Tisbury, MA Homes

/62
$1,895,000
- 3 Beds
- 2 Baths
- 2,462 Sq Ft
129 Beach Rd, Tisbury, MA 02568

Unique, waterfront property with amazing, 180 degree views of the lagoon from one side of the property, and the Vineyard Haven Harbor on the north side of the property. Zoned both residential and commercial, rarely does such a unique property become available. Elevated above Beach Road and the lagoon, there are 2 structures on the property. The first, sited on the lagoon with private access, is

Michele Moore Island Real Estate

129 Beach Rd, Tisbury, MA 02568
/40
$32,500 per month plus fees
- 6 Beds
- 4.5 Baths
- 3,222 Sq Ft
- House for Rent
100 Connie's Way &83 Ashtonw Vh408, Tisbury, MA 02568

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Located in Mink Meadows Association, this wonderful four bedroom, three full and one half bath home has many nice features that include a large eat-in kitchen/family room, a more formal living room with fireplace, dining room and den. Televisions in every bedroom, living

Karen Overtoom Karen M. Overtoom R.E.

100 Connie's Way &83 Ashtonw Vh408, Tisbury, MA 02568
/4
$1,350,000 Sold Aug 15, 2025
- 1,864 Sq Ft
- $724/SF
- 12 Days On Market
- 3 Beds
- 2 Baths
- Built 1970
35 Vineyard Avenue Extension, Oak Bluffs, MA 02568

Charming Home Steps from Lagoon Pond - This three bedroom, two bath home is just 550 feet from the sandy shores and calm waters of Lagoon Pond, perfect for swimming, boating and shell fishing. Ideal for both year-round living or vacationing, the home offers an open floor plan, a private primary suite with a walk-in closet and en-suite bath, two guest bedrooms plus a den/office. The finished

Lesley Heidt Sandpiper Realty Inc

35 Vineyard Avenue Extension, Oak Bluffs, MA 02568

/49
Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,092 Sq Ft
670 State Rd, Vineyard Haven, MA 02568

670 State Rd, Vineyard Haven, MA 02568

/21
$1,795,000
- 3 Beds
- 3.5 Baths
- 2,312 Sq Ft
7 Candlemaker Cir, Edgartown, MA 02539

3 bedroom 2.5 bath main house consisting of 2 separate living spaces. First unit has 1st floor with livingroom, kitchen and bathroom. The second floor has an additional livingroom with two bedrooms. The second unit has 1st floor living area with kitchenette and bathroom, bedroom is in basement with walkout egress. 2 Car Garage has a permitted finished living space above with livingroom, full

Roy Cutrer Jr Laer Realty Partners

7 Candlemaker Cir, Edgartown, MA 02539
/17
$12,000 per month plus fees
- 3 Beds
- 2 Baths
- 1,750 Sq Ft
- House for Rent
223 Sandpiper Lane Vh405, Tisbury, MA 02568

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This three bedroom two bath condo is just a short walk to association tennis, pool and the beach. Comfortable easy summer living with outdoor shower, spacious deck, and central AC for those really hot August days!Amenities include Direct TV DVD set up. There is an open

Karen Overtoom Karen M. Overtoom R.E.

223 Sandpiper Lane Vh405, Tisbury, MA 02568
/14
$449,000 Sold Aug 14, 2025
- Land
- 0.6 Acre
- $748,333 per Acre
- 89 Days On Market
517 Edgartown Rd Unit 8.11, Tisbury, MA 02568

A wonderful opportunity to build your island home on this high, level, and beautifully wooded parcel just minutes from town. With electricity and water already in place, the lot is ready for development. Mature trees provide natural privacy and a serene setting. Located next to the trailhead for the Land Bank’s Beech Tree Preserve, you’ll enjoy scenic walks that lead to the Lagoon—perfect for

Meg Bodnar Tea Lane Associates

517 Edgartown Rd Unit 8.11, Tisbury, MA 02568

/35
Est $1,210,701 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,368 Sq Ft
29 Dunham Ave, Vineyard Haven, MA 02568

29 Dunham Ave, Vineyard Haven, MA 02568

/3
$1,795,000
- 3 Beds
- 3.5 Baths
- 2,311 Sq Ft
7 Candle Maker Cir, Edgartown, MA 02539

