33 Two Penny Ln
Gloucester, MA 01930
- 5 Beds
- 4.5 Baths
- 4,921 sqft (on 7.90 acres)
5 Beds
4.5 Baths
4,921 sqft
(on 7.90 acres)
Local Information
-- mins to
Description
The home features generous space for entertaining and outdoor oceanfront living including a potential mooring, kayaking, swimming, and dramatic sunsets. A rare opportunity to own a magnificent beachfront home located on Wingaersheek Beach in Gloucester, prized for its quiet privacy, unspoiled charm, and sweeping views over conservation land. Nestled in the dunes overlooking Crane Beach, the Essex River, and the Atlantic Ocean, this shingle-style contemporary built in 2007 is the ultimate in beachfront living with magnificent ocean-facing outdoor decks.
33 Two Penny Ln, Gloucester, MA 01930 is a 5 bedroom, 5 bathroom, 4,921 sqft single-family home built in 2019. It last sold for $4,650,000 on Aug 1, 2016. It is currently off market. The Trulia Estimate is $8,985,500, with a rent estimate of $7,855/month.
Home Highlights
Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 33 Two Penny Ln
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Heating & Cooling Heating: Other, GasAir ConditioningHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 2 |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: MetalExterior: Wood |
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Year Built Year Built: 2019 |
Property Type / Style Property Type: Single Family HomeArchitecture: Contemporary |
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Units in Building: 1 |
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Lot Area: 7.90 acres |
Price History for 33 Two Penny Ln
| Date | Price | Event | Source |
|---|---|---|---|
| 08/01/2016 | $4,650,000 | Sold | N/A |
| 06/02/2016 | $5,200,000 | Listed For Sale | Agent Provided |
| 03/26/2016 | $5,200,000 | ListingRemoved | Agent Provided |
| 05/28/2015 | $5,200,000 | Listed For Sale | Agent Provided |
Market trends in Gloucester
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
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Available listings
85
21MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $72,166 |
| Assessment | $7,416,900 |
Home facts updated by county records
Comparable Sales for 33 Two Penny Ln
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.27 | Single-Family Home | $4,027,500 | 08/21/25 | 3 | 3.5 | 2,168 | |
0.70 | Single-Family Home | $5,300,000 | 11/18/25 | 5 | 4.5 | 4,704 | |
1.07 | Single-Family Home | $1,650,000 | 08/14/25 | 4 | 4.5 | 4,292 | |
1.12 | Single-Family Home | $2,855,000 | 10/15/25 | 5 | 3 | 3,256 | |
0.90 | Single-Family Home | $1,850,000 | 08/01/25 | 3 | 2 | 1,931 | |
1.56 | Single-Family Home | $2,500,000 | 06/01/26 | 3 | 5.5 | 4,534 | |
1.35 | Single-Family Home | $1,275,000 | 06/25/26 | 3 | 3 | 1,744 | |
1.45 | Single-Family Home | $970,000 | 01/20/26 | 3 | 2 | 2,438 | |
1.93 | Single-Family Home | $790,000 | 02/27/26 | 3 | 3 | 1,535 | |
1.27 | Single-Family Home | $815,000 | 08/22/25 | 2 | 2 | 1,430 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 33 Two Penny Ln.
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.
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