Tisbury, MA Homes

/39
$2,700,000
- 3 Beds
- 4 Baths
- 2,300 Sq Ft
229 Oak Ln, West Tisbury, MA 02575

A hidden gem in West Tisbury! Beautifully manicured, fenced in 2.2 - acre parcel with 100% privacy, and 84 evergreen trees. This modern, contemporary well maintained home is 3-bedroom, 3 bath with two levels of living and a partially finished basement. The first floor is a sunlight filled, open kitchen and dinning room, with hardwood floors throughout. There are multiple decks leading out

Doug Burke Cronigs Real Estate

229 Oak Ln, West Tisbury, MA 02575
/8
$17,500 per month plus fees
- 8 Beds
- 4.5 Baths
- 3,876 Sq Ft
- House for Rent
550 Chappaquonsett Rd Vh424 Unit 1, Tisbury, MA 02568

THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!!!!!! Classic vineyard cottage with large open indoor and outdoor spaces to choose from while you and your family create memories to last a lifetime. Enjoy creating appetizers or three course meals in the newly renovated kitchen, bask in the light filled sun room or one of several covered porches while you take in the smell of fresh ocean air and

Karen Overtoom Karen M. Overtoom R.E.

550 Chappaquonsett Rd Vh424 Unit 1, Tisbury, MA 02568
/44
$1,890,000 Sold Aug 29, 2025
- 3,270 Sq Ft
- $578/SF
- 38 Days On Market
- 4 Beds
- 3 Baths
- Built 1981
1 Thames Ct, Edgartown, MA 02539

Welcome to this spacious and elegant 4- bedroom, 3-bathroom home nestled in a prime central Edgartown location. Offering over 3,200 sq ft of living space, this expansive property is perfect for a large family, accommodating guests, or serving as a lucrative income opportunity.Step inside to an inviting open-concept layout that seamlessly connects the living, dining, and kitchen

Jon Hartzband Martha's Vineyard Island-Wide Realty

1 Thames Ct, Edgartown, MA 02539

/2
Est $2,543,652 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,527 Sq Ft
230 Pond Rd, Vineyard Haven, MA 02568

230 Pond Rd, Vineyard Haven, MA 02568

/39
$2,700,000
- 6 Beds
- 3.5 Baths
- 3,000 Sq Ft
63 Crowell Ln, Vineyard Haven, MA 02568

Extraordinary West Chop Opportunity - Two Homes on 1.80 Acres in Vineyard HavenNestled next to the desirable West Chop/Mink Meadows neighborhoods, this unique property is less than two miles from the center of town and the beach. The property features two dwellings, making it a perfect opportunity for multi-generational living, guest accommodations, or rental potential.The welcoming,

Heather Dyas-Fried Tea Lane Associates

63 Crowell Ln, Vineyard Haven, MA 02568
/8
$6,000 per month plus fees
- 4 Beds
- 2.5 Baths
- 2,000 Sq Ft
- House for Rent
33 Kennebago Ave Vh414, Tisbury, MA 02568

THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! This beautiful home has lots of open space for cooking, yard activities or just plain relaxing. Private association beach overlooking the Elizabethan Islands. Plan a sunset picnic on the beach or plan in the morning to see the rays of sun break on the water.

Karen Overtoom Karen M. Overtoom R.E.

33 Kennebago Ave Vh414, Tisbury, MA 02568
/50
$4,295,000 Sold Aug 27, 2025
- 2,792 Sq Ft
- $1,538/SF
- 64 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1880
118 William St, Vineyard Haven, MA 02568

The Captain George Harding Home sits gracefully on the westerly side of iconic William Street overlooking Vineyard Haven village with distant views of the harbor. This immaculate and re-imagined Gothic Revival offers both timeless elegance and modern luxury. Completed in 2024, the comprehensive down-to-the-studs renovation includes all new systems like central air and dehumidification. Every

Alexis Holden Tea Lane Associates

118 William St, Vineyard Haven, MA 02568

/34
Est $2,546,877 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 1 Sq Ft
248 Pond Rd, Vineyard Haven, MA 02568

