Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$1,095,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 2,560 Sq. Ft.
  • 0.11 Acres
  • 1 Car Garage
  • Updated 2 days ago

Next open house:

Open House: 1:00 PM - 2:30 PM

Sunday 4/19 1:00 PM - 2:30 PM

16 Highland Street,Gloucester, MA 01930

16 Highland StreetGloucesterMA01930

Get directions
See This Home
Save This Home
See This Home
Save This Home
Prominently positioned in the East Gloucester Square Historic District, 16 Highland Street is an exciting opportunity for the discerning buyer. This shingle-style cottage is proudly sited on a comfortable lot, complete with charming gardens and privet privacy fence. The wide covered front porch sets the stage for warm-weather gatherings to celebrate daily sunsets. A welcoming foyer leads to the primary reception rooms. The large living room features wood floors and decorative fireplace. The dining room has original built-in cabinets. A well-equipped kitchen offers adjacent mudroom and half bath. A cozy home office with fireplace and garden room complete the main living level. Upstairs finds three large bedrooms, shared oversized bathroom and separate laundry room. The third floor presents as a great family room, with wood floors and harbor views. The home is located wonderfully close to multiple marinas, Rocky Neck, Gloucester Stage, Good Harbor Beach and Downtown Gloucester.

Full Property Details for 16 Highland St

General

  • Price: $1,095,000
  • Taxes: $7,552 (2026)
  • Status: Active
  • Type: Single Family
  • Source: MLSPin
  • MLS ID: 73503364
  • Updated: 4/17/2026
  • Added to Site: 2 day(s) ago

Interior

  • Number of Rooms: 10
  • Interior Features: Office, Sun Room, Mud Room
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Living Room
  • Appliances: Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
  • Flooring: Wood, Tile, Vinyl, Flooring - Wood, Flooring - Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1
  • Main - Full Baths: 1
  • Main - 1/2 Baths: 1
  • Bathroom 1: Half Bathroom, First
  • Bathroom 2: Tiled Bathroom with Tub, Double Vanity, Second

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Second
  • Bedroom 2: Closet, Wood Flooring, Second
  • Bedroom 3: Closet, Wood Flooring, Second

Other Rooms

  • Living Room: Wood Flooring, Cable Hookup, Recessed Lighting, First
  • Family Room: Skylight, Wall-to-Wall Carpet, Wood Flooring, Third
  • Kitchen: Wood Flooring, Dining Area, First
  • Dining Room: Custom-Built Closet/Cabinets, Wood Flooring, First
  • Office: Fireplace, Flooring - Wood, First
  • Laundry: Flooring - Vinyl, Sink, Second Floor, Electric Dryer Hookup, Washer Hookup

Additional Information

  • Year Round: Yes

Exterior

  • Exterior Features: Porch, Deck - Wood, Rain Gutters, Screens, Garden
  • Color: Red

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 3
  • Parking Features: Attached, Paved Drive, Off Street, Paved

Location

  • Area: East Gloucester
  • County: Essex
  • Driving Directions: East Main Street to Highland Street or Mount Pleasant Avenue to Highland Street.

School Information

  • Elementary School: East Veterans
  • Middle School: O'maley
  • High School: Gloucester

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Baseboard, Oil, Electric, Fireplace(s)
  • Heating Fuel: Baseboard, Oil, Electric, Fireplace(s)

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Connection for Electric Range, Connection for Electric Dryer, Washer Hookup

Structural Information

  • Architectural Style: Colonial, Shingle
  • Exterior Const.: Frame
  • Basement: Yes
  • Basement Desc.: Full
  • Roof: Shingle
  • Drive-In Doors: Insulated Doors
  • Square Feet: 2,560
  • Sq. Ft. Source: Public Records
  • Year Built: 1921

Lot Features

  • Lot Size (Acres): 0.11
  • Lot Dimensions: .11
  • Frontage: Public
  • Lot Features: Corner Lot

Water Features

  • Water Front Desc.: Ocean, 3/10 to 1/2 Mile To Beach, Beach Ownership(Public)

Green Features

  • Energy Efficient: Thermostat

Financial Considerations

  • Price Per Sq. Ft.: $427.73
  • Tax Amount: $7,552
  • Tax Year: 2026
  • Warranty: 1

Disclosures and Reports

  • Disclosures/Rstr.: Living room fireplace / wood stove is decorative. Could be functional.
  • Property ID: 5911896877
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Meet the listing agent

Meet the listing agent
— 16 Highland St —

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 16 Highland St

School District:Gloucester School District
NameGradesDistance
Ralph B O'maley Middle School
32 Cherry Street, Gloucester, MA 01930
6-81.8 mi
Gloucester High School
32 L O Johnson Rd, Gloucester, MA 01930
9-121.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 16 Highland St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/17/2026
Listed
$1,095,000
801.23%
MLS
4/30/1993
Sold
$121,500
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 16 Highland St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,618
1%
$783,700
1%
2024
$7,535
5%
$774,400
14%
2023
$7,209
4%
$680,700
15%
2022
$6,949
4%
$592,400
10%
2021
$6,711
—
$539,500
-1%
2020
$6,712
4%
$544,400
7%
2019
$6,444
3%
$507,800
5%
2018
$6,234
3%
$482,100
5%
2017
$6,040
4%
$457,900
7%
2016
$5,833
5%
$428,600
6%
2015
$5,534
8%
$405,400
3%
2014
$5,102
—
$393,100
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 16 Highland St

