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View 290 34786 Florida Homes for Sale

Pended $1,150,000

Charming two-story home with a brick driveway, manicured lawn, and lush landscaping at 6008 Golden Dewdrop Trl, Windermere, FL 34786
View Details 94 Photos
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 41 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.

Home For Sale $699,900

Charming home featuring a tile roof, two-car garage, lush lawn, and mature palm trees at 1412 Glenwick Dr, Windermere, FL 34786
View Details 57 Photos
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 36 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.

Pended $500,000

Charming home featuring a two-car garage, well-maintained lawn, and tropical landscaping for great curb appeal at 5044 Wise Bird Dr, Windermere, FL 34786
View Details 34 Photos
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 41 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 $1,795,000

Reduced By $80,000

Stunning lakefront home with lush landscaping, circular driveway, and beautiful views at 1424 Kelso Blvd, Windermere, FL 34786
View Details 89 Photos
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 43 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    3104

  • Year Built

    1975

  • $/SqFt

    $578

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

Beautifully landscaped front yard with lush green lawn and mature palm trees leading to the house at 13112 Luntz Point Ln, Windermere, FL 34786
View Details 98 Photos
Beautiful home with a tile roof, lush landscaping, and a welcoming entrance at 13112 Luntz Point Ln, Windermere, FL 34786
Detailed floor plan showcasing the home's layout, including bedrooms, bathrooms, and living spaces at 13112 Luntz Point Ln, Windermere, FL 34786
Grand foyer with double doors, high ceilings, natural light, and light colored wood-look flooring at 13112 Luntz Point Ln, Windermere, FL 34786
On Market For 34 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3694

  • Year Built

    1994

  • $/SqFt

    $417

Waterford Pointe -

KELLER WILLIAMS ELITE PARTNERS III REALTY.

Pended $1,150,000

Reduced By $50,000

Beautiful two-story home with a two-car garage, landscaped yard, and a charming gray exterior at 9224 Legado Dr, Windermere, FL 34786
View Details 49 Photos
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 43 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3407

  • Year Built

    2021

  • $/SqFt

    $338

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

Home For Sale $4,498,000

Reduced By $500,000

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
View Details 79 Photos
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 44 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4783

  • Year Built

    1999

  • $/SqFt

    $940

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 $1,300,000

Reduced By $100,000

Well-maintained front yard with lush landscaping and a large shade tree enhancing the home's curb appeal at 6125 Foxfield Ct, Windermere, FL 34786
View Details 45 Photos
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 44 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2868

  • Year Built

    2000

  • $/SqFt

    $453

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

Charming two-story home with a wrap-around porch, lush landscaping, and mature trees at 12880 Holdenbury Ln, Windermere, FL 34786
View Details 9 Photos
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 44 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.

Pended $462,000

Reduced By $10,000

Inviting two-story home featuring a covered front porch and well-maintained landscaping at 11822 Silverlake Park Dr, Windermere, FL 34786
View Details 17 Photos
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 41 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1829

  • Year Built

    2014

  • $/SqFt

    $253

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 $2,897,000

Reduced By $102,000

Stunning aerial view of a luxury home with a tile roof, a pool, and lush landscaping at 5067 Latrobe Dr, Windermere, FL 34786
View Details 71 Photos
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 45 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6219

  • Year Built

    1997

  • $/SqFt

    $466

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

Elegant white home with tile roof, arched entryway, three-car garage, and lush tropical landscaping at 4279 Isabella Cir, Windermere, FL 34786
View Details 63 Photos
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 45 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.

Pended $900,000

Reduced By $95,000

Charming single-story home featuring lush tropical landscaping, a brick driveway, and a stylish gray and white color scheme at 2218 Ridgewind Way, Windermere, FL 34786
View Details 36 Photos
Bright foyer features double doors, arched windows, and neutral-toned tile flooring at 2218 Ridgewind Way, Windermere, FL 34786
Open dining room with stylish light fixture and access to outdoor living space at 2218 Ridgewind Way, Windermere, FL 34786
Bright home office with modern desk, stylish chairs, and natural light at 2218 Ridgewind Way, Windermere, FL 34786
On Market For 44 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2634

  • Year Built

    1999

  • $/SqFt

    $342

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

Stone community sign for The Preserve at the Lakes of Windermere at 8839 Abbotsbury Dr, Windermere, FL 34786
View Details 29 Photos
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 45 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

Stunning two-story home with a tile roof, three-car garage, and well-manicured landscaping, perfect for upscale living at 12706 S Lake Sawyer Ln, Windermere, FL 34786
View Details 52 Photos
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 47 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 $1,259,000

Charming home with a beautifully landscaped front yard and a welcoming entryway, complete with lush greenery and a paver walkway at 1825 Lake Roberts Ct, Windermere, FL 34786
View Details 50 Photos
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 48 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.

Pended $1,187,000

Expansive one-story home showing lush green lawn, two large palm trees, neutral stucco and tile roof at 2008 Water Key Dr, Windermere, FL 34786
View Details 43 Photos
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 47 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.

Pended $1,100,000

Inviting single-story home with lush landscaping and a well-manicured lawn at 2140 Lilypad Ln, Windermere, FL 34786
View Details 63 Photos
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 43 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.

Pended $3,500,000

Elegant home boasts a circular driveway, arched windows and manicured lawn, with mature trees at 2844 Marquesas Ct, Windermere, FL 34786
View Details 79 Photos
Aerial view of estate showing pool, beach volleyball court, personal dock, and lush landscaping at 2844 Marquesas Ct, Windermere, FL 34786
Waterfront home featuring a private dock, swimming pool, and expansive lawn at 2844 Marquesas Ct, Windermere, FL 34786
Aerial view of property featuring a modern pool, outdoor kitchen, and sand volleyball court at 2844 Marquesas Ct, Windermere, FL 34786
On Market For 16 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    5365

  • Year Built

    1985

  • $/SqFt

    $652

Nestled just minutes from the Town of Windermere, Downtown Winter Garden, and Winter Garden Village, with easy access to major highways and top attractions—this is a lifestyle property that simply has no equal. SOUTHERN REALTY GROUP LLC.

Home For Sale $999,000

Reduced By $101,000

A beautiful single-story home with a clay tile roof, a well-manicured lawn, and a long driveway in a suburban neighborhood at 11314 Ledgement Ln, Windermere, FL 34786
View Details 42 Photos
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 49 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3080

  • Year Built

    2002

  • $/SqFt

    $324

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

Pended $700,000

Charming two-story home with balcony, manicured lawn, and lovely curb appeal in a desirable neighborhood at 12627 Salomon Cove Dr, Windermere, FL 34786
View Details 41 Photos
Inviting foyer featuring a decorative glass front door, elegant staircase, and stylish console table at 12627 Salomon Cove Dr, Windermere, FL 34786
Spacious foyer with decorative front door, high ceilings, and stylish hardwood floors at 12627 Salomon Cove Dr, Windermere, FL 34786
Elegant foyer with a staircase, leading to an open-concept kitchen, dining and living area at 12627 Salomon Cove Dr, Windermere, FL 34786
On Market For 50 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2886

  • Year Built

    2018

  • $/SqFt

    $243

The garage apartment features its own KITCHENETTE, bathroom, walk-in closet and dedicated AC and water heater. KELLER WILLIAMS ELITE PARTNERS III REALTY.

Home For Sale $509,000

Reduced By $31,000

Charming two-story home featuring a well-manicured lawn and mature trees at 12109 Silverlake Park Dr, Windermere, FL 34786
View Details 64 Photos
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 49 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2063

  • Year Built

    2014

  • $/SqFt

    $247

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

Charming single-Gathering home with a manicured lawn, two-car garage, and beautiful architectural details at 14371 Crest Palm Ave, Windermere, FL 34786
View Details 3 Photos
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 50 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

Stunning Mediterranean-style home showcasing a tile roof, balconies, porte-cochere and a brick paver driveway at 225 Magnolia St, Windermere, FL 34786
View Details 86 Photos
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 52 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 $4,500,000

Magnificent two-story home with a vast driveway, garages, manicured landscaping, and elegant architecture at 3120 Downs Cove Rd, Windermere, FL 34786
View Details 47 Photos
Stunning two-story home with a large paved driveway, well-kept landscaping, and stylish exterior design 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
On Market For 52 Days

