Homes in ZIP Code 02568

/33
$925,000 Pending
- 3 Beds
- 2.5 Baths
- 987 Sq Ft
1 Cottage Park, Oak Bluffs, MA 02557

The Star Spangled Manor, a beautifully restored gem nestled in the heart of Oak Bluffs within the historic Martha's Vineyard Camp Meeting Association. Located on a pedestrian street, you'll be mere steps away from the shops and restaurants of Circuit Ave., Ocean Park, and the Oak Bluffs beaches. This cherished three-bedroom, three-bathroom cottage seamlessly blends vintage charm with modern

Diana Gilmore Island Real Estate

1 Cottage Park, Oak Bluffs, MA 02557
/22
$20,000 total monthly price
- 4 Beds
- 2.5 Baths
- 2,400 Sq Ft
- House for Rent
709 Old County Rd Wt134, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY. The weekly price in August is $5,000. per week. See website for additional weekly pricing. Mill Pond House is a completely restored 1890s farmhouse on the old Mill Pond in historic West Tisbury. Remodeled by the present owner, an interior designer, it is beautifully appointed with antiques and charming accessories. An old pine floor and columns add to the

Karen Overtoom Karen M. Overtoom R.E.

709 Old County Rd Wt134, West Tisbury, MA 02575
/40
$1,600,000 Sold Jan 06, 2026

44 Tiffany Dr, Oak Bluffs, MA 02557
- 4 Beds
- 4 Baths
- 3,927 Sq Ft
- Built 1987
Last Sold Summary
- 24% Below List Price
- $407/SF
- 115 Days On Market
Last Listing Agent Sheila Morse Island Real Estate

44 Tiffany Dr, Oak Bluffs, MA 02557

/16
Est $1,252,041 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,150 Sq Ft
31 Music St, Vineyard Haven, MA 02568

31 Music St, Vineyard Haven, MA 02568

/35
$1,150,000
- 3 Beds
- 2 Baths
- 1,328 Sq Ft
96 Dunham Ave, Vineyard Haven, MA 02568

This attractive colonial style home is located in a terrific neighborhood. Just a short distance to the center of town with nearly 1/2 acre of rolling treed land. The features include a cathedral ceiling over the kitchen and dining room. A large fireplace highlights the living room. From upstairs you can look over the balcony to the dining area and kitchen below. The first floor bedroom with has

Peter Cronig Cronigs Real Estate

96 Dunham Ave, 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
/18
$1,000,000 Sold Dec 12, 2025

1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557
- 2 Beds
- 2.5 Baths
- 1 Sq Ft
- Built 2001
Last Sold Summary
- 9% Below List Price
- $1,000,000/SF
- 13 Days On Market
Last Listing Agent Lisa Lucier Anchor Realty of MV

1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557

/17
Est $1,348,387 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,503 Sq Ft
165 Weaver Ln, Vineyard Haven, MA 02568

165 Weaver Ln, Vineyard Haven, MA 02568

/30
$1,999,000
- 4 Beds
- 3 Baths
- 2,730 Sq Ft
5 Pine Tree Ln, Vineyard Haven, MA 02568

Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and contemporary comfort. Inside, a thoughtfully designed floor plan welcomes you with generous living

Alyssa Halisky Wallace & Co. Sotheby's International Realty

5 Pine Tree Ln, Vineyard Haven, MA 02568
/2
$10,000 total monthly price
- 6 Beds
- 3.5 Baths
- 2,100 Sq Ft
- House for Rent
15 Crowell Lane Wt119, West Tisbury, MA 02575

THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!!!!Seven Gates Farm. This property has three ponds, overlooks rolling meadows and is very charming. Located in Seven Gates Farm association, the property affords access to association tennis and two miles of private beach as well as miles of walking trails. Bookings for tennis are available at the office for a slight fee.There is a $25 trash charge per

Karen Overtoom Karen M. Overtoom R.E.

15 Crowell Lane Wt119, West Tisbury, MA 02575
/2
$1,595,000 Sold Jul 01, 2025

10 Red Pony Rd, West Tisbury, MA 02568
- 2 Beds
- 1.5 Baths
- 1,176 Sq Ft
- Built 1998
Last Sold Summary
- $1,356/SF
Current Estimated Value $1,633,982

Last Listing Agent Lisa Da Silva Compass | Point B

10 Red Pony Rd, West Tisbury, MA 02568

/17
Est $1,100,157 Not Listed For Sale
- 3 Beds
- 2 Baths
- 934 Sq Ft
10 Briarwood Ln, Vineyard Haven, MA 02568

