Multi-Family Homes for Sale in Litchfield County CT and the Surrounding Areas

Below you will find multifamily homes for sale in Litchfield County, CT as well as multifamily homes for sale in Dutchess County, New York. Contact us if you have questions or would like to schedule a private showing.

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You might also be interested in Lakeville multi-family homes for sale or Salisbury multi-family homes for sale.

Dutchess & Columbia County NY Listings

119 West Wakefield Winchester CT 06098

MLS Number 170330282

  • Multi Family Multi-Family For Sale
  • Square Feet 1,781
  • Acreage 0.64
  • Bedrooms 5
  • Bathroom 2

This home and property provide a unique opportunity to own a multi family at Highland Lake that has direct waterfront at a fraction of the taxes and the ability to have a large portion of your expenses covered by the potential income from the rental unit. The first floor unit has two bedrooms, large living room with sliders leading out to the veranda that overlooks first bay and a beautiful upscale kitchen that will make anyone that loves to spend time in the kitchen never want to leave. On the second floor there is a 3 bedroom unit that has been totally updated and will make a great rental unit for long or short term tenants, it too has a large porch overlooking first bay. Outside there is a large yard for recreation or just privacy. Large oversized two car garage and other storage building provide room for all the toys.

Listed by David Sartirana and Amy Sartirana of Northwest CT Realty

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$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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39 South Main Winchester CT 06098

MLS Number 170365799

  • Multi Family Multi-Family For Sale
  • Square Feet 3,486
  • Acreage 4.41
  • Bedrooms 7
  • Bathroom 4

Three properties totaling 4.41 acres for one price! 1. 3500 sq ft 2 family home featuring 1800's architecture including massive period correct windows, wrap around porch, beautiful stone foundation, and detached 2 car garage. 5 bed, 2 1/2 bath main house with 2 bed, 1 bath attic apartment. 1.13 acres 2. Freshly updated 960 sq ft ranch. 3 bed, 1 bath, walk out basement, great backyard with tons of potential. .37 acres. 3. 2.9 acres of undeveloped land. Potential for multiple access points. Condo's? Apartments? Parking garage? Bring your ideas and imagination. All properties sold together. Total tax $8102/year Assessments 2 family $150,710 1 family $82,530 Land $8,120

Listed by Ryan Horvay of The D'Amore Agency, LLC

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$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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142 Main Winchester CT 06098

MLS Number 170368414

  • Multi Family Multi-Family For Sale
  • Square Feet 3,965
  • Acreage 0.42
  • Bedrooms 6
  • Bathroom 4

Currently being used as a 4 unit multi family dwelling and is currently fully occupied. This property was once home to the famous Jessies restaurant. The home boasts much charm and character with charming center staircase, wood flors and lots of moldings. There have been many recent updates that include roof, windows and mechanicals. There is plenty of off street parking with a multi level parking area and two car detached garage along with a nice stone patio. This property has potential for many different uses such as professional offices, retail or even a restaurant. Lots of things happening in downtown Winsted, this could make a great investment.

Listed by David Sartirana of Northwest CT Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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14 Wheeler Winchester CT 06098

MLS Number 170346935

  • Multi Family Multi-Family For Sale
  • Square Feet 3,043
  • Acreage 0.07
  • Bedrooms 12
  • Bathroom 4

All units recently renovated!!! Tenants pay all utilities!!! Laundry hookups!!! Building in great condition!!!

Listed by Yosef Parnas of Barkan Holdings, LLC

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%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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21 Amenia Sharon CT 06069

Sharon, CT21 Amenia Road

Price$325,000

Est. Mortgage: $/month

MLS Number 170366381

  • Multi Family Multi-Family For Sale
  • Square Feet 2,640
  • Acreage 0.59
  • Year Built 1890

Sharon Duplex Investment Opportunity - This Sharon, CT duplex is a perfect investment opportunity. Both units are equipped with two large bright bedrooms and two full baths. Great location, walking distance to the Sharon Green, the Sharon playhouse, and local restaurants. Renovate and utilize it as a charming AirBnB. 15 minutes to Metro North, Millerton, NY, and 30 minutes to Great Barrington, MA.

Listed by John Panzer of Elyse Harney Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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103 Meadow Winchester CT 06098
Pending Continue to Show

MLS Number 170346559

  • Multi Family Multi-Family For Sale
  • Square Feet 3,762
  • Sale Agent ROCKOFFC
  • Sale Office RKOF01
  • Acreage 0.27

If you're looking for a new investment property or you're simply trying to escape the city, look no further! This beautiful Victorian is located in Litchfield county, minutes from Highland Lake, Burr Pond State Park, People's State Forest, Restaurants, Theatres and much more. The minute you pull up, you will immediately appreciate the unique craftsmanship, architectural features and attention to detail. This home features two buildings on one lot: The brick building is made up of two units with 2 bedrooms and 1 bathroom each. The rear house features 3 bedrooms and 1.5 bathrooms. Each unit has its gown gas heat and utilities. Many possible scenarios! Live there and collect rent or rent all 3 apartments. Schedule your showing today!

