Tisbury, MA Homes

/20
$1,300,000
- 4 Beds
- 2 Baths
- 1,566 Sq Ft
344 Greenwood Ave, Vineyard Haven, MA 02568

This move-in ready four-bedroom, being offered fully furnished, delivers effortless living, simply bring your swimsuit and settle in. Featuring an open and inviting layout, the living space seamlessly extends to the large deck and heated pool, perfect for relaxing or entertaining. Conveniently located just one mile from the shops and restaurants of downtown Vineyard Haven and less than two miles

Katie Donahue Sandpiper Realty

344 Greenwood Ave, Vineyard Haven, MA 02568
/26
$50,000 total monthly price
- 4 Beds
- 3 Baths
- 3,237 Sq Ft
- House for Rent
29 Naushon Rd Wt142, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Waterfront home in spectacular location overlooking the Vineyard Sound and the Elizabeth Islands. This casual and comfortable single level 4 BR 3 bath home has central air and heat. Enjoy summer star-studded skies from your patio or through skylights in each bedroom.

Karen Overtoom Karen M. Overtoom R.E.

29 Naushon Rd Wt142, West Tisbury, MA 02575
/30
$1,550,000 Sold Oct 16, 2025
- 1,986 Sq Ft
- $780/SF
- 114 Days On Market
- 3 Beds
- 2 Baths
- Built 1986
251 State Rd, Vineyard Haven, MA 02568

This private and pastoral year-round home with fine craftsmanship and loads of character is a classic up-island refuge, yet in a location that is central on the island and convenient to town. Abutting Land Bank property, the charming home features an open living and dining room with wide plank floors and beams flowing into the kitchen, all surrounding a central brick fireplace. An expansive

Meg Bodnar Tea Lane Associates

251 State Rd, Vineyard Haven, MA 02568

/34
Est $1,535,030 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,452 Sq Ft
84 Christiantown Rd, Vineyard Haven, MA 02568

84 Christiantown Rd, Vineyard Haven, MA 02568

/30
$985,000
- 3 Beds
- 1 Bath
- 1,008 Sq Ft
22 Clark Ave, Vineyard Haven, MA 02568

A Sweet Spot to call Home. West Chop charms are many in this delightful setting. Acres upon acres of nearby conservation trails make walks, hikes and bike rides an easy daily appeal. Equal distance to Owen Little Way town beach and Vineyard Haven Main Street shops and amenities as well as harbor and ferry port. This move-in ready Clark Avenue abode offers the magic formula of single level living

Helena Kirschenbaum Studio Realty

22 Clark Ave, Vineyard Haven, MA 02568
/21
$8,000 total monthly price
- 1 Bed
- 1 Bath
- 936 Sq Ft
- House for Rent
10 James Pond Way, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This spacious and well appointed one bedroom guest house has a cozy living area and kitchen which opens up to a large second story deck with outdoor furniture, table and chairs where you can enjoy dining amidst the trees. One A/C unit is in the bedroom along with a

Karen Overtoom Karen M. Overtoom R.E.

10 James Pond Way, West Tisbury, MA 02575
/30
$1,226,500 Sold Oct 16, 2025
- 1,637 Sq Ft
- $749/SF
- 6 Days On Market
- 3 Beds
- 2 Baths
- Built 1988
9 Grovedale Rd, Oak Bluffs, MA 02557

Welcome to a home full of character and charm in the heart of Oak Bluffs. This 3-bedroom, 2-bathroom property offers comfortable living with a sun-filled open kitchen and dining area featuring a picturesque bay window that flows seamlessly into a warm living room centered around a welcoming fireplace. Just a short distance from the Lagoon, the setting is enhanced by mature plantings that surround

Bonnie Pierce Wallace & Co. Sotheby's International Realty

9 Grovedale Rd, Oak Bluffs, MA 02557

/19
Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 1,714 Sq Ft
43 Look St, Vineyard Haven, MA 02568

43 Look St, Vineyard Haven, MA 02568

/26
$875,000
- 2 Beds
- 1 Bath
- 861 Sq Ft
24 School St, Oak Bluffs, MA 02557

An unbeatable location ~ just a short distance to the harbor, beaches, ferry ports, the public library, and all the vibrant attractions of Oak Bluffs. This 2-bedroom, 1-bathroom ranch-style home is sited on a 10,454 sf level lot with a detached garage/shed. The property offers one-floor living, a convenient location, and great potential. The main living area includes an open living and dining

Stephanie Roache Donnelly + Co.

