Below you will see the latest housing trends for Chester Union Free School District in New York. You can view all the properties currently for sale, under contract, or just sold in the Chester School District.
Click here to find out more about Chester, New York or other school districts in Orange County, New York.
| Address | Beds | Baths | Living ft2 | List Price | Cost per ft2 | DOM |
|---|---|---|---|---|---|---|
| 3211 Whispering Hills | 3 | 2 | 1,316 | $370,000 | $281 | 7 days |
| 19 Meadow | 3 | 2 | 1,910 | $495,000 | $259 | 11 days |
| 4704 Whispering Hills | 3 | 3 | 1,331 | $380,000 | $285 | 18 days |
| 2921 Whispering Hills | 3 | 3 | 1,331 | $374,900 | $281 | 15 days |
| 6 Main Street | N/A | N/A | N/A | $25,000 | Unknown | 16 days |
| 1005 Whispering Hills | 2 | 2 | 1,053 | $290,000 | $275 | 16 days |
| 50 Hambletonian Avenue | 3 | 2 | 1,583 | $550,000 | $347 | 16 days |
| 2124 Whispering Hills | 2 | 1 | 1,084 | $299,000 | $275 | 17 days |
| 3561 Rte 94 | 3 | 3 | 2,902 | $649,999 | $223 | 24 days |
| 1 Sanford Avenue | 4 | 3 | 2,280 | $750,000 | $328 | 21 days |
| 3409 Whispering Hills | 3 | 3 | 1,331 | $360,000 | $270 | 22 days |
| 32 Surrey Road | 4 | 2 | 1,820 | $475,000 | $260 | 23 days |
| Average: | 3.8 | 2.6 | 2,344 | $605,537 | $269 | 69 days |
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| Address | Beds | Baths | Living ft2 | List Price | Cost per ft2 | DOM |
|---|---|---|---|---|---|---|
| 1 Bell Way | 3 | 2 | 1,724 | $565,000 | $327 | 16 days |
| 33 Meadow Avenue | 3 | 1 | 1,561 | $370,000 | $237 | 35 days |
| 2007 Whispering Hills | 2 | 2 | 1,086 | $279,999 | $257 | 21 days |
| 14 Larchwood Drive | 4 | 2 | 1,932 | $629,000 | $325 | 39 days |
| 4114 Whispering Hills | 3 | 2 | 1,393 | $389,900 | $279 | 42 days |
| 2604 Whispering Hills | 3 | 3 | 1,086 | $350,000 | $322 | 35 days |
| 1 Arborvitae Court | 3 | 3 | 2,677 | $725,000 | $270 | 47 days |
| 7 Hilltop Lane | 5 | 3 | 2,700 | $740,000 | $274 | 3 days |
| 3414 Whispering Hills | 3 | 2 | 1,316 | $349,999 | $265 | 44 days |
| 1 Hemlock Court | 3 | 3 | 2,600 | $700,000 | $269 | 2 days |
| 76 Surrey Road | 3 | 2 | 1,912 | $489,900 | $256 | 19 days |
| 212 Old Dutch Hollow Road | 2 | 2 | 2,079 | $459,000 | $220 | 26 days |
| Average: | 3.0 | 2.3 | 1,660 | $515,619 | $274 | 263 days |
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| Address | Beds | Baths | Living ft2 | List Price | Sold Price | Cost per ft2 | DOM | Sold Date |
|---|---|---|---|---|---|---|---|---|
| 1 Periwinkle Court | 5 | 3 | 2,700 | $750,000 | $745,000 | $275 | 2 days | 9/8/26 |
| 2 Gate Way | 5 | 3 | 3,200 | $710,000 | $710,000 | $221 | 2 days | 9/5/26 |
| 85 Surrey Road | 4 | 2 | 2,076 | $524,900 | $560,000 | $269 | 7 days | 9/2/26 |
| 16 Oakland Avenue | 4 | 3 | 2,090 | $425,000 | $399,000 | $190 | 233 days | 9/1/26 |
| 37 Surrey Road | 4 | 2 | 1,730 | $500,000 | $535,000 | $309 | 30 days | 8/27/26 |
| 151 Laroe Road | 3 | 2 | 1,177 | $430,000 | $440,000 | $373 | 68 days | 8/27/26 |
| 3 Elmwood Drive | 4 | 2 | 1,932 | $579,999 | $600,000 | $310 | 64 days | 8/21/26 |
| 1401 Whispering Hills | 2 | 1 | 1,084 | $260,000 | $240,000 | $221 | 227 days | 8/17/26 |
| 1 N Hudson Street | 3 | 2 | 1,778 | $499,900 | $500,000 | $281 | 16 days | 8/12/26 |
| 2 Imperial Park | N/A | N/A | N/A | $149,900 | $107,500 | Unknown | 114 days | 8/6/26 |
| 5 Roggia Road | 3 | 2 | 1,882 | $450,000 | $450,000 | $239 | 46 days | 8/4/26 |
| 3910 Whispering Hills | 3 | 3 | 1,331 | $369,900 | $369,900 | $277 | 137 days | 7/17/26 |
| Average: | 3.1 | 2.4 | 1,747 | $442,244 | $440,312 | $270 | 59 days | |
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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.