Apartments for Rent in the Cheshire Crossing Neighborhood of Wallingford, CT (80 Rentals)

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Parker Place
$1,350 - $2,500

Total Monthly Price

Base Rent$1,350 - $2,500

Total Monthly Price$1,350 - $2,500
Studio to 2 Bedroom Apartments Available Now

Parker Place

53 Parker StWallingford, CT 06492
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76 S Whittlesey Ave, Unit 3
$1,575

Total Monthly Price

Base Rent$1,575

Total Monthly Price$1,575
12 Month Lease Term
1 Bedroom Apartment Available Now

76 S Whittlesey Ave, Unit 3

76 S Whittlesey AveWallingford, CT 06492
  • Smoke Free
property at 380 Main St
$2,200

Total Monthly Price

Base Rent$2,200

Total Monthly Price$2,200
12 Month Lease Term
2 Bedroom, 2 Bath Condo for Rent
Available Now

380 Main St, Unit # 2

380 Main St
WallingfordCT06492
  • Smoke Free

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

property at 77 Meadow St
$1,850

Total Monthly Price

Base Rent$1,850

Total Monthly Price$1,850
3 Bedroom, 1 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

77 Meadow St

WallingfordCT06492
property at 150 S Cherry St
$1,400

Total Monthly Price

Base Rent$1,400

Total Monthly Price$1,400
1 Bedroom, 1 Bath Home for Rent
Available Now

150 S Cherry St

WallingfordCT06492
property at 115 S Colony St
$1,800

Total Monthly Price

Base Rent$1,800

Total Monthly Price$1,800
3 Bedroom, 1 Bath Home for Rent
Available Now

115 S Colony St

WallingfordCT06492
property at 45 High St
$1,700

Total Monthly Price

Base Rent$1,700

Total Monthly Price$1,700
1 Bedroom, 1 Bath Home for Rent
Available Now

45 High St

WallingfordCT06492
property at 53 Christian St
$1,900

Total Monthly Price

Base Rent$1,900

Total Monthly Price$1,900
2 Bedroom, 1 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

53 Christian St

WallingfordCT06492
property at 54 Spring St
$2,200

Total Monthly Price

Base Rent$2,200

Total Monthly Price$2,200
2 Bedroom, 1 Bath Home for Rent
Available Now

54 Spring St

WallingfordCT06492
property at 153 N Ridgeland Rd
$1,800

Total Monthly Price

Base Rent$1,800

Total Monthly Price$1,800
2 Bedroom, 1 Bath Home for Rent
Available Oct 1
Cost Per Sq.Ft.

153 N Ridgeland Rd

WallingfordCT06492
property at 70 Center St
$1,300

Total Monthly Price

Base Rent$1,300

Total Monthly Price$1,300
1 Bedroom, 1 Bath Home for Rent
Available Now

70 Center St

WallingfordCT06492
property at 36 Sigwin Dr
$1,600

Total Monthly Price

Base Rent$1,600

Total Monthly Price$1,600
2 Bedroom, 1 Bath Condo for Rent
Available Now

36 Sigwin Dr

WallingfordCT06492

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

property at 32 Sigwin Dr
$1,800

Total Monthly Price

Base Rent$1,800

Total Monthly Price$1,800
2 Bedroom, 1 Bath Condo for Rent
Available Now

32 Sigwin Dr

WallingfordCT06492
property at 47 Terrace Gardens
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
3 Bedroom, 1.5 Bath Condo for Rent
Available Now

47 Terrace Gardens

WallingfordCT06492
property at 156 Fair St
$2,150

Total Monthly Price

Base Rent$2,150

Total Monthly Price$2,150
2 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

156 Fair St, Unit 1

156 Fair St
WallingfordCT06492
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Maplecroft Village
$2,850

Total Monthly Price

Base Rent$2,850

Total Monthly Price$2,850
12 Month Lease Term
2 Bedroom Apartments Available Soon

Maplecroft Village

64 E Mitchell AveCheshire, CT 06410
Corporate Housing
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property at 356 Highland Ave
$1,775

