Cheap Homes for Rent in Cheshire Crossing Neighborhood of Wallingford, CT from $700 (8 Rentals)

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Search the lowest-cost Homes available for rent right now in the Cheshire Crossing area of Wallingford.

property at 356 Highland Ave

$1,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,750

Total Monthly Price
$1,750

2 Bedroom, 1 Bath Home for Rent

Available Now

356 Highland Ave

CheshireCT06410
property at 72 S Main St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

1 Bedroom, 1 Bath Home for Rent

Available Now

72 S Main St

WallingfordCT06492
property at 581 Crown St

$1,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

581 Crown St, Unit #99

581 Crown St
MeridenCT06450

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property at 494 Oak Ave

$1,845

Total Monthly Price

Total Monthly Price

Base Rent
$1,845

Total Monthly Price
$1,845

2 Bedroom, 1 Bath Condo for Rent

Available Now

494 Oak Ave

CheshireCT06410
property at 156 Fair St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 1 Bath Condo for Rent

Available Now

156 Fair St, Unit 2

156 Fair St
WallingfordCT06492
property at 52 Meadow St

$1,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 1 Bath Townhome for Rent

Available Now

52 Meadow St, Unit 2nd Floor

52 Meadow St
WallingfordCT06492
property at 57 Chapel St

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

3 Bedroom, 2 Bath Home for Rent

Available Now

57 Chapel St

WallingfordCT06492

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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.

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 ListingModel NameBed/BathPriced From
Parker PlaceVintage StudiosStudio,1BA$1,250
ReNew WallingfordArcadia1BR,1BA$1,801
Get $250 off First Month RentIn 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 ListingModel NameBed/BathPrice Per Sq.Ft.
Maplecroft Village2 Beds, 2 Baths2BR,2BA$2.24
115 Ward St, Unit 1115 Ward St2BR,2BA$1.83
Get $250 off First Month RentIn unit Laundry!3BR,1BA$2.40
Northridge Commons3 Bedroom3BR,1BA$1.94
188 S Orchard St, Unit 3188 S Orchard St2BR,1BA$2.25
53 Highland Ave, Unit 5353 Highland Ave2BR,1BA$1.75
25 Geneva Ave, Unit Third Floor25 Geneva Ave1BR,1BA$2.07
ReNew WallingfordArcadia1BR,1BA$2.63
Parker PlaceStudio ApartmentsStudio ,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

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

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.

decorative image for 18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property article

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.

decorative image for A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment article

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.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

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.