Martha's Vineyard Homes $2M - $5M

Find homes for sale on Martha's Vineyard priced between $2,000,000 and $5,000,000.

Martha's Vineyard Real Estate from $2M to $5M

If you have any questions or you'd like to schedule a private showing, call Landmarks Real Estate: 508-693-6866

Save time & effort! Create an account to save your favorite listings & get notifications when similar properties become available. You may also be interested in browsing homes over $5M.

Browse Real Estate Listings in Martha's Vineyard By Price Range:
Under $600k | $600k-$800k | $800k-$1M | $1M-$2MOver $5M

31 West Tisbury Road

Edgartown, MA31 West Tisbury Road

Price$4,995,000

Est. Mortgage: $/month

MLS ID 37833

  • Residential
  • Mls Status Active
  • Village Downtown
  • Bedrooms 5
  • Bathrooms 6

GRAND EDGARTOWN VILLAGE RETREAT WITH POOL - BEING OFFERED TURNKEY! This grand colonial-style retreat in Edgartown Village features indoor-outdoor options that take al fresco living to the next level. Imagine starting your day with breakfast on the screened porch and then entertaining family and friends for dinner in your private open air living/dining area with pergola, outdoor fireplace and a gorgeous 20'x30' gunite pool. This gracious colonial-style home features an open-designed floor plan anchored by a spacious Living Room with wood-burning fireplace and three sets of French doors that open out to the pool area and screened porch. There are two dining areas to accommodate casual and formal occasions or to accommodate larger dinner parties for 20 persons. The beautifully outfitted Chef’s Kitchen features high-end commercial appliances (SubZero®, Wolf® and Bosch®) a center prep island/breakfast bar and gorgeous quartz countertops. A Study/Office is located off the main living area offering a quiet place to read, watch television or work from home. The home features a total of five bedrooms including two, first-floor bedrooms suites plus three, second-floor bedrooms, each with en suite bath. To round out this attractive village compound, there is a detached Carriage House with a two-car garage and a 387-sf second-floor Bonus Room with half bath. This beautifully appointed in-town home is an idyllic retreat for gathering family and friends -- and it's conveniently located within walking distance to Edgartown Village -- and also within close proximity to beaches, the bicycle path and more. The property also boasts an impressive rental history, with $300,000+in gross annual rental income. This property is being offered TURNKEY with all furnishings and contents.

Listed by Wendy Harman of Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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 TourAsk A QuestionMore Details

22 Paddock Road

Oak Bluffs, MA22 Paddock Road

Price$4,995,000

Est. Mortgage: $/month

MLS ID 38557

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathrooms 6.5
  • Acreage 1.867

THIS IS THE ONLY LOT AVAILABLE in the PRESERVE at The WOODLANDS! COMING SOON...TO BE BUILT...by SHAWN CHAPPS...UNDER EARLY STAGES OF DESIGN and STILL TIME to CUSTOMIZE with YOUR OWN PERSONAL TOUCHES! Sophisticated Sprawling Contemporary Barn Style Residence with Clean Classic Lines, Natural Timber Beams, Field Stone Fireplace and Soaring Ceilings. This Spacious Airy Open Floor Plan will have no shortage of living areas with multiple intimate gathering spaces surrounded by lots of glass that displays an unobstructed panorama of the lush landscaped backyard and 20x 40 Gunite Pool and Spa. The Decked Out Chefs Kitchen will be a fusion of modern design, rustic accents and State of the Art Appliances. Boasting 6 en suite luxury bedrooms and unmatched bathrooms, with deep soaking tubs, artistic tiled showers, custom vanities, walk-in closets, and sitting areas all designed for convenience and comfort. A generous walk-out finished basement, containing over 2000 square feet, will include additional living areas along with a custom home bar, gym/media room and or wine cellar. Other Rare feature is the "Show Stopping Two Story Vaulted Stairway" This Unparalleled design with exceptional visuals highlighted by exquisitely detailed finishes will be SUPER DELUXE; So Be prepared for the "WOW FACTOR " Don't Wait...Call Today to Secure this RARE OFFERING in the POSH PRESERVE Oak Bluffs' Newest Luxury En Clave abutting conservation land and trails for hiking, walking and biking!

