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Search All Windermere FL Luxury Homes Over $1 Million For Sale

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Search All Windermere FL Luxury Homes Over $1 Million For Sale

Our website features the best Windermere FL Luxury Home search including real estate, 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 Windermere FL Luxury Home Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can view a current Windermere FL Luxury Home Market Report to see what’s active, under contract, and sold in your neighborhood! 

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Just Listed Windermere FL Luxury Homes Over $1 Million For Sale

9715 Wyland Ct, Windermere image
9715 Wyland Ct, Windermere $1,749,000

Keene's Pointe, gated/24-hour attended community featuring The Golden Bear Club. A Jack Nicklaus designed Course with golf, tennis, fitness, dining and swimming. This c...

  • 5 Beds
  • 4.5 Baths
  • O6039659 MLS
3302 Just A Mere Court, Windermere image
3302 Just A Mere Court, Windermere $1,370,000

Location!!! Located at the end of the only cul-de-sac lot off Lake Butler Blvd, between Lake Butler Blvd and Park Avenue in the heart of Windermere. An amazing opportunit...

  • 4 Beds
  • 3.5 Baths
  • O6035903 MLS
6707 Valhalla Way, Windermere image
6707 Valhalla Way, Windermere $2,498,900

Exquisite luxury estate located within guard-gated Keene's Pointe Golf and Country Club! This elegant Mediterranean-style home was exquisitely designed, exhibiting exempl...

  • 5 Beds
  • 4.5 Baths
  • O6039805 MLS
11423 Waterstone Loop, Windermere image
11423 Waterstone Loop, Windermere $3,150,000

BEAUTIFUL CUSTOM HOME , WATERSTONE SUBDIVISION WITH SECURITY GUARD , AMAZING FLOOR PLAN. an amazing oversized kitchen with island, huge laundry downstairs , top of t...

  • 4 Beds
  • 4.5 Baths
  • S5070277 MLS
6241 S Hampshire Court, Windermere image
6241 S Hampshire Court, Windermere $2,100,000

Beautiful two story custom home located on the 7th fairway in the sought after guard gated community of Keene's Pointe. This completely remodeled 5 bedroom, 4.5 bathroom...

  • 5 Beds
  • 4.5 Baths
  • O6039644 MLS
1519 Lake Rhea Drive, Windermere image
1519 Lake Rhea Drive, Windermere $1,100,000

This Immaculately Kept beautiful Mediterranean Style custom home in the much sort after Guard gated community in the Reserve of Belmere is a Must see. The home is in abso...

  • 4 Beds
  • 4 Baths
  • GC506393 MLS
12746 S Lake Sawyer Lane, Windermere image
12746 S Lake Sawyer Lane, Windermere $1,600,000

More photos coming soon... A private lakeside oasis in Windermere, this property features a large four bedroom home with a HUGE BONUS ROOM situated on an OVERSIZED LOT (1...

  • 4 Beds
  • 3.5 Baths
  • O6037827 MLS
11330 Fenimore Court, Windermere image
11330 Fenimore Court, Windermere $1,190,000

Distinctive, MOVE-IN READY, 5 Bedroom, 4 Full Bath, pool home, freshly painted inside and out! Located in beautiful Keene’s Point, a gated community on the Windermere Ch...

  • 5 Beds
  • 4 Baths
  • O6030010 MLS
3426 Cocard Court, Windermere image
3426 Cocard Court, Windermere $2,600,000

This grand transitionally styled home is perfectly located on about one acre. Featuring a spectacular entry opening to the formal living spaces highlighted by 30-foot cei...

  • 4 Beds
  • 4.5 Baths
  • O6038882 MLS
9026 Tavolini Terrace, Windermere image
9026 Tavolini Terrace, Windermere $1,115,000

This beautiful mediterranean style pool home in gated Tuscany Ridge community is a home to get excited about! As you enter this community you will be greeted by the oak t...

  • 5 Beds
  • 4.5 Baths
  • O6037633 MLS
11503 Lake Butler Boulevard, Windermere image
11503 Lake Butler Boulevard, Windermere $2,100,000

Estate home located in Old Windermere on Lake Butler Boulevard. This beautiful property sits on one acre of lush landscape and aged oaks. Offering 5 bedrooms, 5 baths, an...

  • 5 Beds
  • 5 Baths
  • O6037447 MLS
925 Main Street, Windermere image
925 Main Street, Windermere $1,250,000

Take a look at this BEAUTIFULLY UPDATED home on 0.28 acre of land in the heart of Windermere, this home has been tastefully renovated : The finishes are extraordinary, a...

