289 Results

View 289 Windermere Florida Homes for Sale

Home For Sale $3,295,000

Luxury outdoor living space featuring a covered patio, a sparkling pool with water features, and a fire pit at 11255 Macaw Ct, Windermere, FL 34786
Relaxing pool view with water features and landscaping at 11255 Macaw Ct, Windermere, FL 34786
Large swimming pool surrounded by a paved patio, lush greenery, and a serene lake view at 11255 Macaw Ct, Windermere, FL 34786
On Market For 70 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5845

  • Year Built

    2003

  • $/SqFt

    $564

Keenes Pointe - Call today to schedule a private showing KELLER WILLIAMS ELITE PARTNERS III REALTY.

Home For Sale $2,250,000

Backyard patio with outdoor kitchen, fire pit, pool, and playground at 6143 Cartmel Ln, Windermere, FL 34786
Gourmet kitchen with island, stainless appliances, and decorative backsplash at 6143 Cartmel Ln, Windermere, FL 34786
Bright living room with fireplace, chandelier, and neutral decor at 6143 Cartmel Ln, Windermere, FL 34786
On Market For 70 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4582

  • Year Built

    2003

  • $/SqFt

    $491

Reserve At Lake Butler Sound - This exquisite property combines luxury and functionality in an idyllic setting, just minutes from Windermere’s premier shopping and fine-dining experiences. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $815,000

Reduced By $34,000

Inviting front entryway with decorative columns and wrought iron railing leading to a stylish door at 12755 Westside Village Loop, Windermere, FL 34786
Close up of the front door, showcasing the house number and architectural details at 12755 Westside Village Loop, Windermere, FL 34786
Bright foyer features elegant chandelier, wood floors, and views into the living area at 12755 Westside Village Loop, Windermere, FL 34786
On Market For 70 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3064

  • Year Built

    2018

  • $/SqFt

    $266

builder also Known for their energy-efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills. NUMBER 1 BROKER, LLC.

Home For Sale $820,000

Bright foyer featuring tile flooring, staircase, and a decorative glass front door at 7180 Beek St, Windermere, FL 34786
Dining room features neutral tones, an elegant chandelier, and a large window with views of the outdoors at 7180 Beek St, Windermere, FL 34786
Comfortable bedroom featuring a white metal frame bed, a work station, and a large window at 7180 Beek St, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 71 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    3648

  • Year Built

    2013

  • $/SqFt

    $225

Schedule your showing today and see why Windermere Terrace is one of the area's most desirable places to live! FOLIO REALTY LLC.

Home For Sale $4,200,000

Stunning two-story home with a metal roof, front porch, and garage on a well-maintained lawn at 11002 Lake Butler Blvd, Windermere, FL 34786
Inviting two-story home with a well-maintained yard, three-car garage, and charming curb appeal at 11002 Lake Butler Blvd, Windermere, FL 34786
Elegant front entrance with glass doors, sconce lighting and beautiful landscaping at 11002 Lake Butler Blvd, Windermere, FL 34786
On Market For 72 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6248

  • Year Built

    1954

  • $/SqFt

    $672

Metcalf Park - Listing agent is owner of the property. SERENDIPITY REALTY LLC.

Home For Sale $3,750,000

Reduced By $100,000

Expansive backyard with manicured lawn, mature trees, and a sparkling pool, perfect for relaxation and outdoor entertainment at 10577 Down Lakeview Cir, Windermere, FL 34786
Lush backyard with a scenic lake view, featuring a well-maintained lawn, mature trees, and a charming dock at 10577 Down Lakeview Cir, Windermere, FL 34786
Inviting outdoor pool and patio area with comfortable lounge chairs, overlooking a tranquil lake at sunset at 10577 Down Lakeview Cir, Windermere, FL 34786
On Market For 73 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    5273

  • Year Built

    1986

  • $/SqFt

    $711

THE SIMON SIMAAN GROUP.

