Windermere Homes for Sale

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  /32

  $1,390,000

  Open Sat 12PM - 3PM $110K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 4,999 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

  17538 Black Rail St, Windermere, FL 34786
• Explore Windermere

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  /66

  $424,000

  $1K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,700 Sq Ft

  7435 Ripplepointe Way, Windermere, FL 34786

  Welcome home to Lake Burden, one of Windermere's most peaceful and welcoming neighborhoods. This beautifully maintained 3-bedroom, 2.5-bath townhouse — built in 2013 — is move-in ready, waiting for you with the BEST PRICE in the area! Start your mornings on the charming front porch, where you can sip your coffee and watch the neighborhood come to life. Inside, the main floor covered with

  

  HERNY MENDEZ

  LPT REALTY, LLC

  7435 Ripplepointe Way, Windermere, FL 34786
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  /64

  $1,375,000

  $75K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 3,463 Sq Ft

  11617 Camden Park Dr, Windermere, FL 34786

  Welcome to one of Central Florida’s premier guard-gated golf communities. This impeccably maintained, move-in ready residence showcases refined finishes throughout, including tile and laminate flooring (no carpet), crown molding in every room, and upgraded designer lighting. An abundance of space with 6 bedrooms and 4 1/2 baths. The living room is enhanced by striking wood-look tiled accent

  

  Carla Robles

  WATSON REALTY CORP

  11617 Camden Park Dr, Windermere, FL 34786
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  /65

  $1,439,000

  $111K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,399 Sq Ft

  12411 Montalcino Cir, Windermere, FL 34786

  A custom home in the desirable Casa del Lago community. The Spanish-style exterior and elegant, clean transitional interior will surely catch your attention. This home offers 4 beds, 4.5 baths, plus an office, 3,400 sq ft under air, a saltwater pool and spa, an outdoor kitchen, and a gas fireplace near the pool. This home is full of upgrades! Porcelain floors, exotic granite throughout the home a

  

  Mauro Costa

  VISTA CAY REALTY COMPANY

  12411 Montalcino Cir, Windermere, FL 34786
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  /34

  $840,000

  • 5 Beds
  • 2.5 Baths
  • 2,539 Sq Ft

  412 Forest St, Windermere, FL 34786

  Offered for the first time, this original 1973 ranch is a rare find in the heart of Windermere. Nestled on an oversized .42-acre lot along a picturesque sand street, this 5-bedroom, 2.5-bath home presents an exceptional opportunity to create your dream property in one of the town's most sought-after locations. Designed with Florida living in mind, the spacious floor plan opens to an oversized

  

  Judy Black

  UPSIDE REAL ESTATE INC

  412 Forest St, Windermere, FL 34786
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  /43

  $1,198,000

  $27K PRICE DROP

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

  109 E 12th Ave, Windermere, FL 34786

  Modern style blends with Windermere charm. This totally renovated home is located just steps from Lake Bessie in the Town of Windermere. Set on a beautifully landscaped corner lot with no HOA, this home combines luxury and comfort in one of Central Florida’s most desirable communities. Every detail has been thoughtfully updated to include roof (2022), a/c (2016), plumbing, flooring, drain field

  

  Judy Black

  UPSIDE REAL ESTATE INC

  109 E 12th Ave, Windermere, FL 34786
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  /30

  $1,545,000

  $50K PRICE DROP

  • Land
  • 2.12 Acres
  • $728,774 per Acre

  10948 Down Park Ln, Windermere, FL 34786

  LAST REMAINING LOT OF THE FOUR IN THIS EXCLUSIVE PRIVATE ESTATE LAKEFRONT COMMUNITY! Rare opportunity to build your dream home in the highly sought after Town of Windermere. This exceptional vacant homesite offers over 2.12 acres and is the largest buildable lot within this private gated enclave of only four estate properties, providing exceptional privacy and generous spacing between homes. The

  

