Visitors to Windward Harbor on Lake Winnipesaukee have long recognized the special qualities of Windward Harbor. Its deep pine forest, quiet waters, and outstanding fine sandy beaches were originally part of the 1,500-acre Herbert Dumaresq Estate known as Kona Farm in Moultonborough.
At the turn of the century, Mrs. Dumaresq’s father, Jordan Marsh, purchased a steam-powered yacht named “The Swallow” for his daughter as a wedding present. The Swallow was transported to Lake Winnipesaukee by rail from her previous flagship status in Marblehead, MA.
Herbert Dumaresq and his architect then selected Windward Harbor from 6½ miles of shorefront as the site for the unique four-story boathouse. For years, this magnificent structure served as the winter home for The Swallow and as the focal point for the Kona Farm Estate. The boathouse has since been placed on the National Register of Historic Places.
Back in the early 1980s, I held an open house at Broadview Condominium on Lake Winnipesaukee, which our company was marketing, and a tall gentleman walked in to tour the new community. His name was J. Peter Hare, and we quickly developed a close friendship.
Peter explained to me that since 1942, the Hare family had owned the Windward property, which was used for a decade as a summer sailing camp. Wanting to design a special place, the Hares spent an extensive amount of time planning out a one-of-a-kind community on the shores of Lake Winnipesaukee.
Kent Locke, Jim Mardis, and I worked with Peter Hare and his partner Gilbert Leonard, putting together a team of consultants, architects, engineers, and contractors, assembling the best professionals to achieve success on the project.
Peter Hare was a stickler for detail and wanted something special that he could be proud of. He surrounded himself with talented and dedicated professionals, including land planners Russ Thibeault of Applied Economic Research, Claude Miquelle and Associated Architects, attorney Rod Dyer, and Parker & Plumber Builders.
National Recognition for Design Excellence
When you hire the right professionals, and you have a dream, it is certainly rewarding to obtain a national award.
Windward Harbor on Lake Winnipesaukee won the top award in the United States for design excellence in Professional Builder Magazine in October of 1984, winning the “Project of the Year” award.
Peter Hare says he learned the value of teamwork during his 20 years as a teacher and school superintendent.
The Windward Harbor Community Design
The community was beautifully sited on 36 acres, gently sloping to 1,000 feet of sandy beach. There was enough room for the developer to create a 44-slip inland marina.
The magnificent turn-of-the-century boathouse that Peter Hare saved, renovated, and marketed as the community’s calling card worked perfectly.
The architect planned bright, open interiors with gable and hip roof forms, cedar shingle siding, and the boathouse’s distinctive green roof shingles and shake exterior.
A total of 36 homes were created, consisting of 22 detached single-family homes and 7 duplex-style homes. All of the individual homes included a deeded boat slip in the boat basin. Every home also includes an attached garage.
The homes ranged in size from approximately 1,320 square feet to 2,700 square feet.
Back in those days when we were marketing Windward Harbor, the homes were selling from $175,000 to $225,000.
If I recall our opening day, I was on-site with a broker friend of mine. We were there on a Saturday afternoon, and the wind had been rough. We were sitting at the outdoor pavilion building, getting attacked by huge horseflies.
A large Mercedes drove in with an individual who turned out to be our first client buyer, who was impressed with the overall concept and amenities.
The historic boathouse functioned as a private yacht club and community building for the homeowners. The homes were constructed in a horseshoe configuration facing the huge sandy beach and boat basin.
In addition to the boathouse and marina, the pavilion building was remodeled, and two tennis courts were constructed.
Today, people still tell Peter Hare, Jim Mardis, and myself that Windward Harbor is one of the finest and most unique lakefront communities on Lake Winnipesaukee.
Can you imagine if Jordan Marsh from the retail giant could have a glimpse today of what his boathouse dream has evolved into? I’m sure he would be very proud that the legacy lives on.
Windward Harbor Real Estate Sales History
Here’s a recap of the sales that have occurred over the last seven years:
• 2019: Two homes sold for $660,000 and $710,000
• 2020: One home sold for $871,000, on the market for 4 days.
• 2021–2022: No sales recorded.
• 2023: One sale at $940,000, on the market for just 1 day.
• 2024: Another sale at $1,200,000, also on the market for 1 day.
• 2025–2026: No sales to date, and currently no active listings.
You can see that the prices appreciated considerably. It certainly is a testimony to Peter Hare’s vision.
Windward Harbor is a community that all of us in the Lakes Region should be proud of.
This article was written by Frank Roche. Frank is the president of Roche Realty Group located in Meredith, and can be reached at (603) 279-7046. Data was compiled from PrimeMLS and is subject to change. Please feel free to visit www.rocherealty.com to learn more about the Lakes Region and its real estate market.
FAQ About Windward Harbor
Where is Windward Harbor located?
Windward Harbor is a lakefront community located in Moultonborough, New Hampshire, on the shores of Lake Winnipesaukee.
What makes Windward Harbor unique?
Windward Harbor features a historic turn-of-the-century boathouse listed on the National Register of Historic Places, a sandy beach, an inland marina, and a carefully planned community of lake homes.
How many homes are in Windward Harbor?
The community includes 36 homes consisting of detached single-family homes and duplex-style residences.
Do Windward Harbor homes include boat slips?
Yes. Each home includes a deeded boat slip in the boat basin.
When was Windward Harbor developed?
The community was developed in the early 1980s and won the Professional Builder Magazine Project of the Year award in 1984.
















































