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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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: 2.94% last updated on May 13, 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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%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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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Slough Cove Road

Edgartown, MA0 Slough Cove Road

Price$7,495,000

Est. Mortgage: $/month

MLS ID 38041

  • Residential
  • Mls Status Active
  • 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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$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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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25 Pierce Lane

Edgartown, MA25 Pierce Lane

Price$7,950,000

Est. Mortgage: $/month

Pending

MLS ID 38037

  • Residential
  • Mls Status Pending
  • Bedrooms 4
  • Bathrooms 6
  • Acreage 0.23

THE BEST OF BOTH WORLDS - Edgartown village with privacy. This compound is located on Pierce Lane, a quiet side street just steps from the hustle and bustle of the village. The quarter acre property has been perfectly laid out, with the house and garage enveloping the outdoor living area and pool, providing a secluded sanctuary. The property was subdivided from the original Dr. Pierce estate and the house was built in 2015, designed by architect Stephen Pogue. Views from the property are of Sheriff's Meadow Pond with Eel Pond and Nantucket Sound in the distance. A gate from the backyard leads to a trail that meanders around the pond and features many unique species of plants and animals. From the dining room, step out to the screened porch, which opens to the bluestone patio where you'll find outdoor living at its best. There is a large fireplace and seating area, as well as a dining table. The pool features a hot tub and ample bluestone surround for those days that call for lounging.

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

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$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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$8,295,000

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: 2.94% last updated on May 13, 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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54 Morse Street

Edgartown, MA54 Morse Street

Price$8,950,000

Est. Mortgage: $/month

MLS ID 37851

  • Residential
  • Mls Status Active
  • Village Downtown
  • Bedrooms 7
  • Bathrooms 6.5

As you enter through the breezeway get ready to be captivated by this Edgartown Village Oasis! “Less is more“. This property packs a punch from within! As you proceed through the gorgeous mudroom into the living room/parlor. Step down into his/her private office or proceed ahead into the formal living/dining room. Notice the faux marble walls and the exquisite random width floor planks of reclaimed hardwood from yesteryear! Follow them to a guest suite and bath and full laundry! Walking past the elegant powder room step into a timeless gourmet kitchen with all the tools one needs including a cozy bay window seat which is perfect for starting the day sipping coffee and reading the paper. Proceed to the open family room with gorgeous built-ins and a stunning stone fireplace. A perfect hang out for the whole family! Everything overlooks this estate setting with a private pool, cabana,outdoor kitchen, and fire pit. Perfect for summer soirees! Mature landscaping and a beautiful reclaimed brick wall create privacy the likes you have never seen! Off to the corner of the lot is a private two bedroom cathedral bungalow with everything you would expect! The main house second-floor master is right out of a magazine and there are also two other large bedrooms en-suite. There is an additional family room/gym in the lower level and one of the most eclectic wine cellars you will ever see! This completes the main house. There is also an oversized two car garage with an fabulous loft style apartment Which is perfect for older kids or your au pair/nanny! Bring your clothes ,furniture and family for This is a very special home!

Listed by Fred Mascolo of Jane Brown Assoc.

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$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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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47 and 31 Hatch Road

Vineyard Haven, MA47 and 31 Hatch Road

Price$7,950,000

Est. Mortgage: $/month

MLS ID 37396

  • Residential
  • Mls Status Active
  • Village West Chop
  • Bedrooms 7
  • Bathrooms 6

Elegant and refined, this exceptional estate property is sited on 1.3 acres. Located in the coveted Hatch Road neighborhood, this 2 home property boasts incredible architectural detail with all the modern amenities. As you enter the property via a winding gravel drive past an expansive lawn, you come to a setting not found so close to downtown Vineyard Haven. The main house dates back to 1900 and has been meticulously renovated and features a gourmet kitchen open to a dining room with french doors looking out to a rose garden, a spacious first floor master bedroom suite, dramatic great room with 20 foot ceilings with wood detail, and an inviting screened-in porch leading out to a private brick patio. The home features 4 additional guest bedrooms on the second floor. The guest house was designed in 2008 and built by a prominent Martha’s Vineyard builder. The wood detail includes aged lumber and the walls are warmly lined with recycled barnwood. Stunning museum quality terrazzo flooring inlaid with wood beams and terrazzo countertops are featured in the spacious great room, gourmet kitchen and dining room. Other guest house amenities include two bedrooms with en suite baths each with stunning wide plank flooring, and a spacious loft perfect for a home office. A home gym/pool house, outdoor kitchen, 2 car-garage and pool complete this rare offering.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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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556 Edgartown West Tisbury Road

