1,247

Northwest Hills Planning Region, CT Homes for Sale

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  • /2

    $129,900

    • Land
    • 2.22 Acres
    • $58,514 per Acre

    0 Litchfield Rd, Norfolk, CT 06058

    Ideal lot to build your country home. Over two acres of land that was used as a Christmas tree farm. Private tranquil setting with plenty of trees, babbling brooks and wild life.

    Scott Bayne Century 21 Bay-Mar Realty

    0 Litchfield Rd, Norfolk, CT 06058
  • /6

    $69,900

    $10K PRICE DROP
    • Land
    • 3.36 Acres
    • $20,828 per Acre

    660 Torringford St, Torrington, CT 06790

    FULLY APPROVED BUILDING LOT! Build your dream home! Builder will quote your own plans if desired. See MLS#24152415 for approved house. Private setting yet convenient to everything!

    Tony Goia The Washington Agency

    660 Torringford St, Torrington, CT 06790
  • /2

    $425,000

    Open House 7/12 Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 1,344 Sq Ft

    741 Curtiss St, Southington, CT 06489

    Welcome to this beautifully maintained Cape Cod-style home in the highly desirable town of Southington! Offering 3 bedrooms, 2 full bathrooms, and 1 half bath, this home combines timeless charm with thoughtful updates throughout. Step inside to discover hardwood flooring throughout the main living level, creating a warm and inviting atmosphere. The spacious kitchen features granite countertops,

    Lisa Novakowski Better Living Realty, LLC

    741 Curtiss St, Southington, CT 06489
  • /40

    $1,050,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 4,086 Sq Ft

    2 Ventres Way, Burlington, CT 06013

    This majestic Colonial home is nestled atop Taine Mountain! Your eyes will feast on the stunning architecture inside and out! You will be greeted with an open/expansive floorplan! The hardwood floors have been sanded and four coats of finish applied! Your living room has 7 windows, bring in the views ~ across the way is the formal dining room! A floorplan perfect for entertaining! Family fun is

    Pia Ciccone Berkshire Hathaway NE Prop.

    2 Ventres Way, Burlington, CT 06013
  • /26

    $240,000

    • 2 Beds
    • 1.5 Baths
    • 1,261 Sq Ft

    10 Taft Point Unit 8, Waterbury, CT 06708

    Welcome to Taft Pointe! This freshly painted, bright, and inviting 2-bedroom, 1.5-bath condominium offers comfortable, low-maintenance living in a desirable Waterbury location. Enjoy spacious living areas and a functional layout designed for everyday comfort. Conveniently located near shopping, restaurants, medical facilities, and major highways, including Routes 8 and I-84, commuting is a

    Nataliya Honcharenko Century 21 Scala Group

    10 Taft Point Unit 8, Waterbury, CT 06708
  • /39

    $724,900

    • 4 Beds
    • 3 Baths
    • 3,765 Sq Ft

    155 Lake Harwinton Rd, Harwinton, CT 06791

    Welcome to this stunning custom-built home set on a private 3.8-acre lot with deeded rights to an additional parcel to beautiful Lake Harwinton. Offering 4-5 bedrooms and 3 full bathrooms, this spacious property combines timeless craftsmanship, functionality, and incredible entertaining space both inside and out. The heart of the home is the expansive eat-in kitchen featuring custom cabinetry,

    Joseph Snell Luxe Realty LLC

    155 Lake Harwinton Rd, Harwinton, CT 06791
  • /37

    $3,200,000

    • 3 Beds
    • 2 Baths
    • 1,974 Sq Ft

    4 Judge Rd, Roxbury, CT 06783

    Exceptional equestrian estate featuring a fully equipped horse facility and charming Cape-style home. Ideal for equestrians, trainers, or boarding professionals, the property offers 16 rubber-matted stalls, a large well-lit indoor arena, and a second-floor viewing lounge with kitchen amenities-perfect for lessons, clinics, and entertaining. The barn includes a wash stall, feed room, hay storage,

