5 Gap Head Rd, Rockport MA 01966

Rockport, MA 01966 • Ocean View - Gap Head
$5,500,000
Est. $30,187/month
4
Beds
3.5
Baths
4,096
Sq Ft
$1,343
Price/Sq Ft
0.74
Acres
1998
Year Built
2
Garage Spaces
13 hours 24 minutes
Time on Market
Active Listed Jul 28, 2026 • MLS# 73555738 Copied! • Updated Jul 28, 2026

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

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Property History

Property Timeline

🏠
Listed for Sale
Jul 28, 2026
$5,500,000
Original listing
Agent: Ann Rick Gloucester Group Office: J. Barrett & Company

Tax History

Year Taxes Assessment
2026 $26,118 $3,087,200

Financial Details

Annual Property Tax
$26,118
Tax Year 2026
Assessed Value
$3,087,200

Facts & Features

2 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1998
Living Area 4,096 sq ft
Lot Size 0.74 acres
Bedrooms 4
Full Baths 3
Half Baths 1
Total Rooms 10

Interior

Heating Baseboard, Heat Pump, Oil, Ductless
Cooling Central Air, Ductless
Flooring Carpet, Hardwood, Stone / Slate
Appliances Electric Water Heater, Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Energy Star Qualified Refrigerator, Plumbed For Ice Maker
Fireplace Living Room
Fireplaces 1
Basement Full, Crawl Space, Bulkhead, Concrete
Laundry Second Floor, Electric Dryer Hookup, Washer Hookup
Features Entrance Foyer, Sauna/steam/hot Tub, Finish - Sheetrock

Exterior

Construction Frame, Conventional (2x4-2x6)
Architecture Colonial, Contemporary
Roof Shingle
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
Pool None
Spa None
Fencing None
Patio/Porch Porch, Deck, Covered
Garage Spaces 2
Has Garage Yes
Features Attached, Garage Door Opener, Heated Garage, Workshop In Garage, Insulated, Driveway, Stone/gravel
Total Spaces 6
Electric Circuit Breakers, 200+ Amp Service, Generator Connection
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range, For Electric Dryer, Washer Hookup, Icemaker Connection, Generator Connection
Annual Tax $26,118
Assessed Value $3,087,200
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures Property Will Be Connected To Town Sewer In Gap Head Road Prior To Closing
Possession None
Accepted Financing Contract
Structure Type []
House Color Natural
Sq Ft Source Public Record
Documents None
County Essex

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1998
Bedrooms
4
Full Bathrooms
3
Half Bathrooms
1
Living Area
4,096 sq ft
Total Rooms
10

Floor Layout

Interior Features

Flooring: Carpet, Hardwood, Stone / Slate
Appliances: Electric Water Heater, Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, ENERGY STAR Qualified Refrigerator, Plumbed For Ice Maker
Interior Features: Entrance Foyer, Sauna/Steam/Hot Tub, Finish - Sheetrock
Windows: Insulated Windows, Screens
Basement: Full, Crawl Space, Bulkhead, Concrete
Laundry: Second Floor, Electric Dryer Hookup, Washer Hookup
Security: Security System

Construction & Materials

Style: Colonial, Contemporary
Year Built: 1998
Structure Type:
Exterior Materials: Frame, Conventional (2x4-2x6)
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Baseboard, Heat Pump, Oil, Ductless
Cooling: Central Air, Ductless
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features: Thermostat

Exterior & Lot

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
Patio & Porch: Porch, Deck, Covered
Fencing:
Other Structures:
Lot Features: Level, Other
Road Surface: Paved

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 6
Parking Features: Attached, Garage Door Opener, Heated Garage, Workshop in Garage, Insulated, Driveway, Stone/Gravel

Special Features

Fireplaces: 1
Fireplace Type: Living Room
Waterfront: Yes
Waterfront Type: Waterfront, Ocean, Frontage, Deep Water Access, Direct Access, Private, Walk to, 1/10 to 3/10 To Beach, Beach Ownership(Private,Public)
View: Yes
View Type: Scenic View(s)
Community Amenities: Shopping, Walk/Jog Trails, Stable(s), Golf, Bike Path, Conservation Area, House of Worship
School District
Rockport School District local
C
🎓 Where Graduates Go Class of 2021
77% attend college
66% 4-Year 11% 2-Year 43% Out of State 11% Working
School Safety 2024-25
0.3% Low
0.3% Suspensions 2.8% In-School
5.2% below state avg
E

Elementary Schools

1 school
C+
Rockport Elementary School
0.9 mi | #510 of 824 | Score: 44.4
Dropped 224 spots from last year
-13.9 below state avg
264 students Less Diverse
Grades PK-05
M

Middle Schools

1 school
B+
Rockport Middle High School
0.8 mi | #134 of 346 | Score: 56.9
Improved 7 spots from last year
-1.3 below state avg
367 students Less Diverse
High Graduation Rate College Ready Curriculum Strong Athletics
Grades 06-12
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $2,177
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

Ocean View - Gap Head

5 Gap Head Rd, Rockport MA 01966

Rockport, MA 01966

Listing Information

Listing Agent Ann Rick Gloucester Group
Listing Office J. Barrett & Company
Office Phone 978-282-1315
Agent MLS ID TEAM0021
Office MLS ID C80006
Listing Data Updated Jul 28, 2026 1:16 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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