MLS ID 37449

  • Residential
  • Mls Status Active
  • Village Central
  • Bedrooms 4
  • Bathrooms 1.5

If you are looking for a property with character, "The Suzie Scott House" has more than you can imagine. Built in circa 1850, the current owner purchased this well maintained home as part of a long time family owned Estate. This sweet Antique sits on 1.4 acres with several out buildings (including the original out house converted to a shed). This is a property to really make your own, while keeping the character of the era, and still putting your stamp on it. Enter through a screened porch which leads into the Main Living space. A large room at the front of the house, off the Living Room (now being used as a bedroom), with fireplace, could be easily converted into a Family room / Office. The cozy Kitchen with dishwasher, washing machine and extra large gas stove could be a beautiful restoration project. A dining, sitting room and 2 more bedrooms finish off the main level. A small staircase leads to 2 second Floor bedrooms and 1/2 bath complete this very special listing. When the current owner purchased this home, the community was thrilled to learn that he was keeping the house, with all its character, in tact. Notice newest work done, shingled sides and most of roof ...Any way you choose to go, this is a beautiful piece of property! There is something to be said for mixing some old with new to create a unique "Vineyard Home".

Listed by Leslie Look 774-563-0254 of Martha's Vineyard Seacoast Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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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30 Mill Hill Road

Edgartown, MA30 Mill Hill Road

Price$3,950,000

Est. Mortgage: $/month

Active With Contract

MLS ID 37397

  • Residential
  • Village Katama
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 13.93

MILL HILL FARM - Breathtaking pastoral estate less than a mile from Main St. - It is so rare that a property such as this comes available. Standing at the homestead, one has the feeling of stepping back in time to a simpler way of life. This 1800’s farm has been lovingly maintained while stewarded by one family for three generations. The Farmhouse, bunkhouse and additional outbuildings are surrounded by nearly 14 protected acres of rolling, open fields filled with wildflowers and native wooded edge . During a recent subdivision of the family property, there was foresight to protect the remaining acreage and preserve the unspoiled magnificence of Mill Hill Farm. No further subdivision will be allowed for 300 years. The original three bedroom Farm house was moved to this location and served as the residence and office of a local Doctor. A more recent addition of a kitchen, dining area and 3-season porch grace the southern end of the home leading out to a large, level yard. A thoughtful renovation and expansion to at least five bedrooms or more could result in a superlative and rare estate this close to town. The existing bunkhouse has more recently served as a one bedroom guest house that could be easily renovated to suit or returned to its original use as a barn. The opportunity is endless for the savvy buyer who chooses to act decisively.

Listed by Brian Smith of Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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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17 High Mark

Chilmark, MA17 High Mark

Price$4,900,000

Est. Mortgage: $/month

MLS ID 37278

  • Residential
  • Mls Status Active
  • Village South
  • Bedrooms 7
  • Bathrooms 5

17 High Mark, built in 1928, sits atop Highmark Hill near the center of Chilmark. There’s a plaque on the wall in the kitchen commemorating the original owner, architect, builders and neighbors of this estate which reads 'High Mark House – Abode of Ennobling Vision'. This unique Chilmark property is now exclusively offered for the first time in 49 years. Spread across 10.4 acres, the property consists of two parcels. The first parcel is 6.7 acres in size and holds the living quarters. The second parcel is 3.7 acres in size and provides a wide buffer to the main homesite or a suitable lot for further development. Structures on the larger parcel include the main house, guest house, detached bedroom, artist studio or playhouse, in ground pool with outdoor shower and dressing room, tennis court, detached two car garage and long shed workshop. Water views to the Atlantic Ocean, Menemsha Pond, and Nomans Land are seen from many of the rooms of the main house and guest house. The grounds hold specimen plantings in a park like, private setting with wide and long front and rear yards. The main house has both primary and guest bedroom suites, living room with large fireplace, dining room with ample seating for ten, office and gallery, kitchen and laundry room. The lower level has a library/media room (or another bedroom), full bath, utility room, cedar closet and multiple storage rooms. The guest house is 800 square feet with 3 bedrooms, full bath, an eat in kitchen and laundry. The detached bedroom is the perfect bunk house with views to the Atlantic. It is rare to find an estate property in Chilmark that has the features of this compound already in place . Many of the existing amenities found on this property (guest house, pool, etc.) allow for immediate enjoyment without special zoning permits and years of in town residency. Ample acreage provides room for building expansion or relocation.

Listed by Russell Maloney of Russell Maloney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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 May 16, 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."