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44 Keeler Rd, Sharon
$1,250,000
24089909 MLS
NO NEED TO WAIT FOR TOWN APPROVALS! Design development plans with project entitlements in place for a spectacular, modern, 5-bedroom, 5,400 sq. ft. two-level home-featuring an indoor pool, sauna, multiple attic areas and attached garage are paired with this expansive 33.73-acre parcel in Sharon's desirable West Woods section. Nestled amidst tranquil nature, this remarkable property offers an unmatched blend of privacy and accessibility, ideal for a serene retreat, equestrian estate, or exceptional investment. Boasting 443 feet of frontage on a bucolic country road, the building site is set back along the road. Behind the building site, an old wood road crosses a private pond, leading to your own hiking trail along the babbling Macedonia Brook to a higher open area which includes a proposed 4.52 acres of open meadow on the higher side of Macedonia Brook. I The property is bordered by protected land trust, ensuring a forever-preserved natural backdrop. Enjoy easy access to local amenities, located just 7 miles from Kent's vibrant town center, shops, and restaurants, and minutes from The Kent School, Macedonia State Park, Skiff Wildlife Preserve and the Appalachian Trail. Buyers may choose to streamline their build with the included, fully approved designs and entitlements or pursue their own custom vision subject to local approval.

44 Keeler Rd, Sharon

300 Hilltop Rd, Watertown
$550,000
3 Beds ⋅ 3 Baths ⋅ 24182042 MLS
Welcome to 300 Hilltop Road in Oakville - an expansive ranch-style home offering comfort, space, and easy one-level living. This 3-bedroom, 3-bath home features an inviting open floor plan, creating a seamless flow between the main living areas and making it ideal for both everyday living and entertaining. A beautiful dual-sided fireplace between the living rooms adds warmth, character, and a cozy focal point to the home. Each bedroom is generously sized, including a spacious primary bedroom with its own private bathroom. A slider in the living room leads out to the backyard patio, creating an easy connection between indoor and outdoor living. Outside, enjoy a flat, private yard complete with a firepit - the perfect setting for relaxing evenings and outdoor gatherings. The finished basement adds valuable additional living space, perfect for a family room, home office, gym, guest area, or recreation space. Conveniently located near Route 8 and I-84, this home offers easy commuter access to Waterbury, Hartford, Danbury, and surrounding towns while still providing the privacy and comfort of a neighborhood setting. Spacious, versatile, and move-in ready, this Oakville ranch is ready to welcome its next owner.

300 Hilltop Rd, Watertown

57 Indian Trail Rd, New Milford
$4,850,000
4 Beds ⋅ 5 Baths ⋅ 24176398 MLS
"Hollow Farm" - An Expansive Historic Estate Reimagined for Modern Country Living Nestled in its own private valley, this 72-acre estate includes a Main House, thoughtfully updated and expanded in 2005; a charming Guest Bungalow; screened Gazebo perched over a pond; Pool Pavilion; Stables with caretaker's apartment; and a restored Barn. Comprised of multiple parcels, offering maximum privacy. The circa-1755 Main House features a dramatic great room with stone fireplace, adjoining chef's kitchen, and formal dining room. Additional main-level spaces include both a sitting room and a library with back-to-back fireplaces, plus a guest suite with full bath and sitting room. Upstairs, the primary suite offers a lofted sitting area with fireplace, as well as private deck, while two guest bedrooms share a hall bath. The lower level includes a wine cellar with cobbled floor and a gym. Outside, multi-level terraces showcase exceptional stonework, a fire pit, grilling area, pool, and spa. Two ponds and the sparkling Merryall Brook enhance the 18 acres of open land. Extensive landscaping compliments the natural beauty of the forested hills. As with the Main House, every outbuilding and outdoor space has been meticulously maintained. Although it feels a world away, this remarkable property is only 15 minutes from Kent, New Preston, and Washington. With its historic character, modern updates and expansive private setting Hollow Farm offers a rare opportunity for refined country living

