Pawling, NY Homes for Sale

Q: What are the most popular zip codes in Pawling, NY?

The most popular zip codes in Pawling, NY include 12564 , 12531 , 12563 , 06784 and 12570 .

/42
$598,500
- 4 Beds
- 4.5 Baths
- 2,361 Sq Ft
126 Old Route 55, Pawling, NY 12564

Back on the market, the deal fell through from the buyer side. 9/17/2025 This house is owned by a church and in New York a sale has to be approved by the Attorney Generals office which can take up to six months. This can work to your benefit depending on your own timeline. This can also be set up a s a short term rental as well while waiting for the approvals WITH PORTION OF RENT GOING TOWARDS

Philip Bisesto

HomeSmart Homes & Estates

(845) 576-1665

126 Old Route 55, Pawling, NY 12564
Explore Pawling
/23
$799,000
- 4 Beds
- 2.5 Baths
- 3,200 Sq Ft
26 Rodina Dr, Pawling, NY 12564

Welcome to your brand new dream home! Nestled on a beautiful and peaceful two and half acres. Be the first to live in this stunning four bedroom, two and a half bath home. Step onto the full length front porch and inside to a light, bright and airy interior boasting a modern open floor plan. Spacious entrance foyer with double coat closets and sleek iron railing with motion sensor lighting on

Douglas Servello

Home Sweet Home Properties

(845) 415-1257

26 Rodina Dr, Pawling, NY 12564
/11
$229,000
- Land
- 6.63 Acres
- $34,540 per Acre
Lot 25 Brady Brook Farm Rd, Pawling, NY 12564

Come build your dream home on this 6.63-acre Board of Health–approved lot in the desirable Brady Brook Falls community of Pawling. Approved for a 5-bedroom home, this property offers the perfect setting for those seeking privacy while remaining just minutes from all the conveniences the Town of Pawling has to offer. Enjoy easy access to Route 22, Route 55, Metro-North, shopping, the charming

Shannon Tully

McGrath Realty Inc

(845) 378-9417

Lot 25 Brady Brook Farm Rd, Pawling, NY 12564
/22
$1,350,000
- Land
- 3.9 Acres
- $346,154 per Acre
178 Charles Colman Blvd, Pawling, NY 12564

Exclusive Mixed-Use Property in Pawling N.Y.! Incredible Investment or Business Opportunity offering a rare blend of Residence, Greenhouse, Floral Shop, & Nursery.This beautiful Sprawling estate boasts a Commercial c & Residential component? with a 2,500 sqft greenhouse fully-equipped floral shop with retail space There is Ample parking & easy accessibility for Commercial

Vince Buccieri

Today Realty Corp.

(845) 280-5951

178 Charles Colman Blvd, Pawling, NY 12564
/46
$1,995,000
- 5 Beds
- 4.5 Baths
- 5,390 Sq Ft
43 Meeting House Rd, Pawling, NY 12564

A Bucolic Retreat in Prestigious Quaker Hill, nestled among grand equestrian estates in the coveted Quaker Hill community of Pawling, this magnificent country retreat artfully blends modern luxury with rustic charm. Set on five serene acres surrounded by rolling meadows, scenic horse farms, and distinguished country homes, 43 Meeting House Lane offers an inspiring escape that celebrates the best

Alicia Goldman

Christie's Int. Real Estate

(845) 373-3547

43 Meeting House Rd, Pawling, NY 12564
/48
$1,200,000
- 5 Beds
- 4 Baths
- 4,248 Sq Ft
64 S Quaker Hill Rd, Pawling, NY 12564

Welcome to Country Living at Its Finest!Nestled on 24.5 scenic acres, this classic 1910 farmhouse offers endless potential for those looking to restore a piece of history. A long, tree-lined driveway leads to this charming 4-bedroom, 4-bath home surrounded by open fields, mature trees, and peaceful country views. The property features a spacious 4-car garage with finished living space with

Shannon Tully

McGrath Realty Inc

(845) 415-7723

64 S Quaker Hill Rd, Pawling, NY 12564
/33
$9,750,000
- Land
- 558.35 Acres
- $17,462 per Acre
225 Route 22, Pawling, NY 12564

Unparalleled Opportunity Awaits! Discover this breathtaking 558+ acre parcel, just 90 minutes from Manhattan, offering a canvas of endless possibilities for personal and commercial endeavors. Whether you envision a sprawling family compound or a premier commercial facility, this land is primed for your dreams. Featuring level terrain, extensive trails, and vibrant pastures, this property is

Shaylene Neumann

Houlihan Lawrence Inc.

