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$1,250,000
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Property Description
A once-in-a-lifetime opportunity to complete a modern architectural home on one of the most extraordinary settings imaginable - a private island on Whaley Lake, accessible only by boat, offering privacy, water views, and recreation just 90 minutes from New York City. Set on a 4 1/2 acre island with 16 individually owned cottages, Whaley Lake is Dutchess County's largest private motorboat lake. The current owner, working with an experienced local builder, has done the hard part. Structural steel supports dramatic 10-foot glass walls, sliding doors and french doors open to yard, permits are secured, the roof is complete, and the exterior is enclosed and weather-protected. NYSEG has approved individual 200-amp electric service for each cottage. What remains is the most exciting part: finishing the interior to your own vision. The island's building rules govern each cottage's ground-floor footprint. This design uses that allowance at 1,075 SF with an additional 617 SF loft and a basement level planned for 500 SF of finished space, both exempt from the footprint limit-for an architect's-plan total of approximately 2,192 SF across three floors, pending final municipal/architect approval. Arrival is by boat, approaching a dramatic, predominantly glass front designed to capture lake views from nearly every angle. Inside, a two-story wall of glass frames Whaley Lake from sunrise to sunset; a centered wood-burning stove aligns with the window mullions, creating the illusion of one unbroken wall of glass. The main level is planned as open-concept living, dining, and kitchen, with a private primary suite opening to its own lake-view balcony. Above, an open loft offers flexible space - guest quarters, studio, office, or library. Below, a walkout level is already plumbed and planned for a family room, bath, and laundry, opening to the waterfront yard and deck. Whaley Lake offers boating, swimming, and fishing in summer, ice skating and hockey in winter, with the Dutchess Rail Trail and Appalachian Trail nearby and the Village of Pawling minutes away. Multiple Metro-North stations and access to Route 22, I-684/I-84, and the Taconic Parkway keep the city within easy reach. Interior finishing requires a contractor equipped to transport materials and crews to the island-a real but solvable requirement, demonstrated by a neighboring cottage completed by an outside builder. The current builder, who already has transport capability in place, is available to continue the work; buyers may also bring in another qualified contractor. Plans and key materials are on-site. A permanent dock is included with the sale. This is an opportunity for a buyer who wants a fully custom, architect-designed island home-with the structural work, permitting, and design already done-at a rare private setting minutes from the city.
Full Property Details
Full Property Details for 1616 Route 292 #5 Cottage
General
- Price: $1,250,000
- HOA FEE: $458/month
- HOA FEE FREQ.: Annually
- Status: Active
- Type: Co-op
- Source: Long_Island
- MLS ID: 1050509
- Updated: 9/29/2026
- Added to Site: 14 day(s) ago
Interior
- Number of Rooms: 4
- Interior Features: First Floor Bedroom, High Ceilings, Open Floorplan, Open Kitchen
- Fireplace(s): Wood Burning Stove
- Appliances: None
- Laundry Facilities: Yes
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 1
Other Rooms
- Laundry: In Basement
Additional Information
- Shared Amenities: Boat Dock, Parking
Parking
- Parking Features: Off Site
Location
- County: Dutchess County
- Subdivision: Whaley Lake
- Driving Directions: Route 292 to 1643 Route 292. This is the parking lot. Directly across the street is the dock for Whaley Lake Island Association.
School Information
- High School District: Pawling
- Elementary School: Pawling Elementary School
- Middle School: Pawling Middle School
- High School: Pawling High School
Community
- Association: Yes
- Assoc. Fees Include: Common Area Maintenance, Electricity, Other
- Pets Allowed: Yes
- Pet Restrictions: Yes
Heating & Cooling
- Cooling Type: None
- Heating Type: None
Utilities
- Sewer: Septic Tank
- Water: Other
- Utility Description: See Remarks
Structural Information
- Architectural Style: Other
- Detached/Attached: Detached
- Construction: Wood Siding
- Basement: Yes
- Basement Desc.: Full Basement
- Windows: Floor to Ceiling Windows, Oversized Windows, Wall of Windows
- Entry Floor Number: 1
- Sq. Ft. Source: Plans
- Year Built: 1950
Lot Features
- Property View: Lake, Mountain(s), Water
- Mountain views: Yes
- Frontage Feet: 50
- Lot Features: Level, Sloped, Views, Waterfront
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front View: Lake Front, Lake Privileges, Water Access, Waterfront
Financial Considerations
- Association Fee: Yes
- Association Fee: $5,500
- Assoc Fee Freq.: Annually
Disclosures and Reports
- Special Conditions: None
- Inclusions: LA's will provide list of what is included with the sale.
- Property ID: 134089-6856-00-298923-0000
Listed by McGrath Realty Inc
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Schools
Schools serving 1616 Route 292 #5 Cottage
School District:Pawling Central School District
| Name | Grades | Distance |
|---|---|---|
Pawling Elementary School 7 Haight Street, Pawling, NY 12564 | K-4 | 3.5 mi |
Pawling Middle School 80 Wagner Drive, Pawling, NY 12564 | 5-8 | 4.3 mi |
Pawling High School 30 Wagner Drive, Pawling, NY 12564 | 9-12 | 4.3 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1616 Route 292 #5 Cottage
Date
Details
Price
Change
Source
9/29/2026
Listed
$1,250,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 1616 Route 292 #5 Cottage
Year
Property Taxes
Change
Tax Assessment
Change
2025
$63,479
1%
$733,200
—
2024
$63,059
169%
$733,200
—
2021
$23,425
-62%
$733,200
—
2020
$60,863
11%
$733,200
—
2018
$54,884
1%
$733,200
—
2017
$54,123
-1%
$733,200
—
2016
$54,824
-2%
$733,200
—
2015
$55,847
-1%
$733,200
—
2015
$56,138
2%
$733,200
—
2013
$55,230
—
$733,200
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1616 Route 292 #5 Cottage
1616 Route 292 #5 Cottage, Holmes, NY 12531 (MLS# 1050509) is a Co-op property with 1 bedroom, 2 full bathrooms and 1 partial bathroom. 1616 Route 292 #5 Cottage is currently listed for $1,250,000 and was received on September 29, 2026. Want to learn more about 1616 Route 292 #5 Cottage? Do you have questions about finding other Co-op real estate for sale in Holmes? You can browse all Holmes real estate or contact a Coldwell Banker agent to request more information.
