5-Bedroom Homes for Sale in Litchfield County CT

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  /34

  $625,000

  • 5 Beds
  • 3 Baths
  • 3,404 Sq Ft

  441 Platt Hill Rd, Winsted, CT 06098

  Welcome to 441 Platt Hill Road - a home that offers warmth, charm, and plenty of space to make memories. This inviting residence features an open and airy layout filled with natural light thanks to large windows and multiple skylights. Solid hardwood floors and tile run throughout the main level, creating a timeless foundation for your personal touch. The spacious eat-in kitchen, while vintage in

  David Sartirana Northwest CT Realty

  441 Platt Hill Rd, Winsted, CT 06098
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  /33

  $649,000

  • 5 Beds
  • 2 Baths
  • 2,304 Sq Ft

  31 Sunset Ridge Rd, Norfolk, CT 06058

  Historic 1907 Norfolk Home Embrace the potential of this captivating 1907 antique home positioned at the edge of Norfolk village on 3.4 private acres. This sun-filled, tranquil residence awaits your vision to update while preserving the finest period details-soaring high ceilings, original doors, and exquisite wood trim that tell tales of a fascinating past. The five-bedroom, two-bath home

  John Harney William Pitt Sotheby's Int'l

  31 Sunset Ridge Rd, Norfolk, CT 06058
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  /40

  $3,950,000

  • 6 Beds
  • 8 Baths
  • 8,145 Sq Ft

  247 Roxbury Rd, Washington, CT 06793

  Long gracious driveway leads you to the formal yet comfortable country house set privately on the property for peaceful enjoyment. The location is ideal, allowing easy access to Lake Waramaug, restaurants, an abundance of hiking and walking trails, wineries, breweries and New Preston Village for shopping. The home itself is quite breathtaking with high quality details that include hardwood

  Maria Taylor Klemm Real Estate Inc

  247 Roxbury Rd, Washington, CT 06793
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  /40

  $369,000

  • 6 Beds
  • 4 Baths
  • 2,898 Sq Ft

  579 Main St, New Hartford, CT 06057

  2 family home in New Hartford! Own a piece of history with this iconic double Cape (circa 1804) in the heart of New Hartford. Spanning 2,898 sq. ft., this 12-room, 5-bedroom, 4-bathroom home blends antique charm with endless customization possibilities. Key Features: 2 units! Timeless Design: Original wide chestnut floors, built-ins, and four fireplaces, including a bake oven and wood stove.

  Suzie Larson Turning Point Realty, LLC

  579 Main St, New Hartford, CT 06057
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  /40

  $650,000

  • 5 Beds
  • 5 Baths
  • 4,797 Sq Ft

  25 Jefferson Dr, New Milford, CT 06776

  This oversized 5-bedroom, 3-full, 2-half-bath home is situated on a quiet cul-de-sac with a level backyard. The inviting entryway fills the home with natural light, setting the tone for the open-concept floor plan, perfect for entertaining. The newly renovated kitchen features granite countertops, a center island, shaker-style cabinets, and stainless steel appliances, seamlessly connecting to the

  Kim Kendall Keller Williams Realty

  25 Jefferson Dr, New Milford, CT 06776
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  /23

  $579,000

  • 5 Beds
  • 2 Baths
  • 2,326 Sq Ft

  Unlisted Address

  Beautiful & Private 1.7 Acre setting for this Spacious 4 Bedrm. Colonial, 1st floor Large Bedroom Suite with full bath. Also on Main Level: 12x14, Den/office or work-out room. Kitchen with Corian countertops, blt.In Ovens, fireplace & breakfast bar over-looking gorgeous backyard with Slate Patio, Stone Walls & private view. Adjacent to Kitchen is: 15x13 Family Room or informal Dining with custom

  Kathleen Logan Kathy Logan Real Estate

  Unlisted Address
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  /40

  $799,900

  • 5 Beds
  • 3.5 Baths
  • 4,414 Sq Ft

  21 Hidden Pond Dr, Watertown, CT 06795

  ***PRICE IMPROVEMENT*** Welcome to this Majestic Colonial home, nestled on a picturesque 1.92-acre lot in one of Watertown's most coveted neighborhoods. With 4,414 square feet of meticulously maintained living space, this home offers the perfect blend of elegance, comfort, and functionality. As you enter, you'll be greeted by a spacious and bright foyer that flows into a variety of inviting

