290 Trask Side Road, Alton, NH, 03810 | $2,100,000

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.

Features

  • Rooms: 15
  • Bedrooms: 4
  • Baths: 2 full / 2 three-quarter
  • Style: Farmhouse,Multi-Level,Tri-Level,Walkout Lower Level
  • Year Built: 2023
  • Garage: 3-car Garage
  • Heating: Energy Star System,Forced Air,Mini Split
  • Cooling: Central AC,Multi Zone,Mini Split
  • Basement: Daylight,Finished,Full
  • Approx Sq. Feet: 4,500
  • Acreage: 0.92
  • Est. Taxes: $7,298
  • Lot Desc: Lake View,Landscaped,View,Water View,Wooded,Near Golf Course,Near Shopping,Near Skiing,Near Snowmobile Trails,Near Hospital,Private
  • Elem. School: Alton Central School
  • Middle School: Alton Central School
  • High School: Prospect Mountain High School
  • School District: Prospect Mountain
  • MLS#: 5088851
  • Website: https://www.raveis.com
    /eprop/5088851/290trasksideroad_alton_nh?source=qrflyer
©2026 New England Real Estate Network, Inc. All rights reserved.This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimMLS. 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 5/23/2026
Listing courtesy of KW Coastal and Lakes & Mountains Realty/Wolfeboro   Phone: 603-610-8500
Listing Agent: Adam Dow

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Frank KolbSenior Vice President - Coaching & Strategic, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 81725

203.980.8025

Frank.Kolb@raveis.com

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290 Trask Side Road, Alton, NH, 03810

$2,100,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Frank Kolb

Senior Vice President - Coaching & Strategic

William Raveis Mortgage, LLC

Phone: 203.980.8025

Frank.Kolb@raveis.com

NMLS Mortgage Loan Originator ID 81725

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $1,680,000 $1,680,000 $1,680,000
Term 360 months 360 months 180 months
Initial Interest Rate** 5.375% 6.125% 5.875%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.117% 6.235% 6.058%
Monthly Tax Payment $608 $608 $608
H/O Insurance Payment $125 $125 $125
Initial Principal & Interest Pmt $9,408 $10,208 $14,064
Total Monthly Payment $10,141 $10,941 $14,797

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.