Recently Sold Pawling, NY Homes

$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
$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
$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
$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
$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
$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
$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
$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
$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
$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
$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
$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
$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
$662,500 Sold Dec 10, 2024
- 2,344 Sq Ft
- $283/SF
- 195 Days On Market
- 3 Beds
- 3 Baths
- Built 1950
54 Old Route 55, Pawling, NY 12564

PRICE IMPROVEMENT!!!! Head to your very own countryside getaway just 60 miles from NYC! This peaceful retreat offers privacy and relaxation surrounded by nature's beauty. Set on 19 acres, this updated 3 bed 3 bath home boasts a modern kitchen and a luxurious spa-like bathroom in the main suite. With high ceilings and plenty of windows, natural light floods the space, offering tranquil woodland

Suzanne Browne-Shilling Coldwell Banker Realty

54 Old Route 55, Pawling, NY 12564
$13,000 Sold Nov 20, 2024
- Land
- 0.26 Acre
- $50,000 per Acre
- 234 Days On Market
7 Birch Ln, Holmes, NY 12531

Please note: Tiny Homes are not allowed per Town Code. The min. size dwelling that can be built, provided you meet all the other requirements including BOH approval, is 800/sf. Trailers are only allowed in Mobil Home Parks in the Town of East Fishkill . Vacant land for sale CurrentUses: Single Family,

Pauline Angrisani Coldwell Banker Realty

7 Birch Ln, Holmes, NY 12531
$440,000 Sold Nov 18, 2024
- 1,818 Sq Ft
- $242/SF
- 16 Days On Market
- 3 Beds
- 2 Baths
- Built 1973
52 Gristmill Ln, Pawling, NY 12564

Property like this doesn't hit the market often! This charming three bedroom ranch is surrounded by one acre of park-like grounds on a quiet, bucolic street with no through-traffic. Inside, you'll find everything you want in a home: a large eat-in Kitchen with granite counters and stainless steel appliances; spacious living room and dining room with sliding doors to the deck; primary bedroom with

Vanessa Longo Briante Realty Group, LLC

52 Gristmill Ln, Pawling, NY 12564
$680,000 Sold Nov 15, 2024
- 2,599 Sq Ft
- $262/SF
- 38 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2005
Unlisted Address

This delightful home, set on a peaceful cul-de-sac and close to the quaint Village of Pawling, offers the perfect blend of modern convenience and timeless elegance. Built in 2005, the property feels like new, boasting 2,599 square feet across its first two levels, with three bedrooms, a finished bonus room, and two and a half baths. The unfinished walk-out basement with high ceilings and sliders

Claudia Jiskra McGrath Realty Inc

Unlisted Address
$439,999 Sold Oct 24, 2024
- 1,079 Sq Ft
- $408/SF
- 36 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1977
85 Fairway Dr, Pawling, NY 12564

Welcome to your dream home in the charming Village of Pawling! This delightful 3-bedroom, 1.5-bathroom house offers the perfect blend of comfort and convenience. Step inside and be greeted by a spacious eat-in kitchen, boasting elegant granite countertops that will inspire your inner chef. The primary bedroom, complete with its own half bath, provides a peaceful retreat after a long day. All

Anna Proctor Compass Greater NY, LLC

85 Fairway Dr, Pawling, NY 12564
$360,000 Sold Oct 16, 2024
- 1,200 Sq Ft
- $300/SF
- 39 Days On Market
- 2 Beds
- 1 Bath
- Built 1945
11 Allison Dr, Pawling, NY 12564

Looking for a charming and cozy home in the heart of Pawling Village? Look no further than this adorable property, featuring two bedrooms, a full bathroom, and a living room with a warm and inviting stone fireplace. The dining area leads out to a spacious patio, perfect for entertaining, and the galley kitchen provides access to the backyard and basement. The full, unfinished basement offers