  Robert Disapio Dave Jones Realty, LLC

  21 Hidden Pond Dr, Watertown, CT 06795
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  /37

  $8,950,000

  • 7 Beds
  • 8 Baths
  • 13,056 Sq Ft

  19 Seherr Thoss Dr, Litchfield, CT 06759

  Butternut Brook House is a luxurious Litchfield County estate nestled in the heart of the Litchfield Hills, offering a rare combination of privacy, sophistication, and natural beauty. Set on over 36 acres of pristine Connecticut countryside, this stunning property features sweeping 360-degree views, a private pond, walking trails, and professionally landscaped grounds-all just five minutes from

  Elyse Morris Elyse Harney Real Estate

  19 Seherr Thoss Dr, Litchfield, CT 06759
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  /3

  $319,900

  • 6 Beds
  • 3 Baths
  • 2,600 Sq Ft

  393 S Main St, Torrington, CT 06790

  Three family property, centrally located, comprised of two separate structures. Great potential. Needs work but worth the effort. Sold as is. Long term tenants in place (month to month) and wish to stay. Paved, easy to care for lot. Inquire for details. Square footage approximate 1250 and 1350.

  Douglas Yeomans Higgins Group Bedford Square

  393 S Main St, Torrington, CT 06790
• 

  

  /31

  $3,995,000

  • 6 Beds
  • 5.5 Baths
  • 6,121 Sq Ft

  79 Hilltop Rd, Sharon, CT 06069

  1880's perfection, a true rare find in the heart of Sharon, CT. Magnificent seven bedroom, 5.5 bath estate, beautifully preserved and situated on a sprawling 4-acre lot with a pool. Large eat-in kitchen with massive center island. Screen porch overlooking the pool with beautiful hilltop views. 79 Hilltop masterfully combines historic charm with modern luxury, offering you the best of both

  Carolyn Morrison William Pitt Sotheby's Int'l

  79 Hilltop Rd, Sharon, CT 06069
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  /32

  $1,095,000

  • 5 Beds
  • 4.5 Baths
  • 4,116 Sq Ft

  89 Iron Ore Hill Rd, Bridgewater, CT 06752

  This spacious Colonial is perfectly set on 2+ acres adjacent to a nature preserve with hiking trails. The sought-after neighborhood includes dock rights on Lake Lillanonah for boating, waterskiing, kayaking, swimming. The kitchen was renovated about 10 years ago. Its center island and bar area open to the family room and dining room. The formal living room can also be used as a media room and

  Stacey Matthews W. Raveis Lifestyles Realty

  89 Iron Ore Hill Rd, Bridgewater, CT 06752
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  /31

  $329,900

  • 5 Beds
  • 2 Baths
  • 1,257 Sq Ft

  54 Greenridge Rd, Torrington, CT 06790

  Significant price improvement-seller is motivated and ready to entertain offers! Don't miss this opportunity to make 54 Greenridge Rd your new home. This beautifully maintained 4-bedroom, 2-bath Cape is tucked away on a quiet dead-end street in Torrington's east end. Set on a lovely piece of property, this home blends charm, comfort, and thoughtful updates throughout. The heart of the home is the

  Pascale Nejaime William Pitt Sotheby's Int'l

  54 Greenridge Rd, Torrington, CT 06790
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  /38

  $5,995,000

  • 7 Beds
  • 8.5 Baths
  • 6,351 Sq Ft

  85 W Church Hill Rd, Washington Depot, CT 06794

  Stunning uber luxe retreat built to the highest standards in premier location. 7 bedrooms, 8 Full and 1 half Waterworks bathrooms. Long driveway. Combined Living/Dining with wood burning fireplace, steel French doors to outdoor stone terrace. Eat-in Kitchen. Enclosed screened porch with fireplace. Library/Home Office with vaulted ceiling, antique beams, built-in bookshelves and wood burning

