Windermere Single Family Homes For Rent - 50 homes

Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Discover this newly updated 4 bed/2.5 bath single house located in the highly sought-after Windermere Trail community at Windermere. This cute house has a very spacious front porch for rocking chairs and morning coffee. Inside this airy and high-ceiling home, the newer luxury vinyl flooring on the stairs and the whole 2nd floor boasts upscale appearance and easy cleaning. Upon the entry a huge living room with flooding natural light through multiple windows welcomes family and friends. The living room opens to a gourmet kitchen with granite counter top, 42” maple cabinetry and stainless steel appliances. Next to the kitchen, a separate dining room with abundant light is perfect for gatherings formal or casual. Ascending the elegant and newer vinyl stairs you reach the 2nd floor bedrooms and the loft. The loft is perfect as a great room for TV, games or even study. The master bedroom is separated from other 3 bedrooms. The spacious master bedroom has an over-sized walking closet room with its own window. You will love the huge master bath with double vanity/sink, linen closet and glass door shower. On the other end of the hallway there are three bedrooms sharing another full bath with double vanity/sink. A laundry room conveniently sits next to the bedrooms with large capacity washer/dryer and plenty of room for racks and tables. This house has a two-car garage and two-zone irrigation system. The Windermere Trail club house is one block away from this home. A beautiful pool, two huge pavilions, and a playground are right next to the tranquil Lake Reams decorated with lush greenery and palm trees. A close-by Lakeside Village Park is little one's paradise with many slides, climbers and craw-through tubes. Located in Windermere, the upscale, finest and safest area of central Florida, zoned for top-rated schools, conveniently situated for quick access to supermarkets and additional shopping/dining, and with close proximity to great towns of Winter Garden, Horizon West and Dr Phillips, this gorgeous home won’t last long. Don’t wait, call today!

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Sherry Wang (484-744-4586)

Remarks: Beautiful 3-Bedroom Home in Windermere Sound – Prime Location with Top-Rated Schools. Owner spent more than 10K to upgrade and add a screened porch! Welcome to this gorgeous 3-bedroom single-family home located in the highly desirable Windermere Sound community, known for its top-rated schools and exceptional lifestyle. This home offers the perfect blend of comfort, convenience, and community living in one of Central Florida’s most sought-after areas. The home features a well-designed layout with a kitchen equipped with granite countertops, providing both style and functionality for everyday living and entertaining. The inviting living spaces create a warm and comfortable atmosphere throughout. Enjoy the added benefit of lawn maintenance included in the HOA, allowing for a low-maintenance lifestyle. Community Features & Amenities Residents of Windermere Sound enjoy access to a variety of well-maintained amenities, including: Resort-style community swimming pool Tennis courts Basketball court Playground / tot lot Walking paths and green spaces Beautifully landscaped surroundings and a welcoming neighborhood atmosphere Perfectly located near restaurants, grocery stores, movie theaters, and hospitals, this home also offers a unique bonus — the opportunity to enjoy Disney fireworks nightly from within the community. This property presents a wonderful opportunity to enjoy modern living, excellent schools, and outstanding community amenities in Windermere. Please call our office for showing now!

Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)

Listing Agent: Amanda Yuan (407-353-2867)

Remarks: Located in a highly sought-after top-rated school zone, this beautifully designed two-story home offers the perfect blend of space, privacy, and functionality. Featuring four spacious bedrooms and 2.5 bathrooms, the home is thoughtfully laid out to accommodate modern living. The showpiece of the home is the oversized gourmet kitchen, complete with abundant cabinet and counter space and two large islands—ideal for casual dining, entertaining, and everyday meal prep. A generous walk-in pantry provides additional storage and organization. The open-concept design allows natural light to flow throughout the main living areas, creating a bright and inviting atmosphere. The first floor includes a convenient bedroom that can serve as a guest suite, office, or flex space. Upstairs, a large loft offers versatile space for a media room, play area, or secondary living space. The upstairs laundry room is enhanced with a utility sink for added practicality. Step outside to enjoy overlooking a private backyard with no rear neighbors, offering peaceful views and added privacy—perfect for relaxing or entertaining. With its functional layout, desirable school zoning, and rare privacy setting, this home presents an exceptional opportunity in today’s market.

