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Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
Aquinnah's Hidden Hilltop Haven - Aquinnah, Massachusetts
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Aquinnah's Hidden Hilltop Haven

4-12 Keys4 Bedrooms8 Guests3 BathsView Amenities

Description

Aquinnah's Hidden Hilltop Haven

Perched high on a secluded hillside in Aquinnah, this custom-built estate offers an extraordinary blend of contemporary elegance and natural serenity. Surrounded by untouched landscapes, the home is completely hidden from view—offering an unmatched sense of privacy and retreat.

Designed for seamless indoor-outdoor living, the open-concept great room is anchored by a chef’s kitchen with top-tier appliances and a dining area that comfortably accommodates ten. Retractable glass walls in the living room and primary suite dissolve the boundaries between interior spaces and the surrounding natural beauty. Floor-to-ceiling windows frame the lush coastal woods, inviting sunlight and tranquility into every corner.

The expansive primary suite is a private haven, featuring a spa-inspired bath with steam shower, double rainfall heads, and a sun-drenched window seat with a peek of Vineyard Sound. Step onto the 20-foot porch or indulge in a dual-head outdoor shower under the open sky.

Each of the guest bedrooms exudes comfort and calm, while a cozy media lounge with oversized TV and kitchenette creates an ideal space for unwinding. The home also includes a versatile office, a multipurpose room with Murphy bed, and a fully heated yoga and meditation studio for personal wellness.

Crowning the residence is a rooftop oasis. Climb the spiral staircase to find a hot tub under the stars and a lounge with panoramic views—no neighboring homes in sight, just nature and sky.

Although enveloped in solitude, the property lies mere minutes from Aquinnah Circle, Philbin Beach, and Moshup Trail. This is a sophisticated island escape for those seeking peace, design, and seclusion in perfect balance.


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Property Amenities

No Pets Allowed | Not Handicap Accessible

Facilities
Chef’s Kitchen
Office
Sauna
Workout Facility
Location features
Waterfront
Other
Air Conditioning
Coffee Maker
Fireplace
Washer & Dryer
Wireless Internet
Outdoor
Hot Tub
Outdoor Grill
Outdoor Lounge



Property Details

Size

Private Residence with 2 Levels
4 Bedrooms, 3 Baths, 1 Half bath, 2800 square feet, 261 square meters

Bedrooms

King, Queen, Queen, and Queen
8 Guests maximum

Nearest airport

Martha’s Vineyard Airport (MVY) – approx. 30 minutes by car

Property View

Wooded hillside views Vineyard Sound peek views from select windows Panoramic sky views from rooftop deck

Activities of Interest

  • Arts
  • Fish
  • Golf
  • Hike
  • Shopping
  • Tennis
  • Watersports
  • Beachcombing at Philbin Beach
  • Hiking Moshup Trail
  • Stargazing from the Rooftop Deck
  • Kayaking along Vineyard Sound
  • Visiting Local Farms and Seafood Shacks

Places of Interest

  • Aquinnah Circle – Iconic scenic outlook with artisan shops and eateries
  • Gay Head Light – Historic lighthouse with sweeping ocean vistas
  • Philbin Beach – Pristine and exclusive beach access for Aquinnah residents
  • Moshup Trail – Coastal road with access to dramatic cliffs and shoreline
  • Menemsha Harbor – Charming fishing village with local seafood and sunsets




Reviews

Sara and Scott K.

November 2025

Aquinnah's Hidden Hilltop Haven

The house was amazing, prob better in the summer The location was a bit far from things but doable The host was nothing but helpful and very communicative”

Rosa H.

August 2025

Beautiful home

Was just what we needed! Such a relaxing home, every detail was thought of and our host was so thoughtful! ”