Litchfield County CT Homes for Sale

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  /36

  $353,500

  • 3 Beds
  • 2 Baths
  • 1,324 Sq Ft

  195 Reaching Hill Rd, Winsted, CT 06098

  Beautifully remodeled and move-in ready, 195 Reaching Hill Rd in Winsted, CT features modern updates, comfort, and functionality throughout. This 3-bedroom, 2-bath conventional-style home sits on nearly one acre of land and showcases a bright open-concept layout with beautiful hardwood floors, a spacious living area, and a dedicated dining space with large sliding glass doors overlooking the

  Nicolle Estrella eXp Realty

  195 Reaching Hill Rd, Winsted, CT 06098
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  /33

  $274,900

  • 3 Beds
  • 1.5 Baths
  • 1,398 Sq Ft

  18 High St, Terryville, CT 06786

  *Highest and best offers due by Thursday 7/16 @ 12 PM Noon* Welcome to 18 High Street, a charming Colonial set on a gorgeous level half-acre lot in the heart of Terryville. Thoughtfully updated and filled with natural light, this home offers a flexible layout with three bedrooms, one full bath, and a convenient main-level half bath with laundry. The inviting eat-in kitchen features warm

  

  Storm Steinberg

  Carbutti & Co., Realtors

  18 High St, Terryville, CT 06786
• 

  

  

  /19

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,448 Sq Ft

  159 Riverside St, Oakville, CT 06779

  Welcome home to this adorable Cape-style gem, where timeless charm meets everyday comfort. From the moment you arrive, you'll be captivated by its inviting curb appeal, cozy atmosphere, and classic architectural details. Step inside to discover bright, welcoming living spaces filled with natural light, creating the perfect setting for relaxing evenings or entertaining. The thoughtfully designed

  Don Fabrizio-Garcia Fab Real Estate LLC

  159 Riverside St, Oakville, CT 06779
• 

  

  

  /40

  $375,000

  Open Sun 1PM - 3PM

  • 4 Beds
  • 2 Baths
  • 1,464 Sq Ft

  16 Dewey Ave, Terryville, CT 06786

  Welcome to 16 Dewey Avenue in the Terryville section of Plymouth! This Renovated 4-bedroom, 2-bath Cape offers the perfect blend of comfort, convenience, and opportunity to make it your own. The updated kitchen features granite countertops, stainless steel appliances, and a cozy eat-in dining area. The main level also includes a formal dining room, spacious living room, a first-floor bedroom, a

  

  Julie Luchina

  Coldwell Banker Realty

  16 Dewey Ave, Terryville, CT 06786
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  /33

  $379,000

  • 4 Beds
  • 1.5 Baths
  • 4,608 Sq Ft

  60 Northside Dr, Torrington, CT 06790

  Completely Renovated 4-Bedroom Colonial - Move-In Ready! Welcome to 60 Northside Drive, where classic 1925 charm meets a total top-to-bottom transformation. This 4-bedroom, 2-bath home has been completely redone and is ready for its next owner - just unpack and enjoy. Step inside to find a bright, reimagined interior featuring new flooring / refinished hardwoods throughout, fresh paint, updated

  Michael Zubretsky Venture One Realty

  60 Northside Dr, Torrington, CT 06790
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  /28

  $179,900

  • 2 Beds
  • 1.5 Baths
  • 1,040 Sq Ft

  165 Alice St Unit 7, Torrington, CT 06790

  Welcome to 165 Alice St Unit 7 in Torrington - a well-maintained 2-bedroom, 1.5-bath condo tucked away in a small complex with a peaceful wooded setting. Recent community improvements include a newly paved driveway, with new decks scheduled for installation this year. Inside, the unit features an updated kitchen with Quartz countertops, newer windows, and a hot water heater just one year old. The

  Courtney LeBlanc Dave Jones Realty, LLC

  165 Alice St Unit 7, Torrington, CT 06790
• 

  

