2 Bedroom Apartments for Rent in Woodbury, CT (54 Rentals)

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property at 13 Pleasant St

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1.5 Bath Home for Rent

Available Now

13 Pleasant St

WoodburyCT06798
property at 300 Railtree Hill Rd

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

2 Bedroom, 1 Bath Home for Rent

Available Now

300 Railtree Hill Rd

WoodburyCT06798
property at 48 White Oak Rd

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

2 Bedroom, 1 Bath Home for Rent

Available Now

48 White Oak Rd

WoodburyCT06798
property at 4-5 Weekeepeemee Rd

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Home for Rent

Available Now

4-5 Weekeepeemee Rd

WoodburyCT06798
property at 54 Clubhouse Dr

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 2.5 Bath Condo for Rent

Available Now

54 Clubhouse Dr

WoodburyCT06798
property at 47 Terrell Rd

$3,250

Total Monthly Price

Total Monthly Price

Base Rent
$3,250

Total Monthly Price
$3,250

2 Bedroom, 2 Bath Home for Rent

Available Now

47 Terrell Rd

WoodburyCT06798
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36 Church St
2 Bedroom Apartments

36 Church St

36 Church StWoodbury, CT 06798
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1565 Main St N
2 Bedroom Apartments

1565 Main St N

1565 Main St NWoodbury, CT 06798
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346 Main St S
2 Bedroom Apartments

346 Main St S

346 Main St SWoodbury, CT 06798

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

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Spruce Bank Farm
2 Bedroom Apartments

Spruce Bank Farm

823 Main St SWoodbury, CT 06798
Senior Living
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The Gardens
2 Bedroom Apartments

The Gardens

74 Main St NWoodbury, CT 06798
  • Utilities Included
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Beacon Mill Village
$2,350 - $2,660
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,475 - $2,650
Required Monthly Fees
$10

Total Monthly Price
$1,485 - $2,660
2 Bedroom Apartments Available Now

Beacon Mill Village

2 N Main StBeacon Falls, CT 06403
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  • Customer Reviewed
  • 3D Tour
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The Residences at Quarry Walk
Rent Specials
$3,000 - $3,205
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000 - $3,125
Required Monthly Fees
$80

Total Monthly Price
$3,080 - $3,205
2 Bedroom Apartments Available Now

The Residences at Quarry Walk

400 Boulder PassOxford, CT 06478
Corporate Housing
  • Verified
  • Customer Reviewed
  • 3D Tour
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Overland Crossing
Rent Specials
$2,657 - $3,413
Total Monthly Price

Total Monthly Price

Base Rent
$2,070 - $3,283
Required Monthly Fees
$130

Total Monthly Price
$2,200 - $3,413
2 Bedroom Apartments Available Now

Overland Crossing

101 Laurel Hill RdBrookfield, CT 06804
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Federal Road Apartments
$2,899 - $3,075
Total Monthly Price18 Month Lease Term

Total Monthly Price

Base Rent
$1,985 - $2,875
Required Monthly Fees
$200

Total Monthly Price
$2,185 - $3,075
2 Bedroom Apartments Available Now

Federal Road Apartments

857A Federal RdBrookfield, CT 06804
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  • Utilities Included
  • 3D Tour
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Rivers Edge Apartments
Rent Specials
$1,925 - $2,000
Total Monthly Price

Total Monthly Price

Base Rent
$1,487 - $3,354
Required Monthly Fees
$25

Total Monthly Price
$1,512 - $3,379
2 Bedroom Apartments Available Now

Rivers Edge Apartments

35 Sharon RdWaterbury, CT 06705
Corporate Housing
  • Verified
  • Customer Reviewed
  • 3D Tour

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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Marin Village
Rent Specials
$2,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,250 - $2,650
Required Monthly Fees
$50

Total Monthly Price
$2,300 - $2,700
2 Bedroom Apartments Available Now

Marin Village

468 Federal RdBrookfield, CT 06804
  • Verified
  • Utilities Included
  • Low Income
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Lakeview
$1,776 - $2,075
Total Monthly Price

Total Monthly Price

Base Rent
$1,776 - $2,847
Required Monthly Fees
$25

Total Monthly Price
$1,801 - $2,872
2 Bedroom Apartments Available Now

Lakeview

440 Meriden RdWaterbury, CT 06705
Furnished
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  • Customer Reviewed
  • Utilities Included
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Covered Bridge
Rent Specials
$2,672 - $3,264
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,250 - $3,510
Required Monthly Fees
$115

Total Monthly Price
$2,365 - $3,625
2 Bedroom Apartments Available Now

Covered Bridge

9 Covered Bridge RdNewtown, CT 06470
Luxury
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  • Customer Reviewed
  • 3D Tour
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Parkview
$2,049 - $3,944
Total Monthly Price

Total Monthly Price

Base Rent
$1,928 - $3,919
Required Monthly Fees
$25

Total Monthly Price
$1,953 - $3,944
2 Bedroom Apartments Available Now

Parkview

270 Spring StNaugatuck, CT 06770
Corporate Housing
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  • Customer Reviewed
  • 3D Tour
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West Hill Apartments
$1,700 - $2,025
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,700 - $2,025