Total Monthly Price

Base Rent$1,775

Total Monthly Price$1,775
2 Bedroom, 1 Bath Home for Rent
Available Now

356 Highland Ave

CheshireCT06410
  • Smoke Free
property at 1027 Old Colony Rd
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
2 Bedroom, 1 Bath Home for Rent
Available Now

1027 Old Colony Rd

MeridenCT06451
property at 1049 Old Colony Rd
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
2 Bedroom, 1 Bath Home for Rent
Available Now

1049 Old Colony Rd

MeridenCT06451
property at 281 Spring St
$2,600

Total Monthly Price

Base Rent$2,600

Total Monthly Price$2,600
1 Bedroom, 1 Bath Home for Rent
Available Now

281 Spring St

CheshireCT06410
property at 480 Higgins Rd
$3,850

Total Monthly Price

Base Rent$3,850

Total Monthly Price$3,850
12 Month Lease Term
4 Bedroom, 2.5 Bath Home for Rent
Available Now

480 Higgins Rd

CheshireCT06410
property at 414 Robin Ct
$2,200

Total Monthly Price

Base Rent$2,200

Total Monthly Price$2,200
2 Bedroom, 1.5 Bath Condo for Rent
Available Now

414 Robin Ct

CheshireCT06410

Neighborhood & Market Insights: How to Choose the Right Area to Rent

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

property at 682 Old Colony Rd
$750

Total Monthly Price

Base Rent$750

Total Monthly Price$750
1 Bedroom, 2 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

682 Old Colony Rd

MeridenCT06451
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7-11 Wilcox Ln
2 Bedroom Apartments

7-11 Wilcox Ln

7-11 Wilcox LnWallingford, CT 06492
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37 Academy St
1 Bedroom Apartments

37 Academy St

37 Academy StWallingford, CT 06492
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530 Center St
Studio Apartments

530 Center St

530 Center StWallingford, CT 06492
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141 Ridgeland Rd
2 Bedroom Apartments

141 Ridgeland Rd

141 Ridgeland RdWallingford, CT 06492
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165 Mansion Rd
1 to 2 Bedroom Apartments

165 Mansion Rd

165 Mansion RdCheshire, CT 06410
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Western Sands
Studio Apartments

Western Sands

42-66 N Turnpike RdWallingford, CT 06492
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438 S Main St
Studio Apartments

438 S Main St

438 S Main StCheshire, CT 06410
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60 Sunset Rd
Studio Apartments

60 Sunset Rd

60 Sunset RdCheshire, CT 06410

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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237 Hall Ave
1 Bedroom Apartments

237 Hall Ave

237 Hall AveWallingford, CT 06492
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238 Hall Ave
1 Bedroom Apartments

238 Hall Ave

238 Hall AveWallingford, CT 06492
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59 Spring St
Studio Apartments

59 Spring St

59 Spring StCheshire, CT 06410
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81 Main St
2 Bedroom Apartments

81 Main St

81 Main StCheshire, CT 06410
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105 Main St
1 Bedroom Apartments

105 Main St

105 Main StCheshire, CT 06410
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193 Quinnipiac St
1 Bedroom Apartments

193 Quinnipiac St

193 Quinnipiac StWallingford, CT 06492
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46 N Cherry St
Studio Apartments

46 N Cherry St

46 N Cherry StWallingford, CT 06492
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Judd Square
1 Bedroom Apartments

Judd Square

46 S Cherry StWallingford, CT 06492

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.

Frequently Asked Questions about Cheshire Crossing

What is the current pricing and availability for apartments for rent in the Cheshire Crossing area of Wallingford, CT?

As of today, September 18, 2026, there are currently 80 available Cheshire Crossing apartments priced from $1,350 to $3,024, with an average monthly rent of $1,965.

How much are Studio apartments in Cheshire Crossing?

There are currently 16 Studio Apartments in Cheshire Crossing with rent ranges from $1,350 to $2,464 with an average price of $1,762.

What is the current price range for One Bedroom Cheshire Crossing Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Cheshire Crossing ranges from $1,350 to $3,024 with an average monthly rent of $1,957.

What does renting a Two Bedroom Apartment in Cheshire Crossing cost?

The monthly rent prices of Two Bedroom Apartments currently available in Cheshire Crossing range from $1,500 to $2,850. Today's average rental price for Two Bedrooms here is $2,089.

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

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

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