  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    8942

  • Year Built

    1984

  • $/SqFt

    $503

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

Pended $2,300,000

Modern two-story home featuring a geometric design, tall windows, and meticulously maintained landscaping with palm trees at 6106 Marleon Dr, Windermere, FL 34786
View Details 58 Photos
Stunning aerial view of modern property with a geometric design, lush landscaping, and a sleek, fenced perimeter at 6106 Marleon Dr, Windermere, FL 34786
Modern two-story home with geometric design and large windows overlooking manicured landscaping, enhancing curb appeal at 6106 Marleon Dr, Windermere, FL 34786
Modern two-story home with clean lines and palm trees, showcasing architectural design and manicured landscaping at 6106 Marleon Dr, Windermere, FL 34786
On Market For 51 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3966

  • Year Built

    2023

  • $/SqFt

    $580

Just minutes from top rated schools, shopping, dinning and world class attractions. SUNNY 365 REALTY GROUP.

Home For Sale $1,200,000

Charming two-story home featuring a brick driveway, stone accents and meticulously landscaped front yard at 12002 Angle Pond Ave, Windermere, FL 34786
View Details 44 Photos
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
On Market For 53 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 $794,000

Reduced By $5,000

Charming single-story home with a brick driveway, a well-manicured lawn, and a two-car garage at 6799 Helmsley Cir, Windermere, FL 34786
View Details 55 Photos
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 54 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2876

  • Year Built

    2011

  • $/SqFt

    $276

Don’t miss this opportunity—reach out today to make this dream home yours! KARDOSH REALTY.

Home For Sale $4,395,000

Reduced By $100,000

Stunning two-story home featuring manicured landscaping, stone accents, and a circular driveway at 801 W 2Nd Ave, Windermere, FL 34786
View Details 44 Photos
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 42 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 $2,995,000

Reduced By $155,000

Stunning two-story home with a gray exterior, a white metal roof and an expansive driveway at 5243 W Lake Butler Rd, Windermere, FL 34786
View Details 77 Photos
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 55 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3255

  • Year Built

    1996

  • $/SqFt

    $920

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
View Details 87 Photos
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 51 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

A stunning aerial view of this luxury home with a private pool, lush greenery, and spacious grounds at 1984 Windermere Rd, Windermere, FL 34786
View Details 54 Photos
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 57 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

Attractive, tan-colored single-story home with a well-manicured lawn, lush landscaping, and attached two-car garage at 14347 Crest Palm Ave, Windermere, FL 34786
View Details 3 Photos
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 56 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 $3,600,000

Stunning home featuring neutral tones, a three-car garage, and a well-manicured lawn at 6208 Winter Garden Vineland Rd, Windermere, FL 34786
View Details 31 Photos
A luxurious backyard featuring a swimming pool, lounge chairs, and outdoor seating and kitchen at 6208 Winter Garden Vineland Rd, Windermere, FL 34786
Detailed floor plan showcasing the layout, pool, and outdoor sport court at 6208 Winter Garden Vineland Rd, Windermere, FL 34786
Serene main bedroom featuring modern lighting, decor, and furniture at 6208 Winter Garden Vineland Rd, Windermere, FL 34786
On Market For 59 Days

  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    5441

  • Year Built

    2025

  • $/SqFt

    $662

Schedule a visit and discover what makes this house truly special! WRA BUSINESS & REAL ESTATE.

Pended $1,450,000

Reduced By $145,000

Stunning two-story home featuring a blue tile roof and lush landscaping at 3326 Butler Bay N Dr, Windermere, FL 34786
View Details 47 Photos
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 37 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.

Pended $929,900

Stunning single-story home with mature palm trees and meticulous landscaping enhancing curb appeal at 2746 Park Royal Dr, Windermere, FL 34786
View Details 40 Photos
Expansive lawn leads up to an inviting single-story home with a well-maintained exterior at 2746 Park Royal Dr, Windermere, FL 34786
Exterior view of house showing driveway, landscaping, and attached garage at 2746 Park Royal Dr, Windermere, FL 34786
Bright living room features tile flooring, arched windows, and elegant furnishings at 2746 Park Royal Dr, Windermere, FL 34786
On Market For 43 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2878

  • Year Built

    1990

  • $/SqFt

    $323

This property's blend of spacious interiors, outdoor amenities, and highly-desired prime location makes it a standout choice for those seeking a comfortable and convenient lifestyle in Windermere. Book your showing today! ERA GRIZZARD REAL ESTATE.

