Windermere, FL Homes for Sale

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  $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
• Explore Windermere

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  $525,000 Open Sun 12PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 2,149 Sq Ft

  12136 Canyon Sun Trail, Windermere, FL 34786

  ***The Veranda on Canyon Sun***A day in the life — where sunlight, serenity, and thoughtful design meet.***Morning begins on the wide, covered Craftsman-style front porch, where you can sip coffee and take in the park view across the green. A gentle breeze moves through the trees as joggers and dog walkers pass along the trail — a scene that captures the peaceful charm of Windermere

  

  Karan Wienker

  COLDWELL BANKER REALTY

  (689) 336-3849

  12136 Canyon Sun Trail, Windermere, FL 34786
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  $1,225,000 Open Sun 12PM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 3,190 Sq Ft

  2828 Ingeborg Ct, Windermere, FL 34786

  Welcome to this Mediterranean dream home tucked away at the end of a quiet cul-de-sac in Windermere, just steps from beautiful Lake Down. Sitting on over an acre of fenced land, this property is one of the most unique opportunities in the area. From the moment you arrive, the curb appeal stands out with a circular driveway that flows into a full side driveway leading to an oversized detached

  

  Tiffany Pantozzi

  ALIGN REAL ESTATE LLC

  (689) 314-6947

  2828 Ingeborg Ct, Windermere, FL 34786
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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! Freshly painted, and brand new luxury vinyl floors. 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

  

  Kriselys Tapia

  SERHANT

  (407) 934-0478

  7401 Ella Ln, Windermere, FL 34786
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  $525,000

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

  8160 Iron Mountain Trail, Windermere, FL 34786

  BUYDOWN YOUR INTEREST RATE WITH $5000 SELLER'S CREDIT! ENERGY EFFICIENT HOME 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,

  

  Francine Arroyo Santowski

  BHHS FLORIDA REALTY

  (407) 955-9391

  8160 Iron Mountain Trail, 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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  $660,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 3,094 Sq Ft

  6734 Bridgewater Village Rd, Windermere, FL 34786

  LUXURY WINDERMERE HOME ON OVERSIZED CONSERVATION LOT - Welcome to Windermere living at its finest! This beautifully maintained 3-bedroom, 2.5-bath home in the highly sought-after Vineyards of Horizon West community offers modern design, a private conservation view, and top-rated Windermere schools - all under $700K. Step inside to discover a spacious open-concept floor plan featuring acacia

  

  Alexis Bress

  EXP REALTY LLC

  (689) 345-8480

  6734 Bridgewater Village Rd, Windermere, FL 34786
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  $1,999,900

  • 4 Beds
  • 4.5 Baths
  • 4,247 Sq Ft

  5412 Water Creek Dr, Windermere, FL 34786

  Adjacent to the northwest corner of Lake Butler, beautifully set along the shores of Lake William Davis, this custom Mediterranean-inspired estate captures the essence of timeless design and relaxed Florida living. Framed by lush landscaping and serene water views, the home blends classic architectural details with fresh, inviting interiors. Inside, sunlight pours through large windows,

  

  Kari Fleck

  THE REAL ESTATE COLLECTION LLC

  (689) 210-5681

  5412 Water Creek Dr, 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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  $414,999

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

  13808 Ancilla Blvd, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Back on the Market! Buyer’s financing fell through — their loss is your gain! During the transaction, the sellers installed a brand-new A/C unit, so the home is ready for its next owners to move in with comfort and peace of mind. Beautiful 3-bedroom, 2.5-bath townhome located in the desirable SUMMERPORT community of Windermere. Residents enjoy

  

  Carlos German

  EXP REALTY LLC

  (407) 329-6677

  13808 Ancilla Blvd, 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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  $1,086,436 New Construction

  • 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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  $1,048,337 Open Sun 1PM - 5PM

  • 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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  $1,099,198 Open Sun 1PM - 5PM

  • 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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  $1,139,000 Open Sun 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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  $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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  /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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  $979,990 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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  $885,000 Open Sun 12PM - 3PM

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

  416 Magnolia St, Windermere, FL 34786

  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 floors, beadboard ceiling, and brick

  Judy Black UPSIDE REAL ESTATE INC

  416 Magnolia St, Windermere, FL 34786
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  $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

  Billinda Boldt COLDWELL BANKER RESIDENTIAL RE

  81 Oakdale St, Windermere, FL 34786
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  $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
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  $2,500,000

