Windermere Single Family Homes For Rent - 50 homes

Remarks: This exquisite custom residence in the Reserve at Lake Butler Sound community offers unparalleled luxury and sophistication. Striking wrought-iron arched double entry doors open to a seamless, airy floor plan featuring elegant travertine flooring and captivating views of the pool and lanai area.Elegant wrought-iron chandeliers grace the welcoming foyer and generous dining space. This home is filled with premium upgrades, including elite appliances, dual gas fireplaces, and soaring ceilings throughout.The expansive chef’s kitchen seamlessly connects to the casual breakfast nook and family room, highlighted by a bespoke built-in entertainment center and towering 10-foot corner sliding glass doors that fully retract to reveal a spacious screened porch equipped with its own fireplace and fully appointed outdoor kitchen.The kitchen boasts a massive central island, premium Dacor and Sub-Zero appliances—including a six-burner gas cooktop, double ovens, and a wet bar featuring a wine refrigerator and warming drawer—plus an oversized walk-in pantry.On the main level, you'll find a versatile game room with a full bar, a dedicated office, three additional bedrooms, and an impressive primary suite. The primary retreat showcases hand-scraped hardwood floors, a generous en-suite bath with dual vanities, access to a private courtyard, and an expansive walk-in closet.Upstairs, discover an additional bedroom with a full bath, along with a dedicated theater room featuring seating for six, a large screen, and projector setup.Ample parking and storage are provided by the three-car garage, complete with attic access. The fully fenced backyard centers around a grand pool with spa and impressive water features.This exceptional property includes partial designer furnishings as depicted in the listing photos. Enjoy convenient proximity to premier shopping, restaurants, major highways, world-famous attractions, and excellent educational options—such as top-rated public schools and private institutions like Windermere Preparatory School.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Juan Delgado (407-744-4469)

Remarks: VACANT! Great location! Great Home! Move into this Great home inside the lovely SUMMERPORT/WINDERMERE community. This house is full of upgrades and is an Energy Star certified home. Downstairs it has all tiled floors and new laminate. Kitchen has all full appliances and granite countertops. You can also enjoy Disney fireworks at night. Upstairs there is a large master bedroom, and three bedrooms. Master bathroom has double sink, granite countertop, garden tub and a separate large shower room. Laundry room is located on second floor with a large space for storage. A-rated schools and Shopping Center with Publix Supermarket is just at the corner. Easy commute to most parts of Orlando. Basic tenant requirements: 675+ credit score, no BAD RENTAL history, no BAD history, income 3x monthly rent as a household.

Listing is courtesy of: CINO INTERNATIONAL INC (407-354-3318)

Listing Agent: Daniel Zheng (407-683-1881)

Remarks: Vacant! Great Location! Great House!! Must See!!! Move into this home inside the lovely Berkshire Park community in the very desirable town of Windermere. This house is full of upgrades and is an Energy Star certified home. Downstairs has tiled floors, and a private study room. It oversees the front porch. Kitchen has all appliances and granite countertop. It opens to the Great Room and provides the best place for family and friends' gatherings. You can also enjoy Disney fireworks every night. Downstairs there is a large master bedroom, upstairs has two bedrooms and large play space. Master bathroom has double sink, granite countertop, and a large shower room. Laundry room with a large space for storage. This highly sought-after community features quality built and well-maintained homes. Amenities include walking trails, playgrounds, and a huge community pool. A-rated schools and Shopping Center with Publix Supermarket is just at the corner. Easy commute to most parts of Orlando. Basic tenant requirements: 675+ credit score, no BAD history, no BAD RENTAL history, income 3x monthly rent as a household.

