
5 Gap Head Rd Rockport — Photo 1 of 34
$5,500,000
5 Gap Head Rd, Rockport, MA 01966
Rockport, MA 01966 — Gap Head
Beds
4
Baths
3.5
SqFt
4,096
Style
Single Family
Built
1998
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
Market Value Analysis
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Rockport, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Electric Water Heater • Water Heater • Range • Oven • Dishwasher • Disposal • Microwave • Refrigerator • Washer • Dryer • ENERGY STAR Qualified Refrigerator • Plumbed For Ice Maker
Neighborhood
Shopping • Walk/Jog Trails • Stable(s) • Golf • Bike Path • Conservation Area
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl Main,FirstFlooring - Hardwood, Deck - Exterior, Exterior Access, Crown Molding
Dining Room
Lvl FirstCoffered Ceiling(s), Flooring - Hardwood
Kitchen
Lvl Main,FirstCloset/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Cabinets - Upgraded, Stainless Steel Appliances
Family Room
Lvl FirstFlooring - Hardwood, Balcony - Exterior
Master Bedroom
Lvl SecondBathroom - 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
Bedroom 2
Lvl SecondBedroom 3
Lvl SecondCloset/Cabinets - Custom Built, Flooring - Wall to Wall Carpet
Bedroom 4
Lvl SecondCloset/Cabinets - Custom Built, Flooring - Wall to Wall Carpet
Bathroom 1
Lvl FirstBathroom 2
Lvl SecondBathroom 3
Lvl SecondPopulation
7,009
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$96K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
31.7%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Essex County
992 housing units permitted in the last 12 months (-15% vs the prior 12 months) — 515 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 4,096 sq ft principal dwelling). Lot size: 32,017 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Ann Rick Gloucester Group
Listing Office: J. Barrett & Company
MLS® Number: 73555738
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