Chappaquiddick, MA homes for sale & real estate

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ABOUT THIS HOME
Chappaquiddick, MA Homes for Sale
Set on 4.9 acres surrounded by the natural beauty of Chappaquiddick, this residence offers approximately 2,900 square feet of living space, quality craftsmanship, and a private setting. The home features three bedrooms, including a first-floor primary suite with a private bath. Upstairs, two additional bedrooms each have ensuite baths. The living room features soaring cathedral ceilings finished in tongue-and-groove wood and a wood-burning fireplace. Custom interior doors and detailed woodwork are found throughout, while the kitchen is appointed with high-end appliances and custom Neff cabinetry. The enclosed, year-round porch features tongue-and-groove ceilings, slate flooring, and a wood-

$2,875,000

4 beds4.5 baths2,900 sq ft

91 Litchfield Rd, Edgartown, MA 02539

Ensuite baths • High-end appliances • Cathedral ceilings

ABOUT THIS HOME
Chappaquiddick, MA Homes for Sale
Tucked into a quiet corner of Chappaquiddick, with protected views of Nantucket Sound and abutting the Pocha Pond Reservation and miles of endless hiking trails, this beautifully crafted custom home offers a rare combination of privacy, natural beauty, and effortless island living. The home is defined by a sense of casual elegance, with dramatic soaring ceilings and a striking prism skylight that fills the interior with warmth and natural light. An expansive, open living area is anchored by a floor-to-ceiling, double-sided fieldstone fireplace, creating a welcoming gathering space with a strong connection to the surrounding landscape. A remarkable two-story screened porch captures the water

$3,995,000

4 beds5 baths4,904 sq ft

4 Garrett Way, Edgartown, MA 02539

Finished lower level • 3.37 acre lot • 2 garage spots

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ABOUT THIS HOME
Chappaquiddick, MA Homes for Sale
Perched atop the highest point on Chappaquiddick, this private compound truly has it all, while still being a short distance from Chappy favorites including the Community Center, Beach Club, Ferry, and Slip Away Farm. Designed for both relaxation and recreation, the property offers endless ways to enjoy time with family and friends. Spend the afternoon on the sports courts, cool off at the pool, or relax on one of the expansive porches or patios. The guest house provides additional space and privacy. The pool house, complete with a half bath and kitchenette, makes entertaining effortless, with everything you need close at hand. A separate gym and game room offer even more ways to stay activ

$2,950,000

8 beds6 baths3,770 sq ft

72 Chappaquiddick, Edgartown, MA 02539

Half bath • Expansive porches • Pool house

ABOUT THIS HOME
Chappaquiddick, MA Homes for Sale
Overlooking the active waters of the outer harbor and set just off the paved road, this remarkable waterfront estate occupies one of Chappaquiddick’s most spectacular stretches of beach, just over a mile from the Chappaquiddick Ferry and the shops and restaurants of Edgartown Village. A rare and truly exceptional family compound, the property offers an extraordinary combination of scale, privacy, waterfront, and amenities. Expansive grounds unfold toward sweeping water views, with a gentle slope leading to a protected stretch of sandy beach and access to a 190-foot private dock with mooring. The stately main residence offers beautifully proportioned spaces updated with today’s c

$10,750,000

7 beds4 baths4,855 sq ft

139 Chappaquiddick Rd, Edgartown, MA 02539

Clay tennis court • Private dock • Sweeping views

FLOOR PLAN

ABOUT THIS HOME
Chappaquiddick, MA Homes for Sale
CHAPPAQUIDDICK – Opportunity awaits on this conforming 3-acre parcel, featuring a year-round home with a 5-bedroom septic system, offering exceptional potential for future expansion, including a guest house. Privately tucked away off the main road, yet conveniently located just minutes from the Chappaquiddick Community Center, the Ferry, Wasque Beach, and Quammox Preserve with its public access to Katama Bay, this property is perfectly positioned to enjoy the best of Chappy. Abutting conservation land, with the Cross Chappy Trail and Pocha Pond Reservation just outside your door, it offers direct access to some of the island's most treasured natural landscapes. The home's efficient fl

$1,500,000

3 beds2 baths1,717 sq ft

8 Pip'n Cir, Edgartown, MA 02539

Direct access • 3 acre parcel • Guest house

Property at 7 Pip'n Cir, Edgartown, MA 02539, 5 beds, 3.5 baths

$2,195,000

5 beds3.5 baths2,628 sq ft

7 Pip'n Cir, Edgartown, MA 02539

Property at 76 Washque Ave, Edgartown, MA 02539, 4 beds, 2.5 baths

$2,299,000

4 beds2.5 baths1,910 sq ft

76 Washque Ave, Edgartown, MA 02539

Property at 23 Calebs Common Ln, Edgartown, MA 02539

$550,000

Land1.02 acres (lot)

23 Calebs Common Ln, Edgartown, MA 02539

Property at 0 Pocha Rd Ext, Edgartown, MA 02539

$3,495,000

Land11.39 acres (lot)

0 Pocha Rd Ext, Edgartown, MA 02539

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ABOUT THIS HOME
Chappaquiddick, MA Homes for Sale
Set within one of historic Edgartown Village’s most coveted neighborhoods, this gracious 4-bedroom, 5.5-bath home with guest suite is a rare opportunity to acquire a true heirloom property. Inside, a grand foyer, soaring ceilings and generously proportioned rooms create an atmosphere of understated elegance, while beautiful wood floors and custom millwork throughout, add character and a sense of history. Interior photos coming soon. The thoughtful floor plan flows seamlessly from one living space to the next, making the home as comfortable for quiet evenings as it is for entertaining family and friends. Two fireplaces anchor the principal gathering spaces, adding charm through every s

