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  • $930,000

    68 Hilltop Drive, Windham, NY 12496

    4beds
    3,500sqft
    Single Family Residence
    Built in 1985
    5.8 Acres Lot
    $966,700 Zestimate®
    $266/sqft
    $6,768 Estimated rent

    Home value

    $966,700

    $677,000 - $1.37M

    $6,768/mo

    Zestimate® history
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    What's special

    Peaceful acresRenovated bathroomStunning viewsPanoramic viewsOutdoor hot tubCenter islandCrisp architectural design
    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.

    Zillow last checked:

    Listing updated:

    Listed by:

    Lisa Jaeger 518-755-2573,

    Coldwell Banker Village GreenW

    Bought with:

    Carol Shaw, 31SH0494094

    Shaw Country Realty, Inc.

    Source: HVCRMLS,MLS#: 20251989MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Heating
    • Baseboard
    Cooling
    • Ceiling Fan(s), Central Air
    Appliances
    • Included: Washer, Refrigerator, Microwave, Free-Standing Electric Range, Dishwasher
    • Laundry: Laundry Room, Lower Level
    Features
    • Beamed Ceilings, Ceiling Fan(s), Entrance Foyer, Granite Counters, Hot Tub, Kitchen Island, Recessed Lighting
    • Flooring: Carpet, Engineered Hardwood, Tile
    • Windows: Insulated Windows
    • Basement: Daylight,Finished,Full,Interior Entry,Walk-Out Access
    • Number of fireplaces: 1
    • Fireplace features: Living Room
    Interior area
    • Total structure area: 3,500
    • Total interior livable area: 3,500 sqft
    • Finished area above ground: 2,168
    • Finished area below ground: 1,332

    Property

    Parking
    • Total spaces: 2
    • Parking features: Garage Faces Front, Paved, Off Street, Driveway
    • Attached garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Levels: Multi/Split
    • Stories: 3
    • Patio & porch: Deck
    • Has view: Yes
    • View description: Meadow, Mountain(s), Trees/Woods
    Lot
    • Size: 5.8 Acres
    • Features: Cul-De-Sac, Landscaped, Views
    Details
    • Additional structures: Shed(s)
    • Parcel number: 27
    • Zoning: residential

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Contemporary
    • Property subtype: Single Family Residence
    Materials
    • Cedar
    • Foundation: Concrete Perimeter, Slab
    • Roof: Asphalt,Shingle
    Condition
    • New construction: No
    • Year built: 1985

    Utilities & green energy

    • Electric: 200+ Amp Service
    • Sewer: Septic Tank
    • Water: Well
    • Utilities for property: Cable Connected, Sewer Connected, Water Connected

    Community & HOA

    Community
    • Security: Carbon Monoxide Detector(s), Closed Circuit Camera(s), Security System
    Location
    • Region: Windham

    Financial & listing details

    • Price per square foot: $266/sqft
    • Tax assessed value: $411,300
    • Annual tax amount: $6,850
    • Date on market: 6/5/2025
    • Road surface type: Paved

    Price history

    DateEventPrice
    11/14/2025Sold$930,000-6.9%$266/sqft
    Source: HVCRMLS #20251989 Report a problem
    9/25/2025Pending sale$999,000$285/sqft
    Source: HVCRMLS #20251989 Report a problem
    9/19/2025Listed for sale$999,000$285/sqft
    Source: HVCRMLS #20251989 Report a problem
    8/14/2025Contingent$999,000$285/sqft
    Source: HVCRMLS #20251989 Report a problem
    6/5/2025Listed for sale$999,000+85%$285/sqft
    Source: HVCRMLS #20251989 Report a problem
    11/8/2007Sold$540,000+80.6%$154/sqft
    Source: HVCRMLS #20073884 Report a problem
    10/8/2002Sold$299,000$85/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025-- $411,300
    2024-- $411,300
    2023-- $411,300
    2022-- $411,300
    2021-- $411,300
    2020-- $411,300
    2019-- $411,300
    2018-- $411,300 +0.3%
    2017$6,479 $410,000
    2016-- $410,000
    2015-- $410,000 -9.3%
    2014-- $452,200
    2013-- $452,200 +41.3%
    2012-- $320,000
    2011-- $320,000
    2010-- $320,000
    2009-- $320,000
    2008-- $320,000
    2007-- $320,000
    2006-- $320,000
    2005-- $320,000
    2004-- $320,000 +6.7%
    2003-- $300,000 +13.3%
    2002-- $264,700
    2001-- $264,700
    2000-- $264,700
    Find assessor info on the county website

    Neighborhood: 12496

    Nearby schools

    GreatSchools rating