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Windermere Real Estate Search
Windermere Properties for Sale
One of the loveliest small towns in Central Florida is situated on the Butler Chain of Lakes and known as Windermere. Windermere is roughly fifteen miles west-southwest of Orlando and located on secondary roads which provide it with a far-away feeling. Home to fewer than four thousand people, this very small town is steadily growing, despite Windermere real estate being a little more expensive than other Orange County communities. The lakes are obviously a big draw, affording a great deal of natural beauty, in addition to a variety of recreation opportunities, like fishing, boating, and water skiing.
Adding to its allure, Windermere is one of Orange County’s oldest communities, founded in 1889. Thousands of acres of citrus groves were planted and homes were under construction by 1910 thanks to the Windermere Improvement Company. Many of these original Windermere homes still stand, preserved and adding to the undeniable charm of this town nestled among the lakes and old oak trees. Windermere also has a delightful downtown area with a warm, welcoming small-town feel, as well as several desirable neighborhoods, situated on an isthmus between Lake Butler and Lake Down.
Real estate in Windermere is as diverse as the Orlando Metro Area’s attractions. There are golf course homes in Windermere, and of course, lakefront properties like those found in Willows at Lake Rhea and The Estates at Lake Clarice. There are also many gorgeous Windermere luxury homes in neighborhoods like Estates at Windermere, which features Windermere properties with large lots and private swimming pools, and Keene’s Pointe, which has golf course and waterfront homes. Similarly, there are new homes in Windermere in neighborhoods like Windermere Sound and Lake Roper Pointe. You’ll also find stunning homes for sale in Windermere neighborhoods like Isleworth, Tildens Grove, Metcalf Park, and Vineyards, among others. Please connect with us today and we will gladly help you with your home search by providing you with specific details about available properties in Windermere, Florida.
Our website features the best Windermere real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes.
You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.
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Windermere Properties by Price
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Newest Windermere Properties for Sale
This stunning custom estate overlooks the fourteenth green on Isleworth Golf and Country Club, one of the world’s most prestigious private golf club communities. As you c...
- 5 Beds
- 5.5 Baths
- O6098484 MLS
Spacious 2/2 townhome in our desirable summerport community, Featuring spacious open floor design makes this home comforting and cozy. Ceramic tile throughout the home w...
- 2 Beds
- 2 Baths
- O6098432 MLS
- 13750 Bldg.
Luxury first rental property in Windermere with excellent schools. The property is located in the best and largest lot of the condominium and with a privileged view of th...
- 4 Beds
- 2.5 Baths
- O6099255 MLS
- Mattamy Homes Bldg.
Welcome home to your charming five bedroom pool home situated perfectly on a serene pond with endless sunset views. Nestled in the highly sought after Keene’s Pointe neig...
- 5 Beds
- 4 Baths
- O6098198 MLS
Rare opportunity to own a home in the sought-after gated community of Westover Reserve in the heart of Windermere! An enclave of only 81 homes, this community offers imma...
- 4 Beds
- 5 Baths
- O6098382 MLS
Welcome to your dream home! Nestled in the picturesque town of Windermere, Florida, Click Link for a 360 video tour; (https://www.tourdrop.com/dtour/372230/360-Floorplan-...
- 4 Beds
- 2 Baths
- O6099066 MLS
Magnificent Lakefront home set on a calm cul-de-sac! This spectacular residence treats you to ample privacy, space, and comfort in Windermere. Occupying an oversized 3/4-...
- 6 Beds
- 6.5 Baths
- O6099125 MLS
ENOUGH LOOKING!! CHECK OUT this Gorgeous POOL home located in the Exclusive GATED Community Casa Del Lago in Windermere. This home has a lovely **courtyard feature** at t...
- 4 Beds
- 3.5 Baths
- O6098658 MLS
THIS HOME IS THE ENTERTAINERS DREAM HOME! Located in the best community of Central Florida, it has a guard gated, golf, tennis and lakefront country club with a Signatur...
- 4 Beds
- 4 Baths
- O6097457 MLS
Don’t miss out on this absolutely remarkable, MOVE-IN ready home which will accommodate any family's needs. Upon entering the home you are greeted with many upgrades: hig...
- 4 Beds
- 2.5 Baths
- S5081995 MLS
Welcome to your own private oasis in one of the largest lots at Keene’s Pointe! With plenty of space, both indoor and outdoor, a formal living and dining room, a kitchen ...
- 5 Beds
- 4 Baths
- O6098551 MLS
Perfection has an address along with comfortable Florida living. Located on the fairway of Jack Nicklaus-designed Golden Bear Club's golf course, this stunning home offe...
