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Vineyard Haven Real Estate

Vineyard Haven sailboats

Search all listings for sale in this Martha's Vineyard town. Vineyard Haven is considered the island’s most year-round community. Find properties on the historic streets of Main and William Street, as well as on West Chop, Lake Tashmoo, Lagoon Pond, and Vineyard Sound.

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Browse All Real Estate For Sale in Vineyard Haven, Martha's Vineyard

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103 Main Street Vineyard Haven MA

Vineyard Haven, MA103 Main Street

Price$13,500,000

Est. Mortgage: $/month

MLS Number 37110

  • Residential
  • Square Feet 7046
  • Bedrooms 5
  • Bathroom 4
  • Half Bath 2

THE ULTIMATE WATERFRONT RETREAT - The Vineyard has always been the place to go for R&R, and if you needed it in the past, you certainly need it now. It is the oasis of beauty and tranquility in a vintage community. This property offers the best of the Island. Located on Vineyard Haven Harbor, the home sits on a large 1.7A parcel of land, which provides privacy, spectacular views of harbor activity, yet steps away from the Village for your morning coffee, afternoon shopping, and dinner and theater in the evening. A unique feature is proximity to the ferry to come to and leave the Island easily. Think of it - the kids who will probably be with you a lot more, Mom and Dad, who will visit, and the family workforce can easily use the Vineyard home as "operation center," adjusting to the new lifestyle perfectly. Designed by premier architect Patrick Ahearn, with 7,045 sf, the home is warm and friendly with space to accommodate everyone's needs. The large kitchen with sitting room and fireplace opens to a screened porch. A dramatic stone fireplace is the focal point of the sitting area on the porch with generous room for dining for twelve with views of Harbor activity. This space is the hub of the house. There is a large, quiet office on the first floor for serious work along with a smaller office space off the kitchen. A grand formal dining room with a fireplace and living room is designed for special occasions. Another all-season sun porch on the first floor provides additional space for a variety of activities. The informal and formal areas connect with an outdoor patio. The master bedroom suite with a sitting area occupies the south wing of the second floor and is cleverly separated from the activity of the household. Three more bedrooms are in the north wing of the house. Another expansive deck connects both wings. The views from the first floor are spectacular, and they become panoramic and magnificent on the second floor. There is a guest suite over the two car garage which can be accessed from the outside or the adjoining deck on the second floor. The piece de resistance is the widow's walk offering the most brilliant views. The terraced pool and built-in outside grill overlooking the Harbor complete this perfect Vineyard home.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* 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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71 Davis St Vineyard Haven MA

Vineyard Haven, MA71 Davis St

Price$865,000

Est. Mortgage: $/month

MLS Number 37105

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.38

Charming vineyard year round home within walking distance to town, ferry and the Lagoon. One level living, master suite with sliding doors out to a generous deck. Newly renovated open kitchen /dining room with cathedral ceiling and window seat overlooking a lovely back yard. Bright comfortable living room with fireplace. Beautiful large lot with mature plantings and stone walls, and gardens. A rare property and a must see.

Listed by Mary Jo Goodrich Island Properties Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* 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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269 State Road Vineyard Haven MA

Vineyard Haven, MA269 State Road

Price$615,000

Est. Mortgage: $/month

MLS Number 37082

  • Residential
  • Square Feet 1126
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.11

This three bedroom, two bath home with grassy yard, mature plantings, and back deck is centrally located within walking distance of downtown Vineyard Haven. Outdoor shower, lush back yard gardens, and lovely ivy covered gate from driveway to back deck. Renovated in 2001. Move-in ready for the right buyer. Owner occupied, 24 hours notice required for showing.

Listed by Vera Thornton MV INC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* 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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255 Daggett Avenue Vineyard Haven MA

MLS Number 37022

  • Residential
  • Square Feet 2074
  • Bedrooms 3
  • Bathroom 2
  • Acreage 1.15

West Chop - Surrounded by woodlands and other large lot parcels. This three level cape sited on over an acre of wooded land offers expansion possibilities and a peaceful setting. Tidy and freshly painted, with new windows and a new septic system installed in November 2019. The walk out garden level has finished spaces that multi task with ease. First floor has large open rooms for kitchen, dining and living areas flanking the central staircase plus a full bathroom. Up one level, there are two good size bedrooms and a full bathroom. The large deck across the entire back expands the main living level beautifully. Vineyard Haven village, ferry, harbor and the charms of Tashmoo are nearby! Property is Occupied - Happy to arrange access with notice.

