Homes in ZIP Code 02568

/43
$4,999,000
- 6 Beds
- 5.5 Baths
- 3,214 Sq Ft
15 Tamarack Ln, Oak Bluffs, MA 02557

FARM NECK: The original 1780 Farm House was tastefully restored in 1985 to honor the land and legacy of Farm Neck. This serene 3.7 acre oasis of rolling greenery with a variety of mature trees and lots of natural privacy has an up Island feel with the down Island convenience to fine dining, shopping, ferry, airport, bike paths and includes Stockholder Membership in the popular Farm Neck Golf

Michael Schweikert Ocean Park Realty, Inc.

15 Tamarack Ln, Oak Bluffs, MA 02557
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/8
$11,800 total monthly price
- 4 Beds
- 4 Baths
- 2,612 Sq Ft
- House for Rent
46 Buttonwood Farm Rd Unit 1, West Tisbury, MA 02575

THIS IS A WEEKLY RENTAL PROPERTY!! Beautifully updated contemporary home with impeccably landscaped lawns and gardens, a swimming pond and hot tub with two outdoor showers - one enclosed and one open to the hot tub and patio area on the side of the house. Gorgeous back deck with outdoor dining accessible through sliding glass doors from the dining room. Inside, enjoy the fully equipped and

Karen Overtoom Karen M. Overtoom R.E.

46 Buttonwood Farm Rd Unit 1, West Tisbury, MA 02575
/25
$949,000 Sold Jun 23, 2025

345 Franklin St, Vineyard Haven, MA 02568
- 3 Beds
- 1.5 Baths
- 1,012 Sq Ft
- Built 1986
Last Sold Summary
- $938/SF
- 49 Days On Market
Current Estimated Value $938,316

Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's International Realty

345 Franklin St, Vineyard Haven, MA 02568

/30
Est $2,464,428 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,555 Sq Ft
10 Crow Hollow Rd, Vineyard Haven, MA 02568

10 Crow Hollow Rd, Vineyard Haven, MA 02568

/39
$5,325,000
- 6 Beds
- 4 Baths
- 2,890 Sq Ft
4 Canonicus Ave, Oak Bluffs, MA 02557

With a striking presence overlooking Nantucket Sound and just moments from the vibrant pulse of downtown, this distinctive compound is infused with a laid-back West Coast spirit while honoring the vintage charm of Oak Bluffs. Airy and effortlessly elegant, the four-bedroom main house has been masterfully updated, introducing refined, contemporary comforts, designed for every season. Tucked to the

Katherine Donahue Sandpiper Realty Inc

4 Canonicus Ave, Oak Bluffs, MA 02557
/8
$6,000 total monthly price
- 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
/34
$1,050,000 Sold Jun 30, 2025

160 Bernard Cir, Vineyard Haven, MA 02568
- 4 Beds
- 2 Baths
- 1,606 Sq Ft
- Built 1977
Last Sold Summary
- 12% Below List Price
- $654/SF
- 45 Days On Market
Current Estimated Value $1,091,009

Last Listing Agent Dawn Bellante-Holand Sandpiper Realty

160 Bernard Cir, Vineyard Haven, MA 02568

/2
Est $2,548,131 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

/43
$14,500,000
- 4 Beds
- 4.5 Baths
- 3,705 Sq Ft
64 Squibnocket Farm Rd, Chilmark, MA 02535

Welcome to an extraordinary waterfront retreat, where luxury meets nature perfectly. This exclusive property offers unparalleled access to breathtaking views, serene landscapes, and the soothing sounds of water lapping against the shore. Squibnocket Farm Road is renowned for its unspoiled beauty and tranquility. This sophisticated gated community offers a sense of seclusion while remaining within

Thomas Wallace Wallace & Co. Sotheby's

64 Squibnocket Farm Rd, Chilmark, MA 02535
/12
$6,180 total monthly price
- 3 Beds
- 3.5 Baths
- 1,872 Sq Ft
- House for Rent
44 Music St Wt153, West Tisbury, MA 02575

PLEASE TAKE NOTE!!!!!THIS IS A WEEKLY SUMMER RENTAL NOT A MONTHLY RENTAL. THE PRICE ON THIS LISTING IS A WEEkLY PRICE!!!!!!!

Karen Overtoom Karen M. Overtoom R.E.