    Pat Lahoud Lahoud William Pitt Sotheby's Int'l

    4 Judge Rd, Roxbury, CT 06783
  • /25

    $750,000

    • 2 Beds
    • 2 Baths
    • 2,249 Sq Ft

    60 Quarry Ridge Rd, New Preston Marble Dale, CT 06777

    Enjoy elevated living in this prime Quarry Ridge condominium offering three levels of thoughtfully designed space and views down the Marbledale Valley. The main level features a flexible bedroom with adjacent hall bath, ideal for guests or one-level living if needed. The updated country kitchen is the heart of the home, complete with a large center island, breakfast nook, and abundant workspace.

    Pels Matthews W. Raveis Lifestyles Realty

    60 Quarry Ridge Rd, New Preston Marble Dale, CT 06777
  • /23

    $185,000

    $5K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 950 Sq Ft

    268 Congress Ave Unit 18, Waterbury, CT 06708

    Welcome to this charming townhouse offering comfort, location, and convenience. This well-maintained home features 2 spacious bedrooms and 1.5 bathrooms, perfect for comfortable everyday living. The living area includes a cozy fireplace, creating a warm and relaxing atmosphere. The kitchen is equipped with stainless steel appliances, providing both modern style and functionality. Enjoy the added

    Ana Anderson Coldwell Banker Realty

    268 Congress Ave Unit 18, Waterbury, CT 06708
  • /27

    $589,000

    • Land
    • 18.26 Acres
    • $32,256 per Acre

    2581 Litchfield Rd, Watertown, CT 06795

    18.26 Acres of beautiful Litchfield County land with summer cottage AND post and beam barn with loft. Some options include building a home / estate, practicing agriculture, conservation, outdoor recreation, or just relaxing and enjoying! Live in the cottage while building. Nice fields, woods, small pond, and farm setup. Barn is 24x 36 overall and has 2 box stalls and a straight stall, hay or

    Vincent Gualtieri Town & Country Real Estate

    2581 Litchfield Rd, Watertown, CT 06795
  • /37

    $1,885,000

    $210K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,105 Sq Ft

    200 Sharon Mountain Rd, Sharon, CT 06069

    Effortless elegance on seven acres directly across from protected conservation land. A dappled willow hedge and a classic pea stone driveway lead to this fully reimagined four-bedroom, three-and-a-half-bath retreat. Interiors are by Ellsworth Home, the New York and New England design studio behind the 2024 renovation - featured recently in Litchfield Magazine. Classic mouldings, high ceilings,

    Elyse Morris Elyse Harney Real Estate

    200 Sharon Mountain Rd, Sharon, CT 06069
  • /40

    $390,000

    • 3 Beds
    • 2 Baths
    • 1,479 Sq Ft

    2 Sawmill Rd, Sherman, CT 06784

    Circa 1900 antique property offering character, history, and opportunity, set on a picturesque parcel with a babbling brook. The home has seen additions over the years and features 3 bedrooms and 2 full baths, ready for restoration and updating. A detached twocar barn/garage includes a spacious loft and a basement workshop-ideal for hobbyists, storage, or future conversion possibilities. Both the

    Lori Campbell Coldwell Banker Realty

    2 Sawmill Rd, Sherman, CT 06784
  • /18

    $375,000

    • 6 Beds
    • 1.5 Baths
    • 2,360 Sq Ft

    81 Fiske St, Waterbury, CT 06710

    Welcome to this classic Colonial-style home with attached, under home garage located in Waterbury's desirable Boulevard neighborhood. Offering over 2,300 square feet of living space, this spacious residence features 6 bedrooms, 1.5 bathrooms, and timeless architectural charm throughout. The main level boasts a welcoming foyer, a large living room with fireplace, formal dining room, and an updated

