Martha's Vineyard Estates & Multi Generation Homes

View the latest listings for estates & multi-generational homes on Martha's Vineyard below. 

Martha's Vineyard Estates & Multi-Generational Homes for Sale

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19 Locust Lane

Aquinnah, MA19 Locust Lane

Price$9,995,000

Est. Mortgage: $/month

Open House

MLS ID 38453

  • Residential
  • Next Open House: Fri 08/6 4:00 pm. to 7:00 pm.
  • Mls Status Active
  • Bedrooms 7
  • Bathrooms 4.5

Incredibly rare and PRIVATE 17.76 acre lush, green, beautiful high country erosion-free Aquinnah Hilltop Estate with 6,100+ sf 6 bed, 3.5 bath, winterized main house with radiant floors, outdoor shower, 2 beautiful + large fireplaces, Tuscan fireplace grill, chef’s kitchen, roof deck, stone patio with gas line connected to outdoor grill, and water and island views from every room in the house, as well as a 1,000+/- sf 1 bed, 1 bath winterized guest house with full kitchen, and large deck overlooking the property and the Elizabeth islands + Vineyard Sound, and a 3 car heated garage. 2 min to the Atlantic Ocean and 5 min to the Vineyard Sound. 1 minute drive to Gay Head Cliffs + Lighthouse. Live off the grid w/ 80KW Kohler generator, 2000 gallon propane tank, fenced in garden, streams, stone walls, industrial tankless water heater, Viking, GE, & Bosch stainless steel appliances! Room to entertain over 100 people.

Listed by Jesse Greenstein of Douglas Elliman MV

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Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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52 Middle Road

West Tisbury, MA52 Middle Road

Price$6,750,000

Est. Mortgage: $/month

MLS ID 38471

  • Residential
  • Mls Status Active
  • Bedrooms 7
  • Bathrooms 7
  • Acreage 15.3

The Kenney compound consists of the authentic updated 1719 Tilton House, wonderful estate cottage and stunning sculptured pool area. The Tilton House is the perfect blend of early American design and decor with 21st Century comfort and convenience. It was lovingly restored and renovated in 2000 to its original splendor and doubled in size adding a modern kitchen, spacious sun room, two bedrooms, two full baths, a 4th fireplace and many other features. The 2006 superbly designed and decorated large cottage and exquisite pool area with incomparable Lew French sculptures compliments the 18th Century Tilton House. This estate on 15 private pastoral acres nestled in the Tiasquam Valley is one of the Vineyard's finest properties in the most convenient location within easy walking distance to the Ag Hall, Alley's General Store, the town center and library and over a private bridge to miles of trails through endless conservation lands. Words do not do justice to this paradise which has been a desirable venue for important charitable and cultural events over the years.

Listed by Robert Kenney of Tea Lane Associates

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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243 Lamberts Cove Road

West Tisbury, MA243 Lamberts Cove Road

Price$8,495,000

Est. Mortgage: $/month

Active With Contract

MLS ID 38280

  • Residential
  • Bedrooms 5
  • Bathrooms 5
  • Acreage 7.4

Quintessentially Lamberts Cove, this stunning and impeccably maintained property offers jaw-dropping views of Vineyard Sound, Paul's Point, the Elizabeth Islands and beyond from its elevated perch immediately above renowned Lamberts Cove beach. Now on the market for just the second time in the past 100 years, this coveted 7.4 acre property is an exceedingly rare offering that extends from Lambert’s Cove Road all the way to Lambert’s Cove beach. The striking residence, designed for the current owners by architect Geoffrey Koper and constructed by Martha’s Vineyard builder Joseph Grillo (who has also overseen all maintenance to the present), is immaculate with outstanding quality, volume and light. Featuring abundant interior space and bedrooms set privately around the spectacular common rooms, the layout is ideal as a comfortable multi-generational gathering place with room for all guests. Perfectly set on the property, enthralling views and sensational sunsets are on display year-round, with walls of glass windows and doors bringing the outdoors in. The home’s magic extends through its landscape and hardscape, with design by Michael and Janice Donaroma, allowing for a symphony of blooming trees, shrubs and perennial beds throughout the seasons. Captivating views of the water, sunsets, flowers, trees, dunes, and more combine for an allure that few properties on Martha’s Vineyard can match. From the back deck and patio, a brief traverse of boardwalk and sandy path leads to the dazzling beachfront, ideal for swimming, boating, and fishing, with calm, clear waters, pure white sand and dramatic dunes. So take a deep breath of the fresh salt air and step into the romantic canvas of Lambert's Cove - Martha’s Vineyard’s north shore awaits.

