
Cheap Homes for Rent in Winter Park, CO from $1,500 (13 Rentals)
Search the lowest-cost Homes available for rent right now in Winter Park.


926 Park Ave

1901 Clear Creek Dr

401 Rose St

471 High Country Dr

113 Wheeler Rd
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

168 Hi Country Dr

1323 Straight Creek Dr

799 Martin Dr

30 Caribou Rd

225 Hi Country Dr

2805 Riverside Dr
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.

186 Evans View Dr
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 | $2,823 | $1,675 | $5,500 |
| Winter Park 3 Bedroom Homes for Rent | $3,504 | $2,500 | $4,750 |
| Winter Park 4 Bedroom Homes for Rent | $6,170 | $2,500 | $10,000+ |
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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. Goss Street 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 |
| Goss Street Apartments | Studio | Studio,1BA | $1,200 |
| Grove Street Apartments | One Bed | 1BR,1BA | $1,300 |
| South Street Apartments | One Bed | 1BR,1BA | $1,300 |
| Harvest Manor Apartments | Studio | Studio,1BA | $1,350 |
Best Value Apartments for Rent in Winter Park, CO and Nearby
As of August 02, 2026 the best value apartment in the Winter Park area is the $1.97 price per square foot 3 bedroom Model at Tungsten Village in the in the Outer Central neighborhood starting from $2,177. The second greatest value Winter Park apartment is the Unit B Model at Uptown Broadway starting at $2,515 with a $2.34 price per square foot in the Palo Park 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. |
|---|---|---|---|
| Tungsten Village | 3 bedroom | 3BR,2BA | $1.97 |
| Uptown Broadway | Unit B | 2BR,1.5BA | $2.34 |
| 2019 Grove St | 2 Bedroom | 2BR,1BA | $2.00 |
| The Province Boulder | 2x2 | 2BR,2BA | $2.39 |
| Straight Creek Apartments | Keystone | 2BR,1BA | $2.51 |
| Gold Mountain Village | 1 Bedroom 1 Bathroom | 1BR,1BA | $2.33 |
| The Cove | One Bedroom | 1BR,1BA | $2.31 |
| Bighorn Crossing | 1 Bed 1 Bath | 1BR,1BA | $2.53 |
| Harvest Manor Apartments | Studio | Studio ,1BA | $2.45 |
| Pepper Park | One Bedroom | 1BR,1BA | $2.55 |
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 #53
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!
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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 $9,666. There are also 45 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $1,595 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 $1,595 to $15,000 with an average monthly rent of $3,391.
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 $1,230 to $9,666, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $4,750. Four Bedroom Single-Family rentals are also available starting from $2,500 and Four Bedroom Apartments start at $1,570.
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

Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.