- 4 Beds
- 4.5 Baths
- O6098017 MLS
This elegant custom home sits within the charming Keene’s Point Golf community. The property features 4 bedrooms, 4 full bathrooms, office, formal dining room, living ro...
- 4 Beds
- 4 Baths
- O6097855 MLS
This stunning 4-bedroom, 3.5-bathroom plus bonus room home on large over half acre lot is located in the exclusive gated community of Oxford Moor. The property boasts a m...
- 4 Beds
- 3.5 Baths
- O6095769 MLS
Stunning Windermere waterfront home located in the guard-gated community of Waterford Pointe. Perfectly positioned on an oversized 1-acre lot, this home was completely re...
- 5 Beds
- 3.5 Baths
- O6095587 MLS
Rare Opportunity to own 1 of the last affordable move in ready homes in Downtown Windermere - Recent sales of new homes are over $2.0 on this street - The Lot is 100 feet...
- 3 Beds
- 2 Baths
- O6098234 MLS
JUST LISTED – 6005 Down Point Lane, Windermere – Offered at $2,450,000. Exquisite estate home in Windermere’s private Sunset Bay community, adjacent to Lake Down and Isl...
- 5 Beds
- 6.5 Baths
- O6097911 MLS
Sophisticated elegance masterfully packaged into a custom-crafted lakefront mansion built specifically for the ultimate sports enthusiast, situated behind the secured man...
- 5 Beds
- 6.5 Baths
- O6097686 MLS
Welcome to your dream home located in the desirable Keene's Pointe community! This updated and upgraded 4 bedroom, 4 bath pool home boasts 3,492 square feet of luxurious ...
- 4 Beds
- 4 Baths
- S5082268 MLS
With a fabulous location along the front nine of Isleworth’s renowned championship golf course overlooking Hole 3, this expansive estate showcases just under 14,000 squar...
- 7 Beds
- 7.5 Baths
- O6097345 MLS
Now is your opportunity to own a luxurious estate home in the highly sought after Windermere Downs neighborhood! This 6 bedroom, 4.5 bath Brierhill custom-built home sits...
- 6 Beds
- 4.5 Baths
- O6095442 MLS
Location, Location, Location.... where this beautiful home is perfectly situated in the Windermere gated community of Whitney Isles of Belmere! The welcoming 2 story home...
- 5 Beds
- 4 Baths
- O6094608 MLS
Beautiful lakefront views of Lake Louise set along the renowned Butler Chain of Lakes provide the backdrop for the stunning, modern, newer golf villa. This open concept f...
- 4 Beds
- 4.5 Baths
- O6095851 MLS
This is a paradise nestled among a conservation area and Lake Burden, with private access to lake Burden which is a 128 acre private lake. This fantastic house boasts 4 ...
- 6 Beds
- 6.5 Baths
- O6097180 MLS
Rare opportunity to own this spectacular remodeled 6 bedroom home on Lake Butler and the chain of lakes. Incredible waterfront views with large backyard on over 2 acres w...
- 6 Beds
- 4.1 Baths
- 959766 MLS
- Waterstone Bldg.
WINDERMERE - sought after "Want-to-live-in" community of SILVER WOODS. Lovely and well cared for 3 bedroom 2 bath with pool home on a 1/4 acre lot on dead-end Honeynut La...
- 3 Beds
- 2 Baths
- O6095299 MLS
Exquisite custom built 5-bedroom 4 Bath home located in the sought after community of Estates at Lake Clarice on a 1.26 acre private lot. The kitchen has stainless steel...
- 5 Beds
- 4 Baths
- O6096928 MLS
Welcome home to your magnificent custom estate poised on an acre lot on one of the most prominent streets in Central Florida. Nicknamed Moon Shadow, by the award-winning ...
- 5 Beds
- 5.5 Baths
- O6096659 MLS
Beautiful water front 2.4 acre lot in a guard gated community of Tildens Grove ready to build your dream home. This is the last lot available in this sought after exclus...
- O6096526 MLS
Sprawling contemporary charmer! Coveted Windermere Downs neighborhood with access to the Butler Chain of Lakes and private neighborhood beach on Lake Down. Open-concep...
- 5 Beds
- 3.5 Baths
- O6095444 MLS
You dream it !!! You got it !!! Your search stop here. This home is waiting for you. Location - Location - Location A circular drive way!!! Beautiful landscapes, hardw...
