Houses for Rent in Windsong, 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. Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve this home for a $500 non-refundable holding fee until it's ready for move-in. This fee must be paid within 24 hours of being pre-qualified and will be applied to your first month’s rent if

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. Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve this home for a $500 non-refundable holding fee until it's ready for move-in. This fee must be paid within 24 hours of being pre-qualified and will be applied to your first month’s rent if

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-bedroom, 2.5-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyda

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 4-bedroom, 2-bathroom rental home in Orlando, FL, might be the perfect fit for your lifestyle. You'll notice the large closets that give you extra storage space. The kitchen's stainless-steel appliances add to the home's appeal. See the pictures to learn more. And apply soon – homes can go

EXCITING NEWS: WE ARE CURRENTLY RENOVATING THIS HOME! NOTE THAT THE PHOTOS SHOWN REPRESENT THE HOME BEFORE RENOVATION AND DO NOT REFLECT ANY UPDATES. PLANNED IMPROVEMENTS INCLUDE: NEW LVP FLOORING AND NEW HARD SURFACE COUNTERTOPS. APPLY TODAY OR ASK YOUR LEASING SPECIALIST FOR MORE DETAILS! 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!

Property Status: Active Studio on right side of this one-story-single-family home completely remodeled and move in ready within a few minutes 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. Remodeled / beautifully updated flooring throughout the studio with laundry room. NO HOA! Call today for more information and appointments Office Phone: (305) 371-35

Amazing 1,750 SF - 2 bedroom, 3 full bathroom luxurious townhouse in the trendy Mills District. (NOT FURNISHED) This spacious, wonderful light, bright and airy townhome is close to everything and within walking distance to the newest restaurants, Starbucks, and Publix. This unique rental includes an extremely large, private, elevated outdoor patio terrace. The spacious master bedroom features a walk in closet (built-ins) and master en-suite bathroom with oversized tub and double vanity. The second bedroom is spacious with room for a queen bed with an adjacent full bathroom

Property Id: 2231400 Beautifully upgraded 3-bedroom, 2.5-bath corner townhome in the heart of Baldwin Park, ideally located across from Publix and steps to shopping, dining, and community activities. The property is in a triplex with a sought-after side-entry floor plan that offers an open main level with a spacious living and dining area, neutral tile floors, plantation shutters, and designer lighting. The upgraded kitchen features granite countertops, dark wood cabinetry, stainless steel appliances, breakfast bar, metal backsplash, built-in desk, large walk-in pantry, a

Overlooking Lake Killarney, enjoy the beautiful sunsets from your living room! Updated kitchen and bathroom. Located just steps to the Winter Park Village, Trader Joe’s, and 1st Watch!

Property Id: 502903 Amazing 3 bedroom, 2.5 bathroom house in Winter Park. Freshly painted home with vaulted ceiling throughout! Tile floor on 1st floor and carpet on 2nd floor. Spacious living room area. Great neighborhood with A+ Seminole County schools. Great location and close to schools, shopping and restaurants. Easy access to 436 and major highways. Amenities included: central air, central heat, dishwasher, hardwood floors, pool, washer dryer, yard, and washer and dryer, fenced in. Is not pet friendly. Date Available: July 10, 2026. $2,500/month rent. $2,500 securi

Fantastic 3 Bedrooms, 2 Bathrooms Home Ready to Move In, Located In Downtown Orlando Property is Located at 2517 E. Marks Street Orlando, FL 32803 Fully Equipped Kitchen with Stainless Steel Appliances, Granite Countertops Master Bedroom Includes EnSuite Bathroom With Stand Up Shower Wood Floor Throughout Small Pets Allowed Renters Insurance Required Upon Approval Minutes Away from Shopping, Dinning & Entertainment Conveniently Located Near Major Highway I4 - Toll Road 408, & Conservation Areas (Druid Lake Park) For More Information or to Schedule a Tour Please Call Outle

Property Id: 2602452 Property Highlights: 2 Story 3 Beds 3 Baths (all private) • Ultra‑Efficient Windows — Designed for comfort, quiet, and lower utility costs • Built in 2025 — Enjoy the peace of mind and performance of a brand‑new home • Prime Orlando Location — Minutes to Downtown Orlando, Winter Park, Mills 50, Baldwin Park, and major highways • Central to Everything — Dining, shopping, parks, hospitals, and entertainment all within a short drive • Modern Architecture • Bonus: upstairs bedroom has its own entrance with a private bathroom and private door. It also has

