East Chop, MA homes for sale & real estate

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ABOUT THIS HOME
East Chop, MA Homes for Sale
Enjoy sweeping ocean views from this beautifully updated East Chop Victorian, complete with a timeless guest cottage. Thoughtfully renovated in 2010, the main residence seamlessly blends historic character with modern comfort. The kitchen and bathrooms have been stylishly updated while preserving the home's original charm and character. The guest cottage, tucked to the rear of the property, affords a private retreat or additional space for family and friends. Nestled in the heart of East Chop--a close-knit, sought-after community--this property is just a short distance from pristine beaches, the active harbor front, and vibrant downtown Oak Bluffs. A happy home, ready to welcome new memorie

$3,450,000

4 beds3 baths1,728 sq ft

6 Brewster Ave, Oak Bluffs, MA 02557

Active harbor front • Guest cottage • Updated bathrooms

ABOUT THIS HOME
East Chop, MA Homes for Sale
Big Bluff. The crown jewel of East Chop. Timeless elegance and unmatched craftsmanship on the shores of Martha’s Vineyard. Renowned architect M. Hutker and preeminent builder J. G. Early teamed up to create this magnificent waterfront estate. 8,500 Sq. ft. of pure luxury. Open-concept living with large picture windows, a chef’s kitchen with island, high-end appliances, wet bar, and sunlit breakfast room flow seamlessly into the great room and screened porch. Spectacular dining room, reading room, laundry and 1st floor bedroom suite. The primary suite features panoramic water views, a private balcony, fireplace, outdoor shower, spa-like bath, and two dressing rooms. Seven additio

$9,900,000

8 beds8 baths8,560 sq ft

150 East Chop Dr, Oak Bluffs, MA 02557

0.64 acre lot • 2 garage spots • Built 2017

3D WALKTHROUGH

ABOUT THIS HOME
East Chop, MA Homes for Sale
Two Historic Oak Bluffs Cottages - Prime Location - Deeded Separately Perched atop a gentle hill, surrounded by lush, established gardens in one of the island's most storied neighborhoods, these two charming 1909 twin cottages offer a rare opportunity to own a piece of local history--just a short distance to the harbor, downtown, and the beloved Winston's takeout. Built at a time when automobiles were rare, these homes were sited with ease of access in mind. Though they have no driveways, convenient on-street parking is always available--local residents often find it easier to stroll, or bike, into town than drive. Both homes are separately deeded, giving you the flexibility to own them joi

$1,830,000

4 beds4 baths1,600 sq ft

12 & 14 Maple Ave, Oak Bluffs, MA 02557

Deeded separately • 4,356 sq ft lot • Built 1909

ABOUT THIS HOME
East Chop, MA Homes for Sale
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 separate utility room. Recent upgrades includes new roofs, new electrical service in front house, and a new 3-bedroom title 5 septic system.

$1,250,000

2 beds1 bath742 sq ft

47 Winemack St, Oak Bluffs, MA 02557

Open floor plan • New roofs • 4,792 sq ft lot

ABOUT THIS HOME
East Chop, MA Homes for Sale
East Chop - Tucked away on a quiet lane just moments from the iconic East Chop Lighthouse and breathtaking bluff views, this timeless retreat invites you to embrace the slower pace of island life. The main residence is a stately four-bedroom, classic summer home, rich in character and nostalgic charm. At the rear of the property, a one-bedroom guest house provides privacy and, perhaps most importantly, the modern comforts today's lifestyle demands. Set on a generous, level parcel, with an existing seven-bedroom septic system--providing ample opportunity for future expansion and customization. Located in the heart of East Chop, a cherished community known for its neighborly spirit, you're ju

