The 50 most expensive homes in New Castle
These are the 50 highest full market values on the New Castle 2026 assessment roll. Full market value is the assessor's estimate of what a property would sell for. It is not a listing price or the price the home last sold for. The median across all 6,320 residential parcels in New Castle is $1,025,090, so every home on this page is well above the typical one.
A high value does not always mean a high tax bill. Exemptions, STAR, and the split between county, school, and village taxes all change the final number, so the estimated tax column is not in the same order as value. Large parcels and estates are often valued as much for the land as for the house.
| # | Address | Full market value | Assessed | Est. annual tax |
|---|---|---|---|---|
| 1 | 96 Sheather Rd | $40,306,093 | $5,622,700 | $718,730 |
| 2 | 97 Sheather Rd | $17,921,147 | $2,500,000 | $319,566 |
| 3 | 340 Sarles St | $14,157,706 | $1,975,000 | $252,457 |
| 4 | 773 Armonk Rd | $10,372,043 | $1,446,900 | $184,952 |
| 5 | 365 Sarles St | $9,913,978 | $1,383,000 | $176,784 |
| 6 | 48 Haights Cross Rd | $9,564,158 | $1,334,200 | $215,294 |
| 7 | 123 Westwood Dr | $9,086,022 | $1,267,500 | $162,020 |
| 8 | 47 Lawrence Frm Crswy | $7,967,742 | $1,111,500 | $179,357 |
| 9 | 725 King St | $7,659,355 | $1,068,480 | $172,415 |
| 10 | Sarles St | $7,139,427 | $995,950 | $127,309 |
| 11 | 158 Hawkes Av | $6,827,957 | $952,500 | $162,547 |
| 12 | 106 Tripp St | $6,810,036 | $950,000 | $121,435 |
| 13 | 341 Whippoorwill Rd | $6,767,025 | $944,000 | $152,329 |
| 14 | 22 Deer Creek Ln | $6,486,559 | $904,875 | $146,015 |
| 15 | 402 Sarles St | $6,415,771 | $895,000 | $114,405 |
| 16 | 35 Devoe Rd | $5,834,839 | $813,960 | $131,345 |
| 17 | 58 Carolyn Pl | $4,695,341 | $655,000 | $105,694 |
| 18 | 16 Cerf Ln | $4,639,570 | $647,220 | $104,439 |
| 19 | 783 King St | $4,616,487 | $644,000 | $82,319 |
| 20 | 49 Carolyn Pl | $4,586,738 | $639,850 | $103,250 |
| 21 | 44 Algonquin Dr | $4,586,738 | $639,850 | $103,250 |
| 22 | 53 Algonquin Dr | $4,408,602 | $615,000 | $99,240 |
| 23 | 2 Gedney Way | $4,369,892 | $609,600 | $98,368 |
| 24 | 7 Petersville Rd | $4,329,749 | $604,000 | $97,464 |
| 25 | 20 Bessel Ln | $4,323,082 | $603,070 | $97,315 |
| 26 | 45 Kerry Ln | $4,315,412 | $602,000 | $97,142 |
| 27 | 16 Hollow Ridge Rd | $4,236,129 | $590,940 | $75,538 |
| 28 | 320 Whippoorwill Rd | $4,228,889 | $589,930 | $95,195 |
| 29 | 33 Lawrence Frm Crswy | $4,107,527 | $573,000 | $92,462 |
| 30 | 24 Trails End | $4,104,659 | $572,600 | $92,398 |
| 31 | 16 Taylor Rd | $4,103,943 | $572,500 | $92,381 |
| 32 | 45 Carolyn Pl | $4,096,774 | $571,500 | $92,220 |
| 33 | 577 Millwood Rd | $4,093,190 | $571,000 | $92,140 |
| 34 | 50 Neustadt Ln | $4,050,179 | $565,000 | $91,170 |
| 35 | 351 Whippoorwill Rd | $4,028,817 | $562,020 | $90,690 |
| 36 | 28 Overlook Dr | $4,028,674 | $562,000 | $90,688 |
| 37 | 99 Tripp St | $4,000,000 | $558,000 | $71,328 |
| 38 | 59 Carolyn Pl | $3,994,265 | $557,200 | $89,912 |
| 39 | 44 Old Roaring Brook Rd | $3,962,366 | $552,750 | $89,194 |
| 40 | 10 Bessel Ln | $3,960,215 | $552,450 | $89,147 |
| 41 | 301 Whippoorwill Rd | $3,925,448 | $547,600 | $88,364 |
| 42 | 369 Whippoorwill Rd | $3,910,394 | $545,500 | $88,025 |
| 43 | 14 Trails End | $3,883,154 | $541,700 | $87,411 |
| 44 | 23 Heathcote Dr | $3,870,968 | $540,000 | $87,137 |
| 45 | 2 Autumn Way | $3,833,692 | $534,800 | $86,298 |
| 46 | 23 Hollow Ridge Rd | $3,812,545 | $531,850 | $67,984 |
| 47 | 320 Croton Dam Rd | $3,799,283 | $530,000 | $90,447 |
| 48 | 30 Hemlock Hills | $3,782,258 | $527,625 | $85,140 |
| 49 | 40 Spring Ln | $3,767,025 | $525,500 | $84,797 |
| 50 | 37 Carolyn Pl | $3,763,441 | $525,000 | $84,717 |
Source: New Castle 2026 assessment roll (SWIS 553600), compiled by Infarill LLC. Estimated taxes use county, school, and village mill rates for fiscal year 2026 town & county / 2026-27 school and leave out special district charges. Dale Ledger is unofficial and is not affiliated with any municipality or school district. Check figures with the Town of New Castle Assessor.
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FAQ
What is the most expensive home in New Castle, NY?
On the 2026 roll the highest full market value is $40,306,093 at 96 Sheather Rd. This is the assessor's estimate of value. It is not a sale price.
Is this the same as the most expensive home sold in New Castle?
No. These are the assessor's values, not sale prices. A home can be assessed above or below what it would sell for today.
Unofficial. Confirm figures with the Town of New Castle Assessor before you act on them. New Castle covers Chappaqua and Millwood.