,000 9.5 acres 4 Beds | 5 Baths | 1 ½ Bath | 4090 sqft
65 Trotters Ln, West Tisbury, MA 02575 - Dukes County

9.5 acres West Tisbury, MA

This 4-bedroom, 4.5 bath main house was completed in 2006. It has a post and beam interior, large great room with fireplace, gourmet kitchen with professional appliances & large pantry, 4-zone hydro-air heating and air conditioning, built-in sound system, south-facing deck, and attached 3-car garage. Large master suite with cathedral ceiling, private sitting room, walk-in closet, steam shower, hot tub and outdoor shower. All bedrooms have private baths. Basement is large and is plumbed at one end for future possible in-law at grade. On 9.5 meandering acres of fields and open land offering wonderful privacy and serenity. Ideal for farm, horse farm or just a tranquil getaway home.
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$2,750,000 8.3 acres
9 Boldwater Road, Edgartown, MA 02539 - Dukes County

8.3 acres Edgartown, MA

If you are searching for the ideal pond front lot to create your family compound this opportunity must be seen. Centrally located in the exclusive Boldwater Association and offering over 250 feet of pond frontage on 8.3 acres. This lot has been permitted for a significant 10,000 sq. ft., 7-bedroom home and swimming pool. In addition to the pristine setting, views across the pond and boating access to deeded Atlantic beach ownership, there are 2 association tennis courts and a well planned neighborhood with open land, all within minutes of downtown Edgartown.
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$2,625,000 9.02 acres
37 Jeremiah Road, Edgartown, MA 02539 - Dukes County

9.02 acres Edgartown, MA

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 after ownership of 5 years, if you so desire. This property overlooks Katama Bay to the barrier beach stretching from South Beach toward Chappaquiddick. The building envelop is staked and the property is surveyed with walking paths established. This is part of the Quammox West Subdivision totaling 9 lots with 2 lots currently available. See 39 Jeremiah Road for other lot of 6.46 acres. Covenants, Easements and Restrictions apply. Priced to sell below the Assessed Value of $3,628,700. Buyer responsible for well, septic testing, utilities plus Natural Heritage pre-building application. Both lots available
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$2,600,000 3 acres 5 Beds | 11 Baths | 6 ½ Baths | 4391 sqft
15 Valley Lane, Chilmark, MA 02535 - Dukes County

3 acres Chilmark, MA

End-of-the-road privacy off Old Farm Rd in Chilmark. As you enter through an attractively designed entrance to this property, you'll discover a contemporary farmhouse enveloped in a landscape with vibrant, mature perennials and lush lawns with a wooded backdrop and conservation land beyond. Enter into a dramatic, over-sized living-dining area with beach stone fireplace. Walking through to the right, Patrick Ahearn has designed a sensational gourmet kitchen loaded with amenities. To the left on the first floor you'll see this architect's skill on display in the master bedroom and bath. Circle through to a first floor study. Three bedroom/bath suites are located on the second floor. A 2-room detached bedroom is located over a 2-car garage. Th
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$2,500,000 6.46 acres
39 Jeremiah Road, Edgartown, MA 02539 - Dukes County

6.46 acres Edgartown, MA

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 after 5 years of ownership, if you so desire. This property overlooks Katama Bay to the barrier beach stretching from South Beach Edgartown toward Chappaquiddick. The building envelop 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 lots with 2 lots currently available. See 37 Jeremiah Road for other lot of 9.02 acres. Covenants, Easements and Restrictions apply. See Listing agent for complete details. Priced below Assessed Value of $3,071,900. Buyer responsible for well, septic testing, utilities plus Natural Herit
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$2,495,000 8.5 acres
0 Wequobsque Road, Chilmark, MA 02535 - Dukes County

8.5 acres Chilmark, MA

Enjoy 530 of private beach that can only be described as one of the worlds best! *.5 acres of wooded land fronting on the Atlantic near the world famous Lucy Vincent Beach. Build your dream house for generations to enjoy or a summer camp for ease of ownership.
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$2,495,000 3.9 acres
55 Naushon Road, West Tisbury, MA 02575 - Dukes County

3.9 acres West Tisbury, MA

Pristine 3.9 acre waterfront building lot with nearly 200' of frontage on Vineyard Sound. Survey and staking has been completed with potential building envelope already defined. Located within the exclusive Upper Makonikey association, all you'll need is your imagination!
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$2,300,000 9.2 acres
5 Briggs Road, Edgartown, MA 02539 - Dukes County

9.2 acres Edgartown, MA

This 9.2-acre lot offers a buyer the opportunity to create an incredible family compound with great water views, 350 feet of Edgartown Pond frontage and boating/beach access to the barrier beach. The lot is substantially cleared with views already in place as well as approvals for a substantial 5-bedroom main house, a detached garage with guest quarters, swimming pool and landscaping. One of the better opportunities to offer a beautiful and pristine setting, no zoning uncertainties and all within a 5-minute drive to downtown Edgartown.
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$2,300,000 4.6 acres 8 Beds | 15 Baths | 8 ½ Baths | 4100 sqft
67 Hidden Village Road, West Tisbury, MA 02575 - Dukes County

