Recently Sold Pine Plains Homes

$732,000 Sold Oct 09, 2025

546 Hicks Hill Rd, Stanfordville, NY 12581

• 3 Beds
• 2.5 Baths
• 2,971 Sq Ft
• Built 2003

Last Sold Summary

• $246/SF
• 33 Days On Market

Current Estimated Value $726,387

Last Listing Agent Joseph Iannibelli Keller Williams NY Realty

$270,000 Sold Jan 08, 2026

34 Myrtle Ave, Pine Plains, NY 12567

• 5 Beds
• 2.5 Baths
• 2,100 Sq Ft
• Built 1900

Last Sold Summary

• 7% Below List Price
• $129/SF
• 17 Days On Market

Last Listing Agent Blake Michaud Serhant LLC

$810,000 Sold Apr 08, 2025

2854 Church St, Pine Plains, NY 12567

• 3 Beds
• 2 Baths
• 2,208 Sq Ft
• Built 1911

Last Sold Summary

• 2% Below List Price
• $367/SF
• 61 Days On Market

Current Estimated Value $829,108

Last Listing Agent Diana Bisselle William Pitt Sothebys Int Rlty

$335,000 Sold Jan 30, 2025

599 Bean River Rd, Millerton, NY 12546

• 3 Beds
• 2 Baths
• 1,296 Sq Ft
• Built 1950

Last Sold Summary

• 4% Below List Price
• $258/SF
• 53 Days On Market

Current Estimated Value $373,675

Last Listing Agent Christopher Virtuoso Keller Williams Realty HV Nort

$520,000 Sold Dec 30, 2025

30 N Main St, Pine Plains, NY 12567

• 4 Beds
• 2.5 Baths
• 3,180 Sq Ft
• Built 1880

Last Sold Summary

• 13% Below List Price
• $164/SF
• 99 Days On Market

Last Listing Agent Arleen Shepley Elyse Harney Real Estate

$2,510,460 Sold Aug 06, 2025

53 Brooks Rd, Pine Plains, NY 12567

• 6 Beds
• 5.5 Baths
• 4,000 Sq Ft
• Built 1850

Last Sold Summary

• 16% Below List Price
• $628/SF
• 300 Days On Market

Last Listing Agent Anthony D'Argenzio Houlihan Lawrence, Inc

$515,000 Sold Oct 27, 2025

43 Stissing Mountain Dr, Pine Plains, NY 12567

• 3 Beds
• 1.5 Baths
• 1,862 Sq Ft
• Built 1983

Last Sold Summary

• 21% Below List Price
• $277/SF
• 93 Days On Market

Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

$307,500 Sold Mar 20, 2025

3088 Church St, Pine Plains, NY 12567

• 3 Beds
• 2 Baths
• 2,328 Sq Ft
• Built 1872

Last Sold Summary

• 10% Below List Price
• $132/SF
• 43 Days On Market

Current Estimated Value $336,074

Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

$8,350,000 Sold Jul 03, 2025

25 Winchell Trail, Pine Plains, NY 12567

• 5 Beds
• 5 Baths
• 5,935 Sq Ft
• Built 2023

Last Sold Summary

• 15% Below List Price
• $1,407/SF
• 305 Days On Market

Current Estimated Value $8,307,768

Last Listing Agent Gary DiMauro Four Seasons Sotheby's Int.

