Wishing our friends, near and far, continued health, comfort and safety.

Our Vineyard Haven Listings

View our real estate listings in Vineyard Haven below. Learn more about Vineyard Haven.

Find Homes in Vineyard Haven

Contact Sandpiper Realty if you have questions or would like to schedule a showing.

Upgrade Your Search - Create an account to save your favorite listings and to receive email updates for similar properties.

View all real estate for sale in Vineyard Haven.

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 Baths 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: 2.8% last updated on Oct 22, 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

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 Baths 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 proximity to Vineyard Haven Village and the amenities of the community, which provides tennis, and a dock. 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: 2.8% last updated on Oct 22, 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

79 William Street Vineyard Haven MA

Vineyard Haven, MA79 William Street

Price$2,220,000

Est. Mortgage: $/month

MLS Number 36453

  • Residential
  • Square Feet 2800
  • Bedrooms 4
  • Bathroom 4
  • Half Baths 1

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: 2.8% last updated on Oct 22, 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

28 Church Street Vineyard Haven MA

Vineyard Haven, MA28 Church Street

Price$1,450,000

Est. Mortgage: $/month

MLS Number 37103

  • Residential
  • Square Feet 1717
  • Bedrooms 3
  • Bathroom 2
  • Half Baths 1

Built in 1880 by the whaling captain David Porter West, this fabulously restored In-Town Greek Revival home with classic shutters, sconces, and a white picket fence, located in the William Street Historic District awaits you! The home you have been waiting for is being sold furnished and ready for you to move right in. The location cannot be more ideal, steps from the MV Playhouse, restaurants, shops, library, and the ferry. Looking for entertainment - enjoy concerts at the bandstand in Owen Park, bask in the sun at the public beach, or launch a boat at the landing for a day on the water. Lovingly maintained, keeping the old world charm, with original trim, molding, and wide heart-pine floors, this classic antique has 3 comfortable bedrooms, including a master suite, 2 ½ baths, and 4 wood-burning fireplaces that add to the character. The formal living room with a fireplace is at the front of the house and is bathed in natural light. A more frequently used open living room, also with a fireplace and the dining room, are in the middle of the house. The kitchen with a third fireplace and swinging pot rack and beehive oven, functional mudroom/laundry area, and powder room are cleverly at the back of the house. The staircase is at the front entrance and leads to the second floor. The fourth fireplace is in the front bedroom, with another bedroom, full bath, and a master suite that occupies the second floor. The back patio, landscaping, and a garage complete this remarkable property. Easy to show.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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

View Our

Recommended Searches

View Categories