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Windermere, FL Homes for Rent

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  • /32

    $3,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,855 Sq Ft
    • House for Rent

    3636 Lake Buynak Rd, Windermere, FL 34786

    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:

    Agent Photo

    Judy Black

    UPSIDE REAL ESTATE INC

    (689) 329-3220

    3636 Lake Buynak Rd, Windermere, FL 34786
  • /43

    Starting at $1,785 Per Month

    • 1 - 3 Beds

    7826 Crosswater Trail, Windermere, FL 34786

    TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Discover resort-style living at MAA Crosswater in Windermere, FL. Garden tubs, double vanity sinks, and washer/dryer units are featured in these one-, two-, and three-bedroom apartment homes. Admire the lake view from our sparkling swimming pool and cabana, or dig your toes in the sand \"beach\" lounging area.

    MAA Crosswater

    (689) 407-5674

    7826 Crosswater Trail, Windermere, FL 34786
  • /24

    $2,150 Per Month

    • 2 Beds
    • 2 Baths
    • 1,161 Sq Ft
    • Condo for Rent

    11564 Mizzon Dr Unit 109, Windermere, FL 34786

    Beautiful ground floor unit in the Lakes of Windermere! This unit features 2 bedrooms, 2 bathrooms, ceramic tile flooring throughout and elegant crown molding in the living areas. The kitchen is complete with granite countertops, a breakfast bar and pantry. There is a separate dining area and living room that leads to the large screened in porch. The split floor plan allows privacy, and each

    Agent Photo

    Nicholas Wild

    GATE PROPERTIES & MANAGEMENT INC

    (689) 946-0298

    11564 Mizzon Dr Unit 109, Windermere, FL 34786
  • /117

    Starting at $1,766

    Total Monthly Price

    • 1 - 3 Beds

    6506 San Francesco Way, Windermere, FL 34786

    A beautiful community with luxury one, two and three-bedroom apartment homes with a Mediterranean flair.We invite you to transport yourself to an upgraded level of luxury right at your front door. Every finish is hand-selected with the finest touch to make every day surpass the next. Our elegant, resort-inspired amenities have a level of sophistication you'll find awe-inspiring day and night.

    Venetian Isle

    (689) 600-3104

    6506 San Francesco Way, Windermere, FL 34786
  • /91

    Starting at $1,697 Per Month

    • 1 - 3 Beds

    13644 Tortona Ln, Windermere, FL 34786

    Addison At Windermere is located at 13644 Tortona Lane Windermere, FL and is managed by GrayCo Properties, LLC, a reputable property management company. Addison At Windermere offers 1 to 3 bedroom apartments ranging in size from 592 to 1508 sq.ft. Amenities include Microwave and more. This rental community is pet friendly, welcoming both cats and dogs. Property is located in the 34786 ZIP code.

    Addison At Windermere

    (689) 600-3552

    13644 Tortona Ln, Windermere, FL 34786
  • /87

    Starting at $1,945 Per Month

    • 1 - 2 Beds

    1231 Arya Way, Ocoee, FL 34761

    Discover refined active adult living at Arya at Windermere, a premier 55+ community offering luxury and vibrancy of Windermere. Our spacious one- and two-bedroom residences feature impressive finishes and thoughtful designs that elevate everyday living. Residents enjoy resort-style amenities including a massage room, steam room, and a host of social and wellness opportunities in a pet-friendly

    Arya at Windermere

    (689) 600-1108

    1231 Arya Way, Ocoee, FL 34761
  • /51

    Starting at $1,585 Per Month

    • 1 - 3 Beds

    11353 Citra Cir, Windermere, FL 34786

    Experience the finest apartments in Windermere, Florida at The Citra at Windermere. Our apartment community offers a variety of distinctive one, two, and three bedroom apartment homes. Conveniently located, Citra at Windermere is walking distance to shopping, restaurants and entertainment. In addition, we are located within some of the top rated schools in Orange county, including Bay

