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Windermere Homes for Sale

The Butler Chain of Lakes in Windermere is one of Florida’s most popular areas for lakefront property. Located just 12 miles southwest of Orlando, Windermere is a suburban community in close proximity to theme parks. The town is home to Isleworth Golf Club and Keene’s Pointe Golf Club. Yellow Dog Eats, 33 & Melt and Dexter’s of Windermere are some of the popular restaurants in the area. Local parks include Lake Down Park, Palmer Park, Central Park, Fernwood Park, and Park Among the Lakes. Windermere Preparatory School, Premier Academy, and Family Christian School are highly rated private schools.

View Windermere Properties

Explore all properties for sale in Windermere, FL in the greater Orlando area listed below. As you search through listings please be sure to contact us with any questions or to schedule a viewing.

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8156 Boat Hook Loop Windermere FL 34786
For Rent

MLS Number O6173194

  • Rental
  • Mls Status Active
  • Area Windermere
  • Square Feet 1,332
  • Year Built 2006

Great Condo in Windermere! This 3 bed 2 bath condo looks brand new! Tiled throughout the living areas, kitchen & baths & carpet in the bedrooms! Newer appliances in the kitchen & so much more! Located very close to Disney and has easy access to I-4...and 429. Great amenities and very well kept community! Association approval required. Notice of Intent to Lease Application $100 per person w/unsigned lease- allow 15 days/ MUST be a full 12 month lease for approval. No large dogs. Must have a 650+ credit score and make 3x the rent.

Listing Courtesy of OPTIMA REAL ESTATE

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Federal 30-year interest rate: 6.87% last updated on Mar 21, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8264 Maritime Flag Street Windermere FL 34786
For Rent

MLS Number S5098666

  • Rental
  • Mls Status Active
  • Area Windermere
  • Square Feet 1,332
  • Year Built 2008

UPSCALE RESORT STYLE LIVING!!!, Fantastic 3 bedroom, 2 bathroom condo in extremely popular Lakeside at Lakes of Windermere, lots of upgrade with new laminated Flooring, granite counter-tops, freshly painted, lot of counter space and cabinets, breakfast bar in the kitchen, large bathrooms & closets, large balcony to enjoy your coffee in the morning or evening, washer & dryer are included as well. The unit is on the 3rd floor (Don't worry about stairs, there's an elevator) The community provides an array of resort-style amenities to enjoy including a pool, lakefront pier, tennis court, volleyball and basketball courts, gazebo, playgrounds, and fitness center. Situated near the area's top rated schools, minutes from Disney World, major highway access, restaurants. Windermere Lakeside Village, and shopping, make Lakeside at Lakes of Windermere one of the most desirable communities in the area. Come and see it today, before it's gone!!

Listing Courtesy of REMAX PREMIER PROPERTIES

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$/month over payments
Federal 30-year interest rate: 6.87% last updated on Mar 21, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7315 Millstone Street Windermere FL 34786
Open House

MLS Number O6185111

  • Rental
  • Next Open House: Sat 03/23 11:00 am. to 3:00 pm.
  • Mls Status Active
  • Area Windermere
  • Square Feet 1,331

Exciting news for all renters, especially those craving Windereme living! Nestled in Lake Burden South community, this townhome is a dream come true. Just minutes from Disney, top-tier shopping, dining hotspots, and major interstates, it offers the ultimate blend of convenience and elegance. The main floor dazzles with a spacious great room, a sleek dining area, a convenient half bath, and a kitchen fit for a gourmet chef. With natural wood cabinetry, stunning granite countertops, a breakfast bar, and stainless steel appliances, cooking becomes an experience to savor. Upstairs, the luxury continues with a lavish master suite boasting a walk-in closet, a second bedroom with its own full bath, and a roomy laundry area for added convenience. Outside, a private oasis awaits-a fenced backyard retreat with a sprawling patio, perfect for alfresco dining or lounging in the sun. Meticulously maintained and impeccably presented, this townhome is an absolute must-see. Don't miss your chance to experience the pinnacle of upscale living. Schedule your viewing today before it's gone!"

Listing Courtesy of EXP REALTY LLC

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Federal 30-year interest rate: 6.87% last updated on Mar 21, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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11434 Jasper Kay Terrace Windermere FL 34786
For Rent

MLS Number O6164639

  • Rental
  • Mls Status Active
  • Area Windermere
  • Square Feet 1,430
  • Year Built 2007

One of the most sought after community in the Town of Windermere, we offer a 3 Bedroom 2 Bath Condominium in the Lakeside at Lakes of Windermere. This spacious Unit is located in Building 11 on the second floor and offers split bedroom plan, Great Room, In-Unit Laundry, and lot of storage space. Community features a state of the art Club House with indoor games, an oversize pool, Gazebo, Volley Ball Court and other; all amenities are included. The Town of Windermere hosts some of the best graded schools in the greater Orlando area. A variety of restaurants, fast food eateries, Publix Grocery Store and other retail stores are located on a walking distance across the street on south side of the Winter Garden Vineland Road. Winter Garden Shopping Mall; Premium Outlet Mall and other shopping malls are on a short distance. Easy access to major highways and expressways to reach any part of town quickly... and the list goes on. Schedule your private showing today!

