Houses for Rent in Windsong, Winter Park, FL

Property Status: Active Welcome to this beautifully renovated 3-bedroom, 2-bathroom single-family home, perfectly positioned just minutes away from shopping, dining, and all the charm of Winter Park. This home combines modern luxury with everyday convenience. As you step inside, you're greeted by the elegance of Calacatta Quartz countertops, sleek waterproof flooring, and top-of-the-line appliances that set the tone for the entire space. The open layout flows seamlessly, making it perfect for both daily living and entertaining. With the latest in smart home technology, you

Welcome to this charming bungalow located near the historic district of Winter Park, FL. This home boasts three spacious bedrooms and two fully renovated bathrooms, featuring beautiful tile finishes. The kitchen is a chef's dream with stainless steel appliances, granite countertops, travertine floors and a modern design. The living room and bedrooms are adorned with beautiful wood flooring, adding a touch of warmth and elegance. The property also includes an enclosed sunroom, perfect for enjoying Florida's sunny days in comfort. The exterior of the home is just as impressi

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 $2439.90. That covers your base rent, $2295.00 + 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. This is the house where needs and want

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 $2089.90. That covers your base rent, $1945.00 + 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. Loving where you live is easy when you

Property Status: Pending One-story-single-family home completely remodeled and move in ready close to Baldwin Park, Winter Park, and Downtown Orlando! NO HOA! Excellent schools on "A" list. Bike, walking, and/or running paths. Walking distance to Cady Way Trail. Also close to Audubon Park, Milk District, and Lake Druid Mountain biking park. Easy access to 408 and I-4. Kitchen is remodeled with crown molding, granite countertops, stainless steel appliances, fenced backyard, tankless water heater, and bathroom is also remodeled. Beautifully updated tile flooring throughout t

A Virtual Tour Video Is Available On Our WEBSITE! This property is managed by Joseph English at ext. 219. Upon entering this lovely 2-bedroom, 2-bathroom duplex you will first notice the high ceilings that give it a very spacious feeling. The newly updated kitchen will bring out the chef in you featuring new cabinets, granite-countertops, and stainless-steel appliances. The master bathroom offers a brand new, nicely tiled shower. There are 1,075 total square feet, with 832 sq feet under air. This home has been freshly painted inside and out, and has a carport with a st

Property Status: Active Welcome to this stunning townhome in the heart of Winter Park, built by award-winning Osprey Custom Home Builders. This residence combines timeless design, coastal aesthetic, certified greb construction, energy efficiency, and modern smart-home conveniences. Featuring 3 bedrooms, 2.5 baths, and an open-concept layout, the home is filled with designer finishes and thoughtful details throughout. The first floor offers inviting living and dining areas with plank-style tile floors, surround sound speakers, and high ceilings. The gourmet kitchen is equip

Property Status: Active A chic and trendy residence and winter park in an incredible location. A fully remodeled, one level four bedroom home with a fence corner lot. This home has an amazing curb appeal with its wide half circle, paved driveway, with plenty of parking flanked with lush mature landscaping. The open floor plan offers today's contemporary living and entertaining, with designer porcelain tile, trendy light fixtures, plantain shutters and a family room with high vaulted ceilings. The designer kitchen has just been totally remodeled with custom cabinets. Vikin

Property Status: Active Discover this fantastic 3-bedroom, 2-bath home with 2100 sq ft of living space in the highly sought-after Lake Highland area, perfectly positioned on an oversized corner lot just steps from all the shopping, dining, and nightlife that make the Mills 50 District one of Orlando’s most vibrant neighborhoods. Inside, you’ll find a spacious open-concept floorplan featuring a huge living room and dining room, ideal for entertaining or relaxing in style. The split bedroom layout offers privacy, highlighted by a luxurious primary suite with an expansive

Property Status: Active This quaint three-bedroom, two-bathroom residence is ideally situated on a corner lot on a tranquil street. The property has been nicely maintained, both internally and externally. The interior boasts a bright and airy atmosphere, featuring a generously sized great room and a spacious eat-in kitchen with ample cabinetry and storage. Outdoors, residents will discover an oasis of beautifully manicured grounds, including a garden path leading to a possible sitting area. The large carport can serve as a covered patio area with convenient access to the h

Property Status: Active One or more photo(s) has been virtually staged. Charming Winter Park Corner Home for Rent - 730 W Swoope Ave Experience the best of Winter Park living in this beautifully renovated corner home! Located just three blocks from the iconic Park Avenue, this spacious 5-bedroom, 3 bathroom residence offers over 2,200 square feet of updated living space. The bright, open design and private rooms provide comfort and versatility for any lifestyle. This home features modern finishes, a brand-new air conditioning system, and high-quality details throughout.

Beautifully renovated, 4-story townhome. 3 bedrooms plus a bonus room, all with full en-suite baths, and 2 half baths. Recently updated with gorgeous, neutral laminate flooring throughout, with plantation shutters on all windows. Stylish kitchen and updated bathrooms, stone countertops, white cabinetry, all new interior and exterior lighting fixtures, additional led recessed can lights with ceiling fans throughout. The 1st floor has a private guest suite with an en-suite bath and walk-in closet- perfect for guests or a dedicated office. The 2nd floor combines the living, d

Tucked along tree-lined Michigan Avenue, Unit B offers a bright, easygoing retreat in a quiet Winter Park setting near parks, shops, and local favorites. Inside, you'll find a comfortable layout with flexible living space, a practical kitchen, and thoughtful touches that make day-to-day life simple. Natural light, neutral finishes, and a relaxed flow create an inviting backdrop for your style. Enjoy convenient parking and a location that places you minutes from everything you need. Act now! This one won't last long! All applicants are required to do a credit and background

Available immediately! 1950's, Two bedroom, 1 bath home in beautiful Audubon Park with gorgeous hardwood floors in the living areas and decorative tile floors in the kitchen in bathroom. The Eat- in-kitchen is tastefully updated. The Florida room is off the living area and very bright, also with the decorative tile. The back yard is something to be admired. Huge shade trees, fenced in and an incredible deck off the back of the house. Zoned for Winter Park “a” Rated Schools! Convenient to downtown Orlando, Orlando International Airport, I-4 and tons of shopping and dining!

Property Status: Active Located in one of the best areas of Winter Park, this home offers top- rated schools, welcoming neighborhood, and unbeatable convenience. just a mile from Park Avenue, you will enjoy easy access to shops, restaurants, and all the charm Winter Park is known for. With plenty to do nearby and a family - friendly environment, this is the perfect place to raise a family and enjoy the Winter Park lifestyle. Office Phone: (407) 260-0745 Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliabl

Discover this charming 2-bedroom, 1-bathroom home nestled in the heart of Winter Park, offering 1,290 square feet of comfortable living space. This delightful property features a recently remodeled kitchen and fresh flooring throughout, creating a move-in ready atmosphere that's perfect for your next chapter. The real magic happens outdoors, where you'll find a private fenced backyard that's ideal for morning coffee, weekend barbecues, or simply enjoying Florida's beautiful weather. The enclosed summer room with air conditioning provides the perfect year-round retreat, wh

Property Status: Active Prepare to be impressed by this beautiful two story home on a charming brick paved street in Winter Park! This 4 bed 2.5 bathroom home awaits you with recent interior and exterior paint updates, hard wood floors, granite countertops and upgraded stainless steel appliances. A grapefruit tree and lush landscaping create a serene setting to relax on your sprawling front porch. Upon entering you are welcomed by an abundance of natural light filling the entryway, dining room and formal living room. The inviting family room includes a stylish wood burning