Northwest Hills Planning Region, CT Homes for Sale

• 

  

  

  /40

  $6,500,000

  $2M PRICE DROP

  • 4 Beds
  • 5.5 Baths
  • 5,400 Sq Ft

  23 Mauwee Brook Rd, Kent, CT 06757

  "The Falls." Prominent Modernist Architect, Charles Gwathmey of Guggenheim Museum renovation fame, designed this masterpiece in one of the most beautiful locations, offering dramatic views, cascading waterfall, nestled on 40+ acres of beautifully landscaped grounds with serene stream and extensive stonework. The property boasts a breathtaking western view of the Litchfield Hills. Just minutes to

  Kathryn Clair William Pitt Sotheby's Int'l

  23 Mauwee Brook Rd, Kent, CT 06757
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  /12

  $805,000

  • 4 Beds
  • 2.5 Baths
  • 3,015 Sq Ft

  143 Bound Line Rd, Wolcott, CT 06716

  Set on a private 2-acre lot near Scoville Reservoir, this 4BR, 2.5BA Colonial offers over 3,000 sq ft of living space plus a flexible lower level ready for your vision-home office, in-law, or creative space. The main level features a custom kitchen, formal parlor, and a spacious living room perfect for gathering. Upstairs, you'll find oversized bedrooms, including a generous primary suite and

  Steven Rivkin Planet Realty, LLC

  143 Bound Line Rd, Wolcott, CT 06716
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  /39

  $459,900

  • 4 Beds
  • 3.5 Baths
  • 2,972 Sq Ft

  287 Cherry Ave, Watertown, CT 06795

  Spacious Colonial offering over 2,048 square feet of living space, plus additional living space with an in-law/guest space-perfect for multigenerational living, guests, or flexible living arrangements which was added to the home in 2024. The accessory space features a private entrance, kitchenette/living area combo, bedroom with double closets, full bath with laundry hook-up, and additional

  Jennifer Bundock Coldwell Banker Realty

  287 Cherry Ave, Watertown, CT 06795
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  /33

  $799,000

  $96K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,624 Sq Ft

  403 Beach St, Litchfield, CT 06759

  Circa 1870 Restored Farmhouse in beautiful Litchfield. Discover your dream mini-farm on 9.1-acres of lush countryside. Whether you're longing for a hobby farm or a peaceful retreat, this versatile property lets you channel your inner farmer. This charming home showcases beautifully preserved vintage details including wide board wood floors, exposed beams, and three fireplaces, blending historic

  Maria Taylor Klemm Real Estate Inc

  403 Beach St, Litchfield, CT 06759
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  /6

  $160,000

  $25K PRICE DROP

  • 1,176 Sq Ft

  52 N Center St, Millerton, NY 12546

  Opportunity knocks with this 1,176 sq ft village home, offered strictly as-is and ideal for investors or renovation-minded buyers. The existing structure is a shell with no interior flooring, providing a true blank slate for your custom rebuild or flip. Electric, water, and septic systems are already in place, offering a valuable head start on infrastructure. Set in a quiet village location, the

  Arleen Shepley Elyse Harney Real Estate

  52 N Center St, Millerton, NY 12546
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  /40

  $525,000

  • 3 Beds
  • 2 Baths
  • 2,206 Sq Ft

  437 Lovely St, Avon, CT 06001

  Spacious, well-maintained ranch set on a lovely .91-acre lot in prime Avon, CT location. This inviting 3-bedroom ranch is move in ready and offers a great layout for everyday living and entertaining friends and family. Enjoy large rooms, hardwood flooring, picture windows and lots of natural light. Living areas include a large kitchen with plenty of cabinet space, large formal dining room and

  Greg Frey RE/MAX Prime Realty

  437 Lovely St, Avon, CT 06001
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  /3

  $752,821

  New Construction

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

  20 Pembroke Hill Rd, Wolcott, CT 06716

  Over 3000 sq ft Modern Farmhouse under construction in "The Preserves" Home offers 4 spacious bedrooms,3.5 bathrooms, Master bedroom with walk in his and her closets and spa bathroom, Walk in closets in all bedrooms, Upper level laundry room, Kitchen with quartz countertops, kitchen island, coffee bar, and walk in pantry,Formal dining room, hardwood flooring throughout whole house. Main level

