Windermere Homes for Rent

Welcome to this beautiful fully furnished 4-bedroom, 3-bathroom home with a dedicated office, located in the highly desirable gated community of Westover Club. This move-in-ready residence offers a perfect blend of comfort, functionality, and Florida-style indoor-outdoor living. Step inside to an open-concept floor plan featuring high ceilings, abundant natural light, and stylish furnishings

Angelina Bodziak CAPITAL HOMES INC

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

Welcome to Keene’s Pointe, a premier guard-gated golf community in the heart of Windermere. Offered furnished, this home features a neutral palette with comfortable pieces and clean, well-maintained finishes throughout. As you step into the foyer, you'll be greeted by the formal dining room and office area, complete with beautiful pillars and sparkling chandeliers. The open-concept kitchen and

Evan Caulfield STOCKWORTH REALTY GROUP

Beautifully maintained 4BR/3BA pool home in gated Glenmuir, Windermere. Open floor plan with high ceilings, formal dining, and spacious family room. Kitchen with breakfast nook overlooks screened pool/lanai. Primary suite features dual closets, spa bath, and pool access. Enjoy a private 0.25-acre lot in a tree-lined community. Glenmuir provides a community park with playground, basketball courts,

David Sanchez LOKATION

3 Bed 2 Bath Pool home 1 block from Windermere Elementary School * Private Boat Ramp to Lake Butler & Chain of Lakes * Friendly Pets Welcome - Completely Resurfaced Pool & Spa * Rear Porch has been enclosed to create a nice Sunroom with A/C * Fenced Yard * Storage Building * Carport with Extra Storage Room * Washer & Dryer Included * Available May 1, 2026

Darrell Nunnelley VINTAGE REALTY GROUP LLC

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

Simon Simaan THE SIMON SIMAAN GROUP

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

Alex Lukavsky CENTURY 21 CARIOTI

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

Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENT

Ready for immediate occupancy. No HOA. Welcome to Sunrise on The Lake, an exceptional, fully remodeled one-story retreat in the heart of downtown Windermere with stunning views over Lake Bessie. Wake up to breathtaking sunrises and, on clear evenings, enjoy the rare treat of watching rocket launches from Cape Canaveral right your home. Inside, every detail feels elevated, solid wood floors, level

Simon Simaan THE SIMON SIMAAN GROUP

This exquisite custom residence in the Reserve at Lake Butler Sound community offers unparalleled luxury and sophistication. Striking wrought-iron arched double entry doors open to a seamless, airy floor plan featuring elegant travertine flooring and captivating views of the pool and lanai area.Elegant wrought-iron chandeliers grace the welcoming foyer and generous dining space. This home is

Juan Delgado LA ROSA REALTY LLC

Spacious 3-bedroom, 2-bath condominium located on the 2nd floor of a well-maintained community in highly desirable Windermere, FL. This 1,455 sq ft unit offers an open and functional floor plan featuring a large living/dining area, generous natural light, and a well-appointed kitchen with ample cabinetry and counter space. The primary suite includes a walk-in closet and a private bath. Secondary

Rizwan Rashid MNT INTERNATIONAL

Rarely Available Lakefront Boater's Dream in Winter Garden/Windermere area at an amazing price! This home sits on a massive 1.5+ acre lot on the waterfront of Lake Roper. The home is a sprawling 3700 SF one story home with extremely high ceilings. The main room is an enormous Great room plan combining the Kitchen, Living Great room, Formal Dining Room and Office flex room ALL overlooking the

Billy Cannon, Jr BHHS FLORIDA REALTY

Welcome to this spacious, fully furnished, 4-bedroom, 4.5-bathroom home nestled within a desirable gated golf community of Keene's Pointe. Thoughtfully designed for comfort and functionality, this impressive residence features a first-floor primary suite offering privacy and convenience, complete with a well-appointed ensuite bath. The home boasts generous living areas filled with natural light,

Rose Sepulveda-Morales WATSON REALTY CORP.

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

Corey Cannon BHHS FLORIDA REALTY

Welcome to Lakeside at Windermere! Excellent gated condominium, each building has a elevator. This furniture unit is ready to move in, 2 bedroom and 2 bathroom on a second floor. Excellent location and amenities. Apartment will be available for start contract on March 1st 2026.

Rosa Rodriguez Diaz ZARIA REALTY GROUP LLC

One or more photo(s) has been virtually staged. Experience elevated lakefront living in this one-of-a-kind estate, offering breathtaking views of Lake Bessie and unforgettable Florida sunsets.A private gated entry welcomes you to this exceptional residence offering 4 bedrooms and 4.5 bathrooms, thoughtfully designed for both everyday living and elegant entertaining. The main level features formal

Maria Sarmiento Webel ELITE GLOBAL REAL ESTATE LLC

Beautiful Lakeside at Lakes of Windermere 2nd floor 2 bedroom condo with an open floor open, 42" cabinets, under cabinet lighting, breakfast bar and crown molding. Master bedroom has a large walk in closet and the master bath comes with a large vanity and walk in shower. All appliances including washer and dryer are included, along with water, sewer and valet trash. World class amenities include

Amanda Beckman RED DOOR INVESTMENT GRP LLC

One or more photo(s) has been virtually staged. Luxury Lakefront Executive Rental in Downtown Windermere on Lake Bessie. Now offered at a newly adjusted price, this rare 5-bedroom lakefront home presents one of the most compelling rental opportunities in Windermere.Set on Lake Bessie, this renovated residence offers panoramic water views, flexible living spaces, and true indoor-outdoor Florida

Karen O'Neil COLDWELL BANKER REALTY

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

***Move in now and enjoy $450 OFF your first month’s rent —limited-time offer!*** Step into this beautifully renovated 1-bedroom, 1-bath apartment designed with comfort and style in mind. Featuring tiles throughout floors, stainless steel appliances, and a modern open layout, this space is perfect for anyone seeking a private and low-maintenance home. The kitchen includes a stove top, dishwasher,

Jacob Hara TRANSCEND REALTY

***Move in now and enjoy $450 OFF your first month’s rent —limited-time offer!*** Step into this beautifully renovated 1-bedroom, 1-bath apartment designed with comfort and style in mind. Featuring tiles throughout floors, stainless steel appliances, and a modern open layout, this space is perfect for anyone seeking a private and low-maintenance home. The kitchen includes a stove top, dishwasher,

Jacob Hara TRANSCEND REALTY

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

One or more photo(s) has been virtually staged. Available for lease, this refined single-story pool residence is located in the Town of Windermere, just moments from Main Street and the downtown district’s dining, shopping, and community amenities. Positioned on an oversized corner lot beneath mature oak trees, the property offers a private and well-composed setting with thoughtful indoor and

Rob Gaudreau MAINFRAME REAL ESTATE

Fabulous gated one acre Windermere Chain of Lakes Estate with Private tennis court is currently available for lease, This 5 bedroom 3 1/2 bath includes in-law suite with private entrance. New boat dock for the avid boater along with sandy beach for ultimate waterfront entertainment. Enjoy the beautiful west facing sunsets from your large covered patio or dine beside your double sided wood burning

Dennis Conklin WINDERMERE COCOA BEACH CENTER