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$380,000
5 Beds 2 Baths ACTIVE Status 24194633 MLS
Prime Multi-Unit Opportunity on Corner Lot | East Side Torrington Maximize your equity or offset your mortgage with this versatile multi-unit property located on a prime corner lot on Torrington's desirable East Side, just seconds from Starbucks, dining, and commuter routes. The 3-bedroom main residence features warm hardwood floors, a classic brick fireplace, and a recently updated kitchen with white cabinetry and stone-look tiled floors, along with beautifully updated tile bathrooms. Detached from the main home is a spacious 2-car garage with a charming 2-bedroom apartment above, featuring its own recently updated kitchen with butcher block counters, an open living space, and a renovated bath-perfect for rental income, multi-generational living, or a private guest suite. Complete with a large yard and ample off-street driveway parking, this property offers exceptional flexibility and turnkey value in an unbeatable location.

Torrington

$589,000
5 Beds 2 Baths COMING SOON Status 24193729 MLS
A rare opportunity in one of Northwest Connecticut's most sought-after locations! Tucked away in a private, peaceful setting, this one-of-a-kind property offers endless possibilities with two separate homes on one parcel-ideal for a homestead, multigenerational living, income potential, or hobbyist retreat. The homes share a driveway with the southerly neighbor-PLEASE do not go without an appointment! The main Cape features 3 bedrooms, while the second home offers 2 bedrooms and an expansive great room. Beneath the second residence is an extraordinary heated garage with approximately 10-12' ceilings, 14' overhead doors, enhanced electrical service with abundant amperage, and space for an estimated 8-10 vehicles-perfect for car enthusiasts, contractors, woodworkers, collectors, or anyone needing exceptional workspace. Built with solid craftsmanship and owned by the same family for many years, the property is ready for its next chapter. While both homes require significant updating and will not qualify for government financing, the sweat equity potential is undeniable. Shared well and septic serve both homes, and major mechanical updates have already been completed.

1318 Litchfield Tpke, New Hartford

$4,495,000
4 Beds 7 Baths ACTIVE Status 24192621 MLS
Uber chic shingle-style in A+ location offering magnificent long distant views overlooking the famed Alexander Calder estate. Formal parking courtyard leads to the gracious double height entrance foyer. Mesmerizing views from almost every room. Grand Living Room with high coffered ceilings, gas fireplace, wood paneling & French door to balconies. Library with built-in bookcases. Powder room. First floor primary bedroom suite with Waterworks bathroom, soaking tub, two walk-in closets, balcony & home Office. Intimate Dining Room with large picture window. Eat-in country Kitchen with beamed ceiling and large picture window. Family Room with fireplace & wet bar. Screened porch with bluestone floor & electric stove. Laundry Room. 3 guest bedrooms en suite on the 2nd floor. 3rd floor loft. Recreation Room/Guest Apartment over the 3-car attached garage. Walk-out lower level includes a gym, wine cellar, additional bedroom, full bath & second laundry. Gracious long driveway affording total privacy amidst park-like grounds with beautiful perennial gardens, swimming pool, fire pit, mature plantings & forever views. Hardwood floors & high ceilings throughout. Lutron lighting. Central AC. Backup generator.

297 Painter Hill Rd, Roxbury

$749,900
2 Beds 1 Baths ACTIVE Status 24192463 MLS
Year-round waterfront retreat with breathtaking sunrise views from one of the widest sections of the lake! This well-maintained 2-bedroom, 1 bath home offers comfortable living with a flexible loft area for additional sleeping space and a convenient half bath on the lake level. The updated kitchen and new windows provide modern comfort while showcasing expansive water views throughout the home. Outdoor amenities include a spacious waterfront patio, outdoor shower, and walk-in staircase for easy water access, making it ideal for swimming, boating, and relaxing lakeside. Adjacent to a state park, the property enjoys a picturesque setting with added privacy and natural surroundings. Move right in and enjoy as-is or update to suit your personal style. An additional parcel across the street is included, providing extra space and excellent long-term potential. Whether you're looking for a year-round residence, vacation getaway, or investment opportunity, this waterfront property offers an exceptional combination of location, views, and lifestyle.

