80 Results

Windermere Windermere Florida Homes For Sale

Windermere For Sale $2,339,000

Reduced By $10,000

Green house with stone accents, spacious lawn, and mature trees at 647 Ridgewood Dr, Windermere, FL 34786
Charming home featuring lush lawn, mature trees, and a welcoming facade with stone accents for a cozy curb appeal at 647 Ridgewood Dr, Windermere, FL 34786
Beautiful home featuring lush lawn, mature trees, and a welcoming facade with stone accents for a cozy curb appeal at 647 Ridgewood Dr, Windermere, FL 34786
On Market For 84 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2681

  • Year Built

    1974

  • $/SqFt

    $872

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

Windermere For Sale $1,025,000

Reduced By $105,000

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 121 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    4070

  • Year Built

    2015

  • $/SqFt

    $252

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.

Windermere For Sale $1,300,000

Reduced By $139,000

Backyard pool and spa with a modern pergola offer a private outdoor oasis at 109 E 12Th Ave, Windermere, FL 34786
Bright dining room featuring modern light fixture, opening to the updated kitchen with stainless appliances at 109 E 12Th Ave, Windermere, FL 34786
Inviting living room with fireplace and many windows, perfect for relaxation and entertaining at 109 E 12Th Ave, Windermere, FL 34786
On Market For 122 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2791

  • Year Built

    1989

  • $/SqFt

    $466

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.

Windermere For Sale $549,000

Reduced By $20,000

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 125 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2149

  • Year Built

    2015

  • $/SqFt

    $255

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

Windermere 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 132 Days
  • Bedrooms

    7

  • Full Bath(s)

    4

  • Sq. Ft.

    3928

  • Year Built

    2012

  • $/SqFt

    $382

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.

Windermere For Sale $2,800,000

Reduced By $199,999

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 129 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    4599

  • Year Built

    2003

  • $/SqFt

    $609

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.

Windermere 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 134 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.

Windermere Pended $315,000

Reduced By $10,000

Spacious bedroom with a pink bed frame and green curtains at 11564 Mizzon Dr # 309, Windermere, FL 34786
Modern kitchen with stainless steel appliances at 11564 Mizzon Dr # 309, Windermere, FL 34786
Modern kitchen with stainless steel appliances at 11564 Mizzon Dr # 309, Windermere, FL 34786
On Market For 139 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1161

  • Year Built

    2006

  • $/SqFt

    $271

Don’t miss your chance to own a piece of paradise BROKER BRYANT REALTY.

Windermere 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 155 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..

Windermere For Sale $1,000,000

Living room with brown leather furniture and kitchen view at 8533 Greenbank Blvd, Windermere, FL 34786
Living room with brown leather furniture and sliding glass doors at 8533 Greenbank Blvd, Windermere, FL 34786
Living room with brown leather furniture and kitchen access at 8533 Greenbank Blvd, Windermere, FL 34786
On Market For 174 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2551

  • Year Built

    2004

  • $/SqFt

    $392

Home is sitting on a premium conservation lot. CENTURY 21 CARIOTI.

Windermere For Sale $1,950,000

Inviting front porch with wooden doors and comfortable seating at 830 Oakdale St, Windermere, FL 34786
Modern staircase with glass railings and light wood finishes at 830 Oakdale St, Windermere, FL 34786
Contemporary floating staircase with glass accents at 830 Oakdale St, Windermere, FL 34786
On Market For 177 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3670

  • Year Built

    2019

  • $/SqFt

    $531

Nothing says Florida living like this rare find. CORCORAN PREMIER REALTY.

Windermere For Sale $699,000

Reduced By $61,000

Front porch with seating area and entry door at 7036 Mapperton Dr, Windermere, FL 34786
Gray house with white garage and side yard at 7036 Mapperton Dr, Windermere, FL 34786
Gray house with landscaping and street view at 7036 Mapperton Dr, Windermere, FL 34786
On Market For 179 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2777

  • Year Built

    2003

  • $/SqFt

    $252

If you need any further adjustments, let us know! WRA BUSINESS & REAL ESTATE.

Windermere Pended $339,000

Reduced By $16,000

Private condo entrance with keyless entry at 11562 Amidship Ln # 106, Windermere, FL 34786
Farmhouse style dining room with rustic wooden table at 11562 Amidship Ln # 106, Windermere, FL 34786
Open living area featuring comfortable seating and large TV at 11562 Amidship Ln # 106, Windermere, FL 34786
On Market For 177 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1455

  • Year Built

    2006

  • $/SqFt

    $233

Don’t miss the opportunity to own this beautifully cared-for property, enjoyed by the current owners for 14 years, and located just minutes from the magic of the theme parks! Schedule your showing today. DALTON WADE INC.