Listing is courtesy of: INTEREALTY SERVICE (626-328-8535)

Listing Agent: Emma Yue (626-328-8535)

Remarks: Rare Newer Construction (2017) Windermere Pool Home located in close proximity to Downtown Windermere. This is a 2 Story home with tiled roof and so many upgrades and amenities. Beautiful Open floorplan with all of the upgrades. Through the large Sliding Glass doors, you flow into a fully covered Lanai and into the stunning brick paved pool area w/ Jacuzzi and the Scenic Landscaped Lot. This is an Entertainer's Dream Home. Equipped with Outdoor speakers, Outdoor Grill, Exhaust, Refrigerator, Stove, pool Bath and Lanai. The Kitchen layout adds to this with a large Island to gather and entertain guest. The Wine Cooler addition is a plus. Additional Classy Spiral staircase adds additional access to the upstairs Loft style Family Areas. This home was built with an exceptionally large Master bedroom extension as well as an oversized laundry room. More than adequate closet space. Three Car Garage. The front offers a covered patio for sitting during the cool Florida evenings. Located in Close Proximity to all local Public and Private schools and Shopping and Restaurants, Publix etc. Pets are Negotiable and a multi-year lease is considered. Tenants will handle Lawn and Maintenance, or it can be added as a convenience. This estate style subdivision is like no other with beautiful grounds, Huge fully fenced back yard. High ceilings show off the cutting-edge architecture of the floorplan. This one should lease very quickly.

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Corey Cannon (407-615-0215)

Remarks: Beautiful home located in the highly desirable Vineyards community in Windermere, offering a perfect blend of comfort, convenience, and lifestyle. This well-maintained property features an open and bright floor plan, spacious living areas, and modern finishes throughout. The kitchen is designed for both functionality and entertaining, with ample cabinetry, quality countertops, and a welcoming dining space. The bedrooms are generously sized, including a primary suite with walk-in closet and a well-appointed bathroom. Residents of the Vineyards enjoy resort-style amenities, including a community pool, playground, scenic ponds, and walking areas, creating a family-friendly and relaxed environment. The community is known for its clean layout, open spaces, and modern development. Ideally located just minutes from top-rated schools, shopping, dining, and major highways, with easy access to Walt Disney World and Orlando attractions, making it a prime location for both homeowners and investors.

Listing is courtesy of: INTERNATIONAL REAL ESTATE LLC (407-760-5150)

Listing Agent: Delia Lugo (407-760-5150)

Remarks: **AVALAIBLE NOW ***Welcome home to this stunning and well maintained home in the highly sought after Lakes of Windermere. **4th room has closet and can be used as office or 4th bedroom.** House has totally been remodeled with 42" kitchen cabinets, granite countertops, stainless steel appliances, double vanity in master bath with soaking tub and separate shower, wood flooring in main areas, NEW carpet in the 2nd and 3rd bedroom. Fenced back yard, House is wired for cable, internet and home security. 220 volt charging station in 2 car Garage. Just 5 minutes to downtown Windermere, 10 minutes to Disney & 15 minutes to major shopping, hospitals and expressways. Lots of community amenities, such as swimming pool, playground, tennis/basketball courts, and community dock on big lake.

Listing is courtesy of: FRONTLINE FLORIDA REALTY, INC. (407-832-4888)

Listing Agent: Alan Martin (407-832-4888)

Remarks: Explore the WINTERSET model from Ryan Homes of the Sanctuary at Lakes of Windermere, a corner unit, this 5- bedroom, 4.5 bathroom in Windermere combines the modern elegance, and a touch of magic with its a DISNEY Fireworks view, offering a lifestyle of unparalleled comfort. Upon entering, you are greeted by those who appreciate a dedicated workspace, the home includes a spacious office and a serene atmosphere, allowing for maximum productivity while working from home. The expansive living room boasts soaring ceilings, allowing natural light to cascade through the large windows, creating an airy and inviting ambiance. The gourmet kitchen is a chef's dream, featuring stainless steel appliances, a large cabinetry, and a spacious island with granite countertops. The adjacent formal dining room is perfect for hosting intimate gatherings or grand dinner parties. The master suite is offering a sanctuary of tranquility, a enormous shower, and dual vanities. Each of the remaining four bedrooms is generously sized, providing comfort and privacy for family and guests. The highlight of the outdoor space is the breathtaking view of the nightly Disney fireworks display, visible from the comfort of your own home. This feature creates a magical atmosphere and makes every evening a celebration.

