285 Results

Windermere Homes For Sale & Windermere FL Real Estate

Home For Sale $1,149,000

Gorgeous aerial shot of the home featuring lush landscaping and serene lake views at 2138 Kane Park Way, Windermere, FL 34786
Inviting living room features wood-look tile flooring and serene views of the pool area at 2138 Kane Park Way, Windermere, FL 34786
Comfortable living room with views of the pool, patio, and lake at 2138 Kane Park Way, Windermere, FL 34786
On Market For 2 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3210

  • Year Built

    1993

  • $/SqFt

    $358

Willows At Lake Rhea - Blending natural beauty, active living, and unmatched convenience, The Willows at Lake Rhea remains one of Windermere’s most coveted communities. PLATINUM REALTY GROUP FLORIDA INC.

Home For Sale $899,000

Inviting screened-in pool with a spacious deck, perfect for outdoor entertaining and relaxation at 9538 Lavill Ct, Windermere, FL 34786
Covered patio with outdoor kitchen features and ceiling fans perfect for enjoying the outdoors at 9538 Lavill Ct, Windermere, FL 34786
Well-maintained single-story home with mature landscaping, offering great curb appeal and a serene setting at 9538 Lavill Ct, Windermere, FL 34786
On Market Today
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2748

  • Year Built

    1983

  • $/SqFt

    $327

Grab your Architect and favorite GC and create your own masterpiece today! SOUTHERN HERITAGE REALTY, INC.

Home For Sale $718,000

Stunning aerial view of a beige home with tile roof, brick driveway and a pond in the backyard at 1027 Algare Loop, Windermere, FL 34786
Beautiful aerial view of a beige home featuring a tile roof, brick driveway, and well-maintained landscaping at 1027 Algare Loop, Windermere, FL 34786
Aerial view of a beige home with lush landscaping and a serene lake view in the back at 1027 Algare Loop, Windermere, FL 34786
On Market For 2 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2575

  • Year Built

    2002

  • $/SqFt

    $279

Belmere Village - Come see all that makes this home so special. KELLER WILLIAMS CLASSIC.

Home For Sale $4,200,000

Beautiful two-story home featuring a tile roof, arched windows, and lush, well-maintained landscaping at 13125 Casabella Dr, Windermere, FL 34786
Attractive two-story home with well-maintained landscaping, a circular driveway, and an attached two-car garage at 13125 Casabella Dr, Windermere, FL 34786
Aerial view of a luxury home with a pool, palm trees, manicured lawns, and a paver driveway at 13125 Casabella Dr, Windermere, FL 34786
On Market For 4 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    7561

  • Year Built

    2018

  • $/SqFt

    $555

Enjoy luxury, technology, privacy, and convenience in a gated community. ON ME REALTY.

Home For Sale $1,495,000

Charming two-story home featuring a well-maintained lawn, stone accents, and warm exterior lighting at dusk at 7443 Lake Albert Dr, Windermere, FL 34786
Side view of two-story residence shows stone and stucco elements, well manicured shrubs and brick driveway at 7443 Lake Albert Dr, Windermere, FL 34786
Rear view of a two-story residence featuring a grassy yard, rear covered patio, and second story balcony at 7443 Lake Albert Dr, Windermere, FL 34786
On Market For 2 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    5095

  • Year Built

    2014

  • $/SqFt

    $293

Lake Burden South - Don’t miss the opportunity to own this extraordinary home where every detail has been crafted for luxurious lakeside living. FLATFEE.COM.

Home For Sale $1,350,000

Beautiful screened pool and patio area with a lake view, perfect for relaxation and outdoor enjoyment at 11440 Willow Gardens Dr, Windermere, FL 34786
Spacious living room with high ceilings, a cozy fireplace, and sliding glass doors leading to the pool area at 11440 Willow Gardens Dr, Windermere, FL 34786
Charming front exterior showcasing lush landscaping and classic architectural details at 11440 Willow Gardens Dr, Windermere, FL 34786
On Market For 2 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3690

  • Year Built

    1994

  • $/SqFt

    $366

Willows At Lake Rhea - Located near top-rated schools, local parks, and public access to the Butler Chain of Lakes, this home combines quality updates with timeless design in a prime Windermere setting. EXP REALTY LLC.

Home For Sale $1,295,000

Charming front exterior featuring stone accents, brick driveway and a basketball hoop at 11345 Preserve View Dr, Windermere, FL 34786
Inviting backyard pool and jacuzzi, perfect for relaxation and entertainment at 11345 Preserve View Dr, Windermere, FL 34786
Inviting backyard pool and jacuzzi, perfect for relaxation and entertainment at 11345 Preserve View Dr, Windermere, FL 34786
On Market For 2 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3342

  • Year Built

    2005

  • $/SqFt

    $387

Keenes Pointe - An oversized paver driveway and 3-car garage ensure ample parking and storage for all your needs. More photos to come soon! KEENE'S POINTE REALTY.

Home For Sale $895,000

Charming two-story home with a well-manicured lawn and beautiful landscaping at 9248 Legado Dr, Windermere, FL 34786
Attractive two-story home with a brick driveway, three-car garage, and a landscaped front yard at 9248 Legado Dr, Windermere, FL 34786
Inviting front porch area with stone pillars and a classic white front door at 9248 Legado Dr, Windermere, FL 34786
On Market For 2 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2549

  • Year Built

    2021

  • $/SqFt

    $351

This home is truly one of a kind—schedule your private showing today and experience your own slice of paradise! KELLER WILLIAMS ELITE PARTNERS III REALTY.

Pended $650,000

Beautiful single-story home featuring a well-maintained lawn, stone accents, and a convenient two-car garage at 4801 Breezy Palms Ct, Windermere, FL 34786
Inviting screened-in pool area with lounge chairs, perfect for relaxation and entertainment at 4801 Breezy Palms Ct, Windermere, FL 34786
Covered pool with outdoor seating and lounging space surrounded by lush landscaping, perfect for evening relaxation at 4801 Breezy Palms Ct, Windermere, FL 34786
On Market For 2 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1996

  • Year Built

    1986

  • $/SqFt

    $326

Silver Woods - Don’t miss your chance to own this incredible home—schedule your private showing today! ORANGE SLICE PROPERTIES.

Home For Sale $990,000

Beautiful home featuring manicured landscaping and a brick driveway at 8724 Peachtree Park Ct, Windermere, FL 34786
Charming home with a brick driveway, two-car garage, and lush landscaping at 8724 Peachtree Park Ct, Windermere, FL 34786
Aerial view of home with a brick driveway, a two-car garage, and lush landscaping at 8724 Peachtree Park Ct, Windermere, FL 34786
On Market For 4 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3315

  • Year Built

    2015

  • $/SqFt

    $299

This home is a true masterpiece, combining luxury, convenience, and proximity to Orlando’s best attractions. Schedule your private tour today. VITORIA REALTY CORPORATION.

Home For Sale $825,000

Bright living room with coffered ceilings, tile flooring, and abundant natural light at 9227 Outlook Rock Trl, Windermere, FL 34786
Cozy living room featuring neutral carpeting, comfortable seating, and an open layout at 9227 Outlook Rock Trl, Windermere, FL 34786
Spacious living room with plush carpeting, ceiling fan, and easy access to outdoor spaces at 9227 Outlook Rock Trl, Windermere, FL 34786
On Market For 4 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3239

  • Year Built

    2016

  • $/SqFt

    $255

Don’t miss your chance to own this meticulously upgraded gem in Windermere Trails, where modern elegance, exceptional comfort, and the best of Florida living come together. CORCORAN PREMIER REALTY.

Home For Sale $625,000

A charming single-story home with lush landscaping, mature trees, and a well-maintained lawn at 9056 Woodbreeze Blvd, Windermere, FL 34786
View of a single-story home with a well-manicured lawn, mature landscaping, and a paved driveway at 9056 Woodbreeze Blvd, Windermere, FL 34786
The home features a long driveway, a two-car garage, and a well-maintained lawn with mature landscaping at 9056 Woodbreeze Blvd, Windermere, FL 34786
On Market For 4 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2063

  • Year Built

    1988

  • $/SqFt

    $303

Families will appreciate the top-rated schools in the area, including Windermere Elementary, Chain of Lakes Middle School, and Olympia High School Experience the perfect blend of comfort, convenience, and community at 9056 Woodbreeze Blvd—a place you'll be proud to call home. RE/MAX 200 REALTY.

