Apartments for Rent in Winter Park, FL

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant. This home is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist today. Interested in this home? You clearly have exceptional taste. This charming 3.0-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make every

Welcome to 2217 Sussex Road, Winter Park, FL 32792! Discover the perfect combination of comfort, space, and Florida living in this charming 4-bedroom, 2-bathroom single-family home with a private swimming pool! This spacious home offers plenty of room to relax, entertain, and enjoy everyday living. With four generously sized bedrooms and two full bathrooms, the layout provides flexibility for a variety of lifestyles, whether you need additional bedrooms, a home office, or a guest room. Step outside and enjoy your very own private backyard pool, perfect for cooling off on

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2689.90. That covers your base rent, $2545.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet & Media ($85), Smart Home with video doorbell ($40), and Utility Billing Service Fee ($9.95). Base rent varies based on selected lease term. Get a $250 gift card on select homes.

This property is available. Please inquire on this site to schedule a showing. Nestled in the desirable Winter Park area of Florida, this charming residence at 204 Lewfield Circle offers inviting curb appeal with its classic white brick exterior, striking black shutters, and meticulously maintained landscaping. Enjoy dedicated parking right outside your door and the convenience of being just moments from renowned dining, boutique shopping, picturesque parks, and local attractions. The well-kept grounds and mature palm trees create a peaceful Florida setting. Step inside

Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 3-bedroom, 2-bathroom rental home in Winter Park, FL, may be the right place for you. The backyard pool is sure to be a popular spot for fun and relaxation. Large closets give you extra space for clothes, shoes, and more. See the pictures to learn more. And apply soon – homes can go fast!

2 Beds 2 Baths Condo For Rent In Winter Park

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 and easy access to the spacious backyard, offering plenty of room to relax or entertain outdoors. Recent upgrades include, new carpet in all three bedrooms, a tub reglaze in the second ba

Property Id: H9C2Y8YT Fully furnished private bedroom offers the ideal blend of comfort and convenience in a beautifully designed 3-bedroom, 2.5-bathroom two-story townhouse. Located in a gated community in the heart of Winter Park, FL, this home puts you minutes away from top local universities, vibrant downtown dining, and outdoor recreation. Enjoy a fully furnished private bedroom equipped with a Smart TV and access to shared streaming services. Gated community with keyless entry to the main living space and biometric fingerprint access to your private bedroom. Share

Property Status: Active Enjoy comfortable living in the highly sought-after Winter Park area! Close to shopping, dining, and major roadways, this well-located rental provides exceptional value in one of Central Florida's most desirable communities. This first-floor condo is ideally located just steps from the community pool and on-site laundry facilities, offering convenience and easy access to everyday amenities. Don't miss this opportunity to make it your next home. Office Phone: (407) 515-0318 Copyright © 2026 Stellar MLS. All rights reserved. All information provided b

Property Status: Active Within walking distance to Full Sail University. This large one-bedroom end unit condo is in great condition. This unit is freshly painted, has ceramic tile throughout and features a large living room and separate dining area. This unit comes with its own washer and dryer, and the water is included in the rent. This is an end unit so there is a lot of natural light and privacy. Office Phone: (407) 810-5348 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed

Property Status: Active Contact Listing Agent for Showings Office Phone: (305) 610-1876 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Property Status: Active Best unit at Park Aire ground floor $1,000,000 window view overlooking golf course and Casa Feliz, indoor washer and dryer, super nice, on covered parking space, ground zero for location location location walk to everything leave the car at the dealership ! Office Phone: (407) 539-4844 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Oversized corner lot in quiet neighborhood with highly desired Seminole County schools. Well-built block on slab four bedroom home with split floor plan. Enclosed large Florida room. Shed. Double gate to back yard for parking RV/toys (back left). Back yard fenced on 3 of 4 sides (no fence on right). No pets

Well Appointed 3/2 in Winter Park! Newer tile flooring throughout, newer kitchen and appliances with amazing backsplash! Large closets. Newer vanities in the bathrooms. Newer fan fixtures in each room. Private screened in patio for your enjoyment! *** Separate Hoa application/fee may apply *** This property offers an option of a security deposit-free lease using Obligo’s billing authorization technology for qualified tenants and well as a mandatory Tenant Benefit Package. INTERESTED In A Tour? – Call (689) 304-9993 anytime for tour information. 360 Virtual Tour - https