  /19

  $150,000

  • Land
  • 6.18 Acres
  • $24,272 per Acre

  0 Ashley Rd Unit Lot 6, Winchester, CT

  Build Your Dream Retreat in Litchfield County! Escape the noise and pace of the city and discover 6.18 private wooded acres nestled in the scenic hills of Winchester, Connecticut. This approved 4-bedroom building lot offers the perfect opportunity to create a custom home or weekend retreat surrounded by nature, all within an easy drive of New York City and The Berkshires. Located just 200 yards

  Pascale Nejaime William Pitt Sotheby's Int'l

  0 Ashley Rd Unit Lot 6, Winchester, CT
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  /8

  $270,000

  • Land
  • 3.23 Acres
  • $83,591 per Acre

  Unlisted Address

  Nice open land , Driveway is roughed. Underground conduit for power is installed. Have maps. Nice open land , Driveway is roughed. Underground conduit for power is installed. Have maps

  John Sniffen William Pitt Sotheby's Int'l

  Unlisted Address
• 

  

  /21

  $258,000

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft

  10 Summit Ct, Woodbury, CT 06798

  Welcome home to this sun-filled end unit nestled in the highly desirable Woodlake condo community. Offering a perfect blend of comfort, style, and privacy, this beautiful property features nearly 1,200 square feet of thoughtfully designed living space. Step inside to find an inviting, spacious layout seamlessly connecting the main living areas, featuring 2 generously sized bedrooms and 2 full

  Adam Zak Century 21 Classic Homes

  10 Summit Ct, Woodbury, CT 06798
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  /40

  $325,000

  • 6 Beds
  • 3.5 Baths
  • 3,880 Sq Ft

  373 Main St, New Hartford, CT 06057

  6 bedroom 3.5 bathroom brick greek revival colonial next to town green w/4 bay detached garage & a 2 story brick carriage/barn house that has had recent masonry repairs. Fenced in yard, large back covered porch-master br suite w/walkin & full bath. Separate entranced apartment with kitchen,bath,lr/dr & 2 bedrooms this property will make a wonderful home or investment. All buyers and agents will

  Brandon Riley eXp Realty

  373 Main St, New Hartford, CT 06057
• 

  

  /24

  $469,900

  Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,988 Sq Ft

  Unlisted Address

  Newly Listed, This 3BR 2bath home isn't your average Raised Ranch, featuring a 20 ft. eat in kitchen, 19 ft. Family/dining rm. w/11ft.Vautled ceiling, palladium window arrangement & Sliding door w/access to a large private rear deck, nice living rm. w/8ft. bay window & oak floors, completing the main level is the main bath, 3brs with the primary Br with oak floors and a full bath. The lower level

  Michael Collins Coldwell Banker Realty

  Unlisted Address
• 

  

  /40

  $419,900

  • 6 Beds
  • 2.5 Baths
  • 2,072 Sq Ft

  231 Beechwood Ave, Torrington, CT 06790

  Prepare to be impressed by this absolutely stunning, fully renovated two-family home that truly checks every box. Whether you're an owner-occupant seeking luxury living with rental income or an investor looking for a turnkey property, this exceptional home delivers style, space, and functionality throughout. The first-floor unit has been beautifully updated and offers a bright, open-concept

  Sean Doran Social & Co Realty

  231 Beechwood Ave, Torrington, CT 06790
• 

  

  /15

  $849,900

  Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 2,804 Sq Ft

  17 E Bucks Rock Rd, New Milford, CT 06776

  Tucked away on a private 2.71-acre lot in the Lower Merryall area of New Milford, this home offers 4 bedrooms, 3 full baths, and 1 half bath. Highlights include an open floor plan, sunroom, pool with wrap-around deck, finished basement w/possible in-law suite. The property features a detached 3-car garage built in 1995 with a full apartment/ADU above, making this a fantastic opportunity to own a

  Chris Ferguson Keller Williams Realty

  17 E Bucks Rock Rd, New Milford, CT 06776
• 

  

  /15

  $179,900

  Coming Soon

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  407 Village Dr Unit 407, Torrington, CT 06790

