Alton, NH
290 Trask Side Road
$2,100,000
MLS# 5088851 · Single Family Residence
Listed todayThe 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
Financial
Annual Taxes
$7,298
Location
Within ~5 minutes
Sale History
| Date | Sale 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
Airports
Ski Resorts
Distances are approximate. Click any destination for driving directions. NH has no state income tax or sales tax.
Other Active Listings on Lake Winnipesaukee
| Address | Price |
|---|---|
| 290 Pine Hill Road | $2,500,000 |
| 290 Pine Hill Road | $2,500,000 |
| 58 Tower Street | $2,500,000 |
| 11 & 12 Highland Street | $2,495,000 |
| 1195 Whittier Highway | $2,400,000 |
| 385 Union Avenue | $2,300,000 |
Active listings within 25% of this price. Browse all for-sale.
Recently Sold in Alton
| Address | Sold Price | Sold |
|---|---|---|
| 11C NH Route 140 | $289,900 | May 13, 2026 |
| 209 Powder Mill Road | $575,000 | May 11, 2026 |
| 350 Heron Point Road | $90,000 | May 11, 2026 |
| 27 Barnes Avenue | $405,000 | May 7, 2026 |
| 53 Rand Hill Road | $303,000 | Apr 29, 2026 |
| Lot 60 Scott Drive | $50,000 | Apr 28, 2026 |
Closed sales in the past 12 months. Data from PrimeMLS.
Listing Information
Adam Dow
KW Coastal and Lakes & Mountains Realty/Wolfeboro
603-610-8500
Phone: 866-525-3946
$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
Listing information provided by PrimeMLS for personal, non-commercial use. Data deemed reliable but not guaranteed. © PrimeMLS, Inc.