  Peter Klemm Klemm Real Estate Inc

  85 W Church Hill Rd, Washington Depot, CT 06794
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  /40

  $3,400,000

  • 7 Beds
  • 6.5 Baths
  • 4,824 Sq Ft

  Unlisted Address

  Elegant Torrington House sits on the site of what was once known as Cobble Hill Farm on a total of 95.5 acres along Old Goshen Road in Norfolk, CT. The grand 1805 Colonial with its large rooms, high ceilings and multiple original details including triple-hung windows, wide board floors and carved stone fireplaces surrounds and mantles, was moved years ago from the Torrington area to the original

  Betsy Little Betsy Little Real Estate LLC

  Unlisted Address
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  /38

  $749,900 Open Sun 1PM - 3PM

  • 6 Beds
  • 3.5 Baths
  • 5,072 Sq Ft

  21 South Rd, Harwinton, CT 06791

  A Rare Country Estate with New York Elegance - Just Minutes from Litchfield! Step into timeless charm and modern comfort at 21 South Road, a rare 4+ acre estate located in Harwinton's prestigious Historic District. Less than 2 hours from Manhattan and minutes from Litchfield center, this refined country retreat offers an ideal escape for discerning buyers seeking peace, privacy, and

  Penelope Woodford Coldwell Banker Realty

  21 South Rd, Harwinton, CT 06791
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  /40

  $4,199,000

  • 8 Beds
  • 9.5 Baths
  • 10,516 Sq Ft

  184 Fern Ave, Litchfield, CT 06759

  Come see this remarkably private property a stone's throw from the center of Litchfield. This stately home was built in 1992 and boasts over 10,000 s/f of finished space. The grounds are professionally landscaped and have a beautiful patio, pool and greenhouse. There are 8 bedrooms and 13 bathrooms along with a powder room . The sunny , modern, large eat-in kitchen open onto a patio, which

  Florence DeDampierre W. Raveis Lifestyles Realty

  184 Fern Ave, Litchfield, CT 06759
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  /40

  $799,000

  • 5 Beds
  • 4 Baths
  • 4,696 Sq Ft

  89 East St, Morris, CT 06763

  Welcome to your dream retreat! Set on over 4 private acres of scenic countryside, this spacious contemporary home offers the perfect blend of style, comfort, and room to grow. With 5 generously sized bedrooms and 4 full bathrooms, there's space for everyone-whether you're hosting guests, working from home, or building your family's future. The home's distinctive floor plan positions the bedrooms

  Sonia Peck William Pitt Sotheby's Int'l

  89 East St, Morris, CT 06763
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  /14

  $579,000

  • 8 Beds
  • 4 Baths
  • 3,500 Sq Ft

  230 Winsted Rd, Torrington, CT 06790

  Beautiful, cash flowing 4 Family in one of Connecticut's most highly desired multifamily markets. Property features 2 buildings on one lot, for a total of 4 units, each with an attached 2 car garage. Units have undergone recent renovations. Great opportunity to start or add a stabilized investment asset to the portfolio. The property consists of one 3 Bedroom, two 2 Bedroom and one 1 Bedroom

  Connor Wenchell VC Property Group, LLC

  230 Winsted Rd, Torrington, CT 06790
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  /2

  $369,000

  • 5 Beds
  • 3 Baths
  • 2,371 Sq Ft

  48 Brookside Ave, Torrington, CT 06790

  Great opportunity for an owner occupant with a vacant 3rd floor unit. Each unit provides spacious living areas, functional layouts, and reliable rental history, making this an ideal choice for investors seeking consistent cash flow. 48 Brookside Ave delivers location, functionality, and long-term growth potential. Can be bought in combination with 41 Brookside Ave as well, which is another 3

  Connor Wenchell VC Property Group, LLC

  48 Brookside Ave, Torrington, CT 06790
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  /36

  $1,195,000

  • 5 Beds
  • 5 Baths
  • 2,804 Sq Ft

  286 South St, Roxbury, CT 06783

  Discover this charming 4-bedroom Colonial with 1 additional bedroom is attached in-law apt on the southern side of Roxbury, offering an idyllic escape with seamless access to NYC. This privately situated home rests in a serene meadow, gracefully bordered by Pierce Brook. The main residence features a comfortable layout with a living room and fireplace that flows into the dining area and kitchen.

