Pawling, NY Homes

$545,000 Sold Jan 27, 2025
- 4,502 Sq Ft
- $121/SF
- 49 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2002
10 Watchhill Rd, Pawling, NY 12564

Perched at the end of a cul-de-sac in Deerfield Ponds, this sprawling 4-bedroom, 3.5-bath Colonial offers more than meets the eye. Welcomed by the large front porch, the front door entry opens to a bright hallway, cathedral ceilings showing off the second floor, a powder room, and large entries to the Family and Living Room. Straight down the hall, you will arrive in the spacious, centrally

Shannon Tully McGrath Realty Inc

10 Watchhill Rd, Pawling, NY 12564

Est $1,124,701 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 6,052 Sq Ft
382 Old Quaker Hill Rd, Pawling, NY 12564

382 Old Quaker Hill Rd, Pawling, NY 12564

/8
$160,000
- Land
- 8 Acres
- $18,957 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
$650,000 Sold Jan 27, 2025
- 2,840 Sq Ft
- $229/SF
- 53 Days On Market
- 4 Beds
- 2 Baths
- Built 1987
10 di Pietro Ln, Pawling, NY 12564

This bright and spacious Mediterranean style home was designed and built by the owners. It's nestled on a peaceful and private cul-de-sac. As you step inside, discover a beautifully designed eat-in kitchen, complete with custom cabinetry, stainless steel appliances, double wall oven, granite countertops, and center island. The oversized open floor plan seamlessly connects the formal dining and

Tony Zaccardo Coldwell Banker Realty

10 di Pietro Ln, Pawling, NY 12564

Est $363,256 Not Listed For Sale
- 2 Beds
- 1 Bath
- 900 Sq Ft
62 S Quaker Hill Rd, Pawling, NY 12564

62 S Quaker Hill Rd, Pawling, NY 12564

/34
$787,000
- 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
$600,000 Sold Jan 24, 2025
- 1,824 Sq Ft
- $329/SF
- 71 Days On Market
- 4 Beds
- 3 Baths
- Built 1979
92 E Main St, Pawling, NY 12564

Welcome to your dream home nestled in the vibrant heart of the village of the picturesque Pawling. The beautiful flow of your main floor boasts natural light, giving a perfect blend of practicality and charm. Your backyard will become a perfect venue for entertaining with its expansive and level setting. This labor of love includes many new upgrades: Roof (2018), windows (2018), sliding glass

Karen Gundelach Keller Williams Realty Partner

92 E Main St, Pawling, NY 12564

Est $620,084 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,220 Sq Ft
42 Sumner Ln, Pawling, NY 12564

42 Sumner Ln, Pawling, NY 12564

/50
$1,695,000
- 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
$685,000 Sold Jan 24, 2025
- 3,246 Sq Ft
- $211/SF
- 133 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1993
15 Stirrup Trail, Pawling, NY 12564

Prepare to be stunned by this immaculately maintained residence! From the moment you step inside, you’ll notice that shoes have never been worn in this pristine home, reflecting a true sense of care and pride of ownership. The current owner has thoughtfully selected and updated every aspect of this home, creating a warm and inviting atmosphere that welcomes you with open arms. Welcome to 15

Anthony DeBellis Douglas Elliman Real Estate

15 Stirrup Trail, Pawling, NY 12564

Est $647,382 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,944 Sq Ft
1104 Route 22, Pawling, NY 12564

1104 Route 22, Pawling, NY 12564

/29
$2,395,000
- 5 Beds
- 4.5 Baths
- 3,530 Sq Ft
43 Meeting House Rd, Pawling, NY 12564

Nestled among equestrian estates in the prestigious Quaker Hill community of Pawling, this inspiring 3-bedroom retreat blends modern luxury with rustic charm. Set on a sprawling 5-acre estate in the heart of horse country, this property offers an idyllic escape for those seeking tranquility and inspiration. There is an additional fully renovated 2-bedroom guest cottage with its own utilities,

Melissa Colabella Compass Greater NY, LLC

43 Meeting House Rd, Pawling, NY 12564
$485,000 Sold Jan 23, 2025
- 1,170 Sq Ft
- $415/SF
- 42 Days On Market
- 2 Beds
- 2 Baths
- Built 1985
94 David Ln, Pawling, NY 12564

Relax on your deck, high above the shimmering lake, or amble down the hillside to your private dock and dangle your toes in the cool water. At the end of David Lane is this 2 bed, 1 3/4 bath contemporary house. On the main floor three huge skylights sit high above a terracotta tile floor.and an open kitchen with views of the lake below. Also on the main floor is a guest bedroom and bathroom.