Pended $1,495,000

Charming two-story home with black shutters, a front porch, and meticulously landscaped front yard at 11521 Camden Park Dr, Windermere, FL 34786
View Details 71 Photos
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 58 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

Elegant home showcasing a beautifully landscaped front entrance with a tiled roof and ornate double doors at 6030 Greatwater Dr, Windermere, FL 34786
View Details 64 Photos
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 60 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 $1,185,000

Reduced By $64,000

Charming single-story home with lush landscaping, stone accents, and a welcoming front yard at 2106 Ridgewind Way, Windermere, FL 34786
View Details 53 Photos
Beautiful exterior view of a single-story home with stone accents and a manicured lawn at 2106 Ridgewind Way, Windermere, FL 34786
Elegant front entrance with white columns, a black front door, and vibrant green landscaping at 2106 Ridgewind Way, Windermere, FL 34786
Close-up of the front door entrance featuring glass inserts and potted plants on a tiled porch at 2106 Ridgewind Way, Windermere, FL 34786
On Market For 60 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2838

  • Year Built

    1999

  • $/SqFt

    $418

Call today for your private showing! SOUTHERN REALTY GROUP LLC.

Home For Sale $20,000,000

Stunning exterior view of a Mediterranean-style home with a brick driveway, lush landscaping, and palm trees at 11900 Lake Butler Blvd, Windermere, FL 34786
View Details 91 Photos
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 61 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 $995,000

Beautiful home featuring a large garage, lush landscaping, and a well-maintained lawn at 10986 Ledgement Ln, Windermere, FL 34786
View Details 47 Photos
Aerial shot showcasing a beautiful home with a tile roof, a long driveway, and a well-manicured lawn at 10986 Ledgement Ln, Windermere, FL 34786
Inviting foyer featuring tiled floors, neutral paint, and a decorative light fixture at 10986 Ledgement Ln, Windermere, FL 34786
Foyer view showcasing the entrance and a glimpse of the living room with hardwood floors at 10986 Ledgement Ln, Windermere, FL 34786
On Market For 61 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3080

  • Year Built

    2003

  • $/SqFt

    $323

Don’t miss this incredible opportunity, viewing by appointment only - schedule your showing today! TEAM DONOVAN.

Pended $1,299,999

Reduced By $100,000

Stately tan two-story home featuring a manicured front lawn and elegant architectural details at 2515 Ridgewind Way, Windermere, FL 34786
View Details 64 Photos
Modern white kitchen featuring stainless steel appliances, sleek countertops, and a herringbone backsplash at 2515 Ridgewind Way, Windermere, FL 34786
Screened-in pool area with covered patio and spa, perfect for outdoor relaxation and entertainment at 2515 Ridgewind Way, Windermere, FL 34786
Covered outdoor kitchen with stainless steel appliances, bar seating, and serene views of the property at 2515 Ridgewind Way, Windermere, FL 34786
On Market For 61 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3400

  • Year Built

    2000

  • $/SqFt

    $382

Don’t miss this rare opportunity to enjoy the finest in Windermere living. MAXIM REALTY ORLANDO.

Pended $895,000

Beautiful single-story home with a circular driveway and manicured landscaping under a partly cloudy blue sky at 2230 Lake Crescent Ct, Windermere, FL 34786
View Details 62 Photos
A bright and inviting single-story home with lush landscaping and a circular driveway on a sunny day at 2230 Lake Crescent Ct, Windermere, FL 34786
Well-maintained single-story home with a circular driveway and manicured landscaping, framed by a large tree at 2230 Lake Crescent Ct, Windermere, FL 34786
Charming single-story home with a circular driveway and beautifully landscaped front yard, framed by a mature shade tree at 2230 Lake Crescent Ct, Windermere, FL 34786
On Market For 24 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2761

  • Year Built

    1989

  • $/SqFt

    $324

Don’t miss your chance to experience this exceptional home—schedule your private showing today! JULIAN PROPERTIES, INC..