248 Pond Rd, Vineyard Haven, MA 02568

/34
$3,450,000
- 4 Beds
- 3 Baths
- 1,728 Sq Ft
6 Brewster Ave, Oak Bluffs, MA 02557

Enjoy sweeping ocean views from this beautifully updated East Chop Victorian, complete with a timeless guest cottage. Thoughtfully renovated in 2010, the main residence seamlessly blends historic character with modern comfort. The kitchen and bathrooms have been stylishly updated while preserving the home's original charm and character. The guest cottage, tucked to the rear of the property,

Katherine Donahue Sandpiper Realty Inc

6 Brewster Ave, Oak Bluffs, MA 02557
/12
$15,000 per month plus fees
- 5 Beds
- 6.5 Baths
- 4,137 Sq Ft
- House for Rent
41 Naushon Rd Wt116, Aquinnah, MA 02575

Stunning water views from this expansive beachfront estate in Makonikey off Lambert's Cove Rd. Enjoy the large living area with comfortable couches, floor to ceiling windows and french doors for seamless indoor to outdoor living and dining. There is a fully equipped kitchen. Some folks will enjoy the treadmill and elliptical while watching boats pass by or even play squash in the indoor squash

Karen Overtoom Karen M. Overtoom R.E.

41 Naushon Rd Wt116, Aquinnah, MA 02575
/37
$2,100,000 Sold Aug 27, 2025
- 3,310 Sq Ft
- $634/SF
- 60 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2009
42 Daggett Ave, Vineyard Haven, MA 02568

This elegant farmhouse awaits your arrival! Nestled in the heart of Vineyard Haven, the desirable location is within close proximity to the Vineyard Haven Yacht Club and harbor, public beach access, ferry, downtown shops & restaurants, MV Playhouse, Owen Park Beach, new public tennis courts. Open the door to be greeted by a lovely entry way that leads into a light filled living area with

Rene Jackson Island Real Estate

42 Daggett Ave, Vineyard Haven, MA 02568

/25
Est $2,091,937 Not Listed For Sale
- 5 Beds
- 3 Baths
- 3,636 Sq Ft
131 Shubael Weeks Path, Vineyard Haven, MA 02568

131 Shubael Weeks Path, Vineyard Haven, MA 02568

/28
$2,495,000
- 4 Beds
- 3 Baths
- 2,600 Sq Ft
268 Tashmoo Ave, Vineyard Haven, MA 02568

Welcome to this meticulously maintained home which features an attractive open kitchen with an island that seats four. The kitchen has a wall of built in appliances and a walk-in pantry for ease of cooking. The kitchen flows into the open dining area and lounge area with a wall of sliding glass doors that lead to the large outdoor entertaining area which features a lounge area and two eating

Michele Casavant Vineyard Village Realty

268 Tashmoo Ave, Vineyard Haven, MA 02568
/8
$18,500 per month plus fees
- 4 Beds
- 3.5 Baths
- 1,714 Sq Ft
- House for Rent
4 Windy Way Wt143, West Tisbury, MA 02575

THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! The 3.3 acre private setting is most picturesque with its positioning in private Upper Makonikey , the long circular driveway , its grassy lawn, and rolling landscape fields . Only a short distance away is over 3,000 feet of PRIVATE sandy association Beaches , directly below , with two nearby parking lot access-ways . Nestled onto this promontory is a

Karen Overtoom Karen M. Overtoom R.E.

4 Windy Way Wt143, West Tisbury, MA 02575
/23
$1,800,000 Sold Aug 26, 2025
- 1,351 Sq Ft
- $1,332/SF
- 0 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1910
12 Martha's Park Rd, Oak Bluffs, MA 02557

Harthaven Cottage - This magical cottage, tucked away just 2/10's of a mile from the private association beach, is waiting for you to call it your own. A covered porch welcomes you. Once inside, you begin to take in the charming details of this classic 3-season home. There are cathedral ceilings with exposes painted beams. Home features 4 bedrooms, 1 1/2 baths and outdoor shower. Both bathrooms

Michele Moore Island Real Estate

12 Martha's Park Rd, Oak Bluffs, MA 02557

/45
Est $1,802,171 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,576 Sq Ft
38 Edgewood Dr, Edgartown, MA 02539

