Windermere, FL Homes for Sale

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  /61

  $595,000

  • 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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  /15

  $330,000

  • 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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  /76

  $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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  /72

  $699,900 Open Sun 2PM - 5PM

  • 4 Beds
  • 2.5 Baths
  • 2,620 Sq Ft

  4445 Blue Major Dr, Windermere, FL 34786

  Stunning Pool Home with Water View and No Rear Neighbors in Sought-After Summerport in Windermere, FL. Welcome to your dream home in the heart of Windermere’s highly desirable Summerport community! This spacious 4-bedroom, 2.5-bathroom home offers 2,620 sq ft of beautifully updated living space and is perfectly situated on one of the most private lots in the neighborhood—with tranquil pond views

  

  Candace Tulensru

  WORTH CLARK REALTY

  (407) 479-4533

  4445 Blue Major Dr, Windermere, FL 34786
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  /39

  $649,900

  • 4 Beds
  • 2.5 Baths
  • 2,020 Sq Ft

  4833 Palm Tree Ct, Windermere, FL 34786

  Welcome to your Oasis at 4833 Palm Tree Ct. a beautifully maintained single-story residence nestled in the heart of Windermere's most desirable community. This charming 4-bedroom 2.5-bathroom home offers the perfect blend of comfort style & convenience creating an idyllic Florida lifestyle for you and your family.Step inside and be greeted by a sense of light and spaciousness. The tile flooring

  

  Charles Kohlinger

  BHHS FLORIDA REALTY

  (407) 565-9184

  4833 Palm Tree Ct, Windermere, FL 34786
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  /36

  $444,990

  • 3 Beds
  • 2.5 Baths
  • 1,884 Sq Ft

  11213 Grander Dr, Windermere, FL 34786

  ** Seller motivated** Seller will cover the HOA dues for the rest of the year or offer closing cost contributions** Welcome to your dream townhome in the highly desirable community of Windermere! This charming 3-bedroom (Plus den), 2.5-bath residence effortlessly combines style, comfort, and functionality. The open-concept design flows from the spacious living and dining areas into a

  

  Farzana Zalil

  CHARLES RUTENBERG REALTY ORLANDO

  (689) 304-8813

  11213 Grander Dr, Windermere, FL 34786
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  /41

  $565,000 Open Sun 1PM - 3PM

  • 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

  $2,900,000

  • 5 Beds
  • 6.5 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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  /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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  /15

  $2,150,000

  • 1 Bed
  • 1 Bath
  • 1,124 Sq Ft

  10433 Trout Rd, Orlando, FL 32836

  Don't miss this amazing lakefront lot with 100 feet of frontage on LAKE TIBET, part of the sought-after Butler Chain of Lakes. With direct access to 12 connected lakes, this is a dream spot for boating, fishing, and water sports.Sitting right next to Butler - Tibet Preserve Park, this 3.31-acre property offers breathtaking views, privacy, serenity and tons of potential. There’s a small house

  

  Ursula Garcia Moraes

  PRISTINE INTERNATIONAL REALTY LLC

  (321) 386-6044

  10433 Trout Rd, Orlando, FL 32836
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  /16

  $2,150,000

  • Land
  • 3.31 Acres
  • $649,547 per Acre

  10433 Trout Rd, Orlando, FL 32836

  Don't miss this amazing lakefront lot with 100 feet of frontage on LAKE TIBET, part of the sought-after Butler Chain of Lakes. With direct access to 12 connected lakes, this is a dream spot for boating, fishing, and water sports. Sitting right next to Butler - Tibet Preserve Park, this 3.31-acre property offers breathtaking views and tons of potential. Build your dream home with a private gate or

  

  Ursula Garcia Moraes

  PRISTINE INTERNATIONAL REALTY LLC

  (321) 850-2122

  10433 Trout Rd, Orlando, FL 32836
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  /30

  $1,595,000

  • Land
  • 2.12 Acres
  • $752,358 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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  /20

  $354,900

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

  8192 Boat Hook Loop Unit 205, Windermere, FL 34786

  Stunning 3-Bedroom Condo in Lakeside at Lakes of Windermere, FLWelcome to your dream home in the highly sought-after Lakeside at Lakes of Windermere community! This exquisite 3-bedroom, 2-bathroom condo offers a perfect blend of luxury, comfort, and convenience.The spacious living area is perfect for entertaining, featuring large windows that flood the space with natural light.

  

  Paul Donovan

  RE/MAX PRIME PROPERTIES

  (407) 537-5534

  8192 Boat Hook Loop Unit 205, Windermere, FL 34786
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  /53

  $580,000 Open Sat 12AM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft

  12868 Holdenbury Ln, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Fall in love with this stunning 4-bedroom, 2.5-bath single-family home offering approximately 2,460 square feet of beautifully maintained living space—ideally located in the heart of Windermere, Florida. This home combines timeless elegance, everyday comfort, and a location that places you just minutes from Walt Disney World and Universal

  

  Victor Nawrocki

  VISION HOME REAL ESTATE, LLC

  (407) 543-2173

  12868 Holdenbury Ln, Windermere, FL 34786
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  /47

  $595,000

  • 4 Beds
  • 3 Baths
  • 2,432 Sq Ft

  5263 Beach River Rd, Windermere, FL 34786

  Welcome to this beautifully maintained 4-bedroom, 3-bath corner home in the highly sought-after Summerport community of Windermere! Roof 2022, AC 2023, Double Pane Windows 2017, Screened-In Deck 2018, Garage Opener 2023, PAID OFF Solar 2018. Boasting 2,432 sq ft of heated living space, this spacious residence features an open floor plan, a formal dining room, and a generous kitchen with ample

  

  Ariel Vargas

  EXP REALTY LLC

  (407) 901-9848

  5263 Beach River Rd, Windermere, FL 34786
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  /98

  $5,250,000

  • 6 Beds
  • 6.5 Baths
  • 6,448 Sq Ft

  1455 Kelso Blvd, Windermere, FL 34786

  Discover 11,699 sqft of total luxury at 1455 Kelso Blvd, a stunning lakefront estate in Windermere’s Kelso on Lake Butler community. Set on nearly an acre with 119 feet of frontage on Lake Butler, this fully renovated 6-bedroom, 6.5-bath home offers over 6,448 sqft of living square footage. Features include a gourmet kitchen, first-floor primary suite with lake views, an attached in-law suite

  

  Kari Fleck

  THE REAL ESTATE COLLECTION LLC

  (689) 288-7602

  1455 Kelso Blvd, 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

  $398,000 Open Sat 11AM - 2PM

  • 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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  /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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  /32

  $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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  /64

  $800,000

  • 4 Beds
  • 2.5 Baths
  • 3,018 Sq Ft

  9601 Ambleside Dr, Windermere, FL 34786

  MULTIPLE OFFERS RECEIVED. PLEASE PRESENT HIGHEST AND BEST BY SUNDAY AT 3PM. WOW! Rare Opportunity to own a 1 full-acre property in Windermere ready for your imagination. This expansive single-story residence in Lake Down Shores offers 3018 sq. ft. of thoughtfully designed living space with a 4 car garage. The home boasts 4 bedrooms and 2.5 bathrooms, providing ample room for a large family or

  Matt Davies COLDWELL BANKER REALTY

  9601 Ambleside Dr, Windermere, FL 34786
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  /48

  $745,000

  • 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

  $609,500

  • 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 built 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

  • 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

  $648,800

  • 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 patio. Master

  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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  /43

  $1,250,000

  • 4 Beds
  • 3 Baths
  • 2,795 Sq Ft

  8374 Bowden Way, Windermere, FL 34786

  " Price Improvement " BEAUTIFUL FULLY REMODELED HOME ON CORNER LOT IN EXCLUSIVE GATED GOLF COMMUNITY OF KEENE'S POINTE!! Don't miss your opportunity to call this place home. Recent improvement's include a new modern kitchen consisting of cabinetry, appliances, granite, backsplash, sink, fixtures and under lighting. New floors and the 3 bathrooms are completely redone. AC unit was installed in

  Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

  8374 Bowden Way, Windermere, FL 34786
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  /55

  $748,000

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

  6799 Helmsley Cir, Windermere, FL 34786

  Price to Sell! 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 sense of ease. Located in the charming Preston

  Emilia Faria KARDOSH REALTY

  6799 Helmsley Cir, Windermere, FL 34786
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  /60

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft

  8168 Boat Hook Loop Unit 707, Windermere, FL 34786

  Back On The Market! Like New Home! Welcome to this Move-In Ready condo in the Desirable Town of Windermere! Located across the street from Lakeside Village, you'll enjoy easy access to grocery stores, shops, and dining options. 15 Minute Drive to Disney and short distance to Universal Studios, Epic, Sea World, and Discovery Cove, this location offers unparalleled convenience. ORIGINAL OWNER and

  Wende Landt BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  8168 Boat Hook Loop Unit 707, 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 this a

  Lee Goldberg COLDWELL BANKER RESIDENTIAL RE

  8298 Lookout Pointe Dr, Windermere, FL 34786
• 

  /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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  /47

  $1,600,000

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

  3417 Bay Meadow Ct, Windermere, FL 34786

  Fully renovated modern residence on a spacious 1-acre lot, featuring a brand-new contemporary kitchen with custom cabinetry, quartz countertops, and high-end appliances. This 4-bedroom home offers 4 full bathrooms, expansive living areas with soaring ceilings, and oversized porcelain tile flooring throughout.All windows and sliding doors have been replaced, bringing in natural light and

  Eduardo Pavone ON ME REALTY

  3417 Bay Meadow Ct, Windermere, FL 34786
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  /69

  $1,590,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 4,558 Sq Ft

  13025 Lake Roper Ct, Windermere, FL 34786

  Welcome to this stunning 5 bedroom, 4.5 bath custom lakefront home situated on 1.26 acres in the exclusive gated community of Windermere Pointe Lake Roper. Designed for both luxury and functionality, this spacious residence features the primary bedroom on the first-floor, private office, and in-law/media suite with wet bar, ideal for multigenerational living or guest accommodations. The newly

  Morgan Horsley THE REAL ESTATE COLLECTION LLC

  13025 Lake Roper Ct, Windermere, FL 34786
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  /44

  $2,299,000

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

  10209 Trout Rd, Orlando, FL 32836

  CHARMING COTTAGE ON THE BUTLER CHAIN of Lakes! This property features just under 3000 sq ft, 3 bedrooms, 2 1/2 baths and a STUNNING 100 FEET OF LAKEFRONT ON LAKE TIBET located in the coveted BUTLER CHAIN OF LAKES in Windermere/Orlando and NO HOA! LOCATED IN ORLANDO, but less than a MINUTE drive TO WINDERMERE AND within 10 minutes to downtown Windermere and ALL of the charm and activities IT HAS

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  10209 Trout Rd, Orlando, FL 32836
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  /54

  $1,400,000

  • 4 Beds
  • 3 Baths
  • 3,049 Sq Ft

  11754 Waterstone Loop Dr, Windermere, FL 34786

  Exceptional single-story Silliman-built home in the 24-hour guard-gated community of Waterstone, adjacent to Windermere Prep. Boasting 4 bedrooms, 3 bathrooms, and an open-concept floorplan with luxury details throughout, this residence is truly designed to impress. Glass sliders in the Great Room reveal a spectacular resort-style oasis beyond with infinity saltwater pool and spa with lighting,

  Rob Rahter STOCKWORTH REALTY GROUP

  11754 Waterstone Loop Dr, Windermere, FL 34786
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  /49

  $1,280,000

  • 4 Beds
  • 3.5 Baths
  • 3,633 Sq Ft

  5552 Remsen Cay Ln, Windermere, FL 34786

  LAKEFRONT!!! Gorgeous 4 BR, 3.5 BA TWO STORY, POOL HOME on a wide LAKEFRONT lot on LAKE Speer in WINDERMERE. The home has unobstructed views to a natural shoreline across the lake. The travertine patio is plumbed and ready for an outdoor kitchen. As you enter the home, you are greeted with exquisite views of Lake Speer. The open floorplan makes living and entertaining a breeze. The master suite

  Wenwen Wang JWJ REALTY LLC

  5552 Remsen Cay Ln, Windermere, FL 34786

Showing Results 1 - 40, Page 1 of 8

Why Live in Windermere

Windermere is a lakeside community known for its Old Florida charm and elegant homes along the Butler Chain of Lakes. Once a vacation spot for affluent retirees, it now attracts younger families drawn to its highly rated Orange County Public Schools and Windermere Preparatory School. The neighborhood offers a mix of gated communities, with standout areas like Isleworth featuring Mediterranean and French Provincial-style estates, and other popular neighborhoods like Reserve at Lake Butler Sound and Keene’s Point showcasing large New Traditional and Mediterranean-style homes. Townhouses and condos, mainly on the west side, provide amenities such as lake views, pools, and playgrounds. Residents enjoy numerous things to do, including boating and fishing on the lakes, golfing, tennis, and pickleball at local country clubs, and visiting over 10 parks like Central Park and Lake Bessie Lakefront Park. Main Street hosts locally owned shops and restaurants, while nearby Restaurant Row in Dr. Phillips offers a variety of dining options. Community events like Windermere Wine and Dine and Food Truck Night foster a close-knit atmosphere. Windermere experiences typical Central Florida weather with hot, humid summers and mild winters, and while it is often protected from hurricanes, residents remain vigilant during storm season. The crime rate is lower than the national average, with a decrease in arrests from 2022 to 2023. Florida's Turnpike and Interstate 4 provide convenient travel options, and Orlando International Airport is 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 $1,525,451.

Are home prices dropping in Windermere?

Yes, home prices in Windermere are down 5% in the last 12 months.

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

341 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 34747, 34787, 34746, 33896 and 33897.

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 $939,000. If you put a 20% down payment of $187,800 and had a 30-year fixed mortgage with an interest rate of 6.77%, your estimated principal and interest payment would be $4,880 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $209K 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 73 days on the market compared to the national average of 50 days. The median sale price for homes in Windermere, FL over the last 12 months is $845,000, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$845,000

Median Single Family Sale Price

$1,082,906

Median Townhouse Sale Price

$427,499

Median 2 Bedroom Sale Price

$305,000

Average Price Per Sq Ft

$375

Number of Homes for Sale

144

Last 12 months Home Sales

341

Months of Supply

5.10

Median List Price

$939,000

Median Change From 1st List Price

4%

Median Home Sale Price YoY Change

4%