Windermere Pended $575,000

Reduced By $25,000

House exterior with covered porch and attached two-car garage at 8432 Abbotsbury Dr, Windermere, FL 34786
House exterior view from the street, showing a covered porch at 8432 Abbotsbury Dr, Windermere, FL 34786
One-story floor plan, 3 bedrooms, 2 bathrooms, and a screened patio at 8432 Abbotsbury Dr, Windermere, FL 34786
On Market For 181 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1890

  • Year Built

    2005

  • $/SqFt

    $304

If you’re looking to live in a magical location, this home is ready to be yours! EXP REALTY LLC.

Windermere For Sale $435,000

Reduced By $15,000

Two-story house with front porch and landscaping at 13155 Kegan St, Windermere, FL 34786
Relaxing front porch with potted plants and seating at 13155 Kegan St, Windermere, FL 34786
Modern kitchen with stainless steel appliances and an island with seating at 13155 Kegan St, Windermere, FL 34786
On Market For 182 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1745

  • Year Built

    2014

  • $/SqFt

    $249

Don’t miss this opportunity to make it yours! ALTIS REALTY.

Windermere For Sale $1,800,000

Reduced By $50,000

Aerial view of house, pool, and lakefront property at 12663 Hawkstone Dr, Windermere, FL 34786
Aerial view showcasing house and backyard pool at 12663 Hawkstone Dr, Windermere, FL 34786
Elegant entryway with columns and hardwood floors at 12663 Hawkstone Dr, Windermere, FL 34786
On Market For 143 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3919

  • Year Built

    2006

  • $/SqFt

    $459

Lakes of Windermere offers great recreation for the family, including a fishing pier, playground, park, and community pool, and it is just a few miles from the quaint Downtown Windermere and Disney Springs, and conveniently located close to shops, groceries, restaurants, and major roads. REAL PROPERTY INTERNATIONAL.

Windermere Pended $950,000

Reduced By $47,500

Ranch style home with spacious yard and mature trees at 235 Oakdale St, Windermere, FL 34786
Property location shown with lake view in the background at 235 Oakdale St, Windermere, FL 34786
Bright living room with fireplace and herringbone floors at 235 Oakdale St, Windermere, FL 34786
On Market For 194 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2562

  • Year Built

    1971

  • $/SqFt

    $371

THE SIMON SIMAAN GROUP.

Windermere Pended $3,999,999

Reduced By $850,001

Elegant two-story home boasting a three-car garage, paver driveway, and professionally landscaped yard at 904 Main St, Windermere, FL 34786
Heated pool and spa overlooking a lake with sunset views; ideal for relaxation and entertainment at 904 Main St, Windermere, FL 34786
Lakeside view showcasing a vibrant fireworks display over the water and trees at 904 Main St, Windermere, FL 34786
On Market For 213 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    6079

  • Year Built

    2003

  • $/SqFt

    $658

The Butler Chain has 13 interconnected lakes giving you over 5,000 acres of endless boating and fishing options VINTAGE REALTY GROUP LLC.

Windermere For Sale $505,000

Reduced By $35,000

Two-story home with a welcoming front porch and mature trees at 11668 Black Rail St, Windermere, FL 34786
Two-story home with a landscaped yard and American flag at 11668 Black Rail St, Windermere, FL 34786
Two-story home showcasing a tree-lined street and curb appeal at 11668 Black Rail St, Windermere, FL 34786
On Market For 177 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2139

  • Year Built

    2012

  • $/SqFt

    $236

Don’t miss this rare opportunity to own in one of Windermere’s most sought-after communities! COLDWELL BANKER RESIDENTIAL RE.

Windermere For Sale $2,881,000

Reduced By $267,000

Waterfront property with pool and boathouse at 325 Magnolia St, Windermere, FL 34786
Waterfront property with pool and large backyard at 325 Magnolia St, Windermere, FL 34786
Aerial view of waterfront home with dock and gazebo at 325 Magnolia St, Windermere, FL 34786
On Market For 229 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3975

  • Year Built

    1954

  • $/SqFt

    $725

Come experience what living in Windermere is about! REVEL REALTY LLC.

Windermere For Sale $2,995,000

Reduced By $200,000

Two-story light blue home with a metal roof, well-maintained lawn, and lush landscaping at 12428 Summerport Ln, Windermere, FL 34786
Long, shaded driveway leading to an elegant home with a white picket fence at 12428 Summerport Ln, Windermere, FL 34786
Cozy front porch featuring tile flooring, a small bench, and a decorative front door at 12428 Summerport Ln, Windermere, FL 34786
On Market For 230 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3072

  • Year Built

    2003

  • $/SqFt

    $975

Call to schedule your tour now! COLDWELL BANKER RESIDENTIAL RE.

Windermere For Sale $999,500

Reduced By $25,500

Relaxing pool and spa area with lounge chairs at sunset at 11823 Otterbrooke Trl, Windermere, FL 34786
Two story house with brick driveway and landscaping at 11823 Otterbrooke Trl, Windermere, FL 34786
Two story house with brick driveway and landscaping at 11823 Otterbrooke Trl, Windermere, FL 34786
On Market For 242 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3454

  • Year Built

    2013

  • $/SqFt

    $289

Come see this you will not be disappointed FLORIDA REALTY RESULTS LLC.