Pended $1,900,000

Charming one-story home with a well-manicured lawn, lush landscaping, and a brick driveway leading to the entrance at 11139 Camden Park Dr, Windermere, FL 34786
Charming one-story home with a well-manicured lawn, lush landscaping, and a brick driveway leading to a 3-car garage at 11139 Camden Park Dr, Windermere, FL 34786
Charming one-story home with a well-manicured lawn, lush landscaping, and a brick driveway at twilight at 11139 Camden Park Dr, Windermere, FL 34786
On Market For 73 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3759

  • Year Built

    2004

  • $/SqFt

    $505

Don’t miss your chance to own this masterpiece in Keene's Pointe! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $1,725,000

Reduced By $25,000

An aerial view showcasing the property with a private dock, pool, and lush greenery at 2926 Marquesas Ct, Windermere, FL 34786
A beautiful waterfront property with a private dock, a pool and lush green lawns at 2926 Marquesas Ct, Windermere, FL 34786
Scenic aerial view of a lakefront property featuring mature trees and a well-manicured lawn at 2926 Marquesas Ct, Windermere, FL 34786
On Market For 69 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4026

  • Year Built

    1986

  • $/SqFt

    $428

Butler Bay - Bring your vision and transform this property into a luxury waterfront estate. THE REAL ESTATE COLLECTION LLC.

Home For Sale $9,500,000

Reduced By $495,000

Elegant home featuring a paver driveway with water features, arched entry, and multiple garage bays at 6137 Grosvenor Shore Dr, Windermere, FL 34786
Close up of an elegant two-story home with arched entryway and well-maintained landscaping at 6137 Grosvenor Shore Dr, Windermere, FL 34786
Elegant two-story home with a circular driveway, lush landscaping, and a view of the sunset at 6137 Grosvenor Shore Dr, Windermere, FL 34786
On Market For 75 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    9571

  • Year Built

    2010

  • $/SqFt

    $993

Keenes Pointe - Windermere offers small-town charm with proximity to downtown Orlando, fine dining, world-class shopping, championship golf courses, top-rated schools, international and private airports, and theme parks. PREMIER SOTHEBY'S INTL. REALTY.

Pended $2,590,000

Charming Mediterranean home featuring lush green lawn, mature trees and a brick driveway at 11055 Ullswater Ln, Windermere, FL 34786
Elegant front entrance with arched doorway, brick pathway, and beautiful landscaping at 11055 Ullswater Ln, Windermere, FL 34786
Inviting covered patio with comfortable seating and views of the surrounding landscape at 11055 Ullswater Ln, Windermere, FL 34786
On Market For 69 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6000

  • Year Built

    2007

  • $/SqFt

    $432

Reserve At Lake Butler Sound - Don’t miss the opportunity to own this extraordinary home, where every detail has been thoughtfully designed to offer elegance, comfort, and the best of Florida living! LOKATION.

Home For Sale $850,000

Reduced By $89,000

Secluded single-story home surrounded by mature trees and manicured hedges at 9676 Wild Oak Dr, Windermere, FL 34786
Close up of home entrance with decorative brick columns and updated exterior features at 9676 Wild Oak Dr, Windermere, FL 34786
Inviting foyer with parquet floors and views into multiple living spaces at 9676 Wild Oak Dr, Windermere, FL 34786
On Market For 55 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2856

  • Year Built

    1977

  • $/SqFt

    $298

Walking distance to Yellow Dog Eats and close Windermere Farmer’s Market & Food Truck Night. BHHS FLORIDA REALTY.

Home For Sale $510,000

Reduced By $10,000

Home exterior featuring lush landscaping and a well-maintained lawn at 13324 Longacre Dr, Windermere, FL 34786
Inviting single-story home with manicured landscaping and a welcoming entrance at 13324 Longacre Dr, Windermere, FL 34786
Bright entryway featuring a decorative glass front door and tiled floor at 13324 Longacre Dr, Windermere, FL 34786
On Market For 75 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2058

  • Year Built

    2013

  • $/SqFt

    $248

Please press the virtual tour button for a wonderful tour! Schedule your showing today! MULTI CHOICE REALTY LLC.

Home For Sale $3,625,000

Reduced By $150,000

Two-story home boasting lush landscaping, circular driveway, an inviting entryway with elegant exterior lighting at 4301 Down Point Ln, Windermere, FL 34786
Charming two-story home with beautiful landscaping, an inviting circular driveway, and stunning front entry at 4301 Down Point Ln, Windermere, FL 34786
Two-story home boasting lush landscaping, a circular driveway, and a beautiful waterside view at 4301 Down Point Ln, Windermere, FL 34786
On Market For 76 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    6834

  • Year Built

    1983

  • $/SqFt

    $530

** Property video, 3D walk-through and a floor plan are available for this listing. ** BHHS FLORIDA REALTY.

Home For Sale $1,250,000

Reduced By $100,000

Beautiful home with manicured lawn, mature trees, and a three-car garage at 8374 Bowden Way, Windermere, FL 34786
Hallway featuring hardwood floors, white walls, and glass doors leading to the office at 8374 Bowden Way, Windermere, FL 34786
Home office with French doors, hardwood floors, and large window at 8374 Bowden Way, Windermere, FL 34786
On Market For 75 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2795

  • Year Built

    1999

  • $/SqFt

    $447

Keenes Pointe - Keene's Pointe Is More Than An Golf Community... It's A Lifestyle. B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE.