$2,495,000

5 beds2.5 baths2,577 sq ft

16 Atlantic Ave, Oak Bluffs, MA 02557

Minutes from harbor • 0.5 acre lot • Built 1890

Property at 4 Dempster Park, Oak Bluffs, MA 02557, 4 beds, 2.5 baths

$2,195,000

4 beds2.5 baths1,825 sq ft

4 Dempster Park, Oak Bluffs, MA 02557

Property at 47 E Chop Dr, Oak Bluffs, MA 02557, 8 beds, 6 baths

$10,500,000

8 beds6 baths3,888 sq ft

47 E Chop Dr, Oak Bluffs, MA 02557

Property at 47 E East Chop Dr #5, Oak Bluffs, MA 02557, 1 bed, 1 bath

$1,495,000

1 bed1 bath650 sq ft

47 E East Chop Dr #5, Oak Bluffs, MA 02557

Property at 47 E Chop Dr #2, Oak Bluffs, MA 02557, 1 bed, 1 bath

$1,495,000

1 bed1 bath736 sq ft

47 E Chop Dr #2, Oak Bluffs, MA 02557

Property at 47 E Chop Dr #3, Oak Bluffs, MA 02557, 2 beds, 1 bath

$1,995,000

2 beds1 bath802 sq ft

47 E Chop Dr #3, Oak Bluffs, MA 02557

Property at 47 E Chop Dr #4, Oak Bluffs, MA 02557, 2 beds, 1 bath

$1,995,000

2 beds1 bath879 sq ft

47 E Chop Dr #4, Oak Bluffs, MA 02557

Property at 47 East Chop Dr, Oak Bluffs, MA 02557, 7 beds, 6 baths

$10,500,000

7 beds6 baths3,888 sq ft

47 East Chop Dr, Oak Bluffs, MA 02557

Property at 47 E Chop Dr #1, Oak Bluffs, MA 02557, 1 bed, 1 bath

$1,495,000

1 bed1 bath731 sq ft

47 E Chop Dr #1, Oak Bluffs, MA 02557

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ABOUT THIS HOME
East Chop, MA Homes for Sale
Step back in time with this quintessential Martha’s Vineyard Campground Cottage, nestled in the heart of Wesleyan Grove. The cottage captures the spirit of the Island’s rich history, with its storybook architecture, vibrant community setting, and proximity to all that Oak Bluffs has to offer. The cottage features classic Victorian-era details, starting with its inviting front porch. The 4-bedroom, 1-bath cottage welcomes you with soaring ceilings offering beautiful natural light. Outside, the fenced in back yard provides additional space for family and guests to gather and enjoy the unique atmosphere of the neighborhood. The property offers the rare opportunity to own a piece of

$795,000

4 beds1 bath1,154 sq ft

41 Trinity Park, Oak Bluffs, MA 02557

$196 HOA • Very walkable

ABOUT THIS HOME
East Chop, MA Homes for Sale
PRIME LOCATION! LESS THAN A 5-MINUTE WALK TO OAK BLUFFS HARBOR! Beautifully Renovated in Oak Bluffs! This move-in ready home at 9 Brunswick Ave has been thoughtfully and extensively updated inside and out. Enjoy peace of mind with a new septic system, siding, windows, water line from the street, and upgraded electrical and plumbing. The interior boasts new flooring, insulation, fresh paint, a stylishly renovated kitchen, and efficient new heat/AC systems for year-round comfort. Recently installed professional landscaped grounds offer curb appeal and outdoor enjoyment, complete with shower and patio furniture for al fresco dining and relaxing. Also included are all furnishings and a handy ow

$1,650,000

3 beds1 bath1,033 sq ft

9 Brunswick Ave, Oak Bluffs, MA 02557

3,485 sq ft lot • Somewhat walkable

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ABOUT THIS HOME
East Chop, MA Homes for Sale
On the doorstep of vibrant Oak Bluffs, discover this exquisitely renovated 4-bed home w/ separate, office or studio space, ensconced in professionally landscaped grounds. Blending modern comfort w/ timeless island charm, house features wide plank white oak floors, beautiful ceiling height & natural light, open-concept living-dining space w/ new kitchen, 1st-floor primary bedroom w/ ensuite bath, powder room & laundry room. Upstairs are 3 additional spacious bedrooms & 2 full baths. New roof, siding, and central air enhance comfort. Outside, enjoy a wide back deck, welcoming front porch, & expansive yard w/ irrigation, new sod lawn, lush evergreen & privet hedge

$2,295,000

4 beds4 baths2,820 sq ft

71 Netock Ave, Oak Bluffs, MA 02557

0.23 acre lot • Car-dependent

ABOUT THIS HOME
East Chop, MA Homes for Sale
Tucked away on one of Oak Bluffs' most sought-after streets, Fairview on Greenleaf Avenue offers an extraordinary location with stunning views of Sunset Lake, Oak Bluffs Harbor, and Nantucket Sound. From the highest point on Greenleaf, enjoy vibrant sunrises and a front-row seat to the town's iconic fireworks. This home blends classic Vineyard character with thoughtful design by Island architect Jaime Weisman. Lovingly maintained by one family for over 27 years, it now awaits its next chapter. Fairview includes three bedrooms, a finished basement for flexible living or work space, and a multipurpose outbuilding that functions as both shed and garage. With off-street parking and a generous y

$2,240,000

3 beds2 baths1,608 sq ft

22 Greenleaf Ave, Oak Bluffs, MA 02557

7,841 sq ft lot • Garage • Somewhat walkable

Average home prices near East Chop, MA

Cities

Neighborhoods

Martha's Vineyard homes for sale
$2,445,000

East Chop, MA real estate trends

$1.67M

Sale price

$691

Sale $/sq ft

Under list price

4.9%

Days on market

126

Down payment

—

Total homes sold

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