  Kathryn Clair William Pitt Sotheby's Int'l

  286 South St, Roxbury, CT 06783
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  /40

  $6,750,000

  • 5 Beds
  • 7 Baths
  • 5,500 Sq Ft

  158 Popple Swamp Rd, Washington Depot, CT 06794

  Escape to an award-winning estate nestled in the heart of Washington, CT-just 90 miles from New York City. Situated on over 80 acres of pristine, level land, this exceptional modern farmhouse offers a rare combination of architectural excellence, luxurious amenities, and unparalleled natural beauty. Featured in New England Home and honored with CTC&G's prestigious Innovation in Design award, this

  Kathryn Clair William Pitt Sotheby's Int'l

  158 Popple Swamp Rd, Washington Depot, CT 06794
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  /15

  $995,000

  • 11 Beds
  • 7.5 Baths
  • 6,365 Sq Ft

  45 Sunny Ridge Rd, Washington, CT 06793

  Unique Opportunity to restore a grand c. 1910 Colonial or build new on 10+/- open acres surrounded by large estates in top Washington, CT location. Currently, the main floor comprises 2 apartments with an attached garage, the second floor has 5 en suite bedrooms plus a sitting room with a wet-bar and the third floor has 3 bedrooms, 1 full bath and a kitchen. With many original period features

  Peter Klemm Klemm Real Estate Inc

  45 Sunny Ridge Rd, Washington, CT 06793
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  /27

  $549,999

  • 6 Beds
  • 3.5 Baths
  • 3,534 Sq Ft

  187 Hillside Ave, Torrington, CT 06790

  Beautiful single family custom/remodeled colonial home with 3534 SQ. the house is nestle in a peaceful neighborhood, most of the new addition was built in 2006, including foundation for this home, the house boasts 6 generously - sized bedrooms, 3 1/2 bathrooms, the primary suite bedroom will exceed every expectation, custom jacuzzi and shower separately, large walk-in closets, a large kitchen

  Milena Quinto MQ Realty

  187 Hillside Ave, Torrington, CT 06790
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  /20

  $3,250,000

  • 5 Beds
  • 4.5 Baths
  • 4,836 Sq Ft

  Unlisted Address

  Tower Hill house sits on 7 acres with 800 feet of frontage along the western shore of Doolittle Lake in Norfolk, CT. Designed by a local architect and built by local craftspeople, the house is privately sited down a long driveway and sits on a little bluff so there are lovely views over the lake. The Doolittle community takes great care to protect the health of the lake and its surrounding

  Betsy Little Betsy Little Real Estate LLC

  Unlisted Address
• 

  

  /40

  $3,999,000

  • 8 Beds
  • 9 Baths
  • 8,072 Sq Ft

  1 Great Elm Dr, Sharon, CT 06069

  Enjoy estate living with the convenience and ease of a shared community. Amenities include a 70ft heated pool, tennis and separate paddle/pickle courts. Owned by a noteworthy family for over 100 years, this is a rare opportunity to reside in one of Sharon's most treasured properties. The home encompasses the majority of the original mansion and was thoroughly renovated in 2013 with tasteful

  Pels Matthews W. Raveis Lifestyles Realty

  1 Great Elm Dr, Sharon, CT 06069
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  /30

  $5,495,000

  • 5 Beds
  • 5 Baths
  • 3,200 Sq Ft

  18 Arrow Point Rd, Warren, CT 06777

  Rare Direct Waterfront Lake Waramaug 5 bedroom / 3 full & 2 half bathroom home with stunning western views on beautifully maintained double lot. Eat-in Kitchen. Vaulted Living Room with fieldstone fireplace & sliders. Vaulted Family Room with built-in bookshelves & gas fireplace. Vaulted Dining Room with gas fireplace & French doors. Covered porch. Wraparound stone terrace. Primary bedroom suite

  Peter Klemm Klemm Real Estate Inc

  18 Arrow Point Rd, Warren, CT 06777
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  /35

  $455,000

  • 5 Beds
  • 2.5 Baths
  • 2,760 Sq Ft

  130 Brierwood Dr, Watertown, CT 06795

  Nestled at the end of the road in a quiet cul-de-sac, this property sits on a peaceful 0.92 acres and is ready for it's next owners. Many notable improvements have been made by the sellers including a new septic tank and well pump (2025), boiler and water heater (2024), renovated kitchen and hardwood floors on the main level (2023), roof (2020), and back deck (2020). The main level of the home

