Pine Plains Homes for Sale

/50
$3,495,000
- 4 Beds
- 4 Baths
- 4,103 Sq Ft
476 Carpenter Hill Rd, Pine Plains, NY 12567

Modern Minimalist Masterpiece on 19 Bucolic Acres in Dutchess County. Welcome to a rare offering in the heart of the Hudson Valley, where striking modern architecture meets timeless pastoral beauty. Completed in late 2024, this extraordinary estate sits on over 19 acres of flat, fenced farmland at the picturesque intersection of Bethel Cross and Carpenter Hill Road. Perfectly sited on a

Rebecca Doh

William Raveis Lifestyles Rlty

(518) 594-8655

476 Carpenter Hill Rd, Pine Plains, NY 12567
/4
$120,000
- Land
- 5.02 Acres
- $23,904 per Acre
0 Mount Ross Rd, Pine Plains, NY 12567

Every once in a while, an exceptional opportunity like this turns up. Located in rural Pine Plains this 5.02-acres is a pair of vacant building lots that offers privacy and serenity. These two contiguous parcels are completely wooded and accessed via a shared driveway. Your dream home is only limited by your imagination these parcels will invigorate that imagination. The Town center and the

Larry Havens

Havens Real Estate

(518) 672-6676

0 Mount Ross Rd, Pine Plains, NY 12567
/16
$3,600,000
- Land
- 228.91 Acres
- $15,727 per Acre
317 Skunks Misery Rd, Millerton, NY 12546

Public Remarks: One of the most breathtaking vistas in the region, this 157-acre parcel crowns a private site at 1,250 feet, with commanding views to the Catskills. Offered for the first time in generations, this legacy property is paired with an adjacent 71.5-acre parcel, once a distinguished family farm. The panoramic vista from every knoll enjoys the unspoiled countryside extending to the

Larry Havens

Havens Real Estate

(518) 765-1759

317 Skunks Misery Rd, Millerton, NY 12546
/24
$3,600,000
- Land
- 228.91 Acres
- $15,727 per Acre
0 Skunks Misery Rd Unit KEY860535, Pine Plains, NY 12546

Sensational vistas of the stunning and unspoiled countryside extending to the Taconic's to the East and from a hidden knoll with an elevation of 1,250' there is a magnificent private setting with incredible Catskill views. The main parcel of 157 acres is offered for the first time in generations and that parcel adjoins a 71.5-acre parcel, this was a family owned and operated farm. Both properties

Larry Havens

Havens Real Estate

(518) 676-2868

0 Skunks Misery Rd Unit KEY860535, Pine Plains, NY 12546
/47
$490,000
- 3 Beds
- 2 Baths
- 1,298 Sq Ft
30 Myrtle Ave, Pine Plains, NY 12567

Welcome to the Historic Town of Pine Plains! This completely renovated three bedroom home on a quiet country road will delight and intrigue you. The home dates back to the early 1900's and some of the original characteristics have been left in tact. This is most assuredly Old World Charm meets Modern Convenience. One bedroom on the first floor attached to the Sunroom, will work for a great Flex

Ellen Mallet

30 Myrtle Ave, Pine Plains, NY 12567
/38
$875,000
- 4 Beds
- 1.5 Baths
- 2,709 Sq Ft
7668 Route 82, Pine Plains, NY 12567

Looking for a property that offers an opportunity for a homestead lifestyle in the Hudson Valley? Situated in the Town of Pine Plains, this early colonial farmhouse is now offered for sale on 15+ acres. Appointed with wide-plank floors, the main level features sun-lit, well-proportioned rooms. On the second floor, there is a primary bedroom with a dressing room, 3 additional bedrooms, an office,

Susan Whalen George T Whalen Real Estate

7668 Route 82, Pine Plains, NY 12567
/18
$239,900
- 3 Beds
- 2 Baths
- 1,820 Sq Ft
16 Ryan Rd, Pine Plains, NY 12567

Adorable 3-bedroom ranch ready for you to move in. Ideal for First-time home buyers or anyone tired of paying rent. Bright eat in kitchen, living room with fireplace. door that leads out to large back yard. Close to schools, Village of Pine Plains and TSP. County living at its best. Additional Information: HeatingFuel:Oil Above Ground,

Joseph Lukic Compass Greater NY, LLC

16 Ryan Rd, Pine Plains, NY 12567
/31
$549,000
- Land
- 43.69 Acres
- $12,566 per Acre
Tbd Hicks Hill Rd, Pine Plains, NY 12567

Enjoy nature on your own 43 scenic acres located on Hicks Hill Road and additional access from Knob Hill Road, which is across from apprx 600 acres of protected land that can not be developed offering exceptional long term privacy. A versatile existing barn provides potential for a variety of uses. With over 1,400 feet of road frontage on Hicks Hill Road and electric available on the property,

Jeannine Simmons Corcoran Country Living

Tbd Hicks Hill Rd, Pine Plains, NY 12567
/7
$139,000
- Land
- 4.24 Acres
- $32,783 per Acre
620 Bean River Rd, Pine Plains, NY 12567

Great opportunity for 1 residence (property is in Hamlet Zone and possibly subdividable). Approved Septic design and existing shared driveway. Newly renovated home on North. Adjoining 8 acre vacant lot to the South available for 199,000. Owner financing possible.