  Mike Grady Brass City Homes Real Est. LLC

  20 Pembroke Hill Rd, Wolcott, CT 06716
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  /2

  $100,000

  • Land
  • 2.8 Acres
  • $35,714 per Acre

  0 N Main St, Waterbury, CT 06702

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

  Levi Judqin Brass Moon Realty

  0 N Main St, Waterbury, CT 06702
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  /35

  $199,900

  • Land
  • 5.49 Acres
  • $36,412 per Acre

  24 Peck Orchard Rd, North Granby, CT 06060

  Build your dream home on this gorgeous 5.49-acre approved building lot offering the perfect blend of privacy, nature, and convenience. A rare opportunity to purchase a property that is ready to move forward FVHD septic approval in place, drainage studies completed, site plan approved, and the lot has already been staked. Shared/common driveway easement approved. Bring your builder and your vision

  Nancy Reardon Berkshire Hathaway NE Prop.

  24 Peck Orchard Rd, North Granby, CT 06060
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  /32

  $359,000

  • 2 Beds
  • 1.5 Baths
  • 1,591 Sq Ft

  113 Bunker Hill Ave, Waterbury, CT 06708

  Possibilities coming your way with this mixed-use property featuring one residential 2-bedroom apartment and a retail space currently leased for use as a nail- beauty salon. You can live in the apartment and collect rent from the next-door business or as an investment property with little maintenance, easy to manage. The apartment just became available for rent and is completely refreshed with

  Koco Pela William Raveis Real Estate

  113 Bunker Hill Ave, Waterbury, CT 06708
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  /15

  $799,000

  $60K PRICE DROP

  • Land
  • 65.29 Acres
  • $12,238 per Acre

  257-259 Torringford St, Winchester, CT 06098

  Uncover this hidden gem - 65.29 pristine acres of raw land, with natural beauty and endless potential. This picturesque parcel features serene ponds and mature trees. Distant views and incredible sunsets can be enjoyed from the property. Much site work has been done to date. A driveway with a binder course is already in place offering easy access into and throughout the property. Many acres have

  Lisa Toczko Home Valley Realty, LLC

  257-259 Torringford St, Winchester, CT 06098
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  /30

  $359,900

  Coming Soon

  • 2 Beds
  • 1.5 Baths
  • 1,366 Sq Ft

  57 Fall Mountain Lake Rd, Terryville, CT 06786

  Year-Round Waterfront Cape on Fall Mountain Lake - Rare Double Lot! Enjoy year-round lakefront living in this charming Cape-style home on beautiful Fall Mountain Lake. Situated on a rarely available double lot, this waterfront property offers stunning water views and the perfect setting for recreation and relaxation. Step right out your back door to enjoy fishing, paddleboarding, kayaking,

  Annie Gura Coldwell Banker Premier Real Estate

  57 Fall Mountain Lake Rd, Terryville, CT 06786
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  /40

  $475,000

  Open Sat 11AM - 1PM Coming Soon

  • 4 Beds
  • 2 Baths
  • 2,256 Sq Ft

  156 Red Stone Hill, Plainville, CT 06062

  Beautifully reimagined and deceptively spacious, this Plainville Cape leaves absolutely no detail overlooked. A true turn-key property, it features major structural and mechanical upgrades for total peace of mind, including a brand-new roof and a new high-efficiency HVAC system for year-round comfort. Step inside to discover a bright, open layout accentuated by gleaming new hardwood floors that

  Jacob Essig William Pitt Sotheby's Int'l

  156 Red Stone Hill, Plainville, CT 06062
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  /25

  $399,900

  • 3 Beds
  • 1.5 Baths
  • 1,184 Sq Ft

  631 Burritt St, Plantsville, CT 06479

  Move right into this refreshed 3-bedroom, 1.5-bath raised ranch, ready for its next owner! Recent improvements include fresh interior paint throughout, refinished hardwood floors, updated bathroom vanities, modern lighting, and more-creating a bright, clean, and welcoming feel from the moment you step inside. The main level offers comfortable living spaces, an inviting kitchen and dining area,

