Homes for Sale near Pawling Elementary School

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  /3

  $175,000

  • Land
  • 4.21 Acres
  • $41,568 per Acre

  0 South Rd Unit KEY853088, Pawling, NY 12531

  Beautiful 4.21-acre lot in Pawling, NY presents a unique opportunity to build your dream home. This secluded property offers the ideal blend of privacy and convenience, situated just minutes from the charming Village of Pawling, Metro-North train station, restaurants, shopping, and all the amenities the historic Hudson Valley has to offer. Only three miles off I-84. Perfect for a year-round

  

  Kimberly Cardona-Smith

  Howard Hanna Rand Realty

  (845) 606-0417

  0 South Rd Unit KEY853088, Pawling, NY 12531
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• 

  

  

  /48

  $799,999

  • 4 Beds
  • 3.5 Baths
  • 3,360 Sq Ft

  94 S Quaker Hill Rd, Pawling, NY 12564

  Welcome to Sunset View! Nestled on 3.24 acres of picturesque private land, this sprawling 4-bedroom split-level home offers a perfect blend of spacious living and expansive outdoor amenities including a 20 x 50 salt water inground pool. As you approach along the freshly paved driveway, you'll be welcomed into your very own private oasis. Upon entering through the front door, you’ll step into a

  

  Shannon Tully

  McGrath Realty Inc

  (845) 622-7595

  94 S Quaker Hill Rd, Pawling, NY 12564
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  /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

  (845) 576-1665

  126 Old Route 55, Pawling, NY 12564
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  /8

  $185,000

  • Land
  • 6 Acres
  • $30,629 per Acre

  8 Ravine Rd, Pawling, NY 12564

  Location Location Location in the prestigious Quaker Hill area in Pawling! Come build your private Estate on 6.04 acres. This lot is BOHA for a 5 bedroom home and already have a beautiful stone entry to greet you. Well is drilled and other amenities listed. Close to Everything, horse trails, Metro-North, Route 22, I684 and more.

  

  Shannon Tully

  McGrath Realty Inc

  (845) 385-1182

  8 Ravine Rd, Pawling, NY 12564
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  /24

  $588,900

  • Land
  • 64 Acres
  • $9,216 per Acre

  489 Grape Hollow Rd, East Fishkill, NY 12531

  Calling out for BUILDERS, HUNTERS, MULTI FAMILY HOMES OR LUXURY home owner desiring total privacy!! 63.9 acres of woodland in the Hudson Valley, undeveloped parcel. Prior approval ( needs to be updated by the buyer and engineer ) by the town for a 4 parcel to a 10 plot subdivision and has 3 wells drilled on parcels already, build less homes as desired with larger land parcels. OR Build a dream

  

  Philip Bisesto

  HomeSmart Homes & Estates

  (845) 683-5349

  489 Grape Hollow Rd, East Fishkill, NY 12531
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  /33

  $9,750,000

  • Land
  • 558 Acres
  • $17,462 per Acre

  225 Route 22, Pawling, NY 12564

  Unparalleled Opportunity Awaits! Discover this breathtaking 558+ acre parcel, just 90 minutes from Manhattan, offering a canvas of endless possibilities for personal and commercial endeavors. Whether you envision a sprawling family compound or a premier commercial facility, this land is primed for your dreams. Featuring level terrain, extensive trails, and vibrant pastures, this property is

  

  Shaylene Neumann

  Houlihan Lawrence Inc.

  (845) 377-2512

  225 Route 22, Pawling, NY 12564
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  /45

  $1,500,000

  • 5 Beds
  • 7.5 Baths
  • 5,470 Sq Ft

  604 N Quaker Hill Rd, Pawling, NY 12564

  Exceptional living awaits in this stately Georgian manor house sitting on 7 acres at the top of prestigious North Quaker Hill Road. This mostly original home offers 9’ ceilings, radiant heating and ownership that has changed hands only once. A Belgian cobblestone driveway has a center focal point awaiting your personal touch.The Living room opens to an elegant wraparound terrace, perfect for the

