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 |
|---|---|---|---|---|---|---|
| 4 Walnut Court | 4 | 2 | 1,852 | $399,999 | $215 | 16 days |
| 2 Periwinkle Court | 5 | 3 | 3,600 | $880,000 | $244 | 15 days |
| 2313 Whispering Hills | 2 | 1 | 1,084 | $239,900 | $221 | 15 days |
| TBD Rt-17M | N/A | N/A | N/A | $399,999 | Unknown | 22 days |
| 3706 Whispering Hills | 2 | 2 | 1,086 | $339,900 | $312 | 36 days |
| 2107 Whispering Hills | 2 | 2 | 1,086 | $299,000 | $275 | 42 days |
| 147 Main Street | 4 | 2 | N/A | $549,000 | Unknown | 38 days |
| 1212 Whispering Hills | 2 | 1 | 1,084 | $269,000 | $248 | 42 days |
| 1223 Whispering Hills | 3 | 2 | 1,316 | $299,900 | $227 | 42 days |
| 63-73 Old Chester Road | 17 | 10 | 12,128 | $2,999,999 | $247 | 42 days |
| 63-73 Old Chester rd Old Chester Road | N/A | N/A | N/A | $2,999,999 | Unknown | 44 days |
| 19 Meadow Avenue | 2 | 2 | 1,910 | $499,999 | $261 | 47 days |
| Average: | 4.0 | 2.8 | 2,708 | $746,882 | $261 | 93 days |
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| Address | Beds | Baths | Living ft2 | List Price | Cost per ft2 | DOM |
|---|---|---|---|---|---|---|
| 50 Hambletonian Avenue | 3 | 2 | 1,583 | $550,000 | $347 | 36 days |
| 3409 Whispering Hills | 3 | 3 | 1,331 | $360,000 | $270 | 29 days |
| 32 Surrey Road | 4 | 2 | 1,820 | $475,000 | $260 | 36 days |
| 34 Boville Court | 4 | 4 | 2,707 | $839,000 | $309 | 48 days |
| 8 Bridle Lane | 4 | 2 | 1,820 | $495,000 | $271 | 17 days |
| 21 Trotting Drive | 3 | 2 | 1,624 | $475,000 | $292 | 47 days |
| 4114 Whispering Hills | 3 | 2 | 1,393 | $389,900 | $279 | 42 days |
| 2 Hemlock Court | 5 | 3 | 2,700 | $750,000 | $277 | 96 days |
| 1 Arborvitae Court | 3 | 3 | 2,677 | $725,000 | $270 | 47 days |
| 3414 Whispering Hills | 3 | 2 | 1,316 | $349,999 | $265 | 44 days |
| 212 Old Dutch Hollow Road | 2 | 2 | 2,079 | $459,000 | $220 | 26 days |
| 4118 Whispering Hills Drive | 2 | 2 | 1,294 | $329,000 | $254 | 29 days |
| Average: | 3.4 | 2.4 | 1,911 | $536,427 | $280 | 215 days |
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| Address | Beds | Baths | Living ft2 | List Price | Sold Price | Cost per ft2 | DOM | Sold Date |
|---|---|---|---|---|---|---|---|---|
| 3211 Whispering Hills | 3 | 2 | 1,316 | $370,000 | $390,000 | $296 | 15 days | 10/27/26 |
| 4008 Whispering Hills Drive | 2 | 2 | 1,072 | $290,000 | $280,000 | $261 | 57 days | 10/27/26 |
| 2119 Whispering Hills | 2 | 2 | 1,086 | $295,000 | $293,000 | $269 | 65 days | 10/26/26 |
| 2007 Whispering Hills | 2 | 2 | 1,086 | $279,999 | $275,000 | $253 | 21 days | 10/20/26 |
| Main Street | N/A | N/A | N/A | $500,000 | $400,000 | Unknown | 1308 days | 10/15/26 |
| 42 Brookside Avenue | N/A | N/A | N/A | $1,750,000 | $1,100,000 | Unknown | 1308 days | 10/15/26 |
| 14 Larchwood Drive | 4 | 2 | 1,932 | $629,000 | $640,000 | $331 | 39 days | 10/14/26 |
| 2604 Whispering Hills | 3 | 3 | 1,086 | $350,000 | $355,000 | $326 | 35 days | 10/6/26 |
| 1 Bell Way | 3 | 2 | 1,724 | $565,000 | $575,000 | $333 | 16 days | 10/1/26 |
| 2820 Whispering Hills | 2 | 2 | 1,072 | $319,900 | $319,900 | $298 | 48 days | 9/30/26 |
| 35 Maple Avenue | 3 | 3 | 2,032 | $489,900 | $510,000 | $250 | 103 days | 9/25/26 |
| 20 Cherrywood Drive | 3 | 2 | 1,368 | $450,000 | $450,000 | $328 | 277 days | 9/24/26 |
| Average: | 3.1 | 2.4 | 1,681 | $451,914 | $440,420 | $272 | 94 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.