  Marcy Noiseux Coldwell Banker Realty

  130 Brierwood Dr, Watertown, CT 06795
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  /39

  $12,995,000

  • 9 Beds
  • 12 Baths
  • 7,528 Sq Ft

  Unlisted Address

  A once in a lifetime opportunity to own over 230 acres overlooking Lake Waramaug. Nestled high in the hills overlooking the pristine beauty of the lake, this offering comprises six parcels of open fields and forest with exceptional views. Owned by the same family for the last 70 years, dignitaries from the worlds of art, politics, and industry have been entertained here while the stables,

  Pat Lahoud William Pitt Sotheby's Int'l

  Unlisted Address
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  /39

  $8,750,000

  • 5 Beds
  • 4.5 Baths
  • 8,240 Sq Ft

  841 Winchester Rd, Norfolk Historic District, CT 06058

  Gracefully nestled at water's edge among lofty pines on over 115 utterly private and unspoiled woodland acres, this breathtaking lakefront country home features five bedrooms and four-and-a-half bathrooms and over 8,000 sq ft of luxurious living space. With extraordinary craftsmanship and exceptional materials, this custom built contemporary residence harmoniously integrates with its natural

  Jennifer Leahy Compass Connecticut, LLC

  841 Winchester Rd, Norfolk Historic District, CT 06058
• 

  

  /23

  $1,150,000

  • 15 Beds
  • 5 Baths
  • 5,755 Sq Ft

  243 N Elm St, Torrington, CT 06790

  ATTENTION INVESTORS! Turnkey 5-unit income-producing property in the desirable north end of town with a 7.72% cap rate! This fully occupied AND FULLY UPDATED multi-family includes one spacious 2-bedroom unit, three well-designed 3-bedroom units, and one 4 bedroom unit all with functional layouts. Recent upgrades include a new heating system and water heaters (2021), a newer roof, updated heating

  Chris Carozza RE/MAX Right Choice

  243 N Elm St, Torrington, CT 06790
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  /37

  $1,295,000

  • 5 Beds
  • 4 Baths
  • 3,427 Sq Ft

  31 E Hyerdale Dr, Goshen, CT 06756

  An exceptional opportunity to experience one of Connecticut's most private lake communities-where refined living meets year-round recreation. This "like new" home is set on a coveted second-tier lot with tranquil water views and is just a short stroll to the clubhouse, marina, sandy beach, pool, and tennis courts. The open main level is ideal for entertaining, with a light-filled living and

  Stephen Drezen William Pitt Sotheby's Int'l

  31 E Hyerdale Dr, Goshen, CT 06756
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  /35

  $3,995,000

  • 5 Beds
  • 6 Baths
  • 5,940 Sq Ft

  8 Bayberry Hill, Roxbury, CT 06783

  Privately Sited on a Hill in the Midst of 31+ acres, this Elegantly Renovated 5,000+ sq ft Colonial Offers Panoramic Sunset Views and Exceptional Privacy. Graciously Proportioned Rooms Populate the Main Level & Include: a Vaulted-Ceiling Living Room with Fireplace, Paneled Library, Inviting Family Room, and a Spacious Eat-in Kitchen with Top-tier Appliances. The Refined Primary Suite Features a

  Graham Klemm Klemm Real Estate Inc

  8 Bayberry Hill, Roxbury, CT 06783
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  /39

  $3,295,000

  • 7 Beds
  • 9 Baths
  • 15,000 Sq Ft

  10 Sunny Ridge Rd, Washington, CT 06793

  Major estate with the highest standards of construction located within the Sunny Ridge historic district. Situated on 10 private, park-like acres with an over-sized heated pool, fabulous stonewalls, giant dining terraces, pond and orchard. 7+ bedrooms, Billiard room, screening room, paneled library, sunroom, new country kitchen, 100-person party room boasts a restaurant size bar, sound system and

  Peter Klemm Klemm Real Estate Inc

  10 Sunny Ridge Rd, Washington, CT 06793
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  /16

  $1,625,000

  • 5 Beds
  • 4 Baths
  • 3,676 Sq Ft

  51 Senff Rd, Washington, CT 06793

  Pristine 5-bedroom private home on scenic dirt road ideal for walking, jogging and biking. Magnificent design with 2 gas fireplaces, 2 over-sized wood decks overlooking the heated pool surrounded by endless summer hydrangea and 3 acres of lawns. The perfect location minutes from the center of Washington, the Mayflower and Winvian Inns & Spas.

