Canaan, NY Homes for Sale with Acreage

Discover the perfect blend of privacy, modern comfort, and endless possibilities on this exceptional 75.47-acre country retreat featuring trails, a scenic pond, and breathtaking Catskill Mountain views. Whether you envision a private estate, recreational getaway, or family compound, this remarkable property offers an unparalleled opportunity. The updated single-level ranch is move-in ready and

Melissa Dimassimo Stone House Properties, LLC

Escape to this lovely 3-bedroom ranch set on three peaceful acres with long views of the Berkshire Hills along a country road in Canaan, New York. The open floor plan provides a seamless flow for everyday living and entertaining. The living room centers around a wood-burning fireplace and is adjacent to a dining area and a large year-round sunroom -- with wet bar - that opens to a large back yard

Chris Getman Houlihan Lawrence Inc.

Discover 367 acres of extraordinary privacy, centered around your own 6-acre lake, with meandering trails and gentle streams weaving throughout the landscape. This is a property that invites exploration, reflection, and a deep connection to nature. An existing home, ready for renovation, offers the opportunity to create a charming retreat or guest residence, while a second, elevated building

Nikki Carchedi Stone House Properties, LLC

Discover 367 acres of extraordinary privacy, centered around your own 6-acre lake, with meandering trails and gentle streams weaving throughout the landscape. This is a property that invites exploration, reflection, and a deep connection to nature. An existing home, ready for renovation, offers the opportunity to create a charming retreat or guest residence, while a second, elevated building

Nikki Carchedi STONE HOUSE PROPERTIES, LLC

Welcome to this thoughtfully designed home with south facing views on 3 serene acres. The home was constructed by a local builder and offers a perfect blend of luxury and privacy. Situated on the Canaan/New Lebanon line, it boasts breathtaking views and an in-ground pool ideal for relaxation and entertainment on the blue stone patio. The spacious first-floor primary suite provides a peaceful

Melissa Dimassimo Stone House Properties, LLC

Welcome to ''The Meadow Lodge'' ... Authentic Upstate New York log home living begins here. Set among mature trees, open lawn, and beautifully improved grounds, this meticulously maintained Canaan retreat is a perfect balance of privacy, character, and convenience. Ideally situated between Hudson and the Berkshires, you'll enjoy easy access to the restaurants, galleries, boutiques, and cultural

Rebecca Sullivan KW Platform

Move right into this low maintenance country retreat and enjoy your summers by the pool!! Natural light illuminates the home in every room. Open flow between the kitchen, living room, and dining/sitting room. Sliding glass doors from the kitchen and sitting room lead out to a large deck where you can enter the screened-in-porch, which also shares an entrance into the primary bedroom. The primary

Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

Welcome to Bear Paw Creek. Explore this captivating 24.68-acre retreat in East Chatham, New York, where a private drive leads to an idyllic blend of historic charm and contemporary elegance in an 1825 farmhouse. Featured in Domino Magazine this designer home is nestled amid rolling pastoral valleys, dense woods, and a gently flowing stream, the property unfolds with sublime gardens, a unique

Rachel Haley COMPASS MASSACHUSETTS , LLC GB

Introducing Pierce Peak, an extraordinary estate set on 31+ acres of private mountaintop where the Hudson Valley meets the Berkshires. Designed by acclaimed architects Burr & McCallum, the 6,000-plus-square-foot residence crowns Cunningham Hill, commanding 360-degree views across the New York and Massachusetts countryside. A dramatic 300-foot roofline stretches across the landscape, interrupted

Louis Naccarato Corcoran Country Living

Step back to a simpler time and experience the magic of this vintage Queechy Lake cottage. Built in 1920, this home has been carefully updated and winterized, while retaining its original charm. The one-acre setting offers rare peace and privacy with room to grow. Sitting on the cozy front porch feels like being in a tree house. This 4-season home features hardwood floors, a great room with

Nancy Cuddihy Stone House Properties, LLC

Step back to a simpler time and experience the magic of this vintage Queechy Lake cottage. Built in 1920, this home has been carefully updated and winterized, while retaining its original charm. The one-acre setting offers rare peace and privacy with room to grow. Sitting on the cozy front porch feels like being in a tree house. This 4-season home features hardwood floors, a great room with

Nancy Cuddihy STONE HOUSE PROPERTIES, LLC

Where old meets new in perfect harmony! The current owners have taken great care in renovating this classic eyebrow colonial on nearly 16 ACRES. From the outside, the house is as beautiful as when it was built over Two Hundred Years Ago. Inside, rooms have been reconfigured to accommodate modern living with a RENOVATED KITCHEN designed with a timeless appearance and including NEW APPLIANCES, a

Jeffrey McKinney Beach & Bartolo Realtors

Spacious 3-Story Berkshire Mountain Retreat Sleeps 16 | Fully Furnished Family Home/Turnkey Airbnb Investment.Escape to this beautifully appointed 3-story Berkshire Mountain retreat, offering breathtaking panoramic views and exceptional space for large families, group getaways, retreats, or a turnkey short-term rental investment. Fully furnished and move-in ready, this home comfortably sleeps

Leonard Brown Berkshire Hathaway HomeService

Originally built in the year 1800 on one the areas most historically significant roads lies this delightful antique farmhouse brimming with original details and charm. Perched above the road with its wrap around porch you are immediately transported to a simpler time where quality and beauty mattered. Further selling the vision, the periphery of your view is flanked with mature trees and one of

Thomas Pawlowski Four Seasons Sotheby's Int.

Discover your own private sanctuary nestled in the woods, with a breathtaking Queechy Lake view from every level of the home. Fully furnished, move in ready. Relax or entertain on expansive multi-level decks that overlook the water, perfect for a weekend retreat or full-time lakeview living. The open floor plan and walls of windows flood the main living area with natural light and stunning views

Sharon McArdle Berkshire Hathaway Home Services Blake

Tucked into five acres of private hillside with sweeping mountain views, this sophisticated five-bedroom, four-bathroom retreat offers a rare blend of seclusion and convenience -- close to charming Berkshires towns and the cultural riches of Tanglewood and Jacob's Pillow, four ski slopes, hiking trails and the delights of the Hudson Valley. From the moment you step into the welcoming foyer, the

Gary Lazarus Compass Greater NY LLC

Welcome to 13149 NY 22, Canaan, NY 12029 a beautifully updated 3 bedroom, 1.5 bath ranch set on two open, usable acres. This home has been thoughtfully refreshed from top to bottom, offering true ease of living in a peaceful countryside setting. Step inside to find gleaming wood floors throughout, freshly painted interiors, and renovated bathrooms with crisp, modern finishes. The efficient single

Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON