The Vineyard Realty Group, LLC | 508-627-3030 | john@vineyardrealtygroup.com | PO Box 1883, Edgartown, MA 02539 VT Real Estate Web Design

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Downtown Vineyard Haven Properties for Sale

Scroll down to view all downtown Vineyard Haven properties for sale. Don't hesitate to contact your local agents at the Vineyard Realty Group with questions about buying Vineyard Haven real estate. 

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111 Main Street, Vineyard Haven, MA

Price$3,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 31682

  • Residential
  • Square Feet 3355
  • Bedrooms 6
  • Bathroom 4
  • Acreage 0.6726

Tucked down an unassuming driveway and invisible from the street, this 19th century Cape is just steps from Vineyard Haven's year-round shopping and cultural center. Terrace after terrace unfolds as you descend toward the waterfront through the lovely 2/3-acre compound, culminating in 68 feet of beach on the inner harbor. The main house, built around 1825, has four bedrooms plus an office/bedroom, three-and-a-half baths and five fireplaces. Harbor views abound from many vantage points, with character-filled features including wide board floors and extensive wainscoting, broad-silled windows, plaster walls and low ceilings. A seven-bedroom septic was installed in 2013. The property boasts many extras: a garden shed, detached one-car garage, large harborview porch with arched beadboard ceiling, and lush, mature gardens. A secret gate provides access to Owen Park with its town wharf and gazebo. Near the harbor is a boathouse with brick fireplace, built-in bunkbeds, barrel-ceilinged interior with natural wood, tiny bath and kitchenette. The peaceful private beach, perfect for crabbing, kayaking and contemplation, crowns this property where future memories are waiting to be made.

Listed by John Best Associates

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

83 Main Street, Vineyard Haven, MA

Price$2,995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 31942

  • Residential
  • Square Feet 2513
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.6709

Historic waterfront home, renovated in 1997, with spectacular views of extensive gardens and Vineyard Haven Harbor. This unique property offers the convenience and congeniality of an in-town location, as well as a private sanctuary, where almost an acre of land slopes gracefully to a private beach. A two bedroom home that "lives" like three, with more than 2500 sf of living space. A breezy open plan, renovated to provide all modern amenities, features a large eat-in kitchen, dining room and living room, all with harbor views. Both second floor bedrooms, one with a deck also offers expansive views of the harbor, dotted in season with anchored sailboats. The substantial Master Bedroom Suite, with two gable ends permits ample space for a king size bed, spacious sitting/TV area, built-in desk, ensuite bath and even a large ficus tree. Many windows, french doors and skylights provide beautiful light throughout the house. Relax on the large decks, upstairs and down, while enjoying great views and harbor activities before strolling to dinner or theater in town. All this and three private parking spaces. It's no wonder this property has enjoyed excellent vacation rental history. Note: This property has an approved 4-bedroom septic.

Listed by Coldwell Banker Landmarks

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Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

92 Main Street, Vineyard Haven, MA

Price$2,350,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32818

  • Residential
  • Square Feet 6330
  • Bedrooms 7
  • Bathroom 6
  • Acreage 0.22

The stately Captain Dexter House is the perfect blend of historic charm and modern amenities. In 2004, a three story addition completed the restoration of this gracious home, and included on the first floor adding a chef's kitchen with oversized island and walk in pantry, full and half bath, dedicated laundry room, large family room with fireplace, formal dining room and wetbar. Two large bedrooms which share a Jack and Jill style bathroom, a second family room and outdoor deck were added to the second floor. Finally, a private staircase to the third floor master suite with views across Vineyard Haven Harbor to East Chop Lighthouse, was added. Other features of the home include 5 fireplaces, an updated mechanical system, Energy Efficient windows, 4 zone heating and 3 zone AC, and private parking. The lovely professionally landscaped grounds and tiered gardens offer multiple areas for gathering, entertaining, or watching the world walk by. Enjoy your morning coffee on the front porch, or entertain friends on the large wrap around porch. The hydrangea filled, beautifully landscaped side patio is serene and private. You are steps away from restaurants, movies, health club, galleries, boutiques and the ferry terminal. This lovely home is being sold furnished with the exception of the attached exclusion list. Consistently strong rental history.

