16,407

Windermere, FL Homes

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  • /50

    $455,000

    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft

    7752 Moser Ave, Windermere, FL 34786

    Introducing 7752 Moser Ave, a stunning end unit townhome featuring three bedrooms and 2.5 baths, complete with modern amenities. Upon arrival, you will be greeted by meticulously maintained landscaping managed by the HOA, a spacious front porch, and an impressive tall entry door. The expansive living and dining area boasts ceramic flooring that extends throughout the first level, highlighted by

    Mary Purkiser CHARLES RUTENBERG REALTY INC

    7752 Moser Ave, Windermere, FL 34786
  • /47

    $7,500 per month

    • 5 Beds
    • 4 Baths
    • 3,502 Sq Ft
    • House for Rent

    311 E 8th Ave, Windermere, FL 34786

    A Rare Opportunity to Lease on the Shores of Stunning Lake Bessie.Opportunities like this are few and far between—welcome to lakefront living at its absolute finest. Tucked away on the pristine, crystal-clear waters of Lake Bessie, this exquisitely renovated retreat offers breathtaking views from nearly every room and a rare chance to lease a home in one of Windermere’s most coveted

    Karen O'Neil COLDWELL BANKER RESIDENTIAL RE

    311 E 8th Ave, Windermere, FL 34786
  • /2

    $540,000 Sold Apr 28, 2025

    • 2,083 Sq Ft
    • $259/SF
    • 13 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2005

    4852 Blue Major Dr, Windermere, FL 34786

    Come experience the allure of simpler times in the coveted community of Summerport. Renowned for its old-world charm, Summerport real estate beckons those seeking the comforts of small-town living while enjoying easy access to Central Florida's prominent attractions with close proximity to shopping, restaurants, and top-rated schools. Boasting eight community parks, Summerport showcases its

    Phyllis Kent PHYLLIS KENT REAL ESTATE LLC

    4852 Blue Major Dr, Windermere, FL 34786
    • /23

      Est $466,288 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,912 Sq Ft

      13736 Bravante Alley, Windermere, FL 34786

      13736 Bravante Alley, Windermere, FL 34786
  • /90

    $1,450,000

    • 6 Beds
    • 4.5 Baths
    • 5,511 Sq Ft

    1502 Hempel Ave, Windermere, FL 34786

    One or more photo(s) has been virtually staged. NO HOA! $170K BELOW APPRAISED VALUE – INCREDIBLE DEAL IN WINDERMERE!Discover this exceptional estate located in the heart of Windermere, Florida—now listed at $170,000 below appraised value and priced for a quick sale! This luxurious 6-bedroom, 5-bathroom residence spans 5,511 sq ft of beautifully designed living space, perfectly blending elegance,

    Gonzalo Vivanco VIEL & DE GUZMAN INC

    1502 Hempel Ave, Windermere, FL 34786
  • /20

    $3,490 per month

    • 5 Beds
    • 3.5 Baths
    • 2,840 Sq Ft
    • House for Rent

    12627 Lake Sawyer Dr, Windermere, FL 34786

    This property is professionally managed by AMH, a leading single-family rental company. We expect to make this property available for showings soon. We work to simplify your rental experience by offering self-guided tours and a streamlined leasing process you can complete all online, all on your own schedule. Once moved in, we provide maintenance support that you can rely on, so you can enjoy

    12627 Lake Sawyer Dr, Windermere, FL 34786
  • /2

    $860,000 Sold Apr 28, 2025

    • 2,802 Sq Ft
    • $307/SF
    • 4 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1997

    2544 Carter Grove Cir, Windermere, FL 34786

    Nestled in the prestigious Manors at Lake Butler, this custom home on over half an acre offers an unparalleled living experience. As you drive through the serene canopy of majestic oaks, the stunning curb appeal and expansive driveway welcome you. The massive backyard provides ample space for relaxation and entertainment.Step inside to discover elegant formal living and dining areas, where

    Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    2544 Carter Grove Cir, Windermere, FL 34786
    • /31

