
Cheap Apartments for Rent in Woodbury, CT from $900 (46 Rentals)
Search the lowest-cost Apartments available for rent right now in Woodbury.


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

259 Main St S, Unit 2

533 Weekeepeemee Rd

The Gardens

16 Pilgrim Trail

34 Arrowhead Way

34 Arrowhead Way

47 Quassuk Rd
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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.

107 Main St N

17 Pleasant St

4 Main St S

Grove Court

Liberty Court

Jefferson Square Apartments

Josephine Towers Senior Living

Wyndham Court Apartments

1243 W Main 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.

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Rivers Edge

Eastwood Terrace

Piping Rock Apartments

Scott Gardens Apartments

Meridian Apartments

Summit Ridge Estates

A Place To Call home

Total Monthly Price
Horizon Homes

Villa Square LLC
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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Lakeview

Diamond Court Apartments

Highland Ridge

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West Hill Apartments

Middlebury Crossing Apartments

1129 Southford Rd

223 Meadow St

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Parkview Apartments

Total Monthly Price
Oxford Commons
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Federal Road Apartments

Overlook at Fort Hill Apartments

Bunker Hill

Maples Extended Stay

Ramblewood Apartments

Trowbridge House Apartments

118 Pullen Ave

96 Neill Dr

585 Park Rd
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

725 Heritage Vlg
Woodbury, CT Local Guide

How much does it cost to rent an apartment in Woodbury?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Cheap Woodbury Studio Apartments | $1,557 | $1,085 | $2,180 |
| Cheap Woodbury 1 Bedroom Apartments | $1,768 | $950 | $2,582 |
| Cheap Woodbury 2 Bedroom Apartments | $2,198 | $1,595 | $3,400 |
| Cheap Woodbury 3 Bedroom Apartments | $2,301 | $1,600 | $3,850 |
Browse Top Apartments 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 |
| 1243 W Main St | One Bedroom | 1BR,1BA | $1,350 |
| Eastwood Terrace | The Yorkdale | 1BR,1BA | $1,400 |
| Piping Rock Apartments | One Bedroom | 1BR,1BA | $1,425 |
| Meridian Apartments | 1 Bedroom | 1BR,1BA | $1,455 |
| A Place To Call home | S1-0X1 | Studio,1BA | $1,545 |
Best Value Apartments for Rent in Woodbury, CT
As of April 28, 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
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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 Cheap Woodbury Apartments
What is the Cheapest Studio apartment in Woodbury?
Currently the most affordable Cheap Studio Apartment in Woodbury is at Jefferson Square Apartments listed at $1,100.
How much is rent for a Cheap One Bedroom Woodbury Apartment?
The lowest price for a Cheap One Bedroom Woodbury Apartment is $900 at Grove Court.
What is the lowest price for a Cheap Two Bedroom Woodbury Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Woodbury is starting from $1,595 at Wyndham Court Apartments.
What is the most affordable Woodbury Three Bedroom Apartment?
The best deal on a cheap Woodbury Three Bedroom Apartment rental is at Diamond Court Apartments and starts from $1,600.
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.