Apartments for Rent in Winter Park, FL

Property Status: Active WINTER PARK 4 BR / 3BA + BONUS ROOM, built in 2014. Located in the GATED COMMUNITY of Enclave At Aloma. All bedrooms are on the FIRST FLOOR, including the master bedroom with space for a king size bed and a HUGE WALK-IN CLOSET. The family room opens to the kitchen with 42" wood cabinets, white QUARTZ counter tops, STAINLESS STEEL appliances, KITCHEN ISLAND with breakfast bar seating and a large closet pantry. HUGE BONUS ROOM / flex space perfect for a home theatre, family room, game room, playroom, gym or office. Full bath upstairs just off the bonu

Property Status: Active Virtually Staged. Move right into this beautifully updated pool home in the highly desirable Winter Park Estates community, offering an exceptional combination of storage space, flexibility, and location. New A/C (2026), Freshly painted throughout (2026), New Kitchen Countertops coming soon (2026) this move-in-ready home features an open-concept layout filled with natural light, seamlessly connecting the living, dining, flex room and kitchen areas for effortless everyday living and entertaining. The spacious kitchen offers ample cabinetry, generous

Come see this beautiful tile roof single-family home on a corner lot in the gated Hawks Crest community in Winter Park. It is the newest gated community in the area and has no rear neighbors. Landscaping and lawn care, are paid for by the landlord. The home has UV sanitizing lights installed in all bathrooms and a water filter system in the kitchen sink. With 4 bedrooms, 2.5 bathrooms, and a gathering room that can be used as an office, The open concept floor plan leads you to the family room, kitchen, and nook area. The 20-foot high ceiling in the family room, combined w

Property Status: Active Furnished turn-key luxury lake-view home in Winter Park where comfort meets style. This beautifully designed 4-bedroom / 2-bath one story home features an open-concept layout, curated artwork, lush front and backyard spaces, a wood deck, and an outdoor kitchen perfect for entertaining. Ideally located just minutes from Orlando's top attractions, hospitals, airports, Winter Park's cultural gems, and the scenic Chain of Lakes, this home is perfect for professionals, creatives, and families seeking a refined long-term stay. The neighborhood offers an e

This single-story townhouse is currently available for rent at the Windward Square community in Casselberry / Winter Park. The home consists of an open living room and dining room combo with vaulted ceilings, ceramic tiles and 3 large skylights. The kitchen features stainless-steel appliances, including a refrigerator, stove and dishwasher, and has a pass-through window that opens to the dining/living room area. The flooring in the primary bedroom is laminate and there is access to a private en-suite bathroom which includes a walk-in shower. The second bedroom also feature

Property Status: Active Discover refined living in the heart of Winter Park in this beautifully appointed 4-bedroom, 2.5-bathroom single-family pool home. Immediately to the right of the entryway, a beautiful private office provides a convenient and quiet space for working from home or studying. Filled with natural light, the home features an inviting open layout, and a spacious living area centered around a cozy fireplace. The stylish kitchen showcases light gray cabinetry, sophisticated gold-tone accents, a center island, and generous space for cooking and entertaining.

!PRICE DROP! Graceful, distinctive, and effortlessly inviting, 1403 Michigan Avenue captures the essence of modern Winter Park elegance. A distinctive Winter Park residence offering 4 bedrooms and 3.5 bathrooms, where timeless charm meets a fully elevated modern lifestyle. Beyond its inviting design and prime location, this home has been thoughtfully enhanced with features that bring comfort, convenience, and peace of mind to a new level. A newly added private swimming pool transforms the outdoor space into your own personal retreat; perfect for relaxed afternoons, eleg

Fantastic condo! Ready move-in Aug 1st!! Super Location: 2nd floor 2/2 condo in sought-after Winter Park, walking distance from restaurants, grocery stores, etc... Convenient to Rollins College. You will love living in this small luxury complex that has been kept in superb condition. The condo is in a quiet setting with wood floors, vaulted ceilings, wood blinds, and a split floor plan. Enjoy the great Screened patio. Community features include a community pool and tennis. This complex is steps to shopping, The Mayflower, Wp Hospital, and Crealde with a short drive to down

Gorgeous Waterfront 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 bedroo

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!

