283 Results

View 283 Windermere Florida Homes for Sale

Pended $1,027,000

Detailed floor plan of a home featuring a spacious Gathering room, kitchen, and Primary suite at 14371 Crest Palm Ave, Windermere, FL 34786
Upstairs floor plan shows a bonus room, optional suite, and additional bedroom with walk-in closet at 14371 Crest Palm Ave, Windermere, FL 34786
On Market For 41 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3100

  • Year Built

    2025

  • $/SqFt

    $331

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

Home For Sale $4,899,000

Beautiful Mediterranean-style home with a brick driveway, a fountain and manicured landscaping in the front yard at 225 Magnolia St, Windermere, FL 34786
Elegant home featuring a stone fountain, manicured landscaping, and a double-door entryway with stone accents at 225 Magnolia St, Windermere, FL 34786
Expansive Mediterranean-style home with a brick driveway, porte-cochere, and lush landscaping at 225 Magnolia St, Windermere, FL 34786
On Market For 43 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

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 43 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

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 43 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.

Pended $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
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 40 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

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 44 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 $794,000

Reduced By $5,000

Inviting single-story home with brick driveway, well-kept lawn, and a convenient two-car garage at 6799 Helmsley Cir, Windermere, FL 34786
Cozy front porch featuring outdoor seating, a bench, and an inviting entrance with a red door at 6799 Helmsley Cir, Windermere, FL 34786
Bright foyer with wood floors and a modern white door with glass panes, offering a welcoming entrance at 6799 Helmsley Cir, Windermere, FL 34786
On Market For 44 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 $4,495,000

An entertainer's backyard featuring a covered patio with a built-in grill and a private swimming pool at 801 W 2Nd Ave, Windermere, FL 34786
Bright living room with modern fireplace, hardwood flooring and a decorative accent wall at 801 W 2Nd Ave, Windermere, FL 34786
Deluxe home theater with premium seating, a projector, and an illuminated bar top at 801 W 2Nd Ave, Windermere, FL 34786
On Market For 33 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 $2,995,000

Reduced By $155,000

Aerial view of a beautiful waterfront home featuring a metal roof and well-manicured landscaping at 5243 W Lake Butler Rd, Windermere, FL 34786
Charming two-story home with a well-maintained lawn and mature landscaping at 5243 W Lake Butler Rd, Windermere, FL 34786
Aerial view of a beautiful waterfront home featuring a metal roof and manicured landscaping at 5243 W Lake Butler Rd, Windermere, FL 34786
On Market For 46 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
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 42 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

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 48 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    6601

  • Year Built

    2014

  • $/SqFt

    $329

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

Pended $1,027,583

Detailed floor plan showcasing the layout of the lower level of the home, including dimensions and room locations at 14347 Crest Palm Ave, Windermere, FL 34786
Upstairs floor plan showcases bonus and bedroom, including dimensions and room locations at 14347 Crest Palm Ave, Windermere, FL 34786
On Market For 47 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3100

  • Year Built

    2025

  • $/SqFt

    $331

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

Pended $770,000

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 18 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

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 50 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

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

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3650

  • Year Built

    1987

  • $/SqFt

    $397

Butler Bay - Seller may provide closing concessions. Schedule your private tour today! BOARDWALK REALTY, LLC.

Pended $929,900

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 34 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.

Home For Sale $2,599,000

Reduced By $51,000

This backyard features a sparkling pool and spa, surrounded by lush greenery and a patio area at 409 W 2Nd Ave, Windermere, FL 34786
A scenic aerial view highlighting the property's location and surrounding landscape at 409 W 2Nd Ave, Windermere, FL 34786
Bright, spacious living room with tall windows, tile floors, and open staircase at 409 W 2Nd Ave, Windermere, FL 34786
On Market For 49 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4688

  • Year Built

    1995

  • $/SqFt

    $554

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

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 50 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3483

  • Year Built

    2005

  • $/SqFt

    $429

Keenes Pointe - KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $3,247,500

Reduced By $2,500

A spacious home features a well-manicured lawn and side-entry garage, surrounded by lush landscaping at 6030 Greatwater Dr, Windermere, FL 34786
Beautiful backyard pool and hot tub with lounge chairs and serene landscaping at 6030 Greatwater Dr, Windermere, FL 34786
A bright dining room features a glass table, seating for eight, dark wood floors, and an elegant chandelier at 6030 Greatwater Dr, Windermere, FL 34786
On Market For 51 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 $1,199,000

Reduced By $50,000

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 51 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2838