  Leigh Tripathi Ellis Sotheby's Intl Realty

  604 N Quaker Hill Rd, Pawling, NY 12564
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  /33

  $1,495,000

  • 3 Beds
  • 2.5 Baths
  • 3,035 Sq Ft

  6 Byrds Hill Rd, Pawling, NY 12564

  Modern Pawling Farmhouse - This beautifully renovated Colonial home near Scenic Quaker Hill offers a perfect blend of charm and modern amenities. The spacious kitchen, complete with a center island with seating, flows seamlessly into an open dining and living area, where a cozy fireplace awaits. A separate light-filled den provides a peaceful retreat for relaxation. The main floor features a

  Stephen Pener William Pitt Sothebys Int Rlty

  6 Byrds Hill Rd, Pawling, NY 12564
• 

  

  /50

  $2,300,000

  • 4 Beds
  • 4 Baths
  • 4,641 Sq Ft

  1018 Route 292, Holmes, NY 12531

  Escape to your own private waterfront oasis, less than 2 hours from NYC. Discover the epitome of lakeside luxury in this stunning contemporary home on Whaley Lake. This extraordinary 4,641-square-foot residence offers the perfect combination of lavish living and serene lakefront charm, situated on 2.74 acres with over 500 feet of lake frontage on Dutchess Counties largest private motorboat lake.

  Claudia Jiskra McGrath Realty Inc

  1018 Route 292, Holmes, NY 12531
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  /15

  $1,250,000

  • 4 Beds
  • 4.5 Baths
  • 3,200 Sq Ft

  120 Harmony Rd, Pawling, NY 12564

  New construction 4 bedroom, 4.5 bathroom home on 5 acres. Don't miss this opportunity to customize your dream home. This home features a open floor plan with large kitchen, perfect for entertaining. The main living area has exposed beams and high ceilings. The primary bedroom has large walk in closet and ensuite. There is also a junior suite with ensuite. See attached floor plans for full detail.

  Bliss Voutsinas

  120 Harmony Rd, Pawling, NY 12564
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  /50

  $1,595,000

  • 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
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  /9

  $1,125,000

  • 5 Beds
  • 3.5 Baths
  • 3,500 Sq Ft

  51 Estate Dr, Pawling, NY 12564

  Don't miss this opportunity to have your dream home built and custom designed to your finishes. As you step inside, you're greeted by a grand foyer entrance with high ceilings open to the second floor. Discover a beautifully designed eat-in kitchen, complete with custom cabinetry, stainless steel appliances, quartz countertops, and center island. The oversized open floor plan seamlessly

  Tony Zaccardo Coldwell Banker Realty

  51 Estate Dr, Pawling, NY 12564
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  /15

  $1,342,634

  • 4 Beds
  • 17 Baths
  • 4,543 Sq Ft

  56 Valley View Farms Rd, Dover, NY 12564

  What an amazing opportunity to own a newly constructed Contemporary on close to 3.50 acres of land. A beautiful home with over 4,000 sqft living space, three-car garage, 4 bedrooms, 4 bathrooms, and modern finishes on total bucolic grounds at the end of a cul de sac. This home has not been built yet, but it will be built to your desired design. This home and land can be financed with the land and

  Marlena Mucci The Select Team, LLC

  56 Valley View Farms Rd, Dover, NY 12564
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  /18

  $1,210,892

  • 4 Beds
  • 4 Baths
  • 2,965 Sq Ft

  96 Valley View Farms Rd, Dover, NY 12564

  What an amazing opportunity to own a newly constructed colonial on almost 4 acres of land. A beautiful colonial close to 3,000 sqft, with a three-car garage, 4 bedrooms, 3 bathrooms, and modern finishes on total bucolic grounds at the end of a cul de sac. This home has not been built yet, but it will be built to your desired design. This home and land can be financed with the land and built -

  Marlena Mucci The Select Team, LLC

  96 Valley View Farms Rd, Dover, NY 12564
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  /17

  $1,313,564

  • 4 Beds
  • 4.5 Baths
  • 4,022 Sq Ft

  91 Valley View Farms Rd, Dover, NY 12564

  What an amazing opportunity to own a newly constructed colonial on over 4 acres of land. A beautiful colonial close to 4,000 sqft, with a two-car garage, 4 bedrooms, 4 bathrooms, and modern finishes on total bucolic grounds at the end of a cul de sac. This home has not been built yet, but it will be built to your desired design. This home and land can be financed with the land and built - this is