  Andrew Kincaid

  BHHS FLORIDA REALTY

  10948 Down Park Ln, Windermere, FL 34786
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  /46

  $975,000

  $225K PRICE DROP

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

  3629 Lake Buynak Rd, Windermere, FL 34786

  Now offered at an exceptional value, this 1.3-acre property in Lake Buynak Estates presents a rare opportunity to enjoy acreage, privacy and flexibility in one of Central Florida's most desirable locations. Located within the highly sought-after Windermere ZIP code, this 4-bedroom, 3.5-bath residence offers more than 2,600 square feet of living space with a thoughtfully designed split floor plan,

  

  Tania Matthews

  KELLER WILLIAMS ELITE PARTNERS III REALTY

  3629 Lake Buynak Rd, Windermere, FL 34786
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  /14

  $1,000,000

  • Land
  • 2.71 Acres
  • $369,004 per Acre

  11544 Willow Gardens Dr, Windermere, FL 34786

  Rare Waterfront Estate Opportunity in Windermere. Discover an exceptional opportunity to build your dream home on over 2.72 acres in the Willows at Lake Rhea community. This remarkable homesite offers approximately 150 feet of lake frontage and breathtaking water views from every angle.Enjoy the serenity of Lake Rhea in your backyard and a private pond in the front, creating a truly unique

  

  Cheryl Rozanski

  JC FLORIDA REALTY LLC

  11544 Willow Gardens Dr, Windermere, FL 34786
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  $2,175,000

  $110K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 5,031 Sq Ft

  713 Main St, Windermere, FL 34786

  Architecturally refined and thoughtfully designed, this custom built Transitional Craftsman residence blends timeless craftsmanship with modern luxury in the heart of Historic Olde Windermere with excellent walkability. Rich wood detailing, exposed pecky cypress beams, and dramatic stonework create warmth and depth throughout. The chef’s kitchen is both functional and sculptural, featuring a

  

  Kari Fleck

  THE REAL ESTATE COLLECTION LLC

  713 Main St, Windermere, FL 34786
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  $1,859,000

  Open Sun 12PM - 2PM $241K PRICE DROP

  • 6 Beds
  • 5.5 Baths
  • 5,430 Sq Ft

  9057 Balmoral Mews Square, Windermere, FL 34786

  Located within the prestigious gated community of Balmoral Estates, this spectacular 6-bedroom, 5.5-bath 4 car garage luxury estate sits on an expansive 3⁄4-acre homesite and has been completely renovated with exceptional custom upgrades throughout. From the moment you arrive, the property makes a striking impression with a brand-new circular paver driveway centered around a dramatic custom water

  Ryan Rogers REAL BROKER, LLC

  9057 Balmoral Mews Square, Windermere, FL 34786
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  /98

  $1,799,000

  • 4 Beds
  • 3 Baths
  • 3,297 Sq Ft

  2503 Butler Bay Dr N, Windermere, FL 34786

  Set behind the gates of Windermere Club, this lakefront residence delivers everyday comfort with a resort-style backdrop on beautiful Lake Crescent. Offering 4 bedrooms and 3 baths, the home is designed for easy living and effortless entertaining, with bright, open gathering spaces that keep the water views front and center. At the heart of the home, the kitchen pairs generous prep space with a

  Simon Simaan THE SIMON SIMAAN GROUP

  2503 Butler Bay Dr N, Windermere, FL 34786
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  $3,350,000

  $150K PRICE DROP

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

  10577 Down Lakeview Cir, Windermere, FL 34786

  Experience true lakefront living on the famed Butler Chain of Lakes. This exceptional custom home offers 137 feet of pristine shoreline and sits on nearly one acre of high, dry land with sweeping panoramic water views and nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and step onto the covered porch through an impressive 8 inch solid cedar entry door with

  Simon Simaan THE SIMON SIMAAN GROUP

  10577 Down Lakeview Cir, Windermere, FL 34786
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  /51

  $1,575,000

  $114K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,300 Sq Ft

  13124 Filly Ct, Windermere, FL 34786

  Welcome to a rare opportunity in one of Windermere’s most exquisite communities where luxury living meets farmland feel. The Farms community consists of 12 properties of one or more acres each. The community also has a horse stable that homeowners can keep horses. Nestled at the end of a cul-de-sac, this gorgeous estate offers sophistication, premium finishes and a quaint feeling throughout.As

