2721 Sidney Ave
OrlandoFL32810
Cheap Homes for Rent in the Fairview Neighborhood of Winter Park, FL from $1,150 (17 Rentals)
Search the lowest-cost Homes available for rent right now in the Fairview area of Winter Park.
4170 Versailles Dr
OrlandoFL32808
5319 Sumerset St
OrlandoFL32810
2500 Lee Rd
Winter ParkFL32789
4022 Versailles Dr
OrlandoFL32808
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara
1600 Indiana Ave
Winter ParkFL32789
107 E King St
OrlandoFL32804
121 E Evans St
OrlandoFL32804
4615 EDGEWATER Dr
OrlandoFL32804
3984 Versailles Dr
OrlandoFL32808
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.
1416 Beatrice Dr
OrlandoFL32810
1695 Lee Rd
Winter ParkFL32789
5301 Andrus Ave
OrlandoFL32810
1434 Minnesota Ave
Winter ParkFL32789
5306 Satel Dr
OrlandoFL32810
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.
3723 South Lake Orlando Pky, Unit 3729 SouthLake Orlando Pk
3723 South Lake Orlando Pky
OrlandoFL32808
5222 2nd St
OrlandoFL32810
Showing Results 1-17, Page 1 of 1
Fairview, Winter Park, FL Local Guide
How much does it cost to rent a home in Fairview?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Fairview 2 Bedroom Homes for Rent | $1,742 | $1,199 | $2,750 |
| Fairview 3 Bedroom Homes for Rent | $2,400 | $1,600 | $4,820 |
| Fairview 4 Bedroom Homes for Rent | $4,625 | $2,900 | $6,350 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 17 rentals with your search options within a 2 mile radius of the Fairview Neighborhood of Winter Park, FL.
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Fairview, Winter Park, FL Local Guide
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Cheapest Available Fairview Apartments for Rent
The cheapest available apartment rental in the Fairview area of Orlando, FL is a 1 Bed unit found at Waterview Crossing Apartments priced from $970. Village Springs has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,015. Here are the most affordable Fairview apartments for rent in Orlando, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Waterview Crossing Apartments | One Bedroom One Bath Classic | 1BR,1BA | $970 |
| Village Springs | 1 Bedroom A2 | 1BR,1BA | $1,015 |
| Kingswood Apartments | 1/1 | 1BR,1BA | $1,050 |
| Rent Prosper at Cypress Pointe | B1-2 Bedroom, 2 Bathroom | 2BR,2BA | $1,159 |
| Lakeside Manor Condominiums | 1 Beds, 1 Baths | 1BR,1BA | $1,250 |
Best Value Apartments for Rent in Fairview, FL
As of August 30, 2026 the best value apartment in the Fairview area is the $1.12 price per square foot C1-3 Bedroom, 2 Bathroom Model at Rent Prosper at Cypress Pointe in the in the Rosemont neighborhood starting from $1,505. The second greatest value Fairview apartment is the 3 Bedroom Model at Nassau Bay Apartments starting at $1,476 with a $1.23 price per square foot in the Rosemont neighborhood. Here is today’s list of the best values for Fairview apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Rent Prosper at Cypress Pointe | C1-3 Bedroom, 2 Bathroom | 3BR,2BA | $1.12 |
| Nassau Bay Apartments | 3 Bedroom | 3BR,2BA | $1.23 |
| Forest Edge | 2BR - 2 | 2BR,2BA | $1.42 |
| Lake Weston Point Apartments | Two Bedroom | 2BR,2BA | $1.50 |
| Marbella Park | A1 | 1BR,1.5BA | $1.56 |
| Aventura Orlando Apartments | 1 Bed 1 Bath | 1BR,1BA | $2.00 |
| Lakeside Manor Condominiums | 1 Beds, 1 Baths | 1BR,1BA | $1.94 |
| The Fairview | 1/1 Renovated | 1BR,1BA | $2.19 |
| Village Springs | 1 Bedroom A1 | 1BR,1BA | $1.90 |
| Kingswood Apartments | 1/1 | 1BR,1BA | $2.04 |
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 Article
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.
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Pet Friendly LifestyleFairview, Winter Park, FL
Ranked #2
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.0Pet Friendly
Best Local Schools in Fairview, Winter Park, FL
School data provided by Great Schools
Frequently Asked Questions about Fairview
What type of rentals are currently available in Fairview?
There are currently 73 Apartments for Rent in Fairview, FL with pricing that ranges from $900 to $4,529. There are also 56 Single Family Homes for rent, Condos, and Townhome rentals currently available in Fairview ranging from $1,150 to $6,350.
What is the current price range for Rental Homes in Fairview?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Fairview ranges from $1,150 to $6,350 with an average monthly rent of $2,018.
How much are larger Three and Four Bedroom Rentals in Fairview?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Fairview range from $1,295 to $4,529, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,600 to $4,820. Four Bedroom Single-Family rentals are also available starting from $2,900 and Four Bedroom Apartments start at $1,647.
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.
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