    Citra at Windermere

    (689) 600-2081

    11353 Citra Cir, Windermere, FL 34786
  • /25

    Starting at $1,785

    Total Monthly Price

    • 1 - 3 Beds

    101 Casa Mirella Way, Windermere, FL 34786

    Welcome to Casa Mirella Apartments, where lakeside living meets luxury in the heart of Windermere, FL. Enjoy sunny Florida days by the resort-style swimming pool, stay active in the fully equipped fitness center, or relax with friends at the picnic area with outdoor grills. Your furry friend will love the dog park at our luxury apartments in Windermere, FL, and you’ll appreciate the peace of mind

    Casa Mirella

    (689) 407-8119

    101 Casa Mirella Way, Windermere, FL 34786
  • /35

    Starting at $1,463 Per Month

    • 1 - 3 Beds

    11598 Lachlan Ln, Windermere, FL 34786

    TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Call MAA Windermere home in Windermere, FL. Our one-, two-, and three-bedroom apartment homes have all of the modern conveniences you're looking for. Select apartments feature spacious showers, double vanities, and soaking tubs. All units come with a washer/dryer and lots of natural light. Enjoy an expansive

    MAA Windermere

    (689) 407-5825

    11598 Lachlan Ln, Windermere, FL 34786
  • /20

    $3,285 Per Month

    • 4 Beds
    • 3 Baths
    • 2,343 Sq Ft
    • House for Rent

    8479 Greenbank Blvd, Windermere, FL 34786

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3429.90. That covers your base rent, $3285.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    (407) 904-4993

    8479 Greenbank Blvd, Windermere, FL 34786
  • /19

    $2,000 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    804 Oakdale St Unit Suite, Windermere, FL 34786

    Property Id: 1261847Your Apartment: Private entrance, attached off side of main house. No shared living space. Washer & dryer in unit. Loft-style set-up with bedroom and full bathroom upstairs. Queen size memory foam bed. Walk-in shower.Living area, work space, and kitchenette downstairs. Access to large Mediterranean style pool (w/ fully enclosed lanai). Fenced side and back

    (689) 600-1263

    804 Oakdale St Unit Suite, Windermere, FL 34786
  • /10

    $2,500

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 1,756 Sq Ft
    • Townhouse for Rent

    13309 Gorgona Isle Dr, Windermere, FL 34786

    The house was built in 2020 located in a safe and beautiful neighborhood in Windermere. You can see the Disney Magic Kingdom Fireworks from the house window every night. The house is within 20 min drive to all the Disney parks and Disney Springs. The house is also within 15 min drive to different grocery stores including Walmart and Publix. The house is also close to shopping centers

    13309 Gorgona Isle Dr, Windermere, FL 34786
  • /19

    $2,495

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,422 Sq Ft
    • Condo for Rent

    11565 Mizzon Dr Unit 828, Windermere, FL 34786

    Top-Floor Condo in Lakeside at Lakes of WindermereOptional furnished setup packages available upon requestEnjoy resort-style living in one of Windermere's most desirable communities. This beautifully updated 3-bedroom, 2-bath top-floor condo offers privacy, comfort, and convenience just minutes from Disney, shopping, dining, and major highways.Located on the top floor with

    11565 Mizzon Dr Unit 828, Windermere, FL 34786
  • /58

    $3,900 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,696 Sq Ft
    • House for Rent

    13544 Riggs Way, Windermere, FL 34786

    Welcome to this beautifully updated home in the highly desirable Enclave at Berkshire Park in Windermere. Situated on an oversized corner lot of approximately .25 acres, this spacious residence offers the perfect combination of comfort, functionality, and curb appeal. Recently refreshed with brand-new interior paint and new carpet throughout, the home also features a newer roof and a spacious

    Evan Caulfield STOCKWORTH REALTY GROUP

    13544 Riggs Way, Windermere, FL 34786
  • /26

    $1,399 Per Month

    • 1 Bed
    • 1 Bath
    • 320 Sq Ft
    • MOVE IN MAY-Water & electricity included 1x1 above garage apartment!! Full kitchen & bathroom!! W...

