Windermere, FL Homes for Sale

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  $659,000

  • 5 Beds
  • 4.5 Baths
  • 2,991 Sq Ft

  7401 Ella Ln, Windermere, FL 34786

  Spectacular Windermere Home WITH LUXURIOUS IN-LAW SUITE! Experience the perfect blend of elegance, comfort, and versatility in this stunning 5-bedroom, 4.5-bathroom home in the prestigious Windermere community. Boasting a fully-equipped mother-in-law or older kid suite above the garage, this separate studio apartment offers privacy, abundant space, and its own entrance—ideal for guests, extended

  

  Kriselys Tapia

  SERHANT

  (407) 934-0478

  7401 Ella Ln, Windermere, FL 34786
• Explore Windermere

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  /39

  $2,150,000

  • 3 Beds
  • 3 Baths
  • 2,681 Sq Ft

  647 Ridgewood Dr, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Back on market — buyer’s home sale contingency did not clear. Inspection and appraisal were completed satisfactorily, no fault of the seller or property. Welcome to an extraordinary lakefront retreat on the prestigious Butler Chain of Lakes in Windermere. On a rare 1.43-acre double lot with over 200 feet of prime shoreline on Lake Down, this

  

  Linda O'Grady

  PREMIER SOTHEBYS INT'L REALTY

  (689) 302-3809

  647 Ridgewood Dr, Windermere, FL 34786
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  $1,200,000

  • 4 Beds
  • 3.5 Baths
  • 2,618 Sq Ft

  3629 Lake Buynak Rd, Windermere, FL 34786

  BACK ON THE MARKET DUE TO NO FAULT OF THE PROPERTY OR SELLERS, BUT DUE TO BUYER UNFORSEEN CANCELLATION.Welcome to 3629 Lake Buynak Drive—an exceptional opportunity for investors, a custom home build or buyers seeking multigenerational living with flexibility and future upside. Situated in a desired area and on an oversized 1.3 acre lot in the Lake Buynak Estate community located off Lake

  

  Tania Matthews

  KELLER WILLIAMS ELITE PARTNERS III REALTY

  (407) 519-3922

  3629 Lake Buynak Rd, Windermere, FL 34786
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  $539,000 Open Thu 10AM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,009 Sq Ft

  8160 Iron Mountain Trail, Windermere, FL 34786

  Nestled in the highly desirable Windermere Trails community, this beautiful home offers an unparalleled blend of modern design, high end finishes and everyday functionality. The 3 bedrooms, 2 1/2 baths home's open-concept design seamlessly integrates the living and dining areas with the spacious kitchen and family room, creating an inviting space for everyday living and entertaining.

  

  Francine Arroyo Santowski

  BHHS FLORIDA REALTY

  (407) 955-9391

  8160 Iron Mountain Trail, Windermere, FL 34786
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  $1,639,985

  • 6 Beds
  • 7 Baths
  • 3,625 Sq Ft

  11342 S Camden Commons Dr, Windermere, FL 34786

  SELLER MOTIVATED. SOLD PARTIALLY FURNISHED. Situated at highly coveted community of Keenes Point in Windermere, this exquisitely home refined luxury living. FULLY REMODELED, Featuring six expansive bedrooms and five impeccably full bathrooms, and two half baths, every detail of this residence has been thoughtfully elevated.At the heart of the home lies a chef-inspired kitchen, appointed

  

  Laura Teixeira

  NOBSKA REAL ESTATE LLC

  (407) 974-4620

  11342 S Camden Commons Dr, Windermere, FL 34786
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  $2,895,000

  • 5 Beds
  • 6.5 Baths
  • 6,105 Sq Ft

  11209 Macaw Ct, Windermere, FL 34786

  A Masterpiece on the 4th Hole – Keene’s Pointe Luxury LivingPerfectly poised on a premium golf-front lot in the gorgeous, guard-gated community of Keene’s Pointe, this custom-built residence by Unnerstall blends refined craftsmanship with thoughtful design and breathtaking views of the Golden Bear Club’s 4th hole and tranquil water features.Boasting over 6,100 square feet of

