Apartments for Rent in Winter Park 32789 - 30 homes

Remarks: LOCATION! LOCATION! LOCATION! Home well positioned on large 0.28 acre lot in 32789. Gorgeous two bedroom home right in the heart of Winter Park , that just had a new roof put on.. At just a ten minute drive from Orlando, this home is in a very convenient location for anyone who wants to be in and out of the city whenever they'd like. Beautiful interior, with original wood flooring throughout. Tile in the spacious open kitchen that opens into the living room, giving this home a wide-open layout. Enjoy, the peaceful, secluded feeling when lounging on the deck in the generous backyard during warm summer nights. Large, fenced backyard. Lake Killarney access for kayaking and canoeing.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Vincent Paige, Pa (407-256-8190)

Remarks: 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, and public transportation. in a peaceful community, Don’t miss out—schedule a viewing today!

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

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

Remarks: Gorgeous 3/2 Mid-century Modern Style Home with a Covered Patio and a Large Backyard in the Desirable Albert Lee Ridge Community - Winter Park! Available Now! Nestled in Lake Wilderness is a hidden gem, with homes only lining one side of the lake offering picturesque sunsets and views. This gorgeous home welcomes you into a bright and airy living space with a floor plan that offers versatility, privacy and convenience. Tile flooring flows throughout the main living areas and cozy carpet flooring in the bedrooms. Near the entrance you will find a spacious bedroom which can be used as an office, studio or additional living space. The updated kitchen boasts modern stainless steel appliances with plenty of countertop and cabinet space. Additionally, there's a home bar with a wine fridge so you can prepare your favorite drinks during the hot summer days. The large dining room has access to the covered patio, which is perfect for al fresco dining, cookouts and outdoor activities. You can relax and unwind on the patio overlooking the backyard, oak trees and the beautiful lake view. The master bedroom is a true retreat offering space for relaxation and comfort, plus an ample walk-in closet. The secondary bedroom is also very spacious with a shared bathroom for convenience. This home also offers an inside utility room (Washer and Dryer hook-ups only) and a 1 car garage with an extended driveway for extra parking. Don't miss it! Great location within walking/biking distance to the key attractions in Winter Park: Ravaudage, Winter Park Villages, Lakeside Crossings, Hannibal Square and Park Ave. Easy access to major roads and a short drive to Downtown Orlando offering a range of shopping, restaurants and entertainment options. Pets will be considered. All residents are enrolled in the Resident Benefits Package which includes AC filter delivery, utility concierge, our best-in-class resident rewards program, and much more! More details in our Rental Selection Criteria or upon application. NO SIGHT UNSEEN APPLICATIONS. [21G]

Listing is courtesy of: VERANDAH PROPERTIES INC (407-855-0331)

Listing Agent: Rebeca Lima (407-800-5654)

Remarks: 2 Bedrooms, 1 Bathroom located on the first floor. IGalley kitchen (with a dishwasher, microwave, range, refrigerator, and a washer/dryer combo), walk-in closet in the primary bedroom, and an open living/dining room combo filled with natural light. A private patio, playground, and park. It includes 1 assigned parking space.

Listing is courtesy of: TRUSTHOME PROPERTIES INC (407-250-4800)

Listing Agent: Kirsten Cantello (239-265-1833)

Remarks: Vacant! Great location! Must See! New paintinf interior, and new carpet. The best area at Winter Park, close to major shoppiing center, Basic tenant requirements: 650+ credit score, no BAD history, no BAD rental history, income 3 times monthly rent as a household. FIRST, LAST and SECURITY DEPOSIT MAY required.

Listing is courtesy of: CINO INTERNATIONAL INC (407-354-3318)

Listing Agent: Daniel Zheng (407-683-1881)

Remarks: Beautifully upgraded 2-bedroom, 2-bath condo in the heart of Winter Park! Located in a sought-after 55+ community surrounded by mature, lush landscaping, this charming condo offers the perfect blend of comfort and convenience. Enjoy a short walk to Mead Botanical Garden or the shops, dining, and entertainment along Park Avenue. With easy access to I-4, downtown Orlando, hospitals, shopping, and everything Central Florida has to offer, this is Winter Park living at its finest!

Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)

Listing Agent: Nicole Howell (321-217-7918)

Remarks: Gorgeous 5-bedroom /6-bathroom Luxury Estate with Guest House & Pool in Winter Park This stunning two-story home offers the perfect blend of luxury and comfort right in the heart of Winter Park. At the center of the home is a beautiful open kitchen outfitted with high-end appliances, solid wood cabinets, and granite countertops . A true chef’s layout that flows into the living spaces. You'll love the elevated details throughout, from the elegant crown molding to the beautiful flooring. The backyard is a private retreat, featuring an inviting in-ground concrete pool, an outdoor shower, and a separate guest house that offers fantastic flexibility. Location-wise, it doesn't get better: you're within premier Winter Park school zones and just a short walk away from the area's best boutiques and restaurants. Available for long-term lease.

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

Listing Agent: Magdalena Cuprys (305-850-8932)

Remarks: Welcome to this beautifully updated first-floor 2-bedroom, 2-bath condo in the highly desirable Killarney Bay community in Winter Park, offering a perfect blend of comfort, style, and lakefront living. Step inside to an inviting open-concept layout filled with natural light and designed for both everyday living and entertaining. The modern kitchen features upgraded cabinetry, sleek countertops, and newer appliances, making it as functional as it is stylish. The spacious living and dining areas flow seamlessly, leading to a relaxing setting just steps from Lake Killarney, a fishing dock, and serene water views—perfect for enjoying Florida living at its best. The primary suite offers a private retreat with a custom-tiled walk-in shower, while both bedrooms feature cozy carpet flooring for added comfort. The main living areas are finished with durable vinyl flooring, combining style and easy maintenance. Additional highlights include a full-size washer and dryer in a dedicated laundry room, generous storage, and the convenience of first-floor access. Located just minutes from shopping, dining, and major roadways, and zoned for sought-after schools, this home offers both lifestyle and location. Residents can enjoy a community pool overlooking Lake Killarney, along with kayak and paddleboard storage for easy access to the water. Just minutes from Winter Park Village, Trader Joe’s, and a wide selection of dining and shopping, with quick access to I-4, this location truly stands out. Schedule your showing today! Top Rated Schools* Killarny Elementary School Collage Park Middle School Edgewater High School *Please verify schools with Orange County School District Criteria for approval: • $50 application fee •$150 HOA approval required • 580+ credit score (Low score thanks to medical or student loans? You may still qualify with a higher deposit. (Please refer to the flyer for specific information.) • Income must be 2.5x rent • No evictions or unpaid rent • Background checks are done on all adults. We are HUD compliant in our review process. For details refer to Qualification Criteria Flyer included in photos. Move-In Cost Breakdown: • $2450 Security Deposit (Due immediately! Home is only held for you after deposit has been paid!) • $2450 First month’s rent+ fees due (Due 10 days before move-in) Proration applies to month #2. • $125 Admin Fee - This fee will increase if you need to rush the move in. Monthly Fees (in addition to rent): • $65 Internet (1 Gig!) Discounted rate for Supercharged Spectrum WiFi courtesy of Rent Prosper perks( Optional) • $55 Resident Benefit Package - Includes the required renter’s insurance, as well as pest control, AC filters, and other magical adulting tools. • $2 Transaction Fee • Pet Rent (if applicable) — Pets must be approved through petscreening and Community association). ? All pet/ESA/no-pet declarations go through petscreening Total Monthly Charges: $2,622 Includes Rent, Electric Fee, Resident Benefit Package, Lawncare and Transaction Fee)

Listing is courtesy of: RP INVESTMENT REALTY LLC (407-283-7133)

Listing Agent: Giovanna D'Alessandro (609-840-7000)

Remarks: FURNISHED 6-12 month executive rental available immediately in Lake Killarney Condominiums. Perfect for one or two residents, this condo offers a bedroom with King-sized bed and walk-in closet, a separate office, and a sunroom with floor to ceiling windows. Newly installed bathroom and central air system. Combo washer/dryer unit in kitchen or optional coin laundry in building. Sorry, no tenant pets allowed per complex rules. One reserved parking space plus ample visitor parking. Residents will enjoy the private lakefront park, picnic tables and Adirondack chairs, and waterfront swimming pool. Located adjacent to the Trader Joe's plaza and only one mile to Park Avenue.

Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)

Listing Agent: Robert Arnold, Jr (407-389-7318)

Remarks: Welcome to an extraordinary two-story, 4-bedroom, 5.5-bath executive estate nestled in one of Winter Park's most sought-after neighborhoods. Designed with timeless elegance and modern convenience, this expansive home effortlessly blends luxury, comfort, and versatility. Inside, vaulted ceilings create a grand sense of space, while multiple living areas offer flexibility for both formal entertaining and casual gatherings. The gourmet kitchen is a chef's dream, complete with an enormous walk-in pantry, high-end appliances, and seamless flow into the dining area. Entertain in style with a wet bar and food service station, perfect for hosting elegant dinners or festive celebrations. Master Suite is an expansive sanctuary that features a spa-like bathroom equipped with a soaker tub, walk-in shower, His and Her vanities Step outside to your private heated lap pool, perfect for fitness or relaxation. The backyard retreat is surrounded by lush landscaping an ideal oasis for quiet relaxation or sunny Florida afternoons. A first-floor bedroom with en-suite bath adds convenience for guests or multi-generational living. Perfectly situated near Audubon Park and Baldwin Park, this home offers unbeatable access to top-rated schools, including Audubon Park K-8 & Winter Park H.S. Ideally situated near Downtown Orlando, Rollins College, hospitals, renowned restaurants, and boutique shopping, making it a prime location for those seeking convenience and accessibility. Explore numerous community parks, perfect for those who enjoy an active outdoor lifestyle. An area rich in culture with nearby museums to explore and learn. This is more than just a home it's a lifestyle. Experience the best of Winter Park living: elegant, elevated, and effortlessly connected. Pets negotiable with owner approval. Additional fees may apply.

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: Raquel Elliott (407-921-3772)

Remarks: Welcome to 301 S Capen, a 3-bedroom, 2-bath home located just minutes from Park Avenue. Inside, you'll find a bright and inviting kitchen featuring large bay windows and ample space for a breakfast table. The adjoining family room provides a comfortable gathering space and offers convenient access to the laundry room and attached one-car garage. Down the hall, you'll find three bedrooms with brand-new carpeting and easy access to the spacious backyard, offering plenty of room to relax or entertain outdoors.

Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)

Listing Agent: Jordan Heidrich (407-223-3495)

Remarks: Newly Renovated | Prime Winter Park Location | Move-In Ready Opportunity Positioned in one of Central Florida’s most desirable and high-demand areas, this newly renovated residence at 540 W Comstock Ave offers a rare opportunity for tenants seeking both location and lifestyle in the heart of Winter Park. Thoughtfully updated with modern finishes, the home features a clean, refreshed interior designed for today’s renter, delivering comfort, functionality, and style in a true turnkey living experience. Ideally located just minutes from Park Avenue, Rollins College, and Winter Park’s premier dining, shopping, and entertainment, this property places tenants in the center of one of Orlando’s most vibrant communities while still offering a sense of neighborhood charm and convenience. Its proximity to major roadways and local amenities makes it especially attractive for professionals, families, and relocation clients seeking both accessibility and quality living. This is a high-demand rental opportunity in a low-inventory pocket of Winter Park, and clean, updated homes in this location do not last. Agents are encouraged to bring qualified tenants ready to move quickly. Now accepting applications with expedited approvals available for well-qualified applicants.

