2 Bedroom Apartments for Rent in Woodbury, CT (46 Rentals)

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property at 4 Weekeepeemee Rd

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Home for Rent

Available Now

4 Weekeepeemee Rd

WoodburyCT06798
property at 107 Main St N

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Home for Rent

Available Now

107 Main St N

WoodburyCT06798
property at 17 Pleasant 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

17 Pleasant St

WoodburyCT06798
property at 33 Washington Ave

$3,750

Total Monthly Price

Total Monthly Price

Base Rent
$3,750

Total Monthly Price
$3,750

2 Bedroom, 2 Bath Home for Rent

Available Now

33 Washington Ave

WoodburyCT06798
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346 Main St S
2 Bedroom Apartments

346 Main St S

346 Main St SWoodbury, CT 06798
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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

Renting with Roommates: Realistic Expectations for Shared Lease

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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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Federal Road Apartments
$2,880 - $3,065
Total Monthly Price18 Month Lease Term

Total Monthly Price

Base Rent
$1,955 - $2,865
Required Monthly Fees
$200

Total Monthly Price
$2,155 - $3,065
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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The Residences at Quarry Walk
Rent Specials
$3,225 - $3,305
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,225
Required Monthly Fees
$80

Total Monthly Price
$3,305
2 Bedroom Apartments Available Jun 5

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 - $3,150
Total Monthly Price

Total Monthly Price

Base Rent
$2,070 - $3,020
Required Monthly Fees
$130

Total Monthly Price
$2,200 - $3,150
2 Bedroom Apartments Available Now

Overland Crossing

101 Laurel Hill RdBrookfield, CT 06804
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Rivers Edge
$1,870 - $1,993
Total Monthly Price

Total Monthly Price

Base Rent
$1,396 - $1,993
Required Monthly Fees
$25

Total Monthly Price
$1,421 - $2,018
2 Bedroom Apartments Available Now

Rivers Edge

37 Sharon RdWaterbury, CT 06705
Corporate Housing
  • Verified
  • Customer Reviewed
  • Smoke Free
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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
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  • Utilities Included
  • Low Income
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Lakeview
$1,759 - $1,855
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,583 - $1,855
Required Monthly Fees
$25

Total Monthly Price
$1,608 - $1,880
2 Bedroom Apartments Available Now

Lakeview

440 Meriden RdWaterbury, CT 06705
Furnished
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  • 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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Covered Bridge
Rent Specials
$2,819 - $3,181
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,250 - $3,510
Required Monthly Fees
$32

Total Monthly Price
$2,282 - $3,542
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 Apartments
$2,164 - $2,245
Total Monthly Price

Total Monthly Price

Base Rent
$1,888 - $2,220
Required Monthly Fees
$25

Total Monthly Price
$1,913 - $2,245
2 Bedroom Apartments Available Jun 7

Parkview Apartments

270 Spring StNaugatuck, CT 06770
Corporate Housing
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  • Customer Reviewed
  • 3D Tour
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West Hill Apartments
$1,700 - $1,995
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,700 - $1,995

Total Monthly Price
$1,700 - $1,995
2 Bedroom Apartments Contact Us For Availability

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
$2,925 - $3,175
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200 - $3,100
Required Monthly Fees
$75

Total Monthly Price
$2,275 - $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
  • 3D Tour
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Horizon Homes
$1,950 - $1,970
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,730 - $1,970

Total Monthly Price
$1,730 - $1,970
2 Bedroom Apartments Available Jul 1

Horizon Homes

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

Navigating the Rental Market: Tips for First-Time Renters

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

property at 593 Heritage Vlg

$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

593 Heritage Vlg

SouthburyCT06488

Renting Smart: Lease Basics Every Renter Needs

Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

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
property at 593 Heritage Vlg

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

2 Bedroom, 2 Bath Home for Rent

Available Now

593 Heritage Vlg

SouthburyCT06488
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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
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25 Church St
2 Bedroom Apartments

25 Church St

25 Church StNew Milford, CT 06776
Student Housing

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.

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 $3,131. 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$3,131
Beacon Mill VillageB3-2X1.5TH1,210 Sq Ft$2,650
1243 W Main St2 Bdrm1,200 Sq Ft$1,600
Federal Road ApartmentsTwo Bedroom 2.11,181 Sq Ft$3,065
Brookfield Village ApartmentsTwo Bed Two Bath Lofts Federal1,143 Sq Ft$3,015
Overland CrossingPathfinder1,115 Sq Ft$3,150
Middlebury Crossing Apartments2 Bedroom/1.5 Bath Townhome1,100 Sq Ft$1,995
Marin VillageTYPE C1,075 Sq Ft$2,700
The Mews at Sandy Hook2 Beds, 2 baths1,000 Sq Ft$2,925

Cheapest Available Woodbury 2 Bedroom Apartments

As of May 25, 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 2 Beds, 1 bath Model at Josephine Towers Senior Living starting at $1,622 . The average price for all 2 Bedroom apartments in Woodbury is currently $2,408. 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
Josephine Towers Senior Living2 Beds, 1 bath$1,622
Villa Square LLC2 Bedroom Ranch, New Kitchen$1,650
Middlebury Crossing ApartmentsTwo Bedroom/ 1 Bath$1,745
LakeviewThe Atwood$1,784
223 Meadow St2Beds$1,850
Rivers EdgeThe Berkshire$1,895
Overlook at Fort Hill Apartments2 Bedroom$2,200
Beacon Mill VillageB3-2X1.5TH$2,650
Marin VillageTYPE C$2,700

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 $2,408.

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.

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.

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