  Stephanie Leavitt New England Prestige Realty

  631 Burritt St, Plantsville, CT 06479
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  /30

  $399,900

  $50K PRICE DROP

  • 10 Beds
  • 3 Baths
  • 3,401 Sq Ft

  37 Plaza Ave, Waterbury, CT 06710

  Owner-Occupants and Investors Take Notice! Excellent opportunity in the desirable Hillside neighborhood. This three-family property offers strong cash flow potential with two 3/4-bedroom, 1-bath units and one 2-bedroom, 1-bath unit. All utilities are separate and tenant-paid, including gas heat and hot water. Electrical has been updated to circuit breakers and is also tenant-paid. Exterior

  Amanda Sheehan Oxford Realty

  37 Plaza Ave, Waterbury, CT 06710
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  /34

  $360,000

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

  224 Benefit St, Waterbury, CT 06704

  Move right into this beautifully remodeled raised ranch located on a quiet dead-end street. Renovated from top to bottom with today's most sought-after finishes, this turnkey home offers the perfect blend of style, comfort, and functionality. The main level features 3 bedrooms, a full bath, and bright, inviting living spaces designed for modern living. The stunning updates throughout create a

  Emma Gallo GRL & Realtors, LLC

  224 Benefit St, Waterbury, CT 06704
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  /35

  $895,000

  • 4 Beds
  • 2.5 Baths
  • 2,283 Sq Ft

  253 Bacon Pond Rd, Woodbury, CT 06798

  Welcome to Bacon Pond House. A seamless blend of 19th-century soul and 21st-century luxury. Situated on over 3 acres, this antique Colonial has been thoughtfully revived to honor its heritage while offering every modern convenience. The interior, lovingly brought back to life, features wide-plank flooring and exposed hand-hewn beams that anchor the home's historic character. The rooms are

  Christian Jensen William Pitt Sotheby's Int'l

  253 Bacon Pond Rd, Woodbury, CT 06798
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  /26

  $795,000

  • 3 Beds
  • 2.5 Baths
  • 2,336 Sq Ft

  38 W Mountain Ln, Roxbury, CT 06783

  Tucked away on a long private road, this light and bright Roxbury retreat combines timeless character with modern comfort. The home features three spacious bedrooms and two and a half baths, thoughtfully designed for both everyday living and effortless entertaining. Soaring ceilings with exposed beams and abundant skylights fill the interior with natural light, highlighting the warmth of

  Maria Taylor Klemm Real Estate Inc

  38 W Mountain Ln, Roxbury, CT 06783
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  /32

  $560,000

  • 3 Beds
  • 2.5 Baths
  • 1,954 Sq Ft

  63 Northwest Dr, Watertown, CT 06795

  This 3 Bedroom, 2.5 Bath Charming Well-Maintained Colonial in the heart of Watertown offers a perfect blend of modern updates with everyday comfort. Situated on a beautiful landscaped .61 acre lot, the property boasts breathtaking views from a custom concrete patio overlooking a private, wooded backyard. The peaceful setting provides an ideal retreat for relaxing, and enjoying nature year-round.

  Sharon Martino Regency Real Estate, LLC

  63 Northwest Dr, Watertown, CT 06795
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  /35

  $850,000

  • 2 Beds
  • 2.5 Baths
  • 1,940 Sq Ft

  26 Seminole Cir, Bantam, CT 06750

  Indian Knolls offers beautifully landscaped grounds and stylish home designs that create an elegant atmosphere in this 55+ community. Situated just a few miles from Litchfield center and a short distance from the chic Bantam hamlet, the location blends convenience with sophistication. Residents enjoy easy access to fine dining, as well as a variety of social, cultural, and recreational amenities,

  Sindy Butkus Klemm Real Estate Inc

  26 Seminole Cir, Bantam, CT 06750
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  /34

  $335,000

  • 2 Beds
  • 1.5 Baths
  • 1,564 Sq Ft

  100 Decicco Rd, Waterbury, CT 06705

  One level living in a well established neighborhood of generational homes. Pride of ownership is very apparent in this 2/3 bedroom home with expanded living space in the lower level. All of this on an oversized fenced lot. The 3 season breezeway porch and smaller study off the kitchen adds living space to have coffee, finish your emails for work or use as a guest bedroom. Well maintained

  Jeff Boucher Drakeley Real Estate, Inc.

