275 Results

View 275 Windermere Florida Homes for Sale

Home For Sale $849,990

Modern kitchen with island, stainless steel appliances, and dark cabinetry at 7211 Still Pond Ln, Windermere, FL 34786
Open concept kitchen with large island and stainless steel appliances at 7211 Still Pond Ln, Windermere, FL 34786
Spacious kitchen featuring a large island and dark cabinetry at 7211 Still Pond Ln, Windermere, FL 34786
On Market For 78 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3091

  • Year Built

    2015

  • $/SqFt

    $275

Conveniently located near Highway 535, Highway 429, and I-4, this location provides easy access to Orlando International Airport, Florida's Turnpike, and beyond. MBT REALTY LLC.

Home For Sale $949,000

Reduced By $20,900

Two-story house with a large front yard, double doors, and a three-car garage at 6607 Crestmont Glen, Windermere, FL 34786
Inviting front entrance of two-story house with red double doors and landscaping at 6607 Crestmont Glen, Windermere, FL 34786
Elegant two-story entryway with a grand staircase, chandelier, and formal dining area at 6607 Crestmont Glen, Windermere, FL 34786
On Market For 53 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3199

  • Year Built

    2002

  • $/SqFt

    $297

This home is not just a residence but a lifestyle, offering comfort, convenience, and a touch of luxury in a vibrant community. WEICHERT, REALTORS-HALLMARK PR.

Home For Sale $8,775,000

Luxury home with pool, beautiful landscaping, and golf course views at 5271 Isleworth Country Club Drive, Windermere, FL 34786
Luxury home nestled on a golf course with a large pool and spa at 5271 Isleworth Country Club Drive, Windermere, FL 34786
Luxury home with pool and spa overlooking a lush golf course at 5271 Isleworth Country Club Drive, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 71 Days
  • Bedrooms

    7

  • Full Bath(s)

    10

  • Sq. Ft.

    11403

  • Year Built

    2013

  • $/SqFt

    $770

Isleworth - Its distinctive lot combines spaciousness, privacy, and stunning vistas to create a one-of-a-kind retreat. ISLEWORTH REALTY LLC.

Pended $3,995,000

Modern home with sleek design and lush landscaping at 10230 Park Ridge Gotha Rd, Windermere, FL 34786
Spacious living area with high ceilings, large windows, and stylish furniture at 10230 Park Ridge Gotha Rd, Windermere, FL 34786
Open living space featuring a sectional sofa and large windows at 10230 Park Ridge Gotha Rd, Windermere, FL 34786
On Market For 82 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    7085

  • Year Built

    2020

  • $/SqFt

    $564

Gotha - Make it yours and redefine luxury living. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $695,000

Bright living room featuring neutral walls, tile flooring, and built-in shelving for storage at 116 Main St, Windermere, FL 34786
Cozy bedroom showcasing hardwood floors, two windows, and a twin bed frame at 116 Main St, Windermere, FL 34786
Efficient kitchen with white cabinets, black appliances, and a breakfast bar for casual dining at 116 Main St, Windermere, FL 34786
On Market For 46 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1269

  • Year Built

    1958

  • $/SqFt

    $548

Don't miss this opportunity to be a part of Windermere. METROPOLIS R.E. SOLUTIONS, LLC.

Home For Sale $535,000

Reduced By $63,000

Front porch with dark brown door and white railing at 5014 Wise Bird Dr, Windermere, FL 34786
Side view of front porch with stone accents at 5014 Wise Bird Dr, Windermere, FL 34786
Kitchen with island and built-in entertainment center at 5014 Wise Bird Dr, Windermere, FL 34786
On Market For 78 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2342

  • Year Built

    2004

  • $/SqFt

    $228

Winter Garden Village is 7 minutes away. Just a fabulous location! ! CHARLES RUTENBERG REALTY ORLANDO.

Pended $1,499,000

Two-story house with front porch, landscaped lawn, and walkway at 5910 Caymus Loop, Windermere, FL 34786
Two-story house with front porch, landscaped lawn, and walkway at 5910 Caymus Loop, Windermere, FL 34786
Two-story house with front porch, landscaped lawn, and walkway at 5910 Caymus Loop, Windermere, FL 34786
On Market For 84 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3476

  • Year Built

    2004

  • $/SqFt

    $431

Keenes Pointe - Windermere is home to top-rated public and private schools, close to shopping and dining, as well as expressways and tourist attractions. A must see! ! SOUTHERN REALTY GROUP LLC.

Home For Sale $520,000

Reduced By $35,000

Side view of the house showcasing its light-colored exterior and landscaping at 13832 Summerport Trail Loop, Windermere, FL 34786
Front entrance with a dark brown door and a sidelight window at 13832 Summerport Trail Loop, Windermere, FL 34786
Spacious living room with hardwood floors and an archway at 13832 Summerport Trail Loop, Windermere, FL 34786
On Market For 85 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2245

  • Year Built

    2016

  • $/SqFt

    $232

Summerport - This is a must see property in Windermere just a 2 minutes drive to grocery stores and much more. DENIZ REALTY PARTNERS LLC.

Home For Sale $680,000

Reduced By $19,999

Bright entryway with tile flooring, staircase, and access to other rooms at 9107 Reflection Pointe Dr, Windermere, FL 34786
Spacious bedroom with neutral walls and plush carpeting at 9107 Reflection Pointe Dr, Windermere, FL 34786
Well-lit bedroom featuring two closets and carpeted floors at 9107 Reflection Pointe Dr, Windermere, FL 34786
On Market For 87 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2390

  • Year Built

    2015

  • $/SqFt

    $285

Make this dream home yours and start living the life you’ve always wanted. WEALTHY REALTY, LLC.

Pended $679,000

Reduced By $10,000

Two-story house with a screened patio, a garage, and a manicured hedge at 12706 Bideford Ave, Windermere, FL 34786
Grand staircase with a curved design, tile flooring, and carpeted steps at 12706 Bideford Ave, Windermere, FL 34786
Bright entryway with tile floors, a glass door, and views to a staircase and office at 12706 Bideford Ave, Windermere, FL 34786
On Market For 85 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2967

  • Year Built

    2006

  • $/SqFt

    $229

This rare pool home is a must-see for anyone looking to enjoy the best of Florida living. BRIC REALTY LLC.

Home For Sale $9,950,000

Grand two-story home with a circular drive and fountain at 11103 Bridge House Rd, Windermere, FL 34786
Stunning home showcasing Mediterranean architecture and landscaping at 11103 Bridge House Rd, Windermere, FL 34786
Three-car garage with wooden doors and paver driveway at 11103 Bridge House Rd, Windermere, FL 34786
On Market For 89 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    9403

  • Year Built

    2006

  • $/SqFt

    $1,058

Reserve At Lake Butler Sound - Schedule your private tour today to see this breathtaking property! SOUTHERN REALTY GROUP LLC.

Home For Sale $1,167,355

Bright and spacious entryway with hardwood floors and modern wall art at 14285 Crest Palm Ave, Windermere, FL 34786
Modern dining room with light hardwood floors and a black dining table at 14285 Crest Palm Ave, Windermere, FL 34786
Open living room featuring comfortable seating and a large area rug at 14285 Crest Palm Ave, Windermere, FL 34786
On Market For 95 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3100

  • Year Built

    2025

  • $/SqFt

    $377

Note: The photos included are of the model home and are provided to showcase the craftsmanship and design quality. SERHANT.

Home For Sale $1,134,769

Covered porch with seating area and brick pavers at 14279 Crest Palm Ave, Windermere, FL 34786
Open concept dining area with hardwood floors and modern chandelier at 14279 Crest Palm Ave, Windermere, FL 34786
Spacious living room with hardwood floors and cozy furniture at 14279 Crest Palm Ave, Windermere, FL 34786
On Market For 95 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2687

  • Year Built

    2025

  • $/SqFt

    $422

Note: The photos included are of the model home and are meant to showcase the craftsmanship and design quality. SERHANT.

Home For Sale $775,000

Reduced By $5,000

Two-story house with white walls, brown garage door, and a red tile roof at 11410 Rapallo Ln, Windermere, FL 34786
Aerial view of a house with a red tile roof among other houses at 11410 Rapallo Ln, Windermere, FL 34786
Aerial top-down view of a house with red tile roof at 11410 Rapallo Ln, Windermere, FL 34786
On Market For 95 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    3336

  • Year Built

    2003

  • $/SqFt

    $232

Don't miss this opportunity—schedule a showing today! ORLANDO BROTHERS REAL ESTATE LLC.

