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5 Armstrong Lane
5 Armstrong Lane
5 Armstrong Lane
5 Armstrong Lane
5 Armstrong Lane
5 Armstrong Lane
5 Armstrong Lane
5 Armstrong Lane
5 Armstrong Lane
5 Armstrong Lane
5 Armstrong Lane
5 Armstrong Lane
5 Armstrong Lane
5 Armstrong Lane
5 Armstrong Lane
5 Armstrong Lane
5 Armstrong Lane
5 Armstrong Lane
5 Armstrong Lane
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Price Upon Request

5 Armstrong Lane

3 Beds 5 Baths

Description

Elevated Chappaquiddick Retreat on Manaca Hill

Luxury Vacation Rental | Panoramic Bay Views | Private Island Escape

Perched high atop Manaca Hill, this beautifully crafted Chappaquiddick vacation rental commands sweeping views across Katama Bay and Edgartown Harbor. Designed in a timeless gambrel style, the home blends classic Vineyard architecture with modern comfort—offering a refined yet relaxed setting ideal for luxury short-term rentals, family vacations, and secluded island retreats.

Just moments from the Chappaquiddick Ferry, this elevated retreat provides effortless access to Edgartown’s shops and dining while maintaining the privacy and tranquility that define Chappy living.

Interior Living – Classic Design, Modern Flow

The main level is thoughtfully designed for both everyday comfort and entertaining:

  • Expansive kitchen flowing seamlessly into a light-filled living area

  • French doors opening to a spacious patio with panoramic water views

  • Inviting four-season room anchored by a stone fireplace—perfect for year-round enjoyment

  • Private study ideal for remote work or quiet reading

  • Elegant formal dining room offering versatility for gatherings or extended stays

This layout makes the home especially appealing for luxury vacation rentals on Chappaquiddick that prioritize space, light, and connection to the outdoors.

Bedroom Accommodations & Bonus Space

Upstairs, three serene en suite bedrooms capture tranquil bay and harbor views, offering peaceful retreats for guests. A separate staircase leads to a recently completed bonus living space, ideal for children or additional guests:

  • Built-in bunk beds

  • Cozy lounge area with television and games

  • Dedicated desk space—perfect for flexible use during longer stays

This thoughtful configuration is ideal for multi-generational vacations and high-end group rentals.

Outdoor Living & Optional Waterfront Access

The home’s elevated position delivers exceptional views and outdoor enjoyment, with optional access to:

  • Private beach privileges

  • Dock and mooring access (availability by inquiry)

These features make the property particularly attractive for guests seeking Chappaquiddick rentals with beach and boating access.

Location Highlights

  • Minutes to the Chappy ferry for quick access to Edgartown

  • Easy reach of Edgartown’s harbor, boutiques, and acclaimed restaurants

  • A peaceful island setting offering privacy, nature, and panoramic coastal scenery

 

 

Perfect for guests searching for:

  • Luxury vacation rentals on Chappaquiddick

  • Homes with views of Katama Bay and Edgartown Harbor

  • Private island retreats near Edgartown

  • Family-friendly Vineyard rentals

  • Short-term and seasonal luxury stays

  • Homes with optional beach, dock, and mooring access

With its elevated setting, timeless design, and rare combination of views, privacy, and proximity, this Manaca Hill retreat offers an exceptional Martha’s Vineyard vacation experience—peaceful, picturesque, and effortlessly connected to island life.

Pricing, availability, and optional waterfront access details available upon request.

 

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Location

5 Armstrong Lane, Edgartown, MA 02539

Status

For Lease

Property Amenities

Interior
Total Bedrooms: 3
Half Bathrooms: 1
Full Bathrooms: 4
Area & Lot
Status For Lease
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Schedule a Showing

We would love to show you our beautiful property. Please select your preferred date and time below. An agent will be in touch shortly to confirm your appointment.

Schedule a Showing

We would love to show you our beautiful property. Please select your preferred date and time below. An agent will be in touch shortly to confirm your appointment.

Thank you for your interest in 5 Armstrong Lane, Edgartown, MA 02539. We are reviewing your request and will be in touch shortly!

Edgartown

A picturesque town on Martha’s Vineyard, known for its historic charm.

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