PINE PLAINS — The 12-month trailing median price for a single-family home in the Town of Pine Plains remained at $548,250 for the period ending Feb. 28 — the same as the month of January.
The figure marks a 51% increase from the $363,500 median recorded for the 12 months ending Feb. 28, 2025, and 59% over the comparable period ending February, 2024.
Home prices started to rise sharply last summer when they rose above $400,000 for the first time. The highest median price attained for 12 months was $624,250 in November of 2025.
The number of annual sales on a 12-month rolling basis in Pine Plains remains within its three-year range of 12 to 18 a year.
A total of 18 single-family homes were sold in the 12 months ending Feb. 28, compared with 11 sales in the period ending Feb. 28, 2025, and 19 sales for the 12 months ending Feb. 28, 2024.
The busiest year wasfor the 12 months ending in June 2021, when 40 homes were sold between June 2020 and June 2021 during the COVID-19 pandemic.
Inventory of all homes remains limited. As of early April, there were 10 single-family homes on the market in two distinct price segments. Five were listed above $3 million while four residential properties were listed below the current $548,250 median price. Five parcels of land are listed for sale on OneKey multiple listing service and three commercial properties are for sale including an event venue, a former car dealership and a converted church.
February 2026 Recorded Transfers
390 Carpenter Hill Road — 28.4 acres of productive, vacant agricultural land sold for $29,930 an acre to JAEF Family Holdings LLC for $850,000.
143 Ryan Road — 4 bedroom/2.5 bath home on 1.16 acres sold to Robert Moore III for $575,000.
58 Britton St. — Manufactured home on 0.47 acres sold to Hunter Hawks for $130,000.
* Town of Pine Plains real estate transfers recorded between February 1, 2026 and February 28, 2026, provided by Dutchess County Office of Real Property. Transfers without consideration are not included. Current market listings from First Key MLS and market statistics from Infosparks. Note that recorded transfers frequently lag sales by a number of days and include properties sold privately. Compiled by Christine Bates, Real Estate Salesperson with William Pitt Sotheby’s International Realty, Licensed in Connecticut and New York.
About to open the planning event for the sixth annual Troutbeck Symposium on Sunday, Oct. 4, Troutbeck owner Charlie Champalimaud spoke with guest speaker Hasan Kwame Jeffries of The Ohio State University, who has been a vital participant in the program since it began in 2021.Photo by Leila Hawken