Listed by Peyton Wallace of Compass

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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1005 Main Street

Vineyard Haven, MA1005 Main Street

Price$11,600,000

Est. Mortgage: $/month

MLS ID 38460

  • Residential
  • Mls Status Active
  • Bedrooms 9
  • Bathrooms 7
  • Acreage 0.8333

Welcome to 1005 Main St! Located at the northern tip of Martha's Vineyard comes one of the most beautiful oceanfront properties on the entire island. A 5,050 square foot estate with an incredible deck, private beach, lovely painted floors and a ton of space for entertainment is now on the market. A feeling of privacy and peace surrounds this property due to the amazing landscaping, views, and unique character that this home brings. Come watch the sunset from the very spacious and freshly painted deck and be taken away into the immersive environment of the immaculate surroundings. Call and set up an appointment today!

Listed by Ryan Knoechelman of Rovi Homes

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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146 Quenames Road

Chilmark, MA146 Quenames Road

Price$26,500,000

Est. Mortgage: $/month

MLS ID 36389

  • Residential
  • Mls Status Active
  • Bedrooms 9
  • Bathrooms 8.5
  • Acreage 60.4

One of the largest single residential lots in Chilmark, this exceptional 60 acre offering includes 800 +/- feet of direct, breath-taking Atlantic Ocean front. This Martha’s Vineyard estate offer multiple homes including a new farmhouse, main house and bunk house. A private drive leads you past beautiful farmland, open fields, down past Quenames Pond and over the dune down to the sandy beach. The residences and grounds offer endless options in this simply stunning private oceanfront estate.

Listed by Alyssa Halisky of Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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23 Schoolhouse Road

Edgartown, MA23 Schoolhouse Road

Price$1,600,000

Est. Mortgage: $/month

Pending

MLS ID 38252

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 0.51

EDGARTOWN ESTATES- Wonderful three-bedroom Katama property ready for enjoyment this season! Pristine and immaculate, this home has been meticulously maintained and updated over the years, with renovated kitchen and bathrooms as well as central air conditioning. From this ideal location, Edgartown Village and South Beach are only a pedal, stride, or ride away! The casual layout offers plenty of room to relax and gather, while the landscaped yard and sunny back deck extend your living space to be enjoyed both day and night. An amazing opportunity!

Listed by Katherine Donahue of Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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14 & 22 Cataumet Avenue

MLS ID 38212

  • Residential
  • Mls Status Active
  • Bedrooms 11
  • Bathrooms 8
  • Acreage 1.55

This magical beachfront estate is located in the heart of the exclusive West Chop community on a double lot with 200 feet of beach dune frontage. There are four classic shingle style structures complimenting the property of which all enjoy enchanting views across the expansive rolling lawns and gardens to the beach and breathtaking sunset views over the Vineyard Sound. There are two, turn of the century, five-bedrooms homes, each with extraordinary character including wrap-around porches and 2nd floor balconies. Additionally, there is a charming 1-bedroom/1-bath guest house with cathedral ceiling living room and fireplace, and a studio building offering a fitness area and sauna. This unique compound, set within mature vegetation offering complete privacy, beautiful gardens and specimen trees is just a short walk to the West Chop Club with Mink Meadows Golf Club and downtown Vineyard Haven just minutes away. This is a very special Vineyard property that must be seen if considering the best waterfront offerings.

