Recent sales in Chester
1,155 parcels, median assessed value $141,200. 47 sales recorded in the 12 months to March 10, 2026, median $291,000.
| Address | Date | Price | Assessed | Use |
|---|---|---|---|---|
| 10 William St | March 10, 2026 | $197,500 | $391,300 | Single Family Residential |
| 24 Bromley Rd | February 27, 2026 | $145,000 | $269,200 | Single Family Residential |
| 11 Campbell Rd | February 20, 2026 | $365,000 | $332,800 | Single Family Residential |
| 500 East River Rd | February 17, 2026 | $450,000 | $429,200 | Single Family Residential |
| 171 Prospect St | February 12, 2026 | $27,500 | $223,300 | Single Family Residential |
| 0 Round Hill Rd | February 10, 2026 | $22,500 | $19,200 | Developable Residential Land |
| 67 Bromley Rd | February 5, 2026 | $196,000 | $223,700 | Single Family Residential |
| 73 Ingell Rd | January 23, 2026 | $340,000 | $284,000 | Mixed Use (Primarily Residential, some Agriculture) |
| 529 Skyline Trail | January 23, 2026 | $100,000 | $199,000 | Single Family Residential |
| 241 Route 20 | January 21, 2026 | $400,000 | $229,100 | Eating and Drinking Establishments - restaurants, diners, fast food establishments, bars, nightclubs |
| 0 Bay State Dr | December 30, 2025 | $37,280 | $27,700 | Developable Industrial Land |
| 689 Skyline Trail | December 30, 2025 | $340,000 | $298,700 | Single Family Residential |
| 0 Bromley Rd | December 22, 2025 | $20,000 | $59,100 | Developable Residential Land |
| 17 Bromley Rd | December 22, 2025 | $380,000 | $269,800 | Single Family Residential |
| 104 Middlefield Rd | December 17, 2025 | $280,000 | $258,800 | Single Family Residential |
| 11 Maple St | December 5, 2025 | $213,000 | $210,800 | Single Family Residential |
| 21 Syl Hamilton Rd | December 3, 2025 | $380,000 | $302,600 | Single Family Residential |
| 7 William St | December 1, 2025 | $291,000 | $72,100 | Single Family Residential |
| 120 Fisk Rd | November 26, 2025 | $380,000 | $232,000 | Single Family Residential |
| 76 Hampden St | November 7, 2025 | $270,000 | $208,100 | Single Family Residential |
| 0 Holcomb Rd | October 27, 2025 | $558,350 | $65,400 | Developable Residential Land |
| 0 Skyline Trail | October 15, 2025 | $558,350 | $61,500 | Division of Fish and Game Wildlife, Environmental Law Enforcement -- formerly Division of Fisheries and Wildlife, Environmental Law Enforcement |
| 97 Old State Hwy | October 15, 2025 | $120,000 | $191,100 | Mixed Use (Primarily Residential, some Agriculture) |
| 124 Skyline Trail | October 7, 2025 | $749,000 | $743,100 | Mixed Use (Primarily Recreation, some Residential) |
| 28 Middlefield Rd | September 17, 2025 | $176,403 | $249,600 | Single Family Residential |
| 9 William St | September 15, 2025 | $315,000 | $186,000 | Single Family Residential |
| 0 Skyline Trail | September 11, 2025 | $40,000 | $48,300 | Developable Residential Land |
| 277 Skyline Trail | September 9, 2025 | $550,000 | $409,100 | Mixed Use (Primarily Residential, some Forest) |
| 279 Goss Hill Rd | September 8, 2025 | $480,000 | $481,100 | Single Family Residential |
| 275 Goss Hill Rd | September 8, 2025 | $480,000 | $13,700 | Potentially Developable Residential Land |
| 613 Skyline Trail | September 5, 2025 | $489,500 | $374,100 | Single Family Residential |
| 127 Round Hill Rd | August 29, 2025 | $20,000 | $46,500 | Single Family Residential |
| 110 Middlefield Rd | August 22, 2025 | $300,000 | $176,700 | Single Family Residential |
| 20 William St | August 21, 2025 | $299,900 | $232,300 | Single Family Residential |
| 45 Middlefield Rd | August 14, 2025 | $233,000 | $201,600 | Two-Family Residential |
| 300 Middlefield Rd | July 18, 2025 | $250,000 | $275,200 | Single Family Residential |
| 12 Campbell Rd | July 15, 2025 | $53,000 | $56,200 | Accessory Land with Improvement |
| 1 Crane Rd | June 30, 2025 | $511,195 | $234,500 | Single Family Residential |
| 272 Goss Hill Rd | June 27, 2025 | $575,000 | $41,900 | Developable Residential Land |
| 266 Goss Hill Rd | June 27, 2025 | $575,000 | $437,800 | Single Family Residential |
| 348 Skyline Trail | June 2, 2025 | $70,000 | $79,200 | Developable Residential Land |
| 424 Route 20 | April 30, 2025 | $440,000 | $302,200 | Single Family Residential |
| 0 Off Goss Hill Rd | April 30, 2025 | $65,000 | $115,400 | Mixed Use (Primarily Residential, some Forest) |
| 14 Maple St | April 9, 2025 | $110,000 | $189,900 | Single Family Residential |
| 0 N Chester Rd | March 25, 2025 | $1,000 | $13,300 | Undevelopable Residential Land |
| 54 Route 20 | March 21, 2025 | $242,000 | $173,800 | Single Family Residential |
| 166 Bromley Rd | March 14, 2025 | $445,000 | $385,200 | Single Family Residential |