Teddie Leonaggeo McGrath Realty Inc

11 Allison Dr, Pawling, NY 12564
$270,000 Sold Oct 11, 2024
- 1,950 Sq Ft
- $138/SF
- 51 Days On Market
- 4 Beds
- 2 Baths
- Built 1929
322 Old Route 22, Pawling, NY 12564

Looking for a project, this 2 family property could shine with the right owner. Property sold as-is-where-is with all faults. Pipe on second floor burst, first floor suffered water damage, radiators on first floor are cracked, condition of boiler is unknown, hot water heaters are not operational, house NEEDS work but has tremendous potential. This spacious 2 unit property boasts 2 bedrooms,

Kelly Campbell Century 21 Alliance Rlty Group

322 Old Route 22, Pawling, NY 12564
$1,125,000 Sold Oct 01, 2024
- 2,441 Sq Ft
- $461/SF
- 120 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1998
39 Overlook Dr, Pawling, NY 12564

Get ready to feel the All-American dream come to life as you make your way up to this impeccably maintained 5.77-acre property just minutes from the bucolic Village of Pawling. As you pass the 4-stall horse barn (crafted by Old Town Barns) and riding ring to your right, you’ll find the inviting, contemporary home accompanied by the gleaming, freshly epoxy coated 2-bay garage with workshop, two

Colleen McGrath McGrath Realty Inc

39 Overlook Dr, Pawling, NY 12564
$740,000 Sold Sep 30, 2024
- 2,758 Sq Ft
- $268/SF
- 34 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1985
112 S Quaker Hill Rd, Pawling, NY 12564

Set high atop Quaker Hill with million-dollar views. Perfectly situated on a 3-acre parcel to enjoy the coveted far-reaching mountain views, pastoral horse farms and nightly awe-inspiring westerly sunsets. This lovely 2,758 SF two-story colonial home is being offered for the first time by its original owner. Inside, the residence offers a harmonious blend of formal and casual spaces, accentuated

Claudia Jiskra McGrath Realty Inc

112 S Quaker Hill Rd, Pawling, NY 12564
$392,000 Sold Sep 13, 2024
- 1,394 Sq Ft
- $281/SF
- 22 Days On Market
- 2 Beds
- 1 Bath
- Built 1914
6 Harmony Hill Rd, Pawling, NY 12564

Moving in ready this charming 2 bedroom cape that lives as a three bedroom has charm and character and so much to offer the main floor features kitchen with Oak cabinetry stainless steel appliances, gas stove and pantry, which leads to dining room with sliding glass doors to a heated sunroom with skylights and ceramic flooring, also has a electric fireplace for heat and ambience with sliding

Nannette Fransen Houlihan Lawrence Inc.

6 Harmony Hill Rd, Pawling, NY 12564
$430,000 Sold Sep 12, 2024
- 1,080 Sq Ft
- $398/SF
- 21 Days On Market
- 3 Beds
- 1 Bath
- Built 1950
56 Elm St, Pawling, NY 12564

Just a few minutes from the village of Pawling there's a certain level of historic charm and integrity that goes hand in hand with this renovated cape. Experience its many delights firsthand. Each room seamlessly flows into the next. Featuring a chic kitchen with sleek stainless steel appliances and beautifully refinished hardwood floors throughout, the living area exudes natural light at every

Giancarlo Pecora eXp Realty

56 Elm St, Pawling, NY 12564
$399,000 Sold Sep 10, 2024
- 1,708 Sq Ft
- $234/SF
- 74 Days On Market
- 3 Beds
- 2 Baths
- Built 1986
76 Lakeview Dr, Pawling, NY 12564

Custom Full Cape in Gated Lake Community: Well Suited for Year Round Living in Pawling Lake Estates. Beautiful Hardwood Floors. Enjoy Cozy Winters w/ two Wood Burning Stoves. Spring Beckons you Outside to discover Perennial Gardens in Bloom. Summers Spent Sitting on Deck Reading & Relaxing. Walk down Country Lane to Private Beach to Swim or Paddle Board around the Lake. First Floor Master Bedroom