      Est $701,181 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,224 Sq Ft

      13542 Gorgona Isle Dr, Windermere, FL 34786

      13542 Gorgona Isle Dr, Windermere, FL 34786
  • /32

    $443,990

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    7675 Fordson Ln, Windermere, FL 34786

    Pristine Townhome in Windermere Sound!!!!Beautifully maintained and move-in ready, this stunning townhome features 3 bedrooms, 2.5 bathrooms, and a spacious open floor plan filled with natural light.The stylishly upgraded kitchen is perfect for everyday living and entertaining. It boasts sleek quartz countertops, an easy care backsplash, and modern under cabinet lighting that adds both

    Reina Mendez REILE REALTY CORP

    7675 Fordson Ln, Windermere, FL 34786
  • /5

    $2,900 per month

    • 4 Beds
    • 2.5 Baths
    • 1,866 Sq Ft
    • Townhouse for Rent

    13185 Kegan St, Windermere, FL 34786

    Welcome to your new home! This beautiful and spacious 4-bedroom 3-bath property offers comfort and style in a highly desirable neighborhood. Enjoy open living areas, a modern layout, and the convenience of no carpet throughout – perfect for easy maintenance and a clean, fresh feel. Located in a safe and quiet area, close to schools, shopping, and major highways. Don’t miss this opportunity to

    Ana Cordero FL MAJESTIC REALTY LLC

    13185 Kegan St, Windermere, FL 34786
  • /2

    $1,220,000 Sold Apr 28, 2025

    • 4,041 Sq Ft
    • $302/SF
    • 14 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 2004

    1403 Lake Whitney Dr, Windermere, FL 34786

    Welcome to this stunning custom-built home in the exclusive guard-gated Reserve at Belmere, offering an exceptional blend of elegance, comfort, and top-notch finishes. Nestled in a prime location, this residence is perfect for those seeking luxury living with all the bells and whistles. The gourmet chef’s kitchen is a standout, featuring a 6-burner natural gas cooktop, a retractable wall-mount

    Peter Dang ALLIANCE REAL ESTATE GROUP

    1403 Lake Whitney Dr, Windermere, FL 34786
    • /36

      Est $1,567,103 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,374 Sq Ft

      1146 Estancia Woods Loop, Windermere, FL 34786

      1146 Estancia Woods Loop, Windermere, FL 34786
  • /38

    $449,500

    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft

    12930 Vennetta Way, Windermere, FL 34786

    Welcome to this beautifully renovated 3-bedroom, 2.5-bathroom townhouse in Berkshire Park, a highly desirable community in the heart of Windermere, Florida. With 1,644 sq ft of meticulously maintained living space, this move-in ready home is perfect for anyone seeking comfort, style, and convenience—just minutes from Walt Disney World, top-rated schools, and all that Central Florida has to

    Albert Viamontes, Jr FLORIDA IN MOTION REALTY INC

    12930 Vennetta Way, Windermere, FL 34786
  • /16

    $3,349 per month

    • 4 Beds
    • 2.5 Baths
    • 2,618 Sq Ft
    • House for Rent

    14455 Yellow Butterfly Rd, 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 $3493.90. That covers your base rent, $3349.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

    14455 Yellow Butterfly Rd, Windermere, FL 34786
  • /2

    $1,665,000 Sold Apr 28, 2025

    • 4,316 Sq Ft
    • $386/SF
    • 20 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 2004

    11931 Provincial Way, Windermere, FL 34786

    Wonderful opportunity to own this home with open floor plan on a private, wooded conservation. Five bedrooms or four bedrooms plus bonus room, five bathrooms, plus an office and bonus room, features 11' ceilings, recess lighting, columns, arches and niches. The professional gourmet kitchen features granite countertop, oversized island with bar and glass cabinets, stainless steel appliances, five

    Brigitte Elzarki COLDWELL BANKER REALTY

    11931 Provincial Way, Windermere, FL 34786
    • /26

      Est $356,082 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,442 Sq Ft

      11434 Jasper Kay Terrace Unit 208, Windermere, FL 34786

      11434 Jasper Kay Terrace Unit 208, Windermere, FL 34786
  • /53

    $1,245,000

    • 4 Beds
    • 4 Baths
    • 3,342 Sq Ft

    11345 Preserve View Dr, Windermere, FL 34786

    PRICE IMPROVEMENT -- Charming Florida Ranch on a Spacious Private Lot in Keene’s Pointe!This beautifully maintained 4-bedroom, 4-bath home—with an additional office—features an inviting heated pool and a screen-enclosed lanai, perfect for relaxing and enjoying the expansive backyard. All bedrooms are conveniently located on the main floor, except for one oversized upstairs suite that offers added

