• Home
  • Home Values
  • Sarasota
  • Venice
  • Manatee
  • Charlotte
  • Search
  • Videos
  • Blog
Login
941-357-1027

Sign in to your account

Need to reset your phone number?

Don't have an account with us?

Click here to sign up.

Windermere Homes with Skiing Allowed Water Extras

Address Search

Windermere Homes with Skiing Allowed Water Extras

Welcome to Windermere, Florida—a picturesque gem nestled in Orange County that perfectly blends small-town charm with luxurious living. Known for its stunning lakes, lush landscapes, and friendly community, Windermere offers a serene escape just minutes away from the vibrant attractions of Orlando. The town's rich history, coupled with its commitment to preserving natural beauty, makes it an ideal place for families, retirees, and anyone seeking a tranquil lifestyle.

One of the standout features of Windermere is its access to pristine lakes, making it a haven for water enthusiasts. If you’ve ever dreamed of living in a home where skiing is allowed, you’re in luck! Many properties in this area boast water extras, allowing residents to indulge in a variety of aquatic activities right from their backyard. Imagine waking up to breathtaking lake views, launching your boat for a day of skiing, or enjoying a peaceful evening paddle as the sun sets over the water.

Windermere’s real estate market offers a range of stunning homes, from elegant waterfront estates to cozy family residences, all designed to enhance the lakefront lifestyle. With top-rated schools, beautiful parks, and a strong sense of community, Windermere is not just a place to live—it's a way of life. Whether you're looking for adventure on the water or a peaceful retreat, Windermere's unique charm and recreational opportunities make it the perfect place to call home. Come discover your slice of paradise in this enchanting Florida town!

Newest Windermere Homes with Skiing Allowed Water Extras

9679 Westover Roberts Rd, Windermere image
9679 Westover Roberts Rd, Windermere $3,400,000

Spectacular Private Gated Lakefront Estate on Lake Olivia in Windermere - From the moment you enter through the custom iron gates, you are welcomed into a private lakefro...

  • 6 Beds
  • 7 Baths
  • 34786 Zip Code
6719 Valhalla Way, Windermere image
6719 Valhalla Way, Windermere $4,495,000

Experience refined luxury in this extraordinary custom estate overlooking the 17th tee of the Jack Nicklaus Signature Golden Bear Club, nestled within the prestigious gua...

  • 4 Beds
  • 7 Baths
  • Keenes Pointe 46/104 SubDv.
  • 34786 Zip Code
7720 Ficquette Road, Windermere image
7720 Ficquette Road, Windermere $3,100,000

Virtually Staged. Luxury Lakefront Living with No HOA on an Oversized Lot! Welcome to this exceptional 6-bedroom lakefront estate situated on an oversized lot with no ...

  • 6 Beds
  • 5 Baths
  • Lake Hancock Shores SubDv.
  • 34786 Zip Code
724 W 2nd Avenue, Windermere image
724 W 2nd Avenue, Windermere $7,500,000

Welcome to an extraordinary lakefront estate on the prestigious shores of Lake Butler with 182 feet of water frontage, where timeless architecture, exceptional craftsmans...

  • 6 Beds
  • 8 Baths
  • Windermere SubDv.
  • 34786 Zip Code
725 Oakdale Street, Windermere image
725 Oakdale Street, Windermere $1,049,000

Timeless Charm in the Heart of Downtown Windermere. Nestled beneath a canopy of majestic oak trees on one of Windermere’s most picturesque streets, this beautifully maint...

  • 3 Beds
  • 3 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
6119 Grosvenor Shore Drive, Windermere image
6119 Grosvenor Shore Drive, Windermere $15,900,000

Experience luxury lakefront living on a grand scale in this exquisite estate on Lake Tibet, part of the pristine Butler Chain of Lakes in Windermere. This custom-built ma...

  • 7 Beds
  • 9 Baths
  • Keene's Point SubDv.
  • 34786 Zip Code
1629 Hempel Avenue, Windermere image
1629 Hempel Avenue, Windermere $2,500,000

Welcome to 1629 Hempel Avenue, a private lakefront retreat set on more than one gated acre along Lake Olivia, an approximately 88-acre, spring-fed lake with private acces...

  • 6 Beds
  • 4 Baths
  • Gotha Town SubDv.
  • 34786 Zip Code
8342 Boyla Court, Windermere image
8342 Boyla Court, Windermere $6,700,000

Virtually Staged. Welcome to an extraordinary new construction waterfront estate built by Element Home Builders, located in the prestigious 24-hour guard gated community ...

  • 8 Beds
  • 10 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
2009 Woody Drive, Windermere image
2009 Woody Drive, Windermere $1,200,000

Nestled within the highly sought-after Windermere Downs community this Lake-Access Residence, sitting on .74 acres, offers the ultimate Florida lifestyle surrounded by ca...

