Penn Yan NY Homes for Sale
Tucked along the northern tip of Keuka Lake, Penn Yan, NY blends lakeside beauty, small-town charm, and a vibrant local culture into one of the Finger Lakes region’s most inviting communities. Known for its walkable downtown, rich agricultural roots, and strong ties to both Mennonite tradition and modern lakefront living, Penn Yan offers something for every kind of buyer.
Whether you’re dreaming of a weekend retreat, a full-time home, or a smart investment property, real estate in Penn Yan puts you close to the lake, the wineries, and a lifestyle that’s hard to match.
6 listings
$1,600,000
$1,599,000
$1,249,000
$1,050,000
$325,000
$319,000
The data relating to real estate on this web site comes in part from the Internet Data
Exchange (IDX) Program of the Genesee Region Real Estate Information Service (GENRIS). Real estate listings held by firms are marked with the Powered by Homesteadnet.com/REALTOR®
logo and detailed information about them includes the Listing Broker's Firm Name).
Explore Real Estate in Penn Yan, NY
Homes for sale in Penn Yan range from classic village colonials and historic farmhouses to modern lakefront estates with private docks and panoramic views. The mix of architecture and home styles reflects the area’s deep history and growing popularity with second-home buyers and investors alike.
You’ll find:
- Single-family homes on spacious lots
- Waterfront homes along Keuka Lake’s East Branch
- Short-term rental–friendly properties
- Renovated homes near downtown
- Hobby farms and rural acreage just outside the village
Whether you’re looking to garden, entertain, rent seasonally, or live year-round, Penn Yan real estate provides space, value, and location.
Outdoor Living & Attractions in the Penn Yan Area
Living in Penn Yan means embracing the outdoors in every season.
Boating, paddleboarding, and kayaking are everyday activities thanks to public launches and docks along Keuka Lake. Local residents often stroll or bike the scenic Keuka Outlet Trail, which connects Penn Yan to Dresden via waterfalls, old mills, and lush wooded paths.
Other outdoor highlights:
- Indian Pines Park – a waterfront green space with playgrounds and beach access
- Keuka Lake State Park – great for hiking, picnicking, and panoramic lake views
- Climbing Bines Hop Farm – craft beer and sunsets over the vines
- Sailing lessons and regattas hosted by local lake associations
Penn Yan also plays host to seasonal events like:
- The Keuka Arts Festival (summer)
- Cruisin’ Night and classic car shows
- Local wine and food tastings throughout the year
Dining, Shops & Local Favorites
Penn Yan has one of the most walkable and charming downtowns in the Finger Lakes. Residents and visitors enjoy locally owned shops, artisan coffee, and farm-to-table dining.
Some favorites include:
- Water Street Wine Bar – wine, craft beer, and live music on the canal
- Union Block Italian Bistro – cozy, authentic Italian fare
- Amity Coffee Co. – excellent espresso and fresh baked goods
- The Windmill Farm & Craft Market – just outside the village, open weekends with over 175 vendors
Whether you’re picking up fresh produce, enjoying a night out, or grabbing ice cream on the lakefront, Penn Yan’s downtown always feels alive, yet never overcrowded.
Education & Community Life
Penn Yan is served by the Penn Yan Central School District, which includes:
- Penn Yan Elementary
- Penn Yan Middle School
- Penn Yan Academy – offering AP courses, athletics, and arts programs
Families also benefit from proximity to Keuka College, a private liberal arts college located in nearby Keuka Park. The campus brings additional culture, performances, and guest lectures to the area, enriching life for students and residents alike.
Local libraries, parks, and community centers offer clubs, youth programs, and public events that help new residents feel at home quickly.
A Town with Deep Roots
Founded in the early 1800s, Penn Yan takes its name from a blend of “Pennsylvania” and “Yankee”, a nod to the original settlers. It later became a key canal town, connecting to the Erie Canal system via the Crooked Lake Canal, which helped shape its historic downtown and commercial growth.
To this day, Mennonite culture plays an important role in the community, contributing to Penn Yan’s identity as a hardworking, welcoming, and family-oriented place.
Traces of the past remain visible in stone barns, historic buildings, and waterfront warehouses, all alongside new development that keeps the town growing without losing its character.
Why Buyers Are Choosing Penn Yan, NY
- Lakefront living with public access points
- Walkable downtown full of dining and shops
- Short-term rental potential with tourism appeal
- Strong community feel and quality schools
- Central location for exploring the Finger Lakes
- Close to top wineries, hiking trails, and scenic routes
Start Your Search with The Mark Malcolm Team
With over 35 years of experience in the local real estate market, The Mark Malcolm Team understands the nuances of buying and selling in Penn Yan. Whether you’re interested in a lakefront property, a village home, or a quiet country estate, Mark brings deep market knowledge and personal service to every client.
Contact The Mark Malcolm Team today and take the first step toward finding your perfect Finger Lakes property.