Home For Sale $4,650,000

Private backyard with dock, lush lawn, and waterfront access at 12540 Park Avenue, Windermere, FL 34786
Resort-style pool with water features and a view of the home's exterior at 12540 Park Avenue, Windermere, FL 34786
Close-up of the pool's water features and surrounding patio at 12540 Park Avenue, Windermere, FL 34786
On Market For 97 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    7736

  • Year Built

    1995

  • $/SqFt

    $601

Chaine Du Lac - The expansive four-car garage adds functional convenience to this exquisite retreat.Experience the beauty of stunning sunsets—this estate is not merely a residence; it is a remarkable representation of Windermere lakefront living. ISLEWORTH REALTY LLC.

Home For Sale $1,139,900

Reduced By $10,100

Spacious foyer with wood floors, staircase with iron railings, and view into the living room and dining area at 8961 Lookout Pointe Dr, Windermere, FL 34786
Spacious foyer with wood floors, staircase with iron railings, and view into the living room at 8961 Lookout Pointe Dr, Windermere, FL 34786
Elegant dining room and living area with coffered ceilings, decorative lighting, and stylish furniture at 8961 Lookout Pointe Dr, Windermere, FL 34786
On Market For 62 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    4050

  • Year Built

    2017

  • $/SqFt

    $281

Prime location in one of Florida’s most exclusive areas Close to Disney, restaurants, and luxury shops High-end finishes and elegant design Spacious and bright interiors MY REALTY GROUP, LLC..

Home For Sale $2,359,000

Ranch style home with a large yard and mature trees at 647 Ridgewood Dr, Windermere, FL 34786
Green house exterior with landscaping, stone accents, and driveway at 647 Ridgewood Dr, Windermere, FL 34786
House entrance with landscaping and palm trees at 647 Ridgewood Dr, Windermere, FL 34786
On Market For 63 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2681

  • Year Built

    1974

  • $/SqFt

    $880

Schedule your private showing today and experience the best of Windermere living! PREMIER SOTHEBYS INT'L REALTY.

Home For Sale $1,050,000

Reduced By $80,000

Bright dining room with white table and chairs, hardwood floors, and a high ceiling at 9111 Outlook Rock Trl, Windermere, FL 34786
Elegant entryway with hardwood floors, a staircase with wrought iron railing, and built-in shelving at 9111 Outlook Rock Trl, Windermere, FL 34786
Modern dining room with white table, chandelier, and access to game room at 9111 Outlook Rock Trl, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 100 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    4070

  • Year Built

    2015

  • $/SqFt

    $258

Don’t miss your chance to own this meticulously upgraded Windermere gem, combining modern elegance, exceptional comfort, and the best of Florida lifestyle. Schedule your private showing today! LA ROSA REALTY LLC.

Home For Sale $1,374,000

Reduced By $65,000

White two-story house nestled among lush landscaping at 109 E 12Th Ave, Windermere, FL 34786
House with a driveway and modern gray gate at 109 E 12Th Ave, Windermere, FL 34786
Elegant entryway with marble floors and staircase at 109 E 12Th Ave, Windermere, FL 34786
On Market For 101 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2791

  • Year Built

    1989

  • $/SqFt

    $492

Situated in the highly desirable Town of Windermere, this home is close to parks, shops, tennis courts, Butler Chain of Lakes access, and community events, all while being conveniently near top-rated schools, theme parks, and Orlando International Airport. Schedule your private tour today! EXECUTIVE PROPERTIES.

Home For Sale $8,790,000

Impressive two-story home with a long driveway and lush landscaping at 9343 Tibet Pointe Cir, Windermere, FL 34786
Elegant home with a porte cochere, tile roof, and meticulously maintained landscaping at 9343 Tibet Pointe Cir, Windermere, FL 34786
Luxury estate home on a lake with beautifully landscaped grounds and neighboring homes at 9343 Tibet Pointe Cir, Windermere, FL 34786
On Market For 99 Days
  • Bedrooms

    8

  • Full Bath(s)

    8

  • Sq. Ft.

    8362

  • Year Built

    2004

  • $/SqFt

    $1,051

Keenes Pointe - The detached guest house is great for extended family. LA ROSA REALTY LLC.

Home For Sale $6,500,000

Two-story house featuring a grand entrance and brick paver driveway at 9301 Tibet Pointe Cir, Windermere, FL 34786
Elegant home with arched entryway, balcony, and Mediterranean-style architecture at 9301 Tibet Pointe Cir, Windermere, FL 34786
Spacious entryway with high ceilings, elegant staircase, and ornate iron door at 9301 Tibet Pointe Cir, Windermere, FL 34786
On Market For 103 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    7405

  • Year Built

    2008

  • $/SqFt

    $878

Keenes Pointe - Details to be discussed with sellers. KEENE'S POINTE REALTY.