(845) 377-2512

225 Route 22, Pawling, NY 12564
/4
$199,000
- Land
- 16.67 Acres
- $11,938 per Acre
1D Margherita Ln, Pawling, NY 12564

Discover an incredible opportunity to build on a rare 16+ acre parcel in the town of Pawling! Located just five minutes from the charming village, which is filled with lively shops and restaurants, this property offers a peaceful retreat in the woods. The parcel is approved by the board of health and is ready for you to construct a home with up to four bedrooms. New York City is conveniently

Colleen McGrath

McGrath Realty Inc

(845) 470-5610

1D Margherita Ln, Pawling, NY 12564
/8
$229,000
- Land
- 5.57 Acres
- $41,113 per Acre
Lot 21 Cox Rd, Pawling, NY 12564

Come build your dream home on this 5.6-acre Board of Health–approved lot in the highly desirable Brady Brook Falls community of Pawling. Approved for a 5-bedroom residence, this property offers both privacy and convenience—just minutes from Route 22, the Village of Pawling, shopping, Metro-North, Route 55, and even the Appalachian Trail. Nestled within the Oblong Trails, residents of Brady Brook

Shannon Tully

McGrath Realty Inc

(845) 328-6866

Lot 21 Cox Rd, Pawling, NY 12564
/4
$169,000
- Land
- 4.87 Acres
- $34,702 per Acre
51 Estate Dr, Pawling, NY 12564

Discover your dream sanctuary at lot #21, now cherished as 51 Estate Drive, nestled within the serene Cushman Farms subdivision in picturesque Pawling, NY. This enchanting property offers nearly 5 acres of secluded, buildable land, beckoning you to design the home you've always envisioned OR take advantage of the current plans in place. Picture waking up surrounded by nature's beauty, while still

Colleen McGrath

McGrath Realty Inc

(845) 622-7384

51 Estate Dr, Pawling, NY 12564
/3
$199,000
- Land
- 17.63 Acres
- $11,288 per Acre
1C Margherita Ln, Pawling, NY 12564

Over 17.6 acres to build your hillside oasis! This private lot is approved by the Board of Health for a four-bedroom home, and is located less than two miles from the charming village of Pawling, which offers shops, restaurants, a train station, and parks! Commute to NYC in under two hours (by car OR train), or explore nearby hiking trails, including the infamous Appalachian Trail.

Colleen McGrath

McGrath Realty Inc

(845) 552-2709

1C Margherita Ln, Pawling, NY 12564
/15
$975,000
- 4 Beds
- 2.5 Baths
- 3,000 Sq Ft
14 Akindale Rd, Pawling, NY 12564

TO BE BUILT Welcome to Brady Brook falls, part of historic Quaker Hills one of Pawling's most distinguished country side. Enter onto freshly paved road and stone wall entrance. This beautiful lot is on 8.44 pastoral acres with amazing views of open sky and grassy meadows. When the days grow longer and temperatures rise or when the days grow shorter and temperatures drop , there is no better place

Kathryn McCoach Houlihan Lawrence Inc.

