Homes in ZIP Code 34786

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  /93

  $2,500,000 Pending

  • 6 Beds
  • 6.5 Baths
  • 6,000 Sq Ft

  1724 Windermeredown Place, Windermere, FL 34786

  Under contract-accepting backup offers. Private Resort Luxury with Butler Chain Access in Windermere Downs Set within one of Windermere’s most sought-after lakefront communities, this extraordinary residence offers exclusive access to the Butler Chain of Lakes. Situated on over an acre, the estate blends handcrafted design, advanced technology, and magazine-featured architecture to deliver a

  Chad Going SERHANT

  1724 Windermeredown Place, Windermere, FL 34786
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  /12

  $3,499 per month

  • 4 Beds
  • 2.5 Baths
  • 3,115 Sq Ft
  • House for Rent

  14479 Yellow Butterfly Rd, Windermere, FL 34786

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3643.90. That covers your base rent, $3499.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  14479 Yellow Butterfly Rd, Windermere, FL 34786
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  /2

  $1,450,000 Sold Aug 13, 2025

  8430 Woburn Ct, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,319 Sq Ft
  • Built 1999

  Last Sold Summary

  • 3% Below List Price
  • $437/SF
  • 64 Days On Market

  Current Estimated Value $1,432,713

  Last Listing Agent Mauricio Penha VOLKE REAL ESTATE LLC

  8430 Woburn Ct, Windermere, FL 34786
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  /40

  Est $748,611 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,988 Sq Ft

  9150 Outlook Rock Trail, Windermere, FL 34786

  9150 Outlook Rock Trail, Windermere, FL 34786
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  /56

  $615,000

  • 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
• 

  

  /50

  $5,750 per month

  • 4 Beds
  • 2.5 Baths
  • 2,709 Sq Ft
  • House for Rent

  11855 Camden Park Dr, Windermere, FL 34786

  This spacious 4-bedroom, 2.5-bathroom villa in the highly desired Keene’s Pointe neighborhood sits on a large corner lot and offers nearly 2,800 square feet of luxury living. The modern, open kitchen is centrally located in the heart of the home. A heated private pool with spa completes this wonderful property. The home is available furnished or unfurnished. Weekly lawn care is included, and

  Ron Biegelaar WINDERMERE INTERNATIONAL REALTY

  11855 Camden Park Dr, Windermere, FL 34786
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  /2

  $670,000 Sold Nov 14, 2025

  2015 Woody Dr, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,042 Sq Ft
  • Built 1978

  Last Sold Summary

  • 4% Below List Price
  • $328/SF
  • 28 Days On Market

  Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

  2015 Woody Dr, Windermere, FL 34786
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  /2

  Est $1,349,579 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 4,908 Sq Ft

  17550 Black Rail St, Windermere, FL 34786

  17550 Black Rail St, Windermere, FL 34786
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  /63

  $1,075,000

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

  2125 Kane Park Way, Windermere, FL 34786

  Welcome to this beautifully updated residence on one of the largest lots in the highly sought-after Willows at Lake Rhea in Windermere. Set on a 0.71-acre cul-de-sac lot surrounded by lush landscaping, the home offers exceptional privacy and a tranquil setting. Custom built by renowned local builder Richard Watson, known for his craftsmanship, thoughtful design, and quality construction, this

  Deb Schroeder INFINITY REALTY GROUP LLC

  2125 Kane Park Way, Windermere, FL 34786
• 

  

  /18

  $3,280 per month

  • 5 Beds
  • 2.5 Baths
  • 2,389 Sq Ft
  • House for Rent

  13450 Sunkiss Loop, Windermere, FL 34786

  Special offer: Pay just $500 of your base rent (taxes and fees not included) as your security deposit, valid for new applicants who sign a 12-month lease by December 31, 2025. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This property is professionally managed by AMH, a leading single-family rental company. We expect to make

  13450 Sunkiss Loop, Windermere, FL 34786
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  /2

  $550,000 Sold Sep 30, 2025

  5238 Beach River Rd, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,414 Sq Ft
  • Built 2004

  Last Sold Summary

  • $228/SF
  • 3 Days On Market

  Last Listing Agent Liza Farzati SERHANT

  5238 Beach River Rd, Windermere, FL 34786
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  /34

  Est $524,970 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,058 Sq Ft

  13335 Overstreet Rd, Windermere, FL 34786

  13335 Overstreet Rd, Windermere, FL 34786
• 

  

  /33

  $585,000

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft

  13430 Hopkinton Ct, Windermere, FL 34786

  ***Charming Windermere Home in Lakes of Windermere – Peachtree! ***Welcome to this beautifully maintained 3-bedroom, 2-bath single-story home located on a quiet cul-de-sac in the desirable Lakes of Windermere – Peachtree community, behind the famous Walt Disney World Magic Kingdom! This home combines comfort, convenience, and style in one of Central Florida’s most sought-after locations. Step