3 bedroom 2.5 bath main house consisting of 2 separate living spaces. First unit has 1st floor with livingroom, kitchen and bathroom. The second floor has an additional livingroom with two bedrooms. The second unit has 1st floor living area with kitchenette and bathroom, bedroom is in basement with walkout egress. 2 Car Garage has a permitted finished living space above with livingroom, full

Roy Cutrer LAER Realty Partners

7 Candle Maker Cir, Edgartown, MA 02539
/34
$25,000 per month plus fees
- 4 Beds
- 3.5 Baths
- 2,334 Sq Ft
- House for Rent
100 Connie's Way Vh401, Tisbury, MA 02568

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $6,250. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Located in Mink Meadows Association, this wonderful four bedroom, three full and one half bath home has many nice features that include a large eat-in kitchen/family room, a more formal living room with fireplace, dining room and den. Televisions in every bedroom, living

Karen Overtoom Karen M. Overtoom R.E.

100 Connie's Way Vh401, Tisbury, MA 02568
/34
$1,633,000 Sold Aug 14, 2025
- 1,918 Sq Ft
- $851/SF
- 66 Days On Market
- 5 Beds
- 2 Baths
- Built 1870
35 Tuckernuck Ave, Oak Bluffs, MA 02557

Location, Location, Location! Welcome to your dream retreat in the charming historic area of Oak Bluffs. Walk to Inkwell beach, ferries, restaurants and dining. Sited across the street from Waban Park, this delightful home offers an inviting blend of comfort and convenience.As you step inside, you'll immediately appreciate the spacious layout featuring well-appointed living areas, a

Jennifer DaSilva Compass | Point B

35 Tuckernuck Ave, Oak Bluffs, MA 02557

/27
Est $1,414,558 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,228 Sq Ft
24 Alyssa Ln, Vineyard Haven, MA 02568

24 Alyssa Ln, Vineyard Haven, MA 02568

/46
$1,800,000
- 4 Beds
- 2.5 Baths
- 2,127 Sq Ft
5 Bayes Hill Cir, Vineyard Haven, MA 02568

Beautiful Bayes Hill Association! This nicely maintained 4 bedroom colonial-style home, located on a quiet cul-de-sac, is the perfect blend of comfort and charm. A new Red Cedar Shingle Roof, a newer high-efficiency furnace, newer state-of-the-art 75-gallon hot water heater, central air conditioning, 2 car garage and a freshly painted exterior this residence combines modern conveniences with

Rene Jackson Island Real Estate

5 Bayes Hill Cir, Vineyard Haven, MA 02568
/20
$20,000 per month plus fees
- 3 Beds
- 3 Baths
- House for Rent
40 Hidden Cove Rd, Oak Bluffs, MA 02557

THIS IS A WEEKLY SUMMER RENTAL ONLY.SEE WEB SITE FOR WEEKLY PRICING. Welcome to "Shangri-la" A beautiful townhouse condominium end unit with magnificent views. Located midway between Oak Bluffs and Edgartown. You can enjoy the beautiful pool or one of the close local beaches. You will want to sit and enjoy the water views on the deck. The townhouse has a great living room with views and bedrooms

Karen Overtoom Karen M. Overtoom R.E.

40 Hidden Cove Rd, Oak Bluffs, MA 02557
/24
$1,200,180 Sold Aug 12, 2025
- 1,144 Sq Ft
- $1,049/SF
- 13 Days On Market
- 3 Beds
- 1 Bath
- Built 1972
110 Otis Bassett Rd, Vineyard Haven, MA 02568

MOVE-IN READY ISLAND HOME ON DOUBLE LOT WITH EXPANSION OPTIONS—Nestled in a highly desirable West Tisbury neighborhood, this 3-bedroom, 1-bath ranch offers the perfect blend of convenience, privacy, and access to some of Martha’s Vineyard’s most sought-after amenities.Set on a spacious and private 1.7-acre (double) lot, the property is just minutes from Down-Island towns while enjoying

Jen O'Hanlon Compass | The O'Hanlon Group

110 Otis Bassett Rd, Vineyard Haven, MA 02568

/16
Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,275 Sq Ft
26 Chappaquiddick Ave, Vineyard Haven, MA 02568

26 Chappaquiddick Ave, Vineyard Haven, MA 02568

/27
$1,795,000
- 3 Beds
- 2.5 Baths
- 2,236 Sq Ft
71 6th St N, Edgartown, MA 02539

