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"Where Luxury Meets the Landscape." Welcome to a home where nature and craftsmanship converge in breathtaking harmony. Nestled on five professionally landscaped acres, this country manor is a sanctuary of serenity and sophistication. A statuesque quarry of stone lines one side of the property, perfectly balanced by a tranquil body of water-inviting you to kayak, canoe, or skate through the seasons or perhaps just enjoy the resident eagles or osprey who make the area their home during some of the year. As you enter, the grand open staircase is the centerpiece of a 2-story wrap-around Foyer that sets the stage for the comfortable elegance this home inspires. Step inside and experience the artistry of design. Sunlight pours through expansive windows, illuminating exquisite millwork: coffered ceilings, oversized crown and baseboard moldings, solid raised paneling, and wide-board hardwood floors. Every detail speaks to the builder's commitment to timeless quality. The grounds are thoughtfully engineered for beauty and function-featuring a level yard with industrial grade drainage, a low-maintenance milled crushed stone driveway, double-tiered decking, and a refreshing outdoor shower along with new stone seating area, walkways in the backyard.

4 Beds ⋅ 5 Baths ⋅ 24135665 MLS

"Where Luxury Meets the Landscape." Welcome to a home where nature and craftsmanship converge in breathtaking harmony. Nestled on five professionally landscaped acres, this country manor is a sanctuary of serenity and sophistication. A statuesque quarry of stone lines one side of the property, perfectly balanced by a tranquil body of water-inviting you to kayak, canoe, or skate through the seasons or perhaps just enjoy the resident eagles or osprey who make the area their home during some of the year. As you enter, the grand open staircase is the centerpiece of a 2-story wrap-around Foyer that sets the stage for the comfortable elegance this home inspires. Step inside and experience the artistry of design. Sunlight pours through expansive windows, illuminating exquisite millwork: coffered ceilings, oversized crown and baseboard moldings, solid raised paneling, and wide-board hardwood floors. Every detail speaks to the builder's commitment to timeless quality. The grounds are thoughtfully engineered for beauty and function-featuring a level yard with industrial grade drainage, a low-maintenance milled crushed stone driveway, double-tiered decking, and a refreshing outdoor shower along with new stone seating area, walkways in the backyard.

101 Old Grassy Hill Rd, Woodbury

$922,000

Nestled within an established enclave of Woodbury-a quintessential New England town-this 2001 four-bedroom Colonial offers a refined blend of understated, classic architecture, and modern comfort. Ideally located just five minutes from Main Street, the home is privately sited at the end of a quiet cul-de-sac, bordered by tranquil woodlands. The interior showcases richly layered trim details, including deep crown moldings, wainscoting, and substantial baseboards in the formal spaces, creating an elegant and tailored aesthetic. The home thoughtfully balances formal entertaining areas with an open-concept layout. The gracious foyer, flanked by a formal Dining Room and a Living Room featuring custom woodworking, leads into the expansive, sun-filled Kitchen and Family Room. Designed for entertaining, the formal Dining Room features a beautiful custom built-in and a charming bay window and connects to the Kitchen via a functional hallway ideal for use as a butler's pantry or bar. This hallway provides access to a combined mudroom/Laundry Room and Half Bath. The Kitchen and Family Room form the heart of the home, featuring a cozy gas fireplace, a six-burner Wolf range, and direct access to a private Deck and stone terrace-perfect for outdoor dining and summer gatherings.

4 Beds ⋅ 3 Baths ⋅ 24145387 MLS

Nestled within an established enclave of Woodbury-a quintessential New England town-this 2001 four-bedroom Colonial offers a refined blend of understated, classic architecture, and modern comfort. Ideally located just five minutes from Main Street, the home is privately sited at the end of a quiet cul-de-sac, bordered by tranquil woodlands. The interior showcases richly layered trim details, including deep crown moldings, wainscoting, and substantial baseboards in the formal spaces, creating an elegant and tailored aesthetic. The home thoughtfully balances formal entertaining areas with an open-concept layout. The gracious foyer, flanked by a formal Dining Room and a Living Room featuring custom woodworking, leads into the expansive, sun-filled Kitchen and Family Room. Designed for entertaining, the formal Dining Room features a beautiful custom built-in and a charming bay window and connects to the Kitchen via a functional hallway ideal for use as a butler's pantry or bar. This hallway provides access to a combined mudroom/Laundry Room and Half Bath. The Kitchen and Family Room form the heart of the home, featuring a cozy gas fireplace, a six-burner Wolf range, and direct access to a private Deck and stone terrace-perfect for outdoor dining and summer gatherings.

