Litchfield County CT Homes under $300,000

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  /20

  $260,000

  • 4 Beds
  • 1 Bath
  • 1,344 Sq Ft

  106 Augusta St, Oakville, CT 06779

  Discover the potential in this cape cod style home featuring 4 bedrooms, including a main floor master bedroom. Enjoy the expansive open concept living room and dining room combo, perfect for entertaining! This home is adorned with hardwood floors throughout and full of charm. Situated on a corner lot, there is plenty of room for a garden, picnics and yard games, as this home boasts a large level

  

  Susan Woodfield

  Showcase Realty, Inc.

  (860) 845-6017

  106 Augusta St, Oakville, CT 06779
• 

  

  /2

  $249,900

  • Land
  • 24 Acres
  • $10,553 per Acre

  6 Tulip Tree Ln, Bethlehem, CT 06751

  Builders take notice of Tulip Tree Village Condominium Complex in Southern Bethlehem! 4-6 plots available for freestanding residential homes! Owner will sell as a package or staggered sales over time. Owner financing possible with qualified builder. Cul de sac community with existing homes and the 4-6 additional home sites that are currently for sale. Maps attached!

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (203) 587-3050

  6 Tulip Tree Ln, Bethlehem, CT 06751
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  /2

  $249,900

  • Land
  • 1.98 Acres
  • $126,212 per Acre

  Lot#21 Bella Vista Dr, Watertown, CT 06795

  Location Location!!! This Is The Last Lot in this Subdivision and Boy It's a Real Nice One with Amazing Views in both Directions. 1.98 Acre Approved Building Lot with 208 feet of road frontage. This lot is cleared and ready to Go Build your Dream House or Ask us to Build it for you. We Have several House plans and Builders. Underground utilities, Well and Septic required. Don't miss out your

  

  Ken Demirs

  Regency Real Estate, LLC

  (860) 854-3050

  Lot#21 Bella Vista Dr, Watertown, CT 06795
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  /9

  $259,000

  • Land
  • 0.93 Acre
  • $278,495 per Acre

  4 Stone Oak Dr, New Milford, CT 06776

  Build your dream home on this beautiful .93-acre lot nestled in one of New Milford's most desirable high-end subdivisions. Enjoy peace and privacy on a quiet cul-de-sac, while being just minutes from town amenities, shopping, and schools. This prime location offers breathtaking sunset views and the perfect setting for a custom home (minimum 3,000 sq ft). Design any floor plan that fits your needs

  

  Tara Hegarty

  Hegarty & Co Real Estate

  (860) 364-6887

  4 Stone Oak Dr, New Milford, CT 06776
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  /4

  $299,900

  • Land
  • 23 Acres
  • $13,282 per Acre

  0 Queens Rd, Torrington, CT 06790

  This exceptional 22.58-acre lot presents a unique and lucrative opportunity for developers and investors looking to capitalize on the growing demand for residential living spaces. Perfectly zoned for apartment complexes, this expansive property offers the ideal setting for a premier residential development in an area poised for growth and revitalization. The lot's generous size and zoning

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 854-3236

  0 Queens Rd, Torrington, CT 06790
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  /5

  $249,900

  • Land
  • 50 Acres
  • $4,998 per Acre

  65 Meyers Rd, Terryville, CT 06786

  50 acres with subdivision potential. A residentially zoned parcel with mostly dry land makes this ideal for a subdivision in the r 40 residential zone. Conveniently located close to route 8 yet tucked away from all the craziness of everyday life. Many possibilities include building your dream home or a multi-home compound for all who are close. A perfect location for hunters or those that want to

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (860) 852-6192

  65 Meyers Rd, Terryville, CT 06786
• 

  

  /23

  $257,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 1.5 Baths
  • 1,161 Sq Ft

  21 Wishing Well Ln Unit 21, New Milford, CT 06776

  Welcome to this stunning end unit townhouse built in 2008. This two-bedroom, 1.5 bathroom unit, located in the desirable Wishing Well Mews, is sure to provide a sense of privacy and serenity. Unit is clean and ready to move in. As you enter, you're greeted by an open-concept main floor with luxury vinyl floors and oversized windows that fill the home with tons of natural light. The kitchen

  April Furey Keller Williams Realty Prtnrs.