Property Status: Active Beautifully renovated solid block home on a quiet street in highly desirable Winter Park Pines! This property features fresh exterior paint, updated lighting, a newly paved courtyard, and a bright open floor plan. The stunning kitchen offers modern cabinetry, quartz countertops, and brand-new stainless steel appliances, flowing seamlessly into the dining and family rooms. The sun-drenched Florida room is lined with windows that brighten the entire living space. Complete with a dry bar and its own mini-split AC unit, it offers flexible space for ente

Welcome home to this beautiful 3-bedroom, 2-bathroom residence located in the highly desirable Winter Park area. This inviting home offers a spacious and functional floor plan with comfortable living areas, a well-appointed kitchen, and generously sized bedrooms designed for everyday living. Enjoy the convenience of being close to shopping, dining, entertainment, major roadways, and everything Winter Park has to offer. Whether you're relaxing at home or exploring the surrounding area, this property provides the perfect combination of comfort and location. Residents will

Welcome home to this charming 2 bed, 1bath unit located in the desirable Mills 50/Colonialtown North neighborhood of Orlando. This well-maintained home offers a comfortable layout with spacious, light-filled living areas and a move-in ready interior designed for everyday comfort. The property features a new roof installed in 2020 and a brand new Hvac system, offering peace of mind for years to come. Enjoy a prime location just minutes from Mills 50's vibrant dining scene, Downtown Orlando, Winter Park, and the Orlando Urban Trail, with direct access to I-4 and 408. The com

Private fenced yard! Sunlight flows through all the rooms. Lawn maintenance and pest control included in the rent. Enjoy your weekends relaxing by the community pool and at the fitness center. Master bedroom has hardwood floors with huge soaking tub and walk in shower along with dual vanities. Featuring two car garage with opener and keypad for easy access. Remote control fans through out. This home is nestled just off of Lake Baldwin Lane, steps from the walking trail and just a few blocks from all of the downtown Baldwin Park amenities! Community includes pool, fitness c

Property Status: Pending FOR RENT - 648 W. SWOOPE AVENUE, WINTER PARK | OFFERED AT $2,700/MO - Stunning Home, Completely Remodeled, and Professionally Designed! Super cute 3 bedroom, 1 bath home in downtown Winter Park. Updated flooring, paint, windows, newer HVAC unit, updated kitchen cabinets, stainless steel appliances, Quartz countertops, beautiful bathroom tile work & fixtures, and interior washer/dryer. Open floorplan. Living/Dining room combo. Designer light fixtures. Fenced backyard. Located within walking distance to Park Avenue, Hannibal Square, the Winter Park V

Property Status: Active Fantastic 4 Bed 2 Bath Winter Park Home with 2-car garage! Located in a highly desirable Winter Park area. Large living room/dining room combo, a large separate den area. The home has a large fenced-in backyard. Lawn care is included. Walking distance to the Cady Way Trail. *Bonus Amenity Included* -All RE/MAX 200 Realty Property Management Division residents are enrolled in the Resident Benefits Package (RBP) for $49.95/month which includes liability insurance, credit building to help boost the resident’s credit score with timely rent payments, up

Property Status: Active Virtually Staged. Luxury at its Finest in Baldwin Park. Experience elevated living at this fully renovated luxury 3 bedroom, 2.5 bath townhouse offering sophisticated finishes, modern comfort, and one of the most desirable walkable locations in Orlando. This spacious residence offers 2,150 sq ft of beautifully designed living space. No expense was spared in the renovation of this stunning home, featuring high end fixtures, designer upgrades, and premium materials throughout. The open concept layout creates a seamless flow between the living, dining,

Property Status: Active Stunning fully furnished home in sought-after Baldwin Park — just unpack and live! This elegant two-story residence features 3 bedrooms, 2.5 baths, hardwood floors, and decorative columns throughout. The open kitchen shines with granite countertops, stainless steel appliances, and breakfast bar seating. A spacious living room, formal sitting area, and 6-seat dining table make entertaining effortless. Upstairs, the king master suite includes a private en-suite with double-sink vanity. Two additional bedrooms and an in-unit washer/dryer complete the u

Experience lakefront living in this charming mid-century home ideally situated between Winter Park and Downtown Orlando. This beautifully maintained single-story residence offers 3 bedrooms, 2 bathrooms, and a rare combination of character, privacy, and convenience in one of Central Florida’s most sought-after locations. Surrounded by mature landscaping and towering oak trees draped in Spanish moss, the home makes an unforgettable first impression. Inside, warm wood flooring, abundant natural light, and a cozy wood-burning fireplace create an inviting atmosphere filled wi