Which Rye homes moved most against their own street
Comparing one home's assessment to the town average tells you almost nothing — expensive streets are expensive for reasons that have nothing to do with whether the assessor got your number right. Compare your parcel to the other homes on your own street instead.
Homes on a block are similar in age, lot size, and market, so when the roll is applied evenly they move together. When parcels a few doors down barely moved and one jumped, that gap is worth asking about.
Below are the 50 Rye parcels with the largest positive gap against their own street, drawn from 51 that qualify across 226 streets with at least 5 comparable parcels each. A parcel appears if it rose at least 10 percentage points more than its street's median — and less than 100.
A further 16 Rye parcels rose more than 100 points above their street, some by over a thousand percent. Those houses were rebuilt, not re-valued, so they are excluded here — sorting by raw gap would put them at the top and bury every case a homeowner could act on. They are still on the biggest increases page.
A gap here does not mean the assessment is wrong. A finished renovation, an addition, new construction, or a correction to a previously low assessment all move a parcel faster than its street. This comparison reads the published rolls and nothing else — it does not know what is physically on the lot. If one of those happened at your house, that is your answer.
If none of them did, ask the assessor what changed. Grievance season in Westchester has the deadlines; miss one and you wait a year. Dale Ledger cannot file for you — check the City of Rye assessment rolls first.
| # | Address | vs street | Full market value | Assessed | Est. annual tax |
|---|---|---|---|---|---|
| 1 | 447 Midland Ave | +80.6 pts | $1,599,576 | $18,875 | $22,773 |
| 2 | 36 Tyler Cir | +69.1 pts | $1,612,288 | $19,025 | $22,953 |
| 3 | 7 Red Oak Dr | +67.2 pts | $3,542,373 | $41,800 | $50,432 |
| 4 | 845 Forest Ave | +64.5 pts | $10,000,000 | $118,000 | $142,367 |
| 5 | 112 Dearborn Ave | +57.0 pts | $1,949,153 | $23,000 | $27,749 |
| 6 | 340 Midland Ave | +52.1 pts | $1,398,305 | $16,500 | $19,907 |
| 7 | 71 Oakland Beach Ave | +50.4 pts | $2,230,932 | $26,325 | $31,761 |
| 8 | 50 Brown Ave | +48.1 pts | $2,309,322 | $27,250 | $32,878 |
| 9 | 76 Glen Oaks Dr | +47.8 pts | $1,500,000 | $17,700 | $21,355 |
| 10 | 251 Forest Ave | +46.7 pts | $2,701,271 | $31,875 | $38,457 |
| 11 | 59 Franklin Ave | +46.7 pts | $1,889,831 | $22,300 | $26,905 |
| 12 | 22 Chamberlain St | +45.7 pts | $2,500,000 | $29,500 | $35,592 |
| 13 | 10 Ridgeland Ter | +42.2 pts | $813,559 | $9,600 | $11,582 |
| 14 | 7 Elmwood Ave | +39.9 pts | $1,404,661 | $16,575 | $19,998 |
| 15 | 47 Adelaide St | +37.6 pts | $1,463,983 | $17,275 | $20,842 |
| 16 | 12 Rickbern St | +36.5 pts | $1,847,458 | $21,800 | $26,302 |
| 17 | 42 Davis Ave | +36.0 pts | $1,889,831 | $22,300 | $26,905 |
| 18 | 454 Milton Rd | +35.6 pts | $1,330,508 | $15,700 | $18,943 |
| 19 | 466 Milton Rd | +35.3 pts | $1,599,576 | $18,875 | $22,773 |
| 20 | 30 Kirby Ln | +35.2 pts | $5,762,712 | $68,000 | $82,043 |
| 21 | 35 Colby Ave | +34.2 pts | $1,961,864 | $23,150 | $27,931 |
| 22 | 29 Grapal St | +31.0 pts | $2,114,407 | $24,950 | $30,103 |
| 23 | 34 La Salle Ave | +28.6 pts | $2,364,407 | $27,900 | $33,661 |
