21 Trask Mountain Road, Wolfeboro, NH 03894

• 4 beds |
• 2 baths |
• 3,804 sqft

Property Description

This c1820 4Bdrm/2Bath Ctr Chimney Federal on 14 Acres (half Pasture & half Woodlot) abuts an 87-Acre Conservation lot in an area of other late 18th and early-to-mid 19th century homes. Built for Dr. Thomas J. Tebbetts (N Wolfeboro's earliest physician) this home was possibly started a few years earlier, as his grandfather Jonathan (who fought FOR the British in the "French & Indian" wars and AGAINST the Brits in the Revolution!) owned the land from 1807 (& their descendents stayed until 1914) The current owners' Grandparents purchased this home in 1928, with its attached 50x20 Woodshed. The c1985 rebuilt Ctr Chimney makes the 5 original fireplaces safer while the 24x30 2 story Barn & 24x30 2-car Garage provide multiple work & storage spaces. Hannafords, Walgreens, Tractor Supply, Dunkin, etc. at the intersection of Rtes 28 & 16, and an easy 1-hour commute N to the WHITE MOUNTAINS or S to the SEACOAST, are only 10 minutes away. Meanwhile it's <15 minutes to Wolfeboro's Historic Lakeside Downtown w/Town Beaches on Lakes Wentworth & Winnipesaukee, Shopping, Restaurants, updated Library & Public Safety complex, as well as our upgraded (& award-winning) Huggins Hospital. Families will also enjoy "The Nick" Recreation Park, the multi-use 12-mile (downtown to Wakefield) Cotton Valley Rail Trail and the 5 well-regarded K-12 Governor Wentworth/Kingswood Schools, (including the Lakes Region Tech Center). While ready for immediate occupancy, most folks will probably want to upgrade the Kitchen sooner rather than later. However both bathrooms, the 2 new rooms on the 3rd floor & the 4-Bedroom Septic System were all completed in last couple of decades. If you are looking for a quality Wolfeboro home with attached out-buildings, a large yard (including a 14x10 Sap House & a 20x12 "3-sided run-in" for the horse/s) and space for Gardening and/or family Farming with an attached Woodlot, this stonewall-bounded property may be for you. (See the 3 Floor PLANS in Documents.)

Listing Status:

Active

Date Added:

July 10, 2026

Data Last Updated:

July 28, 2026 at 6:56AM

Listing Office:

K A Perry Real Estate, LLC : 603-569-1563

Listing Agent:

Ken Perry : 603-569-1563 : ken@OlderHomesNH.com

MLS ID:

5099338

Interior

• General: Fireplace Screens/Equip3+ FireplacesHearthSkylightWalkup Attic
• Appliances: DishwasherRange HoodMicrowaveElectric RangeRefrigeratorElectric StoveElectric Water HeaterOwned Water HeaterVented Exhaust Fan
• Basement: BulkheadCrawl SpaceConcrete FloorExterior AccessFullInterior StairsSump PumpUnfinished
• Flooring: SoftwoodTileWood
• A/C: None
• Heating: Multi FuelOilBaseboardHot WaterMulti ZoneWood/Oil Combo FurnaceBoiler
• Disability Feature: 1st Floor 3/4 Bathroom1st Floor Bedroom1st Floor Hrd Surfce FlrBathroom w/Step-in ShowerGrab Bars in BathroomHard Surface Flooring

Exterior

• General: BarnGarden SpaceOutbuildingEnclosed PorchScreened PorchShedWindow ScreensStorm Window(s)
• Style: AntiqueColonialFederal
• Parking: Storage AboveGarageParking Spaces 6+UnpavedBarnAttached

Construction

• Roofing: MetalStanding Seam
• General: Timber FrameWood FrameClapboard ExteriorStone

Location

• Road/Access: PavedPublic
• School District: Governor Wentworth Regional
• County: Carroll

Lot

• Driveway: DirtGravel
• Zoning: Rural Ag; 5 Ac
• Current Use: Yes

Utilities

• Utilities: Cable at SiteCable AvailableTelephone Available
• Water: Drilled WellPrivate
• Sewer: 1250 GallonConcreteLeach FieldConventional Leach FieldExisting Leach FieldMound Leach FieldLeach Field On-SiteOn-Site Septic ExistsPrivate