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Winter Park, FL Condos for Rent

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  • /10

    $1,600 per month

    • 2 Beds
    • 1 Bath
    • 1,078 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit C-214, Winter Park, FL 32789

    This is a 2/2 on a second floor this unit has stackable W/D. This ample unit also has new appliance and a balcony. .

    1695 Lee Rd Unit C-214, Winter Park, FL 32789
  • /16

    $1,200 per month

    • 1 Bed
    • 1 Bath
    • 785 Sq Ft
    • Condo for Rent

    123 Scottsdale Square Unit B123, Winter Park, FL 32792

    Conveniently located in the Winter Park Woods Condominium community, 123 Scottsdale Square #123 offers a blend of comfort and convenience in the heart of Winter Park, Florida. This cozy first floor unit features an open floor plan with kitchen, dining, living and a spacious bedroom. Brand new washer and dryer are in a separate laundry room. Resident can also relax and have outdoor activities in a

    Guanhua Zhang KN PREMIER REALTY, INC

    123 Scottsdale Square Unit B123, Winter Park, FL 32792
  • /20

    $1,200 per month

    • 1 Bed
    • 1 Bath
    • 581 Sq Ft
    • Condo for Rent

    7341 Daniel Webster Dr Unit D, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Welcome to your new home in Winter Park, FL! This spacious and convenient 1 bedroom apartment is a rare find and won't last long. Located on the 2nd floor, this unit offers privacy and tranquility. Step inside and be greeted by laminate floors that add a touch of elegance to the space. The tiled shower in the bathroom provides a modern and sleek

    Jacob Hara TRANSCEND REALTY

    7341 Daniel Webster Dr Unit D, Winter Park, FL 32792
  • /15

    $1,700 per month

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • Condo for Rent

    3651 N Goldenrod Rd Unit 207, Winter Park, FL 32792

    Beautifully Updated 2-Bed/2-Bath Condo Near UCF & Full Sail!Step into this stylish and freshly updated second-floor condo, featuring two spacious bedrooms and two modern bathrooms. You'll love the new luxury vinyl plank flooring and fresh paint throughout, creating a clean, contemporary feel.Enjoy the light and airy open-concept living space, filled with natural sunlight and perfect for both

    Melissa Vance MAINFRAME REAL ESTATE

    3651 N Goldenrod Rd Unit 207, Winter Park, FL 32792
  • /35

    $1,799 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    151 N Orlando Ave Unit 229, Winter Park, FL 32789

    LOCATION, LOCATION, LOCATION with partial Lake View! Experience the perfect blend of modern upgrades, prime location, and lakefront living in this beautifully renovated Winter Park condominium. Nestled along Lake Killarney, this two-bedroom, one-bathroom residence offers an ideal mix of comfort, investment potential, and exclusive community amenities. Thoughtfully updated in 2018, the home

    Justin Adams EXP REALTY LLC

    151 N Orlando Ave Unit 229, Winter Park, FL 32789
  • /14

    $1,600 per month

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • Condo for Rent

    3651 N Goldenrod Rd Unit 109, Winter Park, FL 32792

    2/2 condo in Lancelot at WINTER PARK!! This 1st floor unit has been updated and includes GRANITE in the kitchen and baths, as well as stainless steel appliances. Flooring is ALL TILE, washer and dryer hookups in the unit. Owner will consider one small pet. Location is convenient to UCF, Valencia, FULL SAIL, Downtown and Winter Park. Water is included in the rent. W/D hookups in unit. Community

    Christopher McMahon BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P

    3651 N Goldenrod Rd Unit 109, Winter Park, FL 32792
  • /20

    $1,600 per month

    • 2 Beds
    • 1.5 Baths
    • 990 Sq Ft
    • Condo for Rent

    3243 Forest Oaks Ct Unit 117, Winter Park, FL 32792

    Why settle for just any rental when you can enjoy this well-maintained, low-maintenance 2-bedroom, 1.5-bathroom home in the centrally located Hidden Oaks community—zoned for top-rated Winter Park High School! This spacious two-story unit features an open living room, kitchen, and dinette area on the main floor, offering a comfortable and functional layout. Step outside to your own private, fully

