Dutchess, NY Homes in ZIP Code 12564

$430,000 Sold Jul 22, 2025
- 1,500 Sq Ft
- $287/SF
- 177 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1963
26 Fenwood Dr, Pawling, NY 12564

Welcome to this delightful sunlit Ranch style home nestled on a beautiful and quiet corner lot. This home features 3 nice size bedrooms, a full bath and convenient half bath off the dining/family room. The eat in kitchen offers upscale stainless steel appliances along with ample counter and cabinet space for all your culinary needs. The full size attic can be used for storage or even transformed

Vicki Reinach BHHS Hudson Valley Properties

26 Fenwood Dr, Pawling, NY 12564
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Est $1,118,020 Not Listed For Sale
- 3 Beds
- 3 Baths
- 3,600 Sq Ft
809 N Quaker Hill Rd, Pawling, NY 12564

809 N Quaker Hill Rd, Pawling, NY 12564

/30
$875,000 Pending
- 2 Beds
- 1 Bath
- 1,784 Sq Ft
202 Bundy Hill Rd, Holmes, NY 12531

This spectacular property is available for the first time in 2 decades. Currently owned and loved by a cook, artist and true Renaissance Man this home is sure to appeal to those with a sharp eye for design as well as a love for the outdoors. The house sits about a half mile from the road at the end of a gravel driveway. It is situated so as to afford seasonal 360 degree mountain views. The

Daniel Balassone VYLLA Home

202 Bundy Hill Rd, Holmes, NY 12531
$532,000 Sold Jul 18, 2025
- 2,175 Sq Ft
- $245/SF
- 23 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1999
104 Mohawk Trail, Pawling, NY 12564

Charming 3-Bedroom Home in Pawling’s Desirable Deerfield Ponds Community.Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom single-family home nestled in the sought-after Deerfield Ponds Community in Pawling, NY. Offering 2,175 sq. ft. of living space, this home boasts both comfort and convenience.Step inside to find a thoughtfully designed floor plan with renovated bathrooms

Pete Rodriguez William Raveis Real Estate

104 Mohawk Trail, Pawling, NY 12564

Est $527,861 Not Listed For Sale
- 5 Beds
- 2 Baths
- 2,262 Sq Ft
775 N Quaker Hill Rd, Pawling, NY 12564

775 N Quaker Hill Rd, Pawling, NY 12564

/43
$734,900 Pending
- 4 Beds
- 2.5 Baths
- 3,283 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
$345,000 Sold Jul 09, 2025
- 900 Sq Ft
- $383/SF
- 26 Days On Market
- 2 Beds
- 1 Bath
- Built 1990
88 Lakeview Dr, Pawling, NY 12564

Charming Cottage in Private Community of Pawling Lake Estates. Adjacent to the Appalachian Trail and the Great Swamp of Putnam and Dutchess County, sitting atop the West Mountain State Park you will find our Community, a Hidden Gem. Privacy, Peace and Tranquility abound in this Natural Setting. This Home has been lovingly cared for and updated with Replacement Windows, Vinyl Siding, Gutter Guards

Martha Woodhouse Howard Hanna Rand Realty

88 Lakeview Dr, Pawling, NY 12564

Est $544,881 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,884 Sq Ft
18 Anderson Rd, Pawling, NY 12564

18 Anderson Rd, Pawling, NY 12564

/33
$2,500,000
- 6 Beds
- 6.5 Baths
- 6,094 Sq Ft
3302 Route 55, Pawling, NY 12564

Welcome to your forever home, serene retreat and mini estate. Enjoy the 72 private acres with breath taking views. Mother Nature is at her best. Exceptional beauty for all four seasons. The unique and exquisite architectural design of this home lends to expansive living space, tucked behind gated entry. This home offers unique living space, luxury and customize finishes throughout. A true

STACI MACKIN Dixon Smith Realty

3302 Route 55, Pawling, NY 12564
$360,000 Sold Jun 20, 2025
- 1,115 Sq Ft
- $323/SF
- 27 Days On Market
- 2 Beds
- 2 Baths
- Built 1999
53 Mohawk Trail, Pawling, NY 12564

Welcome to beautiful Deerfield Ponds. Just across from a picturesque horse farm, you'll find this community of single family and townhouse dwellings. Unit 53 is a single-level, end unit townhome. It offers 2 Bedrooms, 2 Full Bathrooms, an open Eat-in-Kitchen, Dining Area and Spacious Living Room w/wood-burning Fireplace. Just off the living room is access to the rear Trex-like deck and lots