  21 Wishing Well Ln Unit 21, New Milford, CT 06776
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  /20

  $272,900

  • 2 Beds
  • 2.5 Baths
  • 1,235 Sq Ft

  96 Berkshire Oval Unit 96, Torrington, CT 06790

  Well maintained, sought-after 2 bedroom Townhouse in the Fairways! This home features an updated Kitchen with new counter tops. Open living room/dining area with a fireplace & slider to the deck. The upper level has 2 bedrooms each with their own full bath & ample closet space. The laundry is conveniently located upstairs and the washer and dryer are included. The lower level has a 2 car tandem

  Colleen Rodger The Washington Agency

  96 Berkshire Oval Unit 96, Torrington, CT 06790
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  /16

  $295,000

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft

  3 Chase Hill Rd, Kent, CT 06757

  Wonderful cape on a level lot in a quiet neighborhood. Eat in kitchen with lots of light. Cozy and charming, this lovely home is close to town but on a quiet street. Normal staircase up to a large, unfinished attic with huge potential. Oak floors throughout, with a pine floor in the bathroom. Two bedrooms, one bath, and a lovely yard, this little gem has so much to offer.

  Deborah Bain Bain Real Estate

  3 Chase Hill Rd, Kent, CT 06757
• 

  

  /23

  $274,900

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

  246 Torringford St, Torrington, CT 06790

  This Solid Well Maintained Eastside house can use some updating and personal touches to make it your home. Property already has a New Roof, (2024 with Transferable Warranty), Newer Mechanicals and Hot Water Heater, (2015), Nice Floorplan with Original Oak Hardwood Floors, Large kitchen, 4 bedrooms and 2 full baths, (one on each floor), Private Well and City Sewer. Lovely .34 acres boasting a

  Susan Belmonte Coldwell Banker Realty

  246 Torringford St, Torrington, CT 06790
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  /31

  $299,999

  • 3 Beds
  • 1.5 Baths
  • 1,580 Sq Ft

  42 Seminole Rd, Watertown, CT 06795

  Discover the potential in this 3-bedroom, 1-bath ranch-style home located in the desirable Lake Winnemaug community. This home offers 1,060 +/- SF of main living area plus 520 +/- SF of finished lower level with potential for another half bathroom plus the two-car attached garage. Set on four tax lots totaling 0.62 +/- acres, there is plenty of open yard space or possible subdivision (subject to

  Zachary Burksa Advise Realty Services

  42 Seminole Rd, Watertown, CT 06795
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  /34

  $270,000

  • 2 Beds
  • 1.5 Baths
  • 1,115 Sq Ft

  112 Beard Dr Unit 112, New Milford, CT 06776

  This well-maintained community offers fantastic amenities, including a clubhouse, in-ground pool, fitness center, and mail room. Step into this bright and sunny unit featuring a spacious loft, a generous living area with a cozy fireplace, and an eat-in kitchen that opens to a private deck. The primary bedroom includes a full en-suite bath and a walk-in closet. The unit was freshly painted just

  Diana Newbert William Raveis Real Estate

  112 Beard Dr Unit 112, New Milford, CT 06776
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  /35

  $270,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 1 Bath
  • 1,201 Sq Ft

  22 Merrimac St, Oakville, CT 06779

  Quintessential, Prestigious, 4 bedroom, 1200sf+ Sprawling Classic Colonial in desirable central Watertown Location. This enchanting, cozy abode offers an inviting eat-in kitchen w/ abundant cabinet space and walkout access to private deck, a generous formal dining room which adorns built in shelving and generations old hardwood flooring. The Cavernous hardwood drenched family room is flushed with

