Northwest Hills Planning Region, CT Homes for Sale

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  /10

  $2,495,000

  • Land
  • 72.48 Acres
  • $34,423 per Acre

  0 Joray Rd, Sharon, CT 06069

  Unrivaled Hilltop Estate Site. Perched Atop One of Connecticut's Highest Peaks, this Exceptional 72+ Acre Parcel Offers Sweeping, Panoramic Catskill Views. A Gentle Rise from a Quiet Secondary Town Road Leads to a Dramatic Plateau with Expansive Western Exposures-an ideal Setting for a Premier Country Retreat. Abuts National Audubon Land on 2-Sides. Simply Exceptional.

  Graham Klemm Klemm Real Estate Inc

  0 Joray Rd, Sharon, CT 06069
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  /40

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 2,264 Sq Ft

  107 S Colman Rd, Wolcott, CT 06716

  Well maintained Colonial in desirable location. Interior freshly painted. Hardwood floors refinished. New granite counters. Many upgrades! 3 bedrooms 2.5 bathrooms updated in 2021. Finished lower level with New Laminated flooring, possible in-law with walk-out and separate entrance. Corner lot. New roof 2022. New high efficiency Goodman furnace 2022.

  SHARON CAPALDO Klemm Real Estate Inc

  107 S Colman Rd, Wolcott, CT 06716
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  /20

  $289,000

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft

  431 Trailsend Dr Unit 431, Torrington, CT 06790

  Beautiful Sundown model in excellent condition. Mostly oak hardwood flooring throughout and all new Andersen windows. End unit with large expanded deck with view of woods. Kitchen has upgraded stainless steel appliances. Centrally air conditioned unit and within close proximity to the West Lodge. Open year round, the West Lodge has an indoor heated pool, three indoor tennis courts & pickle ball,

  MARY CLANCEY William Pitt Sotheby's Int'l

  431 Trailsend Dr Unit 431, Torrington, CT 06790
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  /18

  $289,000

  • 3 Beds
  • 2.5 Baths
  • 1,498 Sq Ft

  94 Farrell Rd, Waterbury, CT 06706

  Welcome to this bright and inviting home in Waterbury, offering a wonderful opportunity to create the space you've always envisioned. Freshly painted throughout, the home features a clean, modern feel with abundant natural light that fills every room. The interior provides a blank canvas, allowing the new owner to personalize the finishing touches to match their style. A unique highlight is the

  Leticia Rodriguez Casa Mia Realty Corporation

  94 Farrell Rd, Waterbury, CT 06706
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  /39

  $800,000

  • 4 Beds
  • 4.5 Baths
  • 5,729 Sq Ft

  341 High Street Extension, Thomaston, CT 06787

  Hidden Estate at High Street: A private Litchfield County retreat offering relaxed country living with exceptional versatility. This secluded country estate features fantastic outdoor spaces, 5 bedrooms, 6 baths, 12x24 salt water fountained pool, pool house and 2 studio apartments. Boasting 4,291 sq ft on 3.69 acres, this secluded oasis is the perfect hideaway to relax and refresh. The heart of

  Patricia Guarantano William Pitt Sotheby's Int'l

  341 High Street Extension, Thomaston, CT 06787
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  /5

  $950,000

  • 3 Beds
  • 2 Baths
  • 1,614 Sq Ft

  137 Davenport Rd, Roxbury, CT 06783

  INCREDIBLE OPPORTUNITY TO OWN IN THE PAINTER HILL RD AREA OF ROXBURY! This 1,600 sq ft, 3-bedroom, 2-bathroom Ranch home with a 2-car garage sits on a sun-filled, gently sloping lot with tremendous potential for the new Homeowner. The home will be a Complete REMODEL with Separate Driveway. . The septic was last pumped September 2025, and annual taxes are just $3,851. Renovation by Design Builders

  Lisa Provino The Provino Group LLC

  137 Davenport Rd, Roxbury, CT 06783
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  /39

  $255,000

  • 2 Beds
  • 1 Bath
  • 1,072 Sq Ft

  212 Lake Ave, Bristol, CT 06010

  I was amazed at how much space this house has the first time I toured it. It just seemed to keep going and going! Are you looking for storage? It's got it, with not one, but 2 sheds plus ample space in the basement. Do you need flex space for a home office, play room, gaming, man-cave or she-shed? Ok, it's got that too with a large, partially finished section of the basement AND a room on the

