Windermere, FL Homes

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  $939,500

  • 5 Beds
  • 5 Baths
  • 3,285 Sq Ft

  11096 Ledgement Ln, Windermere, FL 34786

  This Windermere home proliferates in privacy, luxury, and modernconvenience. Tucked away on a third of an acre within the gated Glenmuircommunity and backing onto a protected conservation area, this stunninghome presents tranquil forested views and absolute peace with no rearneighbors, ever. The saltwater pool, complete with solar heating, child-safe fencing, LEDaccent

  James Ellis CHARLES RUTENBERG REALTY ORLANDO

  11096 Ledgement Ln, Windermere, FL 34786
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  /20

  $2,675 per month

  • 3 Beds
  • 2.5 Baths
  • 1,825 Sq Ft
  • House for Rent

  8326 Bryce Canyon Ave, Windermere, FL 34786

  SPECIAL $200 OFF THE 1ST MO RENT IF YOU SIGN A LEASE BEFORE 11/30 WITH A 2 YEAR LEASE. Step into elegance and comfort with this stunning 3-bedroom, 2.5-bathroom home nestled in the heart of Windermere. Designed with modern living in mind, this property boasts a seamless family/dining room layout that invites warmth and social gatherings, complemented by a harmonious blend of tile and carpet

  Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

  8326 Bryce Canyon Ave, Windermere, FL 34786
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  /2

  $1,050,000 Sold Oct 31, 2025

  65 Oakdale St, Windermere, FL 34786

  • 4 Beds
  • 2 Baths
  • 2,191 Sq Ft
  • Built 1959

  Last Sold Summary

  • 12% Below List Price
  • $479/SF
  • 34 Days On Market

  Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

  65 Oakdale St, Windermere, FL 34786
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  /36

  Est $1,571,680 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,374 Sq Ft

  1146 Estancia Woods Loop, Windermere, FL 34786

  1146 Estancia Woods Loop, Windermere, FL 34786
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  /32

  $515,000

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

  7028 Ventnor Dr, Windermere, FL 34786

  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 accent wall with board & batten design and a

  Amanda Black PA UPSIDE REAL ESTATE INC

  7028 Ventnor Dr, Windermere, FL 34786
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  /47

  $12,000 per month

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

  5243 W Lake Butler Rd, Windermere, FL 34786

  Experience Lakefront Luxury Living - where every day feels like a vacation. Prepare to be captivated by this fully renovated three-bedroom, three-bath lakefront home on the highly sought-after Lake Butler. Part of the Butler Chain of Lakes, featuring 13 connected lakes. A true retreat that blends resort-style amenities with refined design. Nestled on pristine waterfront, this property offers

  Steve Simpson 407 PROPERTIES

  5243 W Lake Butler Rd, Windermere, FL 34786
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  /2

  $1,295,922 Sold Mar 31, 2025

  14207 Crest Palm Ave, Windermere, FL 34786

  • 6 Beds
  • 4 Baths
  • 4,222 Sq Ft
  • Built 2024

  Last Sold Summary

  • $307/SF
  • 0 Days On Market

  Current Estimated Value $1,250,000

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14207 Crest Palm Ave, Windermere, FL 34786
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  /26

  Est $329,834 Not Listed For Sale

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

  11434 Jasper Kay Terrace Unit 208, Windermere, FL 34786

  11434 Jasper Kay Terrace Unit 208, Windermere, FL 34786
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  /31

  $974,990 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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  /38

  $2,150 per month

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft
  • Condo for Rent

  11564 Mizzon Dr Unit 104, Windermere, FL 34786

  Spacious condominium in the heart of Windermere. This first floor 3 bedroom, 2 bath features a walk in kitchen, large dining-living combo area, dual entrance second bathroom, and screened in porch leading to the garden area. With a split floor plan, the primary bedroom features a private bath and large walk-in closet. Enjoy exceptional community amenities, including a fitness center, a clubhouse

  Katie Drewry WATSON REALTY CORP

  11564 Mizzon Dr Unit 104, Windermere, FL 34786
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  /2

  $890,000 Sold Jul 31, 2025

  235 Oakdale St, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,562 Sq Ft
  • Built 1971

  Last Sold Summary

  • 11% Below List Price
  • $347/SF
  • 274 Days On Market

  Current Estimated Value $955,002

  Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

  235 Oakdale St, Windermere, FL 34786
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  /53

  Est $1,082,286 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,934 Sq Ft

  11708 Hampstead St, Windermere, FL 34786

  11708 Hampstead St, Windermere, FL 34786
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  /47

  $939,989 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

  Cindy Sapp OLYMPUS EXECUTIVE REALTY INC

  14377 Crest Palm Ave, Windermere, FL 34786
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  /15

  $2,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,520 Sq Ft
  • Townhouse for Rent

  7621 Sutherton Ln, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Discover your new home at 7621 Suthertone Lane, nestled in the heart of Windermere’s charming Wickham Park community. This modern, thoughtfully designed 3-bed, 21⁄2-bath townhome invites you in with its open-plan living, bright kitchen boasting granite countertops and stainless appliances, and a seamless connection to a private fenced patio—perfect

  Gabriela Lanza MY REALTY GROUP, LLC.