Pended $1,150,000

Stately two-story home with brown trim, a manicured lawn, and mature tropical landscaping at 6008 Golden Dewdrop Trl, Windermere, FL 34786
Spacious two-story home with a brick driveway and an attached two-car garage at 6008 Golden Dewdrop Trl, Windermere, FL 34786
Aerial view of home featuring a screened-in pool, brown roof, and brick driveway at 6008 Golden Dewdrop Trl, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 38 Days
  • Bedrooms

    8

  • Full Bath(s)

    5

  • Sq. Ft.

    4751

  • Year Built

    2012

  • $/SqFt

    $242

Windermere - Nestled in a serene neighborhood, this property boasts a spacious layout perfect for large families or those who love to entertain. GRINDSTONE REALTY & PROPERTY MANAGEMENT LLC.

Pended $689,000

Reduced By $10,900

Beautifully landscaped home with brick driveway, tile roof, and mature palm trees at 1412 Glenwick Dr, Windermere, FL 34786
Aerial view of a home with a screened-in pool, tile roof, and well-maintained landscaping at 1412 Glenwick Dr, Windermere, FL 34786
Beautiful home with a tile roof, two-car garage, lush lawn, and mature landscaping at 1412 Glenwick Dr, Windermere, FL 34786
On Market For 69 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2074

  • Year Built

    2002

  • $/SqFt

    $332

Reserve At Belmere - You are only an hour from some of Florida’s Finest Beaches! An Absolute Do-Not-Miss-Must-See! WATSON REALTY CORP.

Home For Sale $1,500,000

Reduced By $40,000

Well-maintained single-story home with a lush green lawn and a curved driveway lined with mature trees at 13112 Luntz Point Ln, Windermere, FL 34786
Exterior shot showcasing a three-car garage with matching siding and well-kept driveway at 13112 Luntz Point Ln, Windermere, FL 34786
Aerial view of a private home with a screened pool surrounded by lush greenery and mature trees at 13112 Luntz Point Ln, Windermere, FL 34786
On Market For 67 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3694

  • Year Built

    1994

  • $/SqFt

    $406

Waterford Pointe -

KELLER WILLIAMS ELITE PARTNERS III REALTY.

Home For Sale $4,398,000

Reduced By $600,000

Beautiful exterior of a two-story stucco and stone home with a tile roof and paver driveway at 805 W 2Nd Ave, Windermere, FL 34786
The exterior of this two-story stucco and stone home features a tile roof and manicured lawn at 805 W 2Nd Ave, Windermere, FL 34786
The exterior of this two-story stucco and stone home features a tile roof and manicured lawn at 805 W 2Nd Ave, Windermere, FL 34786
On Market For 77 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4783

  • Year Built

    1999

  • $/SqFt

    $920

Aladar On Lake Butler - From this home you can easily walk or golf cart to Downtown Windermere, Palmer Park or just stay at home and enjoy the view and arguably the best boathouse and backyard space on the Butler Chain. FOREVER MAGIC REALTY INC.

Home For Sale $1,199,900

Reduced By $200,100

Paver driveway leading to a well-maintained home with mature trees, lush landscaping, and a welcoming facade at 6125 Foxfield Ct, Windermere, FL 34786
Well-manicured front yard with a large shade tree and manicured landscaping, complementing the home's exterior at 6125 Foxfield Ct, Windermere, FL 34786
Exterior view of a home featuring manicured lawn and mature landscaping, creating a welcoming and picturesque setting at 6125 Foxfield Ct, Windermere, FL 34786
On Market For 77 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2868

  • Year Built

    2000

  • $/SqFt

    $418

Keenes Pointe - Walking distance to the Golden Bear Club is a private members-only club featuring golf, tennis, swimming, dining and fitness. RE/MAX SOLUTIONS.

Pended $570,000

Reduced By $30,000

Traditional kitchen features wooden cabinets, white appliances, and functional layout at 12880 Holdenbury Ln, Windermere, FL 34786
Bright living room with neutral walls, tile flooring, and comfortable seating at 12880 Holdenbury Ln, Windermere, FL 34786
Open-concept kitchen flows into the living room with island and lots of natural light at 12880 Holdenbury Ln, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 77 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    3103

  • Year Built

    2006

  • $/SqFt

    $184

With some TLC, this residence can be transformed into a stunning showcase in one of Windermere's most desirable communities. EXP REALTY LLC.

Home For Sale $2,850,000

Reduced By $149,000

Elegant two-story home featuring a brick driveway, manicured landscaping, and a stately entrance at 5067 Latrobe Dr, Windermere, FL 34786
Overhead shot showcases a stunning estate surrounded by golf course views, lush greenery, and a community pool at 5067 Latrobe Dr, Windermere, FL 34786
Elegant two-story home featuring a brick driveway, manicured landscaping, and a stately entrance at 5067 Latrobe Dr, Windermere, FL 34786
On Market For 78 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6219

  • Year Built

    1997

  • $/SqFt

    $458

Priced to reflect its potential, it’s ready for someone to elevate it into something exceptional and make it their own private retreat. BESPOKE REAL ESTATE.

Home For Sale $2,299,000

Reduced By $200,000

Spacious kitchen with large island, marble counters, wood cabinets, and modern pendant lighting at 4279 Isabella Cir, Windermere, FL 34786
Modern kitchen featuring marble counters, wood cabinets, stainless steel appliances, and pendant lighting at 4279 Isabella Cir, Windermere, FL 34786
Open-concept living room and kitchen featuring marble counters, wood cabinets, and modern furniture at 4279 Isabella Cir, Windermere, FL 34786
On Market For 78 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4345

  • Year Built

    2015

  • $/SqFt

    $529

Conveniently located in Casabella, an upscale gated community in Windermere, this home is close to Windermere High School, Winter Garden Village, and major highways. THIS IS A MUST-SEE! JOHN SILVA REALTY & ASSOCIATES.

Home For Sale $549,500

Reduced By $10,000

Charming single-Gathering home with a well-manicured lawn and inviting front porch at 8839 Abbotsbury Dr, Windermere, FL 34786
Lovely home with a two-car garage and covered front porch and mature trees at 8839 Abbotsbury Dr, Windermere, FL 34786
Bright living room with marble floors, white trim and plenty of natural light at 8839 Abbotsbury Dr, Windermere, FL 34786
On Market For 78 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1875

  • Year Built

    2004

  • $/SqFt

    $293

Don't miss your opportunity to own this one-of-a-kind home. Schedule your private showing today! OLYMPUS EXECUTIVE REALTY INC.

Pended $1,570,000

Elegant two-story home featuring a well-manicured lawn, three-car garage, and classic architectural details at 12706 S Lake Sawyer Ln, Windermere, FL 34786
Elegant two-story home featuring a well-manicured lawn, three-car garage, and classic architectural details at 12706 S Lake Sawyer Ln, Windermere, FL 34786
Beautiful backyard showcasing a screened-in porch and verdant landscaping creating a private outdoor space at 12706 S Lake Sawyer Ln, Windermere, FL 34786
On Market For 80 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3894

  • Year Built

    2004

  • $/SqFt

    $403

This is a rare opportunity to own a true lakeside paradise in one of Windermere's most sought-after enclaves. ISLEWORTH REALTY LLC.

Pended $1,100,000

Beautifully landscaped home featuring a brick walkway and mature palm trees at 2140 Lilypad Ln, Windermere, FL 34786
Elegant double front door with an arched transom window and brick entryway at 2140 Lilypad Ln, Windermere, FL 34786
Detailed floor plan showing layout of rooms, measurements, and total square footage at 2140 Lilypad Ln, Windermere, FL 34786
On Market For 25 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3372

  • Year Built

    1990

  • $/SqFt

    $326

Willows At Lake Rhea - Call today to schedule a private tour. KELLER WILLIAMS ELITE PARTNERS III REALTY.

