68 Hilltop Drive, Windham, NY

$999,000

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4

Beds

Baths

3,500

Square feet

5.80

Acres

About 68 Hilltop Drive

Welcome to The Hill, a private enclave of high-end homes tucked away in the scenic hamlet of Maplecrest, just minutes from Windham Mountain Club and CD Lane Park. Perched on 6 peaceful acres at the end of a quiet cul-de-sac, this 3,500+ sq ft custom contemporary blends crisp architectural design with warm rustic touches for the ultimate Catskills retreat. Built by renowned Hitchcock Builders, this home is a testament to quality and craftsmanship. The current owner has lovingly maintained the property, acting as a true steward of the home—ensuring it has been thoughtfully updated over time. Recent upgrades include a brand-new roof, freshly painted exterior, central air conditioning, water filtration, and security systems for peace of mind. One of the home's showstoppers is the expansive 1,500 sq ft Trex deck, perfect for outdoor dining, relaxing, and entertaining—complete with stunning views, lush lawns, and visits from local wildlife. Inside, the main level features a vaulted great room with a dramatic bluestone fireplace and a wall of glass that brings in natural light and sweeping mountain views. The spacious eat-in kitchen includes granite counters, a center island, and an adjacent dining area—an ideal spot to sip morning coffee while soaking in the views. Off the kitchen, a cozy den with rustic pine walls and a pocket door provides a quiet space for reading, crafting, or game nights. The main-floor primary suite offers views of the surrounding peaks and a renovated bathroom with a walk-in shower. A welcoming foyer and powder room add practicality and flow. Upstairs, a guest wing with full bath offers privacy for overnight visitors. The lower level is made for recreation and relaxation, featuring a second living room with woodstove, game area, glass doors leading to a patio, outdoor hot tub, and firepit. Two additional ensuite bedrooms—each with their own renovated bathrooms—make hosting everyone effortless. A spotless two-car garage includes cubbies for skis, bikes, and outdoor gear, plus a utility sink and mechanical room with a brand-new, high-efficiency heating system. Impeccably landscaped and perfectly positioned in the highly desirable Maplecrest Valley, 68 Hilltop Drive offers rare privacy and panoramic views—all in a location that rarely becomes available. Move-in ready and being sold fully furnished, this cherished mountain home is a turn-key treasure.

Features of 68 Hilltop Drive

MLS® # 20251989
Price $999,000
Bedrooms 4
Bathrooms 4.50
Full Baths 4
Half Baths 1
Square Footage 3,500
Acres 5.80
Year Built 1985
Type Residential
Sub-Type Single Family Residence
Style Contemporary
Status Pending

Community Information

Address 68 Hilltop Drive
Area Windham
City Windham
County Greene
State NY
Zip Code 12496

Additional Information

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Amenities

Utilities Cable Connected, Sewer Connected, Water Connected
Parking Garage Faces Front, Paved, Off Street, Driveway
# of Garages 2
View Meadow, Mountain(s), Trees/Woods
Is Waterfront No

Interior

Interior Features Beamed Ceilings, Ceiling Fan(s), Entrance Foyer, Granite Counters, Hot Tub, Kitchen Island, Recessed Lighting
Appliances Washer, Refrigerator, Microwave, Free-Standing Electric Range, Dishwasher
Heating Baseboard
Cooling Ceiling Fan(s), Central Air
Fireplace Yes
# of Fireplaces 1
Fireplaces Living Room
Stories Multi/Split

Exterior

Exterior Cedar
Lot Description Cul-De-Sac, Landscaped, Views
Roof Asphalt, Shingle
Construction Cedar
Foundation Concrete Perimeter, Slab

School Information

District Wind-Ash-Jewett

Additional Information

Zoning residential
Short Sale No
RE / Bank Owned No
General Tax $3,270
School Tax $3,580

Listing Details

AgentLisa Jaeger
OfficeColdwell Banker Village GreenW

Listing Map

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