Homes for Sale in 12564

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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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  /34

  $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
• 

  

  

  /41

  $1,300,000

  • 5 Beds
  • 2.5 Baths
  • 3,038 Sq Ft

  7 Tower Hill Rd, Pawling, NY 12564

  Nestled among the towering trees, this spacious 5-bedroom, 3-bath custom-designed home offers the perfect blend of privacy, comfort, and modern amenities. Sit back and enjoy the captivating views from the three expansive decks, overlooking the waterfall, ponds, and large yard below. The home's distinctive architecture is shown in its thoughtful design, encompassing the natural setting, while

  Ryan Arket Compass Greater NY, LLC

  7 Tower Hill Rd, Pawling, NY 12564
• 

  

  

  /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

  $1,695,000

  • 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
• 

  

  /50

  $1,395,000

  • 4 Beds
  • 3.5 Baths
  • 2,910 Sq Ft

  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
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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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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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  /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
• 

  

  /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
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  /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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  /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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  /48

  $799,900 Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 3,350 Sq Ft

  134 Old Pawling Rd, Pawling, NY 12564

  Beautiful Colonial home, Well Maintained level land W/Meadow view, for the first time on the market .This beautiful home offer 4 bedroom and 2 full bathroom and half Den room on the first floor, Bonus Room on the second floor, Formal living room and formal dining room, Gorgeous Oak eating kitchen with sliding door to the deck outside, family room and half bath. Second floor offer 4 bedroom and 2

  Drita Shala Howard Hanna Rand Realty

  134 Old Pawling Rd, Pawling, NY 12564
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  /43

  $625,000

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

  36 Byrds Hill Rd, Pawling, NY 12564

  Welcome to 36 Byrds Hill Road—a hidden gem tucked away just off the prestigious Quaker Hill in Dover Plains, NY. This unique 2-bedroom, 2.5-bathroom Cape Cod-style home sits on 3.95 private, fully fenced acres and blends rustic charm with thoughtful design. Though it echoes the look of a classic barn, it’s filled with the warmth and functionality of a true retreat. Pull into the driveway to a

  Colleen McGrath McGrath Realty Inc

  36 Byrds Hill Rd, Pawling, NY 12564
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  /37

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  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
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  /32

  $150,000

  • Land
  • 6 Acres
  • $25,685 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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  /46

  $845,000 Open Sun 1PM - 3PM

  • 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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  /8

  $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
• 

  

  /34

  $787,000

  • 3 Beds
  • 3 Baths
  • 1,450 Sq Ft

  54 Nanny Hill Rd, Pawling, NY 12564

  This stunning home is brand new from Westchester modular, built with top-of-the-line finishes and quality materials. As soon as you step inside, you'll be greeted by a bright and airy open floor plan that creates a spacious and inviting atmosphere. The chef's kitchen is a standout feature, featuring an oversized island with a prep sink and high-end appliances that are sure to appeal to the

  Kaye Saglibene

  54 Nanny Hill Rd, Pawling, NY 12564
• 

  

  /29

  $2,395,000

  • 5 Beds
  • 4.5 Baths
  • 3,530 Sq Ft

  43 Meeting House Rd, Pawling, NY 12564

  Nestled among equestrian estates in the prestigious Quaker Hill community of Pawling, this inspiring 3-bedroom retreat blends modern luxury with rustic charm. Set on a sprawling 5-acre estate in the heart of horse country, this property offers an idyllic escape for those seeking tranquility and inspiration. There is an additional fully renovated 2-bedroom guest cottage with its own utilities,

  Melissa Colabella Compass Greater NY, LLC

  43 Meeting House Rd, Pawling, NY 12564
• 

  

  /21

  $399,000

  • 2 Beds
  • 2 Baths
  • 1,564 Sq Ft

  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
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  /47

  $825,000

  • 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. 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 bright foyer with hardwood floors, leading to a

  Shannon Tully McGrath Realty Inc

  94 S Quaker Hill Rd, Pawling, NY 12564
• 

  

  /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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  /43

