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Windermere › Windermere Waterfront Homes

Windermere Waterfront Homes for Sale

cash back at closing from Ziro Realty WindermereThe Windermere community boasts many homes with fantastic waterfront views. Many of which are overlooking the prestigious Butler Chain of Lakes. Whether you are looking for a home where you can build a dock for your boat or just a tranquil pond view, Windermere has plenty of waterfront and waterview homes for you to choose from.

Below is a list of all currently available Waterview Homes in the Windermere area:

Windermere Waterfront Homes for Sale

9508 Windy Ridge Road, Windermere image
9508 Windy Ridge Road, Windermere $24,995,000 ▼

Perfectly positioned on 18 acres of lakefront property with meticulously manicured grounds, this walled and gated compound includes apprx 614 feet of pristine lake fronta...

  • 7 Beds
  • 14.5 Baths
  • Acreage & Unrec SubDv.
  • 34786 Zip Code
11301 Bridge House Road, Windermere image
11301 Bridge House Road, Windermere $11,995,000

Stunning modern masterpiece situated in Windermere's Reserve at Lake Butler Sound's most coveted lot. Known as "Overjoy" for its location on the sparkling waters of Lake ...

  • 5 Beds
  • 7.5 Baths
  • Reserve At Lake Butler Sound SubDv.
  • 34786 Zip Code
11940 Lake Butler Boulevard, Windermere image
11940 Lake Butler Boulevard, Windermere $8,250,000 ▲

UNIQUE ESTATE HOME SET ON 300 FEET OF LAKE BUTLER SHORELINE WITH 300’ SEAWALL. This private, gated lakefront home is set on 2.4 acres in old Windermere, with over 6,500 S...

  • 5 Beds
  • 6.5 Baths
  • Metcalf Park Rep SubDv.
  • 34786 Zip Code
11035 Schooner Way, Windermere image
11035 Schooner Way, Windermere $8,250,000 ▲

Pre-Construction. To be built. Where Art Meets Architecture! Build your Custom Dream Home with state of the art energy efficiency engineering in the tranquility of the so...

  • 7 Beds
  • 5.5 Baths
  • Marina Bay Estates SubDv.
  • 34786 Zip Code
9832 Laurel Valley Drive, Windermere image
9832 Laurel Valley Drive, Windermere $7,775,000

Stunning water views and **captivating sunsets** will take your breath away at this exquisite lakefront Estate. Perfectly situated on the shores of Lake Butler and the 1...

  • 6 Beds
  • 7.5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
10988 Down Yonder Lane, Windermere image
10988 Down Yonder Lane, Windermere $7,500,000

Pre-Construction. To be built. Land Purchase at 2.795M or Pre-Construction Home at 7.5M Rare, Exclusive Lakefront property in Windermere, Florida. Front and rear water...

  • 4 Beds
  • 4.5 Baths
  • Lake Down Estates SubDv.
  • 34786 Zip Code
6507 Rosella Court, Windermere image
6507 Rosella Court, Windermere $7,495,000

Windermere - Lakefront - Butler Chain of Lakes, Lake Tibet - Keenes Pointe - 24 Hr Guard Gated Golf Course Community... Explore this Stonebridge Custom Homes, 6 bedroom...

  • 6 Beds
  • 7.5 Baths
  • Keenes Pointe 46/104 SubDv.
  • 34786 Zip Code
9736 Chestnut Ridge Drive, Windermere image
9736 Chestnut Ridge Drive, Windermere $7,388,000

Pre-Construction. To be built. Featuring an exceptional setting along the shores of beautiful Lake Bessie with gorgeous sunset views, this five-bedroom estate will be bui...

  • 5 Beds
  • 5.5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
11947 Lake Butler Boulevard, Windermere image
11947 Lake Butler Boulevard, Windermere $7,035,000

Pre-Construction. To be built. Your contemporary work of art awaits. Located in the Town of Windermere on the famed Lake Butler Blvd. is a beautiful 1.2-acre plot of land...

  • 6 Beds
  • 6.5 Baths
  • Lake Butler Estates SubDv.
  • 34786 Zip Code
9838 Laurel Valley Drive, Windermere image
9838 Laurel Valley Drive, Windermere $7,000,000

Majestic Lake Butler lakefront, Sunset views, Disney fireworks and the 15th hole of Isleworth's renowned championship golf course. As far as location goes, this home has ...

