Windermere, FL Homes for Sale

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  /61

  $580,000

  • 4 Beds
  • 2 Baths
  • 2,063 Sq Ft

  9056 Woodbreeze Blvd, Windermere, FL 34786

  Welcome to 9056 Woodbreeze Blvd, a remarkable 4-bedroom, 2-bathroom home with a 2-car garage, nestled in the serene Silver Woods neighborhood of Windermere, FL. This exceptional residence offers a unique blend of privacy and community amenities. With only one adjacent neighbor and community tennis courts on the other side, the property provides a tranquil retreat. The backyard overlooks a

  

  Tom Langmann

  RE/MAX 200 REALTY

  (689) 305-3637

  9056 Woodbreeze Blvd, Windermere, FL 34786
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  Explore Windermere

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  /15

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft

  11434 Jasper Kay Terrace Unit 306, Windermere, FL 34786

  Beautiful Lakeside at Lakes of Windermere condominium - Third floor corner unit with screened balcony. This unit features an open floor plan that combines kitchen, living room, and dining room. The kitchen feature 42 inch wood cabinets and a breakfast bar. Spacious primary bedroom. The A/C was replaced in October 2020. Tons of storage throughout the unit! The community features Clubhouse, Pool,

  

  Jay Stewart

  SOUTHERN REALTY GROUP LLC

  (689) 314-5683

  11434 Jasper Kay Terrace Unit 306, Windermere, FL 34786
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  /80

  $1,499,900

  • 5 Beds
  • 4.5 Baths
  • 4,477 Sq Ft

  1450 Belfiore Way, Windermere, FL 34786

  Welcome to Refined Living in Tuscany RidgeStep into luxury with this fully renovated, move-in-ready home, perfectly situated in the exclusive, gated community of Tuscany Ridge. Every detail of this exquisite residence has been thoughtfully updated to offer modern elegance, comfort, and timeless sophistication.The main level features a spacious primary suite designed to evoke a

  

  Laura Teixeira

  NOBSKA REAL ESTATE LLC

  (689) 308-3110

  1450 Belfiore Way, Windermere, FL 34786
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  /39

  $549,990

  • 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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  /100

  $2,750,000

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

  9905 Lanai View Ct, Windermere, FL 34786

  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 second floor. Every detail intentional. Every space

  

  Bent Danholm

  MAXIM REALTY ORLANDO

  (407) 512-8409

  9905 Lanai View Ct, Windermere, FL 34786
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  /44

  $1,200,000

  • 6 Beds
  • 4.5 Baths
  • 4,457 Sq Ft

  12002 Angle Pond Ave, Windermere, FL 34786

  Discover the elegance of this spacious residence situated on a premium corner lot within the highly sought-after Windermere Trails community. This exquisite home features a formal living room and dining room, complemented by a generous family room that seamlessly connects to a gourmet kitchen. You will appreciate the impressive oversized kitchen island, stylish granite countertops, and

  

  Yadira Kitterman

  ORLANDO ADVANTAGE REALTY INC

  (407) 863-8455

  12002 Angle Pond Ave, Windermere, FL 34786
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  /75

  $3,700,000

  • 6 Beds
  • 8 Baths
  • 6,930 Sq Ft

  13305 Bellaria Cir, Windermere, FL 34786

  In the gated Bellaria community, featuring six expansive bedrooms, including two primary suites and four en suites, this residence is the ideal blend of privacy and convenience, fully furnished. Enjoy your private cinema, this Toll Brothers estate blends luxury and comfort with dramatic ceilings, an open floor plan, and travertine marble flooring on main areas. The chef's kitchen features

  

  Alessandro Minato

  PREMIER SOTHEBYS INT'L REALTY

  (407) 565-9509

  13305 Bellaria Cir, 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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  /14