Listed by Wallace & Co. Sotheby's

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

33 Woodlawn Avenue, Vineyard Haven, MA

Price$1,045,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32316

  • Residential
  • Square Feet 2241
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.64

IN-TOWN GEM: ANTIQUE HOME WITH BEAUTIFUL GARDENS AND POOL. Tucked away amid .67-acres of lush, mature gardens -- and located just around the bend from iconic William Street -- this charming 1870's antique home has been updated for ideal in-town living. Special features include 8-foot ceilings, original antique pine floors, large windows that flood the home with sunlight and living spaces that seamlessly integrate formal and casual living. The Main Foyer graciously opens to both a Living Room and adjacent Family Room/Den for easy and comfortable living. Toward the center of the home, a formal Dining Room connects to a sunny, eat-in kitchen with custom milled cabinetry, beautiful butcher block countertops and high-end stainless steel appliances. This charming home features a total five (5) bedrooms, including a spacious first-floor Master Bedroom suite with grasscloth wall coverings, a full bath and glass sliders that open up on to a side porch and yard. The property's park-like setting provides wonderful opportunities for outdoor enjoyment including a large sunny deck for outdoor dining and lounging and a private, fenced swimming pool with terrace . . . the perfect place to enjoy summer days with family and friends. The property boasts a solid rental history and the furnishings are available for turnkey purchase. This property offers expansion possibilities to create a unique in-town compound including a guest house . . . with all the best of the village, and harbor just a stroll away!

Listed by Point B Realty LLC

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

84 William Street, Vineyard Haven, MA

Price$975,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32005

  • Residential
  • Square Feet 2268
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.1476

William Street - The quiet, elegant Historic District in Vineyard Haven just a block from Main Street lined with classic homes and well maintained yards; a neighborhood that takes pride in its heritage. This Greek Revival home built in 1850, updated over the years and most recently in 2016 is within walking distance of the ferry, all activity on Main Street, swimming, boating and band concerts at Owen Little Park. Walking is the operative for your morning coffee and paper, to pick up your mail, fresh fish at the Net Result and the select number of restaurants. The large country kitchen was remodeled last year with many windows and skylights. The space provides room for many to gather at a breakfast table, lounging on a couch or rocker, keeping the cook company or participating in meal preparation. The balance of the house follows a traditional Greek Revival interior flow in the style of other homes on the street. An open dining room and living room with fireplace are at the front of the house along with the formal foyer and classic stairway. A master suite with private bath and walk in closet command the front of the house with peeks of the Harbor. A small room or office could be integrated into the master bedroom. There are two other bedrooms on this level along with another full bath. An open stairway to the finished third floor provides an additional 600 sf of living space. Move in and enjoy the charm of the property and the premier location and neighborhood. If you become project oriented, enjoy the potential transformation knowing the existing values support any level of improvement.

Listed by Sandpiper Realty

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

34 Proprietors Way, Vineyard Haven, MA

Price$950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32577

  • Residential
  • Square Feet 1800
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.232

A lovely new four bedroom, three bath Traditional Style House under construction in a great location. Very energy efficient and includes a stone patio.Very close to town yet still quiet. Walk to Main Street in 5 minutes. Cross Franklin Avenue and walk down protected semi-private walkway to Williams Street. House to be finished by early December. Buy now and finish to your own specifications.