$711,000 Sold Sep 22, 2025

37 Stissing Mountain Dr, Pine Plains, NY 12567

• 2 Beds
• 2 Baths
• 1,624 Sq Ft
• Built 2024

Last Sold Summary

• 5% Below List Price
• $438/SF
• 34 Days On Market

Last Listing Agent Jason Nadeau Compass Greater NY, LLC

$559,000 Sold Jan 07, 2026

540 Hicks Hill Rd, Stanfordville, NY 12581

• 3 Beds
• 2.5 Baths
• 2,269 Sq Ft
• Built 1989

Last Sold Summary

• 3% Below List Price
• $246/SF
• 78 Days On Market

Last Listing Agent Rita Longo Howard Hanna Rand Realty

$850,000 Sold Oct 14, 2025

2365 Route 83, Pine Plains, NY 12567

• 5 Beds
• 2.5 Baths
• 2,413 Sq Ft
• Built 1830

Last Sold Summary

• 6% Below List Price
• $352/SF
• 54 Days On Market

Current Estimated Value $844,317

Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

$285,000 Sold Aug 13, 2025

6 Carla Terrace, Pine Plains, NY 12567

• 4 Beds
• 1.5 Baths
• 1,328 Sq Ft
• Built 1962

Last Sold Summary

• 5% Below List Price
• $215/SF
• 48 Days On Market

Current Estimated Value $302,326

Last Listing Agent Theodore Weinstein REO Edge LLC

$537,500 Sold Sep 09, 2025

5 Myrtle Ave, Pine Plains, NY 12567

• 4 Beds
• 2 Baths
• 2,605 Sq Ft
• Built 1860

Last Sold Summary

• 10% Below List Price
• $206/SF
• 37 Days On Market

Current Estimated Value $529,607

Last Listing Agent Thomas Zengen Thomas Zengen

$520,000 Sold Jul 28, 2025

115-133 Mount Ross Rd, Pine Plains, NY 12567

• 4 Beds
• 4 Baths
• 3,928 Sq Ft
• Built 1880

Last Sold Summary

• 13% Below List Price
• $132/SF
• 285 Days On Market

Current Estimated Value $743,824

Last Listing Agent Larry Havens Havens Real Estate

$130,000 Sold Apr 04, 2025

10 Academy St, Pine Plains, NY 12567

• 2 Beds
• 1 Bath
• 1,153 Sq Ft
• Built 1870

Last Sold Summary

• 13% Below List Price
• $113/SF
• 118 Days On Market

Current Estimated Value $216,944

Last Listing Agent Libby McKee Berkshire Hathaway HomeService

$275,000 Sold Dec 08, 2025

46 Myrtle Ave, Pine Plains, NY 12567

• 2 Beds
• 3 Baths
• 1,728 Sq Ft
• Built 1875

Last Sold Summary

• 20% Below List Price
• $159/SF
• 86 Days On Market

Last Listing Agent Susan Whalen George T Whalen Real Estate

$360,000 Sold Sep 25, 2025

48 Woodside St, Pine Plains, NY 12567

• 3 Beds
• 2 Baths
• 1,280 Sq Ft
• Built 2001

Last Sold Summary

• 7% Below List Price
• $281/SF
• 95 Days On Market

Current Estimated Value $378,468

Last Listing Agent Brad Rebillard DUTCHESS COUNTRY REALTY INC. M

$665,000 Sold Aug 15, 2025

2067 County Road 83, Pine Plains, NY 12567

• 3 Beds
• 2 Baths
• 1,640 Sq Ft
• Built 1810

Last Sold Summary

• 1% Below List Price
• $405/SF
• 27 Days On Market

Last Listing Agent William Golan Compass Greater NY, LLC

$280,500 Sold Oct 03, 2025

4 Antler Club Rd, Pine Plains, NY 12567

• 2 Beds
• 2 Baths
• 1,620 Sq Ft
• Built 1950

Last Sold Summary

• 23% Below List Price
• $173/SF
• 231 Days On Market

Current Estimated Value $352,333

Last Listing Agent Michael Cahill HomeSmart Homes & Estates

$3,425,000 Sold Apr 16, 2025

420 Carpenter Hill Rd, Pine Plains, NY 12567

• 6 Beds
• 4.5 Baths
• 5,163 Sq Ft
• Built 1996

Last Sold Summary

• 9% Below List Price
• $663/SF
• 162 Days On Market

Current Estimated Value $2,699,581

Last Listing Agent LINDSAY BALDWIN Houlihan Lawrence Inc.