Search Windermere Real Estate Listings

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
252 Properties Found. Showing Page 2 of 21
View As: Map
Sort by:

5305 Isleworth Country Club Drive, WINDERMERE

New Photo of Listing #O5866407

$3,700,000

  • 5 Beds
  • 5 Baths
  • 2 Half

  • 7,463 SqFt
  • 0.81 Acres

Single Family Residence

Isleworth

Golf And Lakefront! Situated On The 18th Green At Isleworth Country Club And Boasting Stunning Views Of Lake Louise In The Butler Chain Of Lakes, This Isleworth Mansion Is Perfectly Positioned In Every Way Imaginable. Whether You Want To Lounge Poolside And Watch The Golfers Hit In Or Relax In The Covered Lanai And Enjoy The Summer Kitchen While Taking In The Lake View, This Home Has It All. Inside, Move Seamlessly Between The Formal Living And Dining Room, The Expansive Chef’s Kitchen, And The Stunning Grand Family Room. Just Off The Family...

11112 Lake Butler Boulevard, WINDERMERE

New Photo of Listing #O5878174

$3,695,000

  • 5 Beds
  • 6 Baths
  • 1 Half

  • 7,426 SqFt
  • 1.56 Acres

Single Family Residence

Metcalf Park Rep

Price Reduced- Motivated Seller. Welcome To Paradise! This Custom Built Masterpiece Is Perfectly Situated On Wasseon Bay Of The Famed Butler Chain Of Lakes In Windermere. Sprawling Across Almost 8000sf, This Exquisite Home Is An Entertainer's Dream. From The Moment You Enter The Privately Gated Driveway You Are Tucked Away Into The Best Of What Lake Living Has To Offer, With Plenty Of Space To Play And Room For All Of The Toys. The Soaring 30 Foot Ceilings In The Foyer And Living Room Warmly Welcome You, And The Phenomenal Kitchen And Family...

8304 Lake Burden Circle, WINDERMERE

New Photo of Listing #O5907662

$3,649,000

  • 8 Beds
  • 9 Baths
  • 1 Half

  • 8,808 SqFt
  • 0.57 Acres

Single Family Residence

Keenes Pointe Unit 2

Unparalleled Contemporary Home Within Windermere, Florida's Distinguished Keene’s Pointe Community Featuring The Golden Bear Golf And Country Club. This Home Is Currently The Only Contemporary Property Available In Keene's Pointe With Lake Access. Breathtaking Water Views And Featuring 7-bedroom Suites, Personal Elevator, Fitness Room, Private Office, Four Spacious Garage Stalls, And Guest Quarters. You Can Enjoy The Splendid Sunrise And Sunset From Many Rooms Within This Stellar Property. The Home Features Large Outdoor Patios With Automate...

5120 Isleworth Country Club Drive, WINDERMERE

New Photo of Listing #O5855410

$3,600,000

  • 5 Beds
  • 6 Baths
  • 1 Half

  • 7,070 SqFt
  • 0.97 Acres

Single Family Residence

Isleworth

This Modern Estate, Featuring Five Bedrooms And Six Full And One Half Baths, Rests On An Acre Overlooking The Seventh Fairway Of Isleworth’s Championship Golf Course And The Beautiful Lake Bessie. The Dynamic Design Makes Full Use Of Art Deco Geometry In The Windows, Doors And Ceiling Details. The 7,070-square-foot Home Is Configured Like A Grand Hotel, With Main Rooms Opening To Central Galleries That Serve As Organizing Elements And Gorgeous Windows That Flood The Home With Natural Light. Superb Exterior Features Such As Balconies, Sund...

3324 South Lake Butler Boulevard, WINDERMERE

New Photo of Listing #O5906379

$3,500,900

  • 4 Beds
  • 5 Baths
  • 1 Half

  • 5,518 SqFt
  • 1.21 Acres

Single Family Residence

Metcalf Park Rep

Discover The Best Of Both Worlds In This 4-bedroom, 5/1-bathroom Lakefront Masterpiece Located On A Tranquil Bay Off Lake Butler Of The Famed Butler Chain Of Lakes! Built In 2017, And Filled With Custom Features, The Home Is Perfectly Located Just A Short Walk Or Golf Cart Ride To Town Of Windermere’s Shops, Restaurants, And Friday Farmers Market. Living On The Lake, Close To Orlando’s Top Attractions, Makes Every Day Feel Like A Vacation – With A Short Drive To Restaurant Row, I-drive, Disney And So Much More! The Home Is Warm And Inviting ...

11025 Bridge House Road, WINDERMERE

New Photo of Listing #O5896580

$3,499,000

  • 7 Beds
  • 8 Baths
  • 2 Half

  • 9,594 SqFt
  • 2.89 Acres

Single Family Residence

Reserve At Lake Butler S...

Welcome To This Mediterranean Enchanting And Lavish Estate At The Heart Of Windermere In The Upscale Gated Community The Reserve At Lake Butler. This Stunning Property Embodies Florida Living At Its Finest, With Multiple Luxury Living Spaces That Include 6 En Suite Bedrooms, Plus A Master Bedroom With Fireplace And Spacious Walk In Closet, Living Room, Formal Dining Room, Awe-inspiring Kitchen With A Open Concept, Game Room, Movie Room, Workout Room, Bar, Wine Cellar And Much More... This Upscale Estate Has The Feel Of A Personal Res...