  Marlena Mucci The Select Team, LLC

  91 Valley View Farms Rd, Dover, NY 12564
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  /11

  $1,813,835

  • 4 Beds
  • 5 Baths
  • 3,847 Sq Ft

  37 Valley View Farms Rd, Dover, NY 12564

  What an amazing opportunity to own a newly constructed Contemporary Home on 7.87 acres of land. A beautiful home with 3800 sqft of living space, three-car garage, 4 bedrooms, 5 bathrooms, and modern finishes on total bucolic grounds at the end of a cul de sac. This home has not been built yet, but it will be built to your desired design. This home and land can be financed with the land and built

  Marlena Mucci The Select Team, LLC

  37 Valley View Farms Rd, Dover, NY 12564
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  /10

  $1,279,650

  • 4 Beds
  • 4 Baths
  • 2,900 Sq Ft

  22 Valley View Farms Rd, Dover, NY 12564

  What an amazing opportunity to own a newly constructed colonial on over 4 acres of land. A beautiful colonial close to 3000 sqft, with a three-car garage, 4 bedrooms, 4 bathrooms, and modern finishes on total bucolic grounds at the end of a cul de sac. This home has not been built yet, but it will be built to your desired design. This home and land can be financed with the land and built - this

  Marlena Mucci The Select Team, LLC

  22 Valley View Farms Rd, Dover, NY 12564
• 

  

  /10

  $1,231,957

  • 4 Beds
  • 4 Baths
  • 2,965 Sq Ft

  77 Valley View Farms Rd, Dover, NY 12564

  What an amazing opportunity to own a newly constructed colonial on over 4 acres of land. A beautiful colonial close to 4,000 sqft, with a three-car garage, 4 bedrooms, 3 bathrooms, and modern finishes on total bucolic grounds at the end of a cul de sac. This home has not been built yet, but it will be built to your desired design. This home and land can be financed with the land and built - this

  Marlena Mucci The Select Team, LLC

  77 Valley View Farms Rd, Dover, NY 12564
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  /6

  $1,357,821

  • 4 Beds
  • 4.5 Baths
  • 2,965 Sq Ft

  116 Valley View Farms Rd, Dover, NY 12564

  What an amazing opportunity to own a newly constructed colonial on over 4 acres of land. A beautiful colonial close to 3,000 sqft, with a three-car garage, 4 bedrooms, 4 bathrooms, and modern finishes on total bucolic grounds at the end of a cul de sac. This home has not been built yet, but it will be built to your desired design. This home and land can be financed with the land and built - this

  Marlena Mucci The Select Team, LLC

  116 Valley View Farms Rd, Dover, NY 12564
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  /22

  $369,900

  • 2 Beds
  • 2.5 Baths
  • 1,427 Sq Ft

  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
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  /37

  $435,000

  • 4 Beds
  • 2 Baths
  • 1,736 Sq Ft

  74 Harmony Hill Rd, Pawling, NY 12564

  Charming Ranch with Scenic Views and Prime Location!Nestled on a quiet street just minutes from the heart of town, this well-maintained 4-bedroom, 2-bath home offers a rare opportunity to own a piece of classic suburban charm on a sprawling 1.86-acre flat lot. Built in 1971 and on the market for the first time, this bright and sunny home combines timeless character with an unbeatable location and

  Patrycja Warda

  74 Harmony Hill Rd, Pawling, NY 12564
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  /26

  $350,000

  • 2 Beds
  • 2 Baths
  • 1,115 Sq Ft

  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
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  /32

  $349,999

  • 2 Beds
  • 2.5 Baths
  • 2,130 Sq Ft

  24 Timberline Trail, Pawling, NY 12564

  Welcome to 24 Timberline Trail—Located in a peaceful, sought-after neighborhood in Pawling, NY. This residence offers the perfect blend of comfort, functionality, and modern updates. Featuring 3 spacious bedrooms and 2.5 bathrooms, the home boasts an open and versatile layout ideal for everyday living and entertaining.Step outside to a generous first-floor deck that seamlessly extends your living

