277 Results

34786 Homes For Sale & 34786 FL Real Estate

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 2 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.

Home For Sale $1,550,000

Beautiful one story home featuring a well manicured lawn, stone accents, and decorative palm trees at 6110 Keenes Pointe Dr, Windermere, FL 34786
View Details 100 Photos
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 3 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

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 4 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

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 4 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

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 4 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 $815,000

Two-story home with a manicured lawn, two car garage and brick driveway at 13106 Orange Isle Dr, Windermere, FL 34786
View Details 48 Photos
Charming two-story home featuring a front porch and a two-car garage with driveway at 13106 Orange Isle Dr, Windermere, FL 34786
Charming two-story home featuring a front porch and a two-car garage with driveway at 13106 Orange Isle Dr, Windermere, FL 34786
Side view of a two-story home with an expansive green lawn and partial water view at 13106 Orange Isle Dr, Windermere, FL 34786
On Market For 5 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3312

  • Year Built

    2022

  • $/SqFt

    $246

This feature creates a magical atmosphere and makes every evening a celebration. FLORIDA CONNEXION PROPERTIES.

Home For Sale $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 5 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    5365

  • Year Built

    1985

  • $/SqFt

    $652

Butler Bay - 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 $1,100,000

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 5 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3080

  • Year Built

    2002

  • $/SqFt

    $357

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

Home For Sale $645,000

Charming single-story home with a covered front porch, columns, and manicured lawn at 6610 Helston Ln, Windermere, FL 34786
View Details 66 Photos
Charming single-story home with a covered front porch, columns, and manicured lawn at 6610 Helston Ln, Windermere, FL 34786
Charming single-story home with a covered front porch, columns, and manicured lawn at 6610 Helston Ln, Windermere, FL 34786
Inviting front porch with a turquoise door and space for seating at 6610 Helston Ln, Windermere, FL 34786
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2786

  • Year Built

    2005

  • $/SqFt

    $232

Convenient access to Hwy 429, Disney, Winter Garden Village, and Downtown Windermere. LPT REALTY, LLC.

Home For Sale $459,000

Charming tan two-story townhome with manicured lawn and covered front porch at 5892 Soter Ln, Windermere, FL 34786
View Details 56 Photos
Tan two-story townhome with a sidewalk and blue sky on a sunny day at 5892 Soter Ln, Windermere, FL 34786
Charming tan two-story townhome with landscaped yard and brick walkway at 5892 Soter Ln, Windermere, FL 34786
Attractive two-story townhome with covered entry, beautiful landscaping, and shutters at 5892 Soter Ln, Windermere, FL 34786
On Market For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2001

  • Year Built

    2019

  • $/SqFt

    $229

Vineyards Horizons West - Located near, shopping, dining, and major roadways, this townhome is an excellent opportunity for anyone looking to enjoy the Windermere lifestyle. Schedule your showing today! SERHANT.

Home For Sale $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 6 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 $540,000

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 6 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2063

  • Year Built

    2014

  • $/SqFt

    $262

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 6 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 8 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 8 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.

Home For Sale $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 8 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 $1,999,900

Reduced By $18,000,000

Elegant home with a three-car garage, paver driveway, manicured landscaping, and a tile roof set against a beautiful sunset sky at 11954 Provincial Way, Windermere, FL 34786
View Details 100 Photos
Elegant home with a three-car garage, paver driveway, manicured landscaping, and a tile roof set against a beautiful sunset sky at 11954 Provincial Way, Windermere, FL 34786
Spacious home with a three-car garage, beautiful landscaping, a paver driveway, and a tile roof at 11954 Provincial Way, Windermere, FL 34786
Elegant home with a three-car garage, paver driveway, manicured landscaping, and a tile roof at 11954 Provincial Way, Windermere, FL 34786
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4800

  • Year Built

    2005

  • $/SqFt

    $417

Reserve At Belmere - The “Reserve at Belmere” is a conveniently located Windermere 24 hour guarded-gated community with clubhouse, fitness center, basketball, tennis, and sand volleyball courts, playground and community gazebo where you can enjoy breathtaking sunsets. COLDWELL BANKER REALTY.

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 9 Days

  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4457

  • Year Built

    2013

  • $/SqFt

    $269

This extraordinary home is not to be missed—a must-see opportunity! ORLANDO ADVANTAGE REALTY INC.