10 Briarwood Ln, Vineyard Haven, MA 02568

/20
$640,000
- 1 Bed
- 1 Bath
- 354 Sq Ft
2 Lincoln Ave, Oak Bluffs, MA 02568

Nestled in the heart of the historic Martha’s Vineyard Camp Meeting Association, this beautifully updated suite cottage offers the rare opportunity for year-round living in Oak Bluffs’ campground community. Fully renovated in 2023, including kitchen, bath, floors and winterization, the home seamlessly blends classic Vineyard charm with modern comfort — featuring upgraded systems and finishes that

Stacy Ickes Donnelly + Co

2 Lincoln Ave, Oak Bluffs, MA 02568
/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
$1,750,000 Sold Jun 06, 2025

97 Snake Hollow, Vineyard Haven, MA 02568
- 3 Beds
- 2 Baths
- 1,850 Sq Ft
- Built 1981
Last Sold Summary
- 11% Below List Price
- $946/SF
- 226 Days On Market
Current Estimated Value $1,659,585

Last Listing Agent Stephanie Roache Donnelly + Co.

97 Snake Hollow, Vineyard Haven, MA 02568

/32
Est $2,564,442 Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,276 Sq Ft
232 Lagoon Pond Rd, Vineyard Haven, MA 02568

232 Lagoon Pond Rd, Vineyard Haven, MA 02568

/14
$685,000 Pending
- 2 Beds
- 1.5 Baths
- 782 Sq Ft
10 Siloam Ave, Oak Bluffs, MA 02557

The cottage has been maintained throughout the years, with a new roof in 2015, at which time it was insulated. The original Campground charm has been preserved thoughtfully. New mahogany boards are on front porch and a new paint job on the exterior of the cottage was done last year. The kitchen cabinets have been crafted by a master wood worker and there is a new kitchen floor and appliances.

Elise LeBovit Gay Head Realty

10 Siloam Ave, Oak Bluffs, MA 02557
/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
/30
$1,226,500 Sold Oct 16, 2025

9 Grovedale Rd, Oak Bluffs, MA 02557
- 3 Beds
- 2 Baths
- 1,637 Sq Ft
- Built 1988
Last Sold Summary
- 7% Above List Price
- $749/SF
- 6 Days On Market
Current Estimated Value $1,224,371

Last Listing Agent Bonnie Pierce Wallace & Co. Sotheby's International Realty

9 Grovedale Rd, Oak Bluffs, MA 02557

/36
Est $1,567,885 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,144 Sq Ft
323 Lamberts Cove Rd, Vineyard Haven, MA 02568

323 Lamberts Cove Rd, Vineyard Haven, MA 02568

/61
$2,250,000
- 5 Beds
- 3.5 Baths
- 3,250 Sq Ft
28 Pine Tree Ln, Vineyard Haven, MA 02568

Enjoy beach-close living—just 0.2 miles to the shore—in sought-after West Chop. This welcoming 5BR/3.5BA colonial blends classic Vineyard character with modern comforts, including central air, an updated kitchen, and three fireplaces. Approximately 3,152± sq ft (expanded from 2,632± with a 520± sq ft finished space over the garage) offers flexible, easy flow to a large fenced backyard with a

Lisa Da Silva Compass | Point B

28 Pine Tree Ln, Vineyard Haven, MA 02568
/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
/69
$1,160,000 Sold Jan 05, 2026

208 Irenes Way, Tisbury, MA 02568
- 4 Beds
- 3 Baths
- 2,961 Sq Ft
- Built 2005
Last Sold Summary
- 24% Below List Price
- $392/SF
- 168 Days On Market
Last Listing Agent Emma Kiley Bryant Landmarks at TODAY Real Estate

208 Irenes Way, Tisbury, MA 02568

/44
Est $1,664,838 Not Listed For Sale
- 3 Beds
- 4 Baths
- 3,114 Sq Ft
30 Hillside Path, Vineyard Haven, MA 02568

30 Hillside Path, Vineyard Haven, MA 02568

/46
$1,675,000 Pending
- 4 Beds
- 2.5 Baths
- 2,855 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

Michele Moore Island Real Estate

5 Bayes Hill Cir, Vineyard Haven, MA 02568
/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
/22
$1,000,000 Sold Jul 31, 2025

130 Wing Rd, Oak Bluffs, MA 02557
- 2 Beds
- 1 Bath
- 768 Sq Ft
- Built 1960
Last Sold Summary
- 10% Below List Price
- $1,302/SF
- 96 Days On Market
Current Estimated Value $995,317

Last Listing Agent Lynn Buder Sandpiper Realty Inc

130 Wing Rd, Oak Bluffs, MA 02557

/30
Est $1,201,608 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,901 Sq Ft
19 Renear St, Vineyard Haven, MA 02568

