# 21 Trotting Drive, Chester, NY 10918 > **TL;DR:** 3bd/2ba single family, $475,000 ($292/sqft), built 1967, 1,624 sqft. > Hardwood, A/C, 1-car garage. Est. $2,541/mo. Listed 88 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $475,000 | | Price/sqft | $292 | | Bedrooms | 3 | | Bathrooms | 2 full | | Square Feet | 1,624 | | Year Built | 1967 | | Lot Size | 16,801 sqft (0.39 acres) | | Garage | 1-car | | Property Type | Single Family (Single Family Residence) | | Status | Pending | | Days on Market | 88 | ## Why This Home Stands Out - **Hardwood Floors** - Hardwood flooring listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,402 | | Estimated Insurance | $139 | | **Total** | **$2,541** | ## Nearby Schools - **Elementary:** Chester Elementary School - **Middle:** Chester Academy-Middle/High School - **High:** Chester Academy-Middle/High School ## Key Amenities - Hardwood - A/C - 1-car garage ## Property Highlights - Built in 1967 - 0.39 acre lot ## Description ### Agent 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. ## Location - **Address:** 21 Trotting Drive, Chester, NY 10918 - **County:** Orange County - **Coordinates:** 41.373007, -74.272378 - **Google Maps:** https://www.google.com/maps?q=41.373007,-74.272378 ## Virtual Tour & Media - **Video Tour:** https://tours.hometourvision.com/x3284302 ## Listing Agent - **Name:** Michele Kayser - **Brokerage:** Keller Williams Realty - **Broker Phone:** (845) 928-8000 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/21-Trotting-Dr_Chester_NY_10918_M35654-43733?f=listhub&s=MLSLINY&m=1030740&c=propsimple) ## Photos ![21 Trotting Drive - Photo 1](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f3312085079r.jpg) ![21 Trotting Drive - Photo 2](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f3609727380r.jpg) ![21 Trotting Drive - Photo 3](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f1132478199r.jpg) ![21 Trotting Drive - Photo 4](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f2058012774r.jpg) ![21 Trotting Drive - Photo 5](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f432362460r.jpg) ![21 Trotting Drive - Photo 6](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f3969376006r.jpg) ![21 Trotting Drive - Photo 7](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f4274096996r.jpg) ![21 Trotting Drive - Photo 8](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f4248937962r.jpg) ![21 Trotting Drive - Photo 9](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f1707222728r.jpg) ![21 Trotting Drive - Photo 10](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f3164316009r.jpg) ![21 Trotting Drive - Photo 11](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f2150869005r.jpg) ![21 Trotting Drive - Photo 12](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f9788926r.jpg) ![21 Trotting Drive - Photo 13](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f1730513858r.jpg) ![21 Trotting Drive - Photo 14](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f650112528r.jpg) ![21 Trotting Drive - Photo 15](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f3502395019r.jpg) ![21 Trotting Drive - Photo 16](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f3755878725r.jpg) ![21 Trotting Drive - Photo 17](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f1587288044r.jpg) ![21 Trotting Drive - Photo 18](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f2929486273r.jpg) ![21 Trotting Drive - Photo 19](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f3859244164r.jpg) ![21 Trotting Drive - Photo 20](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f2295035974r.jpg) ![21 Trotting Drive - Photo 21](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f2451783003r.jpg) ![21 Trotting Drive - Photo 22](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f3432250367r.jpg) ![21 Trotting Drive - Photo 23](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f438223281r.jpg) ![21 Trotting Drive - Photo 24](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f1689091703r.jpg) ![21 Trotting Drive - Photo 25](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f2204294837r.jpg) ![21 Trotting Drive - Photo 26](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f2704781094r.jpg) ![21 Trotting Drive - Photo 27](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f719381598r.jpg) ![21 Trotting Drive - Photo 28](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f1695539583r.jpg) ![21 Trotting Drive - Photo 29](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f478315289r.jpg) ![21 Trotting Drive - Photo 30](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f2350356280r.jpg) ![21 Trotting Drive - Photo 31](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f3474423223r.jpg) ![21 Trotting Drive - Photo 32](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f2695437845r.jpg) ![21 Trotting Drive - Photo 33](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f348187536r.jpg) ![21 Trotting Drive - Photo 34](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f3178300159r.jpg) ![21 Trotting Drive - Photo 35](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f3168275779r.jpg) ![21 Trotting Drive - Photo 36](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f1068161407r.jpg) ![21 Trotting Drive - Photo 37](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f1005643798r.jpg) ![21 Trotting Drive - Photo 38](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f1923328267r.jpg) ![21 Trotting Drive - Photo 39](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f3297498163r.jpg) ![21 Trotting Drive - Photo 40](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f2328400339r.jpg) ![21 Trotting Drive - Photo 41](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f529998872r.jpg) ![21 Trotting Drive - Photo 42](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f1390270906r.jpg) ![21 Trotting Drive - Photo 43](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f3440748133r.jpg) ![21 Trotting Drive - Photo 44](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f3346686704r.jpg) ![21 Trotting Drive - Photo 45](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f2039436665r.jpg) ![21 Trotting Drive - Photo 46](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f3577430570r.jpg) ![21 Trotting Drive - Photo 47](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f1039412590r.jpg) ![21 Trotting Drive - Photo 48](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f1548098802r.jpg) ![21 Trotting Drive - Photo 49](http://lh.rdcpix.com/05ade75b195b751bf4da63930dcca184l-f2845313458r.jpg) --- **MLS#:** 1030740 | **Updated:** 2026-10-29 **Source:** listhub *Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/21-trotting-drive-chester-ny-10918-f381af37dff84dfaa688df18ca62d806) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/21-trotting-drive-chester-ny-10918-f381af37dff84dfaa688df18ca62d806#listing", "url": "https://www.propertysimple.ai/listing/21-trotting-drive-chester-ny-10918-f381af37dff84dfaa688df18ca62d806", "name": "21 Trotting Drive, Chester, NY 10918", "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. 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