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Pawling, NY Homes for Sale

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  • /29

    $599,900

    • 2 Beds
    • 2.5 Baths
    • 1,820 Sq Ft

    36 Byrds Hill Rd, Pawling, NY 12564

    The Perfect Weekend Escape or Full-Time Country Home, just 90 minutes from NYC. Set on a quiet, scenic road in the prestigious Quaker Hill area, you’re a short drive to the Village of Pawling with shopping, restaurants, highways, and Metro-North access. From the outside, it’s a classic farmhouse with rolling green acreage and space to breathe. Step inside, and you’re met with modern, yet cozy

    Agent Photo

    Colleen McGrath

    McGrath Realty Inc

    (845) 630-1049

    36 Byrds Hill Rd, Pawling, NY 12564
  • /48

    $799,999

    • 4 Beds
    • 3 Baths
    • 3,360 Sq Ft

    94 S Quaker Hill Rd, Pawling, NY 12564

    Welcome to Sunset View! Nestled on 3.24 acres of picturesque private land, this sprawling 4-bedroom split-level home offers a perfect blend of spacious living and expansive outdoor amenities including a 20 x 50 salt water inground pool. As you approach along the freshly paved driveway, you'll be welcomed into your very own private oasis. Upon entering through the front door, you’ll step into a

    Agent Photo

    Shannon Tully

    McGrath Realty Inc

    (845) 622-7595

    94 S Quaker Hill Rd, Pawling, NY 12564
  • /8

    $185,000

    • Land
    • 6 Acres
    • $30,629 per Acre

    8 Ravine Rd, Pawling, NY 12564

    Location Location Location in the prestigious Quaker Hill area in Pawling! Come build your private Estate on 6.04 acres. This lot is BOHA for a 5 bedroom home and already have a beautiful stone entry to greet you. Well is drilled and other amenities listed. Close to Everything, horse trails, Metro-North, Route 22, I684 and more.

    Agent Photo

    Shannon Tully

    McGrath Realty Inc

    (845) 385-1182

    8 Ravine Rd, Pawling, NY 12564
  • /33

    $9,750,000

    • Land
    • 558 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

    Agent Photo

    Shaylene Neumann

    Houlihan Lawrence Inc.

    (845) 377-2512

    225 Route 22, Pawling, NY 12564
  • /49

    $569,000

    • 4 Beds
    • 2.5 Baths
    • 3,322 Sq Ft

    7 Watchhill Rd, Pawling, NY 12564

    Step into comfort and elegance in this spacious 4-bedroom, 2.5-bath Colonial nestled in the sought-after Deerfield Ponds neighborhood. From the moment you enter the grand foyer, you'll feel right at home. The heart of the house is the expansive kitchen featuring a large center island, light wood cabinetry, and tiled flooring, seamlessly flowing into both the formal dining room and the cozy living

    Agent Photo

    Shannon Tully

    McGrath Realty Inc

    (845) 524-1380

    7 Watchhill Rd, Pawling, NY 12564
  • /3

    $175,000

    • Land
    • 4.21 Acres
    • $41,568 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

    Agent Photo

    Kimberly Cardona-Smith

    Howard Hanna Rand Realty

    (845) 606-0417

    0 South Rd Unit KEY853088, Pawling, NY 12531
  • /29

    $889,000

    • 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

    26 Rodina Dr, Pawling, NY 12564
  • /47

    $1,300,000

    • 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
  • /47

    $1,485,000

    • 5 Beds
    • 7.5 Baths
    • 5,470 Sq Ft

    604 N Quaker Hill Rd, Pawling, NY 12564

    Exceptional living awaits in this stately Georgian manor house sitting on 7 acres at the top of prestigious North Quaker Hill Road. This mostly original home offers 9’ ceilings, radiant heating and ownership that has changed hands only once. A Belgian cobblestone driveway has a center focal point awaiting your personal touch.The Living room opens to an elegant wraparound terrace, perfect for the

    Leigh Tripathi Ellis Sotheby's Intl Realty

    604 N Quaker Hill Rd, Pawling, NY 12564
  • /33

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 3,035 Sq Ft

    6 Byrds Hill Rd, Pawling, NY 12564

    Modern Pawling Farmhouse - This beautifully renovated Colonial home near Scenic Quaker Hill offers a perfect blend of charm and modern amenities. The spacious kitchen, complete with a center island with seating, flows seamlessly into an open dining and living area, where a cozy fireplace awaits. A separate light-filled den provides a peaceful retreat for relaxation. The main floor features a