    14252 Confetti Dr, Windermere, FL 34786

    1X1 above garage apartment! Electricity & water included!! MOVE IN MAY!! Call or text Joanne Bracero to schedule a tour! 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

    14252 Confetti Dr, Windermere, FL 34786
  • /43

    $8,999 Per Month

    • 3 Beds
    • 3 Baths
    • 3,255 Sq Ft
    • House for Rent

    5243 W Lake Butler Rd, Windermere, FL 34786

    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

    Steve Simpson 407 PROPERTIES

    5243 W Lake Butler Rd, Windermere, FL 34786
  • /15

    $2,100 Per Month

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • Townhouse for Rent

    8256 Maritime Flag St, Windermere, FL 34786

    3 Bedroom 2 Bath First Floor Condo in the gated community of Lakeside at Windermere. Large open Floor plan with Dinning Room, Family Room and Kitchen. Screened in patio. Master Bedroom has attached Bathroom with double vanity, large soaking tub and walk in closet. Club House with Fitness Center, 2 Pools, Sand Volleyball Court and outdoor BBQ areas. 2 Additional Bedrooms with large closets share a

    8256 Maritime Flag St, Windermere, FL 34786
  • /47

    $4,000 Per Month

    • 5 Beds
    • 3.5 Baths
    • 3,472 Sq Ft
    • House for Rent

    13272 Penshurst Ln, Windermere, FL 34786

    5 bedroom, 3 bath home nestled in the community of Windermere Sound. Located near schools, parks, shopping and more, this home is waiting for you! A Large house like this, is sure not to last long.

    Donny Hang Fung BLUEHOUSE REALTY GROUP LLC

    13272 Penshurst Ln, Windermere, FL 34786
  • /20

    $2,595 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,647 Sq Ft
    • 14169-101 Oasis Cove Blvd.

    14169 Oasis Cove Blvd, Windermere, FL 34786

    FANTASTIC Corner Townhouse next to pool and playground. Gated community of Oasis Cove! Great for Disney cast members/execs. 3 bedroom and 2.5 bath/2 car attached garage with screened patio, and relaxing water views. First floor Master bedroom and bathroom, with upgraded finishes and a large walk in closet. Two additional bedrooms, plus a loft area upstairs along with the laundry room.

    14169 Oasis Cove Blvd, Windermere, FL 34786
  • /31

    $2,400 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,028 Sq Ft
    • Townhouse for Rent

    8140 Serenity Spring Dr, Windermere, FL 34786

    Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome located in the highly desirable Oasis Cove community. This spacious residence offers a thoughtfully designed layout, featuring a convenient first-floor master retreat complete with a generous walk-in closet and a private en-suite bath for added comfort and privacy. The main living area showcases an open-concept design with

    Rose Sepulveda-Morales WATSON REALTY CORP.

    8140 Serenity Spring Dr, Windermere, FL 34786
  • /12

    $3,000 Per Month

    • 3 Beds
    • 2 Baths
    • 2,321 Sq Ft
    • 3 Bedroom 2 Bathroom Home with large loft / bonus room at Windstone in Windermere!!

    6795 Trellis Vine Loop, Windermere, FL 34786

    This home at Windstone is an attractive two-story home with three bedrooms, two baths, and a two-car garage. It has been designed with a spacious, open area connecting the kitchen with the great room, creating an ideal place for entertaining. The kitchen features and oversized island and a large, walk-in pantry for added storage. All bedrooms and main living areas are on the first floor, for

    6795 Trellis Vine Loop, Windermere, FL 34786
  • /22

    $2,750 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,743 Sq Ft
    • Townhouse for Rent

    7652 Ripplepointe Way, Windermere, FL 34786

    Beautiful Windermere townhome for rent in the highly desirable Lake Burden South community. This spacious end-unit offers a bright and open layout featuring a Living Room, Dining Room, Eat-In Kitchen, and plenty of comfortable living space. The fully equipped upgraded kitchen includes granite countertops, a center island, stainless steel appliances, ample wood cabinetry, and generous storage

    Rodriguez Anamaris ADVANCE REALTY & MANAGEMENT LLC

    7652 Ripplepointe Way, Windermere, FL 34786
  • /22

    $2,649 Per Month

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • House for Rent

    4205 Blue Major Dr, Windermere, FL 34786

    Presenting a stunning 3-bedroom, 2-bathroom residence nestled in the coveted Summerport neighborhood of Windermere . This immaculate home combines modern comfort with timeless elegance, providing an ideal living experience.The property boasts proximity to excellent A-rated schools, making it an ideal choice for families seeking quality education within convenient walking or biking

