5 Gap Head Rd Rockport, MA ^$ 5,500,000

5 Gap Head Rd

^$ 5,500,000

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Recently Listed

5 Gap Head Rd

Rockport, MA, 01966

^$ 5,500,000

Bedrooms4 Baths3.1 Sq 4,096

Monthly Estimate*

^$ 34,728

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Single Family Home for sale in Rockport, MA

for $5,500,000 with 4 bedrooms and 3 full baths, 1 half bath. This 4,096 square foot home was built in 1998 on a lot size of 0.74.

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

Single Family Active

Price

^$ 5,500,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 26,118

Style

Colonial,Contemporary

Lot Size

0.74

Year Built

1998

Town/City

Rockport

County/Region

Essex

MLS | Web ID

73555738

List By

Ann Rick Gloucester Group

Listing Agent

J. Barrett & Company

Broker

Affordability Calculator

$36,904

Per Month

Monthly Principal & Interest: $34,728
Monthly Property Taxes: $2,177
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Trends

Single family listings in Rockport, MA

Average List Price ^$1,499,933

Percent of Sale Price 73%

About Rockport, MA

6,929 Population

-11% Since 2002

^$69,832 Median Income

53.95 Median Age

19% Households with Children

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Trends Information provided by ATTOM Data Solutions.

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Pricing History

Date	Price	Price Change	Description
7/28/2026	$5,500,000		Listed Price

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5 Gap Head Rd, Rockport, MA, 01966 is a Single Family Home for sale at $5,500,000 with 4,096 sqft and a lot size of 0.74. 5 Gap Head Rd has 4 bedrooms, 3.1 baths, and was built in 1998. The property's zip code is 01966 which is in Rockport, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 8/3/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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5 Gap Head Rd

Single Family Home for sale in Rockport, MA

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