Our Listings in NW Connecticut & Surrounds

Scroll down the page to view all available real estate and homes for sale listed by the agents at Best & Cavallaro Real Estate. Search through a variety of listings including lakefront homes, land, luxury estates, condos, newly listed single family homes, multi-family homes and more. Our primary region is the Litchfield County, CT area, but we generally focus around the northwestern Connecticut area including nearby towns in western Massachusetts and Dutchess County, New York.

Make searching easier: Create an account with us to save your favorite properties and to receive notifications when similar listings hit the market.

Search all homes for sale in Litchfield County, CT.

Search all homes for sale in Dutchess County, NY.

 

Agent+ID%5B0%5D=BESTPA&Agent+ID%5B1%5D=CAVAMA&Agent+ID%5B2%5D=KIRBMA&Agent+ID%5B3%5D=BELTLO&Agent+ID%5B4%5D=THURPA&Agent+ID%5B5%5D=DUNHLA&Agent+ID%5B6%5D=MULLMA&Agent+ID%5B7%5D=CONSMI&Agent+ID%5B8%5D=BATESCA&Agent+ID%5B9%5D=JENNINGK&Agent+ID%5B10%5D=MALLISOD&Agent+ID%5B11%5D=MCCABEE&Agent+ID%5B12%5D=BESTTH&Agent+ID%5B13%5D=LUNIJE
Westwoods Road #2 Sharon CT 06069

MLS Number 170349434

  • Land
  • Acreage 242
  • MLS Status Active
  • Other Amenities Waterfront
  • Zoning R2

SERIOUS DEVELOPERS TAKE NOTE! 17 sub-divided and approved lots available in the coveted Litchfield Hills of Northwest Connecticut. All lots 10 acres or more. Private, serene, and safe settings with multi-million dollar homes, stone walls throughout, yet close to both the chic, bustling town of Kent, CT and the beautiful town center of Sharon, CT. Several parcels are contiguous, and a group of lots are on a private cul-de-sac with underground power installed that could easily become a gated community. Many lots have potential ridge views, a few could have views to the Catskills in NY state. All lots successfully perc-tested years ago. All documentation available including surveys, possible homes sites, septic areas, and land features. Broadband internet available on the road. This is an opportunity not to be missed! Minutes from the Wassaic Train station on the Metro North rail service out of NYC/Grand Central Station. Lots are staked and marked, and many have rough driveway openings from the road. There's too much information to post in a paragraph! These lots must be seen to be appreciated. Available as a package only.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

46 Quarry Road Bridgewater CT 06752

Bridgewater, CT46 Quarry Road Road

Price$1,995,000

Est. Mortgage: $/month

MLS Number 170380164

  • Single Family
  • Acreage 13.14
  • Square Feet 6,151
  • Bedrooms 5
  • Bathroom 7

Sitting at the top of a knoll, up a winding gated private drive, can be found this modern colonial with over 6,000 square feet of living space. With 5 full bedrooms, 5 full baths and 2 half bathrooms on the first floor, this comfortable yet roomy home sits in serenity with an extensive water feature and mature landscaping surrounding it on 13.14 acres. A formal circular drive leads to a large covered porch beyond which is a formal entry area with large coat closet and half bath powder room, a formal living room with fireplace on one side and a circular stair up to the second floor on the other. The main floor also consists of a formal dining room, eat in kitchen with generous island, granite countertops, and cherry wood cabinets punctuated by a subzero, Viking double oven, warming drawer, electric range, and Bosch dishwasher. A dedicated office is adjacent to the comfortable family room with large stone fireplace and attached sun room. Main floor bedroom suite has wheelchair accessible doors, wheelchair accessible shower, and walk in closet. The spacious master bedroom has an on suite bath with shower, soaking tub, double sinks, and private toilet area. Extensive walk in closet and changing room join the bedroom and bath area together. Additional 3 bedrooms, all with on suite bathrooms and generous closet space are located on the second floor. 3 car garage and massive bonus room above are also accessible by second stair case with a vestibule area at the top of the stairs.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

