
Cheap Homes for Rent in Fairview Neighborhood of Winter Park, FL from $1,100 (19 Rentals)
Search the lowest-cost Homes available for rent right now in the Fairview area of Winter Park.


1008 Meadows Ave

1695 Lee Rd

2905 Villa Dr

4176 Versailles Dr

5315 Davisson Ave
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.

4106 Dijon Dr

121 E Evans St

1555 Michigan Ave

2500 Lee Rd, Unit 244

2500 Lee Rd

3705 S Lake Orlando Pkwy, Unit #1
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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.

4059 Dijon Dr

3956 Versailles Dr

3723 South Lake Orlando Pky, Unit 3729 SouthLake Orlando Pk

6000 Cinderlane Pkwy

151 N Orlando Ave

5306 Satel Dr
Cash 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.

4418 Eli St
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 | $1,728 | $1,199 | $3,200 |
| Fairview 3 Bedroom Homes for Rent | $3,503 | $1,750 | $10,000+ |
| Fairview 4 Bedroom Homes for Rent | $2,507 | $2,085 | $2,900 |
| Fairview 5 Bedroom Homes for Rent | $6,995 | $6,995 | $6,995 |
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. Village Springs has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,045. 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 A1P | 1BR,1BA | $1,045 |
| Kingswood Apartments | 1/1 | 1BR,1BA | $1,050 |
| Sumerset Apartments | 1 Bed, 1 bath | 1BR,1BA | $1,074 |
| Lake Weston Point Apartments | Two Bedroom | 2BR,2BA | $1,445 |
Best Value Apartments for Rent in Fairview, FL
As of May 28, 2026 the best value apartment in the Fairview area is the $1.13 price per square foot C1-3 Bedroom, 2 Bathroom Model at Rent Prosper at Cypress Pointe in the in the Rosemont neighborhood starting from $1,528. The second greatest value Fairview apartment is the Lily Renovated Model at Marbella Park starting at $1,499 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 | $1.13 |
| Marbella Park | Lily Renovated | 2BR,2BA | $1.23 |
| Lake Weston Point Apartments | Two Bedroom | 2BR,2BA | $1.50 |
| Aventura Orlando Apartments | 2 Bed 2 Bath | 2BR,2BA | $1.77 |
| The Fairview | 2/1 Renovated | 2BR,1BA | $1.85 |
| Sumerset Apartments | 1 Bed, 1 bath | 1BR,1BA | $1.38 |
| Westmount at Winter Park | The Morse | 1BR,1BA | $1.91 |
| Village Springs | 1 Bedroom A1 | 1BR,1BA | $1.94 |
| 725 Formosa Ave, Unit #2 | 725 Formosa Ave | 1BR,1BA | $1.92 |
| 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 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 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 $900 to $3,932. There are also 47 Single Family Homes for rent, Condos, and Townhome rentals currently available in Fairview ranging from $1,199 to $14,000.
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 $1,199 to $14,000 with an average monthly rent of $2,962.
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 $3,932, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,750 to $14,000. Four Bedroom Single-Family rentals are also available starting from $2,085 and Four Bedroom Apartments start at $1,844.
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
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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
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The Soul of the City Beautiful: What Life in Orlando Is Really Like
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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.
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This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
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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.