Newest Homes for Rent in Windermere, FL

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  Starting at $2,019

  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

  

  6506 San Francesco Way, Windermere, FL 34786
• Explore Windermere

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  Starting at $1,835

  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

  

  101 Casa Mirella Way, Windermere, FL 34786
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  Starting at $1,659 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

  13644 Tortona Ln, Windermere, FL 34786
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  Starting at $1,689 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

  

  11353 Citra Cir, Windermere, FL 34786
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  Starting at $1,723 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

  

  11598 Lachlan Ln, Windermere, FL 34786
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  Starting at $1,695 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

  

  7826 Crosswater Trail, Windermere, FL 34786
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  $2,695

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • House for Rent

  9211 Palm Tree Dr, Windermere, FL 34786

  New Kitchen. New Carpet and new paint and subway backsplash . 1500 sq ft 3/2 split plan centrally located in Silverwoods sub division of Windermere . Accepting annual rentals. Tile throughout, with carpeting in the bedrooms. NEW Stainless Steel kitchen appliances, included with Over sized Washer & Dryer inside home availble .2 car Garage with remote, Cenrtal AC, recently serviced with new duct

  9211 Palm Tree Dr, Windermere, FL 34786
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  $2,850 Per Month

  • 4 Beds
  • 2.5 Baths
  • 1,860 Sq Ft
  • 4-Bedroom Home in the Heart of Windermere!

  10628 Reams Rd, Windermere, FL 34786

  Stunning brand-new 4-bedroom, 2.5-bathroom two-story home located in the highly sought-after Windermere area. Designed with modern finishes and a spacious open-concept layout, this home offers the perfect blend of style and functionality.The gourmet kitchen features granite countertops, sleek black appliances, ample cabinet space, and an open design that flows seamlessly into the living

  10628 Reams Rd, Windermere, FL 34786
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  $5,500 Per Month

  • 5 Beds
  • 4 Baths
  • 3,971 Sq Ft
  • House for Rent

  8394 Lookout Pointe Dr, Windermere, FL 34786

  FREE DISNEY FIREWORKS show nightly with purchase! Perfectly positioned in the highly sought-after community of Windermere Trails, this beautifully updated home overlooks picturesque Lake Reams and offers the kind of lifestyle that makes people fall in love with Central Florida. From the stately elevation featuring stone accents, a tile roof, paver driveway, and elegant color palette, you'll

  

  Autumn Makin

  LAKEFIELD REALTY GROUP LLC

  8394 Lookout Pointe Dr, Windermere, FL 34786
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  $3,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft
  • Townhouse for Rent

  12752 S Lake Sawyer Ln, Windermere, FL 34786

  3/2 "garage apartment" across from Windermere Prep. Partially furnished, garage and driveway parking. ALL utilities + WiFi included! ALL appliances included! Available Monthly or 12 Month term. Master lease required, subletting considered for qualified tenants. Approx $1,020 each room (3 available) depending on lease term.

  Chika Haines SAND DOLLAR REALTY GROUP INC

  12752 S Lake Sawyer Ln, Windermere, FL 34786
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  $3,275 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,476 Sq Ft
  • House for Rent

  14205 Bridgewater Crossings Blvd, Windermere, FL 34786

  Enjoy the tranquility of the Summerport community surrounded by lakes and beautiful landscaping, located near attractions and main access roads in desirable Windermere. This Community offers a pool, lakes, playgrounds, tennis courts, a fitness center, and trails. This is a 4 bedrooms 2.5 bathrooms, two-story home with a rear 2- car garage, stainless steel appliances, Corian countertops, and new

  Lisa Ingram INGRAM REALTY SERVICES LLC

  14205 Bridgewater Crossings Blvd, Windermere, FL 34786
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  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

  

  1231 Arya Way, Ocoee, FL 34761
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  $2,700 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft
  • Townhouse for Rent

  7722 Fairgrove Ave, Windermere, FL 34786

  Stunning 3-bedroom, 2.5 bathroom spacious townhome located in beautiful Lake Sawyer, one of Windermere's most desirable communities. This townhome is ideal for daily living and entertaining, a bright and spacious living and dining area which flows into the kitchen with tall cabinets, granite countertops, an island, a eat in area and plenty of counter space. Stainless Steel Appliances, a walk in

  Darcie Englert AMERICAN HOME TEAM REALTY LLC

  7722 Fairgrove Ave, Windermere, FL 34786
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  $3,800 Per Month

  • 4 Beds
  • 3.5 Baths
  • 3,078 Sq Ft
  • LARGE BRAND NEW 4 Bedroom in Windermere !!! Close to DISNEY! TOP SCHOOL!!

