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Rent Specials
$1,975
Plus Fees
2 Bedroom Apartments Available Sep 5Woodbury Knoll
302 Tuttle RdWoodbury, CT 06798
2 Bedroom Apartments for Rent in Woodbury, CT (48 Rentals)
300 Railtree Hill Rd
WoodburyCT06798
107 Main St N
WoodburyCT06798
17 Pleasant St
WoodburyCT06798
33 Washington Ave
WoodburyCT06798
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2 Bedroom Apartments
346 Main St S
346 Main St SWoodbury, CT 06798
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2 Bedroom Apartments
36 Church St
36 Church StWoodbury, CT 06798
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2 Bedroom Apartments
1565 Main St N
1565 Main St NWoodbury, CT 06798
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2 Bedroom Apartments
Holly House Apartments
69 Main St NWoodbury, CT 06798
Renting with Roommates: Realistic Expectations for Shared Lease
Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.
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2 Bedroom Apartments
Terrace Apartments
1038-1056 Main St SWoodbury, CT 06798
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2 Bedroom Apartments
Spruce Bank Farm
823 Main St SWoodbury, CT 06798
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2 Bedroom Apartments
The Gardens
74 Main St NWoodbury, CT 06798
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Rent Specials
$2,657 - $3,337
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,070 - $3,207
Required Monthly Fees
$130
Total Monthly Price
$2,200 - $3,337
Overland Crossing
101 Laurel Hill RdBrookfield, CT 06804
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$3,000 - $3,690
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,355 - $3,610
Required Monthly Fees
$80
Total Monthly Price
$2,435 - $3,690
The Residences at Quarry Walk
400 Boulder PassOxford, CT 06478
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$2,880 - $3,065
Total Monthly Price18 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,955 - $2,865
Required Monthly Fees
$200
Total Monthly Price
$2,155 - $3,065
Federal Road Apartments
857A Federal RdBrookfield, CT 06804
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$1,920 - $2,093
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,567 - $2,966
Required Monthly Fees
$25
Total Monthly Price
$1,592 - $2,991
Rivers Edge Apartments
35 Sharon RdWaterbury, CT 06705
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$2,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,250 - $2,650
Required Monthly Fees
$50
Total Monthly Price
$2,300 - $2,700
Marin Village
468 Federal RdBrookfield, CT 06804
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Rent Specials
$3,450
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Aug 15Taunton Residences at Deep Brook
63 S Main StNewtown, CT 06470
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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Rent Specials
$1,799 - $1,921
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,497 - $2,507
Required Monthly Fees
$25
Total Monthly Price
$1,522 - $2,532
Lakeview
440 Meriden RdWaterbury, CT 06705
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$1,850 - $2,300
Plus Fees
2 Bedroom Apartments Available Now223 Meadow St
223 Meadow StNaugatuck, CT 06770
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Rent Specials
$3,315
Total Monthly Price
2 Bedroom Apartments Available Aug 21Total Monthly Price
Base Rent
$3,315
Required Monthly Fees
$85
Total Monthly Price
$3,400
Brookfield Village Apartments
800 Federal RdBrookfield, CT 06804
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$2,704 - $4,859
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available Aug 1Total Monthly Price
Base Rent
$2,110 - $5,318
Required Monthly Fees
$32
Total Monthly Price
$2,142 - $5,350
Covered Bridge
9 Covered Bridge RdNewtown, CT 06470
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$1,999 - $3,126
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,838 - $3,101
Required Monthly Fees
$25
Total Monthly Price
$1,863 - $3,126
Parkview
270 Spring StNaugatuck, CT 06770
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$1,650 - $1,750
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowTrowbridge House Apartments
38 Highland AveNaugatuck, CT 06770
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$1,700
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Jul 15Eastwood Terrace
366 Schraffts DrWaterbury, CT 06705
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$1,700 - $2,025
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,700 - $2,025
Total Monthly Price
$1,700 - $2,025
West Hill Apartments
597 Millville AveNaugatuck, CT 06770
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$2,975 - $3,175
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,400 - $3,100
Required Monthly Fees
$75
Total Monthly Price
$2,475 - $3,175
The Mews at Sandy Hook
10-22 Washington AveSandy Hook, CT 06482
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.
