
Cheap Homes for Rent in Woodbury, CT from $1,400 (8 Rentals)
Search the lowest-cost Homes available for rent right now in Woodbury.


31 Pilgrim Trl, Unit 31-5 PILGRIM TRAIL

34 Arrowhead Way

62 Angel Dr
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.

96 Neill Dr

107 Main St N

244 Oakville Ave

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 | $4,035 | $2,000 | $10,000+ |
| Woodbury 3 Bedroom Homes for Rent | $8,357 | $1,700 | $10,000+ |
| Woodbury 4 Bedroom Homes for Rent | $11,218 | $3,100 | $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 $950. Liberty Court in the Waterbury Middlebury neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,025. 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 | $950 |
| Liberty Court | One Bedroom HMA | 1BR,1BA | $1,025 |
| Villa Square | Small Studio | Studio,1BA | $1,325 |
Best Value Apartments for Rent in Woodbury, CT
As of June 10, 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 The Promenade Model at Eastwood Terrace starting at $1,650 with a $1.44 price per square foot in the Waterbury Middlebury 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 |
| Eastwood Terrace | The Promenade | 2BR,1.5BA | $1.44 |
| Oxford Commons | Chelsea 3-Bdrm/Affordable | 3BR,2BA | $1.67 |
| Middlebury Crossing Apartments | 2 Bedroom/1.5 Bath Townhome | 2BR,1.5BA | $1.81 |
| Lakeview | The Kingsbury | 2BR,1BA | $1.72 |
| Piping Rock Apartments | One Bedroom | 1BR,1BA | $1.73 |
| Highland Ridge | 1B/2BD Highland Ridge | 2BR,1BA | $2.06 |
| Summit Ridge | The Glengrove | 1BR,1BA | $1.84 |
| 1243 W Main St | One Bedroom | 1BR,1BA | $1.80 |
| Grove Court | One Bedroom | 1BR,1BA | $1.36 |
Don'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 ArticleReal 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.
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!
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Frequently Asked Questions about Woodbury
What type of rentals are currently available in Woodbury?
There are currently 62 Apartments for Rent in Woodbury, CT with pricing that ranges from $950 to $5,799. There are also 37 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 $16,832.
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

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.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.