
Cheap Homes for Rent in Woodbury, CT from $1,400 (14 Rentals)
Search the lowest-cost Homes available for rent right now in Woodbury.


34 Arrowhead Way, Unit 14 A-2

16 Pilgrim Trail

31 Pilgrim Trl, Unit 31-5 PILGRIM TRAIL, Unit 31-5 PILGRIM TRAIL

34 Arrowhead Way

34 Arrowhead Way

47 Quassuk Rd
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

259 Main St S, Unit 2

585 Park Rd

96 Neill Dr

107 Main St N

725 Heritage Vlg

4 Main St S

17 Pleasant St
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.
Woodbury, CT Local Guide

How much does it cost to rent a home in Woodbury?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Woodbury 2 Bedroom Homes for Rent | $3,815 | $1,800 | $10,000+ |
| Woodbury 3 Bedroom Homes for Rent | $12,495 | $2,500 | $10,000+ |
| Woodbury 4 Bedroom Homes for Rent | $12,378 | $4,750 | $10,000+ |
| Woodbury 5 Bedroom Homes for Rent | $17,000 | $10,000 | $10,000+ |
| Woodbury 6 Bedroom Homes for Rent | $30,900 | $10,000 | $10,000+ |
| Woodbury 7 Bedroom Homes for Rent | $44,900 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Woodbury
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Woodbury, CT Local Guide
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Cheapest Available Woodbury Apartments for Rent
 The cheapest available apartment rental in Woodbury, CT is a 1 Bed unit found at Grove Court in the Waterbury Middlebury neighborhood priced from $900. Jefferson Square Apartments in the Waterbury Middlebury neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,100. Here is today’s list of the most affordable Woodbury apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Grove Court | One Bedroom | 1BR,1BA | $900 |
| Jefferson Square Apartments | Studio | Studio,1BA | $1,100 |
| Josephine Towers Senior Living | Studio, 1 bath | Studio,1BA | $1,292 |
| Wyndham Court Apartments | One Bedroom | 1BR,1BA | $1,295 |
| Ramblewood Apartments | 0 Beds, 1 Baths | Studio,1BA | $1,350 |
Best Value Apartments for Rent in Woodbury, CT
As of April 26, 2026 the best value apartment in the Woodbury area is the $1.53 price per square foot 3Beds Model at 223 Meadow St in the in the The Village at Oxford Greens neighborhood starting from $2,300. The second greatest value Woodbury apartment is the Biltmore 3-Bdrm/2-Bath Model at Oxford Commons starting at $2,075 with a $1.76 price per square foot in the Seymour Naugatuck Ansonia neighborhood. Here is today’s list of the best values for Woodbury apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 223 Meadow St | 3Beds | 3BR,1.5BA | $1.53 |
| Oxford Commons | Biltmore 3-Bdrm/2-Bath | 3BR,2BA | $1.76 |
| Middlebury Crossing Apartments | 2 Bedroom/1.5 Bath Townhome | 2BR,1.5BA | $1.81 |
| West Hill Apartments | Town Home with Full Basement | 2BR,1.5BA | $1.84 |
| Villa Square LLC | 2 Bedroom Townhouse, New Kitchen | 2BR,1.5BA | $1.94 |
| Wyndham Court Apartments | One Bedroom | 1BR,1BA | $1.44 |
| Eastwood Terrace | The Yorkdale | 1BR,1BA | $1.70 |
| Piping Rock Apartments | One Bedroom | 1BR,1BA | $1.76 |
| 1243 W Main St | One Bedroom | 1BR,1BA | $1.80 |
| Grove Court | One Bedroom | 1BR,1BA | $1.29 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read ArticleDon'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.
Read ArticleThe 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.
Read ArticleCash 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.
Read ArticleQuick 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.
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
See the most popular apartments and homes in Woodbury, CT
Frequently Asked Questions about Woodbury
What type of rentals are currently available in Woodbury?
There are currently 58 Apartments for Rent in Woodbury, CT with pricing that ranges from $950 to $3,850. There are also 43 Single Family Homes for rent, Condos, and Townhome rentals currently available in Woodbury ranging from $1,400 to $44,900.
What is the current price range for Rental Homes in Woodbury?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Woodbury ranges from $1,400 to $44,900 with an average monthly rent of $17,626.
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

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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.