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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

3801 Mckinnon Road, Windermere image
3801 Mckinnon Road, Windermere $10,000,000

One or more photo(s) has been virtually staged. Under Construction. The most anticipated Listing to hit the market in Orlando this year: THE LAKE HOUSE 2022 - An award-wi...

  • 6 Beds
  • 12.5 Baths
  • The Lake House SubDv.
  • 34786 Zip Code
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
  • Isleworth 01 Amd SubDv.
  • 34786 Zip Code
6513 Rosella Court, Windermere image
6513 Rosella Court, Windermere $8,590,000

Sitting on one of the most magnificent and private lots in all of Windermere, with your own personal view of nightly Disney fireworks from both Magic Kingdom and Epcot, t...

  • 6 Beds
  • 6.5 Baths
  • Keenes Pointe 46/104 SubDv.
  • 34786 Zip Code
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
  • Sunset Bay Rep SubDv.
  • 34786 Zip Code
10988 Down Yonder Lane, Windermere image
10988 Down Yonder Lane, Windermere $7,500,000

Pre-Construction. To be built. Rare, Exclusive Lakefront property in Windermere, Florida. Front and rear water views! Gated community with only three home sites. TWO OPTI...

  • 4 Beds
  • 4.5 Baths
  • Lake Down Estates SubDv.
  • 34786 Zip Code
11035 Schooner Way, Windermere image
11035 Schooner Way, Windermere $7,500,000

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
11940 Lake Butler Boulevard, Windermere image
11940 Lake Butler Boulevard, Windermere $6,995,000

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
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
  • Reserve At Lake Butler Sound 45/120 SubDv.
  • 34786 Zip Code
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
  • Aladar On Lake Butler SubDv.
  • 34786 Zip Code
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
  • Isleworth SubDv.
  • 34786 Zip Code
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
  • Windermere Town SubDv.
  • 34786 Zip Code
11947 Lake Butler Boulevard, Windermere image
11947 Lake Butler Boulevard, Windermere $4,395,000

Pre-Construction. To be built. Stunning energy efficient contemporary estate home with location! Location! Location! Located on 1.2acre lot on Lake Butler Boulevard in th...

  • 6 Beds
  • 8 Baths
  • Lake Butler Estates SubDv.
  • 34786 Zip Code
4066 Isabella Circle, Windermere image
4066 Isabella Circle, Windermere $3,890,000

Welcome to this amazing Waterview house at CASABELLA. Offering only 79 single family homes, this is a luxury gated community in upscale Windermere. The VILLA LAGO floorpl...

  • 6 Beds
  • 6.5 Baths
  • Casabella Ph 2 SubDv.
  • 34786 Zip Code
4088 Isabella Circle, Windermere image
4088 Isabella Circle, Windermere $3,800,000

"The Masterpiece" at Casabella at Windermere can now be yours. Open floor plan built by the renowned builder Toll Brothers. CASABELLA at WINDERMERE is a Luxury gated comm...

  • 6 Beds
  • 6.5 Baths
  • Casabella Ph 2 SubDv.
  • 34786 Zip Code
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
  • Keenes Pointe SubDv.
  • 34786 Zip Code
13125 Casabella Drive, Windermere image
13125 Casabella Drive, Windermere $3,700,000 ▲

Smart Mansion at Casabella. Welcome to the Toll Brothers "The Marcello", a 7,561SF home is fully automated and integrated with Alexa you can control the entire home throu...

  • 5 Beds
  • 5.5 Baths
  • Casabella SubDv.
  • 34786 Zip Code
9826 Lake Louise Drive, Windermere image
9826 Lake Louise Drive, Windermere $3,650,000

This is a stunning lake view mansion. Nestled on the shores of beautiful Lake Louise, the community includes the renowned Isleworth Golf and Country Club. The single-leve...

  • 4 Beds
  • 3.5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
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
  • Gardens/Isleworth M SubDv.
  • 34786 Zip Code
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
  • Keenes Pointe SubDv.
  • 34786 Zip Code
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
  • Lake Down Village SubDv.
  • 34786 Zip Code
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
  • Keenes Pointe Unit 2 SubDv.
  • 34786 Zip Code
6857 Valhalla Way, Windermere image
6857 Valhalla Way, Windermere $2,950,000 ▼

Perfection has an address along with comfortable Florida living. Located on the 17th fairway of Jack Nicklaus-designed Golden Bear Club's golf course, this stunning home ...

  • 5 Beds
  • 5.5 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
6856 Valhalla Way, Windermere image
6856 Valhalla Way, Windermere $2,895,000 ▼

Keene's Pointe - stunning home located on the 14th tee of The Golden Bear Club. Completely remodeled and professionally designed, this home offers 5 bedrooms, 5.5 baths,...