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* 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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37 Pasture Gate Road Vineyard Haven MA

Vineyard Haven, MA37 Pasture Gate Road

Price$5,250,000

Est. Mortgage: $/month

MLS Number 37071

  • Residential
  • Square Feet 7604
  • Bedrooms 5
  • Bathroom 4
  • Half Bath 2

THE PERFECT VINEYARD RETREAT THAT HAS IT ALL! This property offers all the room you need for today's "stay-at-home" environment. There are wings, lofts, and a private guest suite above the garage, providing a myriad of independent locations and common areas to gather at the beginning and end of the day. The grand entrance sets the tone of this Vineyard estate located on 3.15 acres of land. The home overlooks pastoral fields with surrounding woodlands to create a peaceful setting to retreat amid the dynamics of today's world. The pool area and custom-designed pool house provide an expansive outdoor living space full of sun and fresh air. The owners chose the location in the Tashmoo Association because of the amenities of the community, which provides tennis, a dock, beach, and the proximity to Vineyard Haven Village. An up-Island property in a down-Island location. A grand foyer invites you to the living room on the right with fireplace and French doors to the back patio. The dining room connects the living room to the kitchen, which is more than generous with a breakfast area overlooking the gardens and pool. Open from the kitchen is a custom family/sunroom with views over the fields and horse farm beyond. Behind the kitchen and powder room is a classic study that can convert from a workspace to a den for a social gathering or to watch the game. There are four bedrooms in the main house on the second floor and a third-floor loft. A guest suite is located above the two-car garage with private access. One of the dramatic additions is another living room with fireplace, vaulted, lighted ceiling, bar and powder room with French doors to the pool. The sale also includes a beach lot (32C/4 and 32D/4) just before the opening to Lake Tashmoo with beach access on the Lake and the Sound. Boating from the association dock to your private location, anchoring your boat for a picnic, or digging clams for dinner puts the frosting on the cake or the Vine in Vineyard. If 7,604 sf is not quite enough for your new "stay-at-home" lifestyle, the renovated 2 bedroom cottage at 19 Chappaquonsett is also available as is the horse farm at 67 Lamberts Cove Road.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* 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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124 Skiff Avenue A-11 Vineyard Haven MA

MLS Number 37030

  • Condominium
  • Village Tashmoo
  • Square Feet 725
  • Bedrooms 2
  • Bathroom 1

FABULOUS, Year Round, Two (2) bedroom condo with association POOL and PARKING, close to the ferry, shops and restaraunts on Main Street, Vineyard Haven. This unit has been tastefully renovated with the install of new hardwood floors, an updated bathroom, new kitchen oven/range, new dishwasher and has been freshly painted. Enjoy dining or sitting under the covered entry porch. A true GEM!

Listed by Vineyard Village Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* 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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344 Greenwood Avenue Vineyard Haven MA

Vineyard Haven, MA344 Greenwood Avenue

Price$1,100,000

Est. Mortgage: $/month

MLS Number 36465

  • Residential
  • Village Tashmoo
  • Square Feet 1566
  • Bedrooms 4
  • Bathroom 2

Impeccable Four bedroom home (one bedroom on ground level) with two full baths. There are many upgrades to this home from a row of full view doors that face the rear pool area, quartz counter tops, beautiful wood floors on the main living area and maple flooring upstairs. Plenty of closet space and beautiful Art niches complete this "forever" home. Cozy up to the fireplace to read a book or swim in the refreshing heated pool. Home comes mostly furnished so move right in and begin to enjoy this end of street location. Close to town which allows easy access to shopping, bus, steamship and ocean swimming.

