Pawling Real Estate, Homes and Condos for sale

All Pawling homes currently listed for sale in Pawling as of 05/20/2019 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Pawling homes for sale or other Pawling real estate, please contact us and one of our knowledgeable Pawling REALTORS® would be pleased to assist you.


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$1,890,000
49 S Quaker Hill Road, Pawling NY 12564
4
BEDS
4
BATHS
4,480
SQFT
$422
$/SQFT
16.62
ACRES
1840
BUILT
"Ravinewood, a Majestic Egyptian Revival on 16.62 acres on Quaker Hill. High ceilings, wood floors throughout, fine architectural details & period moldings. The spacious LR has 2 fplcs. & pocket doors, great for entertaining. The formal DR w/fplc. opens to the kitchen which has been updated. The wide hallway leads to a big covered porch w/awnings overlooking the secret garden & park like property. Upstairs, a dramatic landing, which accesses 4 BR's & 2 full baths. The master suite has its own study. The full basement is finished, also with a fireplace. There is a 16 stall barn which needs new electric & updating. Paddocks & outdoor riding ring complete the horse property aspect. A 2BR caretakers cottage w/storage underneath is located away from the house. Elegant, well maintained, this is a very special estate. Easy access to trains, shopping, restaurants & riding trails."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,950,000 TO $1,890,000 
$1,575,000
604 North Quaker Hill Road, Pawling NY 12564
5
BEDS
6
BATHS
5,470
SQFT
$288
$/SQFT
6.92
ACRES
1974
BUILT
"MAJOR PRICE REDUCTION. This Georgian Colonial Mansion located on beautiful Quaker Hill is a spectacular and stately retreat that reflects that magical merging of inspiration and architecture. The beautiful home offers five bedrooms with five full and one-half bathrooms, a formal Living Room and formal Dining Room, Library with built-ins and wet bar plus an Elevator to access all 3 levels. The gourmet Kitchen offers a ten-burner cooktop, two Sub-Zero refrigerators, stacked electric ovens, Scotsman ice maker, two sinks and two dishwashers with a family dining area with walls of cabinetry, along with a spacious main level laundry room. All bedrooms have ensuite bathrooms and large closets. The Master Bedroom is gorgeous with two giant walk-in closets and a huge bathroom with Jacuzzi tub. The lower level has a Game Room, Family Room with fireplace, Media Room with wet bar, and Maid's Quarters. There is radiant heat throughout that can be controlled from any room and a 500 gallon gas propane tank to fuel the gas cook top, washer/dryer and pool. Sprawling entertaining spaces flow outside to the Gunite pool and Hydro court tennis court and an attached 3 car garage with two pool bathrooms with changing areas. MOTIVATED SELLERS! BRING ALL OFFERS!"
* PRICE LOWERED - $1,950,000 TO $1,575,000 
$1,500,000
687 Old Quaker Hill Road, Pawling NY 12564
5
BEDS
6
BATHS
5,440
SQFT
$276
$/SQFT
22.32
ACRES
1800
BUILT
"This restored 1800 residence has been maintained and updated to perfection. The 22+ acres are exquisite. The location is in an area of other fine estates. The totality is exceptional. This property represents an outstanding example of classic Colonial architecture. It exudes an elegant refinement yet is warm and inviting. The beautiful, symmetrical fa ade is graced with an entry porch supported by Tuscan columns. On the main level are the entry hall, living room, library, dining room, sun room, mudroom and powder room. Each room is generously proportioned and there are fireplaces in the library, kitchen, living and dining rooms. Other features are dentil moldings, chair rails, wide board floors, high ceilings. The kitchen, equipped with a professional grade Viking range, 2 sinks, 2 dishwashers, abundant cabinetry, has a large dining area. Both the kitchen and dining room open to a pergola covered porch and bluestone patio. The gorgeous sun room, bathed in natural light, has a brick floor and overlooks one of the ponds. A bar is conveniently accessed between the kitchen and entry hall. On the second level are 4 bedrooms and 4 baths. The master bedroom suite has a sitting room with fireplace and 2 luxurious bathrooms. On the third level is a bedroom, full bath and attic area. The property is sited on 22 park-like acres with 2 ponds, gardens, orchard and an outstanding barn/carriage house that has a studio on its second level."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,795,000 TO $1,500,000 
$1,499,000
738 North Quaker Hill Road, Pawling NY 12564
4
BEDS
5
BATHS
3,127
SQFT
$479
$/SQFT
16.80
ACRES
1995
BUILT
"Cherry Hill Farm is a picturesque horse farm on almost 17 acres of open land on the top of historic Quaker Hill with incomparable distant views. The compound includes a custom built 4 br, 5 bth contemporary with a state of the kitchen, jacuzzi room, a heated inground pool, and one br cottage. The equestrian facility includes a six 12' x 12' stall barn with heated wash stall, Nelson waterers, heated tackroom, two large extra large run-in shed, 7 big grass paddocks, 3 medical paddocks, a 120' x 220' outdoor riding ring with a sand and rubber footing and your own personal Grand Prix jumping field. An equipment shed. This stunning property is a true working horse farm as well as a gentleman's estate! Additional land available."
