Homes for Sale near Trinity-Pawling School

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  /7

  $340,000

  $45K PRICE DROP

  • Land
  • 3.83 Acres
  • $88,773 per Acre

  515 Depot Hill Rd, Poughquag, NY 12570

  Discover the perfect canvas for your dream home at 515 Depot Hill Rd, Poughquag, NY 12570. This expansive 3.83-acre vacant parcel of land is perched high on a hill, offering unobstructed views in all directions and is approved by the town for a 3-bedroom, 2-bathroom house. The stunning scenic vistas promise to captivate and inspire, providing a breathtaking backdrop for a home that complements

  Ari Lee Sunbelt Sales & Development

  515 Depot Hill Rd, Poughquag, NY 12570
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  /50

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,329 Sq Ft

  140 Hurds Corners Rd, Pawling, NY 12564

  Set on over an acre and a half of pure enchantment, this charming predominantly one-level ranch-style home offers thoughtfully designed living space in a private and whimsical setting. A long paved driveway leads to the home, which sits high and well back from the road, creating a sense of seclusion from the moment you arrive. The backyard is truly an oasis, surrounded by lush landscaping,

  Claudia Jiskra McGrath Realty Inc

  140 Hurds Corners Rd, Pawling, NY 12564
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  /27

  $879,000

  New Construction $70K PRICE DROP

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

  86 Route 37 S, Sherman, CT 06784

  COMPLETED New Construction!! Quick closing available. Custom 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 with custom built ins. Beautiful tile and glass shower doors. Convenient upper

  Joe Chemero Coldwell Banker Realty

  86 Route 37 S, Sherman, CT 06784
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  /46

  $1,799,000

  • 5 Beds
  • 5.5 Baths
  • 5,390 Sq Ft

  41 and 43 Meeting House Rd, Pawling, NY 12564

  A Quintessential Quaker Hill Estate with Guest CottagePerched atop the storied hills of Quaker Hill, this exceptional five-acre estate embodies the romance and elegance of country living at its finest. Privately nestled amid sweeping meadows, renowned equestrian properties, and grand country estates, 43 Meeting House Road offers a rare combination of exclusivity, beauty, and refined

  Richard Esman Douglas Elliman Real Estate

  41 and 43 Meeting House Rd, Pawling, NY 12564
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  /56

  $2,850,000

  $250K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,600 Sq Ft

  809 N Quaker Hill Rd, Pawling, NY 12564

  Farm Nord is a meticulously restored country estate, originally established in the 1700s as a dairy farm by the renowned Taber family of Rhode Island. The Tabers were stewards of the estate for five generations and two centuries, with only a few families since carrying on its legacy.The property's idyllic 12 acres are peppered with endless stone walls, several-hundred-year-old trees, and

  Raj Kumar Four Seasons Sotheby's Int.

  809 N Quaker Hill Rd, Pawling, NY 12564
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  /50

  $425,000

  $174K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  1616 Route 292 Unit Cottage 12, Holmes, NY 12531

  $174K PRICE IMPROVEMENT!! Welcome to one of the Hudson Valley's most extraordinary hidden treasures—a private island retreat nestled in the heart of Whaley Lake, where every day feels like a vacation and every arrival feels like an escape from the ordinary. Accessible only by boat, this remarkable waterfront residence offers an exceptionally rare opportunity to own a piece of paradise within an

  Julie Conner eXp Realty

  1616 Route 292 Unit Cottage 12, Holmes, NY 12531
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  /5

  $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 Hillside Realty & Development

  149 Johnson Rd, Wingdale, NY 12594
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  /36

  $990,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,768 Sq Ft

  194 South Rd, Holmes, NY 12531

  Currently being crafted by skilled local builders and now nearing completion, this distinguished rocking-chair-porch Colonial sits gracefully on more than nine private acres, offering an exceptional blend of elegance, comfort, and modern design. With construction in its final stages, there is still time for buyers to add select personal touches and make this exceptional new home uniquely their

  Stacey Cronin Houlihan Lawrence Inc.

