Apartments for Rent in the Fairview Neighborhood of Winter Park, FL (124 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
Learn more about Lifestyle Search
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
property at 151 N Orlando Ave

$2,450

Total Monthly Price

Total Monthly Price

Base Rent
$2,450
Total Monthly Price
$2,450

1 Bedroom, 1 Bath Condo for Rent

Available Now

151 N Orlando Ave, Unit 262

151 N Orlando Ave
Winter ParkFL32789
property at 2007 Cornell Ave

$4,862

Total Monthly Price

Total Monthly Price

Base Rent
$4,862
Total Monthly Price
$4,862

3 Bedroom, 2 Bath Home for Rent

Available Jan 11, 2027

2007 Cornell Ave

Winter ParkFL32789

Orlando's Best Affordable Neighborhoods

Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

Read Article
property at 1695 Lee Rd

$1,450 - $1,800

2 To 3 Bedroom Rentals

Available Now

1695 Lee Rd

Winter ParkFL32789

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.

Read Article
property at 151 N Orlando Ave

$2,100 - $2,750

1 To 2 Bedroom Rentals

Available Now

151 N Orlando Ave

Winter ParkFL32789
property at 1627 Orange Ave

$2,750

Total Monthly Price

Total Monthly Price

Base Rent
$2,750
Total Monthly Price
$2,750

3 Bedroom, 2 Bath Home for Rent

Available Now

1627 Orange Ave

Winter ParkFL32789

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Read Article
close
View Me
Sumerset Apartments
$1,074 - $1,495
Total Monthly Price

Total Monthly Price

Base Rent
$1,074 - $1,495
Total Monthly Price
$1,074 - $1,495
1 to 3 Bedroom Apartments Available Now

Sumerset Apartments

1051 Lee RdOrlando, FL 32810
Cost Per Sq.Ft.
  • Verified
  • Customer Reviewed
  • Utilities Included
property at 4246 Player Cir

$2,550

Total Monthly Price

Total Monthly Price

Base Rent
$2,550
Total Monthly Price
$2,550

2 Bedroom, 2.5 Bath Townhome for Rent

Available Sep 1

4246 Player Cir

OrlandoFL32808

Neighborhood & Market Insights: How to Choose the Right Area to Rent

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

Read Article

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.

Read Article
Showing Results 1-50, Page 1 of 3

Fairview, Winter Park, FL Local Guide

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.

Read Article
Decorative image

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.

Read Article
Decorative image

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.

Read Article
Decorative image

Quick 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.

decorative image of people with a giant lease agreement

Pet Friendly Lifestyle
Fairview, Winter Park, FL

Ranked #2

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

decorative image of woman handing cat to small boy

Best Local Schools in
Fairview, Winter Park, FL

School data provided by Great Schools

Frequently Asked Questions about Fairview

What is the current pricing and availability for apartments for rent in the Fairview area of Winter Park, FL?

As of today, August 17, 2026, there are currently 124 available Fairview apartments priced from $900 to $4,405, with an average monthly rent of $1,942.

How much are Studio apartments in Fairview?

There are currently 17 Studio Apartments in Fairview with rent ranges from $900 to $2,515 with an average price of $1,731.

What is the current price range for One Bedroom Fairview Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Fairview ranges from $970 to $2,780 with an average monthly rent of $1,766.

What does renting a Two Bedroom Apartment in Fairview cost?

The monthly rent prices of Two Bedroom Apartments currently available in Fairview range from $1,163 to $3,922. Today's average rental price for Two Bedrooms here is $2,036.

How expensive are Fairview Three Bedroom Apartments?

There are currently 23 Three Bedroom Apartments listings available in Fairview on ApartmentHomeLiving.com. The pricing ranges from $1,295 to $4,405 - averaging $2,281 for the location.

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

decorative image for Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities article

Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities

Written by: Darla Ferrara

When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.

decorative image for The Soul of the City Beautiful: What Life in Orlando Is Really Like article

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.

decorative image for Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers article

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.

decorative image for Your Guide to the Perfect Orlando Neighborhood for Student Renters article

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.

Articles, How-To's, and Tips

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

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.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention article

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.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.