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

How Many Bedrooms?Done
Select your price rangeDone
Lifestyle Matching SearchDone
Learn more about Lifestyle Search
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
close
View Me
The Gardens
2 Bedroom Apartments

The Gardens

74 Main St NWoodbury, CT 06798
  • Utilities Included
close
View Me
1565 Main St N
2 Bedroom Apartments

1565 Main St N

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

346 Main St S

346 Main St SWoodbury, CT 06798
property at 64 Far View Cmns

64 Far View Cmns

SouthburyCT06488
property at 152 Baker Rd

152 Baker Rd

RoxburyCT06783
property at 574 Heritage Vlg

574 Heritage Vlg

SouthburyCT06488
Showing Results 1-42, Page 1 of 1

Woodbury, CT Local Guide

Largest Available Woodbury 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Woodbury, CT is found at Wyndham Court Apartments in the Waterbury Middlebury neighborhood and is 1,200 square feet priced from $1,495. 1243 W Main St has the second largest 2 Bedroom, which is sized at 1,200 square feet and currently listed start at $1,600. Here is today’s list of the largest available 2 Bedroom units in Woodbury:

Apartment ListingModel NameSquare FootagePriced From
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$2,880
Eastwood TerraceThe Promenade1,145 Sq Ft$1,600
Oxford CommonsChelsea 2-Bdrm/2-Bath1,120 Sq Ft$2,025
Barton Commons2 Bedroom1,105 Sq Ft$1,755
Middlebury Crossing Apartments2 Bedroom/1.5 Bath Townhome1,100 Sq Ft$1,850
Rivers EdgeThe Beacon1,100 Sq Ft$1,920
LakeviewThe Kingsbury1,080 Sq Ft$1,598
Villa Square LLCBuilding 1 Two Bedroom933 Sq Ft$1,950

Cheapest Available Woodbury 2 Bedroom Apartments

As of April 08, 2025 the lowest priced 2 Bedroom apartment unit in Woodbury, CT is the Two Bedroom Model starting from $1,315 at Bunker Hill in the Waterbury Middlebury neighborhood. The second most affordable Woodbury 2 Bedroom is the Two Bedroom One Bath Model at Diamond Court Apartments starting at $1,450 . The average price for all 2 Bedroom apartments in Woodbury is currently $1,980. Here is today’s list of the cheapest available 2 Bedroom options in Woodbury:

Apartment ListingModel NamePriced From
Bunker HillTwo Bedroom$1,315
Diamond Court ApartmentsTwo Bedroom One Bath$1,450
Wyndham Court ApartmentsTwo Bedroom$1,495
Middlebury Crossing ApartmentsTwo Bedroom/ 1 Bath$1,550
LakeviewThe Atwood$1,596
1243 W Main St2 Bdrm$1,600
Eastwood TerraceThe Promenade$1,600
Highland Ridge1B/1B + Off WDHighland Ridge$1,650
Ramblewood Apartments2 Beds, 1 Baths$1,750
Villa Square LLC2 Bedroom Townhouse, Cinch$1,750

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.

decorative image of people with a giant lease agreement

Best Local Schools in
Woodbury, CT

School data provided by Great Schools

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

Explore Woodbury, CT Rentals by Map

Decorative image of map

See the most popular apartments and homes in Woodbury, CT

View MapWoodbury, CT Apartments MapView MapWoodbury, CT Rental Homes Map

Getting Around Woodbury, CT

Walk Score®

36 / 100

Car-Dependent

Most errands require a car

Bike Score®

20 / 100

Somewhat Bikeable

Minimal bike infrastructure

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

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 Bunker Hill listed at $1,315.

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

The average rent for a 2 Bedroom Apartment in Woodbury is $1,980.

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

Today's apartment with the most square footage in Woodbury is a 1,200 square feet unit starting from $1,495 at Wyndham Court Apartments.

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

The average size for a 2 Bedroom rental in Woodbury is currently 1,032 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.

decorative image for Renting Smart: Lease Basics Every Renter Needs article

Renting Smart: Lease Basics Every Renter Needs

Written by: Christine Leonard, Esq.

Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

decorative image for Battling the Butts: Your Guide to the Reality of Smoke-Free Renting article

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting

Written by: Andrea Lee Negroni, JD

While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

decorative image for Understanding Amenity Fees: Know Where You Might Be Able to Save Money article

Understanding Amenity Fees: Know Where You Might Be Able to Save Money

Written by: Amber Kanuckel

With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

decorative image for How Your Move-In Inspection Can Protect Your Security Deposit article

How Your Move-In Inspection Can Protect Your Security Deposit

Written by: Christine Leonard, Esq.

If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.