Classic three-bedroom farmhouse offers the perfect blend of island charm and laid-back comfort. Located within walking distance to scenic Sengekontacket Pond, it’s an ideal retreat for nature lovers, kayakers, or anyone looking to enjoy the Vineyard lifestyle. The home features a welcoming front porch and back deck—perfect spaces to relax, dine, or entertain outdoors. Inside, you'll find a warm

Erin Leighton Compass

71 6th St N, Edgartown, MA 02539
/29
$64,000 per month plus fees
- 4 Beds
- 7 Baths
- 3,600 Sq Ft
- House for Rent
385 Barnes Rd Ob534, Oak Bluffs, MA 02557

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $18,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This is a beautiful waterfront home with a pool on the Lagoon. Enter through the impressive foyer with water views over the pool and lawn. There is a large living room with cathedral ceilings and dining area on the main level. There is a gourmet kitchen with eat-in

Karen Overtoom Karen M. Overtoom R.E.

385 Barnes Rd Ob534, Oak Bluffs, MA 02557
/2
$137,200 Sold Aug 12, 2025
- Land
- 0.52 Acre
- $263,846 per Acre
- 77 Days On Market
36 Boylston Dr Unit 1.329, Edgartown, MA 02539

Unique OPPORTUNITY with POSSIBILITIES! .52 acres of flat vacant land in a convenient and super location! Bounds have been flagged. This property is being sold as is and Currently Unbuildable. A Buyer is responsible to confirm what the town will allow. Think creatively! Sellers motivated!

Martha Smith C McManus Realty Group

36 Boylston Dr Unit 1.329, Edgartown, MA 02539

/23
Est $2,700,694 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,252 Sq Ft
5 Bold Meadow Cir, Edgartown, MA 02539

5 Bold Meadow Cir, Edgartown, MA 02539

/26
$2,150,000
- 2 Beds
- 2.5 Baths
- 2,137 Sq Ft
30 Franklin Ave, Oak Bluffs, MA 02568

Welcome to your dream home! This stunning new construction boasts a coastal feel throughout and is situated on a spacious corner lot. Inside, you'll find luxurious finishes, including Thermador appliances and quartz countertops in the gourmet kitchen including a large pantry with beverage refrigerator. The elegance continues with white oak floors throughout the home. With 2 bedrooms and 2.5

Stacy Ickes Donnelly + Co

30 Franklin Ave, Oak Bluffs, MA 02568
/25
$24,000 per month plus fees
- 3 Beds
- 2 Baths
- 1,257 Sq Ft
- House for Rent
5 Laurel Ave, Oak Bluffs, MA 02557

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $6,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Wonderful, fully redecorated Gingerbread house on East Chop, just minutes from the excitement of Oak Bluffs. There are three bedrooms and two full baths. The interior is clean and crisp, with beach cottage decor and beautiful bamboo floors. Entertainment options include

Karen Overtoom Karen M. Overtoom R.E.

5 Laurel Ave, Oak Bluffs, MA 02557
/22
$1,164,000 Sold Aug 12, 2025
- 1,650 Sq Ft
- $705/SF
- 106 Days On Market
- 3 Beds
- 2 Baths
- Built 1921
110 Daggett Ave, Vineyard Haven, MA 02568

Colonial historical home with over 1,650 square feet of living space, plus 550 square feet of finished basement space, featuring 3 bedrooms ( TITLE V approval 5 bedrooms) and 2 bathrooms all in a highly desirable location, convenient , yet private and tranquil. Located just 0.5 miles from downtown Vineyard Haven, enjoy easy access to Main Street, Owen Park, VH Ferry and Tisbury School. The

Kate Burnside Portfolio Real Estate, Inc.

