Windermere, FL Homes

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  $505,000

  • 4 Beds
  • 2.5 Baths
  • 2,092 Sq Ft

  10624 Reams Rd, Windermere, FL 34786

  Welcome to this beautiful 4-bedroom, 2.5-bath home in the highly desirable Windermere Trails community. Just minutes from Disney World, you can enjoy nightly fireworks right from your front porch. The kitchen features 42" maple cabinets, granite countertops, and under-cabinet lighting. An open-concept design connects the spacious living and with the kitchen, perfect for entertaining. The primary

  Jeff Taulbee CHARLES RUTENBERG REALTY ORLANDO

  10624 Reams Rd, Windermere, FL 34786
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  /42

  $2,900 per month

  • 4 Beds
  • 3 Baths
  • 2,190 Sq Ft
  • House for Rent

  13527 Misarden Ln, Windermere, FL 34786

  Welcome to 13527 Misarden Lane, a beautiful 4-bedroom, 3-bathroom single-family home offering 2,190 sq ft of thoughtfully designed living space. Located one of Central Florida’s most desirable communities, this home is just minutes from Horizon West, fine dining and shopping, and Disney’s employee parking area. The home features a spacious open-concept floor plan, ideal for modern living and

  Lucas Luiz EMPIRE NETWORK REALTY

  13527 Misarden Ln, Windermere, FL 34786
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  $600,000 Sold Mar 07, 2025

  426 E 6th Ave, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,698 Sq Ft
  • Built 1976

  Last Sold Summary

  • 22% Below List Price
  • $353/SF
  • 124 Days On Market

  Current Estimated Value $580,180

  Last Listing Agent Jaime Leizan EXP REALTY LLC

  426 E 6th Ave, Windermere, FL 34786
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  /49

  Est $1,371,390 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,493 Sq Ft

  1152 Estancia Woods Loop, Windermere, FL 34786

  1152 Estancia Woods Loop, Windermere, FL 34786
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  /27

  $499,000 Open Thu 10AM - 12PM

  • 4 Beds
  • 3 Baths
  • 1,980 Sq Ft

  7028 Ventnor Dr, Windermere, FL 34786

  One or more photo(s) has been virtually staged. PRISTINE 4 Bedroom 3 Bath End Unit Townhome in Beautiful Preston Square Windermere with Brand New Roof and exterior paint. Charming Front Porch invites you into this fabulous two-story home. Lots of Natural light with wrap around windows and 10-foot ceilings. Stunning hardwood floors, new 6” baseboards in main living areas. Family Room has a stylish

  Amanda Black PA UPSIDE REAL ESTATE INC

  7028 Ventnor Dr, Windermere, FL 34786
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  /8

  $2,950 per month

  • 3 Beds
  • 2.5 Baths
  • 2,234 Sq Ft
  • House for Rent

  6758 Duncaster St, Windermere, FL 34786

  Split the payment — You reserve the new home by paying 50% of the security deposit now, and the remaining balance before move-in.Explore a roomy residence located at 6758 Duncaster Street. This property boasts 3 bedrooms and 2.5 bathrooms, providing 2,234 square feet of living area. Relish in outdoor leisure on the porch, private patio, and extra patio space. The home includes covered

  6758 Duncaster St, Windermere, FL 34786
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  /2

  $966,400 Sold Oct 17, 2025

  11508 Delwick Dr, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 3,206 Sq Ft
  • Built 2003

  Last Sold Summary

  • 12% Below List Price
  • $301/SF
  • 144 Days On Market

  Current Estimated Value $937,749

  Last Listing Agent Ziad El Aryan FLORIDA REALTY INVESTMENTS

  11508 Delwick Dr, Windermere, FL 34786
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  /2

  Est $766,318 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,424 Sq Ft

  13302 Roskin Ln, Windermere, FL 34786

  13302 Roskin Ln, Windermere, FL 34786
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  /31

  $1,029,990 New Construction

  • 4 Beds
  • 4 Baths
  • 3,100 Sq Ft

  Arlington w/ Bonus Plan at Palms at Windermere, Windermere, FL 34786

  Welcome to the Arlington with Bonus! This stunning 3,099 square foot, two-story floor plan boasts 4 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio,

  Dream Finders Homes Builder

  14207 Crest Palm Ave Unit 36493225, Windermere, FL 34786
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  /19

  $2,850 per month

  • 3 Beds
  • 2 Baths
  • 1,894 Sq Ft
  • House for Rent

  8436 Greenbank Blvd, Windermere, FL 34786

  Welcome to Windermere living in this beautiful gated community! This single-family home features 3 bedrooms and 2 bathrooms with a functional and comfortable layout. The community offers resort-style amenities including a pool, playgrounds, scenic lakes, fountains, and conservation areas. Conveniently located near A-rated schools, shopping, dining, and major highways for an easy commute to