| 24 | 16 Henry St | +25.9 pts | $1,296,610 | $15,300 | $18,460 |
| 25 | 27 N Kirby Ln | +25.9 pts | $4,000,000 | $47,200 | $56,947 |
| 26 | 20 Greenleaf St | +25.3 pts | $4,199,153 | $49,550 | $59,783 |
| 27 | 74 Island Dr | +24.6 pts | $8,500,000 | $100,300 | $121,012 |
| 28 | 35 Island Dr | +23.6 pts | $5,550,847 | $65,500 | $79,027 |
| 29 | 2 Adelaide St | +22.7 pts | $1,627,119 | $19,200 | $23,165 |
| 30 | 360 Grace Church St | +20.8 pts | $4,351,695 | $51,350 | $61,953 |
| 31 | 24 Brown Ave | +20.0 pts | $2,847,458 | $33,600 | $40,539 |
| 32 | 71 Island Dr | +19.7 pts | $5,771,186 | $68,100 | $82,163 |
| 33 | 1 Orchard Ln | +19.3 pts | $1,754,237 | $20,700 | $24,975 |
| 34 | 43 Horton St | +17.0 pts | $2,042,373 | $24,100 | $29,077 |
| 35 | 780 Forest Ave | +16.4 pts | $2,135,593 | $25,200 | $30,404 |
| 36 | 33 Oakwood Ave | +16.3 pts | $1,525,424 | $18,000 | $21,717 |
| 37 | 38 La Salle Ave | +15.6 pts | $3,703,390 | $43,700 | $52,725 |
| 38 | 7 Hillcrest Ln | +14.2 pts | $2,184,322 | $25,775 | $31,098 |
| 39 | 60 North St | +14.0 pts | $1,656,780 | $19,550 | $23,587 |
| 40 | 1 Robert Crisfield Pl | +13.7 pts | $2,900,424 | $34,225 | $41,292 |
| 41 | 53 Dearborn Ave | +13.4 pts | $1,682,203 | $19,850 | $23,948 |
| 42 | 48 Rye Rd | +12.3 pts | $3,559,322 | $42,000 | $50,672 |
| 43 | 16 Pine Island Rd | +11.9 pts | $7,983,051 | $94,200 | $113,653 |
| 44 | 40 Roosevelt Ave | +11.7 pts | $1,216,102 | $14,350 | $17,314 |
| 45 | 15 Harbor Ln | +11.6 pts | $1,930,085 | $22,775 | $27,478 |
| 46 | 17 Manursing Way | +11.1 pts | $5,000,000 | $59,000 | $71,184 |
| 47 | 15 Greenhaven Rd | +11.1 pts | $1,506,356 | $17,775 | $21,446 |
| 48 | 145 Milton Rd | +10.8 pts | $7,900,424 | $93,225 | $112,476 |
| 49 | 45 Meadow Pl | +10.5 pts | $1,834,746 | $21,650 | $26,121 |
| 50 | 41 Walker Ave | +10.1 pts | $1,940,678 | $22,900 | $27,630 |
Get the grievance deadline before it passes
Westchester grievance deadlines are fixed, annual, and easy to miss — once the date passes you wait a year. Leave your email and we will send you the Rye date once, ahead of time, plus a note when the next roll is published.
Source: Rye 2026 assessment roll (SWIS 551400), compiled by Infarill LLC. Estimated taxes use county, school, and village mill rates for FY 2026 city / 2025-26 school / 2025 county and exclude special district charges. Dale Ledger is unofficial and not affiliated with any municipality or school district — confirm on the City of Rye assessment rolls.
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FAQ
How do I know if I am over-assessed in Rye?
Compare your parcel's year-over-year change to the median change on your own street, not to the town as a whole. If yours rose substantially more and you have not renovated, built, or subdivided, that gap is worth raising with the assessor.
Does a large gap mean my assessment is wrong?
No. It is a screening signal only. Renovations, additions, new construction, and corrections to a previously low assessment all cause a parcel to rise faster than its street, legitimately.
Can Dale Ledger file a grievance for me?
No. Dale Ledger is an unofficial almanac, not a tax adviser or representative. Only you or an authorised representative can file, and only the assessor and Board of Assessment Review can change an assessment.
Unofficial. Confirm figures on the City of Rye PROS before decisions. School district: Rye City School District.