Listed by Marilyn Moses Cell 617-462-0381 ANYTIME ! of Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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 TourAsk A QuestionMore Details

87 Bellevue Avenue and 0 Howard Street

MLS ID 38276

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathrooms 3
  • Acreage 2.96

This extraordinary waterfront home sits on a bluff overlooking beautiful Lagoon Pond with views spanning from Eastville Point Beach to the south and Vineyard Haven Harbor and beyond to the north. This is a one-of-a kind property with expansive views, privacy, yet easy access to Vineyard Haven. The home is sited on a total of 3 acres of land, rare for waterfront property, with a landscaped lawn, lush gardens and plantings around the home, a fire pit, hammocks, rope swing and shady, green oak trees. The property features a total of 270 feet of beachfront on Lagoon Pond. The home is a classic Victorian, built in the 1870’s as part of the Innisfall Inn, a summer resort that attracted actors, opera singers, and musicians. The home has been thoughtfully renovated to include updated amenities. The kitchen has been expanded, including a loft above; and an 800 square foot master bedroom suite including private bath, walk-through closet, and an office alcove with Lagoon views added. The generous porch was enlarged to wrap around the new living space, including a painting porch with a sink nestled into the garden. The exterior gable filigree trim and porch of the new construction were carefully matched to the original design of 150 years ago. A guest cottage and storage shed were built as well as two spacious outdoor showers under a floral arbor. The property includes a large parking area and Tesla charger. The interior of the house radiates happiness, with cheerful accents of color grounded by crisp white paint. The charming character of the home remains with the exposed joists, board walls, open ceilings, keeping the feel of the Victorian cottage intact. In Celtic, “Innisfall” means “the abode of peace and rest”, an accurate description of the tranquility and beauty of this property. Downtown Vineyard Haven is a 15 minute walk or short bike ride on the very lightly trafficked Weaver Lane. The waterfront has a nice beach for swimming, canoeing, kayaking, and deep water boating. The property consists of two adjacent lots, so a second home could be built to create a very private family compound, or the lot could be sold to another buyer, or kept as an expansive lawn. A second septic system was installed to facilitate permitting of a second home. The home sits on a 1.57 acre lot with 120 feet of beachfront, and the adjoining second lot is 1.39 acres with 150 feet of beachfront.

Listed by Cassie Bradley of Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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 TourAsk A QuestionMore Details

1 Pondmark

Chilmark, MA1 Pondmark

Price$4,700,000

Est. Mortgage: $/month

MLS ID 38183

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathrooms 2.5
  • Acreage 4.7

Turn onto country lane and make first turn to right. Drive past Norwegian Pine and many mature plantings and follow stately stone walls up past an open field overlooking the pond. The gentle slope takes you past the garden to a parking area. The white cottage sits on top of the knoll with sweeping views looking out over Keith farm and beyond to the ocean. From the living room the light brightens the large room with vaulted ceilings and a fireplace with a copper chimney hood.You can walk out on the deck for breakfast and watch the cows, geese, horses or the calming motion of the sea. You can lay in bed and take it all in from the king size bed and wall of windows facing south. There is room for a guest house or barn in this private setting. There are walking trails on Old North Road or a trail to Menemsha Crossroads. Go back in time to a slower way of life in this old style Chilmark retreat.

Listed by Elise LeBovit of Gay Head Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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 TourAsk A QuestionMore Details

77 North Neck Road

Edgartown, MA77 North Neck Road

Price$4,695,000

Est. Mortgage: $/month

MLS ID 37573

  • Land
  • Mls Status Active
  • Village Chappy
  • Acreage 5.85
  • Bedrooms 4

CHAPPY WATERFRONT WITH BOAT HOUSE AND DOCK. Set on Chappaquiddick's North Neck, this private multi-acre waterfront property features a gentle rolling landscape that stretches to meet the water's edge.The superlative, unobstructed views expand to Edgartown Harbor and Nantucket Sound -- and the westerly exposure is the perfect for spectacular evening sunsets. A pathway leads the way to the nearly 200-foot beach with private dock, where there is also a small shingled building that can be used as a beach cabana or boathouse. There is an approved septic design for up to nine (9) bedrooms, which is expired however can be updated with a new application and proposed home design. This is an unparalleled opportunity to build your signature waterfront home in this most magical setting on Chappaquiddick.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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 TourAsk A QuestionMore Details

24 Crocker Drive

Edgartown, MA24 Crocker Drive

Price$4,295,000

Est. Mortgage: $/month

MLS ID 38647

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathrooms 3.5
  • Acreage 0.6438

CHIC MODERN COASTAL RETREAT IN KATAMA. Construction is underway for this modern and sophisticated coastal retreat on Crocker Drive, one of the premier streets in Katama -- near The Field Club and surrounded by luxurious homes such as the 2015 HGTV Dream Home. This architect-designed home will feature classic New England architecture with a fresh, modern vibe -- including a coastal-inspired interior with shiplap paneling, driftwood, and bleached wood accents, plus chic modern hardware and lighting fixtures throughout. The open-designed floor plan is perfectly designed for indoor-outdoor living with a full wall of sliding glass doors that open out to an expansive stone terrace with pergola, outdoor gas fireplace, and surrounded by a beautifully landscaped and private backyard. There is also room to round out the outdoor living space by adding a 16'x32' gunite saltwater pool (not included in the offering, however can be added). The sun-filled gourmet cook's kitchen will feature high-end stainless appliances, stone countertops and a large center island with counter seating. There are three spacious bedrooms, all with en suite baths -- including a beautifully designed first-floor Primary Suite with French doors that open out to the terrace and pool, a walk-in closet and a luxurious spa-like bath. Other extras include an in-home office, Den/TV Area, wet bar area off the pool entrance, two laundry areas, and an unfinished basement level with 9-foot ceilings. This superlative property is located equidistant to Edgartown Village and South Beach and offers a wonderful opportunity to create your very own island retreat in this highly sought-after Katama location. Floor plans are attached; building specifications available upon request. NOTE: Target completion date is May/June 2022 -- just in time for Summer!