52 Steeple View Ln, Woodbury

$650,000

Nestled on a picturesque 2+ acre park-like setting, this beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, space, and natural beauty-with the ease of one-level living. Designed with both style and functionality in mind, the sun-filled open layout is enhanced by vaulted ceilings, skylights, and elegant bay windows, creating a bright and airy atmosphere throughout. The heart of the home features a chef's kitchen with a large island that flows seamlessly into the family room, with stone gas fireplace making it perfect for both everyday living and entertaining and adds warmth and character. A formal dining room and living room offer additional space for gatherings. The main level includes a spacious primary suite with a full bath, along with two additional bedrooms and a full hall bath. Enjoy peaceful mornings and relaxing evenings in the charming three-season room overlooking the private, scenic grounds, surrounded by nature and tranquility. The finished lower level provides exceptional additional living space, complete with a second stone fireplace-ideal for a recreation room, home office, or guest retreat. Plenty of storage in the walk-up attic with expansion possibilities. Set in a serene country setting yet just minutes from shopping, dining, and commuter routes, this home truly offers the best of both worlds.

3 Beds ⋅ 2 Baths ⋅ 24173939 MLS

Nestled on a picturesque 2+ acre park-like setting, this beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, space, and natural beauty-with the ease of one-level living. Designed with both style and functionality in mind, the sun-filled open layout is enhanced by vaulted ceilings, skylights, and elegant bay windows, creating a bright and airy atmosphere throughout. The heart of the home features a chef's kitchen with a large island that flows seamlessly into the family room, with stone gas fireplace making it perfect for both everyday living and entertaining and adds warmth and character. A formal dining room and living room offer additional space for gatherings. The main level includes a spacious primary suite with a full bath, along with two additional bedrooms and a full hall bath. Enjoy peaceful mornings and relaxing evenings in the charming three-season room overlooking the private, scenic grounds, surrounded by nature and tranquility. The finished lower level provides exceptional additional living space, complete with a second stone fireplace-ideal for a recreation room, home office, or guest retreat. Plenty of storage in the walk-up attic with expansion possibilities. Set in a serene country setting yet just minutes from shopping, dining, and commuter routes, this home truly offers the best of both worlds.

207 Grassy Hill Rd, Woodbury

$615,000

Majestically perched on 2+ private acres, this beautifully maintained three-bedroom Colonial offers seasonal panoramic views of rolling hills and treetops, providing a picturesque year-round backdrop while being close to town. Thoughtfully updated with modern finishes, this home blends comfort and style with ease. Step into the inviting Great Room, where soaring ceilings with exposed beams, expansive windows, and a sliding door to the back deck create a bright, open atmosphere. The Eat-In Kitchen, seamlessly connected to the Great Room, features high-end finishes, GE Profile appliances, and ample cabinet space-perfect for entertaining. Enjoy hosting in the spacious Dining Room or relaxing in the formal Living Room. A convenient mudroom area with laundry and a half bath offers its own entry from the deck. Upstairs, you'll find three freshly carpeted bedrooms and two full baths, including a Primary Bath with heated floors for added comfort. The floored attic includes a separate storage room and offers potential for future expansion. This exceptional property is a must-see. Schedule your tour today!

3 Beds ⋅ 3 Baths ⋅ 24099745 MLS

Majestically perched on 2+ private acres, this beautifully maintained three-bedroom Colonial offers seasonal panoramic views of rolling hills and treetops, providing a picturesque year-round backdrop while being close to town. Thoughtfully updated with modern finishes, this home blends comfort and style with ease. Step into the inviting Great Room, where soaring ceilings with exposed beams, expansive windows, and a sliding door to the back deck create a bright, open atmosphere. The Eat-In Kitchen, seamlessly connected to the Great Room, features high-end finishes, GE Profile appliances, and ample cabinet space-perfect for entertaining. Enjoy hosting in the spacious Dining Room or relaxing in the formal Living Room. A convenient mudroom area with laundry and a half bath offers its own entry from the deck. Upstairs, you'll find three freshly carpeted bedrooms and two full baths, including a Primary Bath with heated floors for added comfort. The floored attic includes a separate storage room and offers potential for future expansion. This exceptional property is a must-see. Schedule your tour today!