57 Indian Trail Rd, New Milford

210 South St, Morris
$1,995,000
2 Beds ⋅ 3 Baths ⋅ 24180528 MLS
Set across 25 picturesque acres in the heart of Morris, Fox Crossing stands as one of Litchfield County's most distinguished equestrian facilities. This turnkey operation features 40 stalls, rolling hayfields, expansive turnout pastures, and exceptional amenities for boarding, training, and horse shows. The main barn offers 23 rubber-matted stalls with dutch windows, a heated boarders' lounge, trainer's tack room, wash and grooming stalls, two restrooms, and direct access to the impressive 80' x 190' attached indoor arena with prized Lawton Adams TravelRite footing. An additional barn wing includes 7 stalls, a tack room, and laundry facilities. Above the barn are a climate-controlled office overlooking the arena, a heated viewing room, a legal 1,150 SF two-bedroom, one bath apartment (currently being used as a lounge/camp room, as well as ample storage rooms. Outdoor amenities include a breathtaking 190' x 200' outdoor arena, a 60' x 130' beginner arena, 23 large turnout paddocks, 5 shed-row stalls, 5 temporary stalls, an outdoor wash stall, and an extensive hay, feed, and equipment storage area. Located in the picturesque Litchfield Hills, Fox Crossing is ideally positioned near major horse show venues, private schools, and miles of state park trails, offering an exceptional opportunity for trainers, professionals, and equestrian entrepreneurs seeking a premier facility in one of the Northeast's most sought-after horse communities.

210 South St, Morris

372 Main St, Torrington
$370,000
24179575 MLS
First time available to the market in decades, this iconic downtown Torrington property presents a rare opportunity to own a highly visible standalone commercial building with abundant parking and significant future growth potential. Long recognized as a fixture within the community, the property offers the flexibility to continue its current use (business available separately) or be reimagined for a variety of commercial ventures, including retail, a coffee shop, professional offices, medical services, or other entrepreneurial concepts. Originally constructed in the mid-20th century, the building combines classic architectural character with distinctive early industrial design elements. Most notably, the sawtooth roof features north-facing glass panels that flood the interior with natural light while minimizing solar heat gain. Expansive window walls further enhance the bright, open atmosphere, creating an inviting environment for customers, clients, and employees alike. Adding to its appeal, the property extends to the East Branch of the Naugatuck River, offering unique possibilities for additional parking, outdoor amenities, or future expansion, subject to applicable approvals. Whether you are an investor, owner-occupant, or visionary entrepreneur, this is a rare opportunity to establish your presence in one of downtown Torrington's most recognizable commercial landmarks.

372 Main St, Torrington

82 Nova Scotia Hill Rd, Watertown
$665,000
5 Beds ⋅ 4 Baths ⋅ 24179966 MLS
Story Book Setting and the house to match. Come see this beautiful home and you will not want to leave. Approach from a long gravel driveway, past willow trees and apple trees, over the brook into your private world. Custom built in 1934 and modernized to include central air, new windows, new bathrooms, and newer eat-in kitchen. The spacious living room has high ceilings, and a fireplace. The library/den has a fireplace and really cozy on cold winter days. The Florida Room brings the outdoors indoors and enjoyable most of the year. There are five bedrooms, three & half baths and plenty of closet space. The spacious primary suite has a dressing room and great closet space. This home is incredible in so many ways. Come see for yourself.

82 Nova Scotia Hill Rd, Watertown

35 River Rd, Sharon
$1,950,000
7 Beds ⋅ 7 Baths ⋅ 24174774 MLS
Set in a private, elevated setting along the banks of the Housatonic River, this property offers a rare waterfront retreat with a main house, guest house, and pool shed surrounding an in-ground gunite pool. The main residence includes an attached two-car garage, fireplace, and a dedicated woodworking/crafts shop in the basement with its own private entrance, along with a beautiful stone terrace overlooking the Housatonic River. The guest house features its own attached one-car garage, fireplace, and a charming porch with river views, providing both comfort and convenience for family and guests alike. All structures are thoughtfully positioned above the riverfront to capture the beauty and tranquility of the natural surroundings. Enjoy direct access to the river for fly fishing, kayaking, or tubing right from your own property. Located in close proximity to the Appalachian Trail, this exceptional compound is ideal for outdoor enthusiasts seeking privacy, recreation, and scenic riverfront living in the heart of Litchfield County. Perfectly situated for four-season enjoyment, the property is just 5 minutes to Mohawk Mountain for downhill skiing and snow tubing, and less than 10 minutes to Kent Falls State Park. The quintessential village of Cornwall Bridge is less than 5 minutes away, offering charming local shops, dining, and small-town New England character.

35 River Rd, Sharon

60 Quarry Ridge Rd Unit 60, Washington
$699,000
2 Beds ⋅ 2 Baths ⋅ 24179131 MLS ⋅ Quarry Ridge BLDG.
Enjoy elevated living in this prime Quarry Ridge condominium offering three levels of thoughtfully designed space and views down the Marbledale Valley. The main level features a flexible bedroom with adjacent hall bath, ideal for guests or one-level living if needed. The updated country kitchen is the heart of the home, complete with a large center island, breakfast nook, and abundant workspace. An adjacent dining space comfortably accommodates eight, making it perfect for everyday living and entertaining alike. Step outside to the spacious private deck, where a retractable awning provides welcome shade for relaxing while taking in the scenic views. The second-floor primary suite is a true retreat, featuring a walk-in closet, dedicated office area, and two charming sitting nooks that create inviting spaces for reading, working, or simply unwinding. The lower level features additional square footage to allow for more finished space if needed and hosts the 2 car garage and laundry. With generous living areas, modern updates, and one of Quarry Ridge's most desirable locations, this exceptional residence offers comfort, convenience, and easy proximity to New Preston and the town beach at Lake Waramaug. New windows, furnace and many other upgrades.