14 Akindale Rd, Pawling, NY 12564
/47
$1,175,000
- 4 Beds
- 6 Baths
- 3,012 Sq Ft
16 Anderson Rd, Pawling, NY 12564

Welcome to 16 Anderson Road — a beautifully crafted modern home perched atop the prestigious Quaker Hill in Pawling. Built in 2023, construction completed in 2024, this thoughtfully designed residence blends contemporary elegance with exceptional functionality, offering over 3,000 square feet of refined living space. From the moment you arrive, the home's charm is undeniable — lush landscaping

Ryan Arket Compass Greater NY, LLC

16 Anderson Rd, Pawling, NY 12564
/50
$619,000
- 4 Beds
- 2 Baths
- 1,950 Sq Ft
322 Old Route 22, Pawling, NY 12564

Welcome to 322 Old Route 22! Spacious, newly remodeled 2-family home is a great opportunity for owner-occupants, investors, or extended families. Great location just a few minutes from the heart of the Village of Pawling! Each unit features 2 bedrooms, a full bath, living room, dining area, kitchen and bright, enclosed sunporches, providing plenty of space and natural light throughout. Inside,

Susan Stevens BHHS Hudson Valley Properties

322 Old Route 22, Pawling, NY 12564
/2
$650,000
- 6 Beds
- 2 Baths
- 2,856 Sq Ft
13 Rebecca Dr, Pawling, NY 12564

THIS HOME WILL NOT BE AVAILABLE FOR OCCUPANCY UNTIL DECEMBER 2026. THERE IS A RESIDENTIAL FACILTY IN PLACE AT THIS SITE UNTIL THEN. This Ranch home offers 6 bedrooms and 2 full baths. There is 2,856 sqft of living space above the walk-out basement. Home is currently being used as a Residential Facility and will be held as a Rental with existing Residents in the home until DECEMBER 2026. This is a

Angela Briante Briante Realty Group, LLC

13 Rebecca Dr, Pawling, NY 12564
/5
$399,000
- Land
- 61.82 Acres
- $6,454 per Acre
0 S White Rock Rd Unit 6015368, Pawling, NY 12531

Approved 7 lot residential subdivision: Pristine, secluded, quiet area with DCBOH approved residential building lots 3.02-6.41 acres surroundinga 31 acre open space area. All lot sites selected for privacy. Partial physical improvements (over $350K) to include 2 (partially complete) roads and storm water works in place. Tax assessments in appeal. HOA established, shared fees for roads &

John Ravetto Houlihan Lawrence Inc.

0 S White Rock Rd Unit 6015368, Pawling, NY 12531
/15
$1,250,000
- 4 Beds
- 4.5 Baths
- 3,200 Sq Ft
120 Harmony Rd, Pawling, NY 12564

New construction 4 bedroom, 4.5 bathroom home on 5 acres. Don't miss this opportunity to customize your dream home. This home features a open floor plan with large kitchen, perfect for entertaining. The main living area has exposed beams and high ceilings. The primary bedroom has large walk in closet and ensuite. There is also a junior suite with ensuite. See attached floor plans for full detail.

Bliss Voutsinas Hillside Realty & Development

120 Harmony Rd, Pawling, NY 12564
/13
$408,888
- 3 Beds
- 2.5 Baths
- 1,960 Sq Ft
21 Kings Way, Pawling, NY 12564

Welcome to 21 Kings Way, a charming 3-bedroom, 2.5-bathroom townhome nestled in a wonderful community in Pawling, NY. This beautifully maintained home offers a perfect blend of comfort, style, and convenience. Step inside to discover an inviting open floor plan with spacious living areas, perfect for both entertaining and everyday living. The large windows flood the space with natural light,

Bopaul Sookdeo YourHomeSold Guaranteed Realty

21 Kings Way, Pawling, NY 12564
/24
$399,000
- 5 Beds
- 1,062 Sq Ft
215 Little Pond Rd, Pawling, NY 12564

Private Lake House on a Private Lake! Little Whaley Lake, a serene 46-acre spring-fed, motor-free lake with only six homes offers unparalleled tranquility. This lot offers 150 feet of lake frontage and a private dock; ideal for peaceful swimming, fishing, kayaking, and reconnecting with nature. There are only 6 homes on this lake, with no public access, creating a quiet and peaceful environment.