  • 5 Beds
  • 5.5 Baths
  • Keenes Pointe 46/104 SubDv.
  • 34786 Zip Code
2505 Reserve Windermere Court, Windermere image
2505 Reserve Windermere 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
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
  • Keenes Pointe SubDv.
  • 34786 Zip Code
5361 W Lake Butler Road, Windermere image
5361 W Lake Butler Road, Windermere $2,850,000 ▼

These opportunities are rare, seize the day ! CUSTOM VIDEO... www.5361wlakebutler.site/mls .... One-of-a-kind architectural masterpiece with 100 feet of breathtaking fron...

  • 5 Beds
  • 5 Baths
  • Summerport Beach SubDv.
  • 34786 Zip Code
2511 Reserve Windermere Court, Windermere image
2511 Reserve Windermere Court, Windermere $2,750,000

Pre-Construction. To be built. Introducing the "CHASE" constructed by ELEMENT HOME BUILDERS in the heart of Windermere in a small enclave of eight custom, estate homes. ...

  • 5 Beds
  • 5.5 Baths
  • Reserve At Windermere SubDv.
  • 34786 Zip Code
2504 Reserve Windermere Court, Windermere image
2504 Reserve Windermere Court, Windermere $2,650,000

Pre-Construction. To be built. The Beautiful Monterey by Element Home Builders was designed for ultimate functionality and taking in the beautiful view to the rear that l...

  • 5 Beds
  • 4.5 Baths
  • Reserve At Windermere SubDv.
  • 34786 Zip Code
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
  • Keenes Pointe Unit 7 SubDv.
  • 34786 Zip Code
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
  • Tildens Grove Ph 01 47/65 SubDv.
  • 34786 Zip Code
8159 Tibet Butler Drive, Windermere image
8159 Tibet Butler Drive, Windermere $2,150,000 ▼

MOTIVATED SELLER! BRING YOUR OFFER! Light, bright and entirely remodeled home in the heart of Windermere. This gorgeous golf view home, within the guard-gated, award winn...

  • 5 Beds
  • 4 Baths
  • Keenes Pointe 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
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
  • Gotha Town SubDv.
  • 34786 Zip Code
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
  • Keenes Pointe SubDv.
  • 34786 Zip Code
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
  • Enclave SubDv.
  • 34786 Zip Code
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
  • Lake Sawyer Estates SubDv.
  • 34786 Zip Code
7503 Lake Albert Drive, Windermere image
7503 Lake Albert Drive, Windermere $1,450,000 ▼

Windermere Pond Front Lake Burden South Home, DUAL Primary Suites! Energy Efficient & Newly Built in 2015, this 5 bedroom, 5 bathroom beautifully appointed home provides ...

  • 5 Beds
  • 5 Baths
  • Lake Burden South Ph I SubDv.
  • 34786 Zip Code
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
  • Lake Buynak Estates SubDv.
  • 34786 Zip Code
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
  • Windermere Town SubDv.
  • 34786 Zip Code
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
  • Lake Butler Estates SubDv.
  • 34786 Zip Code
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
  • Keenes Pointe SubDv.
  • 34786 Zip Code
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
  • Windermere SubDv.
  • 34786 Zip Code
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
  • Keenes Pointe Ut 06 50 95 SubDv.
  • 34786 Zip Code
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
  • Tuscany Ridge 50 141 SubDv.
  • 34786 Zip Code
9715 Wild Oak Drive, Windermere image
9715 Wild Oak Drive, Windermere $959,900

Boasting Pride of Ownership, this impeccably maintained home will entice even the most discriminating buyer! Coupled with a superb location on the edge of Windermere's in...

  • 4 Beds
  • 3 Baths
  • Windermere Downs SubDv.
  • 34786 Zip Code
6620 Sawyer Shores Lane, Windermere image
6620 Sawyer Shores Lane, Windermere $950,000 ▼

Major price improvement! Come quick to see this absolutely stunning home on over half an acre in the desired city of Windermere with NO HOA ! This home has everything you...

  • 4 Beds
  • 3.5 Baths
  • Sawyer Shores Sub SubDv.
  • 34786 Zip Code
725 Oakdale Street, Windermere image
725 Oakdale Street, Windermere $924,900

Welcome to this beautiful traditional style home located on a majestic, oak-lined dirt road in Windermere proper, known for its 'old Florida' feel, small-town ambiance an...

