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Condos for Rent in Maitland, FL with a Swimming Pool

18 Rentals
.
  1. Building Photo - 2500 Lee Rd
    2 BEDS, 1 BATH
    $1,375
    Total Monthly Price Total Monthly Price New
    Base Rent$1,375
    Required Monthly FeesNone
    Total Monthly Price$1,375

    2500 Lee Rd Unit 212

    2500 Lee Rd, Winter Park, FL 32789
    (321) 204-6251
  3. Building Photo - 2500 Lee Rd
    1 BED, 1 BATH
    $1,465
    Total Monthly Price Total Monthly Price New
    Base Rent$1,465
    Required Monthly FeesNone
    Total Monthly Price$1,465

    2500 Lee Rd Unit 244

    2500 Lee Rd, Winter Park, FL 32789
  4. Building Photo - 1500 Gay Rd
    2 BEDS, 2 BATHS
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750

    1500 Gay Rd Unit 18A

    1500 Gay Rd, Winter Park, FL 32789
  5. 2 BEDS, 2 BATHS
    $1,895
    Total Monthly Price Total Monthly Price New
    Base Rent$1,895
    Required Monthly FeesNone
    Total Monthly Price$1,895

    530 Orange Dr Unit 11

    530 Orange Dr, Altamonte Springs, FL 32701
  6. 2 BEDS, 2 BATHS
    $1,595
    Total Monthly Price Total Monthly Price New
    Base Rent$1,595
    Required Monthly FeesNone
    Total Monthly Price$1,595

    524 Orange Dr Unit 22

    524 Orange Dr, Altamonte Springs, FL 32701
  7. 3 BEDS, 2 BATHS
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    2549 Maitland Crossing Way Unit 106

    2549 Maitland Crossing Way, Orlando, FL 32810
  8. 2 BEDS, 1 BATH
    $1,799
    Total Monthly Price Total Monthly Price New
    Base Rent$1,799
    Required Monthly FeesNone
    Total Monthly Price$1,799

    151 N Orlando Ave Unit 101

    151 N Orlando Ave, Winter Park, FL 32789
  9. 4 BEDS, 2 BATHS
    $1,875
    Total Monthly Price Total Monthly Price New
    Base Rent$1,875
    Required Monthly FeesNone
    Total Monthly Price$1,875

    825 Grand Regency Unit 102

    825 Grand Regency, Altamonte Springs, FL 32714
  11. Building Photo - 1140 S Orlando Ave
    1 BED, 1 BATH
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    1140 S Orlando Ave Unit Exeter E2

    1140 S Orlando Ave, Maitland, FL 32751
    Apply
  12. Building Photo - 2520 Caper Ln
    Discounts
    Discounts
    1 BED, 1 BATH
    $1,300
    Total Monthly Price Total Monthly Price New
    Base Rent$1,300
    Required Monthly FeesNone
    Total Monthly Price$1,300

    2520 Caper Ln Unit 102

    2520 Caper Ln, Maitland, FL 32751
  13. 2 BEDS, 1 BATH
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550

    1695 Lee Rd Unit B106

    1695 Lee Rd, Winter Park, FL 32789

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Maitland at a Glance

Average Rent

$1,865
(All bedrooms and property types)
Learn more about
Average Rent in Maitland
5

School Rating

out of 10 Rating
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Schools in Maitland

Maitland, FL Condos for Rent

Maitland is a suburban city in Orange County located just nine miles north of downtown Orlando, known for its cultural attractions including the Maitland Art Center, the Maitland Historical Museum, and the Audubon Center for Birds of Prey. As one of the oldest incorporated suburban municipalities in central Florida, the city offers residents access to SunRail public transit along Highway 17-92, making commutes throughout the Greater Orlando area convenient. Those looking for apartments for rent in Maitland will find plenty of options in this peaceful suburb, from lakefront residences to modern apartment communities near local parks and dining spots.

Renting in Maitland gives you the best of both worlds - suburban peace and easy city access. The location puts you right near Interstate 4, connecting you to Orlando's attractions, jobs, and the airport in no time. You'll love the local parks like Lake Lily Park, Fort Maitland Park with boat access to Lake Maitland, and Maitland Community Park where you can play tennis or jog the trails. Shopping is a breeze with Winter Park Village and Altamonte Mall nearby, plus there's a Sunday farmers' market at Lake Lily Park for fresh local goodies. When you're hungry, try authentic Italian at Francesco's Ristorante & Pizzeria or Mediterranean dishes at Olea Mezze Grill. And if you prefer not to drive, Lynx buses and SunRail make getting around for work or fun super easy.

Renting in Maitland

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Maitland

(For 1 bedroom apartments)

Education

GreatSchools Rating
Maitland Middle

Public Middle School

Public
Grades 6-8
Students

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

Apartments for Rent Near Maitland by Neighborhoods

Apartments for Rent Near Maitland

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