
Cheap Homes for Rent in Cheshire Crossing Neighborhood of Wallingford, CT from $700 (8 Rentals)
Search the lowest-cost Homes available for rent right now in the Cheshire Crossing area of Wallingford.


356 Highland Ave

72 S Main St

581 Crown St, Unit #99
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.

494 Oak Ave

156 Fair St, Unit 2

52 Meadow St, Unit 2nd Floor

57 Chapel St
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.
Cheshire Crossing, Wallingford, CT Local Guide

How much does it cost to rent a home in Cheshire Crossing?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Cheshire Crossing 2 Bedroom Homes for Rent | $2,086 | $1,750 | $3,150 |
| Cheshire Crossing 3 Bedroom Homes for Rent | $2,633 | $2,000 | $3,500 |
| Cheshire Crossing 5 Bedroom Homes for Rent | $3,825 | $3,825 | $3,825 |
Browse Homes for Rent in this Neighborhood
There are currently 8 rentals with your search options within a 3 mile radius of the Cheshire Crossing Neighborhood of Wallingford, CT.
Explore Wallingford
Cheapest Available Cheshire Crossing Apartments for Rent
 The cheapest available apartment rental in the Cheshire Crossing area of New Haven, CT is a Studio unit found at Parker Place priced from $1,250. ReNew Wallingford has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,801. Here are the most affordable Cheshire Crossing apartments for rent in New Haven, CT:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Parker Place | Vintage Studios | Studio,1BA | $1,250 |
| ReNew Wallingford | Arcadia | 1BR,1BA | $1,801 |
| Get $250 off First Month Rent | In unit Laundry! | 3BR,1BA | $2,500 |
Best Value Apartments for Rent in Cheshire Crossing, CT
As of March 19, 2026 the best value apartment in the Cheshire Crossing area is the $2.24 price per square foot 2 Beds, 2 Baths Model at Maplecroft Village in the in the Cheshire Crossing neighborhood starting from $2,800. The second greatest value Cheshire Crossing apartment is the 115 Ward St Model at 115 Ward St, Unit 1 starting at $2,200 with a $1.83 price per square foot in the Cheshire Crossing neighborhood. Here is today’s list of the best values for Cheshire Crossing apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Maplecroft Village | 2 Beds, 2 Baths | 2BR,2BA | $2.24 |
| 115 Ward St, Unit 1 | 115 Ward St | 2BR,2BA | $1.83 |
| Get $250 off First Month Rent | In unit Laundry! | 3BR,1BA | $2.40 |
| Northridge Commons | 3 Bedroom | 3BR,1BA | $1.94 |
| 188 S Orchard St, Unit 3 | 188 S Orchard St | 2BR,1BA | $2.25 |
| 53 Highland Ave, Unit 53 | 53 Highland Ave | 2BR,1BA | $1.75 |
| 25 Geneva Ave, Unit Third Floor | 25 Geneva Ave | 1BR,1BA | $2.07 |
| ReNew Wallingford | Arcadia | 1BR,1BA | $2.63 |
| Parker Place | Studio Apartments | Studio ,1BA | $2.55 |
Frequently Asked Questions about Cheshire Crossing
What type of rentals are currently available in Cheshire Crossing?
There are currently 67 Apartments for Rent in Cheshire Crossing, CT with pricing that ranges from $1,200 to $3,001. There are also 16 Single Family Homes for rent, Condos, and Townhome rentals currently available in Cheshire Crossing ranging from $750 to $3,825.
What is the current price range for Rental Homes in Cheshire Crossing?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Cheshire Crossing ranges from $750 to $3,825 with an average monthly rent of $2,581.
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

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.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.