24 School St, Oak Bluffs, MA 02557
/20
$12,000 total monthly price
- 3 Beds
- 1 Bath
- 1,068 Sq Ft
- House for Rent
76 Ben Chase Rd Wt136, West Tisbury, MA 02575

Experience a wonderful glimpse of country living in the peaceful, quiet setting of Serene Pond Cottage! This charming Martha's Vineyard retreat features a cozy interior with ample natural light, a private deck where you can take your breakfast and coffee, and a tree-lined backyard to enjoy on lazy summer days. Comfortable three bedroom single story home with one brand new renovated full bath with

Karen Overtoom Karen M. Overtoom R.E.

76 Ben Chase Rd Wt136, West Tisbury, MA 02575
/26
$1,800,000 Sold Oct 15, 2025
- 1,913 Sq Ft
- $941/SF
- 128 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2020
82 Skiff Ave, Tisbury, MA 02568

This pristine hidden gem, recently developed home is located downtown, a short walk from shops, the lagoon, the beach, the harbor,and the MV Museum.S et back from the road, the home offers a quiet and peaceful luxury living experience. The property boasts solid hw floors, ducted heating and AC, a gas fireplace, quartz countertops, tiled baths, an open floor plan, a 1st-floor primary bedroom, 2

Lenny Altieri Premier Properties

82 Skiff Ave, Tisbury, MA 02568

/18
Est $1,717,310 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,461 Sq Ft
29 Brook Hollow Rd, Vineyard Haven, MA 02568

29 Brook Hollow Rd, Vineyard Haven, MA 02568

/12
$1,495,000 Open Fri 11AM - 1PM
- 3 Beds
- 4 Baths
- 2,304 Sq Ft
33 Alyssa Ln, Vineyard Haven, MA 02568

Country Living so close to Town! Lovely 3/4 Bedroom 2,304 sq ft Colonial Cape with Garage and lower level living space. with half bath. Open kitchen, dining & entertainment area. Large side deck. Living Room with additional nook. Half bath. Interior stairs to lower level with office/bedroom, half bath, private exterior entrance and garage. 2nd floor has large primary bedroom with cathedral

Stephanie Burke Portfolio Properties

33 Alyssa Ln, Vineyard Haven, MA 02568
/19
$30,000 total monthly price
- 5 Beds
- 4 Baths
- 3,600 Sq Ft
- House for Rent
37 Sachem Cir, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $7,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Lovely pastoral setting with an elegant farm house and guest house. Abutting Land Bank property on two sides. Quiet privacy, yet just minutes to Lambert’s Cove Beach. The four bedroom house and separate guest house are impeccably decorated and the floor plan lends itself

Karen Overtoom Karen M. Overtoom R.E.

37 Sachem Cir, West Tisbury, MA 02575
/27
$1,475,000 Sold Oct 10, 2025
- 1,304 Sq Ft
- $1,131/SF
- 103 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1905
11 John Wesley Ave, Oak Bluffs, MA 02568

East Chop Living in this 4 Bedroom Victorian home perched near the shoreline in Oak Bluffs-just a short stroll to the harbor, the shores of East Chop beaches, and the shops and restaurants of downtown Oak Bluffs. Built in 1905, and updated throughout the years, with its Victorian architecture softened by time and salt air, giving it an inviting, warm charm. The exterior features a wide wraparound

Lisa Lucier Anchor Realty of MV

11 John Wesley Ave, Oak Bluffs, MA 02568

/25
Est $1,415,526 Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,287 Sq Ft
101 Dunham Ave, Vineyard Haven, MA 02568

101 Dunham Ave, Vineyard Haven, MA 02568

/12
$1,495,000 Open Fri 11AM - 1PM
- 3 Beds
- 4 Baths
- 2,304 Sq Ft
33 Alyssa Ln, Vineyard Haven, MA 02568

Country Living so close to Town! Lovely 3/4 Bedroom 2,304sq ft. Colonial Cape perched on a rise on Alyssa Lane off West Spring Street. Open Kitchen with handcrafted side cabinets and Island with stool seating. Dining, sitting, entertainment area with sliders open to a generous front to back side deck. Living room with propane fired wood stove and half bath also on the first floor. Interior stairs

Stephanie Burke Portfolio Real Estate, Inc.

