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$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

$299,995
3 Beds 1 Baths ACTIVE Status 24168298 MLS
CLEARED OUT & EASY TO SHOW!Step inside a bright, turn-of-the-century classic sitting on a rare, flat 0.52-acre parcel in Watertown! Now completely cleared out, this 1919 frame offers an expanded 1,624 sq. ft. of continuous, heated above-grade living space-including fully enclosed, heated porch expansions! PROVEN VALUE & THE HEAVY LIFTING IS DONE: This home previously secured two separate executed contracts right at $300,000! When inspection items arose, the seller proactively invested the capital to completely remediate and certify the big-ticket items prior to re-launching: Underground Oil Tank: Extracted, backfilled & certified. Asbestos/Vermiculite: Fully abated & certified in attic and ductwork. Electrical Panel: Issues resolved. Radon: System scheduled prior to closing. You get a fully abated, bank-insurable home on over half an acre at a price lower than what two independent buyers already proved it was worth!

82 Porter St, Watertown

$1,065,000
4 Beds 3 Baths ACTIVE Status 24167985 MLS
Set along one of Sharon's most scenic country roads, this inviting property offers a rare blend of country charm, flexible living space, and timeless Litchfield County appeal. Anchored by a 1948 main residence and complemented by an original guest cottage and substantial barn, the offering presents a versatile compound ideal for weekend living or full-time retreat. The main house is warm and welcoming, with four bedrooms and three baths, thoughtfully arranged to accommodate both gathering and privacy. The first-floor primary suite allows for easy, single-level living, while the open floor plan creates a natural flow between kitchen, dining, and living spaces. At the heart of the home, a generously sized kitchen island invites conversation and casual entertaining. A screened-in porch extends the living space outdoors, offering a peaceful setting for summer evenings, while a wood-burning fireplace adds a sense of comfort and tradition during cooler months. Just beyond, a classic barn provides two-car parking and ample additional space for storage, workshop use, or creative pursuits. The separate guest cottage, dating to the 1940s, remains a true time capsule-complete with three bedrooms, a full bath, kitchen, and a charming stone wood-burning fireplace. Preserved in its original condition, it offers a unique opportunity for restoration or continued use as a rustic retreat for guests.

222-224 W Cornwall Rd, Sharon

$4,750,000
4 Beds 6 Baths ACTIVE Status 24167442 MLS
Step into luxury in this immaculate home on Washington's most prestigious streets overlooking farmland and large protected fields. The front perennial gardens have been meticulously updated over the past 5 years to create a seasonal flow of non stop interest and color. They lead to an expansive back lawn which is completely flat for play and shaded by an enormous antique Locust tree. The yard continues around to the pool area with, cabana, outdoor shower and terraces with plentiful space for lounging and entertaining. Inside, the foyer leads to a center hall staircase which the main level rooms circulate around. To the right is the great room, with spectacular views, auto shades, fireplace and screened porch. Then onto the gourmet kitchen with large island, butler's pantry, bar, and breakfast nook with gas fireplace. Continue to the media room/office which has a full bath and can be used as a main floor primary or flexible 4th or 5th bedroom. The glamorous powder room, mudroom and 2 car garage complete this level. Upstairs hosts a primary suite which is currently used with an attached office, his/hers baths, walk out deck and multiple closets. However, the office and its bath can easily be converted to a 4th upstairs bedroom. This level is completed by 2 ensuite guest rooms and the main laundry. The lower level features a gym and second laundry room and plenty of storage.

79 East St, Washington

$229,000
ACTIVE Status 24167037 MLS
29.39 TOTAL ACRES! This one is for the builders, investors, and ESPECIALLY those looking to BUILD the DREAM! Privacy, Seclusion, and what feels like endless space - 320 Clearview Avenue and 0 Weingart Road are offered together, a combined 33.7 acres (see related MLS 24158105). With this amount of land in Harwinton, this is nearly impossible to come by! Whether you plan to build one home, or multiple, or you have a dream of a homestead of your own, here's the opportunity to be tucked perfectly into the lure of Litchfield County. Let's go a step further to foresee a barn or garage overflowing with RV's, and ATV's, trucks and trails, chickens, a goat or two, even freshly grown food - Truly imagine what that would feel like on nearly 30 acres of pure bliss! Do not walk property without showing request AND without a licensed agent. Owner holds no responsibility or liability for anyone choosing to walk the property. Showings must be requested and logged via proper channels.

