66 Pershing Ln
Orleans, MA 02653
- 3 Beds
- 4 Baths
- 3,862 sqft (on 1.39 acres)
3 Beds
4 Baths
3,862 sqft
(on 1.39 acres)
Local Information
-- mins to
Description
The One You've Been Waiting For! Private, permanent and licensed deep water dock, vibrant water views, guest house, classic coastal elegance and superb condition define 66 Pershing Lane. Privately set near the apex of Mayflower Point, a semi-rural promontory extending into the Pleasant Bay estuary, this thoughtfully designed home occupies an enviable position in the Cape Cod boating mecca that is Pleasant Bay. A handsome main house sits atop a bluff above the flood zone, with views out to Nauset Beach and the Atlantic. More recently built, an equally handsome, detached structure includes a full guest studio with water views, deck, and 2-car garage below. The main house--with high ceilings, rich molding, gleaming wood floors, and classic appointments--echoes the understated elegance of historic sea captains' manses. The first level's open floor plan affords enchanting water views from living/dining/kitchen areas and easy access to outdoors for dining, relaxation and play.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
Home Highlights
Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 66 Pershing Ln
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Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 3Floors: Tile, Hardwood |
Interior Details Number of Rooms: 8Types of Rooms: Walk In Closet, Dining Room, Mud Room, Office, Pantry |
Appliances & Utilities DishwasherRefrigeratorWasher |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: AsphaltExterior: WoodPatio |
Parking & Garage GarageParking Spaces: 8Parking: Garage Detached |
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Year Built Year Built: 2004Year Updated: 2004 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 1 |
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Lot Area: 1.39 acres |
Price History for 66 Pershing Ln
| Date | Price | Event | Source |
|---|---|---|---|
| 04/27/2020 | $3,150,000 | Sold | CCIMLS #21905772 |
| 04/27/2020 | $3,499,000 | PendingToActive | Agent Provided |
| 03/16/2020 | $3,499,000 | Pending | Agent Provided |
| 09/03/2019 | $3,499,000 | PriceChange | Agent Provided |
| 08/09/2019 | $3,849,000 | Listed For Sale | Agent Provided |
| 06/17/2002 | $1,500,000 | Sold | N/A |
Market trends in Orleans
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
45
1MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $25,523 |
| Assessment | $4,090,200 |
Home facts updated by county records
Comparable Sales for 66 Pershing Ln
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.24 | Single-Family Home | $1,575,000 | 07/02/25 | 3 | 2.5 | 3,164 | |
0.39 | Single-Family Home | $2,360,000 | 06/27/25 | 4 | 3.5 | 2,988 | |
0.78 | Single-Family Home | $1,780,000 | 03/17/26 | 4 | 3.5 | 2,565 | |
0.52 | Single-Family Home | $5,450,000 | 01/23/26 | 4 | 3 | 2,413 | |
0.89 | Single-Family Home | $2,800,000 | 10/16/25 | 3 | 5.5 | 4,250 | |
0.76 | Single-Family Home | $2,300,000 | 10/14/25 | 4 | 3 | 2,615 | |
1.10 | Single-Family Home | $2,000,000 | 10/29/25 | 3 | 2.5 | 2,709 | |
0.97 | Single-Family Home | $1,100,000 | 03/05/26 | 3 | 2.5 | 2,379 | |
1.03 | Single-Family Home | $1,481,000 | 04/22/26 | 3 | 3.5 | 2,226 | |
0.80 | Single-Family Home | $1,050,000 | 05/28/26 | 3 | 2 | 1,829 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 66 Pershing Ln.
What Locals Say about Orleans
At least 30 Trulia users voted on each feature.
94 % Say parking is easy
93 % Say yards are well-kept
88 % Say there's wildlife
86 % Say it's dog friendly
85 % Say people would walk alone at night
84 % Say it's quiet
83 % Say car is needed
70 % Say there's holiday spirit
67 % Say they plan to stay for at least 5 years
65 % Say neighbors are friendly
53 % Say there are community events
43 % Say it's walkable to restaurants
37 % Say kids play outside
32 % Say streets are well-lit
27 % Say it's walkable to grocery stores
22 % Say there are sidewalks
Sourced by Trulia users. Learn more about our methodology.
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Apartments for Rent
Homes for sale near 66 Pershing Ln
Off Market Homes Near 66 Pershing Ln
66 Pershing Ln, Orleans, MA 02653 is a 3 bedroom, 5 bathroom, 3,862 sqft single-family home built in 2004. This property is not currently available for sale. 66 Pershing Ln was last sold on Apr 27, 2020 for $3,150,000. The current Trulia Estimate for 66 Pershing Ln is $4,174,500.