Vineyard Haven Luxury Real Estate

Find current luxury real estate in Vineyard Haven on Martha’s Vineyard. Contact Ocean Park Realty or call us at 508-693-4210 if you have questions about any of these properties or would like to set up a private tour. Sign up for an account (it's free) to save your favorite luxury properties in Vineyard Haven and get notified when similar properties become available.

Vineyard Haven Luxury Properties For Sale

142 Lake Street Vineyard Haven MA 02568

Vineyard Haven, MA142 Lake Street

Price$2,075,000

Est. Mortgage: $/month

MLS Number 41371

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 0.3593

Modern Contemporary designed by noted Vineyard architect, Bruce MacNelly. The furnishings complete the design. You can move in and unpack, offered Turnkey (excluding artwork). The well-designed layout provides plenty of room for family and friends to gather while having ample private spaces to relax or work from home. The first floor is bright with open Living, Dining, Kitchen. Large doors open out to the deck with seating and dining area overlooking the lovely landscaped garden. A half bath is off of the entry. The 2nd floor has a lovely primary bedroom with ensuite bath and views of the back garden; and at the opposite end are 2 guest bedrooms which share a full bathroom off the hall. The washer/dryer is also on the 2nd floor. The lower level has a Living/TV room and a large, above-grade bedroom with an ensuite bath. Sliders walk out to a stone terrace and a path that winds up to the backyard. The fire pit is the perfect spot to gather in the evenings and enjoy cocktails or roast marshmallows. It's an easy walk into downtown Vineyard Haven or head down to the town boat landing on Lake Tashmoo or the tennis courts at the end of the street. There is a seasonal rental history.

Listed by Kathryn Tate of Kendall & Kendall

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

84 Cuttyhunk Avenue Vineyard Haven MA 02568

Vineyard Haven, MA84 Cuttyhunk Avenue

Price$2,795,000

Est. Mortgage: $/month

MLS Number 41369

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 3.5
  • Acreage 0.6399

LOWER MAKONIKEY - One of just a handful of Private Beach Associations in Vineyard Haven, this home and grounds are replete with the requisite elements for summer by the beach, and modern year round living. Just ¼ mile to the Private North Shore Beach, overlooking Vineyard Sound, this Post and Beam Style property is an entertainer's dream both inside and out. Inside, natural wooden beams and soaring ceilings abound with 2,400 square feet of generously sized living spaces, with three en-suite bedrooms, three and a half bathrooms, a loft, and bonus finished lower level living space for extra guests or home gym. Some of the first floor distinctive attributes include a primary bedroom suite, with private bathroom and walk-in closet, living room with custom built-ins and hand laid stone fireplace, beautiful kitchen open to the window lined dining room and easy access to the outdoor dining area, there is also a laundry room and powder room, and access to lower level finished living space. The second floor has two guest suites, each with private bathrooms, and a sunlit loft space for an office or lounge area. The lengthy covered front porch is welcoming and also offers yet another outdoor living space to enjoy the privacy and quiet in this natural setting. The backyard has a sweet stone patio surrounded by native forest, stone walls and mature perennial plantings for easy outdoor care, and with the screened in deck, you can enjoy this peaceful setting in any weather. The attached two car garage and extra unfinished basement space leave loads of room for storage. An extraordinary opportunity to belong to this exclusive community, valuing privacy, nature and close proximity to bustling Vineyard Haven in a delightful seaside enclave.

Listed by Rose Ryley of Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

146 Edgartown Vineyard Haven Road Vineyard Haven MA 02568

MLS Number 39583

  • Residential
  • Mls Status Active
  • Bedrooms 2
  • Bathroom 2
  • Acreage 0.18

Ranch-style gem nestled in the heart of Vineyard Haven. From the welcoming front porch, step inside and be greeted by a warm and inviting interior that has been thoughtfully renovated to meet today's standards while preserving its timeless charm. The main level boasts seamless flow featuring a spacious living room lined with large windows and hardwood floors throughout. The eat-in kitchen features a dining area with a cozy window seat and plenty of countertop space and updated appliances. The main level also features 2 spacious bedrooms and a modern tile bath with tub and glass shower. The partially finished lower level offers additional flexible living space and a full bath. One of the highlights of this home is the oversized screened porch that overlooks the expansive backyard. The yard is a perfect blend of open space and lush landscaping. Located in the desirable Vineyard Haven area, you will enjoy convenient access to local amenities, shopping, dining, ferry, and more.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