  

  Jay Martin

  CORCORAN PREMIER REALTY

  (407) 594-7145

  11209 Macaw Ct, Windermere, FL 34786
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  $370,000

  • 4 Beds
  • 2.5 Baths
  • 2,067 Sq Ft

  14234 Desert Haven St Unit 14234, Windermere, FL 34786

  Spacious and well-appointed, this 4-bedroom, 2.5-bath townhome is the largest floor plan available in the community, offering over 2,000 square feet of comfortable living space. The layout includes a 2-car garage, screened-in patio, and a private fenced courtyard—perfect for relaxing outdoors or grilling with friends.Inside, the first floor features all tile flooring—durable, stylish, and

  

  Debi Roldan

  KELLER WILLIAMS ADVANTAGE III

  (407) 975-5312

  14234 Desert Haven St Unit 14234, Windermere, FL 34786
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  /30

  $1,575,000

  • Land
  • 2.12 Acres
  • $742,925 per Acre

  10948 Down Park Ln, Windermere, FL 34786

  BUILD YOUR DREAM HOME in this incredibly rare vacant lot located in the highly sought after Town of Windermere! Zoned for single family residential and offering over 2.12 acres of land, this property is located on a lovely pond with 2 fountains and is in close proximity to the Butler Chain of Lakes offering the possibility for views of Lake Down which is situated incredibly close by! The private

  

  Andrew Kincaid

  BHHS FLORIDA REALTY

  (689) 314-5758

  10948 Down Park Ln, Windermere, FL 34786
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  /64

  $6,970,000

  • 5 Beds
  • 8 Baths
  • 7,529 Sq Ft

  9349 Tibet Pointe Cir, Windermere, FL 34786

  Set along the pristine shores of Lake Tibet Butler, this remarkable Keene’s Pointe estate is a showpiece of enduring craftsmanship and thoughtful design. Every element of its 7,500+ sq ft reflects meticulous attention to detail and a level of care that defines timeless luxury living. The elevated foyer overlooks the formal dining and living areas—an elegant introduction defined by

  

  Jay Martin

  CORCORAN PREMIER REALTY

  (689) 314-6269

  9349 Tibet Pointe Cir, Windermere, FL 34786
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  $1,500,000

  • 6 Beds
  • 4.5 Baths
  • 4,522 Sq Ft

  17538 Black Rail St, Windermere, FL 34786

  Spacious 6-bedroom, 4-bath Windermere home with dual master suites, pond views, and a fenced yard. Built in 2014, this residence features an open layout with a gourmet kitchen, granite counters, stainless steel appliances, and 42” cabinets. Upstairs includes a loft/media room and generously sized bedrooms. Enjoy serene water views, a private backyard, and a 3-car garage. Located in a desirable

  

  Elaine Garcia

  GARCIA REALTY GROUP

  (689) 312-9273

  17538 Black Rail St, Windermere, FL 34786
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  $1,109,197 Open House 10/24

  • 4 Beds
  • 3.5 Baths
  • 3,404 Sq Ft

  7019 Windy Palm Way, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Sample Image The Baldwin is a beautifully designed two-story home offering 4 bedrooms, 3.5 baths, and over 3,400 square feet of living space. The open-concept main level features a spacious great room and dining area that flow seamlessly into the kitchen—perfect for family gatherings or entertaining. The first-floor owner’s suite includes a private

  

  Cindy Sapp

  OLYMPUS EXECUTIVE REALTY INC

  (689) 600-1926

  7019 Windy Palm Way, Windermere, FL 34786
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  $1,088,336 Open House 10/24