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Victor De Oliveira (321-393-2772)

Remarks: Magnificent 4 bedroom 2.5 bathroom home! Move in ready with new lush carpet and fresh 2-tone paint. Beautiful tiled flooring leads you into the spacious kitchen with a long breakfast bar and a spacious island. The kitchen also showcases a custom backsplash, stainless steel appliances, large cabinets, and plenty of counter space. The open floor plan gives this home the perfect space for entertaining that you have been looking for. Enjoy the master suite with vaulted ceilings and 3 large windows letting in the natural light. The master bathroom has a spacious walk-in shower, his and her vanities with granite tops, and huge garden tub. There is so much to adore about this home, you do not want to miss out on this one. Come and see today!

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

Listing Agent: Ya Lan Chien (321-960-1245)

Remarks: Ready for immediate occupancy. No HOA. Welcome to Sunrise on The Lake, an exceptional, fully remodeled one-story retreat in the heart of downtown Windermere with stunning views over Lake Bessie. Wake up to breathtaking sunrises and, on clear evenings, enjoy the rare treat of watching rocket launches from Cape Canaveral right your home. Inside, every detail feels elevated, solid wood floors, level 5 finished walls and ceilings, and a cozy gas fireplace create a refined, inviting atmosphere. The elegant dining room features a marble top credenza, perfect for hosting. The chef’s kitchen is fully equipped with leathered stone countertops, Samsung stainless steel appliances, a Bosch dishwasher, gas range, and a beautiful porcelain farmhouse sink. The Florida room opens to a private half-acre backyard oasis. The primary suite offers three closets, dual vanities, and a sleek glass shower. A secondary bedroom overlooks the lake and sits next to a full adjacent bath, ideal for guests or a home office with a view. Step outside and prepare to be impressed, an inground heated saltwater pool and spa with massaging jets, two gas fire bowls, water features, a louvered pergola for outdoor dining and entertaining, plus an outdoor shower. The property also includes a four-car garage for a workshop/storage/car collection, fenced backyard, whole-house generator, and newer major systems (including plumbing, AC, and ductwork). Just a short distance to the Windermere business district’s restaurants and shops. Enjoy easy access to the Lake Bessie and Lake Butler boat ramps, weekly farmers market, monthly food truck night, top-rated schools, and you’re only about 15 minutes from the major theme parks. Make this home yours and be sure to click the virtual tour links!

Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)

Listing Agent: Simon Simaan (407-558-1396)

Remarks: Recently Refreshed & Energy Efficient House in Windermere! This 3-bedroom, 2.5-bathroom home with a versatile bonus loft is move-in ready. The interior has been upgraded with brand-new carpet and fresh neutral paint throughout. Experience utility savings with a high-efficiency solar panel system and Energy Star certified insulation. The home features an open floor plan, an attached 2-car garage, and includes a washer and dryer for tenant convenience. Community Features: community pool, splash pad, dog park, playground, and scenic walking trails. Minutes from Lakeside Village Shopping Center and Publix. ---Application Fee $75.00 Per Adult (18 & Older) [Submit 1 application for each adult, complete all fields applicable, upload picture id and proof of income.] --- Association approval not required. --- No short-term lease or AirBnB (12 months lease only). --- Renters Insurance required. --- Washer and Dryer included. --- Utilities and Lawn-Care is not included. --- Zoned for Bay Lake (Elementary), Horizon West (Middle School) and Windermere (High School).

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Marcelo Lopes Santana (407-963-2139)

Remarks: Luxury 1 Bedroom / 1 Bathroom Condo for Rent Experience elevated living in this private, studio-style condo located above the garage. Designed for comfort and style, this beautifully maintained residence features in-unit washer and dryer, central A/C and heating, and private driveway parking. Set within a highly desirable A-rated school zone, the home is just minutes from upscale shopping, dining, and entertainment. As a rare and special highlight, enjoy breathtaking Disney fireworks views from home??. Residents also enjoy access to a resort-style community pool, creating a relaxed, vacation-like atmosphere year-round.