  • Year Built

    1999

  • $/SqFt

    $422

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

Home For Sale $20,000,000

Elegant home features a circular driveway with a fountain, lush landscaping, and Mediterranean architecture at 11900 Lake Butler Blvd, Windermere, FL 34786
Expansive waterfront property with a luxurious home, boat house, lush lawns, and a private canal at 11900 Lake Butler Blvd, Windermere, FL 34786
Relaxing poolside view with palm trees and serene lake views during a colorful sunset at 11900 Lake Butler Blvd, Windermere, FL 34786
On Market For 52 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

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 52 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

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 52 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

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 15 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 $618,000

Reduced By $35,000

Bright living room with high ceilings, decorative chandelier, and elegant wainscoting detail at 13422 Exbury Ln, Windermere, FL 34786
Bright foyer with high ceilings, decorative chandelier, staircase and elegant wainscoting detail at 13422 Exbury Ln, Windermere, FL 34786
Spacious room with high ceilings and multiple windows, featuring modern flooring and ample natural light at 13422 Exbury Ln, Windermere, FL 34786
On Market For 53 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2745

  • Year Built

    2005

  • $/SqFt

    $225

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

Home For Sale $535,999

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 53 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

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 55 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

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
*POTENTIAL GREAT VALUE
On Market For 54 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

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 54 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

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 54 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 $1,595,000

Reduced By $30,000

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 55 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4018

  • Year Built

    1985

  • $/SqFt

    $397

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 $1,122,346

Detailed first floor plan showcasing the layout of the bedrooms, bathrooms, kitchen, living spaces, and garage at 14378 Crest Palm Ave, Windermere, FL 34786
Detailed second floor plan showcasing the layout of the bedrooms, bathrooms, bonus room, and kitchen at 14378 Crest Palm Ave, Windermere, FL 34786
Community map showcasing the layout of the lots, streets, ponds, and amenities within the neighborhood at 14378 Crest Palm Ave, Windermere, FL 34786
On Market For 54 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4222

  • Year Built

    2025

  • $/SqFt

    $266

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

Pended $849,000

Reduced By $30,000

Charming home featuring a well-manicured lawn, mature trees, and beautiful landscaping at 6244 Little Lake Sawyer Dr, Windermere, FL 34786
Elegant home with a three-car garage, brick driveway, lush lawn, and meticulously maintained landscaping at 6244 Little Lake Sawyer Dr, Windermere, FL 34786
Inviting front porch with stylish decor, including potted plants and comfortable seating at 6244 Little Lake Sawyer Dr, Windermere, FL 34786
On Market For 55 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3300

  • Year Built

    2002

  • $/SqFt

    $257

This home is also ideally situated with immediate proximity to Windermere Prep and only minutes from downtown Windermere, downtown Winter Garden, Walt Disney World and other world-famous attractions of Orlando. INDEPENDENCE REALTY LLC.

Home For Sale $650,000

Reduced By $25,000

A close-up of the home's front door with columns, hedges, and symmetrical window placement at 6613 Duncaster St, Windermere, FL 34786
Inviting front porch with white railings and columns offering shade and curb appeal at 6613 Duncaster St, Windermere, FL 34786
Open-concept living room boasts hardwood floors, modern lighting, and an arched entryway at 6613 Duncaster St, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 56 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3045

  • Year Built

    2005

  • $/SqFt

    $213

Hot Water Heater 2023. Downstairs AC 2022 UPSIDE REAL ESTATE INC.

Home For Sale $2,899,000

Charming single-story home with a red tile roof, attached garage, and a brick driveway at 6120 Payne Stewart Dr, Windermere, FL 34786
Inviting entryway featuring hardwood floors, a decorative table, and elegant wall decor at 6120 Payne Stewart Dr, Windermere, FL 34786
Welcoming entryway with hardwood floors, stylish decor, and a view of the front porch at 6120 Payne Stewart Dr, Windermere, FL 34786
On Market For 57 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3636

  • Year Built

    1987

  • $/SqFt

    $797

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

Home For Sale $1,899,500

Reduced By $50,500

Stunning home features lush landscaping, a terracotta roof, and circular drive with a fountain on a sprawling lot at 3130 Butler Bay N Dr, Windermere, FL 34786
Beautiful single-story home with lush landscaping, a brick driveway, and a tile roof, exuding curb appeal at 3130 Butler Bay N Dr, Windermere, FL 34786
Inviting entryway with a double-door entrance, brick steps, and stone-tiled driveway, offering a grand welcome at 3130 Butler Bay N Dr, Windermere, FL 34786
On Market For 57 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4490

  • Year Built

    1985

  • $/SqFt

    $423

Butler Bay - Please see embedded video link for complete walk-through tour. ADAIR REALTY INC.