  Jason Malagutti Regency Real Estate, LLC

  22 Merrimac St, Oakville, CT 06779
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  /38

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,412 Sq Ft

  148 Hillside Ave, Torrington, CT 06790

  Welcome to this move-in ready 3-bedroom, 2-bathroom home offering comfort, functionality, and value. Built in 1925, this charming conventional-style property spans 1,412 square feet and sits on a generous 17,424 sq ft lot. With 6 total rooms, the layout provides spacious living areas complemented by a full basement-perfect for storage or future expansion. The home is heated by efficient

  Alex King Lock and Key Realty, Inc

  148 Hillside Ave, Torrington, CT 06790
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  /40

  $275,000

  • 3 Beds
  • 3 Baths
  • 1,138 Sq Ft

  3 Small St, Terryville, CT 06786

  Great opportunity to own a home with potential in the heart of Terryville! This 3-bedroom property offers solid bones and a flexible layout, ready for your personal touch. With a bit of TLC, you can transform this into a charming residence or investment property. Located on a quiet street with easy access to local amenities, schools, and parks. To be sold as is and subject to probate. Don't miss

  Sam Pisacreta Realty ONE Group Connect

  3 Small St, Terryville, CT 06786
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  /10

  $269,500

  • 3 Beds
  • 1.5 Baths
  • 1,267 Sq Ft

  27 Club Ln, Terryville, CT 06786

  Please DO NOT DISTURB the occupant. Contact with occupants is prohibited. Discover the potential of this Cape Cod-style home, ideally located within walking distance to scenic Fall Mountain Lake. Offering just over 1,200 square feet of living space, this residence features 3 spacious bedrooms and 1.5 bathrooms, providing a comfortable layout for everyday living. Enjoy the convenience of

  Jonathan Gineo Silver and Oak Realty

  27 Club Ln, Terryville, CT 06786
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  /28

  $209,000

  • 3 Beds
  • 1 Bath
  • 1,041 Sq Ft

  529 New Litchfield St, Torrington, CT 06790

  A single family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!

  Thomas Mele Dorrance Realty

  529 New Litchfield St, Torrington, CT 06790
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  /8

  $200,000

  • Land
  • 7 Acres
  • $29,112 per Acre

  0 Sally Burr Rd, Litchfield, CT 06759

  Prime land to build 1 of 2 homes at the end of Sally Burr Road in Litchfield. There are 2 buildable lots on the 6.87 acres of land border by a land trust. Available for your review is the Site Development Plan, the Construction Notes and Details and the Sedimentation and Erosion Control Plan.

  Don Orsini Don Orsini Realty, LLC

  0 Sally Burr Rd, Litchfield, CT 06759
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  /10

  $249,000

  • 4 Beds
  • 1,728 Sq Ft

  129 Calhoun St, Torrington, CT 06790

  Charming two-family home located in the heart of downtown, offering an incredible investment or owner-occupant opportunity. This well-maintained property features two spacious units, each with its own private entrance and classic architectural details. A detached garage provides convenient off-street parking, while a partially finished attic offers exciting potential to be converted into a third

  John Papp The Bella Group, LLC

  129 Calhoun St, Torrington, CT 06790
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  /32

  $299,900 Open Sun 12PM - 2PM

  • 5 Beds
  • 2 Baths
  • 2,631 Sq Ft

  210 New Litchfield St, Torrington, CT 06790

  Welcome to this exceptional and meticulously maintained 2-family home situated on a spacious, level lot. Offering over 2,600 square feet of living space, this property is perfect for both owner-occupants and savvy investors alike! The first-floor unit features a generously sized 3-bedroom, 1-bath layout with a welcoming, well-cared-for interior that speaks to years of attentive ownership. The

