Windermere Single Family Homes For Rent - 55 homes

Remarks: Located within the exclusive gated community of Glenmuir and situated on an oversized .47-acre lot, this beautifully appointed 4-bedroom, 2-bath Mediterranean-style residence offers 2,044 heated square feet of thoughtfully designed living space, top-rated schools, abundant natural light, and one of the community’s most desirable settings. Upon entering, you are welcomed by soaring vaulted ceilings and an expansive formal living and dining area—ideal for entertaining, special occasions, or flexible use as additional lounge, office, or recreation space. Beyond, the open-concept kitchen and family room create the heart of the home, featuring stainless steel appliances, generous cabinetry and storage, a center island, and exceptional natural light throughout. The family room opens directly to the fully fenced backyard, providing seamless indoor-outdoor living and plenty of room to enjoy, play, entertain, or create your ideal outdoor retreat. Positioned on one of the largest homesites in Glenmuir, the backyard offers privacy and space rarely found in the area. Privately positioned, the spacious primary suite serves as a relaxing retreat and includes a well-appointed en-suite bath with dual vanities, a walk-in shower, soaking tub, and oversized walk-in closet. Residents of Glenmuir enjoy gated access and exceptional community amenities including a park, playground, basketball courts, soccer field, pavilion, and picnic areas. Ideally located near shopping and dining at Winter Garden Village, Lakeside Village, and world-renowned attractions including Walt Disney World, this home is also zoned for top-rated Orange County schools and located less than one mile from Windermere Preparatory School.

Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)

Listing Agent: John Goggin (321-332-3000)

Remarks: Welcome to 7137 Beek Street in the highly desirable Windermere area! This beautifully maintained single-story home offers the perfect combination of comfort, convenience, and scenic surroundings. Featuring 3 bedrooms and 2 full bathrooms, this thoughtfully designed home provides easy, one-level living. Enjoy breathtaking water views from the backyard and take advantage of the peaceful setting that makes this home truly special. Conveniently located near walking and biking trails, as well as shopping, dining, entertainment, and major roadways, this home offers easy access throughout Central Florida. Located within a highly sought-after school zone with A-rated schools, this home provides an exceptional opportunity to enjoy one of the area's most desirable communities. Experience the beauty of water-view living and schedule your private showing today.

Listing is courtesy of: UNIONE REALTY INC (407-808-9080)

Listing Agent: Kyle Li (407-808-9080)

Remarks: Located in a highly desirable Windermere-area school district, this beautiful home features a conservation-view backyard and a playground directly in front of the property. The first floor features tile floor throughout for easy maintenance, while all bedrooms are on the second floor. A spacious loft upstairs provides the perfect space for relaxation, entertainment, or a home office. Conveniently located near Windermere High School, shopping, dining, and Walt Disney World, this home combines comfort with accessibility. Enjoy nightly Disney fireworks from the privacy of your backyard. Lawn service is included in the rent.

Listing is courtesy of: JOY ESTATE ENTERPRISE INC (321-754-9131)

Listing Agent: Liu Zhang (917-892-2868)

Remarks: Welcome to your dream home in a beautiful cul-de-sac, nestled in a secure, gated community and zoned for top-rated Windermere schools. This fully remodeled, move-in-ready home offers 5 spacious bedrooms plus a large bonus area on the second floor, complete with a half bath. The upgraded chef’s kitchen boasts all new appliances, perfect for entertaining. Relax in your private resort-style pool, or enjoy the convenience of lawn maintenance, pool service, and pest control—all included in the rent. Plus, you’re just minutes from Disney, major highways, and a variety of shops and restaurants. This is the perfect place to call home!

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

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

Remarks: FOR RENT | Luxury 5-Bedroom Home with Private In-Law Suite in Windermere Welcome to this beautifully updated 5-bedroom, 4-bathroom residence offering 3,365 square feet of elegant living space in one of Windermere’s most desirable communities. This exceptional two-story home has been thoughtfully upgraded with a brand-new roof, two new HVAC systems, updated flooring, fresh paint, and a renovated chef’s kitchen, creating the perfect blend of luxury, comfort, and functionality. Step through the impressive leaded-glass entry doors into a grand foyer with soaring cathedral ceilings and an inviting open layout. The thoughtfully designed three-way split floor plan features hardwood floors, tray ceilings, crown molding, formal living and dining areas, and abundant natural light throughout. The gourmet kitchen is the heart of the home, showcasing granite countertops and backsplash, stainless steel appliances, a large center island with storage, breakfast bar seating, and ample space for entertaining. The spacious primary suite offers private access to the screened lanai and features a luxurious bathroom with dual vanities, a garden tub, walk-in shower, and oversized walk-in closet. One of the home's most desirable features is the private upstairs In-Law Suite, complete with its own bedroom, full bathroom, living area, and dedicated HVAC system—perfect for guests, multigenerational living, a home office, or private retreat. Additional features include: ? 3-Car Garage ? Indoor Laundry Room with Utility Sink ? Screened Covered Patio ? View Disney Fireworks from Home ? Community Pool, Playground & Dog Park ? Top-Rated Schools Including Windermere Prep Nearby ? Minutes to Winter Garden Village, Disney, 429 Expressway, Butler Chain of Lakes, Shopping, Dining & Entertainment This home offers the ultimate Florida lifestyle with space, privacy, and an unbeatable location. Available for immediate occupancy. Schedule your private showing today and discover why this Windermere home is truly one of a kind.

