Homes in ZIP Code 02568

/27
$1,200,000
- 2 Beds
- 2.5 Baths
- 1,500 Sq Ft
70 Carol Ln, Oak Bluffs, MA 02557

Charming Renovated Ranch in the Heart of Oak Bluffs Discover the perfect blend of comfort, convenience, and coastal charm in this beautifully renovated ranch home, ideally located in a central Oak Bluffs neighborhood close to everything down-Island. Set on a spacious 1/3-acre lot, this property offers both privacy and proximity — just minutes from the Oak Bluffs School, town center, and all the

Lisa Lucier

Anchor Realty of Martha's Vineyard

(508) 456-5742

70 Carol Ln, Oak Bluffs, MA 02557
/21
$7,000 total monthly price
- 4 Beds
- 3.5 Baths
- 3,000 Sq Ft
- House for Rent
27 Beach Plum Ln, Chilmark, MA 02535

weekly rental rate negotiable, cost $400-$975 per night depending on season and month 3 night min stay The "Grapevine" is located on a private road next door to the Beach Plum Inn, It was completely rebuilt . it has 3 generous size bedrooms all with private baths, 2 of the bedrooms are located on the second floor, 1 bedroom is located on the first floor as well as the Open concept living with a

Bryan Hummel Commonwealth Realty Group

27 Beach Plum Ln, Chilmark, MA 02535
/19
$1,865,000 Sold Dec 04, 2025
- 2,820 Sq Ft
- $661/SF
- 11 Days On Market
- 4 Beds
- 5 Baths
- Built 1982
71 Netock Ave, Oak Bluffs, MA 02557

On the doorstep of vibrant Oak Bluffs, discover this exquisitely renovated four bedroom home with separate office or studio space, all ensconced in professionally landscaped grounds. Blending modern comfort with timeless island charm, the house features wide plank white oak floors, beautiful ceiling height and natural light, an open-concept living-dining space with a new kitchen, a first-floor

Ellen Valentgas Sotheby's International Realty

71 Netock Ave, Oak Bluffs, MA 02557

/4
Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,179 Sq Ft
47 Willow Tree Hollow Rd, West Tisbury, MA 02568

47 Willow Tree Hollow Rd, West Tisbury, MA 02568

/20
$1,100,000 Pending
- 2 Beds
- 2.5 Baths
- 2,128 Sq Ft
1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557

Welcome to this spacious and well-appointed home offering 2,128 square feet of comfortable living space, nestled on a generous 0.49-acre lot. Perfect for both everyday living and entertaining, this residence features beautiful hardwood floors throughout the first floor, with wall to wall carpet in the second floor bedrooms adding warmth and timeless appeal. The large open-concept kitchen is the

Lisa Lucier

Anchor Realty of Martha's Vineyard

(508) 827-6851

1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557
/21
$9,500 total monthly price
- 4 Beds
- 2 Baths
- 1,579 Sq Ft
- House for Rent
155 Skiff Ave, Vineyard Haven, MA 02568

**SUMMER RENTAL ONLY** RATE IS WEEKLY** Enjoy the serenity of a four bedroom, two full bathroom peaceful oasis complete with private in-ground pool. Close to lively dining and boutiques of downtown Vineyard Haven. Unwind at neighborhood beaches; Eastville, Owen Park, Tashmoo beaches all just a few minutes drive from your vacation retreat.This lovely home spread over 1600ft of living area provides

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

155 Skiff Ave, Vineyard Haven, MA 02568
/2
$825,000 Sold Dec 03, 2025
- 1,248 Sq Ft
- $661/SF
- 1 Day On Market
- 3 Beds
- 2 Baths
- Built 1998
69 Summit Ave, Vineyard Haven, MA 02568

Charming sunlit three-bedroom, two-bath home on a quarter-acre lot with a full unfinished basement offering excellent potential. The three-bedroom septic system has passed inspection (recommended pumping being done). The interior features wood floors throughout and an open-concept living, kitchen, and dining area, perfect for relaxed island living. The primary bedroom includes a full bath, while