Listing is courtesy of: JHY REALTY INVESTMENTS, LLC (407-435-0482)

Listing Agent: Haicui Yuan (407-435-0482)

Remarks: Be the First to Call This Home Yours! Brand New Luxurious 2025! Move-In Ready! Pet Friendly! 2-Car Garage! Smart Home! Stunning 6 Bedrooms, Loft, Bonus Room, Stylish Upgrades! Internet & WiFi Included! Step into luxurious, modern living in this expansive 6-bedroom, 3.5-bath, two-story smart home featuring a bright, open-concept layout that seamlessly connects the gourmet kitchen, family room, and dining area. The chef-inspired kitchen boasts a large island, quartz countertops, stainless steel appliances—including a gas cooktop, built-in microwave and oven, bottom-freezer refrigerator, and sleek range hood—plus a spacious walk-in pantry and recessed lighting for a polished, contemporary look. The first-floor master suite is a private retreat with double doors opening to a spa-inspired ensuite featuring a soaking tub, oversized walk-in shower, and dual-sink vanity with ample cabinet space. Upstairs, a versatile loft and bonus room offer endless possibilities for a game room, home office, or media space. Additional bedrooms are generously sized, and all baths reflect the home’s sophisticated style. Additional highlights include a striking metal-frame staircase, durable first-floor vinyl, plush second-floor carpet, a thoughtfully designed laundry with cabinets, sink, and washer/dryer, a 2-car garage, and smart home features including wired ceilings with built-in speakers for seamless entertainment. Enjoy vibrant community amenities including pickleball courts and a playground, all in the highly desirable Windermere area. Move-in ready, luxurious, smart, and perfect for modern family living—schedule your tour today!

Listing is courtesy of: RENT A FLORIDA HOME (863-232-6262)

Listing Agent: Katrina Anarumo (863-232-6262)

Remarks: Beautiful house for rent in Windermere!! location, location and location. 3 bedrooms, 2 baths, 2 car garages. Beautiful large backyard and screen porch. Great school system. House is in highly desirable Lakes of Windermere! NO CARPETS!! The interior is FRESHLY Painted in alabaster tones, 3 Bedrooms, 2-baths, property is loaded with upgrades and has purposeful utility and functionality. Enter into the living room and dining room areas with Luxury-vinyl, wood-patterned floors throughout all the house, custom paint, split plan, Updated bathroom, Large Primary Suite with large storage/walking closet room, beautifully stone counters tops, Garden tub, separate shower, Beautiful Kitchen! Brand new Quartz Counter Tops, island & breakfast bar, upgraded stainless appliances, large pantry, with breakfast nook plus a Large adjoining Family room! An extended, covered Lanai/porch with no neighbors in the back. Plus 2-car garage too! Windermere public and private schools are just one to three miles away, convenient to shopping. Living in the Lakes of Windermere means access to top-notch amenities, including a community pool, tennis and basketball courts, and several playgrounds. Plus, you’re zoned for **A-rated schools** and just a short drive from **Disney Parks**, world-class dining, and upscale shopping. Don’t miss your chance to own this exceptional property, Great opportunity!!!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Maria Castro Aversano, Pa (201-694-3982)

Remarks: Location, location!!! Beautifully maintained home in highly desirable community of Providence! A rated schools, shops and restaurants are minutes away for your convenience. 4 bedroom 3 full bath home offers, additional office, formal dining area, private pool with spa and 3 car garage. Home has a NEW roof and AC installed in 2020, new water filter system and a pool heater. Open floor plan with extra high ceilings are additional bonus to an amazingly designed entertainment wall with fireplace in the living room. Make your appointment today and come see this incredible house for yourself!

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

Listing Agent: Sevara Botirova Patel (407-242-9546)

Remarks: Spacious 6-bedroom, 3.5-bath unfurnished home offering 3,841 sq ft in the desirable Windermere Sound community. This well-designed floor plan features a downstairs primary bedroom, a large upstairs loft, generously sized bedrooms with walk-in closets, an office area and an expansive kitchen complete with a walk-in butler pantry and ample cabinet space—perfect for entertaining and everyday living. The home features a screened in lanai, fenced in backyard and 3-car garage. Conveniently located near shopping, dining, and major attractions. Move-in ready and available now!