Home For Sale $799,000

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 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2876

  • Year Built

    2011

  • $/SqFt

    $278

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

Pended $4,495,000

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 11 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    5639

  • Year Built

    2008

  • $/SqFt

    $797

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 $3,150,000

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 10 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3255

  • Year Built

    1996

  • $/SqFt

    $968

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

Home For Sale $1,050,000

Charming home with a well-manicured lawn and stone accents beneath a large, shady tree at 9548 Crown Prince Ln, Windermere, FL 34786
View Details 50 Photos
Stunning home with a circular driveway, lush landscaping and stone accents at 9548 Crown Prince Ln, Windermere, FL 34786
Wide driveway leading to a house with beautiful landscaping and garage access at 9548 Crown Prince Ln, Windermere, FL 34786
A spacious three-car garage is featured alongside a patterned brick driveway and lush landscaping at 9548 Crown Prince Ln, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 12 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3997

  • Year Built

    1999

  • $/SqFt

    $263

Located in the desirable Windsor Hill community, residents enjoy amenities such as tennis courts and a playground, enhancing the neighborhood’s appeal.Don’t miss your chance to create something truly special in this highly sought-after community. Schedule your private tour today! COLEDEV REAL ESTATE LLC.

Home For Sale $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 11 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

Stately two-story home with balconies, brick driveway, manicured landscaping, and fountain at 1984 Windermere Rd, Windermere, FL 34786
View Details 54 Photos
Aerial view showcasing the property's expansive lot and proximity to a large lake at 1984 Windermere Rd, Windermere, FL 34786
Wide aerial showcasing the property's layout, including pool, patio and proximity to the road 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 13 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 12 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 $770,000

An aerial view showcases this home's lush, green surroundings and charming exterior at 9272 Gotha Rd, Windermere, FL 34786
View Details 53 Photos
Aerial view highlighting the home, large yard, outbuilding and proximity to a lake at 9272 Gotha Rd, Windermere, FL 34786
Overhead angle of this home showing a large lot, two-car garage, and neutral exterior at 9272 Gotha Rd, Windermere, FL 34786
Aerial view showing the home, detached garage, circular driveway, and mature trees at 9272 Gotha Rd, Windermere, FL 34786
On Market For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1886

  • Year Built

    1988

  • $/SqFt

    $408

Gotha - Don’t miss this incredible opportunity—your dream estate awaits RE/MAX PRIME PROPERTIES.

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 15 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.

Home For Sale $1,595,000

View of the home down the brick driveway, framed by mature trees and lush landscaping, set against a clear blue sky at 3326 Butler Bay N Dr, Windermere, FL 34786
View Details 45 Photos
Enclosed pool area featuring a pool and jacuzzi, with an impressive spiraling staircase that adds a striking visual element at 3326 Butler Bay N Dr, Windermere, FL 34786
Stunning home featuring a blue tile roof and a meticulously landscaped front yard with an expansive brick driveway at 3326 Butler Bay N Dr, Windermere, FL 34786
Aerial perspective showcasing the estate's rear, featuring a pool, screened enclosure, and adjacent tennis court at 3326 Butler Bay N Dr, Windermere, FL 34786
On Market For 14 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3650

  • Year Built

    1987

  • $/SqFt

    $437

Butler Bay - Schedule your private tour today—before it’s gone yesterday! 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 11 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 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.

Home For Sale $2,650,000

Modern white home features a striking architectural design, beautiful landscaping, and a circular driveway at 409 W 2Nd Ave, Windermere, FL 34786
View Details 57 Photos
Expansive aerial view of a luxury home with a private pool surrounded by lush landscaping and mature trees at 409 W 2Nd Ave, Windermere, FL 34786
Resort style pool and backyard oasis with jacuzzi and floor-to-ceiling windows overlooking the outdoor space at 409 W 2Nd Ave, Windermere, FL 34786
Bright, spacious living room with tall windows, tile floors, and open staircase at 409 W 2Nd Ave, Windermere, FL 34786
On Market For 15 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4688

  • Year Built

    1995

  • $/SqFt

    $565

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

Home For Sale $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 15 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3483

  • Year Built

    2005

  • $/SqFt

    $429

Keenes Pointe - KELLER WILLIAMS REALTY AT THE PARKS.

Pended $1,350,000

Elegant home featuring lush landscaping, a paver driveway, and a tile roof, showcasing curb appeal at 6424 Cartmel Ln, Windermere, FL 34786
View Details 69 Photos
A brick entrance sign welcomes you to Lake Butler Sound with colorful flowers and lush greenery at 6424 Cartmel Ln, Windermere, FL 34786
The entrance to Lake Butler Sound is beautifully landscaped and features a charming gatehouse at 6424 Cartmel Ln, Windermere, FL 34786
Elegant home with manicured front yard, tile roof, and paver driveway, presenting a luxurious curb appeal at 6424 Cartmel Ln, Windermere, FL 34786
On Market For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3211

  • Year Built

    2004

  • $/SqFt

    $420

This home is an absolute DO-NOT-MISS-MUST-SEE! WATSON REALTY CORP.

