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Active Under Contract

5 Gap Head Rd

Rockport, MA 01966

Offered at$5,500,000

Residential · Active Under Contract · MLS #73555738
Listing Courtesy of J. Barrett & Company | Ann Rick Gloucester Group

4Bedrooms
4Bathrooms
4,096Square feet
1998Year built

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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

Estimated value$5,644,480

Estimated range $4,962,678$6,326,281

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Recent comparable sales are not available for this property.

Photo insights

Condition signals

Overall presentationaverage

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Rockport

MetricThis propertyRockport
List price$5,500,000$841,900553% above local
Price / sq ft$1,343$622116% above local
Days on market375634% below local
Explore homes 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.