  • 5 Beds
  • 2.5 Baths
  • O6037789 MLS
13596 Gorgona Isle Drive, Windermere image
13596 Gorgona Isle Drive, Windermere $1,850,000

Have you ever dreamed of having ABSOLUTELY ALL the upgrades a builder offers? I want to present you this PREVIOUS MODEL HOME! With $800K in UPGRADES!! Enjoy THE SPETACULA...

  • 5 Beds
  • 4.5 Baths
  • O6035955 MLS
323 E 8th Avenue, Windermere image
323 E 8th Avenue, Windermere $1,050,000

Single family home with views of Lake Bessie

  • 3 Beds
  • 3 Baths
  • J948832 MLS
5939 Caymus Loop, Windermere image
5939 Caymus Loop, Windermere $1,325,000

STUNNING Keenes Pointe Golf Front Pool Home IS TOTALLY MOVE IN READY and PACKED with UPGRADES! Picture perfect you are welcomed by the Double French Door Entry via the Tr...

  • 5 Beds
  • 4 Baths
  • O6035858 MLS
6355 Swanson St, Windermere image
6355 Swanson St, Windermere $1,130,000

The Camellia is a two-story home that offers a gourmet kitchen that overlooks the family room and lanai, All bedrooms have walk-in closets, a first-floor study, game room...

  • 5 Beds
  • 4 Baths
  • O6036133 MLS
11048 Bridge House Road, Windermere image
11048 Bridge House Road, Windermere $3,599,000

This stunning Jones Clayton Built custom home is sited on close to one acre in guard gated Lake Butler Sound. The circular drive with intricate fountain, Chicago brick pa...

  • 5 Beds
  • 5.5 Baths
  • O6035780 MLS
801 W 2nd Avenue, Windermere image
801 W 2nd Avenue, Windermere $6,495,000

Set within one of the most coveted streets in all of Windermere, this Mediterranean contemporary masterpiece combines grandeur and elegance for your enjoyment of living. ...

  • 5 Beds
  • 6 Baths
  • O6032540 MLS
5825 Oxford Moor Boulevard, Windermere image
5825 Oxford Moor Boulevard, Windermere $1,150,000

Welcome to the gated Oxford Moor subdivision, located in the sought-after community of Windermere. As you pull up to this meticulously maintained home you'll be greeted w...

  • 4 Beds
  • 3.5 Baths
  • O6033103 MLS
9527 Queensbury Court, Windermere image
9527 Queensbury Court, Windermere $1,175,000

Refined elegance in one of Windermere’s most sought-after neighborhoods. Proudly positioned at the end of a cul-de-sac on nearly a half-acre, this grand residence with mo...

  • 5 Beds
  • 4.5 Baths
  • O6033841 MLS
9121 Tintori Lane, Windermere image
9121 Tintori Lane, Windermere $1,100,000

EXECUTIVE MEDITERRANEAN POOL HOME IN THE PRESTIGIOUS TUSCANY RIDGE GATED COMMUNITY. A tiled roof, brick paved driveway, water fountain, & beautiful plush landscaping wel...

  • 5 Beds
  • 4.5 Baths
  • O6032674 MLS
8923 Blue Mesa Drive, Windermere image
8923 Blue Mesa Drive, Windermere $1,600,000

FULLY FURNISHED - This absolutely charming home offers spectacular views and is located in the desirable Windermere Trails. With a pond front location, this home offers 6...

  • 6 Beds
  • 4.5 Baths
  • O6033952 MLS
11049 Bridge House Road, Windermere image
11049 Bridge House Road, Windermere $6,950,000

Exquisite Mediterranean masterpiece, located in the 24-hour guard-gated community of Lake Butler Sound. This stunning residence features over 10,000 square feet of luxury...

  • 5 Beds
  • 5.5 Baths
  • O6033684 MLS
6839 Valhalla Way, Windermere image
6839 Valhalla Way, Windermere $3,499,000

Keene's Pointe, highly desired gated/24-hour attended community featuring The Golden Bear Club, a private/member's only club with 18-hole golf course designed by Jack Nic...

  • 5 Beds
  • 5.5 Baths
  • O6030940 MLS
1621 Hempel Ave, Windermere image
1621 Hempel Ave, Windermere $1,795,000

One or more photo(s) has been virtually staged. Tucked away on Hempel Avenue is this one-story 6-bed, 3-bath, 3,900+ sq. ft oasis sitting on more than an acre of high and...