  Welcome to East Farms Village, one of Torrington's most desirable condominium communities! This rare ground-level, single-floor 2-bedroom unit offers the ease of stair-free living in a peaceful, beautifully maintained setting. Move right in and enjoy numerous recent updates, including new kitchen cabinets, new appliances, new plumbing, fresh interior paint, and new carpeting. The bright, spacious

  Brandon Riley eXp Realty

  407 Village Dr Unit 407, Torrington, CT 06790
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  /38

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 2,293 Sq Ft

  321 Guerdat Rd, Torrington, CT 06790

  Welcome Home to this Charming Williamsburg Reproduction Cape built in 1990, set on a private, lightly wooded 1.07-acre lot. Step into the inviting foyer with slate flooring, a convenient half bath, and main-level laundry room before entering the country kitchen, featuring custom cabinetry, a large center island, and an open layout that flows into the living room with its stunning stone fireplace.

  Mary Mary LeBlanc Realty

  321 Guerdat Rd, Torrington, CT 06790
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  /36

  $325,000

  • 2 Beds
  • 1 Bath
  • 1,104 Sq Ft

  67 E Litchfield Rd S, Litchfield, CT 06759

  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

  Mustafa Muaremi Coldwell Banker Realty

  67 E Litchfield Rd S, Litchfield, CT 06759
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  /40

  $545,000

  • 3 Beds
  • 3.5 Baths
  • 2,805 Sq Ft

  82 Orchard Hill Rd, Harwinton, CT 06791

  WELCOME HOME! Completely redone in 2021 and the updates have continued into 2026, too many updates to list! This charming 3 bed, 3.5 bath 1950 home sits on 1.6 private acres and includes a a large pet friendly, fenced area directly off the back covered farmhouse style porch. Newer paver walkway and garage lighting. Inside cool off with central air (2021). Open concept with a newer granite kitchen

  Catherine Perkins LPT Realty - IConn Team

  82 Orchard Hill Rd, Harwinton, CT 06791
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  /38

  $335,000

  • 4 Beds
  • 3 Baths
  • 2,008 Sq Ft

  121 Railroad St, Canaan, CT 06018

  Excellent income-producing opportunity in the heart of North Canaan! This well-maintained three-unit multifamily property is connected to town water and town sewer, has separate utilities for each unit, and offers an ideal addition to any investment portfolio or an excellent owner-occupied opportunity. The property features two one-bedroom, one-bathroom apartments on the main level, providing

  Holly Leibrock Elyse Harney Real Estate

  121 Railroad St, Canaan, CT 06018
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  /40

  $625,000

  • 4 Beds
  • 2.5 Baths
  • 2,468 Sq Ft

  126 Martha Way, Thomaston, CT 06787

  Stunning transformation meets timeless and modernized old world charm in this lovingly maintained grand Colonial set on just over an acre in a private cul-de-sac neighborhood with a dramatic two-story foyer and upgraded walkway entry. Beautifully refinished hardwood flooring flows throughout the main level, where you'll find a warm and inviting living/family room with propane fueled fireplace, a

  Dawn Rousseau Showcase Realty, Inc.

  126 Martha Way, Thomaston, CT 06787
• 

  

  /22

  $289,777

  • 4 Beds
  • 2 Baths
  • 1,879 Sq Ft

  26 Harwinton Ave, Terryville, CT 06786

  Discover a classic twofamily home set on a spacious, level 0.58acre lot at 26 Harwinton Avenue - a versatile property offering comfort, convenience, and income potential. This wellmaintained multifamily residence features two separate units, providing an excellent opportunity for rental income or an owneroccupied setup. The home includes 4 total bedrooms and 2 full baths, offering flexibility for

  John Calabrese Better Living Realty, LLC

  26 Harwinton Ave, Terryville, CT 06786
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  /14

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,909 Sq Ft

  720 Main St, Winsted, CT 06098

  Where Opportunity Meets Lifestyle! Unlock the potential of this exceptional mixed-use property located in the heart of downtown Winsted. Positioned on a bustling Main Street with excellent exposure and constant pedestrian traffic, this property is an outstanding opportunity for entrepreneurs, investors, or anyone looking to combine business ownership with residential living. The street-level