Listing is courtesy of: CINO INTERNATIONAL INC (407-354-3318)

Listing Agent: Daniel Zheng (407-683-1881)

Remarks: Beautifully remodeled and impeccably maintained, this spacious 3,390 sq. ft. two-story home offers 5 bedrooms, 3.5 bathrooms, an office, and an attached 2-car garage in the highly desirable community of Preston Square in Windermere. Perfectly situated on a premium lot with no rear neighbors, the home features a charming front porch and covered balcony overlooking the serene, tree-lined neighborhood. The updated kitchen is a showstopper, featuring quartz countertops, all new stainless steel appliances, a huge island perfect for gatherings, a cozy breakfast nook, and a separate formal dining room (or flexible bonus space). The open floor plan offers immaculate interiors designed for both comfort and entertaining, complemented by beautiful new flooring throughout. Upstairs, you’ll find a spacious primary suite, laundry room, and four additional bedrooms, offering plenty of space for family and guests. A private fenced courtyard provides an inviting outdoor retreat. Residents of Preston Square enjoy outstanding amenities including a community swimming pool, sport court, playground, and lushly landscaped green spaces. Conveniently located near top-rated schools, restaurants, and shopping, this move-in ready home is truly a rare find in one of Windermere’s most sought-after communities.

Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)

Listing Agent: Angela Gann (407-212-8552)

Remarks: A stunning fully renovated 4 bedroom, 5 bath plus office ready for you! Features the perfect blend of textures and clean finishes with modern warmth and undeniable sleekness. CArefully thought-out living allows for the overall feel of spaciousness. It has a open layout with height ceilling to welcome you, followed by a chef's kitchen, dinning room and living room. Complete with covered summer kitchen and spacious pool deck.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Marilene Auge (407-415-7030)

Remarks: One or more photo(s) has been virtually staged. Luxury Lakefront Executive Rental in Downtown Windermere on Lake Bessie. Now offered at a newly adjusted price, this rare 5-bedroom lakefront home presents one of the most compelling rental opportunities in Windermere.Set on Lake Bessie, this renovated residence offers panoramic water views, flexible living spaces, and true indoor-outdoor Florida living, a feature not commonly found in the current rental inventory. Many competing properties offer limited outdoor space or no water access; this home provides a lakefront setting with room to relax and entertain. The open-concept floor plan features a chef’s kitchen with gas range, custom cabinetry, and premium finishes, flowing into spacious living and dining areas. Two first-floor ensuite bedrooms offer ideal flexibility for guests, home office, or multigenerational living. The second-floor primary suite provides a private retreat with elevated lake views. Outdoor features include a screened porch, landscaped yard, fire-pit area, and koi pond, creating a peaceful setting for everyday living or entertaining. Located in Downtown Windermere, this home offers golf-cart-friendly access to local shops, weekly farmers markets, and community events, with convenient proximity to Orlando’s major employment centers, top-rated schools, and world-class attractions including Disney and Universal. Rarely available as a rental, this lakeview property combines location, space, and lifestyle in one of Central Florida’s most sought-after communities. Schedule your private showing today.

Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)

Listing Agent: Karen O'Neil (407-789-5565)

Remarks: If you choose to rent this beautiful, well-maintained home in a clean, quiet, and safe neighborhood, you’ll love its convenient access to all of Orlando’s attractions. This 3-bedroom, 2-bath home is located near excellent schools, shopping, restaurants, and major roadways, with Disney just 11 minutes away. Situated on a corner lot, the property features a large yard and a screened patio—perfect for families and pets. There is a two-car garage with an automatic opener located at the rear of the home. The spacious master suite is filled with natural light and includes a dual vanity, walk-in closet, and a glass-enclosed walk-in shower. A versatile flex room across from the master suite can be used as an office, playroom, or easily converted into a fourth bedroom if needed. The additional two bedrooms are generously sized. The open living area features wood flooring that continues throughout the home. The kitchen is equipped with large dark cabinets, stainless steel appliances, granite countertops, a tile backsplash, and a convenient breakfast bar. The backyard includes a citrus tree, artificial turf on the patio, and tall bamboo for added privacy. The surrounding flowers and palm trees create a peaceful and relaxing outdoor space. Make your appointment as soon as possible, as the property will be ready for move-in on MAY 1ST.