  194 South Rd, Holmes, NY 12531
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  /50

  $4,750,000

  $250K PRICE DROP

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

  618 Quaker Hill Rd, Pawling, NY 12564

  Set high atop the storied crest of Quaker Hill, Elmwood Farm is a legacy estate where Hudson Valley history, architectural grandeur, and pastoral beauty converge. Approached by a long, winding gated drive, the property reveals itself gradually across 25.5 rolling acres before arriving at a striking Elizabethan style manor that has stood watch over the surrounding countryside for generations.

  Jake Garay Serhant LLC

  618 Quaker Hill Rd, Pawling, NY 12564
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  /35

  $575,000

  • 4 Beds
  • 2.5 Baths
  • 2,222 Sq Ft

  125 Sheldon Rd, Wingdale, NY 12594

  Great Colonial home features a wonderful, 40 ft covered front porch, where you can relax and enjoy the lovely view! Spacious Foyer with closet, large, very nice Living Rm with popular LVP flooring, Family Rm with Fireplace & door to deck. The Kitchen features a spacious Dining Area, an Island with a granite top, stainless appliances, propane range. There is also a formal Dining Rm, currently used

  Lisa Liffland McGrath Realty Inc

  125 Sheldon Rd, Wingdale, NY 12594
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  /46

  $499,000

  • 3 Beds
  • 4 Baths
  • 2,188 Sq Ft

  22 Hickory Ln, Pawling, NY 12564

  Versatility, comfort, and an exceptional lifestyle come together in this charming Cape Cod-style home in Pawling Lake Estates, a picturesque lake community nestled atop West Mountain and bordering West Mountain State Forest. Offering 2,188 SF across the first two levels, plus an additional 320 SF finished recreation room in the basement, this thoughtfully designed home features three bedrooms,

  Tela Cook McGrath Realty Inc

  22 Hickory Ln, Pawling, NY 12564
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  /43

  $655,000

  • 3 Beds
  • 3 Baths
  • 3,888 Sq Ft

  12 Rebecca Dr, Pawling, NY 12564

  Set on nearly two acres just a few miles from the village of Pawling, this log home offers space, privacy, and real potential for the right buyer. The in-ground concrete pool and detached three-car garage add value rarely found together at this price point. Inside, the open kitchen and vaulted wood ceilings give the home a warm, cabin-like character that is hard to find in newer

  Roy Martin McGrath Realty Inc

  12 Rebecca Dr, Pawling, NY 12564
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  /37

  $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, polo field, over 100 acres of fenced property, and 150 acres of riding trails with direct

  Brian McGrath McGrath Realty Inc

  15 Kirby Hill Rd, Pawling, NY 12564
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  /44

  $299,900

  • 5 Beds
  • 4 Baths
  • 2,790 Sq Ft

  6 Laurel Dr, Holmes, NY 12531

  Fantastic 3-Family Opportunity in Holmes, NY!Discover the potential in this unique multifamily property, featuring a single-family home plus an additional 2-family house on one parcel. Whether you're a homeowner looking for a fixer-upper with rental income potential or an investor seeking a high-demand rental property, this is the one you’ve been waiting for.Both homes need repairs

  Arafat Ibrahim AI Realty Brokerage LLC

  6 Laurel Dr, Holmes, NY 12531
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  /32

  $329,999

  $35K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,066 Sq Ft

  123 Route 37 S, Sherman, CT 06784

  This 1890 Cape-style residence in Sherman, CT, offers a combination of historic charm and updated features. The interior includes hardwood floors throughout and two fireplaces. The kitchen is equipped with granite countertops, an updated dishwasher, and a modern range. The property features double-insulated windows in both the home and the expansive garage. Climate control is managed by forced

  Carol Riley Berkshire Hathaway NE Prop.