  $615,000

  • 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

  126 Old Route 55, Pawling, NY 12564
• 

  /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
• 

  

  /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
• 

  

  /13

  $2,347,621

  • 6 Beds
  • 7.5 Baths
  • 6,511 Sq Ft

  125 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 over 4,000 sqft, with a three-car garage, 6 bedrooms, 7 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

  125 Valley View Farms Rd, Dover, NY 12564
• 

  

  /10

  $1,761,385

  • 4 Beds
  • 4.5 Baths
  • 4,287 Sq Ft

  88 Valley View Farms Rd, Dover, NY 12564

  What an amazing opportunity to own a newly constructed Contemporary on over 3 acres of land. A beautiful Home over 4,000 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 is

  Marlena Mucci The Select Team, LLC

  88 Valley View Farms Rd, Dover, NY 12564
• 

  

  /7

  $1,850,380

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

  102 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

  102 Valley View Farms Rd, Dover, NY 12564
• 

  /2

  $179,350

  • Land
  • 3.21 Acres
  • $55,872 per Acre

  125 Valley View Farms Rd, Dover, NY 12564

  An incredible opportunity to purchase and build your own dream home on fully BOHA prime land. Privately set back from the road on a culdesac on 3.21 acres. Build your dream home exactly the way you want it with financing options or purchase multiple lots and sell them for a profit. There are board of health approvals, Declarations, Cable, Sewer plans, Road, drainage all in place. Only 5 minutes

  Marlena Mucci The Select Team, LLC

  125 Valley View Farms Rd, Dover, NY 12564
• 

  /2

  $158,250

  • Land
  • 3.93 Acres
  • $40,267 per Acre

  91 Valley View Farms Rd, Dover, NY 12564

  An incredible opportunity to purchase and build your own dream home on fully BOHA prime land. Privately set back from the road on a culdesac on 3.95 acres. Build your dream home exactly the way you want it with financing options or purchase multiple lots and sell them for a profit. There are board of health approvals, Declarations, Cable, Sewer plans, Road, drainage all in place. Only 5 minutes

  Marlena Mucci The Select Team, LLC

  91 Valley View Farms Rd, Dover, NY 12564
• 

  /2

  $168,800

  • Land
  • 3.21 Acres
  • $52,586 per Acre

  22 Valley View Farms Rd, Dover, NY 12564

  An incredible opportunity to purchase and build your own dream home on fully BOHA prime land. Privately set back from the road on a culdesac on 4.50 acres. Build your dream home exactly the way you want it with financing options or purchase multiple lots and sell them for a profit. There are board of health approvals, Declarations, Cable, Sewer plans, Road, drainage all in place. Only 5 minutes

  Marlena Mucci The Select Team, LLC

  22 Valley View Farms Rd, Dover, NY 12564
• 

  /2

  $179,350

  • Land
  • 4.13 Acres
  • $43,426 per Acre

  117 Valley View Farms Rd, Dover, NY 12564

  An incredible opportunity to purchase and build your own dream home on fully BOHA prime land. Privately set back from the road on a culdesac on 4.26 acres. Build your dream home exactly the way you want it with financing options or purchase multiple lots and sell them for a profit. There are board of health approvals, Declarations, Cable, Sewer plans, Road, drainage all in place. Only 5 minutes

  Marlena Mucci The Select Team, LLC

  117 Valley View Farms Rd, Dover, NY 12564
• 

  /2

  $168,800

  • Land
  • 4.44 Acres
  • $38,018 per Acre

  77 Valley View Farms Rd, Dover, NY 12564

  An incredible opportunity to purchase and build your own dream home on fully BOHA prime land. Privately set back from the road on a culdesac on 4.44 acres. Build your dream home exactly the way you want it with financing options or purchase multiple lots and sell them for a profit. There are board of health approvals, Declarations, Cable, Sewer plans, Road, drainage all in place. Only 5 minutes

  Marlena Mucci The Select Team, LLC

  77 Valley View Farms Rd, Dover, NY 12564

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