Listing is courtesy of: LA ROSA REALTY LLC (877-366-2213)

Listing Agent: Rosalina Martinez (321-443-5116)

Remarks: Experience Lakefront Luxury Living - where every day feels like a vacation. Prepare to be captivated by this fully renovated three-bedroom, three-bath lakefront home on the highly sought-after Lake Butler. Part of the Butler Chain of Lakes, featuring 13 connected lakes. A true retreat that blends resort-style amenities with refined design. Nestled on pristine waterfront, this property offers breathtaking views from virtually every room, creating the ultimate backdrop for serene living and effortless entertaining. At the water's edge, enjoy a two-story dock complete with a hydraulic boat slip and jet ski lift, plus your own private boat ramp, a rare and coveted feature for lake enthusiasts. After a day on the water, unwind in the solar-heated swimming pool, framed by panoramic lake vistas. Inside, the heart of the home is the expansive luxury kitchen, thoughtfully designed with high-end finishes and an abundance of upgrades, including spice organizers, pull-outs, and generous storage solutions. Multiple flex spaces provide endless possibilities for a home for a gym, office, or den. The main level master suite is a peaceful sanctuary with sweeping lake and pool views. It connects to a conditioned Florida room, perfect for morning coffee or for unwinding at sunset. Upstairs, a bright loft area leads to two spacious bedrooms, connected by a stylish Jack-and-Jill bathroom. One of the bedrooms opens to a private lakeview deck, offering a stunning vantage point over the water. Additional features elevate this home even further! A well-equipped greenhouse, an air-conditioned shed with a garage door, perfect for storing jet skis, and multiple beautifully finished indoor and outdoor living spaces designed for comfort, elegance, and entertaining. Whether you're boating, lounging by the pool, tending your greenhouse, or simply enjoying the peaceful waterfront scenery, this home offers an unparalleled lifestyle. Luxury Living at its Finest. Must meet resident selection criteria. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.

Listing is courtesy of: 407 PROPERTIES (407-545-2594)

Listing Agent: Steven Simpson (407-545-2594)

Remarks: Private LAKEFRONT estate home on that sits on almost 2 acres of land, gated for extreme privacy! Fully furnished with an open floorplan great for families and entertaining. This home features 3 cozy bedrooms with a king, queen, and full bed to accommodate all guests comfortably. Enjoy the convenience of 2 bathrooms, one with a relaxing jetted bathtub. Kitchen features butcher block countertops, a wet bar, and island overlooking the living and dining space. The home also has a laundry room and 2 car garage. Large front yard to play and a large backyard with firepit overlooking Lake Sawyer. Sit on the back patio with your morning coffee, listen to the birds chirp and take in the views of the Lake. In the evening time, you will witness the most breathtaking sunsets and you can enjoy the Disney Fireworks nightly over the lake. Lake sawyer is connected to little lake sawyer and both are perfect ski lakes. Close proximity to all the theme parks, grocery stores, restaurants, great shopping and everything Orlando has to offer. This private paradise is truly one of a kind, will not last long. Call now to schedule your showing before its too late

Listing is courtesy of: CROWN REALTY COMPANY (407-595-9809)

Listing Agent: Aleem Kanji (407-595-9809)

Remarks: You're going to love this home! The spacious kitchen is exquisite with gorgeous cabinetry, contemporary counters, and stainless steel appliances. The open floor plan is full of natural light, making this home perfect for entertaining. The primary bath is stunning with designer touches, a separate shower, and a garden tub. The Summerport Residential neighborhood offers amenities such as a tot lot, community pool, and much more! Apply online today. See the floorplan in the photo gallery to picture yourself in this home. Live in a tech-friendly home. Smart Home is a monthly service that helps you manage access to your home and save on your energy bill. With our Smart Home features, you can remotely lock and unlock your front door, control your thermostat, and receive notifications about your home - all through the convenience of your mobile device or computer. Learn more about this service at https://www.invitationhomes.com/smarthomes.

Listing is courtesy of: INVITATION HOMES (954-745-2500)

Listing Agent: Tiffany Baker (407-243-7993)