  Ryan Newport William Raveis Real Estate

  210 New Litchfield St, Torrington, CT 06790
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  /22

  $229,000 Open Sun 11AM - 1PM

  • 2 Beds
  • 1 Bath
  • 860 Sq Ft

  1 Canterbury Arms, New Milford, CT 06776

  Welcome to one level ranch-style living...no steps! End unit with dedicated parking spot right at your front door. Renovated two bedroom one bath unit features kitchen with stainless appliances, quartz countertops, abundant cabinet space and a center isle. Open floor plan combines living room and dining area. MBR with beautiful walk-in closet. Spacious second bedroom . Laundry located steps away

  George Mclean William Raveis Real Estate

  1 Canterbury Arms, New Milford, CT 06776
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  /12

  $299,900

  • 5 Beds
  • 3 Baths
  • 2,810 Sq Ft

  375 N Elm St, Torrington, CT 06790

  This 3 family home is being offered "as is" where is. The first and second floor units each have 2 bedrooms and 1 Full bath. They are occupied by long term tenants. The 3rd floor is currently vacant and ready for a new tenant. There is a 2 car garage and off street parking for a total of 6 cars. The house is located next to a school and playground. The mechanicals of the house and the interior

  Rosemary Jacob Borla & Associates Real Estate

  375 N Elm St, Torrington, CT 06790
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  /30

  $280,000

  • 2 Beds
  • 2.5 Baths
  • 1,316 Sq Ft

  48 Clubhouse Dr, Woodbury, CT 06798

  Nestled in a serene, nature-filled setting and just a short walk to the pond, this beautifully maintained townhome offers comfort, space, and convenience in the sought-after Woodlake community. The main level features a bright kitchen with breakfast bar, a dining area lined with windows, and a cozy office nook. Step out onto your private, wooded deck-ideal for relaxing or entertaining. The living

  Taylor O'Keefe Drakeley Real Estate, Inc.

  48 Clubhouse Dr, Woodbury, CT 06798
• 

  

  /17

  $249,900

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  58 Doman Dr, Torrington, CT 06790

  Explore a great opportunity at 58 Doman Dr, Torrington, CT, a well-located half duplex. This 2-bedroom, 1.5-bath home (~1,100 sq. ft.) features a spacious living room, large eat-in kitchen, and convenient half bath on the first floor, with two comfortable bedrooms and a remodeled full bath upstairs. The partial unfinished basement includes laundry space, and the attached 1-car garage offers

  Douglas Ledewitz Pulse Realty LLC

  58 Doman Dr, Torrington, CT 06790
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  /33

  $259,900

  • 3 Beds
  • 1 Bath
  • 840 Sq Ft

  547 Charles St, Torrington, CT 06790

  Welcome to this charming 3-bedroom Cape nestled in a quiet Torrington neighborhood. Thoughtfully maintained and move-in ready, this home features a bright and functional layout with stainless steel appliances in the kitchen and a new boiler for added peace of mind. Step outside onto the Trex deck and enjoy your morning coffee or summer BBQs overlooking the spacious, fully fenced backyard-perfect

  Michael Bachmann Houlihan Lawrence WD

  547 Charles St, Torrington, CT 06790
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  /32

  $239,900

  • 3 Beds
  • 2 Baths
  • 1,342 Sq Ft

  144 Spyglass Ct, Torrington, CT 06790

  Nestled at the Far End of the Fairways at Torrington Condo Complex, You Can Enjoy the Solitude that Comes with This Condo's Location! Sit on your side deck looking at the woods and watch Amazing Sunsets and hear the Sounds of Mother Nature surrounding your home. One Step Inside and You'll Fall in Love with The Open Flow Between the Spacious Sun-Filled Living Room and Dining Area. This Home Offers

  Bethany Lydem Stone Crest Realty LLC

  144 Spyglass Ct, Torrington, CT 06790
• 

  

  /20

  $259,900 Open Sun 11AM - 12:30PM

  • 3 Beds
  • 1 Bath
  • 1,334 Sq Ft

  22 Curtice St, Winsted, CT 06098

  Step into timeless elegance with this beautifully updated colonial-style home, where classic charm meets modern convenience. Gleaming hardwood floors flow seamlessly throughout the main living areas, creating a warm and inviting atmosphere. The fully renovated kitchen is a chef's dream, featuring premium finishes, sleek countertops, and top-of-the-line appliances. Upstairs, you'll find spacious