Listed by Gerrett Conover of Landvest MV

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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 Quampache Lane

Edgartown, MA10 Quampache Lane

Price$3,595,000

Est. Mortgage: $/month

MLS ID 38144

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathrooms 3.5
  • Acreage 8.32

With properties rarely coming to market in this special location, enjoy the peace and serenity of this charming estate setting in the Oyster Pond neighborhood. Built in 1988, the home sits on 8 acres, abutting the state forest. Several updates throughout including a new kitchen, new roof and chimney, central AC, new well pump and outdoor shower. This contemporary 4 bedroom / 4 bath home is flooded with natural light with floor to ceiling windows in the living room, vaulted ceilings and a gas fireplace. The gourmet kitchen features top of the line stainless appliances (including Wolf range), marble countertops, a breakfast bar, and an adjacent dining area for 10 people. There is a spacious den, which can double as a home office, a first-floor guest room and a full hallway bathroom. The second floor overlooks the floor below and features three large bedrooms, all with en-suite baths. The primary bedroom at the end of hall has a private, attached sunporch that overlooks the expansive lawn. The screened porch, deck, and outdoor shower add to the list of features. With acres of land, opportunity abounds for an additional guest house, pool and tennis court with proper approvals. Only 500 yards from the house is the Association Pond access where you can launch a kayak/canoe/skiff and explore the stunning 208-acre Pond with swans, turtles and oysters around every turn. To cap it all, this particular property is one of the few that has deeded rights to the southern barrier beach offering sought-after private beach access.

Listed by Gerrett Conover of Landvest MV

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$
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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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42 Slough Cove Road

Edgartown, MA42 Slough Cove Road

Price$7,495,000

Est. Mortgage: $/month

Pending

MLS ID 38041

  • Residential
  • Mls Status Pending
  • Bedrooms 5
  • Bathrooms 6
  • Acreage 5.2

EARLY-CONSTRUCTION: ULTRA LUXE 5-ACRE ESTATE IN KATAMA. Construction is underway on this luxurious, architect-designed estate, near South Beach in Katama. Located on 5.2 private acres and sited amid a natural landscape of meadows, eastern cedar, scrub and post oaks the south-facing property enjoys beautiful afternoons and brilliant sunsets with the sounds of the ocean nearby. Exposed beams and soaring high ceilings in the main living spaces offer the grandness of an extraordinary luxury home while providing an air of casual barefoot elegance. This stunning home will feature top-notch architectural details and craftsmanship throughout (specifications available upon request). The floor plan was perfectly designed to maximize indoor-outdoor living and entertaining around the resort-like backyard with large screened porch, pergolas, wood-burning fireplace, bluestone terrace and charcoal gunite pool surrounded by lounge decks. This unique property offers the opportunity to create your own signature island retreat -- perfectly blending farm, field and seaside living and creating an idyllic home to gather family and friends for many years to come. The expansive multi-acre parcel will allow for a tennis court, extensive gardens, a horse barn or other possibilities. Get in early and enjoy the opportunity to customize colors and finishes. This property is slated for completion by Summer, 2022!

Listed by Wendy Harman of Point B Realty LLC

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$
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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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11 Motick Trail

Edgartown, MA11 Motick Trail

Price$7,495,000

Est. Mortgage: $/month

MLS ID 37962

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathrooms 8
  • Acreage 1.5

Visionary owners joined forces with acclaimed interior designer John Stefanon to build this one-of-a-kind Martha’s Vineyard estate. Situated on a private 1.5 acres, this era-defining estate exudes quality from every angle, and is less than two miles to South Beach and moments to downtown Edgartown. Every facet is perfectly crafted and is a culmination of the rarest, most unique materials with top-of-the-line appliances and amenities. Highlights include three laundry rooms, three outdoor showers, gym, yoga studio, outdoor kitchen + fire pit, 18 X 50 gunite pool, in-ground spa, an oversized garage with room for three cars, seven full custom bathrooms + 2 half bathrooms, a detached pool house, and multiple work-from-home office spaces. Imbued with style & sophistication, you will be able to enjoy indoor/outdoor living, amazing sunsets, and state-of-the-art technology. Live the island life you've always dreamed of in the most sought-after Katama location. Additional 1.53 Acre buildable lot is available separately.

Listed by Jarrett Hurwitz of Keller Williams Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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 August 5, 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."