Active Under Contract
47 Days on market
5 Gap Head Rd Rockport — Photo 1 of 34

5 Gap Head Rd Rockport — Photo 1 of 34

$5,500,000

Investment Analysis — 5 Gap Head Rd

Rockport, MA 01966 — Gap Head

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 4-bedroom in 01966 carries an estimated $3,390/mo in gross rent — about a 0.09% cap rate and $4,799/yr in estimated NOI at the $5,500,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

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

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.

Estimates — not financial advice

These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.

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
Primary 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

Primary 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
Listing Provided By

Listing Agent: Ann Rick Gloucester Group

Listing Office: J. Barrett & Company

MLS® Number: 73555738