253 Bishop St
WaterburyCT06704
Cheap Homes for Rent in Middlebury, CT from $1,100 (7 Rentals)
Search the lowest-cost Homes available for rent right now in Middlebury.
16 Pilgrim Trail
WoodburyCT06798
1424 Thomaston Ave
WaterburyCT06704
18 Bridge St
NaugatuckCT06770
317 River St
WaterburyCT06706
147 Cooke St
WaterburyCT06710
6 Meriline Ave
WaterburyCT06705
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Middlebury, CT Local Guide
Sunset in the grass by Trenten Kelley is licensed under CC BY 2.0
How much does it cost to rent a home in Middlebury?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Middlebury 2 Bedroom Homes for Rent | $2,531 | $1,199 | $10,000+ |
| Middlebury 3 Bedroom Homes for Rent | $2,818 | $2,000 | $5,000 |
| Middlebury 4 Bedroom Homes for Rent | $3,198 | $1,795 | $7,000 |
| Middlebury 5 Bedroom Homes for Rent | $2,650 | $2,650 | $2,650 |
Browse Top Homes for Rent in Middlebury
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Middlebury, CT Local Guide
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Cheapest Available Middlebury Apartments for Rent and Nearby
The cheapest available apartment rental in Middlebury, CT is a 1 Bed unit found at 1243 W Main St in the Waterbury Middlebury neighborhood priced from $1,250. Bunker Hill in the Waterbury Middlebury neighborhood has the second lowest priced unit, which is a 2 Beds apartment currently listed from $1,315. Here is today’s list of the most affordable Middlebury apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 1243 W Main St | One Bedroom | 1BR,1BA | $1,250 |
| Bunker Hill | Two Bedroom | 2BR,1BA | $1,315 |
| Horizon Homes | 1-Bedroom(Includes all utilities) | 1BR,1BA | $1,495 |
Best Value Apartments for Rent in Middlebury, CT and Nearby
As of April 09, 2025 the best value apartment in the Middlebury area is the $1.00 price per square foot 7A Model at 223 Meadow St in the in the The Village at Oxford Greens neighborhood starting from $1,500. The second greatest value Middlebury apartment is the 1514 Straits Tpke Model at 1514 Straits Tpke, Unit 1514 starting at $2,000 with a $1.75 price per square foot in the Waterbury Middlebury neighborhood. Here is today’s list of the best values for Middlebury apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 223 Meadow St | 7A | 1BR,1.5BA | $1.00 |
| 1514 Straits Tpke, Unit 1514 | 1514 Straits Tpke | 2BR,1BA | $1.75 |
| Oxford Commons | Chelsea 3-Bdrm/2-Bath | 3BR,2BA | $1.81 |
| Middlebury Crossing Apartments | 2 Bedroom/1.5 Bath Townhome | 2BR,1.5BA | $1.68 |
| Villa Square LLC | Building 1 Two Bedroom | 2BR,1.5BA | $2.09 |
| Parkview Apartments | Bryant | 1BR,1BA | $2.02 |
| 308 N Main St, Unit D | 308 N Main St | 1BR,1BA | $1.82 |
| 1243 W Main St | One Bedroom | 1BR,1BA | $1.67 |
| Horizon Homes | 1-Bedroom | 1BR,1BA | $2.17 |
| Greenbriar Hills Apartments | 1 Bedroom 1 Bath | 1BR,1BA | $2.43 |
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Frequently Asked Questions about Middlebury
What type of rentals are currently available in Middlebury?
There are currently 78 Apartments for Rent in Middlebury, CT with pricing that ranges from $1,100 to $2,999. There are also 34 Single Family Homes for rent, Condos, and Townhome rentals currently available in Middlebury ranging from $1,199 to $10,000.
What is the current price range for Rental Homes in Middlebury?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Middlebury ranges from $1,199 to $10,000 with an average monthly rent of $2,604.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.
Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.
Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.
Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.
How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.