5311 Davisson Ave
OrlandoFL32810
Cheap Homes for Rent in Fairview Neighborhood of Winter Park, FL from $1,000 (19 Rentals)
Search the lowest-cost Homes available for rent right now in the Fairview area of Winter Park.
4189 Versailles Dr
OrlandoFL32808
2183 Crandon Ave
Winter ParkFL32789
4170 Versailles Dr
OrlandoFL32808
2500 Lee Rd, Unit 212
2500 Lee Rd
Winter ParkFL32789
1695 Lee Rd
Winter ParkFL32789
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.
121 E Evans St
OrlandoFL32804
4177 Versailles Dr
OrlandoFL32808
4106 Dijon Dr
OrlandoFL32808
2500 Lee Rd
Winter ParkFL32789
2500 Lee Rd
Winter ParkFL32789
1000 W Par St
OrlandoFL32804
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
1380 Indiana Ave
Winter ParkFL32789
4425 Fairview Ave
OrlandoFL32804
3705 S Lake Orlando Pkwy, Unit #1
3705 S Lake Orlando Pkwy
OrlandoFL32808
1769 Fairview Shores Dr
OrlandoFL32804
1418 Beatrice Dr
OrlandoFL32810
1565 Michigan Ave
Winter ParkFL32789
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.
4038 Versailles Dr
OrlandoFL32808
Showing Results 1-19, 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 | $1,693 | $1,250 | $2,400 |
| Fairview 3 Bedroom Homes for Rent | $2,426 | $1,600 | $5,500 |
| Fairview 4 Bedroom Homes for Rent | $2,531 | $2,350 | $2,895 |
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 19 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. Kingswood Apartments has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,050. 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 |
| Kingswood Apartments | 1/1 | 1BR,1BA | $1,050 |
| Nassau Bay Apartments | One Bedroom | 1BR,1BA | $1,066 |
| Sumerset Apartments | 2 Beds, 2 baths | 2BR,2BA | $1,200 |
| Village Springs | 1 Bedroom A1P | 1BR,1BA | $1,250 |
Best Value Apartments for Rent in Fairview, FL
As of February 25, 2026 the best value apartment in the Fairview area is the $1.27 price per square foot C1-3 Bedroom, 2 Bathroom Model at Rent Prosper at Cypress Pointe in the in the Rosemont neighborhood starting from $1,706. The second greatest value Fairview apartment is the Lily Renovated Model at Marbella Park starting at $1,549 with a $1.27 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 | $1.27 |
| Marbella Park | Lily Renovated | 2BR,2BA | $1.27 |
| Westmount at Winter Park | The Park | 3BR,2BA | $1.60 |
| Sumerset Apartments | 3 Beds, 2 baths | 3BR,2BA | $1.19 |
| Lake Weston Point Apartments | Two Bedroom | 2BR,2BA | $1.38 |
| Nassau Bay Apartments | One Bedroom | 1BR,1BA | $1.42 |
| Elon Winter Park | The Tony | 1BR,1BA | $2.16 |
| Village Springs | 1 Bedroom A2P | 1BR,1BA | $2.06 |
| Kingswood Apartments | 1/1 | 1BR,1BA | $2.04 |
| Waterview Crossing Apartments | One Bedroom One Bath Reno | 1BR,1BA | $2.30 |
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
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
Read ArticleQuick Rent Budget Calculator
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Pet Friendly LifestyleFairview, Winter Park, FL
Ranked #5
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 71 Apartments for Rent in Fairview, FL with pricing that ranges from $850 to $3,789. There are also 57 Single Family Homes for rent, Condos, and Townhome rentals currently available in Fairview ranging from $1,000 to $5,500.
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 $1,000 to $5,500 with an average monthly rent of $2,020.
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 $1,300 to $3,789, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,600 to $5,500. Four Bedroom Single-Family rentals are also available starting from $2,350 and Four Bedroom Apartments start at $1,697.
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.
Helpful Local Expert Guides
An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent
Written by: Darla Ferrara
For many, Orlando is the place where you vacation, not live. However, this city, located in the central region of Florida, offers a vibrant tech community, plenty of outdoor activities, and some of the best schools in the country.
Your Guide to the Perfect Orlando Neighborhood for Student Renters
Written by: Darla Ferrara
There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.
Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
Written by: Darla Ferrara
When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.
The Soul of the City Beautiful: What Life in Orlando Is Really Like
Written by: Darla Ferrara
When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.
Articles, How-To's, and Tips
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.