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Windermere, FL Homes for Sale

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  • /39

    $2,150,000 Open Sat 12:30PM - 3:30PM

    • 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

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    Linda O'Grady

    PREMIER SOTHEBYS INT'L REALTY

    (689) 302-3809

    647 Ridgewood Dr, Windermere, FL 34786
  • /34

    $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

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    Kriselys Tapia

    SERHANT

    (407) 934-0478

    7401 Ella Ln, Windermere, FL 34786
  • /40

    $535,000 Open Wed 11AM - 2PM

    • 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,

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    Francine Arroyo Santowski

    BHHS FLORIDA REALTY

    (407) 955-9391

    8160 Iron Mountain Trail, Windermere, FL 34786
  • /46

    $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

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    Tania Matthews

    KELLER WILLIAMS ELITE PARTNERS III REALTY

    (407) 519-3922

    3629 Lake Buynak Rd, Windermere, FL 34786
  • /100

    $2,650,000

    • 5 Beds
    • 8 Baths
    • 7,621 Sq Ft

    9905 Lanai View Ct, Windermere, FL 34786

    BACK ON THE MARKET - BUYERS' FINANCE FELL THROUGH.Welcome to a home that isn’t just designed—it’s curated.Tucked behind the gates of one of Central Florida’s most exclusive golf communities, 9905 Lanai View Court is the kind of estate that makes you pause. Nearly 7,000 square feet of single-level, custom-crafted living plus more than 800 square feet private media room on the

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    Bent Danholm

    MAXIM REALTY ORLANDO

    (407) 512-8409

    9905 Lanai View Ct, Windermere, FL 34786
  • /62

    $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

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    Laura Teixeira

    NOBSKA REAL ESTATE LLC

    (407) 974-4620

    11342 S Camden Commons Dr, Windermere, FL 34786
  • /51

    $675,000 Open Sat 12PM - 3PM

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

    6734 Bridgewater Village Rd, Windermere, FL 34786

    Luxury and privacy converge in Windermere’s sought-after Vineyards of Horizon West. This 3-bedroom, 2.5-bath home sits on an oversized conservation lot and combines modern design, natural tranquility, and top-rated schools - all under $1M in Windermere, Florida. From the moment you arrive, the paver driveway and fresh exterior paint (2024) set the tone for timeless curb appeal. Inside, you’ll

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    Alexis Bress

    EXP REALTY LLC

    (689) 345-8480

    6734 Bridgewater Village Rd, Windermere, FL 34786
  • /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

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    Andrew Kincaid

    BHHS FLORIDA REALTY

    (689) 314-5758

    10948 Down Park Ln, Windermere, FL 34786
  • /73

    $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,

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    Kari Fleck

    THE REAL ESTATE COLLECTION LLC

    (689) 210-5681

    5412 Water Creek Dr, Windermere, FL 34786
  • /76

    $525,000 Open Fri 5:30AM - 8:30PM

    • 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

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    Karan Wienker

    COLDWELL BANKER REALTY

    (689) 336-3849

    12136 Canyon Sun Trail, Windermere, FL 34786
  • /42

    $1,333,000 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

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    Tiffany Pantozzi

    ALIGN REAL ESTATE LLC

    (689) 314-6947

    2828 Ingeborg Ct, Windermere, FL 34786
  • /32

    $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

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    Elaine Garcia

    GARCIA REALTY GROUP

    (689) 312-9273

    17538 Black Rail St, Windermere, FL 34786
  • /52

    $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

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    Carlos German

    EXP REALTY LLC

    (407) 329-6677

    13808 Ancilla Blvd, Windermere, FL 34786
  • /3

    $1,139,000 Open Sat 4PM - 7PM

    • 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

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    Cindy Sapp

    OLYMPUS EXECUTIVE REALTY INC

    (407) 602-6772

    14225 Crest Palm Ave, Windermere, FL 34786
  • /3

    $1,086,436 Open Sat 1PM - 5PM

    • 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

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    Cindy Sapp

    OLYMPUS EXECUTIVE REALTY INC

    (689) 314-5712

    14371 Crest Palm Ave, Windermere, FL 34786
  • /10

    $1,048,337 Open Sat 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

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    Cindy Sapp

    OLYMPUS EXECUTIVE REALTY INC

    (689) 407-6441

    7007 Windy Palm Way, Windermere, FL 34786
  • /2

    $1,099,198 Open Sat 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

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    Cindy Sapp

    OLYMPUS EXECUTIVE REALTY INC

    (689) 600-1926

    7019 Windy Palm Way, Windermere, FL 34786
  • /55

    $2,399,000

    • 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
  • 14354 Crest Palm Ave, Windermere, FL 34786

    $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
  • 14377 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
  • /9

    $914,990 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
  • /16

    $924,990 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

    $964,990 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
  • /11

    $869,990 New Construction

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

    Plant at Lake Cawood Cove - 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
  • /10

    $1,019,990 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

    $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
  • /31

    $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
  • /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

    $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
  • /62

    $1,600,000

    • 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
  • /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
  • /48

    $3,700,000

    • 3 Beds
    • 5 Baths
    • 4,333 Sq Ft

    9310 Isleworth Gardens Dr, Windermere, FL 34786

    Experience the art of fine living in this exquisite one-story Modern Mediterranean garden villa, offered fully furnished with a curated designer furniture package. Every detail has been thoughtfully crafted, blending timeless architecture with refined finishes and effortless comfort.Inside, travertine floors, wood-beamed ceilings, and solid wood doors set a warm, sophisticated tone. Custom

    Linnae Williams UPSIDE REAL ESTATE INC

    9310 Isleworth Gardens Dr, Windermere, FL 34786
  • /54

    $824,900

    • 5 Beds
    • 5.5 Baths
    • 3,598 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
  • /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.

    Lynn London EXP REALTY LLC

    13430 Hopkinton Ct, Windermere, FL 34786
  • /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
  • /72

    $2,500,000

    • 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
  • /37

    $599,999

    • 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
  • /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
  • /43

    $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
  • /40

    $499,999

    • 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

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.

Frequently Asked Questions

What is the average home price in Windermere, FL?
Homes for sale in Windermere, FL have an average home price of $1,330,543.
Are home prices dropping in Windermere?
Yes, home prices in Windermere are down 9% in the last 12 months.
How many homes have sold over the last 12 months in Windermere, FL?
450 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 $820,000. If you put a 20% down payment of $164,000 and had a 30-year fixed mortgage with an interest rate of 6.17%, your estimated principal and interest payment would be $4,010 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $172K 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, 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

Housing Trends

Median Sale Price
$702,000
Median Single Family Sale Price
$950,000
Median Townhouse Sale Price
$412,000
Average Price Per Sq Ft
$344
Number of Homes for Sale
184
Last 12 months Home Sales
450
Months of Supply
4.90
Median List Price
$820,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
6%
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