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

Listing Agent: Patricia Zimath, Llc (321-318-1050)

Remarks: Looking for seclusion? One plus acre waterfront. No HOA. Adorable, clean available June 1st. Bring your boat, RV, pets. Quiet treed drive located near the Town of Windermere. Complete with stainless appliances, washer, dryer. Large screened porch. Tile floors throughout. Decorative fireplace in family room. Room to Breathe!! Check it out today. For Application: https://apply.link/rhwVwSc

Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)

Listing Agent: Judy Black (407-810-1803)

Remarks: Mediterranean style property with five bedrooms, four and a half bathrooms on two floors in gated community. New flooring. One of the bedrooms is on the first floor next to a full bathroom, making it ideal to function as an office or guest suite. The remaining bedrooms are on the second floor with the master bedroom has crown molding and a huge walk-in closet. Fully equipped kitchen with granite countertops, stainless steel appliances, and wait, yes, a gas range! To top it all off, it comes with a washer and dryer. The community has a swimming pool, tennis, basketball, sand volleyball, children's play area and weight room. You really must see this property to fully appreciate it. It is professionally managed, and rent includes lawn care, so this is worry-free living. Hurry and schedule a showing, this won't last, and you won't want to miss out. Please see the attached files.

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

Listing Agent: Charles Woolley (407-733-8665)

Remarks: Single family home with 4 bedrooms and 3 full bathrooms in desirable Lakes of Windermere Peachtree subdivision. This is quaint community convenient to Disney attractions for work or play and is gated and zoned for Windermere High School. Available just in time for the new school year. Located on a scenic pond w conservation area view, with no rear neighbors and uninhibited views of the attractions' fireworks display, this property offers privacy and living at its finest. It was recently painted and is ready for occupancy. A second story guest suite, granite counter tops, full appliance package, including washer and dryer will make you the envy of your social circle. You will enjoy peace of mind knowing that rent includes lawn care and the property is professionally managed. Hurry and make an appointment to view, as this will not last.

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

Listing Agent: Charles Woolley (407-733-8665)

Remarks: GOLF FRONT!! Beautiful 4-Bed, 3-Bath Home for Rent in the Exclusive Keene’s Pointe Golf Community Nestled in the sought-after and secure gated community of Keene’s Pointe, this stunning single-story home offers a rare opportunity to live in a neighborhood renowned for its strong sense of community and premium amenities. Community Features: • Gated with 24/7 Manned Security: Peace of mind and privacy. • Convenient Amenities: Enjoy access to an on-site restaurant, fitness center, tennis courts, and more—all just a short distance from your doorstep. Property Highlights: • Prime Location: Backing onto the driving range, enjoy serene views of practicing golfers without worrying about stray golf balls. Evenings are quiet and peaceful. • Backyard Oasis: The screened-in pool and spa, complete with heating, create a perfect space for relaxation. A fully equipped summer kitchen adds to the charm for outdoor entertaining. • Spacious Layout: Inside, the home features 4 generously sized bedrooms and a well-designed kitchen with top-of-the-line GE appliances. • Freshly Painted: The interior was recently refreshed in December, offering a clean and inviting atmosphere. • All solid f looring throughout. IAmple Garage Space: A 3-car garage includes a dedicated space for your golf cart. Added Value: • Yard maintenance, pool service, and pest control are included in the rental, providing a relaxed lifestyle. Don’t miss this incredible opportunity to call Keene’s Pointe your home.

