Nestled along 100' of direct frontage on beautiful Loon Lake, this well-maintained year-round home offers breathtaking 180-degree lake and mountain views with the perfect setup for summer fun. Enjoy a sandy-bottom shoreline, two levels of usable waterfront with natural stone retaining walls, pressure-treated stairs, and a 40' x 6' permanent dock ideal for boating, swimming, fishing, kayaking, and making lasting Adirondack memories. Additional outdoor amenities include a shed, carport, and kayak/paddleboard rack. Thoughtfully updated with a new high-efficiency propane heating and cooling system (2025), the home offers 2 bedrooms and 1 full bath on the main level with an open-concept kitchen, dining, and living area designed to capture lake views. The finished lower level includes 2 additional bedrooms, a full bath, recreation space perfect for guests, game nights, and a home office or gym, along with a laundry/mechanical room. Additional highlights include a wood-burning fireplace and whole-house Generac propane generator. Added bonus: The property previously received Town of Chester approvals and architectural plans for a proposed custom 1,564 sq. ft. lakefront home with dramatic 13' ceilings, offering future owners a rare opportunity to expand or create a custom Adirondack retreat with valuable groundwork already completed. Your Adirondack lake lifestyle starts here!
For sale
Price cut: $24.1K (6/29)
$924,900
185 Chester Shores Dr, Chestertown, NY 12817
4beds
1,416sqft
Single Family Residence
Built in 1977
0.26 Acres Lot
$879,800 Zestimate®
$653/sqft
$-- HOA
What's special
Pressure-treated stairsWood-burning fireplaceSandy-bottom shoreline
- 75 days |
- 1,498 |
- 42 |
Zillow last checked:
Listing updated:
Listed by:
Gallo Realty ADK, Inc,
Angela L Mead
Source: ACVMLS,MLS#: 207363
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 1
- Main level bedrooms: 2
Bedroom 1
- Description: estimated size
- Level: First
- Area: 144 Square Feet
- Dimensions: 12 x 12
Bedroom 2
- Description: estimated size
- Level: First
- Area: 156 Square Feet
- Dimensions: 12 x 13
Bedroom 4
- Description: estimated size
- Level: Basement
- Area: 210 Square Feet
- Dimensions: 14 x 15
Bathroom
- Description: estimated size
- Level: First
- Area: 80 Square Feet
- Dimensions: 10 x 8
Den
- Description: estimated size
- Level: Basement
- Area: 195 Square Feet
- Dimensions: 13 x 15
Family room
- Description: estimated size
- Level: Basement
- Area: 225 Square Feet
- Dimensions: 15 x 15
Kitchen
- Description: estimated size
- Level: First
- Area: 195 Square Feet
- Dimensions: 13 x 15
Living room
- Description: estimated size
- Level: First
- Area: 180 Square Feet
- Dimensions: 12 x 15
Utility room
- Description: estimated size
- Level: Basement
- Area: 120 Square Feet
- Dimensions: 10 x 12
Heating
- Propane, Wood
Cooling
- Central Air
Appliances
- Included: Dishwasher, Microwave, Refrigerator, Washer/Dryer
- Laundry: In Basement
Features
- Stone Counters, High Speed Internet, Open Floorplan
- Flooring: Wood
- Windows: Double Pane Windows
- Basement: Finished,Full,Walk-Out Access
- Number of fireplaces: 1
- Fireplace features: Living Room, Wood Burning
Interior area
- Total structure area: 2,016
- Total interior livable area: 1,416 sqft
- Finished area above ground: 816
- Finished area below ground: 600
Video & virtual tour
Property
Parking
- Total spaces: 6
- Parking features: Carport, Driveway, Off Street
- Has attached garage: Yes
- Carport spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Front Porch
- Exterior features: Lighting
- Pool features: None
- Spa features: None
- Fencing: None
- Has view: Yes
- View description: Lake, Mountain(s)
- Has water view: Yes
- Water view: Lake
- Waterfront features: Lake Front, Waterfront
- Body of water: Loon Lake
- Frontage type: Lakefront
Lot
- Size: 0.26 Acres
- Features: Landscaped, Views
Details
- Additional structures: Shed(s), Other
- Parcel number: 86.18124
- Special conditions: Standard
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Raised Ranch
- Property subtype: Single Family Residence
Materials
- T1-11
- Foundation: Concrete Perimeter
- Roof: Metal
Condition
- Updated/Remodeled
- New construction: No
- Year built: 1977
Utilities & green energy
- Electric: Generator
- Sewer: Private Sewer, Septic Tank
- Water: Well, Well Dug
Community & HOA
Community
- Security: 24 Hour Security, Carbon Monoxide Detector(s)
Location
- Region: Chestertown
Financial & listing details
- Price per square foot: $653/sqft
- Annual tax amount: $6,651
- Date on market: 5/28/2026
- Listing agreement: Exclusive Right To Sell
- Lease term: Short Term Lease
Estimated market value
$879,800
$836,000 - $924,000
$2,390/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/29/2026 | Price change | $924,900-2.5%$653/sqft |
Source:  Global MLS #202617817 Report a problem | ||
| 5/22/2026 | Listed for sale | $949,000+149.7%$670/sqft |
Source: Global MLS #202617817 Report a problem | ||
| 8/17/2007 | Sold | $380,000$268/sqft |
Source: Global MLS #89893 Report a problem | ||
Public tax history
Tax history is unavailable.
Monthly payment
Climate risks
Neighborhood: 12817
Nearby schools
GreatSchools rating
- 5/10North Warren Central SchoolGrades: PK-12Distance: 3.2 mi
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- $704,9002 bd1 ba864 sqft187 Chester Shores Rdg, Chestertown, NY 12817Off Market
- $986,9003 bd2 ba1.4k sqft189 Chester Shores Rdg, Chestertown, NY 12817Off Market
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- $510,9003 bd1 ba1.6k sqft43 Chester Shores Rdg, Chestertown, NY 12817Off Market
- $403,5003 bd2 ba1.3k sqft190 Chester Shores Dr, Chestertown, NY 12817Off Market
- $403,6002 bd1 ba874 sqft176 Chester Shores Rdg, Chestertown, NY 12817Off Market
A local agent can set up tours, give advice and negotiate with sellers.
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