Home For Sale $989,000

Reduced By $111,000

Charming single-story home with a three-car garage, manicured landscaping, and a tiled roof in a sunny neighborhood at 11314 Ledgement Ln, Windermere, FL 34786
Welcoming foyer featuring a tiled floor, elegant double doors, neutral paint, and decorative lighting for a grand entrance at 11314 Ledgement Ln, Windermere, FL 34786
Inviting home office with wood floors, a large window, a comfortable chair, and a custom bookcase at 11314 Ledgement Ln, Windermere, FL 34786
On Market For 82 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3080

  • Year Built

    2002

  • $/SqFt

    $321

This exceptional property is a rare find—viewings are by appointment only. Secure your private tour today! CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $489,900

Reduced By $50,100

Aerial view of the house showcasing its location in a residential neighborhood at 12109 Silverlake Park Dr, Windermere, FL 34786
Aerial view showing the house's proximity to nearby lakes and community features at 12109 Silverlake Park Dr, Windermere, FL 34786
Overhead shot of the property near a school and community pond at 12109 Silverlake Park Dr, Windermere, FL 34786
On Market For 77 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2063

  • Year Built

    2014

  • $/SqFt

    $237

Don’t miss this rare opportunity to own a home in such a prime location, with minimal wear and tear and the charm of being lovingly maintained by its original owners. FLORIDA CONNEXION PROPERTIES.

Pended $1,027,000

Detailed floor plan of a home featuring a spacious Gathering room, kitchen, and Primary suite at 14371 Crest Palm Ave, Windermere, FL 34786
Upstairs floor plan shows a bonus room, optional suite, and additional bedroom with walk-in closet at 14371 Crest Palm Ave, Windermere, FL 34786
On Market For 83 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3100

  • Year Built

    2025

  • $/SqFt

    $331

With soaring ceilings—up to 10 feet on the first floor and 9 feet on the second (as per plan)—and luxury ceramic tile flooring in key areas, this home exudes a sense of spaciousness and sophistication. OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $4,899,000

Beautiful Mediterranean-style home with a brick driveway, a fountain and manicured landscaping in the front yard at 225 Magnolia St, Windermere, FL 34786
Elegant home featuring a stone fountain, manicured landscaping, and a double-door entryway with stone accents at 225 Magnolia St, Windermere, FL 34786
Expansive Mediterranean-style home with a brick driveway, porte-cochere, and lush landscaping at 225 Magnolia St, Windermere, FL 34786
On Market For 85 Days
  • Bedrooms

    7

  • Full Bath(s)

    10

  • Sq. Ft.

    5935

  • Year Built

    2019

  • $/SqFt

    $825

Experience the pinnacle of Windermere luxury. Schedule your private tour today. COMPASS FLORIDA LLC.

Home For Sale $4,350,000

Reduced By $150,000

Elegant home with a circular driveway, a multi-car garage, and exterior illumination at 3120 Downs Cove Rd, Windermere, FL 34786
Beautifully landscaped property featuring a grand two-story home with mature trees, a paved driveway, and lush lawn at 3120 Downs Cove Rd, Windermere, FL 34786
Bright open foyer with soaring ceilings, modern lighting, and views into the living spaces beyond at 3120 Downs Cove Rd, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 85 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    8942

  • Year Built

    1984

  • $/SqFt

    $486

Don't miss your opportunity to own this rare lakefront estate. COMPASS FLORIDA LLC.

Home For Sale $1,200,000

Elegant home foyer featuring stylish flooring, a decorative rug, and views of the living and dining rooms at 12002 Angle Pond Ave, Windermere, FL 34786
Inviting living room featuring an ornamental chandelier and opening up to an adjacent dining room at 12002 Angle Pond Ave, Windermere, FL 34786
Refined dining room with stylish chandelier, view into the living room, and seating for eight at 12002 Angle Pond Ave, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 65 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4457

  • Year Built

    2013

  • $/SqFt

    $269

Checkout the property video: https://youtube.com/shorts/xjYBQRCO6V4 ORLANDO ADVANTAGE REALTY INC.

Home For Sale $774,000

Reduced By $25,000

Inviting single-story home with brick driveway, well-kept lawn, and a convenient two-car garage at 6799 Helmsley Cir, Windermere, FL 34786
Cozy front porch featuring outdoor seating, a bench, and an inviting entrance with a red door at 6799 Helmsley Cir, Windermere, FL 34786
Bright foyer with wood floors and a modern white door with glass panes, offering a welcoming entrance at 6799 Helmsley Cir, Windermere, FL 34786
On Market For 87 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2876

  • Year Built

    2011

  • $/SqFt

    $269

This isn’t just a place to live — it’s where your life unfolds with clarity, warmth, and connection. Make it yours. KARDOSH REALTY.

Home For Sale $4,395,000

Reduced By $100,000

An entertainer's backyard featuring a covered patio with a built-in grill and a private swimming pool at 801 W 2Nd Ave, Windermere, FL 34786
Bright living room with modern fireplace, hardwood flooring and a decorative accent wall at 801 W 2Nd Ave, Windermere, FL 34786
Deluxe home theater with premium seating, a projector, and an illuminated bar top at 801 W 2Nd Ave, Windermere, FL 34786
On Market For 56 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    5639

  • Year Built

    2008

  • $/SqFt

    $779

Aladar On Lake Butler - An exclusive respite, this home represents a refined, opulent lifestyle inside and out. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $2,550,000

Reduced By $600,000

Aerial view of a beautiful waterfront home featuring a metal roof and well-manicured landscaping at 5243 W Lake Butler Rd, Windermere, FL 34786
Charming two-story home with a well-maintained lawn and mature landscaping at 5243 W Lake Butler Rd, Windermere, FL 34786
Aerial view of a beautiful waterfront home featuring a metal roof and manicured landscaping at 5243 W Lake Butler Rd, Windermere, FL 34786
On Market For 87 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3255

  • Year Built

    1996

  • $/SqFt

    $783

Summerport - Opportunities like this are rare—schedule your private showing today! CHARLES RUTENBERG REALTY ORLANDO.

Pended $720,000

Charming two-story home featuring a small balcony, front garden with tropical plants, and brick-paved walkway at 8498 Powder Ridge Trl, Windermere, FL 34786
Brick and stone landscaping on the side yard with a white fence creating a quaint and private space at 8498 Powder Ridge Trl, Windermere, FL 34786
Inviting front porch features brick pavers, lush landscaping, and a decorative wreath on the gray front door at 8498 Powder Ridge Trl, Windermere, FL 34786
On Market For 50 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2393

  • Year Built

    2015

  • $/SqFt

    $301

Schedule your private showing today. Video tour available. OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $2,170,000

Elegant two-story home featuring a grand facade, a circular driveway, and a beautifully landscaped yard at 1984 Windermere Rd, Windermere, FL 34786
A picturesque aerial view of the estate on a lakeside parcel with lavish landscaping, pools, and more at 1984 Windermere Rd, Windermere, FL 34786
Detailed view of front entrance with stately columns and wrought iron detailing on balconies at 1984 Windermere Rd, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 90 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    6601

  • Year Built

    2014

  • $/SqFt

    $329

Schedule your private tour today and experience the luxury of this one-of-a-kind estate! KELLER WILLIAMS WINTER PARK.

Pended $1,027,583

Detailed floor plan showcasing the layout of the lower level of the home, including dimensions and room locations at 14347 Crest Palm Ave, Windermere, FL 34786
Upstairs floor plan showcases bonus and bedroom, including dimensions and room locations at 14347 Crest Palm Ave, Windermere, FL 34786
On Market For 89 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3100

  • Year Built

    2025

  • $/SqFt

    $331

With soaring ceilings—up to 10 feet on the first floor and 9 feet on the second (as per plan)—and luxury ceramic tile flooring in key areas, this home exudes a sense of spaciousness and sophistication. OLYMPUS EXECUTIVE REALTY INC.

Pended $1,450,000

Reduced By $145,000

Elegant home entrance with a double door, water feature, and beautiful landscaping at 3326 Butler Bay N Dr, Windermere, FL 34786
Screened-in pool and spa area with a spiral staircase adds luxury to this gorgeous outdoor space at 3326 Butler Bay N Dr, Windermere, FL 34786
The backyard features a screened pool, spa, and tennis court at 3326 Butler Bay N Dr, Windermere, FL 34786
On Market For 35 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3650

  • Year Built

    1987

  • $/SqFt

    $397

Butler Bay - This one-of-a-kind home is move-in ready and waiting for you to bring some TLC! Schedule your private tour today! BOARDWALK REALTY, LLC.

