Cheap Homes for Rent in Winter Park, CO from $1,400 (13 Rentals)

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Search the lowest-cost Homes available for rent right now in Winter Park.

property at 2115 Hummingbird Wy

$1,450

Total Monthly Price

Total Monthly Price

Base Rent
$1,450

Total Monthly Price
$1,450

1 Bedroom, 1 Bath Townhome for Rent

Available Jun 20

2115 Hummingbird Wy

GeorgetownCO80444
property at 926 Park Ave

$1,595

Total Monthly Price

Total Monthly Price

Base Rent
$1,595

Total Monthly Price
$1,595

Studio, 1 Bath Condo for Rent

Available Now

926 Park Ave

Grand LakeCO80447
property at 1901 Clear Creek Dr

$1,595 - $1,650

Total Monthly Price

Total Monthly Price

Base Rent
$1,650

Total Monthly Price
$1,650

Studio To 2 Bedroom Rentals

Available Now

1901 Clear Creek Dr

GeorgetownCO80444
property at 269 Co Rd 804

$1,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1.5 Bath Condo for Rent

Available Jul 1

269 Co Rd 804, Unit A-203

269 Co Rd 804
FraserCO80442
property at 203 E Meadow Mile

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

2 Bedroom, 2 Bath Condo for Rent

Available Now

203 E Meadow Mile

FraserCO80442

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

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.

property at 96 Mountainside Dr

$2,050

Total Monthly Price

Total Monthly Price

Base Rent
$2,050

Total Monthly Price
$2,050

2 Bedroom, 2 Bath Condo for Rent

Available Now

96 Mountainside Dr

GranbyCO80446
property at 168 Hi Country Dr

$2,250

Total Monthly Price

Total Monthly Price

Base Rent
$2,250

Total Monthly Price
$2,250

2 Bedroom, 2 Bath Condo for Rent

Available Oct 1

168 Hi Country Dr

Winter ParkCO80482
property at 906 Main St

$2,250

Total Monthly Price

Total Monthly Price

Base Rent
$2,250

Total Monthly Price
$2,250

2 Bedroom, 0.75 Bath Home for Rent

Available Now

906 Main St

GeorgetownCO80444
property at 799 Martin Dr

$2,290

Total Monthly Price

Total Monthly Price

Base Rent
$2,290

Total Monthly Price
$2,290

2 Bedroom, 2.5 Bath Home for Rent

Available Now

799 Martin Dr

Central CityCO80427
property at 22804 US-6

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

1 Bedroom, 1 Bath Home for Rent

Available Now

22804 US-6

DillonCO80435
property at 902 Rose St

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

2 Bedroom, 0.75 Bath Home for Rent

Available Now

902 Rose St

GeorgetownCO80444

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.

property at 94300 Ryan Gulch Rd

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

2 Bedroom, 2 Bath Home for Rent

Available Now

94300 Ryan Gulch Rd

SilverthorneCO80498

Winter Park, CO Local Guide

Cheapest Available Winter Park Apartments for Rent and Nearby

 

The cheapest available apartment rental in Winter Park, CO is a Studio unit found at Annex Flats in the Pearl Street Mall neighborhood priced from $787. Canyon Place Apartments in the Pearl Street Mall neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,200. Here is today’s list of the most affordable Winter Park apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Annex Flats0bdStudio,1BA$787
Canyon Place ApartmentsStudioStudio,1BA$1,200
Spruce Street ApartmentsOne Bed1BR,1BA$1,300
Grove Street ApartmentsOne Bed1BR,1BA$1,300
South Street ApartmentsOne Bed1BR,1BA$1,300

Best Value Apartments for Rent in Winter Park, CO and Nearby

As of June 18, 2026 the best value apartment in the Winter Park area is the $1.29 price per square foot 4x4 Model at Saga Boulder in the in the Pearl Street Mall neighborhood starting from $1,550. The second greatest value Winter Park apartment is the 3 bedroom Model at Tungsten Village starting at $2,277 with a $2.06 price per square foot in the Outer Central neighborhood. Here is today’s list of the best values for Winter Park apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Saga Boulder4x44BR,4BA$1.29
Tungsten Village3 bedroom3BR,2BA$2.06
Uptown BroadwayB Renovated2BR,1.5BA$2.47
Gold Mountain Village2 Bedroom 2 Bathroom2BR,2BA$2.00
2019 Grove St2 Bedroom2BR,1BA$2.00
Broadway Apartments2 Bedroom2BR,1BA$2.02
East Village Flats3BR/2BA - B3BR,2BA$1.58
The CoveOne Bedroom1BR,1BA$2.31
Pepper ParkOne Bedroom1BR,1BA$2.55
Harvest Manor ApartmentsStudioStudio ,1BA$2.45

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

Read Article
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Quick 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.

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Pet Friendly Lifestyle
Winter Park, CO

Ranked #56

Among cities in Colorado for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Winter Park, CO Rentals by Map

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Winter Park, CO Apartments Map
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Winter Park, CO Rental Homes Map

Frequently Asked Questions about Winter Park

What type of rentals are currently available in Winter Park?

There are currently 74 Apartments for Rent in Winter Park, CO with pricing that ranges from $787 to $9,355. There are also 47 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $1,450 to $15,000.

What is the current price range for Rental Homes in Winter Park?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Winter Park ranges from $1,450 to $15,000 with an average monthly rent of $3,694.

How much are larger Three and Four Bedroom Rentals in Winter Park?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Winter Park range from $1,305 to $9,355, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $7,500. Four Bedroom Single-Family rentals are also available starting from $3,000 and Four Bedroom Apartments start at $1,550.

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

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

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

decorative image for Pet-Friendly Renting: Everything You Need to Know Before You Move article

Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

decorative image for Creative Ways Developers Reimagine Retail Spaces as Residential Units  article

Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

decorative image for Neighborhood and Market Insights: How to Choose the Right Area to Rent   article

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

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.