Listed by Wendy Harman of Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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 TourAsk A QuestionMore Details

26 Morse Street

Edgartown, MA26 Morse Street

Price$4,200,000

Est. Mortgage: $/month

MLS ID 38332

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathrooms 3.5
  • Acreage 0.1774

Beautifully restored 4 bedrooms 3.5 bath 1840 In Town Edgartown Home... Pease Simpson House. In the Historic District. Original wood floors. One first floor bedroom with private bath. Second floor Master with ensuite bath with standing tub and two additional bedrooms and full bath. This home was gutted and renovated in 2016 both inside and out. All new electrical, plumbing, double paned windows with wood sashes, roof (35 year) shingles, *siding, *shutters, bathrooms, plaster and mechanicals. Lovely fir deck accessed from dining room and upscale kitchen with pantry, laundry room and half bath. Outdoor shower (cedar). Irrigation. Central Air. All fireplaces are relined. Separate shed and outdoor shower in yard. Lovely gardens with stone border with a little room to be creative. Propane FHW and FHA systems.

Listed by Stephanie Burke of Martha's Vineyard Seacoast Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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 TourAsk A QuestionMore Details

30 Mill Hill Road

Edgartown, MA30 Mill Hill Road

Price$3,950,000

Est. Mortgage: $/month

Active With Contract

MLS ID 38881

  • Residential
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 13.93

MILL HILL FARM, EDGARTOWN - UP ISLAND FEEL, SHORT DISTANCE TO MAIN STREET. Perched on a grassy knoll between downtown Edgartown and Katama, this nearly 14-acre, vintage farm has been thoughtfully stewarded by one family for three generations. Magnificent in its natural beauty and open space, this property offers a unique opportunity to renovate or expand the original homestead into a remarkable estate. Your vision will transform this property into a generational asset that will be truly one-of-a-kind. Expansive, pastoral views surround the 1850 farmhouse that once served as the home and office of the local doctor whose other passion was farming. The existing barn has recently served as a two bedroom guest house and could easily be renovated and remain as a guest house, a unique pool house, or returned to its original function. The additional structures include a two-car garage, a tool shed, coop and smokehouse. Protective covenants are in place to preserve the unspoiled splendor of Mill Hill Farm.

Listed by Brian C. Smith of Portfolio Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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 TourAsk A QuestionMore Details

56 Robinson Road

Edgartown, MA56 Robinson Road

Price$3,835,000

Est. Mortgage: $/month

MLS ID 38874

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathrooms 3.5
  • Acreage 0.5

NEW CONSTRUCTION, with POOL, 1/2 mile from the heart of EDGARTOWN VILLAGE! Location, Location! Approx. 3,500 square feet of open living space. The Great Room has a dramatic Two Story wall of windows which surround a gas fireplace and overlooks a 14 x 30 foot in ground pool. In addition to the dramatic Great Room there is a first floor study, a first floor master-en-suite, a mud room and separate laundry area. The Gourmet Kitchen, with it’s central island, opens to the dining room which flows into the Great Room. The second floor offers a second master-en-suite, as well as two additional guest bedrooms which share a full bath. The plot can have up to SIX BEDROOMS, a future guest house and/or a future detached bedroom. All of this, and only a 1/2 mile to the heart of Edgartown Village. The property is also close to the Library, Girls/Boys Club, public tennis courts, public playscape and the bike path.

Listed by Michele Casavant of Vineyard Village Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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 TourAsk A QuestionMore Details

53 & 54 North Neck Road

Edgartown, MA53 & 54 North Neck Road

Price$3,795,000

Est. Mortgage: $/month

MLS ID 38068

  • Land
  • Mls Status Active
  • Acreage 4.2

SUPERLATIVE WATERFRONT OPPORTUNITY ON CHAPPY’S NORTH NECK. This beautiful low bank waterfront property enjoys sweeping views across Edgartown Harbor and extending north to Nantucket Sound -- and the westerly exposure affords spectacular evening sunsets year-round. The property features a stone revetment along the shoreline and there is a set of stairs that leads down to the 170-foot private sandy beach. The 4.2-acre property spans across both sides of North Neck Road, offering a myriad of opportunities and the existing 1930's structures offer an opportunity to work with the existing building footprints, as desired. Come and explore the possibilities of building your idyllic Chappy retreat in this most magical waterfront setting.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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 TourAsk A QuestionMore Details

"Based on information submitted to MA_LINKMV as of January 26, 2022 . 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."