Home For Sale $659,000

Two-story house with light peach walls, red tile roof, and palm trees at 11313 Via Andiamo, Windermere, FL 34786
Spacious kitchen with light wood cabinets, stainless steel appliances, and breakfast nook at 11313 Via Andiamo, Windermere, FL 34786
Eat-in kitchen with island, wood cabinets, and stainless steel appliances at 11313 Via Andiamo, Windermere, FL 34786
On Market For 101 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2727

  • Year Built

    2002

  • $/SqFt

    $242

Belmere Village - Conveniently located near Windermere's natural lakes, it’s just 10 miles from Downtown Orlando, 20 minutes to the airport, and close to Disney, Universal, shopping, dining, schools, and major expressways. BUYER REBATES REALTY.

Home For Sale $849,000

Reduced By $50,000

Charming home featuring a manicured lawn, complemented by well-maintained landscaping, and a welcoming entrance at 1913 Westover Reserve Blvd, Windermere, FL 34786
Elegant entryway with tile flooring and views into the dining area at 1913 Westover Reserve Blvd, Windermere, FL 34786
Bright and spacious foyer with hardwood floors and access to backyard at 1913 Westover Reserve Blvd, Windermere, FL 34786
On Market For 103 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2656

  • Year Built

    1999

  • $/SqFt

    $320

This impeccably maintained and tastefully upgraded home is not to be missed! LAKESIDE REALTY WINDERMERE INC.

Home For Sale $559,000

Reduced By $10,000

Large grassy backyard with a view of the house and garage at 12285 Joshua Tree Trl, Windermere, FL 34786
Front entrance with a covered porch and well-maintained landscaping at 12285 Joshua Tree Trl, Windermere, FL 34786
Covered front porch with access to the front door at 12285 Joshua Tree Trl, Windermere, FL 34786
On Market For 104 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2149

  • Year Built

    2015

  • $/SqFt

    $260

Don't miss your chance to own this beautiful home in Windermere Trails! CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $2,899,999

Inviting pool area with lounge chairs and expansive patio at 9664 Weatherstone Ct, Windermere, FL 34786
Beautiful home with nighttime exterior lighting and landscaping at 9664 Weatherstone Ct, Windermere, FL 34786
Grand two-story home with circular driveway and manicured landscaping at 9664 Weatherstone Ct, Windermere, FL 34786
On Market For 105 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6200

  • Year Built

    2003

  • $/SqFt

    $468

Weatherstone On Lake Olivia - This magnificent property effortlessly combines opulence with the comfort of everyday living; schedule your showing today! PREMIER SOTHEBY'S INTL. REALTY.

Pended $2,650,000

Luxury home with pool and expansive backyard at 1140 Kelso Blvd, Windermere, FL 34786
Resort-style pool with spa and waterfall feature at 1140 Kelso Blvd, Windermere, FL 34786
Relaxing patio area with fire pit and seating at 1140 Kelso Blvd, Windermere, FL 34786
On Market For 107 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6003

  • Year Built

    2009

  • $/SqFt

    $441

Kelso On Lake Butler - Call today to schedule your private showing! CHARLES RUTENBERG REALTY ORLANDO.

Pended $3,150,000

Luxury waterfront property with a private dock and expansive backyard at 2812 Marquesas Ct, Windermere, FL 34786
Serene waterfront dock with covered boat slips and jet ski storage at 2812 Marquesas Ct, Windermere, FL 34786
Spacious patio with a pool, lounge chairs and outdoor dining area at 2812 Marquesas Ct, Windermere, FL 34786
On Market For 108 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    5624

  • Year Built

    1984

  • $/SqFt

    $560

Butler Bay - A truly fabulous home that will be enjoyed throughout the seasons for relaxation and outdoor activities. THE REAL ESTATE COLLECTION LLC.

Home For Sale $1,500,000

Two-story home with a gray facade, tile roof, and a paved driveway at 12023 Gold Creek Trl, Windermere, FL 34786
Spacious living room with contemporary furniture and large windows at 12023 Gold Creek Trl, Windermere, FL 34786
Elegant staircase with dark wood steps and wrought iron railing at 12023 Gold Creek Trl, Windermere, FL 34786
On Market For 111 Days
  • Bedrooms

    7

  • Full Bath(s)

    4

  • Sq. Ft.

    3928

  • Year Built

    2012

  • $/SqFt

    $382

Windermere - Other benefits of this location include minutes from Lakeside shopping and restaurants, SR 429, FL TPKE and The Winter Garden Grove. This can be your paradise! BUILD 2 RENT DIRECT, LLC.

