Newest Homes for Sale in Windermere, FL

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  /90

  $1,599,000

  • 5 Beds
  • 4.5 Baths
  • 3,868 Sq Ft

  11015 Hawkshead Ct, Windermere, FL 34786

  REDUCED - Dream home in Windermere! Nestled inside the gates of the luxurious community of Reserve at Lake Sound. Move-in ready home! Tile roof replaced in 2021. Heated area of 3868 sqft built with high quality material and finishing, tall ceilings and travertine floors in the common areas. The refurbishment, done 4 years ago, resulted in adding modern sophistication to the home. The double door

  Ahmed Elkomy CENTURY 21 CARIOTI

  11015 Hawkshead Ct, Windermere, FL 34786
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  /26

  $1,000,000

  • Land
  • 0.5 Acre
  • $2,000,000 per Acre

  2504 Windermere Reserve Ct, Windermere, FL 34786

  Final Opportunity – Last Lot Available in The Reserve at Windermere! Build your dream home in the exclusive community of The Reserve at Windermere with acclaimed custom builder Element Home Builders. This final remaining homesite of 8 offers a rare opportunity to craft a one-of-a-kind luxury residence in one of Central Florida’s most prestigious neighborhoods. Surrounded by the natural beauty of

  Carolina Dumit CORCORAN PREMIER REALTY

  2504 Windermere Reserve Ct, Windermere, FL 34786
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  /31

  $1,630,000

  • 3 Beds
  • 2 Baths
  • 2,238 Sq Ft

  11923 Lake Butler Blvd, Windermere, FL 34786

  Nestled on one of Windermere’s most desirable streets, this charming home offers a rare opportunity to enjoy small-town living on a beautifully wooded one-acre lot. The property features a welcoming covered entry with double doors that open into a light-filled foyer and spacious family room with soaring vaulted ceilings and a cozy wood-burning fireplace. The open-concept kitchen includes a large

  Michael Julian JULIAN PROPERTIES, INC.

  11923 Lake Butler Blvd, Windermere, FL 34786
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  /70

  $6,800,000

  • 5 Beds
  • 5.5 Baths
  • 6,257 Sq Ft

  9259 Tibet Pointe Cir, Windermere, FL 34786

  Welcome to 9259 Tibet Pointe Circle, an extraordinary lakefront residence nestled within the highly sought after guard-gated community of Keene’s Pointe. Completely renovated in 2025, this exquisite home combines timeless elegance with modern luxury, offering breathtaking views and direct frontage on the pristine waters of Lake Tibet. This meticulously updated estate showcases high-end finishes

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  9259 Tibet Pointe Cir, Windermere, FL 34786
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  /27

  $374,999

  • 3 Beds
  • 2.5 Baths
  • 1,786 Sq Ft

  14025 Oasis Springs Ln Unit 901, Windermere, FL 34786

  ***3D Tour on Virtual Tour Link 1*** This immaculately kept, gated end unit townhome boasts 3 bedrooms and 2.5 bathrooms. Step inside to discover a spacious layout seamlessly connecting the kitchen to the family room. The kitchen shines with stainless steel appliances, elegant wood cabinetry, and a convenient breakfast bar. Upstairs, the master suite awaits with a walk-in closet, double vanity,

  Jorge Martinez, Jr KELLER WILLIAMS CLASSIC

  14025 Oasis Springs Ln Unit 901, Windermere, FL 34786
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  /32

  $1,200,000

  • 5 Beds
  • 3 Baths
  • 2,918 Sq Ft

  3443 Wild Myrtle Ct, Windermere, FL 34786

  Welcome to 3443 Wild Myrtle Court, a beautifully renovated executive home nestled on a serene 1.2-acre cul-de-sac lot in the esteemed Lake Butler Estates of Windermere, Florida. This expansive 5-bedroom, 3-bathroom residence offers 2,918 square feet of thoughtfully designed living space, combining modern updates with timeless charm.The home boasts a formal living room featuring a

  Michael Julian JULIAN PROPERTIES, INC.

