Pine Plains, NY Homes for Sale & Real Estate

23 Homes for Sale

Sort by:Newest Listings

Photo 3 of Sale Pending at 572 Hicks Hl Rd, Pine Plains, NY 12581 | MLS# 1020922 | Listing updated on 2026-10-09

Photo 1 of Sale Pending at 572 Hicks Hl Rd, Pine Plains, NY 12581 | MLS# 1020922 | Listing updated on 2026-10-09

Photo 2 of Sale Pending at 572 Hicks Hl Rd, Pine Plains, NY 12581 | MLS# 1020922 | Listing updated on 2026-10-09

$1,200,000

count-img 6

3Bds

3Ba

2,968sqft

Sale Pending

572 Hicks Hl Rd, Pine Plains, NY 12581

Compass Greater Ny, Llc

Photo 3 of Single family home for sale at 211 Sigler Rd, Pine Plains, NY 12567 | MLS# 999870 | Listing updated on 2026-10-03

Photo 1 of Single family home for sale at 211 Sigler Rd, Pine Plains, NY 12567 | MLS# 999870 | Listing updated on 2026-10-03

Photo 2 of Single family home for sale at 211 Sigler Rd, Pine Plains, NY 12567 | MLS# 999870 | Listing updated on 2026-10-03

$389,000

count-img 9

3Bds

2Ba

1,860sqft

Single family home for sale

211 Sigler Rd, Pine Plains, NY 12567

Rich Brenner Realty, Llc

Price Drop: $80K

Photo 3 of Sale Pending at 617 Bean River Rd, Pine Plains, NY 12567 | MLS# 987176 | Listing updated on 2026-10-02

Photo 1 of Sale Pending at 617 Bean River Rd, Pine Plains, NY 12567 | MLS# 987176 | Listing updated on 2026-10-02

Photo 2 of Sale Pending at 617 Bean River Rd, Pine Plains, NY 12567 | MLS# 987176 | Listing updated on 2026-10-02

$1,495,000

count-img 3

3Bds

3Ba

3,833sqft

Sale Pending

617 Bean River Rd, Pine Plains, NY 12567

William Pitt Sothebys Int Rlty

Photo 3 of Single family home for sale at 31 Lake Shore Dr, Pine Plains, NY 12567 | MLS# 1036155 | Listing updated on 2026-10-05

Photo 1 of Single family home for sale at 31 Lake Shore Dr, Pine Plains, NY 12567 | MLS# 1036155 | Listing updated on 2026-10-05

Photo 2 of Single family home for sale at 31 Lake Shore Dr, Pine Plains, NY 12567 | MLS# 1036155 | Listing updated on 2026-10-05

$439,000

count-img 9

1Bd

1Ba

708sqft

Single family home for sale

31 Lake Shore Dr, Pine Plains, NY 12567

Bhhs Hudson Valley Properties

Photo 3 of Single family home for sale at 75 Birch Dr, Pine Plains, NY 12567 | MLS# 1026705 | Listing updated on 2026-09-24

Photo 1 of Single family home for sale at 75 Birch Dr, Pine Plains, NY 12567 | MLS# 1026705 | Listing updated on 2026-09-24

Photo 2 of Single family home for sale at 75 Birch Dr, Pine Plains, NY 12567 | MLS# 1026705 | Listing updated on 2026-09-24

$384,900

count-img 10

3Bds

1Ba

1,091sqft

Single family home for sale

75 Birch Dr, Pine Plains, NY 12567

Thomas Zengen

Photo 3 of Mansion for sale at 1515 1517 Route 83, Pine Plains, NY 12567 | MLS# 953909 | Listing updated on 2026-09-19

Photo 1 of Mansion for sale at 1515 1517 Route 83, Pine Plains, NY 12567 | MLS# 953909 | Listing updated on 2026-09-19

Photo 2 of Mansion for sale at 1515 1517 Route 83, Pine Plains, NY 12567 | MLS# 953909 | Listing updated on 2026-09-19

$3,895,000

count-img 12

10Bds

7Ba

6,994sqft

Mansion for sale

1515 1517 Route 83, Pine Plains, NY 12567

Houlihan Lawrence Inc.

