2 Bedroom Apartments for Rent in Woodbury, CT (50 Rentals)

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property at 60 Westwood Rd

60 Westwood Rd

WoodburyCT06798
property at 74 Washington Rd

74 Washington Rd

WoodburyCT06798
property at 14 Quassuk Rd

14 Quassuk Rd

WoodburyCT06798
property at 36 Washington Ave

36 Washington Ave

WoodburyCT06798
property at 33 Washington Ave

33 Washington Ave

WoodburyCT06798
property at 112 W Lake Rd

112 W Lake Rd

WoodburyCT06798
property at 33 Washington Ave

33 Washington Ave

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

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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346 Main St S
2 Bedroom Apartments

346 Main St S

346 Main St SWoodbury, CT 06798
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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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The Residences at Quarry Walk
$2,920 - $3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,375 - $2,920
Required Monthly Fees
$80

Total Monthly Price
$2,455 - $3,000
2 Bedroom Apartments Available Now

The Residences at Quarry Walk

400 Boulder PassOxford, CT 06478
Corporate Housing
  • Verified
  • Customer Reviewed
  • Matterport 3D Tour
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Lakeview
Rent Specials
$1,805 - $1,958
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,454 - $1,958
Required Monthly Fees
$25

Total Monthly Price
$1,479 - $1,983
2 Bedroom Apartments Available Now

Lakeview

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

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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Parkview
$1,990 - $2,016
Total Monthly Price

Total Monthly Price

Base Rent
$1,697 - $2,843
Required Monthly Fees
$40

Total Monthly Price
$1,737 - $2,883
2 Bedroom Apartments Available Now

Parkview

270 Spring StNaugatuck, CT 06770
Corporate Housing
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  • Customer Reviewed
  • Matterport 3D Tour
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West Hill Apartments
$1,895 - $1,995
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,895 - $1,995

Total Monthly Price
$1,895 - $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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Oxford Commons
$2,125 - $2,150
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,950 - $2,150

Total Monthly Price
$1,950 - $2,150
2 Bedroom Apartments Contact Us For Availability

Oxford Commons

117 Hurley RdOxford, CT 06478
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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
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Horizon Homes
$1,695 - $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

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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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 20 Heritage Circle

20 Heritage Circle

SouthburyCT06488
property at 90 Heritage Vlg

90 Heritage Vlg

SouthburyCT06488
property at 856 Heritage Vlg

856 Heritage Vlg

SouthburyCT06488
property at 1023 Heritage Vlg

1023 Heritage Vlg

SouthburyCT06488
property at 401 Heritage Vlg

401 Heritage Vlg

SouthburyCT06488
property at 123 Heritage Vlg

123 Heritage Vlg

SouthburyCT06488
property at 101 Church Rd

101 Church Rd

SouthburyCT06488
property at 17 Kirby Rd

17 Kirby Rd

WashingtonCT06793
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Bunker Hill
2 Bedroom Apartments

Bunker Hill

17 Eastern AveWaterbury, CT 06708
  • 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.

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. The Residences at Quarry Walk in the Seymour Naugatuck Ansonia neighborhood has the second largest 2 Bedroom, which is sized at 1,260 square feet and currently listed start at $3,000. 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
The Residences at Quarry WalkB11,260 Sq Ft$3,000
Brookfield Village ApartmentsTwo Bed Two Bath Loft 12561,256 Sq Ft$3,210
Rivers EdgeThe Cambridge1,220 Sq Ft$2,123
Wyndham Court ApartmentsTwo Bedroom1,200 Sq Ft$1,495
1243 W Main St2 Bdrm1,200 Sq Ft$1,600
Federal Road ApartmentsTwo Bedroom 2.11,181 Sq Ft$2,642
LakeviewThe Waterford1,180 Sq Ft$1,983
Middlebury Crossing Apartments2 Bedroom/1.5 Bath Townhome1,100 Sq Ft$1,950
The Mews at Sandy Hook2 Beds, 2 baths1,000 Sq Ft$2,925

Cheapest Available Woodbury 2 Bedroom Apartments

As of November 14, 2025 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 $2,109. 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
Villa Square LLC2 Bedroom Ranch, Lower Level$1,600
Josephine Towers Senior Living2 Beds, 1 bath$1,622
Middlebury Crossing ApartmentsTwo Bedroom/ 1 Bath$1,695
Horizon Homes2-Bedroom$1,695
Ramblewood Apartments2 Beds, 1 Baths$1,750
223 Meadow St2Beds$1,850
Rivers EdgeThe Berkshire$1,970

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

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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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

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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Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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

Explore Woodbury, CT Rentals by Map

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Getting Around Woodbury, CT

Walk Score®

36 / 100

Car-Dependent

Most errands require a car

Bike Score®

20 / 100

Somewhat Bikeable

Minimal bike infrastructure

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 $2,109.

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 1,534 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.