Weingart Rd, Harwinton

$150,000
ACTIVE Status 24167030 MLS
This one is for the builders, investors, and ESPECIALLY those looking to BUILD their DREAM home! Privacy, Seclusion, and what feels like endless space. Let's sweeten the deal, shall we? With a good portion of the paperwork process already completed and/or approved combined with this amount of land in Harwinton, this is nearly impossible to come by! Property values in this area are hitting record highs, here's the opportunity to be tucked perfectly into the lure of Litchfield County. Let's go a step further to foresee a barn or garage overflowing with RV's, and ATV's, trucks and trails, chickens, a goat or two, even freshly grown food - Truly imagine what that would feel like on nearly 4.31 acres of pure bliss! The following services were professionally rendered in October of 2024: Researched the land records in town hall. Performed a property survey. Performed a topographic survey. Obtained the services of a contractor. Performed soil testing. Prepared a site plan for house. Paid Torrington Area Health District application fee. Paid Town of Harwinton application fee. Due not walk property without showing request OR without licensed agent. Owner holds no responsibility or liability for anyone choosing to walk the property. Showings must be requested and logged via proper channels. Document Package available for serious inquiries. Related MLS number for 33.7 acres 24158105

320 Clearview Ave, Harwinton

$1,245,000
2 Beds 3 Baths ACTIVE Status 24167772 MLS
Set on an extraordinary 12.81-acre parcel, this one-of-a-kind estate offers a rare blend of privacy, luxury, and architectural distinction. Fully renovated from top to bottom, the home showcases exceptional craftsmanship with high-end, custom finishes and a design unlike anything you've seen before. Step inside to the main level where soaring ceilings, exposed beams, and walls of glass fill the great room with natural light, anchored by a striking fireplace. The stunning custom kitchen is both functional and beautiful, seamlessly connecting to the dining area-perfect for everyday living or entertaining. A unique lofted office space overlooks the main living area, adding character and versatility. The main level also features a thoughtfully designed full bathroom complete with a built-in sauna for a spa-like experience. The lower level offers a private retreat with a spectacular primary suite featuring a luxurious full bath, walk-in shower, and custom closet. A second bedroom includes charming built-in bunk beds, while the mudroom/laundry room is equipped with custom built-ins and a convenient bench. Step outside and enjoy resort-style living with direct access to an in-ground pool and spa, as well as an expansive deck ideal for entertaining or relaxing while taking in breathtaking long-distance views.

142 Stilson Hill Rd, New Milford

$2,195,000
7 Beds 7 Baths ACTIVE Status 24166682 MLS
Two Houses, Long Views, and 15.66 Private Acres-- A rare Litchfield County offering in the exclusive Kent Estate area of South Kent: two distinct homes on 15.66 secluded acres with views over Kent Hollow, a brook running through the property, and privacy that's nearly impossible to find today. The main house is a 3,400 sq ft contemporary built for light and landscape - walls of glass frame long views, and an open floor plan flows from the chef's kitchen to expansive decks and two screened porches for three-season living. Four bedrooms (first-floor bedroom currently configured as a den), 2.5 baths, four fireplaces. Kitchen: Viking double oven, Viking 6-burner gas cooktop, 2x Miele dishwashers, Sub-Zero, double sinks, wine fridge, Carrara marble countertops. The second home is a 1955 midcentury - 2BR/2.5BA - with its original character intact. A fireplace and expansive deck make it fully livable, whether as a guest house, studio, or weekend retreat. Together: ~4,500 sq ft, six bedrooms, five baths, five fireplaces, two screened porches, expansive decks on both homes - two architectural statements from two eras, set on 15.66 acres of woods, water, and quiet.

14 Straight Rd, Kent

$2,785,000
4 Beds 4 Baths ACTIVE Status 24167844 MLS
Mid-Century Modern Home with Lake Views | Lakeville, CT - Designed by architect Claude Samton and newly renovated, this true 1960s Mid-Century home pairs original character with modern comfort on Lakeville Lake. Exposed beams, vaulted ceilings, wood walls, and large windows showcase stunning lake views and the surrounding landscape, while the home's distinctive floating metal wood-burning fireplace anchors the open living and dining areas. The main level centers around a new primary bedroom suite with an oversized walk-in closet and luxurious ensuite bath featuring a soaking tub and glass enclosed shower. A second bedroom and full bath complete the first floor's thoughtful layout. Upstairs, two additional bedrooms, a full bath, and an alcove provide flexible space perfect for an office or lounging area. The four-bedroom layout maximizes both privacy and functionality throughout. Outdoor living includes a screened porch, dining terrace, and wood deck with amazing lake views. Set in a private community with direct lake access and shared beach on Lakeville Lake, this Northwest Connecticut retreat sits minutes from Indian Mountain School, Hotchkiss, and the towns of Lakeville, Salisbury, and Millerton.

40 Canterbury Ln, Salisbury

$425,000
4 Beds 2 Baths ACTIVE Status 24167524 MLS
Charming & remodeled 4 Bedroom Colonial with beautiful brand new kitchen with Quartz Countertops, soft-close dovetail modern cabinetry, Center Island with Breakfast Bar and Stainless Steel Appliances. Hardwood floors throughout. Newly remodeled full baths on both the main and upper levels. This home provides ample parking & storage, Enclosed Sun Porch, Driveway plus a large detached 2 car Garage, Outdoor paver patio and level yard across two lots offering great outdoor entertainment in those Summer months. Public Water & Sewer connected. This home is move in ready with tons of recent upgrades, including a new furnace. Don't miss your chance to explore this hidden gem & schedule your private showing today!

77 Hubbell Ave, Watertown

$2,750,000
4 Beds 5 Baths ACTIVE Status 24167130 MLS
Perched atop Painter Hill-Roxbury's highest elevation and one of its most coveted addresses-this newly renovated residence offers breathtaking, year-round Sunrise and Sunset views. Spanning over 4,500 sq ft, featuring 4-5 bedrooms and is thoughtfully designed for both comfort and entertaining, complete with a three-story elevator & dedicated game/media room. The chef's kitchen is a showpiece, appointed with premium appliances, a walk-in pantry, oversized island, and stylish bar. It opens seamlessly to a spacious screened porch with inviting dining and lounge areas. Outdoor living is elevated by an expansive ipe deck that functions as a true open-air great room-ideal for al fresco gatherings. The dining room extends to a charming sunset porch adorned with a pergola and irrigated herb garden. The grounds are equally impressive, with professionally designed landscaping that includes an apple orchard, restored stone walls, and a picturesque pond with cascading waterfall. A striking custom pool features a lap lane, lounging platform, and firepit with integrated stone seating, creating a private resort-like setting. Addl highlights include a 3,000-bottle wine cellar, heated garage, pergola-covered carport, and a newly finished oil-and-stone driveway. Ideally located just minutes from the chic shops & fine dining of Washington and Woodbury. Nearby land trust trails offer plentiful hiking. This turnkey property offers easy access to the very best of Litchfield County! Agent Owner.

220 Painter Hill Rd, Roxbury

$550,000
2 Beds 3 Baths ACTIVE Status 24165014 MLS Lion's Head BLDG.
This beautifully maintained 2-bedroom, 2.5-bath Lion's Head condominium offers comfort, style, and convenience. The inviting living room features custom shelving, a propane fireplace, and sliders opening to a private deck overlooking a peaceful wooded setting with southern exposure. The updated kitchen is equipped with stone countertops, a prep island, and high-end Bosch appliances, including a range and microwave/convection oven. A dining area with vaulted ceiling and skylight adds to the bright, airy feel. Upstairs, both bedrooms feature vaulted ceilings, including a spacious primary bedroom with ensuite bath and generous closet space. Laundry area is conveniently located on the upper level. Additional highlights include central air, engineered wood flooring, and attached one-car garage. Community amenities elevate the lifestyle with a pool and tennis court, and the central location allows for easy access to town. Recently paved roads and driveways throughout the complex reflect pride of ownership in this well-maintained and highly desirable association. Located near private schools, lakes, the Scoville Library, skiing, hiking, shops, restaurants, and Metro-North service at Wassaic.

87 Canaan Rd Unit 3F, Salisbury

$1,650,000
ACTIVE Status 24164981 MLS
Set along the serene shores of Woodridge Lake, Lot 5 on Milton Road presents a rare opportunity to own a substantial piece of true waterfront in one of Litchfield County's most coveted communities. Encompassing 3.65 acres with approximately 170 feet of direct lake frontage, this exceptional property combines privacy, scale, and sweeping natural beauty-an increasingly scarce offering. Gently sloping and ideally positioned, the land captures expansive, unobstructed water views and unforgettable western sunsets. Its elevated setting provides the perfect canvas for a custom lakefront retreat designed to embrace both the scenery and the shoreline, with ample space for refined outdoor living. Beyond the property, Woodridge Lake offers a vibrant, year-round lifestyle centered around recreation and connection. Residents enjoy access to over five miles of shoreline, four sandy beaches, a private marina, a heated Junior Olympic pool, tennis and pickleball courts, a fitness center, and scenic walking trails. Ideally located just minutes from the historic charm of Litchfield, with its celebrated dining, boutique shopping, and cultural attractions, and in close proximity to skiing at Mohawk Mountain and golf at Torrington Country Club, this property offers both tranquility and convenience. With its rare combination of acreage, direct waterfront, and resort-style amenities, Lot 5 is an exceptional opportunity to create a legacy lakefront home in a truly special setting.