  Lynn London EXP REALTY LLC

  13430 Hopkinton Ct, Windermere, FL 34786
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  /11

  $2,600 per month

  • 3 Beds
  • 2 Baths
  • 1,335 Sq Ft
  • Townhouse for Rent

  7708 Bexton Ln, Windermere, FL 34786

  Beautiful 3 bedroom 2.5 bath townhome located in Windermere! The home features an open kitchen with stainless steel appliances and beautiful 42" cabinets . Just off the dining area step out to the cozy fenced in courtyard. Upstairs there is a large master bedroom with walk in closet. The master bath features dual sinks and tiled walk in shower. There are 2 additional bedrooms on the second floor

  Reynaldo Izaguirre ALTIS REALTY

  7708 Bexton Ln, Windermere, FL 34786
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  /2

  $2,625,000 Sold Feb 07, 2025

  5379 Isleworth Country Club Dr, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,872 Sq Ft
  • Built 1989

  Last Sold Summary

  • 12% Below List Price
  • $678/SF
  • 363 Days On Market

  Current Estimated Value $2,614,869

  Last Listing Agent Andrew Burgard CHARLES RUTENBERG REALTY ORLANDO

  5379 Isleworth Country Club Dr, Windermere, FL 34786
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  /30

  Est $546,288 Not Listed For Sale

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

  6442 Golden Dewdrop Trail, Windermere, FL 34786

  6442 Golden Dewdrop Trail, Windermere, FL 34786
• 

  

  /55

  $2,375,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,688 Sq Ft

  409 W 2nd Ave, Windermere, FL 34786

  Under contract-accepting backup offers. Step inside this beautifully updated home where clean lines, soaring ceilings, and two-story windows fill every corner with natural light. A floating staircase makes a stunning first impression, while the spacious family room with its cozy fireplace is the perfect spot to gather with friends and family.The open living and dining room features built-ins

  Amanda Black PA UPSIDE REAL ESTATE INC

  409 W 2nd Ave, Windermere, FL 34786
• 

  

  /20

  $2,860 per month

  • 4 Beds
  • 2 Baths
  • 2,022 Sq Ft
  • House for Rent

  1314 Glenwick Dr, Windermere, FL 34786

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3004.90. That covers your base rent, $2860.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  1314 Glenwick Dr, Windermere, FL 34786
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  /2

  $1,655,000 Sold Aug 15, 2025

  1424 Kelso Blvd, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 3,104 Sq Ft
  • Built 1975

  Last Sold Summary

  • 12% Below List Price
  • $533/SF
  • 112 Days On Market

  Current Estimated Value $1,717,308

  Last Listing Agent Carmen Aridas RE/MAX PRIME PROPERTIES

  1424 Kelso Blvd, Windermere, FL 34786
• 

  

  /22

  Est $1,062,424 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,117 Sq Ft

  12525 Montalcino Cir, Windermere, FL 34786

  12525 Montalcino Cir, Windermere, FL 34786
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  /12

  $944,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,783 Sq Ft

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

  The Tuttle is a two-story home offering four bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The first-floor primary suite provides privacy and comfort. The spacious kitchen opens to a covered lanai, ideal for outdoor living and entertaining. Additional features include an oversized laundry room and an optional butler’s pantry to enhance functionality. Modern finishes,

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932784, Windermere, FL 34786
• 

  

  /22

  $2,550 per month

  • 3 Beds
  • 2.5 Baths
  • 1,725 Sq Ft
  • Townhouse for Rent

  7231 Shadeview Aly, Windermere, FL 34786

  Beautiful 3 beds, 2.5 baths, 2 car garage townhome at Ashlin Park in the heart of Windermere. Must see all this community has to: Community Pool, Club House, Playground, Conservation areas, ponds, access to bike trail and just at walking distance from Restaurants and market places. Right next to the 535 road, one mile away from Publix and commercial development with many new restaurants. MUST SEE!

  Isabel Sirizzotti SUNNY 365 REALTY GROUP

  7231 Shadeview Aly, Windermere, FL 34786
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  /2

  $718,000 Sold Oct 20, 2025

  12755 Westside Village Loop, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,064 Sq Ft
  • Built 2018

  Last Sold Summary

  • 12% Below List Price
  • $234/SF
  • 142 Days On Market

  Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

  12755 Westside Village Loop, Windermere, FL 34786
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  /40

  Est $553,065 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,184 Sq Ft

  12160 Canyon Sun Trail, Windermere, FL 34786

  12160 Canyon Sun Trail, Windermere, FL 34786
• 

  

  /18

  $954,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,791 Sq Ft

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

  The Moseley is a thoughtfully designed two-story home with three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. This plan features a dramatic two-story family room that creates a bright and open living space. The second-floor primary suite offers privacy and comfort, while additional flexible living areas provide room to relax or entertain. Modern finishes, abundant

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932785, Windermere, FL 34786
• 

  

