Toilsome Lane
Toilsome Lane on East Hampton Village's northwest side holds two National Register houses: the 1799 Miller Dayton House and the 1829 Josiah Dayton House.
Toilsome Lane runs through the northwest side of East Hampton Village, away from the ocean-side estate lanes. Its specific record is two early houses, both individual components of the 1988 National Register nomination for the Village.
The 1799 Miller Dayton House stands at 19 Toilsome Lane. The nomination cites it as an early house type found outside the old Village core.
The 1829 Josiah Dayton House stands at 35 Toilsome Lane. The nomination notes its relatively large lot and several former farm buildings.
The lane lies in the Incorporated Village of East Hampton. National Register listing does not, on its own, bring Village review; Village landmark designation under chapter 176 does.
Questions to settle before contract
- Is the parcel one of the two Dayton properties, and has the Village designated it?
- For the farm buildings, which are lawful accessory structures and what uses do their certificates allow?
- Which Village zoning district applies, and could the lot be subdivided or is it already at its minimum?
- What alterations to the early house have permits, and what survives of the original frame?
Nearby
Hither Lane holds another early house at the Village's north end. The East Hampton Village guide covers the Village as a whole.
Considering Toilsome Lane?
Request a private pricing review for a specific Toilsome Lane property from The Roebling Research Desk, organized around building history, historic status, approvals and the comparables that actually compete.
Recorded sales
Recorded sales through July 2026
16 recorded arm’s-length sales of 14 distinct properties since October 2016 (11 house, 5 condominium).
No single-parcel house sales were recorded in 2023–2025.
| Sale date | Address | Type | Recorded price | Beds (roll) | Built (roll) | Flood zone |
|---|---|---|---|---|---|---|
| Mar 23, 2026 | 2 Toilsome Lane | House | $1,865,000 | — | — | — |
| Jul 2, 2025 | 59 Toilsome Lane | House · package of 3 parcels | $5,150,000* | — | — | X |
| Apr 14, 2025 | 10 Toilsome Lane | Condominium | $1,240,000 | — | — | — |
| Apr 27, 2023 | 63 Toilsome Lane | House · package of 2 parcels | $2,650,000* | — | — | X |
| Dec 3, 2021 | 66 Toilsome Lane | House | $3,550,000 | — | — | X |
| Sep 23, 2021 | 65 Toilsome Lane | House | $5,100,000 | — | — | X |
| Mar 16, 2021 | 14 Toilsome Lane | House | $1,300,000 | — | — | — |
| Mar 10, 2021 | 61 Toilsome Lane | House | $6,200,000 | — | — | X |
| Jan 11, 2021 | 26 Toilsome Lane | Condominium | $690,000 | — | — | — |
| Oct 30, 2019 | 18 Toilsome Lane | Condominium | $925,000 | — | — | — |
| Jul 25, 2019 | 2 Toilsome Lane | Condominium | $815,000 | — | — | — |
| May 24, 2019 | 75 Toilsome Lane | House | $3,500,000 | — | — | X |
| May 20, 2019 | 55 Toilsome Lane | House · package of 2 parcels | $1,450,000* | — | — | X |
| Dec 14, 2018 | 4 Toilsome Lane | House | $675,000 | — | — | — |
| Oct 29, 2018 | 18 Toilsome Lane | Condominium | $493,500 | — | — | — |
| Mar 9, 2018 | 71 Toilsome Lane | House | $15,500,000 | — | — | X |
* One price for several parcels; it is not the price of the listed address alone, and it is left out of every median. Sale date is the date of sale on the transfer form. Beds and year built come from the assessment roll where it records them. Source: New York State real property transfer record (form RP-5217, filed with every deed), arm's-length sales as flagged by the state. These figures are a separate series from the Roebling Index, which is built from published market reports. How these tables are built.
Flood and coastal exposure
0 of 38 residential and vacant parcels sit in FEMA’s 1% annual-chance flood area (zones VE, AE, A or AO), where a mortgage from a federally regulated or insured lender requires flood insurance on the building.
| FEMA zone | Parcels | What it means for an owner |
|---|---|---|
| X — minimal flood hazard | 38 | Outside the mapped flood areas. Flood insurance is not federally required. Flooding can still happen from heavy rain and drainage. |
Loans. In zones VE, AE, A and AO, any mortgage made, insured or bought by a federally regulated lender, Fannie Mae, Freddie Mac, FHA or VA requires flood insurance on the building for the life of the loan. A lender can require it in zone X as well. A cash buyer is not required to insure.
Premiums. Since 2021 the National Flood Insurance Program prices each house on its own features (elevation, distance to water, cost to rebuild), so the zone is a starting point, not the price. Private flood policies are an alternative. An elevation certificate is the document every insurer asks for.
Renovating. In the 1% flood area, if work on a house costs half or more of the building’s market value, or a storm damages it that badly, the whole house must be brought up to current flood rules, which usually means raising it. Plan a renovation budget against that line.
Zone at each tax parcel’s center point; part of a parcel can sit in a different zone. Source: FEMA National Flood Hazard Layer (Suffolk County, map 36103C), retrieved 2026-11-12; flood insurance rate map panels effective Sep 25, 2009. A parcel-level determination needs the current map panel, any Letter of Map Revision or Amendment, and an elevation certificate. State coastal erosion hazard areas are mapped separately and are not shown here. Flood and coastal-erosion guide.
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What buying, owning or selling here costs.
Peconic Bay CPF, mansion tax, title, MRT.
NY transfer tax, commission, attorney.
Taxes, flood and wind coverage, septic, upkeep.
Sell now, or rent the seasons and sell later.
A summer rental against owning the house.
Federal, NY, NYC and the nonresident payment.
Own on Toilsome Lane?
Request a pricing review of your property, prepared from the recorded sales on and around the road and what the public record shows about the parcel. Or ask about buying here.
646.939.7375 · c.cohen@compass.com
Considering a Hamptons purchase or sale?
A 30-minute consultation is the right starting point — the specific place, road or property you’re weighing, what the public record does and doesn’t settle, the diligence that matters on the South Fork, and connecting you with the right Compass East End specialist.
The Roebling Team at Compass is led by Corey Cohen, a New York licensed associate real estate broker. For the Hamptons we bring along a vetted Compass agent who specializes in the East End. This page and its calculators are research, not an offer of representation.