Lot 5 Milton, Goshen

$7,950,000
6 Beds 8 Baths ACTIVE Status 24166431 MLS
New Construction BY Ritzzo Development a premier builder! Situated on a country road among luxury estates, this 8,050 sq. ft., to be built new construction strikes the perfect balance of secluded privacy and commanding views. The 8.18 acre lot is bordered by state forest on 3 sides. The welcoming front porch sets a sophisticated tone, leading into an interior defined by 5" white oak flooring, Pella windows and doors with exquisite craftsmanship throughout. The heart of the home is a chef's kitchen with custom white oak cabinetry paired with professional Sub-Zero/Wolf appliances, an inviting island, and a sun-drenched breakfast room. Dramatic architecture defines the family room, where exposed beams complement a soaring vaulted ceiling and a striking wood-burning hearth. The residence offers six en-suite bedrooms. The expansive primary retreat is a true standout, boasting dual bathroom suites and matching, dual walk-in closets. Functional luxury continues with a main-level guest suite, a dedicated home office, and two powder rooms on the main level. Personal gym in the lower level. Outdoor highlights include a premium granite patio with built in barbeque overlooking a stunning 18x36 in-ground gunite pool. For peace of mind the electric service is buried with 400-amp service, with a dedicated EV charger, plus a fully equipped Generac 26KW auto transfer generator. This is a rare opportunity to start the year in a home designed for ultimate style, comfort and sophistication

197 A Tinker Hill Rd, Washington

$540,000
3 Beds 2 Baths ACTIVE Status 24166390 MLS
Discover this beautifully updated ranch-style home ideally situated on over an acre of level, private land. Offering 2292 square feet of comfortable one-level living space, this 3-bedroom, 1.5 bath home combines timeless character with modern upgrades-perfect for those seeking space, tranquility, and convenience. Inside you'll find a bright and expansive living room with cathedral ceilings, original hardwood floors, LED lighting, bow windows, a walk-in closet and ceiling fan-adjacent to a versatile three season porch. The formal dining room has a cozy brick fireplace with a wood stove. The updated kitchen features modern cabinetry and countertops, a center island, engineered flooring, under-cabinet lighting, and brand-new appliances. A conveniently located laundry room is situated just steps away. All three bedrooms showcase beautiful hardwood flooring, including the Primary Bedroom offering a walk-in closet, an additional closet and private half bath. The home has seen numerous updates, including a newly renovated full bathroom.

49 Scuppo Rd, Woodbury

$399,000
3 Beds 2 Baths ACTIVE Status 24165026 MLS
This wellmaintained ranch home offers versatility and comfort in a desirable setting. Originally a threebedroom layout, one bedroom has been thoughtfully converted into a spacious walkin closet with convenient laundry facilities and can easily be restored to a third bedroom if desired. The openconcept kitchen and dining area create an ideal space for everyday living and entertaining, flowing seamlessly into a welcoming living room highlighted by a cozy pellet stove. A full basement provides abundant storage and endless potential for future finishing. Step outside to enjoy a beautiful backyard featuring mature plantings and a large patio-perfect for relaxing or hosting gatherings. A wonderful opportunity with flexible space and a great southern New Milford location! This is a short sale attempt and requires third party approval. Property sold in as is condition. No repairs or concessions will be made by the seller. Some personal items may remain.

61 Pumpkin Hill Rd, New Milford

$60,000
ACTIVE Status 24166482 MLS
Turnkey Japanese Restaurant for Sale - Prime Downtown Location! Excellent opportunity to own a well-established Japanese restaurant in the heart of downtown Litchfield. Situated in a busy shopping center with strong foot traffic and great visibility, this fully equipped restaurant offers approximately 80 seats for dine-in service along with a steady takeout business. The menu features a variety of popular Japanese cuisine, attracting a loyal customer base and consistent repeat business. The space is thoughtfully designed with a welcoming dining area, efficient kitchen layout, and ample seating capacity to accommodate both small and large parties. Ideal for owner-operators or investors looking to step into a ready-to-run operation. Convenient location with ample parking and easy access to major routes. Don't miss this rare opportunity to own a thriving restaurant in one of Litchfield County's most desirable areas!