Pamela Blecker Keller Williams Realty Partner

53 Mohawk Trail, Pawling, NY 12564

Est $1,315,280 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,234 Sq Ft
535 N Quaker Hill Rd, Pawling, NY 12564

535 N Quaker Hill Rd, Pawling, NY 12564

/34
$3,750,000
- 6 Beds
- 6 Baths
- 6,460 Sq Ft
30 Dewey Ln, Pawling, NY 12564

Westerly is one of the finest estates on Quaker Hill, located on 23.77 private, level acres, all cleared & landscaped, at the end of a truly local road. The expansive fields & meadows are perfect for a horse farm. The original home was built in 1860, the front addition was built in 1920 by the DeWitt-Wallaces of Readers Digest fame. A sensitive whole house renovation was completed in 1990

Gillian Stewart Gillian Stewart Real Estate

30 Dewey Ln, Pawling, NY 12564
$376,500 Sold Jun 18, 2025
- 1,427 Sq Ft
- $264/SF
- 13 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1997
18 Evergreen Way, Pawling, NY 12564

Welcome to this well maintained end unit in the desirable Cedar Valley. This home features two spacious bedrooms including a large first floor primary with en suite bath and walk in closet. The second bedroom is located upstairs and also includes a full bath along with plenty of closet space and storage. The main living area boasts a cozy fireplace with large windows that flood the space with

Vicki Reinach BHHS Hudson Valley Properties

18 Evergreen Way, Pawling, NY 12564

Est $945,692 Not Listed For Sale
- 3 Beds
- 4 Baths
- 2,407 Sq Ft
50 Meeting House Rd, Pawling, NY 12564

50 Meeting House Rd, Pawling, NY 12564

/31
$299,950
- 3 Beds
- 1 Bath
- 1,653 Sq Ft
14 Old Route 55, Pawling, NY 12564

Welcome home to this historic and charming 3 bedroom, 1 bathroom beauty located above a stunning stream in the heart of Pawling. This beautifully antique home offers a rare blend of historic character and contemporary updates. Walk into the welcoming sunroom with plenty of natural light that opens up to a cozy living room featuring a wood burning fireplace and French doors that open up to the

Ronald Green KW MidHudson

14 Old Route 55, Pawling, NY 12564
$645,000 Sold Jun 13, 2025
- 1,900 Sq Ft
- $339/SF
- 20 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1880
32 Elm St, Pawling, NY 12564

Welcome to 32 Elm Street – a stunning blend of historic charm and modern convenience! This beautifully renovated 1880s home, reimagined in 2025, offers 3 spacious bedrooms, 2.5 bathrooms, and 1,900 sq ft of stylish living space. Nestled on a .27-acre lot with easy access from both Elm and Walnut Streets, this home is perfectly located just a 4-minute walk to the Metro North train station and a

Patrycja Warda

32 Elm St, Pawling, NY 12564

Est $1,175,377 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,794 Sq Ft
908 Old Quaker Hill Rd, Pawling, NY 12564

908 Old Quaker Hill Rd, Pawling, NY 12564

/46
$675,000
- 3 Beds
- 3 Baths
- 1,640 Sq Ft
85 Harmony Hill Rd, Pawling, NY 12564

This charming fully remodeled, bright, and sunny ranch—featuring 3 bedrooms, 3 full bathrooms, and 2.90 acres of land. Prepare meals in the beautiful new kitchen, complete with custom cabinets, LG appliances, and quartz countertops. Relax in the family room beside the gorgeous stone fireplace. From there, step out onto the lovely wood deck and savor your morning coffee surrounded by

Mary Craig Coldwell Banker Realty

85 Harmony Hill Rd, Pawling, NY 12564
$435,000 Sold Jun 06, 2025
- 1,917 Sq Ft
- $227/SF
- 13 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2001
103 Mohawk Trail, Pawling, NY 12564

Welcome to your dream home nestled in the heart of Pawling's coveted Deerfield Ponds community! This rarely available and most sought-after 3-bedroom, 2 1/2-bathroom townhome features the primary bedroom conveniently located on the first floor. Spanning 1,917 square feet across two floors, with an additional 1,104 square foot unfinished basement, this home offers unlimited potential, complete

Claudia Jiskra McGrath Realty Inc

103 Mohawk Trail, Pawling, NY 12564

Est $1,767,142 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,093 Sq Ft
929 Old Quaker Hill Rd, Pawling, NY 12564