  • 3 Beds
  • 2.5 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
2131 Kane Park Way, Windermere image
2131 Kane Park Way, Windermere $875,000

OPEN HOUSE ,SATURDAY JULY 2 ,12-3. Executive Living awaits you in the TOWN of Windermere with access to it's private boat ramp on the Pristine Butler Chain of Lakes! Per...

  • 4 Beds
  • 3 Baths
  • Willows At Lake Rhea Ph 02 SubDv.
  • 34786 Zip Code
736 Magnolia Street, Windermere image
736 Magnolia Street, Windermere $800,000

You don’t want to miss out on this beautiful and historic home in downtown Windermere!! Built in 1915, this home is packed full of surprises and unique features that you’...

  • 3 Beds
  • 2 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
9053 Ron Den Lane, Windermere image
9053 Ron Den Lane, Windermere $759,000

The options are ENDLESS with this recently renovated, one of a kind gem! Have most of the perks of water front without water front prices! This tucked away open concept h...

  • 4 Beds
  • 3 Baths
  • Down Acres Estates SubDv.
  • 34786 Zip Code
4831 River Gem Avenue, Windermere image
4831 River Gem Avenue, Windermere $749,000

HIGHLY SOUGHT AFTER SUMMERPORT location has an ideal opportunity that is just waiting for YOU! This WINDERMERE POOL HOME features 4 bedrooms, 2.5 bathrooms PLUS an Office...

  • 4 Beds
  • 2.5 Baths
  • Summerport Ph 05 SubDv.
  • 34786 Zip Code
4315 Saltmarsh Sparrow Drive, Windermere image
4315 Saltmarsh Sparrow Drive, Windermere $745,000

Home is in Summerport and is zoned for top-rate schools Keenes Crossing Elementary, Bridgewater Middle and Windermere Highschool. This Master-plan community has mature la...

  • 5 Beds
  • 3.5 Baths
  • Stillwater Xings Prcl Sc-13 #2 SubDv.
  • 34786 Zip Code
11129 Lake Butler Boulevard, Windermere image
11129 Lake Butler Boulevard, Windermere $700,000

Solid block 3 bedroom 2 bath pool home on a half acre lot with shared access to a Private Boat Ramp on Wauseon Bay and the Butler Chain of Lakes - Lake access is across t...

  • 3 Beds
  • 2 Baths
  • Wauseon Ridge SubDv.
  • 34786 Zip Code
7450 Fairgrove Avenue, Windermere image
7450 Fairgrove Avenue, Windermere $680,000 ▼

Just Reduced! This gorgeous 2- story house has 4 Bedrooms/2.5 Bathrooms/2- car Garage is located in Windermere Sound. With 2,824 sqf, built in 2017 and a massive private ...

  • 4 Beds
  • 2.5 Baths
  • Windermere Sound Ph 2 SubDv.
  • 34786 Zip Code
12818 Cragside Lane, Windermere image
12818 Cragside Lane, Windermere $650,000

Welcome home to beautiful Lakes of Windermere! This well maintained 4 bedroom 3 bathroom home has plenty of curb appeal with Victorian finishes and a nice front porch wit...

  • 4 Beds
  • 2.5 Baths
  • Lakes/Windermere Ph 02a SubDv.
  • 34786 Zip Code
625 Magnolia Street, Windermere image
625 Magnolia Street, Windermere $649,000

Be prepared to be wowed by the beautiful lush and tropical setting of this home! Situated in the heart of downtown Windermere among towering majestic oaks and a sparkling...

  • 3 Beds
  • 2 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
6846 Helmsley Circle, Windermere image
6846 Helmsley Circle, Windermere $644,000 ▼

Rising interest rates got you down? Seller willing to pay discount points to bring interest rate down for the life of the loan. This could save hundreds of dollars pe...

  • 4 Beds
  • 3 Baths
  • Preston Square SubDv.
  • 34786 Zip Code
13872 Bluebird Pond Road, Windermere image
13872 Bluebird Pond Road, Windermere $562,500 ▼

Welcome home to the captivating community of Summerport! All of the best entertainment Central Florida has to offer is just a short drive from your front door, or within ...

  • 4 Beds
  • 3.5 Baths
  • Summerport SubDv.
  • 34786 Zip Code
12863 Holdenbury Lane, Windermere image
12863 Holdenbury Lane, Windermere $529,000 ▼

PRICE RDUCTION! LOCATION! LOCATION! & LOCATION! BEAUTIFUL SINGLE FAMILY HOUSE IN LAKES OF WINDERMERE, 3 BEDROOMS, 2 BATHS, LARGE FAMILY ROOM, BEAUTIFUL PRIVATE YARD, WIT...

  • 3 Beds
  • 2 Baths
  • Lakes Of Windermere SubDv.
  • 34786 Zip Code
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