  Arlene Gonzalez The Gonzalez Property Group

  720 Main St, Winsted, CT 06098
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  /32

  $389,900

  • 4 Beds
  • 2 Baths
  • 1,568 Sq Ft

  53 Broadview Heights, Thomaston, CT 06787

  You will be surprised at the amount of room in this ranch bungalow- this 3/4 bedroom home boasts 2 baths, gleaming hardwood floors and freshly painted interior - - many possibilities exist with the home sitting on .83 acres with large road frontage (possible sub-divide)a two story barn also exists on the property - ideal for private contractor-basement area finished with a full bath and room for

  Annette Marino Berkshire Hathaway NE Prop.

  53 Broadview Heights, Thomaston, CT 06787
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  /26

  $1,725,000

  • 4 Beds
  • 3 Baths
  • 2,100 Sq Ft

  461 Wells Hill Rd, Lakeville, CT 06039

  Timeless New England Charm on Coveted Wells Hill Road Dating to circa 1850, this beautifully preserved country home is a quintessential Lakeville retreat, blending historic character with the relaxed elegance of Litchfield County living. Set on two open, level acres and bordered by protected land, the property enjoys exceptional privacy, pastoral views, and a peaceful sense of permanence. Inside,

  John Panzer Elyse Harney Real Estate

  461 Wells Hill Rd, Lakeville, CT 06039
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  /36

  $849,999

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  208 Wood Creek Rd, Bethlehem, CT 06751

  Timeless New England Estate with Pond, Barns and 11.9 Scenic Acres Discover the perfect blend of historic charm, natural beauty, and modern comfort at this exceptional 11.9-acre estate in Bethlehem. At its heart is a historic sea captain's home, originally built in Mystic and thoughtfully relocated in 1961. Rich in character and architectural details, the residence has been enhanced with modern

  Judy Stebbins Houlihan Lawrence WD

  208 Wood Creek Rd, Bethlehem, CT 06751
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  /36

  $187,500

  • 2 Beds
  • 1.5 Baths
  • 1,136 Sq Ft

  220 Main St Unit 2H, New Hartford, CT 06057

  Welcome to River Run, where low-maintenance living meets the charm of a peaceful setting. This 2-bedroom, 1.1-bath townhouse has been freshly painted throughout and features new wall-to-wall carpeting, creating a clean and comfortable move-in-ready feel. The main level offers an easy flow from the kitchen into the dining area, then down into a spacious living room with sliders leading to a

  

  Marie Matta-Isona

  iVision Real Estate

  220 Main St Unit 2H, New Hartford, CT 06057
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  /33

  $899,000

  • 3 Beds
  • 2 Baths
  • 1,718 Sq Ft

  39 South St, Washington, CT 06793

  Nestled on 4.36 beautiful acres along one of Washington's most prestigious country roads, this charming Cape presents a rare opportunity to own in a neighborhood where exceptional estates command multi-million-dollar values. Whether enjoyed exactly as it is today or transformed over time, the true value lies in the remarkable setting, privacy, and long-term potential. The existing home offers

  

  Rebecca Doh

  W. Raveis Lifestyles Realty

  39 South St, Washington, CT 06793
• 

  

  /20

  $395,000

  • 3 Beds
  • 1.5 Baths
  • 1,711 Sq Ft

  401 Highland Ave, Torrington, CT 06790

  Beautifully maintained 6 room, 3 bedroom vinyl sided country cape. Hardwood floors throughout. Living room w/ wood burning fireplace. Main level primary bedroom w/ adjacent laundry room. New oil furnace. Central vac, well water and city sewer. 16'x15' ground level rear deck. Park-like grounds includes gazebo and 400 +/- sq.ft. storage barn. 2-car attached garage with walk-up storage area. Paved

  Marshall Cohen Cohen Agency

  401 Highland Ave, Torrington, CT 06790
• 

  