Jillian Pajer Douglas Elliman Real Estate

215 Little Pond Rd, Pawling, NY 12564
/20
$3,900,000
- Land
- 108 Acres
- $36,111 per Acre
57 S Quaker Hill Rd, Pawling, NY 12564

Seldom does a property like this become available. Two parcels totaling 108 acres create the most idyllic setting on Quaker Hill. Imagine a pastoral retreat blanketed by farmed fields, well-maintained trails, and productive land. With approximately 56 cleared acres, the possibilities are endless. Build your dream country estate, an extended family compound, or an equestrian paradise with ample

Brian McGrath McGrath Realty Inc

57 S Quaker Hill Rd, Pawling, NY 12564
/46
$580,000
- 3 Beds
- 2.5 Baths
- 1,893 Sq Ft
10 Rebecca Dr, Pawling, NY 12564

Nestled in the charming village of Pawling, this delightful house offers new owners the opportunity to create their dream home with a touch of personal flair. Situated on just over 2 acres, the property boasts 3 spacious bedrooms, 2 full bathrooms, and a convenient powder room.The large eat-in kitchen, illuminated by a skylight, provides abundant natural light and features sliders that open

Maria Justo Howard Hanna Rand Realty

10 Rebecca Dr, Pawling, NY 12564
/10
$159,000
- Land
- 0.73 Acre
- $217,808 per Acre
0 Walnut St, Pawling, NY 12564

Great lot in the Village of Pawling! *Board of Health Approval is NOT required because the house will be hooked up to municipal water and sewer! This .73-acre lot offers a lovely western view. Walk to the picturesque Village center with its quaint shops, bakeries, restaurants, library, post office, health care, so much more! Metro-North Train Station (Harlem Line) is located in the Village as

Lisa Liffland McGrath Realty Inc

0 Walnut St, Pawling, NY 12564
/3
$149,900
- Land
- 4.21 Acres
- $35,606 per Acre
0 South Rd Unit KEY853088, Pawling, NY 12531

Beautiful 4.21-acre lot in Pawling, NY presents a unique opportunity to build your dream home. This secluded property offers the ideal blend of privacy and convenience, situated just minutes from the charming Village of Pawling, Metro-North train station, restaurants, shopping, and all the amenities the historic Hudson Valley has to offer. Only three miles off I-84. Perfect for a year-round

Michael Knecht Howard Hanna Rand Realty

0 South Rd Unit KEY853088, Pawling, NY 12531
/3
$189,000
- Land
- 11.4 Acres
- $16,579 per Acre
0 Kirby Hill Rd, Pawling, NY 12564

Great 11 acre BOHA property in Quaker Hill area of Pawling. Great views. Located quiet area next to historic library (not active. Shown as museum in warmer weather). Fantastic getaway area or permanent dream house.

Richard Castro Howard Hanna Rand Realty

0 Kirby Hill Rd, Pawling, NY 12564
/42
$479,900
- 3 Beds
- 3.5 Baths
- 3,467 Sq Ft
2 Bridle Way, Pawling, NY 12564

Welcome to 2 Bridle Way, a rare opportunity to own a spacious 3-bedroom, 3.5-bath Colonial in one of Pawling’s most desirable and well-kept communities. Built in 1992, this young home offers an impressive layout with generous room sizes, abundant natural light, and endless potential for the next owner to bring their vision to life. Located in a sought-after HOA neighborhood, residents enjoy the

Arafat Ibrahim AI Realty Brokerage LLC

2 Bridle Way, Pawling, NY 12564
/47
$574,900
- 3 Beds
- 2 Baths
- 2,107 Sq Ft
28 Gobblers Knob Rd, Pawling, NY 12564

Welcome to 28 Gobblers Knob Road – A Hudson Valley Retreat! Nestled in the heart of the rolling hills of the stunning Hudson Valley, this beautiful 3-bedroom, 2-bathroom home sits on over 20 acres, offering peace, privacy, and natural beauty in every direction. Just over 3 miles from the Metro-North line to Manhattan, you can enjoy the quiet of a country escape without sacrificing

Mark Snyder eXp Realty

28 Gobblers Knob Rd, Pawling, NY 12564
/36
$5,500,000
- 17 Beds
- 13 Baths
- 15,000 Sq Ft
618 Quaker Hill Rd, Pawling, NY 12564