    Levi Judqin Brass Moon Realty

    81 Fiske St, Waterbury, CT 06710
  • /31

    $169,900

    Coming Soon
    • 4 Beds
    • 2 Baths
    • 1,924 Sq Ft

    20 Prospect Place, Torrington, CT 06790

    Great for a handyman! This sturdy 2 family home features good size units ,approximately 962 sq ft each. The floor plan consists of five rooms, Living room, dining room , kitchen, full bath and 2 bedrooms . Each unit has a gas and gas stove in the kitchen and gas space heaters in the living room, There are wood flooring under the carpeting and a few rooms have ceiling fans . The first floor

    Mary Mary LeBlanc Realty

    20 Prospect Place, Torrington, CT 06790
  • /13

    $3,950,000

    New Construction
    • 4 Beds
    • 6 Baths
    • 6,000 Sq Ft

    42 Hy Vue Terrace, Millerton, NY 12546

    Welcome to the Hudson Valley Dream Home - Introduced by Hudson Valley Magazine Presented in collaboration with Hudson Valley Magazine as their inaugural "Dream Home", this custom-built modern farmhouse is near completion and offers an extraordinary opportunity to own a Hudson Valley compound where collaborative vision meets architectural excellence. Located only 2 minutes from village of

    Jason Karadus Corcoran Country Living

    42 Hy Vue Terrace, Millerton, NY 12546
  • /6

    $279,900

    $20K PRICE DROP Pre-Foreclosure
    • 8 Beds
    • 2.5 Baths
    • 3,909 Sq Ft

    76 Chapman Ave, Waterbury, CT 06710

    Investor special and restoration opportunity not to be missed! This spacious corner lot two-family features an 8-bedroom, 1.5 bath main residence with multiple fireplaces, eat-in kitchen, and a covered screened porch overlooking the city. The upper unit offers 2 bedrooms, 1 bath with a living room, kitchen, and washer and dryer hookup. . The partially finished full basement includes a 1/2

    Brent Eckman Century 21 AllPoints Realty

    76 Chapman Ave, Waterbury, CT 06710
  • /6

    $430,000

    • Land
    • 1.85 Acres
    • $232,432 per Acre

    31 June Rd, Washington, CT 06777

    Direct waterfront parcel on Lake Waramaug. A rare opportunity to acquire 1.85 lakefront acres in the charming village of New Preston, set along one of Connecticut's most beautiful and well-preserved natural lakes. The property offers direct waterfront, dock rights, westerly views, and a remarkable setting for a custom lakefront retreat.

    Jonathan Cape William Pitt Sotheby's Int'l

    31 June Rd, Washington, CT 06777
  • /5

    $200,000

    • Land
    • 15.9 Acres
    • $12,579 per Acre

    00 Chapel Rd, Winchester, CT 06098

    Look no further for A Very Private location to build your Dream Home. A Wooded Hill top building site overlooking beautiful Winchester Center which can provide peace and solitude for your home or vacation retreat . Historical Winchester Center is deep with rich heritage and History of Winchester. Convenient access agreement to the Rear lot is though 151 Chapel Rd. property.

    Linda Ganem Borla & Associates Real Estate

    00 Chapel Rd, Winchester, CT 06098
  • /35

    $1,450,000

    • 1 Bed
    • 3.5 Baths
    • 4,881 Sq Ft

    2540 Norfolk Rd, Torrington, CT 06790

    This one-of-a-kind custom designed home is a peaceful sanctuary, situated on top of a hill on 18 secluded acres (that is subdividable) and bordered by conservation land. To access the home, you drive over a bridge and up a paved and gravel driveway. The home is fine for entertaining, featuring a cook's kitchen with stainless steel appliances, a breakfast bar and granite leather suede countertops.