    Naf Zaman THE FIRM RE

    3243 Forest Oaks Ct Unit 117, Winter Park, FL 32792
  • /45

    $4,500 per month

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Condo for Rent

    690 Osceola Ave Unit 502, Winter Park, FL 32789

    Immaculate renovated lakefront condo with partial views of Lake Virginia and the Downtown skyline. Location, location, location!! Walking distance to Winter Park’s iconic Park Avenue and Rollins College. Open concept living space includes new chef’s kitchen with quartz counter tops, stainless steel Samsung appliances, recessed lighting and expansive bar seating. The large living space allows for

    Ashley Jacobs CHARLES RUTENBERG REALTY ORLANDO

    690 Osceola Ave Unit 502, Winter Park, FL 32789
  • /13

    $1,795 per month

    • 2 Beds
    • 1.5 Baths
    • 1,085 Sq Ft
    • Condo for Rent

    300 Scottsdale Square Unit 300, Winter Park, FL 32792

    Charming 2-bedroom, 1.5-bathroom townhouse in Winter Park’s Winter Park Woods community. This two-story unit features new flooring throughout, an upgraded kitchen and bathrooms, vaulted ceilings, a spacious master bedroom with a walk-in closet, and a private balcony overlooking the courtyard. Washer/dryer hook-up included. Enjoy community amenities such as a pool and playground. Conveniently

    Edward Lee LA ROSA REALTY ORLANDO LLC

    300 Scottsdale Square Unit 300, Winter Park, FL 32792
  • /23

    $1,650 per month

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit B114, Winter Park, FL 32789

    The unit has two spacious bedrooms, galley kitchen, walk in closet, living/dining room combo, washer and dryer combo and lovely patio that leads to the community pool and playground. .This well-maintained unit features a spacious living area filled with natural light Cove is located centrally to major highways, schools, tons of shopping & restaurants so it is a great location. Don’t miss the

    Yigit Orer EMPIRE NETWORK REALTY

    1695 Lee Rd Unit B114, Winter Park, FL 32789
  • /14

    $1,650 per month

    • 2 Beds
    • 2 Baths
    • 1,003 Sq Ft
    • Condo for Rent

    1000 S Semoran Blvd Unit 813, Winter Park, FL 32792

    This roomy 2/2 condo located in Golf side Villas, off South Semoran Boulevard, minutes away from shopping and Baldwin Park, Golf side Villas has a community pool and laundry facilities are conveniently located in the community, close to this unit. The unit features tile floors throughout, offers a nice size family room and dining area. The kitchen has granite counter tops, a large stainless steel

    Caroline Perotti BELLA VIEW REALTY LLC

    1000 S Semoran Blvd Unit 813, Winter Park, FL 32792
  • /8

    $1,250 per month

    • 1 Bed
    • 1 Bath
    • 785 Sq Ft
    • Condo for Rent

    293 Scottsdale Square Unit 293, Winter Park, FL 32792

    Welcome to your Winter Park cozy ground floor 1 bed 1 bath condo space. This unit features a screened in patio, washer, dryer outside of unit, a nicely kept interior with kitchen, living / dining room combo which is hidden and off the beaten path. Centrally located and in close proximity to Baldwin Park, MCO airport, Advent Health, Full Sail University, an array of restaurants and shopping

    Kelly Flores COLDWELL BANKER RESIDENTIAL RE

    293 Scottsdale Square Unit 293, Winter Park, FL 32792
  • /20

    $1,595 per month

    • 2 Beds
    • 2 Baths
    • 1,003 Sq Ft
    • Condo for Rent

    1000 S Semoran Blvd Unit S, Winter Park, FL 32792

    This newly update and freshly painted. First floor condo in Winter Park offers a perfect blend of comfort and style and outdoor access ..It features two spacious bedrooms and two bathrooms, providing ample space for relaxation and privacy. The open plan living room and updated kitchen create a welcoming atmosphere, ideal for both entertaining and everyday living.. A standout features of this home

