William Raveis
Buy
Property SearchSearch all available MLS listingsSet AlertsGet notified about new listingsNeighborhood GuidesExplore local communities & data
Newton, MA
Boston, MA
Weston, MA
Needham, MA
Wellesley, MA
Brookline, MA
View All Neighborhoods →
Featured PropertiesBrowse our exclusive local listings
Sell
Home ValuationGet a free, instant estimateMy ListingsBrowse my active market properties
Insights
About
Meet the AgentMy background and experienceClient StoriesRead reviews from past clients
Contact Me
Buy
Property Search
Set Alerts
Neighborhood Guides
Newton, MA
Newton CentreWabanChestnut HillWest NewtonNewton CornerNewtonvilleNewton HighlandsAuburndaleNewton Upper FallsNewton Lower Falls
Boston, MA
Weston, MA
Needham, MA
Wellesley, MA
Brookline, MA
View All Neighborhoods →
Featured Properties
Sell
Home Valuation
My Listings
Insights
About
Meet the Agent
Client Stories
Contact Me

Rozita Taba

I'm Rozita Taba, a Newton, MA real estate agent serving buyers and sellers across Greater Boston. Luxury specialist, Farsi-speaking—let's find your next move.

Explore

  • Home
  • About
  • Home Search
  • Set Alerts
  • My Active Listings
  • Home Valuation
  • Insights
  • Testimonials
  • Contact
  • Privacy Policy

Contact

  • 1229 Centre Street, Newton Centre, MA, USA
  • (617) 877-8839
  • rozita@oandcteam.com

Brokerage

William Raveis

© 2026 Rozita Taba. All rights reserved.
Equal Housing Opportunity. Information deemed reliable but not guaranteed.

  1. Home
  2. Listings
  3. 5 Gap Head Rd, Rockport, MA 01966
Active
36 Days on market
5 Gap Head Rd Rockport — Photo 1 of 34

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

This Property
Size (SqFt) →Price →
This Property$1343/sqft
Local Avg (Rockport)$666/sqft
102% AboveMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Rockport, MA.

Property Details

Financials

Original Price$5,500,000
Annual Taxes$26,118

Parking

Garage2
Off-Street6

Interior Specifications

Total Rooms10
Fireplaces1
FlooringCarpet, Hardwood, Stone / Slate
BasementFull, Crawl Space, Bulkhead, Concrete

Climate & Utilities

HeatingBaseboard, Heat Pump, Oil, Ductless
CoolingCentral Air, Ductless
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame, Conventional (2x4-2x6)
RoofShingle
FoundationConcrete Perimeter
ZoningRA

Property & Lot

Acres0.74
SqFt Lot32,017
Lot FeaturesLevel, Other

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

Second
Master BedroomBedroom 2Bedroom 3Bedroom 4Bathroom 2Bathroom 3
First
Dining RoomFamily RoomBathroom 1
Main,First
Living RoomKitchen
Living Room
Lvl Main,First

Flooring - Hardwood, Deck - Exterior, Exterior Access, Crown Molding

Dining Room
Lvl First

Coffered Ceiling(s), Flooring - Hardwood

Kitchen
Lvl Main,First

Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Cabinets - Upgraded, Stainless Steel Appliances

Family Room
Lvl First

Flooring - Hardwood, Balcony - Exterior

Master Bedroom
Lvl Second

Bathroom - 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 Second
Bedroom 3
Lvl Second

Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet

Bedroom 4
Lvl Second

Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet

Bathroom 1
Lvl First
Bathroom 2
Lvl Second
Bathroom 3
Lvl Second

Population

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.

Full Rockport, MA market report ZIP 01966 market data
Listing Provided By

Listing Agent: Ann Rick Gloucester Group

Listing Office: J. Barrett & Company

MLS® Number: 73555738

Browse More Homes in Rockport

Explore other active listings in the area.

  • 94 Marmion Way
    $1,350,000
    94 Marmion Way
    Rockport, MA
    3 bd2 ba2,460 sqft
  • 3 Vine Avenue
    $1,215,000
    3 Vine Avenue
Rockport, MA
2 bd1 ba1,200 sqft
  • 27 Hodgkins Rd
    $699,000
    27 Hodgkins Rd
    Rockport, MA
    3 bd2 ba1,497 sqft
  • 2 Hill Top Ln
    $599,000
    2 Hill Top Ln
    Rockport, MA
    2 bd1 ba1,057 sqft
  • 1 Pigeon Hill Ct Unit C
    $848,800
    1 Pigeon Hill Ct Unit C
    Rockport, MA
    3 bd3 ba2,175 sqft
  • 1 Pigeon Hill Street
    $1,100,000
    1 Pigeon Hill Street
    Rockport, MA
    3 bd3 ba2,786 sqft