    Roland Leal William Pitt Sotheby's Int'l

    2540 Norfolk Rd, Torrington, CT 06790
  • /37

    $737,500

    • 4 Beds
    • 3.5 Baths
    • 4,148 Sq Ft

    22 Big Bear Hill Rd, New Milford, CT 06776

    Immaculate 4 bedroom plus possible inlaw Farmhouse Colonial on 1.84 private acres with mountain view! Large covered front porch to welcome guests and enjoy morning coffee. Enter into the foyer with gleaming hardwood flooring throughout the main level and center staircase. Living room with a gas fireplace. The kitchen area has plenty of cabinet space, granite countertops, stainless steel

    Joe Chemero Coldwell Banker Realty

    22 Big Bear Hill Rd, New Milford, CT 06776
  • /36

    $425,000

    • Land
    • 27,878 Sq Ft
    • $664,062 per Acre

    0 Candlewood Shore, New Milford, CT 06776

    This exceptional property offers a beautiful blend of level and gently sloping terrain, perfect for designing and building your dream home in a picturesque and highly desirable setting! Perfectly positioned across from Candlewood Lake, the lot captures stunning, year-round water views without the premium of direct waterfront taxes. Enjoy the full lake lifestyle just steps away, with access to a

    Diana Newbert William Raveis Real Estate

    0 Candlewood Shore, New Milford, CT 06776
  • /39

    $895,000

    $82K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,630 Sq Ft

    63 Shearer Rd, Washington, CT 06793

    Splendor & Solitude! Warm and versatile country Cape tucked back within a beautiful natural landscape. Take advantage of this unique opportunity for privacy and acreage in this most beautiful area of town. Bring your wish-list and creative vision to life in this sweet and potential-packed home & property. The very livable main level floor plan features a traditional center-hall, open to a bright

    Carole Sansone William Raveis Real Estate

    63 Shearer Rd, Washington, CT 06793
  • /18

    $995,000

    $255K PRICE DROP Pre-Foreclosure
    • 3 Beds
    • 3 Baths
    • 3,296 Sq Ft

    308 Skiff Mountain Rd, Kent, CT 06757

    A remarkable 139-acre property located up on Skiff Mountain surrounded by 7,000 acres of protected lands. Most of the property is conserved under the Forest Legacy Program, with building envelopes to include the existing home, barns and detached garage. The value is simply the location and the home can either be renovated or torn down to prepare for building new. The home site overlooks a

    John Harney William Pitt Sotheby's Int'l

    308 Skiff Mountain Rd, Kent, CT 06757
  • /2

    $160,000

    • Land
    • 2.39 Acres
    • $66,946 per Acre

    0 Heacock Crossbrook Rd Unit 24184884, New Milford, CT 06776

    Rare opportunity to own a secluded 2.34 acre parcel of raw land. Buyers are responsible for conducting their own due diligence regarding zoning, permitted uses and development possibilities. Additional land is available. sale subject to probate approval property sold as is

    Larry Corrow Coldwell Banker Realty

    0 Heacock Crossbrook Rd Unit 24184884, New Milford, CT 06776
  • /16

    $235,000

    • 2 Beds
    • 1.5 Baths
    • 1,134 Sq Ft

    1400 Meriden Rd Unit 6-5, Waterbury, CT 06705

    Beautifully Renovated Townhouse with Modern Updates! This move-in-ready townhouse features 2 spacious bedrooms and 1.5 bathrooms, with a convenient half bath on the main level. The newly renovated kitchen boasts granite countertops, stainless steel appliances, and a new center island, making it perfect for both everyday living and entertaining. The bright, inviting living space opens to a private

    Maria Convertito Regency Real Estate, LLC

    1400 Meriden Rd Unit 6-5, Waterbury, CT 06705
  • /15

    $988,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 2,815 Sq Ft

    134 Sherbrook Dr, Goshen, CT 06756

    Welcome to 134 Sherbrook Drive, a beautifully crafted home currently under construction on a picturesque property in Goshen. Thoughtfully designed to blend modern comfort with classic New England charm, this residence will offer a spacious layout ideal for both everyday living and entertaining once completed. Planned features include an inviting interior with soaring ceilings, wide-plank hardwood

    Jasen Meto William Pitt Sotheby's Int'l

    134 Sherbrook Dr, Goshen, CT 06756
  • /19

    $209,900

    $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,020 Sq Ft

    122 Queens Rd Unit 122N, Torrington, CT 06790

    TOTALLY RENOVATED 2-bedroom, 1.5-bath condo in desirable Squire Hill! This move-in ready home features a bright open-concept layout with a beautifully updated kitchen offering new cabinetry, stainless steel appliances, and a slider leading to a private deck-perfect for relaxing or entertaining. The main level showcases new engineered flooring, while the upper level offers brand new carpeting