Available immediately! Bright, efficient one-bedroom, one-bath unit offering a well-planned 678 square feet of living space. The layout maximizes usable square footage with a comfortable bedroom, full bath, and an open living area that welcomes natural light. Thoughtful floorplan suitable for relaxing or working from home. Neutral finishes and straightforward circulation make furnishing easy and functional. Ideal for someone seeking a manageable, single-bedroom residence with a practical footprint. Schedule a viewing today to see the space in person. Renters insurance is r

Beautifully Furnished Winter Park Retreat | 3 Bedrooms, 2 Bathrooms | Private Backyard Oasis Experience the charm and elegance of Winter Park living in this beautifully furnished and fully equipped 3-bedroom, 2-bathroom home, situated on a spacious, fully fenced corner lot in one of Winter Park's most desirable neighborhoods. Thoughtfully designed for comfort and convenience, this inviting residence features a spacious floor plan, a cozy fireplace, abundant natural light, double-pane windows, elegant plantation shutters, and wall-mounted televisions throughout. The fully e

Property Status: Active Live in the heart of Winter Park, just steps from the city's most loved restaurants, cafes, yoga studios, and boutique shops. This beautifully renovated unit offers the perfect blend of walkability, comfort, and style. Zoned for top-rated Winter Park schools and within walking distance to a renowned private school, the location alone makes this an exceptional find. Inside, the home features a double-master layout, ideal for roommates, families, or anyone wanting extra space and privacy. Enjoy the convenience of in-unit laundry and the peace of mind

Property Status: Active BEAUTIFUL 3-BEDROOM, 2.5-BATH TOWNHOME WITH POND VIEWS AND A 2-CAR GARAGE IN THE GATED COMMUNITY OF GRAYSON SQUARE! This spacious CORNER-UNIT TOWNHOME offers additional privacy, generous outdoor space, and a thoughtfully designed floor plan, combining modern finishes with comfortable everyday living in a desirable Winter Park location. The bright and inviting OPEN-CONCEPT FIRST FLOOR features a spacious living and dining area, perfect for relaxing or entertaining. The BEAUTIFULLY APPOINTED KITCHEN showcases QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIA

Property Status: Active Charming 3-bedroom, 2-bath home situated on a corner lot in Winter Park. Features include a screened porch, spacious yard with lawn care included, and a 1-car garage. Conveniently located within walking distance to the Cady Way Trail and zoned for Winter Park High School. Pets are welcome with a pet fee and monthly pet rent. All Team Drawdy residents are enrolled in the Resident Benefits Package (RBP) which includes HVAC air filter delivery (for applicable properties), renters insurance, credit building to help boost your credit score with timely re

Move-in ready Townhouse For rent 3 bed - 2.5 bath ~ Excellent Winter Park Location! Prime townhome in Winter Park offers tranquil setting in a great location. This easy to maintain home has beautiful hardwood floors in the main living area, vaulted ceilings, breakfast bar and dining area. Home is very open and spacious. This three bedroom 3 and 2.5 half bathroom home. Spacious Master bedroom has designer featured tray ceiling and large walk-in closet. Master bath offers dual sinks, tub and separate walk-in shower. Enjoy your cup of coffee on the Open Patio overlooking gr

LIMITED SPECIAL: Lease by 12/31/2026 and get your second months RENT FREE! Limited time ONLY The Phelps is a three-bedroom, two-and-a-half-bath townhome designed for the way people actually live — with room to spread out across two floors without sacrificing that connected, neighborhood feel. An open main level keeps entertaining easy, while the upper level gives each bedroom its own space. It's the right size for families, roommates, or anyone who just wants a little extra breathing room. Rental Requirements: Combined gross household income of at least 3 times the month

Property Status: Active This luxury rental offers something hard to find in Winter Park: single-story living in a 2024 custom build by Main Street Builders, with high-end finishes throughout. Adjacent to the Vias, this 4-bedroom, 3-bath pool home has an open layout with 10-ft ceilings, 8-ft doors, oversized baseboards and wood-look tile floors throughout. The kitchen is the centerpiece. It has a large quartz island, white shaker cabinets stacked to the ceiling with soft-close doors, a gas range with hood, a built-in microwave, a dishwasher and a walk-in pantry. It opens to

