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59 Deer Trail

Greenwood Lake, NY 10925
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Bed 4

Bed

Bath 2

Bath

Acres0.42

Acre(Lot)

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 hardwo od 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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Detail Ic Property Details

Property Type : Residential Income

Price : $698,888

AD Id : 88471637

MLS Id : 1030514

Beds : 4

Lot Size : 0.42 Acre

Year Built : 1940

Garage : 2

County : Orange

Subdivision: Jefferson Park

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Map

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Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 2 Full Baths: 2

    Room Information

    Basement: Unfinished
  • Flooring Information

    Combination, Hardwood
  • Heating & Cooling

    Has Heating: Yes Heating: Forced Air, Separate Meters Has Cooling: Yes Cooling: Separate Meters, Wall/Window Unit(s)

  • Building Information

    Year Built: 1940 Building Area Total: 1800 Construction Materials: Aluminum Siding Patio And Porch Features: Deck Private Pool: No Water front Features: Beach Access, Lake Privileges, Waterfront Access View: Lake, Mountain(s), Neighborhood, Trees/Woods
  • Exterior Features

    Exterior Features: Garden, Dog Run, Rain Gutters

  • Lot Information

    Lot Size Acres: 0.4242 Lot Size Square Feet: 18480 Lot Description: Back Yard, Cleared, Front Yard, Garden, Landscaped, Near Public Transit, Views

    Property Information

    Subdivision: Indian Park Source Property Type: Residential Income Property SubType: Duplex Property Age: 86

  • Listing Price Information

    Listing Price: $698888

  • Tax Information

    Parcel Number: 335489-073-000-0003-030.100-0000 Annual Tax: $7600.73

  • Parking Information

    Driveway, Garage

    Garage Information

    Has Garage: Yes Garage Space: 2
    Homeowners Association Information
    Association Amenities: Basketball Court, Clubhouse

  • School Information

    Elementary School: Greenwood Lake Elementary School
    Junior High School: Greenwood Lake Middle School
    Senior High School: Warwick Valley High School
  • Utility Information

    Natural Gas Available, Cable Connected, Electricity Connected, Natural Gas Connected, Propane
  • Location Information

    WaterSource: Private, Well Security Features: Smoke Detector(s)
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
32-34 Elm Street #32 AN.., Greenwood Lake, NY, 10925 $699,000 8 6 --
43 Oak Street, Greenwood Lake, NY, 10925 $375,000 1 2 --
636 Jersey Avenue, Greenwood Lake, NY, 10925 $599,000 2 4 --

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

ByOwner last updated this listing 08/19/2026 @ 16:57

MLS: 1030514 LISTED BY: Brenda Wiley, Howard Hanna Rand Realty 845-986-4848 SOURCE: OneKey MLS

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