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325 New Milford Rd E, Bridgewater
$544,900
4 Beds ⋅ 2 Baths ⋅ 24183758 MLS
Move right into this bright and well-maintained 4-bedroom, 2-bath split-level home set on a private, wooded 3-acre lot in desirable Bridgewater with low taxes. Recent updates include all new windows (2022), new gutters (2023), freshly painted kitchen cabinet doors (2026), and freshly painted bathrooms. The main level offers an open floor plan with hardwood floors, a spacious kitchen, and a sliding glass door leading to the deck overlooking the peaceful property. Upstairs features four bedrooms and two full baths, including a remodeled second bath with a new vanity, toilet, and mirror (2026). A walk-up attic provides excellent storage. The finished lower level includes a cozy family room with a wood-burning fireplace, laundry area, and direct access to the attached two-car garage. Enjoy privacy, space, and a convenient location just minutes from shopping, dining, and major commuting routes. A must-see home offering the perfect blend of comfort, updates, and country living.

325 New Milford Rd E, Bridgewater

462 Davis St, Watertown
$325,000
3 Beds ⋅ 1 Baths ⋅ 24183305 MLS
Welcome to a classic Colonial brimming with character, warmth, and opportunity. Situated on a generous corner lot in one of Oakville's established neighborhoods, this inviting three-bedroom home offers timeless appeal and comfortable everyday living. Step inside to discover sun-filled living spaces accented by hardwood floors, original door hardware, and classic New England charm. The bright kitchen flows effortlessly into the home's main living area, creating a welcoming environment for both daily life and entertaining. Upstairs, three comfortable bedrooms provide flexibility for family, guests, or a home office. Outside, the private backyard with secret garden vibes that offers space to relax, garden, or enjoy outdoor gatherings, while the detached garage and full walk-out basement provide valuable storage and future potential. Whether you're a first-time homeowner, downsizing, or searching for a home with character and room to personalize, this property delivers exceptional value. Conveniently located near shopping, dining, schools, parks, and major commuter routes, 462 Davis Street combines small-town charm with everyday convenience. Walk to shops and restaurants! This is a wonderful opportunity to own a classic Oakville home and enjoy all that the Watertown community has to offer.

462 Davis St, Watertown

70 Reed Rd, Warren
$499,000
4 Beds ⋅ 2 Baths ⋅ 24183411 MLS
Welcome to your private rural sanctuary in scenic Warren. Tucked away on 5.69 expansive acres with its own serene pond and gorgeous grounds, this unique, single-level ranch offers an extraordinary blend of privacy, natural beauty, and boundless potential. A true diamond in the rough, this fixer-upper is being sold entirely as-is and is ready for its next steward to bring a creative vision to renovate and make it truly shine. The primary residence features a comfortable single-level layout that flows effortlessly out to a private in-ground pool and dedicated pool house-perfect for summer entertaining or quiet afternoons soaking in pastoral views. Adding immense value and versatility is a fully self-contained, separate two-bedroom in-law apartment complete with its own private kitchen, full bathroom, and independent laundry setup. Embrace the very best of Litchfield County living; you are minutes from pristine lakes, hiking trails, and endless outdoor recreation, all while enjoying close proximity to the historic charm, fine dining, and boutique shopping of nearby Kent, Litchfield, and Washington Depot. Opportunities to own significant acreage with these multi-generational amenities in a prime, low-tax Warren location are exceptionally rare. Bring your imagination and your contractor, and transform this countryside haven into your dream estate-all just two hours from Manhattan!

70 Reed Rd, Warren

56 W Morris Rd, Washington
$5,195,000
8 Beds ⋅ 9 Baths ⋅ 24182442 MLS
West Winds is one of Washington's most extraordinary country estates, offering an unparalleled combination of privacy, natural beauty, recreation, and equestrian amenities. A long, winding drive meanders through expansive meadows and orchards, culminating at a remarkable 10,000+ square-foot barn-style residence. Meticulously crafted using reclaimed beams and siding from a 19th-century Dutch barn, the home blends authentic historic character with modern comfort and scale. Set on 62 acres across 4 separate parcels, the property enjoys over 1,000 feet of frontage along the Bantam River, with sweeping views across the water to the mountains beyond (including iconic Mt. Tom). Outdoor amenities are exceptional, highlighted by a spectacular infinity-edge pool surrounded by stone terraces and walls, a private pond for fishing and winter skating, and direct access to miles of protected land trust trails ideal for hiking, biking, horseback riding, and exploring the surrounding countryside. For equestrian enthusiasts, West Winds offers a rare opportunity to ride directly from the property onto adjacent trail networks that follow the scenic Bantam River. The horse facility includes 4 stalls, tack area, and paddocks creating a turnkey setup for both recreational and serious riders. The heart of the home is the renovated eat-in kitchen, ideally positioned between the dramatic vaulted great room and the expansive media/game room.

