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MLS ID KEY1030740Last updated Oct 8, 2026

Single Family

21 Trotting Drive

Pending · Chester Town · Orange County, NY 10918

Bedrooms
3 Beds
Bathrooms
2 Baths
Year built
1967
Est. monthly taxes
$857.83
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About this home

Welcome to this impeccably maintained raised ranch in the highly sought-after Surrey Meadows Community. Upon entering the foyer, you'll find a practical area beneath the stairs, providing convenient storage for coats and shoes. The lower level features a spacious bedroom with access to a full bathroom, complemented by a versatile bonus room perfect for a cozy den or guest accommodation. Ascend the hardwood stairs to the living room, which boasts hardwood flooring and abundant natural light. This level also includes two generously sized bedrooms and an additional bonus room, ideal for a home office. Newly installed pocket doors maximize space. The fully renovated kitchen is a culinary enthusiast's dream, featuring hidden spice cabinets, a copper farmhouse sink, and a glass-door pantry. From the kitchen, step out onto the deck that overlooks a substantial yard. The home includes a convenient garage and a shed, ideal for storage or lawn equipment. Enjoy year-round activities such as Legoland Resort, artisanal eateries and wineries, orchards, and Orange County's recreational lakes. Within walking distance to both the Middle School and High School and approximately an hour's drive from New York City, with public transportation to NYC nearby. This residence is truly a must-see.

Listing snapshot

Days on site
59 days
Listed on MLS
Aug 6, 2026
Full baths
2
Half baths
0
Annual property tax (MLS)
$10,293.94
Tax year
2025
Area source (MLS)
Public Records
Listing brokerage
Keller Williams Realty
MLS ID
KEY1030740
Last updated
Oct 8, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1967
Garage
Yes
Garage spaces
1
Parking
Driveway, Garage, On Street
Water source
Public
Sewer
Public Sewer
Utilities
Cable Connected, Electricity Connected, Natural Gas Connected, Trash Collection Public, Water Connected

Interior features

Basement
Finished
Heating
Ducts, Forced Air, Natural Gas
Cooling
Central Air
Interior
First Floor Full Bath, Ceiling Fan(s), Entrance Foyer, Granite Counters, Pantry, Storage, Walk-In Closet(s), Washer/Dryer Hookup
Appliances
Dishwasher, Electric Oven, Exhaust Fan, Gas Range, Refrigerator, Stainless Steel Appliance(s), Tankless Water Heater
Flooring
Ceramic Tile, Hardwood
Fireplace
No

Exterior features

Architectural style
Raised Ranch
Construction materials
Vinyl Siding
Private pool
No

Schools (MLS)

Elementary school
Chester Elementary School
Elementary school district
Chester
Middle school
Chester Academy-Middle/High School
Middle school district
Chester
High school
Chester Academy-Middle/High School
High school district
Chester

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. MLS status changed
  3. First seen on this site

Location

Chester Town · Orange County, NY 10918Show interactive map
21 Trotting Drive

Chester Town · Orange County, NY 10918

Google Maps directions

Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
MLS amounts are prefilled when available and can be edited. Confirm what fees include. Unknown fee frequencies cannot be converted automatically.Property expenses: MLS values where available; missing values stay blank.

Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.