Home For Sale $3,248,000

Reduced By $2,000

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 16 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 $1,249,000

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 16 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2838

  • Year Built

    1999

  • $/SqFt

    $440

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

Pended $950,000

An aerial view showcases a home with mature landscaping and a serene lake backdrop at 400 W 2Nd Ave, Windermere, FL 34786
View Details 37 Photos
Charming single-story home with a well-manicured lawn, lush landscaping and a tile roof at 400 W 2Nd Ave, Windermere, FL 34786
An aerial view that shows a beautiful neighborhood with mature trees and lake access at 400 W 2Nd Ave, Windermere, FL 34786
Spacious living room with wood floors, a large window, fireplace and traditional furnishings at 400 W 2Nd Ave, Windermere, FL 34786
On Market For 11 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2346

  • Year Built

    1986

  • $/SqFt

    $405

Don’t miss out—schedule your showing today! UPSIDE REAL ESTATE INC.

Pended $782,000

Charming single-Gathering home featuring a well-manicured lawn, a red front door, and a brick driveway and walkway at 6232 Talaria Dr, Windermere, FL 34786
View Details 56 Photos
Beautiful two-story house with a three car garage, brick driveway, well kept lawn, and attractive landscaping at 6232 Talaria Dr, Windermere, FL 34786
An inviting screened-in pool with brick pavers, providing a private and refreshing outdoor space at 6232 Talaria Dr, Windermere, FL 34786
Spacious living room with tile flooring, a large sofa, and sliding doors to the outdoors at 6232 Talaria Dr, Windermere, FL 34786
On Market For 16 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3387

  • Year Built

    2004

  • $/SqFt

    $231

Community offers a pool, playground, gazebo, and walking trails, all within minute from Walt Disney World, Hamlin Grove, and Fowlers Grove. CENTURY 21 CARIOTI.

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 17 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.

Home For Sale $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 17 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 $554,900

Charming single-story home featuring a well-maintained lawn, covered entry, and two-car garage at 4852 Blue Major Dr, Windermere, FL 34786
View Details 58 Photos
Large backyard featuring mature trees, a well-maintained lawn, and a white vinyl fence at 4852 Blue Major Dr, Windermere, FL 34786
View of the expansive backyard featuring white vinyl fence from covered patio at 4852 Blue Major Dr, Windermere, FL 34786
Spacious backyard featuring mature trees, a well-maintained lawn, and a white vinyl fence at 4852 Blue Major Dr, Windermere, FL 34786
On Market For 14 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2083

  • Year Built

    2005

  • $/SqFt

    $266

Come see your new home today! PHYLLIS KENT REAL ESTATE LLC.

Home For Sale $1,399,999

Charming traditional-style home featuring a well-manicured lawn and a welcoming front entrance with decorative windows at 2515 Ridgewind Way, Windermere, FL 34786
View Details 64 Photos
Bright living room with hardwood floors and fireplace at 2515 Ridgewind Way, Windermere, FL 34786
Open-concept living room with hardwood floors and recessed lighting at 2515 Ridgewind Way, Windermere, FL 34786
Inviting living room with neutral decor and access to the pool at 2515 Ridgewind Way, Windermere, FL 34786
On Market For 16 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3400

  • Year Built

    2000

  • $/SqFt

    $412

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 14 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..

Pended $875,000

Charming one-story home featuring a beautifully landscaped yard, vibrant green lawn and a pristine white stucco exterior at 2544 Carter Grove Cir, Windermere, FL 34786
View Details 46 Photos
Charming single-story home with a well-manicured lawn, mature palm trees and manicured shrubs adding to its curb appeal at 2544 Carter Grove Cir, Windermere, FL 34786
This exterior view captures the home's side facade, showcasing its architectural style and meticulous landscaping at 2544 Carter Grove Cir, Windermere, FL 34786
Beautiful one-story home with a lush green lawn, mature trees, manicured shrubs and mulch beds framing the residence at 2544 Carter Grove Cir, Windermere, FL 34786
On Market For 17 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2802

  • Year Built

    1997

  • $/SqFt

    $312

Manors At Butler Bay - Don’t miss this rare opportunity to own a home of this caliber in the sought-after Manors at Lake Butler. RE/MAX PRIME PROPERTIES.