  Richard Johnson White Hat Realty, LLC

  212 Lake Ave, Bristol, CT 06010
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  /24

  $439,900

  • 3 Beds
  • 1 Bath
  • 1,602 Sq Ft

  75 Hi View Rd, Riverton, CT 06065

  LOCATION IS EVERYTHING!!!!!!!Charming Ranch Retreat with Endless Potential Welcome to this beautifully built 3-bedroom ranch offering the ease of one-level living, a desirable open floor plan, and the opportunity to make it truly your own. The spacious living and dining areas flow seamlessly together, creating the perfect setting for everyday living and entertaining. Warm hardwood floors add

  Suzie Larson Turning Point Realty, LLC

  75 Hi View Rd, Riverton, CT 06065
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  /3

  $300,000

  • Land
  • 2.34 Acres
  • $128,205 per Acre

  0 Farmwood Rd, Waterbury, CT 06704

  Open Lot with Great Opportunity to Build! Drive by and view today!

  Levi Judqin Brass Moon Realty

  0 Farmwood Rd, Waterbury, CT 06704
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  /35

  $518,000

  $12K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,039 Sq Ft

  48 Cedar Ave, Wolcott, CT 06716

  Welcome to this move-in ready 3-bedroom raised ranch, ideally situated on a quiet dead-end street. Upon entering, you'll immediately notice the impressive vaulted ceilings, beautiful oak flooring, and bright, open living space. The stunning kitchen is the heart of the home, featuring white cabinetry, quartz countertops, a luxury tile backsplash, and a large center island perfect for entertaining

  David Aurigemma Regency Real Estate, LLC

  48 Cedar Ave, Wolcott, CT 06716
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  /36

  $339,000

  $20K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,104 Sq Ft

  57 Glen Eagle Dr, Bristol, CT 06010

  Welcome to 57 Glen Eagle Drive, Bristol! This spacious and well-maintained home offers comfortable living in a desirable neighborhood. Featuring generous living spaces filled with natural light, this property provides the perfect blend of functionality and charm. The inviting layout includes a bright kitchen, spacious bedrooms, and ample storage throughout. Step outside to enjoy the private yard,

  Thomas Mele Social & Co Realty

  57 Glen Eagle Dr, Bristol, CT 06010
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  /40

  $385,000

  • 2 Beds
  • 2.5 Baths
  • 2,108 Sq Ft

  12 Spindle Hill Rd Unit 2C, Wolcott, CT 06716

  Lake life awaits you at this gem of a home at 12 Spindle Hill Rd in Wolcott! Situated on a serene and private lake in the Arrowhead by the Lake complex, this gorgeous 2 bed, 2.5 bath townhouse will wow you with it's many amenities and quality of living. The complex is right on the lake, with beach rights, a gazebo and a massive clubhouse that is fully furnished with full kitchen & restrooms that

  Nicholas Greene eXp Realty

  12 Spindle Hill Rd Unit 2C, Wolcott, CT 06716
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  /9

  $69,999

  • Land
  • 19,602 Sq Ft
  • $155,553 per Acre

  144 S Riverside Ave, Plymouth, CT 06786

  Development opportunity on 146 and 144 S Riverside Ave in Pequabuck (Bristol), CT. This versatile parcel offers multiple potential uses in an area where the town has shown strong support for new development, including multifamily residential. City sewer and Connecticut Water are available in the street, providing convenient access to utilities for future improvements. According to FEMA mapping,

  Alex King Lock and Key Realty, Inc

  144 S Riverside Ave, Plymouth, CT 06786
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  /40

  $449,500

  Open Sun 12PM - 2PM Pre-Foreclosure

  • 4 Beds
  • 2.5 Baths
  • 2,183 Sq Ft

  48 Lardner Rd, Bristol, CT 06010

  This beautifully remodeled home blends timeless charm with modern updates, offering 2,183 square feet of thoughtfully designed living space. The remodeled kitchen is designed for both everyday living and entertaining, featuring a large granite island, brand-new stainless steel appliances, and abundant cabinet space. Just off the kitchen, a bright and airy sunroom filled with windows provides the

