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.
Closed
Zillow last checked:
Listing updated:
Bought with:
Corina Cisneros
EXP Realty
Source: PrimeMLS,MLS#: 5088851
Price history
| Date | Event | Price |
|---|---|---|
| 8/21/2026 | Sold | $2,000,000-4.8%$444/sqft |
Source:  PrimeMLS #5088851 Report a problem | ||
| 5/14/2026 | Listed for sale | $2,100,000+27.3%$467/sqft |
Source: PrimeMLS #5088851 Report a problem | ||
| 7/17/2024 | Sold | $1,650,000-4.3%$367/sqft |
Source: PrimeMLS #4981214 Report a problem | ||
| 6/18/2024 | Pending sale | $1,725,000$383/sqft |
Source:  Berkshire Hathaway HomeServices Verani Realty #4981214 Report a problem | ||
| 4/19/2024 | Listed for sale | $1,725,000$383/sqft |
Source: Berkshire Hathaway HomeServices Verani Realty #4981214 Report a problem | ||
| 2/18/2024 | Pending sale | $1,725,000$383/sqft |
Source: Berkshire Hathaway HomeServices Verani Realty #4981214 Report a problem | ||
| 1/3/2024 | Listed for sale | $1,725,000+590%$383/sqft |
Source: PrimeMLS #4981214 Report a problem | ||
| 4/23/2012 | Sold | $250,000-34.2%$56/sqft |
Source: Public Record Report a problem | ||
| 3/6/2012 | Listed for sale | $379,900$84/sqft |
Source: Homes.com #2788803 Report a problem | ||
| 10/17/2010 | Listing removed | $379,900$84/sqft |
Source: Maxfield Real Estate/Alton #2788803 Report a problem | ||
| 2/26/2010 | Listed for sale | $379,900$84/sqft |
Source: Maxfield Real Estate/Alton #2788803 Report a problem | ||
| 1/16/2010 | Listing removed | $379,900$84/sqft |
Source: Henry S. Maxfield Real Estate, Inc. #2788803 Report a problem | ||
| 7/16/2009 | Listed for sale | $379,900$84/sqft |
Source: Henry S. Maxfield Real Estate, Inc. #2788803 Report a problem | ||
Nearby homes
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$2,001,000
2% more
+$40,020
With Zillow Showcase(estimated)
$2,041,020