  Vincent Reda Keller Williams Realty

  24 Timberline Trail, Pawling, NY 12564
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  /50

  $5,450,000

  • 8 Beds
  • 11 Baths
  • 11,301 Sq Ft

  955 Old Quaker Hill Rd, Pawling, NY 12564

  Perched atop historic Quaker Hill, MAIN TOP, is a private oasis of 20 gated acres with a stately manor, heated saltwater pool, tennis court, and endless mountain vistas that reach across 5 states. The 11,301 sq. ft. residence blends timeless elegance with high ceilings, oak floors, and fine details. Inside, you’ll find stunning formal rooms including a dramatic 47 ft living room, an entertaining

  Gladys Disisto Christie's Int. Real Estate

  955 Old Quaker Hill Rd, Pawling, NY 12564
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  /30

  $399,000

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  11 Birch Terrace, Pawling, NY 12564

  Welcome to Pawling Lake Estates - a private lake community about 10 minutes outside the Village of Pawling. This adorable cozy Cape is located on a dead-end road. Has 2 bedrooms but can easily live like a 3-bedroom home. Main level has eat in kitchen with breakfast nook, cozy living room with big bay window. 2 Bedrooms and a main bath. Doors in kitchen that lead out to a nice size deck

  Teddie Leonaggeo McGrath Realty Inc

  11 Birch Terrace, Pawling, NY 12564
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  /46

  $760,000

  • 4 Beds
  • 4.5 Baths
  • 2,920 Sq Ft

  12 W Wind Rd, Pawling, NY 12564

  Nestled on over two serene acres and backing to a tranquil nature preserve, this beautifully maintained home offers the perfect blend of peace, privacy, and natural beauty. With breathtaking seasonal views of the surrounding woodlands, the setting is ideal for quiet reflection or lively gatherings.Though the tax card shows four-bedrooms, this spacious home lives like a five-bedroom, offering

  Doris Jean William Raveis Real Estate

  12 W Wind Rd, Pawling, NY 12564
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  /30

  $625,000

  • 2 Beds
  • 2.5 Baths
  • 1,820 Sq Ft

  36 Byrds Hill Rd, Pawling, NY 12564

  The Perfect Weekend Escape or Full-Time Country Home, just 90 minutes from NYC, 36 Byrds Hill Rd is the modern farmhouse getaway where city style meets country serenity. Set on a quiet, scenic road in the prestigious Quaker Hill area, you’re a short drive to the Village of Pawling with shopping, restaurants, highways, and Metro-North access. This thoughtfully updated home blends the peaceful

  Colleen McGrath McGrath Realty Inc

  36 Byrds Hill Rd, Pawling, NY 12564
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  /32

  $125,000

  • Land
  • 6 Acres
  • $21,404 per Acre

  0 Dugway Dr Unit KEY846082, Dover, NY 12564

  Welcome to Peace and Privacy! Almost 6 acres of Amazing Property, bordering over 400 acres of State Land!! Located just about a 90 min by Metro North, you will have endless outdoor adventures such as The Adirondack Trail as well as the nearby exciting Whaley Lake. Or, if you can have fun without a motorboat, you have your own neighborhood lake and beach around the corner. This expansive property

  Robert Pape Keller Williams NY Realty

  0 Dugway Dr Unit KEY846082, Dover, NY 12564
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  /38

  $710,000

  • 5 Beds
  • 2.5 Baths
  • 2,924 Sq Ft

  5 Red Tail Ct, Pawling, NY 12564

  Tucked away on a quiet cul-de-sac in the sought-after Deerfield Ponds community, 5 Red Tail Court is a beautifully maintained 5-bedroom, 2.5-bathroom Colonial offering space, style, and convenience. With 2,924 sq ft of living space, this home features an inviting floor plan, perfect for both everyday living and entertaining.Step inside to find a sun-filled living room with a cozy fireplace, a

  Julius Cooper eXp Realty

  5 Red Tail Ct, Pawling, NY 12564
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  /21

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 2,175 Sq Ft

  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 (2022).