  Marcelo Brandao HOME N OFFICES INTERNATIONAL

  13124 Filly Ct, Windermere, FL 34786
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  /26

  $900,000

  $100K PRICE DROP

  • Land
  • 21,780 Sq Ft
  • $1,800,000 per Acre

  2504 Windermere Reserve Ct, Windermere, FL 34786

  Final Opportunity – Last Lot Available in The Reserve at Windermere! Build your dream home in the exclusive community of The Reserve at Windermere with acclaimed custom builder Element Home Builders. This final remaining homesite of 8 offers a rare opportunity to craft a one-of-a-kind luxury residence in one of Central Florida’s most prestigious neighborhoods. Surrounded by the natural beauty of

  Carolina Dumit CORCORAN PREMIER REALTY

  2504 Windermere Reserve Ct, Windermere, FL 34786
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  /2

  $575,000

  $25K PRICE INCREASE

  • Land
  • 20,473 Sq Ft
  • $1,223,404 per Acre

  9802 6th St, Windermere, FL 34786

  Vacant lot on the corner of 6th and Hempel. Prime investment property.

  Judy Plett UPSIDE REAL ESTATE INC

  9802 6th St, Windermere, FL 34786
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  /41

  $1,450,000

  • 4 Beds
  • 4 Baths
  • 3,997 Sq Ft

  9548 Crown Prince Ln, Windermere, FL 34786

  Nestled on a rare half-acre lot in one of Windermere’s most sought-after communities, Windsor Hills, this FULLY RENOVATED luxury home delivers the ultimate move-in-ready, like-new lifestyle buyers are searching for. Featuring 4 spacious bedrooms, 4 beautifully updated bathrooms, and a highly desirable open-concept layout, every inch of this residence has been meticulously redesigned with today’s

  Dianna Desboyaux DOUGLAS ELLIMAN

  9548 Crown Prince Ln, Windermere, FL 34786
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  $1,875,000

  $75K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 4,489 Sq Ft

  13420 Bonica Way, Windermere, FL 34786

  Experience the Florida lifestyle in this stunning FULLY FURNISHED 5-Bed/4-Bath pool home on over 1/2-acre, with a welcoming open floor plan spanning 4,500 square feet, spectacular Theater Room, custom upgrades and designer accents throughout, and new dual-zoned AC system in August 2025 including Nest smart thermostat. Situated across from the community park and tennis on one of the best

  Frank Ferrell FERRELL REALTY, INC.

  13420 Bonica Way, Windermere, FL 34786
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  /30

  $3,200,000

  • 5 Beds
  • 5 Baths
  • 4,500 Sq Ft

  13161 Lake Butler Blvd, Windermere, FL 34786

  Extraordinary lake front opportunity in Windermere on 1.75 acres! PRIVATE GATES! NO HOA! SPECTACULAR LAKE VIEWS, PRIVACY, SPORTS COURT, AND GAZEBO ON LAKE ROPER - A WATER SKI FRIENDLY LAKE! A grand entryway leads you to magnificent two story ceilings and welcomes you into a separate living and family room. Beautiful 5-bedroom, 3/2-bathroom Mediterranean-style home with inlaid marble medallion

  Karolina Taylor EPIQUE REALTY INC.

  13161 Lake Butler Blvd, Windermere, FL 34786
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  /28

  $2,500,000

  • 4 Beds
  • 4.5 Baths
  • 4,961 Sq Ft

  13377 Lake Butler Blvd, Winter Garden, FL 34787

  Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with

  Dawn Briggs BLUE MAGNOLIA REALTY LLC

  13377 Lake Butler Blvd, Winter Garden, FL 34787
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  $2,375,000

  $120K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 4,793 Sq Ft

  4224 Clarice Estates Dr, Windermere, FL 34786

  Welcome to The Estates at Lake Clarice—one of Windermere's best-kept secrets. If your dream home checklist includes private lake views, breathtaking sunsets, peace and tranquility, and a boutique neighborhood setting, your search may be over. Built in 2018 and recently refreshed with numerous upgrades, this immaculate custom lakefront residence offers an exceptional blend of luxury, comfort, and

