Chappaquiddick, MA homes for sale & real estate

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25 Lelands Path, Edgartown, MA 02539
25 Lelands Path, Edgartown, MA 02539
25 Lelands Path, Edgartown, MA 02539
ABOUT THIS HOME
Chappaquiddick, MA Homes for Sale
Casual Elegance On Katama Bay - Welcome to 25 Leland’s Path on Katama Bay, a stunning property that embodies the perfect blend of casual elegance and serene waterfront living on Chappquiddick. This magnificent home offers over 7,200 square feet of living space, six bedrooms, all with en suite baths, and a three-room Owner's Suite with sweeping water views and a private second-floor deck. The screened porch overlooks Katama Bay, providing space for al fresco summer meals and enjoying evening sunsets. With over 320 feet of frontage on Katama Bay, this home offers ample opportunities for sailing, boating, paddleboarding, and more. The home was designed by architect Patrick Ahearn and is

$9,995,000

6 beds7.5 baths7,205 sq ft

25 Lelands Path, Edgartown, MA 02539

16.4 acre lot • 3 garage spots • Car-dependent

9 Sampson Ave, Edgartown, MA 02539
9 Sampson Ave, Edgartown, MA 02539
9 Sampson Ave, Edgartown, MA 02539
ABOUT THIS HOME
Chappaquiddick, MA Homes for Sale
A home for all seasons and multiple purposes --- If you choose to have a comfortable, kick-your-shoes-off, not-fussy, beach home on the tranquil non-commercial island of Chappaquiddick, then this is your destination. The fabulous, pristine, seemingly endless miles of shoreline at East Beach, just over Dike Bridge, is only 1.3 miles distant. The gorgeous beaches at Wasque Point, where you also find some of the finest surf casting on the east coast, are only 2.1 miles away and the 30.6 acre MV Land Bank Quammox preserve with its small boat landing on Katama Bay is only 9/10 mile from the property. Chappaquiddick is crisscrossed with walking trails, two of which are a short distance from the f

$1,250,000

3 beds2 baths2,046 sq ft

9 Sampson Ave, Edgartown, MA 02539

0.46 acre lot • 2 garage spots • Car-dependent

5 Pip'n Rd, Edgartown, MA 02539
5 Pip'n Rd, Edgartown, MA 02539
5 Pip'n Rd, Edgartown, MA 02539
ABOUT THIS HOME
Chappaquiddick, MA Homes for Sale
Tucked away in a quiet, wooded setting on picturesque Chappaquiddick, this charming three-bedroom Cape offers a peaceful island retreat. Designed for laid-back living, the home features a cheerful and versatile floor plan with generous indoor and outdoor spaces. The star of the show? A sprawling screened-in porch with a cozy wood-burning fireplace--perfect for summer nights or crisp fall evenings. The backyard is a private oasis, backing up to conservation land for lasting serenity. Direct access to the nearby walking trails means adventure is right outside your door. Less than a mile away, the calm, swimmable waters of Katama Bay beckon, ideal for paddling, picnicking, and memory-making. W

$1,495,000

3 beds2 baths1,800 sq ft

5 Pip'n Rd, Edgartown, MA 02539

1 acre lot • Car-dependent

72 Chappaquiddick Ave, Edgartown, MA 02539
72 Chappaquiddick Ave, Edgartown, MA 02539
72 Chappaquiddick Ave, Edgartown, MA 02539
ABOUT THIS HOME
Chappaquiddick, MA Homes for Sale
WELCOME to this turn-key CHAPPY COMPOUND! This property offers it ALL, with its Six (6) Bedroom, Five (5) bath Primary Home, Two (2) bedroom, Two (2) bath GUEST HOUSE, expansive POOL HOUSE with a bath, kitchenette, large lounge area topped with a cathedral ceiling, a WORKOUT & GAME BARN, a POOL, a VOLLEY BALL COURT and a TENNIS COURT that doubles into TWO PICKLE BALL COURTS, and a BASKETBALL COURT, all set upon three acres of private, expansive land with distant WATER VIEWS! The estate is spectacularly located on Sampson Hill, being the highest elevation on Chappaquiddick. The location is convenient to the Chappy ferry, the Chappy Community Center, Slip Away Farm, the hiking trails on

$2,999,000

8 beds7.5 baths3,770 sq ft

72 Chappaquiddick Ave, Edgartown, MA 02539

3 acre lot • Car-dependent

0 Pocha Road Ext, Edgartown, MA 02539
0 Pocha Road Ext, Edgartown, MA 02539
0 Pocha Road Ext, Edgartown, MA 02539
ABOUT THIS HOME
Chappaquiddick, MA Homes for Sale
CHAPPAQUIDDICK -Dynamic views of Poucha Pond, barrier dunes, and the waters of the Atlantic are enjoyed from this 11+ acre building lot. The close to 1/2 mile of private pond frontage provides easy access for swimming, kayaking, paddle boarding and everything in between. Sheltered amongst 200 acres of conservation land, enjoy and explore the wonders of the natural habitat right in your backyard. An exceptional opportunity to create more than just a home, but cherished memories for generations to come.