56 W Morris Rd, Washington

920 Main St S, Woodbury
$2,995,000
4 Beds ⋅ 6 Baths ⋅ 24163576 MLS
Warren's Landing on the Pomperaug is an extraordinary estate where historic character is centered around a beautifully preserved 1890 Greek Revival residence. The home offers four bedrooms, timeless architectural details, spacious rooms, 4 fireplaces and custom built-ins. The impressive six-barn complex provides exceptional flexibility, featuring a retail shop, extensive equipment storage, a two-car garage, pool cabana and pool equipment building. A newly constructed temperature controlled 3,800-square-foot post-and-beam barn with a half bath and laundry room at the rear of the property further expand the property's possibilities. There are also an equipment/horse barn and riverside cabin. Outdoor living is equally remarkable with a stunning new in-ground gunite pool surrounded by lush landscaping. Designed for both relaxation and entertaining, the grounds include a custom "summer kitchen" with a European-style outdoor pizza oven, gas grill, and screened dining pavilion-perfect for hosting gatherings or enjoying quiet evenings. The 18.3-acre setting includes mature trees, open meadows, scenic walking trails, and frontage along the protected Pomperaug River, creating a private and picturesque retreat. Rich in history yet thoughtfully updated, this rare estate offers an exceptional combination of beauty, functionality, and enduring charm. A comprehensive list of recent improvements is available upon request. Buyer must do due diligence with the town for possible uses.

920 Main St S, Woodbury

195 Town Line Hwy, Watertown
$769,900
4 Beds ⋅ 4 Baths ⋅ 24178994 MLS
Welcome to 195 Town Line Highway, Watertown! Ideally situated on the Watertown-Bethlehem town line. This custom-built Colonial offers the perfect blend of elegance, space, and privacy. Built in 2004 and offering over 3,000 square feet of living space, this impressive 4-bedroom, 2 full bath, 2 half bath home is nestled on a picturesque 2.89-acre lot with beautiful views and a desirable neighborhood setting. The exterior is highlighted by a 3-car garage, stamped concrete driveway, bluestone patio, and expansive outdoor living areas perfect for entertaining or simply enjoying the peaceful surroundings. Inside, you'll find a thoughtfully designed floor plan featuring a spacious kitchen that opens seamlessly to the family room, complete with a cozy fireplace and direct access to the patio. The formal dining and living rooms also offer patio access, creating an ideal flow for indoor and outdoor entertaining. A dramatic two-story foyer welcomes you inside, while a first-floor home office provides the perfect space for remote work or study. The main level also features a convenient mudroom/laundry room and hardwood flooring throughout, complemented by beautiful crown molding and quality craftsmanship. Upstairs, you'll find 4 generously sized bedrooms, including an inviting primary suite featuring a luxurious full bath with a soaking tub, separate shower, and spacious his-and-her walk-in closets. Don't miss out on this one!!!

195 Town Line Hwy, Watertown

11 Stone Fences Ln, Kent
$1,139,000
4 Beds ⋅ 4 Baths ⋅ 24182669 MLS
This exquisitely appointed Colonial estate has the WOW factor! At its heart lies an opulant living room, where soaring cathedral ceilings meet a wall of grand windows, inviting the outdoors in, while a bespoke fireplace serves as a luminous anchor of comfort. The expansive, double height windows provide dramatic light to the open plan living/ dining/ kitchen. Miele and Bosch appliances are featured in the Chef's kitchen with a breakfast nook and a formal dining room adjoining. Transition effortlessly to the private, elevated deck; a serene sanctuary designed for seamless indoor-outdoor entertaining amidst tranquil vistas. Exceptional versatility defines the residence, featuring a main level Bedroom-ideal as a guest suite or private study; complete with an adjacent full bath. Retreat to the primary suite, a masterwork of design boasting vaulted ceilings, a statement chandelier and a cozy fireplace. This private haven further indulges with a dedicated seating area, an intimate balcony for morning coffee, full bath with double vanities, soaking tub, large stall shower AND an enormous dressing room. The two additional bedrooms are generously appointed with the convenience of walk-in closets and a Jack-n-Jill full Bath. The sun-drenched walk-out lower level is reimagined as the ultimate wellness retreat, featuring picture windows that frame the landscape. This multifaceted space offers a dedicated gym, spacious sauna and full Bath with rainfall shower for a true spa experience.