Shannon Tully McGrath Realty Inc

94 David Ln, Pawling, NY 12564

Est $467,940 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,468 Sq Ft
1 Westmount Ave, Pawling, NY 12564

1 Westmount Ave, Pawling, NY 12564

/11
$145,000
- Land
- 1.40 Acres
- $103,571 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
$360,000 Sold Jan 13, 2025
- 1,413 Sq Ft
- $255/SF
- 65 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1988
13 Juniper Ln, Pawling, NY 12564

Welcome to your sunlit home in the desirable Cedar Valley Subdivision! This beautifully updated 2-bedroom, 2.5-bath condo offers a perfect blend of modern upgrades and comfortable living. Enjoy abundant natural light throughout. Recent upgrades include new Pella windows and front door, water filtration system, new hot water tank, new carpeting, and new hallway and living room flooring. All

Nanci Kubik Houlihan Lawrence Inc.

13 Juniper Ln, Pawling, NY 12564

Est $412,756 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,260 Sq Ft
25 Reservoir Rd, Pawling, NY 12564

25 Reservoir Rd, Pawling, NY 12564

/42
$599,000
- 4 Beds
- 4.5 Baths
- 2,361 Sq Ft
126 Old Route 55, Pawling, NY 12564

This charming, expansive ranch home is thoughtfully designed to suit a variety of living arrangements, whether for a large family, extended family, or a mother-daughter setup. With 4-5 bedrooms and 4 full bathrooms (3 of which are en suite), this home offers both space and privacy for everyone.The kitchen is a chef's dream, featuring elegant soapstone countertops, a copper sink, and distressed

Philip Bisesto HomeSmart Homes & Estates

126 Old Route 55, Pawling, NY 12564
$535,000 Sold Jan 10, 2025
- 3,620 Sq Ft
- $148/SF
- 39 Days On Market
- 4 Beds
- 3 Baths
- Built 1989
173 Quaker Hill Rd, Pawling, NY 12564

Welcome to this immaculate and spacious Pawling colonial. The first thing you see is the beautiful, mature landscaping on over an acre of land. And the views! The first floor offers a living room with a fireplace and bay window to enjoy the far reaching view. The kitchen opens into the dining room where you will find sliding glass doors to the large back patio. Also on this floor is a

Regan Andrews Houlihan Lawrence Inc.

173 Quaker Hill Rd, Pawling, NY 12564

Est $410,933 Not Listed For Sale
- 4 Beds
- 1 Bath
- 1,344 Sq Ft
336 Old Route 22, Pawling, NY 12564

336 Old Route 22, 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
$467,000 Sold Dec 27, 2024
- 1,824 Sq Ft
- $256/SF
- 74 Days On Market
- 3 Beds
- 2 Baths
- Built 1976
45 Fenwood Dr, Pawling, NY 12564

Your search is over! Charming 3 bedrm, 2 bath home on 1.15 acres, fenced-in private yard, perfect for your little ones or four-legged family members enjoy nature in safety. Savor morning coffee on the wrap-around deck overlooking tranquil gardens, beautiful natural landscaping & your own greenhouse! Bright open floor plan w/cathedral ceilings, hardwoods make this home feel like an artist’s

Peggy MacLeay-Generoso McGrath Realty Inc

45 Fenwood Dr, Pawling, NY 12564

Est $636,043 Not Listed For Sale
- 3 Beds
- 3 Baths
- 3,428 Sq Ft
8 Mallow Ct, Pawling, NY 12564

8 Mallow Ct, 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
$795,000 Sold Dec 26, 2024
- 3,287 Sq Ft
- $242/SF
- 58 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1979
206 N Quaker Hill Rd, Pawling, NY 12564

Perched on 3 wooded acres high above a natural stream, this 4-bedroom 3.5 bath Contemporary offers more than meets the eye. Natural landscaping sweeps down the drive, guiding visitors to a fresh stone path leading to the front door. The entry features a cathedral ceiling featuring a charming wood stove, set-off by large windows, soaring ceilings, hardwood floors, and a floor to ceiling stone