David Birch Barns & Farms Realty, LLC

620 Bean River Rd, Pine Plains, NY 12567
/7
$145,000
- Land
- 3.45 Acres
- $42,029 per Acre
66 Ryan Rd, Pine Plains, NY 12567

Build your dream home in the heart of Pine Plains, surrounded by nature, history, and vibrant Hudson Valley living, on this exceptional 3.45 Acre elevated homesite, Board of Health approved for a 4-bedroom residence, with sweeping views of majestic Stissing Mountain. This remarkable parcel offers the perfect blend of tranquility, natural beauty, and convenience, presenting a rare opportunity to

Vida Odescalchi Legacy Land & Homes LLC

66 Ryan Rd, Pine Plains, NY 12567
/10
$213,750
- 4 Beds
- 2.5 Baths
- 3,444 Sq Ft
245 Hicks Hill Rd, Stanfordville, NY 12581

Attention investors & contractors! 4 Bedroom, 2.5 Bathroom Two Family Ranch on 2.4 acres in T/Pine Plains! Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. **Please see agent remarks for access, showing instructions and offer presentation remarks.**

Ernie Acampora River Realty Services, Inc.

245 Hicks Hill Rd, Stanfordville, NY 12581
/12
$499,000
- 4 Beds
- 1.5 Baths
- 3,072 Sq Ft
7786 S Main St, Pine Plains, NY 12567

You wanted charm? You got it! This vintage 1903 village home in Pine Plains, NY formerly served as both the town pharmacy and library, and many of the bookshelves and all the quaint apothecary drawers remain intact. The large 3000sq foot home on a nicely landscaped yard of nearly a half an acre is filled with period details: wooden moldings, original door knobs and intricate iron hardware, a

David Norman Hall Houlihan Lawrence Inc.

7786 S Main St, Pine Plains, NY 12567
/21
$255,000
- 3 Beds
- 2 Baths
- 1,037 Sq Ft
22-28 Ryan Rd, Pine Plains, NY 12567

Looking for a piece of property for a great low price? Looking for two homes for the price of one? Looking for a good-sized plot of land? Here is a great opportunity for you to acquire one manufactured home, and one mobile home, both on the same plot of land with 2.30 acres! Investors will consider this property for rental income or tear-down and rebuild. Currently, the main manufactured home has

Jorge Lugo Real Broker NY LLC

22-28 Ryan Rd, Pine Plains, NY 12567
/38
$489,000
- 4 Beds
- 2.5 Baths
- 2,040 Sq Ft
82 Lake Rd, Pine Plains, NY 12567

A Home with a view of Stissing Mountain! Enjoy gorgeous sunsets all year long from your front door. Spacious raised ranch on a level lot is move-in ready. Main floor has an open floorplan and wood floors throughout. The light filled kitchen with a nice sized island has new granite countertops. The storage room next to the kitchen could easily become a walk-in pantry. Primary bedroom has en-suite

MICHELLE FRANCESE Corcoran Country Living

82 Lake Rd, Pine Plains, NY 12567
/15
$389,000
- 2 Beds
- 2 Baths
- 1,336 Sq Ft
618 Bean River Rd, Pine Plains, NY 12567

PINE PLAINS 1400 SF 2BR/2BA RANCH with new well on 7+ acres between Millerton and Pine Plains Village on quiet road off Route 199. Subdividable or combine with 8 acre approved building lot for Family Compound for 525,000. Additional adjoining 4 acre building lot available for 100,000 at package price. Terms available with substantial downpayment.

David Birch Barns & Farms Realty, LLC

618 Bean River Rd, Pine Plains, NY 12567
/13
$199,000
- Land
- 19.4 Acres
- $10,258 per Acre
A Skunks Misery Rd, Millerton, NY 12546

Stunning 19.4 Acres – Estate Setting on a Premier Country Road Discover the perfect blend of natural beauty and refined location with this 19.4-acre parcel situated on a picturesque country road, renowned for its stately homes and rural charm. With multiple elevated building sites, long road frontage, and sweeping view potential, this property offers endless opportunities. Explore its trout

Robert Dunlop Havens Real Estate

A Skunks Misery Rd, Millerton, NY 12546
/28
$369,000
- 3 Beds
- 1 Bath
- 1,573 Sq Ft
3807 Route 199, Pine Plains, NY 12567

The Red House has been lovingly maintained by the same family for two generations and is nestled in the picturesque hamlet of Pulvers Corners in Pine Plains, at the heart of the Hudson Valley. This sun-drenched three-bedroom ranch features new windows throughout and beautiful hardwood floors. Over the years, the home has seen numerous thoughtful improvements, including new cedar shake siding, a

Janet Myer Houlihan Lawrence Inc.