Home For Sale $1,699,000

Reduced By $151,000

Beautiful Mediterranean-style home with red tile roof, white stucco walls, and landscaped front yard at 8437 Lake Burden Cir, Windermere, FL 34786
An aerial view of a Mediterranean-style home with a red tile roof surrounded by lush greenery at 8437 Lake Burden Cir, Windermere, FL 34786
Elegant foyer with tile flooring, arched doorways, and a decorative medallion inlay at 8437 Lake Burden Cir, Windermere, FL 34786
On Market For 57 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3797

  • Year Built

    2005

  • $/SqFt

    $447

Keenes Pointe - Keene's Pointe is more than a golf community. IT'S A LIFESTYLE. B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE.

Home For Sale $1,220,000

Reduced By $75,000

Serene bathroom featuring a modern standalone tub, glass block window, and dark wood vanity with stone countertops at 1613 Glenwick Dr, Windermere, FL 34786
Bright kitchen with white cabinets, stainless steel appliances, granite countertops, and an adjacent dining area at 1613 Glenwick Dr, Windermere, FL 34786
Home office showcasing custom built-in bookshelves, a classic desk, and neutral carpet flooring at 1613 Glenwick Dr, Windermere, FL 34786
On Market For 57 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3958

  • Year Built

    2002

  • $/SqFt

    $308

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

Pended $1,125,000

Reduced By $125,000

Aerial view of a house with a private pool and a red tile roof surrounded by lush landscaping at 12820 Butler Bay Ct, Windermere, FL 34786
A luxurious pool with a waterfall feature, surrounded by tropical landscaping, offering a private oasis at 12820 Butler Bay Ct, Windermere, FL 34786
Front entrance with an arched portico, gray door, manicured landscaping, and a red tile roof at 12820 Butler Bay Ct, Windermere, FL 34786
On Market For 35 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4127

  • Year Built

    1989

  • $/SqFt

    $273

Butler Bay - Don't miss this incredible opportunity—schedule your private showing today! RE/MAX 200 REALTY.

Pended $509,000

Reduced By $16,000

Inviting covered front porch with white railings, providing a charming outdoor space to relax at 8321 Bryce Canyon Ave, Windermere, FL 34786
A cozy and inviting covered front porch with white columns, rug, and gray trim around the windows at 8321 Bryce Canyon Ave, Windermere, FL 34786
Bright foyer with light wood floors, complemented by a adjacent bathroom and modern gray sofa near the window at 8321 Bryce Canyon Ave, Windermere, FL 34786
On Market For 44 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1891

  • Year Built

    2016

  • $/SqFt

    $269

Don’t miss out on this incredible opportunity—schedule your private showing today! FLORIDA CONNEXION PROPERTIES.

Home For Sale $1,949,900

Reduced By $148,100

A warm-toned home with a tile roof, lush landscaping, and a spacious front yard viewed from the sidewalk at 12860 Jacob Grace Ct, Windermere, FL 34786
Inviting front entrance featuring double doors, brick archway, and manicured bushes flanking the walkway at 12860 Jacob Grace Ct, Windermere, FL 34786
Elegant sitting room with a grand piano, large arched window, and stylish decor at 12860 Jacob Grace Ct, Windermere, FL 34786
On Market For 60 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5844

  • Year Built

    2004

  • $/SqFt

    $334

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

Pended $995,000

Charming two-story home with a spacious porch and a bright blue front door at 9332 Windy Ridge Rd, Windermere, FL 34786
Inviting two-story home with a large wraparound porch, perfect for relaxing outdoors at 9332 Windy Ridge Rd, Windermere, FL 34786
Traditional home featuring a wraparound porch and a detached garage with mature trees at 9332 Windy Ridge Rd, Windermere, FL 34786
On Market For 14 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2892

  • Year Built

    1985

  • $/SqFt

    $344

Enjoy peace of mind with new HVAC units and a roof installed in 2023, ensuring comfort and energy efficiency for years to come. CORCORAN PREMIER REALTY.

Pended $3,999,999

A luxurious home boasts a circular driveway and classic architectural design with warm inviting lights at 11306 Bridge House Rd, Windermere, FL 34786
Luxury home boasts manicured bushes, a circular driveway, and warm lighting accentuating the facade at 11306 Bridge House Rd, Windermere, FL 34786
Elegant home features mature trees, manicured lawns, and a paved driveway in a lush, daytime setting at 11306 Bridge House Rd, Windermere, FL 34786
On Market For 61 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    6742

  • Year Built

    2007

  • $/SqFt

    $593

Reserve At Lake Butler Sound - Additionally, residents enjoy exclusive access to a private back gate, providing a short walk to Windermere Preparatory School—ranked by Niche as the top private high school in Orlando and Orange County for 2025. LAKESIDE REALTY WINDERMERE INC.