  Terence Dominick Complete Real Estate

  22 Curtice St, Winsted, CT 06098
• 

  

  /21

  $299,900 Open Sun 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 1,350 Sq Ft

  21 Roosevelt Ave, Torrington, CT 06790

  Vintage charm and old-world style come together in this bright, 1910 colonial home, just a short walk to downtown. It has efficient gas heat, an ample front porch, a traditional floorplan and more. This home has a surprisingly large walk-up attic, which includes an additional semi-finished room. There is a long driveway for off street parking and a gigantic level backyard that is the envy of the

  Douglas Yeomans Higgins Group Bedford Square

  21 Roosevelt Ave, Torrington, CT 06790
• 

  

  /33

  $300,000

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  129 Housatonic Ave, New Milford, CT 06776

  Cute as a button with brand new mini split system for heating and cooling!! This charming cape has been cherished by its current owners for nearly 50 years. Their pride and love for the home are evident in the custom woodwork found throughout the house. The home features 2 bedrooms and 1 1/2 bathrooms and is conveniently located close to downtown New Milford, offering easy access to shops,

  Julie Hartmann Coldwell Banker Realty

  129 Housatonic Ave, New Milford, CT 06776
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  /32

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  12 Wood Ct, Terryville, CT 06786

  Oversize cape cod with 8 rooms, 3 bedrooms, 2 full baths, dining room, living room and oversized kitchen. On a second Level with all rooms new carpets. This very well taken cared home is located in the heart of Terryville located on a very quiet cul-de-sac. Roof has been recently replaced. Basement access by outside door or Bilco door. Great opportunity to own this home full of charm.

  Fernando Barreiro Weichert REALTORS Briotti Group

  12 Wood Ct, Terryville, CT 06786
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  /26

  $289,900

  • 2 Beds
  • 2 Baths
  • 1,612 Sq Ft

  145 Old Farms Rd Unit 145, Torrington, CT 06790

  Welcome home to this rare find at 145 Old Farms Road at Lakeridge! Do you love nature? At Lakeridge is a year-round nature lover's community. Featuring some awesome amenities, walking and hiking trails, indoor/outdoor pools, skiing, kayaking, canoeing and last but not least a pickleball court. This townhouse has been completely remodeled. The attention to details like the light fixtures, flooring

  Dennisse Rivera Kempf-Vanderburgh Realty

  145 Old Farms Rd Unit 145, Torrington, CT 06790
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  /33

  $249,500

  • 2 Beds
  • 2 Baths
  • 1,154 Sq Ft

  213 Ledge Dr Unit 213, Torrington, CT 06790

  COMPLETELY RENOVATED AND REMODELED FROM TOP TO BOTTOM! Welcome to this stunning, top-to-bottom renovated townhouse where every detail has been thoughtfully designed and masterfully executed. Located in the gated community of Lakeridge, this home offers the perfect blend of luxury, comfort, and resort-style living. Step inside to discover a bright, open-concept layout filled with natural light

  Lemon DeLucia Coldwell Banker Realty

  213 Ledge Dr Unit 213, Torrington, CT 06790
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  /10

  $235,000

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  130 Stanton Ave, Winsted, CT 06098

  Step right into effortless living with this charming 2bedroom ranch-style home, nestled right in town and wrapped in durable, lowmaintenance vinyl siding. As you approach, you'll appreciate the tidy curb appeal and generous driveway-perfect for guests or extra vehicles. Inside, an open concept living and dining area welcomes you with abundant natural light and easy flow, ideal for both everyday

  David D'Amore Northwest CT Realty

  130 Stanton Ave, Winsted, CT 06098
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  /9

  $222,500

  • 3 Beds
  • 1.5 Baths
  • 976 Sq Ft

  1 Hamill Dr, Winsted, CT 06098

  Good bones! Good location! Good opportunity! Every room in this home needs your touch! Great opportunity to build sweat equity if your handy and can do some of the work yourself! The yard also needs work. Present homeowner envisioned bringing in some fill to grade the yard back behind the home. Right now it drops off and so only a little around the house is usable. It could be nice! So if your