    Scott Butts KIMBRIDGE REALTY, LLC

    1000 S Semoran Blvd Unit S, Winter Park, FL 32792
  • /17

    $1,800 per month

    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft
    • Condo for Rent

    1500 Gay Rd Unit 11C, Winter Park, FL 32789

    Lakefront Community on Skiable Lake Killarney with Private Community Ramp, Community Deck. Heated Pool.Well maintained second floor unit with views of the Lake. 2 Bedroom/2 Bath with Balcony overlooking Courtyard.Spacious Rooms, expanded Kitchen, Luxury Vinyl-Tile Floors in Living and Dining Room. Excellent Winter Park Location. Walk to Shopping, Restaurants. Movies and minutes to

    Janice Erickson REALCOM REAL ESTATE SERVICES INC

    1500 Gay Rd Unit 11C, Winter Park, FL 32789
  • /19

    $1,750 per month

    • 2 Beds
    • 2 Baths
    • 1,119 Sq Ft
    • Condo for Rent

    200 Saint Andrews Blvd Unit 2108, Winter Park, FL 32792

    This 2 bedroom, 2 bathroom condo is located in Winter Park's desirable Four Seasons community. Enjoy all Winter Park has, Park Avenue's shops and restaurants, Winter Park Village, highly rated schools, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include a spacious main living area with open living room and dining

    Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    200 Saint Andrews Blvd Unit 2108, Winter Park, FL 32792
  • /29

    $1,235 per month

    • 1 Bed
    • 1 Bath
    • 756 Sq Ft
    • Condo for Rent

    261 Scottsdale Square Unit 261, Winter Park, FL 32792

    Spacious & Cozy 1 Bed/1 Bath Apartment for Rent – Prime Location Near Important Universities!Don’t miss this opportunity to live in a prime location with all the amenities you need nearby! Schedule a tour today and see why this apartment is the perfect place to call home.Discover your perfect home in this bright and spacious 1-bedroom, 1-bathroom apartment, offering comfort and convenience in a

    Juan Campana AGENT TRUST REALTY CORPORATION

    261 Scottsdale Square Unit 261, Winter Park, FL 32792
  • /13

    $1,750 per month

    • 2 Beds
    • 2 Baths
    • 913 Sq Ft
    • Condo for Rent

    1250 S Denning Dr Unit 130, Winter Park, FL 32789

    Great Location & Available 05/15/25! Beautiful Condo for Rent at the Mead Garden in Winter Park. Spacious 2 Bedroom and 2 Bathrooms Condo on first floor in a centrally located in a safe community. This amazing condo has a open floor plan, kitchen and dining room with large bedrooms, ceiling fans and walk-in closets. Laundry room is just minutes away of the condo and features coin laundry of

    Anna Cheng Cheung FLORIDA TOP REALTY

    1250 S Denning Dr Unit 130, Winter Park, FL 32789
  • /21

    $1,700 per month

    • 2 Beds
    • 1.5 Baths
    • 1,281 Sq Ft
    • Condo for Rent

    4880 Tangerine Ave Unit 4880, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Clean Winter Park Condo for Rent in Wrenwood! 2-Story Condo with 2 Bedrooms, 1.5 Bathrooms, 1,281 sqft. under air. Features include spacious living area downstairs, Carpeted upstairs bedrooms with walk-in closets, indoor laundry and private screened porch. Community offers quiet setting, Mature Landscaping & Community Pool. Location offers close

    Rick Protheroe RE/MAX TOWN & COUNTRY REALTY

    4880 Tangerine Ave Unit 4880, Winter Park, FL 32792
  • /17

    $1,350 per month

    • 1 Bed
    • 1 Bath
    • 549 Sq Ft
    • Condo for Rent

    3035 George Mason Ave Unit 20, Winter Park, FL 32792

    Welcome to 3035 George Mason Avenue, Unit #20B—a cozy and inviting 1-bedroom, 1-bathroom retreat in the heart of beautiful Winter Park, Florida! This charming home offers a bright and comfortable living space, perfect for anyone looking for convenience and tranquility. Nestled within a friendly community, you'll enjoy access to a sparkling community pool, nearby shopping centers, supermarkets,

    Myland Roo De Vargas EXP REALTY LLC

    3035 George Mason Ave Unit 20, Winter Park, FL 32792
  • /12

    $1,550 per month

    • 2 Beds
    • 2 Baths
    • 802 Sq Ft
    • Condo for Rent

    7340 Swallow Run Unit 7340, Winter Park, FL 32792

    Check out this 2nd floor 2-bedroom, 2 bathroom condo with brand new beautiful wood floors throughout. The condo is centrally located between UCF and Full Sail University and is just a short distance to major roadways, shopping, and several dining options.