  12886 Westside Vlg Lp, Windermere, FL 34786

  Located in the highly desirable heart of Windermere, Westside Village is only minutes from access to multiple lakes, dining, shopping, and A-rated schools. Westside Village will also have fantastic community amenities including a resort-style pool, clubhouse, and playground. energy-efficient home feature open floor plan. Entertain in the combination dining/living room or move the party

  12886 Westside Vlg Lp, Windermere, FL 34786
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  $2,800 Per Month

  • 2 Beds
  • 1 Bath
  • House for Rent

  7912 Ficquette Rd, Windermere, FL 34786

  Short term or long term!! Rare waterfront lease opportunity on 3.31 acres with approximately 150 feet of frontage on Lake Hancock, part of the celebrated Chain of Lakes in Windermere. This two-bedroom, one-bath duplex is available for immediate occupancy and offers a unique combination of waterfront living, open space and convenient access to Central Florida's premier attractions. The residence

  7912 Ficquette Rd, Windermere, FL 34786
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  $2,650 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,461 Sq Ft
  • Townhouse for Rent

  5439 Kumquat Loop, Windermere, FL 34786

  Discover this stunning 3-bedroom, 2.5-bath townhome ideally situated in the desirable Windermere area. Enjoy quick access to major highways like the 429, and be just minutes from Winter Garden, Disney, and a variety of shopping and dining options. Step inside to find beautifully styled flooring, abundant natural light, and a modern, high-end kitchen perfect for entertaining. The first floor

  5439 Kumquat Loop, Windermere, FL 34786
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  $2,800 Per Month

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

  13244 Strode Ln, Windermere, FL 34786

  Welcome home to this beautifully renovated property in the highly sought-after Horizon West community, ideally located between Windermere and Winter Garden. With fresh updates throughout, this move-in-ready home offers the perfect blend of modern comfort, convenience, and an unbeatable location.Step inside to discover brand-new carpet, a beautifully refreshed primary bedroom, fresh

  13244 Strode Ln, Windermere, FL 34786
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  $5,500 Per Month

  • 6 Beds
  • 4.5 Baths
  • 4,522 Sq Ft
  • House for Rent

  17538 Black Rail St, Windermere, FL 34786

  Welcome to this beautiful 6-bedroom, 5-bathroom home in the desirable Windermere area. Designed with high ceilings and an open, spacious layout, this home is filled with natural light and offers plenty of room for both relaxing and entertaining. Whether you're gathering with family or enjoying a quiet evening, you'll love the comfort, elegance, and generous living spaces this exceptional home has

  

  Elaine Garcia

  GARCIA REALTY GROUP

  17538 Black Rail St, Windermere, FL 34786
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  $2,800 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,579 Sq Ft
  • Townhouse for Rent

  5567 Somersby Rd, Windermere, FL 34786

  AVAIABLE NOW...Cozy 3 bedrooms 2 and a half bath townhome in the convenient Summerport. The primary bedroom is located downstairs and the 2 additional bedrooms upstairs, along with a bonus room. 15 minutes to Disney, close to 429 expressway and just a few minutes from the the Winter Garden Village shopping area. Community features pool, tennis and recreation area. The Elementary School Keene's

  Claudia Montes LPT REALTY, LLC

  5567 Somersby Rd, Windermere, FL 34786
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  $2,795 Per Month

  • 3 Beds
  • 2 Baths
  • 1,868 Sq Ft
  • House for Rent

  7730 Brofield Ave, Windermere, FL 34786

  GREAT HOUSE!! GREAT LOCATION !! MUST SEE !!! NEW CARPET! With 3 bed plus Bonus Room, 2 full Bath Windermere Home Awaits You! High Ceilings, 42' wood Kitchen Cabinets, Granite Countertops with Stainless Appliances, Double Paneled Windows will make you want to live there! Spacious Master Retreat looking on Wooded View, Large Walk in Closet, Master bath with Dual Sink, Garden Tub, separated shower,