130 Grassy Hill Rd, Woodbury

$522,500

Discover this meticulously maintained Cape-style home set on 3.4 private acres in Woodbury. The property offers exceptional curb appeal, featuring a paved circular driveway and a classic stone wall that sets a welcoming tone. Inside, a beautiful slate tile foyer opens to hardwood floors and a comfortable, well-designed layout that creates an inviting atmosphere. The main level includes a generously sized living room, a dining room with a pellet stove and an elegant bow window, and an eat-in kitchen. This level also offers two bedrooms with ample closet space and a full bathroom. Adjacent to the kitchen and dining area is a spacious, heated sunroom filled with natural light-an ideal spot for relaxation.The upper level features two additional bedrooms with hardwood floors, another full bathroom, and a versatile mixed-use room which works nicely for crafts, storage, or additional closet space. Outdoors, a nicely appointed deck offers the perfect place to unwind and enjoy the serene surroundings. The property also includes a detached two-car garage with overhead storage, ideal for tools, hobbies, or additional equipment. If you're seeking a comfortable home that offers space, privacy, and a peaceful setting, this property is certainly worth your consideration.

4 Beds ⋅ 2 Baths ⋅ 24142886 MLS

Discover this meticulously maintained Cape-style home set on 3.4 private acres in Woodbury. The property offers exceptional curb appeal, featuring a paved circular driveway and a classic stone wall that sets a welcoming tone. Inside, a beautiful slate tile foyer opens to hardwood floors and a comfortable, well-designed layout that creates an inviting atmosphere. The main level includes a generously sized living room, a dining room with a pellet stove and an elegant bow window, and an eat-in kitchen. This level also offers two bedrooms with ample closet space and a full bathroom. Adjacent to the kitchen and dining area is a spacious, heated sunroom filled with natural light-an ideal spot for relaxation.The upper level features two additional bedrooms with hardwood floors, another full bathroom, and a versatile mixed-use room which works nicely for crafts, storage, or additional closet space. Outdoors, a nicely appointed deck offers the perfect place to unwind and enjoy the serene surroundings. The property also includes a detached two-car garage with overhead storage, ideal for tools, hobbies, or additional equipment. If you're seeking a comfortable home that offers space, privacy, and a peaceful setting, this property is certainly worth your consideration.

667 Upper Grassy Hill, Woodbury

$465,000

Price Improvement for this Charming Country Retreat- A perfect alternative to Condo Living! Nestled on a serene 3 acre lot with picturesque stream, this property offers the tranquility of country living while maintaining easy access to nearby amenities. One level living- enjoy the convenience of the primary bedroom with spacious walk-in closet on the same level as the open floor plan kitchen/dining/livingroom. The lower level offers 1008 sq ft-above grade on three sides, with a full bath, large family room, office, and two additional bedrooms. Plenty of room to entertain family and friends. Both levels of the home are walkouts allowing for easy access to the outdoors and parking available at each level. Equipped with new high efficiency propane furnace and electric hot water heater, this home ensures reasonable energy costs and long-term reliability. Enjoy clean, safe drinking water with a reverse osmosis 5 filter water system at the kitchen sink. Custom built, 12' x 24' shed/garage with an overhead door that provides extra storage, workspace, or vehicle storage. This property is perfect for those seeking a peaceful lifestyle without the constraints of condo living. Whether you're looking to downsize or simply want a quiet retreat, this home offers the best of both worlds.

3 Beds ⋅ 3 Baths ⋅ 24132918 MLS

Price Improvement for this Charming Country Retreat- A perfect alternative to Condo Living! Nestled on a serene 3 acre lot with picturesque stream, this property offers the tranquility of country living while maintaining easy access to nearby amenities. One level living- enjoy the convenience of the primary bedroom with spacious walk-in closet on the same level as the open floor plan kitchen/dining/livingroom. The lower level offers 1008 sq ft-above grade on three sides, with a full bath, large family room, office, and two additional bedrooms. Plenty of room to entertain family and friends. Both levels of the home are walkouts allowing for easy access to the outdoors and parking available at each level. Equipped with new high efficiency propane furnace and electric hot water heater, this home ensures reasonable energy costs and long-term reliability. Enjoy clean, safe drinking water with a reverse osmosis 5 filter water system at the kitchen sink. Custom built, 12' x 24' shed/garage with an overhead door that provides extra storage, workspace, or vehicle storage. This property is perfect for those seeking a peaceful lifestyle without the constraints of condo living. Whether you're looking to downsize or simply want a quiet retreat, this home offers the best of both worlds.

34 Transylvania Rd, Woodbury