60 Quarry Ridge Rd Unit 60, Washington

321 Kent Cornwall Rd, Kent
$1,095,000
5 Beds ⋅ 4 Baths ⋅ 24179592 MLS
Built in 1830 and set on 3.5 private acres abutting hundreds of acres of Connecticut State land, this five-bedroom Colonial is a rare find, a property where history, privacy, and natural beauty converge. Jaw-dropping sunset views set the tone from the moment you arrive. Inside, a recently updated kitchen anchors the main level, opening to a well-proportioned dining room made for long dinners with friends. The spacious living room, centered on a fireplace, is the kind of place you'll want to spend a winter evening. A main-level primary suite offers a private deck, a generous walk-in closet, and a spa-style bath, a true retreat within the home. Upstairs, four additional bedrooms share a full bath, with room for family, guests, or a dedicated workspace. The finished lower level adds a media room, home office, and laundry, keeping daily life organized and out of the way. Outside, the property comes alive. A side deck off the living room is perfect for morning coffee. The pool area, anchored by an impressive millstone table, is ready for summer entertaining. The perfect country retreat only two hours from NYC.

321 Kent Cornwall Rd, Kent

Mount Mauwee Rd, Kent
$525,000
24179753 MLS
8.22 acre parcel in private and exclusive St. John's Peak subdivision of Kent! Take the winding road through this peaceful and secluded area to find your future home site! With road frontage of 75 feet, the topography of this lot is mostly level, and it gently slopes down from the approved home site to the Mauwee Brook. 2004 Perc/Soil tests on file with the health district, was previously approved for a four bedroom septic. Buyers to perform their own due diligence. Survey and other pertinent docs are attached. A quiet and serene escape surrounded by stone walls, land trust property and other protected land. 30 minutes from the Dover Plains train station to NYC, 15 minutes from Kent State Falls, Downtown Kent, local vineyards and private schools! Build your dream home in the Hills of Litchfield County!

Mount Mauwee Rd, Kent

18 Arrow Point Rd, Warren
$5,490,000
5 Beds ⋅ 4 Baths ⋅ 24179435 MLS
Rare direct waterfront opportunity on Lake Waramaug with breathtaking western sunset views and over 2 beautifully maintained acres on a private double lot. This exceptional 5-bedroom, 3 full and 2 half bath retreat blends timeless lakehouse charm with thoughtfully designed indoor and outdoor living spaces. The property is fully fenced with a private electric gated entrance for added exclusivity and security, while the home's mechanicals and structure have been impeccably maintained. The eat-in chef's kitchen overlooks the lake and features dual center islands, a butler's pantry, Sub-Zero refrigeration, DCS propane cooking with griddle, farmhouse sink, and generous custom storage. Dramatic vaulted living spaces include a fieldstone fireplace in the living room, built-in bookshelves and gas fireplace in the family room, and a vaulted dining room with French doors opening to the wraparound stone terrace. The spacious primary suite offers lake views, balcony access, cedar walk-in closets, and a luxurious bath with whirlpool tub, radiant heated floors, and polished brass fixtures. Four additional guest bedrooms provide comfortable accommodations for family and visitors. Additional amenities include central air, ceiling fans throughout, Solatube skylights, whole-house generator, irrigation system, water softening system, and attached 2-car garage.

18 Arrow Point Rd, Warren

155 Lake Harwinton Rd, Harwinton
$699,900
4 Beds ⋅ 3 Baths ⋅ 24178396 MLS
Welcome to this stunning custom-built home set on a private 3.8-acre lot with deeded rights to an additional parcel to beautiful Lake Harwinton. Offering 4-5 bedrooms and 3 full bathrooms, this spacious property combines timeless craftsmanship, functionality, and incredible entertaining space both inside and out. The heart of the home is the expansive eat-in kitchen featuring custom cabinetry, granite countertops, and three oversized picture windows that flood the space with natural light while providing peaceful backyard views. The great room is truly spectacular with soaring 12 ft custom wood ceilings, two ceiling fans, and a dramatic stone fireplace creating the perfect gathering space year-round. The main level showcases wide plank ash hardwood flooring, a formal dining room, living room, and a versatile first-floor office or potential fifth bedroom conveniently located near a full bath. Just beyond, enjoy a unique custom hot tub room designed for relaxation and entertaining. Upstairs you'll find four spacious bedrooms, second-floor laundry, and a luxurious primary suite complete with two walk in closets, a private bathroom and charming covered balcony overlooking the scenic rear yard.