38 Edgewood Dr, Edgartown, MA 02539

/51
$2,750,000
- 5 Beds
- 4.5 Baths
- 4,982 Sq Ft
79 David Ave, Vineyard Haven, MA 02568

BEAUTIFUL CUSTOM-BUILT RETREAT- LAMBERT'S COVE This impressive property offers the perfect blend of privacy and convenient access to downtown and the picturesque James Pond Reserve at Lambert's Cove Beach. Step inside to discover over 4,900 sq ft of recently renovated living space. The home boasts 5 bedrooms and 4.5 bathrooms, including a stunning chef's kitchen that will ignite your culinary

Tina Miller Donnelly + Co

79 David Ave, Vineyard Haven, MA 02568
/8
$4,800 per month plus fees
- 3 Beds
- 3 Baths
- 3,279 Sq Ft
- House for Rent
165 Christiantown Rd, West Tisbury, MA 02575

THIS PROPERTY IS A WEEKLY PROPERTY!! The home is set on six beautifully landscaped acres with original stone walls. It is located in private historic Christiantown on the North Shore, a short distance from both Lambert’s Cove Beach and Cedar Tree Neck Wildlife Reserve. Cedar Tree is a habitat with tumbling streams and freshwater ponds, sandy beaches and rocky cliffs, tall oaks and cool beech

Karen Overtoom Karen M. Overtoom R.E.

165 Christiantown Rd, West Tisbury, MA 02575
/17
$1,450,000 Sold Aug 26, 2025
- 2,311 Sq Ft
- $627/SF
- 78 Days On Market
- 3 Beds
- 2 Baths
- Built 1987
61 Dodgers Hole Rd, Edgartown, MA 02539

Located in the sought-after Dodgers Hole neighborhood, this beautifully renovated home blends modern style with coastal ease. Sunlight fills the main living area, where cathedral ceilings and hardwood floors create a bright and welcoming space.The kitchen has been completely redone with fresh finishes and thoughtful design, and the brand-new baths add to the turnkey appeal. The finished lower

Ellen Valentgas Sotheby's International Realty

61 Dodgers Hole Rd, Edgartown, MA 02539

/2
Est $1,366,732 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,400 Sq Ft
45 Pine Tree Ln, Vineyard Haven, MA 02568

45 Pine Tree Ln, Vineyard Haven, MA 02568

/42
$1,845,000 Open Fri 11:30AM - 12:30PM
- 3 Beds
- 3 Baths
- 1,389 Sq Ft
12 W Farm Rd, West Tisbury, MA 02575

Welcome to your dream home in the picturesque town of West Tisbury, nestled in the coveted Coffins Field neighborhood.This stunning home has undergone a total renovation, resulting in a fresh, modern, and inviting atmosphere. The home boasts an expansive layout with 3 bedrooms and 3 bathrooms and that includes a completely finished, unaccounted approximate 850 sqft walk-out basement. The

Joe & Nicole Holland Vineyard Dream Realty LLC

12 W Farm Rd, West Tisbury, MA 02575
/27
$18,840 per month plus fees
- 3 Beds
- 2.5 Baths
- House for Rent
21 William St Vh430, Tisbury, MA 02568

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,710. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Lovely elegant home with wonderful art and furnishings. Once you step in the front door you will fall in love with this lovely home. Each room is a delight. Large nicely appointed kitchen with easy access to a beautiful dining room. A formal living room is next to a less

Karen Overtoom Karen M. Overtoom R.E.

21 William St Vh430, Tisbury, MA 02568
/40
$2,300,000 Sold Aug 21, 2025
- 3,213 Sq Ft
- $716/SF
- 75 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2011
174 Tashmoo Ave, Vineyard Haven, MA 02568

Welcome to your dream home! The perfect blend of comfort and luxury awaits you in this custom-designed 5-bedroom, 4.5-bathroom residence. Over 3200 square feet of spacious living, upscale furnishings, finished basement with entertainment bar, and all the right touches to make every day feel like a retreat. Conveniently located under a half mile from downtown Vineyard Haven, where you will find

Lisa Lucier Anchor Realty of Martha's Vineyard

174 Tashmoo Ave, Vineyard Haven, MA 02568

/36
Est $2,327,183 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,436 Sq Ft
377 State Rd, Vineyard Haven, MA 02568