  Amber Segetti RE/MAX RISE

  48 Lardner Rd, Bristol, CT 06010
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  /8

  $299,900

  • Land
  • 1 Acre
  • $299,900 per Acre

  6 Waterside Way, Cheshire, CT 06410

  Unique opportunity to own Waterfrontage in Cheshire. This one of a kind planned unit development, sitting on the pristine Lake Percival with an exquisite waterfall is offering a 1-acre lot available to build your dream home. The location of the former Percival Estate home boasts vast views of the pond from the building area, with no flood insurance required, bring your contractor to lay out your

  Anthony LaCava Berkshire Hathaway NE Prop.

  6 Waterside Way, Cheshire, CT 06410
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  /31

  $6,995,000

  $505K PRICE DROP

  • 9 Beds
  • 8 Baths
  • 12,057 Sq Ft

  138 Amenia Rd, Sharon, CT 06069

  Seize the rare opportunity to own Filston, one of Litchfield County's most distinguished Gilded Age estates. Designed in 1903 by renowned architect William Cromwell, Jr. for Mr. and Mrs. Romulus Colgate, this Neoclassical treasure seamlessly blends Italianate Renaissance Revival, Palladian, Neo-Gothic, and French Empire influences, creating a singularly breathtaking country estate. Every original

  Dan Kessler Compass Connecticut, LLC

  138 Amenia Rd, Sharon, CT 06069
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  /25

  $350,000

  • 6 Beds
  • 3 Baths
  • 1,950 Sq Ft

  429 Washington Ave, Waterbury, CT 06708

  This property at 429 Washington Avenue is a turn-key investment opportunity or a perfect owner-occupant setup in the heart of Waterbury. Recently updated and situated on a visible corner lot, this multi-family home blends historic charm with modern essential upgrades. Modern Infrastructure: Features a newer roof, vinyl siding, and a recently upgraded 200-amp electrical system. * Fresh Interiors:

  Jonathan Santos Tesla Realty Group LLC

  429 Washington Ave, Waterbury, CT 06708
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  /36

  $249,900

  $20K PRICE INCREASE

  • Land
  • 4.67 Acres
  • $53,512 per Acre

  75 Gleneagle Rd, Middlebury, CT 06762

  SHOVEL READY! LAST AVAILABLE HOMESITE IN THIS UPSCALE SUBDIVISION OF FINER HOMES. PUBLIC WATER & SEWER LATERALS ALREADY EXTENDED TO PROPERTY. CLOSE TO EVERYTHING, BUT EXTREMELY PRIVATE. MINIMUM SQ FOOTAGE 2800SF.

  Scott Tedesco Tedesco Real Estate

  75 Gleneagle Rd, Middlebury, CT 06762
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  /23

  $1,995,000

  • Land
  • 14.19 Acres
  • $140,592 per Acre

  52 Calhoun St, Washington Depot, CT 06794

  Stunning estate property located on coveted Calhoun Street close to Washington Depot featuring large swimming pond & hillside views. 14+/- private acres with long driveway, apple orchard, tennis court, shed abutting Steep Rock Land Trust. Premier building site to build your dream home.

  Peter Klemm Klemm Real Estate Inc

  52 Calhoun St, Washington Depot, CT 06794
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  /40

  $405,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,680 Sq Ft

  2 Badger Rd, Wolcott, CT 06716

  Regal, 3 Bedroom, 2 Bath, 2100 SF+ Open Concept Fully Updated Ranch w/ Potential In-law nestled distinctly in a desirable Wolcott cul-de-sac. This open concept, Cavernous, tastefully chic abode upon entry boasts an appealing main level living experience flushed with hardwood flooring a generous living room with ornate tile hearth and wood stove, which flows seamlessly into an immense eat-in