    Stephen Pener William Pitt Sothebys Int Rlty

    6 Byrds Hill Rd, Pawling, NY 12564
  • /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

    120 Harmony Rd, Pawling, NY 12564
  • /50

    $1,500,000

    • 4 Beds
    • 3.5 Baths
    • 4,683 Sq Ft

    21 Brady Brook Farm Rd, Pawling, NY 12564

    Nestled within the prestigious Brady Brook Falls subdivision on sought-after Quaker Hill, this exquisite colonial offers an unparalleled blend of elegance, privacy, and modern convenience. Situated at the end of a serene cul-de-sac, the home is surrounded by picturesque horse farms and country estates. A long, private driveway leads to this stunning 6.65-acre retreat, complete with a heated

    Brian McGrath McGrath Realty Inc

    21 Brady Brook Farm Rd, Pawling, NY 12564
  • /47

    $749,900

    • 3 Beds
    • 2 Baths
    • 2,107 Sq Ft

    28 Gobblers Knob Rd, Pawling, NY 12564

    Welcome to 28 Gobblers Knob Road – A Hudson Valley Equestrian Retreat! Nestled in the heart of the stunning Hudson Valley, this beautiful 3-bedroom, 2-bathroom home sits on a breathtaking 20+ acre property offering peace, privacy, and natural beauty in every direction. Whether you're looking for a serene country getaway or a horse property, this one-of-a-kind home is the perfect match. The

    Mark Snyder eXp Realty

    28 Gobblers Knob Rd, Pawling, NY 12564
  • /28

    $425,000

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    42 Harmony Rd, Pawling, NY 12564

    Located on one of Pawling's most charming country roads, while still within a five-minute drive from the quaint and lively village center, this salt-box style home is awaiting your creativity and love. With a cozy and convenient fireplace in the living room, and a front-porch that overlooks an idyllic forest and beaver-pond across the street, the property feels isolated and quiet while still

    Reid McGrath McGrath Realty Inc

    42 Harmony Rd, Pawling, NY 12564
  • /45

    $456,600

    • 3 Beds
    • 2.5 Baths
    • 1,835 Sq Ft

    19 Cushing Green S, Pawling, NY 12564

    Comfortable Townhouse Living at Squire GreenWelcome to this spacious and bright end-unit townhouse featuring 3 bedrooms, 2.5 bathrooms, and a one-car garage—all set within the highly sought-after Squire Green community. The main floor offers a welcoming layout ideal for daily living and entertaining. Enjoy an eat-in kitchen, a living room with cathedral ceilings, cozy fireplace, and a sliding

    Peggy MacLeay-Generoso McGrath Realty Inc

    19 Cushing Green S, Pawling, NY 12564
  • /24

    $499,000

    • 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
  • /43

    $724,900

    • 4 Beds
    • 2.5 Baths
    • 2,773 Sq Ft

    27 Millstream Ct, Pawling, NY 12564

    Welcome to your new home in the neighborhood you want and with all the amenities you want. Imagine waking in your Oversized Primary bedroom to the sounds of birds chirping and the sun warming your face. Get the day going in your Primary Bath Suite with Double Vanity, Heated Floors, Heated Towel Rack and Jacuzzi Tub. Smell the coffee brewing in your Chef's kitchen where you can prepare meals that

    CHRISTOPHER FILANGERI BHHS Hudson Valley Properties

    27 Millstream Ct, Pawling, NY 12564
  • /37

    $495,000

    • 3 Beds
    • 1.5 Baths
    • 1,680 Sq Ft

    36 Elm St, Pawling, NY 12564

    A historic Village Colonial on a quiet street, is a delight to show. Immaculate, well maintained & updated. Downstairs, a formal living room with a gas stove fireplace & bay windows, a formal dining room with built ins for storage, an office with closets & shelves for storage, a foyer, hardwood floors, a stunning eat in chef's kitchen with stone counters, stainless appliances, a big closet &