Home For Sale $2,900,000

Reduced By $99,999

Beautiful two-story home with stone and stucco exterior and a paved driveway leading to the entrance at 1003 Oakdale St, Windermere, FL 34786
Bright open-concept living room with high ceilings, hardwood floors, and a staircase leading to the second floor at 1003 Oakdale St, Windermere, FL 34786
Modern kitchen with white cabinets, stainless steel appliances, granite countertops, and center island at 1003 Oakdale St, Windermere, FL 34786
On Market For 108 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    4599

  • Year Built

    2003

  • $/SqFt

    $631

Windermere - Never Lived In Since Completely Remodeled and Expanded - 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 Pool & Lake Bessie - Newly Expanded Family Room With Expansive Views of Lake Bessie & Screened Pool - Large Covered Summer Kitchen With Natural Gas Grill - Open Kitchen Boasts Custom 54 Inch LED Lit Glass Cabinets - Over & Under Cabinet Lighting - Stainless WOLF 48 Inch 6 Burner Gas Double Oven with Griddle - Custom Designed Arabesque Marble Backsplash with Pot Filler - Built in Stainless Fisher Paykel Fridge Freezer System - Farmhouse Style Island with Table includes Prep Sink with Instant Hot Water Dispenser, Microwave Drawer, Mini Fridge & Extra Storage Cabinets / Drawers - Full Size Kitchen Sink Overlooking Lake Bessie - Extra Bar Top Seating - Designed For Entertaining - The Mud Room / Laundry Room Entrance From Garage has an Additional 36 Inch SubZero Fridge offering the Perfect Place For Bulk Freezer needs or Kids After School Treats - 4 Pantries - Laundry Room Includes Stacked Front Load Washer & Dryer, In The Wall Ironing Board - Steamer, Storage Cabinets & Sink with Lighted Faucet - Oversized 3 Car Garage Includes Storage Racks and Space for a Workshop - Our Exclusive "Car Collector's Package" receives Honeycomb LED Lighting, Custom Wall Colors, EV Charging Station & Custom Color & Designed Epoxy Flooring of Your Choice - New Chamberlain WIFI Garage Door Openers with MyQ App - 1st Floor Primary Bedroom & Closet Has Been Expanded - Separate A/C System for Primary Suite for the Polar Bear Sleeping Experience - Large Shower with Massive Rain Shower & 2 other Shower Heads & HandHeld Wand - Large Slipper Style Soaking Tub - Dual Vanities Having Waterfall Faucets With Elegant Gold Embossed Carrara Marble Geometric Designed Backsplash and Lighted Storage Mirrors - 1st Floor Guest Suite Has Easy Access to Kitchen & Garage - Craft Room or Exercise Room on 2nd Floor Overlooks Lake Bessie - 2nd Floor has A/C System - 1st Floor has A/C System - All 3 Thermostats Have WIFI Control App - Pool Has Been Completely Remodeled With Multicolor Pool Light, Pebbletec, Blue Glass Tile, Waterfall & 2 Towers with Natural Gas Fire Pots - Boathouse Has An Aluminum Cradle Lift Able To Handle A Large Air Nautique or Ski Boat - Lake Bessie has Spring Fed Crystal Clear Water & a White Sand Beach – Golf Cart Friendly Community - Monthly Foodtrucks & Farmer's Market Every Friday - Home is in the final stages of construction to be finished prior to closing - Must See To Appreciate The Benefits Of Purchasing A Move In Ready Lakefront Home *

VINTAGE REALTY GROUP LLC.

Pended $949,000

Two-story house with a charming front porch and a two-car garage at 5516 Remsen Cay Ln, Windermere, FL 34786
Bright and spacious hallway with tile floors, leading to living areas at 5516 Remsen Cay Ln, Windermere, FL 34786
Home office with built-in shelving, large windows, and ample workspace at 5516 Remsen Cay Ln, Windermere, FL 34786
On Market For 85 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3070

  • Year Built

    2006

  • $/SqFt

    $309

Edens Hammock - Conveniently located near restaurants, shopping, and theme parks. THE PROPERTY STOP LLC.

Home For Sale $2,295,000

Charming red front door with sidelights, enhancing the home's curb appeal at 729 Main Street, Windermere, FL 34786
Inviting front porch with brick pavers, ceiling fan, and rocking chairs at 729 Main Street, Windermere, FL 34786
Relaxing front porch with rocking chairs and a view of the landscaped yard at 729 Main Street, Windermere, FL 34786
On Market For 113 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3950

  • Year Built

    2015

  • $/SqFt

    $581

This home is move in ready and perfect for you! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $2,497,000

Two-story house with tile roof, three-car garage, and a brick paved driveway at 6245 Little Lake Sawyer Dr, Windermere, FL 34786
Elegant entryway with double doors, arched entry, and a stone pathway at 6245 Little Lake Sawyer Dr, Windermere, FL 34786
Large marble staircase with a metal railing and views to the living and dining areas at 6245 Little Lake Sawyer Dr, Windermere, FL 34786
On Market For 106 Days
  • Bedrooms

    7

  • Full Bath(s)

    4

  • Sq. Ft.

    5300

  • Year Built

    2013

  • $/SqFt

    $471

Providence - Lorenc Lakeside Retreat is ideally situated with immediate proximity to Windermere Prep and Windermere High School, and only minutes from downtown Windermere, downtown Winter Garden, Walt Disney World and the world-famous attractions of Orlando. LAKEFIELD REALTY GROUP LLC.

Home For Sale $955,000

Reduced By $4,000

Lovely home featuring manicured landscaping, palm trees, and a brick paved drive under a partly cloudy sky at 7508 Lake Albert Dr, Windermere, FL 34786
Charming two-story home with lush, tropical landscaping and a brick paved driveway at 7508 Lake Albert Dr, Windermere, FL 34786
View of the three-car garage featuring stone accents and a brick paved driveway at 7508 Lake Albert Dr, Windermere, FL 34786
On Market For 125 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3059

  • Year Built

    2010

  • $/SqFt

    $312

Lake Burden South - Seller motivated, Bring your offers!!!!!!!!!! SALE OR RENT !!!!!!!!!!!!!!!!!! ! MS LAND & BUILDING LLC.

Home For Sale $615,000

Reduced By $34,000

Two story house with a two car garage and manicured lawn at 6963 Northwich Dr, Windermere, FL 34786
Two story house with a two car garage and manicured lawn at 6963 Northwich Dr, Windermere, FL 34786
Modern kitchen with dark wood cabinets, granite countertops, and stainless steel appliances at 6963 Northwich Dr, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 121 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    3068

  • Year Built

    2007

  • $/SqFt

    $200

Don’t miss out! Call for a showing today! U KEY REALTY.

Home For Sale $3,300,000

Reduced By $200,000

Luxury home with a large yard and circular driveway at 4236 Isabella Cir, Windermere, FL 34786
Luxury home with a large yard and circular driveway at 4236 Isabella Cir, Windermere, FL 34786
Luxury home with a large yard and circular driveway at 4236 Isabella Cir, Windermere, FL 34786
On Market For 131 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5393

  • Year Built

    2015

  • $/SqFt

    $612

Beyond the home's undeniable charm, Casabella offers security and a prime location with easy access to top schools, luxury shopping, and fine dining options in Windermere and the greater Orlando area. ON ME REALTY.

Home For Sale $2,698,900

Reduced By $197,000

Luxury two-story home with tile roof, three-car garage, and lush landscaping at 4011 Isabella Cir, Windermere, FL 34786
Spacious living room with high ceilings, large windows, and elegant seating at 4011 Isabella Cir, Windermere, FL 34786
Elegant entryway with a grand staircase, dark wood accents, and marble flooring at 4011 Isabella Cir, Windermere, FL 34786
On Market For 131 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5418

  • Year Built

    2019

  • $/SqFt

    $498

This home offers the perfect blend of luxury, privacy, and convenience, just moments from the heart of Windermere and Winter Garden, providing an unmatched living experience in one of Central Florida's most desirable locations. CORCORAN PREMIER REALTY.

Pended $900,000

Reduced By $40,000

Two-story home with stone accents and a paver driveway at 9792 Wild Oak Dr, Windermere, FL 34786
Screened pool and spa with brick pavers at 9792 Wild Oak Dr, Windermere, FL 34786
Relaxing screened pool and spa area at 9792 Wild Oak Dr, Windermere, FL 34786
On Market For 131 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3102

  • Year Built

    1982

  • $/SqFt

    $290

Seize the opportunity to make this exquisite Windermere property your forever home! KELLER WILLIAMS ADVANTAGE III REALTY.

Home For Sale $2,675,000

Reduced By $100,000

Elegant home entrance with stone accents and a double door at 6102 S Hampshire Ct, Windermere, FL 34786
Resort-style pool with waterfall and golfer statues at 6102 S Hampshire Ct, Windermere, FL 34786
Luxury pool with a rock waterfall and outdoor kitchen area at 6102 S Hampshire Ct, Windermere, FL 34786
On Market For 132 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4968

  • Year Built

    2002

  • $/SqFt

    $538

Keenes Pointe - Don't miss your chance to live in this breathtaking, golf-front masterpiece. EXP REALTY LLC.

Home For Sale $1,255,678

Second floor plan showing seven bedrooms, bonus room, and media room at 14255 Crest Palm Ave, Windermere, FL 34786
Spacious kitchen with stainless steel appliances and granite countertops at 14255 Crest Palm Ave, Windermere, FL 34786
Bright living room featuring tile flooring and sliding glass doors at 14255 Crest Palm Ave, Windermere, FL 34786
On Market For 132 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4443

  • Year Built

    2024

  • $/SqFt

    $283

Contact our sales team today to schedule your private tour of the Sweetwater and discover how this remarkable home can elevate your lifestyle to new heights. OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $1,247,593

Reduced By $74,999

Two-story floor plan featuring 6 bedrooms, 4.5 bathrooms, and a 2-car garage at 14225 Crest Palm Ave, Windermere, FL 34786
Site map of Palms at Windermere community showing available lots at 14225 Crest Palm Ave, Windermere, FL 34786
Two-story house with gray siding, stone accents, and a two-car garage at 14225 Crest Palm Ave, Windermere, FL 34786
On Market For 132 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4443

  • Year Built

    2025

  • $/SqFt

    $281

Whether you’re entertaining guests or enjoying everyday family life, the Sweetwater offers all the space and amenities needed for modern living. OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $1,195,960

Reduced By $99,999

Two-story home featuring six bedrooms, 4.5 bathrooms, and a three-car garage at 14219 Crest Palm Ave, Windermere, FL 34786
Aerial view of Palms at Windermere community showing available lots at 14219 Crest Palm Ave, Windermere, FL 34786
On Market For 132 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4443

  • Year Built

    2025

  • $/SqFt

    $269

Common areas upstairs include a spacious bonus room with wet bar, and a second flex room that works well as a theatre room. OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $1,159,253

Second floor plan showing seven bedrooms, bonus room, and media room at 14427 Crest Palm Ave, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 132 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4443

  • Year Built

    2024

  • $/SqFt

    $261

This private sanctuary features: Dual walk-in closets for abundant storage and organization A spa-inspired bathroom that creates a daily retreat Strategic placement for optimal privacy and accessibility Premium finishes that echo throughout the space The Heart of the Home The great room serves as the home's central gathering space, where design meets functionality: Seamless flow into the dining area, perfect for both casual family meals and formal entertaining Strategic lighting that enhances the room's natural brightness Direct access to the covered patio, bringing the outdoors in Ceiling heights that create an airy, expansive atmosphere Flex Spaces That Work Adjacent to the owner's suite, a dedicated flex room opens up countless possibilities: Home office for remote work Private library or reading room Artist's studio or creative space Meditation room or personal gym The Practical Side of Luxury Near the two-car garage, a thoughtfully placed hobby/work area offers: Space for projects and pursuits Built-in storage solutions Excellent lighting for detailed work Easy access from both interior and exterior Second Floor: Where Possibilities Expand Private Retreats Five additional bedrooms occupy the upper level, each designed with comfort in mind: Walk-in closets in most bedrooms Generous window placement for natural light Sound-minimizing design elements Flexible layouts to accommodate various furniture arrangements Bonus Spaces That Inspire The second floor's bonus and flex rooms provide unlimited potential: Home theater or entertainment center Children's play area or study room Teen suite or private lounge Home gym or yoga studio Practical Luxuries A second-floor laundry room adds convenience to daily life: Spacious folding counters Built-in storage solutions Natural lighting for optimal functionality Central location to bedrooms Design Features That Set The Sweetwater Apart Thoughtful Traffic Flow Wide hallways and strategic room placement Natural progression between spaces Multiple access points to outdoor areas Clear separation between public and private spaces Storage Solutions Walk-in closets in most bedrooms Abundant linen and utility storage Garage storage systems Pantry space for kitchen organization OLYMPUS EXECUTIVE REALTY INC.

Pended $1,148,744

Two-story home floor plan showcasing five bedrooms, 3.5 bathrooms, and a two-car garage at 14304 Crest Palm Ave, Windermere, FL 34786
Aerial view of Palms at Windermere community, showing lot locations and nearby streets at 14304 Crest Palm Ave, Windermere, FL 34786
On Market For 132 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3764

  • Year Built

    2025

  • $/SqFt

    $305

Large windows throughout flood the home with natural light, creating an airy, welcoming atmosphere. OLYMPUS EXECUTIVE REALTY INC.

Pended $1,119,508

Two-story home with gray siding, two-car garage, and covered porch at 14256 Crest Palm Ave, Windermere, FL 34786
Two-story home floor plan, five bedrooms, 3.5 bathrooms, and a two-car garage at 14256 Crest Palm Ave, Windermere, FL 34786
Aerial view of Palms at Windermere community showing home lot locations at 14256 Crest Palm Ave, Windermere, FL 34786
On Market For 132 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3764

  • Year Built

    2025

  • $/SqFt

    $297

With a thoughtful design and plenty of room for everyone, the Deerfield provides an inviting and functional living experience. OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $1,097,904

One-story floor plan featuring a spacious great room, owner's suite, and covered patio at 14421 Crest Palm Ave, Windermere, FL 34786
Second-floor plan with bedrooms, a large theater room, and walk-in closets at 14421 Crest Palm Ave, Windermere, FL 34786
Community map showing lot locations and available properties at 14421 Crest Palm Ave, Windermere, FL 34786
On Market For 132 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3404

  • Year Built

    2025

  • $/SqFt

    $323

With well-planned storage solutions and elegant touches throughout, the Baldwin floor plan delivers both functionality and style in a beautifully appointed home. OLYMPUS EXECUTIVE REALTY INC.

Pended $1,081,875

Two-story, five-bedroom, three-bathroom house floor plan at 14409 Crest Palm Ave, Windermere, FL 34786
Site map of Palms at Windermere community with various lots at 14409 Crest Palm Ave, Windermere, FL 34786
On Market For 56 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3764

  • Year Built

    2025

  • $/SqFt

    $287

With a thoughtful design and plenty of room for everyone, the Deerfield provides an inviting and functional living experience. OLYMPUS EXECUTIVE REALTY INC.

Pended $1,295,922

First floor plan showing 2-car garage, Gathering room, and bonus room at 14207 Crest Palm Ave, Windermere, FL 34786
Second floor plan with bonus rooms, walk-in closets, and optional kitchen at 14207 Crest Palm Ave, Windermere, FL 34786
Aerial view of community showing lot numbers, pond, and roads at 14207 Crest Palm Ave, Windermere, FL 34786
On Market For 6 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4222

  • Year Built

    2024

  • $/SqFt

    $307

Don't miss the opportunity to call this exquisite property home. OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $1,995,000

Reduced By $305,000

Inviting pool with lounge chairs and patio furniture at 98 E 10Th Ave, Windermere, FL 34786
Spacious living room with sectional sofa and hardwood floors at 98 E 10Th Ave, Windermere, FL 34786
Modern pool with spa at night, illuminated by blue lights at 98 E 10Th Ave, Windermere, FL 34786
On Market For 134 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3650

  • Year Built

    2024

  • $/SqFt

    $547

Don't forget Windermere Town is located within a great school district! NO HOA! WATSON REALTY CORP..

Home For Sale $625,000

Reduced By $70,000

Bright dining room with glass table and four white chairs, hardwood floors and neutral walls at 11731 Bella Milano Ct, Windermere, FL 34786
Bright dining room with glass table and four white chairs, hardwood floors and neutral walls at 11731 Bella Milano Ct, Windermere, FL 34786
Spacious office with hardwood floors, neutral walls, and two arched windows at 11731 Bella Milano Ct, Windermere, FL 34786
On Market For 110 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2497

  • Year Built

    2005

  • $/SqFt

    $250

Easy access to Highways 408, 429, FL Turnpike and I-4. REALTY LYNK INC.

Home For Sale $4,500,000

Elegant entry with double wood doors and views into the dining area at 3428 Chaine Du Lac Blvd, Windermere, FL 34786
Modern dining room with a unique wood table, statement lighting, and blue accents at 3428 Chaine Du Lac Blvd, Windermere, FL 34786
Bright dining room with large windows, wood table and designer light fixture at 3428 Chaine Du Lac Blvd, Windermere, FL 34786
On Market For 143 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    6196

  • Year Built

    2018

  • $/SqFt

    $726

Chaine Du Lac - With so much more to discover beyond the meandering driveway and four car garage, this estate truly stands out in both design and functionality and won’t last long! STOCKWORTH REALTY GROUP.

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