  Jason Malagutti Dave Jones Realty, LLC

  2 Badger Rd, Wolcott, CT 06716
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  /22

  $355,000

  • 2 Beds
  • 1.5 Baths
  • 1,132 Sq Ft

  67 Gail Dr, Naugatuck, CT 06770

  Welcome to 67 Gail Dr in Naugatuck-a wonderful opportunity to own a well-maintained home in a desirable neighborhood! This two bedroom two bathroom raise ranch with fireplace spacious kitchen and floor plan is an inviting property which features a spacious layout perfect for both everyday living and entertaining. Step outside to enjoy the large backyard deck, ideal for summer gatherings,

  David Hughes Century 21 AllPoints Realty

  67 Gail Dr, Naugatuck, CT 06770
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  /12

  $249,000

  $21K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,614 Sq Ft

  855 Oronoke Rd Unit 2, Waterbury, CT 06708

  Investors Special! Welcome to 855 Oronoke Rd, UNIT 2, a stunning condo located in the desirable Fieldstone Village of Waterbury, CT. This rare opportunity offers a spacious 3-bedroom, 2.5-bathroom home, built in 1991, with approximately 1,614 square feet of living space. Enjoy the convenience of a free-standing home, coupled with the benefits of condominium living. This elegant unit features a

  Ari Lee Sunbelt Sales & Development

  855 Oronoke Rd Unit 2, Waterbury, CT 06708
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  /36

  $175,000

  $25K PRICE DROP

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

  165 Alice St Unit 2, Torrington, CT 06790

  Welcome to this beautifully remodeled townhouse-style condominium tucked away in a private and intimate 8-unit complex. This move-in ready home features 2 bedrooms, 1.5 bathrooms, a one-car under-house garage, and a bright open layout perfect for everyday living. The updated kitchen offers stainless steel appliances and flows seamlessly into the dining area and living room, complete with a cozy

  Julia Cordos eXp Realty

  165 Alice St Unit 2, Torrington, CT 06790
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  /40

  $824,900

  $25K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,813 Sq Ft

  1 Bigwood Ln, Burlington, CT 06013

  Custom designed & built, this ranch style home was built by the builder for his family. You can come and benefit from the multitude of one-of-a-kind features throughout! The gracious foyer welcomes you in as you take in the open and bright floor plan which brings in a abundance of natural light throughout the home. Soaring 12 foot ceilings, gleaming hardwood floors a primary suite fit for a king

  Pia Ciccone Berkshire Hathaway NE Prop.

  1 Bigwood Ln, Burlington, CT 06013
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  /17

  $460,000

  • 4 Beds
  • 1.5 Baths
  • 1,650 Sq Ft

  95 Cronin St, Bristol, CT 06010

  Charming colonial offers perfect harmony aligned with beautiful grounds. Home features exceptional living room with captivating fireplace. Formal dining room and lovely updated eat-in kitchen. Four roomy bedrooms. Glistening hardwood floors throughout with the exception of tile in the kitchen. Nice, enclosed breezeway leading to oversized garage. Beautiful large yard. This home was built and

  John Mastrianni Appletown Realty Inc.

  95 Cronin St, Bristol, CT 06010
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  /32

  $1,250,000

  • 3 Beds
  • 4 Baths
  • 2,960 Sq Ft

  36 Deer Run Ln, Goshen, CT 06756

  Come see this Private Retreat in beautiful, bucolic Goshen Ct. This home was built with the highest quality materials and is very well appointed throughout. The grounds are beautifully maintained with an inground swimming pool, pool house with a changing room, Tv, stereo and a kitchenette. The Pool area also boasts a fabulous outdoor built in BBQ Viking grill. There is a separate shed with

  Lisa Harrison E.J. Murphy Realty

  36 Deer Run Ln, Goshen, CT 06756
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  /37

  $795,000

  • 4 Beds
  • 2 Baths
  • 2,784 Sq Ft

  28 White Hollow Rd, Lakeville, CT 06039

  Nestled on 1.13 picturesque acres between Salisbury and Sharon, this exceptional circa-1850 residence blends timeless New England character with modern comfort. Offering 4-5 bedrooms and 2+ full baths, the home features classic architectural details, two inviting wood-burning fireplaces, a newly installed propane-fired heating system, double-pane insulated windows, and a generator for added peace