    Angela Durruthy KEENE'S POINTE REALTY

    11345 Preserve View Dr, Windermere, FL 34786
  • /29

    $2,200 per month

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

    8264 Maritime Flag St Unit 1425, Windermere, FL 34786

    Upscale Resort-Style Living!Beautiful 3BR/2BA condo in the highly desirable Lakeside at Lakes of Windermere. This upgraded unit features laminate flooring, spacious kitchen with ample cabinets, counter space, and a breakfast bar. Generous bathrooms and closets, plus a large balcony perfect for relaxing. Washer & dryer included. Located on the 3rd floor with elevator access. Community amenities

    Victoria Bader REMAX PREMIER PROPERTIES

    8264 Maritime Flag St Unit 1425, Windermere, FL 34786
  • /2

    $1,580,000 Sold Apr 28, 2025

    • 3,957 Sq Ft
    • $399/SF
    • 35 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 2006

    5310 Tildens Grove Blvd, Windermere, FL 34786

    Welcome to this modern, custom-built executive home in the sought-after, guard-gated community of Tildens Grove in Windermere, Florida. This meticulously updated, single-level residence boasts 4 bedrooms, 5.5 bathrooms, and two offices, offering unparalleled luxury across a spacious .64-acre lot. A standout feature is the resort-sized, 20 x 40-foot pool, fully enclosed within a massive screen for

    Deb Schroeder INFINITY REALTY GROUP LLC

    5310 Tildens Grove Blvd, Windermere, FL 34786
    • /38

      Est $751,869 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,646 Sq Ft

      8746 Lookout Pointe Dr, Windermere, FL 34786

      8746 Lookout Pointe Dr, Windermere, FL 34786
  • /93

    $1,300,000

    • 6 Beds
    • 4.5 Baths
    • 4,551 Sq Ft

    11689 Hampstead St, Windermere, FL 34786

    **At the owner's request, the property is blocked for showings until May 17th** Stunning Mediterranean-Style Home with Private Pool and Water Views! Welcome to your dream home! This beautifully updated 6-bedroom + den residence seamlessly blends modern luxury with timeless charm. Nestled in the exclusive Enclave at Windermere, just steps from Keene's Point and the Golden Bear Golf and Country

    Gustavo Bettin TALENT REALTY SOLUTIONS

    11689 Hampstead St, Windermere, FL 34786
  • /20

    $2,795 per month

    • 3 Beds
    • 3 Baths
    • 2,145 Sq Ft
    • House for Rent

    5523 Remsen Cay Ln, Windermere, FL 34786

    This property is professionally managed by AMH, a leading single-family rental company. We work to simplify your rental experience by offering self-guided tours and a streamlined leasing process you can complete all online, all on your own schedule. Once moved in, we provide maintenance support that you can rely on, so you can enjoy your weekends stress-free. We look forward to welcoming you

    5523 Remsen Cay Ln, Windermere, FL 34786
  • /2

    $2,285,000 Sold Apr 25, 2025

    • 5,696 Sq Ft
    • $401/SF
    • 47 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2015

    105 Pine St, Windermere, FL 34786

    One or more photo(s) has been virtually staged. On a serene over half acre lot in the heart of historic downtown Windermere this fabulous one-of-a kind multi-generational home is a short distance from the charming boutiques, eateries, coffee shops, local wine shop, brewery, the weekly farmers market, food trucks and Windermere Library. The main home was meticulously expanded and redesigned in