19 Renear St, Vineyard Haven, MA 02568

/15
$1,495,000
- Land
- 3.01 Acres
- $496,678 per Acre
11 Beach Pebble Rd Unit 48.3, West Tisbury, MA 02568

Over 3 acres in the West Tisbury section of Makonikey. This buildable lot is a short distance from the Lower Makonikey Association beach. The prime home site on this property was recently cleared to reveal beautifully contoured land with several ancient white oak trees. The property is situated in an area of several multimillion-dollar homes and will accommodate a house, a guesthouse, and a

Cassie Courtney Wallace & Co. Sotheby's

11 Beach Pebble Rd Unit 48.3, West Tisbury, 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 proportions

Karen Overtoom Karen M. Overtoom R.E.

76 School House Lane Wt101, West Tisbury, MA 02575
/33
$2,637,500 Sold Dec 12, 2025

36 Tashmoo Ave, Vineyard Haven, MA 02568
- 4 Beds
- 3 Baths
- 2,770 Sq Ft
- Built 1888
Last Sold Summary
- 20% Below List Price
- $952/SF
- 355 Days On Market
Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's International Realty

36 Tashmoo Ave, Vineyard Haven, MA 02568

/34
Est $2,401,696 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,783 Sq Ft
338 Bigelow Rd, Vineyard Haven, MA 02568

338 Bigelow Rd, Vineyard Haven, MA 02568

/50
$1,900,000
- 4 Beds
- 3 Baths
- 2,056 Sq Ft
20 Brook Hollow Rd, Vineyard Haven, MA 02568

This spacious custom designed home is well sited to offer maximum privacy in the lush area of Long View. A short bike ride to Lambert's Cove beach, it's also about a 20-minute walk down a quiet private road. The home lays out well for family and extended guests with a roomy living room boasting vaulted ceilings and large windows. The house is designed to have an intimate relationship with the

Jim Feiner Feiner Real Estate

20 Brook Hollow Rd, Vineyard Haven, MA 02568
/22
$3,000 total monthly price
- 4 Beds
- 2.5 Baths
- 2,703 Sq Ft
- House for Rent
41 Oak Lane Wt147, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Inside the front entrance is a large open living room with a comfortable L-shaped couch facing the floor to ceiling windows which look out onto the spacious tree lined back yard and a wall mounted flat screen television. Off the open concept living/dining room is a large

Karen Overtoom Karen M. Overtoom R.E.

41 Oak Lane Wt147, West Tisbury, MA 02575
/20
$1,150,000 Sold Jun 13, 2025

46 Old Coach Rd, Vineyard Haven, MA 02568
- 3 Beds
- 2 Baths
- 1,374 Sq Ft
- Built 1981
Last Sold Summary
- 10% Below List Price
- $837/SF
- 43 Days On Market
Current Estimated Value $1,221,384

Last Listing Agent Lisa Gilberto C McManus Realty Group

46 Old Coach Rd, Vineyard Haven, MA 02568

/18
Est $1,084,684 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1 Sq Ft
10 Canterbury Ln, Vineyard Haven, MA 02568

10 Canterbury Ln, Vineyard Haven, MA 02568

/5
$1,100,000
- Land
- 1 Acre
- $1,102,204 per Acre
25 Coffins Field Rd Unit 18, Edgartown, MA 02539

One acre lot situated in a peaceful, centrally located neighborhood. The parcel will support 3-bedrooms and offers privacy by abutting conservation land, convenience to town and beaches and access to bike paths, public gym, veterinarian, shopping, airport and restaurants.

Casandra Hyland Sandpiper Realty

25 Coffins Field Rd Unit 18, Edgartown, MA 02539
/35
$112,000 total monthly price
- 6 Beds
- 9 Baths
- 5,732 Sq Ft
- House for Rent
31 Lamberts Cove Road Vh434, Tisbury, MA 02568

Karen Overtoom Karen M. Overtoom R.E.

31 Lamberts Cove Road Vh434, Tisbury, MA 02568
/17
$929,000 Sold Aug 18, 2025

299 Franklin St, Vineyard Haven, MA 02568
- 3 Beds
- 1.5 Baths
- 1,286 Sq Ft
- Built 1950
Last Sold Summary
- $722/SF
- 6 Days On Market
Current Estimated Value $959,559

Last Listing Agent Lisa Lucier Anchor Realty of MV

299 Franklin St, Vineyard Haven, MA 02568

/32
Est $1,295,089 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,118 Sq Ft
58 Hagerty Dr, Vineyard Haven, MA 02568

58 Hagerty Dr, Vineyard Haven, MA 02568

Showing Results 161 - 200, Page 5 of 18

Massachusetts Dukes County Vineyard Haven 02568

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage