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$875,000 (USD)
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Chautauqua Area Single Family Home

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29 Whitfield Avenue Chautauqua, NY 14722

12 Bed
5 Baths
4639 sqft
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Situated within the renowned Chautauqua Institution, this grand residence offers a rare opportunity to own a piece of history in one of the region’s most sought-after communities. This wonderful home near Bestor Plaza has a front row view looking out over the Chautauqua-owned lakefront. Spanning approximately 4,600 square feet, the home boasts an abundance of space and character, with timeless architectural details awaiting a thoughtful remodel to restore it to its former grandeur.

The property features three expansive levels of porches, each providing sweeping views of Chautauqua Lake a perfect setting to enjoy CHQ's serene atmosphere and vibrant cultural offerings. Inside, generous living areas, high ceilings, and period details create a canvas for reimagining this home into a modern retreat while preserving its historic charm.

Operating throughout the first half of the 1900's as a boarding house known as the Chicago Point View, the property at one point featured 18 bedrooms. Additional fourth floor space and semi-finished basement space. There are kitchens on the first and second floor and basement and 2nd floor laundry.

With its prime location, Lake views, and impressive scale, this residence presents an extraordinary investment opportunity for those seeking to create a legacy property within Chautauqua Institution.
This property offers a wide variety of uses and layout to an inspired purchaser.
Listing by: NYS ALLIANCE / Howard Hanna Holt Mayville
$829,500 (USD)
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Chautauqua Institution Area Condominium

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14 S Lake Drive 2B Chautauqua, NY 14722

3 Bed
2 Baths
1435 sqft
Virtual Tour
Welcome to this beautifully renovated, year-round condominium at 14 South Lake—one of Chautauqua’s most sought-after addresses—on the lake and close to the Amphitheater, Bestor Plaza, and most venues. Enjoy walking along the lake and soaking in the quiet beauty of the sunrise. It’s peaceful and timeless, like stepping into a slower, more thoughtful way of life.
This spacious home features an open-concept layout with a great room ambiance, 2 large covered PORCHES, 3 charming BDRMS, and 2 elegantly tiled BATHS. Both baths showcase luxurious walk-in showers with high-end glass doors and quartz countertops. Gleaming hardwood floors run throughout the home, enhanced by newer kitchen appliances, generous counter space, and custom cabinetry—perfect for hosting or unwinding.
Step outside to 2 inviting PORCHES, including one with partial Lake Views and ample space for dining or relaxing. Each BDRM opens onto a private porch overlooking Simpson Ave. The generous Primary Suite is filled with natural light and includes an En-suite Bath with a walk-in shower, a pocket door for easy access, and a walk-in closet.
Additional upgrades include enhanced plumbing, adjustable LED lighting, stylish Kohler & Brizio fixtures, frameless mirrors, and energy-efficient features throughout.
Situated in a meticulously maintained building with an ELEVATOR for convenience, this unit also includes a large, private basement storage unit. Major improvements in 2022 include a new roof, porch updates, HVAC upgrades, and fresh exterior paint. Residents benefit from central HVAC. Pet's permited subject to Policy.
Offered partially furnished and in excellent condition, this home is ready for you to settle in and explore all that Chautauqua has to offer. Discover comfort, convenience, and timeless appeal in a warm, inclusive community. Occupancy begins after 9/30/2025; Delayed negotiations until 5/28/2025 at 4 PM.
Listing by: NYS ALLIANCE / ERA Team Vp Real Estate / Karen Goodell