  Daniel Zheng CINO INTERNATIONAL INC

  7730 Brofield Ave, Windermere, FL 34786
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  $3,200 Per Month

  • 4 Beds
  • 2 Baths
  • 2,300 Sq Ft
  • House for Rent

  12947 Runswick Ave, Windermere, FL 34786

  MOVE-IN READY! Beautiful and spacious 4-bedroom, 2-bath home located in the highly desirable Lakes of Windermere community. Surrounded by mature landscaping, scenic lakes, walking trails, and top-rated schools, this home even offers the opportunity to enjoy Disney fireworks just steps from your front door. This well-designed single-story home features luxury vinyl plank and tile flooring

  Cui Li RATIO REAL ESTATE, LLC

  12947 Runswick Ave, Windermere, FL 34786
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  $3,200 Per Month

  • 3 Beds
  • 2 Baths
  • 1,903 Sq Ft
  • House for Rent

  5007 River Gem Ave, Windermere, FL 34786

  Welcome to the perfect rental home in the desirable community of Summerport! This home has it all as it sits on a corner lot, has both a front porch and screened-in back porch, fully fenced in lush backyard (lawn care included!) with paver patio and much more! Inside you're greeted by what could be a formal living room or dining room space and from there enter the fully loaded kitchen with LG

  Lukasz Sokolowski, PA HOST MANAGEMENT GROUP LLC

  5007 River Gem Ave, Windermere, FL 34786
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  $2,975 Per Month

  • 3 Beds
  • 2 Baths
  • 2,190 Sq Ft
  • House for Rent

  8526 Greenbank Blvd, Windermere, FL 34786

  Prepare to fall in love with this home that perfectly blends elegance, comfort, and convenience. Featuring 3 spacious bedrooms, 2 beautifully designed bathrooms, and a bonus room, this property is ideal for families, professionals, or anyone seeking a serene retreat. The formal living and dining rooms provide an inviting space for entertaining, while the great room offers a cozy yet open area for

  Johany Utrera AVID REALTY LLC

  8526 Greenbank Blvd, Windermere, FL 34786
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  $2,850 Per Month

  • 3 Beds
  • 2 Baths
  • 1,492 Sq Ft
  • House for Rent

  9142 Sabal Palm Cir, Windermere, FL 34786

  Beautiful 3-bedroom, 2-bath pool home featuring an open floor plan, updated kitchen with stainless steel appliances, tile flooring throughout, a split-bedroom layout, 2-car garage, and a fully fenced backyard with a screened-in pool. Ideally located just minutes from Walt Disney World, Winter Garden Village, Restaurant Row, major highways including SR-429 and Florida’s Turnpike, and an easy drive

  Justin V LaManna HOMEVEST REALTY

  9142 Sabal Palm Cir, Windermere, FL 34786
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  $3,950 Per Month

  • 5 Beds
  • 4 Baths
  • 2,800 Sq Ft
  • House for Rent

  9088 Outlook Rock Trail, Windermere, FL 34786

  Welcome home to this beautifully updated 5-bedroom, 4-bath residence in the highly sought-after Windermere Trails community. Featuring newly installed flooring, this spacious home offers the perfect blend of comfort, style, and functionality. With two private en-suite bedrooms, an open-concept living area, and a large paved patio, there's plenty of space for everyday living, entertaining, or

  Maria Serrano Whitehead EPIQUE REALTY INC.

  9088 Outlook Rock Trail, Windermere, FL 34786
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  $2,800 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,116 Sq Ft
  • House for Rent

  11686 Water Run Aly, Windermere, FL 34786

  Welcome to this beautiful and well-maintained 3-bedroom, 2.5-bathroom townhome, located in one of Windermere's most desirable communities. Offering the perfect blend of comfort, style, and convenience, this home is ideal for families and professionals alike.The spacious open floor plan features a bright living and dining area that flows seamlessly into a stunning gourmet kitchen with

  11686 Water Run Aly, Windermere, FL 34786
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  $2,095 Per Month

  • 2 Beds
  • 2 Baths
  • 1,161 Sq Ft
  • 8264-1429 Maritime Flag st. Condo

  8264 Maritime Flag St, Windermere, FL 34786

  CONDO - Newly renovated. 2 bed/2 bath, NEW Floors, New carpet in bedrooms, New paint throughout. Beautiful balcony, Elevator to 3rd floor. Nice Community amenities.