  100 Decicco Rd, Waterbury, CT 06705
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  /33

  $995,000

  $200K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,725 Sq Ft

  45 Chalybes Rd, Roxbury, CT 06783

  Light-filled, modern living on a private nearly 3-acre corner lot - with room to grow. Set on a beautifully positioned corner parcel, this fully renovated home is defined by natural light and flexibility. Expansive windows and vaulted ceilings create a bright, open feel throughout the main living spaces, bringing in sunlight from multiple exposures and connecting the home to its surrounding

  Kathryn Bassett William Pitt Sotheby's Int'l

  45 Chalybes Rd, Roxbury, CT 06783
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  /40

  $424,900

  • 4 Beds
  • 2 Baths
  • 2,006 Sq Ft

  87 Woodruff Ave, Watertown, CT 06795

  Welcome home to this beautiful two-family property located in the heart of Watertown. Sitting on a spacious .66 acre lot, this home offers a perfect blend of comfort, space, and convenience. The first floor features three bedrooms, a full bathroom, a bright living room, a formal dining room, and a well-appointed kitchen-ideal for everyday living or entertaining. Upstairs, the second unit offers

  Mark Tavares Mark Tavares Realty, LLC

  87 Woodruff Ave, Watertown, CT 06795
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  /28

  $985,000

  • 3 Beds
  • 3 Baths
  • 3,225 Sq Ft

  28 Headquarters Rd, Litchfield, CT 06759

  Stimulating and easily managed home is perfect for weekending in an idyllic, small, historic village very close to big-time cultural, sports, and wildlife attractions. Living, dining, and kitchen areas are perfectly set up for entertaining. State-of-the-art appliances. Each bedroom has its own full bath and more. Multi-person ThermoSpa hot tub in enclosed (and air-conditioned) porch looks out on

  Cleve Fuessenich Klemm Real Estate Inc

  28 Headquarters Rd, Litchfield, CT 06759
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  /37

  $499,000

  • 4 Beds
  • 3 Baths
  • 2,294 Sq Ft

  60 Union St, Plantsville, CT 06479

  Welcome to this beautifully remodeled oversized Cape nestled in the highly desirable Plantsville section of Southington. This move-in ready home has been updated from top to bottom (all mechanicals new) offering the perfect blend of modern finishes and timeless charm. Step inside to discover brand new hardwood flooring throughout and a fresh, neutral paint palette that creates a bright and

  Jacquelyn St. Peter Best Real Estate Brokerage LLC

  60 Union St, Plantsville, CT 06479
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  /22

  $116,667

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  315 Congress Ave Unit B, Waterbury, CT 06708

  2br townhouse 1.5 bath common area garage must be purchased as a package deal with units a and c...cash or hard money only, no active condo association, roof 5yrs, driveway 5yrs, seperate water meters, water line to building 5yrs..sold strickly as is, buyer to do due diligence..call agent for more info, original declartions attached

  Mike Grady Brass City Homes Real Est. LLC

  315 Congress Ave Unit B, Waterbury, CT 06708
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  /5

  $60,000

  • Land
  • 6,969 Sq Ft
  • $375,000 per Acre

  162 Plaza Ave, Waterbury, CT 06710

  Vacant 6,970 SF (0.16 acre) level residential lot located in an established neighborhood. Public water, sewer, and utilities available in the street (buyer to verify). Strong infill opportunity for builder or investor. Currently being short term leased to neighboring buildings and used as a parking lot. Zoning: RM - Moderate Density Residential. RM zoning allows single-family, two-family