  Nancy Bard Bard Real Estate, LLC

  1 Hamill Dr, Winsted, CT 06098
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  /25

  $299,000

  • 3 Beds
  • 1.5 Baths
  • 1,336 Sq Ft

  180 Williamson Cir, Oakville, CT 06779

  A well-maintained 3 bed, 1.5 bath single-family home in a great neighborhood is hitting the market soon! Featuring a formal living room, large eat-in kitchen, cozy family room, hardwood floors, totaling 1,336 sq.ft. of heated living space. Fenced-in yard with covered patio and shed, plus a 1-car garage.

  Kentrell Brown eXp Realty

  180 Williamson Cir, Oakville, CT 06779
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  /24

  $294,900

  • 3 Beds
  • 1 Bath
  • 1,304 Sq Ft

  58 Litchfield St, Thomaston, CT 06787

  Step into this beautifully renovated 3-bedroom, 1-bathroom home, offering comfort, character, and modern updates throughout. Located in charming Thomaston, this move-in-ready home is designed for easy living and relaxed entertaining. The updated kitchen features trendy shaker-style cabinets, a classic farmhouse sink, and a clean, contemporary feel. Enjoy the convenience of a first-floor bedroom

  Tammy Powling Coldwell Banker Realty

  58 Litchfield St, Thomaston, CT 06787
• 

  

  /9

  $219,000

  • 2 Beds
  • 1 Bath
  • 995 Sq Ft

  699 Main St, Watertown, CT 06795

  Check out this two bedroom home in the Oakville section of Watertown that's ready for you! It has been renovated inside providing a spacious kitchen with plenty of room for gathering. It has a cozy layout for comfort. This home has a small backyard that with some work will be great for family time. There is plenty of space for more than 2 vehicles to park if needed. The side yard gives more space

  Judy White THE CONNECTICUT AGENCY LLC

  699 Main St, Watertown, CT 06795
• 

  

  /16

  $285,000

  • 3 Beds
  • 1.5 Baths
  • 1,752 Sq Ft

  85 Bradford Rd, Torrington, CT 06790

  This home has a lot to offer. The driveway is just a couple years old. The siding, roof, gutters and storm doors were all replaced about 11-13 years ago. This raised ranch gets so much sun light, it keeps the rooms nice and bright for most of the day. The 2 rooms in the finished lower level could be used as a 4th bedroom, office, playroom, den or rooms for extra storage. The 1 car garage will

  Kristi Houle Nadeau Bottom Line Realty

  85 Bradford Rd, Torrington, CT 06790
• 

  

  /23

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft

  153 Maplewood Ave, Torrington, CT 06790

  Welcome to 153 Maplewood, a charming 3-bedroom Cape offering a warm and inviting layout with over 1,200 sq ft of finished living space. The main level features an open floor plan with a spacious living area that flows seamlessly into the kitchen, as well as a full bath and a main-floor bedroom-ideal for guests or convenient one-level living. Step out onto the 20' x 12' deck and enjoy sweeping

  David Sartirana Northwest CT Realty

  153 Maplewood Ave, Torrington, CT 06790
• 

  

  /34

  $245,000

  • 2 Beds
  • 2 Baths
  • 1,612 Sq Ft

  423 Trailsend Dr Unit 423, Torrington, CT 06790

  If you have chosen to live in the Lakeridge community, you must see this serene, desirable end unit where nature is invited in from every window. This one of a six home cluster offers soothing views and privacy inside and outside on its expanded deck. Better yet, the location, adjacent to the West Lodge, nestles this home in a beautiful part of the development. Renovated with features awaiting

  Carol York For Sale By Owner Connecticut

  423 Trailsend Dr Unit 423, Torrington, CT 06790

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