  8264 Maritime Flag St, Windermere, FL 34786
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  $1,550 Per Month

  • 1 Bed
  • 1 Bath
  • 528 Sq Ft
  • Apartment for Rent

  8623 Via Trieste Dr, Windermere, FL 34786

  Available for move-in August 1st! Garage apartment located in Windermere. Kitchen features granite counters, stainless appliances, walk-in closet, washer and dryer. Utilities included! Access to community pool. Schedule a private showing today!

  Morgan Horsley THE REAL ESTATE COLLECTION LLC

  8623 Via Trieste Dr, Windermere, FL 34786
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  $4,750 Per Month

  • 4 Beds
  • 3.5 Baths
  • 3,144 Sq Ft
  • House for Rent

  8764 Powder Ridge Trail, Windermere, FL 34786

  LOCATION!! LOCATION!!! This stunning house has a large kitchen with a large central island, with quartz and also has a back splash, and a large pantry room, and a casual dining room. The first floor is entirely super charming and elegant porcelain title. The outside has a balcony and also space to have your party outdoors. There are two more rooms with a large space. The master suite on the

  Gilson Rodrigues KARDOSH REALTY

  8764 Powder Ridge Trail, Windermere, FL 34786
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  $2,400 Per Month

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

  7516 Bentonshire Ave, Windermere, FL 34786

  Welcome to this beautifully maintained 2-bedroom, 2.5-bathroom townhome located in the highly desirable Wickham Park community. Designed with both comfort and style in mind, the first floor features a spacious living area and an open-concept kitchen and dining space complete with granite countertops, upgraded flooring, and abundant natural light. Large windows overlook the private rear patio,

  Bekah Burke BELLA TRAE REALTY

  7516 Bentonshire Ave, Windermere, FL 34786
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  $4,980 Per Month

  • 5 Beds
  • 4.5 Baths
  • 3,136 Sq Ft
  • House for Rent

  7023 Kiwano Way, Windermere, FL 34786

  Welcome to this beautiful, spacious two-story home located in the highly sought-after Sanctuary at Lakes of Windermere. This nearly new residence offers 5 bedrooms, 4.5 bathrooms, a private home office, an upstairs bonus room, and a thoughtfully designed floor plan that perfectly blends luxury, comfort, and functionality. Elegant French doors open to a dedicated home office, providing the ideal

  

  Wendy Fischer

  PREMIER SOTHEBYS INT'L REALTY

  7023 Kiwano Way, Windermere, FL 34786
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  $15,000 Per Month

  • 3 Beds
  • 3.5 Baths
  • 2,836 Sq Ft
  • House for Rent

  6119 Payne Stewart Dr, Windermere, FL 34786

  Among the shores of beautiful Lake Chase within the gates of Isleworth Golf & Country Club, this modern golf villa offers a prime lakefront location in proximity to the Clubhouse. The interior boasts 2,836 square feet of living space, with an open floor plan set against a backdrop of picturesque water views. This completely renovated single-story floor plan, includes built-in bar and dining area,

  Michelle Corbin ISLEWORTH REALTY LLC

  6119 Payne Stewart Dr, Windermere, FL 34786
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  $2,799 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,480 Sq Ft
  • Townhouse for Rent

  12210 Langstaff Dr, Windermere, FL 34786

  Experience comfortable living in this beautifully upgraded 3-bedroom, 2.5-bathroom townhome located in one of Windermere's most desirable communities. Thoughtfully designed with both style and functionality in mind, this home features a bright open-concept floor plan filled with natural light, spacious living areas, and tasteful upgrades throughout. The kitchen serves as the heart of the home,

  Sina Albekord CORCORAN PREMIER REALTY

  12210 Langstaff Dr, Windermere, FL 34786
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  $2,850 Per Month

  • 3 Beds
  • 2 Baths
  • 1,866 Sq Ft
  • House for Rent

  8556 Greenbank Blvd, Windermere, FL 34786

  Come view this 3 bed/2 bath Windermere home located in the gated community of The Preserve at the Lakes of Windermere! Inside, you'll find crown molding, wainscoting, vaulted ceilings, plenty of natural light, and tile floors throughout the home! The open kitchen is equipped with stainless steel appliances, a subway tile backsplash, quartz countertops, an island, and a pantry closet.

