
Cheap Homes for Rent in Winter Park, CO from $1,400 (13 Rentals)
Search the lowest-cost Homes available for rent right now in Winter Park.


926 Park Ave

1901 Clear Creek Dr

269 Co Rd 804, Unit A-203

471 High Country Dr

203 E Meadow Mile
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.

96 Mountainside Dr

168 Hi Country Dr

906 Main St

799 Martin Dr

22804 US-6

902 Rose St
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.

94300 Ryan Gulch Rd
Winter Park, CO Local Guide

How much does it cost to rent a home in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park 2 Bedroom Homes for Rent | $2,690 | $1,800 | $3,800 |
| Winter Park 3 Bedroom Homes for Rent | $3,950 | $2,500 | $7,500 |
| Winter Park 4 Bedroom Homes for Rent | $8,150 | $3,000 | $10,000+ |
Browse Top Homes for Rent in Winter Park
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Winter Park, CO Local Guide
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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 Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Annex Flats | 0bd | Studio,1BA | $787 |
| Canyon Place Apartments | Studio | Studio,1BA | $1,200 |
| Spruce Street Apartments | One Bed | 1BR,1BA | $1,300 |
| Grove Street Apartments | One Bed | 1BR,1BA | $1,300 |
| South Street Apartments | One Bed | 1BR,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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Saga Boulder | 4x4 | 4BR,4BA | $1.29 |
| Tungsten Village | 3 bedroom | 3BR,2BA | $2.06 |
| Uptown Broadway | B Renovated | 2BR,1.5BA | $2.47 |
| Gold Mountain Village | 2 Bedroom 2 Bathroom | 2BR,2BA | $2.00 |
| 2019 Grove St | 2 Bedroom | 2BR,1BA | $2.00 |
| Broadway Apartments | 2 Bedroom | 2BR,1BA | $2.02 |
| East Village Flats | 3BR/2BA - B | 3BR,2BA | $1.58 |
| The Cove | One Bedroom | 1BR,1BA | $2.31 |
| Pepper Park | One Bedroom | 1BR,1BA | $2.55 |
| Harvest Manor Apartments | Studio | Studio ,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.
Read ArticleReal 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 ArticleQuick 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.
Pet Friendly LifestyleWinter Park, CO
Ranked #56
Among cities in Colorado for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winter Park, CO Rentals by Map
See the most popular apartments and homes in Winter Park, CO
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

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.

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.

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.

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.