Susie Wallo Compass

69 Summit Ave, Vineyard Haven, MA 02568

/3
Est $1,637,771 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,329 Sq Ft
18 Towanticut Ave, Oak Bluffs, MA 02557

18 Towanticut Ave, Oak Bluffs, MA 02557

/22
$1,650,000 Open House 12/13
- 6 Beds
- 3.5 Baths
- 1,616 Sq Ft
34 Massasoit Ave, Oak Bluffs, MA 02557

Downtown Oak Bluffs located in the Copeland District this Victorian home combines historic charm with modern comfort. Offering 6 spacious bedrooms and 3.5 bathrooms, this home provides ample living space for family and guests. Also making an ideal rental property Sleeping 12 comfortably just a block to the restaurants and shops of Circuit Ave. and a couple of blocks to the beach it's the perfect

Lisa Lucier

Anchor Realty of Martha's Vineyard

(508) 299-5240

34 Massasoit Ave, Oak Bluffs, MA 02557
/41
$13,500 total monthly price
- 5 Beds
- 5.5 Baths
- 3,000 Sq Ft
- House for Rent
14 Bernard Cir, Vineyard Haven, MA 02568

** SUMMER WEEKLY RATE ** Private and luxurious BRAND NEW contemporary chic 5 BED 5.5 BATH home perfectly situated close to downtown Vineyard Haven yet set amongst a rural and peaceful WEST CHOP adjacent neighborhood. Indulge and unwind in the PRIVATE HEATED SALTWATER IN-GROUND POOL surrounded by opulent outdoor living and dining area highlighted by covered al-fresco kitchen, BBQ grill and bar -

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

14 Bernard Cir, Vineyard Haven, MA 02568
/29
$1,112,500 Sold Dec 03, 2025
- 1,398 Sq Ft
- $796/SF
- 38 Days On Market
- 3 Beds
- 2 Baths
- Built 1983
324 Greenwood Ave, Vineyard Haven, MA 02568

Charming Cape-style home offering 3 bedrooms and 2 full bathrooms on a .28-acre lot. This inviting property features a renovated kitchen and renovated bathrooms, new appliances, energy-efficient splits for heating and cooling, and a thoughtful layout that blends comfort and functionality. The first floor includes an open kitchen and dining area, creating a perfect space for both everyday living

Emily Flake Viewpoints

324 Greenwood Ave, Vineyard Haven, MA 02568

/21
Est $1,080,742 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,176 Sq Ft
10 Lagoon Rd, Oak Bluffs, MA 02557

10 Lagoon Rd, Oak Bluffs, MA 02557

/5
$700,000
- Land
- 0.1 Acre
- $7,000,000 per Acre
0 Massasoit Ave, Oak Bluffs, MA 02557

Commercial Land in Downtown Oak Bluffs ON Circuit Avenue and Massasoit Ave. B1 zoned.

Lisa Lucier

Anchor Realty of Martha's Vineyard

(508) 978-2876

0 Massasoit Ave, Oak Bluffs, MA 02557
/41
$8,750 total monthly price
- 4 Beds
- 2.5 Baths
- 1,811 Sq Ft
- House for Rent
11 High Meadow Ln, Vineyard Haven, MA 02568

**SUMMER WEEKLY RATE ** INQUIRE FOR LONG TERM OFFSEASON RATE**Discover the perfect summer retreat in this beautifully updated Meadow View Farms home. Nestled on a private hilltop and minutes from beaches, bike paths, Farm Neck Gand Downtown Oak Bluffs, this home offers a serene escape close to the island’s best attractions. 4 spacious bedrooms, first floor primary ensuite, shared secondary floor