929 Old Quaker Hill Rd, Pawling, NY 12564

/9
$169,000
- Land
- 0.73 Acre
- $231,507 per Acre
0 Walnut St, Pawling, NY 12564

Village of Pawling building lot is on municipal water and sewer! Thousands will be saved - No expensive well or septic system! .73-acre lot offers a lovely western view. Walk to the picturesque Village center with its quaint shops, bakeries, restaurants, library, so much more! Metro-North Train Station, Harlem Line, is located in the Village as well. You will love Lakeside Park! 36-acre Green

Lisa Liffland McGrath Realty Inc

0 Walnut St, Pawling, NY 12564
$412,500 Sold May 27, 2025
- 1,564 Sq Ft
- $264/SF
- 43 Days On Market
- 2 Beds
- 2 Baths
- Built 2000
10 John Kane Ct, Pawling, NY 12564

Welcome to your dream home in the heart of Pawling's Deerfield Ponds community! This beautiful 2-bedroom, 2-bathroom townhouse features an open floor plan that flows between the dining room and the spacious living room, which has a wood-burning fireplace. It also includes a bonus room and a full unfinished basement. The basement could become a playroom, multimedia room, or a storage area. This

Jessica Diaz Coldwell Banker Realty

10 John Kane Ct, Pawling, NY 12564

Est $683,051 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,909 Sq Ft
270 N Quaker Hill Rd, Pawling, NY 12564

270 N Quaker Hill Rd, Pawling, NY 12564

/11
$319,000
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
7 Elm St, Pawling, NY 12564

Historical Home in the Village of Pawling - Come make this your special home - 3 Bedrooms, 2 Full Baths. Located right in the Village, walk to EVERYTHING! Metro North, Shops, Restaurants, Ice Cream, Boutiques. Upstairs has 3 Bedrooms with a full bath. Main floor has Living Room, Dining Room, nice size kitchen with full Bath. Deck off back to fenced in yard. Bring your vision and make your

Teddie Leonaggeo McGrath Realty Inc

7 Elm St, Pawling, NY 12564
$540,000 Sold May 23, 2025
- 2,341 Sq Ft
- $231/SF
- 23 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2001
85 W Deer Trail, Pawling, NY 12564

Nestled just minutes from the charming Village of Pawling, this stunning 4-bedroom, 2.5-bath home offers the perfect blend of comfort, elegance, and breathtaking views of a neighboring horse farm. Step onto the inviting front porch and enter through a formal entryway that sets the tone for the warmth and beauty found throughout. Hardwood floors guide you past the traditional living room and into

Shannon Tully McGrath Realty Inc

85 W Deer Trail, Pawling, NY 12564

Est $663,756 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,209 Sq Ft
64 Game Farm Rd, Pawling, NY 12564

64 Game Farm Rd, Pawling, NY 12564

/28
$449,000 Open Sat 1:30PM - 4PM
- 3 Beds
- 2 Baths
- 1,480 Sq Ft
23 Union St, Pawling, NY 12564

3 Bed | 2 Bath | Fully Electric | Walkable Village LocationTurnkey, updated, and full of charm—this 3-bedroom, 2-bath home is perfectly situated in the heart of Pawling Village. Whether you're a first-time buyer using FHA or VA financing, a downsizer, or simply seeking a low-maintenance, energy-efficient home, this property offers a flexible layout, thoughtful upgrades, and access to

Brett David Miller K Fortuna Lighthouse Realty

23 Union St, Pawling, NY 12564
$674,900 Sold May 21, 2025
- 2,876 Sq Ft
- $235/SF
- 134 Days On Market
- 3 Beds
- 2 Baths
- Built 1930
24 Sheridan Dr, Pawling, NY 12564

Check out this Charming Country Cottage in the Village of Pawling! Nestled on almost 7 acres of serene land, this delightful country cottage offers the perfect blend of comfort and tranquility. Hardwood floors flow throughout the home, enhancing the warm, rustic charm. The sun-soaked living room, complete with a wood-burning fireplace, invites relaxation, while the eat-in kitchen is perfect for

John Gabriel Jr KW MidHudson

24 Sheridan Dr, Pawling, NY 12564

Est $1,082,328 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

/12
$250,000
- Land
- 5 Acres
- $46,642 per Acre
51 Kirby Hill Rd, Pawling, NY 12564

Down a winding country road, across the street from 350 acres of hiking trails and just 10 minutes from the heart of Pawling, this 5.36-acre parcel offers a rare blend of readiness and wildness. This is the kind of place where ideas can take shape beneath a canopy of oaks and mountain laurel. The elevated, partially cleared build site holds promise for views, with a roughed-in driveway already

