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5 Gap Head RdRockport, MA 01966

For Sale

$5,500,000

Smart Buyer Rebate $27,500

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

Listed by Ann Rick Gloucester Group

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J. Barrett & Company

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508-942-4323

Last updated August 01, 2026

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Source: MLSPin #73555738

Listing Facts

  • TypeSingle-family
  • NeighborhoodRockport
  • Bedrooms4
  • Bathrooms4
  • Days on Prevu4
  • Taxes$26,118/year
  • Size4,096 sqft
  • Price per sqft$1,343

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

07/28/2026
Listed by J. Barrett & Company
$5,500,000

Property Details for 5 Gap Head Rd

Association

Amenities

  • Community Features: Shopping, Walk/Jog Trails, Stable(s), Golf, Bike Path, Conservation Area, House Of Worship

Exterior

Construction

  • Roof: Shingle
  • Window Features: Insulated Windows, Screens
  • Year Built: 1998
  • Year Built Details: Actual
  • Architectural Style: Colonial, Contemporary
  • Construction Materials: Frame, Conventional (2x4-2x6)
  • Exterior Features: Porch, Deck, Covered Patio/Deck, Balcony, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Satellite Dish, Drought Tolerant/Water Conserving Landscaping, ET Irrigation Controller

Features

  • Patio And Porch Features: Porch, Deck, Covered
  • Road Frontage Type: Private Road, Dead End
  • View: Scenic View(s)
  • Waterfront Features: Waterfront, Ocean, Frontage, Deep Water Access, Direct Access, Private, Walk To, 1/10 To 3/10 To Beach, Beach Ownership(Private, Public)
  • Waterfront: Yes

Measurements

  • Building Area Total: 4,096
  • Building Area Units: Square Feet
  • Lot Features: Level, Other
  • Lot Size Acres: 0.74
  • Lot Size Area: 0
  • Lot Size Square Feet: 32,017
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:30 B:4C,2120672
  • Tax Annual Amount: $26,118.00
  • Tax Assessed Value: $3,087,200.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Electric Water Heater, Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, ENERGY STAR Qualified Refrigerator, Plumbed For Ice Maker
  • Fireplace Features: Living Room
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Carpet, Hardwood, Stone / Slate
  • Interior Features: Entrance Foyer, Sauna/Steam/Hot Tub, Finish - Sheetrock

Measurements

  • Living Area: 4,096
  • Living Area Source: Public Record

Rooms

  • Basement: Full, Crawl Space, Bulkhead, Concrete
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 4
  • Rooms Total: 10

Other

Environmental

  • Green Energy Efficient: Thermostat

Features

  • Accessibility Features: Accessible Entrance

Location

  • Subdivision Name: Gap Head

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 4
  • Open Parking: Yes
  • Parking Features: Attached, Garage Door Opener, Heated Garage, Workshop In Garage, Insulated, Driveway, Stone/Gravel
  • Parking Total: 6

Schools

Elementary School

  • Elementary School: Rkpt Elem

High School

  • High School: Rhs

Middle or Junior School

  • Middle Or Junior School: Rms

Utilities

Equipment

  • Cooling: Central Air, Ductless
  • Has Cooling: Yes
  • Electric: Circuit Breakers, 200+ Amp Service, Generator Connection
  • Heating: Baseboard, Heat Pump, Oil, Ductless
  • Has Heating: Yes
  • Laundry Features: Second Floor, Electric Dryer Hookup, Washer Hookup
  • Other Equipment: Satellite Dish
  • Sewer: Public Sewer
  • Utilities: For Gas Range, For Electric Dryer, Washer Hookup, Icemaker Connection, Generator Connection
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 4 bathrooms in this single-family home at 5 Gap Head Rd.

What schools are nearby to 5 Gap Head Rd?

Nearby schools include the Rkpt Elem Elementary School, Rms Middle School, and Rhs High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 5 Gap Head Rd.

What are the annual taxes for 5 Gap Head Rd?

Annual taxes for this single-family home are estimated at $26,118.

How does 5 Gap Head Rd compare to other single-family homes in Rockport?

This single-family home is listed 284% above the average price for single-family homes in Rockport and has been on the market for 63 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 4,096 sqft.

5 Gap Head Rd is a 4-bedroom, 4-bath single-family home for sale in Rockport MA 01966. Listed on Prevu for 4 days at $5,500,000. This property features 4,096 square feet of living space, located in Rockport. The median listing price for single-family homes in this area is $850,000. Nearby schools include Rkpt Elem Elementary School, Rms Middle School, and Rhs High School. Additional amenities include private outdoor space, dishwasher, air conditioning, parking, and washer/dryer. View other single-family home listings in Essex County.

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, landlords 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, leasing or renting 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, leasing or renting. 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.