Homes for Sale near Pawling High School

/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
/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
/47
$799,999 Open Sun 12PM - 2PM
- 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

(845) 622-7595

94 S Quaker Hill Rd, Pawling, NY 12564
/45
$1,500,000 Open Sat 12PM - 3PM
- 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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/46
$760,000 Open Sat 10AM - 1PM
- 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
/30
$625,000 Open Sun 12PM - 2PM
- 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
/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
/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
/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
/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
/45
$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 set on a generous and private double lot, where every detail exudes charm and modern comforts. As you approach, the inviting front porch treats you to year-round, panoramic views of Whaley Lake. Step through the front door to hang your coat in the cozy entryway that immediately offers a private office/den with views of the lake to

Colleen McGrath McGrath Realty Inc

81 Lakeview Dr, Holmes, NY 12531
/30
$450,000 Open Sun 1PM - 3PM
- 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
/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
/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

126 Old Route 55, Pawling, NY 12564
/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
/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
/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
/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

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