$1,295,000
4 Strawberry Hill Road, Pawling NY 12564
3
BEDS
5
BATHS
3,800
SQFT
$341
$/SQFT
8.50
ACRES
1978
BUILT
"Gorgeous home completely renovated (2014/2015), located on Quaker Hill in Pawling, NY. This stunning home offers hardwood flooring throughout, Kingwood Gourmet Kitchen with granite countertops, Wolf 6-burner gas range, Sub-Zero refrigerator, Sub-zero wine refrigerator, convection/microwave oven, farm sink, huge granite center island with seating for 4, lower level pub with powder room, main level office or bedroom, wrap-around deck with Gazebo, private patio off of the Master bedroom, magnificent 20'x40' salt-water pool with custom hot tub, waterfall, pool house with bathroom, additional patio with fire pit, over-sized three car detached garage with private deck, all wired and plumbed for apartment above, oversized farm shed, full-house 22,000 liquid-cooled Generac generator to run entire house, drawings available for barn layout for horses. All permits in place! A very special home, great for entertaining with amazing sunsets and detail throughout!"
* PRICE LOWERED - $1,395,000 TO $1,295,000 
$1,295,000
6 Oblong Lane, Pawling NY 12564
4
BEDS
4
BATHS
5,032
SQFT
$257
$/SQFT
4.00
ACRES
2006
BUILT
"The quintessential Quaker Hill Country residence. This classic Georgian Colonial, custom built in 2006, reflects thoughtful quality, pristine design & world class craftsmanship. Located on 4 acres off a private lane overlooking the 9th tee of the Quaker Hill Country Club (private), this elegant home will impress the most discerning buyer. 2 story foyer with sweeping staircase, wood floors throughout, formal living room, formal dining room with butlers pantry & wet bar, family room (all with custom brick fireplaces), fabulous eat in kitchen with fine cabinetry, honed marble counters, the best appliances, sliders to bluestone patio & tall windows throughout. Master suite upstairs has a luxurious bathroom suite & gas fireplace. Additional 3 bedrooms, 2 full baths, impressive landing & bonus room. Details include 3 stage crown molding & woodwork. All the bathrooms have marble counters, tile & tumbled marble. Other features include a triple garage, hydro air, central vac, security system. The perfect weekend getaway or full time residence."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,350,000 TO $1,295,000 
$799,000
21 Stebbins Farm Road, Pawling NY 12564
4
BEDS
4
BATHS
3,107
SQFT
$257
$/SQFT
3.00
ACRES
1991
BUILT
"An elegant Colonial home located in a beautiful country setting surrounded by farms. The offering includes 3,107 Sq.Ft. of living space, 4 Br, 3.1 bath on 3 acres, overlooking meadows & stonewalls. Wainscotting, crown moldings, wide pine floors thruout, a cooks kitchen w/granite counters, 3 fplcs, central air, 3+2 Car garages one w/finished loft used as a game rm. There is a formal LR w/ fplc, a DR, a fam rm w/fplc & an additional fam rm. The outside patio is perfect for entertaining. Lovely landscaping & mature trees add to the bucolic feel of the home. A 5.84 acre 3 BR BOH approved building lot is also available for sale. Only minutes to the train & 90 min. from NYC. Seller is extremely motivated!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $817,000 TO $799,000 
$749,500
39 Akindale Road, Pawling NY 12564
4
BEDS
5
BATHS
4,744
SQFT
$158
$/SQFT
7.52
ACRES
2001
BUILT
"Welcome to your new country home on Quaker Hill. This home is nestled on 7.5 acres surrounded by ornamental trees & stunning gardens. This Colonial offers crown moldings, hw flrs thruout the house. The luxurious mst ste is on the 1st level w/a beautiful marble bathroom. The fam rm has a fplc, the formal DR w/HW flrs is off the kitchen. The kitchen has granite counters, gas range, stainless appliances, a DA & Fr. drs to the covered patio. There is a large deck w/awnings. Upstairs, 3 BR s & 2 full baths w/radiant heat. The finished walkout bsmt has a great area for a gym & a rec. space w/wood stove & laundry. A whole house generator is incl. The beautiful brick exterior & architect shingle roof adds to the charm of this lovely home."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $798,500 TO $749,500 