9313 Tibet Pointe Circle, WINDERMERE

New Photo of Listing #O5898616

$3,495,000

  • 6 Beds
  • 7 Baths
  • 2 Half

  • 8,393 SqFt
  • 2.88 Acres

Single Family Residence

Keenes Pointe 46/104

Beautifully Sited On Close To Three Acres And Located In Prestigious Guard Gated Keene’s Pointe Country Club This Butler Chain Of Lakes, Lakefront Home Exudes A Spirit Of Elegance Derived From It’s European Architectural Influences. This Stunning Plan Is Perfect For Family Living And Entertaining. The Extended Drive And Mature Landscaping Create A Refined Entry. Opening To The Formal Areas The Timeless Elements Of Travertine And Wood Flooring And Elegant Coffered Ceilings Further Define The Arrival Experience. The Private Home Office/library...

6233 Greatwater Drive, WINDERMERE

New Photo of Listing #O5882687

$3,495,000

  • 6 Beds
  • 7 Baths
  • 1 Half

  • 7,757 SqFt
  • 2.15 Acres

Single Family Residence

Keenes Pointe Unit 2

Discover The Ultimate In Lakefront Living At This Custom Family Compound With Not One But Two Detached Guest Residences, Expansive Indoor And Outdoor Living, Complete With A Well-appointed Boat Dock That Is Perfect For Social Distancing While Keeping Family And Friends Together. Built In 2002 By Goehring & Morgan, This Classic Estate Is Situated On 1.15 +/- High And Dry Acres With 146 Ft. Of Extraordinary Unobstructed Lakefront On A Quiet Cove On Lake Tibet. Featuring A Main House With 4 Generous Bedrooms, 5 Full Bathrooms, 1 Half Bath, A D...

9211 Tibet Pointe Cir, WINDERMERE

New Photo of Listing #O5890500

$3,495,000

  • 5 Beds
  • 5 Baths
  • 2 Half

  • 6,360 SqFt
  • 2.38 Acres

Single Family Residence

Keenes Pointe

Discover The Classic Elegance Of This Lake Front Residence That Combines New Construction, Premium Renovations, A New Pool And Outdoor Living Area, To Create An Impressive Home Which Shows The Exquisite Pride Of Ownership From The Current Original Owners. This Rare Jewel Blends A Glamorous Interior Style With The Pure Essence Of Lakefront Living On The Famed Butler Chain Of Lakes. Situated On Nearly 2.5 Acres On Lake Tibet Butler, In The Guard Gated Private Golf Course And Lakefront Community Of Keene’s Pointe In Windermere, Florida, This...

4906 Aviva Garden Court, WINDERMERE

New Photo of Listing #O5879567

$3,200,000

  • 3 Beds
  • 3 Baths
  • 3 Half

  • 6,598 SqFt
  • 0.26 Acres

Single Family Residence

Isleworth

Welcome To Isleworth! Beyond The Gates Is The Notable Isleworth Golf & County Club Where You Will Find This Two-story Estate Which Boasts Superior Details And Charm At Every Corner And Has More Than 6,500 Square Feet Of Living Space. This Estate Is Located Within The Pristine Community Of The Gardens Of Isleworth, Which Offers Lush Landscaping, Privacy, And Indoor/outdoor Living. Once You Enter The Home, You Will Be Greeted By Custom Wood/travertine Flooring, Exquisitely Detailed Ceilings, And Sliding Glass Doors That Overlook The Pool And L...

4233 Down Point Lane, WINDERMERE

New Photo of Listing #O5895339

$3,199,958

  • 6 Beds
  • 6 Baths
  • 1 Half

  • 6,478 SqFt
  • 0.60 Acres

Single Family Residence

Down Point Sub

Spectacular Lakefront Home On Butler Chain -lake Down- This 6 Bedroom 6.5 Bathroom With Elevator Estate Boast Architectural Craftsmanship With No Expense Spared From The Beginning Of Its Build To Its Just Complete Renovation. The Interior Is Dramatic And The Panoramic Views Are Seen From Almost Every Room! Enjoy The Sunrise While Having Your Coffee In The Family Room Or View The Sunset While Playing A Game Of Pool. The Entry Opens To Showcase The Open Floor Plan With Views Overlooking The Water. The Completely New Gourmet Kitchen Has Everyth...

12516 Park Avenue, WINDERMERE

New Photo of Listing #O5893267

$3,150,000

  • 6 Beds
  • 6 Baths
  • 2 Half

  • 8,172 SqFt
  • 1.01 Acres

Single Family Residence

Chaine Du Lac

Experience Butler Chain Living At Its Finest In This Stunning Akers Custom Home, Situated On A Quiet Cove Of Lake Butler, Within The Gated Community Of Chaine Du Lac! This Home Is Filled With Recent Updates, Such As A Newly Resurfaced Pool, Fresh Paint Throughout, Refinished Wood Floors, And So Much More! The Stately Curb Appeal Of This 6 Bedroom, 6/2 Bathroom, 8,887 Sqft Home Sets High Expectations As You Make Your Way Past The 4-car Garage And Courtyard-like Driveway Up To The Custom Wood Doors With Gorgeous Glass Inlays. Upon Entering The...

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on December 2nd, 2020 at 11:19am EST.