Houses for Rent in Windsong, Winter Park, FL

Townhouse, 2/2, master on 2nd floor. Fire place and wet bar. Fitness center in community clubhouse. Pets are subject of approval of owner/HOA. Security Deposit amount subject to credit/background screening report. We required an application of $90.00 per person (18 & older). We check credit and background history. Eviction history (including outstanding balances from previous landlords) will result in a denial of the application. We require one (1) month proof of income. We require that the applicant combined gross income is at least two times and half (2 1/2) the rent am

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

This home is exclusively offered by Brandywine Homes USA on a first-come, first-approved basis until the lease is signed and the security deposit is paid. Rental Qualifications: www bwhusa com qualifications Rental Fees: www bwhusa com fees Security Deposit: Varies based on credit, with a standard deposit equal to 1 month's rent. Security Deposit Alternatives available - $150 fee (subject to approval). Additional mandatory fees: $60 application fee per applicant, $100 lease admin fee, and $25 Empower Program fee. Additional fees may apply, including $30 for sma

Available immediately! Discover this beautifully maintained 3-bedroom, 2-bathroom gem nestled in the highly sought-after Colonialtown North neighborhood. This 1,650 sq. ft. home offers a perfect blend of mid-century character and modern comfort, featuring a spacious floor plan, bright living areas, and a private garage. Located just minutes from the Milk District, Audubon Park, and Leu Gardens, you'll enjoy world-class dining, shopping, and parks right at your doorstep. Act now! It requires home insurance By submitting your information on this page you consent to being co

Welcome to this stunning, fully renovated home at 739 Golden Sunshine Circle, a gem in the heart of Orlando. This modern 3-bedroom, 2-bath residence features a versatile bonus flex room with a skylight, perfect for a home office, gym, or additional living space. It has exquisite luxury vinyl plank flooring throughout for easy cleaning. Bright and inviting, the open floor plan is enhanced by four large sliding doors and expansive wall-to-wall windows, flooding the interior with natural light and creating a cheerful, airy atmosphere. High ceilings of 14 feet add to the spaci

AVAILABLE NOW! This 3 bedroom, 2 bathroom home is located in the heart of Winter Park. Enjoy all Downtown Winter Park has to offer, Park Avenue's shops and restaurants, Winter Park Village, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include a large main living area, dining room, an updated kitchen with stainless steel appliances, a wonderful primary suite, a storage shed, a fenced backyard, and a 1 car garage. Lawn care is included in the rent. At RPM Realty, we're here to make your time in

Property Status: Active Welcome to 748 Altaloma Avenue, Orlando, FL 32803, a captivating residence that embodies the quintessential Key West Bungalow charm while offering modern amenities and a vibrant lifestyle. Built in 1996, this two-story home harmonizes tropical aesthetics with contemporary comforts, located in the heart of Colonial Town and within walking distance to Orlando's acclaimed restaurants, eclectic bars, and coffee spots. This delightful home features 3 bedrooms and 2.5 bathrooms, thoughtfully designed for both privacy and entertainment. The master suite, c

Property Status: Active Modern European-Inspired 3BR Home for Rent in the Heart of Winter Park. Live steps from everything that makes Winter Park extraordinary. This architect-designed attached home offers privacy, modern luxury, and unbeatable walkability — perfect for executives, creatives, fitness enthusiasts, and anyone seeking a refined long-term rental. 3 Bedrooms | 2.5 Bathrooms, Designed by Phil Kean, No HOA, enjoy the freedom of an attached home, Private two-story courtyard** and multiple outdoor living spaces, Walking distance to Park Avenue, Farmers Market, park

Property Status: Pending Welcome to this beautifully upgraded 4 bedroom, 2 bath home with 2 car garage. Spacious and roomy floor plan. Splendidly remodeled Kitchen and a spectacular recent remodeled Master Bath. This home also offers an oversized "Florida Room" to enjoy the outdoor view from all 3 sides. Located just steps from the Cady Way Trail, ideal for biking, jogging, or weekend strolls. Unbeatable Location Just minutes to Downtown Winter Park with boutiques, restaurants, Rollins College, and Park Avenue. Close to Winter Pines Golf Club, Cady Way Park, and public te

Property Status: Active Please visit our website at www ORLrent com you will find photos of our homes, tenant application, pet application, sample lease and more information. If applying for any of our homes all adult applicants over the age of 18 must submit a fully completed Application online. Application fee is $95.00 for each adult. An application reservation fee must be paid in the amount of one month's rent (in the form of a cashier's check or money order) to hold a property off the market. Office Phone: (407) 629-6330 Copyright © 2026 Stellar MLS. All rights reserv