  • 6 Beds
  • 4.5 Baths
  • 3,628 Sq Ft

  7007 Windy Palm Way, Windermere, FL 34786

  One or more photo(s) has been virtually staged. The Ellington II offers the perfect balance of space, comfort, and style. This modern two-story home features 5 bedrooms, 3 baths, and over 3,500 square feet of living space designed for today’s lifestyle. The open-concept main level includes a spacious kitchen, dining area, and great room ideal for entertaining. The private owner’s suite provides a

  

  Cindy Sapp

  OLYMPUS EXECUTIVE REALTY INC

  (689) 407-6441

  7007 Windy Palm Way, Windermere, FL 34786
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  $1,202,310 Open Sat 1PM - 5PM

  • 6 Beds
  • 4.5 Baths
  • 4,443 Sq Ft

  14225 Crest Palm Ave, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Step into your next home at the Sweetwater in Palms at Windermere.With over 4,400 square feet, this expansive two-story floorplan offers six bedrooms and four and a half baths, blending luxury and function for today’s modern living.On the first floor, the owner’s suite is a private retreat with dual walk-in closets and a spa-inspired bath. A

  

  Cindy Sapp

  OLYMPUS EXECUTIVE REALTY INC

  (407) 602-6772

  14225 Crest Palm Ave, Windermere, FL 34786
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  /3

  $1,027,000 Open House 10/24

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

  14371 Crest Palm Ave, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Under Construction. Sample Image Experience the perfect blend of elegance, comfort, andpracticality with this beautifully crafted Arlington Bonus new home in Windermere. Every element of this residence has been thoughtfully designed to create aspace that feels both luxurious and inviting. With soaring ceilings—up to 10 feet on the first

  

  Cindy Sapp

  OLYMPUS EXECUTIVE REALTY INC

  (689) 314-5712

  14371 Crest Palm Ave, Windermere, FL 34786
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  /12

  $1,204,835 New Construction

  • 6 Beds
  • 4.5 Baths
  • 4,443 Sq Ft

  14389 Crest Palm Ave, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Step into your next home at Palms at Windermere with the stunning Sweetwater floor plan. Offering over 4,400 square feet, this spacious two-story design features 6 bedrooms and 4.5 baths, blending luxury and function for today’s lifestyle. The first-floor owner’s suite is a private retreat with dual walk-in closets and a spa-inspired bath. A flex

  

  Cindy Sapp

  OLYMPUS EXECUTIVE REALTY INC

  (689) 265-5806

  14389 Crest Palm Ave, Windermere, FL 34786
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  $575,000

  • 4 Beds
  • 2 Baths
  • 2,159 Sq Ft

  11322 Rapallo Ln, Windermere, FL 34786

  One or more photo(s) has been virtually staged. ***Back on Market due to Buyer not depositing Escrow*** “Mortgage savings may be available for buyers of this listing.” Located in the gated Windermere community of Belmere Village, this beautifully maintained 4-bedroom, 2-bathroom home offers both comfort and convenience. Residents enjoy low HOA fees and a wealth of amenities including a clubhouse,

  John Callahan REDFIN CORPORATION

  11322 Rapallo Ln, Windermere, FL 34786
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  /100

  $3,250,000

  • 4 Beds
  • 5.5 Baths
  • 4,849 Sq Ft

  6186 Louise Cove Dr, Windermere, FL 34786

  A Masterpiece of Design in Isleworth – 6186 Louise Cove Drive. Stunning, design magazine-worthy residence nestled behind the exclusive 24-hour guard-gated community of Isleworth, one of Central Florida’s most prestigious neighborhoods. This exquisite estate sits on a spacious 0.75-acre corner lot, surrounded by mature landscaping and a stately circular driveway that sets the tone for the luxury