Home For Sale $589,000

Reduced By $64,000

Charming home with a well-maintained lawn, three-car garage, and attractive curb appeal on a sunny day at 13422 Exbury Ln, Windermere, FL 34786
View Details 46 Photos
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 62 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2745

  • Year Built

    2005

  • $/SqFt

    $215

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

Home For Sale $535,999

Charming single-Gathering home with a two-car garage and well-maintained landscaping at 12863 Holdenbury Ln, Windermere, FL 34786
View Details 27 Photos
Close-up of the home's entrance, showcasing the front door, sidelight window, and manicured shrubbery at 12863 Holdenbury Ln, Windermere, FL 34786
Charming home exterior featuring a large arch window, trimmed bushes, and well-maintained lawn at 12863 Holdenbury Ln, Windermere, FL 34786
Elegant foyer features an arched entryway and a stylish chandelier at 12863 Holdenbury Ln, Windermere, FL 34786
On Market For 62 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2148

  • Year Built

    2006

  • $/SqFt

    $250

Lakes Of Windermere - Right price to sale!! Bring all your offers!! ! OLYMPUS EXECUTIVE REALTY INC.

Pended $4,200,000

Stunning Mediterranean-style home featuring a fountain, lush landscaping, and a circular driveway at 3402 Cocard Ct, Windermere, FL 34786
View Details 72 Photos
Elegant home featuring a prominent fountain, a grand entrance, and a circular brick driveway at 3402 Cocard Ct, Windermere, FL 34786
Expansive home with tiled roof, circular brick driveway, fountain, lush greenery, and swimming pool at 3402 Cocard Ct, Windermere, FL 34786
Beautifully landscaped Mediterranean-style home with a circular driveway and fountain at 3402 Cocard Ct, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 64 Days

  • Bedrooms

    5

  • Full Bath(s)

    7

  • Sq. Ft.

    9909

  • Year Built

    2009

  • $/SqFt

    $424

Chaine Du Lac - The property offers a four-car garage (2+2 configuration) and a vast paver driveway, complete with a fountain illuminated by multi-colored lights, all located at the end of a serene cul-de-sac. CORCORAN PREMIER REALTY.

Home For Sale $3,150,000

Reduced By $100,000

Elegant two-story home with stone accents, a three-car garage, and a large driveway at 4205 Clarice Ct, Windermere, FL 34786
View Details 55 Photos
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 63 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 $1,450,000

Charming single-Gathering home featuring a well-manicured lawn, mature trees, and an attached two-car garage at 11537 Claymont Cir, Windermere, FL 34786
View Details 47 Photos
Inviting backyard pool and spa area, perfect for relaxation and entertaining with a fenced yard at 11537 Claymont Cir, Windermere, FL 34786
Modern kitchen featuring stainless steel appliances, gray cabinets, quartz countertops, and pendant lighting at 11537 Claymont Cir, Windermere, FL 34786
Bright and airy kitchen with gray cabinets, quartz countertops, stainless appliances, and breakfast bar seating at 11537 Claymont Cir, Windermere, FL 34786
On Market For 63 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3164

  • Year Built

    2002

  • $/SqFt

    $458

Keenes Pointe - Don't miss this opportunity to live in one of Windermere’s most sought-after communities—schedule your showing today! STOCKWORTH REALTY GROUP.

Pended $3,000,000

Stunning aerial view of a luxurious waterfront community with beautiful homes and lush greenery at 8336 Boyla Ct, Windermere, FL 34786
View Details 100 Photos
Beautiful home featuring a circular driveway, lush landscaping, and an attached three-car garage at 8336 Boyla Ct, Windermere, FL 34786
Beautiful home featuring a circular driveway, lush landscaping, and an attached three-car garage at 8336 Boyla Ct, Windermere, FL 34786
Beautiful home featuring a circular driveway, lush landscaping, and an attached three-car garage at 8336 Boyla Ct, Windermere, FL 34786
On Market For 63 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5905

  • Year Built

    2003

  • $/SqFt

    $508

Keenes Pointe - Be sure to click on the virtual tour links. THE SIMON SIMAAN GROUP.

Home For Sale $1,495,000

Reduced By $130,000

Charming home with lush landscaping, a welcoming entrance and a cozy, inviting atmosphere at 2931 Sunbittern Ct, Windermere, FL 34786
View Details 52 Photos
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 64 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4018

  • Year Built

    1985

  • $/SqFt

    $372

Butler Bay - With extensive upgrades, a flexible layout, and a prime location, this home is truly a rare find in Windermere. KELLER WILLIAMS CLASSIC.

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