    Shelley Heistand PREMIER SOTHEBY'S INTL. REALTY

    105 Pine St, Windermere, FL 34786
    • /4

      Est $1,221,885 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,806 Sq Ft

      5819 Caymus Loop Unit 1, Windermere, FL 34786

      5819 Caymus Loop Unit 1, Windermere, FL 34786
  • /43

    $1,285,000

    • 4 Beds
    • 3 Baths
    • 2,795 Sq Ft

    8374 Bowden Way, Windermere, FL 34786

    " Price Improvement " BEAUTIFUL FULLY REMODELED HOME ON CORNER LOT IN EXCLUSIVE GATED GOLF COMMUNITY OF KEENE'S POINTE!! Don't miss your opportunity to call this place home. Recent improvement's include a new modern kitchen consisting of cabinetry, appliances, granite, backsplash, sink, fixtures and under lighting. New floors and the 3 bathrooms are completely redone. AC unit was installed in

    Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

    8374 Bowden Way, Windermere, FL 34786
  • /84

    $6,000 per month

    • 4 Beds
    • 3 Baths
    • 2,599 Sq Ft
    • House for Rent

    8351 Bowden Way, Windermere, FL 34786

    Nestled within the highly accalaimed guard-gated community of Keene’s Pointe, this completely remodeled Windermere home offers a 4-bedroom, 3-bathroom estate that showcases timeless architectural details, curated modern finishes, and a seamless indoor-outdoor lifestyle. Step inside to discover a light-filled open layout with tall coffered ceilings, custom-laid wood tile flooring, formal dining,

    Sharon Brandt KELLER WILLIAMS REALTY AT THE LAKES

    8351 Bowden Way, Windermere, FL 34786
  • /2

    $1,500,000 Sold Apr 25, 2025

    • 3,083 Sq Ft
    • $487/SF
    • 195 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1989

    3606 Lake Buynak Rd, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Experience lake front luxury living in this fully renovated home on nearly two acres in Windermere. This home also has a separate oversized garage with an upstairs mother-in-law suite/guest suite complete with a full bathroom, new split unit AC which is perfect for accommodating guests or extended family. The property boasts an open concept layout,

    Narda Miranda EXP REALTY LLC

    3606 Lake Buynak Rd, Windermere, FL 34786
    • /98

      Est $2,623,136 Not Listed For Sale

      • 5 Beds
      • 6.5 Baths
      • 5,390 Sq Ft

      13509 Bellaria Cir, Windermere, FL 34786

      13509 Bellaria Cir, Windermere, FL 34786
  • /45

    $1,300,000

    • 4 Beds
    • 3.5 Baths
    • 2,868 Sq Ft

    6125 Foxfield Ct, Windermere, FL 34786

    Popular Keene's Pointe in Windermere! 24 Hour attendant gated community. Located on the 1st Fairway, this beautiful 4 Bedroom, 3 1/2 Baths Villa Style home will not disappoint. Primary Bedroom with a expansive bathroom, along with 2 other bedrooms with en-suite baths are all located on the 1st floor. 1 Bedroom with 1/2 bath upstairs. Large open Dinng and Living Room overlook the screened

    Mary Ann Thompson RE/MAX Solutions

    6125 Foxfield Ct, Windermere, FL 34786
  • /43

    $3,755 per month

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

    5457 Gemgold Ct, Windermere, FL 34786

    We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

    5457 Gemgold Ct, Windermere, FL 34786
  • /2

    $490,000 Sold Apr 24, 2025

    • 2,093 Sq Ft
    • $234/SF
    • 19 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2019

    5898 Soter Ln, Windermere, FL 34786

    Welcome to 5898 Soter Lane, a stunning end-unit townhome built in 2019, nestled in the highly desirable Windermere community, The Vineyards. From the moment you step inside, you are welcomed by the abundance of natural light pouring through the large windows, enhanced by upgraded lighting fixtures and upgraded recessed lighting in every room. This end-unit townhome is over 2,000 square feet,

    Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

    5898 Soter Ln, Windermere, FL 34786
    • /30

      Est $2,542,932 Not Listed For Sale

      12624 Park Ave, Windermere, FL 34786

      12624 Park Ave, Windermere, FL 34786
  • /44

    $1,200,000 Open Sat 1PM - 4PM

    • 6 Beds
    • 4.5 Baths
    • 4,457 Sq Ft

    12002 Angle Pond Ave, Windermere, FL 34786

    Discover the elegance of this spacious residence situated on a premium corner lot within the highly sought-after Windermere Trails community. This exquisite home features a formal living room and dining room, complemented by a generous family room that seamlessly connects to a gourmet kitchen. You will appreciate the impressive oversized kitchen island, stylish granite countertops, and