80 Rocky Lane Salisbury CT 06068
Pending Continue to Show

MLS Number 170405439

  • Single Family
  • Acreage 1.3
  • Square Feet 2,178
  • Bedrooms 4
  • Bathroom 4

TWIN LAKES RENOVATED COTTAGE WITH SHARED DOCK....this adorable cottage was renovated and winterized in 2015 with new windows, new roof, new heating system, new kitchen etc. A short walk down the dirt road brings you to the shared deeded lake access with dock. There are 3 bedrooms and 2 baths in the main house and a barn that houses 2 cars plus an unwinterized apartment and an office that have not been renovated but have great potential. Both have baths and the apartment has a kitchen.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

201 Kenmont Road Kent CT 06757

Kent, CT201 Kenmont Road Road

Price$925,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170389369

  • Land
  • Acreage 61
  • Zoning Res
  • Subdividable Unknown

"Probably the nicest spot in Kent" is a direct quote from one of the local contractors doing site work on the property. The seller has every detail in place for a beautiful home to be built with unlimited, spectacular views - and a builder is ready to go! You can see the Catskills to the west on a clear day. Zoning approvals, septic approvals, an approved house plan and a building permit are part of this gorgeous land package. Hundreds of thousands have been spent on infrastructure and planning, including lot clearing, a driveway, underground utility conduits to the road, and blasting for a full foundation. A life event is preventing the seller from being able to use the home, so now the property is on the market. The roughly 60+ acre package is a combination of two separate lots. The developed area shown is on one parcel and there is a potential site for another home on the other parcel. Pictures simply don't do this land justice. Seeing is believing. Even on a dreary day, this lot will take your breath away.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

250 Kent Road South Cornwall CT 06754

MLS Number 170328483

  • Commercial
  • Acreage 3
  • Square Feet 2,308
  • MLS Status Active
  • Year Built 1990

Do you have vision? The home of the Matthews 1812 House Bakery is a wonderful commercial opportunity with many options. This could be a restaurant, retail space, office space, and with the large amount of land, the potential for adding other structures makes for endless possibilities! Ample parking, with easy access right off Route 7. Truck friendly location. 400 amp, 3 phase electrical service. Septic and commercial grease trap. Thoughtful structural planning allows for ample interior renovation choices without impacting the building shell or roof. Open lot. Alarm system. Don't let this one slip by...

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

250 Kent Road South Cornwall CT 06754

MLS Number 170340111

  • Single Family
  • Acreage 3
  • Square Feet 2,308
  • Bathroom 1
  • Year Built 1990

This commercial building offers options as a residence as well. Easily converted to a home, and with the large amount of land, the potential for adding other structures makes for endless possibilities! Or keep the existing building as your party barn, workshop, or office space, and build your home on the lot with mountain range view potential. Ample parking and easy access. 400 amp, 3 phase electrical service means "no worries" about electricity. Septic and commercial grease trap. Thoughtful structural planning allows for ample interior renovation choices without impacting the building shell or roof. Open lot. Alarm system.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

107 Route 126 Canaan CT 06031

MLS Number 170408271

  • Single Family
  • Acreage 6.2
  • Square Feet 1,514
  • Bedrooms 3
  • Bathroom 2

This adorable, sunny, 3 bedroom 2 bath contemporary is virtually a new house. Set on over 6 level acres with distant mountain views, it is ready for immediate occupancy. A major renovation was completed in 2019 including new sheetrock, roof, floors, kitchen, bathrooms, light fixtures, stone wall, plumbing and heating. The living room and kitchen are open concept with a wonderful vaulted ceiling and the adjacent dining room overlooks the back yard. Two bedrooms and full bath are on the main floor and the upper level is devoted to the primary bedroom with three exposures, sliding glass door, walk in closet and balcony. A beautiful large ensuite bathroom includes a tiled stall shower and separate tub as well as a double sink. At the top of the stairs is a perfect place for a desk and office area. Falls Village is a charming town just north of Salisbury and about 2 plus hours from NYC. Hiking, fishing, skiing are all nearby, and it is not far from Great Barrington and all the cultural opportunities the Berkshires have to offer.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Swaller Hill Road Sharon CT 06069

