Winter Park Condos For Rent - 17 condos

Remarks: Spacious first floor unit in Waterfall Cove 1 bedroom, charming residential unit , This inviting space offers a comfortable layout with plenty of natural light. Conveniently located near shops, restaurants and parks. It is perfect for enjoying the Winter park lifestyle.

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Yigit Orer (407-948-5347)

Remarks: 1 Bedroom/1 Bath condo in Winter Park's Parkview Village! Situated just off of 436/South Semoran Blvd & so convenient to UCF, Full Sail University, 417 & more! The living room, dining & kitchen layout flows easily with sliding doors that lead to the screened patio! Fresh interior paint, washer & dryer. Parkview Village offers a pool, clubhouse. Take a look today!

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Barry Stephens (407-547-6500)

Remarks: 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 is the in-unit washer and dryer a rare item within the complex. Community also has an additional laundry facility of it own. From the living room you can Step outside onto the nice open patio….whether it's for morning coffee or evening cookouts with family and friends. The community pool is walking distance and accessible to all residents. Unit has two parking spaces and plenty of additional guest parking. The condo is ideally located, with plenty shopping and dining nearby. Full Sail University and a newly built HCA Emergency room are minutes away. Commuting is made easy with access onto 436, and the 408 which makes it easy to travel to Downtown Orlando or Winter Park

Listing is courtesy of: KIMBRIDGE REALTY, LLC (407-755-7367)

Listing Agent: Scott Butts (321-239-8509)

Remarks: Welcome to this fully renovated residence in the heart of Winter Park, where modern upgrades meet timeless charm in one of Central Florida’s most desirable communities. Thoughtfully updated throughout, this home offers a fresh, move-in-ready living experience with stylish finishes and enhanced comfort. Ideally situated near Full Sail University and Rollins College, this property is well-suited for students, faculty, and professionals alike. Zoned for highly regarded schools including Aloma Elementary, Glenridge Middle, and Winter Park High School. Enjoy a vibrant lifestyle with easy access to nearby parks and outdoor destinations such as Kraft Azalea Garden and Mead Botanical Garden perfect for relaxing walks and enjoying nature. The renowned Park Avenue is also just a short drive away, offering boutique shopping, dining, and cultural experiences. Conveniently located with quick access to major roadways, downtown Orlando, and Orlando International Airport, this home also places you within reach of Florida’s beautiful east coast beaches, including Cocoa Beach and New Smyrna Beach ideal for weekend getaways. This fully renovated home offers the perfect combination of location, lifestyle, and modern living, making it an exceptional leasing opportunity in Winter Park. Water is included in the rent. Apply here: https://apply.link/oQ8t72Y

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Betsy Breton-Garcia, Pa (407-580-5350)

Remarks: Unbeatable Location! Don't miss this very rare and exquisite 3 bedroom, 2.5 bath, two-story Executive-Style condo in Winter Park-ideally located just around the corner from N. Orange Avenue, Park Avenue and Rollins College. Nestled in a prime, tucked-away setting, this home has been extensively remodeled with all new plumbing, electrical, duct work, flooring, appliances, and a natural gas line. In addition, two newer HVAC systems were installed in November 2022, offering modern efficiency and reliability. The gated front courtyard, thoughtfully designed by a landscape architect, provides a serene and welcoming entrance, complete with lush foliage, a potted herb garden, wooden bench, and tranquil fountain—creating the perfect first impression for guests. Inside, you’ll find a spacious dining room filled with natural light from a wall of French doors that open directly to the courtyard. A built-in dry bar with two wine refrigerators makes this an ideal space for entertaining, while oak wood flooring throughout the home adds warmth and timeless character. The chef’s kitchen is both stylish and functional, featuring sleek concrete countertops, custom cabinetry, and a premium dual-fuel 6-burner Wolf range. A cozy dinette area includes a built-in terrazzo-topped table and banquette, while a breakfast bar offers additional seating. Just beyond, the living room showcases a clean-burning bioethanol fireplace and dramatic soaring windows with views of the interior screened two-story courtyard. Upstairs, the private primary suite offers multiple closets, a private balcony overlooking the interior courtyard, and a luxurious en-suite bathroom complete with a large walk-in shower with body sprays, towel warmer, and a dedicated laundry room with built-in storage. At the opposite end of the second floor, the front-facing bedroom can also serve as an ideal home office, featuring a custom built-in desk and shelving, along with a screened balcony overlooking the front courtyard—perfect for enjoying your morning coffee or tea. The second floor also includes a third bedroom, a second full bathroom, a linen closet, and a charming sitting area or nook. A private alleyway behind the building provides convenient access to the oversized two-car garage, which features a custom built-in workbench and sink, as well as two dedicated storage closets. This exceptional location allows you to walk to the pleathora of shops and eateries on N. Orange Avneie, Rollins College, Park Avenue, the Winter Park Tennis Center, Azalea Lane Playground, and the brand new Seven Oaks Park, as well as the shops and restaurants along Orange Avenue. Offering the perfect blend of sophistication, comfort, and practicality, this beautifully updated condo is ideal for those seeking a refined, low-maintenance lifestyle in the heart of Winter Park. Full Lawn care by the HOA are included in the rental rate. A small pet may be considered on a case-by case basis. Proof of a renters insurance policy is required to rent this property. Showings by Appointment Only. Must see to fully appreciate.

