59 Deer Trail S Greenwood Lake, NY $ 698,888
59 Deer Trail S
$ 698,888
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Open House 7/30 5pm - 7pm
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59 Deer Trail S

Greenwood Lake, NY, 10925
$ 698,888
Bedrooms4 Baths2.0 Sq 1,800

Monthly Estimate*

$ 4,413

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Multi-Family Home for sale in Greenwood Lake, NY

for $698,888 with 4 bedrooms and 2 full baths. This 1,800 square foot home was built in 1940 on a lot size of 0.4242.

Live in one, rent the other, or create the perfect multi-generational retreat! Welcome to 59 Deer Trail South, a rare opportunity in the desirable Indian Park community of Greenwood Lake, where modern updates, flexible living and a peaceful natural setting come together. Each home and the detached garage features its own expansive deck, creating inviting outdoor spaces to relax, entertain and enjoy the surrounding views. This unique property features two separate 2 bedroom, 1 bath homes, offering exceptional versatility for homeowners, investors or those seeking additional space. Live comfortably in one residence while generating rental income from the other, create a private guest house or enjoy dedicated space for a home office or studio. The main home features stylish slate and hardwood flooring, an updated kitchen with quartz countertops, recessed lighting, newer appliances, a custom butcher block dining area, pantry with expandable drawers, and a cozy pellet stove fireplace. The updated kitchen is complemented by a dedicated coffee and tea bar, creating a functional and inviting space for your morning routine. The spacious primary bedroom offers three large closets and seasonal lake views, while the renovated bathroom features a luxurious jetted tub and spa shower combination. The second home is full of charm with hardwood floors, a bright kitchen featuring marble tile countertops, quaint cabinetry and a dishwasher. The dining room showcases a cathedral ceiling, bay window and pellet stove, while the sun filled living room opens through French doors to a large private deck overlooking the forest and seasonal lake views. The stylish bathroom includes a classic clawfoot tub and shower. Pet lovers will appreciate that both homes feature pet doors leading to enclosed fenced areas. Outside, beautifully landscaped gardens, tiered grounds and a tranquil pond create a private oasis for relaxing or entertaining. Recent updates provide peace of mind, including a new high efficiency furnace, new hot water heater and newer pellet stove in the main home, plus a new Lennox high efficiency forced air furnace, new Rheem hot water heater and a new pellet stove in the second home. Transferable warranties on the new heating systems add even more value. A standout feature is the oversized detached garage, offering exceptional space for multiple vehicles, recreational equipment, a workshop, hobby area, office space or additional storage. The office space above the garage also offers the potential for a future bathroom, providing even greater flexibility. Spend your days boating, kayaking, fishing or swimming at the private beach reserved exclusively for IPA residents, then explore nearby hiking trails, ski resorts, wineries, restaurants and all the Hudson Valley has to offer! Walk to the Appalachian Trail and enjoy convenient access to the NYC bus line. Whether you're looking for a full-time home, weekend retreat or investment opportunity, this one of a kind property offers flexibility, modern comfort and the best of lake life and mountain living.

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Open House

7/30/2026 5:00 PM - 7:00 PM
8/1/2026 12:00 PM - 2:00 PM
59 Deer Trail S Greenwood Lake, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Multi-Family Active

Price

$ 698,888

Bedrooms

4

Full Bath

2

Property Type

Multi-Family

Taxes

$ 7,600

Style

Bungalow,Ranch

Lot Size

0.4242

Year Built

1940

Town/City

Greenwood Lake

County/Region

Orange

MLS | Web ID

1030514

Features
Interior
Interior Amenities First Floor Bedroom First Floor Full Bath
Basement Unfinished
Flooring Combination Hardwood Vinyl
Total Fireplaces 1
Fireplace Features Pellet Stove
Basement Features Unfinished
Basement (Y/N) N
Fireplace Y/N Y
Total Bedrooms 4
Total Baths 2
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General
Sewer Septic Tank
Heating Forced Air Separate Meters
Cooling Separate Meters Wall/Window Unit(s)
Utilities Cable Connected Electricity Connected Natural Gas Connected Propane Trash Collection Private
Garage Spaces 2
Patio/Porch Features Deck
Architectural Style Bungalow Ranch
Security Features Smoke Detector(s) Video Cameras
Construction Materials Aluminum Siding
Year Built 1940
View Lake Mountain(s) Neighborhood Trees/Woods
Property Subtype Duplex
Tax Year 2025
Parcel Number 335489-073-000-0003-030.100-0000
Waterfront Features Beach Access Lake Privileges Water Access
County Orange County
Property Type Residential Income
Association Amenities Basketball Court Clubhouse
Subdivision Name Indian Park
Garage Y/N Y
Other Structures Garage(s)
Full Baths 2
High School Warwick Valley High School
City Warwick (Town)
Disclosures Lead Paint Seller Property Disclosure
Senior Community Y/N N
High School District Warwick Valley
Number Of Units Total 2
Carport Y/N N
Elementary School Greenwood Lake Elementary School
Property Attached Y/N N
Tax Annual Amount 7600.73
Middle/Junior High School Greenwood Lake Middle School
Property Condition Updated/Remodeled
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Greenwood Lake
Elementary School District Greenwood Lake
Tax Assessed Value 30500
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Exterior
Exterior Amenities Dog Run Garden Mailbox Rain Gutters
Fencing Partial Perimeter
Parking Features Driveway Garage Driveway Garage
Water Source Well
Foundation Details Block
Spa N
Building Area Total 1800
Waterfront Y/N N
Road Frontage Type Private Road
Road Responsibility Road Maintenance Agreement
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Internal Only
Street Number 1 59
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* Excluded Features
List By
Brenda B. Wiley

Listing Agent

Howard Hanna Rand Realty

Broker

845-986-4848

Contact

Affordability Calculator

$5,046
Per Month
87%
13%
0%
Monthly Principal & Interest
$4,413
Monthly Property Taxes
$633
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
5163143 Elementary School
5163120 Middle School
Warwick Valley High School High School
Pricing History
DatePricePrice ChangeDescription
7/27/2026$698,888 Listed Price

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59 Deer Trail S, Greenwood Lake, NY, 10925 is a Multi-Family Home for sale at $698,888 with 1,800 sqft and a lot size of 0.4242. 59 Deer Trail S has 4 bedrooms, 2.0 baths, and was built in 1940. The property's zip code is 10925 which is in Greenwood Lake, NY