Listed by Anchor Realty of Martha's Vineyard

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* 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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79 William Street Vineyard Haven MA

Vineyard Haven, MA79 William Street

Price$2,220,000

Est. Mortgage: $/month

MLS Number 36453

  • Residential
  • Village Downtown
  • Square Feet 2800
  • Bedrooms 4
  • Bathroom 4

IN-TOWN PERFECTION ON WILLIAM STREET - One block from Main Street sits a meticulously renovated and expanded antique that exudes graceful architecture and historic charm, perfectly blended with modern features including clean energy solar panels and electric car charging station. Walk down and hop on the ferry, browse the boutiques or stroll to Owen Park for a day at the beach; this location befits the buyer who wants to enjoy the in-town lifestyle right from their doorstep. The renovation emphasized an open floor plan with dining area, living room and gourmet kitchen that boasts top of the line appliances, all very open lending itself to relaxed entertaining. An adjacent family room flows casually to the side deck for outside gatherings, and a handsome den or library with wood-burning fireplace is an ideal space to hide away for quiet time or reading. The front staircase flows beautifully to the striking second-floor landing. The first room is a cozy sitting room with a second fireplace that can stand alone or adjoin with one of the three guest suites. A private staircase leads to the luxurious owner's suite with a beautifully appointed bath and walk-in closest. A full basement offers ample storage space and a bonus room, currently used as an artist studio, flooded with natural light with windows and a set of glass doors. Grassy rear yard, perfect for a croquet match and colorful flower gardens border the front and side yard. Begin and end the day on the private yet welcoming front porch as William Street comes alive in the morning and turns in for the night.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* 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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78 Mitchell Road Vineyard Haven MA

Vineyard Haven, MA78 Mitchell Road

Price$1,575,000

Est. Mortgage: $/month

MLS Number 37017

  • Multi-Family
  • Village West Chop
  • Bedrooms 5
  • Bathroom 3

WEST CHOP WITH PRIVATE ASSOCIATION BEACH AND POOL - The Mink Meadows Association is one of the gems of Vineyard Haven. Quiet and private with a rural sensibility while still being close to Tisbury town center, the association offers property owners access to a beautiful private beach, and proximity to the lovely Mink Meadows golf club. It's an easy 1.5 mile bike ride or walk to the Vineyard Haven shops and restaurants. This sunny two story home and guest house with private pool is located on over 2 acres within the Mink Meadows Association in the West Chop neighborhood. The home has friendly farmhouse style with open concept living, lots of light, vaulted ceilings, a wood burning fireplace, three bedrooms, two bathrooms, a screened in porch, and two bonus spaces currently used as a playroom and family room. There is also a sweet two bedroom apartment above the barn with plenty of storage space. The house and guest house are separated by the private in ground pool for lots of summer family fun. There are numerous rental options at this property. The main house has a new six bedroom septic, the guest house is tied into a separate two bedroom system. The dwellings both have heat pumps for heat and AC. The 2.15 acre property offers plenty of grassy yard space and is situated off of a well maintained dirt road. Mink Meadows is across from West Chop Woods - perfect for fall and spring walks. The beach is a 10 minute walk from the house. It is a wonderful place to call home year round and an excellent investment opportunity!

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* 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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79 David Avenue Vineyard Haven MA

Vineyard Haven, MA79 David Avenue

Price$1,850,000

Est. Mortgage: $/month

MLS Number 37019

  • Residential
  • Village Lambert's Cove
  • Square Feet 4156
  • Bedrooms 3
  • Bathroom 3

EXCEPTIONALLY CRAFTED, EUROPEAN STYLE SANCTUARY - LAMBERT'S COVE - Rarely does one find a home that is at once approachable and exquisitely styled. Do not let the modest entrance fool you! This property offers an abundance of space to entertain and relax with friends and loved ones. Unique details abound. Margot Datz has painted delightful details throughout the house. With a rambling and unusual floor plan, each unique room leads to yet another inspired space. If you live in the kitchen, you will covet this inspired room adorned with a Turbo Chef oven and every thoughtful detail to assist the artful Chef. In addition to the bedrooms in the main part of the home, there is a private guest wing on the lower level. A fieldstone lined path leads to a lower meadow area that is ready for a pool or tennis court and Guesthouse. A brand new Bocce court was just completed. Engineered plans are being prepared to transform this property for maximum use and enjoyment. Bordered on one side by Vineyard Open Land Foundation property and by the Wakeman Center on another, privacy abounds.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* 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

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