Listing is courtesy of: PABLA PROPERTIES (407-967-2757)

Listing Agent: Sunny Pabla (407-967-2757)

Remarks: Welcome to this spacious, fully furnished, 4-bedroom, 4.5-bathroom home nestled within a desirable gated golf community of Keene's Pointe. Thoughtfully designed for comfort and functionality, this impressive residence features a first-floor primary suite offering privacy and convenience, complete with a well-appointed ensuite bath. The home boasts generous living areas filled with natural light, creating an inviting atmosphere perfect for both everyday living and entertaining. A dedicated office space provides the ideal setup for working from home or managing daily tasks with ease. Step outside to your private backyard retreat featuring a sparkling pool, hot tub, and patio area—perfect for relaxing weekends or hosting gatherings. A 2-car garage adds convenience and additional storage space. Not to mention pool service and lawncare is included! With ample room for family and guests, plus the security and exclusivity of a gated community, this exceptional home offers the perfect blend of space, comfort, and lifestyle. All residents are enrolled in a Resident Benefit Package for $39.95/ month. More details upon application. RentSpree applications will not be accepted.

Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)

Listing Agent: Rose Sepulveda-Morales (407-973-0641)

Remarks: AVAILABLE MAY 2026! Spacious 4-bedroom, 2.5-bath home in the desirable Lakes of Windermere community. This well-designed floor plan features all bedrooms upstairs, with the main floor offering a large living room, formal dining room, office/reading room, and a convenient half bath for guests. The primary suite includes dual vanities, a garden tub, and two large walk-in closets. The kitchen is perfect for cooking and entertaining with ample cabinet and counter space, plus an island with bar seating, and it opens to the living room for a comfortable open feel. Enjoy relaxing evenings on the paved, screened patio overlooking a peaceful pond. Community amenities include pool, tennis and basketball courts, playgrounds, Lake Sawyer pier, Pine Trees Park gazebo, and nearby outdoor recreation areas.

Listing is courtesy of: ICON REALTY ASSOCIATES INC (321-303-5851)

Listing Agent: Silvia Odebrecht (917-374-9711)

Remarks: This rare opportunity for a lovely two-story rental home in Keene's Pointe is now available and move in ready for immediate occupancy. Located in the highly sought after guard gated community of Keene's Pointe, this terrific floor plan boasts 4BR/4.5 Baths + office + bonus room and a 3 Car Garage. Primary Suite is located on the man floor with all other bedrooms on the second floor along with a spacious bonus room. Enjoy the great privacy this location offers as well as a large front yard and back yard for outdoor activities. Home is well appointed with Stainless Steel appliances, double ovens, 2 New ACS, newer roof, granite counter tops and newer carpet. Soaring two-story entry foyer/living room fills the home with abundant natural light. Residents have the option to join the Golden Bear Club, a private members only golf course and tennis country club featuring the renown Jack Nicklaus Signature 18 hole golf course. Additional Club amenities include a fitness center, restaurant, driving range, Junior Olympic-size pool and tennis courts and you may join as either a Social or a full Golf Member. Initiation fee and monthly dues will apply.

Listing is courtesy of: KEENE'S POINTE REALTY (407-876-8879)

Listing Agent: Angela Durruthy (407-496-5811)

Remarks: Remodel family home. 4 bedrooms. 2 bathrooms. 2 car garage. Large fence yard. Close to highways, theme parks and fine dining places.

Listing is courtesy of: ASA FLORIDA PROPERTIES INC (407-578-5888)

Listing Agent: Sandra Theodore-Gajraj (407-456-0679)

Remarks: Come live in this beautiful 4/2.5 home in the Windermere Trails community. The kitchen has stainless steel appliances, 42" cabinets and granite countertops, a good size living room and separate dining room. Upstairs you'll find a large master bedroom with a walk-in closet and en-suite bath; a loft and three more bedrooms that share one bathroom. Laundry room on the second floor. Community amenities include walking trails, playground, dog park, plus a great community pool. The area has great services, a new shopping plaza, and great A-rated schools. ++++ Evaluation criteria for prospective tenants: - No Evictions - No Sex Offenders - Credit score minimum 630 - Income to rent 3 times minimum - One small pet may be considered a nonaggressive breed only

Listing is courtesy of: SHINING OAK REALTY (407-399-2298)

Listing Agent: Paul Moscoso (321-210-2456)