    Bobby Mills METRO CITY REALTY

    7340 Swallow Run Unit 7340, Winter Park, FL 32792
  • /17

    $1,600 per month

    • 2 Beds
    • 2 Baths
    • 784 Sq Ft
    • Condo for Rent

    7268 Swallow Run Unit 7268, Winter Park, FL 32792

    This 2-bedroom, 2-bathroom condominium at 7268 Swallow Run in Winter Park, Florida, offers 784 square feet of comfortable living space. The unit includes a washer and dryer for added convenience. Located near University Boulevard and Goldenrod Road, it provides easy access to shopping centers, restaurants, and major highways. The community features a swimming pool for residents to enjoy. The

    Alejandro Bastidas MY REALTY GROUP, LLC.

    7268 Swallow Run Unit 7268, Winter Park, FL 32792
  • /33

    $1,200 per month

    • 1 Bed
    • 1 Bath
    • 537 Sq Ft
    • Condo for Rent

    3069 Aaron Burr Ave Unit D, Winter Park, FL 32792

    Enjoy this 1 bedroom 1 bathroom condo located at The Colonies in Winter Park. Close to UCF, Full Sail University and centrally located to shopping malls, major highways, restaurants and theme parks. Just 11 minutes from Orlando international Airport. This cozy 1 bedroom is perfect for a quick access to all that Orlando has. New carpet and a clean fresh home to make a perfect lifestyle for

    Kristen Ackley ACKLEY FLORIDA PROPERTY MANAGEMENT INC

    3069 Aaron Burr Ave Unit D, Winter Park, FL 32792
  • /25

    $1,175 per month

    • 1 Bed
    • 1 Bath
    • 549 Sq Ft
    • Condo for Rent

    3035 George Mason Ave Unit C, Winter Park, FL 32792

    MOVE -In READY! Save $200 when you move in by Feb 1! Water/Sewer INCLUDED! Second floor perch where price and location put you right where you want to be, with no noisy neighbors above you! Walking distance to grocery and commerce. Washer & Dryer included! Cool, easy-to-clean laminate flooring, and ceiling fans. Community pool, playground. Perfect for first time renter! Plan to see this condo and

    Marcus Phillips REAL PROPERTY MANAGEMENT SUNSTATE

    3035 George Mason Ave Unit C, Winter Park, FL 32792
  • /27

    $2,200 per month

    • 2 Beds
    • 1 Bath
    • 710 Sq Ft
    • Condo for Rent

    151 N Orlando Ave Unit 207, Winter Park, FL 32789

    Welcome to this beautifully renovated 2-bedroom, 1-bathroom second-floor condo on picturesque Lake Killarney. This move-in-ready gem offers the perfect blend of modern conveniences and serene lakefront living. The stylish kitchen features granite countertops, a contemporary backsplash, and brand-new stainless-steel appliances, including a dishwasher and a convenient combination washer/dryer. The

    Monika Kenney PALMANO GROUP RE BROKERAGE LLC

    151 N Orlando Ave Unit 207, Winter Park, FL 32789
  • /16

    $1,749 per month

    • 3 Beds
    • 2 Baths
    • 1,149 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit D215, Winter Park, FL 32789

    This fabulous 3BD/2BTH second-floor condominium end unit. The kitchen features stainless steel appliances, oak cabinets and stunning wood floors greeting you as you enter the unit. Flowing from the living room to the dining room and down the hall. Spacious open floor concept with a sizeable living room boasting large sliding glass doors leading to your private patio while allowing for plenty of

    Fayola Adgar THE LISTING REAL ESTATE MANAGEMENT

    1695 Lee Rd Unit D215, Winter Park, FL 32789
  • /25

    $5,490 per month

    • 3 Beds
    • 2.5 Baths
    • 2,354 Sq Ft
    • Condo for Rent

    782 S Pennsylvania Ave Unit 1, Winter Park, FL 32789

    Welcome to this charming condominium in Winter Park! This home features a spacious living area with ample natural light, a modern kitchen with sleek appliances, and large bedrooms. Enjoy the convenience of nearby shopping, dining, and entertainment. The community offers well-maintained amenities for residents to enjoy. With its prime location, this condo provides easy access to all that the