  Jhon Rengifo RE/MAX PRIME PROPERTIES

  8436 Greenbank Blvd, Windermere, FL 34786
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  /2

  $1,320,000 Sold May 20, 2025

  9178 Panzani Place, Windermere, FL 34786

  • 5 Beds
  • 5.5 Baths
  • 5,080 Sq Ft
  • Built 2004

  Last Sold Summary

  • 6% Below List Price
  • $260/SF
  • 19 Days On Market

  Current Estimated Value $1,331,519

  Last Listing Agent Melanie Miller PREMIUM PROPERTIES R.E SERVICE

  9178 Panzani Place, Windermere, FL 34786
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  Est $1,541,765 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,007 Sq Ft

  1220 Estancia Woods Loop, Windermere, FL 34786

  1220 Estancia Woods Loop, Windermere, FL 34786
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  $999,989 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,239 Sq Ft

  14377 Crest Palm Ave, Windermere, FL 34786

  The Tidewater with Bonus floorplan offers a versatile and spacious two-story layout, featuring 4 bedrooms and 3.5 bathrooms. Spanning 3,239 sq. ft., this home includes a large two-car garage for ample storage and convenience. The first floor boasts an inviting great room connected to an open kitchen and dining area, perfect for entertaining. The owner’s suite provides a private retreat with a

  Dream Finders Homes Builder

  14377 Crest Palm Ave, Windermere, FL 34786
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  $2,300 per month

  • 3 Beds
  • 2 Baths
  • 1,544 Sq Ft
  • Condo for Rent

  11434 Jasper Kay Terrace Unit 1117, Windermere, FL 34786

  Welcome to this newly renovated third floor unit with easy elevator and stair access with 3 bedrooms 2 baths of comfortable, modern living space in a highly desirable Windermere community. Zoned for top-rated Horizon West Middle School and Windermere High School, this home is ideally located near some of Central Florida's most sought-after schools.The amazing open concept layout features

  11434 Jasper Kay Terrace Unit 1117, Windermere, FL 34786
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  /33

  $550,000 Sold Mar 11, 2025

  9228 Palm Tree Dr, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,492 Sq Ft
  • Built 1985

  Last Sold Summary

  • 4% Below List Price
  • $369/SF
  • 27 Days On Market

  Current Estimated Value $539,428

  Last Listing Agent Matt Davies COLDWELL BANKER REALTY

  9228 Palm Tree Dr, Windermere, FL 34786
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  /17

  Est $677,483 Not Listed For Sale

  1348 Lake Olivia Ln, Windermere, FL 34786

  1348 Lake Olivia Ln, Windermere, FL 34786
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  /14

  $1,109,990 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,542 Sq Ft

  Duval Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Duval is a two‐story home offering five bedrooms, four full bathrooms, one half bathroom, and a two‐car garage. A bright kitchen with breakfast nook anchors the open main floor, while a second‐floor loft overlooks the family room below. The private second‐floor primary suite, optional butler’s pantry, and centrally located laundry room add convenience and luxury to this spacious plan.

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932788, Windermere, FL 34786
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  $2,800 per month

  • 4 Beds
  • 2.5 Baths
  • 2,026 Sq Ft
  • House for Rent

  5106 Sun Palm Dr, Windermere, FL 34786

  WINDERMERE 4br 2.5ba POOL HOME recently UPDATED!!! Located in the sought after community of Windermere, recent updates/renovations include: ALL NEUTRAL TONE PAINT INSIDE & OUT, UPDATED CARPET throughout, NEW KITCHEN in 2016, with TILE FLOOR, updated light fixtures, NEW WATER HEATER, re-glazed tub/showers. Split floor plan with VAULTED CEILINGS, separate LIVING ROOM and FAMILY ROOM. Sliding doors

  Greg Mann BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P

  5106 Sun Palm Dr, Windermere, FL 34786
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  $730,000 Sold Aug 15, 2025

  9025 Horizon Pointe Trail, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,264 Sq Ft
  • Built 2014

  Last Sold Summary

  • 1% Below List Price
  • $224/SF
  • 19 Days On Market

  Current Estimated Value $730,317

  Last Listing Agent Erin Fang FLORIDA REALTY INVESTMENTS

  9025 Horizon Pointe Trail, Windermere, FL 34786
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  /2

  Est $515,189 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,984 Sq Ft

  6315 Golden Dewdrop Trail, Windermere, FL 34786

  6315 Golden Dewdrop Trail, Windermere, FL 34786
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  $2,450,000

  • 5 Beds
  • 6 Baths
  • 5,291 Sq Ft

  9204 Tibet Pointe Cir, Windermere, FL 34786

  Your stunning Keene’s Pointe custom home by Stonebridge was built for luxurious everyday living and effortless entertaining. The grand first floor features travertine and hardwood floors throughout, a formal living room with gas fireplace and stone mantle, elegant dining room with adjoining dry bar, and a private office with French doors. The secluded primary suite includes a glamorous dressing