    Gillian Stewart Gillian Stewart Real Estate

    36 Elm St, Pawling, NY 12564
  • /20

    $429,000

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    7 Holiday St, Pawling, NY 12564

    Wonderful mid-century ranch enjoys beautiful, park-like property in the scenic town of Pawling! Nearby Lakeside Park is open for the summer! 36 acre lake with beach, pickle ball courts, Snack Shack, more. Now, back to the house! Large, sun-filled living rm features a bay window and hardwood floor. The spacious kitchen and dining area are lovely! Beautiful cabinetry, quartz-like countertops,

    Lisa Liffland McGrath Realty Inc

    7 Holiday St, Pawling, NY 12564
  • /24

    $115,000

    • Land
    • 3.61 Acres
    • $31,856 per Acre

    0 Route 292 Unit KEY861594, Pawling, NY 12531

    Discover the perfect place to build your dream home or weekend retreat on this 3.61-acre lot, ideally located in the peaceful town of Pawling (Holmes Post Office). Nestled in a serene, wooded setting with residential zoning – ideal for a custom home, cabin, or investment, this parcel offers privacy, space, and endless possibilities. Conveniently located near Route 22, I-84, and Metro-North, with

    Dean Nugent Mary Jane Pastor Realty

    0 Route 292 Unit KEY861594, Pawling, NY 12531
  • /31

    $367,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2.5 Baths
    • 1,413 Sq Ft

    37 Spruce St, Pawling, NY 12564

    Discover comfort and convenience in this beautifully maintained 2-bedroom, 2.5-bath townhouse nestled in the sought-after Cedar Valley Complex in Pawling, NY. The sun-drenched, open-concept living and dining area features a charming fireplace, offering the perfect setting for cozy nights in or easy entertaining. The kitchen is generously sized for a townhouse, offering ample cabinet space and

    Nick Selca Lakeshore Realty International

    37 Spruce St, Pawling, NY 12564
  • /32

    $329,999

    • 2 Beds
    • 2.5 Baths
    • 2,130 Sq Ft

    24 Timberline Trail, Pawling, NY 12564

    Welcome to 24 Timberline Trail—Located in a peaceful, sought-after neighborhood in Pawling, NY. This residence offers the perfect blend of comfort, functionality, and modern updates. Featuring 3 spacious bedrooms and 2.5 bathrooms, the home boasts an open and versatile layout ideal for everyday living and entertaining.Step outside to a generous first-floor deck that seamlessly extends your living

    Vincent Reda Keller Williams Realty

    24 Timberline Trail, Pawling, NY 12564
  • /50

    $5,450,000

    • 8 Beds
    • 11 Baths
    • 11,301 Sq Ft

    955 Old Quaker Hill Rd, Pawling, NY 12564

    Perched atop historic Quaker Hill, MAIN TOP, is a private oasis of 20 gated acres with a stately manor, heated saltwater pool, tennis court, and endless mountain vistas that reach across 5 states. The 11,301 sq. ft. residence blends timeless elegance with high ceilings, oak floors, and fine details. Inside, you’ll find stunning formal rooms including a dramatic 47 ft living room, an entertaining

    Gladys Disisto Christie's Int. Real Estate

    955 Old Quaker Hill Rd, Pawling, NY 12564
  • /50

    $760,000

    • 4 Beds
    • 4.5 Baths
    • 2,920 Sq Ft

    12 W Wind Rd, Pawling, NY 12564

    Nestled on over two serene acres and backing to a tranquil nature preserve, this beautifully maintained home offers the perfect blend of peace, privacy, and natural beauty. With breathtaking seasonal views of the surrounding woodlands, the setting is ideal for quiet reflection or lively gatherings.Though the tax card shows four-bedrooms, this spacious home lives like a five-bedroom, offering

    Doris Jean William Raveis Real Estate

    12 W Wind Rd, Pawling, NY 12564
  • /48

    $799,900

    • 4 Beds
    • 2.5 Baths
    • 3,350 Sq Ft

    134 Old Pawling Rd, Pawling, NY 12564

    Beautiful Colonial home, Well Maintained level land W/Meadow view, for the first time on the market .This beautiful home offer 4 bedroom and 2 full bathroom and half Den room on the first floor, Bonus Room on the second floor, Formal living room and formal dining room, 1,25 acres .Gorgeous Oak eating kitchen with sliding door to the deck outside, family room and half bath. Second floor offer 4

