Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Registered offenders on the map

Save search

Registered offenders on the map

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Condo Rentals in Winter Park, FL
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Residential
  • Commercial

Registered offenders on the map

26 listings
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search
3 bedsHousesWith a pool

Condo Rentals for Rent in Winter Park, FL

Condo Rentals for Rent in Winter Park, FL

Hide Map
24 of 26 Listings
Map

Condo Rentals for Rent in Winter Park, FL

24 of 26 Listings

  1. 500 N Pennsylvania Ave #G — photo23Active

    $2,300/mo

    2 bd · 1 ba · 709 sqft

    500 N Pennsylvania Ave #G, Winter Park, FL

    Sylvia Young · FLORIDA RENTAL TEAM

  2. 7487 Canford Ct #5 — photo20Active

    $2,300/mo

    4 bd · 3 ba · 1,611 sqft

    7487 Canford Ct #5, Winter Park, FL

    Jiny Lee · THE FLORIDA LOUNGE REALTY LLC

  3. 7453 Daniel Webster Dr #a5 — photo18Active

    $1,600/mo

    2 bd · 2 ba · 1,063 sqft

    7453 Daniel Webster Dr #a5, Winter Park, FL

    Laila Dkhissi · LA ROSA REALTY PREMIER LLC

  4. 163 Scottsdale Sq #163 — photo13Active

    $1,600/mo

    2 bd · 2 ba · 1,020 sqft

    163 Scottsdale Sq #163, Winter Park, FL

    Simone Pinto de Almeida Santos · NOVA REAL ESTATE SERVICES INC

  5. 2918 Antique Oaks Cir #30 — photo21Active

    $1,550/mo

    2 bd · 2 ba · 1,018 sqft

    2918 Antique Oaks Cir #30, Winter Park, FL

    Kyle Petteway · EXIT REAL ESTATE RESULTS

  6. listing photo18Active

    $2,200/mo

    3 bd · 2 ba · 1,467 sqft

    Address withheld · Winter Park, FL

    Kirsten Cantello · TRUSTHOME PROPERTIES INC

  7. 3651 N Goldenrod Rd #C201 — photo12Active

    $1,395/mo

    2 bd · 2 ba · 840 sqft

    3651 N Goldenrod Rd #C201, Winter Park, FL

    Matthew Kirsch · REAL PROPERTY MANAGEMENT AND REALTY

  8. 3367 River View Way #450 — photo12Active

    $1,800/mo

    3 bd · 3 ba · 1,151 sqft

    3367 River View Way #450, Winter Park, FL

    Hao Jun Chang · CINO INTERNATIONAL INC

  9. 660 Osceola Ave #101 — photoPrice Reduced26Active

    $8,900/mo

    3 bd · 4 ba · 2,714 sqft

    660 Osceola Ave #101, Winter Park, FL

    Jennifer King · CORCORAN PREMIER REALTY

  10. 1695 Lee Rd #a113 — photo13Active

    $1,600/mo

    2 bd · 1 ba · 881 sqft

    1695 Lee Rd #a113, Winter Park, FL

    Yigit Orer · EMPIRE NETWORK REALTY

  11. 3651 N Goldenrod Rd #a103 — photoPrice Reduced18Active

    $1,575/mo

    2 bd · 2 ba · 840 sqft

    3651 N Goldenrod Rd #a103, Winter Park, FL

    Youree Lundy · KELLER WILLIAMS ADVANTAGE III

  12. 7336 Forest Hill Ct #240 — photo10Active

    $1,700/mo

    2 bd · 2 ba · 990 sqft

    7336 Forest Hill Ct #240, Winter Park, FL

    Mara Brasil · REALIZE INTERNATIONAL REALTY L

  13. 3068 Autumn Ct #Na — photo17Active

    $1,640/mo

    2 bd · 2 ba · 1,038 sqft

    3068 Autumn Ct #Na, Winter Park, FL

    Angela Fettig · KELLER WILLIAMS REALTY AT THE PARKS

  14. 2481 Tahoe Cir #2481 — photo19Active

    $1,850/mo

    2 bd · 3 ba · 1,495 sqft

    2481 Tahoe Cir #2481, Winter Park, FL

    Sebastian Lozano · COLDWELL BANKER REALTY

  15. 1000 S Semoran Blvd #305 — photoPrice Reduced19Active

    $1,095/mo

    1 bd · 1 ba · 735 sqft

    1000 S Semoran Blvd #305, Winter Park, FL

    Melissa Vance · MAINFRAME REAL ESTATE

  16. 3370 Cedar Springs Pl #156 — photoPrice Reduced13Active

    $1,600/mo

    2 bd · 3 ba · 1,031 sqft

    3370 Cedar Springs Pl #156, Winter Park, FL

    Wendy Lin · SPRINGHILL PROPERTIES LLC

  17. 1695 Lee Rd #E215 — photo82Active

    $1,850/mo

    3 bd · 2 ba · 1,149 sqft

    1695 Lee Rd #E215, Winter Park, FL

    Jenaia Fowlkes · FOWLKES REALTY CO

  18. 1695 Lee Rd #C103 — photo14Active

    $1,600/mo

    2 bd · 1 ba · 881 sqft

    1695 Lee Rd #C103, Winter Park, FL

    Yigit Orer · EMPIRE NETWORK REALTY

  19. 700 Melrose Ave #a5 — photoPrice Reduced21Active

    $2,295/mo

    2 bd · 2 ba · 1,074 sqft

    700 Melrose Ave #a5, Winter Park, FL

    Nicole Howell · FANNIE HILLMAN & ASSOCIATES

  20. 151 N Orlando Ave #207 — photoPrice Reduced26Active

    $2,150/mo

    2 bd · 1 ba · 710 sqft

    151 N Orlando Ave #207, Winter Park, FL

    Monika Kenney · PALMANO GROUP RE BROKERAGE LLC

  21. 1000 S Semoran Blvd #715 — photoPrice Reduced11Active

    $1,150/mo

    1 bd · 1 ba · 735 sqft

    1000 S Semoran Blvd #715, Winter Park, FL

    Leticia Morales · LPT REALTY, LLC

  22. listing photoPrice Reduced15Active

    $1,450/mo

    2 bd · 1 ba · 881 sqft

    Address withheld · Winter Park, FL

    Kirsten Cantello · TRUSTHOME PROPERTIES INC

  23. 1695 Lee Rd #a101 — photoPrice Reduced24Active

    $1,575/mo

    3 bd · 2 ba · 1,149 sqft

    1695 Lee Rd #a101, Winter Park, FL

    Daniel Zheng · CINO INTERNATIONAL INC

  24. 151 N Orlando Ave #118 — photoPrice Reduced20Active

    $1,900/mo

    2 bd · 1 ba · 1,500 sqft

    151 N Orlando Ave #118, Winter Park, FL

    Adriana Montes · FLORIDA DREAMS REALTY GRP INC

12

Explore Winter Park rentals

By price

  • Under $2,000/mo
  • Under $3,000/mo
  • Under $5,000/mo

By bedrooms

  • 2 beds
  • 3 beds
  • 4 beds

By type

  • Houses
  • Townhomes
  • Condos

By feature

  • With a pool
Realty.com

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

Equal Housing OpportunityEqual Housing Lender

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

© 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

Listing data & MLS disclosures

Stellar MLS
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Winter Park, FL community profile

Population
31,855
Median income
$98,252
Housing units
15,404
People per sq. mi.
1,409.5
Area
22.6 sq. mi.

Source: HJN community data