  Simon Simaan THE SIMON SIMAAN GROUP

  9204 Tibet Pointe Cir, Windermere, FL 34786
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  /21

  $3,325 per month

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • House for Rent

  7530 Colbury Ave, Windermere, FL 34786

  DescriptionIf privacy is what your after in a rental this home is for you. This 3 bedroom 2 bath pool home backs up to a conservation area and has a large patio with no neighbors to the south. Located In Windermere, one of the most sought after neighborhoods. Pool and lawn service included.12 month lease with first last and security. Plus utilities.

  7530 Colbury Ave, Windermere, FL 34786
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  /2

  $330,000 Sold Oct 22, 2025

  11565 Mizzon Dr Unit 208, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Below List Price
  • $229/SF
  • 10 Days On Market

  Current Estimated Value $331,531

  Last Listing Agent Gisele Abrantes Trautman DALTON WADE INC

  11565 Mizzon Dr Unit 208, Windermere, FL 34786
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  /8

  Est $748,319 Not Listed For Sale

  1330 Lake Olivia Ln, Windermere, FL 34786

  1330 Lake Olivia Ln, Windermere, FL 34786
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  /2

  $999,989 New Construction

  • 4 - 6 Beds
  • 3.5 Baths
  • 3,199 Sq Ft

  Tidewater w/ Bonus Plan at Palms at Windermere, Windermere, FL 34786

  The Tidewater with Bonus floorplan offers a versatile and spacious two-story layout, featuring 4 bedrooms and 3.5 bathrooms. Spanning 3,199 sq. ft., this home includes a large two-car garage for ample storage and convenience. The first floor boasts an inviting great room connected to an open kitchen and dining area, perfect for entertaining. The owner’s suite provides a private retreat with a

  Dream Finders Homes Builder

  14207 Crest Palm Ave Unit 36498094, Windermere, FL 34786
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  /20

  $2,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,826 Sq Ft
  • House for Rent

  2216 Bear Peak Rd, Minneola, FL 34715

  The Voyager is a beautiful and spacious 3-bedroom, 2.5 bathroom, 2-car garage home which has numerous upgrades that set it apart from the rest! This stunning floor plan has over 1800 square feet and offers an open concept floor plan where the kitchen opens up to the dining and family room areas. It features a kitchen island, upgraded cabinets, granite countertops, tile backsplash, stainless steel

  Brock Stocksett HOMEVEST REALTY

  2216 Bear Peak Rd, Minneola, FL 34715
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  /25

  $393,000 Sold Mar 07, 2025

  7608 Billingham St, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,560 Sq Ft
  • Built 2011

  Last Sold Summary

  • 4% Below List Price
  • $252/SF
  • 72 Days On Market

  Current Estimated Value $385,488

  Last Listing Agent Abigail Padro EXP REALTY LLC

  7608 Billingham St, Windermere, FL 34786
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  /2

  Est $3,206,016 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 6,842 Sq Ft

  4124 Isabella Cir, Windermere, FL 34786

  4124 Isabella Cir, Windermere, FL 34786
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  /87

  $2,500,000

  • 5 Beds
  • 4.5 Baths
  • 4,284 Sq Ft

  81 Oakdale St, Windermere, FL 34786

  Gorgeous canal-front home with direct access to the Butler Chain of Lakes and just four blocks from the heart of downtown Windermere, this 2024 luxury remodel offers the perfect blend of modern living and small-town charm. Minutes from Food Truck Fridays, local cafés, parks, tennis courts, and year-round community events, this home blends modern elegance with the warmth of small-town living. Step

  David Warzycha COLDWELL BANKER RESIDENTIAL RE

  81 Oakdale St, Windermere, FL 34786
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  $2,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,485 Sq Ft
  • Townhouse for Rent

  7613 Sutherton Ln, Windermere, FL 34786

  Stunning End-Unit Townhome in the Heart of Windermere!Welcome to this beautifully maintained 3-bedroom, 2.5-bath unit freshly painted unit, offering excellent natural light and a functional open floor plan in one of Windermere’s most desirable communities.Enjoy outdoor living with a private patio, ideal for relaxing or entertaining. The home features a detached 2-car garage plus a

