Little Plains Road
Little Plains Road runs from Southampton Village's turn-of-the-century streets past Balcastle to Little Plains Beach, crossing in and out of historic-district lines.
Little Plains Road runs south through the Incorporated Village of Southampton from the turn-of-the-century streets near Hampton Road to the ocean at Little Plains Beach, 543 Little Plains Road. Along the way it crosses several historic-designation lines, and which side of a line a house sits on decides how it can be changed.
The north end is in the Southampton Village Historic District. The 1985 National Register nomination describes the Post Crossing, Elm Street, Little Plains Road and Lewis Street area as an intact neighborhood of late nineteenth- and early twentieth-century houses in local versions of the Queen Anne, Shingle and Colonial Revival styles. It names 70 Little Plains Road as a notable example. Farther south, at Herrick Road, is Balcastle, listed separately because modern and altered houses divide it from the district.
Balcastle
Balcastle stands at the northwest corner of Little Plains and Herrick Roads. It was listed on the National Register in 1986 as an individual property. The nomination calls it the village's only example of castellated Gothic Revival: a brick house of one story and five bays with an octagonal tower on the west and a two-story square tower on the east, built in 1910 by Edward Elliston, with a hexagonal wood garden pavilion. The Village's 2026 draft inventory lists it at 143 Herrick Road and records a stone plaque reading "Balmaison" on the secondary building.
Individual listing protects the building's record, not its neighbors. The houses around it were described in 1985 as altered or modern.
How close is close enough
In 2006, a circa-1740 house that had been built in Connecticut and moved to 444 Little Plains Road received a demolition permit. The 27east account says the house sat "just feet and inches" outside the Village historic district. It was dismantled, numbered and stored, and later re-erected in Sag Harbor.
The lesson for buyers and sellers is the boundary. Inside the district, a building permit for demolition or exterior change needs a Certificate of Appropriateness from the Board of Architectural Review and Historic Preservation. Outside it, the controls are lighter, though the Board still holds demolition evaluations; its January 2026 agenda carried one for 30 Little Plains Road.
The line may move. The Village's 2026 draft boundary-expansion report proposes adding an area that, in its description, "cuts across the north end of Little Plains Road south to Lewis Street and east to the west side of Old Town Road." It is a draft National Register nomination, not a listing, and Village designation would be a separate act.
The ocean end
Little Plains Beach is a Village ocean beach with permit parking; Southampton Town permits are not accepted. Houses near the road end are close to the beach and its parking. A short walk to the beach is not ocean frontage, and any path to the sand should be in title.
Questions to settle before contract
- Inside the 1988 district, the 1993 increase, the 2026 proposed expansion, or none? Check the current maps.
- Contributing or non-contributing? Any prior Certificate of Appropriateness or demolition evaluation on file?
- Near the ocean end: FEMA zone and elevation, and what the survey shows between the lot and the beach.
- For Balcastle or its neighbors: what the individual listing covers and what it does not.
Nearby
Herrick Road crosses at Balcastle. Wickapogue Road runs east toward Water Mill. Gin Lane is the summer colony's ocean road to the west. See Southampton Village and the oceanfront-property guide.
Considering Little Plains Road?
Request a private pricing review of a specific Little Plains Road property from The Roebling Research Desk. It covers which district line applies, the building's contributing status, beach proximity and the comparable village and ocean-end sales.
Recorded sales
Recorded sales through July 2026
16 recorded arm’s-length sales of 14 distinct properties since October 2016 (14 house, 2 partial interest).
4 single-parcel house sales in 2023–2025 — too few for a range or median; listed below.
Historical transaction median, Feb 28, 2017 to Apr 22, 2025: $5,462,500 (14 single-parcel house sales). A decade-wide figure, not a current value.
| Sale date | Address | Type | Recorded price | Beds (roll) | Built (roll) | Flood zone |
|---|---|---|---|---|---|---|
| Apr 22, 2025 | 141 Little Plains Road | House | $4,375,000 | 4 | 1986 | X |
| Oct 11, 2024 | 296 Little Plains Road | House | $6,750,000 | 4 | 1991 | X |
| Oct 2, 2023 | 92 Little Plains Road | House | $6,700,000 | 4 | 1994 | X |
| Mar 17, 2023 | 248 Little Plains Road | House | $4,500,000 | 9 | 2024 | X |
| Jun 2, 2022 | 263 Little Plains Road | House | $6,495,000 | 4 | 1997 | X |
| Dec 28, 2021 | 321 Little Plains Road | House | $6,950,000 | 5 | 1983 | X |
| Dec 10, 2021 | 240 Little Plains Road | House | $6,000,000 | 7 | 2015 | X |
| Jul 2, 2021 | 296 Little Plains Road | House | $5,825,000 | 4 | 1991 | X |
| Dec 30, 2019 | 44 Little Plains Road | House | $2,400,000 | 3 | 2004 | — |
| Dec 3, 2019 | 190 Little Plains Road | House | $4,000,000 | 7 | 2021 | X |
| Oct 28, 2019 | 209 Little Plains Road | House | $11,350,000 | 8 | 2021 | X |
| Jun 12, 2018 | 477 Little Plains Road | Partial interest | $10,000,000 | — | — | — |
| Jun 12, 2018 | 477 Little Plains Road | Partial interest | $14,000,000 | 6 | 1995 | — |
| Nov 17, 2017 | 209 Little Plains Road | House | $4,750,000 | 8 | 2021 | X |
| Sep 25, 2017 | 81 Little Plains Road | House | $1,525,000 | 6 | 2020 | — |
| Feb 28, 2017 | 329 Little Plains Road | House | $5,100,000 | 6 | 2002 | 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
0 of 52 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 | 52 | 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.
- Apaquogue Road
- Atlantic Avenue
- Bay Lane, Water Mill
- Beach Lane
- Beach Lane, Westhampton Beach
- Captains Neck Lane
- Cobb Road
- Cranberry Hole Road
- Daniels Lane, Sagaponack
- Dunemere Lane
- Egypt Lane
- First Neck Lane
- Flying Point Road
- Georgica Road
- Great Plains Road
- Halsey Lane
- Halsey Neck Lane
- Hedges Lane, Sagaponack
- Herrick Road
- Hither Lane
- Huntting Lane
- Indian Wells Highway
- Jobs Lane, Bridgehampton
- Lee Avenue
- Lily Pond Lane
- Marine Boulevard
- Mecox Road
- Mitchell Lane, Bridgehampton
- Ocean Avenue
- Ocean Road, Bridgehampton
- Ox Pasture Road
- Parsonage Lane, Sagaponack
- Pauls Lane
- Quogue Street
- Rose Hill Road
- Sagaponack Main Street
- Sagaponack Road
- Surfside Drive, Bridgehampton
- Toilsome Lane
- Town Line Road
- West End Road
- Wickapogue Road
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 Little Plains 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?
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.