    Michael Grella The Washington Agency

    122 Queens Rd Unit 122N, Torrington, CT 06790
  • /21

    $664,900

    $5K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 3,383 Sq Ft

    84 Wheeler St, Waterbury, CT 06704

    Classic 3 family on quiet yet very convenient street. Many beautiful upgrades and separate utilities. Huge rooms with comfortable space for everyone. The second and third floors have top of the line bathrooms and kitchens, with gorgeous hardwood floors! Perfect for generational living, investing or owner occupied. A partner in LLC that owns property is a licensed sales agent.

    Mayer Behrend Mary Helen Levine Real Estate LLC

    84 Wheeler St, Waterbury, CT 06704
  • /25

    $150,000

    $29K PRICE DROP
    • Land
    • 4.31 Acres
    • $34,803 per Acre

    320 Clearview Ave, Torrington, CT 06790

    This one is for the builders, investors, and ESPECIALLY those looking to BUILD their DREAM home! Privacy, Seclusion, and what feels like endless space. Let's sweeten the deal, shall we? With a good portion of the paperwork process already completed and/or approved combined with this amount of land in Harwinton, this is nearly impossible to come by! Property values in this area are hitting record

    Lauren Hill Mark Tavares Realty, LLC

    320 Clearview Ave, Torrington, CT 06790
  • /39

    $454,900

    $20K PRICE DROP
    • 9 Beds
    • 3 Baths
    • 2,666 Sq Ft

    264 S Main St, Torrington, CT 06790

    Investors take notice! Incredible opportunity to live in one unit and offset your mortgage with rental income from the second! This spacious 9-bedroom multi-family home offers numerous updates, including a newly paved driveway with parking for 6+ cars, updated windows, and hardwood floors throughout. The first unit features 3 bedrooms, 1 full bath, an eat-in kitchen, and a comfortable living

    MARCO MONROY The Washington Agency

    264 S Main St, Torrington, CT 06790
  • /40

    $4,490,000

    $710K PRICE DROP
    • 6 Beds
    • 7.5 Baths
    • 5,671 Sq Ft

    210 Doolittle Dr, Norfolk, CT 06058

    Nestled in the heart of the completely private 1700 acres of the Doolittle Lake Company woods on 2 parcels, this 100 acre 5,670 sq ft beautifully maintained 1780 center hall colonial boasts colonial & art deco architectural details. Moved to its current location in the 1930s NY architect Robert Carrere renovations include generous reception rooms, wide red pine floors, high ceilings, 2 wet bars,

    Martha Mullins William Pitt Sotheby's Int'l

    210 Doolittle Dr, Norfolk, CT 06058
  • /30

    $299,000

    • 2 Beds
    • 1.5 Baths
    • 1,337 Sq Ft

    23 Twin Oaks Unit 23, New Milford, CT 06776

    Welcome to the desirable Twin Oaks community, where this townhouse offers a peaceful, country-like setting just off Route 7-combining convenience with quiet surroundings. With 1,337 square feet plus a 600-square-foot unfinished walkout basement, this home provides great flexibility for living, working, and entertaining. The main level features a bright living room with vaulted ceilings, a

    Dawn Hough Coldwell Banker Realty

    23 Twin Oaks Unit 23, New Milford, CT 06776
  • /22

    $252,900

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft

    58 Doman Dr, Torrington, CT 06790

    Back on the market and better than ever! Come take another look at this well-located Torrington half duplex, now featuring a brand-new kitchen with white wood shaker cabinets, quartz countertops, subway tile backsplash, stainless steel workstation sink, and new stainless steel glass-top stove, hood, and dishwasher, along with fresh interior paint throughout. This 2-bedroom, 1.5-bath home offers