33 Alyssa Ln, Vineyard Haven, MA 02568
/9
$19,000 total monthly price
- 6 Beds
- 2.5 Baths
- 2,155 Sq Ft
- House for Rent
17 Umbagog Ave Wt109, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,750. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This three story home is located in a very desirable area off of Lambert's Cove Road, Makonikey, with access to a private association beach and walking trails. There are four plus bedrooms and bright and open living spaces that lead out to a deck and a screened-in porch.

Karen Overtoom Karen M. Overtoom R.E.

17 Umbagog Ave Wt109, West Tisbury, MA 02575
/34
$2,175,000 Sold Oct 10, 2025
- 2,879 Sq Ft
- $755/SF
- 89 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1985
24 Alex Way, Vineyard Haven, MA 02568

24 Alex Way is an opportunity to embrace the extraordinary Elias and Langmuir legacy which dramatically changed a 140 acre rural West Tisbury landscape in 1972 into the Nat's Farm community of 26 home sites. The home overlooks the 56 acres that Nat's Farm donated to Sheriff's Meadow Foundation and the incomparable Misty Meadows Equine Learning Center and homes along Elias Lane. Jane Langmuir,

Elissa Lash Tea Lane Associates

24 Alex Way, Vineyard Haven, MA 02568

/35
Est $2,576,066 Not Listed For Sale
- 4 Beds
- 5 Baths
- 2,728 Sq Ft
89 Main St, Vineyard Haven, MA 02568

89 Main St, Vineyard Haven, MA 02568

/4
$1,100,000
- Land
- 1 Acre
- $1,100,000 per Acre
25 Coffins Field Rd, Edgartown, MA 02539

3 bedroom or 1 bedroom per 15,000 sq ft whichever is greater

Casandra Hyland Landmarks at TODAY Real Estate

25 Coffins Field Rd, Edgartown, MA 02539
/25
$13,600 total monthly price
- 2 Beds
- 2 Baths
- 792 Sq Ft
- House for Rent
64 Bartimus Luce Road Wt125, West Tisbury, MA 02575

THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!!!!!!!Idyllic location right above a sandy private beach on the North Shore. This beach cottage affords views of the Sound and the Elizabeth Islands with a front row seat on unrivaled sunsets. It is rustic and cozy with a large screened porch overlooking the view. Have a getaway like in days of yore when life was simple and the beach at your doorstep.Take

Karen Overtoom Karen M. Overtoom R.E.

64 Bartimus Luce Road Wt125, West Tisbury, MA 02575
/31
$1,685,000 Sold Oct 09, 2025
- 2,251 Sq Ft
- $749/SF
- 337 Days On Market
- 3 Beds
- 3 Baths
- Built 1979
126 Border Rd, Vineyard Haven, MA 02568

Designed and built by the owner's architect father, Nembhard N. Culin in 1975. The unique mid-century style house is perfectly sited on a knoll overlooking the head of Lagoon Pond. Follow the private path to the sandy beach for walking, swimming, kayaking or boating. The property includes a permitted boat mooring and the beach is perfect for launching small boats. The house was built as a solar

Natalie Conroy Conroy & Company R.E., Inc.