110 Daggett Ave, Vineyard Haven, MA 02568

/32
Est $4,575,946 Not Listed For Sale
- 5 Beds
- 8 Baths
- 5,305 Sq Ft
225 Bigelow Rd, Vineyard Haven, MA 02568

225 Bigelow Rd, Vineyard Haven, MA 02568

/23
$1,790,000
- 2 Beds
- 1 Bath
- 600 Sq Ft
11 Beach Rd, Oak Bluffs, MA 02557

Oak Bluffs: Waterfront Property at Vineyard Haven Outer Harbor**This is an exceptional opportunity to acquire a stunning white sandy beach property on Vineyard Haven Harbor. This charming Island cottage boasts breathtaking panoramic views of the harbor and sound, showcasing magnificent sunsets each evening over the West Chop Peninsula. You can enjoy the lively boating scene, with yachts from

Alan Schweikert Ocean Park Realty Inc

11 Beach Rd, Oak Bluffs, MA 02557
/30
$20,000 per month plus fees
- 4 Beds
- 2 Baths
- 1,920 Sq Ft
- House for Rent
291 Barnes Rd Ob516, Oak Bluffs, MA 02557

THIS IS A WEEKLY SUMMER RENTAL ONLY.SEE WEB SITE FOR WEEKLY PRICING. Feel the ocean breezes from this classic waterfront home. There are four bedrooms, an open living room and dining room that open up to large deck overlooking beautiful views across the Lagoon. Walking path to private sandy beach. BOAT MOORING INCLUDED.

Karen Overtoom Karen M. Overtoom R.E.

291 Barnes Rd Ob516, Oak Bluffs, MA 02557
/18
$980,000 Sold Aug 11, 2025
- 1,401 Sq Ft
- $700/SF
- 64 Days On Market
- 1 Bed
- 2 Baths
- Built 2005
249 County Rd, Oak Bluffs, MA 02557

This charming Cape-style home is ideally located just over a mile from downtown Oak Bluffs, offering the perfect blend of relaxed living and convenience. The open and inviting layout features spacious first-floor living areas, complemented by high ceilings and wood floors. A versatile second-story loft space provides an additional nook, perfect for a home office. Fronting the bike bath, enjoy

Katherine Donahue Sandpiper Realty Inc

249 County Rd, Oak Bluffs, MA 02557

/19
Est $1,360,425 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,520 Sq Ft
46 Windsor Dr, Edgartown, MA 02539

46 Windsor Dr, Edgartown, MA 02539

/37
$2,150,000
- 3 Beds
- 3 Baths
- 1,680 Sq Ft
33 Lagoon Pond Rd, Vineyard Haven, MA 02568

Discover this stunning newly contructed single-family home in the heart of downtown Vineyard Haven. This beautifully crafted 3-bedroom, 3-bathroom residence offers high-end finishes and thoughtful design throughout.The modern kitchen and bathrooms feature elegant quartz countertops, while tile showers with custom glass enclosures add a touch of luxury. Each bedroom includes spacious

Mike Sawyer Sawyer Realty Group

33 Lagoon Pond Rd, Vineyard Haven, MA 02568
/14
$14,200 per month plus fees
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
- House for Rent
59 Prospect Ave Ob502, Oak Bluffs, MA 02557

THIS IS A WEEKLY SUMMER RENTAL ONLY. SEE WEB SITE FOR WEEKLY PRICING. This immaculate home is located in a quiet neighborhood that is just a bike ride's distance from several lovely beaches as well as the center of Oak Bluffs. The home offers open living spaces, generously proportioned sunny bedrooms and is well equipped.

Karen Overtoom Karen M. Overtoom R.E.

59 Prospect Ave Ob502, Oak Bluffs, MA 02557
/21
$910,000 Sold Aug 08, 2025
- 1,935 Sq Ft
- $470/SF
- 149 Days On Market
- 1 Bed
- 3.5 Baths
- Built 1994
119 Alpine Ave, Oak Bluffs, MA 02557

Oak Bluffs Residence with guest house. Centrally located in Oak Bluffs, this property offers the rare opportunity to own a home in a prime residential location complemented with a detached cabin. The main house features, on the first floor, an inviting living/dining area, functional kitchen, and sun-filled parlor room with stunning floor-to-ceiling windows providing plenty of natural light and

Michael Schweikert Ocean Park Realty Inc

119 Alpine Ave, Oak Bluffs, MA 02557

/34
Est $1,342,175 Not Listed For Sale
- 4 Beds
- 1 Bath
- 1,640 Sq Ft
125 Skiff Ave, Vineyard Haven, MA 02568

125 Skiff Ave, Vineyard Haven, MA 02568

/81
$1,785,000
- 4 Beds
- 3.5 Baths
- 2,194 Sq Ft
209 Cove Rd, Vineyard Haven, MA 02568