36 Ferro Way Vineyard Haven MA 02568

Vineyard Haven, MA36 Ferro Way

Price$2,175,000

Est. Mortgage: $/month

MLS Number 41255

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3.5
  • Acreage 0.3494

Discover the pinnacle of luxury living in Vineyard Haven with this exceptional 5-bedroom, 3.5 bath home, now enhanced by a brand-new farmer's porch. Only 3 years old, this residence seamlessly marries modern sophistication with timeless charm, providing an idyllic retreat for families seeking the finest in comfort and style. From the moment you step inside, you'll be captivated by the expansive eat-in kitchen, boasting a gas stove, double ovens and a free-standing refrigerator as well as a free-standing freezer that cater to your storage needs while showcasing premium cabinetry and countertops. This culinary haven effortlessly flows into the dining area, perfect for daily life and entertaining. For easy clean up, enjoy the central vac system and 2 large pantries in the kitchen. The main floor bedroom, walk-in closet and main bath are an enchanting retreat away from the second-floor bedrooms which provide comfort and seclusion for family members and guests alike. Endless possibilities with the finished attic space which offers versatility to suit your family's evolving needs. Whether you desire a play area for youngsters or a productive home office, this space can be tailored to your preferences. Outdoor living reaches new heights with the addition of a freshly constructed farmer's porch. This charming space provides an inviting entryway and a welcoming spot to enjoy the surroundings. Thoughtfully designed outdoor lighting casts a warm glow over the outdoor spaces, setting the stage for enchanting evenings. The irrigation system ensures that the lawn and gardens remain vibrant and lush year-round. Set in the sought-after Vineyard Haven locale, convenience and elegance converge seamlessly. Local amenities, schools, parks and the delightful downtown area are all within easy reach. Whether you 're spending a leisurely day at the beach or exploring nearby boutiques, this location offers an array of options.

Listed by Hope O'Brien of Compass LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

51 Lagoon Pond Road Vineyard Haven MA 02568

Vineyard Haven, MA51 Lagoon Pond Road

Price$1,050,000

Est. Mortgage: $/month

Active With Contract

MLS Number 41299

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.1652

Fantastic in-town opportunity. Backed up the Veterans park in the waterfront commercial district, this double parcel has multiple opportunities for homes, businesses and a combination of both. The height of the building is measured from the base of the finished first floor so a lower level garage does not count towards height. Buyer should do their own due diligence and consult with town but likely any building will have a lovely view of the part to the south with great solar potential. This is an area that is appreciating quickly as many homes are being improved and people are finding living close to town has great benefits. These two properties can be used together to create a fantastic plan for the new owner.

Listed by Jim Feiner of Feiner Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

10 Elm Street Vineyard Haven MA 02568

Vineyard Haven, MA10 Elm Street

Price$1,398,000

Est. Mortgage: $/month

MLS Number 41282

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.23

This top-to-bottom newly renovated home with new town 'green' building codes is your perfect chance to live on the Vineyard! Cottage contains 2 bedrooms, full bath, central AC, living/dining kitchen area and deck. Updates include 3/4 hickory hardwood flooring with ceramic finish (2022), Anderson windows (2020) solar (2021), remodeled living room with open concept. Both solar & windows have 20 year transferable warranty. Addition was constructed in 2003 and is connected to garage which houses a water heater, and washer/dryer. First floor includes a kitchenette, & the second story includes a primary suite with loft, walk-in closet, full bath deck (2003) with privacy screening (2022) & outdoor shower. Located on a large lot with endless possibilities for backyard enjoyment. The front of the home has tremendous curb appeal with lawn and gardens and pea-stone driveway with cobblestone trim. Close to Lagoon access and boat launch. 2 blocks from the bus stop, or minutes to Downtown Vineyard Haven.

