Apartments in Highland Lakes Orlando

1 - 30 of 46 Results
13
$818
Winter Park, FL
1 BR | Ask for Availability
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1
$3,350
1850 Whitehall Dr Winter Park, FL
3 BR | Available Now
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Furnished
House
Pool
15
$1,745
Winter Park, FL
2 BR | Available Now
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Dog Friendly
Cat Friendly
House
16
$1,799 - 1,899
2001 Glenridge Way Winter Park, FL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Surface Parking
Storage
1
$3,995
Winter Park, FL
3 BR | Jun. 10, 2026
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Dog Friendly
Cat Friendly
House
1
$2,500
747 Maryland Ave Winter Park, FL
3 BR | Jun. 10, 2026
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Dog Friendly
Cat Friendly
House
Balcony/Deck/Patio
Storage
1
$5,750
1119 S Pennsylvania Ave Winter Park, FL
4 BR | Available Now
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Dog Friendly
Cat Friendly
House
Dishwasher
24
$10,500
Winter Park, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Storage
Dishwasher
54
$2,170 - 4,401
1884 Lakemont Ave Orlando, FL
Studio - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Surface Parking
1
$3,950
1655 Lakemonte Ave Orlando, FL
3 BR | Available Now
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House
Storage
Dishwasher
15
$1,010 - 1,680
311 N Knowles Ave Winter Park, FL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Section 8
Air Conditioning
Covered Parking
11
$1,950
Winter Park, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
Air Conditioning
Dishwasher
20
3D Tour
$1,695 - 3,600
4688 New Broad St Orlando, FL
1 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Luxury
Air Conditioning
24
$1,875
Orlando, FL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Storage
Dishwasher
1
$1,995
2934 Plaza Terrace Dr Orlando, FL
2 BR | Jul. 1, 2026
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Dog Friendly
Cat Friendly
Dishwasher
Audubon Park
1
$1,995
2840 Plaza Terrace Dr Orlando, FL
2 BR | Aug. 10, 2026
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Pool
Audubon Park
8
$1,234
Winter Park, FL
1 BR | Ask for Availability
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Downtown Winter Park
24
$3,950
Winter Park, FL
3 BR | Available Now
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73
$1,695 - 2,775
825 Mccullough Ave Orlando, FL
Studio - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Covered Parking
$1,020 - 1,635
2000 Village Ln Winter Park, FL
1 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Covered Parking
Balcony/Deck/Patio
36
$4,950
Winter Park, FL
4 BR | Available Now
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25
3D Tour
$1,110 - 2,010
5590 Baldwin Park Street Orlando, FL
Studio - 3 BR | Available Now
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In Unit Laundry
Dishwasher
1
$1,375
5514 Decatur St Orlando, FL
2 BR | Available Now
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House
Disability Access
Dishwasher
1
$3,200
438 Lakeview Ave Winter Park, FL
2 BR | Available Now
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Dog Friendly
Cat Friendly
House
11
$1,495
Winter Park, FL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
1
$2,425
1232 Sasoon Ave Orlando, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
Dishwasher
61
$1,099 - 2,499
3650 Summer Wind Dr Winter Park, FL
Studio - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
1
$2,795
1761 Indiana Ave Winter Park, FL
3 BR | Jun. 10, 2026
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Dog Friendly
Cat Friendly
House
Dishwasher
1
$2,100
945 Morris Ave Orlando, FL
2 BR | May. 15, 2026
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Dog Friendly
Cat Friendly
House
Dishwasher
Colonialtown North
1
$2,550
Winter Park, FL
2 BR | Available Now
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1 - 30 of 46 Results
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  3. Highland Lakes

Orlando:
May Rent Report

Welcome to the May 2026 Orlando Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the May 2026 key findings and figures for the Orlando rental landscape.

Our experts analyze the pricing trends — one-bedroom, two-bedroom, year-over-year and month-over-month — in Orlando and surrounding areas and provide comparisons to the entire metro area, nearby cities and some of the most desirable and expensive cities in the United States. Take a look at the last 12 months of Orlando average rent prices in the chart below.

Monthly Rent Report

$2,050
$1,540
$1,030
$510
$0
Jun. 2025
Jul. 2025
Aug. 2025
Sep. 2025
Oct. 2025
Nov. 2025
Dec. 2025
Jan. 2026
Feb. 2026
Mar. 2026
Apr. 2026
May. 2026
1 BR       2 BR

Orlando Rent Prices Decrease From April to May

Orlando rent prices decreased over the last month. From April to May, the city experienced a 0% decrease for the price of a one-bedroom apartment. The rent price for a Orlando one-bedroom apartments currently stands at $.

When we take a look at the two-bedroom comparison from April to May, Orlando experienced a 0% decrease for the price of a two-bedroom apartment. The rent price for a Orlando two-bedroom apartments currently stands at $.

May Prices: Orlando vs. Surrounding Areas

Rent Prices in Orlando and Surrounding Areas

Rent prices have decreased in Orlando over the last month. But how have the surrounding areas fared when it comes to the recent volatility in apartment prices? Rent prices in 0 of the Orlando suburbs increased last month. On the other hand, 0 local areas experienced a decrease in the price of a one-bedroom apartment.

More key findings include:

  • Rents did not increase in any of the Orlando suburbs

  • Rents did not decrease in any of the Orlando suburbs.

May 2026 Pricing Trends: Orlando vs. National Comparisons

Orlando Rent Prices More Affordable Than Major Cities

Rent growth in Orlando over the past year has been declining. When compared to major cities nearby, along with some of the most expensive cities in the country, Orlando average rent prices appear to be relatively affordable for local residents.

The price for a Orlando one-bedroom apartment remains vastly more affordable than four of the largest cities in the United States — New York City, Washington, D.C. San Francisco and Los Angeles. And pricing compares quite similarly to nearby Midwest cities.

For more information about Orlando and surrounding area rent prices, take a look at the complete data set below.

Data set for Orlando and suburbs

1 BR May 1 BR M/M % Change 2 BR May 2 BR M/M % Change

Methodology

Each month, using over 1 million Rentable listings across the United States, we calculate the median 1-bedroom and 2-bedroom rent prices by city, state, and nation, and track the month-over-month percent change. To avoid small sample sizes, we restrict the analysis for our reports to cities meeting minimum population and property count thresholds.