Home For Sale $2,499,000

Reduced By $151,000

This backyard features a sparkling pool and spa, surrounded by lush greenery and a patio area at 409 W 2Nd Ave, Windermere, FL 34786
A scenic aerial view highlighting the property's location and surrounding landscape at 409 W 2Nd Ave, Windermere, FL 34786
Bright kitchen features a large center island, modern appliances, and plenty of cabinet space at 409 W 2Nd Ave, Windermere, FL 34786
On Market For 89 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4688

  • Year Built

    1995

  • $/SqFt

    $533

Don’t miss this rare opportunity to own a one-of-a-kind gem in one of Windermere’s most coveted locations! UPSIDE REAL ESTATE INC.

Pended $1,495,000

Inviting front porch with stone tile flooring, white columns, wood ceiling, and charming decor at 11521 Camden Park Dr, Windermere, FL 34786
Backyard pool features a rock waterfall, spa, and enclosed screened for ultimate privacy and relaxation at 11521 Camden Park Dr, Windermere, FL 34786
Enclosed pool area features a waterfall, connected spa, and comfortable poolside seating at 11521 Camden Park Dr, Windermere, FL 34786
On Market For 66 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3483

  • Year Built

    2005

  • $/SqFt

    $429

Keenes Pointe - KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $3,247,500

Reduced By $2,500

A spacious home features a well-manicured lawn and side-entry garage, surrounded by lush landscaping at 6030 Greatwater Dr, Windermere, FL 34786
Beautiful backyard pool and hot tub with lounge chairs and serene landscaping at 6030 Greatwater Dr, Windermere, FL 34786
A bright dining room features a glass table, seating for eight, dark wood floors, and an elegant chandelier at 6030 Greatwater Dr, Windermere, FL 34786
On Market For 93 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6683

  • Year Built

    1999

  • $/SqFt

    $486

With 24-hour security and a tight-knit community atmosphere, you'll feel safe and welcomed in this prestigious enclave. REAL BROKER, LLC.

Home For Sale $20,000,000

Elegant home features a circular driveway with a fountain, lush landscaping, and Mediterranean architecture at 11900 Lake Butler Blvd, Windermere, FL 34786
Expansive waterfront property with a luxurious home, boat house, lush lawns, and a private canal at 11900 Lake Butler Blvd, Windermere, FL 34786
Relaxing poolside view with palm trees and serene lake views during a colorful sunset at 11900 Lake Butler Blvd, Windermere, FL 34786
On Market For 94 Days
  • Bedrooms

    7

  • Full Bath(s)

    8

  • Sq. Ft.

    10649

  • Year Built

    2014

  • $/SqFt

    $1,878

Metcalf Park - Truly a picture-perfect unmistakable showplace offering the very best for the most discriminating buyer. STOCKWORTH REALTY GROUP.

Pended $568,000

Reduced By $85,000

Bright living room with high ceilings, decorative chandelier, and elegant wainscoting detail at 13422 Exbury Ln, Windermere, FL 34786
Bright foyer with high ceilings, decorative chandelier, staircase and elegant wainscoting detail at 13422 Exbury Ln, Windermere, FL 34786
Spacious room with high ceilings and multiple windows, featuring modern flooring and ample natural light at 13422 Exbury Ln, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 91 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2745

  • Year Built

    2005

  • $/SqFt

    $207

Lakes Of Windermere - close to all major highways, highway I4, highway 528, and highway 429. REALTY TECH INC.

Home For Sale $3,150,000

Reduced By $100,000

Expansive property with lush landscaping, long driveway, and mature trees in a serene neighborhood at 4205 Clarice Ct, Windermere, FL 34786
Expansive home with pool, landscaped yard, and driveway, captured in an aerial shot at 4205 Clarice Ct, Windermere, FL 34786
Grand foyer with high ceilings, designer lighting, and stylish double doors offers a welcoming entrance at 4205 Clarice Ct, Windermere, FL 34786
On Market For 96 Days
  • Bedrooms

    7

  • Full Bath(s)

    8

  • Sq. Ft.

    7042

  • Year Built

    2006

  • $/SqFt

    $447

This home truly offers a living experience like no other, combining luxury, sustainability, and smart technology in one perfect package! WEMERT GROUP REALTY LLC.