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$1,725 - $1,775
Plus Fees
2 Bedroom Apartments Available NowScott Gardens Apartments
90 Stonefield DrWaterbury, CT 06705
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$1,950 - $1,970
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,475 - $1,970
Total Monthly Price
$1,475 - $1,970
Horizon Homes
151 Andrew AveNaugatuck, CT 06770
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$1,725
Plus Fees12 Month Lease Term
2 Bedroom Apartments Contact Us For AvailabilityMeridian Apartments
143 Newbury StWaterbury, CT 06705
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$1,650 - $1,750
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowHighland Ridge
329-353 Schraffts DrWaterbury, CT 06705
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Rent Specials
$1,745 - $1,995
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowMiddlebury Crossing Apartments
77 Newfield AveWaterbury, CT 06708
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$1,995
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,995
Total Monthly Price
$1,995
Barton Commons
34 East StNew Milford, CT 06776
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$1,850
Plus Fees12 Month Lease Term
2 Bedroom Apartments Contact Us For AvailabilitySummit Ridge Estates
300 Schraffts DrWaterbury, CT 06705
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$2,200
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowOverlook at Fort Hill Apartments
45 Fort Hill RdNew Milford, CT 06776
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$2,675 - $2,825
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowBarnbeck Place
398 Federal RdBrookfield, CT 06804
Renting Smart: Lease Basics Every Renter Needs
Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com
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$1,600 - $1,900
Plus Fees24 Month Lease Term
2 Bedroom Apartments Contact Us For Availability1243 W Main St
1243 W Main StWaterbury, CT 06708
576 Heritage Vlg
SouthburyCT06488
61 Far View Cmns
SouthburyCT06488
401 Heritage Vlg
SouthburyCT06488
17 Kirby Rd
WashingtonCT06793
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2 Bedroom Apartments
Heritage Circle
6 Heritage CirSouthbury, CT 06488
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2 Bedroom Apartments
Bunker Hill
17 Eastern AveWaterbury, CT 06708
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2 Bedroom Apartments
Josephine Towers Senior Living
24 Union StWaterbury, CT 06706
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2 Bedroom Apartments
Wyndham Court Apartments
1129 Wolcott StWaterbury, CT 06705
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
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2 Bedroom Apartments
25 Church St
25 Church StNew Milford, CT 06776
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2 Bedroom Apartments
Ramblewood Apartments
44 Osborn RdNaugatuck, CT 06770
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2 Bedroom Apartments
Diamond Court Apartments
150 Manhan StWaterbury, CT 06710
Showing Results 1-48, Page 1 of 1
Woodbury, CT Local Guide
Lobster roll by beccapie is licensed under CC BY 2.0
How much does it cost to rent an apartment in Woodbury?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Woodbury Studio Apartments | $1,723 | $1,085 | $2,269 |
| Woodbury 1 Bedroom Apartments | $2,269 | $950 | $3,693 |
Woodbury 2 Bedroom Apartments | $2,468 | $1,600 | $4,859 |
| Woodbury 3 Bedroom Apartments | $2,541 | $1,875 | $5,350 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Woodbury
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Woodbury, CT Local Guide
- Nearby Cities
- ZIP codes
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- School Districts
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 1,434 square feet and currently listed start at $3,690. 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 |
| The Residences at Quarry Walk | A1 | 1,434 Sq Ft | $3,690 |
| 1243 W Main St | 2 Bdrm | 1,200 Sq Ft | $1,600 |
| Federal Road Apartments | Two Bedroom 2.1 | 1,181 Sq Ft | $3,065 |
| Barnbeck Place | B2.2 | 1,165 Sq Ft | $2,825 |
| Middlebury Crossing Apartments | 2 Bedroom/1.5 Bath Townhome | 1,100 Sq Ft | $1,995 |
| Lakeview | The Kingsbury | 1,080 Sq Ft | $1,824 |
| Marin Village | TYPE C | 1,075 Sq Ft | $2,700 |
| West Hill Apartments | Town Home with Full Basement | 1,020 Sq Ft | $1,875 |
| The Mews at Sandy Hook | 2 Beds, 2 baths | 1,000 Sq Ft | $2,975 |
Cheapest Available Woodbury 2 Bedroom Apartments
As of July 09, 2026 the lowest priced 2 Bedroom apartment unit in Woodbury, CT is the 2 Bdrm Model starting from $1,600 at 1243 W Main St in the Waterbury Middlebury neighborhood. The second most affordable Woodbury 2 Bedroom is the 1B/2BD Highland Ridge Model at Highland Ridge starting at $1,650 in the Waterbury neighborhood. The average price for all 2 Bedroom apartments in Woodbury is currently $2,468. Here is today’s list of the cheapest available 2 Bedroom options in Woodbury:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| 1243 W Main St | 2 Bdrm | $1,600 |
| Highland Ridge | 1B/2BD Highland Ridge | $1,650 |
| Trowbridge House Apartments | 2 Bedroom | $1,650 |
| Scott Gardens Apartments | 2 Bedroom Townhouse | $1,725 |
| Middlebury Crossing Apartments | Two Bedroom/ 1 Bath | $1,745 |
| Lakeview | The Kingsbury | $1,824 |
| 223 Meadow St | 2Beds | $1,850 |
| West Hill Apartments | Town Home with Full Basement | $1,875 |
| Rivers Edge Apartments | Berkshire | $1,945 |
| Horizon Homes | 2-Bedroom | $1,950 |
Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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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 1243 W Main St listed at $1,600.
How much is the average rent for a 2 Bedroom Woodbury Apartment?
The average rent for a 2 Bedroom Apartment in Woodbury is $2,468.
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 2,153 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
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.