2 Bedroom Apartments for Rent in Woodbury, CT (43 Rentals)

264 Main St S, Unit first and second floor

226 Main St N

13-15-15 Pleasant St

108 Main St S

256 Main St S

112 W Lake Rd
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

Federal Road Apartments

The Residences at Quarry Walk

Brookfield Village Apartments

Oxford Commons

Farrell Communities at Sandy Hook

Middlebury Crossing Apartments

West Hill Apartments

Villa Square LLC

Highland Ridge

Scott Gardens Apartments

Meridian Apartments

Overlook at Fort Hill Apartments

Summit Ridge Estates

Barton Commons

Josephine Towers Senior Living

1243 W Main St

Wyndham Court Apartments

Diamond Court Apartments

62 Heritage Vlg

574 Heritage Vlg

864 Bucks Hill Rd

37 South St

17 Kirby Rd
Woodbury, CT Local Guide

How much does it cost to rent an apartment in Woodbury?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Woodbury Studio Apartments | $1,467 | $1,150 | $1,755 |
Woodbury 1 Bedroom Apartments | $1,646 | $930 | $2,560 |
Woodbury 2 Bedroom Apartments | $1,979 | $1,315 | $3,210 |
Woodbury 3 Bedroom Apartments | $1,883 | $1,500 | $2,150 |
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Woodbury, CT Local Guide
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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 Listing | Model Name | Square Footage | Priced From |
---|---|---|---|
Wyndham Court Apartments | Two Bedroom | 1,200 Sq Ft | $1,495 |
1243 W Main St | 2 Bdrm | 1,200 Sq Ft | $1,600 |
Federal Road Apartments | Two Bedroom 2.1 | 1,181 Sq Ft | $2,592 |
Rivers Edge | The Beacon | 1,100 Sq Ft | $1,986 |
Middlebury Crossing Apartments | 2 Bedroom/1.5 Bath Townhome | 1,100 Sq Ft | $1,850 |
Beacon Mill Village | B1-2X1 | 995 Sq Ft | $2,105 |
Parkview Apartments | Gramercy | 980 Sq Ft | $1,879 |
Horizon Homes | 2-Bedroom | 944 Sq Ft | $1,600 |
Villa Square LLC | Building 1 Two Bedroom | 933 Sq Ft | $1,950 |
Lakeview | The Candlewood | 900 Sq Ft | $1,663 |
Cheapest Available Woodbury 2 Bedroom Apartments
As of April 30, 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 $1,979. Here is today’s list of the cheapest available 2 Bedroom options in Woodbury:
Apartment Listing | Model Name | Priced From |
---|---|---|
Bunker Hill | Two Bedroom | $1,315 |
Diamond Court Apartments | Two Bedroom One Bath | $1,450 |
Wyndham Court Apartments | Two Bedroom | $1,495 |
Middlebury Crossing Apartments | Two Bedroom/ 1 Bath | $1,550 |
Lakeview | The Atwood | $1,576 |
Horizon Homes | 2-Bedroom | $1,600 |
1243 W Main St | 2 Bdrm | $1,600 |
Scott Gardens Apartments | Two Bedroom | $1,650 |
Ramblewood Apartments | 2 Beds, 1 Baths | $1,700 |
Highland Ridge | 1B/2BD + Off WDHighland Ridge | $1,750 |
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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
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 $1,979.
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 0 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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Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

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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.

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.