Sharon, CTSwaller Hill Road Road

Price$325,000

Est. Mortgage: $/month

MLS Number 170285309

  • Land
  • Acreage 26.72
  • MLS Status Active
  • Subdivision River View
  • Other Amenities Golf, Waterfront

Large and private parcel with beautiful views and bordering State Forest. Land in in Forest 490, but is appraised by town for $402,800. The road and underground utilities are in and the owner is a professional forester who is in process of clearing meadows etc. There is a babbling brook located between lot 1 and lot 3. This a place for those who want complete quiet and privacy. Excellent value.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Swaller Hill Sharon CT 06069

Sharon, CTSwaller Hill Road

Price$295,000

Est. Mortgage: $/month

MLS Number 170161265

  • Land
  • Acreage 25.36
  • MLS Status Active
  • Subdivision River View
  • Other Amenities Waterfront

Gorgeous parcel of land with panoramic views abutting State Forest. The property is in Forest 490, and the town appraisal is $386,900. There is a babbling brook and many beautiful house sites to choose from.

Listed by Dave Mallison and Sherie Berk of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

COMMERCIAL RETAIL SPACE IN CANAAN

14 East Main North Canaan CT 06018

MLS Number 170174137

  • Commercial
  • Acreage 0.2
  • Square Feet 4,550
  • MLS Status Active
  • Year Built 1936

Fabulous large and open retail/office space on .20 acres in the heart of Canaan. 2275 square feet of space plus an additional 2275 square feet of storage space in the basement. Basement has an overhead door for easy access. On street parking with additional spaces in the back.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

1 Old Turnpike Road North North Canaan CT 06018

MLS Number 170406425

  • Land
  • Acreage 9.2
  • MLS Status Active
  • Other Amenities Golf, Waterfront
  • Zoning R2

This wonderful 9+ acre lot sits on a quiet country road in the coveted Canaan Valley section of North Canaan. The lot is a mix of hardwoods and conifers on a gentle slope in an area of peace, quiet, and chirping birds. The lot has been tested and approved for a septic system; a survey and a septic plan are included. Full internet service at the street. Why wait? The NW corner of CT is alive with places to go, fine restaurants, hiking, and cultural events that rival a more metropolitan area. It's the Berkshires, and you can own a piece of it!

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Guinea Sharon CT 06069

Sharon, CTGuinea Road

Price$150,000

Est. Mortgage: $/month

MLS Number 170391027

  • Land
  • Acreage 9
  • MLS Status Active
  • Other Amenities Waterfront
  • Zoning 2

Looking for peace & quiet? This serene land parcel sits far off the road with some nice eastern view potentials. A woods road leads to the property; the western boundary of the road is entirely National Park Service land. The only neighbors are far away... Great for hunting, camping, and outdoor recreation as well. Close to the Housatonic River and the scenic towns of Cornwall and Kent, the lot has endless potential. Please reach out to the listing agent for more information. This lot is secluded in a deep forest location, and the boundaries are difficult to see.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

3 Old Turnpike Road North North Canaan CT 06018

MLS Number 170406438

  • Land
  • Acreage 6.1
  • MLS Status Active
  • Other Amenities Golf, Waterfront
  • Zoning R2

A beautiful 6+ acre lot is waiting for you! Reasonably priced and located on a quiet country road in the coveted Canaan Valley section of North Canaan, the lot is a mix of hardwoods and conifers on a gentle slope in an area of peace, quiet, and chirping birds. The lot has been tested and approved for a septic system; a survey and a septic plan are included. There is full internet service at the street. Build your dream home now - the NW corner of CT is alive with places to go, fine restaurants, hiking, and cultural events that rival a more metropolitan area. It's the Berkshires, and you can own a piece of it!

