Homes in ZIP Code 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
• 

  

  

  /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
• 

  

  /2

  $3,600,000 Sold May 12, 2025

  11306 Bridge House Rd, Windermere, FL 34786

  • 5 Beds
  • 7 Baths
  • 6,742 Sq Ft
  • Built 2007

  Last Sold Summary

  • 10% Below List Price
  • $534/SF
  • 52 Days On Market

  Current Estimated Value $3,634,427

  Last Listing Agent Loren Williams LAKESIDE REALTY WINDERMERE INC

  11306 Bridge House Rd, 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
• 

  

  

  /47

  $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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  /76

  $5,950 per month

  • 4 Beds
  • 3.5 Baths
  • 3,268 Sq Ft
  • House for Rent

  6557 Crestmont Glen Ln, Windermere, FL 34786

  Welcome to your fully furnished dream home! This charming residence offers 4 spacious bedrooms, 3 full bathrooms, and 2 half baths, ideal for family living and entertaining. The open floor plan features a dedicated office and a versatile bonus room to suit your needs. Bright and airy, the home boasts high ceilings and abundant natural light. The expansive kitchen includes 42-inch cabinets, a

  Any Alves WRA BUSINESS & REAL ESTATE

  6557 Crestmont Glen Ln, Windermere, FL 34786
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  /2

  $742,000 Sold Jun 02, 2025

  12971 Westside Village Loop, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 3,694 Sq Ft
  • Built 2018

  Last Sold Summary

  • 1% Below List Price
  • $201/SF
  • 72 Days On Market

  Current Estimated Value $749,083

  Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

  12971 Westside Village Loop, 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
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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
• 

  /2

  $2,650 per month

  • 3 Beds
  • 2.5 Baths
  • 1,624 Sq Ft
  • Property for Rent

  11642 Water Run Aly, Windermere, FL 34786

  3 bedroom 2 bathroom townhouse.Ashlin Park is a peaceful community located in the beautiful town of Windermere. This neighborhood offers a community pool and clubhouse for your comfort and convenience. Ashlin Park is an ideal location due to its proximity to the Lakeside Shopping Center, many highly rated K-12 schools and Walt Disney World.1 Year Lease HOA Approval might be required.

  Rafael Izquierdo Lasaracina VS INTERNATIONAL PROPERTIES

  11642 Water Run Aly, 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

  Current Estimated Value $1,098,474

  Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

  65 Oakdale St, Windermere, FL 34786
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  /56

  Est $2,580,212 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,524 Sq Ft

  13352 Bellaria Cir, Windermere, FL 34786

  13352 Bellaria Cir, Windermere, FL 34786
• 

  

  /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
• 

  

  /7

  $2,995 per month

  • 4 Beds
  • 2 Baths
  • 2,151 Sq Ft
  • House for Rent

  12921 Cragside Ln, Windermere, FL 34786

  Great rental opportunity in the Lakes of Windermere. 4 bedrooms and 2.5 bathrooms .2 car garage .Solid flooring throughout. Lawn service. Included . Pets allowed.

  Hans Welbergen WINDERMERE INTERNATIONAL REALTY

  12921 Cragside Ln, 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 $1,277,000

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14207 Crest Palm Ave, Windermere, FL 34786
• 

  

  /23

  Est $452,419 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,912 Sq Ft

  13736 Bravante Aly, Windermere, FL 34786

  13736 Bravante Aly, Windermere, FL 34786
• 

  /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
• 

  

  /19

  $2,475 per month

  • 3 Beds
  • 2.5 Baths
  • 1,625 Sq Ft
  • Townhouse for Rent

  13075 Calderdale Ave, Windermere, FL 34786

  This beautiful 3-bedroom townhome is available for rent! The kitchen features granite countertops and stainless steel appliances, making it both functional and stylish. The first floor includes a spacious family room, dining area, convenient half bathroom, and a laundry room with a full-size washer and dryer. Upstairs, the primary suite offers dual sinks and a walk-in shower. Enjoy outdoor living

  Bekah Burke BELLA TRAE REALTY

  13075 Calderdale Ave, 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 $991,728

  Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

  235 Oakdale St, Windermere, FL 34786
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  /31

  Est $917,833 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,224 Sq Ft

  13542 Gorgona Isle Dr, Windermere, FL 34786

  13542 Gorgona Isle Dr, Windermere, FL 34786
• 

  

  /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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  /45

  $2,900 per month

  • 3 Beds
  • 2.5 Baths
  • 2,203 Sq Ft
  • House for Rent

  13040 Overstreet Rd, Windermere, FL 34786

  Welcome to this gorgeous 3-bedroom, 2.5-bath single-family home located in the highly desirable Windermere area. Situated within top-rated school zones, this home offers both comfort and convenience. The kitchen features granite countertops and opens to a functional living space perfect for everyday living and entertaining. Lawn maintenance is included through the HOA, making maintenance

  Sherry Gao CHARLES RUTENBERG REALTY ORLANDO

  13040 Overstreet Rd, 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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  /36

  Est $1,597,599 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
• 

  

  /56

  $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
• 

  