$6,125,000

4 beds5.5 baths4,107 sq ft

78 Plantingfield Way, Edgartown, MA 02568

Grand foyer • Soaring ceilings • Custom millwork

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$6,900,000

4 beds4.5 baths2,961 sq ft

8 Beach Plum Mdws, Edgartown, MA 02539

1.65 acre lot • 2 garage spots • Built 2005

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ABOUT THIS HOME
Chappaquiddick, MA Homes for Sale
COASTAL LUXURY IN KATAMA — EXCEPTIONAL LIVING NEAR SOUTH BEACH. Set in one of Katama’s most coveted locations, where the sound of the ocean drifts in and South Beach is within easy reach, this distinctive coastal contemporary was thoughtfully designed to maximize natural light, energy efficiency, and long-term flexibility. The reverse-style floor plan places the main gathering spaces on the upper level, where abundant windows fill the interiors with sunlight and frame distant views across the lower reaches of Katama Bay. The open-concept Living, Dining, and Kitchen areas flow seamlessly together, creating an inviting setting for relaxed Vineyard living and effortless entertainin

$4,995,000

4 beds4.5 baths3,348 sq ft

98 Edgartown Bay Rd, Edgartown, MA 02539

0.63 acre lot • 4 parking spots • Built 2013

ABOUT THIS HOME
Chappaquiddick, MA Homes for Sale
LUXURIOUS LIVING AWAITS at the iconic Harbor View Hotel Captain Collins Cottage. Unit 62 at 131 N. Water Street is a beautifully appointed 865± sq. ft. , second-floor condominium featuring 2 bedrooms and 2 baths in the heart of Edgartown. This fully managed, turnkey residence offers effortless Vineyard ownership with access to the Harbor View Hotel’s renowned amenities and services. Coastal-inspired interiors feature high ceilings, abundant natural light, a propane fireplace, and an inviting open living area. The well-equipped kitchenette includes a cook-top stove, microwave, and refrigerator/freezer. An outdoor shower adds to everyday convenience. Owners enjoy concierge servic

$2,425,000

2 beds2 baths895 sq ft

131 North Water St -rowley Cottage #62, Edgartown, MA 02539

Fitness center • Concierge services • Outdoor shower

ABOUT THIS HOME
Chappaquiddick, MA Homes for Sale
LUXURIOUS LIVING AWAITS at the iconic Harbor View Hotel Captain Collins Cottage. Unit 22 at 131 N. Water Street is a beautifully appointed 960± sq. ft. , second-floor condominium featuring 2 bedrooms and 2 baths in the heart of Edgartown. This fully managed, turnkey residence offers effortless Vineyard ownership with access to the Harbor View Hotel’s renowned amenities and services. Coastal-inspired interiors feature high ceilings, abundant natural light, a propane fireplace, and an inviting open living area. The well-equipped kitchenette includes a microwave, and refrigerator/freezer. An in-unit washer/dryer, outdoor shower, and elevator access add everyday convenience. Owners

$2,595,000

2 beds2 baths960 sq ft

131 North Water St-collins Cottage #22, Edgartown, MA 02539

Concierge services • Outdoor shower • Turnkey residence

ABOUT THIS HOME
Chappaquiddick, MA Homes for Sale
LUXURIOUS LIVING AWAITS at the iconic Harbor View Hotel Captain Collins Cottage. Unit 94 at 131 N. Water Street is a beautifully appointed 730± sq. ft. , second-floor condominium featuring 2 bedrooms and 2 baths in the heart of Edgartown. This fully managed, turnkey residence offers effortless Vineyard ownership with access to the Harbor View Hotel’s renowned amenities and services. Coastal-inspired interiors feature high ceilings, abundant natural light, a propane fireplace, and an inviting open living area. The well-equipped kitchenette includes a microwave, and refrigerator/freezer. Owners enjoy concierge services, daily housekeeping, a fitness center, heated salt-water pool

$1,975,000

2 beds2 baths730 sq ft

131 North Water St-huxford Cottage #94, Edgartown, MA 02539

Fitness center • Concierge services • Turnkey residence

Property at 131 North Water St-huxford Cottage #96, Edgartown, MA 02539, 3 beds, 3 baths

$2,875,000

3 beds3 baths1,061 sq ft

131 North Water St-huxford Cottage #96, Edgartown, MA 02539

Property at 56 North Summer St, Edgartown, MA 02539, 10 beds, 12.5 baths

$21,500,000

10 beds12.5 baths7,598 sq ft

56 North Summer St, Edgartown, MA 02539

Property at 9 Marthas Way, Edgartown, MA 02539, 4 beds, 3.5 baths

$4,600,000

4 beds3.5 baths3,715 sq ft

9 Marthas Way, Edgartown, MA 02539

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

$16,900,000

8 beds7.5 baths6,041 sq ft

114 North Water St, Edgartown, MA 02539

Average home prices near Chappaquiddick, MA

Cities

Neighborhoods

Martha's Vineyard homes for sale
$2,595,000
Edgartown Village Historic District homes for sale
$2,735,000

Chappaquiddick, MA real estate trends

$1.6M

Sale price

$815

Sale $/sq ft

Under list price

1.5%

Days on market

Down payment

—

Total homes sold

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