155 Lake Harwinton Rd, Harwinton

63 Shearer Rd, Washington
$685,000
3 Beds ⋅ 4 Baths ⋅ 24175997 MLS
Splendor & Solitude! Warm and versatile country Cape tucked back within a beautiful natural landscape. Take advantage of this unique opportunity for privacy and acreage in this most beautiful area of town. Bring your wish-list and creative vision to life in this sweet and potential-packed home & property. The very livable main level floor plan features a traditional center-hall, open to a bright dining room highlighted by a view upon scenic level grounds. There's a cozy LR with bult-ins and FPL, and a spacious eat-in kitchen with adjoining enclosed breezeway/sunroom to att. garages. A main level FR/den and office each access a center powder room, offering space for renovated/extended guest or office space. A well-designed full-dormered UL includes 2 guest BRs and bath and a PBR with private bath. There's a bonus walk-out LL playroom (unheated) with full bath w/whirlpool and double sliders to the wonder of the outdoors. Enjoy and accentuate the full potential of beautiful level grounds, multiple colorful gardens, sunset views and a protection of light woods. Wonderful landscape to enjoy, enhance & build upon; pool, barn, pet, hobby, garden & recreation space. Fashion your sanctuary space in this lovely spot just minutes from the engaging town center.

63 Shearer Rd, Washington

841 Winchester Rd, Norfolk
$7,250,000
5 Beds ⋅ 5 Baths ⋅ 24177235 MLS
Introducing: Katsura. It might surprise you to learn that the ultimate lake wilderness retreat you've been searching for in Maine, Vermont, or Montana is actually hidden right here in the foothills of Connecticut. Perfectly positioned just over two hours from NYC, Katsura Lodge is a masterclass in privacy, offering a rare opportunity to truly escape into nature. Set at the end of a gated, long private crushed stone driveway, this 118-acre unspoiled woodland sanctuary offers approximately a mile of pristine frontage on Winchester Lake. It is the ultimate luxury camp. A place to unplug, exhale, and reconnect with family and friends. Offering over 5,000 square feet of sophisticated living space, this custom built, 5 bedroom contemporary residence integrates beautifully with its surroundings. Exceptional craftsmanship including heart pine and stone floors, custom cherry cabinetry, and soaring cathedral ceilings creates an elevated, warm aesthetic. In the great room, an impressive double-height fireplace, crafted from stones sourced directly from the property, anchors the space, while a cozy windowed reading nook invites quiet afternoons. Seemingly endless Albertini sliding glass doors erase the line between indoors and out, framing captivating views of the manicured grounds and the water. The home is designed for seamless entertaining on any scale. A gourmet chef's kitchen features top-of-the-line appliances, an adjoining wet bar, and a spacious wine cellar.

841 Winchester Rd, Norfolk

335 Norfolk Rd, North Canaan
$279,000
3 Beds ⋅ 2 Baths ⋅ 24178614 MLS
Built in 1910, this charming Colonial is currently configured as a two-family home, featuring a 2-bedroom apartment on the first floor and a 1-bedroom apartment on the second floor. With its flexible layout, the property could easily be converted back into a spacious single-family residence. The first floor offers a large country-style eat-in kitchen with a fireplace and pantry, a generous living room, and two bedrooms. Upstairs, the second-floor apartment includes a kitchen, living room, bedroom, and full bath. Additional features include a screened porch, a nice backyard, and plenty of potential throughout. Priced to sell, this home is ready for someone with vision to restore it to its full charm and character. All room sizes are approximate.

335 Norfolk Rd, North Canaan

335 Norfolk Rd, North Canaan
$279,000
3 Beds ⋅ 2 Baths ⋅ 24178605 MLS
Built in 1910, this charming Colonial is currently configured as a two-family home, featuring a 2-bedroom apartment on the first floor and a 1-bedroom apartment on the second floor. With its flexible layout, the property could easily be converted back into a spacious single-family residence. The first floor offers a large country-style eat-in kitchen with a fireplace and pantry, a generous living room, and two bedrooms. Upstairs, the second-floor apartment includes a kitchen, living room, bedroom, and full bath. Additional features include a screened porch, a nice backyard, and plenty of potential throughout. Priced to sell, this home is ready for someone with vision to restore it to its full charm and character. All room sizes are approximate.

335 Norfolk Rd, North Canaan

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