Martha Woodhouse Howard Hanna Rand Realty

76 Lakeview Dr, Pawling, NY 12564
$565,000 Sold Sep 09, 2024
- 2,836 Sq Ft
- $199/SF
- 38 Days On Market
- 2 Beds
- 3.5 Baths
- Built 1850
135 S Quaker Hill Rd, Pawling, NY 12564

Lives like a 4 bedroom house! Experience modern luxury in this meticulously renovated home. Priced significantly under market value for a quick sale. BRAND NEW septic tank & fields! Boasting a new boiler, kitchen, and baths, this turnkey residence with over 4,000 sqft of indoor and outdoor living is a harmonious blend of history and convenience. If you wish to change the countertop and/or switch

Dominick DiFilippo Keller Williams Realty Partner

135 S Quaker Hill Rd, Pawling, NY 12564
$368,500 Sold Sep 03, 2024
- 1,427 Sq Ft
- $258/SF
- 101 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1997
18 Evergreen Way, Pawling, NY 12564

Welcome Home! This meticulously maintained town home features two bedrooms, two and a half bathrooms and over fourteen hundred square feet. This home has so much to offer, from hardwood floors, to high vaulted ceilings and a cozy fireplace. Enjoy the ease of having the primary bedroom on the first floor, accompanied with a large walk in closet. Looking for the perfect spot to have your morning

Samantha Davis BHHS Hudson Valley Properties

18 Evergreen Way, Pawling, NY 12564
$390,000 Sold Sep 03, 2024
- 2,560 Sq Ft
- $152/SF
- 25 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1986
1120 New York 22, Pawling, NY 12564

Commuter's dream!4 Bedroom, 2.5 Bathroom Custom Colonial on a private 2 acre lot in Town of Pawling! Large kitchen with plenty of cabinet & counter space, Formal living room & dining room. Family room with floor to ceiling windows allowing tons of natural light to illuminate the 1st floor. Upper floor consists of Primary bedroom with primary bath Full basement with walk out to rear yard. Enjoy

Ernie Acampora River Realty Services, Inc.

1120 New York 22, Pawling, NY 12564
$520,000 Sold Aug 28, 2024
- 1,400 Sq Ft
- $371/SF
- 24 Days On Market
- 3 Beds
- 2 Baths
- Built 1955
193 Charles Colman Blvd, Pawling, NY 12564

Tastefully and impeccably renovated Village of Pawling 3 br, 2 ba ranch. Open floor plan features chef's delight kitchen w/abundant cabinetry, quartz counters & stainless appliances. Breakfast bar plus dining area ideal for dinner parties with family or friends. Generously sized living room complete w/wood burning fireplace and huge picture window, flooding the home with natural light. Master br

Dan Axtmann BHHS Hudson Valley Properties

193 Charles Colman Blvd, Pawling, NY 12564
$265,000 Sold Aug 26, 2024
- 1,900 Sq Ft
- $139/SF
- 56 Days On Market
- 3 Beds
- 2 Baths
- Built 1880
32 Elm St, Pawling, NY 12564

The timeless Victorian touches in this Village of Pawling home are a charming step back in time. The home has 3 bedrooms, 2 bathrooms, formal living and dining rooms, an eat-in kitchen, family room and walk-up attic. Much of the interior has been demoed, and the home is ready to be restored to its former glory. Outside is a great yard and a garage. Located just a short distance from the village

Matthew Cave Hudson Property Services, LLC

32 Elm St, Pawling, NY 12564
$225,000 Sold Aug 23, 2024
- 2,518 Sq Ft
- $89/SF
- 12 Days On Market
- 4 Beds
- 2 Baths
- Built 1885
48 W Main St, Pawling, NY 12564

Why rent when you can own this home in Pawling NY. Records show it was built in 1885 and sits on a good size lot of approximately 23,522 square feet. Roll up your sleeves and with some repairs and designer touches turn this old home back to its original state. Will not last long at this price if you blink it will be SOLD. Buyers check with City, County, Zoning, Tax, and other records to their

