Interior Features
- Fireplace Screens/Equip
- 3+ Fireplaces
- Hearth
- Skylight
- Walkup Attic
- FlooringSoftwood, Tile, Wood
‹ Back to Wolfeboro
Questions about this home? Call or text ![]()
Keith Wade at 603-818-7976.
Keith Wade at 603-818-7976.Show all 60 photos
Home Highlights
Screened Porch
2‑Car Garage
Fireplace3 fireplaces
11% Below Area $/Sq Ft$332 vs $374, the Wolfeboro median
About This Home
This c1820 4Bdrm/2Bath Ctr Chimney Federal on 14 Acres (1/3 Pasture & 2/3 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.)
Read moreKey Details
MLS #5099338
Monthly HOA
Price / Sq Ft$332
Listed07-10-2026
Property TypeSingle Family
Subdivision
Tax (2025)$5,948
Assessed Value$711,465
How This Home Compares
vs. the 90 homes for sale in WolfeboroPrice$875,000
Median $724,000
$75,000
$13,900,000
21% above the median Wolfeboro home ($724,000).
Price per Sq Ft$332
Median $374
$139
$7,000
11% below the median Wolfeboro home ($374).
Home Size2,634 sq ft
Median 2,218 sq ft
648 sq ft
14,778 sq ft
19% larger than the median Wolfeboro home (2,218 sq ft).
Lot Size14.47 acres
Median 2.08 acres
0.09 acres
604.05 acres
594% larger than the median Wolfeboro home (2.08 acres).
Days on Market101 days
Median 88 days
2 days
437 days
On the market longer than most homes here (88 days median).
21 Trask Mountain Rd at a Glance
MLS# 5099338
Offered at $875,000, this 4 bed, 2 bath home has 2,634 square feet of living space and was built in 1822. It sits in Wolfeboro.
Want to see it in person? Schedule a showing or call Keith Wade at 603-818-7976.
Property Details
Kitchen and Appliances
- Dishwasher
- Range Hood
- Microwave
- Electric Range
- Refrigerator
- Electric Stove
- Electric Water Heater
- Owned Water Heater
- Vented Exhaust Fan
Exterior and Lot
- Barn
- Garden Space
- Outbuilding
- Enclosed Porch
- Screened Porch
- Shed
- Window Screens
- Storm Window(s)
- Frontage Length303
- Road Frontage TypePaved, Public
- Porch
Garage and Parking
- DrivewayDirt, Gravel
- Garage Spaces2
- Parking FeaturesStorage Above, Garage, Parking Spaces 6+, Unpaved, Barn, Attached
Building and Construction
- Total Square Feet Living2,634
- Year Built1822
- Above Grade Finished Area2,634
- Above Grade Unfinished Area198
- Below Grade Unfinished Area972
- Construction MaterialsTimber Frame, Wood Frame, Clapboard Exterior
- Foundation DetailsStone
- Property Age204
- RoofMetal, Standing Seam
- Levels or Stories2.5
- Total Area Sqft3,804
- Year Built DetailsExisting
- Architectural StyleAntique, Colonial, Federal
Bedrooms and Bathrooms
- Bedrooms4
- Total Bathrooms2
- Full Bathrooms1
- 3/4 Bathrooms1
Other Rooms
- Total Rooms10
- Basement DescriptionBulkhead,Concrete Floor,Crawl Space,Full,Interior Stairs,Sump Pump,Unfinished,Exterior Access
Heating and Cooling
- Heating FeaturesMulti Fuel, Oil, Baseboard, Hot Water, Multi Zone, Wood/Oil Combo Furnace, Boiler
- Number of Fireplaces3
Land Info
- Lot DescriptionCountry Setting, Field/Pasture, Level, Timber, Wooded, Abuts Conservation, Near Golf Course, Near Skiing, Rural
- Lot Size Acres14.47
- Lot Size Square Feet630,313
School Information
- Elementary SchoolCarpenter Elementary
- High SchoolKingswood Regional High School
- Middle SchoolKingswood Regional Middle Sch
- School DistrictGovernor Wentworth Regional
Other Property Info
- Annual Tax Amount5,948
- Source Listing StatusActive
- CountyNh-Carroll County
- DirectionsFrom Rte 16, In Ossipee (at Hannafords, Walgreen, Tractor Supply, Etc.) Go 3 Mi. S on Rte 28 to N Wolfeboro Rd on L. From Downtown Wolfeboro, Take Rte 28/Center St 7 Mi. N to N Wolfe Rd (Opp Pork Hill Rd) on R. Go Up North Wolfe Rd 1 Mi. to 4-corners; Turn L Up Trask Mtn Rd; #21 Is 3rd Home on R.
- Tax Year2025
- Source Property TypeResidential
- ExclusionsDoor Knocker on Front Door of Kitchen.
- AreaNorth Wolfeboro
- Source NeighborhoodNorth Wolfeboro
- ZoningRural Ag; 5 Ac
- Property SubtypeSingle Family
Accessibility Features
- Access
- Accessibility Features1st Floor 3/4 Bathroom, 1st Floor Bedroom, 1st Floor Hrd Surfce Flr, Bathroom W/Step-in Shower, Grab Bars in Bathroom, Hard Surface Flooring
Utilities
- Electric200+ Amp Service, Circuit Breaker(s), Generator Ready, On-Site
- Sewer1250 Gallon, Concrete, Leach Field, Conventional Leach Field, Existing Leach Field, Mound Leach Field, Leach Field on-Site, On-Site Septic Exists, Private
- Cable at Site
- Cable Available
- Telephone Available
- Water SourceDrilled Well, Private
Home Features
- Other EquipmentSmoke Detector
Mortgage Calculator
For 21 Trask Mountain Rd, Wolfeboro, NH 03894Estimated Monthly Payment
/ month
Loan Amount
Down Payment
Down PaymentLoan Amount
$
%
%
Today's national average$
$
Rate from today's national average (7.28%). Includes estimated property taxes and HOA; homeowners insurance not included. An estimate, not a loan offer.
Price History
Listed For
$875,000on 07-10-2026
| Date | Event | Price | Change |
|---|---|---|---|
| 07-10-2026MLSListed | Listed | $875,000 | — |
2025 Property Tax
$5,948per year
Assessed Value $711,465
Tax records back to 2006
| Year | Property Tax | Assessed Value |
|---|---|---|
| 2025 | $5,948 | $711,465 |
| 2023 | $5,944 | $404,602 |
| 2022 | $5,359 | $405,345 |
| 2021 | $5,560 | $406,745 |
| 2020 | $5,287 | $406,347 |
| 2019 | $5,564 | $351,247 |
| 2018 | $5,550 | $351,247 |
| 2017 | $5,263 | $351,340 |
| 2016 | $5,140 | $351,324 |
| 2015 | $4,929 | $353,324 |
| 2014 | $4,271 | $328,263 |
| 2012 | $4,177 | $366,100 |
| 2011 | $4,247 | $383,900 |
| 2009 | $4,769 | $384,500 |
| 2006 | $3,546 | $298,977 |
Sale prices from public records; list prices from the MLS. Taxes shown are for the prior owner and can change after a sale.
21 Trask Mountain Rd FAQ
At $875,000, the asking price of 21 Trask Mountain Rd is 20.9% above the median asking price of $724,000 for homes for sale in Wolfeboro.
- Its price per square foot is $332, 11.2% below the median of $374 for homes for sale in Wolfeboro.
- That is the 26th lowest price per square foot of the 69 homes for sale in Wolfeboro that list their size.
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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, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Listing Information Last Updated 10-19-2026