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36 Hillside Avenue

Wingdale, NY 12594 · Dutchess County

Beds
3
Baths
2.5
Sqft
2,122
Status
Active
On site
36 days

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About this home

Welcome to this well-maintained 3-bedroom, 2.5-bath Colonial, beautifully situated on over 2 private acres near the Pawling border. Surrounded by mature trees, established gardens, and fruit trees, this property offers a peaceful and picturesque setting with plenty of room to relax, garden, and entertain. The main level features a spacious kitchen, attractive parquet wood flooring throughout much of the first floor, and a cozy wood-burning stove. A standout feature is the first-floor full bath with a Jacuzzi tub and separate shower, along with a convenient powder room for guests. Upstairs, you’ll find three spacious bedrooms and an additional full bath, offering a comfortable and functional layout. The huge unfinished basement is filled with possibilities, featuring large windows and direct egress to the backyard, making it ideal for future recreational, fitness, office, or additional living space. Additional highlights include central air conditioning, a two-car garage, generator hookup, and a water catchment system. With its generous acreage, privacy, mature landscaping, fruit trees, and convenient location near the Pawling border, this inviting Colonial offers space, comfort, thoughtful features, and wonderful potential both inside and out.

Listed with Coldwell Banker Realty · Jacqueline A. Calhoun · Source: OneKey MLS

One Key MLS

Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 18, 2026, 11:08 AM ET. ©2026 One Key MLS.

Estimate Your Monthly Payment

Estimate your mortgage payment, including the principal and interest, taxes, insurance, HOA, and Private Mortgage Insurance.

$3,756.39Total / mo

Estimated Monthly Payment

Principal & interest
$2,881.56 (76.7%)
Taxes
$674.83 (18.0%)
Insurance
$200.00 (5.3%)

Representative rates

Representative rates only, indicative for comparison. Edit the interest rate for your own quote; your lender’s numbers vary with credit, points, and insurance.

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Market Insights

The market around Wingdale, NY

Current Listings

New in the last 30 days

3

Sep 2026

Average Price

Active listings

$602,582

Sep 2026

Average Days on Market

Active listings

210 days

Sep 2026

Computed from 17 active OneKey MLS listings in Wingdale, NY.

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