  /10

  $3,595 per month

  • 4 Beds
  • 3 Baths
  • 3,058 Sq Ft
  • House for Rent

  11530 Vicolo Loop, Windermere, FL 34786

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3739.90. That covers your base rent, $3595.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  11530 Vicolo Loop, Windermere, FL 34786
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  /2

  $3,100,000 Sold Apr 01, 2025

  2812 Marquesas Ct, Windermere, FL 34786

  • 4 Beds
  • 5 Baths
  • 5,624 Sq Ft
  • Built 1984

  Last Sold Summary

  • 2% Below List Price
  • $551/SF
  • 55 Days On Market

  Current Estimated Value $2,920,764

  Last Listing Agent Kari Fleck THE REAL ESTATE COLLECTION LLC

  2812 Marquesas Ct, Windermere, FL 34786
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  /40

  Est $649,220 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,208 Sq Ft

  7230 Rambling Water Way, Windermere, FL 34786

  7230 Rambling Water Way, Windermere, FL 34786
• 

  

  /50

  $695,000

  • 5 Beds
  • 3.5 Baths
  • 2,976 Sq Ft

  6712 Thornhill Cir, Windermere, FL 34786

  With timeless curb appeal and a front porch built for slow mornings, this Windermere home blends classic charm with the upgrades that make everyday life easier. Step inside and the ceilings rise, sunlight floods through, and hardwood floors (2021) lead you through open living and dining spaces that flow seamlessly into a remodeled kitchen with quartz countertops, updated cabinetry, and dual

  Brad Young HOMEVEST REALTY

  6712 Thornhill Cir, Windermere, FL 34786
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  /68

  $3,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,980 Sq Ft
  • House for Rent

  6060 Roseate Spoonbill Dr, Windermere, FL 34786

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath home situated on a desirable corner lot in the highly sought-after community of Windermere Landings. Located right off Chase Road, this prime Windermere location offers exceptional walkability—just steps from Sunset Park Elementary, Walgreens, Papa John’s, and other neighborhood conveniences. This is truly an ideal community for families

  Mulcy Tenorio FLORIDA CONNEXION PROPERTIES

  6060 Roseate Spoonbill Dr, Windermere, FL 34786
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  /64

  $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 $580,927

  Last Listing Agent Jaime Leizan EXP REALTY LLC

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

  Est $1,377,982 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
• 

  

  /50

  $885,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 2,115 Sq Ft

  416 Magnolia St, Windermere, FL 34786

  Under contract-accepting backup offers. Step into a storybook cottage tucked in the heart of Windermere, where history whispers through every room and morning light dances across original 1915 details. Part of the early homestead still remains, giving this home a charm that simply can’t be recreated.The family room feels like a cozy tale come to life with its high ceilings, original wood

  Judy Black UPSIDE REAL ESTATE INC

  416 Magnolia St, Windermere, FL 34786
• 

  

  /20

  $2,700 per month

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft
  • Townhouse for Rent

  11320 Jasper Kay Terrace, Windermere, FL 34786

  Property Id: 2261362MOVE IN READY!!Welcome to this beautiful end-unit townhome in the desirable Lake Burden community of Windermere. Featuring 3 bedrooms plus an office, 2.5 baths, and a 1.5-car garage, this home offers abundant natural light and a clean, modern layout perfect for today's lifestyle.Key Features- End-unit with tons of natural light- 3 bedrooms +

  11320 Jasper Kay Terrace, 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

  Last Listing Agent Ziad El Aryan FLORIDA REALTY INVESTMENTS

  11508 Delwick Dr, Windermere, FL 34786
• 

  /2

  Est $755,091 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
• 

  

  /53

  $650,000

  • 4 Beds
  • 2 Baths
  • 2,555 Sq Ft

  6139 Andreozzi Ln, Windermere, FL 34786

  Here is your chance to own this spacious well-maintained one-story 4-bedroom waterfront home on a pond located in the desirable Providence neighborhood of Windermere. As you enter through the front porch and foyer you will immediately notice the high 10’ ceilings and inviting rooms to your well-thought-out floor plan. The living room is spacious with an elegant dining room overlooking the

  Simon Simaan THE SIMON SIMAAN GROUP

  6139 Andreozzi Ln, Windermere, FL 34786
• 

  

  /21

  $5,500 per month

  • 3 Beds
  • 2 Baths
  • 2,056 Sq Ft
  • House for Rent

  8447 Bowden Way, Windermere, FL 34786

  Welcome to Keenes Point - Windermere, a stunning 3-bedroom, 2-bathroom home located in the desirable Windermere, FL. This property is nestled within a secure gated community, offering an added layer of peace and security. The home boasts a private pool, perfect for cooling off during those hot Florida summers. The private backyard provides ample space for outdoor activities or simply enjoying the

  Julien Silva JOHN SILVA REALTY & ASSOCIATES

  8447 Bowden Way, 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 $1,334,050

  Last Listing Agent Melanie Miller PREMIUM PROPERTIES R.E SERVICE

  9178 Panzani Place, Windermere, FL 34786
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  /67

  Est $1,545,455 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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