- 6 Beds
- 4.5 Baths
- O6096211 MLS
Welcome to 14229 Confetti Dr, a beautiful two-story home located in the highly desirable town of Windermere, FL. As you enter the front door, you'll be greeted by a spaci...
- 3 Beds
- 2.5 Baths
- O6096259 MLS
- Na Bldg.
Set within one of the most coveted streets in all of Windermere, awaits an incredibly rare opportunity for your enjoyment of living. Upon entering the home, an impressive...
- 5 Beds
- 6 Baths
- O6093610 MLS
KEENE’S POINTE GOLF COURSE HOME - Enjoy country club living at its finest with this home on Caymus Loop privately situated between the 14th and 15th holes of The Golden B...
- 5 Beds
- 4 Baths
- O6095384 MLS
Charming 4 bedroom, 2.1 bath home in Windermere's highly desirable Summerport Community. This 2,353 square foot two-story home is situated on a lovely tree lined street w...
- 4 Beds
- 2.5 Baths
- O6094831 MLS
2-Story custom-built home. Beautifully updated Windermere 4 bed/3.5 baths, pool home. Volume ceilings tower above the foyer and home office. The kitchen features granite ...
- 4 Beds
- 3.5 Baths
- O6095035 MLS
This Akers custom built estate is beautifully sited on over two elevated acres with over 550 feet of frontage on the famed Butler Chain of Lakes. The formal proportions a...
- 6 Beds
- 6.5 Baths
- O6094155 MLS
AMAZING OPPORTUNITY!!! 5.66 ACRES LOCATED DIRECTLY ACROSS FROM WINDERMERE PREPARATORY SCHOOL! Rarely does a parcel of this size become available in SUCH A PREMIER LOCATIO...
- O6094714 MLS
Spectacular and captivating custom-built courtyard-style home on the 17th hole of the Golden Bear Golf Course in exclusive guard-gated Keene’s Pointe. Style, elegance, an...
- 5 Beds
- 5.5 Baths
- O6094567 MLS
STUNNING, FULLY RENOVATED 4/2 home! This desired cul-de-sac home is nestled in the lovely Windermere Downs subdivision. Residents of the Lakefront community Windermere Do...
- 4 Beds
- 2 Baths
- O6093685 MLS
Tucked away in the quintessential town of Windermere, you will find the desirable community of Estancia. A small enclave of homes with prime location and easy access to...
- 4 Beds
- 4 Baths
- O6094047 MLS
Tucked inside Windermere is this incredible estate that underwent a complete renovation in 2020 and is now ready for new homeowners. Step inside to soaring ceilings, a ne...
- 4 Beds
- 3 Baths
- O6093918 MLS
Welcome to this SPOTLESS Windermere home with tons of upgrades, just minutes from multiple lakes and daily convenience. The gorgeous open floor plan boasts a spacious gre...
- 4 Beds
- 3.5 Baths
- O6094010 MLS
Schedule your personal tour for this captivating stunning Lakefront Home! Enjoy a gorgeous morning Sunrise or Evening Disney Fireworks with Expansive Panoramic Lakefront ...
- 4 Beds
- 3.5 Baths
- G5065843 MLS
Wow! You do not want to miss this one. This beautiful 4 bedroom, 3.5 bath, pool home is located in the heart of beautiful Windermere, FL. Enjoy DISNEY FIREWORKS right fro...
- 4 Beds
- 3.5 Baths
- L4935597 MLS
Pre-Construction. To be built. To be built. WINDERMERE, SINGLE STORY BUILD opportunity. Build your dream home on the banks of beautiful Lake Sawyer. 4 Beds | 4.5 Baths | ...
- 4 Beds
- 4.5 Baths
- O6093240 MLS
This espectacular home CAN BE YOUR NEW HOME! Completely remodeled, this modern luxury home is in one of the most desirable locations in Windermere, FL. Situated on a ...
- 5 Beds
- 3.5 Baths
- O6090884 MLS
Move-in Ready, this 4 Bedroom, 3 ½ Bath, and 3-Car Garage located in the desired Windermere, Orlando area. This Beautiful Home with a great kitchen with 42' wood cabinets...
- 4 Beds
- 3.5 Baths
- S5080869 MLS
Over one acre directly on Lake Down of the famed Butler Chain of Lakes. Your own two-story custom dock already in place and ready to enjoy. This fabulous community is lo...
- O6092590 MLS
This amazing and spacious one-story home features 3 bedrooms, 2 baths plus large office space. This single-family house offers 42" cabinets, granite countertops, stainles...
- 3 Beds
- 2 Baths
- S5080421 MLS