Home For Sale $1,492,000

Reduced By $133,000

Beautiful single-story home with a well-manicured lawn, mature trees and a serene outdoor setting at 2931 Sunbittern Ct, Windermere, FL 34786
Inviting single-Gathering home with well-maintained landscaping, a spacious front lawn, and mature shady trees at 2931 Sunbittern Ct, Windermere, FL 34786
View of Windermere city government building with a patriotic horse statue at the entrance at 2931 Sunbittern Ct, Windermere, FL 34786
On Market For 97 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4018

  • Year Built

    1985

  • $/SqFt

    $371

Butler Bay - A short stroll from your door to the Windermere Recreation Center offers non-motorized boat access to Lake Crescent, tennis courts, a playground, waterfront activities, and picnic pavilions—perfect for enjoying Florida nature and lifestyle. KELLER WILLIAMS CLASSIC.

Pended $1,122,346

Detailed first floor plan showcasing the layout of the bedrooms, bathrooms, kitchen, living spaces, and garage at 14378 Crest Palm Ave, Windermere, FL 34786
Detailed second floor plan showcasing the layout of the bedrooms, bathrooms, bonus room, and kitchen at 14378 Crest Palm Ave, Windermere, FL 34786
Community map showcasing the layout of the lots, streets, ponds, and amenities within the neighborhood at 14378 Crest Palm Ave, Windermere, FL 34786
On Market For 96 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4222

  • Year Built

    2025

  • $/SqFt

    $266

With soaring ceilings—up to 10 feet on the first floor and 9 feet on the second (as per plan)—and luxury ceramic tile flooring in key areas, this home exudes a sense of spaciousness and sophistication. OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $2,799,000

Reduced By $100,000

Charming single-story home with a red tile roof, attached garage, and a brick driveway at 6120 Payne Stewart Dr, Windermere, FL 34786
Inviting entryway featuring hardwood floors, a decorative table, and elegant wall decor at 6120 Payne Stewart Dr, Windermere, FL 34786
Welcoming entryway with hardwood floors, stylish decor, and a view of the front porch at 6120 Payne Stewart Dr, Windermere, FL 34786
On Market For 99 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3636

  • Year Built

    1987

  • $/SqFt

    $770

Also close to dining, shopping, top-rated public and private schools, expressways and tourist attractions making this the perfect choice to call home. SOUTHERN REALTY GROUP LLC.

Home For Sale $1,624,999

Reduced By $225,001

Beautiful Mediterranean-style home with red tile roof, white stucco walls, and landscaped front yard at 8437 Lake Burden Cir, Windermere, FL 34786
Charming mediterranean home with arched entry, manicured lawn, and colorful flower beds at 8437 Lake Burden Cir, Windermere, FL 34786
Elegant dining room with modern lighting, tile floors, and arched entryways at 8437 Lake Burden Cir, Windermere, FL 34786
On Market For 99 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3797

  • Year Built

    2005

  • $/SqFt

    $428

Keenes Pointe - IT'S A LIFESTYLE. https://my.matterport.com/show/?m=kLkWLbqrVGY&mls=1 B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE.

Pended $1,195,000

Reduced By $100,000

Serene bathroom featuring a modern standalone tub, glass block window, and dark wood vanity with stone countertops at 1613 Glenwick Dr, Windermere, FL 34786
Bright kitchen with white cabinets, stainless steel appliances, granite countertops, and an adjacent dining area at 1613 Glenwick Dr, Windermere, FL 34786
Home office showcasing custom built-in bookshelves, a classic desk, and neutral carpet flooring at 1613 Glenwick Dr, Windermere, FL 34786
On Market For 98 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3958

  • Year Built

    2002

  • $/SqFt

    $302

Reserve At Belmere - Don’t miss the opportunity to own this exquisite home in one of Windermere’s most sought-after communities. Schedule your private tour today! PREMIER SOTHEBYS INT'L REALTY.

Home For Sale $1,899,800

Reduced By $198,200

An aerial view of the property showcasing a private backyard with a screened pool and mature trees at 12860 Jacob Grace Ct, Windermere, FL 34786
Expansive backyard with a screened-in pool, lush lawn, mature trees, and a patio area at 12860 Jacob Grace Ct, Windermere, FL 34786
Elegant living room with a grand arched window, plush seating, and a beautiful piano at 12860 Jacob Grace Ct, Windermere, FL 34786
On Market For 102 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5844

  • Year Built

    2004

  • $/SqFt

    $325

Tildens Grove - Nestled within the coveted Tilden’s Grove community, this property offers an unparalleled combination of luxury, privacy, and convenience in one of Windermere’s most desirable neighborhoods. CORCORAN PREMIER REALTY.

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Call to Schedule a Showing

(407) 967-1435

(407) 967-1435