$5,500,000
5 Gap Head Rd
Rockport, MA, 01966
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
Property Details
Price:
$5,500,000
MLS #:
73555738
Status:
Active
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Gap Head
Neighborhood:
oceanview
Listed Date:
Jul 28, 2026
Finished Sq Ft:
4,096
Total Sq Ft:
4,096
Lot Size:
32,017 sqft / 0.74 acres (approx)
Year Built:
1998
Schools
Elementary School:
Rkpt Elem
Middle School:
Rms
High School:
Rhs
Interior
Above Grade Finished Area
4096
Appliances
Electric Water Heater, Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, ENERGY STAR Qualified Refrigerator, Plumbed For Ice Maker
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Ductless
Fireplaces Total
1
Flooring
Carpet, Hardwood, Stone / Slate
Heating
Baseboard, Heat Pump, Oil, Ductless
Interior Features
Entrance Foyer, Sauna/Steam/Hot Tub, Finish – Sheetrock
Laundry Features
Second Floor, Electric Dryer Hookup, Washer Hookup
Exterior
Accessibility Features
Accessible Entrance
Architectural Style
Colonial, Contemporary
Attached Garage YN
1
Community Features
Shopping, Walk/Jog Trails, Stable(s), Golf, Bike Path, Conservation Area, House of Worship
Construction Materials
Frame, Conventional (2×4-2×6)
Covered Spaces
2
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
Garage Spaces
2
Green Energy Efficient
Thermostat
Lot Features
Level, Other
Open Parking Spaces
4
Open Parking YN
1
Parking Features
Attached, Garage Door Opener, Heated Garage, Workshop in Garage, Insulated, Driveway, Stone/Gravel
Parking Spots
6
Parking Total
6
Patio And Porch Features
Porch, Deck, Covered
Roof
Shingle
Security Features
Security System
View
Scenic View(s)
Waterfront Features
Waterfront, Ocean, Frontage, Deep Water Access, Direct Access, Private, Walk to, 1/10 to 3/10 To Beach, Beach Ownership(Private,Public)
Window Features
Insulated Windows, Screens
Financial
Tax Year
2026
Taxes
$26,118
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Rockport as of Aug 07, 2026
38
Single Family Listed
81
Avg DOM
646
Avg $ / SqFt
$1,482,663
Avg List Price
Community
- Address5 Gap Head Rd Rockport MA
- SubdivisionGap Head
- CityRockport
- CountyEssex
- Zip Code01966
Subdivisions in Rockport
Similar Listings Nearby
Property Summary
- Located in the Gap Head subdivision, 5 Gap Head Rd Rockport MA is a Single Family for sale in Rockport, MA, 01966. It is listed for $5,500,000 and features 4 beds, 4 baths, and has approximately 4,096 square feet of living space, and was originally constructed in 1998. The current price per square foot is $1,343. The average price per square foot for Single Family listings in Rockport is $646. The average listing price for Single Family in Rockport is $1,482,663. To schedule a showing of MLS#73555738 at 5 Gap Head Rd in Rockport, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of J. Barrett & Company. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
5 Gap Head Rd
Rockport, MA