Photo 3 of Single family home for sale at 303 Hicks Hl Rd, Pine Plains, NY 12582 | MLS# 998694 | Listing updated on 2026-09-18

Photo 1 of Single family home for sale at 303 Hicks Hl Rd, Pine Plains, NY 12582 | MLS# 998694 | Listing updated on 2026-09-18

Photo 2 of Single family home for sale at 303 Hicks Hl Rd, Pine Plains, NY 12582 | MLS# 998694 | Listing updated on 2026-09-18

$1,250,000

count-img 9

5Bds

3Ba

2,482sqft

Single family home for sale

303 Hicks Hl Rd, Pine Plains, NY 12582

Staley Real Estate, Llc

Photo 3 of Single family home for sale at 559 Lake Rd, Pine Plains, NY 12567 | MLS# 1049475 | Listing updated on 2026-09-16

Photo 1 of Single family home for sale at 559 Lake Rd, Pine Plains, NY 12567 | MLS# 1049475 | Listing updated on 2026-09-16

Photo 2 of Single family home for sale at 559 Lake Rd, Pine Plains, NY 12567 | MLS# 1049475 | Listing updated on 2026-09-16

$499,000

count-img 6

2Bds

2Ba

1,456sqft

Single family home for sale

559 Lake Rd, Pine Plains, NY 12567

Keller Williams Realty

Photo 3 of Multi family home for sale at 245 Hicks Hl Rd, Pine Plains, NY 12581 | MLS# 932119 | Listing updated on 2026-09-15

Photo 1 of Multi family home for sale at 245 Hicks Hl Rd, Pine Plains, NY 12581 | MLS# 932119 | Listing updated on 2026-09-15

Photo 2 of Multi family home for sale at 245 Hicks Hl Rd, Pine Plains, NY 12581 | MLS# 932119 | Listing updated on 2026-09-15

$149,900

count-img 12

--Bds

--Ba

3,444sqft

Multi family home for sale

245 Hicks Hl Rd, Pine Plains, NY 12581

River Realty Services, Inc.

Photo 3 of Single family home for sale at 404 Schultz Hl Rd, Pine Plains, NY 12567 | MLS# 1046543 | Listing updated on 2026-09-14

Photo 1 of Single family home for sale at 404 Schultz Hl Rd, Pine Plains, NY 12567 | MLS# 1046543 | Listing updated on 2026-09-14

Photo 2 of Single family home for sale at 404 Schultz Hl Rd, Pine Plains, NY 12567 | MLS# 1046543 | Listing updated on 2026-09-14

$525,000

count-img 7

3Bds

2Ba

1,372sqft

Single family home for sale

404 Schultz Hl Rd, Pine Plains, NY 12567

Houlihan Lawrence, Inc

Photo 3 of Sale Pending at 85 Hammertown Rd, Pine Plains, NY 12567 | MLS# 1022023 | Listing updated on 2026-08-30

Photo 1 of Sale Pending at 85 Hammertown Rd, Pine Plains, NY 12567 | MLS# 1022023 | Listing updated on 2026-08-30

Photo 2 of Sale Pending at 85 Hammertown Rd, Pine Plains, NY 12567 | MLS# 1022023 | Listing updated on 2026-08-30

$1,975,000

count-img 8

7Bds

6Ba

4,675sqft

Sale Pending

85 Hammertown Rd, Pine Plains, NY 12567

Four Seasons Sothebys Intl

Photo 3 of Sale Pending at 7 Woodside St, Pine Plains, NY 12567 | MLS# 1038221 | Listing updated on 2026-08-25

Photo 1 of Sale Pending at 7 Woodside St, Pine Plains, NY 12567 | MLS# 1038221 | Listing updated on 2026-08-25

Photo 2 of Sale Pending at 7 Woodside St, Pine Plains, NY 12567 | MLS# 1038221 | Listing updated on 2026-08-25

$107,750

count-img 5

3Bds

1Ba

792sqft

Sale Pending

7 Woodside St, Pine Plains, NY 12567

Elyse Harney Real Estate

Photo 3 of Single family home for sale at 60 Stissing Ave, Pine Plains, NY 12567 | MLS# 993638 | Listing updated on 2026-09-25

Photo 1 of Single family home for sale at 60 Stissing Ave, Pine Plains, NY 12567 | MLS# 993638 | Listing updated on 2026-09-25

Photo 2 of Single family home for sale at 60 Stissing Ave, Pine Plains, NY 12567 | MLS# 993638 | Listing updated on 2026-09-25

$450,000

count-img 7

3Bds

2Ba

1,646sqft

Single family home for sale

60 Stissing Ave, Pine Plains, NY 12567

Compass Greater Ny, Llc

Photo 3 of Single family home for sale at 2795 Church St, Pine Plains, NY 12567 | MLS# 1028565 | Listing updated on 2026-08-13

Photo 1 of Single family home for sale at 2795 Church St, Pine Plains, NY 12567 | MLS# 1028565 | Listing updated on 2026-08-13

Photo 2 of Single family home for sale at 2795 Church St, Pine Plains, NY 12567 | MLS# 1028565 | Listing updated on 2026-08-13