812 W Wakefield Blvd, Winchester

$320,000
2 Beds 1 Baths ACTIVE Status 24189928 MLS
A classic brick Litchfield home set into a peaceful, wooded backdrop, 67 East Litchfield Road South offers the kind of setting buyers come to Litchfield for: privacy, character, and usable outdoor space. A stone walkway, mature trees, and a generous yard create a welcoming approach before stepping inside to a bright, refreshed interior with clean modern finishes. The main living area features recessed lighting, wide-plank style flooring, and an open feel that connects comfortably into the dining and kitchen spaces. The kitchen has been updated with white cabinetry, stainless steel appliances, tile backsplash, and a clean, functional layout. The bathroom offers a modern finish with marble-look tile and updated fixtures. Bedrooms are bright and simple with hardwood flooring, neutral paint, and great natural light. A lower-level/garage area adds practical storage and flexibility. Surrounded by greenery yet conveniently located near Litchfield's town center, shops, dining, outdoor recreation, and major routes, this home blends classic New England charm with move-in ready updates in one of Connecticut's most desirable small-town settings. Sold As Is

67 E Litchfield Rd S, Litchfield

$6,650,000
6 Beds 6 Baths ACTIVE Status 24186864 MLS
Known as "The Bungalow", this spectacular Tudor-inspired estate set on 43.8 private acres is one of architect Alfredo S.G. Taylor's finest designs. Built in 1908 for a Remington Arms heiress, the home seamlessly blends Gilded Age grandeur with exceptional modern luxury. The dramatic great hall features soaring 40-foot timber ceilings, a monumental stone fireplace, and exquisite fieldstone and half-timber construction. Thoughtfully updated throughout, the home offers a stunning new eat-in chef's kitchen complete with a butler's pantry and premium appliances, including a True glass-door refrigerator, Miele dishwasher, Wolf warming drawers, Sub-Zero wine and beverage refrigerator, and an exceptional custom range with handcrafted hood. The luxurious marble-clad bathrooms have been beautifully renovated with Kohler fixtures, while custom cabinetry, updated electrical systems, and meticulous craftsmanship elevate every space. Spectacular balconies and a wraparound veranda extend from the main living areas, providing breathtaking views across the surrounding landscape. Offering 6 bedrooms, 6 bathrooms, and 6,766 square feet of living space, the estate is set amid lightly wooded grounds with expansive northern vistas. Additional amenities include a guest house, barn, formal gardens, and a picturesque pond. Approached by a winding, newly improved drive, the residence sits atop a private ridge and culminates in a gracious porte-cochere, creating a sense of arrival rarely found.

310 Litchfield Rd, Norfolk

$389,900
3 Beds 2 Baths ACTIVE Status 24184417 MLS
Welcome to East Lake Street at Highland Lake, where privacy, comfort, and lake living come together. Set back from the road on a private lot in the desirable First Bay area, this well-maintained lake-style home offers a quiet setting with seasonal lake views and refreshing breezes throughout. Offering 1,820 square feet, the home is listed as a 3-bedroom with a first-floor finished 4th room for added flexibility. The updated kitchen features quartz counter tops, stainless steel appliances, and ample cabinetry, with warm pine ceilings adding character throughout. Additional features include two full baths, first-floor laundry, newer windows, public water and sewer, natural gas, on-demand hot water, and a wood stove. Outside, enjoy a peaceful backyard garden and convenient rear access from Ontario Street. Located within one mile of local schools and a half mile of town, the home offers easy access to everyday amenities while maintaining a peaceful lake setting.

132 E Lake St, Winchester

$269,000
3 Beds 1 Baths ACTIVE Status 24177467 MLS
Charming updated home close to town with exceptional curb appeal!! This 3 bedroom 1 bath home offers the perfect blend of character, and modern updates. The inviting front porch creates a warm first impression and a welcoming place to relax and enjoy the neighborhood. Inside you'll find an updated kitchen, newer flooring throughout the main level, and an updated bathroom. Step through your kitchen slider to a spacious patio, ideal for outdoor dining, entertaining, or simply enjoying the private backyard setting. The property also features a dedicated off street parking area for added convenience. Additional highlights include a newer roof, solar panels along with a solar generator, new siding, updated front porch, & new windows throughout. With its thoughtful updates, attractive landscaping, and close proximity to shopping, restaurants, parks, and local amenities, this home offers an incredible opportunity for buyers seeking charm and value in Thomaston! Subject to sellers finding suitable housing.