    Douglas Ledewitz Pulse Realty LLC

    58 Doman Dr, Torrington, CT 06790
  • /39

    $315,900

    • 3 Beds
    • 1.5 Baths
    • 1,276 Sq Ft

    103 Benham St, Bristol, CT 06010

    Welcome home to this well-kept Cape Cod-style property perfectly situated on a peaceful street while remaining just minutes from all major highways, ESPN, and conveniently located near the Farmington and Southington town lines. This home offers an ideal blend of comfort, updates, and privacy. Step inside to an open-layout living room and kitchen, perfect for modern living and entertaining. Enjoy

    Marina Tirado Dave Jones Realty, LLC

    103 Benham St, Bristol, CT 06010
  • /2

    $280,000

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

    89 Rockledge Dr, Waterbury, CT 06706

    Property offered strictly as-is. Home is currently occupied-no interior access or photos available. Purchaser to assume occupancy status at closing. Excellent opportunity for buyers willing to address the next steps and realize this property's potential.

    Catherine Aaron Berkshire Hathaway NE Prop.

    89 Rockledge Dr, Waterbury, CT 06706
  • /24

    $215,000

    $35K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,271 Sq Ft

    44 Finch Rd, Wolcott, CT 06716

    Located on a quiet residential street in Wolcott, this property offers a rare value-add opportunity with a major bonus: an oversized detached garage setup with additional finished/usable rooms, creating exceptional space for storage, trades, hobbies, equipment, vehicles, or workshop needs. The home itself offers a functional layout with multiple living areas, a dedicated dining space, and an

    Mustafa Muaremi Coldwell Banker Realty

    44 Finch Rd, Wolcott, CT 06716
  • /40

    $1,995,000

    $126K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 5,328 Sq Ft

    110 Chestnut Land Rd, New Milford, CT 06776

    Located minutes from Washington Depot, this exceptional modern farmhouse was fully reimagined and expanded in 2024. It offers a rare blend of like-new construction and timeless Litchfield County charm, set on 13+ private acres surrounded by 54 acres of protected land. Rebuilt from the studs with a 2,000+ sq ft addition and 3-car attached garage, the 4BR/3.5BA home ensures total peace of mind. The

    Laureen Murphy Coldwell Banker Realty

    110 Chestnut Land Rd, New Milford, CT 06776
  • /18

    $3,995,000

    • Land
    • 57.19 Acres
    • $69,855 per Acre

    20 Painter Hill Rd, Roxbury, CT 06783

    A masterclass in privacy and scale. A newly constructed stone-lined & gated driveway ascends through 57+ acres of pristine Litchfield County landscape to a magnificent hilltop sanctuary. This estate-quality offering, spanning two separate parcels, is defined by its dramatic sweeping views and an extraordinary sense of quietude. Enveloped by the protected forests of the Roxbury Land Trust, the

    Maria Taylor Klemm Real Estate Inc

    20 Painter Hill Rd, Roxbury, CT 06783
  • /39

    $585,000

    $15K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,576 Sq Ft

    197 Preston Rd, Terryville, CT 06786

    Set on nearly 3 private acres abutting the Bristol Water Company, this beautifully updated Colonial offers space, privacy, and over $300k in thoughtful upgrades. The level yard presents like a manicured field & creates an ideal backdrop for entertaining, recreation, or relaxing by the pool, fire pit, and deck. Inside, a grand foyer welcomes you to a refreshed interior highlighted by a kitchen

    Lorrie Maiorano Calcagni Real Estate

    197 Preston Rd, Terryville, CT 06786
  • /29

    $254,900

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    42 Morningside Dr W, Bristol, CT 06010

    Welcome to this charming Cape-style home nestled in a quiet Bristol neighborhood. Offering 2 bedrooms and 1 full bathroom, this home is full of potential and ready for your personal touches. Hardwood floors run throughout much of the home and are waiting to be refinished and restored to their original beauty. For added convenience, the washer and dryer have been relocated from the basement to the

    Brittany Russell Tier 1 Real Estate

    42 Morningside Dr W, Bristol, CT 06010

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