44 Music St Wt153, West Tisbury, MA 02575
/21
$982,000 Sold Dec 19, 2025

25 Windy Hill Rd, Oak Bluffs, MA 02557
- 3 Beds
- 1 Bath
- 980 Sq Ft
- Built 1971
Last Sold Summary
- 1% Below List Price
- $1,002/SF
- 10 Days On Market
Last Listing Agent Rene Jackson Island Real Estate

25 Windy Hill Rd, Oak Bluffs, MA 02557

/4
Est $3,009,324 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,789 Sq Ft
188 Pond Rd, Vineyard Haven, MA 02568

188 Pond Rd, 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
/12
$15,000 total monthly price
- 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
/4
$1,350,000 Sold Aug 15, 2025

35 Vineyard Avenue Extension, Oak Bluffs, MA 02568
- 3 Beds
- 2 Baths
- 1,864 Sq Ft
- Built 1970
Last Sold Summary
- 7% Below List Price
- $724/SF
- 12 Days On Market
Last Listing Agent Lesley Heidt Sandpiper Realty Inc

35 Vineyard Avenue Extension, Oak Bluffs, MA 02568

/34
Est $2,473,034 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

/15
$625,000
- 2 Beds
- 1 Bath
- 704 Sq Ft
124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568

MOVE RIGHT IN! This sunny end unit is being offered furnished! Spacious living area opens to an eat-in kitchen with a new Bosch dishwasher. Bedroom number one has a queen bed. Bedroom two has two single beds. Conveniently located within close proximity to Main Street shops, the ferry and bus terminal, and the scenic bike path that extends across the island. At the bottom of the hill you will find

Rene Jackson Island Real Estate

124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568
/8
$8,250 total monthly price
- 7 Beds
- 5 Baths
- 3,528 Sq Ft
- House for Rent
227 S Gate Rd Wt120, West Tisbury, MA 02575

THIS PROPERTY IS A WEEKLY PROPERTY!! Set on 12 acres of peaceful woods, meadows, stone walls and its own pond, this charming 18th century 4 bedroom farmhouse and 3 bedroom rustic barn sleeps 12 and is perfect for larger groups wanting peace and tranquility all within a short distance to private swimming beaches. The setting, on exclusive Seven Gates Farm, offers miles of sandy trails through open

Karen Overtoom Karen M. Overtoom R.E.

227 S Gate Rd Wt120, West Tisbury, MA 02575
/13
$776,500 Sold Mar 05, 2025

32 Clark Ave, Vineyard Haven, MA 02568
- 2 Beds
- 1 Bath
- 768 Sq Ft
- Built 1968
Last Sold Summary
- 7% Below List Price
- $1,011/SF
- 17 Days On Market
Current Estimated Value $789,751

Last Listing Agent Diana Gilmore Island Real Estate

32 Clark Ave, Vineyard Haven, MA 02568

/25
Est $2,104,866 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

/16
$1,193,000
- 3 Beds
- 1.5 Baths
- 1,040 Sq Ft
50 Lantern Ln, Vineyard Haven, MA 02568

*NOTE: The seller is offering a $25,000 credit towards the required septic upgrade. Nestled in a quiet enclave on Lantern Lane, this charming 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and island charm. Located just moments from the heart of Vineyard Haven, you'll enjoy easy access to shops, restaurants, and the ferry. The interior of the home features a bright and

Madelyn Silvia Wallace & Co. Sotheby's International Realty

50 Lantern Ln, Vineyard Haven, MA 02568
/8
$18,500 total monthly price
- 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
/2
$1,067,000 Sold Sep 26, 2025

112 W Spring St, Vineyard Haven, MA 02568
- 3 Beds
- 2.5 Baths
- 1,503 Sq Ft
- Built 2000
Last Sold Summary
- 7% Below List Price
- $710/SF
- 95 Days On Market
Current Estimated Value $1,101,318

Last Listing Agent Katherine Donahue Sandpiper Realty Inc

112 W Spring St, Vineyard Haven, MA 02568

/2
Est $1,809,681 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,102 Sq Ft
26 Old Coach Rd, Vineyard Haven, MA 02568

26 Old Coach Rd, Vineyard Haven, MA 02568

/37
$1,250,000
- 3 Beds
- 2 Baths
- 1,196 Sq Ft
112 3rd St N, Edgartown, MA 02568

Nestled on a lush and private parcel close to The Boulevard, this contemporary three-bedroom, two-bath residence offers the perfect blend of style and comfortable living. Highlights include a gas fireplace, wood floors, an expansive deck to relax on, and established gardens. There’s even a shed to store all your summer gear. Enjoy this oasis as is or use as a foundation for future

Kristin Buck Donnelly + Co.