Wonderful Tashmoo Wood Association - West Chop. Welcome to this spacious and inviting home in the wonderful Tashmoo Wood Community. Rarely does a Single Family Home come on the market in this Private Association. This four (4) bedroom home, nestled on a private 1 acre lot with a tree lined driveway, abuts common land, is adjacent to Mink Meadows Golf Course and offers the ultimate in the

Alisan Lohan-Conway Alisan Lohan-Conway Properties

209 Cove Rd, Vineyard Haven, MA 02568
/28
$38,000 per month plus fees
- 4 Beds
- 3.5 Baths
- 3,000 Sq Ft
- House for Rent
17 Otis Bassett Rd, West Tisbury, MA 02575

THIS IS A WEEKLY RENTAL NOT MONTHLY. AUGUST WEEKLY IS $9,500. SEE OUR WEB SITE FOR WEEKLY PRICING!!!!!Are you looking for the perfect back yard Oasis? Well here it is!! Surrounding a large pool you will be able to relax on the expansive deck areas that include plenty of space for gathering. Inside is an amazing kitchen with every amenity you could want. Coffee lovers will appreciate a regular

Karen Overtoom Karen M. Overtoom R.E.

17 Otis Bassett Rd, West Tisbury, MA 02575
/41
$1,850,000 Sold Aug 04, 2025
- 2,210 Sq Ft
- $837/SF
- 22 Days On Market
- 3 Beds
- 3 Baths
- Built 1980
26 Tia Anna Ln, Oak Bluffs, MA 02557

Welcome to 26 Tia Anna Lane! This exquisite residence is immaculate, stylish, and fully renovated, ready to welcome its new owners! Situated on a beautifully landscaped 0.30-acre lot adorned with vibrant plantings, the home boasts pristine conditions both inside and out, featuring newer Hardi Plank siding. The inviting farmer's porch, complete with Mahogany decking, sets the tone for this

Marilyn Moses Ocean Park Realty Inc

26 Tia Anna Ln, Oak Bluffs, MA 02557

/10
Est $2,800,243 Not Listed For Sale
- 5 Beds
- 4 Baths
- 2,398 Sq Ft
87 Bellevue Ave, Vineyard Haven, MA 02568

87 Bellevue Ave, Vineyard Haven, MA 02568

/35
$1,870,000
- 5 Beds
- 3 Baths
- 2,432 Sq Ft
32 Flamingo Dr, Edgartown, MA 02539

This well-maintained country farmhouse is centrally located and is situated on just over one acre of land. A circular driveway welcomes you to the home with plenty of parking. There is a garden storage shed, irrigation system, playground, fire pit with outdoor seating, and wraparound covered porch. The rear entry door from the kitchen leads to the outdoor shower and spacious sunny deck. The first

Skip Dostal Martha's Vineyard R.E.

32 Flamingo Dr, Edgartown, MA 02539
/8
$18,000 per month plus fees
- 3 Beds
- 2.5 Baths
- House for Rent
71 Bartmus Luce Road Wt154, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Finest Views on the Island!! This house is set high on a hill surrounded by nature. The expansive views from the front of this house are spectacular. Enjoy the large deck or the screened porch and gaze upon one of the most amazing Vineyard Views available. It is a short

Karen Overtoom Karen M. Overtoom R.E.

71 Bartmus Luce Road Wt154, West Tisbury, MA 02575
/32
$2,278,000 Sold Aug 01, 2025
- 2,685 Sq Ft
- $848/SF
- 139 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1998
35 Woody Bottom Rd, West Tisbury, MA 02575

This Cape style 5 bed/ 3.5 bath home is located in a nice area privately sited on 3 acres. This home features a nice floor plan thatincludes a fully equipped kitchen with center island, custom cabinetry and granite counters. Just off the kitchen is a sunny breakfastroom, a separate dining room, a spacious living room with fireplace and 2 sets of sliders to a backyard deck. There is a cozy

Brenda Galligan Karen M. Overtoom R.E.

35 Woody Bottom Rd, West Tisbury, MA 02575

/36
Est $2,722,861 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,791 Sq Ft
225 Great Plains Rd, Vineyard Haven, MA 02568

225 Great Plains Rd, Vineyard Haven, MA 02568

Showing Results 81 - 120, Page 3 of 18

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