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Similar Properties near 16 Highland St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

33 Highview Rd, Rockport, MA 01966 - Photo 1
$1,099,000

33 Highview Rd  Rockport, MA 01966

  • Single Family
  • Active
  • 3
    Beds
  • 3
    Total Baths
  • 2,624
    Sq. Ft.
178 Atlantic St, Gloucester, MA 01930 - Photo 1
$1,225,000

178 Atlantic St  Gloucester, MA 01930

  • Single Family
  • Active
  • 3
    Beds
  • 3
    Total Baths
  • 2,404
    Sq. Ft.
136 Leonard St, Gloucester, MA 01930 - Photo 1 Just Listed
$995,000

136 Leonard St  Gloucester, MA 01930

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 2,216
    Sq. Ft.
4 Ciaramitaro Ct, Gloucester, MA 01930 - Photo 1
$1,245,000

4 Ciaramitaro Ct  Gloucester, MA 01930

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,264
    Sq. Ft.

Just Listed near 16 Highland St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

340 Granite St, Rockport, MA 01966 - Photo 1 Just Listed
$499,900
Open House

340 Granite St  #5  Rockport, MA 01966

  • Townhouse
  • Active
  • Updated 5 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 970
    Sq. Ft.
Listed by Marisa Hagen (617) 529-2361
68 Main St, Rockport, MA 01966 - Photo 1 Just Listed
$1,450,000
Open House

68 Main St  Rockport, MA 01966

  • Single Family
  • Active
  • Updated 4 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,508
    Sq. Ft.
602 Summer St, Manchester by the Sea, MA 01944 - Photo 1 Just Listed
$3,250,000

602 Summer St  Manchester by the Sea, MA 01944

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
  • 4,000
    Sq. Ft.
Listed by Lynda Surdam (978) 764-7474
154R Eastern Ave, Essex, MA 01929 - Photo 1 Just Listed
$599,000
Open House

154R Eastern Ave  Essex, MA 01929

  • Single Family
  • Active
  • Updated 6 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,798
    Sq. Ft.

Price Reduced near 16 Highland St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

32 Haven Ave, Rockport, MA 01966 - Photo 1
$1,399,000

32 Haven Ave  Rockport, MA 01966

  • Single Family
  • Active
  • 2
    Beds
  • 2
    Total Baths
  • 2,168
    Sq. Ft.
Listed by Scott Smith (617) 750-2793
3 Vine Ave, Rockport, MA 01966 - Photo 1 Price Reduced
-$50,000 (-3.13%)
$1,545,000
Open House

3 Vine Ave  Rockport, MA 01966

  • Single Family
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 1,200
    Sq. Ft.
6 Old Essex Rd, Ipswich, MA 01938 - Photo 1
$235,000

6 Old Essex Rd  #5  Ipswich, MA 01938

  • Commercial
  • Active
6 Old Essex Rd, Ipswich, MA 01938 - Photo 1
$595,000

6 Old Essex Rd  #6  Ipswich, MA 01938

  • Commercial
  • Active

Recent Sales near 16 Highland St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

9 Rocky Pasture Rd, Gloucester, MA 01930 - Photo 1 Sold
$1,125,000

9 Rocky Pasture Rd  Gloucester, MA 01930

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 2,724
    Sq. Ft.
7 Rackliffe St, Gloucester, MA 01930 - Photo 1 Sold
$1,200,000

7 Rackliffe St  #H1  Gloucester, MA 01930

  • Townhouse
  • Closed
  • 2
    Beds
  • 3
    Total Baths
  • 1,795
    Sq. Ft.
52 Taylor, Gloucester, MA 01930 - Photo 1 Sold
$1,100,000

52 Taylor  Gloucester, MA 01930

  • Multi-Family
  • Closed
  • 4
    Units
  • 6
    Total Beds
  • 0.15
    Acres
87 Atlantic Rd, Gloucester, MA 01930 - Photo 1 Sold
$1,150,000

87 Atlantic Rd  #2  Gloucester, MA 01930

  • Townhouse
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 1,552
    Sq. Ft.
Listed by Scott Smith

16 Highland Street, Gloucester, MA 01930 (MLS# 73503364) is a Single Family property with 3 bedrooms, 1 full bathroom and 1 partial bathroom. 16 Highland Street is currently listed for $1,095,000 and was received on April 17, 2026. This property is listed by Scott Smith from our Manchester, MA Office.Want to learn more about 16 Highland Street? Do you have questions about finding other Single Family real estate for sale in Annisquam? You can browse all Annisquam real estate or contact a Coldwell Banker agent to request more information.

Tour this property