
2 Bedroom Apartments for Rent in Woodbury, CT (51 Rentals)


229 Bacon Pond Rd, Unit 229 Bacon Pond Rd APT 232

7 Washington Rd

4 Weekeepeemee Rd

229 Bacon Pond Rd

33 Washington Ave

112 W Lake Rd

33 Washington Ave

36 Church St

1565 Main St N
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346 Main St S

Holly House Apartments

Terrace Apartments

Spruce Bank Farm

The Gardens

Beacon Mill Village

Total Monthly Price
The Residences at Quarry Walk

Federal Road Apartments

Total Monthly Price
Rivers Edge

Total Monthly Price
Lakeview
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223 Meadow St

Total Monthly Price
Brookfield Village Apartments

Total Monthly Price
Parkview Apartments

Trowbridge House Apartments

Middlebury Crossing Apartments

Total Monthly Price
West Hill Apartments

25 Church St

Total Monthly Price
The Mews at Sandy Hook

Eastwood Terrace

Total Monthly Price
Horizon Homes
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Villa Square LLC

Meridian Apartments

Highland Ridge

Scott Gardens Apartments

1243 W Main St

Overlook at Fort Hill Apartments

Barton Commons

Summit Ridge Estates

Josephine Towers Senior Living

Wyndham Court Apartments
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249 Woodbury Rd

148 Westbury Park Rd

167 Heritage Vlg

434 Heritage Vlg

1023 Heritage Vlg

419 Heritage Vlg

249 Woodbury Rd

17 Kirby Rd

Heritage Circle

Bunker Hill
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 | $1,454 | $1,085 | $1,980 |
| Woodbury 1 Bedroom Apartments | $1,672 | $900 | $2,475 |
Woodbury 2 Bedroom Apartments | $2,159 | $1,595 | $3,530 |
| Woodbury 3 Bedroom Apartments | $2,067 | $1,600 | $2,400 |
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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 223 Meadow St in the The Village at Oxford Greens neighborhood and is 1,500 square feet priced from $1,850. Brookfield Village Apartments in the Danbury Newtown Monroe neighborhood has the second largest 2 Bedroom, which is sized at 1,256 square feet and currently listed start at $3,400. Here is today’s list of the largest available 2 Bedroom units in Woodbury:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| 223 Meadow St | 2Beds | 1,500 Sq Ft | $1,850 |
| Brookfield Village Apartments | Two Bed Two Bath Loft 1256 | 1,256 Sq Ft | $3,400 |
| Rivers Edge | The Cambridge | 1,220 Sq Ft | $2,093 |
| Wyndham Court Apartments | Two Bedroom | 1,200 Sq Ft | $1,595 |
| 1243 W Main St | 2 Bdrm | 1,200 Sq Ft | $1,600 |
| Federal Road Apartments | Two Bedroom 2.1 | 1,181 Sq Ft | $2,641 |
| Middlebury Crossing Apartments | 2 Bedroom/1.5 Bath Townhome | 1,100 Sq Ft | $1,950 |
| 25 Church St | 2 bedroom | 1,100 Sq Ft | $2,450 |
| Lakeview | The Kingsbury | 1,080 Sq Ft | $1,760 |
| The Mews at Sandy Hook | 2 Beds, 2 baths | 1,000 Sq Ft | $2,925 |
Cheapest Available Woodbury 2 Bedroom Apartments
As of February 22, 2026 the lowest priced 2 Bedroom apartment unit in Woodbury, CT is the Two Bedroom Model starting from $1,595 at Wyndham Court Apartments in the Waterbury Middlebury neighborhood. The second most affordable Woodbury 2 Bedroom is the 2 Bdrm Model at 1243 W Main St starting at $1,600 . The average price for all 2 Bedroom apartments in Woodbury is currently $2,159. Here is today’s list of the cheapest available 2 Bedroom options in Woodbury:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Wyndham Court Apartments | Two Bedroom | $1,595 |
| 1243 W Main St | 2 Bdrm | $1,600 |
| Josephine Towers Senior Living | 2 Beds, 1 bath | $1,622 |
| Trowbridge House Apartments | 2 Bedroom | $1,650 |
| Scott Gardens Apartments | 2 Bedroom Townhouse | $1,725 |
| Horizon Homes | 2-Bedroom | $1,725 |
| Villa Square LLC | 2 Bedroom Townhouse, Cinch | $1,750 |
| Ramblewood Apartments | 2 Beds, 1 Baths | $1,750 |
| Lakeview | The Kingsbury | $1,760 |
| 223 Meadow St | 2Beds | $1,850 |
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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.
Best Local Schools in Woodbury, CT
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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 Wyndham Court Apartments listed at $1,595.
How much is the average rent for a 2 Bedroom Woodbury Apartment?
The average rent for a 2 Bedroom Apartment in Woodbury is $2,159.
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 1,328 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

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.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.