Houses for Rent in Windsong, Winter Park, FL

This property is managed by Amy Spano at ext. 224. 2-bedroom, 1.5-bathroom, two-story townhouse in Four Seasons Condos of Winter Park. This well maintained townhouse includes a French country kitchen, which has been renovated with a faux tiled backsplash, custom maple cabinets and complimentary appliances. This unit includes a half bath downstairs and full bathroom upstairs. Windows are double-pane, double-hung with a Pella sliding glass door with built-in blinds that open to a fenced patio. You will find a neutral color palette throughout the townhouse. Open and fenced-in

Property Status: Active Welcome to 4307 Corrine Drive, a well-maintained townhome ideally located in one of Orlando’s most desirable and walkable areas. This charming residence offers a functional and comfortable layout with abundant natural light throughout the main living spaces, creating a warm and inviting atmosphere. The kitchen provides ample cabinetry and workspace, opening seamlessly to the living and dining areas—perfect for both everyday living and entertaining. Upstairs, the bedrooms offer privacy and generous storage, making the home both practical and livable

Welcome to your charming 600 square foot home in Orlando, FL! This delightful house, built in 1955, offers a cozy and inviting living space with all the essential amenities. Step inside and discover a well-designed layout featuring 1 bedroom and 1 bathroom, perfect for those seeking a comfortable and manageable home. As you enter, you will be greeted by a spacious living-room with a ceiling fan, creating a cool and relaxed atmosphere. The kitchen is equipped with a refrigerator, range, microwave and granite countertops, providing a stylish and functional space for all you

We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home is currently occupied and coming soon; please respect the current resident’s privacy and do not disturb. Please note that the advertised price may exclude additional fees. These in

Please note that the advertised price may exclude additional fees. These include a $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; other mandatory fees, if applicable, for pool maintenance, pet fees/rent, smart home, internet service, and propane refilling; and optional fees for services like self-guided tours with third-party provider Rently ($1.99 to $11.99). HOAs may also charge mandatory application and amenity fees, where applicable, which must be paid directly to the HOA. For a comprehensive overview of all potentia

Semoran Club: 2 bedroom 1 bath triplex located in the Semoran club subdivision. Backs up to conservation pond. Community pool. It has a private patio and courtyard in the front. Ceramic tile in living area and carpets in the 2 bedrooms. Stack able washer/dryer. Open kitchen. Next street over is Lake Baldwin and the back of Baldwin Park. Excellent schools! ***NO PETS*** Disclosure: The water would be a flat rate of $30.00 per month aside from the rent. Applications will ONLY be processed if you have viewed the inside of the home, submitted all applications and dropped o

3 bedroom, 2.5 bath home for lease in the highly desirable Colonialtown North / Mills 50 area. Ideally located just steps from Publix and the vibrant mix of local shops, restaurants, cafés, and nightlife along Mills 50. This home features tile and hard flooring throughout—no carpet—plus a washer and dryer (included) conveniently located in the one-car garage. Enjoy a small, fenced-in paved yard, perfect for low-maintenance outdoor living. Zoned for a highly sought-after school district and within walking distance to the Mills 50 dining and entertainment scene. Colonialtown

Beautiful 2-bedroom, 1.5-bath newly renovated half duplex located off SR436 between Lake Underhill Rd and Colonial Dr. This home is in move-in condition with fresh interior paint, tiled flooring throughout, and a partially fenced yard. The kitchen offers standard appliances, ample counter space, and updated cabinetry. A washer and dryer are included for your convenience. Conveniently located near SR408, major highways, shopping, and restaurants. No animals allowed. Showings by appointment only. Call now to schedule your viewing. Call Dinah at 407-592-8626 Email: ****

Property Status: Active REMODELLED - new flooring and freshly painted. Welcome home to this beautiful townhome centrally located in Winter Park, 15 miles away from Park Avenue, just outside of Baldwin Park. Enjoy beautiful water views on the back patio. This home is fresh ready to move in. Available for rent April 15 or later. Top schools, Glenridge middle school, Winter Park high school and Brookshire elementary school. Quiet neighbors. The home comes unfurnished. Amenities - dog park and kids play area. Walking distance to Walmart and 5 minutes away to Costco, Publix an

Property Status: Pending Gorgeous single-family home in the "tree streets" of Winter Park now available for rent or purchase. Private pool, two car garage, fabulous location and newer construction! Don't wait! Modern Luxury in the Heart of Winter Park! Welcome to this stunning modern residence, thoughtfully constructed in 2023 by the original owner/builder, located in one of Winter Park’s most sought-after neighborhoods. Designed with sleek sophistication and functional elegance, this fabulous home offers 4 bedrooms, 3 full baths, and a flexible layout perfect for toda

Bring your boat and discover this charming Winter Park gem, perfectly nestled on a quiet, desirable brick-lined street. This inviting 2-bedroom, 1-bath home features beautiful hardwood floors and a warm, welcoming feel throughout. Enjoy a lakefront yard feet from the house that offers peaceful water views and the perfect setting for outdoor living. Step outside to an amazing backyard complete with a cozy firepit and large privacy bushes that create a secluded, tranquil retreat—ideal for relaxing evenings or entertaining guests. With a deeded dock and boat lift, you’ll have

A Virtual Tour Video Is Available On Our WEBSITE! This property is managed by Lionel Hebert at ext. 233. 2-bedroom, 2-bath home located in the Azalea Park near Colonial and Sr436. The home features a spacious living room, dining area, and a kitchen equipped with a refrigerator with icemaker, stove, dishwasher, and pantry. Additional amenities include a two-car garage and a dedicated laundry area with washer and dryer hookups. 1440 total sq. ft., with 1008 sq. ft under air conditioning. All information is deemed reliable, but not guaranteed. Wilson Management Group does n

Discover this well-maintained 2-bedroom, 2-bath home in Orlando, FL. The property includes a covered carport and a large laundry room with washer and dryer hookups for convenience. Lawn care and water are included, simplifying maintenance and monthly expenses. Thoughtfully laid out, the home offers practical living space and functional amenities in a desirable location.

Property Status: Active This beautiful 2 bed / 1 bath 1,029 square foot home in Winter Park is totally refurbished and available for immediate occupancy. Newer kitchen cabinets. Newer bathroom. With a single car carport. This property features wood floors throughout, tile floors in the kitchen, dining room and bathroom, large open yard. Washer/dryer, shed & lawn care included! Application Fee: $50 each adult (18+) **Full Credit/Skip/Eviction/Background check is done on all applicants. **Please have the following documents ready to attach as JPEG or PDF: - Drivers License

Property Status: Active Rarely available neighborhood for rentals, this 2 bedroom 1 and a half bath house is surrounded by multi-million dollar homes. Large back yard is totally fenced for kids or pets. Zoned for Winter Park's finest schools and located just off Park Avenue for easy access to shopping and restaurants. Shorter term lease is negotiable. All appliances are in place, including washer/dryer. Don't miss this quaint home on a picturesque brick lined street. Office Phone: (407) 353-0106 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by

Property Status: Active 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,

Modern 2021-Built Home Steps from Baldwin Park | 3 Bed / 2.5 Bath Welcome to your next home in one of Orlando’s most desirable areas—just a short walk from Baldwin Park! Built in 2021, this beautifully designed property offers a fresh, modern feel with high-end finishes throughout. From the moment you walk in, you’ll notice the attention to detail and open, inviting layout. Home Features: -Spacious open-concept living area with abundant natural light -Stunning oversized kitchen island—perfect for cooking, entertaining, or working from home -Modern kitchen with upgraded