Home For Sale $653,000

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
On Market For 18 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2745

  • Year Built

    2005

  • $/SqFt

    $238

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 17 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 20 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 $3,250,000

Stunning home showcasing the spacious driveway and meticulous landscaping at 4205 Clarice Ct, Windermere, FL 34786
View Details 56 Photos
Grand foyer featuring a modern light fixture and marble floors at 4205 Clarice Ct, Windermere, FL 34786
Elegant entryway with modern doors and a glimpse of the dining area at 4205 Clarice Ct, Windermere, FL 34786
Foyer boasts a modern chandelier and views into adjacent rooms at 4205 Clarice Ct, Windermere, FL 34786
On Market For 19 Days

  • Bedrooms

    7

  • Full Bath(s)

    8

  • Sq. Ft.

    7042

  • Year Built

    2006

  • $/SqFt

    $462

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 19 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.

Home For Sale $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 20 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 $1,625,000

Charming single-story home with a well-manicured lawn and lush landscaping creating excellent curb appeal at 2931 Sunbittern Ct, Windermere, FL 34786
View Details 72 Photos
Beautifully landscaped single story house with a well maintained lawn and mature trees providing ample shade at 2931 Sunbittern Ct, Windermere, FL 34786
Charming exterior view of house at dusk with lush landscaping and a warm, inviting glow 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 20 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4018

  • Year Built

    1985

  • $/SqFt

    $404

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

Pended $1,299,000

Charming home with a well manicured lawn, a stone accent, and three car garage under a vibrant sky at 1403 Lake Whitney Dr, Windermere, FL 34786
View Details 47 Photos
Beautiful home with a lush front lawn, a stately stone facade, and a convenient three-car garage at 1403 Lake Whitney Dr, Windermere, FL 34786
Beautiful two-story home with a three-car garage, nice landscaping and driveway at 1403 Lake Whitney Dr, Windermere, FL 34786
Inviting front entrance with decorative stone pillars, tiled steps, and elegant door at 1403 Lake Whitney Dr, Windermere, FL 34786
On Market For 20 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4041

  • Year Built

    2004

  • $/SqFt

    $321

Reserve At Belmere - Move-in ready, this is an opportunity you won’t want to miss! Schedule your private tour today! ALLIANCE REAL ESTATE GROUP.

Viewing HOMES 1 to 50 of 277

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 407-278-2057 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$535,782
$442,500
126
1.6%
50.0%
86

Apopka
$524,597
$460,000
542
1.3%
49.8%
91

Belle Isle
$824,571
$639,996
26
0.0%
46.2%
66

Casselberry
$460,703
$439,950
90
2.2%
50.0%
71

Celebration
$1,377,568
$1,127,000
52
0.0%
44.2%
112

Champions Gate
$682,831
$687,495
22
0.0%
50.0%
252

Chuluota
$841,246
$679,900
26
0.0%
42.3%
41

Clermont
$577,627
$499,000
703
0.9%
50.5%
84

Gotha
$985,746
$637,445
14
0.0%
35.7%
56

Groveland
$485,281
$412,490
254
0.8%
50.8%
84

Harmony
$445,187
$423,400
71
0.0%
28.2%
81

Kissimmee
$517,509
$442,950
2380
1.6%
48.0%
104

Longwood
$776,758
$575,000
193
1.6%
49.2%
77

Maitland
$841,256
$624,000
75
2.7%
49.3%
92

Minneola
$561,416
$535,000
130
0.8%
40.0%
95

Montverde
$1,517,739
$1,112,124
57
0.0%
40.4%
128

Ocoee
$525,970
$465,000
181
1.7%
58.0%
82

Orlando
$685,108
$495,000
2853
1.6%
48.0%
81

Oviedo
$727,043
$649,450
186
1.1%
43.0%
80

Poinciana
$328,972
$314,990
260
0.4%
60.4%
131

Reunion
$1,823,494
$1,175,000
107
0.9%
49.5%
161

Saint Cloud
$565,975
$469,990
501
1.2%
73.7%
166

Sanford
$523,853
$415,000
379
1.1%
55.1%
100

Sorrento
$617,759
$479,990
109
0.9%
61.5%
88

Winter Garden
$861,807
$699,999
606
0.5%
51.3%
86

Winter Park
$1,277,778
$729,900
287
0.3%
44.9%
81

Winter Springs
$564,731
$472,000
116
0.0%
47.4%
78

EasyStreet

Call to Schedule a Showing

(407) 278-2057

(407) 278-2057