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$675,000

  • For Sale
  • Active
  • Multi-Family
  • 4 Total Beds
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TREMENDOUS OPPORTUNITY to own 2 beautiful homes in a lovely lake community for the price of one! That's 2 houses, 2 separate tax ID's, and 1 deed. Live in one, rent the other and enjoy tax-free living, or enjoy two separate income streams by renting out both homes! Perfect as Mother/Daughter living situation with two separate houses on same property, or cottage could serve as private guest house. Cottage offers 2 BRs and simple, single floor living with its own private laundry. Such multi-family (detached) homes are becoming increasingly difficult to find in GWL and this one happens to be situated on a 100% usable level lot with an above ground swimming pool and only 1 block from the lake! Enjoy all the brand-new 2023 updates including a finished (walk-out) basement with 2nd bathroom, the latest on-demand tankless hot water system, above ground (fenced) pool with wrapping deck, storage shed, pool cabana with separate bathroom and brand-new 1000 gallon septic system. Main home offers great storage space including a dedicated basement storage room and large walk-up attic. Top floor includes a 2nd bedroom and offers additional "bonus spaces" for future expansion (3rd BR, or 3rd bathroom, an office, den, etc.). Depending on your needs, pool cabana can be converted back to heated garage/workshop or can be incorporated into cottage's living space. This property offers incredible outdoor space for everyday living and/or entertaining family & friends! Great location, right in the village and conveniently close to everything you need. Enjoy local festivities, the nearby town beach, summer concerts, boating, paddle boarding, hiking, camping, fishing, snow skiing, lakeside dining, wineries, apple picking, Renaissance Festival, & much more. Under 50 miles to NYC. It doesn't get better than this!

Full Property Details for 9 Chestnut St

General

  • Price: $675,000
  • Taxes: $10,974
  • Status: Active
  • Type: Multi-Family
  • Source: Long_Island
  • MLS ID: 925923
  • Updated: 10/18/2025
  • Added to Site: 93 day(s) ago

Interior

  • Interior Features: Eat-in Kitchen, First Floor Bedroom, Master Downstairs
  • Laundry Facilities: Yes
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Gas Dryer Hookup, In Basement, Inside, Laundry Room, Multiple Locations, Washer Hookup

Additional Information

  • Amenities: Park
  • Shared Amenities: Park, Trash
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Above Ground
  • Security/Safety: Smoke Detector(s)

Exterior

  • Exterior Features: Garden, Gas Grill
  • Porch/Patio/Deck: Deck, Patio

Parking

  • Total Spaces: 6
  • Parking Features: Common, Driveway, Shared Driveway

Location

  • County: Orange County
  • Subdivision: N/A
  • Cross Streets: Windermere Ave or Linden Ave
  • Driving Directions: State Route 17A to Windermere Ave to Chestnut St

School Information

  • High School District: Warwick Valley
  • Elementary School: Greenwood Lake Elementary School
  • Middle School: Greenwood Lake Middle School
  • High School: Warwick Valley High School

Heating & Cooling

  • Cooling Type: Ductless
  • Heating Type: Baseboard, Heat Pump, Hot Water, Natural Gas, Radiant
  • Heating Zones: 1

Utilities

  • Sewer: Septic Tank
  • Water: Public
  • Utility Description: Trash Collection Public

Structural Information

  • Architectural Style: Cape Cod, Cottage, Ranch
  • Detached/Attached: Detached
  • Construction: Fiberglass Insulation, Frame, Vinyl Siding
  • Basement: Yes
  • Basement Desc.: Finished, Full Basement, Walk-Out Access
  • Building Size: 3188
  • Square Feet: 3,188
  • Year Built: 1940

Additional Structures

  • Other Structures: Cabana, Shed(s)

Lot Features

  • Lot Size (Acres): 0.32
  • Lot Size (Sq. Ft.): 13,939
  • Lot Dimensions: 100 x 140
  • Frontage: Municipal
  • Road Maintenance: Public Maintained Road
  • Fence: Yes
  • Lot Features: Level, Near Public Transit, Near School, Near Shops
  • Fencing (Description): Back Yard, Vinyl

Water Features

  • Water Front View: Beach Access, Lake Privileges

Financial Considerations

  • Taxes Include: Trash
  • Tax Amount: $10,974.75
  • Tenant Pays: All Utilities

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 335403.309.000-0001-014.000/0000
  • Block: 1
  • Lot Number: 13

Listed by Terrie OConnor

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Listing agent

— 9 Chestnut St —

  • Terrie OConnor

201-786-9055

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 9 Chestnut St

School District:Greenwood Lake Union Free School District
NameGradesDistance
Greenwood Lake Elementary School
80 Waterstone Road, Greenwood Lake, NY 10925
K-30.2 mi
Greenwood Lake Middle School
1247 Lakes Road, Monroe, NY 10950
4-83.5 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 9 Chestnut St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/17/2025
Listed
$675,000
46.74%
MLS
9/03/2021
Sold
$460,000
—
Public Record
Get Price Alerts and Save Property
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 for 9 Chestnut St

Year
Property Taxes
Change
Tax Assessment
Change
2021
-100%
$24,900
—
2021
$3,578
-40%
$24,900
—
2020
$5,994
4%
$24,900
—
2018
$5,766
34%
$24,900
—
2017
$4,301
-23%
$24,900
—
2016
$5,585
1%
$24,900
—
2015
$5,545
2%
$24,900
—
2015
$5,411
3%
$24,900
—
2013
$5,243
—
$24,900
—
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 for 9 Chestnut St

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Terrie OConnor

9 Chestnut Street, Greenwood Lake, NY 10925 (MLS# 925923) is a Multi-Family property with 2 units containing 4 bedrooms and 3 full bathrooms. 9 Chestnut Street is currently listed for $675,000 and was received on October 17, 2025. Want to learn more about 9 Chestnut Street? Do you have questions about finding other Multi-Family real estate for sale in Greenwood Lake? You can browse all Greenwood Lake real estate or contact a Coldwell Banker agent to request more information.

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