  • 4 Beds
  • 3 Baths
  • Windermere Downs SubDv.
  • 34786 Zip Code
2617 Butler Bay Drive N, Windermere image
2617 Butler Bay Drive N, Windermere $1,649,000

Rare opportunity to own one of the most private lakefront settings on Lake Crescent in Windermere, featuring approximately 165 feet of shoreline, breathtaking water views...

  • 4 Beds
  • 4 Baths
  • Butler Bay SubDv.
  • 34786 Zip Code
1238 Lake Whitney Drive, Windermere image
1238 Lake Whitney Drive, Windermere $2,099,900

Stunning Lakefront Mediterranean Retreat on Lake Whitney! Discover this spacious, breathtaking lakefront home nestled along the banks of Lake Whitney. Enjoy spectacular v...

  • 4 Beds
  • 6 Baths
  • Reserve At Belmere Ph 02 48 144 SubDv.
  • 34786 Zip Code
11217 Willow Gardens Drive, Windermere image
11217 Willow Gardens Drive, Windermere — J. Richard Watson $1,075,000 ▼

In Windermere homes can be renovated. Locations like this cannot be recreated. Set on more than half an acre with tranquil water views and exceptional privacy, this beaut...

  • 4 Beds
  • 3 Baths
  • Willows At Lake Rhea SubDv.
  • 34786 Zip Code

Address Search

Like or Share

View Windermere Home Values

  • Windermere Home Values

Browse Windermere Homes by Property Type

  • Homes for Sale
  • Condos for Sale
  • Townhomes for Sale
  • Land for Sale

Browse Windermere Homes by Property Description

  • Attached
  • One Story
  • Split Level
  • Three+ Story
  • Two Story

Browse Windermere Homes by Interior Features

  • Accessibility Features
  • Built-in Features
  • Cathedral Ceiling(s)
  • Ceiling Fans(s)
  • Central Vaccum
  • Chair Rail
  • Coffered Ceiling(s)
  • Crown Molding
  • Dry Bar
  • Eat-in Kitchen
  • Elevator
  • High Ceilings
  • In Wall Pest System
  • Kitchen/Family Room Combo
  • L Dining
  • Living Room/Dining Room Combo
  • Ninguno
  • Open Floorplan
  • Other
  • Pest Guard System
  • Primary Bedroom Main Floor
  • PrimaryBedroom Upstairs
  • Sauna
  • Smart Home
  • Solid Surface Counters
  • Solid Wood Cabinets
  • Split Bedroom
  • Stone Counters
  • Thermostat
  • Tray Ceiling(s)
  • Vaulted Ceiling(s)
  • Walk-In Closet(s)
  • Wet Bar
  • Window Treatments

Browse Windermere Homes by Water Frontage

  • Boatable Water
  • Lake Front
  • Sailboat Water

Browse Windermere Homes by Water Extras

  • Assigned Boat Slip
  • Boat Ramp - Private
  • Boathouse
  • Fishing Pier
  • Lift
  • Lift - Covered
  • Minimum Wake Zone
  • No Wake Zone
  • Sailboat Water
  • Seawall - Concrete
  • Seawall - Other
  • Skiing Allowed

Browse Windermere Homes by Community Extras

  • Deed Restrictions
  • Golf Community
  • Maintenance Free
  • No Deed Restriction
  • Security

Browse Windermere Homes by Pool type

  • No Pool
  • Community
  • Private

Browse Windermere Homes by Popular Features

  • Homes with Short Sale
  • Homes with Housing for Older Persons
  • Homes with New Construction

Browse Windermere Homes by Property Style

  • Business
  • Condo
  • Single Family
  • Townhouse

Browse Windermere Homes by Exterior Construction

  • Block
  • Brick
  • Metal Frame
  • Stone
  • Stucco

Browse Windermere Homes by Frontage

  • Canal - Freshwater
  • Canal Front
  • Lake Front
  • Lake Privileges
  • Pond

Browse Windermere Homes by High school

  • Horizon High School
  • Olympia High
  • West Orange High
  • Windermere High School
  • Home
  • Advanced Search
  • Custom Market Report
  • Sell My Sarasota Home
  • Buying
  • About Us
  • Featured Properties
  • Contact
  • Foreclosures
  • Blog
  • Our Terms of Use
  • RSS
  • Site Directory
  • Closing Costs
  • Resources

Sarasota Real Estate Group and SarasotaOne are wholly owned registered trademarks - USTPO #5,265,486
Sarasota Real Estate Group
Sarasota, FL
941-357-1027

Sarasota Real Estate listings are provided by StellarMLS.
Content by John Woodward, Broker
License # BK-684290
© 2004-2025 - All Rights Reserved

Sarasota and Nearby Homes for Sale

  • Lakewood Ranch
  • Venice
  • Venice - Island
  • Sarasota
  • Longboat Key
  • East Bradenton
  • University Park
  • Palmer Ranch
  • Downtown
  • Parrish
  • South Sarasota
  • Central Sarasota
  • Manatee County
  • Pinellas County
  • Sarasota County
IDX Real Estate Websites by
, an FNF RE Tech Company • Accessibility • Terms • Privacy