  3443 Wild Myrtle Ct, Windermere, FL 34786
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  /100

  $14,250,000

  • 5 Beds
  • 5.5 Baths
  • 9,511 Sq Ft

  5525 Isleworth Country Club Dr, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communities in the world. Designed by architect Terry Irwin and built by Ballard Construction, with interior designs by Faith Fournet, the property has been fully transformed and thoughtfully curated over

  Monica Lochmandy ISLEWORTH REALTY LLC

  5525 Isleworth Country Club Dr, Windermere, FL 34786
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  /18

  $1,600,000 Pre-Foreclosure

  • 5 Beds
  • 6 Baths
  • 6,375 Sq Ft

  11056 Clipper Ct, Windermere, FL 34786

  Professional Pictures Coming Soon * Huge 5 Bedroom 6 Bath Multi-Generational Pool Home Has 1 Full Suite on 1st Floor & 2 Spacious Suites on the 2nd Floor * Open Floorplan * The Marina Bay Community Includes a Waterfront Marina for your boat that is directly connected to Lake Down and the Butler Chain of Lakes * Oversized 4 Car Garage with Drive Through Doors on Front & Rear of the 3rd Bay * Over

  Darrell Nunnelley VINTAGE REALTY GROUP LLC

  11056 Clipper Ct, Windermere, FL 34786
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  /11

  $549,900

  • 4 Beds
  • 3.5 Baths
  • 2,461 Sq Ft

  7349 Ella Ln, Windermere, FL 34786

  JUST REDUCED!!!! Live just 2 miles from Magic Kingdom and enjoy nightly views of the fireworks from your own backyard! This beautifully maintained home offers 4 bedrooms, 3.5 bathrooms, and a spacious open-concept layout perfect for both everyday living and entertaining.The kitchen shines with 42” cabinets, granite countertops, stainless steel appliances, and a large island with a breakfast

  Jason Nagassar CASTLE REALTY PROFESSIONAL GROUP LLC

  7349 Ella Ln, Windermere, FL 34786
• 

  

  /99

  $2,725,000

  • 7 Beds
  • 4 Baths
  • 4,482 Sq Ft

  9648 Weatherstone Ct, Windermere, FL 34786

  Welcome to this exceptional lakefront estate in the exclusive gated community of Weatherstone, ideally situated on the serene shores of Lake Olivia in Windermere, Florida. This beautifully appointed residence offers 7 bedrooms, 4 full bathrooms & a rare combination of timeless architecture & modern luxury. From the moment you arrive, the home's curb appeal is undeniable. The expansive wrap-around

  Olga Jakubowski ERA GRIZZARD REAL ESTATE

  9648 Weatherstone Ct, Windermere, FL 34786
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  /28

  $2,500,000

  • 4 Beds
  • 4.5 Baths
  • 4,961 Sq Ft

  13377 Lake Butler Blvd, Winter Garden, FL 34787

  Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with

  Dawn Briggs BLUE MAGNOLIA REALTY LLC

  13377 Lake Butler Blvd, Winter Garden, FL 34787
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  /19

  $2,500,000

  • Land
  • 5 Acres
  • $500,000 per Acre

  13377 Lake Butler Blvd, Winter Garden, FL 34787

  Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with

  Dawn Briggs BLUE MAGNOLIA REALTY LLC

  13377 Lake Butler Blvd, Winter Garden, FL 34787
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  /51

  $1,649,000

  • 5 Beds
  • 3 Baths
  • 3,300 Sq Ft

  13124 Filly Ct, Windermere, FL 34786

  Welcome to a rare opportunity in one of Windermere’s most exquisite communities where luxury living meets farmland feel. The Farms community consists of 12 properties of one or more acres each. The community also has a horse stable that homeowners can keep horses. Nestled at the end of a cul-de-sac, this gorgeous estate offers sophistication, premium finishes and a quaint feeling throughout.As

  Marcelo Brandao HOME N OFFICES INTERNATIONAL

  13124 Filly Ct, Windermere, FL 34786
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  /38

  $429,900

  • 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 offer.