$599,000
1107 Old Quaker Hill Road, Pawling NY 12564
5
BEDS
3
BATHS
3,510
SQFT
$171
$/SQFT
8.00
ACRES
1964
BUILT
"On the market for the first time in almost 50 years a unique opportunity awaits, an 8 acre secluded sanctuary, the essence of country living, high atop historic Quaker Hill. The offering a 5 bedroom, 3 bath home with 3,410 SF of light-filled living space with a shaded mahogany porch overlooking the scenic landscape falling away to the west. Here you will enjoy sunsets across the private lawn with ample acreage for both pool and tennis. A step inside reveals a dramatic 2-story open living and dining room, shared fireplace, interior balcony, wall of windows and glass doors that bring the outdoors in. A large county kitchen, laundry room, den and bedroom with full bath complete the first floor. Upstairs a master bedroom with bath, 3 additional bedrooms, full hall bath, and French doors to the second floor balcony with sweeping views of the park-like property. Explore the grounds to find bilco doors on the side of a hill. They lead to an earthen shelter with electricity. A charming, finished detached 2-story copula barn awaits a studio or any multitude of uses. Perfect for an artist, writer, musician, hobbyist, car enthusiast or tinkerer. Idyllic weekend retreat or year round living. Minutes to the quaint Village of Pawling with fine dining, boutique shops, cultural attractions & Pawling's Metro North Train Station. 90 minutes to NYC by train or car."
* PRICE LOWERED - $649,000 TO $599,000 
$515,000
4 Brady Lane, Pawling NY 12564
4
BEDS
4
BATHS
4,904
SQFT
$105
$/SQFT
3.00
ACRES
1985
BUILT
"One of only 4 homes on this quiet, historic Quaker Hill country lane. The driveway crosses a babbling stream and passes under shady trees to reveal a lush lawn and a bright two story Dutch Colonial. Topped by a classic gambrel styled roof, the home is perched on a knoll overlooking 3 private acres. The recently renovated 3,124 SF home exudes charm. Entertain in the formal living and dining rooms, or relax with friends and family in the comfortable family room. The heart of the home is an enormous center island kitchen appointed to fulfill any cook's desires. Special touches are everywhere one looks: graciously proportioned rooms, hardwood floors, oversized windows, crown molding, a wide staircase with curved banister, two fireplaces and French doors that flank the foyer. Above all this is a fabulous master suite, 3 spacious bedrooms, hall bath and a bonus room. The third floor walk-up attic and unfinished basement offer even more possibilities for the new owner. This home is ideal for a large or extended family. The acreage will easily accommodate a pool and tennis court, or a pair of horses to ride to a nearby branch of the OTA trails. You will find this all minutes to the quaint Village of Pawling with fine dining, boutique shops & the Pawling Metro North train station. All just 90 minutes to NYC by car or train."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $525,000 TO $515,000 
$425,000
131 Harmony Road, Pawling NY 12564
3
BEDS
3
BATHS
2,908
SQFT
$146
$/SQFT
4.03
ACRES
1995
BUILT
"Chalet-style log home surrounded by acres of lush greenery. Grand room complete with magnificent windows, deck access, stone fireplace, wood beams and cathedral ceilings-making it perfect for entertaining in any season. Seamlessly bring the party outdoors to grill in the summertime or gather around the fireplace with hot chocolate and s mores during the colder months. Massive downstairs living area complete with bedroom, bath, family room and wood burning stove; perfect for overnight guests or expanded living space. Includes additional storage and laundry room. Commune with nature while sipping coffee on the enclosed porch, dine al fresco on the over sized back deck while marveling at the splendid panoramic vistas or stroll along the verdant garden path and grounds. Perfect as a weekend retreat or full time residence! Ideal mix of tranquil privacy and convenience with easy access to the quaint Village of Pawling, Metro North and all the amenities of the scenic Hudson Valley."
