1 Bennett St N
Gloucester, MA 01930
- 5 Beds
- 4.5 Baths
- 4,708 sqft (on 1.50 acres)
5 Beds
4.5 Baths
4,708 sqft
(on 1.50 acres)
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1865
Lot Size
1.5 acres
Living Area
4,708 sqft
Price/Sqft
$559
Parking
Garage
About this House
Welcome to the last remaining Second Empire building, built in the 1860's & lovingly restored. Located on a hillside, in the heart of the picturesque seaside village of Annisquam & overlooking the east shore of upper Lobster Cove. Launch your kayak directly across the street. Own a piece of history in the home where playwrights Russell Crouse & Howard Lindsay wrote the musical, The Sound of Music. You will be impressed by the period details, spacious rooms & the grand, yet comfortable feel of the home. The grounds feature a lovely waterfall, fountain & plenty of space for entertaining. A 2 car carriage-style garage & a separate building, perfect for a yoga or artist's studio, sit at the rear of the property. This home is set in a private, estate setting, yet is within a mile of the Annisquam Lighthouse, Cambridge Beach and Annisquam Yacht Club. Private showings will be scheduled with pre-approved buyers following COVID-19 guidelines. Please see the virtual tour & floor plans attached.
1 Bennett St N, Gloucester, MA 01930 is a 5 bedroom, 5 bathroom, 4,708 sqft single-family home built in 1865. It last sold for $1,559,500 on Oct 2, 2020. It is currently off market. The Trulia Estimate is $2,633,100, with a rent estimate of $6,514/month.
Home Details for 1 Bennett St N
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Interior Details BasementWet Bar |
Heating & Cooling Heating: Baseboard, GasAir ConditioningCooling System: CentralHeating Fuel: Baseboard |
Levels, Entrance, & Accessibility Stories: 3Floors: Tile, Carpet, Concrete, Hardwood |
Appliances & Utilities Cable ReadyDishwasherDisposalRefrigerator |
Fireplace & Spa Fireplace |
Security Security System |
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Exterior Home Features Roof: Asphalt, CompositionDeckExterior: Other, Stone, WoodPatioPorch |
Parking & Garage GarageParking Spaces: 12Parking: Garage Detached |
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Year Built Year Built: 1865 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 1 |
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Lot Area: 1.50 acres |
Price History for 1 Bennett St N
| Date | Price | Event | Source |
|---|---|---|---|
| 10/02/2020 | $1,559,500 | Sold | N/A |
| 09/01/2020 | $1,595,000 | Pending | Agent Provided |
| 08/24/2020 | $1,595,000 | PriceChange | Agent Provided |
| 04/28/2020 | $1,695,000 | Listed For Sale | Agent Provided |
| 12/12/2014 | $1,435,000 | Sold | N/A |
| 10/30/2014 | $1,595,000 | Pending | Agent Provided |
| 10/16/2014 | $1,595,000 | Listed For Sale | Agent Provided |
| 03/30/2001 | $875,000 | Sold | N/A |
Market trends in Gloucester
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
91
6MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $20,661 |
| Assessment | $2,123,400 |
Home facts updated by county records
Comparable Sales for 1 Bennett St N
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.11 | Single-Family Home | $1,700,000 | 10/15/25 | 3 | 3.5 | 3,882 | |
0.20 | Single-Family Home | $1,107,750 | 09/05/25 | 3 | 1.5 | 1,860 | |
0.35 | Single-Family Home | $3,000,000 | 04/17/26 | 4 | 4 | 2,786 | |
0.65 | Single-Family Home | $1,625,000 | 06/29/26 | 5 | 3.5 | 2,791 | |
0.57 | Single-Family Home | $1,900,000 | 12/09/25 | 3 | 3.5 | 2,418 | |
1.21 | Single-Family Home | $1,575,000 | 04/22/26 | 5 | 3.5 | 3,564 | |
1.21 | Single-Family Home | $2,950,000 | 07/27/26 | 4 | 4 | 3,754 | |
1.56 | Single-Family Home | $1,650,000 | 08/14/25 | 4 | 4.5 | 4,292 | |
0.42 | Single-Family Home | $535,000 | 10/06/25 | 2 | 2 | 1,074 | |
1.49 | Single-Family Home | $1,300,000 | 09/10/25 | 3 | 3.5 | 2,039 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 1 Bennett St N.
What Locals Say about Gloucester
At least 179 Trulia users voted on each feature.
88 % Say it's dog friendly
82 % Say people would walk alone at night
72 % Say yards are well-kept
72 % Say there's holiday spirit
71 % Say car is needed
68 % Say there are sidewalks
68 % Say there's wildlife
68 % Say parking is easy
65 % Say neighbors are friendly
64 % Say streets are well-lit
62 % Say it's walkable to restaurants
60 % Say they plan to stay for at least 5 years
60 % Say kids play outside
59 % Say it's walkable to grocery stores
52 % Say it's quiet
46 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
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Apartments for Rent
Homes for sale near 1 Bennett St N
Off Market Homes Near 1 Bennett St N
Frequently asked questions about 1 Bennett St N
- What is 1 Bennett St N estimated to be worth?Trulia's estimated value for 1 Bennett St N in Gloucester, MA is $2,633,100.
- What is the price history for 1 Bennett St N?1 Bennett St N in Gloucester, MA last sold for $1,559,500 in October 2020.
- Is Gloucester a buyer's or seller's market?Gloucester is currently a seller's market, based on recent for-sale activity.
- What do residents say about Gloucester?Residents describe Gloucester, MA as dog-friendly, well-kept, and pedestrian-friendly. See recently sold homes in Gloucester, MA.
- Does 1 Bennett St N have air conditioning?Yes, 1 Bennett St N in Gloucester, MA has air conditioning.
- How big is the lot at 1 Bennett St N?The lot at 1 Bennett St N in Gloucester, MA is about 1.5 acres.