    Drita Shala Howard Hanna Rand Realty

    134 Old Pawling Rd, Pawling, NY 12564
  • /38

    $699,000

    • 5 Beds
    • 2.5 Baths
    • 2,924 Sq Ft

    5 Red Tail Ct, Pawling, NY 12564

    Tucked away on a quiet cul-de-sac in the sought-after Deerfield Ponds community, 5 Red Tail Court is a beautifully maintained 5-bedroom, 2.5-bathroom Colonial offering space, style, and convenience. With 2,924 sq ft of living space, this home features an inviting floor plan, perfect for both everyday living and entertaining.Step inside to find a sun-filled living room with a cozy fireplace, a

    Julius Cooper eXp Realty

    5 Red Tail Ct, Pawling, NY 12564
  • /9

    $149,000

    • Land
    • 8 Acres
    • $17,654 per Acre

    14 Akindale Rd, Pawling, NY 12564

    Welcome to Brady Brook falls, part of historic Quaker Hills one of Pawling's most distinguished country side. This beautiful lot is on 8.44 pastoral acres. When the days grow longer and temperatures rise or when the days grow shorter and temperatures drop , there is no better place to find solace than the cozy comforts of home in Brady Brook Falls. Make this your every day vacationing home.

    Kathryn McCoach Houlihan Lawrence Inc.

    14 Akindale Rd, Pawling, NY 12564
  • /34

    $650,000

    • 3 Beds
    • 3 Baths
    • 1,450 Sq Ft

    54 Nanny Hill Rd, Pawling, NY 12564

    This stunning home is brand new from Westchester modular, built with top-of-the-line finishes and quality materials. As soon as you step inside, you'll be greeted by a bright and airy open floor plan that creates a spacious and inviting atmosphere. The chef's kitchen is a standout feature, featuring an oversized island with a prep sink and high-end appliances that are sure to appeal to the

    Kaye Saglibene

    54 Nanny Hill Rd, Pawling, NY 12564
  • /18

    $135,000

    • Land
    • 1.40 Acres
    • $96,429 per Acre

    0 Overlook Rd, Pawling, NY 12564

    Build your dream home in Pawling with this Board of Health approved location, blending the charm of an established neighborhood while providing a blank building canvas. This 1.4 acre lot is approved for up to 4 bedrooms and offers potential peek-a-boo mountain views and colorful sunsets. The partially wooded lot provides natural privacy with mature landscaping from day one. The driveway has

    Judy Albert BHHS Hudson Valley Properties

    0 Overlook Rd, Pawling, NY 12564
  • /9

    $1,100,000

    • 5 Beds
    • 3.5 Baths
    • 3,500 Sq Ft

    51 Estate Dr, Pawling, NY 12564

    Don't miss this opportunity to have your dream home built and custom designed to your finishes. As you step inside, you're greeted by a grand foyer entrance with high ceilings open to the second floor. Discover a beautifully designed eat-in kitchen, complete with custom cabinetry, stainless steel appliances, quartz countertops, and center island. The oversized open floor plan seamlessly

    Tony Zaccardo Coldwell Banker Realty

    51 Estate Dr, Pawling, NY 12564
  • /2

    $650,000

    • 6 Beds
    • 2 Baths
    • 2,856 Sq Ft

    13 Rebecca Dr, Pawling, NY 12564

    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 unique situation where the home can be held as an Invesment until 2026 and thereafter utilized by the new owner. Generator

    Angela Briante Briante Realty Group, LLC

    13 Rebecca Dr, Pawling, NY 12564
  • /6

    $165,000

    • Land
    • 10 Acres
    • $17,098 per Acre

    16 Brady Brook Farm Rd, Pawling, NY 12564

    Incredible opportunity to build your dream home in the beautiful and prestigious Brady Brook Falls community, a park-like section of Quaker Hill. Located at the end of a private cul-de-sac, this parcel offers serenity and breathtaking surroundings. The property is attached to roughly 100 acres of open space where you can enjoy hiking, horseback riding, cross country skiing, and trout fishing.