  Paul Hickey FLORIDA GOLD REAL ESTATE LLC

  4224 Clarice Estates Dr, Windermere, FL 34786
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  $3,799,000

  • 5 Beds
  • 5.5 Baths
  • 5,450 Sq Ft

  13542 Sunset Lakes Cir, Winter Garden, FL 34787

  A New Standard of Luxury...Welcome to 13542 Sunset Lakes Circle, the 5,450 square foot crown jewel of Sunset Lakes in highly sought after Winter Garden, set on 1.19 acres of pristine spring-fed Lake Roper lake frontage. Boasting the largest homesite in the community, this 2023 Sorenson Construction reimagined modern farmhouse features a no-expense-spared custom whole home renovation, including a

  Julie Bettosini STOCKWORTH REALTY GROUP

  13542 Sunset Lakes Cir, Winter Garden, FL 34787
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  $1,450,000

  • 5 Beds
  • 4 Baths
  • 3,929 Sq Ft

  1700 Lake Roberts Ct, Windermere, FL 34786

  Welcome to this exceptional luxury residence offering 5 spacious bedrooms, 4 beautifully appointed bathrooms, and 3,929 square feet of refined living space on an expansive homesite of over half an acre. Perfectly positioned in a highly sought-after location, this stunning property combines elegance, comfort, and privacy with resort-style outdoor living. Surrounded by lush, mature landscaping, the

  David Johnston CREEGAN GROUP

  1700 Lake Roberts Ct, Windermere, FL 34786
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  /100

  $2,899,000

  • 7 Beds
  • 6 Baths
  • 5,122 Sq Ft

  4303 Isabella Cir, Windermere, FL 34786

  Located in one of Windermere’s most sought-after luxury GATED communities with 24-HOUR SECURITY-SCREENED ENTRY, Casabella, this exceptional custom-enhanced ESTATE showcases ultra-modern design, refined craftsmanship, and elevated INDOOR-OUTDOOR LIVING, offering impressive scale, custom design, and an exceptional lifestyle experience. Designed with both scale and functionality in mind, the home

  Gabriella Sadler SERHANT

  4303 Isabella Cir, Windermere, FL 34786
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  /4

  $1,500,000

  • 4 Beds
  • 3 Baths
  • 3,517 Sq Ft

  11035 Schooner Way, Windermere, FL 34786

  Nestled among the Butler Chain of Lakes in the charming Town of Windermere, this 4-bedroom, 3-bath pool home offers the perfect blend of comfort, space, and tranquility. Located within the sought-after Marina Bay community, the home features a warm and inviting atmosphere, a spacious floor plan designed for everyday living and entertaining, and an oversized lot that provides plenty of room to

  W. Channing Harrison LAKESIDE REALTY WINDERMERE INC

  11035 Schooner Way, Windermere, FL 34786
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  /11

  $920,000

  $78K PRICE DROP

  • Land
  • 1.07 Acres
  • $859,813 per Acre

  13125 Filly Ct, Lake Butler, FL 34786

  A Once In A Lifetime Opportunity to build your dream home in the heart of Windermere within a Private, Equestrian-Friendly Community * The Farms in Windermere consists of 14 larger than 1 Acre Homesites * Flanked by nearly 11 acres of Fully Fenced and Manicured Pasture and Riding Field, Stables, 2 Spring Fed Ponds and Towering Oaks providing shade for the Lucky Horses that make The Farms their

  Darrell Nunnelley VINTAGE REALTY GROUP LLC

  13125 Filly Ct, Lake Butler, FL 34786
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  /43

  $1,400,000

  • 5 Beds
  • 4 Baths
  • 3,164 Sq Ft

  11537 Claymont Cir, Windermere, FL 34786

  Stunning transitional home in sought after manned gated Keene’s Pointe Community of Windermere! This beautifully renovated home offers a modern, neutral palette with high-end finishes throughout. Step inside to a grand foyer leading to the formal dining room, where coffered ceilings and tall windows flood the space with natural light. The open-concept kitchen and living area is a chef’s dream,