  • 6 Beds
  • 7.5 Baths
  • 8,137 Sq Ft

  1724 Windermeredown Place, Windermere, FL 34786

  Nestled in Windermere's exclusive lakefront community, this over-acre estate offers private access to the Butler Chain of Lakes. Recognized by K+BB Magazine as Bathroom of the Year, the spa-inspired primary suite features dual rain showers, a freestanding stone tub, sauna, and outdoor shower. The resort-style pool and grotto—crafted by Disney's Animal Kingdom designer—feature a waterfall, slide,

  Chad Going Serhant

  1724 Windermeredown Place, Windermere, FL 34786
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  $1,490,000

  • 4 Beds
  • 3.5 Baths
  • 3,809 Sq Ft

  8375 Bowden Way, Windermere, FL 34786

  This charming four-bedroom, three-and-a-half-bath home in the highly sought-after Keene’s Pointe community perfectly combines elegance, comfort, and character. Designed with a timeless French-inspired décor, every space feels warm, inviting, and beautifully curated.The highlight of this home is its backyard oasis — a peaceful retreat overlooking the sparkling pool and tranquil pond views,

  Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

  8375 Bowden Way, Windermere, FL 34786
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  $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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  $795,000

  • 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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  $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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  $2,750,000

  • 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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  $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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  $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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  $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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  $1,237,000

  • 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 PLUMBING,

  Robert Larkan EXECUTIVE PROPERTIES

  109 E 12th Ave, Windermere, FL 34786
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  $550,000

  • 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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  $774,000

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

  13519 Bicton Ln, Windermere, FL 34786

  Stunning 4-Bedroom, 3 bathroom Home with NEW ROOF, NEW WINDOWS, 3-car garage, a putting green, and a $35,000 BUYER CREDIT in Gated Windermere Community. This beautifully maintained home offers nearly 3,000 square feet of thoughtfully designed living space in one of Windermere’s most sought-after gated communities combining comfort, quality, and convenience.Enjoy nightly Walt Disney World

  Tiphany Weeks DIAMOND REAL ESTATE GROUP

  13519 Bicton Ln, Windermere, FL 34786
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  $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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  $2,399,000 Open Sun 12PM - 3PM

  • 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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  $1,078,179 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
• 

  $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 3,199 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
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  /9

  $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
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  /16

  $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
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  $994,990 New Construction

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

  Griffin Plan at Lake Cawood Cove - 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

Showing Results 1 - 40, Page 1 of 7

Why Live in Windermere

Windermere, Florida, is a small town known for its Old Florida charm and scenic setting on the Butler Chain of Lakes. It celebrated its centennial in 2025, and features quiet, walkable streets shaded by loblolly pines and live oaks draped with Spanish moss. The community is family-friendly, with highly rated public and private schools, including Windermere Elementary, Bridgewater Middle, Windermere High and Windermere Preparatory Academy. Windermere is composed of multiple subdivisions, many gated, with homes ranging from Mediterranean and French Provincial estates in Isleworth to Colonial Revivals and Contemporary styles in other developments. Townhomes and condos are also available in communities like Lake Burden and the Lakes of Windermere. The town offers various amenities, including the Windermere Recreation Center, Town Square Park, and private clubs like Isleworth Golf & Country Club. Residents enjoy local events such as the Windermere Wine & Dine and the weekly Windermere Farmer’s Market. Main Street features locally owned shops and dining options, while the nearby Grove shopping center and Dr. Phillips Restaurant Row provide additional choices. Windermere is conveniently located less than 15 miles from Orlando’s major attractions, hospitals, and about 25 miles from Orlando International Airport.

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 $1,571,608.

Are home prices dropping in Windermere?

Yes, home prices in Windermere are down 3% in the last 12 months.

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

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

Is Windermere, FL a safe city?

In general, the safest neighborhood in Windermere, FL with lower crime scores is Bay Hill.

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

The most popular zip codes in Windermere, FL include 34786, 32757, 34761, 34734 and 32835.

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 $960,000. If you put a 20% down payment of $192,000 and had a 30-year fixed mortgage with an interest rate of 6.26%, your estimated principal and interest payment would be $4,730 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $203K a year to afford the median home price in Windermere. Learn how much home you can afford with our Home Affordability Calculator.

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, Thornebrooke 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 76 days on the market compared to the national average of 53 days. The median sale price for homes in Windermere, FL over the last 12 months is $850,000, up 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$850,000

Median Single Family Sale Price

$1,079,502

Median Townhouse Sale Price

$409,000

Median 2 Bedroom Sale Price

$300,000

Average Price Per Sq Ft

$364

Number of Homes for Sale

247

Last 12 months Home Sales

656

Months of Supply

4.50

Median List Price

$960,000

Median Change From 1st List Price

5%

Median Home Sale Price YoY Change

7%