  Juliet Moore Elyse Harney Real Estate

  28 White Hollow Rd, Lakeville, CT 06039
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  /27

  $545,000

  • 2 Beds
  • 2.5 Baths
  • 1,673 Sq Ft

  17 Woodbury Hill Unit 17, Woodbury, CT 06798

  The finest condo complex in one of Litchfield Counties most charming towns! Woodbury Hill is a lovely community of townhouse style homes in a very attractive setting and features a saltwater pool and tennis/pickleball courts. #17 has seen many upgrades over the past dozen years including new windows, renovated kitchen and baths, upgraded heat pump HVAC and water heater, as well as recent paint

  Justin Bette Century 21 Bette Real Estate

  17 Woodbury Hill Unit 17, Woodbury, CT 06798
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  /39

  $286,000

  $13K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,708 Sq Ft

  19 Clubhouse Dr, Woodbury, CT 06798

  At Woodlake, you're not just buying a home, you're buying a lifestyle. From being FHA Approved condos, to water views at every balcony, trail walks to boat rides to fountains and everything in between, Woodlake truly offers the peaceful, serene setting that we all dream of. This 3 bedroom, 2.5 bath freshly painted end unit has endless possibilities. Need a main level bedroom or office? One can be

  Macey Mazzella RE/MAX RISE

  19 Clubhouse Dr, Woodbury, CT 06798
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  /38

  $549,900

  • 4 Beds
  • 2.5 Baths
  • 2,284 Sq Ft

  44 Chapin Rd, New Milford, CT 06776

  You'll feel right at home in this warm and welcoming four bedroom, 2 1/2 bath Colonial, majestically set on a beautiful, nicely landscaped property. The entry way leads you to a spacious kitchen, with granite counters, and stainless steel appliances. There is a large dining area, with sliders leading out to a new deck, great for cook outs, overlooking a beautiful level and private backyard,

  Beverly DiScala William Raveis Real Estate

  44 Chapin Rd, New Milford, CT 06776
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  /31

  $575,000

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  839 Main St Unit 98, Torrington, CT 06790

  Rare opportunity for investors to acquire 3 units within the historic Warrenton Mill. These units blend 19th century architectural character with modern urban living, featuring exposed brick, wood beams, large windows and soaring ceilings that create an airy, expansive atmosphere. The Portfolio Includes. A spacious 2-bedroom 1.5 bath townhouse with a 20x20 living rm and 14 ft ceiling. The Loft

  MaryBeth Porto Great Estates, CT

  839 Main St Unit 98, Torrington, CT 06790
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  /12

  $269,000

  • Land
  • 9.09 Acres
  • $29,603 per Acre

  189 W Avon Rd, Avon, CT 06001

  Private 9-Acre Approved Rear Lot - Ready to Build in Avon, CT Discover a rare opportunity to build your dream home on a secluded 9.087-acre rear lot in Avon. Approved as part of a 3-lot subdivision, this parcel offers peaceful surroundings, mature woods, and an approved private well and septic plan. Ideal for a custom estate, nature lover's retreat, or builder project, this lot offers both

  Kokila Padmanabhan NUM #1 Realty Inc

  189 W Avon Rd, Avon, CT 06001
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  /38

  $635,000

  • 2 Beds
  • 3 Baths
  • 2,144 Sq Ft

  19 Juniper Meadow Rd, Washington Depot, CT 06794

  Fabulous ranch style Bee Brook condominium in the Village Association. Vaulted great room, kitchen, pantry w/ laundry, wood burning fireplace, 2 bedrooms and 2 full baths on main level. Large west facing deck for entertaining. Partially finished walk out lower level with flex room, full bath, second laundry and 700 sq ft of storage or future space to finish. Attached 1 car garage. Walk across