Gorgeous, Custom & recently renovated! This home features 4 bedrooms, 3 full baths & 2 half baths. Spacious, light & bright with 10’ ceilings, Brazilian cherry floors, and a gourmet kitchen. The kitchen is a chef's dream and perfect for entertaining. It boasts natural wood cabinets, large center island, dual fuel six-burner range, wine fridge and a built-in refrigerator. It overlooks a casual dining area and family room with fireplace. The Primary bedroom is on the first floor, large ensuite with California closet system, French doors that lead to screened pool/patio. Ther

Welcome home! This fantastic 2-bedroom, 1-bath home is available immediately! Located conveniently in the desirable community of Colonial Town North near Mills, Ivanhoe,Audubon park, Leu Gardens, and the Milk District. The kitchen features a gas stove, new fridge, and an eat in area that overlooks the beautiful backyard. The exterior features are mature landscaping, 2 outdoor patio area for relaxing, a large covered porch, and 2 sheds for extra storage. Washer and dryer included. Landscaping included. Act now! This one won't last long! All applicants are required to do a c

Property Status: Pending Available for immediate move-in, this beautifully renovated 3-bedroom, 2.5-bath luxury townhome with a two-car garage offers an inviting blend of modern design, natural light, and everyday convenience in a highly walkable location. The open-concept main level is filled with light and features tall ceilings and engineered white oak flooring that create a warm, welcoming feel. The kitchen is crisp and contemporary, showcasing slim shaker white oak cabinetry, quartz countertops, and a full suite of stainless steel appliances, including a beverage coo

Property Status: Active Improved Price! Wow, expect to be impressed. This home has been lovingly updated and features handscraped wood floors and tile throughout...no carpeting! In addition, there is an expansive ceiling in the living room, updated kitchen with tumbled marble backsplash, sleek appliances, granite counters and lots of wood cabinetry for storage. This home has double pane windows, updated bathrooms with granite counters also! No detail has been left out. The primary bedroom is large enough for a king size bed, and a walk in closet. The kitchen, living

Nestled within the exclusive 400 West enclavean intimate community of just nine residences just moments from Park Avenuethis modern townhome seamlessly combines superior craftsmanship, elegant interiors, and outstanding walkability. Entering through either the private garage or the charming garden-style front path, you're welcomed into a luminous, open-concept main level that emphasizes comfort, practicality, and sleek design. High-end finishes such as large-format porcelain tiles and designer lighting set a sophisticated tone for the space. The chefs kitchen features poli

Property Status: Active This unique, old Florida style 4 ba / 2 ba 1180 sqft home features a single car garage, two baths, three smaller bedrooms and a master bedroom with walk in closet. Less than a mile away from desirable Park Avenue, and Rollins Collage. Washer/dryer 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 - (3) Pay Stubs Office Phone: (407) 370-4400 Copyright © 2026 Stellar MLS. All rights reser

Stunning, Fully Renovated Home with Spacious Yard ! Prime Location! Welcome to your beautifully renovated home, featuring 3 bedrooms and 2 bathrooms, designed for comfortable and modern living. This spacious residence boasts a flexible layout with both a dedicated living room and a family room, providing ample space for relaxation and entertaining. The house has been completely updated with brand new appliances, ensuring a seamless move-in experience. The property is fully fenced, offering privacy and a secure space for outdoor activities, complemented by a large patio per

Offering a $500 move-in incentive if moved in by the end of January! Come view this 3 bed/1.5 bath home in Winter Park! With easy access to Lake Howell Rd and Lakemont Ave, it's close to several restaurants, surrounded by schools, parks, and lakes, Interlachen Country Club, AdventHealth, and Kraft Azalea Garden. Aloma and Old Winter Park are also nearby. Inside, you'll find a large living room with plenty of natural light opening to a spacious backyard. The kitchen is centrally located, serving both the living and dining areas. This home also features a large fenced-in bac

Property Status: Active Owner/Builder/Agent - An Award-Winning Architectural Masterpiece built by Chris Salhab of Valdara Custom Homes. 5,164 Sq Ft | 5 Bedrooms | 6 Bathrooms | Welcome to 1221 Richmond Rd, an extraordinary custom residence located in the coveted Virginia Heights neighborhood of Winter Park—offering deeded lake access to the Winter Park Chain of Lakes. This architectural showpiece was honored as the 2024 Parade of Homes Showcase Home – Grand Award Winner and recipient of the Aurora Award – Grand Award for Best Custom Home. Completed in 2024, this 5,164-squa

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 equipped with maple cabinetry

Property Status: Active Discover refined single-story living at 519 Park North Court, an exceptional luxury rental in the heart of Winter Park. This beautifully appointed four-bedroom, three-and-a-half-bath residence offers an ideal blend of elegance and comfort, with a thoughtfully designed split floor plan that ensures both privacy and functionality for modern living. The home welcomes you with a formal living room perfect for entertaining, while the spacious family room flows seamlessly from the gourmet kitchen, creating an inviting space for everyday relaxation and ga