Listing is courtesy of: WINDERMERE INTERNATIONAL REALTY (407-421-6241)

Listing Agent: Hans Welbergen (407-701-6814)

Remarks: 1X1 above garage apartment! Electricity & water included!! MOVE IN NOW!! 1x1 apartment above garage offers - 380 sq ft of living space under AC with private entrance. Wonderful full kitchen, full bath, spacious living area, and 1 private bedroom. Washer & dryer in laundry closet. Garage/apartment is detached from the main house. Tenants renting garage apartment will utilize street parking. (Garage parking & driveway parking area is designated to main house tenant's ) Easy access to shopping, dinning, and major highways!! Within an approximate 15 min drive to Disney parks! Lawn care HOA responsibility. Renters insurance required. -Garage apartment is rented separately and not included as part of the rental of main house.- -Water & electricity shared by main house and garage apartment. In the event total power & water exceeds $400.00 on any particular month, each tenant/unit will pay overage proportionally based on the average of # of occupants & square footage under AC.- Tenant is responsible for obtaining/paying for internet & or cable.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Joanne Bracero (407-399-8469)

Remarks: AVAILABLE ON JULY 3RD. TENANT OCCUPIED UNTIL JUNE 30TH. Welcome to 13527 Misarden Lane, a beautiful 4-bedroom, 3-bathroom single-family home offering 2,190 sq ft of thoughtfully designed living space. Located one of Central Florida’s most desirable communities, this home is just minutes from Horizon West, fine dining and shopping, and Disney’s employee parking area. The home features a spacious open-concept floor plan, ideal for modern living and entertaining. The upgraded kitchen is equipped with stainless steel appliances and seamlessly connects to the dining and living areas. Laminate flooring throughout both living rooms and all bedrooms adds both elegance and durability. The kitchen, laundry room, and bathroom downstairs have been updated with contemporary finishes, while the primary suite offers a spa-like bathroom with a soaking tub and separate shower. Upstairs, an additional ensuite bedroom provides added privacy - perfect for guests or a teenager. Situated in the gated community - The Preserve at The Lakes of Windermere - residents enjoy access to scenic walking trails, a community pool, and a playground. Don’t miss this opportunity to live in the City of Windermere, known for its charm, safety, and convenient access to top-rated schools, shopping, dining, and world-class attractions. Rent includes lawn care. Schedule your showing today!

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Lucas Luiz (407-728-2779)

Remarks: RECENTLY RENOVATED within the gates of Isleworth Golf and Country Club on a lovely cul-de-sac, you will discover this Golf Villa, boasting over 3,500 square feet of space. With 3 bedrooms plus an office, which could easily be used as a 4th bedroom, this charming villa has a spacious master suite with a garden view step-down shower, a notable kitchen with breakfast nook, formal dining room, and living room with a gas fireplace. Enjoy the outside grill area and large fenced-in yard. The home has an oversize 2 car garage with a golf cart entrance for those golf enthusiasts.

Listing is courtesy of: ISLEWORTH REALTY LLC (407-909-9000)

Listing Agent: Michelle Corbin (407-491-2690)

Remarks: WATER & ELECTRIC INCLUDED!! MOVE IN JUNE!! Welcome home! 3X2.5 bath 2 story main house 2000 sq ft!! Spacious living area! Perfect for entertaining as it opens to the amazing kitchen that featuring elegant 42" cabinets with beautiful Corian countertops. Elegant French doors in the living room lead to the beautiful view of the courtyard in back. All bedrooms are on the 2nd floor! Primary suite has inviting garden tub, walk-in shower, and an enormous walk-in closet as well as separate vanities!! washer/dryer hookups in utility room as well. A/C, water heater and washer & dryer are new. Resort-style amenities such as exercise room, clubhouse, pool, tennis courts, basketball courts, volleyball/beach area, and a tranquil dock area with amazing views. Easy access to shopping, dinning, and major highways!! Within an approximate 15 min drive to Disney parks! Water and electricity included! Lawn care HOA responsibility. -Garage apartment is rented separately and not included as part of the rental of main house.- -Water & electricity shared by main house and garage apartment. In the event total power & water exceeds $500.00 on any particular month, each tenant/unit will pay overage proportionally based on the average of # of occupants & square footage under AC.- (1x1 garage apartment rented separately but owner will consider renting all on one lease with main house if you are interested (rental price to include main house and 1x1 garage apartment would be negotiated) - 1x1 apartment above garage offers - 380 sq ft of living space under AC with private entrance. Wonderful full kitchen, full bath, spacious living area, and 1 private bedroom- ideal for guests, extended family, office space etc. )

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Joanne Bracero (407-399-8469)

Remarks: Beautiful 3 bedroom, 2 bathroom single family home located in Windermere. Great kitchen with stainless steal appliances, Master bedroom has large walk in closet. Master bathroom offers dual vanities, soak tub, and separate walk in shower. All rooms are spacious and have laminate floor. A+ rated schools located just minutes from shopping, dining, golfing, and much more. MUST SEE!!

Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)

Listing Agent: Isabel Sirizzotti (407-361-8236)

Remarks: Welcome to Waterstone Windermere, with tranquil living and charm, this area boasts connecting lakes, ideal for boating and walking. this property consist of 5 bedrooms, 5 full bathrooms and 2 half baths. it’s 10-15 mins drive from Disney many restaurants and bars, Reputable schools and many other features.