Listing is courtesy of: FUSILIER MANAGEMENT GROUP (407-476-0476)

Listing Agent: Keith Race (407-536-7223)

Remarks: Welcome Home to Waterfall Cove in Winter Park! This spacious 3-bedroom, 2-bath ground floor corner unit is move-in ready with fresh paint and brand new carpet throughout. Corner placement means extra natural light and a layout that lives even larger than its generous footprint. Community Perks include a sparkling pool just in time for summer, secured building access, and a peaceful, park-like setting complete with mature landscaping. Tucked into the heart of Winter Park, one of Central Florida's most charming and sought-after communities. You're steps from Winter Park Village, a premier open-air lifestyle center with upscale shopping, Publix, Regal Cinemas, and top-tier dining. Basic internet and cable TV. Tenant responsible for water and electricity only. Easy showing — call us today and move in tomorrow!

Listing is courtesy of: ZEAL REALTY (407-789-2051)

Listing Agent: Ryan Hoppe (321-247-1098)

Remarks: Winter Park at your door step! This is a second floor 2 bedroom unit, in secured building. Large open backyard with rear balcony and patio space and plenty of parking. Unit has full kitchen, and washer/dryer in unit! Two full bedrooms both with walk-in closets and a full bath. Living room is large open/bright. Only a few blocks walk to Orlando Ave with all its shopping, Publix and restaurants. Easy access to downtown Winter Park or Downtown Orlando without the need of I-4. Available today no HOA

Listing is courtesy of: KIMBRIDGE REALTY, LLC (407-755-7367)

Listing Agent: Scott Butts (321-239-8509)

Remarks: Call to schedule your private showing of this well-maintained 2 bedroom, 2 bathroom condo located on the second floor in the desirable Parkview Village Subdivision.This bright and open floor plan features a spacious living room with vaulted ceilings, perfectly positioned at the front of the home and open to the kitchen. The kitchen has all new appliances with a corner window that is perfect for an indoor herb garden. A formal dining area sits just off the kitchen, creating the perfect space for entertaining.Down the hallway, you’ll find a full-size washer and dryer — INCLUDED in the rent — along with a generously sized laundry room offering ample storage space. The guest bathroom is conveniently located next to the laundry area and the second bedroom. The primary suite features a private en-suite bathroom and a large walk-in closet for added comfort and privacy.Enjoy relaxing evenings on the screened porch just off the living room.Pet-friendly! Pets under 40 lbs are welcome with a $350 pet deposit. Limit one Pet.Residents of Parkview Village enjoy access to a community pool and a prime location just south of University off Semoran Boulevard (SR 436). Conveniently located:Winter park Village and Park ave Winter Park are under 10 minutes away. The unit is also 10 minutes to Florida State Road 417, 12 minutes to Florida State Road 408 (East/West Expressway) Making your downtown commute quick and easy!Don’t miss this opportunity — schedule your showing today!

Listing is courtesy of: JML REALTY INVESTMENTS LLC (407-921-9635)

Listing Agent: Jacqueline Ramos (407-921-9635)

Remarks: Beautiful and move-in ready condo! Located on the second floor in a quiet community, perfect for families or professionals seeking comfort and convenience. 1.- Property Features 2 Bedrooms 1 Full Bathroom Second-floor unit (added privacy) Total area: 881 sqft 2.- Comfort & Interior Features Central Air Conditioning Central Heating Ceiling Fans High Ceilings Open Floor Plan Walk-in Closet(s) 3.- Kitchen & Appliances Included Refrigerator Range Microwave Dishwasher Garbage Disposal Washer & Dryer 4.- Laundry Inside laundry Laundry closet 5.- Community Amenities Swimming Pool Playground Quiet and well-maintained community 6.- Utilities Included Internet Cable TV 7.- Conveniently located near: Shopping centers & grocery stores Restaurants & cafés Parks & recreational areas Hospitals & clinics Easy access to major roads Call now to schedulle a tour.

