2 Bedroom Apartments for Rent in Woodbury, CT (49 Rentals)

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property at 141 Washington 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

141 Washington Rd

WoodburyCT06798
property at 60 Westwood Rd

$1,795

Total Monthly Price

Total Monthly Price

Base Rent
$1,795

Total Monthly Price
$1,795

2 Bedroom, 1 Bath Home for Rent

Available Now

60 Westwood Rd

WoodburyCT06798
property at 7 Woods Way

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 2 Bath Condo for Rent

Available Now

7 Woods Way

WoodburyCT06798
property at 33 Washington Ave

$3,750

Total Monthly Price12 Month Lease Term

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
property at 112 W Lake Rd

$6,500

Total Monthly Price

Total Monthly Price

Base Rent
$6,500

Total Monthly Price
$6,500

2 Bedroom, 2 Bath Home for Rent

Available Now

112 W Lake Rd

WoodburyCT06798
property at 33 Washington Ave

$3,750

Plus Fees

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

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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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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Rivers Edge
$1,802 - $1,955
Total Monthly Price

Total Monthly Price

Base Rent
$1,356 - $1,955
Required Monthly Fees
$25

Total Monthly Price
$1,381 - $1,980
2 Bedroom Apartments Available Now

Rivers Edge

37 Sharon RdWaterbury, CT 06705
Corporate Housing
  • Verified
  • Customer Reviewed
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Lakeview
$1,785 - $1,865
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,785 - $1,865
Required Monthly Fees
$25

Total Monthly Price
$1,810 - $1,890
2 Bedroom Apartments Available Now

Lakeview

440 Meriden RdWaterbury, CT 06705
Furnished
  • Verified
  • Customer Reviewed
  • Utilities Included

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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Parkview Apartments
$1,781 - $1,871
Total Monthly Price

Total Monthly Price

Base Rent
$1,672 - $1,846
Required Monthly Fees
$25

Total Monthly Price
$1,697 - $1,871
2 Bedroom Apartments Available Now

Parkview Apartments

270 Spring StNaugatuck, CT 06770
Corporate Housing
  • Verified
  • Customer Reviewed
  • 3D Tour
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Horizon Homes
$1,675 - $1,795
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,605 - $1,795

Total Monthly Price
$1,605 - $1,795
2 Bedroom Apartments Available Now

Horizon Homes

151 Andrew AveNaugatuck, CT 06770
  • Verified
  • 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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West Hill Apartments
$1,875 - $1,995
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,875 - $1,995

Total Monthly Price
$1,875 - $1,995
2 Bedroom Apartments Available Feb 1

West Hill Apartments

597 Millville AveNaugatuck, CT 06770
  • Verified
  • Customer Reviewed
  • Utilities Included

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

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 346 Southbury 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

346 Southbury Rd

RoxburyCT06783
property at 500 Nonnewaug Rd

$1,995

Total Monthly Price

Total Monthly Price

Base Rent
$1,995

Total Monthly Price
$1,995

2 Bedroom Rentals

Available Now

500 Nonnewaug Rd

BethlehemCT06751

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 167 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

167 Heritage Vlg

SouthburyCT06488
property at 1023 Heritage Vlg

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 2 Bath Condo for Rent

Available Now

1023 Heritage Vlg

SouthburyCT06488
property at 304 Heritage Vlg

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 2 Bath Condo for Rent

Available Now

304 Heritage Vlg

SouthburyCT06488
property at 419 Heritage Vlg

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 2 Bath Condo for Rent

Available Now

419 Heritage Vlg

SouthburyCT06488
property at 123 Heritage Vlg

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 2 Bath Condo for Rent

Available Now

123 Heritage Vlg

SouthburyCT06488
property at 17 Kirby Rd

$10,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,900

Total Monthly Price
$10,900

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

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. Rivers Edge in the Waterbury Middlebury neighborhood has the second largest 2 Bedroom, which is sized at 1,220 square feet and currently listed start at $1,980. 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
Rivers EdgeThe Cambridge1,220 Sq Ft$1,980
Wyndham Court ApartmentsTwo Bedroom1,200 Sq Ft$1,495
1243 W Main St2 Bdrm1,200 Sq Ft$1,600
Villa Square LLC2 Bedroom Deluxe Townhouse1,197 Sq Ft$1,850
Federal Road ApartmentsTwo Bedroom 2.11,181 Sq Ft$2,641
Brookfield Village ApartmentsTwo Bed Two Bath Lofts Federal1,143 Sq Ft$2,840
25 Church St2 bedroom1,100 Sq Ft$2,450
The Mews at Sandy Hook2 Beds, 2 baths1,000 Sq Ft$2,925

Cheapest Available Woodbury 2 Bedroom Apartments

As of January 07, 2026 the lowest priced 2 Bedroom apartment unit in Woodbury, CT is the Two Bedroom One Bath Model starting from $1,450 at Diamond Court Apartments in the Waterbury Middlebury neighborhood. The second most affordable Woodbury 2 Bedroom is the Two Bedroom Model at Wyndham Court Apartments starting at $1,495 . The average price for all 2 Bedroom apartments in Woodbury is currently $2,039. Here is today’s list of the cheapest available 2 Bedroom options in Woodbury:

Apartment ListingModel NamePriced From
Diamond Court ApartmentsTwo Bedroom One Bath$1,450
Wyndham Court ApartmentsTwo Bedroom$1,495
1243 W Main St2 Bdrm$1,600
Josephine Towers Senior Living2 Beds, 1 bath$1,622
Villa Square LLC2 Bedroom Ranch, Cinch$1,625
Trowbridge House Apartments2 Bedroom$1,650
Horizon Homes2-Bedroom$1,675
Scott Gardens Apartments2 Bedroom Townhouse$1,700
Ramblewood Apartments2 Beds, 1 Baths$1,750
Parkview ApartmentsGramercy$1,806

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

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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Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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

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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 Diamond Court Apartments listed at $1,450.

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

The average rent for a 2 Bedroom Apartment in Woodbury is $2,039.

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 1,437 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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How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips

Written by: Justin Habersaat

Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

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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!