  /29

  $475,000

  • 3 Beds
  • 1 Bath
  • 1,680 Sq Ft

  39 Johnson Rd, Kent, CT 06757

  Charming Country Cottage in the Heart of Kent Tucked away on a peaceful private road just a short walk from the vibrant village of Kent. This charming country cottage offers the perfect blend of privacy, convenience, and classic New England character. Surrounded by picturesque meadows and mountain views and located near the scenic Housatonic River, this home provides a tranquil setting while

  Rebecca Ward William Pitt Sotheby's Int'l

  39 Johnson Rd, Kent, CT 06757
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  /37

  $190,000

  • 2 Beds
  • 1 Bath
  • 928 Sq Ft

  412 Main St Unit 4, Terryville, CT 06786

  Welcome to Pilgrims Landing, a private townhouse community tucked away in a peaceful wooded setting in Plymouth. This move-in-ready 2-bedroom condo features an updated kitchen with white cabinetry, granite countertops, and stainless steel appliances. The open living and dining area offers a cozy wood-burning fireplace and sliders leading to a private patio, perfect for relaxing or entertaining.

  Karen Woolley Agora Homes

  412 Main St Unit 4, Terryville, CT 06786
• 

  

  /40

  $325,000

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  10 Birch St, Terryville, CT 06786

  Welcome to 10 Birch Street, an updated ranch-style home offering the ease of one-floor living where thoughtful updates meet everyday comfort. This 3-bedroom, 2-bath home spans 1,248 sq ft, with an open living and dining area flowing into a bright, well-appointed kitchen, perfect for morning coffee or weekend gatherings. Out back, enjoy a private yard built for relaxing evenings and outdoor

  Ryan Raymond LPT Realty

  10 Birch St, Terryville, CT 06786
• 

  

  /23

  $185,000

  • 2 Beds
  • 1 Bath
  • 913 Sq Ft

  229 Bacon Pond Rd Unit 354, Woodbury, CT 06798

  Welcome to this highly sought after and rarely available upper end unit in Woodbury's charming and serene Town in Country condominium complex. This updated unit boasts a renovated kitchen and newer floors throughout the well-designed layout. The open concept kitchen, dining, and living room is perfect for everyday living and entertaining guests. Step through the slider doors onto a large balcony

  Matthew Amatruda Drakeley Real Estate, Inc.

  229 Bacon Pond Rd Unit 354, Woodbury, CT 06798
• 

  

  /39

  $1,290,000

  • 4 Beds
  • 2.5 Baths
  • 2,901 Sq Ft

  280 East St S, Goshen, CT 06756

  Galloway Farm is a one of a kind 1970's flat roof contemporary designed by Peter Dalton Morris that perfectly blends Breuer inspiration and modernist touches. On over 12 acres on a quiet road this property offers total privacy with open fields yet just minutes from the center of both Litchfield and Goshen. Drive up the driveway and around the circular drive and you're immersed in the properties

  Andrew Murphy E.J. Murphy Realty

  280 East St S, Goshen, CT 06756
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  /40

  $449,900

  • 4 Beds
  • 1.5 Baths
  • 2,022 Sq Ft

  12 Woolson St, Watertown, CT 06795

  Prepare to feel right at Home here at 12 Woolson Street. Full of character & meticulously maintained by its current owners, this Circa 1870 antique Colonial is so inviting & will speak to your senses. In the heart of Watertown & situated on a gorgeous acre lot w/access to a babbling brook (no flood ins) the grounds are truly a gardener's paradise. Lovers of nature will be drawn to the botanical

  Mirella D'Antonio William Raveis Real Estate

  12 Woolson St, Watertown, CT 06795
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  /40

  $499,000

  • 4 Beds
  • 3 Baths
  • 2,666 Sq Ft

  222 Old South Rd, Litchfield, CT 06759

  Located in the heart of the Litchfield Historic District and bordering White Memorial Conservation Center land - this 1889 gem is the perfect OPPORTUNITY for restoration and renovation. Whether you are an investor, preservation enthusiast or visionary - it is your chance to add value to an historic dwelling in one of the county's most sought after communities. Built in 1889 with all the charm of