  Floddy Jules eXp Realty

  162 Plaza Ave, Waterbury, CT 06710
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  /40

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 4,854 Sq Ft

  21 Holiday Point Rd, Sherman, CT 06784

  Contemporary home in Atchison Cove lake community w/ clubhouse & deeded beach rights perfect for family living and entertaining. This unique residence offers the perfect mix of social hub and private sanctuary for year-round living or weekend escapes, located in Southern Sherman just 60 miles from NYC. The home is anchored by a large kitchen equipped w/ granite countertops, all new appliances,

  Donna Kennedy Compass Connecticut, LLC

  21 Holiday Point Rd, Sherman, CT 06784
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  /2

  $279,000

  • Land
  • 26.04 Acres
  • $10,714 per Acre

  16 E West Hill Rd, Barkhamsted, CT 06063

  26 Lt wooded acres with 1437 ft of road frontage on a quiet country road. Close to schools and shopping. Possible subdivision-older subdivision maps available-Build your dream home or subdivide into several building lot----town only requires 150 ft of road frontage for a buildable 2 acre lot--So great value for dividing into 4 + buildable lots-not in wetlands designation

  Mary New Berkshire Hathaway NE Prop.

  16 E West Hill Rd, Barkhamsted, CT 06063
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  /6

  $24,900

  • Land
  • 10,890 Sq Ft
  • $99,600 per Acre

  243 Roberts St, Torrington, CT 06790

  Situated in an established quiet neighborhood. Perfect for building a small custom home or modular setup. Easement in place to Aquarion Water Company for the pump house. Buyers and buyers' agents to perform their own due diligence regarding approved uses, building requirements, permits, utilities, zoning, town approvals, and all information pertaining to the property.

  Curt Henderson William Raveis Real Estate

  243 Roberts St, Torrington, CT 06790
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  /19

  $545,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,823 Sq Ft

  124 Suncrest Ct, Torrington, CT 06790

  Beautiful 3 Bedroom, 2.5 Bath Home in a SoughtAfter CuldeSac Neighborhood Welcome to this beautifully maintained home tucked at the end of a quiet culdesac in one of the area's most desirable neighborhoods. Offering 3 spacious bedrooms and 2.5 bathrooms, this property blends comfort, style, and thoughtful upgrades throughout. Step inside to an inviting layout featuring a warm and welcoming living

  Tom Jacovino Great Estates, CT

  124 Suncrest Ct, Torrington, CT 06790
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  /18

  $1,075,000

  • 3 Beds
  • 1 Bath
  • 1,093 Sq Ft

  801 Candlewood Lake Rd S, New Milford, CT 06776

  Beautiful direct waterfront home on Candlewood Lake offering stunning western-exposure lake views and a private dock. Filled with natural light, this inviting 3-bedroom home features many updates, including a renovated bath, a spacious great room with a stone fireplace, and additional lower-level space. The property offers a fairly flat and usable waterfront setting, an outdoor shower, garage

  Liam Clancy Gleason Group Real Estate LLC

  801 Candlewood Lake Rd S, New Milford, CT 06776
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  /25

  $1,650,000

  $345K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 2,318 Sq Ft

  31 Belgo Rd, Lakeville, CT 06039

  31 Belgo Road offers a beautifully designed 2-bedroom, 2.5-bath main residence and a separate 1-bedroom, loft-style apartment above the garage, all set against spectacular views of Lakeville Lake. A new septic system was installed in 2024, which affords this home bedroom expansion capabilities. This upgrade is a significant value-add for potential logistics and future planning. Blending

  Thomas Callahan Elyse Harney Real Estate

  31 Belgo Rd, Lakeville, CT 06039
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  /30

  $324,999

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,376 Sq Ft

  117 Arden Rd, Waterbury, CT 06708

  Welcome to this charming and well-maintained home offering comfort, functionality, and energy efficiency. This property features 2 spacious bedrooms and 1 full bathroom, along with a bright living room and a separate dining room-perfect for both everyday living and entertaining. The finished basement provides valuable additional living space, ideal for a family room, home office, or gym, plus an