Listed by Patricia McArdle of Bold Real Estate Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

317 State Road Vineyard Haven MA 02568

MLS Number 41272

  • CommercialSale
  • Mls Status Active
  • Bathroom 2.5
  • Bedrooms 7
  • Half Baths 1

Location, Location, Location. Largest available parcel in State Road commercial corridor with 1.47 acres of land. Fully tenanted on month to month leases including single family house and other buildings. Lots of vacant commercial land, unwooded and ripe for development of some kind. Commercially zoned B-2.

Listed by Mike Sawyer of Sawyer Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

193 Franklin Terrace Vineyard Haven MA 02568

Vineyard Haven, MA193 Franklin Terrace

Price$1,349,000

Est. Mortgage: $/month

MLS Number 41205

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.4562

Perched on a sunny sloping lot, this 3-bedroom, 2-bath ranch style year-round home in a quiet established neighborhood is walking distance to the heart of town and close to everything. Septic can accommodate 4 bedrooms. Primed for indoor/outdoor living, this home features a newly renovated deck with grilling area and new outdoor shower looking over landscaped side yard and enclosed vegetable garden. Another sunny deck adjacent to the primary living area on the main level affords views of the wooded expanse beyond the house with ample space for outdoor lounging and dining. On the main level, the kitchen with large island flows into the living room space and includes a newly renovated full bath. On the lower level, 2 bedrooms have walkout access to the property with the 3rd bedroom and full bath rounding out this floor. A detached storage shed and utility closet provide overflow storage or workshop space. Other recent updates include new roof shingles and fully irrigated lawn. Ample and convenient on-site parking.

Listed by Claire Callagy of Compass | Point B

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

794 & 690 Chappaquonsett Road Vineyard Haven MA 02568
Pending

MLS Number 41193

  • Residential
  • Mls Status Pending
  • Bedrooms 10
  • Bathroom 10
  • Acreage 20.34

Chip Chop is the legendary 20-acre beach compound set on Vineyard Sound. The property has lived large in Martha’s Vineyard lore since the 1940s when it was built for celebrated Broadway star Katharine Cornell. For many decades it has hosted a broad spectrum of well-known figures from the worlds of literature, theater, cinema, and politics. There are two separate lots – one 17.4 acres and the other 2.84 acres. A mile of private shoreline surrounds the property, including 2000 feet of sandy beach on the exquisite swimming waters of Vineyard Sound, and a large swath of sandy beach on Lake Tashmoo. There are no fewer than 4 homes - a 3-bedroom main house, a 2-bedroom caretaker’s cottage, and 2 elegant beach houses built in 2007 which offer some of the most astonishing water views on Martha’s Vineyard. The Pond Pavilion and the Ocean Pavilion are 2 separate, detached bedroom suites. The swimming pool overlooking Vineyard Sound with views of the mainland beyond is simply stunning. A Har-Tru tennis court is discretely nestled in a private corner of the property. Supremely stylish and yet consummately casual, this famed Martha's Vineyard property is a unique offering and could never be recreated.

Listed by Mark Jenkins of Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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

74 Leland Avenue Vineyard Haven MA 02568

Vineyard Haven, MA74 Leland Avenue

Price$1,500,000

Est. Mortgage: $/month

Open House

MLS Number 41198

  • Residential
  • Next Open House: Sat 09/30 11:00 am. to 2:00 pm.
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2.5

This property has it all, Open kitchen with breakfast bar, bright familyroom with french doors leading to the expansive mahogany deck with bench, outdoor shower and large rear yard, perfect for a pool. Separate Living and formal dining rooms, half bath with laundry. Second floor features a spacious Master bedroom, on-suite bath with jaccuzzi tub and seperate shower, Two large bedrooms and hall bath, loft area could be used as addtional sleeping area. Central air conditioning and propane hot air heat. The full basement with high ceilings will make for a fantastic finished living space. This wonderful home sits on over a half acre of land, with beautiful rock retaining walls abutting greenbelt in a convenient but private setting. Guest house possibillities.

Listed by Roy Cutrer Jr of Laer Realty Partners

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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 LINKMV as of September 28, 2023 . All data is obtained from various sources and has not been, and will not be, verified by broker or 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.

beach entrance beach entrance
Ocean Park Realty Incorporated Logo

We would love to hear from you.

Say Hello

Contact Us

You deserve to live in the home of your dreams and we want to help facilitate that process. Contact us for more details.

Ocean Park Realty Incorporated Logo

Stay Updated

Send a Message