  • 6 Beds
  • 3 Baths
  • O6032566 MLS
12025 Lake Butler Boulevard, Windermere image
12025 Lake Butler Boulevard, Windermere $1,250,000

Interior Photos to be posted at a later date. Tenant occupied property. Property to convey AS IS. Owner has never occupied home. Shown by appointment only. Location! Loc...

  • 4 Beds
  • 2.5 Baths
  • O6032853 MLS
6234 Greatwater Drive, Windermere image
6234 Greatwater Drive, Windermere $3,300,000

Fabulous casually elegant French country estate in Keene's Pointe. Situated on the 18th fairway of The Golden Bear Club. This six bedroom, five bath home has unmatched cu...

  • 6 Beds
  • 5 Baths
  • O6032877 MLS
212 W 1st Avenue, Windermere image
212 W 1st Avenue, Windermere $1,399,000 ▼

Waterfront move in ready home in downtown Windermere with 65 feet of deeded private waterfront and boat dock on the Butler Chain of Lakes. Renovated open floorplan featur...

  • 4 Beds
  • 2 Baths
  • O6032793 MLS
3606 Lake Buynak Road, Windermere image
3606 Lake Buynak Road, Windermere $1,400,000

Spectacular property on private spring fed lake that will never go dry. While you are sitting on your nearly 2 acres, you can enjoy nightly Disney Fireworks from your own...

  • 4 Beds
  • 3.5 Baths
  • O6032318 MLS
6134 Keenes Pointe Drive, Windermere image
6134 Keenes Pointe Drive, Windermere $1,850,000

SPECTACULAR KEENE'S POINTE GOLF FRONT HOME! Pristine custom home located on the 8th green of The Golden Bear Club. This highly desired single story home features an open ...

  • 4 Beds
  • 3.5 Baths
  • O6031903 MLS
6137 Lake Burden View Drive, Windermere image
6137 Lake Burden View Drive, Windermere $2,495,000

Stunning Keene’s Pointe golf-front home located on the third fairway, boasts 6,250 square feet of luxurious living space. This spectacular residence features five bedroom...

  • 5 Beds
  • 6 Baths
  • O6031657 MLS
Windermere image
Windermere $1,270,000

This is a beautiful and rare floor plan in the beautiful Windermere Trails. This home offers a great floor plan for entertaining, with lots of natural lights, high ceilin...

  • 5 Beds
  • 3.5 Baths
  • O6030791 MLS
11652 Hampstead Street, Windermere image
11652 Hampstead Street, Windermere $1,450,000

Beautiful Mediterranean style, 5 bedrooms 4 Baths, Pool home at the Enclave in Windermere. This immaculate home with open floor plan has a gourmet kitchen with induction...

  • 5 Beds
  • 4 Baths
  • O6031546 MLS
13352 Bellaria Cir, Windermere image
13352 Bellaria Cir, Windermere $2,650,000

New Demands on Luxury Homes are here to stay! This customized Vila Milano home is located in the Private Gated Community of Bellaria and will check all of the boxes for ...

  • 5 Beds
  • 5.5 Baths
  • O6031214 MLS
9525 Lavill Court, Windermere image
9525 Lavill Court, Windermere $3,490,000

Beautiful Windermere Chain of Lakes Estate.. This Lake Down waterfront two story custom home consists of (4 Bedrooms plus Office). Located on two incredible acres of lak...

  • 5 Beds
  • 3.5 Baths
  • O6030443 MLS
5518 Worsham Court, Windermere image
5518 Worsham Court, Windermere $3,650,000

Nestled on a serene cul-de-sac along the back nine of Isleworth’s renowned championship golf course, this two-story estate boasts more than 5,700 square feet overlooking ...

  • 5 Beds
  • 6 Baths
  • O6026809 MLS
5132 Fairway Oaks Drive, Windermere image
5132 Fairway Oaks Drive, Windermere $5,900,000

Tucked along Isleworth’s signature 12th fairway with stunning golf and water views, this modern Isleworth estate has been fully updated to create a contemporary haven alo...

  • 6 Beds
  • 6.5 Baths
  • O6028768 MLS
5020 Down Point Lane, Windermere image
5020 Down Point Lane, Windermere $7,959,000

This stunning estate is the epitome of luxury Windermere lakefront living. Designed by legendary architect John Henry, this exquisite lakefront residence is perfectly pos...