Listed by Pascale Nejaime of Coldwell Banker Realty

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$
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$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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51 Hinsdale Winchester CT 06098

Winchester, CT51 Hinsdale Avenue

Price$199,999

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170370416

  • Multi Family Multi-Family For Sale
  • Square Feet 3,538
  • Sale Agent LARSSU
  • Sale Office TURN40
  • Acreage 0.17

Investors take note: Fully rented large, remodeled 3 family, close to shopping/restaurants etc, natural gas heat, public utilities, off street assigned parking for 5-6 cars. 2 units have 3 bedrooms, 2 full baths, 2nd floor is a 1 bedroom unit with laundry hookups in each, secured storage space for tenants in basement. Schedule your viewing today! 24 hour notice required

Listed by Diane L. Carroll of The Washington Agency

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$
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$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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227 Walnut Winchester CT 06098

MLS Number 170358610

  • Multi Family Multi-Family For Sale
  • Square Feet 1,826
  • Acreage 0.22
  • Year Built 1900

Great Income Potential! Live in one unit and rent the other. Two 3 Bedroom units, 2 car garage. Close to town.

Listed by Amanda Balaski of The D'Amore Agency, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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37 Chestnut Winchester CT 06098
Pending Continue to Show

MLS Number 170373476

  • Multi Family Multi-Family For Sale
  • Square Feet 1,700
  • Sale Agent MINNISJ
  • Sale Office BHHS01
  • Acreage 0.12

Impeccable centrally located two family. This home is in remarkable condition and features vinyl siding and 10 yr architectural roof. Inside the kitchens and baths have been updated and there is beautiful wood flooring throughout. Lots of insulation to minimize the heating costs. There is an abundance of parking which could give an additional income stream. Each unit has a covered porch and plenty of storage.

Listed by David Sartirana of Northwest CT Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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61 John Winchester CT 06098

Winchester, CT61 John Street

Price$139,788

Est. Mortgage: $/month

MLS Number 170359341

  • Multi Family Multi-Family For Sale
  • Square Feet 2,004
  • Acreage 0.5
  • Bedrooms 4
  • Bathroom 2

Check out this charming two family. Why Rent when you can OWN this home for less than $350.00 per month out of your pocket!! 100% Financing may be available for a qualified buyer. Located on a quiet dead end street, short walk to Highland Lake. Don' t wait for interest rates to go up! Now is the time!

Listed by Sandy Kerr of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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35 Pratt Winchester CT 06098
Pending Continue to Show

MLS Number 170370272

  • Multi Family Multi-Family For Sale
  • Square Feet 2,256
  • Sale Agent BROCHUAU
  • Sale Office SULL40
  • Acreage 0.17

Great Multi-Family for owner occupancy or to have as an investment property within walking distance to Highland Lake. House sits on a small lot which requires minimal landscaping and maintenance. Both units are 2bd, 1ba, living room and kitchen. August 2017 the roof was replaced (plywood and shingles). First floor unit has been remodeled keeping all the original hardwood flooring and trim. Unit also has a screened in porch. Basement access is for the first floor and the attic is for the second floor. Both units are currently rented out and the tenants would like to remain if possible. Each floor has its own Circuit Breaker, Furnace and Oil Tank, Natural Gas Hot Water Heater, Laundry Hookups, and Natural Gas Stove. Front and rear entry points to each unit. Has four off street parking spots and a small shed.

Listed by David Sartirana of Northwest CT Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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

31 Woodruff Winchester CT 06098

MLS Number 170333804

  • Multi Family Multi-Family For Sale
  • Square Feet 1,482
  • Acreage 0.29
  • Bedrooms 4
  • Bathroom 2

Located on quiet side street with lots of privacy. This two family home has good income and is in very good condition. There is a detached 2 car garage for additional income.

Listed by David Sartirana of Northwest CT Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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36 Depot Winchester CT 06098

Winchester, CT36 Depot Street

Price$136,000

Est. Mortgage: $/month

MLS Number 170365335

  • Multi Family Multi-Family For Sale
  • Square Feet 2,016
  • Acreage 0.16
  • Year Built 1880

Perfect for Owner Occupants or investors. Two, two-bedroom units. Market rent is $725-$750/month per unit for two bedroom units...great potential.

Listed by Karlyn Cyr of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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60 High Winchester CT 06098

MLS Number 170353531

  • Multi Family Multi-Family For Sale
  • Square Feet 2,363
  • Acreage 0.28
  • Bedrooms 5
  • Bathroom 2

This 2 family home is a great investment opportunity, both units are rented/occupied, they have separate utilities and pay their own bills, both offer a washer/dryer hook up in each unit. The 1st floor has 3 bedrooms and the 2nd floor has 2 bedrooms, the 2nd floor bath has a brand new bath tub, floor and was freshly painted. The 1st floor has a brand new hot water heater. Plenty of off street parking. Close to highways and shopping.

Listed by Kristi Houle Nadeau of Bottom Line Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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

87 Hillside Winchester CT 06098

MLS Number 170371084

  • Multi Family Multi-Family For Sale
  • Square Feet 2,064
  • Acreage 0.1
  • Year Built 1900

Two family with 3 bedrooms on each floor. Private backyard. Gas heat. First floor needs remodeling, second floor is in good shape. Fully occupied.

Listed by Amanda Balaski of The D'Amore Agency, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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

Information contained in this Smart MLS listing has been compiled from various sources, all of which may not be completely accurate. Smart MLS makes no warranty or representation as to the accuracy of listing information. All information that influences a decision to purchase a listed property should be independently verified by the purchaser. Copyright 2017 Smart MLS, Inc. All rights reserved.