377 State Rd, Vineyard Haven, MA 02568

/30
$1,799,000
- 4 Beds
- 2.5 Baths
- 2,291 Sq Ft
63 Saddle Club Rd, Edgartown, MA 02539

Welcoming and Picturesque from outside to inside! Thru the door, into the entryway you immediately sense comfort and well-being in this beautifully cared for 4-bedroom home. Open floor plan stars a chef’s kitchen outfitted with premium luxury appliances, granite counters, and loads of cabinets along with a dining area perfect for family and friend gatherings. Family room, along with a

Martha Smith C McManus Realty Group

63 Saddle Club Rd, Edgartown, MA 02539
/25
$10,800 per month plus fees
- 2 Beds
- 4 Baths
- 1,800 Sq Ft
- House for Rent
256 Sandpiper Lane Vh417, Tisbury, MA 02568

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,700. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This well appointed condo will make you feel comfortable and at home the moment you walk in. Swimming, kayaking, tennis, walking trails, and shopping are all at your finger tips. Mink Meadows Golf Course is just a stroll down the street as well. Enjoy all the Island has

Karen Overtoom Karen M. Overtoom R.E.

256 Sandpiper Lane Vh417, Tisbury, MA 02568
/19
$1,449,000 Sold Aug 19, 2025
- 2,284 Sq Ft
- $634/SF
- 263 Days On Market
- 3 Beds
- 3 Baths
- Built 1987
14 High Meadow Ln, Oak Bluffs, MA 02557

MEADOW VIEW FARM/OAK BLUFFS - Owned by the same family for over 30 years, this sun-drenched, contemporary reverse-style home is located in Meadow View Farms. Well-maintained over those years, this 3 bedroom, 2 full and 2 half baths multi-level home has so much to offer and boundless potential. The second-level features a bright, open floor plan with cathedral ceilings and 3 sliding doors that

Michele Moore Island Real Estate

14 High Meadow Ln, Oak Bluffs, MA 02557

/14
Est $2,709,570 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,926 Sq Ft
30 Pond Ln, Vineyard Haven, MA 02568

30 Pond Ln, Vineyard Haven, MA 02568

/40
$1,825,000
- 4 Beds
- 4 Baths
- 3,927 Sq Ft
44 Tiffany Dr, Oak Bluffs, MA 02557

Nestled within the desirable Lagoon Estates development and set on a beautifully wooded 1.38-acre lot abutting Land Bank property, this expansive and sun-filled home offers versatile living space and a flexible floor plan. The main house features generously sized rooms enhanced by large windows that flood the interior with natural light. The kitchen boasts white cabinetry, a wall-mounted

Nora Jardin Island Real Estate

44 Tiffany Dr, Oak Bluffs, MA 02557
/18
$10,000 per month plus fees
- 3 Beds
- 1.5 Baths
- 1,144 Sq Ft
- House for Rent
100 Franklin Terrace Vh411, Tisbury, MA 02568

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This charming 3 bedroom home offers open living, dining and kitchen space that open to a screened-in porch and patio. You are located in a peaceful setting yet with-in walking distance to Lake Tashmoo, town beaches, and the Vineyard Haven Village for dining, shopping and

Karen Overtoom Karen M. Overtoom R.E.

100 Franklin Terrace Vh411, Tisbury, MA 02568
/41
$1,310,000 Sold Aug 18, 2025
- 1,964 Sq Ft
- $667/SF
- 0 Days On Market
- 3 Beds
- 2 Baths
- Built 1965
35 E Side Rd, Oak Bluffs, MA 02557

Close to the Lagoon - This three-bedroom, two-bath home sits on an oversized corner lot and has been lovingly maintained over the years. Recent upgrades include the addition of mini splits, interior painting, and lighting. The sunroom provides additional year-round living space and the wraparound deck is ideal for summer use. Bring your vision to the partially finished lower level where

Kristin Buck Donnelly + Co

35 E Side Rd, Oak Bluffs, MA 02557

/36
Est $1,273,428 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,780 Sq Ft
16 Rock Pond Rd, Vineyard Haven, MA 02568