  Simon Simaan THE SIMON SIMAAN GROUP

  6186 Louise Cove Dr, Windermere, FL 34786
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  $742,500

  • 4 Beds
  • 3.5 Baths
  • 2,745 Sq Ft

  13519 Bicton Ln, Windermere, FL 34786

  Live Just Minutes from the Magic – Stunning 4-Bedroom Home in Gated Windermere Community. Welcome to 13519 Bicton Dr, a beautifully maintained 4-bedroom, 3.5-bathroom home offering nearly 3,000 square feet of thoughtfully designed living space with countless upgrades in one of Windermere's most sought-after gated communities. With a 3-car garage, a new roof, and new windows, this home combines

  Tiphany Weeks DIAMOND REAL ESTATE GROUP

  13519 Bicton Ln, Windermere, FL 34786
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  /40

  $589,900

  • 4 Beds
  • 2 Baths
  • 1,798 Sq Ft

  9319 Woodbreeze Blvd, Windermere, FL 34786

  WONDERFUL WINDERMERE 4 BED/ 2 BATH HOME LOCATED IN THE CHARMING COMMUNITY OF SILVER WOODS. The moment you drive up to this home you are greeted by low maintence landscaping, paver driveway and a unique courtyard entry which makes this home standout. The courtyard is a perfect space to spend the evenings or start your mornings. Sliders from the kitchen lead onto the courtyard. Upon entering you

  Steven Looper CHARLES RUTENBERG REALTY ORLANDO

  9319 Woodbreeze Blvd, Windermere, FL 34786
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  /90

  $6,799,000

  • 5 Beds
  • 8 Baths
  • 8,443 Sq Ft

  11103 Bridge House Rd, Windermere, FL 34786

  Step into timeless elegance, luxury, and sophisticated living. Located in the exclusive man-gated community of Lake Butler Sound—one of Central Florida’s most prestigious communities. From the moment you enter, you're greeted by high-end finishes, open-concept living space, and meticulous attention to detail. This stunning residence offers nearly 9,000 sqft of elevated living space featuring 5

  Ayoub Aitelhaj THE SIMON SIMAAN GROUP

  11103 Bridge House Rd, Windermere, FL 34786
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  $3,500,000

  • 4 Beds
  • 3.5 Baths
  • 5,273 Sq Ft

  10577 Down Lakeview Cir, Windermere, FL 34786

  This exceptional lakefront home is located on The Butler Chain of Lakes with 137 feet of pristine shoreline and is situated on almost one dry acre. At first glance you will immediately fall in love with this beautiful custom home boasting amazing panoramic views and nightly Disney fireworks. The circular paved drive flanked with mature oak trees welcome you home to a covered porch and an

  Simon Simaan THE SIMON SIMAAN GROUP

  10577 Down Lakeview Cir, Windermere, FL 34786
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  $2,425,000

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

  409 W 2nd Ave, Windermere, FL 34786

  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 with floating shelves, and the gourmet

  Amanda Black UPSIDE REAL ESTATE INC

  409 W 2nd Ave, Windermere, FL 34786
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  $854,990 New Construction

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

  Moseley Plan at Lake Cawood Cove - Lake Cawood 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
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  /9

  $844,990 New Construction

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

  Tuttle Plan at Lake Cawood Cove - Lake Cawood 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
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  $949,990 New Construction

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

  Duval Plan at Lake Cawood Cove - Lake Cawood 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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  /10

  $894,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

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

  The Griffin is a two-story home offering four bedrooms, three full bathrooms, one half bathroom, and a two-car garage. The kitchen opens to a dramatic two-story family room, creating a bright and inviting living space. The second-floor primary suite offers privacy and comfort, while a conveniently located laundry room and optional butler’s pantry enhance everyday functionality. Additional

  

  Ashton Woods

  Builder

  5432 Winter Garden Vineland Rd Unit 37932783, Windermere, FL 34786
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  /12