    Andrew Stewart Gillian Stewart Real Estate

    16 Brady Brook Farm Rd, Pawling, NY 12564
  • /14

    $250,000

    • Land
    • 10 Acres
    • $25,694 per Acre

    Lot #2 Dodge Rd, Pawling, NY 12564

    Nestled within a recently divided 163-acre parcel, this picturesque 9.73-acre property offers an idyllic escape. Enjoy the privacy of your own land while having access to a shared 100-acre common area with scenic trails and natural wonders. Set within a protected area, the eight lots in this division have been transferred to new owners, and none can be further subdivided due to conservation

    Brian McGrath McGrath Realty Inc

    Lot #2 Dodge Rd, Pawling, NY 12564
  • /22

    $1,350,000

    • Land
    • 3.90 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.

    178 Charles Colman Blvd, 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
  • /36

    $14,995,000

    • 4 Beds
    • 3.5 Baths
    • 3,942 Sq Ft

    15 Kirby Hill Rd, Pawling, NY 12564

    Kirby Hill Farm, an exceptional equestrian estate set on 247 acres of Quaker Hill's finest countryside. The turnkey, multi-discipline, equestrian facility offers 4 barns with 81 stalls, 2 indoor riding arenas, 3 outdoor riding rings, 37 paddocks, 7 additional paddocks with winterized waterers, 21 fields, Grand Prix polo field, over 100 acres of fenced property, and 150 acres of riding trails

    Brian McGrath McGrath Realty Inc

    15 Kirby Hill Rd, Pawling, NY 12564
  • /3

    $189,000

    • Land
    • 11 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
  • /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
  • /23

    $1,445,000

    • 4 Beds
    • 3.5 Baths
    • 4,178 Sq Ft

    29 Marble Ln, Pawling, NY 12564

    Fully Approved Shovel Ready Fabulous ultra private 5 plus acre homesite in a deed restricted, eco-sensitive subdivision. Don't miss the opportunity to have your dream home built by an experienced local builder. Once built, this spacious front porch colonial will be enhanced by light infused rooms, an open floor plan and custom eat in kitchen perfect for preparing scrumptious meals. A family room

    John Ravetto Houlihan Lawrence Inc.

    29 Marble Ln, Pawling, NY 12564
  • /5

    $399,000

    • Land
    • 62 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

Showing Results 1 - 40, Page 1 of 2

Why Live in Pawling

The town of Pawling stretches 45 square miles across the trees and rolling pastoral spread of Dutchess County and is anchored by the small commercial village of the same name at its heart. Pawling residents appreciate the rural solitude that comes with the homes here. They also have access to over 1,000 acres of protected parklands and are connected to an MTA station for an hour-long commute to New York City. “[There was a] boom of work-from-home residents due to Covid,” says Shannon Tully, a longtime Pawling local and associate broker with McG ...

Frequently Asked Questions

What is the average home price in Pawling, NY?
Homes for sale in Pawling, NY have an average home price of $883,751.
How many homes have sold over the last 12 months in Pawling, NY?
69 homes have sold in Pawling, NY over the last 12 months.
Is Pawling, NY a safe city?
In general, the safest neighborhoods in Pawling, NY with lower crime scores are Beekman and Union Vale.
What are the most popular zip codes in Pawling, NY?
The most popular zip codes in Pawling, NY include 12603, 10512, 12601, 12590 and 06810.
What are the most popular neighborhoods in Pawling, NY?
The most popular neighborhoods in Pawling, NY with the most homes for sale are Beekman and Union Vale.
How much do you need to make to afford a house in Pawling?
The median home price in Pawling is $599,000. If you put a 20% down payment of $119,800 and had a 30-year fixed mortgage with an interest rate of 6.84%, your estimated principal and interest payment would be $3,140 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $135K a year to afford the median home price in Pawling.
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. The neighborhoods in Pawling with the highest rated schools are Beekman and Union Vale. Browse all the schools in Pawling, NY to learn more.

Home Trends in Pawling, NY

Housing Trends

Median Sale Price
$565,000
Median Single Family Sale Price
$647,500
Median Townhouse Sale Price
$367,000
Median 2 Bedroom Sale Price
$365,000
Average Price Per Sq Ft
$316
Number of Homes for Sale
24
Last 12 months Home Sales
69
Months of Supply
4.20
Median List Price
$599,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
9%
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