  $325,500

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft

  8180 Boat Hook Loop Unit 108, Windermere, FL 34786

  Discover the best of Windermere living in this meticulously maintained 3-bedroom, 2-bath corner-unit condo in Lakeside at Lakes of Windermere. An expansive wrap-around screened porch embraces tranquil views and Florida breezes while providing an ideal space for morning coffee or evening relaxation. Inside, the open-concept layout features new granite countertops, cherry cabinets, and stainless

  

  Erin Aaron

  EXP REALTY

  (407) 573-7392

  8180 Boat Hook Loop Unit 108, Windermere, FL 34786
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  /32

  $395,000

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

  14430 Desert Haven St Unit 4302, Windermere, FL 34786

  WHAT A BEAUTIFUL TOWNHOME WITH NO REAR NEIGHBORS IN THE GORGEOUS COMMUNITY OF OASIS COVE. This home features three Bedrooms, two and a half bathrooms, a den, loft, two car garage and a brick paver patio. When entering into this beautiful townhome you will notice granite counter tops and dark cherry cabinets in the kitchen with stainless steel appliances, pendant lighting, can lighting and tile

  

  Pam Eddy

  COLDWELL BANKER HUBBARD HANSEN

  (407) 904-6521

  14430 Desert Haven St Unit 4302, Windermere, FL 34786
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  /31

  $389,900

  • 3 Beds
  • 2.5 Baths
  • 1,479 Sq Ft

  7348 Yoder St, Windermere, FL 34786

  Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom townhome with a private courtyard and detached garage, nestled in the sought-after Lake Burden community of Windermere, Florida. Boasting high ceilings, rich wood flooring, and an expansive outdoor courtyard, this move-in-ready residence offers both comfort and style. Located in the heart of Windermere, you'll enjoy unbeatable access

  

  Carlos German

  EXP REALTY LLC

  (407) 606-8621

  7348 Yoder St, Windermere, FL 34786
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  /53

  $675,000

  • 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

  $974,900

  • 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

  $550,000

  • 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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  /64

  $1,300,000

  • 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
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  /42

  $585,000

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

  11322 Rapallo Ln, Windermere, FL 34786

  One or more photo(s) has been virtually staged. “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, fitness center, resort-style pool, playground,

  John Callahan REDFIN CORPORATION

  11322 Rapallo Ln, Windermere, FL 34786
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  /38

  $430,000

  • 3 Beds
  • 2.5 Baths
  • 1,919 Sq Ft

  8630 Via Tavoleria Way, Windermere, FL 34786

  Welcome to this beautifully 3-bedroom, 2.5-bathroom townhome located in the serene and highly sought-after Carrington community in Windermere, FL. This elegant home offers the perfect blend of comfort, style, and convenience.Step inside to an open-concept layout designed for effortless entertaining, featuring gleaming granite countertops, 42” upgraded kitchen cabinets, and a spacious

  Valeria Restrepo EXP REALTY LLC

  8630 Via Tavoleria Way, 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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  /33

  $549,900

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

  12255 Joshua Tree Trail, Windermere, FL 34786

  Welcome home to this impeccably maintained and move-in ready residence in Windermere Trails! Situated on a corner lot, one block from the community pool and amenities with a fenced yard, this home offers both convenience and privacy. Step inside to find updated plank flooring on the main level and fresh paint, creating a bright and inviting atmosphere. The spacious, modern floorplan seamlessly

  Nancy Grabowski REDFIN CORPORATION

  12255 Joshua Tree Trail, Windermere, FL 34786
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  /51

  $745,000 Open Sat 12AM - 2PM

  • 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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  /93

  $7,500,000

  • 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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  /100

  $4,777,000

  • 6 Beds
  • 8.5 Baths
  • 5,721 Sq Ft

  5157 Latrobe Dr, Windermere, FL 34786

  Newly remodeled in 2019 — a rare find in the community! Sunlit single-storey layout, bright in every corner ! Panoramic views of Hole 4 from the living room!Live the legendary lifestyle in this fully rebuilt and expanded single-story, golf-front Isleworth estate, masterfully designed by renowned architect Terry Irwin. In 2019, the home underwent a comprehensive reconstruction and significant

  peipei Qiao BAY STREET GROUP FLORIDA LLC

  5157 Latrobe Dr, Windermere, FL 34786
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  /44

  $1,099,000 Open Sun 2PM - 6PM

  • 5 Beds
  • 3.5 Baths
  • 3,407 Sq Ft

  12530 Climbing Vine Ct, Windermere, FL 34786

  Welcome to this beautifully upgraded 5-bedroom, 3.5-bath home, just 11 minutes from Disney, where you can enjoy magical firework views from your second floor. Step inside to find a thoughtfully designed layout, featuring a front bedroom with an ensuite bath—perfect for guests or multigenerational living. The spacious kitchen is a chef’s dream, complete with a large island, double ovens, induction

  Abby Nelson RE/MAX 200 REALTY

  12530 Climbing Vine Ct, Windermere, FL 34786
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  /78

  $2,350,000

  • 4 Beds
  • 4.5 Baths
  • 4,929 Sq Ft

  6761 Valhalla Way, Windermere, FL 34786

  “New Price Improvement” Beautiful & unique Home in one of the most charming streets of Keene's pointe "Valhalla Way". Offering stunning views of the 17th hole of the Golden Bear Club golf course, designed by Jack Nicklaus. Great floor plan and breathtaking surroundings. Upon entering through its elegant wooden double doors, you are greeted by a welcoming foyer and formal dining room, followed by

  Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

  6761 Valhalla Way, Windermere, FL 34786
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  /49

  $628,800

  • 5 Beds
  • 3.5 Baths
  • 2,396 Sq Ft

  11578 Ashlin Park Blvd, Windermere, FL 34786

  Beautiful 5 bedrooms and 3.5 bathroom home conveniently located right across the street from the clubhouse and pool.Great location near schools, West side shoppes, banks restaurants, supermarkets, etc.the house offers open floor concept, large kitchen with breakfast bar, quartz countertop, stainless steal appliances and large eating area.New floors and new artificial grass at the

  Juan Barbosa INVIRTIENDO EN USA, LLC

  11578 Ashlin Park Blvd, Windermere, FL 34786
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  /100

  $3,750,000

  • 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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  /40

  $729,000

  • 4 Beds
  • 3.5 Baths
  • 2,876 Sq Ft

  6799 Helmsley Cir, Windermere, FL 34786

  Price to Sell! One or more photos have been virtually staged. Imagine starting your mornings with a warm coffee on the front porch, surrounded by beautifully landscaped views and a rare sense of privacy — no rear neighbors, just the quiet calm of nature behind you. This isn’t just a house; it’s a home designed for meaningful living, where every space invites connection, comfort, and a deeper

  Emilia Faria KARDOSH REALTY

  6799 Helmsley Cir, Windermere, FL 34786
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  /30

  $480,000

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  13829 Ingelnook Dr, Windermere, FL 34786

  Welcome to this charming 3-bedroom, 2.5-bathroom townhome nestled in the highly sought-after Vineyards of Horizon West community in Windermere, Florida. Designed for both comfort and functionality, this home offers a versatile layout to complement your lifestyle. This home has no carpet and the driveway backs into a private cul-de-sac!Upon entering, you'll be greeted by a spacious

  Kayla Korvenmaa ALIGN REAL ESTATE LLC

  13829 Ingelnook Dr, Windermere, FL 34786
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  /50

  $974,000

  • 6 Beds
  • 4 Baths
  • 4,319 Sq Ft

  8298 Lookout Pointe Dr, Windermere, FL 34786

  This stunning Wallace II Floorplan by Meritage Homes, located in the beautiful Windermere Trails Community. This home sits on a special conservation view lot and is just a 500ft walk from the Clubhouse.This magnificent 6-bedroom, 4-full-bathroom home boasts an open floor concept and over $100,000 in original builder's structural and design upgrades. The many aftermarket upgrades truly make

  Lee Goldberg COLDWELL BANKER RESIDENTIAL RE

  8298 Lookout Pointe Dr, Windermere, FL 34786
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  /2

  $3,800,000

  • Land
  • 7 Acres
  • $562,130 per Acre

  934 Roberson Rd, Ocoee, FL 34761

  PROPERTY DESCRIPTION - We are pleased to present a premier investment opportunity at 934 Roberson Road in Ocoee, just west of Orlando. This 6.76-acre parcel of vacant land comes with full site plan approval from the City of Ocoee for a 120-bed assisted living facility, making it an exceptional prospect for those looking to capitalize on the burgeoning demand for senior care services in Central

  Chase Collier Eshenbaugh Land Company

  934 Roberson Rd, Ocoee, FL 34761
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  $2,600,000 Open Sat 1PM - 4PM

  • 6 Beds
  • 5.5 Baths
  • 4,599 Sq Ft

  1003 Oakdale St, Windermere, FL 34786

  Be the 1st to Live In This Completely Remodeled and Expanded Luxurious Lakefront Home - Total of 6 Bedrooms - 5 Full Baths - 1 Pool or Guest Bath - Primary Suite & Guest Suite on 1st Floor - 4 More Bedrooms & 3 Bathrooms on 2nd Floor - Huge Bonus Room / Theatre / Game Room with Full Bathroom Over Garage - Separate Office on 1st Floor - 12 Foot Wide Folding Glass Doors Overlooking The Screened

  Darrell Nunnelley VINTAGE REALTY GROUP LLC

  1003 Oakdale St, Windermere, FL 34786
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  /51

  $1,220,000

  • 6 Beds
  • 4 Baths
  • 4,202 Sq Ft

  8349 Vivaro Isle Way, Windermere, FL 34786

  Welcome to 8349 Vivaro Isle Way, a stunning 6 bed, 4 bath home located in the resort style Windermere Isle community. Step into the stunning foyer and soak in the beauty of this 4,200 sq ft home, from the luxury finishes to the elegant wainscoting, there is something to see in every corner. The kitchen itself is a showstopper, featuring level 5 granite, a marble backsplash, two islands and top of

  Farhad Haniff WEICHERT REALTORS HALLMARK PRO

  8349 Vivaro Isle Way, Windermere, FL 34786
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  /68

  $455,000

  • 3 Beds
  • 2.5 Baths
  • 1,881 Sq Ft

  11420 Center Lake Dr, Windermere, FL 34786

  Welcome to your dream townhome in the heart of Windermere!This beautifully maintained end-unit with gorgeous water frontage offers 3 spacious bedrooms plus a versatile den, 2.5 baths, and an inviting layout designed for both comfort and style. Located in the highly sought-after Lake Burden community, this home checks all the boxes for modern Florida living.Step inside to discover a

  Millie Brockmeyer RE/MAX INNOVATION

  11420 Center Lake Dr, Windermere, FL 34786
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  /18

  $1,425,000

  • 5 Beds
  • 4 Baths
  • 3,557 Sq Ft

  11021 Hawkshead Ct Unit 2, Windermere, FL 34786

  Welcome to this exquisite 5-bedroom, 4-bathroom residence nestled on a premium corner lot in one of Windermere’s most beautiful, gated communities. Boasting 3,557 square feet of thoughtfully designed living space, this Spanish Colonial-style home blends timeless elegance with modern comfort.Step inside to discover spacious living areas, rich architectural details, and a seamless flow

  Kara Manuchia ALL REAL ESTATE & INVESTMENTS

  11021 Hawkshead Ct Unit 2, Windermere, FL 34786
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  /60

  $409,900

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft

  7752 Moser Ave, Windermere, FL 34786

  STUNNING WINDERMERE TOWNHOME!! This meticulously maintained end-unit townhome offers three bedrooms, 2.5 bathrooms, and a host of modern upgrades including new LG smart appliances and fresh paint throughout the entire home. From the moment you arrive, you'll appreciate the HOA-manicured landscaping, charming front porch, and striking tall entry door. Inside, the open-concept living and dining

  Jay Wells JAY WELLS REAL ESTATE INC

  7752 Moser Ave, Windermere, FL 34786
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  /71

  $1,696,027

  • 7 Beds
  • 5 Baths
  • 4,940 Sq Ft

  1524 Lake Rhea Dr, Windermere, FL 34786

  A remarkable property now available in the exclusive, guard-gated Reserve at Belmere. This beautifully maintained home offers a traditional floor plan, featuring separate formal living and dining rooms, and boasts 7 bedrooms, 5 baths, and 4,940 square feet of living space, which includes a 3-car garage and a versatile bonus room. As you step inside, you'll be greeted by a grand staircase in the

  Lisa Holaday STOCKWORTH REALTY GROUP

  1524 Lake Rhea Dr, Windermere, FL 34786
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  /87

  $1,690,000

  • 5 Beds
  • 5.5 Baths
  • 5,120 Sq Ft

  11637 Brickyard Pond Ln, Windermere, FL 34786

  Introducing a rare opportunity to own a truly remarkable lakefront estate in the heart of Windermere's prestigious Lake Burden South community. This 5,102 sq ft modern contemporary masterpiece offers 5 spacious bedrooms, including two luxurious primary suites—one upstairs and one down—plus a dedicated office, versatile flex room, and massive bonus/media room, 5 full bathrooms, 2 half baths, and a

  John Muccigrosso RE/MAX 200 REALTY

  11637 Brickyard Pond Ln, Windermere, FL 34786
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  /45

  $1,750,000

  • 5 Beds
  • 5.5 Baths
  • 3,837 Sq Ft

  1087 Jack Nicklaus Ct, Kissimmee, FL 34747

  tunning, custom Bears Den property on an exceptional corner walled lot, backing onto a park for extra privacy, WITH ACTIVE REUNION MEMBERSHIP, & has 5 beds & 5.1 baths. This Bears Den property is absolutely breathtaking, offering an array of luxurious amenities and a meticulously designed living space. The impressive upgrades, including the high ceilings and engineered wood floors, create a sense

  Penny Stokes Hilton TOP VILLAS REALTY LLC

  1087 Jack Nicklaus Ct, Kissimmee, FL 34747
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  /55

  $415,000

  • 3 Beds
  • 2.5 Baths
  • 1,629 Sq Ft

  14155 Ancilla Blvd, Windermere, FL 34786

  Welcome to 14155 Ancilla Blvd, a charming three-bedroom, two-and-a-half-bathroom townhouse in the desirable Windermere community. This 1,629 square foot home offers a comfortable layout with a convenient ground-floor primary bedroom suite, perfect for easy living or hosting guests.The property features a bright colonial design with well-maintained landscaping that creates great curb

  Maritza Saint Hilaire COMPASS FLORIDA LLC

  14155 Ancilla Blvd, Windermere, FL 34786

Showing Results 1 - 40, Page 1 of 8

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 $1,102,963.

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

309 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, 32835, 34734 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 $680,000. If you put a 20% down payment of $136,000 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $3,520 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $151K 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 62 days on the market compared to the national average of 70 days. The median sale price for homes in Windermere, FL over the last 12 months is $545,000, down 10% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$545,000

Median Single Family Sale Price

$1,015,000

Median Townhouse Sale Price

$430,000

Average Price Per Sq Ft

$308

Number of Homes for Sale

46

Last 12 months Home Sales

309

Months of Supply

1.80

Median List Price

$680,000

Median Change From 1st List Price

2%

Median Home Sale Price YoY Change

-10%