Donna Kennedy Keller Williams Prestige Prop

51 Kirby Hill Rd, Pawling, NY 12564
$560,000 Sold May 20, 2025
- 2,552 Sq Ft
- $219/SF
- 132 Days On Market
- 5 Beds
- 2.5 Baths
- Built 1975
130 Old Route 55, Pawling, NY 12564

Single family 5 bedroom, 3 bath country home. Secluded in the woods, but close to town. 10.39 acres with pool and 2 paddock barn offering a unique experience for those desiring privacy and a connection to nature. Small bungalow in back perfect for an office or recreational area.

Derek Eisenberg Continental Real Estate Group

130 Old Route 55, Pawling, NY 12564

Est $332,908 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

/28
$335,000
- 2 Beds
- 2.5 Baths
- 1,414 Sq Ft
36 Spruce St, Pawling, NY 12564

Comfortable Townhouse Living at Cedar Valley36 Spruce Street, Pawling, NY located in cedar valley development. This 2 bedroom, 2 1/2 bath home is just waiting for you to give it a little TLC. The first floor has a dining/living room, door to an open patio, perfect for your morning coffee or your afternoon tea. The kitchen and half bath finish off the 1st floor. The second floor has two

Peggy MacLeay-Generoso McGrath Realty Inc

36 Spruce St, Pawling, NY 12564
$490,000 Sold May 16, 2025
- 1,716 Sq Ft
- $286/SF
- 85 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1986
17 Fenwood Dr, Pawling, NY 12564

This charming, tucked-away Raised Ranch offers 3 bedrooms and 2 bathrooms, providing a cozy and modern living space. As you step through the front door and ascend the stairs, you're greeted by a bright and airy living room featuring a bay window and hardwood floors, which seamlessly flow into the dining area and open kitchen. The updated kitchen is equipped with stainless steel appliances,

Shannon Tully McGrath Realty Inc

17 Fenwood Dr, Pawling, NY 12564

Est $638,998 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,220 Sq Ft
42 Sumner Ln, Pawling, NY 12564

42 Sumner Ln, Pawling, NY 12564

/37
$699,000
- 4 Beds
- 5 Baths
- 4,018 Sq Ft
175 Old Quaker Hill Rd, Pawling, NY 12564

A Stately Cape Cod Estate with Exceptional Potential awaits. Set on an expansive, flat parcel of land surrounded by farms, rolling hills, and mountain views, this once grand and elegant residence offers a rare opportunity to restore and reimagine a home of timeless distinction. A property of this caliber, featuring grand proportions, architectural charm, and breathtaking grounds, is a true gem

Tom Consaga RE/MAX Ace Realty

175 Old Quaker Hill Rd, Pawling, NY 12564
$607,000 Sold May 16, 2025
- 3,732 Sq Ft
- $163/SF
- 235 Days On Market
- 5 Beds
- 4 Baths
- Built 1967
32 Gristmill Ln, Pawling, NY 12564

Enjoy the village lifestyle in historic Pawling. This private, 1.4-acre, treelined property is less than a mile to the Village with shops, restaurants, library, Metro North station, Dutcher Golf Course, and the Village Green with Farmer's Market (June-October). Close proximity to Lakeside & Morrow parks and the Appalachian & Oblong Trails. This sprawling, mother/ daughter style home includes an

Carol Aprile

32 Gristmill Ln, Pawling, NY 12564

Est $674,697 Not Listed For Sale
- 3 Beds
- 3 Baths
- 3,300 Sq Ft
83 Hurds Corners Rd, Pawling, NY 12564

83 Hurds Corners Rd, Pawling, NY 12564

/47
$649,900
- 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
$1,375,000 Sold May 13, 2025
- 2,910 Sq Ft
- $473/SF
- 60 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1926
54 Burgess Rd, Pawling, NY 12564

Nestled in the prestigious Quaker Hill Hamlet of Pawling, NY, Burgess House is a distinguished estate where historic charm meets modern refinement. Perched atop a scenic hillside, this exceptional residence offers breathtaking panoramic views of the protected landscapes of Connecticut Audubon’s Deer Pond Farm, ensuring a serene and private retreat. Steeped in history, the 3-bedroom, 3.1-bathroom

Jake Garay Serhant LLC

54 Burgess Rd, Pawling, NY 12564

Showing Results 41 - 80, Page 2 of 18

New York Dutchess County Pawling 12564

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