126 Border Rd, Vineyard Haven, MA 02568

/48
Est $1,502,250 Not Listed For Sale
- 6 Beds
- 5.5 Baths
- 2,417 Sq Ft
152 Main St, Vineyard Haven, MA 02568

152 Main St, Vineyard Haven, MA 02568

/13
$1,100,000 Open Thu 11AM - 1PM
- Land
- 1 Acre
- $1,100,000 per Acre
25 Coffins Field Rd Unit 18, Edgartown, MA 02539

One-Acre Lot in a Peaceful Edgartown Neighborhood. Build your island dream home on this spacious one acre lot, nestled in a quiet, centrally located Edgartown neighborhood. Enjoy the best of both worlds-a tranquil setting that's just minutes from town, beaches, and all the Vineyard's favorite spots.This 3-bedroom lot offers excellent potential. Per the Board of Health, an enhanced septic

Casandra Hyland Landmarks at TODAY Real Estate

25 Coffins Field Rd Unit 18, Edgartown, MA 02539
/18
$10,000 total monthly price
- 3 Beds
- 2 Baths
- 1,439 Sq Ft
- House for Rent
24 Nat's Farm Lane Wt113, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Charming three bedroom home located in a private neighborhood close to bike path, walking trails and public tennis courts. Just a short drive to Lambert's Cove Beach, West Tisbury Village and down island restaurants and shops.Amenities include High definition TV, wifi

Karen Overtoom Karen M. Overtoom R.E.

24 Nat's Farm Lane Wt113, West Tisbury, MA 02575
/45
$1,700,000 Sold Oct 08, 2025
- 3,213 Sq Ft
- $529/SF
- 52 Days On Market
- 7 Beds
- 4.5 Baths
- Built 1979
51 Skiffs Ln, Vineyard Haven, MA 02568

Roomy, 5 bedroom, 3.5 bath home warmed by walls of knotty pine and sited on a 3-acre parcel with nicely cleared areas around the house bringing in the sunlight and enticing you outside for games, gardening and relaxation on the expansive deck. There is a wood-burning brick fireplace in the living room to gather around on chilly nights - and a full, dry basement great for kids games on rainy days

Candy DaRosa Feiner Real Estate

51 Skiffs Ln, Vineyard Haven, MA 02568

/31
Est $1,369,730 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,999 Sq Ft
48 Puritan Dr, Vineyard Haven, MA 02568

48 Puritan Dr, Vineyard Haven, MA 02568

/3
$700,000
- Land
- 0.26 Acre
- $2,738,654 per Acre
2 Hope's Way Unit 31, Oak Bluffs, MA 02557

ESTEEMED BUILDER READY to BREAK GROUND! Purchase this exceptional lot in Lagoon Ridge and start designing and building your dream 3BR + home today! Execute a BUILDING CONTRACT or choose your own builder... Call for details and schedule a tour! Welcome to Oak Bluffs’ newest and most sought-after neighborhood, where you can construct your 3-bedroom home on a lofty setting, 95 feet above Lagoon

Marilyn Moses Ocean Park Realty Inc

2 Hope's Way Unit 31, Oak Bluffs, MA 02557
/39
$46,000 total monthly price
- 6 Beds
- 4.5 Baths
- 3,800 Sq Ft
- House for Rent
99 Pond Road Wt104, West Tisbury, MA 02575

THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!! Beautiful bright sunny home with open concept living. Main floor features a gourmet kitchen with stainless appliances, breakfast bar and formal dining table to seat 10. Large glass sliders open up to expansive views of the deck, pool and pasture beyond. Also on the main level is a separate living area with large screen TV, powder room, and den with twin

Karen Overtoom Karen M. Overtoom R.E.

99 Pond Road Wt104, West Tisbury, MA 02575
/2
$3,500,000 Sold Oct 07, 2025
- 2,448 Sq Ft
- $1,430/SF
- 0 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2001
339 Lake St, Vineyard Haven, MA 02568

Not Listed in LINK

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339 Lake St, Vineyard Haven, MA 02568

/14
Est $1,585,012 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,717 Sq Ft
13 Saddle Club Rd, Edgartown, MA 02539

13 Saddle Club Rd, Edgartown, MA 02539

/20
$1,095,000
- 3 Beds
- 1.5 Baths
- 1,487 Sq Ft
12 Wheelhouse Way, Oak Bluffs, MA 02557

Custom-built 3-bedroom, 1.5-bath Oak Bluffs home on a quiet circle, offering a peaceful setting with convenient access to down-island attractions, charming town centers and year-round ferries. Features include a large primary bedroom, a convenient first floor bedroom, and an open kitchen dining area flowing to a spacious wooden deck and outdoor shower--perfect for indoor-outdoor living.