  Julie Bettosini STOCKWORTH REALTY GROUP

  11537 Claymont Cir, Windermere, FL 34786
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  $965,000

  $110K PRICE DROP

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

  2125 Kane Park Way, Windermere, FL 34786

  Fresh Exterior Updates! This beautifully updated custom home has just been refreshed with new exterior paint and a newly painted pool deck, enhancing its curb appeal and outdoor living spaces. Updated professional photography will be added soon to showcase the refreshed exterior and recent improvements. Rare opportunity to own a custom pool home on .71 acres in the Town of Windermere for under $1

  Deb Schroeder INFINITY REALTY GROUP LLC

  2125 Kane Park Way, Windermere, FL 34786
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  $2,798,000

  $70K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 4,920 Sq Ft

  13304 Bellaria Cir, Windermere, FL 34786

  Some residences are simply houses. Others are a statement. Welcome to Casa Pietra — an exceptional estate nestled within Bellaria, one of Windermere's most exclusive guard-gated communities, where only 64 homes share the privilege of calling this address home. Set on nearly 3⁄4 of an acre with serene water views, this meticulously curated two-story residence offers just under 5,000 square feet of

  Caroline De Castro Marcellini COMPASS FLORIDA, LLC

  13304 Bellaria Cir, Windermere, FL 34786
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  $1,999,900

  • 6 Beds
  • 4.5 Baths
  • 5,922 Sq Ft

  5421 Tildens Grove Blvd, Windermere, FL 34786

  Welcome to one of Windermere’s finest offerings — an impressive 6-bedroom, 4.5-bath estate spanning almost 6,000 sq ft on a premium 0.62-acre direct water-view lot in the exclusive 24-hour guard-gated community of Tildens Grove. This is a luxury build that combines sophistication with fun and accommodates an active lifestyle for family and entertaining. Enjoy a resort-style pool with spa and

  Mike Derenthal DERENTHAL REALTY

  5421 Tildens Grove Blvd, Windermere, FL 34786
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  $1,130,000

  • 8 Beds
  • 5 Baths
  • 4,830 Sq Ft

  6152 Golden Dewdrop Trail, Windermere, FL 34786

  More pictures coming soon. Beautiful and spacious 8-bedroom, 5-bathroom corner home offering 4,830 sqft of living space. This well-designed property features a generous layout with plenty of room for comfortable living and entertaining. The fenced backyard provides a great outdoor space, perfect for relaxing or enjoying time outside. Located on a desirable corner lot, offering added space and

  Vitor Silva VESTI LLC

  6152 Golden Dewdrop Trail, Windermere, FL 34786
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  /65

  $3,200,000

  $50K PRICE DROP

  • 6 Beds
  • 6.5 Baths
  • 6,308 Sq Ft

  13448 Bellaria Cir, Windermere, FL 34786

  Buyer walked days before closing due to personal reasons! All inspections and milestones clean/clear!! - This exceptional Florida residence is perfectly sited on an acre within the exclusive guard-gated community of Bellaria. Thoughtfully designed to balance sophistication with comfort, the home welcomes you with an abundance of natural light streaming through broad front windows, highlighting

  Shawn Kennedy KENNEDY REALTY GROUP LLC

  13448 Bellaria Cir, Windermere, FL 34786
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  /11

  $3,900,000

  New Construction $2M PRICE INCREASE

  • 5 Beds
  • 5 Baths
  • 3,800 Sq Ft

  212 W 1st Ave, Windermere, FL 34786

  Pre-Construction. To be built. Positioned along the coveted Butler Chain of Lakes, this waterfront residence offers an exceptional opportunity to live in the Town of Windermere. Boasting approximately 85 feet of private frontage, The property captures sweeping views across Wauseon Bay. Permits have been approved including a 900 sf covered boat dock with lift. There are 2 primary suites, one on

  Eric Powell HOME WISE REALTY GROUP, INC.

