Active Under Contract
5 Gap Head Rd
Rockport, MA 01966
Residential · Active Under Contract · MLS #73555738
Listing Courtesy of J. Barrett & Company | Ann Rick Gloucester Group
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MLS PIN data
About this home
Tucked away on a private, no-through-traffic oceanfront way, this property enjoys a rare combination of tranquility, privacy, and stunning waterfront surroundings on Straitsmouth Point between Rockport’s legendary twin lighthouses on Thacher Island to the south; Sandy Bay and the Atlantic Ocean to the west and north and the rocky shoreline below. Every spacious room within the easy-flowing floor plan features an ocean view via massive windows and exudes a cozy, yet refined ambiance that meets today’s needs and desires for daily living and when entertaining. With 4 bedrooms – the primary suite has a massive closet - 3.5 baths and 4,000+ sf of air-conditioned living space, this spectacular residence with beautiful gardens, ample outdoor play spaces, palazzo-like covered patio, 2-car heated garage with a workshop, and substantial storage accommodates a multitude of must-haves as well as amenities you didn’t even know you wanted. A year-round property destined to become a generational treasure
Property information
Details at a glance
Interior
- Rooms
- 10
- Heating
- Baseboard, Heat Pump, Oil, Ductless
- Cooling
- Central Air, Ductless
- Flooring
- Carpet, Hardwood, Stone / Slate
- Fireplaces
- 1
Building
- Style
- Single Family Residence
- Year built
- 1998
- Garage
- 2
- Parking
- 6
- Foundation
- Concrete Perimeter
- Roof
- Shingle
Land & utilities
- Lot size
- 0.74 acres
- Water
- Public
- Sewer
- Public Sewer
- Waterfront
- Y
- Zoning
- RA
Financial
- Annual taxes
- $26,118
- Assessment year
- 2026
Listing history
Price and status timeline
No additional public listing history was supplied for this property.
Property value estimate
An informed starting point
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Comparable sales
Recent properties for context
Recent comparable sales are not available for this property.
Photo insights
Condition signals
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Local market context
How this home compares in Rockport
Active city listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.
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Common questions
About 5 Gap Head Rd
Can I schedule a private showing?
Yes. Request a tour of 5 Gap Head Rd and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
Are property documents available?
Availability varies by property and source. Request the documents you need and we will help obtain what is available.