  /23

  $2,095 per month

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

  8264 Maritime Flag St Unit 1419, Windermere, FL 34786

  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

  Amanda Beckman RED DOOR INVESTMENT GRP LLC

  8264 Maritime Flag St Unit 1419, 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 $644,648

  Last Listing Agent Luana Oliveira ORANGE SLICE PROPERTIES

  4801 Breezy Palms Ct, Windermere, FL 34786
• 

  

  /26

  Est $327,874 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
• 

  

  /18

  $428,000

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  11636 Water Run Aly, Windermere, FL 34786

  This property is a beautifully maintained 3-bedroom, 2.5-bath townhouse located in the desirable Ashlin Park community of Windermere. Built in 2017, this home features an open-concept layout filled with natural light, a modern kitchen with quartz countertops, stainless steel appliances, and espresso cabinetry. The spacious primary suite offers a walk-in closet and an elegant ensuite bath. Enjoy a

  Jose Jimenez EXP REALTY LLC

  11636 Water Run Aly, Windermere, FL 34786
• 

  

  /24

  $1,775 per month

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

  8168 Boat Hook Loop Unit 202, Windermere, FL 34786

  2/2 Windermere condo walking distance to the pool with resort style amenities. Kitchen has granite counter tops, 42" cabinets. Main suite has huge walk-in closet and bath has decorative tile, lighted shower and double sinks. Community features pavilion on the lake, screened patios, barbecue area and fitness center. Valet trash included. HOA app fee per person-15 day approval process.AS PER

  Andrea Thurman HAMPTON & HAMPTON MGMT LEASING

  8168 Boat Hook Loop Unit 202, 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 $8,275,956

  Last Listing Agent Monica Lochmandy ISLEWORTH REALTY LLC

  5271 Isleworth Country Club Dr, Windermere, FL 34786
• 

  

  /53

  Est $1,092,089 Not Listed For Sale

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

  11708 Hampstead St, Windermere, FL 34786

  11708 Hampstead St, Windermere, FL 34786
• 

  

  /49

  $1,200,000

  • 4 Beds
  • 4 Baths
  • 2,787 Sq Ft

  1361 Whitney Isles Dr, Windermere, FL 34786

  Stunning residence with a private fenced backyard, located in the highly sought-after gated community of Belmere in Windermere, just minutes from the town center. Featuring 4 bedrooms, 4 bathrooms, and approximately 2,800 sq. ft. of air-conditioned living space, this home immediately captivates with its elegant Mediterranean architecture and lush tropical landscaping. Fully renovated this year,

  Gabriel Mantovani ALVES AND HOWELL REALTY

  1361 Whitney Isles Dr, Windermere, FL 34786
• 

  

  /18

  $4,500 per month

  • 5 Beds
  • 4 Baths
  • 3,536 Sq Ft
  • House for Rent

  1351 Glenwick Dr, Windermere, FL 34786

  POOL HOME!!! WITH MOTHER IN LAW SUIT!!! 5 BEDROOMS 4 FULL BATHS!!! MAN-GATED COMMUNITY IN WINDERMERE!!! Stunning Windermere home at 1351 Glenwick Dr! Spacious open floor plan, modern kitchen, and elegant finishes throughout. Perfect for entertaining or relaxing in the private backyard. Close to top schools, shopping, and dining. A must-see blend of luxury, comfort, and location!

  Adriana Montes MBA FLORIDA DREAMS REALTY GRP INC

  1351 Glenwick Dr, 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

  Current Estimated Value $481,189

  Last Listing Agent Irene Fort PREFERRED REAL ESTATE BROKERS

  13715 Bressler Aly, Windermere, FL 34786
• 

  

  /4

  Est $1,214,057 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
• 

  

  /88

  $1,274,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,689 Sq Ft

  12779 Westside Village Loop, Windermere, FL 34786

  Under contract-accepting backup offers. This exceptional residence offers a rare combination of contemporary design, smart technology, functionality, and lifestyle. Fully renovated and thoughtfully planned with meticulous attention to detail, the home showcases a high level of craftsmanship and a cohesive modern aesthetic throughout. Luxury vinyl flooring extends throughout the entire home,

  Ramon Brandão WEBB FLORIDA REALTY LLC

  12779 Westside Village Loop, Windermere, FL 34786
• 

  

  /75

  $3,800 per month

  • 3 Beds
  • 2.5 Baths
  • 1,988 Sq Ft
  • House for Rent

  7307 Ella Ln, Windermere, FL 34786

  Welcome to your new home!! Conveniently situated within the charming Windermere area, you'll find this gem House, fully furnished, 1-Master Suite, 2-bedrooms, 2 and 1/2 bathrooms, nestled within the Windermere Sound community. Opening the entry door (with a digital code locker), you will find a beautiful spacious living room, well decorated and plenty of natural light coming trough the double

  Sergio Figueiredo NOVA REAL ESTATE SERVICES INC

  7307 Ella Ln, Windermere, FL 34786
• 

  /2

  $1,500,000 Sold Mar 03, 2025

  11769 Hampstead St, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 4,979 Sq Ft
  • Built 2016

  Last Sold Summary

  • 3% Below List Price
  • $301/SF
  • 12 Days On Market

  Current Estimated Value $1,489,301

  Last Listing Agent John Cunningham KELLER WILLIAMS CLASSIC

  11769 Hampstead St, Windermere, FL 34786
• 

  

  /98

  Est $2,689,591 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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