  Peter Klemm Klemm Real Estate Inc

  51 Senff Rd, Washington, CT 06793
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  /39

  $3,680,000

  • 5 Beds
  • 8 Baths
  • 5,005 Sq Ft

  65 Hammertown Rd, Salisbury, CT 06068

  The post-and-beam residence showcases soaring ceilings and expansive windows that frame the spectacular landscape while highlighting the architectural character throughout. Natural materials-including local woods, native stone, and artisanal steel elements-create a sophisticated dialogue between interior spaces and the surrounding countryside. The heart of the main level features a grand Great

  Elyse Morris Elyse Harney Real Estate

  65 Hammertown Rd, Salisbury, CT 06068
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  /34

  $749,900

  • 7 Beds
  • 3 Baths
  • 3,486 Sq Ft

  39 S Main St, Winsted, CT 06098

  THREE PROPERTIES ONE PRICE!!! Includes single family, multi family & additional lot totaling 4.36 acres. 1. 3500 sq ft 2 family home featuring 1800's architecture including massive period correct windows, wrap around porch, beautiful stone foundation, and detached 2 car garage. 5 bed, 2 1/2 bath main house with 2 bed, 1 bath attic apartment, freshly updated. Brand new whole house natural gas

  RYAN HORVAY Smith & DeGroat Real Estate

  39 S Main St, Winsted, CT 06098
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  /39

  $14,000,000

  • 5 Beds
  • 8 Baths
  • 10,203 Sq Ft

  220 Tinker Hill Rd, Washington, CT 06777

  Stunning Modernist Villa with Panoramic Views. Featured in Architectural Digest in August 2007, this dramatic property sits on a hillside with some of the most sweeping and magical views of Lake Waramaug. It was designed by award-winning architect Steven F. Haas and is situated on 18+/- beautifully landscaped acres, romantically designed by the well-known landscape designer Renny Reynolds with a

  Peter Klemm Klemm Real Estate Inc

  220 Tinker Hill Rd, Washington, CT 06777
• 

  

  /23

  $345,000

  • 7 Beds
  • 3 Baths
  • 2,826 Sq Ft

  58 Berry St, Torrington, CT 06790

  Back on the market! This oversized two-family home presents an excellent opportunity for investors or owner-occupants looking to maximize rental income. With many updates including conversion of the third-floor into a brand new one bedroom living space featuring a brand-new kitchen and bathroom, much of the major work has already been completed. The third floor could potentially transform this

  Tiffany Maldonado The Bella Group, LLC

  58 Berry St, Torrington, CT 06790
• 

  

  /40

  $5,450,000

  • 5 Beds
  • 7 Baths
  • 6,261 Sq Ft

  11 Valley Rd, Lakeville, CT 06039

  Sprawling Lakeville Compound On 21+ Acres - This idyllic gathering place boasts a 5-bedroom, 7-bath 6,261 sq. ft. Main House and a 3-bedroom, 2-bath, 1,987 sq. ft. Guest House overlooking a Heated 55-ft. Gunite Pool. The Main House was designed by renowned architect Alan Wanzenberg and landscaped by award-winning designer Susan Child. This compound offers peaceful seclusion and convenient access

  Elyse Morris Elyse Harney Real Estate

  11 Valley Rd, Lakeville, CT 06039
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  /37

  $515,000

  • 5 Beds
  • 4 Baths
  • 5,016 Sq Ft

  55 Walnut St, Winsted, CT 06098

  Timeless Victorian with Endless Possibilities.Step into a piece of history with this stunning Victorian property, a landmark in the community and home to The Maloney Funeral Home since the early 1900's. Nestled in the TCR Zone, this versatile building offers a wealth of potential. The TCR Zone allows for accessory residential uses, community centers, family day care homes, single-family

  David Sartirana Northwest CT Realty

  55 Walnut St, Winsted, CT 06098

Showing Results 41 - 80, Page 2 of 3