Listed by Nautilus Realty

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

152 Main Street, Vineyard Haven, MA

Price$925,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32828

  • Residential
  • Square Feet 2416
  • Bedrooms 6
  • Bathroom 5
  • Acreage 0.28

A most distinguished property for a most discerning buyer - The oldest home in Vineyard Haven, built in 1720, previously known as the Timothy Chase House but now currently called the 1720 House. It is listed in the National Register of Historic Places and located in the William Street Historic District. The pride of ownership will pass along to the next resident who will continue to respect the character and architecture. Little has changed in the interior, and the integrity of the architecture remains intact along with the prominent two brick chimneys. The beautiful floors, low ceilings, and classic flow have been honored over the years. There are six bedrooms and 5 1/2 bathrooms. The home is located behind a circular driveway setting it back from the activity of Main Street. A quite garden with an old Copper Beach Tree enhances the historic setting of the property which abuts William Street to the west. The Copper Beach tree served as a beacon for ships coming into the Harbor. The 1720 House has been operating as an inn, however, is the perfect historic home to be enjoyed by a very fortunate family.

Listed by Sandpiper Realty

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

85 State Road, Vineyard Haven, MA

Price$899,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32520

  • Residential
  • Square Feet 1754
  • Bedrooms 3
  • Bathroom 1
  • Acreage 0.3367

Fall In Love. The sophisticated elegance of this fabulous 3 bedroom home is evident at every turn. Exploring the many updates, additions and thoughtful installations, the house comes alive with the history of yesterday through the interpretation of its classically inspired owners. Built in 1801, the home maintains many of the original architectural features of the era along with modern amenities and sleek design. The downstairs open kitchen and dining area has soapstone countertops, cathedral ceilings while remaining in the post and beam style of the day. Everything has been replaced, remodeled and repaired to allow for modern living and functional ease. Through the kitchen and dining area is a living room with w slatwood lined cathedral ceiling, french doors, fireplace and 9 over 9 double hung windows inviting optimum light. A less formal den/study follows with similar enhancements and the downstairs master is at the far end of this wing, in the original portion of the house. Upstairs are 2 large bedrooms with original painted wide wood floors, plaster walls and traditional style roofline. A large patio at the back of the house was built on thick slabs of metallic hued slate, well lit and private it creates an entertaining space for dining and enjoying the outdoors during the day and under the stars at night.

Listed by Breakwater MV

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

87 Center Street, Vineyard Haven, MA

Price$869,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 32494

  • Residential
  • Square Feet 1849
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.2127

Wonderful in town Victorian on Center Street in Vineyard Haven within walking distance of the Harbor and Ferry. This 1852 home has Three bedrooms, Two full baths and was renovated in 2000 to combine modern living, while still retaining the Alluring Charm of a Vintage home. Main living level has unexpectedly High ceilings, more Windows than you'd imagine and lovely light! The Living room has a Wood Burning fireplace and opens to a second living room, both of which have Two over Two windows with Double Hung Shutters, Antique Fir floors and substantial Trim throughout. The Custom Kitchen has painted Wood cabinets, Teak counters, Stainless Steel Appliances (including a Gas Stove) multiple Two over Two windows and beautiful Wide Pine planked floor. A unique and appealing Buffet feature visually separates the Kitchen from the Dining room and provides additional storage and counter space. Both rooms open to a Large, 28ft x 12 ft. mahogany deck. Second story has Three Bedrooms, one Master with multiple closets and built in storage, skylights and Two Guest Rooms. Walk up to Attic via a private stairs from the third bedroom. Walk Out Basement with full size windows and cement floor houses the mechanics of the house and provides additional storage! Forced Hot Air Heat allows the possibility of adding Central Air. Covetable, Private back yard is flanked by a terrific Two Story Barn which was has also been renovated and is finished...insulated and heated. The Barn would make a super office, recreation area, gym, media area or a studio! Walk to Vineyard Haven Town Tennis, Restaurants, Cinema and Shopping. INTERIOR PHOTOS TO FOLLOW. Tax figure does not reflect Residential Exemption. With Residential Exemption, taxes are $4556.00. 3/10ths of a mile to Ferry and Beach! THIS IS A SHORT SALE. ALL OFFERS ARE SUBJECT TO BANK APPROVAL.

Listed by Alisan Lohan-Conway Properties

{$agent->Name}

Vineyard Realty Group
PO Box 1883
Edgartown MA, 02539
Office: 508-627-3030

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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