Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 2 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 3 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 4 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 5 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 6 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 7 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 8 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 9 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 10 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 11 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 12 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 13 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 14 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 15 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 16 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 17 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 18 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 19 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 20 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 21 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 22 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 23 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 24 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 25 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 26 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 27 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 28 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 29 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 30 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 31 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 32 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 33 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 34 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 35 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 36 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 37 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 38 of 39
Single Family Residence at 18 Holly St, Gloucester MA 01930, Gloucester, photo 39 of 39
39 photos

$1,350,000

18 Holly St, Gloucester MA 01930
Gloucester, MA 01930
Listed by Mark Ventimiglia
Bedrooms
4
Bathrooms
3.5
Living area
3,295 sqft
Year built
1900

About this home

This spectacular property was custom-designed and built over the years by the owner of renowned builders Mill River Carpentry. Set on a beautiful lot along a peaceful street in Gloucester's desirable Riverdale neighborhood, this exceptional home showcases remarkable craftsmanship, expansive living spaces, and seamless indoor-outdoor living. A stone driveway welcomes you to an enormous mudroom that opens into a recently renovated custom kitchen featuring concrete quartz countertops and an impressive 60-inch refrigerator. The spacious living room is anchored by a woodstove with a beautiful granite surround and opens to a generous deck and pool area. The main level also offers a full bath with laundry, a comfortable sitting area off the kitchen, and a large dining room with cathedral ceilings. Exceptional details are found throughout, including radiant heat, tongue-and-groove pine ceilings, five-inch red oak flooring, and oversized windows that fill the home with natural light. The open first-floor layout extends effortlessly to a deck, patio, and screened porch, creating an ideal setting for entertaining and relaxing. The second floor features two bedrooms, a full bath, and an impressive primary bedroom with a cathedral ceiling and an oversized walk-in closet. The walkout portion of the basement provides a dedicated home gym area. A spacious breezeway offers flexible den or office space and leads to an oversized garage equipped with a 12-by-10-foot overhead door, a half bath, and radiant floor heat. Completing this remarkable property is a bright one-bedroom apartment above the garage - ideal for extended family, guests, or potential rental income. The apartment also features a large private deck with beautiful views of the Annisquam River and Ipswich Bay.

Highlights

Private poolFireplace

Property details

MLS #
73575871
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
19
On market date
September 11, 2026
Stories
N/A
Total bathrooms
3.5
Garage spaces
1
Parking spaces
7
Lot size
0.45 acres
Loading map…

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
Beeman Memorial
0.5 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
324
Student:teacher ratio
10.8:1
District
Gloucester
Middle
Ralph B O'Maley Middle
1.01 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
630
Student:teacher ratio
11.3:1
District
Gloucester
High
Gloucester High
2.14 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
830
Student:teacher ratio
10.5:1
District
Gloucester

Walkability

Blended score for Gloucester's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

51
Somewhat walkable
out of 100
EPA National Walkability Index
11.0 / 20 -- Above average walkable
Google Places amenity density
45 / 100
Restaurants & cafes2
Grocery stores0
Parks4
Schools3
Transit stops3
Pharmacies0

Market position

How this listing compares to current activity in Gloucester, from live MLS data.

On the market 19 days -- 85 fewer days than Gloucester's current average of 104 days.
For reference, the median list price across 236 active listings in Gloucester right now is $589,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$8,280/mo
$270,000 down
$1,080,000 loan
Principal & interest$7,005
Property tax (est.)$1,125
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 16 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.