Listing is courtesy of: ROSS RENTALS LLC (727-687-5455)

Listing Agent: Yein Ross (844-476-7722)

Remarks: Enjoy easy, lakefront living in this beautifully maintained 2-bedroom, 2-bath condo in the desirable Killarney Bay community in Winter Park! This spacious unit features an open-concept layout with abundant natural light, a well-appointed kitchen, and comfortable living and dining areas—perfect for both relaxing and entertaining. Both bedrooms offer generous space, with a private primary suite that includes an en-suite bathroom and ample closet storage. Step outside to enjoy serene surroundings or take advantage of community amenities, all just moments from shopping, dining, and entertainment. Ideally located near Downtown Winter Park, Park Avenue, and with convenient access to Interstate 4, this condo offers the perfect blend of comfort, convenience, and lifestyle. Don’t miss your opportunity to call this charming property home!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: David Drawdy, Jr. (407-629-4420)

Remarks: One or more photo(s) has been virtually staged. The 1 bed, 1 bath unit is ideally located in Winter Park, close to Full Sail and UCF. Rent includes water, and all appliances including washer & dryer. A spacious Living/Dining space and a Huge bedroom make this the best one bed/one bath you'll find. You're just a short drive from downtown and other Orlando hotspots. Wrenwood is a very quiet community with plenty of privacy. Amenities include a pool and workout room.

Listing is courtesy of: BENCHMARK REAL ESTATE GRP INC (321-422-4729)

Listing Agent: Torey Eisenman (407-743-6593)

Remarks: Winter Park Lakefront Community. Lakefront Deck, Dock, Grill, Community Building, Heated Pool and Sauna. Immaculate 2 Bedroom 2 Bath First Floor Unit. Upgraded Kitchen with Raised Ceiling, Maple Cabinets and Granite Counters. Cabinets (matching Kitchen Cabinets) and Counters built in Dining Room for extra Storage. Recently Painted. New Carpets in Bedrooms. Bathroom Vanities and Commodes have been replaced. New Storage Cabinet in Hall. Windows have been replaced. A/C approximately 10 years old with regular servicing. Walking Distance to shopping Centers. Minutes to Downtown Park Ave. Look no further! You have found the perfect unit for rent! Unit also available for sale! (See MLS#65376215)

Listing is courtesy of: REALCOM REAL ESTATE SERVICES INC (407-621-6856)

Listing Agent: Janice Erickson (407-621-6856)

Remarks: 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 provides well-maintained amenities for residents to enjoy. With its prime location, this condo provides easy access to all that the vibrant Winter Park area has to accord. Don't miss the opportunity to make this your new home!

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: Cozy one-story villa located in desirable Winter Park. This home features two bedrooms and two full bathrooms, a bright living room–dining room combo, and a charming fireplace. Enjoy outdoor living on the private patio. Washer and dryer are included in the rent for added convenience. Pets are welcome (with some restrictions). Excellent location close to shopping, major highways, and local colleges.

Listing is courtesy of: JEXOR LLC (407-587-5701)

Listing Agent: Carolina Barriento (407-587-5701)

Remarks: Welcome home to this beautiful 2-bedroom, 1-bath gem in the heart of Winter Park! Nestled on the ground floor of the Lake Killarney Condominiums, Unit 101 offers a seamless blend of comfort, style, and lakeside living. Bright & open layout that flows from the living space into a modern kitchen with a large center island — perfect for entertaining or casual family meals. Granite countertops, stainless steel appliances, self-closing cabinets, and stylish finishes that reflect quality and fresh design. Newer insulated windows including large sliding doors bring energy efficiency to this to this immaculate home. Gorgeous views and spectacular sunsets over Lake Killarney you can enjoy from the lakefront pool, picnic & shuffleboard areas. Access to lake amenities including a private community boat ramp, dock, and fishing. Prime location: just minutes from Winter Park Village. Literally right next door to Trader Joe’s! Very convenient to Whole Foods, great dining, boutique shopping, and more. Commuting is a breeze with easy access to major roads This condo delivers more than just a home — it offers a lifestyle. If you value charm, ease, and access to nature plus city conveniences, this is the perfect pick. Whether you’re starting out, downsizing, or just wanting a beautiful place to come home to. some photos virtually staged*

Listing is courtesy of: THE FLORIDA PROPERTY SHOP SALE (352-346-7857)

Listing Agent: Elizabeth Fowler (863-441-5304)

Remarks: Move in ready. equipped with washer and dryer. This 2-bedroom, 2-bath Rent covers grounds maintenance, water, and sewer. Community features a pool. Conveniently located just minutes from Winter Park Hospital, shopping and dining areas, the airport, UCF, Full Sail, Baldwin Park, and Downtown Winter Park. One small pet allowed. No smoking permitted. Tenant insurance required.

Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)

Listing Agent: Martha Coronel (321-438-2737)

Remarks: Bright and freshly updated ground-floor 2-suite condo in a peaceful, well-kept community. This move-in-ready home features new interior paint, new water heater, granite countertops, and durable vinyl plank flooring throughout. The split-suite layout offers privacy and flexibility for roommates or professionals. Zoned for Cheney Elementary, with convenient access to A-rated middle and high schools, plus minutes to Full Sail University and UCF. A perfect blend of comfort, convenience, and value.

Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)

Listing Agent: Jiny Lee (407-920-0702)