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 5 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 5 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 $1,300,000

Lovely two-story home boasting a combination of stone and stucco exterior, complemented by a lush green lawn and blue sky at 11689 Hampstead St, Windermere, FL 34786
Beautiful home with a stone-accented facade, two-car garage, brick-paved driveway, and manicured landscaping at 11689 Hampstead St, Windermere, FL 34786
Elegant front entrance with a stone archway, dark wood door, and well-maintained landscaping at 11689 Hampstead St, Windermere, FL 34786
On Market For 5 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4551

  • Year Built

    2015

  • $/SqFt

    $286

Don’t miss your chance to own this incredible, move-in-ready home in one of Windermere’s most sought-after communities. Schedule your private showing today! TALENT REALTY SOLUTIONS.

Home For Sale $849,000

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 5 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3064

  • Year Built

    2018

  • $/SqFt

    $277

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.

Pended $510,000

Well-maintained home with a cozy front porch, complemented by neat landscaping and a welcoming entrance at 7325 Ella Ln, Windermere, FL 34786
Inviting entryway featuring a vibrant blue front door, supported by classic white columns and lush landscaping at 7325 Ella Ln, Windermere, FL 34786
Expansive aerial view of a residential community featuring well-maintained homes, lush landscaping, and a serene pond at 7325 Ella Ln, Windermere, FL 34786
On Market For 4 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1988

  • Year Built

    2015

  • $/SqFt

    $257

Outside, enjoy your morning coffee on the welcoming front porch or relax in the backyard oasis, perfect for weekend barbecues or quiet evenings under the stars.Don't miss your chance to own this hidden gem, schedule your showing today. *HOA fees include lawn maintenance LA ROSA REALTY ORLANDO 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 6 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 7 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.

Pended $899,990

Well-maintained yellow home featuring vibrant landscaping and a sprawling green lawn at 12614 Hawkstone Dr, Windermere, FL 34786
Inviting home entrance with double doors, complemented by colorful plants and manicured lawn at 12614 Hawkstone Dr, Windermere, FL 34786
Elegant living room with a cozy leather sofa, fireplace, and ample natural light at 12614 Hawkstone Dr, Windermere, FL 34786
On Market For 7 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3125

  • Year Built

    2007

  • $/SqFt

    $288

Lakes Of Windermere - The HVAC (2017) and water heater have recently been replaced (2018). Welcome home! RE/MAX PRIME PROPERTIES.

Home For Sale $3,850,000

Lakefront property with lush greenery, neighboring houses, and docks, offering a serene and picturesque setting 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 8 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    5273

  • Year Built

    1986

  • $/SqFt

    $730

THE SIMON SIMAAN GROUP.

Home For Sale $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 8 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.

Pended $1,750,000

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 9 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4026

  • Year Built

    1986

  • $/SqFt

    $435

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

Home For Sale $9,995,000

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 10 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    9571

  • Year Built

    2010

  • $/SqFt

    $1,044

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.

Home For Sale $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 10 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 $939,000

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 10 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2856

  • Year Built

    1977

  • $/SqFt

    $329

New roof and gutters January 2025. AHS Home Warranty included. BHHS FLORIDA REALTY.

Home For Sale $520,000

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 10 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2058

  • Year Built

    2013

  • $/SqFt

    $253

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

Home For Sale $3,775,000

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 11 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    6834

  • Year Built

    1983

  • $/SqFt

    $552

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

Home For Sale $1,350,000

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 10 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2795

  • Year Built

    1999

  • $/SqFt

    $483

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

Pended $1,350,000

Two-story home with well-kept lawn and attached garages at 13628 Lake Cawood Dr, Windermere, FL 34786
Charming two-story home with a well-manicured lawn, lights, and inviting red front door at 13628 Lake Cawood Dr, Windermere, FL 34786
Backyard pool with covered outdoor living space, perfect for entertaining at 13628 Lake Cawood Dr, Windermere, FL 34786
On Market For 5 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4505

  • Year Built

    1998

  • $/SqFt

    $300

Don't miss the opportunity to own a expansive property in a gated community, ideally located just moments from all the best that the area has to offer! LPT REALTY, LLC.