  Pete Rodriguez William Raveis Real Estate

  104 Mohawk Trail, Pawling, NY 12564
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  /46

  $845,000

  • 4 Beds
  • 3 Baths
  • 3,304 Sq Ft

  12 Berry Ln, Pawling, NY 12564

  Nestled high atop Quaker Hill, this enchanting property offers 8.5 acres of privacy on a serene lane, just two homes away from the 4th hole of the prestigious Quaker Hill Country Club. A mid-century ranch-style home, with its distinct architectural charm and details, awaits a new owner to bring it into its next chapter. Boasting 2,704 square feet on the main floor and an additional 600 square

  Brian McGrath McGrath Realty Inc

  12 Berry Ln, Pawling, NY 12564
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  /9

  $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
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  /43

  $875,000

  • 3 Beds
  • 2 Baths
  • 1,284 Sq Ft

  81 Lakeview Dr, Holmes, NY 12531

  Welcome to 81 Lakeview Drive — a quintessential log cabin estate offering deeded lake rights and endless opportunities to embrace the coveted Whaley Lake lifestyle. Nestled on a generous and private double lot, this charming retreat isn’t just a home — it’s your front-row seat to summer on the water.From the moment you arrive, the inviting front porch draws you in with panoramic, year-round views

  Colleen McGrath McGrath Realty Inc

  81 Lakeview Dr, Holmes, NY 12531
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  /30

  $450,000

  • 2 Beds
  • 3 Baths
  • 2,140 Sq Ft

  49 Lakeview Dr, Holmes, NY 12531

  Calling all chefs! There’s a lot you can do with 2 functioning kitchens! This sprawling ranch home also lends itself to a mother/daughter possibility. With 2 bedrooms, 3 full bathrooms and an Office, Den, Living Room and Family Room – this home has so much potential. Updates have been started, the interior has been painted and you have views of Whaley Lake and lake rights with access to a

  Judy Albert BHHS Hudson Valley Properties

  49 Lakeview Dr, Holmes, NY 12531
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  /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
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  /16

  $260,000

  • Land
  • 11 Acres
  • $22,628 per Acre

  Lot 5 S White Rock Rd, Holmes, NY 12531

  LOT 5-Outstanding extremely private 11.50 acre building lot. DCBOH for 5 BR septic, road to site complete w all utilities. A partially cleared lot suitable for spacious estate type build. Privacy and serenity abound on this beautiful 11 plus acre lot. Whether you are looking for a weekend retreat, equestrian setting or year round home experienced local area builders can customize to suit or use

  John Ravetto Houlihan Lawrence Inc.

  Lot 5 S White Rock Rd, Holmes, NY 12531
• 

  

  /15

  $240,000

  • Land
  • 9 Acres
  • $26,637 per Acre

  Lot 4 S White Rock Rd, Holmes, NY 12531

  LOT 4-Outstanding extremely private 9.01 acre building lot. Pawling NY: BOH (4BR) approved and just waiting for your dream home to be built. Experienced area builders will build to suit; their plan or yours. Blending privacy and convenience this ideal location is just minutes from the charming Village of Pawling, Metro North, Routes, 22, 55, 684 and 84, restaurants, shopping and all the amenities

  John Ravetto Houlihan Lawrence Inc.

  Lot 4 S White Rock Rd, Holmes, NY 12531
• 

  /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
• 

  

  /14

  $1,919,701

  • 4 Beds
  • 5.5 Baths
  • 3,874 Sq Ft

  122 Valley View Farms Rd, Dover, NY 12564

  What an amazing opportunity to own a newly constructed Contemporary on over 8 acres of land. A beautiful home close to 4,000 sqft, with a three-car garage, 4 bedrooms, 5 bathrooms, and modern finishes on total bucolic grounds at the end of a cul de sac. This home has not been built yet, but it will be built to your desired design. This home and land can be financed with the land and built - this

  Marlena Mucci The Select Team, LLC

  122 Valley View Farms Rd, Dover, NY 12564
• 

  

  /13

  $1,850,380

  • 5 Beds
  • 5 Baths
  • 5,399 Sq Ft

  117 Valley View Farms Rd, Dover, NY 12564

  What an amazing opportunity to own a newly constructed colonial on over 4 acres of land. A beautiful colonial close to 5400 sqft, with a three-car garage, 5 bedrooms, 5 bathrooms, and modern finishes on total bucolic grounds at the end of a cul de sac. This home has not been built yet, but it will be built to your desired design. This home and land can be financed with the land and built - this

  Marlena Mucci The Select Team, LLC

  117 Valley View Farms Rd, Dover, NY 12564

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