156 Litchfield St, Thomaston

$499,900
6 Beds 5 Baths ACTIVE Status 24178149 MLS
Charming Multi-Family Property with steady income potential! Welcome to your next lucrative investment venture! Nestled on an expansive 1-acre lot, this multi-family property features 5 distinct living spaces, making it an ideal addition to your real estate portfolio. This property comprises 4 studio apartments and a spacious 2-bedroom apartment, catering to a variety of tenants and maximizing rental income. With a current monthly gross income of $4,200, you can enjoy steady cash flow while benefiting from an increasingly competitive rental market. Located in a desirable neighborhood with public water and access to public sewer, this property is perfectly positioned to attract long-term tenants. Its proximity to local amenities, schools, and public transportation enhances its appeal, ensuring high occupancy demand. Each unit boasts separate electrical meters, providing tenants with individual control over their utilities. The common laundry facilities in the basement offer added convenience for residents, further enhancing the livability of the space. Recently paved parking enhances accessibility for both residents and guests, while dual heating units ensures comfort during colder months. This property is not only inviting but also functional, providing a hassle-free living experience for tenants. It also comes with established tenants, solid rental history, and a reliable mechanicals, allowing you to step into a well-oiled investment without the headaches of initial setup.

205 Old New Hartford Rd, Winchester

$1,450,000
1 Beds 4 Baths ACTIVE Status 24175012 MLS
This one-of-a-kind custom designed home is a peaceful sanctuary, situated on top of a hill on 18 secluded acres (that is subdividable) and bordered by conservation land. To access the home, you drive over a bridge and up a paved and gravel driveway. The home is fine for entertaining, featuring a cook's kitchen with stainless steel appliances, a breakfast bar and granite leather suede countertops. The expansive dining area includes a gas fireplace, and the living room boasts a soaring ceiling and a wood burning fireplace. A large deck provides amazing views, and you can enjoy swimming all year round with the indoor 18x36 inground saltwater pool, complete with a dehumidifying system and alarm. The main level is completed by a laundry room, mud room and attached two-car garage. For a retreat, the primary bedroom suite offers a sitting room with custom crafted Mahoghany doors and ceiling fan, with a luxurious primary bath featuring a soaking tub, tile shower and dual sinks. The lower level includes a wine cellar, a full bath, a tandem two-car garage and a walkout patio. An elevator which serves all three levels of the home. Mechanical features of the property include energy efficient geothermal heat and air conditioning, a generator and underground utilities. The grounds are thoughtfully cultivated featuring fruit trees, blueberry and raspberry bushes, fenced in gardens, a stone walkway and the paved driveway. A beautiful place to reside in the Litchfield Hills.

2540 Norfolk Rd, Torrington

$950,000
8 Beds 6 Baths ACTIVE Status 24173990 MLS
4 level acres for full rehab or redevelopment. Feasibility Plans for a new 50-60 unit layout with some engineering in place. Existing conditions: the property currently has multiple private septics/wells onsite, with the option to connect to neighboring community water supply. The property contains 4 structures with 5 apartments plus a basement apartment (use diligence on the approved status). The main floor consists of unfinished commercial space. The front of the main building is the original house from 1678 with original beams, floor boards and large fireplaces throughout. 2nd floor was later converted into 2 owner units. The 2nd building features 2 apts, plus basement unit. The property has excellent potential for multi new unit development or complete restoration for the history lovers.

329 Kent Rd, New Milford

$549,900
2 Baths ACTIVE Status 24171538 MLS
Exceptional redevelopment opportunity at 305 South Street in Plymouth, CT, directly across from beautiful Plymouth Lake. First time this property has been available since 1996. Currently operating as an upholstery shop, this versatile commercial property offers tremendous potential for investors, entrepreneurs, or owner occupants seeking a prime location with future upside. Plans were previously approved by the town to convert the upper level into residential living space while maintaining commercial use below, creating an exciting opportunity for possible single family, multifamily, or mixed use redevelopment. Buyers to perform their own due diligence regarding approvals, zoning, permits, intended future use, and potential benefits under Connecticut Public Act 25-164 encouraging adaptive reuse opportunities for qualifying properties. Property includes lake rights to Plymouth Lake, adding rare recreational appeal and increased desirability. Ideal for live/work space, income potential, retail, office, cafe, boutique shop, office conversion, and more. Rare opportunity in a highly visible and desirable location.