  8556 Greenbank Blvd, Windermere, FL 34786
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  $2,900 Per Month

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

  12820 Strode Ln, Windermere, FL 34786

  Beautiful 3-bedroom, 2.5-bath townhome featuring a private fenced backyard in a well-maintained community with exceptional amenities, including a swimming pool and tennis courts. The home offers a spacious and functional layout, an open-concept living and dining area, a well-appointed kitchen, and a comfortable primary suite with a private bath. Located in one of Windermere's most sought-after

  Mariana Haddad LA ROSA REALTY LLC

  12820 Strode Ln, Windermere, FL 34786
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  $4,000 Per Month

  • 5 Beds
  • 4.5 Baths
  • 3,871 Sq Ft
  • 5 Bedroom at West side Village at Heart of Windermere

  13024 Westside Vlg Lp, Windermere, FL 34786

  Located in the highly desirable heart of Windermere, Westside Village is only minutes from access to multiple lakes, dining, shopping, and A-rated schools. Westside Village will also have fantastic community amenities including a resort-style pool, clubhouse, and playground. energy-efficient home feature open floor plan. Enjoy cooking meals in the open kitchen overlooking the family room.

  13024 Westside Vlg Lp, Windermere, FL 34786
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  $12,000 Per Month

  • 4 Beds
  • 3 Baths
  • 2,737 Sq Ft
  • House for Rent

  10355 Trout Rd, Orlando, FL 32836

  Exceptional single-story lakefront residence on 1.57 acres of beautifully landscaped, mature grounds offering privacy, exclusivity, and breathtaking water views. This home features custom finishes throughout, including wood beam ceilings, personalized flooring, and seamless indoor-outdoor living with expansive glass doors connecting the living, dining, and kitchen areas. The chef’s kitchen

  Any Alves WRA BUSINESS & REAL ESTATE

  10355 Trout Rd, Orlando, FL 32836
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  $7,850 Per Month

  • 4 Beds
  • 3 Baths
  • 2,562 Sq Ft
  • House for Rent

  8411 Woburn Ct, Windermere, FL 34786

  Welcome to this 4-bedroom, 3-bathroom home located on a quiet cul-de-sac in the guard-gated community of Keene's Pointe. Backing to the Tibet-Butler Preserve, this property offers peaceful conservation views and added privacy.Inside, you'll find a bright, open floor plan with plenty of natural light and tasteful updates throughout. The remodeled kitchen features modern cabinetry, granite

  Jessica Dessire Cueva PA CHARLES RUTENBERG REALTY ORLANDO

  8411 Woburn Ct, Windermere, FL 34786
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  /22

  $3,300 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft
  • House for Rent

  6526 Golden Dewdrop Trail, Windermere, FL 34786

  Welcome to 6526 Golden Dewdrop Trail, a freshly painted, move-in-ready home overlooking community green space with views toward the pool in desirable Windermere Landings. This inviting two-story residence offers approximately 2,139 square feet with 3 bedrooms, 2.5 bathrooms, a spacious upstairs loft, and a rear-entry 2-car garage. A covered front porch and second-floor balcony create attractive

  Sergio Duarte FLORIDA LEGACY REALTY LLC

  6526 Golden Dewdrop Trail, Windermere, FL 34786
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  $14,000 Per Month

  • 7 Beds
  • 5.5 Baths
  • 5,221 Sq Ft
  • House for Rent

  6219 Tiroco Way, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Welcome to luxury living in the guarded, gated community of Waterstone in Windermere, Florida. This exceptional residence at 6219 Tiroco Way blends elegance, comfort, and modern efficiency, featuring solar power and an impressive floor plan designed for both everyday living and entertaining.The home offers 7 bedrooms, 51⁄2 bathrooms, a media

  Ryan Solberg MAXLIFE REALTY LLC

  6219 Tiroco Way, Windermere, FL 34786

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