  7621 Sutherton Ln, Windermere, FL 34786
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  /2

  $520,000 Sold Jun 26, 2025

  12880 Holdenbury Ln, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 3,103 Sq Ft
  • Built 2006

  Last Sold Summary

  • 13% Below List Price
  • $168/SF
  • 67 Days On Market

  Last Listing Agent Jacquie Sosa EXP REALTY LLC

  12880 Holdenbury Ln, Windermere, FL 34786
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  /4

  Est $1,207,405 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,806 Sq Ft

  5819 Caymus Loop Unit 1, Windermere, FL 34786

  5819 Caymus Loop Unit 1, Windermere, FL 34786
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  /10

  $1,049,990 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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  /25

  $2,100 per month

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft
  • Condo for Rent

  8168 Boat Hook Loop Unit 107, Windermere, FL 34786

  A beautiful 3-bedroom ground-floor condo located conveniently opposite the clubhouse which has all the luxury amenities you could ask for. Inside, you'll be wowed by the size of the living space, which includes a large living room with a separate dining area, as well as a large kitchen with a breakfast bar, stone countertops, and newer stainless steel appliances. There is also an enclosed outdoor

  Ricardo Diaz WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC

  8168 Boat Hook Loop Unit 107, Windermere, FL 34786
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  /2

  $650,000 Sold May 05, 2025

  4801 Breezy Palms Ct, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 1,996 Sq Ft
  • Built 1986

  Last Sold Summary

  • $326/SF
  • 1 Day On Market

  Current Estimated Value $646,962

  Last Listing Agent Luana Leventhal ORANGE SLICE PROPERTIES

  4801 Breezy Palms Ct, Windermere, FL 34786
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  /98

  Est $2,613,681 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 5,390 Sq Ft

  13509 Bellaria Cir, Windermere, FL 34786

  13509 Bellaria Cir, Windermere, FL 34786
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  /51

  $795,000 Pending

  • 5 Beds
  • 5.5 Baths
  • 3,600 Sq Ft

  13327 Fernow St, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Immaculate 4-Bedroom + Loft, 5.5-Bath Home Minutes from Disney! Perfectly blending luxury, comfort, and location, this 3,600 SF home offers 4 spacious bedrooms plus a versatile loft that can easily be enclosed as a 5th bedroom. Nestled in a top-rated school zone, the property features a 3-car garage, paver driveway, and a fully fenced backyard with

  Jonathan Ruiz KELLER WILLIAMS WINTER PARK

  13327 Fernow St, Windermere, FL 34786
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  /22

  $2,650 per month

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Townhouse for Rent

  7752 Moser Ave, Windermere, FL 34786

  PERFECT LOCATION IN WINDERMERE! CORNER LOT! Great school district! Fenced paved back courtyard! Fresh painting. Newer carpet. Newer lighting fixtures. Newer LG smart appliances. Ceiling fans. Well-maintained townhome with 3 bedroom, 2.5 bathroom, formal dinning, living room, 2 car garage, front covered patio. Only a few mins to schools, shopping, eatings, Disney world. Short drive to windermere

  Jacky Liu YORK MILLS REALTY LLC

  7752 Moser Ave, Windermere, FL 34786
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  /2

  $8,500,000 Sold Sep 05, 2025

  5271 Isleworth Country Club Dr, Windermere, FL 34786

  • 7 Beds
  • 13 Baths
  • 11,403 Sq Ft
  • Built 2013

  Last Sold Summary

  • 3% Below List Price
  • $745/SF
  • 206 Days On Market

  Current Estimated Value $8,385,649

  Last Listing Agent Monica Lochmandy ISLEWORTH REALTY LLC

  5271 Isleworth Country Club Dr, Windermere, FL 34786
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  /30

  Est $2,479,531 Not Listed For Sale

  12624 Park Ave, Windermere, FL 34786

  12624 Park Ave, Windermere, FL 34786
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  /72

  $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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  /15

  $1,800 per month

  • 2 Beds
  • 2 Baths
  • 1,161 Sq Ft
  • Condo for Rent

  11446 Jasper Kay Terrace Unit 1009, Windermere, FL 34786

  This is a wonderful community offering the ultimate in resort style living with concrete block construction, elevators in every building, 4,500 sq. ft. Olympic swimming pool, sand volleyball court, state-of-the-art fitness center, playground, large community clubhouse, bbq area & cozy outdoor fireplace! 2BR/2BA well taken care of and ready for availability around Dec 1st. Close to Disney,

  Robert Cheng CINO INTERNATIONAL INC

  11446 Jasper Kay Terrace Unit 1009, Windermere, FL 34786
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  /2

  $480,000 Sold Sep 26, 2025

  13715 Bressler Aly, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft
  • Built 2019

  Last Sold Summary

  • 9% Below List Price
  • $224/SF
  • 215 Days On Market

  Last Listing Agent Irene Fort PREFERRED REAL ESTATE BROKERS

  13715 Bressler Aly, Windermere, FL 34786
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  /58

  Est $449,402 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,722 Sq Ft

  8668 Wellington Blue Ln, Windermere, FL 34786

  8668 Wellington Blue Ln, Windermere, FL 34786
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  /2

  $939,989 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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  /38