Home For Sale $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 10 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 $699,900

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 10 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2074

  • Year Built

    2002

  • $/SqFt

    $337

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 $500,000

Bright living room featuring hardwood floors, a modern ceiling fan, and large windows for natural light at 5044 Wise Bird Dr, Windermere, FL 34786
Open living area with hardwood floors, ceiling fan, and breakfast bar connecting to a well-lit kitchen at 5044 Wise Bird Dr, Windermere, FL 34786
Inviting front porch with outdoor seating, perfect for enjoying serene views and neighborhood ambiance at 5044 Wise Bird Dr, Windermere, FL 34786
On Market For 10 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1838

  • Year Built

    2005

  • $/SqFt

    $272

With direct access to the 429 expressway, the neighborhood provides convenient routes to downtown Orlando, the Florida Turnpike, I-4, and the Walt Disney World Resort. EXP REALTY LLC.

Home For Sale $1,875,000

Modern home featuring a striking roof line, expansive front yard, and mature landscaping at 1424 Kelso Blvd, Windermere, FL 34786
Attractive home with a brick driveway, mature trees, and well-maintained lawn at 1424 Kelso Blvd, Windermere, FL 34786
Sparkling pool with lounge chairs, and serene backyard with mature trees at 1424 Kelso Blvd, Windermere, FL 34786
On Market For 11 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    3104

  • Year Built

    1975

  • $/SqFt

    $604

Kelso On Lake Butler - Location benefits include easy access to Downtown Windermere and Winter Garden where you will find local farmers markets, easy access to Disney, The Florida Turnpike, SR 408 and Downtown Orlando. RE/MAX PRIME PROPERTIES.

Home For Sale $1,540,000

Stately home with mature trees and lush landscaping at 13112 Luntz Point Ln, Windermere, FL 34786
Elegant home showcasing detailed landscaping with colorful flower beds and a stylish tiled roof at 13112 Luntz Point Ln, Windermere, FL 34786
Beautiful exterior view of a home with decorative landscaping, attractive entryway, and stylish architectural details at 13112 Luntz Point Ln, Windermere, FL 34786
On Market For 11 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3694

  • Year Built

    1994

  • $/SqFt

    $417

Waterford Pointe - This is a rare opportunity to own a fully updated, custom luxury, turnkey home in one of Windermere's most coveted communities. Schedule your private showing today! KELLER WILLIAMS ELITE PARTNERS III REALTY.

Pended $1,390,000

Beautiful home featuring a well-maintained lawn, mature palm trees, and a neutral color scheme at 5518 Oxford Moor Blvd, Windermere, FL 34786
Elegant home showcasing a brick driveway, meticulously trimmed hedges, and an attached three-car garage at 5518 Oxford Moor Blvd, Windermere, FL 34786
Charming residence boasting a paved driveway, verdant landscaping, and an attached three-car garage at 5518 Oxford Moor Blvd, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 10 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    5260

  • Year Built

    2003

  • $/SqFt

    $264

Nestled just off Winter Garden Vineland Road, in the southwest part of Windermere, it boasts quick and easy access to major points of interest via the Florida Turnpike, I-4, the 408, and the 429. you can reach Disney World, Downtown Orlando, and the Orlando International Airport, in just minutes! KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $1,200,000

Close up of a two-story home with two car garage with paver driveway and beautiful front landscaping at 9224 Legado Dr, Windermere, FL 34786
Aerial view of backyard featuring a pool with modern patio furniture and artificial turf accents at 9224 Legado Dr, Windermere, FL 34786
Beautiful pool and patio featuring outdoor kitchen, large patio and modern furniture at 9224 Legado Dr, Windermere, FL 34786
On Market For 11 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3407

  • Year Built

    2021

  • $/SqFt

    $352

Contact us today for more details or to schedule a private showing. ORLANDO BROTHERS REAL ESTATE LLC.

Home For Sale $4,998,000

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
Exterior of the two-story stucco and stone home with a tile roof and three-car garage at 805 W 2Nd Ave, Windermere, FL 34786
On Market For 12 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4783

  • Year Built

    1999

  • $/SqFt

    $1,045

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 $1,375,000

Reduced By $25,000

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 12 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2868

  • Year Built

    2000

  • $/SqFt

    $479

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.

Home For Sale $600,000

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 12 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    3103

  • Year Built

    2006

  • $/SqFt

    $193

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 $472,000

Spacious living room featuring tile flooring, an open floorplan and a ceiling fan at 11822 Silverlake Park Dr, Windermere, FL 34786
Open-concept living space featuring neutral walls, tile floors, and natural light at 11822 Silverlake Park Dr, Windermere, FL 34786
Well-appointed kitchen with ample cabinet space, granite countertops, and modern appliances at 11822 Silverlake Park Dr, Windermere, FL 34786
On Market For 12 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1829

  • Year Built

    2014

  • $/SqFt

    $258

Windermere - This home is ideally located across from a preschool and an elementary school and within 3 minutes to Lakeside Village Center and Westside Shoppes, featuring Publix, banks, a nail salon, fitness centers, and dining options just 7 minutes from Disney's Magic Kingdom. TRUEPRO REALTY LLC.