    Yadira Kitterman ORLANDO ADVANTAGE REALTY INC

    12002 Angle Pond Ave, Windermere, FL 34786
  • /80

    $13,500 per month

    • 5 Beds
    • 6.5 Baths
    • 5,825 Sq Ft
    • House for Rent

    13455 Bellaria Cir, Windermere, FL 34786

    Experience luxury living at its finest in this stunning 5-bedroom, 5-bath custom estate located in Windermere’s highly sought-after guard-gated Bellaria community. Designed with timeless Tuscan elegance and modern sophistication, this exceptional residence offers every amenity for refined living and grand entertaining. Step inside to discover a chef’s dream kitchen outfitted with top-of-the-line

    Marisa Falk THE AGENCY ORLANDO

    13455 Bellaria Cir, Windermere, FL 34786
  • /2

    $620,000 Sold Apr 24, 2025

    • 2,575 Sq Ft
    • $241/SF
    • 49 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2009

    6558 Helmsley Cir, Windermere, FL 34786

    This Stunning Windermere 4-bedroom, 3-bath home has it all. Tile floors in all the living areas and vinyl plank everywhere else, 10-foot-high ceilings and crown molding, and plantation shutters, give the home a luxury and elegant feel. The kitchen features a dining area, upgraded appliances, granite counter tops and 42-inch cabinets. The master bedroom is downstairs and features a beautiful a

    Corey Cannon BHHS FLORIDA REALTY

    6558 Helmsley Cir, Windermere, FL 34786
    • /38

      Est $738,661 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,935 Sq Ft

      8751 Crescendo Ave, Windermere, FL 34786

      8751 Crescendo Ave, Windermere, FL 34786
  • /71

    $1,495,000

    • 5 Beds
    • 4.5 Baths
    • 3,483 Sq Ft

    11521 Camden Park Dr, Windermere, FL 34786

    Nestled within the highly sought after guard-gated community of Keene’s Pointe, this meticulously maintained 5-bedroom, 4.5-bath home seamlessly blends luxury with comfort and style. Over the years, this home has been enhanced with high-end updates, ensuring it is both stylish and move-in ready. As you arrive, you’ll immediately notice the freshly painted exterior (2024) and brand-new roof (Nov

    Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

    11521 Camden Park Dr, Windermere, FL 34786
  • /21

    $1,395 per month

    • Studio
    • 1 Bath
    • 400 Sq Ft
    • House for Rent

    14451 Bluebird Park Rd, Windermere, FL 34786

    Property Id: 1774804Discover this stunning, remodeled above-garage studio with a private, independent entrance in the peaceful and highly sought-after Summerport neighborhood of Windermere. Perfect for a single tenant, this rare gem offers high-end finishes, a spacious walk-in closet, and appliances, including a stove, fridge, 2-in-1 washer-dryer, and AC unit.Enjoy resort-style

    14451 Bluebird Park Rd, Windermere, FL 34786
  • /2

    $340,000 Sold Apr 24, 2025

    • 1,512 Sq Ft
    • $225/SF
    • 72 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2013

    8150 Serenity Spring Dr, Windermere, FL 34786

    Don’t miss this stunning townhome-style condo, just moments from Disney! So close you can hear the train whistle and see the fireworks! The beautifully updated kitchen features brand-new stone countertops, a deep sink, and high-end stainless steel appliances, including a double oven. Both the master and guest full bathrooms showcase matching stone countertops and modern LED-lit mirrors, offering

    Scarlett Williams, PA CENTURY 21 CARIOTI

    8150 Serenity Spring Dr, Windermere, FL 34786
    • /58

      Est $453,823 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,722 Sq Ft

      8668 Wellington Blue Ln, Windermere, FL 34786

      8668 Wellington Blue Ln, Windermere, FL 34786

Showing Results 81 - 120, Page 3 of 18

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