112 3rd St N, Edgartown, MA 02568
/8
$4,800 total monthly price
- 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
/19
$1,865,000 Sold Dec 04, 2025

71 Netock Ave, Oak Bluffs, MA 02557
- 4 Beds
- 5 Baths
- 2,820 Sq Ft
- Built 1982
Last Sold Summary
- 7% Below List Price
- $661/SF
- 11 Days On Market
Last Listing Agent Ellen Valentgas Sotheby's International Realty

71 Netock Ave, Oak Bluffs, MA 02557

/2
Est $1,388,663 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

/49
$849,000
- 1 Bed
- 1 Bath
- 803 Sq Ft
26 Winthrop Ave, Oak Bluffs, MA 02557

Hidden behind a wall of vegetation on Winthrop Avenue this is a little 'oasis' of a piece of land. One bedroom house situated on a 1/3 Acre, 14,810 sq.ft. level lot. One side of the property is lush with vegetation and the opposite side is clear. It is one lot in total and may not be subdivided. The existing house has been lived in year round. Only .6 of a mile to Oak Bluffs Harbor and .5 mile

Alisan Lohan-Conway Alisan Lohan-Conway Properties

26 Winthrop Ave, Oak Bluffs, MA 02557
/42
$19,000 total monthly price
- 6 Beds
- 6.5 Baths
- 6,950 Sq Ft
- House for Rent
40 Sweet William Way, West Tisbury, MA 02575

THIS PROPERTY IS A WEEKLY RENTAL PROPERTY! This stunning home is situated right in the heart of West Tisbury, yet set back enough for a completely private feel. On a property that encompasses 10 acres with your own private pond, you will feel the stress melt away as soon as you get to this luxury vacation home. Keys to private Quansoo Beach Association come with the house. Spend your days on the

Karen Overtoom Karen M. Overtoom R.E.

40 Sweet William Way, West Tisbury, MA 02575
/25
$1,125,000 Sold Oct 28, 2025

140 Longview Rd, Vineyard Haven, MA 02568
- 3 Beds
- 1.5 Baths
- 1,432 Sq Ft
- Built 1964
Last Sold Summary
- 13% Below List Price
- $786/SF
- 97 Days On Market
Last Listing Agent Candy DaRosa Feiner Real Estate

140 Longview Rd, Vineyard Haven, MA 02568

/36
Est $2,360,766 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

/36
$1,495,000
- 4 Beds
- 2 Baths
- 1,332 Sq Ft
40 Scotchmans Ln, Vineyard Haven, MA 02568

A home with history, built in the early 1800s this dwelling was originally built on a local farm and moved to its present location in the 1920's. The structure sits nestled amongst mature plantings and out buildings facing the Mill Brook. The studio and covered patio offer opportunities to entertain, relax and reflect. This 3.76 parcel was created from a larger parcel by the owner (see attached

Jim Osmundsen Donnelly + Co.

40 Scotchmans Ln, Vineyard Haven, MA 02568
/27
$18,840 total monthly price
- 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
/32
$1,100,000 Sold Jun 27, 2025

10 Kims Way, Oak Bluffs, MA 02568
- 4 Beds
- 2.5 Baths
- 1,976 Sq Ft
- Built 1985
Last Sold Summary
- 12% Below List Price
- $557/SF
- 156 Days On Market
Last Listing Agent Michael Schweikert Ocean Park Realty, Inc.

10 Kims Way, Oak Bluffs, MA 02568

/5
Est $2,512,811 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,657 Sq Ft
21 Old Oklahoma Rd, Vineyard Haven, MA 02568

21 Old Oklahoma Rd, Vineyard Haven, MA 02568

/38
$1,575,000 Pending
- 5 Beds
- 3.5 Baths
- 2,436 Sq Ft
128 W Spring St, Vineyard Haven, MA 02568

128 Spring Street—just moments from the Tisbury School and downtown Vineyard Haven. Built in 2013 and sited on an ample 1/4-acre lot, the house features four bedrooms and two-and-a-half bathrooms, along with a separate first floor one-bedroom in-law apartment complete with a full bath—ideal for extended family, guests, or added rental flexibility. The central location offers convenience to

David Dickinson Compass

128 W Spring St, Vineyard Haven, MA 02568
/28
$32,000 total monthly price
- 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
/19
$1,095,000 Sold May 02, 2025

31 Davis St, Vineyard Haven, MA 02568
- 3 Beds
- 2 Baths
- 1,945 Sq Ft
- Built 1966
Last Sold Summary
- 2% Above List Price
- $563/SF
- 5 Days On Market
Current Estimated Value $1,165,193

Last Listing Agent Sheila Morse Island Real Estate

31 Davis St, Vineyard Haven, MA 02568

/14
Est $2,771,008 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

Showing Results 41 - 80, Page 2 of 18

Massachusetts Dukes County Vineyard Haven 02568

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