2 Bedroom Apartments for Rent in Winchester Center, CT (42 Rentals)

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Summit and Birch Hill Apartments
$2,295 - $2,325
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,025 - $2,295
Required Monthly Fees
$30

Total Monthly Price
$2,055 - $2,325
2 Bedroom Apartments Available Now

Summit and Birch Hill Apartments

271-287 Main StFarmington, CT 06032
Furnished
  • Verified
  • Customer Reviewed
  • Utilities Included
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Avon Woods Apartments
$2,125 - $2,325
Total Monthly Price

Total Monthly Price

Base Rent
$1,975 - $2,325

Total Monthly Price
$1,975 - $2,325
2 Bedroom Apartments Available Now

Avon Woods Apartments

75 Avonwood RdAvon, CT 06001
Student Housing
  • Verified
  • Customer Reviewed
  • 3D Tour
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Mill Commons
Rent Specials
$2,944 - $3,181
Total Monthly Price

Total Monthly Price

Base Rent
$2,944 - $3,181
Required Monthly Fees
$85

Total Monthly Price
$3,029 - $3,266
2 Bedroom Apartments Available Now

Mill Commons

1 Millers WaySimsbury, CT 06070
Corporate Housing
  • Verified
  • Customer Reviewed
  • 3D Tour
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The Pointe at Dorset Crossing
Rent Specials
$2,327 - $2,430
Total Monthly Price

Total Monthly Price

Base Rent
$1,803 - $2,430
Required Monthly Fees
$50

Total Monthly Price
$1,853 - $2,480
2 Bedroom Apartments Available Now

The Pointe at Dorset Crossing

55 Dorset Crossing DrSimsbury, CT 06070
Corporate Housing
  • Verified
  • Customer Reviewed
  • 3D Tour
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Trailside
$2,495
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,495

Total Monthly Price
$2,495
2 Bedroom Apartments Available Apr 1

Trailside

1600 New Britain AveFarmington, CT 06032
  • Verified
  • Utilities Included
  • Low Income
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Huntington Woods
Rent Specials
$1,924 - $2,104
Total Monthly Price

Total Monthly Price

Base Rent
$1,645 - $2,395
Required Monthly Fees
$50

Total Monthly Price
$1,695 - $2,445
2 Bedroom Apartments Available Now

Huntington Woods

200 Blakeslee StBristol, CT 06010
Furnished
  • Verified
  • Customer Reviewed
  • Utilities Included

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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Highcroft Apartments
$2,565 - $3,385
Total Monthly Price

Total Monthly Price

Base Rent
$2,095 - $4,450
Required Monthly Fees
$54

Total Monthly Price
$2,149 - $4,504
2 Bedroom Apartments Available Now

Highcroft Apartments

1100 Highcroft PlSimsbury, CT 06070
Corporate Housing
  • Verified
  • Customer Reviewed
  • Utilities Included
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Farmington Court Apartments
$2,195 - $2,395
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,195 - $2,395

Total Monthly Price
$2,195 - $2,395
2 Bedroom Apartments Available Feb 13

Farmington Court Apartments

1449-1495 Farmington AveFarmington, CT 06032
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  • Customer Reviewed
  • Utilities Included
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ReNew Bristol
$1,961 - $3,451
Total Monthly Price

Total Monthly Price

Base Rent
$1,861 - $3,451

Total Monthly Price
$1,861 - $3,451
2 Bedroom Apartments Available Now

ReNew Bristol

1175 Farmington AveBristol, CT 06010
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  • Customer Reviewed
  • 3D Tour

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Redstone Gardens
$1,786
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,444 - $1,786

Total Monthly Price
$1,444 - $1,786
2 Bedroom Apartments Available Now

Redstone Gardens

218 Surrey DrBristol, CT 06010
Family Friendly
  • Verified
  • Utilities Included
  • Low Income
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ReNew East Granby
$1,679 - $2,179
Total Monthly Price

Total Monthly Price

Base Rent
$1,099 - $2,539

Total Monthly Price
$1,099 - $2,539
2 Bedroom Apartments Available Mar 3

ReNew East Granby

185 Turkey Hills RdEast Granby, CT 06026
  • Verified
property at 98 E Elm St

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 1 Bath Home for Rent

Available Now

98 E Elm St

TorringtonCT06790

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Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

property at 25 Cottage Grove Rd

$2,250

Total Monthly Price

Total Monthly Price

Base Rent
$2,250

Total Monthly Price
$2,250

2 Bedroom, 1 Bath Home for Rent

Available Now

25 Cottage Grove Rd

GoshenCT06756
property at 290 Cliffside Dr

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 2.5 Bath Condo for Rent

Available Now

290 Cliffside Dr

TorringtonCT06790
property at 62 Brush Hill Rd

$3,950

Total Monthly Price

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

2 Bedroom, 2 Bath Home for Rent

Available Now

62 Brush Hill Rd

LitchfieldCT06759
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52 High St
2 Bedroom Apartments

52 High St

52 High StBristol, CT 06010
Corporate Housing
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122 High St
2 Bedroom Apartments

122 High St

122 High StBristol, CT 06010
  • Utilities Included
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Avon Place
2 Bedroom Apartments

Avon Place

46 Avonwood RdAvon, CT 06001
Corporate Housing
  • Utilities Included
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Canal Place
2 Bedroom Apartments

Canal Place

1 Old Canal WayWeatogue, CT 06089
Corporate Housing
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401 Albany Tpke
2 Bedroom Apartments

401 Albany Tpke

401 Albany TpkeCanton, CT 06019
  • Utilities Included
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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
Corporate Housing
  • Utilities Included

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Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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Holly House
2 Bedroom Apartments

Holly House

23 Holly House StLitchfield, CT 06759
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29 Water St Apartments
2 Bedroom Apartments

29 Water St Apartments

29-57 Water StTorrington, CT 06790
Corporate Housing
  • Utilities Included

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 2,237 square feet priced from $3,475. 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 $3,439. Here is today’s list of the largest available 2 Bedroom units in Winchester Center:

Apartment ListingModel NameSquare FootagePriced From
The Grand RyefieldTownhome F2,237 Sq Ft$3,475
Highcroft ApartmentsVista1,415 Sq Ft$3,439
Mill CommonsThe Ensign1,410 Sq Ft$3,191
The Ridge at Talcott MountainTownhome 31,397 Sq Ft$2,820
Greenway Village2 Bedroom - End Unit1,300 Sq Ft$2,550
Lakeview Apartments2 BR TH1,300 Sq Ft$2,095
Station 2802 Bedroom 2 Bathroom D3-b1,218 Sq Ft$2,770
Aspen Green at Simsbury$2.36/sq.ft. - The Dogwood1,200 Sq Ft$2,825
ReNew BristolConcord1,200 Sq Ft$2,591
The Pointe at Dorset CrossingSpruce1,177 Sq Ft$2,439

Cheapest Available Winchester Center and Nearby 2 Bedroom Apartments

As of January 29, 2026 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 $2,478. 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
Pine Brook Terrace2 Bedroom$1,500
Redstone GardensTwo Bedroom Townhouse$1,786
Mill at Still River1-2 BD$1,800
Huntington WoodsCanterbury$1,974
Lakeview Apartments2 BR TH$2,095
Avon Woods Apartments2 Bedroom - Renovated$2,125
Summit and Birch Hill ApartmentsS-2A-R$2,325

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Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

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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 $2,478.

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 2,237 square feet unit starting from $3,475 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 1,584 sq ft.

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

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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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.