  • 5 Beds
  • 6.5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
5020 Down Point Lane, Windermere image
5020 Down Point Lane, Windermere $6,750,000 ▼

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
  • Sunset Bay Rep SubDv.
  • 34786 Zip Code
11049 Bridge House Road, Windermere image
11049 Bridge House Road, Windermere $5,995,000 ▼

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
  • Reserve At Lake Butler Sound 45/120 SubDv.
  • 34786 Zip Code
6474 Deacon Circle, Windermere image
6474 Deacon Circle, Windermere $5,500,000 ▼

New Price. Step into this updated waterfront estate situated along the shores of the famed Butler Chain of Lakes. The airy Mediterranean-style two-story is an ideal lak...

  • 6 Beds
  • 5.5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
12623 W Lake Butler Road, Windermere image
12623 W Lake Butler Road, Windermere $5,300,000

Sheer excitement exudes from this custom Element Home Builders lakefront home located directly on Lake Butler, of the famed Butler Chain of Lakes. INCLUDED IN THIS PRICE ...

  • 4 Beds
  • 4.5 Baths
  • N/A SubDv.
  • 34786 Zip Code
9575 Westover Roberts Road, Windermere image
9575 Westover Roberts Road, Windermere $4,990,000

Windermere Lakefront living at its finest on the shores of private Lake Olivia. This 5.4 acre estate of ultra luxury over 8500 heated sqft with private gates, include 9 b...

  • 9 Beds
  • 8 Baths
  • No Hoa SubDv.
  • 34786 Zip Code
225 Magnolia Street, Windermere image
225 Magnolia Street, Windermere $4,500,000

Elegantly designed and custom-built in 2019, this Mediterranean-style home is located on the famed Butler Chain of Lakes. This beautiful property is for the discriminatin...

  • 7 Beds
  • 10.5 Baths
  • Windermere Rep SubDv.
  • 34786 Zip Code
801 W 2nd Avenue, Windermere image
801 W 2nd Avenue, Windermere $4,250,000 ▼

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 existing home, an i...

  • 5 Beds
  • 6 Baths
  • Aladar On Lake Butler SubDv.
  • 34786 Zip Code
6117 Louise Cove Drive, Windermere image
6117 Louise Cove Drive, Windermere $4,200,000

Stunning Lake Louise views abound from this perfectly-sized Isleworth lakefront residence, perched above a protected cove on the famed Butler Chain of Lakes. Just unveile...

  • 4 Beds
  • 4.5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
12210 Montalcino Circle, Windermere image
12210 Montalcino Circle, Windermere $3,850,000

Sitting on one of Windermere’s top lakes (lake burden), this unique waterfront 6000+ square feet contemporary mansion is like no other. The floor plan has been created...

  • 6 Beds
  • 6.5 Baths
  • Casa Del Lago Rep SubDv.
  • 34786 Zip Code
12623 W Lake Butler Road, Windermere image
12623 W Lake Butler Road, Windermere $3,750,000

The adjacent homesite, 1.16 acres, is also available for sale with the purchase of this home. This stunning custom-built Element Home Builders lakefront home is located d...

  • 4 Beds
  • 4.5 Baths
  • N/A SubDv.
  • 34786 Zip Code
1733 Hempel Avenue, Windermere image
1733 Hempel Avenue, Windermere $3,500,000 ▼

This will be a once in a lifetime opportunity to own a truly custom home that will meet all of your family’s needs and be the place everyone wants to hang out * This home...

  • 7 Beds
  • 6.5 Baths
  • Gotha Town SubDv.
  • 34786 Zip Code
6839 Valhalla Way, Windermere image
6839 Valhalla Way, Windermere $3,299,000 ▼

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
  • Keenes Pointe SubDv.
  • 34786 Zip Code
9525 Lavill Court, Windermere image
9525 Lavill Court, Windermere $2,900,000 ▼

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...

  • 4 Beds
  • 3.5 Baths
  • Lake Down Village SubDv.
  • 34786 Zip Code
2505 Windermere Reserve Court, Windermere image
2505 Windermere Reserve Court, Windermere $2,875,000 ▲

Pre-Construction. To be built. PRE-CONSTRUCTION!!!!BUILDER'S SPEC!!! The Oakland by ELement Home Builders is a gorgeous modern farmhouse-style home that is a real show st...

  • 5 Beds
  • 5.5 Baths
  • Reserve At Windermere SubDv.
  • 34786 Zip Code
6234 Greatwater Drive, Windermere image
6234 Greatwater Drive, Windermere $2,799,000 ▼

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
  • Keenes Pointe Unit 2 SubDv.
  • 34786 Zip Code
1238 Lake Whitney Drive, Windermere image
1238 Lake Whitney Drive, Windermere $2,475,000 ▼

$25K PRICE REDUCTION - VERY MOTIVATED SELLERS!! Welcome to the exquisite and elegant Reserve At Belmere. A true luxury Tuscan style luxury home with spectacular views of ...