Neven Spralja REALHome Services & Solutions

48 W Main St, Pawling, NY 12564
$760,000 Sold Aug 22, 2024
- 4,171 Sq Ft
- $182/SF
- 36 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1998
8 Paddock Ct, Pawling, NY 12564

Discover your dream home at 8 Paddock Ct, nestled in the charming community of “The Highlands” in Pawling, NY. This meticulously renovated 4-bedroom, 2.5-bathroom house spans an impressive 4,171 sqft, offering ample space for both relaxation and entertainment. Step inside to find a stunning kitchen, fully updated in March 2021, featuring custom cabinetry, a bespoke hood, and GE Monogram

Anna Proctor Compass Greater NY, LLC

8 Paddock Ct, Pawling, NY 12564
$490,000 Sold Aug 21, 2024
- 1,792 Sq Ft
- $273/SF
- 24 Days On Market
- 3 Beds
- 2 Baths
- Built 1900
19 Dutcher Ave, Pawling, NY 12564

Move-in ready home with designer flair offers the perfect blend of convenience and charm. Located in the heart of the picturesque Village of Pawling, it is within walking distance to the train, restaurants, salon's and shops. This 3-bedroom, 2-bath home is ideal for modern living. Currently set up as a large 2-bedroom home with the first-floor bedroom serving as additional living and entertaining

Diana Murphy HomeSmart Homes & Estates

19 Dutcher Ave, Pawling, NY 12564
$575,000 Sold Aug 19, 2024
- 3,731 Sq Ft
- $154/SF
- 16 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1910
33 Coulter Ave, Pawling, NY 12564

Tucked in the quaint Village of Pawling, this Queen Ann Victorian offers a captivating glimpse into Pawling’s rich historical heritage. From the sidewalk leading up the path, you'll be welcomed by an expansive front porch, and upon stepping through the front door, you'll find yourself in a grand, inviting foyer. To the left, the formal living room boasts large windows and a cozy corner fireplace,

Shannon Tully McGrath Realty Inc

33 Coulter Ave, Pawling, NY 12564
$660,000 Sold Aug 16, 2024
- 2,238 Sq Ft
- $295/SF
- 27 Days On Market
- 3 Beds
- 2 Baths
- Built 1979
48 Pine Dr, Pawling, NY 12564

Nestled in the wonderful Village of Pawling in the Hudson Valley, a 90 min train ride from Manhattan, this renovated 3 bedroom, 2 bathroom home blends modern amenities with natural beauty. The property boasts custom interiors, multiple sitting and dining areas, and an extensive outdoor space featuring a large back deck and fire pit in the front. Indoors, an open layout with abundant natural light

Mark Metzler Compass Greater NY, LLC

48 Pine Dr, Pawling, NY 12564
$485,000 Sold Aug 14, 2024
- 2,310 Sq Ft
- $210/SF
- 71 Days On Market
- 3 Beds
- 2 Baths
- Built 1989
27 Birch Terrace, Pawling, NY 12564

Perched at the end of a Cul-De-Sac in Pawling Lake Estates, not only does this beautiful Raised Ranch sit on a double lot totaling 2.9 acres, but it's surrounded by 800 acres of NY State land offering year-round tranquility. This lovely house features high ceilings, hardwood floors, and a woodburning stove to keep you cozy during the colder months. For warmer days, you can count on the split air

Shannon Tully McGrath Realty Inc

27 Birch Terrace, Pawling, NY 12564
$740,000 Sold Mar 27, 2025
- 3,739 Sq Ft
- $198/SF
- 20 Days On Market
- 4 Beds
- 3 Baths
- Built 2004
147 Highlands Dr, Pawling, NY 12564

Beautiful Colonial home in the Highlands. Exquisite Community. Amenities include a heated pool, tennis court and a fishing pond.

Pete Rodriguez William Raveis Real Estate

147 Highlands Dr, Pawling, NY 12564

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