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13 – 24 of 106 Listings
Price, High to Low

4 Bed • 3 Bath • 2,967 Sf • 5 Acres

$795,000

203 North Quaker Hill Road, Pawling

Immaculate One Of A Kind Mid Century Modern Ranch, Thoughtfully Renovated To Perfection In 2003 With No Expense Spared! The Perfect Private Setting...

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5 Bed • 3 Bath • 3,985 Sf • 30 Acres

$769,000

162 Old Pawling Road, Pawling

A True Country Escape Awaits. A Classic Clapboard Farmhouse With A Fully Functioning Working Farm Set On Close To 30 Acres. The Circa 1900’s Vintag...

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Reduced 6%

4 Bed • 5 Bath • 4,744 Sf • 8 Acres

$749,500

39 Akindale Road, Pawling

Welcome To Your New Country Home On Quaker Hill. Designed By The Architect Owner, This Home Is Nestled On 7.5 Acres Surrounded By Ornamental Trees,...

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4 Bed • 3 Bath • 3,880 Sf • 6 Acres

$749,000

42 Brady Brook Farm Road, Pawling

All Roads Lead To Home & This Stunner That Lies In Beautiful, Brady Brook Falls. Welcome! Minutes To Town Of Pawling, Shops, Highway, Gym, Thunder ...

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6 Bed • 4 Bath • 3,500 Sf

$725,550

8 Dutcher Avenue, Pawling

Queen Anne Victorian Built In 1878. Lovely Original Detail Throughout, Beautiful Wood Floor & Trim. Large Custom Eat In Kitchen, Formal Dining Room...

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8 Bed • 6 Bath • 3,896 Sf • 10 Acres

$725,000

403-407 Cushman Road, Pawling

1830's Victorian On 10 Private Acres. First House Over The Dutchess County Line In Pawling And Within Walking Distance To Metro North Patterson Tr...

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4 Bed • 4 Bath • 4,372 Sf • 3 Acres

$699,000

42 Church Road, Pawling

This Circa 1800’s Quaker Hill Home Is The Quintessential Country Estate. The Graciously Appointed 4372 Sf Home With Period Details Throughout Boas...

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Reduced 4%

5 Bed • 5 Bath • 4,901 Sf • 5 Acres

$698,000

34 Brady Brook Farm Road, Pawling

Welcome To Your Country Retreat Located In Brady Brook Falls In Pawling’s Prestigious Quaker Hill. This Impressive Center Hall Colonial Boasts 5 Be...

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Reduced 5%

4 Bed • 3 Bath • 3,276 Sf • 3 Acres

$689,000

392 Old Quaker Hill Road, Pawling

Fabulous House, Known As The Old Manse, Is Located On Beautiful, Historic Quaker Hill. Entertain In Style On The Large Stone Terrace All Summer! Th...

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Reduced 2%

4 Bed • 5 Bath • 5,428 Sf • 1 Acres

$665,000

2 Chestnut Lane, Pawling

Welcome To This Highland Estate’s Stunning 5,428 Square Foot Colonial. This Home Centers Around A Beautiful Sprawling Kitchen Complete With A Wolf ...

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Reduced 4%

4 Bed • 5 Bath • 5,028 Sf • 13 Acres

$649,000

31 Lola Lane, Pawling

Welcome Home To 31 Lola Lane - An Amazing Property With Endless Views. This Custom 4/5 Bedroom Center Hall Colonial Sits On 12 Plus Acres And Has I...

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4 Bed • 3 Bath • 2,629 Sf • 1 Acres

$645,000

29 Horseshoe Path, Pawling

Last Chance To Build A Home At The Highlands! The Highlands Of Pawling Is A Beautiful Established Community With Only One Lot Remaining. This Cul-d...

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Hudson Gateway MLS Logo The data relating to real estate for sale or lease on this web site comes in part from HGMLS. Real estate listings held by brokerage firms other than Robert A. McCaffrey Realty Inc. are marked with the HGMLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker.

Information deemed reliable but not guaranteed.

© 2019 Hudson Gateway Multiple Listing Service, Inc. All rights reserved.

Listing information last updated on June 19th, 2019 at 11:28am CDT.

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