Alton, NH

290 Trask Side Road

$2,100,000

MLS# 5088851 · Single Family Residence

45 days on market
The Listing

A 4-bedroom home in Alton.

4
Bedrooms
4
Baths
4,500
Sq Ft
0.9
Acres

Description

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

Interior

Ceiling Fan(s)
Dining Area
Gas Fireplace
Wood Fireplace
3+ Fireplaces
Hot Tub
Kitchen Island
Kitchen/Dining
Kitchen/Living
Natural Light
Natural Woodwork
Walk-In Closet(s)
2nd Floor Laundry

Exterior

Deck
Garden
Natural Shade
Outbuilding
Porch
Shed
Storage

Heating

ENERGY STAR Qualified Equipment
Forced Air
Mini Split

Cooling

Central Air
Mini Split
Zoned

Parking

Auto Open
Driveway
Paved
Detached

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Financial

Annual Taxes
$7,298

Location

Sale History

DateSale Price
Jul 17, 2024$1,650,000
Residential · NH-Belknap County · Listed May 14, 2026

About Alton, NH

Alton anchors the southern tip of Lake Winnipesaukee, with Alton Bay serving as one of the lake's most popular harbors. The town offers a mix of year-round homes and vacation properties, with Mt. Major trailhead — the most-hiked peak in the Lakes Region — right in town.

Alton Bay — popular harbor & beach
Mt. Major trailhead (most popular Lakes Region hike)
Annual ice runway on Alton Bay
B&M Railroad Park
Close to Route 11 corridor
Jones Field recreation area
County: Belknap
Population: ~5,500
Schools: Alton (SAU 72)

Distances are approximate. Click any destination for driving directions. NH has no state income tax or sales tax.

Other Active Listings on Lake Winnipesaukee

AddressPrice
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11 & 12 Highland Street$2,495,000

Active listings within 25% of this price. Browse all for-sale.

Recently Sold in Alton

AddressSold PriceSold
25 Clay Point Road$1,450,000Jun 26, 2026
36 Pearson Road$460,000Jun 26, 2026
151 Drew Hill Road$530,000Jun 25, 2026
120 Big Barndoor Island$800,000Jun 25, 2026
642 Alton Mountain Road$713,900Jun 25, 2026
5 Meadow Drive$392,800Jun 18, 2026

Closed sales in the past 12 months. Data from PrimeMLS.

$2,100,000

Active Listing

Bedrooms4
Bathrooms4
Sq Ft4,500
$/Sq Ft$467
Vacation Rentals

Experience the Area First

Rent a lakefront property nearby for a week or more

Listing courtesy of KW Coastal and Lakes & Mountains Realty/Wolfeboro · Adam Dow · 603-610-8500 · Phone: 866-525-3946
PrimeMLS

IDX display courtesy of Yankee Pedlar Realtors, Wolfeboro NH.

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