Property Status: Active 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-grou

Property Status: Active 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 Adir

Fantastic 3 Bedrooms & 2 Bathrooms Home in Orlando ***Available 08/15/26*** Located at 7526 University Garden Dr Winter Park, FL 32792 Limited-time offer! Enjoy $150 off the base rent of $1,795 during months 2, 3, and 4 — advertised rent reflects this temporary discount. Tile Throughout Main Parts of Property and Master Bedroom. Carpet in Bedrooms. Private Covered Patio and One Car Garage. NO Pets Allowed. Renter's Insurance Required Upon Approval. Conveniently Located, Easy Access to 417, 426, 436, and 50. Minutes Away From Shopping, Dinning, and Entertainment Venues. Ple

Minimum Deposit $2,200. Monthly Rent $2,200. Available August 10th! Contact Polina at (407) 897-5400 or email **** to schedule your private showing. Showings are not confirmed until you speak directly with the Property Manager and a mutually agreed upon showing day/time has been established. Welcome home to this charming 3-bedroom, 2-bathroom single-family home in the highly desirable Winter Park area! This inviting residence features a bright, open floor plan with spacious living areas, a well-appointed kitchen, and comfortable bedrooms designed for everyday living. Ste

Welcome to your dream condo in Winter Park! This charming **2-bedroom, 2-full bathrooms** home offers the perfect blend of comfort, convenience, and an unbeatable location, making it an ideal place to call home. With 1,037 square feet of well-designed living space, you'll enjoy modern conveniences, desirable community amenities, and easy access to everything you need for everyday living. Step inside to discover a spacious layout featuring: * Fully equipped kitchen with a refrigerator, electric range, dishwasher, microwave, and garbage disposal * **In-unit washer and dry

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.

Property Status: Pending 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 p

Property Status: Active Welcome home to this beautifully maintained rental in one of Winter Park's most desirable neighborhoods, zoned for top-rated schools! This spacious 3-bedroom, 2-bath residence features a desirable split-bedroom floor plan, a 2-car garage, and an indoor laundry room complete with a brand-new washer and dryer. The interior has been freshly painted, giving the home a bright, clean, and move-in-ready feel. Designed for both comfortable living and entertaining, the home offers separate formal living and dining rooms, along with a spacious family room fea

Property Status: Active 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 vi

Property Status: Active Lakefront townhome in desirable Killarney Bay directly on Lake Killarney, offering 2 bedrooms, 2.5 baths, and a one-car carport. This spacious residence features an open living and dining area that flows to a screened porch, perfect for relaxing and enjoying tranquil lake views in a well-maintained complex. Both bedrooms are upstairs for privacy, each with its own bath. A convenient half bath is on the main level for guests. Enjoy community amenities including a swimming pool and a waterfront deck just 30 feet away, ideal for soaking in sunsets and

Property Status: Active Virtually Staged. Available for Rent in the Gated Community of Vistas at Lake Howell! **INTERIOR JUST REPAINTED!** Welcome home to this beautifully maintained 2-bedroom, 2.5-bath townhome in the desirable gated community of Vistas at Lake Howell in Winter Park. Featuring tile and luxury vinyl flooring throughout-no carpet-this home offers easy maintenance and a clean, modern feel. The open-concept floor plan creates an inviting space for everyday living and entertaining, with the living and dining areas flowing seamlessly to a private screened patio

AVAILABLE NOW! Please call or text 407.269.8268 to schedule a showing. This 2 bedroom, 2 bathroom condo is located in Winter Park's Whisperwood community near local shops, restaurants, and schools. Features include a spacious living area with dining room, lovely kitchen with granite countertops, a wonderful primary suite, and outdoor patio. Community amenities include a swimming pool. Pets under 35 lbs. At RPM Realty, we're here to make your time in the home as enjoyable and convenient as possible. We offer a safe and secure online portal where you can submit maintenance

This Three Bedroom 2 Bath Home is Located in desirable Winter Park. This Home Offers Neutral Paint Through-out. Carpet in the 3 Bedrooms that offer Ceiling Fans, Neutral laminate Wood Floors through-out the Main Living Space and in the Large Eat in Kitchen. A Nice Size Screened in Porch and Large Fenced Yard. Separate Laundry and Lots of Storage Space located off of porch. Washer and Dryer hook-up only. Lawn Care Included In the Rent. Owner May Consider a Pet.