305 South St, Plymouth

$740,000
5 Beds 3 Baths ACTIVE Status 24171297 MLS
UNIQUE OPPORTUNITY WITH MULTIPLE POSSIBILITIES!!! Located in the classic New England town of Bethlehem on 8.5+ acres this is your opportunity for unlimited potential. Build your own Private Estate, Family Compound, Multi-Family Investment, Business Operations with Offices and Storage, Horse Property, Farm and Possible Residential Development. There are two Residential homes and additional structures that can be re-fit to meet your needs. Existing Structures: Primary Residence - 1,876sf with 3 Bedrooms, 2 Bathrooms; Second Home - 1,100sf with 2 Bedrooms and 1 Bathroom and a 3 Car Garage with a Half-Bathroom. Two additional buildings for storage, hobbies, cars, boats, and all the toys you can fit. Current Use: the owner lives on the property and operates a pet rescue business and the existing Kennels can be very easily removed. There have been many upgrades to all structures on the property.

202 Crane Hollow Rd, Bethlehem

$549,000
11 Beds 6 Baths ACTIVE Status 24166332 MLS
*PRICE REDUCTION* 150 Oak St. is a fully rented, rare, charming 1920's 5-family apartment home located in a beautiful residential neighborhood in Winsted/Winchester, CT. Old World charm with original woodwork, high ceilings, mostly hardwood floors, and hallways connecting the spacious rooms in 4 of the units -which feature 2 bedrooms and a dining room. The 5th floor is a 3-4 bedroom, 1 1/2 bath unit with electric H&HW. There is a 4-bay detached garage -some rented separately. 1 garage bay is rented to a non-tenant at $65/mo. A great investment opportunity! New since between 2021-2023: roof, 4 hot water heaters and 3 furnaces! Walking distance to Northwestern CT Community College and Downtown Winsted. Nearby shopping, indoor and outdoor activities. Easy commute to Rte 8 South and Rte 8 North to Western MA Pioneer Valley towns and the Berkshires. @ 25 miles to Rte 20 and Becket, MA. Several more miles on Rte 20 to the Lee Outlet and the MassPike!

150 Oak St, Winchester

$6,995,000
9 Beds 8 Baths ACTIVE Status 24119336 MLS
Seize the rare opportunity to own Filston, one of Litchfield County's most distinguished Gilded Age estates. Designed in 1903 by renowned architect William Cromwell, Jr. for Mr. and Mrs. Romulus Colgate, this Neoclassical treasure seamlessly blends Italianate Renaissance Revival, Palladian, Neo-Gothic, and French Empire influences, creating a singularly breathtaking country estate. Every original detail is meticulously preserved in impeccable condition. Spanning just over 12,000SF of livable space, there are 10 bedrooms, 5 full bathrooms, and 3 powder rooms. Set across 106 acres on three distinct parcels, the property showcases a breathtaking landscape designed by Edward Hamilton Bell. Rolling hills, pristine woodlands, and majestic estate trees frame scenic equestrian trails, offering an idyllic retreat for nature lovers and equestrians alike. Complementing the main home is a historic 5,700-square-foot, three-story carriage house on its own dedicated parcel, adding versatility and charm to this extraordinary estate. Recent Upgrades * Complete electrical overhaul, with new wiring throughout the home and buried power lines from the road for enhanced aesthetics and reliability. * Landscape restoration, reopening original trails, removing dead trees, and treating the estate's magnificent mature trees to ensure their longevity. * Commercial-grade generator * New propane furnace and updated plumbing Serious inquiries only; proof of funds required.

138 Amenia Rd, Sharon

$2,995,000
1 Beds 2 Baths ACTIVE Status 24103122 MLS
A Premier Estate Parcel Ready for Immediate Construction This exceptional 33.9 acre property on Beaver Dam Road-one of the most scenic addresses in Salisbury-offers a rare opportunity to create a private estate of lasting beauty and value. Surrounded on two sides by protected land, the property enjoys a remarkable sense of privacy and quiet, while being just minutes from the town center. The land itself is a harmonious blend of open hayfields and mature trees, highlighted by a historic copse originally commissioned over a century ago by Frederick Law Olmsted, the renowned landscape architect of Central Park. The setting is both pastoral and refined, with long views, curated plantings, and a serene natural character that evolves beautifully through the seasons. Over the past two years, the current owners have undertaken an extensive series of improvements. A private homesite has been carefully positioned deep within the property, far from the road, offering the ideal location for a one- or two-story residence. A foundation has already been poured, and all the essential infrastructure is in place-underground electric, two wells, approved septic systems for both the main house and a separate carriage house, propane tanks, and whole-house generators-allowing for immediate construction.

77 Beaver Dam Rd, Salisbury

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