5 Gap Head Rd, Rockport, MA 01966
Property image
Property image
FOR SALE
0.74 ACRES

5 Gap Head Rd
Rockport, MA 01966

  • 4 Beds
  • 3.5 Baths
  • 4,096 sqft (on 0.74 acres)

$5,500,000

Est. Mortgage $32,784/mo*

$5,500,000

Est. Mortgage $32,784/mo*
4 Beds
3.5 Baths
4,096 sqft
(on 0.74 acres)

Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Deck
Climate Control
Heating & Cooling
Price/Sqft
$1,343
Listed
6 days ago

Local Information

  • Map ViewExplore the area around 5 Gap Head Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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

Home Details for 5 Gap Head Rd

Interior Features

Interior Details
Basement: Full,Crawl Space,Bulkhead,ConcreteNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4096 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Electric Dryer, Washer Hookup, Icemaker Connection, Generator ConnectionAppliances: Electric Water Heater, Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, ENERGY STAR Qualified Refrigerator, Plumbed For Ice MakerDishwasherDisposalDryerLaundry: Second Floor,Electric Dryer Hookup,Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Heat Pump,Oil,DuctlessHas CoolingAir Conditioning: Central Air,DuctlessHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers, 200+ Amp Service, Generator Connection
Windows, Doors, Floors & Walls
Window: Insulated Windows, ScreensDoor: Insulated DoorsFlooring: Carpet, Hardwood, Stone / Slate
Levels, Entrance, & Accessibility
Accessibility: Accessible EntranceFloors: Carpet, Hardwood, Stone Slate
View
Has a ViewView: Scenic View(s), Water, Ocean
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch, Deck, CoveredExterior: Porch, Deck, Covered Patio/Deck, Balcony, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Satellite Dish, Drought Tolerant/Water Conserving Landscaping, ET Irrigation ControllerFoundation: Concrete PerimeterSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 4No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 6Parking: Attached,Garage Door Opener,Heated Garage,Workshop in Garage,Insulated,Driveway,Stone/Gravel
Frontage
WaterfrontWaterfront: Waterfront, Ocean, Frontage, Deep Water Access, Direct Access, Private, Walk to, 1/10 to 3/10 To Beach, Beach Ownership(Private, Public)Road Frontage: Private Road, Dead EndRoad Surface Type: PavedOn Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 4096

Days on Market

Days on Market: 6

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Contemporary
Building
Construction Materials: Frame, Conventional (2x4-2x6)Not Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: M:30 B:4C, 2120672

Price & Status

Price
List Price: $5,500,000Price Per Sqft: $1,343

Active Status

MLS Status: Active

Location

Direction & Address
City: RockportCommunity: Gap Head
School Information
Elementary School: Rkpt ElemJr High / Middle School: RmsHigh School: Rhs

Agent Information

Listing Agent
Listing ID: 73555738

Building

Building Area
Building Area: 4096 Square Feet

Community

Community Features: Shopping, Walk/Jog Trails, Stable(s), Golf, Bike Path, Conservation Area, House of WorshipNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.74 acres

Offer

Listing Terms: Contract

Energy

Energy Efficiency Features: Thermostat

Miscellaneous

BasementMls Number: 73555738Water ViewWater View: Ocean, WaterAbove Grade Unfinished Area: 4096

Additional Information

ShoppingWalk/Jog TrailsStable(s)GolfBike PathConservation AreaHouse of Worship
Last check for updates: about 3 hours ago
Listing courtesy of Ann Rick Gloucester Group, (508) 942-4323
J. Barrett & Company, (978) 282-1315
Ann Rick Gloucester Group, (508) 942-4323
Source: MLS PIN, MLS#73555738
Also Listed on MLS PIN.