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

11 High Meadow Ln, Vineyard Haven, MA 02568
/28
$1,400,000 Sold Nov 26, 2025
- 1,592 Sq Ft
- $879/SF
- 126 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1968
5 Scottys Ln, Vineyard Haven, MA 02568

BUYER PAID FOR NEW SEPTIC AND BUYER BROKER FEE. Attention Developers and Island Lovers! Take note of this rare opportunity in a prime West Tisbury Location. This mid-century home with excellent bones fronts on Seth's Pond, a beloved locale perfect for swimming, paddle-boarding, and kayaking. 5 Scotty's Lane has an existing 4-bedroom main house with the first floor and lower walk-out level

Idalyn Macchia Gilstad Wallace & Co. Sotheby's

5 Scottys Ln, Vineyard Haven, MA 02568

/31
Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,754 Sq Ft
12 Fairway Dr, Vineyard Haven, MA 02568

12 Fairway Dr, Vineyard Haven, MA 02568

/27
$1,615,000
- 3 Beds
- 2.5 Baths
- 1,740 Sq Ft
27 Chapde Ln, Tisbury, MA 02568

Classic Style Meets Timeless Charm - Located at the end of a lightly traveled lane and surrounded by stunning gardens and stone retaining walls, this residence provides a modern and spacious environment for comfortable island living. The home welcomes you with an open and bright layout, featuring sleek finishes and an abundance of natural light. The gourmet kitchen is a chef's delight that

Wendy Harman

Compass

(774) 515-4591

27 Chapde Ln, Tisbury, MA 02568
/22
$20,000 total monthly price
- 5 Beds
- 3 Baths
- 3,000 Sq Ft
- House for Rent
55 Samoset Ave, Oak Bluffs, MA 02557

Modernized 5 bed, 3 full bath Victorian in the heart of Downtown Oak Bluffs. Steps to restaurants, shopping, harbor, ferries and beaches. Accommodates 10 guests. Easy breezy outdoor living, dining, bluestone patio and BBQ grill. Relax on the covered porch surrounded by a lush flower garden or unwind in the outdoor shower. Updated stone and stainless kitchen. Formal dining for eight. A/C, WIFI and

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

55 Samoset Ave, Oak Bluffs, MA 02557
/30
$1,416,500 Sold Nov 25, 2025
- 780 Sq Ft
- $1,816/SF
- 34 Days On Market
- 1 Bed
- 1 Bath
- Built 1989
11 Ephriam Allen Rd, West Tisbury, MA 02568

TOTAL SALE with FURNISHINGS $1,440,000. Charming cottage with spectacular water views across stone walls and rolling meadows to Vineyard Sound and the Elizabeth Islands. Set on 1.2 acres, this custom-built home was thoughtfully designed to embrace its serene surroundings, with wood and tile floors, a recent roof (2023), a water filtration system, 3 bedroom septic system, annual maintenance

Dawn Bellante-Holand Sandpiper Realty

11 Ephriam Allen Rd, West Tisbury, MA 02568

/37
Est $1,464,307 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,754 Sq Ft
12 Fairway Dr, Oak Bluffs, MA 02557

12 Fairway Dr, Oak Bluffs, MA 02557

/22
$1,199,000
- 2 Beds
- 1 Bath
- 742 Sq Ft
47 Winemack St, Oak Bluffs, MA 02557

Oak Bluffs -East Chop-Close to the ocean. Two cottages on one lot. Stay in one and rent the other, the possibilities are great with this amazing opportunity to own close to the beach and just a mile to Oak Bluffs center. The front house is two bedrooms 1 bath: freshly painted with new flooring. The second home nestled in the back of the lot is an open floor plan with one bedroom, one bath, and a

Lisa Lucier

Anchor Realty of MV

(508) 403-9601

47 Winemack St, Oak Bluffs, MA 02557
/30
$28,500 total monthly price
- 9 Beds
- 6.5 Baths
- 3,500 Sq Ft
- House for Rent
9 Tuckernuck Ave, Oak Bluffs, MA 02557