$3,495,000

— beds— baths— sq ft

0 Pocha Road Ext, Edgartown, MA 02539

11.39 acre lot • Car-dependent

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7 Martha's Way, Edgartown, MA 02539
ABOUT THIS HOME
Chappaquiddick, MA Homes for Sale
Welcome to this coastal chic farmhouse set in the heart of Katama, a few blocks from the Field Club, close to SOUTH BEACH and close to Edgartown Village. To be built is a four bedroom en-suite home with a heated saltwater POOL. This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home offers an inviting covered porch with free standing columns, a granite entry step, mahogany decking and shiplapped ceiling. The expansive entry foyer presents with a spectacular great room ahead. The great room offers a large lounge area with a gas fireplace and a wall of sliding glass doors leading to the outdoor entertaining and pool area. The great room opens to the din

$4,800,000

4 beds4.5 baths3,816 sq ft

7 Martha's Way, Edgartown, MA 02539

0.52 acre lot • Car-dependent

3 Down Harbor Rd, Edgartown, MA 02539
3 Down Harbor Rd, Edgartown, MA 02539
3 Down Harbor Rd, Edgartown, MA 02539
ABOUT THIS HOME
Chappaquiddick, MA Homes for Sale
Exceptional Opportunity in Down HarborRare chance to own in Edgartown’s exclusive Down Harbor community, known for its serene setting and access to Katama Bay. Enjoy deeded rights to a pristine sandy association beach, plus coveted mooring and dock privileges—benefits usually reserved for waterfront estates. This peaceful neighborhood is experiencing a wave of elegant new builds and renovations, enhancing its status among Martha’s Vineyard’s top locales. The existing home offers four bedrooms, three bathrooms, a two-car garage, and an artist’s studio above. With town approval, a six-bedroom septic system may be added, allowing for expansion. Set on a full acre

$4,250,000

4 beds3 baths3,159 sq ft

3 Down Harbor Rd, Edgartown, MA 02539

1 acre lot • $125 HOA • 2 garage spots

10 Puwal Ln, Edgartown, MA 02539
10 Puwal Ln, Edgartown, MA 02539
10 Puwal Ln, Edgartown, MA 02539
ABOUT THIS HOME
Chappaquiddick, MA Homes for Sale
KATAMA COMPOUND WITH POOL - TURNKEY. In an enclave of luxury homes in Katama, this newly-built 5 bedroom, 5 bathroom property with three half-baths is being delivered turnkey with fine furnishings and artwork. The home has everything the modern buyer wants, including two primary bedroom suites (one upstairs, one downstairs), all bedrooms with ensuite bathrooms, two laundry rooms, detached guest quarters, high-end music system, a beautiful pool area, the list goes on. In addition to the 4700-sf main house with 4 ensuite bedrooms there is a Carriage House with a bedroom suite upstairs. In 3 years time this detached bedroom can be converted into full guest apartment by converting unfinished sp

$6,000,000

5 beds6 baths5,956 sq ft

10 Puwal Ln, Edgartown, MA 02539

0.53 acre lot • $67 HOA • 2 garage spots

131 N Water St #96, Edgartown, MA 02539
131 N Water St #96, Edgartown, MA 02539
131 N Water St #96, Edgartown, MA 02539
ABOUT THIS HOME
Chappaquiddick, MA Homes for Sale
RARE OPPORTUNITY AT THE HARBOR VIEW CAPTAIN’S COTTAGES - This exceptional offering is 1 of only 2, 3-Bedroom cottages on the property. This gorgeous two story 3-Bedroom, 3-Bath second floor residence is located in the Captain Huxford Cottage and features fresh and inviting spaces with furnishings that evoke Vineyard style. There is a full kitchen and laundry en suite. Enjoy morning coffee on the veranda before a day lounging at the pool and cabanas. Owners enjoy a myriad of benefits including a dining and beverage discount at the hotel. There is also a fully managed rental program available for when owners are not in residence. The Harbor View Captain’s Cottages offer easy and