$359,000

count-img 11

3Bds

1Ba

1,200sqft

Single family home for sale

2795 Church St, Pine Plains, NY 12567

Bhhs Hudson Valley Properties

Photo 3 of Sale Pending at 3838 Route 199, Pine Plains, NY 12567 | MLS# 988822 | Listing updated on 2026-08-12

Photo 1 of Sale Pending at 3838 Route 199, Pine Plains, NY 12567 | MLS# 988822 | Listing updated on 2026-08-12

Photo 2 of Sale Pending at 3838 Route 199, Pine Plains, NY 12567 | MLS# 988822 | Listing updated on 2026-08-12

$394,000

count-img 6

3Bds

2Ba

1,635sqft

Sale Pending

3838 Route 199, Pine Plains, NY 12567

Mondello Upstate Properties

Hot

Photo 3 of Single family home for sale at 80 County Route 7, Pine Plains, NY 12567 | MLS# 993929 | Listing updated on 2026-07-13

Photo 1 of Single family home for sale at 80 County Route 7, Pine Plains, NY 12567 | MLS# 993929 | Listing updated on 2026-07-13

Photo 2 of Single family home for sale at 80 County Route 7, Pine Plains, NY 12567 | MLS# 993929 | Listing updated on 2026-07-13

$575,000

count-img 14

7Bds

5Ba

3,500sqft

Single family home for sale

80 County Route 7, Pine Plains, NY 12567

Margaret Mondello Real Estate

Photo 3 of Single family home for sale at 1504 Route 83, Pine Plains, NY 12567 | MLS# 1010636 | Listing updated on 2026-06-13

Photo 1 of Single family home for sale at 1504 Route 83, Pine Plains, NY 12567 | MLS# 1010636 | Listing updated on 2026-06-13

Photo 2 of Single family home for sale at 1504 Route 83, Pine Plains, NY 12567 | MLS# 1010636 | Listing updated on 2026-06-13

$1,695,000

count-img 7

3Bds

3Ba

2,250sqft

Single family home for sale

1504 Route 83, Pine Plains, NY 12567

Compass Greater Ny, Llc

Photo 3 of Land for sale at 66 Ryan Rd, Pine Plains, NY 12567 | MLS# 1010757 | Listing updated on 2026-09-18

Photo 1 of Land for sale at 66 Ryan Rd, Pine Plains, NY 12567 | MLS# 1010757 | Listing updated on 2026-09-18

Photo 2 of Land for sale at 66 Ryan Rd, Pine Plains, NY 12567 | MLS# 1010757 | Listing updated on 2026-09-18

$140,000

count-img 1

--Bds

--Ba

3.45acres lot

Land for sale

66 Ryan Rd, Pine Plains, NY 12567

Legacy Land & Homes Llc

Photo 3 of Land for sale at Woodward Hill,stissng Mount, Hicks Hill, Route 199, Pine Plains, NY 12567 | MLS# H6332462 | Listing updated on 2026-08-23

Photo 1 of Land for sale at Woodward Hill,stissng Mount, Hicks Hill, Route 199, Pine Plains, NY 12567 | MLS# H6332462 | Listing updated on 2026-08-23

Photo 2 of Land for sale at Woodward Hill,stissng Mount, Hicks Hill, Route 199, Pine Plains, NY 12567 | MLS# H6332462 | Listing updated on 2026-08-23

$36,000,000

count-img 9

--Bds

--Ba

1,946acres lot

Land for sale

Woodward Hill,stissng Mount, Hicks Hill, Route 199, Pine Plains, NY 12567

Havens Real Estate

Photo 3 of Sale Pending at Rt 199, Pine Plains, NY 12567 | MLS# 1015122 | Listing updated on 2026-07-08

Photo 1 of Sale Pending at Rt 199, Pine Plains, NY 12567 | MLS# 1015122 | Listing updated on 2026-07-08

Photo 2 of Sale Pending at Rt 199, Pine Plains, NY 12567 | MLS# 1015122 | Listing updated on 2026-07-08

$110,000

count-img 5

--Bds

--Ba

2.4acres lot

Sale Pending

Rt 199, Pine Plains, NY 12567

Houlihan Lawrence Inc.