  Laura Lerma 2 GOOD REALTY

  7613 Sutherton Ln, Windermere, FL 34786
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  $960,000 Sold May 30, 2025

  10986 Ledgement Ln Unit 2, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,080 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Below List Price
  • $312/SF
  • 30 Days On Market

  Current Estimated Value $944,530

  Last Listing Agent Mandy Morgan TEAM DONOVAN

  10986 Ledgement Ln Unit 2, Windermere, FL 34786
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  Est $535,925 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft

  11650 Black Rail St, Windermere, FL 34786

  11650 Black Rail St, Windermere, FL 34786
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  $600,000

  • 3 Beds
  • 3.5 Baths
  • 2,720 Sq Ft

  6626 Bridgewater Village Rd, Windermere, FL 34786

  --Beautiful Corner-Lot Home in The Vineyards of Horizons West-- Welcome to one of Horizon West’s most desirable neighborhoods — where scenic parks, walkable streets, and friendly neighbors create a true sense of community. This corner-lot home sits across from a peaceful green space and offers the perfect blend of comfort, style, and outdoor living.From the moment you arrive, the inviting

  David Dorman CENTURY 21 CARIOTI

  6626 Bridgewater Village Rd, Windermere, FL 34786
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  /40

  $4,700 per month

  • 5 Beds
  • 3 Baths
  • 3,255 Sq Ft
  • House for Rent

  2012 Willow Lauren Ln, Windermere, FL 34786

  Nestled in the heart of The Willows at Lake Rhea, this breathtaking 5-bedroom, 3 bath POOL home sits on a spacious .61-Acre Cul-De-Sac lot. with the perfect amount of space, updates; and an exceptionally well established neighborhood 2012 WILLOW LAUREN LN, WINDERMERE, FL 34786 offers tons of space, privacy, presence, with matured landscaping, and an expansive driveway, leading to your 3-car

  Ricardo Diaz WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC

  2012 Willow Lauren Ln, Windermere, FL 34786
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  $530,000 Sold Feb 28, 2025

  12919 Holdenbury Ln, Windermere, FL 34786

  • 4 Beds
  • 2 Baths
  • 1,904 Sq Ft
  • Built 2014

  Last Sold Summary

  • 5% Below List Price
  • $278/SF
  • 23 Days On Market

  Current Estimated Value $528,773

  Last Listing Agent Michele VanTuyl REAL BROKER, LLC

  12919 Holdenbury Ln, Windermere, FL 34786
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  /59

  Est $2,851,359 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 6,803 Sq Ft

  13340 Bellaria Cir, Windermere, FL 34786

  13340 Bellaria Cir, Windermere, FL 34786
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  /63

  $1,050,000

  • 4 Beds
  • 3 Baths
  • 2,743 Sq Ft

  2125 Kane Park Way, Windermere, FL 34786

  NEW ROOF to be installed prior to closing. Welcome to this beautifully updated single-story pool home in Windermere, located on one of the largest lots in the Willows at Lake Rhea. Set on a 0.71-acre cul-de-sac lot with mature landscaping, the property offers exceptional privacy and a peaceful setting. Custom built by well-known local builder Richard Watson, this four-bedroom, three-bath home

  Deb Schroeder INFINITY REALTY GROUP LLC

  2125 Kane Park Way, Windermere, FL 34786
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  /22

  $12,000 per month

  • 3 Beds
  • 3 Baths
  • 2,646 Sq Ft
  • House for Rent

  6131 Payne Stewart Dr, Windermere, FL 34786

  Looking for Luxurious home in a prime location? Look no further! Located in the Isleworth Country Club, this stunning single-family home at 6131 Payne Stewart Drive is now available for rent. Situated in a fantastic waterfront location on Lake Chase, which is part of the Butler Chain of Lakes, this home is a short walk away from the world-renowned Isleworth Golf and Country Club. With breath

  Jill Irwin IRWIN REALTY GROUP LLC

  6131 Payne Stewart Dr, Windermere, FL 34786
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  /2

  $485,000 Sold Sep 24, 2025

  7837 Berkshire Oak Aly, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft
  • Built 2018

  Last Sold Summary

  • 1% Below List Price
  • $255/SF
  • 3 Days On Market

  Current Estimated Value $487,219

  Last Listing Agent Cara Edwards ALL REAL ESTATE & INVESTMENTS

  7837 Berkshire Oak Aly, Windermere, FL 34786
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  /64

  Est $774,212 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,694 Sq Ft

  12851 Westside Village Loop, Windermere, FL 34786

  12851 Westside Village Loop, Windermere, FL 34786

Showing Results 121 - 160, Page 4 of 18