Market trends in Rockport

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
39
6
MoM

Price History for 5 Gap Head Rd

DatePriceEventSource
07/28/2026$5,500,000Listed For SaleMLS PIN #73555738
11/25/1996$375,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$23,582
Assessment$2,401,400
Home facts updated by county records

Comparable Sales for 5 Gap Head Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.50
Single-Family Home
$1,740,000
09/12/25
4
2.5
2,857
0.28
Single-Family Home
$1,700,000
10/10/25
3
2.5
1,454
0.49
Single-Family Home
$1,350,000
08/25/25
3
2.5
2,610
0.23
Single-Family Home
$1,200,000
07/24/26
3
2
1,750
0.65
Single-Family Home
$1,285,000
08/15/25
3
3
2,200
0.65
Single-Family Home
$1,850,000
11/07/25
4
2
2,807
0.54
Single-Family Home
$850,000
01/06/26
2
1.5
1,360
0.64
Single-Family Home
$809,000
05/29/26
3
1
1,270
0.79
Single-Family Home
$1,900,000
08/04/25
5
3.5
3,506

Nearby homes

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What Locals Say about Rockport

At least 29 Trulia users voted on each feature.
  • 91 % Say there's wildlife

  • 89 % Say it's dog friendly

  • 83 % Say people would walk alone at night

  • 78 % Say there's holiday spirit

  • 76 % Say yards are well-kept

  • 74 % Say car is needed

  • 72 % Say there are sidewalks

  • 71 % Say neighbors are friendly

  • 71 % Say it's quiet

  • 69 % Say it's walkable to restaurants

  • 67 % Say they plan to stay for at least 5 years

  • 66 % Say kids play outside

  • 65 % Say parking is easy

  • 56 % Say streets are well-lit

  • 41 % Say there are community events

  • 32 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Lisa Cournoyer
    "The community goes above and beyond not only for the holidays but year round to make visitors and residents feel welcomed and appreciated!"
  • Keith Militello
    "Quiet safe neighborhood, well lit at night, great year round for families, close to downtown to lots of tourist attractions and restaurants. "
  • Roxanne K.
    "friendly neighbors never any issues and great school district there are farmers markets amazing beaches , library , all new up and coming plaza in the next town over. a new state if the art YMCA being built as well as more jobs being added because of all the growth going on in Cape ann "
  • Trulia User
    "About 30 minutes from Rockport to Lynnfield, as I’m right over the town line of Gloucester/Rockport."
  • Roxanne K.
    "close to downtown ,beaches, schools and os very safe. the school system great having K-12 all on one street is amazing . "
  • Karen C.
    "Very small town, not a lot of diversity. Public High School graduating classes under 70 kids. Community is oldest median age in the state. Lovely programs in sports, art and music offered. Scouting available for both boys and girls. Millbrook meadow and elementary school have playgrounds, handicap accessible play area at the elementary school. "
  • Richardtreilly
    "As dog friendly as it gets - great walking town - dogs welcome everywhere!!!!! Live it here..........."
  • Doreen S.
    "I love this area, the ocean is across the st. the back of a hotel nice when I'm in my yard The sky and the stars are breath taking, an I have a moon window in my BD. rm. awesome, im moving and I hav'nt had summer, yet oh well, I hope I find a great place. "
  • Aliquot
    "I live on the south end of Rockport and it takes me only 3 minutes to drive to downtown, 10-15 minutes to the nearest shopping."
  • Doreen S.
    "the Emerson hotel is across the street. and the sunrise is over the ocean view from the back yard of three Emerson hotel, awesome site to see off of green St. "
  • Sstiptin
    "Lovely neighborhood! Friendly people, gorgeous homes. Some complaints, coyote problems, especially in the summer. Other wild animals such as foxes, coy-wolves and fishercats roam the streets."
  • Caron
    "It is a picturesque seaside town. You are able to walk to the beach, restaurants and shops. It is very family friendly. "
  • Barb M.
    "I loved it here and will forever be sorry I left. The only problem were the schools, the kids grow up and leave, there is nothing here for them. Parking is horrible the town makes their money off parking tickets which has effectively stifled down town sales growth. not much night life except for the new music venue on Main Street, they have notable talent, worthy of a trip in from Boston and surrounding areas. "

LGBTQ Local Legal Protections

Ann Rick Gloucester Group, J. Barrett & Company, (978) 282-1315
Agent Phone: (508) 942-4323
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.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
5 Gap Head Rd, Rockport, MA 01966 is a 4 bedroom, 4 bathroom, 4,096 sqft single-family home built in 1998. This property is currently available for sale and was listed by MLS PIN on Jul 28, 2026. The MLS # for this home is MLS# 73555738.