  $799,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,226 Sq Ft

  Plant at Lake Cawood Cove - Lake Cawood Traditional, Windermere, FL 34786

  The Plant is a one-story home offering three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The spacious kitchen features a large island and flows seamlessly into the dining and family rooms. A private primary suite includes a walk-in closet, while a generously sized den and covered lanai provide versatile living spaces for work, relaxation, and outdoor enjoyment. Modern

  

  Ashton Woods

  Builder

  5432 Winter Garden Vineland Rd Unit 37932781, Windermere, FL 34786
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  $989,990 New Construction

  • 4 Beds
  • 4 Baths
  • 3,137 Sq Ft

  14285 Crest Palm Ave, 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

  14285 Crest Palm Ave, Windermere, FL 34786
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  $949,989 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 3,199 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

  Cindy Sapp OLYMPUS EXECUTIVE REALTY INC

  14377 Crest Palm Ave, Windermere, FL 34786
• 

  $1,088,179 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,389 Sq Ft

  14354 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 3,199 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

  14354 Crest Palm Ave, Windermere, FL 34786
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  /2

  $949,989 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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  $989,990 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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  $385,000

  • 3 Beds
  • 2.5 Baths
  • 1,461 Sq Ft

  5219 Keenes Pheasant Dr, Windermere, FL 34786

  Beautifully Maintained 3-Bedroom Townhome in Sought-After Summerport!Don’t miss this spacious and move-in ready townhouse located in the heart of Summerport, one of the area’s most desirable communities. This light-filled home features 3 bedrooms, 2.5 bathrooms, and an open floor plan perfect for modern living.The primary suite is conveniently located on the first floor and

  Roland Cotardo THE SIMON SIMAAN GROUP

  5219 Keenes Pheasant Dr, Windermere, FL 34786
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  /72

  $2,900,000

  • 7 Beds
  • 5.5 Baths
  • 5,221 Sq Ft

  6219 Tiroco Way, Windermere, FL 34786

  Welcome to luxury living in the guarded gated community of Waterstone in Windermere, Florida. This exquisite residence at 6219 Tiroco Way offers unparalleled elegance and modern comfort featuring Solar power. The home offers 7 bedrooms, 5 1⁄2 baths, a media room, a loft, a storage room, separate formal rooms, and a dedicated office. Live in a world of sophistication and comfort with granite

  María Gabriela Lara CENTURY 21 CARIOTI

  6219 Tiroco Way, Windermere, FL 34786
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  $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.

  Lynn London EXP REALTY LLC

  13430 Hopkinton Ct, Windermere, FL 34786
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  $622,000

  • 4 Beds
  • 2.5 Baths
  • 2,981 Sq Ft

  12925 Holdenbury Ln, Windermere, FL 34786

  This splendid two-story home features four large bedrooms and 2.5 bathrooms. The true highlight of the home is its stunning, oversized kitchen, which has a huge amount of cabinet and counter space. Not one, but two islands provide a setting for casual dining and culinary creativity. The main floor offers a cozy first-floor bedroom for added convenience and flexibility, suitable for guests or as a

  Eric Nelson SIGNATURE HOMES

  12925 Holdenbury Ln, Windermere, FL 34786
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  $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
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  /43

  $949,500

  • 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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  /40

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 2,154 Sq Ft

  8575 Lookout Pointe Dr, Windermere, FL 34786

  This beautiful 3 bedroom, 2.5 bath home is nestled in the highly desirable Windermere Trails community. Enjoy the magic of theme parks just minutes away from Disney World with a direct view of the fireworks from your front porch! With over 2,000 SqFt, this home boasts an open floor plan that offers an upgraded kitchen, a large dining space, a spacious family room, and an upstairs loft. The

  Thomas Weclew THE REALTY MEDICS

  8575 Lookout Pointe Dr, Windermere, FL 34786
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  $1,294,000

  • 4 Beds
  • 3.5 Baths
  • 2,791 Sq Ft

  109 E 12th Ave, Windermere, FL 34786

  Modern upgrades meet timeless Windermere charm in this fully reimagined four-bedroom, three-and-a-half-bath home, just steps from Lake Bessie. Set on a beautifully manicured corner lot with no HOA, this thoughtfully updated property blends luxury, comfort, and functionality in one of Central Florida’s most desirable communities.Every detail has been considered—NEW ROOF, NEW A/C, NEW