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Barberry Hills Road Sharon CT 06069

Sharon, CTBarberry Hills Road Road

Price$115,000

Est. Mortgage: $/month

MLS Number 170370538

  • Land
  • Acreage 5.84
  • MLS Status Active
  • Subdivision Barberry Hills
  • Other Amenities Waterfront

At the end of a long, sparsely populated private road, this 5.84 acre lot offers a beautiful, tranquil setting with old stone walls, mature trees, and a brook. Underground utilities are at the site and perc tests show that the land was approved for a 4 bedroom house. Convenient to Sharon, Wassaic train station and 2 hours from New York city, a house in this location will make a most desirable weekend or full time residence.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

9 Deerfield Salisbury CT 06039

Salisbury, CT9 Deerfield Road

Price$110,000

Est. Mortgage: $/month

MLS Number 170350219

  • Land
  • Acreage 1.22
  • MLS Status Active
  • Other Amenities Waterfront
  • Zoning RR1

Spend all your time in the happening village of Millerton, NY and pay Salisbury, CT taxes! This affordable, open, and well kept lot is about one mile to Millerton and ready for your home to be built upon it. No clearing necessary. Convenient to all attractions in the Berkshires, the Litchfield Hills, and Dutchess & Columbia counties in upstate NY. All available utilities are right at the road, including broadband internet. What are you waiting for? Hiking, skiiing, and the pleasant New England environs are calling... Along with the Grove (Town Beach) on Lake Wononscopomuc!

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

28 Mt. Greenery Salisbury CT 06039
For Rent

MLS Number 170392755

  • Rental
  • Square Feet 1,912
  • Acreage 0.45
  • MLS Status Active
  • Bedrooms 3

Charming Antique for rent from Memorial Day to Labor Day for 15,000 plus utilities. 3 Bedrooms, 2 full baths on a lovely Lane. Close to the Town Grove, Golf, Hiking, Millerton, NY Rail Trail.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Salisbury Carriage House on Lake

261 Taconic Road Salisbury CT 06068
For Rent

Listing Number X87310610

  • Non-MLS Vacation Rentals
  • Address 261 Taconic Road
  • Bathroom 3
  • Bedrooms 4

AVAILABLE Memorial through Labor Day 2019 for $7,000 per month Step from living room French doors to terrace and gardens overlooking the Channel from Twin lakes, or enjoy serene, landscaped rock vistas from any room in this newly renovated turn-of-the-century Carriage House.  Master bedroom suite, plus two bedrooms with bath on first floor, fourth bedroom and bath on second floor.  The elegant lofted-ceiling living room includes fireplace, Steinway piano, built-in bookshelves and dining area.  Also enjoy the gourmet kitchen, study or office; extensive walks and gardens, screened gazebo and canoe for outdoor enjoyment.  Paddle into the larger lake, or drive to nearby Lakeville Lake for supervised swimming. Owner is open to monthly rentals.  

Listed by Patricia Best

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

26 Granite Avenue North Canaan CT 06018
For Rent

MLS Number 170407528

  • Rental
  • Square Feet 2,750
  • Acreage 0.82
  • MLS Status Active
  • Bedrooms 4

Stunning, contemporary interior combined with original details distinguish this gracious sunny Victorian. Just renovated this 5 bedroom, 3 bath spacious home has a first-floor open floor plan with the kitchen flowing into the dining room and a living room with Rumsford wood burning fireplace. The cook's kitchen has new, top-end stainless appliances and a breakfast bar looking out over the landscaped gardens. A butler's pantry, a large mudroom and a back staircase adjoin the kitchen. The first floor also includes two flexible use sunny rooms, which can be utilized as a den/office/bedroom or library. On the second floor are four large bedrooms, including a master suite and two bathrooms. All baths are tiled with luxury roll-in European showers and fixtures. Refinished, original hardwood floors glisten throughout. Large secluded park-like location on hamlet's most historic street. Ideally situated between the Great Barrington and Salisbury with easy access to summer arts and concert venues, year-round recreation, and private schools. Available immediately, unfurnished, at a monthly rent of $3,900 on an annual basis. Local responsive landlord supplies snow plowing. Tenant is responsible for all utilities (oil, electricity, Wi-Fi and cable.) References, credit check, lease required.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2021 SmartMLS, Inc.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2021 SmartMLS, Inc.