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Listing provided by Adam Dow, KW Coastal and Lakes & Mountains Realty/Wolfeboro, Phone: 866-525-3946
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Perched above Lake Winnipesaukee with sweeping lake & mountain views, 290 Trask Side Road presents a compelling opportunity to own a turnkey four-season retreat in NH's Lakes Region "” blending lifestyle, long-term value & strong luxury rental appeal. Ideally positioned near Wolfeboro "” widely regarded as America's oldest summer resort town "” this modern farmhouse offers the rare ability to enjoy the best of NH in every season, from boating & lakeside dining in summer to skiing, snowmobiling & mountain escapes in winter. Located in low-tax Alton Bay, the property appeals to buyers seeking a second-home investment, 1031 exchange, or flexible ownership asset with luxury rental potential. Its proximity to Lake Winnipesaukee, Gunstock Mountain Resort, Wolfeboro & the White Mountains corridor positions it well for year-round demand among discerning renters seeking elevated accommodations with iconic NH character. Set on a private wooded lot with mature trees, stone outcroppings & terraced landscaping, this impeccably built farmhouse balances refined aesthetics with effortless livability. A covered composite porch with tongue-&-groove ceiling, ceiling fans & stone-faced gas fireplace serves as true four-season living "” perfect for autumn evenings, summer entertaining, or winter weekends après-ski. Additional features include a hot-tub, fire pit, detached workshop/garage & standing-seam metal roof. Inside, the chef's kitchen anchors the open-concept main level with a large island, quartz countertops, custom shaker cabinetry & stainless appliances. Hardwood floors, crown molding & black-framed windows throughout. The primary suite, offers custom built-ins & a full wall of lake-facing windows. Above the detached barn, a finished rec & guest space with knotty-pine paneling, & gas fireplace adds flexibility for entertaining or added rental income. Whether a luxury rental, or legacy NH retreat "” 290 Trask Side Road captures everything that draws generations to the Lakes Region.
| DAYS ON MARKET | 3 | LAST UPDATED | 5/14/2026 |
|---|---|---|---|
| YEAR BUILT | 2023 | GARAGE SPACES | 3.0 |
| COUNTY | NH-Belknap | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| School District | Prospect Mountain |
|---|---|
| Elementary School | Alton Central School |
| Jr. High School | Alton Central School |
| High School | Prospect Mountain High School |
| ADDITIONAL DETAILS | |
| AIR | Ceiling Fan(s), Central Air, Wall Unit(s), Zoned |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Dryer, Electric Water Heater, ENERGY STAR Qualified Dishwasher, ENERGY STAR Qualified Refrigerator, Gas Range, Microwave, Washer |
| BASEMENT | Daylight, Finished, Full, Walk-Out Access, Yes |
| CONSTRUCTION | Board & Batten Siding, Frame |
| EXTERIOR | Garden, Storage |
| FIREPLACE | Yes |
| GARAGE | Yes |
| HEAT | ENERGY STAR Qualified Equipment, Forced Air |
| INTERIOR | High Speed Internet, Kitchen Island, Natural Woodwork, Walk-In Closet(s) |
| LOT | 0.92 acre(s) |
| LOT DESCRIPTION | Landscaped, Near Golf Course, Private, Wooded |
| PARKING | Paved, Driveway, Detached |
| SEWER | Septic Tank, Private Sewer |
| STORIES | 3 |
| STYLE | Farmhouse, Multi-Level, Tri-Level, Walkout Lower Level |
| TAXES | 7298 |
| UTILITIES | Propane, Cable Available, Phone Available |
| VIEW | Yes |
| VIEW DESCRIPTION | Lake, Water |
| WATER | Well |
| WATER ACCESS | Lake Winnipesaukee |
| WATERFRONT DESCRIPTION | Lake, Beach Access |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Data last updated 5/17/26 11:34 AM PDT
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