11 Stone Fences Ln, Kent

17 Meredith Ln, New Milford
$1,190,000
5 Beds ⋅ 5 Baths ⋅ 24175686 MLS
Discover the epitome of luxury and financial versatility in prestigious Town Ridge Estates. A rare offering, this refined estate features a fully permitted, secluded guest cottage with exceptional income-producing potential, creating a unique opportunity to offset ownership costs, accommodate extended family, provide a private retreat for guests, or generate rental income. Complete with 1 bedroom, 1.5 baths, and a full kitchen, this secondary dwelling sets the property apart from the ordinary. The main residence is equally impressive, centered around a gourmet kitchen designed for the culinary enthusiast. Outfitted with a Wolf 6-burner range, dual dishwashers, and a warming drawer, it's a space that functions as beautifully as it looks. The main-level primary suite serves as a private sanctuary, featuring dual walk-in closets and a spa-like bath with radiant heated flooring. Car enthusiasts and hobbyists will appreciate the 2 sets of oversized garages, providing 4 total bays for specialty vehicles or equipment. Set on expansive, manicured grounds featuring a serene pond w/ illuminated fountain and an expansive Trex deck w/ pergola, this estate seamlessly blends luxury and functionality. The walkout lower level offers impressive office space w/ a separate entrance and a great room w/ a full bath. This property is more than just a home; it's a lifestyle investment offering architectural elegance, exceptional flexibility, and remarkable income potential Truly one not to miss!

17 Meredith Ln, New Milford

French St, Watertown
$740,000
24181208 MLS
PRESENTING FRENCH HILL ESTATES - a rare, FULLY APPROVED-SHOVEL READY, 18-lot subdivision in desirable Watertown, CT! This development offers an immediate opportunity to break ground, WITH APPROVALS IN PLACE UNTIL 2029, eliminating years of planning and zoning/wetland delays. Set on approximately 14 scenic acres in an R-12.5 zone, the subdivision includes 18 approved lots ranging from 13,800 to 69,129 square feet, providing a versatile mix of homesites. The property is nestled in the rolling hills of Litchfield County and features mature woodlands, a tranquil brook, conservation easements, and a cul-de-sac design that enhances privacy and neighborhood appeal. All lots are fully serviced by municipal water and sewer, adding significant value and simplifying development. Conveniently located near schools, shopping, dining, recreation, and public services, with easy access to Route 8 and I-84 for commuting. Watertown is known for its strong community feel, New England charm, and attractive tax structure, making this an exceptional location for new construction demand. An outstanding turnkey opportunity for builders, developers, or investors to capitalize on a high-demand market. Plans and approved maps are available upon request. MOVE QUICK!

French St, Watertown

00 Main St, Winchester
$239,986
24182990 MLS
Exceptional 2+ Acre Development Opportunity - Route 44, Winsted, CT** Rare opportunity to acquire approximately 2+- acres with nearly 700 feet of frontage on Main Street (Route 44), one of Winsted's primary commercial corridors. Located within the Town Gateway Zone, this highly visible parcel offers outstanding flexibility for a variety of development opportunities, including commercial, industrial, mixed-use, and residential uses, subject to local approvals. Rich in local history, the property was once part of the site of the famed American Knife Company, a cornerstone of Winsted's manufacturing heritage. Today, it presents a unique opportunity to transform a historic location into a new destination for manufacturing, business, housing, or investment. All public utilities, including water, sewer, natural gas, and electric, are available, providing a significant advantage for future development. The extensive road frontage offers excellent visibility, accessibility, and site design potential. Winsted is open for business and eager to work with developers, investors, and entrepreneurs to bring new projects to life. Whether your vision is commercial, residential, industrial, or a combination thereof, this property provides the location, infrastructure, and zoning flexibility to make it a reality. A rare offering with exceptional frontage, utility access, development potential, and historical significance.