Photo 3 of Land for sale at 71 Lake Shore Rd, Pine Plains, NY 12567 | MLS# 1006565 | Listing updated on 2026-06-25

Photo 1 of Land for sale at 71 Lake Shore Rd, Pine Plains, NY 12567 | MLS# 1006565 | Listing updated on 2026-06-25

Photo 2 of Land for sale at 71 Lake Shore Rd, Pine Plains, NY 12567 | MLS# 1006565 | Listing updated on 2026-06-25

$975,000

count-img 8

--Bds

--Ba

37,026sqft lot

Land for sale

71 Lake Shore Rd, Pine Plains, NY 12567

Keller Williams Realty

Photo 3 of Sale Pending at Town Ctr Blvd, Beekman, NY 12570 | MLS# 979863 | Listing updated on 2026-06-24

Photo 1 of Sale Pending at Town Ctr Blvd, Beekman, NY 12570 | MLS# 979863 | Listing updated on 2026-06-24

Photo 2 of Sale Pending at Town Ctr Blvd, Beekman, NY 12570 | MLS# 979863 | Listing updated on 2026-06-24

$429,000

count-img 10

--Bds

--Ba

2.47acres lot

Sale Pending

Town Ctr Blvd, Beekman, NY 12570

Tassone Realty Corp.

Photo 3 of Land for sale at Mount Ross Rd, Pine Plains, NY 12567 | MLS# 1009852 | Listing updated on 2026-06-05

Photo 1 of Land for sale at Mount Ross Rd, Pine Plains, NY 12567 | MLS# 1009852 | Listing updated on 2026-06-05

Photo 2 of Land for sale at Mount Ross Rd, Pine Plains, NY 12567 | MLS# 1009852 | Listing updated on 2026-06-05

$219,000

count-img 8

--Bds

--Ba

12.78acres lot

Land for sale

Mount Ross Rd, Pine Plains, NY 12567

Havens Real Estate

Don't miss out on new listings — and get instant email alerts!

Do Real Estate on the Go!

Find your dream home, receive real-time updates, and many more!

OPEN APP

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

Download App

Pine Plains, NY Housing Market Overview

Pine Plains is a balanced market, giving buyers and sellers room to negotiate. With 1 months of supply and homes averaging 157 days on the market, you can make decisions without the pressure of a highly competitive market.

Status

Balanced Market

Days on Market

157

Inventory

Sep 2021Aug 2023Jan 2026

Median Home Price

$422,500 1.01%

In Jan 2026 · YoY

Sep 2021Aug 2023Jan 2026

Mortgage Rates 30-Yr Fixed

6.23% 0.58%

Current rate · YoY

Loan Type

30-Year Fixed

Housing Supply

Homes For Sale: 23 Down 0.60%
Newly Listed Homes: 0 Down 0.00%
Months of Supply: 1 Down 4.00%

Housing Demand

Homes Sold: 2 Up 1.00%
Sale-to-List Ratio: 96.7% Down 0.00%
Homes Sold Above List: 0% Down 0.00%

30-yr fixed rate 6.23% · Data as of Jan 2026 · Source: Houzeo Research.

View Full Pine Plains Market Report

No. of Homes

Single Family Homes for Sale in Pine Plains

Historic Homes for Sale Pine Plains

Homes With Acreage in Pine Plains

Homes for Sale in Pine Plains With AC

Ranch Homes for Sale in Pine Plains

Country Homes for Sale in Pine Plains

Land for Sale in Pine Plains

Waterfront Houses for Sale in Pine Plains

Cheap Houses for Sale in Pine Plains

Luxury Homes in Pine Plains

Duplex Homes for Sale in Pine Plains

Manufactured Homes for Sale in Pine Plains

Cabins for Sale in Pine Plains

Patio Homes for Sale in Pine Plains

Multi Family Homes for Sale in Pine Plains

Open Houses in Pine Plains

No. of Homes

1 Bedroom Homes for Sale in Pine Plains, NY

2 Bedroom Homes for Sale in Pine Plains, NY

3 Bedroom Homes for Sale in Pine Plains, NY

5 Bedroom Homes for Sale in Pine Plains, NY

7 Bedroom Homes for Sale in Pine Plains, NY

Houses for Sale in Pine Plains Under $100K

Houses for Sale in Pine Plains Under $150K

Houses for Sale in Pine Plains Under $200K

Houses for Sale in Pine Plains Under $250K

Houses for Sale in Pine Plains Under $300K

Houses for Sale in Pine Plains Under $350K

Houses for Sale in Pine Plains Under $400K

Houses for Sale in Pine Plains Under $450K

Houses for Sale in Pine Plains Under $500K

Houses for Sale in Pine Plains Under $600K

Houses for Sale in Pine Plains Under $700K

Houses for Sale in Pine Plains Under $800K

Mortgage Calculator

How Much House Can I Afford

How to Buy a House

Best Places to Live in New York

Safest Places to Live in New York

Cheapest Places to Live in New York

Based on information from OneKey MLS, through Oct 9, 2026, 2:32 PM. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.