  212 W 1st Ave, Windermere, FL 34786
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  /35

  $5,490,000

  $370K PRICE DROP Pre-Foreclosure

  • 4 Beds
  • 7 Baths
  • 7,872 Sq Ft

  12264 Montalcino Cir, Windermere, FL 34786

  Lakefront, Luxurious, home with Private Pool in Windermere. A True Paradise! Discover this rare gem in the heart of Windermere,located in the gated community of Casa Del Lago — a spectacular residence that combines sophistication, comfort, and stunning lake views. with over eight expertly designed rooms, this home was carefully customized by the builder down to the smallest detail — from

  Jennifer Paiano Olmeda WRA BUSINESS & REAL ESTATE

  12264 Montalcino Cir, Windermere, FL 34786
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  $1,489,999

  $40K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,868 Sq Ft

  11015 Hawkshead Ct, Windermere, FL 34786

  Located within the guard gated community of Reserve at Lake Sound in Windermere, this beautifull 5-bedroom, 5-bath residence offers the perfect blend of elegance, comfort, and functionality. Featuring nearly 3,900 square feet of living space, the home showcases tall ceilings, travertine flooring throughout the main living areas, and thoughtful modern updates completed in recent years. A grand

  Julie Davis, LLC COLDWELL BANKER REALTY

  11015 Hawkshead Ct, Windermere, FL 34786
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  /66

  $1,895,000

  • 5 Beds
  • 6 Baths
  • 3,728 Sq Ft

  11051 Hawkshead Ct, Windermere, FL 34786

  Discover an exceptional expression of modern luxury in the heart of Windermere. Welcome to 11051 Hawkshead Court, gracefully positioned within the prestigious Reserve at Lake Butler Sound—an exclusive guard-gated enclave renowned for its elegance, privacy, and lakefront lifestyle. Set on an expansive half-acre homesite at the end of a cul-de-sac, this fully reimagined contemporary estate offers a

  Ken Pozek REAL BROKER, LLC

  11051 Hawkshead Ct, Windermere, FL 34786
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  /97

  $13,900,000

  • 6 Beds
  • 10 Baths
  • 11,100 Sq Ft

  9832 Laurel Valley Dr, Windermere, FL 34786

  Virtually Staged. A true Lake Butler trophy estate. Set within the world-famous gates of Isleworth and commanding panoramic western sunset water views of Lake Butler from virtually every room, 9832 Laurel Valley Drive offers over 11,000 square feet of luxury lakefront living, situated upon 150 feet of expanded sandy beachfront, thoughtfully enlarged by the current owners, in one of Florida’s most

  Nicholas Taylor REAL BROKER, LLC

  9832 Laurel Valley Dr, Windermere, FL 34786
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  /86

  $2,960,000

  • 5 Beds
  • 6 Baths
  • 5,935 Sq Ft

  6417 Lake Burden View Dr, Windermere, FL 34786

  Located within the prestigious guard gated community of Keene’s Pointe, this extraordinary estate offers a rare combination of luxury, privacy, and breathtaking views. Positioned on a premier lot with combined water and golf course frontage, this one-of-a-kind residence captures stunning vistas from every angle. On arrival, the expansive, multi-car, circular driveway provides ample parking for

  Susan Wilkinson ORANGE TREE REALTY

  6417 Lake Burden View Dr, Windermere, FL 34786
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  /30

  $2,175,000

  New Construction $250K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 3,136 Sq Ft

  436 E 7th Ave, Windermere, FL 34786

  Seller is Motivated and open to negotiate! Luxury new construction lakefront home in Windermere, newly completed. Situated on Lake Bessie, this modern custom residence delivers architectural elegance, premium finishes, and a prime location just steps from the Town Center. The home offers 3,136 sq ft of air-conditioned space, featuring 4 en-suite bedrooms, a dedicated office at the entry, 5 full

  DENILEY VALDES TALENT REALTY SOLUTIONS

  436 E 7th Ave, Windermere, FL 34786
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  /60

  $965,000

  $10K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,516 Sq Ft

  1002 Oakdale St, Windermere, FL 34786

  Set on a prominent corner lot in one of Windermere’s most sought-after enclaves, this thoughtfully updated residence blends timeless character with modern upgrades, enormous walk out bottom level, massive multiple garages and a lifestyle that is uniquely local to this area. Relax on the expansive front porch and take in the surroundings as neighbors and nature pass by. Recent improvements include

  Frank Smith KELLER WILLIAMS SUBURBAN TAMPA

  1002 Oakdale St, Windermere, FL 34786

Showing Results 1 - 40, Page 1 of 3

Why Live in Windermere

Windermere is a small, exclusive neighborhood situated in the middle of the Butler Chain of Lakes, known for its luxurious waterfront real estate and celebrity residents. The area features custom-built homes with high-end amenities, including saunas, resort-style pools, and private boat docks. Home styles range from Mediterranean mansions to modern designs, with sizes varying from 1,500 to 15,000 square feet on lots between 7,000 square feet and over 2 acres. The neighborhood is home to the prestigious Isleworth Golf and Country Club, which boasts a nearly 90,000-square-foot clubhouse, spa, and infinity pool. Residents enjoy numerous outdoor attractions, such as Bird Island for jet skiing and Lake Bessie Lakefront Park for biking. Windermere also hosts a variety of community events, including Food Truck Nights, PetFest, and a weekly farmer’s market. Dining options feature local favorites like Pizza 14 and Dixie Cream Café. Windermere Elementary School is highly rated, contributing to the neighborhood's appeal for families. Safety in Windermere is comparable to the national average, providing a secure environment for residents. The neighborhood is conveniently located 15 miles from Downtown Orlando and 10 miles from Walt Disney World Resort, making it a central and desirable location for those seeking a blend of luxury and accessibility.

Learn more about living in Windermere

Windermere Home Prices vs. Nearby FL, FL Neighborhoods

	Windermere	Bay Hill	Lake Tibet	Bella Collina
Median Home Price	$1,462,500	$1,195,000	$1,100,000	$1,735,995
Median Sale Price	$1,215,000 +6% YoY	$967,500 +14% YoY	$911,500 -2% YoY	$1,962,500 +40% YoY
Median Single Family Price	$1,455,000	$1,186,250	$983,850	$2,243,750
Median Condo Price	$315,000	$866,750	--	$420,000
Total Active Listings	108	30	75	80
Market Conditions	5 Months of Supply Balanced Market	4 Months of Supply Seller's Market	5 Months of Supply Balanced Market	11 Months of Supply Buyer's Market

Frequently Asked Questions

Is Windermere a good place to live?

Windermere is a good place to live. Windermere is considered very car-dependent and somewhat bikeable. Windermere is a suburban neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Windermere has 7 parks for recreational activities. It is very dense in population with 21.0 people per acre and a median age of 43. The average household income is $191,248 which is above the national average. College graduates make up 59.8% of residents. A majority of residents in Windermere are home owners, with 18% of residents renting and 82% of residents owning their home. A local real estate agent serving Windermere can help you decide if this neighborhood is the right one for you. Learn more on our Windermere neighborhood guide.

Is Windermere, FL a safe neighborhood?

Windermere, FL is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.

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

The median home price in Windermere is $1,462,500. If you put a 20% down payment of $292,500 and had a 30-year fixed mortgage with an interest rate of 6.43%, your estimated principal and interest payment would be $7,340 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $315K a year to afford the median home price in Windermere. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Windermere is $191K.

What are the best public schools in Windermere?

The best public schools that serve Windermere are:

• Windermere High School has an A+ Niche grade, a student teacher ratio of 24:1 and an average review score of 4.1.
• Lake Whitney Elementary School has an A Niche grade, a student teacher ratio of 15:1 and an average review score of 4.6.
• West Orange High School has an A Niche grade, a student teacher ratio of 25:1 and an average review score of 3.9.

What are the best private schools in Windermere?

The best private schools that serve Windermere are:

• Windermere Preparatory School has an A+ Niche grade, a student teacher ratio of 13:1 and an average review score of 4.3.
• The Crenshaw Academy has an A Niche grade, a student teacher ratio of 14:1 and an average review score of 4.0.
• Holy Family Catholic School has a B+ Niche grade, a student teacher ratio of 27:1 and an average review score of 4.4.

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

The most popular zip codes in Windermere, Windermere, FL include 34786, 32819, 34787, 34761 and 34734.

What are the most popular neighborhoods near Windermere, Windermere, FL?

The most popular neighborhoods near Windermere, Windermere, FL are Lake Tibet, Bay Hill, MetroWest, Dr. Phillips and Universal.