4.6 acres West Tisbury, MA

An up-island sanctuary. It's just a mile to Lambert's Cove from this 4500 sf main house with 7 BRs, oversized guesthouse, and new barn set on over 4.6 acres of fields, pastures, and a large lotus pond. The recent home renovation includes new decks, a large media room/library, a rec room with full bar, a new HVAC system, 440 amp electric service, and much more. Overlooking the pond there is a a cozy cottage with wide board floors and reclaimed beams that could serve as a guesthouse, caretaker's cottage, artist's/writer's studio, or even an office. The property is being used as an an alpaca farm, and there are 6 pastures (4 of them newly irriga) as well as a brand-new 40' x 30' post-and beam barn, a 14' x 10' barn, and a large gardener's shed
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$2,195,000 8.5 acres 4 Beds | 7 Baths | 4 ½ Baths | 3738 sqft
94 Norton Farm Road, West Tisbury, MA 02575 - Dukes County

8.5 acres West Tisbury, MA

Private Upper Makonikey Home on 8.5 Acres with access to a sandy beach. This custom built 4 bedroom home has 2nd floor water views of Vineyard Sound. The home features over 3,700 sq. ft. of living space and includes an elegant cooks kitchen, open dining room for large gatherings, living room with a stone fireplace, first floor bedroom with private bath and a laundry room with sink. The first floor is lined with french doors that open up to an expansive porch that overlooks the beautiful rolling landscape. The second floor includes a master bedroom suite with views of the water, a loft area/home office, 2 guest bedrooms with a shared bath and an additional family room with french doors and private deck. The Upper Makonikey Association member
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$2,100,000 5.9 acres 4 Beds | 5 Baths | 3 ½ Baths | 2157 sqft
7 Black Point Road, Chilmark, MA 02535 - Dukes County

5.9 acres Chilmark, MA

Come see this charming architect designed retreat with main house & two connecting guest wings, set on 5.5 pristine acres. 17,424 SF deeded Atlantic Ocean Beach lot valued at $297,000 included with sale (SEE supplement) . Impeccably maintained the property is designed for relaxing and enjoying the unpretentious beauty of Black Point and the beach. The great room with banks of sliding doors beacons you the deck & patio. Ocean breezes & the sound of the surf gently wake you in the morning & help you drift off to sleep. The evening sky will make an Astronomer out of you. Main house features the great room, dining area, kitchen, laundry, pantry, master, full bath & outdoor shower. 1st guest wing has 2 BR'S, full bath with outdoor shower. Built
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$1,895,000 6.9 acres
35 Cove Meadow Lane, Edgartown, MA 02539 - Dukes County

6.9 acres Edgartown, MA

Pristine and undisturbed 6.9 acres surrounded by conservation and offering views of Cape Poge Bay. This private enclave, with shared association dock and boat house, is the ideal location to build your Chappaquiddick dream... A magnificent offering.
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$1,825,000 2.62 acres 4 Beds | 8 Baths | 4 ½ Baths | 2556 sqft
135 Bigelow Road, North Tisbury, MA 02568 - Dukes County

2.62 acres North Tisbury, MA

A true oasis nestled among the oaks on over 2.5 acres of land. Uniquely designed and crafted with the finest materials and highest level of workmanship. The home and guest cottage offer a quiet and warm environment that entrances, calms, and intrigues while providing comfort that flows from the carefully thought out design and exquisite surroundings. Mink Meadows golfing and beautiful association beach are just a walk away. Truly spectacular and must be seen to be fully appreciated.Basement: Theater room and playroom or exercise room. Walk-out storage area. Radiant heat and bamboo flooring throughout finished spaces. All basic furnishings included with the exception of personal belongings, oriental rugs in living room and master, artwork an
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$1,775,000 2.1 acres 6 Beds | 10 Baths | 5 ½ Baths | 5680 sqft
24 Black Brook Crossing, West Tisbury, MA 02575 - Dukes County

2.1 acres West Tisbury, MA

Peace and tranquility on a picturesque and quiet lane within the Longview section of Lambert's Cove. Enjoy easy access to Lambert's Cove Beach, Seth's Pond and the Land Bank Preserve at Ice House Pond, along with tranquil walking trails. This contemporary home with its casual elegance is light-filled and spacious with multiple gathering spaces both inside and out as well as great privacy for all. Even a place for a pool if you desire! An impressive home with a place for everyone and everything.
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$1,700,000 3.03 acres 4 Beds | 3 Baths | 1810 sqft
56 Boghouse Way, West Tisbury, MA 02575 - Dukes County

3.03 acres West Tisbury, MA

IT'S ALL ABOUT THE BEACH!!! Classic Vineyard Beach Cottage tucked away, down a private lane in scenic and quiet West Tisbury where you can walk to your PRIVATE BEACH and catch STUNNING SUNSETS over Vineyard Sound. Popular "open air" concept cottage is nestled in behind a sand dune for privacy and protection and the 4 large bedrooms(plus sleeping loft) provide ample room for friends and there is a private detached studio that is perferct for an artist, writer or use as a bunk house...your kids will love it! And...No beach home is complete without a fireplace, a massive deck and outdoor shower. This is a fabulous location offering quick access to Lambert's Cove Beach, Seth's Pond & Ice House Pond...that is... if you choose to le