  Pels Matthews W. Raveis Lifestyles Realty

  19 Juniper Meadow Rd, Washington Depot, CT 06794
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  /9

  $150,000

  • Land
  • 2.69 Acres
  • $55,762 per Acre

  0 Windy Ridge Rd Unit 24166848, Warren, CT 06754

  2.69 +/- acres on a quiet town road. Lightly wooded with nice plateau for potential building site in the center of the lot. Some beautiful ledge and abundant Mountain Laurel. Minutes to the conveniences of Warren Town Center. Access to Warren Town Beach on Lake Waramaug and Fiddler's Pond. Buyers to preform due diligence. Great Opportunity to Build your Litchfield County home. Located between #s

  Melinda Dubow Klemm Real Estate Inc

  0 Windy Ridge Rd Unit 24166848, Warren, CT 06754
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  /33

  $565,000

  • 4 Beds
  • 2.5 Baths
  • 2,030 Sq Ft

  121 Litchfield Rd, New Milford, CT 06776

  Amazing opportunity for either working right next to home or investing in your business with supplemental income! This property has a 4-bedroom home and Salon or whatever your heart dreams of making it, with both residential and commercial legal use!! Separate electric, septics and water!

  Joe Chemero Coldwell Banker Realty

  121 Litchfield Rd, New Milford, CT 06776
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  /35

  $355,000

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,250 Sq Ft

  21 Holt St, Terryville, CT 06786

  A bucolic cozy country deviation from the Norm. This three bedroom 1200 ft.2 +2 bathroom cozy Country ranch nestled in Plymouth., 3 Bedroom, 2 Bath, 1250 SF Sprawling Turnkey Plymouth Ranch. This enchanting, cozy country offers an inviting eat-in kitchen w/ custom cabinetry, dual sink, a full stainless appliance package and abundant cabinet space. Generous formal dining room adorns wood flooring,

  Jason Malagutti Dave Jones Realty, LLC

  21 Holt St, Terryville, CT 06786
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  /5

  $150,000

  • Land
  • 1.14 Acres
  • $131,579 per Acre

  81 Laning St, Southington, CT 06489

  This high-visibility, buildable 1.14-acre site sits just east of Route 10 (Queen Street) and abuts the I84 EB Exit 32 ramp in Southington's business zone, offering countless possibilities for potential uses! Close Proximity to National Retailers, Dining, and Hospitality Venues, and more. Wetlands investigation completed, May 2021 and a surveyed boundary with setbacks clearly marked, this lot is

  Rachael Cisz Serhant Connecticut, LLC

  81 Laning St, Southington, CT 06489
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  /22

  $349,999

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,493 Sq Ft

  24 Sunfield Cir, Waterbury, CT 06708

  Welcome to 24 Sunfield Circle, Waterbury, CT - a spacious split-level home nestled on a quiet cul-de-sac in a desirable neighborhood. This well-maintained property offers 3 bedrooms, 2 full bathrooms, and 1,493 square feet of comfortable living space, perfect for homeowners looking for both functionality and charm. Situated on a generous 0.31-acre lot, this home features a large yard with plenty

  Omar Ruizesparza Maple Vale Realty LLC

  24 Sunfield Cir, Waterbury, CT 06708
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  /39

  $250,000

  • 3 Beds
  • 2.5 Baths
  • 1,507 Sq Ft

  15 Surrey Ln Unit C-15, Torrington, CT 06790

  Spacious and versatile 3-bedroom condominium featuring a dedicated office and a separate in-law apartment, offering flexible living arrangements for extended family, guests, or work-from-home needs. This well-maintained home includes 2.5 bathrooms, a bright and functional layout, and a private wooden deck perfect for relaxing or entertaining. The kitchen is equipped with new appliances, providing

  Alban Martinaj eXp Realty

  15 Surrey Ln Unit C-15, Torrington, CT 06790
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  /2

  $35,000

  $30K PRICE DROP

  • Land
  • 4,356 Sq Ft
  • $350,000 per Acre

  20 Walnut Ave, Waterbury, CT 06704

  Discover the perfect opportunity to build your dream home at 20 Walnut Ave in Waterbury. This residential building lot offers a convenient location close to local shops, dining, schools, and major highways, making commuting and everyday living a breeze. Nestled in an established neighborhood, the property provides a great setting for a custom home with room to bring your vision to life. Whether

  Christopher Holland RE/MAX One

  20 Walnut Ave, Waterbury, CT 06704

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