FeaturesCloset/Cabinets - Custom Built, Flooring - Wall to Wall Carpet
LevelSecond
5 Gap Head Rd, Rockport MA 01966
Rockport, MA 01966 • Ocean View - Gap Head
$5,500,000
Est. $30,187/month
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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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Recently Sold Nearby
Property History
Property Timeline
Listed for Sale
Jul 28, 2026
$5,500,000
Original listing
Agent: Ann Rick Gloucester Group
Office: J. Barrett & Company
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 07/28/2026 | 🏠 Listed for Sale | $5,500,000 | - | - | Original listing |
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
Parking
Garage Spaces
2
Has Garage
Yes
Features
Attached, Garage Door Opener, Heated Garage, Workshop In Garage, Insulated, Driveway, Stone/gravel
Total Spaces
6
Utilities
Electric
Circuit Breakers, 200+ Amp Service, Generator Connection
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Electric Range, For Electric Dryer, Washer Hookup, Icemaker Connection, Generator Connection
Financial
Annual Tax
$26,118
Assessed Value
$3,087,200
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
None
Seller Disclosures
Property Will Be Connected To Town Sewer In Gap Head Road Prior To Closing
Additional Details
Possession
None
Accepted Financing
Contract
Structure Type
[]
House Color
Natural
Sq Ft Source
Public Record
Documents
None
County
Essex
Total market time (incl. prior listings)
20 days
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
Interactive room guide
Floor Layout
Finished Area
4,096 sq ft above grade
FeaturesCloset/Cabinets - Custom Built, Flooring - Wall to Wall Carpet
LevelSecond
LevelSecond
FeaturesBathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Flooring - Wall to Wall Carpet
LevelSecond
LevelSecond
FeaturesBathroom - Full, Walk-In Closet(s), Flooring - Wall to Wall Carpet, Window(s) - Bay/Bow/Box, Window(s) - Picture, Balcony / Deck, Balcony - Exterior, Hot Tub / Spa, French Doors, Double Vanity, Dressing Room
LevelSecond
LevelFirst
FeaturesCoffered Ceiling(s), Flooring - Hardwood
LevelFirst
FeaturesCloset/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Cabinets - Upgraded, Stainless Steel Appliances
LevelMain,First
FeaturesFlooring - Hardwood, Deck - Exterior, Exterior Access, Crown Molding
LevelMain,First
FeaturesFlooring - Hardwood, Balcony - Exterior
LevelFirst
FeaturesYes
Display Options
Outdoor Areas
Patio & porchPorch, Deck, Covered
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
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
Nearby Schools
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
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
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
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Property Tax
$2,177
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
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Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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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
Aug 17, 2026 1:17 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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