$389,000
15 Corbin Road, Pawling NY 12564
2
BEDS
2
BATHS
1,731
SQFT
$225
$/SQFT
1.30
ACRES
1960
BUILT
"A Charming Cape renovated to perfection with style & attention to detail. Well built brick facade, big windows & lots of sunlight are a few of the features of this home! The custom country kitchen is a lovely addition. The open floor plan is perfect for today's living with the dining area & wood burning fireplace leading into the large family/living room which opens to the deck. Beautiful wood floors enhance the first level. There is a large master bedroom with fireplace, a second bedroom & an office which could be used as a third bedroom. There are 2 full baths, one recently renovated. The walkup attic with dormer, rough plumbing & electric could easily be made into a master suite. The front of the home has a covered porch which is a cool place to relax on those hot summer days! The full, walkout basement would be an excellent recreation area, a family room, workshop & laundry. Central air for your comfort in the summer. There is a one car garage & storage. The 1.3 acres is open & all useable. Walk to the shops, Pawling train station or easily access the highway for your commute."
* PRICE LOWERED - $395,000 TO $389,000 
$384,000
15 Millstream Court, Pawling NY 12564
3
BEDS
2
BATHS
1,621
SQFT
$237
$/SQFT
1.40
ACRES
1976
BUILT
"Charming Split Level Ranch on 1.38 acres. Maintained & updated to perfection, simply move in, no updates necessary! The large picture window provides light all day into the house & living room, the dining area opens to the kitchen w/access to the 3 season screened porch through a new slider! The kitchen w/maple cabinets has stainless appliances, tile counters & a tile floor. Upstairs, the master bedroom has a full walk in closet, there is a 2nd bedroom & a full bath on this level. Downstairs, the 3rd bedroom, a wonderful family room w/custom built stunning bar, access to the outside, a full bathroom, a divine laundry room w/sink & pocket door & easy access to the basement. This home has been so well maintained & updated & will please the most discerning buyer. You will not be disappointed. A pleasure to show."
* PRICE LOWERED - $389,000 TO $384,000 
$289,000
13 Dutcher Avenue, Pawling NY 12564
4
BEDS
2
BATHS
1,664
SQFT
$174
$/SQFT
0.10
ACRES
1830
BUILT
"First time on the market in 24 years, this well kept 2 family in the Village is within walking distance to the train, shops and restaurants. Each unit has 2 bedrooms, 1 full bath and a large kitchen. The downstairs apartment has washer/dryer hookups, central air & a heated sun room. There is a storage shed for lawn equipment. Parking for both units on the property."
$249,000
17 Meeting House Road, Pawling NY 12564
2
BEDS
2
BATHS
1,000
SQFT
$249
$/SQFT
5.34
ACRES
1953
BUILT
"Magnificent 5.34 acres on Quaker Hill, this property is about the land. Located in one of the most sought after areas, surrounded by lovely old trees and very private. A true nature lovers paradise. The house is in need of repair and is being sold as is. There is a 1 car garage and an attached workshop. Cash only, won't qualify for a mortgage."
* LISTED OVER 120 DAYS 
$229,000
3 Greenlawn Drive, Pawling NY 12564
3
BEDS
2
BATHS
1,413
SQFT
$162
$/SQFT
0.34
ACRES
1960
BUILT
"Live comfortably in the village on this quiet street with the convenience of walking everywhere! French charm has been added, look around & observe all the special finishing touches! This 3 bedroom 1.1 bath split level home is set on a .34 level lot with mature landscaping for privacy. The kitchen, dining area & living room are one big open space, divide your living areas with furniture! There are hardwood floors throughout the house. The finished family room has slate flooring & has a door to the garden outside. A laundry, half bath & utilities complete the downstairs. Walk to train, shops & golf. A perfect starter home."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $245,000 TO $229,000 
 
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