  • 8 Beds
  • 8 Baths
  • O6030119 MLS
9819 Grosvenor Pointe Circle, Windermere image
9819 Grosvenor Pointe Circle, Windermere $2,850,000

Absolutely perfect custom golf estate on the 9th Fairway of the Golden Bear Club at Keene’s Pointe. Sitting on one of the most desirable golf lots in Keene’s Pointe with ...

  • 6 Beds
  • 6.5 Baths
  • O6023985 MLS
4279 Isabella Circle, Windermere image
4279 Isabella Circle, Windermere $2,475,000

This 5 bedroom, 4/2 bathroom completely remodeled and upgraded home perfectly marries luxury with comfort. As you enter the house, you are instantly greeted by an impress...

  • 5 Beds
  • 4.5 Baths
  • O6030141 MLS
4806 Alexandra Garden Court, Windermere image
4806 Alexandra Garden Court, Windermere $3,500,000

Stunning custom home located in the luxurious private golf community of Isleworth. This 5,695 sq. ft. home is nestled in lush landscaping and provides plenty of space to ...

  • 5 Beds
  • 5.5 Baths
  • R4905987 MLS
8288 Tibet Butler Drive, Windermere image
8288 Tibet Butler Drive, Windermere $3,700,000

Location, Location, Location. Want a lakefront or a golf course view? You get both with this amazing home. Premier Lakefront lot in backyard, and views of 5th fairway fr...

  • 5 Beds
  • 4.5 Baths
  • P4921126 MLS
11769 Hampstead Street, Windermere image
11769 Hampstead Street, Windermere $1,690,000

Don’t miss this exceptional 4994 square foot energy efficient estate home with 5 bedrooms, 4 baths located in the lovely Enclave at Windermere Landing with serene pond vi...

  • 5 Beds
  • 4 Baths
  • O6028403 MLS
732 W 2nd Avenue, Windermere image
732 W 2nd Avenue, Windermere $4,750,000

Perfection on Lake Butler, this beautiful custom home is lakefront living at it’s best! From the open plan kitchen/lounge/dining area that takes in the beauty of the lake...

  • 5 Beds
  • 4.5 Baths
  • S5068115 MLS
2613 Coral Stone Court, Windermere image
2613 Coral Stone Court, Windermere $1,200,000

Windermere Custom 2-story Residence located in The Estates at Windermere offers a coveted combination of being in a highly desirable gated community with less than 70 hom...

  • 5 Beds
  • 3.5 Baths
  • O6027162 MLS
611 Magnolia Street, Windermere image
611 Magnolia Street, Windermere $1,599,500 ▼

Amazing opportunity to own this custom build Akers home in the heart of the Town of Windermere - NO HOA fees. The property offers endless upgraded features, this 2 story...

  • 5 Beds
  • 4.5 Baths
  • S5067628 MLS
5033 Tildens Grove Boulevard, Windermere image
5033 Tildens Grove Boulevard, Windermere $2,259,300

Welcome to this magnificent move-in ready Royal Mediterranean Revival-style executive home located in the guard-gated Windermere, Florida community of Tildens Grove. With...

  • 4 Beds
  • 4.5 Baths
  • O6026867 MLS
5139 Isleworth Country Club Drive, Windermere image
5139 Isleworth Country Club Drive, Windermere $8,900,000

Spectacular Tuscan Modern Custom-Built estate is a once in a lifetime opportunity inspired by the Italian Renaissance. One of the most exclusive private golf and country ...

  • 7 Beds
  • 7.5 Baths
  • O6026101 MLS
836 Oakdale Street, Windermere image
836 Oakdale Street, Windermere $1,710,000

Take a look at this gorgeous contemporary home on a premium corner lot in the heart of Downtown Windermere. The home was built using the finest materials to compliment ex...

  • 4 Beds
  • 4.5 Baths
  • O6025719 MLS
1330 Belfiore Way, Windermere image
1330 Belfiore Way, Windermere $1,105,000 ▼

Welcome to your new beautiful custom tile roof home in a very desirable location! This very spacious home has many features to list starting with the grand kitchen with c...

  • 5 Beds
  • 4.5 Baths
  • O6025559 MLS
© 2022 Northeast Florida Multiple Listing Service, Inc. All rights reserved. This data is up-to-date as of . For the most current information, contact Real Estate Company.

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