**SHORT TERM ONLY - WEEKLY RATE ADVERTISED ** Water view Victorian fronting Waban Park, steps to Inkwell Beach. Newly restored 9-bed, 6+ bath Main and Guest House houses 18 guests. Internet, A/C and cable TV. Coastal chic interior with all new furnishings. Large open floor plan, ample gathering and relaxation spaces. Dining for 10, Wet Bar, gourmet kitchen, gas range, stainless appliances and

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

9 Tuckernuck Ave, Oak Bluffs, MA 02557
/28
$1,416,500 Sold Nov 25, 2025
- 780 Sq Ft
- $1,816/SF
- 54 Days On Market
- 1 Bed
- 1 Bath
- Built 1989
11 Ephraim Allen Rd, Vineyard Haven, MA 02568

Charming cottage with spectacular water views across stone walls and rolling meadows to Vineyard Sound and the Elizabeth Islands. Set on 1.2 acres, this custom-built home was thoughtfully designed to embrace its serene surroundings, with wood and tile floors, a recent roof (2023), and an open-plan kitchen, dining, and living area framing commanding views of the water. Perched at the edge of the

Dawn Bellante Sandpiper Realty Inc

11 Ephraim Allen Rd, Vineyard Haven, MA 02568

/38
Est $975,891 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,120 Sq Ft
287 County Rd, Vineyard Haven, MA 02568

287 County Rd, Vineyard Haven, MA 02568

/42
$5,995,000
- 3 Beds
- 6 Baths
- 3,608 Sq Ft
385 Barnes Rd, Vineyard Haven, MA 02568

Indulge in luxurious living at this exquisite waterfront retreat featuring a private 125-foot sandy beach. Over 5,400 sq ft on three floors blend elegance with indoor-outdoor living. The grand foyer leads to dramatic interiors with high ceilings and floor-to-ceiling windows showcasing stunning water views. Highlights include a striking stone fireplace, custom built-ins, gourmet kitchen with stone

Wendy Harman

Compass

(508) 205-8817

385 Barnes Rd, Vineyard Haven, MA 02568
/10
$20,000 total monthly price
- 5 Beds
- 3 Baths
- 2,352 Sq Ft
- House for Rent
55 Samoset Ave Unit 1, Oak Bluffs, MA 02557

THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Newly renovated, Great for Family Gatherings, Corporate Retreats, Central Air & Heat, very close to Circuit Ave and Beach, 5 Bedrooms, 3 full baths, galley kitchen, new appliances, dining room, family room, Flat Screen TV, FREE Wifi, washer & dryer, bay window breakfast nook, Oak and Pine wood flooring, outdoor shower, wrap around porch, blue stone

Karen Overtoom Karen M. Overtoom R.E.

55 Samoset Ave Unit 1, Oak Bluffs, MA 02557
/51
$2,500,000 Sold Nov 21, 2025
- 4,982 Sq Ft
- $502/SF
- 83 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1987
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

/17
Est $1,518,651 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,298 Sq Ft
19 Quantapog Rd, Vineyard Haven, MA 02568

19 Quantapog Rd, Vineyard Haven, MA 02568

/46
$1,299,000
- 3 Beds
- 3 Baths
- 1,750 Sq Ft
185 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568

Experience sun-drenched living in one of Tashmoo Woods’ most desirable floor plans. This beautifully maintained 3-bedroom, 3-bath home offers full access to the coveted Tashmoo Woods amenities, including a pristine pool and pool house, multiple tennis courts, a children’s play area, a private launch on Lake Tashmoo, and a beautiful Association beach on the Sound. Inside, soaring ceilings and

Candy DaRosa Feiner Real Estate

185 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568
/8
$17,500 total monthly price
- 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
/13
$2,237,500 Sold Nov 19, 2025
- 2,299 Sq Ft
- $973/SF
- 120 Days On Market
- 4 Beds
- 3 Baths
- Built 1974
26 Chappaquiddick Avenue and Passamaquoddy Ave, West Tisbury, MA 02575

