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$5,500,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 4,096 Sq. Ft.
  • 0.74 Acres
  • 2 Car Garage
  • Updated 1 day ago
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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

Full Property Details for 5 Gap Head Rd

General

  • Price: $5,500,000
  • Taxes: $26,118 (2026)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73555738
  • Updated: 7/28/2026
  • Added to Site: 2 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Bathroom 1: First
  • Bathroom 2: Second
  • Bathroom 3: Second

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Second
  • Bedroom 2: Second
  • Bedroom 3: Second
  • Bedroom 4: Second

Other Rooms

  • Living Room: Main, First
  • Family Room: First
  • Kitchen: Main, First
  • Dining Room: First

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Attached, Garage Door Opener, Heated Garage, Workshop in Garage, Insulated, Driveway, Stone/Gravel

Location

  • County: Essex

Structural Information

  • Architectural Style: Colonial, Contemporary
  • Basement: Yes
  • Square Feet: 4,096
  • Year Built: 1998

Lot Features

  • Lot Size (Acres): 0.74

Financial Considerations

  • Tax Amount: $26,118
  • Tax Year: 2026

Disclosures and Reports

  • Disclosures/Rstr.: Property will be connected to town sewer in Gap Head Road prior to closing
  • Property ID: M:30 B:4C, 2120672

Listed by J. Barrett & Company, Ann Rick Gloucester Group

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Listing agent

— 5 Gap Head Rd —

  • Ann Rick Gloucester Group

    J. Barrett & Company

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5 Gap Head Rd

School District:Rockport School District
NameGradesDistance
Rockport Elementary School
34 Jerdens Lane, Rockport, MA 01966
PK-50.9 mi
Rockport Middle School
26 Jerdens Lane, Rockport, MA 01966
6-80.8 mi
Rockport High School
24 Jerdens Lane, Rockport, MA 01966
9-120.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5 Gap Head Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/28/2026
Listed
$5,500,000
1366.67%
MLS
11/25/1996
Sold
$375,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5 Gap Head Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$23,844
5%
$2,721,900
1%
2024
$22,720
-8%
$2,698,300
3%
2023
$24,652
5%
$2,614,200
9%
2022
$23,582
8%
$2,401,400
7%
2021
$21,884
-5%
$2,246,800
-2%
2020
$23,080
-10%
$2,285,100
-10%
2018
$25,680
9%
$2,540,100
21%
2017
$23,635
3%
$2,095,300
3%
2016
$22,857
3%
$2,031,700
—
2015
$22,286
—
$2,026,000
2%
2014
$22,321
—
$1,980,600
-1%
2013
$22,312
—
$2,006,500
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by J. Barrett & Company, Ann Rick Gloucester Group

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5 Gap Head Rd, Rockport, MA 01966 (MLS# 73555738) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 5 Gap Head Rd is currently listed for $5,500,000 and was received on July 28, 2026. Want to learn more about 5 Gap Head Rd? Do you have questions about finding other Single Family real estate for sale in Rockport? You can browse all Rockport real estate or contact a Coldwell Banker agent to request more information.

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