Windermere Apartments for Rent - 74 rentals

Remarks: Experience true lakefront living on the famed Butler Chain of Lakes in this exceptional custom home offering 137 feet of pristine shoreline on nearly one acre of high, dry land. Enjoy sweeping panoramic water views, refreshing lake breezes, and even nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and enter through an impressive solid cedar door with artisan leaded glass. Inside, the great room features soaring 23’ cathedral ceilings and a dramatic Tennessee river rock fireplace. The showstopping formal dining room is wrapped in oversized picture windows that perfectly frame the lake. Designed for comfort and convenience, the majority of the living space including all bedrooms is on the main level. The chef’s kitchen is fully equipped with solid wood cabinetry, granite countertops, Sub-Zero refrigerator, Thermador gas cooktop with exhaust, Bosch double ovens, wet bar, walk-in pantry, and a bright breakfast area with incredible water views. The spacious primary suite is a private retreat with its own screened lanai and a spa-style bath featuring a shower, jetted tub, dual vanities, and three walk-in closets. Secondary bedrooms are generously sized with ample closet space and well-appointed baths, including a steam shower. Outdoor living is unmatched with mature landscaping and colorful gardens, plus a motorized screened lanai with a summer kitchen featuring a pizza oven, prep area, grill, refrigerator, and TV. Relax by the pool, heated spa, and gas firepit, all positioned to take advantage of the desirable southern exposure for comfortable outdoor enjoyment. Boaters will love the rare, partially enclosed grandfathered-in dock with boat lift and side jet-ski lift. Additional features include newer doors and windows, a tile roof, and a custom floor plan maximizing lake views throughout. The Lakes community also offers a boat ramp and tennis courts. Enjoy Windermere living on the Butler Chain without the traffic, just minutes to major roads, top schools, shopping, and dining. This rare, well-built lakefront home is ready to welcome you.

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

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

Remarks: This 4BR/4 FULL Bath PLUS BONUS ROOM home located right next to a beautiful park in Keene’s Pointe is calling your name! Enjoy the serenity of this guard gated, golf course and country club community. This flexible split floor plan features all 4 bedrooms downstairs with the primary suite on one side of the house and on the other side you will find a deluxe, Jack and Jill bedroom layout with double vanities, and the 4th bedroom with full bath located at the rear of the house with a private entrance door that leads out to a large serene backyard. Upstairs you will find a generously sized bonus room with a privacy door and FULL bathroom across the hall. The bonus room could make a great 5th bedroom, home office, or playroom. This home has a very flexible floor plan and plus you can see Disney fireworks every night from your own front door! Located near to the recently enlarged County Road 535 entrance to Keene’s Pointe, it is convenient to all major highways, just minutes from Disney and a wide variety of shopping opportunities and essential service providers right nearby. As a resident, you have the option of joining the Golden Bear Country Club as either a golf or social member in order to use the fitness center, tennis courts, pool, restaurant, and golf facilities. Initiation Fee and monthly dues would be required.

Listing is courtesy of: B LIVE COMMERCIAL AND RESIDENT (407-217-7573)

Listing Agent: Oscar Rodriguez (321-297-7264)

Remarks: Stunning End-Unit Townhome in the Heart of Windermere! Welcome to this beautifully maintained 3-bedroom, 2.5-bath unit freshly painted unit, offering excellent natural light and a functional open floor plan in one of Windermere’s most desirable communities. Enjoy outdoor living with a private patio, ideal for relaxing or entertaining. The home features a detached 2-car garage plus a concrete driveway, providing ample parking. Curb appeal is enhanced by manicured landscaping, mature trees, and a freshly painted exterior. Inside, the home has been freshly painted throughout, highlighting modern light fixtures and a spacious kitchen with quartz countertops, a matching backsplash. The laundry room includes a washer and dryer for added convenience. Located in a highly sought-after community with resort-style amenities, including a pool, clubhouse, park, and dog park. The HOA covers roof, exterior paint, and landscaping, offering a truly low-maintenance lifestyle. Zoned for top-rated schools and conveniently close to shopping, dining, and major roadways—this is Windermere living at its best!

