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Sale Pending at 21 Trotting Dr, Chester Town, NY 10918 | MLS# 1030740 | Listing updated on 2026-09-23
Photo 1 of Sale Pending at 21 Trotting Dr, Chester Town, NY 10918 | MLS# 1030740 | Listing updated on 2026-09-23
Photo 2 of Sale Pending at 21 Trotting Dr, Chester Town, NY 10918 | MLS# 1030740 | Listing updated on 2026-09-23
Photo 3 of Sale Pending at 21 Trotting Dr, Chester Town, NY 10918 | MLS# 1030740 | Listing updated on 2026-09-23
Photo 4 of Sale Pending at 21 Trotting Dr, Chester Town, NY 10918 | MLS# 1030740 | Listing updated on 2026-09-23
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$475,000

Monthly Est:$2,364

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,624sqft

21 Trotting Dr, Chester Town, NY 10918

$2,364/moEst:

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  • Single Family Residence

  • Built in 1967

  • $-- HOA

  • 16,800 sqft lot

  • $292/sq.ft

Description

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.

  • Houzeo last checked: 12 hours ago
  • Listing updated: September 23, 2026 at 7:10 am
  • Listing Provided by: Michele Kayser (718) 490-9709 | Keller Williams Realty (845) 928-8000
  • Source: OneKey MLS-NY | MLS#: 1030740 OneKey MLS-NY

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Orange County

  • City

    Chester Town

  • Neighborhood

    --

  • Year Built

    1967

  • HOA Fees

    -

  • Finished Area

    1,624 sqft

  • Lot Size

    16,800 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    1030740

  • MLS Status

    Pending

  • Days on Market

    56

  • Cumulative Days on Market

    47

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 2

Interior

  • Flooring

    Ceramic Tile, Hardwood

  • Appliances

    Dishwasher, Electric Oven, Exhaust Fan, Gas Range, Refrigerator, Stainless Steel Appliance(s), Tankless Water Heater

  • Sewer

    Public Sewer

  • Interior Features

    First Floor Full Bath, Ceiling Fan(s), Entrance Foyer, Granite Counters, Pantry, Storage, Walk In Closet(s), Washer/dryer Hookup

  • Heating

    Ducts, Forced Air, Natural Gas

  • Cooling

    Central Air

Construction

  • Year Built

    Year Built: 1967

  • Home type

    Single Family Residence

  • Architectural Style

    Raised Ranch

  • Construction Materials

    Vinyl Siding

Utilities & Energy

  • Parking Features

    Driveway, Garage, On Street

  • Basement

    Finished

  • Water Source

    Public

  • Utilities

    Cable Connected, Electricity Connected, Natural Gas Connected, Trash Collection Public, Water Connected

Price History

DateEventPrice

09/23/2026

Source: mls_logoOneKey MLS-NY #KEY1030740

Pending

$475,000

$292/sqft

08/06/2026

Source: mls_logoOneKey MLS-NY #KEY1030740

Listed for Sale

$475,000 +239.29%

$292/sqft

12/05/2013

Source: mls_logoOneKey MLS-NY #KEYH542620

Sold

$140,000

$86/sqft

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Based on information from OneKey MLS, through Oct 01, 2026, 02:47PM. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.

Advertising Broker: Derek Greene | The Greene Realty Group