    4205 Blue Major Dr, Windermere, FL 34786
  • /42

    $15,950 Per Month

    • 6 Beds
    • 8 Baths
    • 6,881 Sq Ft
    • House for Rent

    3999 Isabella Cir, Windermere, FL 34786

    Exquisite Luxury Retreat in Prime Windermere Location Welcome to 3999 Isabella Cir, an architectural masterpiece nestled within the prestigious community of Casabella at Windermere, FL. This opulent estate is a true embodiment of refined living, offering a harmonious blend of elegant design, impeccable craftsmanship, and unparalleled comfort. Situated on an expansive half acre lot, this

    Lucas DeSouza DELUCA REAL ESTATE SERVICES CORP

    3999 Isabella Cir, Windermere, FL 34786
  • /10

    $2,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,460 Sq Ft
    • House for Rent

    8265 Maritime Flag St, Windermere, FL 34786

    Now Leasing: 3BR/2.5BA Townhome in Amenity-Rich Lakeside Community - Just Minutes from Disney!This beautiful 3-bedroom, 2.5-bath townhome is officially on the market and won't last long. Located in the highly desirable, amenity-rich Lakeside community, this gated property offers the perfect blend of comfort, convenience, and lifestyle.The monthly rent includes water and access to

    8265 Maritime Flag St, Windermere, FL 34786
  • /21

    $14,000 Per Month

    • 5 Beds
    • 5.5 Baths
    • 5,507 Sq Ft
    • House for Rent

    4326 Isabella Cir, Windermere, FL 34786

    Welcome to your private luxury retreat in the exclusive gated community of Casabella in Windermere. This exceptional fully furnished estate offers over 5,400 square feet of thoughtfully designed living space, featuring 5 bedrooms, 5.5 bathrooms, and a 3-car garage—perfectly blending elegance, comfort, and functionality. From the moment you arrive, the circular driveway and lush, manicured

    Timothy Schmidt RIGHTHOUSE REALTY LLC

    4326 Isabella Cir, Windermere, FL 34786
  • /24

    $2,900 Per Month

    • 4 Beds
    • 3 Baths
    • 2,362 Sq Ft
    • Elegant 4-bedroom 3-bathroom Home in Windermere

    4835 Blue Major Dr, Windermere, FL 34786

    Discover refined Florida living in this elegant 4-bed, 3-bath home ( 2,362 sq ft) in Windermere. Built in 2005 on a nearly 8,000 sq ft lot, this residence features hardwood flooring, a detached 2-car garage, and an open, sunlit floor plan. Nestled in the highly desirable 34786 zip code, it offers both the charm of suburban tranquility and the convenience of top-rated nearby schools. Your

    4835 Blue Major Dr, Windermere, FL 34786
  • /27

    $2,750 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,547 Sq Ft
    • Townhouse for Rent

    9031 Legado Dr, Windermere, FL 34786

    Beautiful two-story home with stunning lake views in the desirable Legado community! This well-maintained residence features 3 spacious bedrooms, 2 full bathrooms, and 1 half bath, offering comfort and functionality in an excellent location. Enjoy a charming front entry with a landscaped garden and a private outdoor space overlooking the lake — perfect for relaxing and enjoying the view. The home

    Moniele Coelho WRA BUSINESS & REAL ESTATE

    9031 Legado Dr, Windermere, FL 34786
  • /30

    $2,400 Per Month

    • 3 Beds
    • 2 Baths
    • 1,332 Sq Ft
    • Condo for rent

    8277 Maritime Flag St Unit 1315, Windermere, FL 34786

    Lakeside At Lakes Of Windermere Community: 3/2 condo for rent located in the desirable Windermere, Florida area. This beautifully maintained second-floor condo offers 3 spacious bedrooms and 2 full bathrooms, providing plenty of room for comfortable living. The open-concept layout features a bright and airy living space, perfect for relaxing or entertaining. The kitchen is

    8277 Maritime Flag St Unit 1315, Windermere, FL 34786
  • /45

    $2,595 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,203 Sq Ft
    • House for Rent