  $2,400 per month

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft
  • Condo for Rent

  8180 Boat Hook Loop Unit 304, Windermere, FL 34786

  The perfect blend of comfort, convenience, and Central Florida lifestyle! This beautiful ground-floor residence offers effortless living with an open-concept floor plan that flows seamlessly from the kitchen to the living and dining areas—perfect for relaxing or entertaining. Step outside to your private screened lanai, ideal for enjoying your morning coffee or evening breeze without any

  Hojin Chang RE/MAX PRIME PROPERTIES

  8180 Boat Hook Loop Unit 304, Windermere, FL 34786
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  /2

  $620,000 Sold Jan 06, 2025

  12542 Climbing Vine Ct, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,015 Sq Ft
  • Built 2019

  Last Sold Summary

  • 11% Below List Price
  • $206/SF
  • 140 Days On Market

  Current Estimated Value $654,160

  Last Listing Agent Jing Yue INTEREALTY SERVICE

  12542 Climbing Vine Ct, Windermere, FL 34786
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  /62

  Est $1,169,528 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,881 Sq Ft

  5522 Remsen Cay Ln, Windermere, FL 34786

  5522 Remsen Cay Ln, Windermere, FL 34786
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  /2

  $3,200,000

  • Land
  • 6.76 Acres
  • $473,373 per Acre

  934 Roberson Rd, Ocoee, FL 34761

  PROPERTY DESCRIPTION - We are pleased to present a premier investment opportunity at 934 Roberson Road in Ocoee, just west of Orlando. This 6.76-acre parcel of vacant land comes with full site plan approval from the City of Ocoee for a 120-bed assisted living facility, making it an exceptional prospect for those looking to capitalize on the burgeoning demand for senior care services in Central

  Chase Collier Eshenbaugh Land Company

  934 Roberson Rd, Ocoee, FL 34761
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  /26

  $2,700 per month

  • 3 Beds
  • 2.5 Baths
  • 1,760 Sq Ft
  • Townhouse for Rent

  11819 Vermillion Ave, Windermere, FL 34786

  Gorgeous 3-bedroom, 2.5-bathroom Townhouse for rent with 1,760 square feet of modern elegance and thoughtful design. The modern finishes throughout the home exude sophistication. Open layout of the living room, dining room and kitchen, which is ideal for entertaining family and friends.

  Juan Mejia CENTENNIAL REALTY GROUP LLC

  11819 Vermillion Ave, Windermere, FL 34786
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  /2

  $910,000 Sold Dec 23, 2024

  8243 Procida Isle Ln, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,226 Sq Ft
  • Built 2018

  Last Sold Summary

  • 4% Below List Price
  • $282/SF
  • 81 Days On Market

  Current Estimated Value $911,263

  Last Listing Agent Kwaku Mitchell KELLER WILLIAMS CLASSIC

  8243 Procida Isle Ln, Windermere, FL 34786
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  /73

  Est $2,790,579 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 6,768 Sq Ft

  13323 Bellaria Cir, Windermere, FL 34786

  13323 Bellaria Cir, Windermere, FL 34786
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  /33

  $439,000

  • 3 Beds
  • 2.5 Baths
  • 1,565 Sq Ft

  7625 Sutherton Ln, Windermere, FL 34786

  Welcome to this beautifully renovated and meticulously maintained 3-bedroom, 2.5-bath end-unit townhome in the highly sought-after Wickham Park community of Windermere. Designed for modern living, this home blends comfort, style, and functionality. Step through the full-glass storm door into an inviting open-concept living area with 9+ ft ceilings and abundant natural light. The upgraded kitchen

  Sharon Six SOLD BY SIX REALTY, LLC

  7625 Sutherton Ln, Windermere, FL 34786
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  /13

  $2,800 per month

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft
  • House for Rent

  805 Oakdale St, Windermere, FL 34786

  Live amongst the oaks in this 3BD/2BA large corner lot home in the heart of Olde Windermere. Just a short walk to the historic downtown of Windermere.Stainless steel appliances, granite countertops with wine racks! Area boasts parks, tennis courts, public library, full time police security! Come home to "Olde Windermere"! Lawn care included. Application Fee: $50 each adult (18+) due at end of

  Kenneth Warren PREMIER MANAGEMENT GROUP INC

  805 Oakdale St, Windermere, FL 34786
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  /2

  $1,475,000 Sold Jan 31, 2025

  11321 Camden Park Dr, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 3,468 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Below List Price
  • $425/SF
  • 25 Days On Market

  Current Estimated Value $1,467,891

  Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

  11321 Camden Park Dr, Windermere, FL 34786
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  /36

  Est $4,023,049 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 7,649 Sq Ft

  12300 Montalcino Cir, Windermere, FL 34786

  12300 Montalcino Cir, Windermere, FL 34786

Showing Results 161 - 200, Page 5 of 18