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Apartments for Rent in Maitland, FL with a Swimming Pool

1,228 Rentals
.
  1. Building Photo - Westmount at Winter Park
    STUDIO
    $1,355+
    1 BED
    $1,443+
    2 BEDS
    $1,553+
    3 BEDS
    $1,851+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,344 - $2,204
    Required Monthly Fees$11
    Utilities & EssentialsVaries
    Total Monthly Price$1,355 - $2,215

    Westmount at Winter Park

    1701 Lee Rd, Winter Park, FL 32789
    (689) 205-8291
  3. $340 Off
    Price Drop. $340 Off
    1 BED
    $1,235+
    2 BEDS
    $1,485+
    3 BEDS
    $1,775+

    Signal Pointe

    2500 Howell Branch Rd, Winter Park, FL 32792
    (689) 220-5609
  6. Good Value
    1 BED
    $1,074+
    2 BEDS
    $1,274+
    3 BEDS
    $1,295+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,074 - $1,495
    Required Monthly FeesNone
    Total Monthly Price$1,074 - $1,495

    Sumerset Apartments

    1051 Lee Rd, Orlando, FL 32810
  7. Exceptional Value
    STUDIO
    $900+
    1 BED
    $1,050+
    2 BEDS
    $1,200+
    3 BEDS
    $1,600+

    Kingswood Apartments

    1101 Lee Rd, Orlando, FL 32810
  8. Building Photo - 551 Flemming Way
    1 BED, 1 BATH
    $1,150
    Total Monthly Price Total Monthly Price New
    Base Rent$1,150
    Required Monthly FeesNone
    Total Monthly Price$1,150

    551 Flemming Way Unit 201

    551 Flemming Way, Maitland, FL 32751
  11. Building Photo - 2500 Lee Rd
    1 BED, 1 BATH
    $1,350
    Total Monthly Price Total Monthly Price New
    Base Rent$1,350
    Required Monthly FeesNone
    Total Monthly Price$1,350

    2500 Lee Rd Unit 244

    2500 Lee Rd, Winter Park, FL 32789
  12. Building Photo - 530 Orange Dr
    2 BEDS, 2 BATHS
    $1,795
    Total Monthly Price Total Monthly Price New
    Base Rent$1,795
    Required Monthly FeesNone
    Total Monthly Price$1,795

    530 Orange Dr Unit 11

    530 Orange Dr, Altamonte Springs, FL 32701
  13. Building Photo - 548 Orange Dr
    2 BEDS, 2 BATHS
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    548 Orange Dr Unit 14

    548 Orange Dr, Altamonte Springs, FL 32701
  14. Building Photo - 1000 Lake of the Woods Blvd
    2 BEDS, 2 BATHS
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550

    1000 Lake of the Woods Blvd Unit 201

    1000 Lake of the Woods Blvd, Fern Park, FL 32730
  29. Building Photo - 305 Wymore Rd
    1 BED, 1 BATH
    $1,250
    Total Monthly Price Total Monthly Price New
    Base Rent$1,250
    Required Monthly FeesNone
    Total Monthly Price$1,250

    305 Wymore Rd

    305 Wymore Rd, Altamonte Springs, FL 32714
    Apply
  31. 1 BED, 1 BATH
    $2,450
    Total Monthly Price Total Monthly Price New
    Base Rent$2,450
    Required Monthly FeesNone
    Total Monthly Price$2,450

    151 N Orlando Ave Unit 262

    151 N Orlando Ave, Winter Park, FL 32789
    Apply
  32. 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

    468 Banyon Tree Cir Unit 202

    468 Banyon Tree Cir, Maitland, FL 32751
  33. Building Photo - 1000 Winderley Pl
    2 BEDS, 2 BATHS
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    1000 Winderley Pl Unit 128

    1000 Winderley Pl, Maitland, FL 32751
  34. Building Photo - 2383 Sun Valley Cir
    2 BEDS, 2 BATHS
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    2383 Sun Valley Cir Unit Winter Park

    2383 Sun Valley Cir, Winter Park, FL 32792
  35. 1 BED, 1 BATH
    $1,200
    Total Monthly Price Total Monthly Price New
    Base Rent$1,200
    Required Monthly FeesNone
    Total Monthly Price$1,200

    948 Lake Destiny Rd Unit E

    948 Lake Destiny Rd, Altamonte Springs, FL 32714
  36. Building Photo - 1442 Palm Ave
    5 BEDS, 6 BATHS
    $9,900

    1442 Palm Ave

    1442 Palm Ave, Winter Park, FL 32789
  40. Building Photo - 536 Orange Dr
    2 BEDS, 2 BATHS
    $1,695

    536 Orange Dr

    536 Orange Dr, Altamonte Springs, FL 32701
Showing 42 of 90 results, Page 2 of 3

Maitland at a Glance

Average Rent

$1,926
(All bedrooms and property types)
Learn more about
Average Rent in Maitland
5

School Rating

out of 10 Rating
Learn more about
Schools in Maitland

Renting in Maitland

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Maitland

(For 1 bedroom apartments)
  • Neighborhoods Average Sq Ft Average Rent
  • Branch 643 Sq Ft $1,195/mo
  • Winfield 802 Sq Ft $1,573/mo
  • Versailles 782 Sq Ft $1,699/mo

Education

GreatSchools Rating
Maitland Middle

Public Middle School

Public
Grades 6-8
800 Students
GreatSchools Rating
Maitland Middle School

Public Middle School

Public
Grades 6-8
708 Students

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

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