Property Status: Active Welcome to The Douglas Grand, just steps from Park Avenue in Downtown Winter Park. This 2-story, 2,900 sq ft condo features fine craftsmanship and modern comforts throughout. It features three spacious ensuite bedrooms with custom closets and ample storage. The gourmet kitchen has top-of-the-line appliances, including a wall-mounted convection and microwave ovens, a Wolf induction cooktop, and a breakfast bar. This is the only unit that has an air-conditioned storage room. The primary suite has a spa-like bath with a soaking tub, large walk-in showe

Discover your ideal living space in charming Winter Park, FL. This inviting property boasts a spacious layout designed for comfortable living. With well-appointed bedrooms and an expansive floor area, you’ll have plenty of room to relax and unwind after a long day. The home's proximity to a variety of excellent restaurants and department stores makes it a convenient choice for your everyday needs. Enjoy year-round comfort with central heating and air conditioning, complemented by ceiling fans throughout the property. This feature ensures that you stay cozy in the winter a

Property Status: Active Welcome to 2181 Linden Road, where modern updates meet the everyday convenience of Winter Park living. Thoughtfully renovated and designed with flexibility in mind, this home offers a versatile layout, contemporary finishes, and a private separate-entry suite that adds valuable space for guests, a home office, or additional living arrangements. With no HOA, the property offers added flexibility rarely found in this sought-after area. This lovely home is for rent and for sale. The location is a standout. Enjoy easy access to Winter Park's renowned Pa

Property Id: ACC3Z53V Welcome home to 2708 Lion Heart Road, a completely remodeled 3-bedroom, 2-bath pool home in Winter Park Pines, one of Winter Park’s most established neighborhoods. Mature oaks and a lamp-lit walkway lead to a classic single-story ranch home that has been updated from top to bottom. Inside, new light-oak wood-look flooring runs through bright, open living spaces with oversized windows that bring the outdoors in. The kitchen is the heart of the home. It has white upper cabinets, deep blue lower cabinets with brushed-bronze hardware, quartz countertops

Property Id: NZU8TBPJ 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 Avenu

Property Status: Active MID-CENTURY CHARM MEETS MODERN LUXURY! Experience elevated Winter Park living in this beautifully remodeled 5 bedroom, 2 bath residence, offering approximately 2,750 square feet of thoughtfully updated living space on an oversized corner lot, where modern design, generous indoor and outdoor space and an ideal location come together to offer the best of the Winter Park - Baldwin Park lifestyle. Recently renovated with designer finishes throughout, this home offers a fresh, sophisticated interior with an open and inviting floor plan designed for both

Property Status: Active This is what you have been looking for, move-in ready 4-bedroom 2-bath Pool home in the highly desirable Winter Park area. Lots of updates while preserving the charm and nostalgia of this well preserved 1967 home. Enter through a breezeway that connects your garage, screened covered patio and main home entrance, this allows for passage of breeze and keeps the areas and the home cooler. As you step in from the front door through the hallway towards the formal living and dining room, you will cross the family room and kitchen on your right and left si

Property Status: Active Back in the market. A rare find at an unbeatable price, this beautifully updated 4-bedroom, 3-full-bath townhome features brand-new laminate flooring throughout, fresh interior paint, a stylish kitchen with abundant cabinets, granite countertops and stainless-steel appliances, plus a new laundry room and tons of storage. The primary suite offers a private balcony, while the living room opens to a screened and covered lanai perfect for relaxing or entertaining. Updated bathrooms, generous living spaces, and convenient parking with a carport and space

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

Move right into this beautifully updated 1-bedroom, 1-bathroom home in the quiet, tree-lined Parkview Village community — 750 sq. ft. at an unbeatable Winter Park address. Wood-look plank flooring flows through the open living and dining area, leading to a private screened-in patio. The updated kitchen features white cabinetry, stainless steel appliances, and a breakfast bar, while the spacious bedroom offers a large walk-in closet. Enjoy mature landscaping, brick-paved streets, and on-site parking, all just minutes from Winter Park's shops and dining. Rental Requirement

Characterized by its blend of modern elegance and timeless charm, 1415 Harmon Avenue in Winter Park, FL, is the townhouse you've been dreaming of. With three spacious bedrooms, two full baths, and an additional half bath, this 1,753 sq ft home offers both comfort and convenience for any lifestyle. As you step inside, you'll be captivated by the spacious, open-concept design that allows natural light to flood the living spaces, creating a warm and inviting atmosphere. The thoughtfully designed layout ensures that every square foot is functional, making it ideal for both rel