Village Green Drive, Litchfield

$169,900
1 Beds 1 Baths ACTIVE Status 24166251 MLS Warrenton Mill BLDG.
Come live at the historic Warrenton Woolen Mill in Torrington. Former Woolen mill turned loft style homes with exposed brick massive beams, iron work and double story windows. The industrial vibe here is unique and charming. Nestled over a trestle bridge along a branch of the Naugatuck River surrounded by woods you will find manicured grounds with mature landscaping, a fountain and quaint courtyards that harken you back to when this was an operating mill. Unit 73 is available on the top level and comes with a new kitchen, newer HVAC and hot water heater. Amenities include in unit laundry,, gym, elevator and plenty of parking. At $169,900.00 this is a great opportunity to live in one of the hottest homeowners association in Torrington.

839 Main St Unit 73, Torrington

$799,000
2 Beds 3 Baths ACTIVE Status 24165217 MLS Bee Brook Crossing BLDG.
Turnkey living in the highly sought-after Bee Brook Crossing. Surrounded by 20 thoughtfully designed residences, this beautifully maintained unit offers a move-in-ready opportunity in one of the area's most desirable communities. One of the larger layouts in the complex, this unit spans 3 levels and provides exceptional flexibility, featuring a primary suite on the main level, along with a private guest bedroom and dedicated work-from-home space. The upper level also includes a loft, ideal for a den, TV room, or sitting area. The updated kitchen features island seating and a breakfast nook. The living room is bright and open, with a cathedral ceiling and fireplace. Outdoor living is enhanced by a large deck off the main living area, deck access from the main-level primary bedroom, and a private balcony off the second-floor bedroom. The finished lower level adds over 1,000 square feet; perfect for a gym, media room, studio, or guest accommodations, along with abundant closet space and storage. Additional features include an attached one-car garage. An ideal option for those looking to downsize while still enjoying the feel of a single-family home. Nature lovers will appreciate immediate access to hiking just across the street at Steep Rock's Hidden Valley Preserve. Ideally located minutes from the charming centers of Washington Depot and New Preston, known for boutique shopping, dining, and quintessential Litchfield County appeal. Sale subject to August occupancy date.

12 Juniper Meadow Rd Unit 12, Washington

$299,000
ACTIVE Status 24165837 MLS
Discover a once-in-a-lifetime real estate opportunity in the heart of Gaylordsville. This expansive 11.24-acre property offers unparalleled natural beauty and a truly unique feature: your very own 2.5-acre private island. Experience breathtaking, panoramic views of the Housatonic River from every corner of the mainland, while the island serves as a serene sanctuary with front-row vistas of the prestigious Club River Oaks golf course. The property currently hosts a high-tech, movable tiny house that defines small sustainable living. Perfectly suited for the modern eco-conscious owner, the home is fully self-sufficient, powered by a sophisticated wind, solar, and battery system, with propane-powered heating and air conditioning for year-round comfort. Nature is your only neighbor here. The land directly borders the FirstLight Federal Park, providing immediate access to beautifully maintained picnic areas, grills, and a convenient boat launch. Whether you are looking to build a magnificent riverfront estate or maintain an off-grid retreat, this property offers a lifestyle of total privacy and outdoor adventure. Own the ultimate conversation piece-a dream come true where the river meets the fairway. Bring your builder and your vision to one of Gaylordsville's waterfront areas for peace and relaxation year round, while being close to Kent town center. Buyers to perform their own diligence regarding specific building permits and utilities.

Kent Road, New Milford

$899,000
5 Beds 4 Baths ACTIVE Status 24163806 MLS
Rare opportunity to own in one of Connecticut's most sought-after private lake communities-welcome to 3 Weldon Court at Woodridge Lake. Perfect for year-round living or a second-home retreat, this beautifully maintained Colonial offers quality 2x6 construction and a whole-house generator. Enjoy lake access, clubhouse amenities, and seasonal lake views, with beach just across the street-swim, fish, or kayak without the price of direct waterfront. This sun-filled home features a flexible layout, including a first-floor guest suite with private entrance and full bath. The spacious kitchen with cherry cabinets and granite counters opens to a bright family room with fireplace and built-ins. Formal living and dining rooms provide inviting spaces to gather. Upstairs, the expansive primary suite includes a sitting/office area, lake-facing window, private deck, walk-in closet, and full bath with double vanity. Three additional bedrooms, a full bath, and laundry complete the second floor. An unfinished lower level offers endless potential for recreation or fitness space. Relax on the deck after a day at the lake or entertain with ease. Community amenities include a lakefront clubhouse, pool, marina, tennis, pickleball, basketball, fitness center, cafe, playground, and year-round events. Conveniently located near Litchfield Green, Mohawk Mountain, Goshen Fairgrounds, shopping, dining, the Appalachian Trail, and Housatonic River. A must-see home offering comfort, recreation and beauty.

3 Weldon Ct, Goshen

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