Rose Hill Road
Rose Hill Road runs south from Montauk Highway in Water Mill past Rosemary Lodge, an 1884 Shingle Style house on the National Register, and several survey-listed houses.
Rose Hill Road runs south from Montauk Highway in Water Mill, an unincorporated hamlet governed by the Town of Southampton. Its record is specific: one National Register house and several more that the Town's 2014 draft historic resources survey identifies as potential landmarks.
Two of those houses were moved here. The best-known was moved 0.4 mile down the road in 1985, and the survey records another house moved here from the hamlet center.
Rosemary Lodge
Rosemary Lodge, also listed as the Rev. H.T. Rose House, stands at 322 Rose Hill Road. It is a two-and-a-half-story Shingle Style house begun in 1884 as an unfinished shell from plans by the Lowell, Massachusetts, architect Frederick W. Stickney, with a rear wing added in 1904. According to the National Register registration form, as quoted by 27east, the interior was finished by the original owner over years, and the form calls the building a highly intact example of the style.
In 1985 the house was moved 0.4 mile south from the southeast corner of Rose Hill Road and Montauk Highway to its present parcel. It was listed on the National Register in 2000. The form accepts the move, noting that the house "maintains the level, open and rural setting in which it was built."
National Register listing by itself places no specific restrictions on a private owner. Town landmark designation, for which the 2014 survey considered the house potentially eligible, would: improvements to a Town landmark are reviewed by the Landmarks and Historic Districts Board, and landmark status opens eligibility for a tax abatement and a preservation easement.
The survey houses
The Town's 2014 draft survey for Water Mill proposes a non-contiguous Water Mill Multiple Resource District, meaning a district made of scattered qualifying properties rather than one bounded area. It lists four more Rose Hill Road properties as potentially contributing:
- 386 Rose Hill Road, the Corwith-Jennings House. About 1900, designed by the local architect Walter Brady, in a mix of Craftsman, Queen Anne and Colonial Revival with a gambrel roof and an octagonal tower. The survey says it originally stood near the present Market Square, and the chapter history says the Jennings house was moved to Rose Hill Road when Market Square was built in 1976.
- 428 Rose Hill Road. A Tudor Revival house of about 1928 with a garage in the same style.
- 217 and 254 Rose Hill Road. Between them, a mid-twentieth-century modern house by the architect Peter Blake and a brick Colonial Revival house of about 1925. The survey extract does not make clear which address is which.
These are survey findings, not designations. Under the Town Code's landmark criteria, designation is a separate act of the Town Board.
Questions to settle before contract
- Is the house in the 2014 survey, and has it since been designated a Town landmark?
- For a moved house: the date of the move, the foundation, and which parts of the structure date from before and after.
- For Rosemary Lodge or a survey house: is any preservation easement or tax-abatement agreement recorded?
- Town zoning district and lot area for any planned addition; Town, not Village, rules apply here.
Nearby
Wickapogue Road reaches Water Mill from Southampton Village. The hamlet's farms, Mill Pond and Mecox Bay are covered on the Water Mill page. Herrick Road in the Village has a house moved from Water Mill's Mecox shore in 1922.
Considering Rose Hill Road?
Request a private pricing review of a specific Rose Hill Road property from The Roebling Research Desk. It covers National Register and Town landmark status, any move history, Town zoning and the comparable Water Mill sales.
Recorded sales
Recorded sales through July 2026
18 recorded arm’s-length sales of 17 distinct properties since October 2016 (15 house, 3 land).
Houses sold 2023–2025: 6 single-parcel sales, from $3M to $20.5M. Too few for a median; the sales are listed below.
Historical transaction median, Oct 26, 2016 to Feb 20, 2026: $5,791,500 (15 single-parcel house sales). A decade-wide figure, not a current value.
| Sale date | Address | Type | Recorded price | Beds (roll) | Built (roll) | Flood zone |
|---|---|---|---|---|---|---|
| Feb 20, 2026 | 200 Rose Hill Road | House | $20,000,000 | 10 | 2023 | X |
| Dec 5, 2025 | 354 Rose Hill Road | House | $10,450,000 | 6 | 2011 | X |
| Nov 26, 2025 | 217 Rose Hill Road | House | $20,500,000 | 7 | 1991 | X |
| Sep 24, 2024 | 315 Rose Hill Road | House | $18,650,000 | 8 | 2013 | X |
| Mar 28, 2024 | 101 Rose Hill Road | Land | $4,500,000 | — | — | X |
| Mar 28, 2024 | 123 Rose Hill Road | Land | $4,500,000 | — | — | X |
| Jan 26, 2024 | 294 Rose Hill Road | House | $6,500,000 | 3 | 1991 | X |
| Dec 19, 2023 | 111 Rose Hill Road | House | $20,000,000 | 6 | 1994 | X |
| Dec 19, 2023 | 105 Rose Hill Road | House | $3,000,000 | 3 | 1997 | X |
| Nov 28, 2023 | 149 Rose Hill Road | Land | $9,000,000 | — | — | X |
| Jun 2, 2022 | 191 Rose Hill Road | House | $5,775,000 | 5 | 1991 | X |
| Sep 30, 2021 | 179 Rose Hill Road | House | $4,800,000 | 4 | 2004 | X |
| Apr 22, 2021 | 87 Rose Hill Road | House | $835,000 | 3 | 2003 | X |
| Apr 9, 2021 | 200 Rose Hill Road | House | $5,791,500 | 10 | 2023 | X |
| Apr 5, 2021 | 150 Rose Hill Road | House | $14,900,000 | 10 | 2022 | X |
| Aug 9, 2018 | 275 Rose Hill Road | House | $2,550,000 | 6 | 2020 | X |
| Feb 1, 2018 | 287 Rose Hill Road | House | $3,200,000 | — | — | X |
| Oct 26, 2016 | 21 Rose Hill Road | House | $1,125,000 | 4 | 2012 | X |
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
4 of 60 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 |
|---|---|---|
| AE — 1% annual-chance flood, base flood elevation set | 4 | A 1% chance of flooding in any year (about 26% over a 30-year mortgage). Flood insurance is required with a federally backed mortgage. A new or substantially improved house must have its lowest floor at or above the base flood elevation shown on the map; local codes can require more. |
| X (shaded) — 0.2% annual-chance flood | 3 | A 0.2% annual chance of flooding (the “500-year” flood). Flood insurance is not federally required, but it is usually available at lower rates and a lender may still ask for it. |
| X — minimal flood hazard | 53 | 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 Rose Hill Road?
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?
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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.