3807 Route 199, Pine Plains, NY 12567
/13
$4,950,000
- 3 Beds
- 2 Baths
- 5,000 Sq Ft
3362 New York 199, Pine Plains, NY 12567

To-Be-Built Luxury Estate with Infinity Pool & Panoramic Catskill Views – Pine Plains, NY. Elevated high above the valley floor with sweeping, unobstructed Catskill Mountain views, this to-be-built custom estate is a rare opportunity in the heart of the Hudson Valley. Set on an extraordinary piece of land—offering total privacy and dramatic natural beauty—this 5,000+ square foot

Michael Lund Corcoran Country Living

3362 New York 199, Pine Plains, NY 12567
/7
$290,000
- Land
- 68.33 Acres
- $4,244 per Acre
000 New York 82, Pine Plains, NY 12567

This beautiful, gently sloping parcel offers the perfect canvas to create your country escape or full-time residence on 68+ private acres. Soil tests have been done on a potential lower building site. A level area at a higher elevation could offer even more privacy and ridgeline views. Roughed-in driveway is in place, so you're well on your way to building a home that's tailored exactly to your

Jeffries Blackerby Houlihan Lawrence Inc.

000 New York 82, Pine Plains, NY 12567

New York Dutchess County Millerton Pine Plains

Why Live in Pine Plains

Pine Plains in the Hudson Valley is a rural town that has grown significantly due to local outdoor tourism and remote work opportunities. Housing options range from modest ranches and cottages to luxury estates, serving full-time residents and those seeking second homes. The town is a hub for outdoor recreation with nearby lakes, state parks and forests offering hiking, skiing, biking and fishing. Notable attractions include the Stissing Mountain Fire Tower and Mashomack Fish & Game Preserve.

Church Street offers dining options such as the historic Stissing House, Spud Shack, Tower Pizza and Storybook Café. Local farm stands provide fresh produce, and larger grocery stores are within a 10-minute drive. The town’s character is defined by locally owned shops and boutiques, and the Stissing Center for Arts and Culture hosts community events and performances. Pine Plains Central School District serves students from kindergarten through 12th grade.

Route 199 connects Pine Plains to nearby towns like Millerton and Rhinebeck, both about 10 to 15 minutes away. The closest airport is Hudson Valley Regional Airport, about 40 minutes away.

Learn more about living in Pine Plains

Frequently Asked Questions

Is Pine Plains a good place to live?

Pine Plains is a good place to live. Pine Plains is considered very car-dependent and somewhat bikeable. Pine Plains is a neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Pine Plains has 2 parks for recreational activities. It has a median age of 49. The average household income is $90,299 which is below the national average. College graduates make up 27.8% of residents. A majority of residents in Pine Plains are home owners, with 25.9% of residents renting and 74.1% of residents owning their home. A local real estate agent serving Pine Plains can help you decide if this neighborhood is the right one for you. Learn more on our Pine Plains neighborhood guide.

Is Pine Plains, NY a safe neighborhood?

Pine Plains, NY is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.

How much do you need to make to afford a house in Pine Plains?

The median home price in Pine Plains is $595,000. If you put a 20% down payment of $119,000 and had a 30-year fixed mortgage with an interest rate of 6.09%, your estimated principal and interest payment would be $2,880 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $123K a year to afford the median home price in Pine Plains. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Pine Plains is $90K.

What are the best public schools in Pine Plains?

The best public schools that serve Pine Plains are:

Stissing Mountain High School has a C Niche grade, a student teacher ratio of 8:1 and an average review score of 3.5.

What are the most popular zip codes in Pine Plains, Millerton, NY?

The most popular zip codes in Pine Plains, Millerton, NY include 12567, 12581, 12503, 12546 and 12571.

What are the most popular neighborhoods near Pine Plains, Millerton, NY?

The most popular neighborhoods near Pine Plains, Millerton, NY are Stanford, North East and Milan.

Home Trends in Pine Plains, NY

On average, homes in Pine Plains, Millerton sell after 123 days on the market compared to the national average of 53 days. The median sale price for homes in Pine Plains, Millerton over the last 12 months is $548,250, up 37% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$548,250

Median Single Family Sale Price

$507,000

Average Price Per Sq Ft

$412

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

4.30

Median List Price

$595,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

37%

How to Buy a Home How to Finance a Home How to Sell a Home

Pine Plains Types of Homes for Sale

Pine Plains Land for Sale

More About Living in Pine Plains

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage