Homes for Sale near Trinity-Pawling School

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  /24

  $399,000

  • 5 Beds
  • 1,062 Sq Ft

  215 Little Pond Rd, Pawling, NY 12564

  Private Lake House on a Private Lake!Little Whaley Lake, a serene 46-acre spring-fed, motor-free lake with only six homes offers unparalleled tranquility. This lot offers 150 feet of lake frontage and a private dock; ideal for peaceful swimming, fishing, kayaking, and reconnecting with nature. There are only 6 homes on this lake, with no public access, creating a quiet and

  Jillian Pajer Douglas Elliman Real Estate

  215 Little Pond Rd, Pawling, NY 12564
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  /22

  $859,000

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

  26 Rodina Dr, Pawling, NY 12564

  Welcome to your brand new dream home! Nestled on a beautiful and peaceful two and half acres. Be the first to live in this stunning four bedroom, two and a half bath home. Step onto the full length front porch and inside to a light, bright and airy interior boasting a modern open floor plan. Spacious entrance foyer with double coat closets and sleek iron railing with motion sensor lighting on

  Douglas Servello Home Sweet Home Properties

  26 Rodina Dr, Pawling, NY 12564
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  /4

  $100,000

  • Land
  • 1 Acre
  • $100,000 per Acre

  149 Johnson Rd, Wingdale, NY 12594

  Land for sale with board of health approval- Approved plans for a 3 bedroom, 3 bathroom raised ranch home. Well is drilled, land is ready to start building your dream home today

  Bliss Voutsinas

  149 Johnson Rd, Wingdale, NY 12594
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  /3

  $649,000

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft

  149 Johnson Rd, Wingdale, NY 12594

  New construction home to be built ! This raised ranch home features 3 bedrooms and 3 full bathrooms and 2 car garage. The open floor plan connects the kitchen, dining room and living room. The primary bedroom with ensuite bathroom features a spa like walk in shower. The plans are approved and ready to build, don't miss the opportunity to customize this home

  Bliss Voutsinas

  149 Johnson Rd, Wingdale, NY 12594
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  /47

  $1,250,000

  • 4 Beds
  • 6 Baths
  • 3,012 Sq Ft

  16 Anderson Rd, Pawling, NY 12564

  Welcome to 16 Anderson Road — a beautifully crafted modern home perched atop the prestigious Quaker Hill in Pawling. Built in 2023, construction completed in 2024, this thoughtfully designed residence blends contemporary elegance with exceptional functionality, offering over 3,000 square feet of refined living space. From the moment you arrive, the home's charm is undeniable — lush landscaping

  Ryan Arket Compass Greater NY, LLC

  16 Anderson Rd, Pawling, NY 12564
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  /25

  $1,199,000

  • 4 Beds
  • 3.5 Baths
  • 4,854 Sq Ft

  21 Holiday Point Rd, Sherman, CT 06784

  [ONE OF A KIND] This house has it all. Located in the desired Atchison Cove private lake community the house sits atop a hill (privacy & sun exposure) safely tucked away from the road and features everything a family may desire: large inground gunite pool with a slide, kids' playground, volleyball, supersized deck, magnificent library, 2 floor game room, 3 fireplaces, giant kitchen, separate

  Jorge Zea Blue Lighthouse Realty, Inc

  21 Holiday Point Rd, Sherman, CT 06784
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  /33

  $1,250,000

  • 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
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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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  /18

  $125,000

  • Land
  • 1.4 Acres
  • $89,286 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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  /9

  $1,100,000

  • 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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  /30

  $1,799,999

  • 2 Beds
  • 1 Bath
  • 1,600 Sq Ft

  165 Duell Hollow Rd, Wingdale, NY 12594

  Exceptional opportunity to acquire this contemporary masterpiece designed by renowned architect Allan Shope. Tucked away in the serene woods of Wingdale, this property spans 29.7 acres and boasts a substantial pond, once part of the historic Camp Sacajawea. The residence is positioned on a secluded, wooded parcel, offering breathtaking views of mountains and the tranquil pond making it an ideal

  Bianca D'Alesandro Serhant LLC

  165 Duell Hollow Rd, Wingdale, NY 12594
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  /22

  $1,350,000

  • Land
  • 3.9 Acres
  • $346,154 per Acre

  178 Charles Colman Blvd, Pawling, NY 12564

  Exclusive Mixed-Use Property in Pawling N.Y.! Incredible Investment or Business Opportunity offering a rare blend of Residence, Greenhouse, Floral Shop, & Nursery.This beautiful Sprawling estate boasts a Commercial c & Residential component? with a 2,500 sqft greenhouse fully-equipped floral shop with retail space There is Ample parking & easy accessibility for Commercial

  Vince Buccieri Today Realty Corp.

  178 Charles Colman Blvd, Pawling, NY 12564
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  /2

  $100,000

  • Land
  • 2.55 Acres
  • $39,216 per Acre

  115 S Quaker Hill Rd, Patterson, NY 12563

  Build the home of your dreams On this 2.55 wooded acre lot surrounded by lovely homes in the area. Owner will sell subject to buyer getting approvals. Close proximity to The Great Swamp for kayaking and Thunder Ridge for skiing and snowboarding, night and day! The location is ideal with minutes to everything, schools, shops, restaurants and for ease of commute, Route 22, major highways and

  Carmela Tassone Coldwell Banker Realty

  115 S Quaker Hill Rd, Patterson, NY 12563
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  /20

  $3,900,000

  • Land
  • 108 Acres
  • $36,111 per Acre

  57 S Quaker Hill Rd, Pawling, NY 12564

  Seldom does a property like this become available. Two parcels totaling 108 acres create the most idyllic setting on Quaker Hill. Imagine a pastoral retreat blanketed by farmed fields, well-maintained trails, and productive land. With approximately 56 cleared acres, the possibilities are endless. Build your dream country estate, an extended family compound, or an equestrian paradise with ample

  Brian McGrath McGrath Realty Inc

  57 S Quaker Hill Rd, Pawling, NY 12564
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  /10

  $1,900,000

  • Land
  • 53 Acres
  • $35,849 per Acre

  245 Birch Hill Rd, Patterson, NY 12563

  Welcome to 53 acres of stunning land in Patterson, NY. This remarkable property offers a unique opportunity to own a piece of history. Originally part of a border dispute between New York and Connecticut, this land became part of New York in 1731 and shortly thereafter was acquired by one of Quaker Hill's oldest families who farmed it for generations. The parcel is beautifully ringed with mature

  Brian McGrath McGrath Realty Inc

  245 Birch Hill Rd, Patterson, NY 12563
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  /36

  $14,995,000

  • 4 Beds
  • 3.5 Baths
  • 3,942 Sq Ft

  15 Kirby Hill Rd, Pawling, NY 12564

  Kirby Hill Farm, an exceptional equestrian estate set on 247 acres of Quaker Hill's finest countryside. The turnkey, multi-discipline, equestrian facility offers 4 barns with 81 stalls, 2 indoor riding arenas, 3 outdoor riding rings, 37 paddocks, 7 additional paddocks with winterized waterers, 21 fields, Grand Prix polo field, over 100 acres of fenced property, and 150 acres of riding trails

  Brian McGrath McGrath Realty Inc

  15 Kirby Hill Rd, Pawling, NY 12564
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  /23

  $1,250,000

  • 4 Beds
  • 3.5 Baths
  • 4,854 Sq Ft

  21 Holiday Point Rd, Sherman, CT 06784

  [ONE OF A KIND] This house has it all. Located in the desired Atchison Cove private lake community the house sits atop a hill, safely tucked away from the road and features everything a family may desire: boat dock, large inground gunite pool with a slide, kids' playground, volleyball, supersized deck, magnificent library, 2 floor game room, 3 fireplaces, giant kitchen, separate dining room, 4

  Jorge Zea Blue Lighthouse Realty, Inc

  21 Holiday Point Rd, Sherman, CT 06784
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  /3

  $189,000

  • Land
  • 11.4 Acres
  • $16,579 per Acre

  0 Kirby Hill Rd, Pawling, NY 12564

  Great 11 acre BOHA property in Quaker Hill area of Pawling. Great views. Located quiet area next to historic library (not active. Shown as museum in warmer weather). Fantastic getaway area or permanent dream house.

  Richard Castro Howard Hanna Rand Realty

  0 Kirby Hill Rd, Pawling, NY 12564
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  /36

  $5,500,000

  • 17 Beds
  • 13 Baths
  • 15,000 Sq Ft

  618 Quaker Hill Rd, Pawling, NY 12564

  25.5-acre equestrian estate with a 43-room Elizabethan Style manor house, two caretaker homes, a carriage house with groom’s quarters, a yoga studio, a 12,000 sq. ft. stable, greenhouse and more. Situated on the crest of Quaker Hill, Elmwood Farm has stunning views and endless possibilities. The 3-story, 17-bedroom (7 of which are in the nursery wing and the caretakers' wing) 9-bath (plus 4

  Harriet Norris Douglas Elliman Real Estate

  618 Quaker Hill Rd, Pawling, NY 12564
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  /2

  $650,000

  • 6 Beds
  • 2 Baths
  • 2,856 Sq Ft

  13 Rebecca Dr, Pawling, NY 12564

  THIS HOME WILL NOT BE AVAILABLE FOR OCCUPANCY UNTIL DECEMBER 2026. THERE IS A RESIDENTIAL FACILTY IN PLACE AT THIS SITE UNTIL THEN. 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

  Angela Briante Briante Realty Group, LLC

  13 Rebecca Dr, Pawling, NY 12564
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  /12

  $899,000 New Construction

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

  86 Connecticut 37, Sherman, CT 06784

  New Construction!! 4 bedroom colonial with lots of upgrades. 9 Ft ceilings on the main level. Propane heat and central air. Fireplace. Center island kitchen. Large dinette/breakfast nook. Hardwood floors throughout. Oversized deck. Primary with awesome bath and walk in closet. Convenient upper level laundry room. 2 car attached garage. Walk out basement. Pond Views!

  Joe Chemero Coldwell Banker Realty

  86 Connecticut 37, Sherman, CT 06784
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  /45

  $625,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,233 Sq Ft

  3 Lisa Ct, Patterson, NY 12563

  You will love this beautiful contemporary home on a quiet cul-de-sac in the small community of Patterson. As you enter the front door, you are greeted by the openness of the floor plan, the warmth of the vaulted wood ceiling, and the welcoming natural light. Downstairs boasts a living room, dining room, large kitchen with eating area, family room with fireplace, and a half bath. Upstairs you will

  Dana Duncan Houlihan Lawrence Inc.

  3 Lisa Ct, Patterson, NY 12563
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  /42

  $519,900

  • 3 Beds
  • 3.5 Baths
  • 3,467 Sq Ft

  2 Bridle Way, Pawling, NY 12564

  Wonderful investment opportunity awaits with this spacious home. The inviting library-style living room showcases nicely finished built-ins, while the expansive kitchen with a dining area seamlessly flows into the family room, highlighted by a cozy fireplace. The primary suite includes a private bathroom, ensuring comfort and convenience. A finished walkout lower level expands the living space

  Jonathan Gineo Jonathan D. Gineo

  2 Bridle Way, Pawling, NY 12564

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