    13040 Overstreet Rd, Windermere, FL 34786

    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

    Amanda Yuan MULTI CHOICE REALTY LLC

    13040 Overstreet Rd, Windermere, FL 34786
  • /13

    $2,495 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,428 Sq Ft
    • House for Rent

    12982 Kegan St, Windermere, FL 34786

    TOWNHOUSE - Beautiful 3 bed/2.5 bath/2 car garage. Enjoy the beauty of nature in the park across the street. Fenced courtyard with screen enclosure. Lots of upgrades!! Hardwood floors!! MUST SEE!!

    12982 Kegan St, Windermere, FL 34786
  • /39

    $2,600 Per Month

    • 3 Beds
    • 2 Baths
    • 1,706 Sq Ft
    • Townhouse for Rent

    5513 Somersby Rd, Windermere, FL 34786

    Available June 10, 2026! Schedule a showing for this charming 3 bed 2 bath with a loft today!2 car garage and wonderfully maintained!Located in the beautiful town of Windermere in SummerPort; this community features lake access, beautiful tree lined streets, fitness center, playground, pool, tennis courts, basketball courts, park and clubhouse!Lawn care included in rent.Tenant

    Jennifer Linton METRO CITY REALTY

    5513 Somersby Rd, Windermere, FL 34786
  • /26

    $2,600 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft
    • Lake Sawyer - Luxury 3/2.5 Condo

    12722 Salomon Cove Dr, Windermere, FL 34786

    3 Bed | 2.5 Bath | 2-Car Garage Townhome in Lake Sawyer, Windermere, FLBeautiful townhouse built in 2010 with courtyard and detached 2 car garage in Windermere. The home has a large front porch with double doors into the kitchen and eat-in area. The great room has double french doors to the courtyard with a half bath downstairs.The kitchen with granite countertops, wood cabinetry,

    12722 Salomon Cove Dr, Windermere, FL 34786
  • /27

    $3,100 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,970 Sq Ft
    • House for Rent

    12784 Garridan Ave, Windermere, FL 34786

    Stunning Beautiful Upgraded home in the desirable Wickham Park community in heart of Windermere. NO carpet. Perfect location. Top rated schools. Rent includes hoa fee and lawncare. Well-maintained 4 bedroom & 2.5 bath & 1 loft/retreat upstairs & 2 car garage on front. Sizable back yard with extended pave. Open floor plan with lots of upgrades. Great natural light in the whole house. Master

    Jacky Liu YORK MILLS REALTY LLC

    12784 Garridan Ave, Windermere, FL 34786
  • /4

    $2,100 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,250 Sq Ft
    • Townhouse for Rent

    13014 Langstaff Dr, Windermere, FL 34786

    Beautiful 2 bed 2.5 Bath Townhouse, Living Room Area, Breakfast Area. Make an Offer! Apply Today!MORE PHOTOS COMING SOON!If you would like to view this home, and TO SCHEDULE A SHOWING PLEASE EMAIL US AT FOR AVAILABLE SHOW TIMES. Please send us your Name, Phone Contact and Email Address. All Showings are done on Monday thru Friday between 10am & 4pm.HOW TO APPLY: All adult

    13014 Langstaff Dr, Windermere, FL 34786
  • /20

    $2,700 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,617 Sq Ft
    • Townhouse for Rent

    12825 Gracehill Ln, Windermere, FL 34786

    Beautiful 3 bedroom / 2.5 bathroom two story Townhome in Windermere Sound! Kitchen with Stainless Steel Appliances. Community amenities included HOA, Swimming Pool, Tennis Court, Tot Lot, Cabana, swimming pool and a playground.