  • 4 Beds
  • 5.5 Baths
  • Reserve At Belmere Ph 02 48 144 SubDv.
  • 34786 Zip Code
8298 Tibet Butler Drive, Windermere image
8298 Tibet Butler Drive, Windermere $2,449,900 ▼

Rare opportunity to own this lakefront Keene's Pointe estate! Originally featured in the Street of Dream Homes magazine and Parade of Homes. Upon entering this Victorian ...

  • 6 Beds
  • 6 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
305 Magnolia Street, Windermere image
305 Magnolia Street, Windermere $2,375,000 ▼

Enchanting sunsets, spectacular water views and NO HOA. Perfectly situated home in the desirable downtown Windermere on the Butler Chain of Lakes. This semi-custom home i...

  • 5 Beds
  • 4 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
6731 Valhalla Way, Windermere image
6731 Valhalla Way, Windermere $2,250,000

Keene's Pointe - gated/24-hour attended golf course community featuring The Golden Bear Club. A members-only 18-hole golf course offering golf, tennis, fitness, dining an...

  • 6 Beds
  • 7.5 Baths
  • Keenes Pointe 46/104 SubDv.
  • 34786 Zip Code
12012 Waterstone Loop Drive, Windermere image
12012 Waterstone Loop Drive, Windermere $2,199,000 ▼

This beautiful David Weekley Custom Classic home is a MUST-SEE! You will fall in love when you see this beautiful landscape in the front yard. As you walk into the foyer,...

  • 5 Beds
  • 5.5 Baths
  • Waterstone SubDv.
  • 34786 Zip Code
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
  • Lake Butler Estates SubDv.
  • 34786 Zip Code
415 W 3rd Avenue, Windermere image
415 W 3rd Avenue, Windermere $2,000,000 ▼

Consider this NEW…. totally renovated to the highest standards. Experience breathtaking LAKE VIEWS, SUNSETS and Disney FIREWORKS from the wide wrap around porch. This i...

  • 3 Beds
  • 2.5 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
7720 Ficquette Road, Windermere image
7720 Ficquette Road, Windermere $1,995,000

When you first walk into this immaculate Lakefront Windermere Estate home on a huge private lot, with generous living space and custom finishes, you are greeted by a larg...

  • 4 Beds
  • 4.5 Baths
  • Lake Hancock Shores SubDv.
  • 34786 Zip Code
11936 Provincial Way, Windermere image
11936 Provincial Way, Windermere $1,970,000

Nestled on the shores of Lake Whitney, this **LAKEFRONT** property is immaculately presented and ideally situated on a quiet peninsula within the guard gated community of...

  • 4 Beds
  • 4 Baths
  • Reserve At Belmere Ph 4 SubDv.
  • 34786 Zip Code
11948 Provincial Way, Windermere image
11948 Provincial Way, Windermere $1,950,000 ▼

Exquisite Arthur Rutenberg customized Calais model home is sought after in Reserve at Belmere. This lakefront, 4bed/5bath/den/bonus room house has everything you need. Ti...

  • 4 Beds
  • 5 Baths
  • Reserve At Belmere Ph4 SubDv.
  • 34786 Zip Code
8159 Tibet Butler Drive, Windermere image
8159 Tibet Butler Drive, Windermere $1,950,000 ▼

One or more photo(s) has been virtually staged. Welcome to KEENES POINTE, 24hr guard gated, highly desired neighborhood in Windermere Florida. Uniquely accented by award...

  • 5 Beds
  • 4 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
11036 Schooner Way, Windermere image
11036 Schooner Way, Windermere $1,895,000 ▼

*** REMODELED HOME ON 1 ACRE LOT with CHAIN OF LAKE ACCESS under 2MM.*** Custom Windermere home on over an acre of land, with private 40+ ft dock on a wide canal to Lak...

  • 4 Beds
  • 3.5 Baths
  • Marina Bay Estates SubDv.
  • 34786 Zip Code
12715 Jacob Grace Court, Windermere image
12715 Jacob Grace Court, Windermere $1,600,000

One or more photo(s) has been virtually staged. ** TROPICAL OASIS. STUNNING CUSTOM BUILT ESTATE POOL HOME in the highly sought after TILDENS GROVE, Windermere’s exclusiv...