Windermere For Sale $425,000

Reduced By $43,000

Open dining area featuring a modern light fixture, large kitchen island with breakfast bar, and neutral color palette at 7642 Fairgrove Ave, Windermere, FL 34786
Bright kitchen with stainless steel appliances, granite countertops, and white cabinets at 7642 Fairgrove Ave, Windermere, FL 34786
Open living space featuring modern decor, stylish furniture, and a decorative accent wall at 7642 Fairgrove Ave, Windermere, FL 34786
On Market For 256 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1748

  • Year Built

    2016

  • $/SqFt

    $243

The community is conveniently located near restaurants, stores, and excellent schools, and offers breathtaking views of the Disney fireworks! PREMIER SOTHEBYS INT'L REALTY.

Windermere For Sale $315,000

Reduced By $20,000

Condo building with landscaped grounds and walkway at 8156 Boat Hook Loop # 305, Windermere, FL 34786
Open living and dining area with tile floors and large TV at 8156 Boat Hook Loop # 305, Windermere, FL 34786
Bright living room with comfy seating and large TV at 8156 Boat Hook Loop # 305, Windermere, FL 34786
On Market For 283 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1332

  • Year Built

    2006

  • $/SqFt

    $236

Whether you're seeking a primary residence, an investment property, or a vacation retreat, this condo is perfect for you. URBAN-O REAL ESTATE SOLUTION.

Windermere For Sale $825,000

Reduced By $125,000

Front porch with brown door and sidelights, and brown shutters at 8738 Iron Mountain Trl, Windermere, FL 34786
Bright living room with wood-look tile floors and an open floor plan at 8738 Iron Mountain Trl, Windermere, FL 34786
Dining room with wood-look tile floors and a chandelier at 8738 Iron Mountain Trl, Windermere, FL 34786
On Market For 284 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3127

  • Year Built

    2013

  • $/SqFt

    $264

This could be your perfect new home! CENTURY 21 BE3.

Windermere Pended $709,990

Reduced By $40,010

Spacious kitchen with island and stainless steel appliances at 9058 Reflection Pointe Dr, Windermere, FL 34786
Open kitchen with island, looking into living area at 9058 Reflection Pointe Dr, Windermere, FL 34786
Living room with sectional sofa and large windows at 9058 Reflection Pointe Dr, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 313 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3651

  • Year Built

    2015

  • $/SqFt

    $194

Community has club-house w/pool, walking/jogging lanes,3 playgrounds and 2 dog parks. LA ROSA REALTY KISSIMMEE.

Windermere Pended $1,395,000

Reduced By $80,000

Inviting rectangular pool with a large patio and outdoor kitchen at 104 E 1St Ave, Windermere, FL 34786
Modern kitchen with white cabinets, quartz countertops, and an island at 104 E 1St Ave, Windermere, FL 34786
Modern kitchen with white cabinets, quartz countertops and island at 104 E 1St Ave, Windermere, FL 34786
On Market For 369 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2441

  • Year Built

    1985

  • $/SqFt

    $571

Adjacent to the historic Town Hall, the Orange County library branch hosts a variety of events and is available for private rentals, enhancing the area's vibrant social scene. STOCKWORTH REALTY GROUP.

Windermere Pended $345,000

Inviting condo entry with a dark brown door and number 105 at 11562 Amidship Ln # 105, Windermere, FL 34786
Bright living room with grey flooring and access to a screened balcony at 11562 Amidship Ln # 105, Windermere, FL 34786
Condo entry with grey flooring, white doors, and a thermostat at 11562 Amidship Ln # 105, Windermere, FL 34786
On Market For 114 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1332

  • Year Built

    2006

  • $/SqFt

    $259

This unit has been renovated, with laminated Vinyl floor. Master bedroom with walk-in closet. EARTHLINK REALTY GROUP INC.

Windermere For Sale $1,190,000

Reduced By $350,000

Two-story house with white siding, black shutters, and brick paver driveway at 9149 Outlook Rock Trl, Windermere, FL 34786
Inviting screened pool and spa with lounge chairs and patio area at 9149 Outlook Rock Trl, Windermere, FL 34786
Resort style pool with screened enclosure, spa, and patio furniture at 9149 Outlook Rock Trl, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 480 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    5010

  • Year Built

    2015

  • $/SqFt

    $238

All rooms consist with comfort and privacy for each family members. DE PAULA REALTY USA INC..

Windermere Pended $560,000

Reduced By $15,000

Community features a sidewalk lined with tall pine trees at 7011 Nobleton Dr, Windermere, FL 34786
Yellow house with front porch and manicured lawn at 7011 Nobleton Dr, Windermere, FL 34786
House exterior with walkway and landscaping at 7011 Nobleton Dr, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 553 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2460

  • Year Built

    2003

  • $/SqFt

    $228

(Room measurements are approximate, Buyer to verify) Home Warranty to be provided by Seller. KELLER WILLIAMS REALTY AT THE PARKS.

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