    Jesus Diaz THOMAS LYNNE REALTY GROUP LLC

    12825 Gracehill Ln, Windermere, FL 34786
  • /11

    $7,500 Per Month

    • 6 Beds
    • 4 Baths
    • 3,916 Sq Ft
    • House for Rent

    3302 Butler Bay Dr N, Windermere, FL 34786

    Welcome home to this stunning two-story custom estate located in one of Orlando’s most sought-after communities, The Windermere Club. Set on over an acre and surrounded by natural landscape, this home offers exceptional privacy and space. An expansive driveway and impressive elevation lead to a grand foyer with a spiral staircase, formal dining room, and pass-through fireplace. The fully

    3302 Butler Bay Dr N, Windermere, FL 34786
  • /48

    $2,900 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,638 Sq Ft
    • Condo for Rent

    14200 Oasis Cove Blvd Unit 3301, Windermere, FL 34786

    Amazing opportunity to live in the exclusive and highly desirable Windermere area! This stunning corner townhouse in the sought-after gated community of Oasis Cove features 4 spacious bedrooms and 2.5 bathrooms, offering an abundance of natural light and a functional layout. The home boasts a beautiful lake view that provides a serene backdrop for daily living, complemented by a private fenced

    Carola Garcia De Montenegro AGENT TRUST REALTY CORPORATION

    14200 Oasis Cove Blvd Unit 3301, Windermere, FL 34786
  • /21

    $2,150 Per Month

    • 2 Beds
    • 2 Baths
    • Beautiful ground floor unit in the Lakes of Windermere!

    11564 Mizzon Dr Unit 902, Windermere, FL 34786

    Beautiful ground floor unit in the Lakes of Windermere! This unit features 2 bedrooms, 2 bathrooms, ceramic tile flooring throughout and elegant crown molding in the living areas. The kitchen is complete with granite countertops, a breakfast bar and pantry. There is a separate dining area and living room that leads to the large screened in porch. The split floor plan allows privacy, and each

    11564 Mizzon Dr Unit 902, Windermere, FL 34786
  • /31

    $12,500 Per Month

    • 3 Beds
    • 3 Baths
    • 3,535 Sq Ft
    • House for Rent

    9701 Lake Isleworth Ct, Windermere, FL 34786

    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

    Michelle Corbin ISLEWORTH REALTY LLC

    9701 Lake Isleworth Ct, Windermere, FL 34786

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Why Live in Windermere

Windermere, Florida, is a small town known for its Old Florida charm and scenic setting on the Butler Chain of Lakes. It celebrated its centennial in 2025, and features quiet, walkable streets shaded by loblolly pines and live oaks draped with Spanish moss. The community is family-friendly, with highly rated public and private schools, including Windermere Elementary, Bridgewater Middle, Windermere High and Windermere Preparatory Academy. Windermere is composed of multiple subdivisions, many gated, with homes ranging from Mediterranean and French Provincial estates in Isleworth to Colonial Revivals and Contemporary styles in other developments. Townhomes and condos are also available in communities like Lake Burden and the Lakes of Windermere. The town offers various amenities, including the Windermere Recreation Center, Town Square Park, and private clubs like Isleworth Golf & Country Club. Residents enjoy local events such as the Windermere Wine & Dine and the weekly Windermere Farmer’s Market. Main Street features locally owned shops and dining options, while the nearby Grove shopping center and Dr. Phillips Restaurant Row provide additional choices. Windermere is conveniently located less than 15 miles from Orlando’s major attractions, hospitals, and about 25 miles from Orlando International Airport.

Frequently Asked Questions

How much does it cost to rent a home in Windermere, FL?
The median rent for a home in Windermere, FL is $2,850 per month, though prices vary by neighborhood, size, and property type. As of May 2026, condos tend to be the most affordable option while townhouses and single-family homes are currently more expensive.
How much do you need to make to afford rent in Windermere, FL?
To comfortably afford the median rent in Windermere, FL, a household needs to earn roughly $114,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $2,850 per month in Windermere, FL, renters typically need to show $8,550 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Windermere, FL?
In Windermere, FL, the price-to-rent ratio is 24.3, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Windermere, FL are best for renting a home?
The best neighborhood for renting in Windermere, FL depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include Lake Tibet, MetroWest, Universal, West Oaks and Dr. Phillips, each with its own character and price range.

Rental Home Trends in Windermere, FL

Rental Home Trends

Number of Homes for Rent
94
Median Rent
$2,850
Median Single Family Home Rent
$3,600
Median Townhouse Rent
$2,585
Median Condo Rent
$2,150
How to Rent a Home