2 Bedroom Apartments for Rent in Winchester Center, CT (43 Rentals)

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Summit and Birch Hill Apartments
Rent Specials
$1,995 - $2,430
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,695 - $2,400
Required Monthly Fees
$30

Total Monthly Price
$1,725 - $2,430
2 Bedroom Apartments Available Now

Summit and Birch Hill Apartments

271-287 Main StFarmington, CT 06032
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Avon Woods Apartments
$1,895 - $2,350
Total Monthly Price

Total Monthly Price

Base Rent
$1,595 - $2,350

Total Monthly Price
$1,595 - $2,350
2 Bedroom Apartments Available Now

Avon Woods Apartments

75 Avonwood RdAvon, CT 06001
Student Housing
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Mill Commons
Rent Specials
$2,999 - $3,284
Total Monthly Price

Total Monthly Price

Base Rent
$2,999 - $3,284
Required Monthly Fees
$112

Total Monthly Price
$3,111 - $3,396
2 Bedroom Apartments Available Now

Mill Commons

1 Millers WaySimsbury, CT 06070
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The Pointe at Dorset Crossing
Rent Specials
$2,560 - $2,799
Total Monthly Price

Total Monthly Price

Base Rent
$1,842 - $2,799
Required Monthly Fees
$77

Total Monthly Price
$1,919 - $2,876
2 Bedroom Apartments Available Now

The Pointe at Dorset Crossing

55 Dorset Crossing DrSimsbury, CT 06070
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Huntington Woods
$1,864 - $1,899
Total Monthly Price

Total Monthly Price

Base Rent
$1,695 - $1,899

Total Monthly Price
$1,695 - $1,899
2 Bedroom Apartments Available Now

Huntington Woods

200 Blakeslee StBristol, CT 06010
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Highcroft Apartments
$3,010 - $3,540
Total Monthly Price

Total Monthly Price

Base Rent
$2,270 - $4,505
Required Monthly Fees
$48

Total Monthly Price
$2,318 - $4,553
2 Bedroom Apartments Available Now

Highcroft Apartments

900 Highcroft PlWeatogue, CT 06089
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ReNew Bristol
$1,815 - $1,915
Total Monthly Price

Total Monthly Price

Base Rent
$1,550 - $1,915

Total Monthly Price
$1,550 - $1,915
2 Bedroom Apartments Contact Us For Availability

ReNew Bristol

1175 Farmington AveBristol, CT 06010
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Canal Place
Rent Specials
$2,045 - $2,145
Total Monthly Price

Total Monthly Price

Base Rent
$2,020 - $2,861
Required Monthly Fees
$5

Total Monthly Price
$2,025 - $2,866
2 Bedroom Apartments Available Now

Canal Place

1 Old Canal WayWeatogue, CT 06089
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Farmington Court Apartments
$1,995 - $2,235
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,995 - $2,235

Total Monthly Price
$1,995 - $2,235
2 Bedroom Apartments Available Nov 14

Farmington Court Apartments

1449-1495 Farmington AveFarmington, CT 06032
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property at 161 Kinney St

161 Kinney St

TorringtonCT06790
property at 473 Winchester Rd

473 Winchester Rd

WinchesterCT06098
property at 50 E Hill Rd

50 E Hill Rd

CantonCT06019
property at 305 Timber Ln

305 Timber Ln

CantonCT06019
property at 213 Ledge Dr

213 Ledge Dr

TorringtonCT06790
property at 49 Prospect Mountain Rd

49 Prospect Mountain Rd

SalisburyCT06068
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690 Hopmeadow St
2 Bedroom Apartments

690 Hopmeadow St

690 Hopmeadow StSimsbury, CT 06070
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100 N Main St
2 Bedroom Apartments

100 N Main St

100 N Main StBristol, CT 06010
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Holly House
2 Bedroom Apartments

Holly House

23 Holly House StLitchfield, CT 06759
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52 High St
2 Bedroom Apartments

52 High St

52 High StBristol, CT 06010

Winchester Center, CT Local Guide

Largest Available Winchester Center and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Winchester Center, CT is found at The Grand Ryefield in the Bloomfield Windsor neighborhood and is 2,406 square feet priced from $3,500. Highcroft Apartments in the Terrys Plain neighborhood has the second largest 2 Bedroom, which is sized at 1,415 square feet and currently listed start at $3,583. Here is today’s list of the largest available 2 Bedroom units in Winchester Center:

Apartment ListingModel NameSquare FootagePriced From
The Grand RyefieldTownhome D2,406 Sq Ft$3,500
Highcroft ApartmentsVista1,415 Sq Ft$3,583
Mill CommonsThe Ensign1,410 Sq Ft$3,386
The Pointe at Dorset CrossingOak1,385 Sq Ft$2,875
Greenway Village2 Bedroom1,300 Sq Ft$2,700
Avon PlaceLaurelside1,273 Sq Ft$2,000
Aspen Green at Simsbury$2.36/sq.ft. - The Dogwood1,200 Sq Ft$2,825
Avon Woods Apartments2 Bedroom - Renovated1,150 Sq Ft$1,895
King's Ridge (small quiet community)Two Bedroom 1.5 bath1,115 Sq Ft$2,325
Canal PlaceShadowbrook1,050 Sq Ft$2,070

Cheapest Available Winchester Center and Nearby 2 Bedroom Apartments

As of October 27, 2025 the lowest priced 2 Bedroom apartment unit in Winchester Center, CT is the Two Bedroom Model starting from $1,350 at Gilbert Clock Apartments . The second most affordable Winchester Center 2 Bedroom is the Two Bedroom Model at Winthrop Court Apartments starting at $1,350 . The average price for all 2 Bedroom apartments in Winchester Center is currently $2,339. Here is today’s list of the cheapest available 2 Bedroom options in Winchester Center:

Apartment ListingModel NamePriced From
Gilbert Clock ApartmentsTwo Bedroom$1,350
Winthrop Court ApartmentsTwo Bedroom$1,350
Brookside Apartment Homes2B/1B$1,400
22 High StB2$1,475
Pine Brook Terrace2 Bedroom$1,500
122 High StTwo Bed$1,750
Mill at Still River2 BD Remodel WD$1,800
Huntington WoodsCanterbury$1,864
Avon Woods Apartments2 Bedroom - Classic$1,895
Avon PlaceRidgewood$2,000

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Frequently Asked Questions about 2 Bedroom Winchester Center Apartments

What is the Cheapest apartment in Winchester Center with 2 Bedroom?

Currently the most affordable 2 Bedroom in Winchester Center is at Gilbert Clock Apartments listed at $1,350.

How much is the average rent for a 2 Bedroom Winchester Center Apartment?

The average rent for a 2 Bedroom Apartment in Winchester Center is $2,339.

What is the largest available 2 Bedroom Winchester Center Apartment for rent?

Today's apartment with the most square footage in Winchester Center is a 2,406 square feet unit starting from $3,500 at The Grand Ryefield.

What is the average size for Winchester Center 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Winchester Center is currently 1,043 sq ft.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.