00 Main St, Winchester

31b June Rd, Washington
$2,000,000
4 Beds ⋅ 3 Baths ⋅ 24182915 MLS
This thoughtfully designed custom modular lakefront home combines architectural elegance with the precision and performance of factory-built construction. Set on the shores of Lake Waramaug, one of Connecticut's most beautiful and well-preserved natural lakes, the to-be-built residence is manufactured by New England Homes and completed by Viridian Custom Homes, with custom design by Kathleen Goodwin. The home reflects a refined modern sensibility with clean lines, generous glazing, and a seamless connection to the outdoors. The property enjoys large direct lake frontage and dock rights, offering an exceptional opportunity for waterfront living. The main level features an open-concept kitchen, dining, and living area with expansive windows that frame the surrounding landscape. A private bedroom wing includes a serene primary suite, two additional bedrooms, and a full bath. The lower level adds a fourth bedroom and full bathroom, with flexible space for a guest suite, family room, office, or studio. Energy-efficient materials, superior insulation, and precision engineering elevate comfort and durability. With room for outdoor living and thoughtful landscape design, this home offers a rare blend of craftsmanship, efficiency, and the timeless appeal of life on Lake Waramaug.

31b June Rd, Washington

31a June Rd, Washington
$4,000,000
4 Beds ⋅ 4 Baths ⋅ 24182872 MLS
This exquisite Frank Lloyd Wright Usonian-inspired lakefront home offers a rare opportunity on the serene shores of Lake Waramaug. Known for its pristine waters, natural beauty, and timeless appeal, Lake Waramaug is one of Connecticut's most beautiful and well-preserved natural lakes. Set in the charming village of New Preston, the to-be-built residence is presented by Viridian Custom Homes and Lindal Cedar Homes, with a masterful design by Aris Georges, a leading authority on Frank Lloyd Wright's design principles. Finishes by Kathleen Goodwin Interiors reflect a sophisticated blend of Connecticut and New York City design sensibilities. This 4-bedroom, 3.5-bath, 3,285 SF home features airy rooms, dramatic ceiling heights, organic materials, broad roof overhangs, abundant natural light, and a seamless connection to the land. Set on 1.85 acres with 500 ft of private waterfront and dock rights, the property offers spectacular westerly views. A rare opportunity to create a modern lakefront retreat that blends architectural elegance, natural beauty, and timeless Wright-inspired design.

31a June Rd, Washington

3 Burger Rd, Plymouth
$599,999
3 Beds ⋅ 2 Baths ⋅ 24178339 MLS
Better than new, this stunning split level home has been completely reimagined with exceptional attention to detail, high end finishes, and energy efficient upgrades throughout. Offering 3 bedrooms & 2 full baths, this turn key property is the perfect blend of modern style and everyday functionality. Step inside to discover beautifully, refinished dark, walnut hardwood floors, crown molding, updated lighting, new interior doors, trim, and custom finishes throughout. The show-stopping kitchens feature quartz countertops, elegant marble and mother of pearl mosaic backsplashes, and newer appliances. Recent improvements include a new Owens Corning roof with transferable warranty, new windows, doors, black seamless gutters, front walkway, oversized asphalt driveway, updated well water tanks and lines, &a new high efficiency HVAC system. Spray foam insulation in both the basement and attic provides year round comfort and impressive energy savings. The finished lower level with separate entrance provides additional living space to suit a variety of your needs, along with the addition of the converted garage to office space which allows for even more versatility. Outside, enjoy the newly installed patio, and private backyard perfect for entertaining. Every inch of this home has been thoughtfully updated, creating a truly move in ready property. Simply unpack and enjoy.

3 Burger Rd, Plymouth

321 Colebrook Rd, Winchester
$250,000
24178092 MLS
321 Colebrook Road is a rare opportunity to own beautiful land with natural features and self-sustaining potential. A natural spring gently rolls through the property, surrounded by mature oak, ash, birch, black walnut, pine, and abundant sugar maple trees - perfect for producing your own maple syrup. The land is rich with native granite and sparkling quartz throughout, adding character and natural beauty to the landscape. Established apple and peach trees, along with blackberry, raspberry, blueberry, and strawberry plants, make this property ideal for gardening, homesteading, or simply enjoying nature. Previously used as an apiary, the property is especially well-suited for beekeeping and pollinator-friendly use. Whether you are looking for recreational land, a future homestead site, or a peaceful natural retreat, this unique property offers endless possibilities.

321 Colebrook Rd, Winchester

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

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