Investment Real Estate

Invest in the Lakes Region

Commercial, multi-family, and income properties in one of New England's most sought-after markets. Local expertise from Wolfeboro's oldest real estate firm.

Investment Properties

Commercial & Multi-Family On the Map

The Investment Case

Why the Lakes Region?

New Hampshire's Lakes Region combines natural scarcity with growing demand — a combination that has driven steady appreciation for decades. No state income tax and no sales tax make NH particularly attractive for investors.

Intense Peak Season

The summer rental season — roughly 4th of July through mid-August — drives intense demand. Well-positioned properties book their peak weeks months in advance.

Limited Waterfront Supply

There will never be more lakefront. Strict shoreline regulations and limited buildable lots make existing waterfront properties an increasingly scarce asset.

No State Income Tax

New Hampshire has no state income tax, no capital gains tax, and no sales tax. For investors from MA, CT, or NY, that means more of your rental income and eventual sale proceeds stay with you.

Thinking About a 1031 Exchange?

New Hampshire has no state income tax and no state capital gains tax — making it one of the best states to exchange into. Whether you're selling a rental in Massachusetts or a commercial building in Connecticut, we can help you find the right replacement property in the Lakes Region.

Read Our 1031 Exchange Guide
Multi-Family

Year-Round Income in Lake Country

The Lakes Region's multi-family market runs on year-round demand — not just summer tourism. Towns like Laconia and Meredith have waitlists for year-round apartments, driven by a permanent population, hospitality workers, and ski-season tenants. Duplexes and triplexes in walkable lake towns like Wolfeboro start around $400K. Small apartment buildings (4–10 units) in Belmont, Gilford, and Laconia offer higher unit counts at lower per-door costs.

Most of our multi-family investors are out-of-state. Local property management companies handle tenant placement, maintenance, and rent collection for 8–10% of collected rent. We can connect you with established managers who know the area.

686-716 Union Avenue, Laconia
Active listing — 686-716 Union Avenue, Laconia
Endicott Street North, Laconia
Active listing — Endicott Street North, Laconia
Commercial

Main Street Meets the Lake

Downtown Wolfeboro, Meredith, and Laconia have something most resort areas don't: tight historic zoning and very limited commercial inventory. Mixed-use buildings — retail or restaurant on the ground floor, apartments above — are the most sought-after format. They generate income in both seasons: year-round residential above, seasonal retail surges below.

You'll also find standalone retail, small office buildings, marinas, and storage facilities. Inventory turns over slowly. When a good commercial property hits the market in a lake town, it tends to move quickly.

30 Leopard's Leap Road, Meredith
Waterfront

A Lifestyle That Builds Wealth

Let's be direct: you don't buy a house on Winnipesaukee for cash flow. The peak rental season runs roughly six weeks — 4th of July through mid-August — and while weekly rates are strong, the season is too short to cover the full cost of owning a waterfront home. This is not a cash-flow investment, and we won't tell you otherwise.

What waterfront does offer is something no other investment can: a finite, appreciating asset that your family actually uses. There are a fixed number of waterfront lots on the lake, and they aren't making more shoreline. Strict regulations limit new construction. Demand from buyers across New England has been steady for decades. You're buying a lifestyle and building equity at the same time.

Most of our waterfront owners rent some summer weeks and keep the remainder for personal use. Through our Saturday-to-Saturday rental program, that income can meaningfully offset carrying costs — especially property taxes. We handle everything: marketing, booking, cleaning, and guest management. Every arrangement is different, and we work with each owner to find a balance that fits.

The 14-Day Rule

Under current IRS rules, if you rent your home for fewer than 15 days per year, you don't have to report that rental income on your federal tax return — no 1099, no Schedule E. For a waterfront property that rents by the week at strong seasonal rates, even a couple of weeks of rental income can be meaningful, and it's tax-free. This is one of the few true loopholes in the tax code, and it pairs especially well with New Hampshire's lack of state income tax.

Tax rules vary by situation. Consult your accountant or tax advisor for guidance specific to your circumstances.

Active Listings

Commercial & Multi-Family For Sale

14 multi-family · 82 commercial in the Lakes Region

Listing data provided by PrimeMLS. Copyright 2026 PrimeMLS, Inc. All rights reserved.

Local Expertise

Your Guide to Lakes Region Investment

Geordy Hutchinson has spent over 30 years building, renovating, and managing properties across the Lakes Region. As owner of Yankee Pedlar, he brings firsthand knowledge of local zoning, building codes, septic requirements, and the nuances of waterfront regulations.

Whether you're evaluating a multi-family conversion, a commercial storefront in downtown Wolfeboro, or a 1031 exchange into lakefront income property, Geordy can walk you through what the numbers actually look like — and what to watch out for.

GH

Geordy Hutchinson

Owner & Managing Broker

30+ years in Lakes Region construction, renovation, and real estate

603-569-1000
Get Started

Schedule a Consultation

Whether you have a specific property in mind or want to explore what's available, we're happy to have a conversation about investment opportunities in the Lakes Region.