  123 Route 37 S, Sherman, CT 06784
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  /33

  $9,750,000

  $7M PRICE DROP

  • Land
  • 558.35 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.

  225 Route 22, Pawling, NY 12564
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  /24

  $479,000

  $6K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  39 Brothers Rd, Poughquag, NY 12570

  Discover the potential of this rare gem at 39 Brothers Rd, a prime opportunity nestled in the scenic Poughquag, NY. This property promises not only unbeatable unobstructed views but also a canvas ready for your creative vision. Set on a picturesque lot, the home offers 3 bedrooms and one full bath, and a layout brimming with possibilities. This property is a golden opportunity to transform a

  Ari Lee Sunbelt Sales & Development

  39 Brothers Rd, Poughquag, NY 12570
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  /47

  $599,000

  • 3 Beds
  • 2.5 Baths
  • 1,828 Sq Ft

  46 Harmony Hill Rd, Pawling, NY 12564

  Discover this spacious 3-bedroom, 2.5-bath home ideally located just minutes from the train and downtown Pawling, offering the perfect combination of privacy, convenience, and room to grow.Step inside to an inviting open floor plan designed for comfortable everyday living and entertaining. The first-floor primary suite is a standout feature, offering a generously sized bedroom, private

  BRIDGET CAPAWANA Exit Realty Connections

  46 Harmony Hill Rd, Pawling, NY 12564
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  /42

  $799,000

  • 3 Beds
  • 3.5 Baths
  • 4,211 Sq Ft

  66 Carol Ln, Poughquag, NY 12570

  Nestled on nearly four private, wooded acres within the prestigious Woodhaven Manor subdivision, this meticulously maintained 4,400+ square foot custom Colonial offers the perfect blend of classic elegance and modern efficiency. A grand two-story entry leads to a versatile layout featuring a gourmet kitchen with cherry cabinetry, granite countertops, a wet bar, and a double oven, seamlessly

  Helen Schweitzer Helen Schweitzer Realty, LLC

  66 Carol Ln, Poughquag, NY 12570
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  /40

  $749,000

  • 4 Beds
  • 3.5 Baths
  • 3,488 Sq Ft

  34 Hardscrabble Rd, Sherman, CT 06784

  Welcome home to this exceptional 4-bedroom, 3.5-bath Custom Colonial nestled on 4.5 scenic acres in sought-after Sherman. Featuring an expansive wraparound covered porch, a beautifully updated kitchen with stone countertops, and an inviting den with a fireplace, every space is designed for comfortable living and effortless entertaining. Upon entering, you'll find a flexible main-level suite that

  Lisa Weisenberger Luks Realty

  34 Hardscrabble Rd, Sherman, CT 06784
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  /11

  $225,000

  • Land
  • 8.44 Acres
  • $26,659 per Acre

  14 Akindale Rd, Pawling, NY 12564

  Discover the opportunity to build your custom home on this exceptional 8.44-acre homesite in Brady Brook Falls, an established community of estate properties nestled in Pawling's scenic countryside. Offering a beautiful mix of open areas and mature woodlands, the property provides a peaceful setting with plenty of space to create the home you've envisioned. Much of the preparation has already

  Debra Allan BHHS Hudson Valley Properties

  14 Akindale Rd, Pawling, NY 12564
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  /7

  $40,000

  $10K PRICE DROP

  • Land
  • 2.7 Acres
  • $14,815 per Acre

  0 Old Pawling Rd Unit KEY1020201, Dover, NY 12564

  An expansive 2.7-acre parcel of land nestled serenely along a picturesque country road, offering a charming and tranquil setting.The land goes downhill from the road to a designated wetland and then rises quite sharply through mature woodland. This idyllic property is conveniently situated near the highly accessible and major thoroughfare, Route 22, ensuring ease of travel and connectivity to

  Michael Martell eXp Realty

  0 Old Pawling Rd Unit KEY1020201, Dover, NY 12564

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