Home For Sale $3,109,500

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 13 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6219

  • Year Built

    1997

  • $/SqFt

    $500

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 $2,499,000

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 13 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4345

  • Year Built

    2015

  • $/SqFt

    $575

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 $995,000

Inviting home with beautiful palm trees, a brick path, and a well-manicured lawn creating a serene curb appeal at 2218 Ridgewind Way, Windermere, FL 34786
Stunning home with a picturesque entrance, mature palm trees, and a neatly landscaped yard under a bright, cloudy sky at 2218 Ridgewind Way, Windermere, FL 34786
Elegant single-Gathering house boasting a paver driveway, tropical plants, and a lush green lawn in a sunny setting at 2218 Ridgewind Way, Windermere, FL 34786
On Market For 13 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2634

  • Year Built

    1999

  • $/SqFt

    $378

At 2218 Ridgewind Way, every detail tells a story of thoughtful design and a life well-lived, awaiting your next chapter. COMPASS FLORIDA LLC.

Home For Sale $559,500

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 13 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1875

  • Year Built

    2004

  • $/SqFt

    $298

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

Home For Sale $1,570,000

Expansive aerial view of the waterfront property and surrounding landscape, showing the home's prime location on the lake at 12706 S Lake Sawyer Ln, Windermere, FL 34786
Elegant entryway with grand staircase, decorative iron railing, and tile flooring, creating a welcoming first impression at 12706 S Lake Sawyer Ln, Windermere, FL 34786
Stylish living room featuring a grand piano, poker table, and refined decor, ideal for entertainment and relaxation at 12706 S Lake Sawyer Ln, Windermere, FL 34786
On Market For 15 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 $1,550,000

Screened-in pool with hot tub, stone columns, and outdoor seating providing a relaxing backyard oasis at 6110 Keenes Pointe Dr, Windermere, FL 34786
Aerial view of property with solar panels, screened in pool, and golf course community at 6110 Keenes Pointe Dr, Windermere, FL 34786
Beautiful kitchen with stainless steel appliances, wood cabinets, a center island, and wood floors at 6110 Keenes Pointe Dr, Windermere, FL 34786
On Market For 15 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3196

  • Year Built

    2002

  • $/SqFt

    $485

Keenes Pointe - Don’t miss your chance to own this extraordinary home – schedule your private tour today! THE ROSENBLOOM TEAM.

Home For Sale $1,259,000

An aerial view showcases the home's manicured lawn and landscaping within the confines of a neighborhood and surrounding trees at 1825 Lake Roberts Ct, Windermere, FL 34786
A high angle aerial shot features a waterfront neighborhood surrounded by trees, and many houses with backyard pools at 1825 Lake Roberts Ct, Windermere, FL 34786
A well maintained house exhibits its 3-car garage and neutral color palette, complemented by the meticulously landscaped yard at 1825 Lake Roberts Ct, Windermere, FL 34786
On Market For 16 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3754

  • Year Built

    1995

  • $/SqFt

    $335

Butler Bay - Come see the beautiful move in ready house. EXP REALTY LLC.

Home For Sale $1,187,000

Beautiful twilight shot of one-story home with lights on showing lush green lawn, two large palm trees at 2008 Water Key Dr, Windermere, FL 34786
Well-lit Living Room featuring hardwood floors, crown molding, and lots of seating at 2008 Water Key Dr, Windermere, FL 34786
Spacious living room with hardwood floors, tray ceiling, large glass doors to outdoor space at 2008 Water Key Dr, Windermere, FL 34786
On Market For 16 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3273

  • Year Built

    2000

  • $/SqFt

    $363

Reserve At Waterford Pointe - Don’t miss this rare opportunity to own a piece of Windermere’s most prestigious real estate, schedule your private tour today! COMPASS FLORIDA LLC.

Home For Sale $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 16 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.

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 386-801-4854 and speak with one of our real estate consultants.

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(386) 801-4854