Discover the rare opportunity to build your dream home in one of the island’s most sought-after locations off Lamberts Cove Road. This parcel offers year-round waterfront living with the ultimate blend of privacy, beach access, and design potential, without the usual coastal erosion concerns. Approved architectural plans by Moskow Linn Architects are in place for a four-bedroom main residence, a

Jill Napior Tea Lane Associates

26 Chappaquiddick Avenue and Passamaquoddy Ave, West Tisbury, MA 02575

/12
Est $1,158,830 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,997 Sq Ft
3 Carole Ave, Vineyard Haven, MA 02568

3 Carole Ave, 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
/10
$8,500 total monthly price
- 3 Beds
- 2 Baths
- House for Rent
29 Bea Lane Wt160 Unit 1, West Tisbury, MA 02575

THIS IS A WEEKLY RENTAL PROPERTY!! Red Farm, Off Lambert's Cove Road West Tisbury. This newly built Contemporary Home is privately sited overlooking a peaceful meadow and wooded setting. The spacious floor plan features an open living, dining and a well equipped chef's kitchen, cathedral ceilings, wood floors and sliders that lead to a nicely landscaped yard. Three spacious bedrooms, the primary

Karen Overtoom Karen M. Overtoom R.E.

29 Bea Lane Wt160 Unit 1, West Tisbury, MA 02575
/34
$3,746,925 Sold Nov 14, 2025
- 2,861 Sq Ft
- $1,310/SF
- 114 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1974
39 Sengekontacket Rd, Edgartown, MA 02539

SPECTACULAR WATERFRONT home with stunning water views from every room. Situated in a private location in the Sengekontacket Association, this is an exceptional property in a rare setting. Completely renovated in 2014. In addition to the breathtaking water view of Major's Cove and of Felix Neck throughout the home, the front of the property faces serene pastoral views. This home offers four

Jayne Isford Ocean Park Realty Inc

39 Sengekontacket Rd, Edgartown, MA 02539

/13
Est $1,166,677 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,428 Sq Ft
33 Menahan St, Vineyard Haven, MA 02568

33 Menahan St, Vineyard Haven, MA 02568

/3
$2,100,000
- 3 Beds
- 3.5 Baths
- 2,019 Sq Ft
2 Hope's Way, Oak Bluffs, MA 02557

ESTEEMED BUILDER READY to BREAK GROUND! Purchase this exceptional lot in Lagoon Ridge and start building your ISLAND DREAM 3 BR 3.5 home today! Purchase lot ($700,000)& Execute a BUILDING CONTRACT ($1,400,000 )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

Marilyn Moses Ocean Park Realty Inc

2 Hope's Way, Oak Bluffs, MA 02557
/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
/30
$815,000 Sold Nov 14, 2025
- 907 Sq Ft
- $899/SF
- 100 Days On Market
- 3 Beds
- 1 Bath
- Built 1870
17 Siloam Ave, Oak Bluffs, MA 02557

PRISTINE YEAR ROUND COTTAGE RENOVATED THROUGHOUT ~Welcome to 17 Siloam Avenue, a delightful cottage nestled in the historic Martha’s Vineyard Camp Meeting Association, offering spectacular sunset views of Sunset Lake and the distant harbor from its inviting porches. The current owners have cherished this home year-round for 13 years, and it’s easy to see why. This spacious residence features an

Marilyn Moses Ocean Park Realty Inc

17 Siloam Ave, Oak Bluffs, MA 02557

/14
Est $971,167 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,024 Sq Ft
51 Manchester Ave, Vineyard Haven, MA 02568

51 Manchester Ave, Vineyard Haven, MA 02568

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Massachusetts Dukes County Vineyard Haven 02568

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