25.5-acre equestrian estate with a 43-room Elizabethan Style manor house, two caretaker homes, a carriage house with groom’s quarters, a yoga studio, a 12,000 sq. ft. stable, greenhouse and more. Situated on the crest of Quaker Hill, Elmwood Farm has stunning views and endless possibilities. The 3-story, 17-bedroom (7 of which are in the nursery wing and the caretakers' wing) 9-bath (plus 4

Harriet Norris Douglas Elliman Real Estate

618 Quaker Hill Rd, Pawling, NY 12564
/35
$399,000
- 2 Beds
- 1 Bath
- 1,080 Sq Ft
16 Townsend Blvd, Pawling, NY 12564

Welcome to 16 Townsend Blvd, a lovely brick home set in the heart of picturesque Pawling, NY. On the end of a quiet, dead-end road, within walking distance of the historic Village of Pawling, this charming domicile will not last long. The Village of Pawling is home to the oldest public-golf course in the United States, George Washington's headquarters during the Revolutionary War, ample eateries

Reid McGrath McGrath Realty Inc

16 Townsend Blvd, Pawling, NY 12564

New York Dutchess County Pawling

Why Live in Pawling

Pawling, NY, spans 45 square miles in Dutchess County, offering residents a blend of rural solitude and accessibility to New York City via an MTA station for an hour-long commute. The town features over 1,000 acres of protected parklands, including the Pawling Nature Reserve, where locals can hike the Appalachian Trail. Recreational options also include Dutcher Golf Course and Whaley Lake, the largest lake in the county, ideal for swimming, kayaking, and fishing. The Maybrook Trailway, part of the Empire State Trail system, provides scenic hiking opportunities. Pawling's housing market includes upscale single-family homes such as Colonial Revivals, ramblers, raised ranches, and split-levels, with exclusive areas like Quaker Hill offering large farms and multimillion-dollar properties. The central village features Craftsman and Victorian homes, while waterfront cottages are available in Holmes. Pawling Central School District serves the community with highly rated schools, including Pawling Elementary, Pawling Middle, and Pawling High. The private Trinity-Pawling School, an all-boys Episcopal boarding school, is also highly rated. Local amenities include grocery stores like Acme Markets and Hannaford along NY-22, and dining options such as O’Connor’s Public House downtown. Community traditions include the Pawling Farmers Market and the Pawling Concert Series, along with Decemberfest and Tree Lighting events. Commuters can reach Manhattan in an hour and a half by train or car, and New Haven, Connecticut, is accessible within two hours.

Learn more about living in Pawling

Frequently Asked Questions

What is the average home price in Pawling, NY?

Homes for sale in Pawling, NY have an average home price of $718,463.

Are home prices dropping in Pawling?

Yes, home prices in Pawling are down 1% in the last 12 months.

How many homes have sold over the last 12 months in Pawling, NY?

68 homes have sold in Pawling, NY over the last 12 months.

What are the most popular zip codes in Pawling, NY?

The most popular zip codes in Pawling, NY include 12564, 12531, 12563, 06784 and 12570.

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

The median home price in Pawling is $555,000. If you put a 20% down payment of $111,000 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $2,730 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $117K a year to afford the median home price in Pawling. Learn how much home you can afford with our Home Affordability Calculator.

How are the schools in Pawling, NY?

Pawling, NY has highly rated public and private schools. Some of the best schools in Pawling based on Niche Grades are Mizzentop Day School, Trinity-Pawling School and Pawling High School. Browse all the schools in Pawling, NY to learn more.

Home Trends in Pawling, NY

On average, homes in Pawling, NY sell after 62 days on the market compared to the national average of 53 days. The median sale price for homes in Pawling, NY over the last 12 months is $533,500, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$533,500

Median Single Family Sale Price

$600,000

Median Townhouse Sale Price

$370,750

Median 2 Bedroom Sale Price

$361,000

Average Price Per Sq Ft

$270

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

2.60

Median List Price

$555,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

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

Pawling Types of Homes for Sale

Pawling Land for Sale

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