  Jessica Travelstead W. Raveis Lifestyles Realty

  222 Old South Rd, Litchfield, CT 06759
• 

  

  /17

  $299,900

  • 3 Beds
  • 2 Baths
  • 2,005 Sq Ft

  19 Grace St, Torrington, CT 06790

  Bring your vision to 19 Grace Street, Torrington! This 2-family property presents an excellent opportunity for investors and owner-occupants alike. With one unit currently empty and the other occupied, the next owner can begin making improvements immediately while collecting rental income from the occupied unit. Offering plenty of upside, this property is ready for cosmetic updates that can

  Jithu Sajeevan Serhant Connecticut, LLC

  19 Grace St, Torrington, CT 06790
• 

  

  /11

  $895,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  96 Quail Run Rd, Woodbury, CT 06798

  QUAIL RUN On the cul de sac - 4 NEW HOMES ALL ON FLAT LOTS! They might be what you have been looking for - SMALLER & SMARTER new homes with PRICES TO MATCH. Beautiful 1 acre+ lots on shared common drives surrounded by 12 ACRES OF PRIVATE OPEN SPACE. This is QUINTESSENTIAL WOODBURY - Quiet, woodsy, and BEAUTIFUL! 2 homes IN CONTRACT, 1 home available for FALL DELIVERY and this new build to start

  Scott Volpe Coldwell Banker Realty

  96 Quail Run Rd, Woodbury, CT 06798
• 

  

  /35

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 1,872 Sq Ft

  34 Sherry Ln, New Milford, CT 06776

  This three-bedroom, two and one half-bathroom house offers approximately 1,872 square feet of living space on a 0.26-acre lot in the Candlewood Point Lake Community. The property features a level yard, and is walking distance to the community beach on Candlewood Lake. The home boasts a Colonial-style design with vaulted ceilings in the primary bedroom, creating a bright and spacious feel. The

  Raymond Poppe Coldwell Banker Realty

  34 Sherry Ln, New Milford, CT 06776
• 

  

  /38

  $250,000

  • 2 Beds
  • 1 Bath
  • 744 Sq Ft

  16 Sawyer Hill Rd, New Milford, CT 06776

  Restore. Reimagine. Create something truly special! Tucked away on a peaceful 1-acre lot with a picturesque babbling brook, this charming 1940 cottage offers an exceptional opportunity to complete a renovation already in progress. Whether you're looking for your next investment, weekend retreat, or a rewarding restoration project, the groundwork has already begun. This 2-bedroom, 1-bath home

  Sandra Juliano Berkshire Hathaway NE Prop.

  16 Sawyer Hill Rd, New Milford, CT 06776
• 

  

  /35

  $410,000

  • 3 Beds
  • 1.5 Baths
  • 1,396 Sq Ft

  24 Zappula Dr, Torrington, CT 06790

  Move right into this well-maintained raised ranch located on the desirable west end of Torrington! This inviting home offers 3 bedrooms, 1 full and 1 half baths, and 1,396 square feet of comfortable living space. The bright and functional layout provides plenty of room for everyday living and entertaining, with two skylights that add beautiful light throughout. Enjoy the added benefit of an

  Ryley Chabre Berkshire Hathaway NE Prop.

  24 Zappula Dr, Torrington, CT 06790
• 

  

  /40

  $595,500

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft

  27 Maggie Ct, Terryville, CT 06786

  Beautifully maintained 4-bedroom, 2.5-bath Colonial offering picturesque views of Lake Winfield from its desirable cul-de-sac location in one of Terryville's most sought-after neighborhoods. Complete with a 2-car garage, this move-in-ready home offers the perfect blend of comfort, space, and everyday convenience. The spacious floor plan features generous room sizes and a layout designed for both

  Carmelina Riccitelli Coldwell Banker Realty

  27 Maggie Ct, Terryville, CT 06786

Showing Results 41 - 80, Page 2 of 18