  Robert Larkan EXECUTIVE PROPERTIES

  109 E 12th Ave, Windermere, FL 34786

Showing Results 1 - 40, Page 1 of 7

Why Live in Windermere

Windermere, Florida, is a lakeside community known for its Old Florida charm and elegant homes along the Butler Chain of Lakes. With a population of about 3,000, Windermere attracts both affluent retirees and younger families, drawn by its beauty, privacy, and proximity to Orlando, approximately 20 miles away. The area features multiple gated neighborhoods, including the luxury community of Isleworth, known for its Mediterranean and French Provincial-style estates. Other notable neighborhoods include Reserve at Lake Butler Sound and Keene’s Point, offering large New Traditional and Mediterranean-style homes. Townhouses and condos, mainly on the west side, provide amenities like lake views and playgrounds.

Windermere's children attend highly rated Orange County Public Schools, and Windermere Preparatory School is a standout private institution serving prekindergarten through 12th grade. Residents enjoy various outdoor activities, including boating and fishing in the lakes, and memberships at Isleworth Golf & Country Club or The Golden Bear Club at Keene’s Point for golf, tennis, pickleball, and swimming. The town boasts over 10 parks, such as Central Park and Lake Bessie Lakefront Park, which offer playgrounds and scenic trails.

Main Street features locally owned shops and restaurants, and the weekly Windermere Farmers Market at Town Square Park is a local highlight. Nearby, The Grove shopping center and Restaurant Row in Dr. Phillips provide additional dining and shopping options. Windermere hosts popular events like the Windermere Wine and Dine in February and Food Truck Night from September to May. The community is conveniently located near Florida's Turnpike, Interstate 4, and Orlando International Airport, about 15 miles away.

Learn more about living in Windermere

Frequently Asked Questions

What is the average home price in Windermere, FL?

Homes for sale in Windermere, FL have an average home price of $1,308,197.

Are home prices dropping in Windermere?

Yes, home prices in Windermere are down 10% in the last 12 months.

How many homes have sold over the last 12 months in Windermere, FL?

445 homes have sold in Windermere, FL over the last 12 months.

What are the most popular zip codes in Windermere, FL?

The most popular zip codes in Windermere, FL include 34786, 34761, 34734, 32835 and 34787.

What are the most popular neighborhoods in Windermere, FL?

The most popular neighborhood in Windermere, FL with the most homes for sale is Bay Hill.

How much do you need to make to afford a house in Windermere?

The median home price in Windermere is $781,000. If you put a 20% down payment of $156,200 and had a 30-year fixed mortgage with an interest rate of 6.34%, your estimated principal and interest payment would be $3,880 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $166K a year to afford the median home price in Windermere.

How are the schools in Windermere, FL?

Windermere, FL has highly rated public and private schools. Some of the best schools in Windermere based on Niche Grades are Windermere Preparatory School, Lake Whitney Elementary School and Windermere Elementary School. The neighborhood in Windermere with the highest rated schools is Bay Hill. Browse all the schools in Windermere, FL to learn more.

Home Trends in Windermere, FL

On average, homes in Windermere, FL sell after 70 days on the market compared to the national average of 52 days. The median sale price for homes in Windermere, FL over the last 12 months is $689,000, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$689,000

Median Single Family Sale Price

$923,000

Median Townhouse Sale Price

$412,000

Average Price Per Sq Ft

$341

Number of Homes for Sale

176

Last 12 months Home Sales

445

Months of Supply

4.70

Median List Price

$781,000

Median Change From 1st List Price

4%

Median Home Sale Price YoY Change

3%