Shannon Tully McGrath Realty Inc

206 N Quaker Hill Rd, Pawling, NY 12564

Est $598,438 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,318 Sq Ft
7 Glen Ct, Pawling, NY 12564

7 Glen Ct, Pawling, NY 12564

/13
$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
$260,000 Sold Dec 23, 2024
- 1,640 Sq Ft
- $159/SF
- 47 Days On Market
- 3 Beds
- 2 Baths
- Built 1960
85 Harmony Hill Rd, Pawling, NY 12564

Three bedroom, two bathroom ranch in T/Pawling on 2.9 acres! Additional 1800 square foot structure with potential for added living space adjacent to main house. See agent remarks for more information prior to showing. 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

Brian Smith River Realty Services, Inc.

85 Harmony Hill Rd, Pawling, NY 12564

Est $546,501 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,454 Sq Ft
4 Glen Ct, Pawling, NY 12564

4 Glen Ct, 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
$114,900 Sold Dec 18, 2024
- Land
- 0.76 Acre
- $151,184 per Acre
- 112 Days On Market
15 Dykeman St, Pawling, NY 12564

Don't miss this great opportunity! Lovely vacant lot in Pawling, NY. Book your appointment to see this great property today! This is a FannieMae HomePath property.

Matthew Cave Hudson Property Services, LLC

15 Dykeman St, Pawling, NY 12564

Est $462,045 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
2 Mallow Ct, Pawling, NY 12564

2 Mallow Ct, 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
$995,000 Sold Dec 13, 2024
- 2,716 Sq Ft
- $366/SF
- 94 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1850
138 Harmony Rd, Pawling, NY 12564

Welcome to a truly unique and private retreat nestled on 66+ acres of verdant grounds along a scenic country road in Pawling, NY. This estate transports you back in time, with impeccably maintained landscapes featuring ancient stately trees, expansive lawns, and picturesque stone walls that wind through the property. The beauty of the land is unparalleled, offering absolute privacy and a serene

Brian McGrath McGrath Realty Inc

138 Harmony Rd, Pawling, NY 12564

Est $594,906 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,186 Sq Ft
1 Mallow Ct, Pawling, NY 12564

1 Mallow Ct, 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
$430,000 Sold Dec 12, 2024
- 1,286 Sq Ft
- $334/SF
- 104 Days On Market
- 3 Beds
- 1 Bath
- Built 1971
25 Frenchmans Ln, Pawling, NY 12564

A/O, CTS for backup. Where the blacktop ends, a lovely split level Ranch nestled on 1 level acre. The setting couldn't be lovelier. This 3 BR, 1 bath home has many new improvements such as a new furnace, new central AC unit, electric upgraded to 200 Amps. There are wood floors underneath the tile in the hallway & the carpeting in the living room/dining area. The home is conveniently located to

Gillian Stewart Gillian Stewart Real Estate

25 Frenchmans Ln, Pawling, NY 12564

Est $801,213 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,497 Sq Ft
71 Sumner Ln, Pawling, NY 12564

71 Sumner Ln, Pawling, NY 12564

/16
$1,299,000
- Land
- 68 Acres
- $18,994 per Acre
757 Old Quaker Hill Rd, Pawling, NY 12564

An exceptional 68 acre property on the highly sought after Quaker Hill of Pawling. The parcel features 24 acres of clear and level land seamlessly blend with old woods crossed by meandering streams and historic trails dating back to the revolutionary era. Nestled in Quaker Hill's esteemed equestrian community, this property offers panoramic views of neighboring mountains and expansive estates.

Ryan Arket Compass Greater NY, LLC

757 Old Quaker Hill Rd, Pawling, NY 12564
$752,500 Sold Dec 10, 2024
- 2,772 Sq Ft
- $271/SF
- 7 Days On Market
- 4 Beds
- 4 Baths
- Built 1985
8 Birch Hill Rd, Pawling, NY 12564

Stunning sunsets and panoramic mountain views await at this 4+ acre home on Birch Hill Road in Pawling, NY. This beautifully maintained 4-bedroom, 3.5-bath colonial includes a finished guest space above the 2-car garage, featuring a private office and separate living room. Enjoy breathtaking views from the wrap-around porch, living room, and kitchen. The first floor offers a spacious living room

Liza Reiss Elyse Harney Real Estate

8 Birch Hill Rd, Pawling, NY 12564

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