Listing is courtesy of: 2 GOOD REALTY (407-641-4220)

Listing Agent: Laura Lerma (321-278-8433)

Remarks: ONE OF A KIND, EXECUTIVE WINDERMERE 2 BEDROOM 2.5 BATHROOMS TOWNHOME FURNISHED & DECORATED! This recently renovated home is in the sought-after Lake Reams Community only a minute drive to the backside of Disney! As you open the front door you are drawn to Upscale Interior, filled with Upgrades & a Warm Family Décor. The eating area overlooks an Enclosed Custom-Made Courtyard leading to a Detached 2 Car Garage with Rear Entry Alleyway that backs up to a Conservation Area. The Appealing Floorplan Features Living Room/Office upfront, Beautiful Open Kitchen with 42-inch Cabinets, Granite Counter Tops & Stainless-Steel Appliances! Special fixtures throughout include Ceiling Lamps & Fans, Crown Moldings, Plenty of storage & Large adjoining Family Room. Light floods the space creating a warm welcoming place to call home. Upstairs features a Large Master Suite with Walk-In Closet overlooking the conservation area, a Master Bathroom with a Large Walk-In Shower, a Separate Garden Tub & Double Vanity with Granite Counters. The Second Bedroom has its own Private Bathroom. The Laundry Closet is also conveniently located upstairs. The Courtyard offers a Private Cozy with Outdoor Furnishings perfect for Entertaining family and friends. The community has a Pristine Pool, Biking/Walking Trails, and a Beautiful Landscape. This Prime Location offers Shopping, Dining, Entertainment and Great Schools, all within minutes. Easy Access to Main Highways. Townhome is partially furnished. Select furniture pieces have been added or staged for marketing and illustration purposes. Not all items shown are included with the property. It is a Fantastic Home in a Great Location! Text for an appointment before is gone!

Listing is courtesy of: ELITE REALTY ENTERPRISES LLC (407-683-4515)

Listing Agent: Ernesto Cisneros (407-683-4515)

Remarks: This stunning waterfront home with a pool in the desirable 24-guard gated neighborhood of Keene’s Pointe is available for immediate occupancy! Welcome home to your exquisite single-story remodeled home spanning 2,851 sq ft with an open-concept design, featuring wood floors with contemporary style throughout. Highlights include spacious bedrooms, a separate study, living room, dining room, and a family room with expansive pond views. Your fully equipped kitchen includes stainless appliances, wood cabinets, marble backsplash, quartz counters, and a farmhouse sink. The primary bedroom is spacious with a spa-like bathroom including dual floating vanities, soaking tub, glass shower, and a walk-in closet. Secondary bedrooms have an adjacent bathroom with a separate loft area perfect a game room or gym. Enjoy the beautiful Florida weather in your screened in pool with a summer kitchen, and covered lanai overlooking the pond. The home also includes plenty of storage space with a three-car garage. Additionally, Keene’s Pointe is a 24-hour guard gated community, including plenty of parks, playgrounds, with access to The Butler Chain of Lakes, The Golden Bear Country Club with amenities that include a gym, pool, golf, tennis courts, and neighborhood boat/RV storage. Close to Orlando’s best attractions including Walt Disney World, shopping, and “A” schools including Windermere Elementary, Bridgewater Middle, and the newer Windermere High School. Don’t miss out on this extraordinary rental property.

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

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

Remarks: Welcome to Lakeside of Windermere!!! This Luxury Lifestyle Community is conveniently located across from shopping plazas which provide Publix Grocery, restaurants and shops. Enjoy top quality amenities including resort swimming pool, fitness center, clubhouse, playground, outdoor beach volleyball, and fishing pier on Lake Burden. This condo is in a highly desirable area of Windermere, just minutes from Disney World, Universal Orlando, and SeaWorld. The Large 3 Bedroom 2 Bath Condo is an Open/Split Bedroom(s) Floor Plan on the Third floor with private screened patio and elevator access. Equipped with Stainless Steel Appliances, Stone Counter Tops, brand new engineered Luxury Wood Floors throughout entire condo, and a full-size washer and dryer. Water, daily valet trash, and 24-hour security included. The new Tenant guideline follows HOA approval process: background check required with an application fee of $100 per person occupying the unit for anyone over 18 years of age and to attend HOA orientation. Owner/Landlord require NO PET/NO SMOKING.

Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)

Listing Agent: Alex Lukavsky (321-230-9870)

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: Townhome Windermere area 3 Bedroom and 2.5 Bathroom, 2 car garage, 2 story unit. The kitchen cabinets 42", with quartz counters, island/breakfast bar, and stainless steel appliances, open private patio. Wickham Park has a community pool, clubhouse and parks. Great location, close to street mall and supermarket, Close to Disney, Winter Garden Village and major highways (529, turnpike, I4). Close to great schools. This Unit is located in front of green area.

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Franca Troisi (321-231-3901)

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: Available Now! 3 bed/2.5 bath townhome in Windermere. This three-bedroom, two-and-a-half-bath residence offers an open main floor layout with ample natural light and comfortable living spaces. The primary suite includes a private bathroom, and two additional bedrooms provide flexible space for bedrooms, office, or hobby use. Jack and Jill bathroom, Washer and dryer included. Lawncare is also included. 2 car garage, Courtyard for relaxing in privacy. Community amenities include a pool, clubhouse, and playground, providing on-site options for recreation and relaxation. Located in Windermere, this townhome delivers convenient access to local shops and services. No pets

Listing is courtesy of: TRUSTHOME PROPERTIES INC (407-250-4800)

Listing Agent: Dawn Slaughter (407-920-0175)

Remarks: Prime location across from Bentonshire Park! Bright townhome with engineered hardwood floors and an open living/dining area. Updated kitchen with great natural light, pantry, quality appliances, oversized sink, and breakfast nook space. Upstairs features two en-suite bedrooms with new hypoallergenic carpet. Primary suite includes walk-in closet and dual vanity. Second-floor laundry for added convenience. Enjoy a private outdoor retreat with screened lanai, paver patio, turf, and vinyl fencing (2024). Parking for 4 (2-car garage + driveway). Direct access to Wickham Park, A-rated schools, and minutes to shopping, dining, Disney, and major highways. For tenant applications, please submit through our secure online portal via RentSpree: https://apply.link/0mH_bR4

Listing is courtesy of: EC HOME (786-314-2567)

Listing Agent: Adriana Rojas Gomez (407-385-9182)

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: Beautiful 3-bedroom, 2-bath condo located in the desirable Lakeside at Lakes of Windermere community. This freshly painted unit features an open layout, spacious living area, and private screened balcony. Water included in rent. Enjoy community amenities including pool, fitness center, playground, and gated entry. Conveniently located near shopping, dining, and just minutes from Walt Disney World! Water, trashcan collection, sewer, all included in the rent. No extra fees

Listing is courtesy of: TWIN HOMES REALTY (407-839-9731)

Listing Agent: Alvaro Molina (407-839-9731)

Remarks: This beautifully maintained townhouse offers 3 bedrooms and 2.5 bathrooms with a peaceful pond view. The kitchen features granite countertops, 42-inch wood cabinets, stainless steel appliances, and a pantry, providing both functionality and style. The first floor includes spacious living, dining, and family areas, along with a convenient laundry room. The entire second floor features brand new vinyl flooring, adding a modern look and easy maintenance to all bedrooms and hallway areas. Enjoy outdoor living with a huge private patio, perfect for relaxing or entertaining. Residents of Windermere Sound enjoy access to community amenities including a playground, resort-style swimming pool, tennis courts, and basketball court. Conveniently located with easy access to State Road 429, State Road 535, and Interstate 4. Just minutes from shopping, dining, top-rated schools, major outlets, and Walt Disney World.

Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)

Listing Agent: Melquisedec Martins (407-952-6948)

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: Beautiful two-level end Unit townhouse 3 bedrooms and 2.5 bath in the Legado community of Windermere,42" cabinets with stainless Steel appliance, with attached 2 car garage, beautiful water view at the front,3-minutes' drive to Magic Kingdom and Publix shopping areas, you will enjoy the community pool/Cabana and Playground, Green Parks, Dog Waste Station.

Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)

Listing Agent: Jiu Wei (407-729-8007)