$2,800,000

3 beds3 baths1,061 sq ft

131 N Water St #96, Edgartown, MA 02539

$5,924 HOA • Community pool • Somewhat walkable

14 Katama Farm South Rd, Edgartown, MA 02539
14 Katama Farm South Rd, Edgartown, MA 02539
14 Katama Farm South Rd, Edgartown, MA 02539
ABOUT THIS HOME
Chappaquiddick, MA Homes for Sale
Katama Farm South - En route to this stellar location, enjoy scenic pastoral views while passing iconic Katama Farm. A quarter mile from South Beach, this dynamic compound, which includes a spacious post and beam home and two-story barn, is privately situated on a large, beautifully landscaped, 1.6-acre parcel of land. The home is nearly 3,000 sf in size and the multiple outdoor living spaces really combine to create a special casual indoor/outdoor summer living experience! This is the ultimate spot where privacy is paramount, yet the activity of South Beach and the Village are just a short distance away.

$5,500,000

3 beds4.5 baths2,869 sq ft

14 Katama Farm South Rd, Edgartown, MA 02539

1.6 acre lot • Garage • Car-dependent

467 Katama Rd Unit B2, Edgartown, MA 02539
467 Katama Rd Unit B2, Edgartown, MA 02539
467 Katama Rd Unit B2, Edgartown, MA 02539
ABOUT THIS HOME
Chappaquiddick, MA Homes for Sale
Mattakesett units continue to be in high demand and #B2 is the only unit currently on the market! Take advantage of all the Winnetu Resort amenities and a robust rental program which covers your fees and provides great revenue! This unit offers abundant views of the farm fields out front, open common space next to and behind, and is a short walk or bike to South Beach! There are 3 bedrooms, 2.5 baths and the bonus of a finished loft. With over 1,400 sq ft of living space this is one of the larger units. The outdoor rear deck offers additional space for dining or relaxing after a day at the beach. These units are seasonal, closed down in mid-November and re-opened starting in mid-April. This

$1,600,000

3 beds2.5 baths1,411 sq ft

467 Katama Rd Unit B2, Edgartown, MA 02539

$1,558 HOA • 2 garage spots • Community pool

Property at 28 Crocker Dr, Edgartown, MA 02539, 4 beds, 5 baths

$3,690,000

4 beds5 baths3,793 sq ft

28 Crocker Dr, Edgartown, MA 02539

Property at 4 Somerset Ln, Edgartown, MA 02539, 4 beds, 4.5 baths

$5,750,000

4 beds4.5 baths3,643 sq ft

4 Somerset Ln, Edgartown, MA 02539

Property at 114 North Water St, Edgartown, MA 02539, 8 beds, 7.5 baths

$19,900,000

8 beds7.5 baths6,041 sq ft

114 North Water St, Edgartown, MA 02539

Property at 4 Down Harbor Rd, Edgartown, MA 02539, 3 beds, 2.5 baths

$4,590,000

3 beds2.5 baths1,870 sq ft

4 Down Harbor Rd, Edgartown, MA 02539

Property at 68 N Water St, Edgartown, MA 02539, 6 beds, 7.5 baths

$16,500,000

6 beds7.5 baths1,320 sq ft

68 N Water St, Edgartown, MA 02539

Property at 1 Field Club Dr, Edgartown, MA 02539, 5 beds, 4 baths

$9,250,000

5 beds4 baths3,550 sq ft

1 Field Club Dr, Edgartown, MA 02539

Property at 25 Dock St, Edgartown, MA 02539, 4 beds, 4.5 baths

$25,000,000

4 beds4.5 baths2,347 sq ft

25 Dock St, Edgartown, MA 02539

Property at 24 Katama Bay View Rd, Edgartown, MA 02539, 3 beds, 4 baths

$9,250,000

3 beds4 baths3,497 sq ft

24 Katama Bay View Rd, Edgartown, MA 02539

Average home prices near Chappaquiddick, MA

Cities

Neighborhoods

Martha's Vineyard homes for sale
$2,450,000
Edgartown Village Historic District homes for sale
$16,500,000

Chappaquiddick, MA real estate trends

$4.25M

Sale price

$1.55K

Sale $/sq ft

Under list price

31.5%

Days on market

Down payment

—

Total homes sold

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