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

***ESTIMATED TOTAL MONTHLY LEASING PRICE: $1,354.95 Base Rent: $1,250.00 Filter Delivery: $5.00 Renters Insurance: $10.95 $1M Identify Protection, Credit Building, Resident Rewards, Move-In Concierge: $34.00 High-speed Internet up to 1 Gig: $55.00 *The estimated total monthly leasing price does not include utilities or optional/conditional fees, such as pet, utility service, and security deposit waiver fees. Our Resident Benefits Package includes required Renters Insurance, Utility Service Set-Up, Identity Theft Protection, Resident Rewards, HVAC air filter delivery (wh

LAKEFRONT Amazing 2 bedroom, 2 bathroom condo in Winter Park. Walk to Rollins / Park Ave. No Utilities included. Is pet friendly. Date Available: Aug 10th 2026 $3,795/month rent. $3,795 security deposit required. Please submit the form on this page or contact Ted at 800-272-2553 to learn more. This property is managed by a responsible landlord using Avail landlord software.

Property Id: 2751801 Beautiful 1-Bedroom Condo for Rent in Winter Park Available Now! Enjoy comfortable living in this beautiful 1-bedroom, 1-bathroom condo located in the highly desirable Four Seasons Condominium Community in Winter Park. Conveniently situated at 200 St. Andrews Blvd, Winter Park, FL 32792, this condo offers an unbeatable location just minutes from AdventHealth Winter Park, Crosby Wellness Center, Rollins College, Full Sail University, Downtown Winter Park, grocery stores, restaurants, shopping, and major employers. Easy access to SR-436, Aloma Avenue

Beautiful family home in Bear Gully Lake area of Winter Park. This must see home in the beautiful gated community of Cypress Reserve has been meticulously maintained and shows like a model home. The double entry doors to an open concept home with all of the modern finishes today's discerning buyers / renters are looking for. This home features a gourmet kitchen with stainless steel appliances that will please any cook. Light and bright, this home has high ceilings, tile and wood floors, custom closet systems throughout and upgrades around every corner. Walk out your slidin

Welcome home to this ADORABLE 3 bed 2.5 unit for rent in Winter Park, FL! You will feel right at home the moment you step in. LOVELY kitchen features an ample amount of cabinetry. Quiet neighborhood. SPACIOUS living area, great for entertaining family and friends. MUST SEE!!! Conveniently located minutes from local shops, restaurants, , and more. Zoned for Aloma Elementary School, Glenridge Middle School and Winter Park High School. $95.00 Application Fee (Non-Refundable) per adult. Pets negotiable per owner approval. This property is professionally managed by Atrium Mana

MOVE-IN Special. Receive $400 Credit Toward MOVE-IN Cost. This beautiful one-bedroom, one-bath 749 sqft condo is located in the Parkview Village community near Semoran and Aloma. Located on the second floor, the condominium offers an expansive feeling with the kitchen open to the living room and dining area. Off to the side of the living area is a sliding glass door that leads to the private patio, a perfect spot to enjoy your morning cup of coffee. The kitchen overlooks the living and dining rooms and contains a full suite of upgraded appliances including the refrigerator

Move-in Special! Receive $400 Credit Toward Move-in COST!! This beautiful one-bedroom, one-bath 749 sqft condo is located in the Parkview Village community near Semoran and Aloma. Located on the second floor, the condominium offers an expansive feeling with the kitchen open to the living room and dining area. Off to the side of the living area is a sliding glass door that leads to the private patio, a perfect spot to enjoy your morning cup of coffee. The kitchen overlooks the living and dining rooms and contains a full suite of upgraded appliances including the refrigerat