66 Pershing LaneOrleans, MA 02653MLS Number 21905772

  • Price: $3,499,000
  • Est. Mortgage of $/month
  • 73 Days on Market
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • 4Bedrooms
  • 1.39Acreage
  • 5Bathroom
  • 2004Year Built

Driving Directions

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. A den/media room, two bedrooms, full bath, and powder room complete this level. A winding staircase ascends to the second level, which hosts a luxurious master suite and adjoining skylit flex room for studio, office, nursery or guests. A private deck off the master and shared deck between master bedroom and flex space offer fabulous water views. Built in 2017, the detached guest studio (with additional 2-car garage-under) features an ingeniously designed, sky-lit open floor plan with vaulted ceilings, full kitchen, bath, living, sleeping and loft areas for family, friends and The Perennial Guest. An expansive yard adjoining this structure accommodates summer games, a small grapevine garden and inground pool potential. The private, permanent dock affords large-boat, deep-water boating access to nearby rivers, islands, Pleasant Bay, Chatham Harbor and the Atlantic Ocean. Coastal perfection! (Please no drives-by, home is occupied.)

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More Info


  • Parking DescriptionStone/Gravel
  • GarageYes
  • Garage DescriptionAttached, Detached, Door Opener, Under


  • Year Built2004
  • Year Built DescriptionActual
  • Bathroom5
  • Bathrooms5
  • Full Bathrooms3
  • Half Bathrooms2
  • Level 1 Baths2
  • Level 2 Baths1
  • Bedrooms4
  • Number of Fireplaces1
  • Total Rooms8
  • Laundry RoomBuilt-Ins
  • Stories3
  • FoundationConcrete Perimeter
  • Square Feet3862
  • BasementYes
  • Basement DescriptionFull, Garage Access, Interior Access
  • FoyerCloset, Foyer, Recessed Lighting, Skylight
  • Lead PaintNo
  • SQFT Source DisplayField Card
  • Separate Living QtrsYes
  • Separate Living Qtrs DescriptionDetached, Second Floor


  • Neighborhood AmenitiesBeach, Common Area, Deeded Beach Rights, Road Maintenance
  • AppliancesCentral Vac, Dishwasher, Range - Gas, Refrigerator, Security Alarm, Stove Hood, Washer
  • Convenient ToConservation Area, Golf Course, In Town Location, Major Highway, Medical Facility
  • PoolNo
  • Pool DescriptionNone


  • Total Assessments$2,268,000
  • Improvement Assessment$779,200
  • Other Assessments$108,300
  • Land Assessments$1,380,500


  • Modification Date2019-10-16T18:07:58
  • Original Price$3,849,000
  • Year RoundYes
  • Title Reference Page202
  • SubdivisionMayflower Point
  • Title Reference Book15269
  • Publish to Internet1
  • IrregularYes
  • DOM70
  • Special List CondNone, Standard
  • Date Listed08/07/2019
  • View Count7

Basic Information

  • StatusACT
  • Property TypeA
  • Property Subtype 1Single Family Residence
  • List Price$3,499,000
  • MLS Number21905772


  • Acreage1.39
  • TownOrleans
  • Lot Size SourceField Card
  • Lot Size Square Feet60548
  • Flood ZoneNot Verified
  • Topography Lot DescriptionLevel, Sloping, View
  • Street DescriptionAssoc Maintained, Dirt, Private, Unpaved
  • Number of Cars4
  • RenovatedYes


  • Exterior Features
    • Deck
    • Garden
    • Outdoor Shower
    • Porch
    • Underground Sprinkler
    • Yard
  • Roof DescriptionAsphalt, Pitched
  • Property StyleOther
  • Siding DescriptionShingle


  • Heat SystemForced Hot Air
  • Hot Water Water HeatTank
  • CoolingCentral Air
  • Fuel TypePropane Gas

Water Body

  • WaterfrontYes
  • Water Body Type
    • Bay
    • Beach
    • Deep Water Access
    • Ocean
    • Private
    • River
    • Salt
  • Water ViewYes
  • Waterview DescriptionEast, North, South
  • Miles to Beach0 - .1
  • Beach DescriptionBay, Ocean, River
  • Water AccessAssociation, Deeded Rights, Private
  • DockYes
  • Dock DescriptionDeep Water, Private


  • Number of Photos63
  • Last Picture Change Date2019-10-16T18:07:58


  • Building Number66
  • Unit Number
  • StreetPershing
  • Street SuffixLane
  • VillageOrleans
  • StateMA
  • Zip02653
  • CountyBarnstable
  • Street Direction
  • Directions to PropertyFrom Rt. 28 N to Orleans: Turn right on Monument Rd., right on Lonnie's Lane or Herring Brook Way, continue on Kescayogansett Rd. to end. Left on Kenneth Ln, bear right on Pershing Ln to #66 on right
  • School DistrictNauset


  • FireplaceYes
  • Interior Features
    • Hot Tubs/Spa
    • Linen Closet
    • Mud Room
    • Pantry
    • Recessed Lighting
    • Sound System
    • Walk-in Closet
    • Wine Cooler
  • Other Room 1 FeaturesDen
  • Bedroom 2 FeaturesBedroom 2, Closet, Recessed Lighting, Shared Full Bath
  • Other Room 2 FeaturesSitting Room
  • Bedroom 3 FeaturesBedroom 3, Closet, Recessed Lighting, Shared Full Bath
  • Master Bedroom Features
    • Bay/Bow Windows
    • Built-Ins
    • Dressing Room
    • Master Bedroom
    • Office/Sitting Area
    • Private Full Bath
    • Recessed Lighting
    • View
    • Walk-in Closet
  • Living Room FeaturesBay/Bow Windows, HU High Speed Internet, Living Room, Recessed Lighting, View
  • Dining Room FeaturesDining Room, Recessed Lighting, View
  • Kitchen Features
    • Bay/Bow Windows
    • Breakfast Bar
    • Built-Ins
    • HU High Speed Internet
    • Kitchen
    • Kitchen Island
    • Pantry
    • Recessed Lighting
    • Upgraded Cabinets
    • View
Chatham Real Estate
Chatham Real Estate
409 Main Street
Chatham, MA 02633
Listed by Fran I Schofield of Robert Paul Properties, Inc.

broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Chatham Real Estate are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Chatham Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated October 18, 2019. All properties are subject to prior sale, changes, or withdrawal.

Chatham Real Estate has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.

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