Listing Courtesy of MNT INTERNATIONAL

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$/month over payments
Federal 30-year interest rate: 6.87% last updated on Mar 21, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8276 Maritime Flag Street Windermere FL 34786
For Rent

MLS Number O6175588

  • Rental
  • Mls Status Active
  • Area Windermere
  • Square Feet 1,161
  • Year Built 2007

PROPERTY IS NOW VACANT AND AVAILABLE TO VIEW! This beautiful condominium features 2 bedrooms and 2 bathrooms, situated within the Lakeside at Lakes of Windermere community, just minutes from the Lakeside Village Shopping and Dining area. Located on the second floor, the condominium offers 1,161 square feet of living space, including a dining room, kitchen, split floor plan, and an ideal entertainment space. Step out onto your private screened veranda and savor your morning coffee. All appliances, including a newer washer and dryer, are included, along with water, sewer, and valet trash services. Explore this charming community with a full range of amenities, including a community pool, cabana, clubhouse, fitness center, tennis and volleyball courts, and a remote-guarded community entry. The condominium's location is perfect, just minutes away from Walt Disney World Resort, Magic Kingdom, Downtown Windermere, Dr. Phillips, and conveniently close to shopping, dining, and major roadways. Come and see the beauty and convenience this community has to offer!

Listing Courtesy of LPT REALTY

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$/month over payments
Federal 30-year interest rate: 6.87% last updated on Mar 21, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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11564 Mizzon Drive Windermere FL 34786
For Rent

MLS Number O6154398

  • Rental
  • Mls Status Active
  • Area Windermere
  • Square Feet 1,162
  • Year Built 2006

Beautiful furnished condo at the Lakeside of Lakes of Windermere. This beautiful two bedroom and two-bathroom condo is move in ready! Enjoy the Windermere lifestyle. Close to Disney, great restaurants, high rated schools, shopping and much more. Schedule your showing!

Listing Courtesy of COLDWELL BANKER REALTY

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$/month over payments
Federal 30-year interest rate: 6.87% last updated on Mar 21, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8264 Maritime Flag Street Windermere FL 34786
For Rent

MLS Number O6177776

  • Rental
  • Mls Status Active
  • Area Windermere
  • Square Feet 1,161
  • Year Built 2008

GREAT LOCATION & INCREDIBLE AMENITIES! Don't miss out on this stunning 2-bedroom, 2-bathroom condominium nestled in the Lakeside at Lakes of Windermere community, conveniently positioned opposite Lakeside Village Shopping and Dining area. This second-floor condo boasts 1,161 square feet of living space, featuring a dining room, kitchen, a well-designed split floor plan, and ample room for entertaining. Step inside to find sleek VINYL FLOORS throughout. Step out onto your private screened verandah and savor your morning coffee! The Lakeside of Windermere community offers an array of fantastic amenities, including a community pool, cabana, clubhouse, fitness center, tennis & volleyball courts, and a secure, remote-guarded community entry. The location of this condominium is unbeatable, just minutes from Walt Disney World Resort, Magic Kingdom, Downtown Windermere, Dr. Phillips, and conveniently close to shopping, dining, and major roadways!

Listing Courtesy of LPT REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Mar 21, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8264 Maritime Flag Street Windermere FL 34786
Pending

MLS Number O6169525

  • Rental
  • Mls Status Pending
  • Area Windermere
  • Square Feet 1,161
  • Year Built 2008

Beautiful Lakeside at Lakes of Windermere 2nd floor 2 bedroom condo with an open floor open, 42" cabinets, under cabinet lighting, breakfast bar and crown molding. Master bedroom has a large walk in closet and the master bath comes with a large vanity and walk in shower. All appliances including washer and dryer are included, along with water, sewer and valet trash. World class amenities include an oversize pool, fitness center, clubhouse, fishing pier on community lake and 24 hours security. Enjoy the conveniences and beauty of this community of your own large private lanai.

Listing Courtesy of RED DOOR INVESTMENT GRP LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Mar 21, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Based on information submitted to StellarMLS as of March 22, 2024 . All data is obtained from various sources and has not been, and will not be, verified by broker or StellarMLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.