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21 Trask Mountain Road, Wolfeboro, NH 03894

$875,000
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Active
BEDS4 BATHS2 full SQUARE FEET2,634 MLS#5099338
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLGovernor Wentworth Regional

Listing Courtesy of: K A Perry Real Estate, LLC
Agency Phone: 603-569-1563
Associate Name: Ken Perry
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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.)

21 Trask Mountain Road | MLS# 5099338

This single family home located at 21 Trask Mountain Road, Wolfeboro, NH 03894 is currently listed for sale with an asking price of $875,000. This property was built in 1822 and has 4 bedrooms and 2 full baths with 2634 sq. ft. Trask Mountain Road is located within the Governor Wentworth Regional school district. Search Wolfeboro real estate on tomheany.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Bulkhead, Concrete Floor, Crawl Space, Full, Interior Stairs, Sump Pump, Unfinished, Exterior Access
Basement: Yes
Cooling: None
Garage: 2 car attached
Heating: Multi Fuel, Oil, Baseboard, Hot Water, Multi Zone, Wood
Home Style: Antique, Colonial, Federal
Lot Size: 14.47 Acres
Roof Type: Metal, Standing Seam
Stories: 2.5
Taxes: $5,948
Year Built: 1822

Amenities

Fireplace Screens/Equip
3+ Fireplaces
Hearth
Skylight
Walkup Attic
Barn
Garden Space
Outbuilding
Enclosed Porch
Screened Porch
Shed
Window Screens
Storm Window(s)

Feature Descriptions

Accessibility: 1st Floor 3/4 Bathroom, 1st Floor Bedroom, 1st Floor Hrd Surfce Flr, Bathroom w/Step-in Shower, Grab Bars in Bathroom, Hard Surface Flooring
Appliances: Dishwasher, Range Hood, Microwave, Electric Range, Refrigerator, Electric Stove, Electric Water Heater, Owned Water Heater, Vented Exhaust Fan
Baths 3/4: 1
Baths Full: 1
Color: white
Construction: Timber Frame, Wood Frame, Clapboard Exterior
Construction Status: Existing
Days on Site: 10
Driveway: Dirt, Gravel
Electric: 200+ Amp Service, Circuit Breaker(s), Generator Ready, On-Site
Equipment: Smoke Detector
Exterior: Timber Frame, Wood Frame, Clapboard Exterior
Flood Zone: No
Flooring: Softwood, Tile, Wood
Foundation: Stone
Lot: Country Setting, Field/Pasture, Lakes, Level, Timber, Wooded, Abuts Conservation, Near Golf Course, Near Skiing, Rural
Number of Rooms: 10
Parking: Storage Above, Garage, Parking Spaces 6+, Unpaved, Barn, Attached
Road Frontage: 303
Roads: Paved, Public
Sewer: 1250 Gallon, Concrete, Leach Field, Conventional Leac
Sq. Ft. Above Grade Finished: 2634
Sq. Ft. Total Finished: 2634
Total Stories: 2.5
Water: Drilled Well, Private
Water View: No
Zoning: Rural Ag; 5 Ac

Local Schools

High School: Kingswood Regional High School
Middle School: Kingswood Regional Middle Sch
Elementary School: Carpenter Elementary
School District: Governor Wentworth Regional

Listed By / Shown By

Listed By

Agency Name: K A Perry Real Estate, LLC
Agent Name: Ken Perry
Agency Phone: 603-569-1563

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Estimated Payment

$ 2,698.25 per month $1,947.37 Principal & Interest $495.67 Property Tax $255.21 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 07/21/2026. The listing information on this page last changed on 07/21/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 07/21/2026 2:42:17 AM EST) or MLSPIN MLS (last updated Mon 07/20/2026 11:38:26 PM EST) or Prime MLS (last updated Mon 07/20/2026 11:33:29 PM EST) or MREIS (last updated Tue 07/21/2026 2:05:12 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data Last Updated 2026-07-20 23:33:29

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