Listing is courtesy of: KELLER WILLIAMS GAINESVILLE REALTY PARTNERS (352-240-0600)

Listing Agent: Fredrick Jacobs (352-790-1088)

Remarks: Virtually Staged. STYLISH, STUNNING AND RENOVATED TO THE NINES. This 3-bedroom, 2.5-bath Winter Park home has great access to Interstate-4 and both Winter Park and Orlando downtown areas. With all interior spaces updated, this fantastic home is almost totally rebuilt with brand new electrical, plumbing, heating and air, ductwork, roof, flooring and Energy Star doors and windows. In addition to the 3 upstairs bedrooms, the downstairs has a bonus room which is perfect for a den or playroom and a convenient interior laundry room. The lot is 6,750 sqft and is fenced and gated (electronic with remotes) offering a nice new patio of clay pavers, a carport, and large backyard. This 1,774 sqft of living space is perfect for the tenant who wants quality, style and convenient location. This one is MOVE IN READY AND WAITING FOR YOU. There is a $99 for each adult application fee and once approved the first & last month’s rent will be due along with the security deposit and any applicable pet fee and deposit.

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: Johnny Hurlburt (407-579-3168)

Remarks: Available on July 29th 2026!! CHARMING AND UNIQUE two bedrooms /one bath home in the heart of Winter Park down street from Mead Botanical Gardens. This home still has a lot of its original charm and features beautiful wood floors extending through out. Tons of natural light that flood the interior from all the windows that wrap the entire exterior, open and airy floor plan that makes it feel double the size. Kitchen features gas stove and refrigerator. Also enjoy a great Florida room off the kitchen overlooking the huge back yard. WALK TO PARK AVENUE, ROLLINS COLLEGE, LAKE VIRGINIA, AND MORE. All applicants are required to do a credit and background check. Renters insurance is required. **Pets allowed 60lbs max** Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.

Listing is courtesy of: 407 PROPERTIES (407-545-2594)

Listing Agent: Steven Simpson (407-545-2594)

Remarks: Welcome to the heart of Winter Park! This beautiful first floor condo is located in one of the town’s most iconic buildings, Park Aire. Nestled between the famous Winter Park Golf Course and downtown area where shopping and dining are a must! Other close by attractions include, the Morse Museum, Central Park, Hannibal Square and Scenic Boat Tours. This updated condo features beautiful wood floors, updated kitchen, and nice view from oversized windows. Park Aire has a beautiful private pool area and lush garden area as well as reserved underground parking. This is a great opportunity to live on one of the most well known streets in Central Florida! Call for your showing today! Water and basic internet included. NO PETS and NO SMOKING

Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)

Listing Agent: Flory Clark (321-228-2873)

Remarks: Experience the best of Winter Park waterfront living in this beautifully updated ground-floor residence at Perle du Lac, ideally located just a short stroll from the boutiques, restaurants, and cafés of Park Avenue. Even more rare, this exceptional residence includes a private covered boat slip on the pristine waters of Lake Virginia, offering direct access to the renowned Winter Park Chain of Lakes. Offering just over 2,700 square feet of thoughtfully designed living space, the home features freshly painted interiors, hardwood and travertine flooring, and elegant custom millwork throughout. The gourmet kitchen is equipped with custom cabinetry, hardwood countertops, and premium Sub Zero, Wolf, Dacor, and Bosch appliances. A versatile library with custom built ins provides the perfect space for a home office, reading room, or additional living area. The spacious primary suite is a peaceful retreat featuring picturesque lake views and a spa inspired bath with dual vanities, a soaking tub, walk in shower, private water closet, and a generous walk in closet. Two additional bedrooms, two full bathrooms, a powder room, and a dedicated laundry room are thoughtfully situated on the opposite side of the residence, offering exceptional privacy for family and guests. Just off the living room, a covered lakeside patio provides the perfect setting for morning coffee or evening sunsets overlooking Lake Virginia. From here, enjoy easy access to your private covered boat slip, making it effortless to spend the day exploring the Winter Park Chain of Lakes. Additional highlights include two assigned garage parking spaces, a private storage room, and access to Perle du Lac's exceptional amenities, including a heated pool, hot tub, beautifully landscaped grounds, and double gated security. Combining the convenience of a walkable Park Avenue lifestyle with the luxury of private lakefront boating, this residence offers one of Winter Park's most desirable living experiences.

Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)

Listing Agent: Jennifer King (407-595-3272)

Remarks: 2 bedroom, 1 bathroom condo located in the desirable and well maintained Waterfall Cove community in Winter Park. New tile floor was installed and freshly painted. Washer & Dryer in the unit. No min credit score is required. Enjoy a highly walkable location close to Whole Foods, LA Fitness, Winter Park Village, shopping, dining, and more. Community amenities include a pool, dog park, and mature landscaping. Convenient access to I-4 and major employment centers. Please use showing instructions.

Listing is courtesy of: MTRE GROUPE LLC (786-282-9992)

Listing Agent: Mauricio Toro (786-282-9992)

Remarks: Investment opportunity! Discover this hidden gem—a 2-bed, 1-bath condo nestled in the heart of Winter Park. Situated in the serene Lake Killarney Condos, this property offers some of the town's most breathtaking sunsets from a sprawling lakefront lot. Enjoy extensive grassy areas and a community pool right on your doorstep. Ideally located near essentials and leisure spots including Publix, Trader Joe's, Regal Movie Theater, and a variety of restaurants and bars. Join this vibrant community and make this beautiful condo your new investment property or dream home!

Listing is courtesy of: FLORIDA DREAMS REALTY GRP INC (407-654-9992)

Listing Agent: Adriana Montes (407-654-9992)

Remarks: 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 new stainless-steel appliances, including a dishwasher and a convenient combination washer/dryer. The bathroom is tastefully designed with a walk-in shower, while new luxury vinyl flooring flows seamlessly throughout the condo. A screened-in patio provides lake views, making it the perfect spot to enjoy your morning coffee or unwind in the evening. This property includes one designated parking space and ample visitor parking. Stunning lakefront sunsets are just steps away from your front door. The community offers exceptional amenities, including a lakefront pool, shuffleboard courts, and a park equipped with grills, picnic tables, and lounge chairs. A private boat dock and ramp provide access to Lake Killarney for fishing, canoeing, wakeboarding, or waterskiing, with canoe and kayak racks available for your convenience. Located within walking distance of Trader Joe's and Winter Park Village, and just five minutes from the renowned Park Avenue, this condo boasts a prime location. Rent includes water, sewer, trash, and access to all community amenities. This property is the perfect opportunity to embrace Florida’s lakefront lifestyle with modern comfort and unparalleled convenience.

Listing is courtesy of: PALMANO GROUP RE BROKERAGE LLC (321-214-1211)

Listing Agent: Monika Kenney (407-300-2941)

Remarks: For Rent – Beautifully Updated Home Near Lake Killarney! Located just minutes from Downtown Winter Park, Park Avenue, I-4, and Maitland, this beautifully updated home offers convenient access to nearby shops and dining. The 3-bedroom, 3-full-bath layout features open living spaces and modern finishes throughout. LVP flooring flows through the entire home, complemented by fresh paint, abundant natural light, and designer fixtures. The kitchen boasts a large island and nicely appointed stainless steel appliances, perfect for everyday living and entertaining alike. The primary bedroom offers plenty of space and direct access to the covered patio. Its en suite bath is a true spa retreat, featuring a floating vanity, luxurious soaking tub, walk-in shower, and an expansive walk-in closet. Two comfortably sized guest bedrooms share an updated hall bath. Situated on a spacious quarter-acre lot, the home includes a large fenced backyard with a deck, ideal for outdoor entertaining and relaxation. Lawncare is included. Available August 1, 2026. Rent is $4,500/month with a $5,000 security deposit. Pets will be considered and are subject to owner approval; a $500 non-refundable pet deposit is required. Application fee is $50 per adult. Schedule your showing today!

Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)

Listing Agent: Kelly Price (407-645-4321)