16 Rock Pond Rd, Vineyard Haven, MA 02568

/46
$1,795,000
- 3 Beds
- 2.5 Baths
- 1,406 Sq Ft
17 John Wesley Ave, Vineyard Haven, MA 02568

Welcome to this year-round East Chop Victorian Gingerbread home, close to Oak Bluffs Harbor, Jetty Beach, and downtown. The amazing wrap-around porch is perfectly designed for spending lazy summers with friends and family. Many a party has been hosted on this generous porch, made more enticing by an open-plan first floor with a large kitchen, living room, and dining area. The first floor

kyle Neyer Tea Lane Associates

17 John Wesley Ave, Vineyard Haven, MA 02568
/28
$32,000 per month plus fees
- 4 Beds
- 4 Baths
- 3,200 Sq Ft
- House for Rent
37 Mempremagog Ave Vh410, Tisbury, MA 02568

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $8,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Fabulous custom designed and decorated four bedroom home is located in a wooded setting that offers total privacy and is with-in walking distance to a private association beach. And yet is only 3 miles from downtown Vineyard Haven. This lovely home offers a gourmet eat-in

Karen Overtoom Karen M. Overtoom R.E.

37 Mempremagog Ave Vh410, Tisbury, MA 02568
/17
$929,000 Sold Aug 18, 2025
- 1,286 Sq Ft
- $722/SF
- 6 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1950
299 Franklin St, Vineyard Haven, MA 02568

Walkable to downtown Vineyard Haven, offering shops, dining, and waterfront access. Close to everything, yet tucked away on a peaceful corner lot is this classic 3-bedroom, 1.5-bathroom ranch home. The possibilities abound on a spacious .27-acre level yard where you can add more bedrooms and an ADU. The extra long detached 2-car garage with high ceilings is a great spot to store your vehicles or

Lisa Lucier Anchor Realty of MV

299 Franklin St, Vineyard Haven, MA 02568

/40
Est $1,845,394 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 1 Sq Ft
179 Main St, Vineyard Haven, MA 02568

179 Main St, Vineyard Haven, MA 02568

/42
$1,895,000
- 3 Beds
- 4 Baths
- 2,558 Sq Ft
35 Tower Ridge Rd, Oak Bluffs, MA 02557

Thoughtfully designed post-and-beam home that blends character with modern comfort and flexible living in Tower Ridge. The open-concept main floor features spacious gathering areas, while the finished basement offers a quiet retreat for work, relaxation, or play. The outdoor living space is just as inviting, with an oversized deck overlooking mature plantings and a generous side yard--perfect for

Katherine Donahue Sandpiper Realty Inc

35 Tower Ridge Rd, Oak Bluffs, MA 02557
/15
$7,500 per month plus fees
- 2 Beds
- 1 Bath
- 800 Sq Ft
- House for Rent
83 Ashtons Way, Vineyard Haven, MA 02568

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $1,875. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This two bedroom cottage is set in a private setting in the woods, just a short distance to downtown Vineyard Haven. Sleeps four comfortably, open living space, deck and outside shower. If rented with the main house, access to private association beach and golf would be

Karen Overtoom Karen M. Overtoom R.E.

83 Ashtons Way, Vineyard Haven, MA 02568
/36
$1,765,000 Sold Aug 18, 2025
- 2,450 Sq Ft
- $720/SF
- 25 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1988
34 Tower Ridge Rd, Oak Bluffs, MA 02568

Nestled on a beautifully landscaped lot with lush gardens and mature trees, 34 Tower Ridge offers the perfect blend of privacy and convenience. Ideally located just minutes from downtown Oak Bluffs and the Farm Neck Golf Course, this well-maintained property is suited for comfortable year-round living or as a serene Island retreat. Inside, the bright and open layout features an updated kitchen

Katie Donahue Sandpiper Realty

34 Tower Ridge Rd, Oak Bluffs, MA 02568

/48
Est $2,915,234 Not Listed For Sale
- 6 Beds
- 3.5 Baths
- 3,440 Sq Ft
8 Coffins Field Rd, Edgartown, MA 02539

8 Coffins Field Rd, Edgartown, MA 02539

Showing Results 41 - 80, Page 2 of 18

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