  Albert Viamontes, Jr FLORIDA IN MOTION REALTY INC

  12930 Vennetta Way, Windermere, FL 34786
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  /98

  $1,989,999

  • 3 Beds
  • 3.5 Baths
  • 3,240 Sq Ft

  13137 Lake Butler Blvd, Windermere, FL 34786

  Welcome to your very own slice of Windermere paradise—where luxury meets laid-back country living and yes, HORSES are welcome! Nestled on over an ACRE with NO HOA or DEED RESTRICTIONS, this stunning 3-bedroom, 3.5-bath home is perfect for anyone craving space, style, and a little bit of saddle time. Step through the oversized double wood doors and you feel the openness with gable ceiling

  Tricia Davis KELLER WILLIAMS REALTY SMART

  13137 Lake Butler Blvd, Windermere, FL 34786
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  /21

  $559,000

  • Land
  • 2.62 Acres
  • $213,359 per Acre

  1661 Roberts Landing Rd, Windermere, FL 34786

  Windermere Lot 2.62 acres and 1 acre buildable for an incredible luxury designer estate with partial water views of Lake Olivia and a stream. NO HOA REQUIRED! Bring your builder and no time restrictions to build on the lot. When you see this land and the particular lot, you will admire the beauty and nature. Gorgeous conservation views and spacious areas between the homes in the community.

  Lana Watts CHARLES RUTENBERG REALTY ORLANDO

  1661 Roberts Landing Rd, Windermere, FL 34786
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  /62

  $4,200,000

  • 5 Beds
  • 8 Baths
  • 6,248 Sq Ft

  11002 Lake Butler Blvd, Windermere, FL 34786

  Back on the Market! Lakefront Living in the Heart of Windermere – A Rare Opportunity for Multigenerational Luxury Situated along the tranquil, open waters of Wauseon Bay—part of the world-renowned Butler Chain of Lakes—this expansive estate on prestigious Lake Butler Boulevard is more than just a home: it’s a lifestyle destination, purposefully designed to inspire connection, relaxation, and

  Sean Oakley SERENDIPITY REALTY LLC

  11002 Lake Butler Blvd, Windermere, FL 34786
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  /3

  $1,109,990 New Construction

  • 4 Beds
  • 3 Baths
  • 3,100 Sq Ft

  14371 Crest Palm Ave, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Sample Image Arlington Floorplan – 3,140 Sq. Ft. | 4 Beds | 4Baths | 2.5-Car Garage | Move-In ReadyWelcome to the Arlington with Bonus – a thoughtfully designed, 2-story home by Dream Finders Homes that perfectly blends luxury, functionality, and comfort. This brand new 3,140 square foot residence sits on an wooded lot, offering expansive indoor and

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14371 Crest Palm Ave, Windermere, FL 34786
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  /91

  $18,500,000

  • 7 Beds
  • 8.5 Baths
  • 10,649 Sq Ft

  11900 Lake Butler Blvd, Windermere, FL 34786

  Presenting Sunset Isle: an iconic waterfront estate compound capturing timeless elegance on Windermere’s largest and most prestigious Lake Butler, offering captivating unobstructed views from its 700 feet of lake frontage, a private island with moat and drawbridge, sandy beaches, two story double residence guest house, and a majestic and stunning grand mansion with additional guest retreat, all

  Julie Bettosini STOCKWORTH REALTY GROUP

  11900 Lake Butler Blvd, Windermere, FL 34786
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  /75

  $3,490,000

  • 6 Beds
  • 8 Baths
  • 6,930 Sq Ft

  13305 Bellaria Cir, Windermere, FL 34786

  In the gated Bellaria community, featuring six expansive bedrooms, including two primary suites and four en suites, this residence is an ideal blend of privacy and convenience with a beautiful lake view. Enjoy your private cinema, this Toll Brothers estate blends luxury and comfort with dramatic ceilings, an open floor plan, and travertine marble flooring on main areas. The chef's kitchen

  Alessandro Minato PREMIER SOTHEBYS INT'L REALTY

  13305 Bellaria Cir, Windermere, FL 34786
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  /74

  $3,590,000

  • 8 Beds
  • 7.5 Baths
  • 8,203 Sq Ft

  13643 Lake Cawood Dr, Windermere, FL 34786

  Luxury HOME 8 Bedroom (all Suite) - with One acre lot in exclusive Lake Cawood Estates in Windermere. Built from ICF insulated concrete blocks for superior energy efficiency and hurricane protection with foam roof insulation, barrel tile roof and $25k whole house generator included. this home features the latest in technology and designer trends-whole house zoned audio system, multi point camera