    Steven Koleno BEYCOME OF FLORIDA LLC

    782 S Pennsylvania Ave Unit 1, Winter Park, FL 32789
  • /23

    $1,350 per month

    • 1 Bed
    • 1 Bath
    • 678 Sq Ft
    • Condo for Rent

    169 Lewfield Cir Unit 169, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Rental Opportunity in Winter Park! Don’t miss this INCREDIBLE OPPORTUNITY! This 1-bedroom, 1-bathroom condo in Stratford at Winter Park offers the perfect blend of comfort, convenience, and lifestyle.Prime Location:Minutes away from shopping, dining, entertainment, and easy access to major highways.Spacious 678 sqft with modern

    Estela Gonzalez LPT REALTY, LLC

    169 Lewfield Cir Unit 169, Winter Park, FL 32792
  • /19

    $2,700 per month

    • 2 Beds
    • 1 Bath
    • 804 Sq Ft
    • Condo for Rent

    151 N Orlando Ave Unit 131, Winter Park, FL 32789

    Enjoy lakefront living in this 2-bedroom, 1-bath end-unit condo in Lake Killarney Condos. Located on private, navigable Lake Killarney, this fully renovated home offers stunning sunset views from the living room, kitchen, dining area, and master bedroom. The unit features high ceilings, bamboo wood flooring, recessed lighting, a modern kitchen with granite countertops, stainless steel appliances,

    Adriana Montes MBA ? FLORIDA DREAMS REALTY GRP INC

    151 N Orlando Ave Unit 131, Winter Park, FL 32789
  • /14

    $1,600 per month

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit C103, Winter Park, FL 32789

    Charming condo for Lease! location , Location , location ! This 2-bedroom, 1-bathroom apartment offers an open layout with plenty of natural light, a spacious living area, and a well-equipped kitchen with brand new interior paint job.Enjoy the convenience of in-unit laundry and modern amenities throughout. The apartment is situated in a serene community, offering easy access to shopping, dining,

    Yigit Orer EMPIRE NETWORK REALTY

    1695 Lee Rd Unit C103, Winter Park, FL 32789
  • /28

    $1,500 per month

    • 2 Beds
    • 2 Baths
    • 1,049 Sq Ft
    • Condo for Rent

    1000 S Semoran Blvd Unit 816, Winter Park, FL 32792

    Charming 2-Bedroom, 2-Bathroom Condo in Winter Park – Move-In Ready!This lovely second-floor unit in Golfside Villas features brand-new carpet installed in 2025! Step into a spacious, open-concept kitchen and living area, offering a comfortable and inviting space to relax and entertain.The master bedroom includes an en-suite bathroom, while the generously sized second bedroom also boasts

    Yuly Rodriguez DOUGLAS EDMUND REAL ESTATE LLC

    1000 S Semoran Blvd Unit 816, Winter Park, FL 32792
  • /17

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,149 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit E115, Winter Park, FL 32789

    Spacious first floor unit in Waterfall Cove with 3 bedrooms and 2 bathrooms is a great opportunity to own in Winter Park, close to major highways, shopping, restaurants and so much more. This unit is perfect for lease , brand new paint and flooring ! RENOVATED BATHROOMS! The open living room is spacious and has lots of natural light shining in from the sliding glass doors leading out to the

    Yigit Orer EMPIRE NETWORK REALTY

    1695 Lee Rd Unit E115, Winter Park, FL 32789
  • /35

    $3,500 per month

    • 3 Beds
    • 2 Baths
    • 1,410 Sq Ft
    • Condo for Rent

    4392 Wardell Place Unit 102, Orlando, FL 32814

    Welcome to this charming, first floor, corner-unit condo in the heart of Baldwin Park! This impressive condo features an oversized wrap around patio, an attached one car garage and has been fully updated throughout! Lease stress-free with a New HVAC (2022), New Paint (2022), all New Luxury Vinyl Plank Flooring throughout (2022), Brand new Refrigerator, Microwave, Range & Disposal (2024), New

    Lindsey Hahn ALL REAL ESTATE & INVESTMENTS

    4392 Wardell Place Unit 102, Orlando, FL 32814
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