Dawn Bellante Sandpiper Realty Inc

12 Wheelhouse Way, Oak Bluffs, MA 02557
/34
$12,000 total monthly price
- 3 Beds
- 2.5 Baths
- 2,240 Sq Ft
- House for Rent
267 Great Plains Road Wt117, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Large spacious home with open concept living and dining area. This house has gorgeous hardwood floors throughout, separate media room, and loads of natural sunlight. It also features an exceptionally large master bedroom with en-suite bath, and private deck. There is

Karen Overtoom Karen M. Overtoom R.E.

267 Great Plains Road Wt117, West Tisbury, MA 02575
/30
$1,050,000 Sold Oct 06, 2025
- 1,323 Sq Ft
- $794/SF
- 62 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1972
4 Quail Run Unit 2, Oak Bluffs, MA 02557

FULLY FURNISHED ready to live in or rent year round~ COASTAL CHIC CONDO with OCEAN ACCESS and dock ~LOW HOA Fees- ~Meticulously crafted and exceptionally appointed, this end unit condo/townhouse has been architecturally designed with style. Featuring 2 bedrooms, a flexible third-floor loft flex room, and 1.5 bathrooms, this stylish 1,323 sq. ft. residence blends designer touches with top-tier

Marilyn Moses Ocean Park Realty Inc

4 Quail Run Unit 2, Oak Bluffs, MA 02557

/20
Est $1,783,233 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,240 Sq Ft
11 Pine Tree Ln, Vineyard Haven, MA 02568

11 Pine Tree Ln, Vineyard Haven, MA 02568

/14
$835,000
- 2 Beds
- 1 Bath
- 768 Sq Ft
51 Lantern Ln, Vineyard Haven, MA 02568

Find your sweet spot in this charming starter home, ideally located on a quiet street yet within an effortless walk of everything. Forget the car and get your steps in! You're a short jaunt to essentials like Cronig's Market and Shirley's Hardware, AND local favorites including The Maker, Black Dog Cafe, Island Fresh Pizza, Pie Chicks, and Island Adventures Mini Golf. Also within walking distance

Idalyn Macchia Gilstad Wallace & Co. Sotheby's International Realty

51 Lantern Ln, Vineyard Haven, MA 02568
/41
$14,500 total monthly price
- 5 Beds
- 5.5 Baths
- 3,392 Sq Ft
- House for Rent
76 School House Lane Wt101, West Tisbury, MA 02575

THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!! An elegant, whimsical house full of color, quality and artistic touches. The grounds are sumptuous, nature at its apotheosis. There is gentle movement in the landscape with flowering trees and shrubs everywhere replete with a babbling brook flowing into a pond bordering the garden behind the house. The stonework is finely crafted with balanced

Karen Overtoom Karen M. Overtoom R.E.

76 School House Lane Wt101, West Tisbury, MA 02575
/31
$941,000 Sold Oct 03, 2025
- 1,323 Sq Ft
- $711/SF
- 52 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1972
4 Quail Run Unit 7, Oak Bluffs, MA 02557

Turnkey End Unit with Kayak & EV Charger! Private End Unit being Sold Turnkey including a kayak, paddles and lifejacket!Island living made easy in this private 3-story end-unit townhouse with saltwater access, dock, and mooring potential. Features 2 bedrooms plus a versatile loft, open-concept living area with gas fireplace, modern kitchen with granite countertops, and a large private deck

Janna O'Loughlin Portfolio Real Estate, Inc.

4 Quail Run Unit 7, Oak Bluffs, MA 02557

/27
Est $903,569 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,116 Sq Ft
84 Pine Tree Rd, Vineyard Haven, MA 02568

84 Pine Tree Rd, Vineyard Haven, MA 02568

Showing Results 121 - 160, Page 4 of 18

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