  • 7 Beds
  • 4.5 Baths
  • Tildens Grove Ph 01 47/65 SubDv.
  • 34786 Zip Code
6302 Greatwater Dr, Windermere image
6302 Greatwater Dr, Windermere $1,599,999

Keene's Pointe. Stunning home built by Stonebridge Homes and completely renovated. The first floor features travertine stone flooring throughout with a spacious entry lea...

  • 5 Beds
  • 3.5 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
3126 Seigneury Drive, Windermere image
3126 Seigneury Drive, Windermere $1,425,000

Updated with contemporary touches, this estate home was renovated to showcase a bright and welcoming residence for living and entertaining. Perched on a premium lot with ...

  • 5 Beds
  • 4.5 Baths
  • Harbor Isle SubDv.
  • 34786 Zip Code
5902 Blakeford Drive, Windermere image
5902 Blakeford Drive, Windermere $1,410,000

**** This is a RARE OPPORTUNITY to own a beautiful home at a PREMIUM PENINSULAR LOT in KEENE'S POINTE. **** Enjoy living with expansive Golf and water views in this VERY ...

  • 4 Beds
  • 4 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
11402 Camden Loop Way, Windermere image
11402 Camden Loop Way, Windermere $1,400,000 ▼

One or more photo(s) has been virtually staged. If you are looking for a turn-key home that has been renovated top to bottom in Windermere, then this is your home. From ...

  • 5 Beds
  • 4.5 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
9025 Balmoral Mews Square, Windermere image
9025 Balmoral Mews Square, Windermere $1,399,900

One or more photo(s) has been virtually staged. One or more of the photo(s) have been virtually staged. Welcome to this stunning 5-bedroom custom built, one-owner POOL ES...

  • 5 Beds
  • 3.5 Baths
  • Balmoral SubDv.
  • 34786 Zip Code
12746 S Lake Sawyer Lane, Windermere image
12746 S Lake Sawyer Lane, Windermere $1,375,000 ▼

A peaceful lakeside oasis on an oversized lot in Windermere, this property features a large four bedroom home with an oversized bonus room, situated on an large lot with ...

  • 4 Beds
  • 3.5 Baths
  • Lake Sawyer Estates SubDv.
  • 34786 Zip Code
5909 Caymus Loop, Windermere image
5909 Caymus Loop, Windermere $1,090,000

A fantastic Keene’s Pointe golf course home that is move-in ready. This 4 Bedroom, 3 Full Bath home with an Office, has been updated so you can move in today without the...

  • 4 Beds
  • 3 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
656 E 6th Avenue, Windermere image
656 E 6th Avenue, Windermere $1,020,000 ▲

Unique lakefront property within the town limits of “Olde" Windermere. A perfect fit for someone wanting to downsize and yet enjoy the lake lifestyle. This lovely home s...

  • 3 Beds
  • 2 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
212 W 1st Avenue, Windermere image
212 W 1st Avenue, Windermere $990,000 ▼

Butler Chain of lakes living at an amazing price!!! Bring your boats and lake toys to enjoy lakefront living in downtown Windermere. This direct waterfront move-in ready...

  • 4 Beds
  • 2 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
11707 Sprawling Oak Drive, Windermere image
11707 Sprawling Oak Drive, Windermere $855,000 ▼

This spacious, spotless two-story home, found in desirable Ashlin Park, offers the convenience of a premium location to A-rated schools, shopping, and entertainment in Wi...

  • 4 Beds
  • 3.5 Baths
  • Ashlin Park Ph 2 SubDv.
  • 34786 Zip Code
736 Magnolia Street, Windermere image
736 Magnolia Street, Windermere $650,000 ▼

BACK ON THE MARKET WITH A HUGE PRICE IMPROVEMENT! This piece of history in the heart of Windermere can be all yours! Built in 1915, this home is packed full of surprises ...

  • 3 Beds
  • 2 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
811 Main Street, Windermere image
811 Main Street, Windermere $600,000

This home in the heart of downtown Windermere is waiting just for you! Located on a spacious double lot, with a fenced in backyard and NO HOA, this property will surely b...

  • 2 Beds
  • 1.5 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
8389 Lookout Pointe Drive, Windermere image
8389 Lookout Pointe Drive, Windermere $519,000 ▼

Best location! Corner Unit! Huge balcony with Lake and park view !Watch Disney firework from house! just steps to clubhouse with swimming pool. 4/bed 2.5/bath house with ...

  • 4 Beds
  • 2.5 Baths
  • Windermere Trails SubDv.
  • 34786 Zip Code
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