  Leidy Ruiz Cordoba BHGRE Gaetano Marra Homes

  117 Arden Rd, Waterbury, CT 06708
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  /36

  $2,195,000

  • 4 Beds
  • 4 Baths
  • 3,388 Sq Ft

  243 Wells Hill Rd, Lakeville, CT 06039

  Experience the best of country living in this beautifully renovated home in Lakeville, Connecticut. Set on more than four private acres, this inviting residence offers eight spacious rooms, including four bedrooms and four full bathrooms, with the convenience of a first-floor bedroom suite. Designed for comfortable living and entertaining, the eat-in kitchen flows effortlessly into the formal

  Thomas Callahan Elyse Harney Real Estate

  243 Wells Hill Rd, Lakeville, CT 06039
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  /5

  $158,000

  $3K PRICE INCREASE

  • Land
  • 1.18 Acres
  • $133,898 per Acre

  843-845 (lots - 10A, E Wakefield Blvd, Winchester, CT 06098

  1.18 Acre ,Approximately 201 Ft Road fro . ntage )Lightly wooded E. Wakefield Blvd. lot located at the end of 3rd Bay . Panoramic view overlooking the length or lake. Survey , Zoning HL regulations and Deed are available , and Access is also available off E. Mtn Road . Survey shows Town of Winchester parcel with warterfront access Rare opportunity to build your dream home . , SELLER WILL CONSIDER

  David D'Amore Northwest CT Realty

  843-845 (lots - 10A, E Wakefield Blvd, Winchester, CT 06098
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  /10

  $850,000

  • Land
  • 24 Acres
  • $35,417 per Acre

  0 Rte 39 South State Route, Sherman, CT 06784

  Discover an exceptional opportunity to own a substantial 24+ acre parcel that presents a multitude of possibilities. This expansive open lot boasts superb road frontage (approx 1,650 ft) and western, sunset views. It offers a welcoming gateway to potential development and the chance to craft a legacy property or a community of homes, subject to subdivision approvals. Situated in a prime location,

  Alan O'Doherty William Pitt Sotheby's Int'l

  0 Rte 39 South State Route, Sherman, CT 06784
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  /26

  $1,750,000

  • 4 Beds
  • 3 Baths
  • 3,078 Sq Ft

  37 Lower Barrack Rd, Falls Village, CT 06031

  Extraordinary Property with 99+/- Acres in 10 Parcels The details of this home are so fabulous! There are 6 fireplaces and a Scandinavian tile stove in the Main House, a paneled Library filled with bookshelves, large Kitchen with a 4-oven AGA stove plus supplementary electric range, attached Greenhouse, large Deck overlooking the Brook, Dining Room, Study, 4 Bedrooms, 3 Full Baths, higher

  Juliet Moore Elyse Harney Real Estate

  37 Lower Barrack Rd, Falls Village, CT 06031
• 

  

  /33

  $950,000

  $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,028 Sq Ft

  16 Jonathan Dr, Roxbury, CT 06783

  This is a wonderful well cared for country home in the beautiful small town of Roxbury. Situated on this dead end road you are minutes to local amenities. Take advantage of nearby hiking trails, parks and open space with Southbury, Bridgewater, Washington and Woodbury town centers just a short drive away. Only 90 minutes from NYC. The first floor has two fireplaces and is open and spacious with

  Joyce Drakeley Drakeley Real Estate, Inc.

  16 Jonathan Dr, Roxbury, CT 06783
• 

  

  /29

  $2,160,000

  • 5 Beds
  • 4.5 Baths
  • 7,099 Sq Ft

  6 Claudia Ln, Sharon, CT 06069

  A Regal Sanctuary with recent key upgrades! Seize the opportunity to own a piece of majesty with this unparalleled castle perched atop a hill, commanding 60+ acres of pristine land. Surrounded by conservancy property, this estate promises uninterrupted tranquility and privacy. As you ascend the private road, the castle's imposing silhouette against the horizon is a prelude to the grandeur within.

  Alan O'Doherty William Pitt Sotheby's Int'l

  6 Claudia Ln, Sharon, CT 06069

Showing Results 401 - 440, Page 11 of 18