55 Essex Hill Rd
CornwallCT06796
Apartments for Rent in Winchester, CT (98 Rentals) Page 2 of 2
25 Sheldon Ln
LitchfieldCT06759
8 Deming Rd
LitchfieldCT06759
6 Kubish Rd
LitchfieldCT06759
84 New Rd
AvonCT06001
40 Rockledge Dr
AvonCT06001
264 Twin Lakes Rd
SalisburyCT06068
28 Dugway Rd
SalisburyCT06039
312 Twin Lakes Rd
SalisburyCT06068
35 Kirk Rd
SharonCT06796
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1 Bedroom Apartments
155 Gilbert
155 GilbertWinchester, CT 06098
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1 Bedroom Apartments
159 Lake St
159 Lake StWinchester, CT 06098
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1 to 2 Bedroom Apartments
267 Rockwell St
267 Rockwell StWinchester, CT 06098
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1 Bedroom Apartments
30-44 S Main St
30-44 S Main StWinsted, CT 06098
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2 to 3 Bedroom Apartments
Torringford Apartments
91 Torringford StWinsted, CT 06098
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2 to 3 Bedroom Apartments
98-102 Spencer St
98-102 Spencer StWinsted, CT 06098
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2 Bedroom Apartments
18 Upland Rd
18 Upland RdWinsted, CT 06098
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Studio Apartments
68 Elm St
68 Elm StWinsted, CT 06098
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Studio Apartments
10-12 Beach St
10-12 Beach StWinsted, CT 06098
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1 Bedroom Apartments
56 Walnut St
56 Walnut StWinsted, CT 06098
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1 to 2 Bedroom Apartments
Carriage Maker Place
19 Gay StWinsted, CT 06098
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Studio Apartments
149-155 Meadow St
149-155 Meadow StWinsted, CT 06098
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1 Bedroom Apartments
37 Case Ave
37 Case AveWinsted, CT 06098
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1 to 2 Bedroom Apartments
398-406 Main St
398-406 Main StWinsted, CT 06098
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1 Bedroom Apartments
410 Main St
410 Main StWinsted, CT 06098
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1 Bedroom Apartments
414-420 Main St
414-420 Main StWinsted, CT 06098
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1 Bedroom Apartments
424 Main St
424 Main StWinsted, CT 06098
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Studio Apartments
Riverwalk Condominiums
111 Riverton RdWinsted, CT 06098
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1 Bedroom Apartments
45 Elm St
45 Elm StWinsted, CT 06098
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1 to 4 Bedroom Apartments
175 Main St
175 Main StWinsted, CT 06098
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3 Bedroom Apartments
134 Maple St
134 Maple StWinsted, CT 06098
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Studio to 1 Bedroom Apartments
38 Pratt St
38 Pratt StWinsted, CT 06098
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2 to 3 Bedroom Apartments
GreenRidge
111 Torringford StWinsted, CT 06098
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1 to 2 Bedroom Apartments
Foxridge Apartments
5-13 Albough RdBarkhamsted, CT 06063
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1 to 2 Bedroom Apartments
Wallen's Hill Apartments
11-13 Meetinghouse RdBarkhamsted, CT 06063
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1 to 3 Bedroom Apartments
570 Main St
570 Main StNew Hartford, CT 06057
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Studio Apartments
River Run Condominiums
220 Main StNew Hartford, CT 06057
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1 to 2 Bedroom Apartments
4 Bridge St
4 Bridge StNew Hartford, CT 06057
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2 Bedroom Apartments
526 Main St
526 Main StNew Hartford, CT 06057
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1 to 3 Bedroom Apartments
202 Main St
202 Main StNew Hartford, CT 06057
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2 Bedroom Apartments
Glenwood
50 E Hill RdCanton, CT 06019
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Studio Apartments
Chestnut Grove
80 Chestnut StWinsted, CT 06098
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Studio Apartments
Greenwoods Garden
31 Gay StWinsted, CT 06098
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1 to 2 Bedroom Apartments
Glen Apartments
130 Willow StWinsted, CT 06098
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Studio Apartments
Laurel Commons
79 Gay StWinsted, CT 06098
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2 Bedroom Apartments
75-95 Hurlbut St
75-95 Hurlbut StWinsted, CT 06098
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1 to 2 Bedroom Apartments
69 Pleasant Valley Rd
69 Pleasant Valley RdBarkhamsted, CT 06063
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Studio to 2 Bedroom Apartments
The Laurel at 401 Albany Turnpike
401 Albany TpkeCanton, CT 06019
Showing Results 51-98, Page 2 of 2
Winchester, CT Local Guide
Mapple leaves by Marc Berry Reid is licensed under CC BY 2.0
How much does it cost to rent an apartment in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winchester Studio Apartments | $1,250 | $1,150 | $1,350 |
| Winchester 1 Bedroom Apartments | $1,315 | $1,095 | $1,500 |
| Winchester 2 Bedroom Apartments | $1,630 | $1,350 | $2,500 |
| Winchester 3 Bedroom Apartments | $1,725 | $1,250 | $2,200 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
How much does it cost to rent a home in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| 2 Bedroom Homes | $2,147 | $1,300 | $4,000 |
| 3 Bedroom Homes | $4,385 | $2,800 | $6,850 |
| 4 Bedroom Homes | $4,033 | $950 | $6,500 |
| 5 Bedroom Homes | $7,750 | $3,500 | $10,000+ |
| 7 Bedroom Homes | $5,000 | $5,000 | $5,000 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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Frequently Asked Questions about Winchester
What is the current pricing and availability for apartments for rent in Winchester, CT?
As of today, September 17, 2026, there are currently 98 available Winchester apartments priced from $1,095 to $2,500, with an average monthly rent of $1,548.
What is the current price range for One Bedroom Winchester Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winchester ranges from $1,095 to $1,500 with an average monthly rent of $1,315.
What does renting a Two Bedroom Apartment in Winchester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $1,350 to $2,500. Today's average rental price for Two Bedrooms here is $1,630.
Expert Rental Resources
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
Articles, How-To's, and Tips
How Commercial-to-Residential Property Conversions Help the Housing Crisis
Written by: Robin Stewart
Many housing markets throughout America share a common complaint: a lack of affordable rental properties.
Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.
First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.