Total Monthly Price
$1,700 - $2,025
2 Bedroom Apartments Available Now

West Hill Apartments

597 Millville AveNaugatuck, CT 06770
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  • Customer Reviewed
  • Utilities Included
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The Mews at Sandy Hook
$2,975 - $3,175
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400 - $3,100
Required Monthly Fees
$75

Total Monthly Price
$2,475 - $3,175
2 Bedroom Apartments Available Now

The Mews at Sandy Hook

10-22 Washington AveSandy Hook, CT 06482
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  • Utilities Included
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Horizon Homes
$1,950 - $1,970
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,475 - $1,970

Total Monthly Price
$1,475 - $1,970
2 Bedroom Apartments Available Now

Horizon Homes

151 Andrew AveNaugatuck, CT 06770
  • Verified
  • Customer Reviewed
  • Utilities Included

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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Barton Commons
$1,995
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,995

Total Monthly Price
$1,995
2 Bedroom Apartments Available Now

Barton Commons

34 East StNew Milford, CT 06776
Luxury
  • Verified
  • Utilities Included
  • Low Income

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property at 158 Martone St

$1,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,750

Total Monthly Price
$1,750

2 Bedroom, 1 Bath Home for Rent

Available Now

158 Martone St

WaterburyCT06708
property at 184 Kaynor Dr

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

184 Kaynor Dr

WaterburyCT06708
property at 140 Woodvale Dr

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

2 Bedroom, 2 Bath Condo for Rent

Available Now

140 Woodvale Dr

SouthburyCT06488
property at 342 Heritage Vlg

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

342 Heritage Vlg

SouthburyCT06488
property at 61 Far View Cmns

$3,100

Total Monthly Price

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

61 Far View Cmns

SouthburyCT06488
property at 17 Kirby Rd

$15,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$15,900

Total Monthly Price
$15,900

2 Bedroom, 2 Bath Home for Rent

Available Now

17 Kirby Rd

WashingtonCT06793
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Heritage Circle
2 Bedroom Apartments

Heritage Circle

6 Heritage CirSouthbury, CT 06488
Senior Living
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Bunker Hill
2 Bedroom Apartments

Bunker Hill

17 Eastern AveWaterbury, CT 06708
  • 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.

Woodbury, CT Local Guide

Largest Available Woodbury 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Woodbury, CT is found at 223 Meadow St in the The Village at Oxford Greens neighborhood and is 1,500 square feet priced from $1,850. Covered Bridge in the Hawleyville neighborhood has the second largest 2 Bedroom, which is sized at 1,327 square feet and currently listed start at $3,239. Here is today’s list of the largest available 2 Bedroom units in Woodbury:

Apartment ListingModel NameSquare FootagePriced From
223 Meadow St2Beds1,500 Sq Ft$1,850
Covered BridgeThe Sycamore1,327 Sq Ft$3,239
The Residences at Quarry WalkB11,260 Sq Ft$3,155
Barnbeck PlaceB41,240 Sq Ft$2,840
Beacon Mill VillageB3-2X1.5TH1,235 Sq Ft$2,660
Wyndham Court ApartmentsTwo Bedroom1,200 Sq Ft$1,700
1243 W Main St2 Bdrm1,200 Sq Ft$1,600
Federal Road ApartmentsTwo Bedroom 2.11,181 Sq Ft$3,075
Middlebury Crossing Apartments2 Bedroom/1.5 Bath Townhome1,100 Sq Ft$1,995
Taunton Residences at Deep BrookTwo Bed Two Bath1,040 Sq Ft$3,230

Cheapest Available Woodbury 2 Bedroom Apartments

As of August 24, 2026 the lowest priced 2 Bedroom apartment unit in Woodbury, CT is the 2 Bdrm Model starting from $1,600 at 1243 W Main St in the Waterbury Middlebury neighborhood. The second most affordable Woodbury 2 Bedroom is the 1B/2BD Highland Ridge Model at Highland Ridge starting at $1,650 in the Waterbury neighborhood. The average price for all 2 Bedroom apartments in Woodbury is currently $2,560. Here is today’s list of the cheapest available 2 Bedroom options in Woodbury:

Apartment ListingModel NamePriced From
1243 W Main St2 Bdrm$1,600
Highland Ridge1B/2BD Highland Ridge$1,650
Wyndham Court ApartmentsTwo Bedroom$1,700
Scott Gardens Apartments2 Bedroom Townhouse$1,725
Middlebury Crossing ApartmentsTwo Bedroom/ 1 Bath$1,745
Ramblewood Apartments2 Beds, 1 Baths$1,750
Villa Square LLC2 Bedroom Townhouse, Cinch$1,800
LakeviewThe Ashford II$1,801
223 Meadow St2Beds$1,850
West Hill ApartmentsTown Home with Full Basement$1,875

Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Frequently Asked Questions about 2 Bedroom Woodbury Apartments

What is the Cheapest apartment in Woodbury with 2 Bedroom?

Currently the most affordable 2 Bedroom in Woodbury is at 1243 W Main St listed at $1,600.

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

The average rent for a 2 Bedroom Apartment in Woodbury is $2,560.

What is the largest available 2 Bedroom Woodbury Apartment for rent?

Today's apartment with the most square footage in Woodbury is a 1,500 square feet unit starting from $1,850 at 223 Meadow St.

What is the average size for Woodbury 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Woodbury is currently 1,557 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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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.

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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.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.