
Cheap Apartments for Rent in the Fairview Neighborhood of Winter Park, FL from $700 (40 Rentals)
Search the lowest-cost Apartments available for rent right now in the Fairview area of Winter Park.


Bainbridge Winter Park

Seven41 Winter Park

1550 Michigan Ave

Berkshire Winter Park

Elon Winter Park

Calvary Tower

1695 Lee Rd
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.

1555 Michigan Ave

2500 Lee Rd, Unit 244, Unit 244

1565 Michigan Ave

Kingswood Apartments

Waterview Crossing Apartments

Village Springs

Total Monthly Price
Sumerset Apartments

5236 Davisson Ave
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.

Rent Prosper at Cypress Pointe

Lake Weston Point Apartments

Marbella Park

3705 S Lake Orlando Pkwy, Unit #1, Unit #1

3717 S Lake Orlando Pkwy

Aventura Orlando Apartments

Gem Lake Apartments

The Oaks Apartments
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.

La Bella Vida

4170 Versailles Dr

Forest Edge

4176 Versailles Dr

1000 W Par St

121 E Evans St

4106 Dijon Dr

5315 Davisson Ave
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.

3906 Versailles Dr

The Fairview

4059 Dijon Dr

3956 Versailles Dr

1626 Roosevelt Ave

4418 Eli St

4029 Versailles Dr

5306 Satel Dr
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
Fairview, Winter Park, FL Local Guide

How much does it cost to rent an apartment in Fairview?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Fairview Studio Apartments | $1,726 | $900 | $2,129 |
| Fairview 1 Bedroom Apartments | $1,685 | $970 | $2,405 |
| Fairview 2 Bedroom Apartments | $2,063 | $1,200 | $3,423 |
| Fairview 3 Bedroom Apartments | $2,553 | $1,450 | $4,187 |
| Fairview 4 Bedroom Apartments | $1,679 | $1,679 | $1,679 |
Browse Apartments in this Neighborhood
There are currently 40 rentals with your search options within a 2 mile radius of the Fairview Neighborhood of Winter Park, FL.
See all Apartments in Winter ParkExplore Winter Park
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 |
| Village Springs | 1 Bedroom A1 | 1BR,1BA | $1,105 |
| Rent Prosper at Cypress Pointe | B1-2 Bedroom, 2 Bathroom | 2BR,2BA | $1,204 |
| Sumerset Apartments | 2 Beds, 2 baths | 2BR,2BA | $1,274 |
| Lake Weston Point Apartments | Two Bedroom | 2BR,2BA | $1,316 |
| Westmount at Winter Park | The Morse | 1BR,1BA | $1,471 |
| The Fairview | 1/1 Renovated | 1BR,1BA | $1,499 |
| Marbella Park | Lily Renovated | 2BR,2BA | $1,549 |
| Berkshire Winter Park | S2 | Studio,1BA | $1,660 |
Best Value Apartments for Rent in Fairview, FL
As of April 26, 2026 the best value apartment in the Fairview area is the $1.27 price per square foot Lily Renovated Model at Marbella Park in the in the Rosemont neighborhood starting from $1,549. The second greatest value Fairview apartment is the B1-2 Bedroom, 2 Bathroom Model at Rent Prosper at Cypress Pointe starting at $1,204 with a $1.03 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. |
|---|---|---|---|
| Marbella Park | Lily Renovated | 2BR,2BA | $1.27 |
| Rent Prosper at Cypress Pointe | B1-2 Bedroom, 2 Bathroom | 2BR,2BA | $1.03 |
| Sumerset Apartments | 3 Beds, 2 baths | 3BR,2BA | $1.33 |
| Lake Weston Point Apartments | Two Bedroom | 2BR,2BA | $1.37 |
| Westmount at Winter Park | The Morse | 1BR,1BA | $1.90 |
| Berkshire Winter Park | S2 | Studio ,1BA | $2.46 |
| The Fairview | 1/1 Renovated | 1BR,1BA | $2.34 |
| Village Springs | 1 Bedroom A1P | 1BR,1BA | $1.86 |
| Kingswood Apartments | 1/1 | 1BR,1BA | $2.04 |
| Waterview Crossing Apartments | One Bedroom One Bath Reno | 1BR,1BA | $2.30 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read ArticleDon'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 ArticleThe 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
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 Cheap Fairview Apartments
What is the price of a cheap apartment in Fairview?
The cheapest apartment in Fairview is Waterview Crossing Apartments which is listed at $970, while the average apartment in Fairview costs $2,530.
What types of apartments are the cheapest in Fairview?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 15 regular apartments in Fairview that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
How do the prices of cheap apartments compare to the average apartment in Fairview?
Cheap apartments in Fairview have an average cost of $638 which is $1,892 cheaper than the average rent for all rentals in Fairview.
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

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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.