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-299-3000)

Listing Agent: Kimroy Mussington (407-299-3000)

Remarks: Available on AUGUST 1, 2026. Move in and enjoy from day one. Inside exclusive 24-hour guard-gated Reserve at Belmere — one of Windermere's most desirable communities. Thr Estate offers over 4,000 square feet of living space. 6 bedrooms, 4.5 bathrooms, a dedicated home office with French doors, and a generous bonus room that's perfect as a playroom, home theater, or game room, there's space here for everyone — whether you're working from home, raising a family, or hosting guests in style. The gourmet kitchen is the true heart of this home, featuring a gas cooktop, double ovens, granite countertops, a breakfast bar, and a sunny breakfast nook. It flows seamlessly into a warm, inviting family room with a fireplace. The downstairs primary suite is your personal retreat, complete with serene pool views and a spa-inspired bath featuring a jacuzzi tub, walk-in shower, and dual vanities. Upstairs, four additional bedrooms — including a convenient Jack-and-Jill configuration — offer flexibility and privacy for family and guests alike. Step outside to a beautifully appointed outdoor living space with a large paved patio, outside full bathroom, summer kitchen. Take advantage of community amenities: fitness center with water views, two tennis courts & basketball courts, volleyball court, and fishing pier. The Reserve at Belmere delivers peace of mind alongside unmatched prestige. Call leasing agent to schedule private tour.

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

Listing Agent: Yana Ogor (904-400-4192)

Remarks: Windermere Home, Backs Up To Wooded Area! This spacious and beautifully maintained 4-bedroom, 3.5-bathroom home offers 2,632 square feet of living space and backs up to a serene, wooded area, providing privacy and scenic views. Freshly painted throughout, the home features a modern kitchen with granite countertops, stainless steel appliances, and ample cabinet space. Enjoy a formal dining room, generously sized bedrooms, and a convenient second-floor laundry room equipped with a front-load washer and dryer. Additional features include a three-car garage, community pool, and playground. Lawncare Included! Sorry, No Roommates & No Pets Allowed!! Application Fee: $50/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 & Pay Stubs (3)**

Listing is courtesy of: PREMIER MANAGEMENT GROUP INC (407-370-4400)

Listing Agent: Ken Warren (407-370-4400)

Remarks: Explore luxurious living in this modern Keenes Pointe rental home, seamlessly blending elegance and comfort. Embrace the picturesque views of the golf course from your backyard. Recently updated with tasteful tile throughout, the interior boasts three bedrooms on the first floor, including a master suite and a spacious office. The second floor features a large bedroom with balcony. Note: The virtual tour was produced before we installed the closet in the upstairs bedroom. See picture of upstairs bedroom.

Listing is courtesy of: WINDERMERE INTERNATIONAL REALTY (407-421-6241)

Listing Agent: Hans Welbergen (407-701-6814)

Remarks: 3-bedroom, 2.5-bath single family pool home in Lakes of Windermere community. Spacious layout with separate living, dining, and bonus room. The kitchen features a breakfast bar, which is open to the formal dining and dinette areas that overlook the pool/patio. Pool deck/patio is fully screened, and pool service is included. Washer/Dryer are located in the interior laundry room, leading to a two-car garage. There is a total of 2,790 square feet, and 2,229 square feet under air. Community amenities include a pool, picnic area, tennis court, and playground. All information is deemed reliable, but not guaranteed. Listing Brokerage does not discriminate on the basis of race, color, religion, national origin, sex, disability or familial status. All residents are enrolled in the Resident Benefits Package (RBP) for $50.00/month as additional rent, which includes renters insurance, credit building to help boost your credit score with timely rent payments, our best-in-class resident rewards program, $1M Identity Protection, move-in concierge service making utility connection and home service setup a breeze during your move-in, online resident portal for easy online rent payments & maintenance reporting, HVAC air filter delivery (for applicable properties), and much more! More details available upon application.

Listing is courtesy of: WILSON MANAGEMENT GROUP (407-896-1200)

Listing Agent: Lionel Hebert (407-641-0975)

Remarks: Beautiful private studio apartment featuring an independent entrance and modern finishes. This unit includes a refrigerator, kitchen area, microwave, electric cooktop, washer and dryer. All appliances are practically brand new with less than 4 months of use. Enjoy the comfort of an independent central A/C and heating system. Perfect for 1–2 occupants looking for a clean, comfortable, and convenient place to call home.Monthly rent includes utilities. Located in the desirable Windermere area, close to shopping, dining, and major roads.

Listing is courtesy of: MELIN REALTY LLC (407-683-8713)

Listing Agent: Stefany De Faria (407-276-0318)