  Wenwen Wang JWJ REALTY LLC

  13643 Lake Cawood Dr, Windermere, FL 34786
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  /51

  $985,000

  • 4 Beds
  • 3.5 Baths
  • 3,766 Sq Ft

  11507 Center Lake Dr, Windermere, FL 34786

  2025 PARADE OF HOMES GRAND AWARD WINNING BUILDER | 2017 PARADE OF HOMES WINNER |CUSTOM CRAFTSMAN BUILT HOME | HIGH QUALITY | PRIME LOCATION | PUTTING GREEN | SCREENED IN LANAI | POND VIEW | TANKLESS WATER HEATER Discover luxury and craftsmanship in this remarkable 2017 Parade of Homes Winner, built by the renowned Westmont Custom Homes. this 4-bedroom, 3.5-bathroom masterpiece spans 3,766 sqft.

  Kristy Cook EXP REALTY LLC

  11507 Center Lake Dr, Windermere, FL 34786
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  /62

  $769,000

  • 6 Beds
  • 5.5 Baths
  • 3,336 Sq Ft

  11410 Rapallo Ln, Windermere, FL 34786

  This stunning 6-bedroom Park Square home in Windermere combines elegance and functionality. The first floor features formal living and dining areas, a gourmet kitchen with stainless steel appliances and a gas stove, and a custom-designed patio garden with a water fountain and remote-controlled fans. Upstairs, enjoy luxury vinyl flooring, an oversized master suite with a walk-in closet, and

  Rebeca Lima ORLANDO BROTHERS REAL ESTATE LLC

  11410 Rapallo Ln, Windermere, FL 34786
• 

  /2

  $3,200,000

  • Land
  • 6.76 Acres
  • $473,373 per Acre

  934 Roberson Rd, Ocoee, FL 34761

  PROPERTY DESCRIPTION - We are pleased to present a premier investment opportunity at 934 Roberson Road in Ocoee, just west of Orlando. This 6.76-acre parcel of vacant land comes with full site plan approval from the City of Ocoee for a 120-bed assisted living facility, making it an exceptional prospect for those looking to capitalize on the burgeoning demand for senior care services in Central

  Chase Collier Eshenbaugh Land Company

  934 Roberson Rd, Ocoee, FL 34761
• 

  

  /31

  $2,449,000

  • 5 Beds
  • 5.5 Baths
  • 4,094 Sq Ft

  11113 Lake Butler Blvd, Windermere, FL 34786

  Welcome to this beautiful, unique and modern home. Recently built in 2023. Secluded in a great sized lot and within the sought-after and exclusive City of Windermere, known for its lush nature landscape trails, recreation parks, restaurants, cozy stores, beautiful lakes, great schools and much more!!! This luxury property also has a HOA 1/24th private deeded land with lake access, dock and ramp

  Stella Freeman QUATTRO R E SOLUTIONS LLC

  11113 Lake Butler Blvd, Windermere, FL 34786
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  /6

  $3,300,000

  • Land
  • 2.4 Acres
  • $1,375,000 per Acre

  6161 Grosvenor Shore Dr, Windermere, FL 34786

  Keene's Pointe - gated/24-hour attended community in Windermere, Florida. LAKEFRONT LOT IN THE VILLAGE OF GROSVENOR. Take advantage of this opportunity to build on one of the last remaining lots in this highly sought after community. This 2.4 acre lakefront lot is located on Lake Tibet of the famed Butler Chain of Lakes. Keene's Pointe is also home to The Golden Bear Club, a private membership

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  6161 Grosvenor Shore Dr, Windermere, FL 34786
• 

  

  /31

  $1,475,000

  • 5 Beds
  • 4.5 Baths
  • 4,257 Sq Ft

  6443 Cartmel Ln, Windermere, FL 34786

  Exquisitely appointed home being sold fully furnished. Nestled within the highly coveted Reserve at Lake Butler Sound community, this meticulously crafted residence epitomizes luxury living. Boasting classical architecture and spanning 4,257 square feet, this property offers a sophisticated retreat with unparalleled amenities. Upon entry, a raised travertine and marble foyer sets the tone for the

  Julie Bettosini STOCKWORTH REALTY GROUP

  6443 Cartmel Ln, Windermere, FL 34786

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