Home For Sale $2,225,000

Reduced By $73,900

Grand entrance featuring arched doorways and manicured landscaping, creating an inviting approach at 1404 Kelso Blvd, Windermere, FL 34786
Covered outdoor living space with pool, seating, ceiling fans, and seamless access to the home's interior at 1404 Kelso Blvd, Windermere, FL 34786
Inviting pool and patio area with an outdoor dining table, seating and seamless transition from indoor living at 1404 Kelso Blvd, Windermere, FL 34786
On Market For 54 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4197

  • Year Built

    1980

  • $/SqFt

    $530

Kelso On Lake Butler - Enjoy the Disney Fireworks glistening over Lake Cypress Each night! EXP REALTY LLC.

Home For Sale $559,000

Reduced By $26,000

Inviting covered front porch with stone accents, lush plants, and seating area for relaxing at 12824 Penshurst Ln, Windermere, FL 34786
Cozy covered porch with outdoor seating, creating a welcoming entrance to the home at 12824 Penshurst Ln, Windermere, FL 34786
Bright hallway featuring tiled flooring and decor, leading to various areas of the house at 12824 Penshurst Ln, Windermere, FL 34786
On Market For 63 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2230

  • Year Built

    2004

  • $/SqFt

    $251

The community offers tennis courts, a playground, and a community pool, and is conveniently located near theme parks, shopping centers, restaurants, and major highways. Schedule your private showing today! KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $3,700,000

Beautifully landscaped luxury home with a circular driveway, tile roof and lush tropical foliage, located near a picturesque lake at 13305 Bellaria Cir, Windermere, FL 34786
Elegant white home with arched windows, a tile roof, and a beautifully manicured lawn with a black luxury car at 13305 Bellaria Cir, Windermere, FL 34786
Beautifully landscaped home with lush greenery, arched windows and a black luxury car parked on the paved driveway at 13305 Bellaria Cir, Windermere, FL 34786
On Market For 63 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6930

  • Year Built

    2014

  • $/SqFt

    $534

Minutes from world-class golf, fine dining and luxury shopping. Schedule your private tour today! PREMIER SOTHEBYS INT'L REALTY.

Home For Sale $685,000

Reduced By $35,000

Spacious living room featuring gleaming hardwood floors and modern recessed lighting at 13413 Zori Ln, Windermere, FL 34786
Open-concept living area showcasing tile flooring and seamless flow into the kitchen at 13413 Zori Ln, Windermere, FL 34786
Well-equipped kitchen with stainless steel appliances and granite countertops at 13413 Zori Ln, Windermere, FL 34786
On Market For 62 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2830

  • Year Built

    2003

  • $/SqFt

    $242

Providence - Easy access to HWY 429, Turnpike, 408. ORLANDO SUNSHINE REALTY.

Pended $1,700,000

Reduced By $200,000

Detailed view of the home's entry showing a brick walkway and stately architectural features at 3414 Cocard Ct, Windermere, FL 34786
Expansive front lawn and curved driveway leading up to the house at 3414 Cocard Ct, Windermere, FL 34786
Aerial view of the property showcasing its landscaping within a picturesque neighborhood at 3414 Cocard Ct, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 63 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    6098

  • Year Built

    1998

  • $/SqFt

    $279

Chaine Du Lac - Don't miss this rare opportunity to own a piece of luxury in Windermere, FL. RUSSU REALTY & ASSOCIATES PA.

Pended $3,590,000

*POTENTIAL GREAT VALUE
On Market For 66 Days
  • Bedrooms

    8

  • Full Bath(s)

    7

  • Sq. Ft.

    8203

  • Year Built

    2017

  • $/SqFt

    $438

Too many features to mention in this beautiful home. JWJ REALTY LLC.

Home For Sale $3,200,000

Inviting single-story home featuring a brick driveway and lush landscaping at 5138 Fairway Oaks Dr, Windermere, FL 34786
Bright living room with fireplace, neutral furniture, and views of the pool at 5138 Fairway Oaks Dr, Windermere, FL 34786
Sun-drenched breakfast nook with a desk and island seating at 5138 Fairway Oaks Dr, Windermere, FL 34786
On Market For 66 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4330

  • Year Built

    1994

  • $/SqFt

    $739

Isleworth Golf and Country Club, which is located within the community, offers various membership opportunities and is recognized as one of the Top 100 Platinum Clubs of the World. STOCKWORTH REALTY GROUP.

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Call to Schedule a Showing

(386) 801-5417

(386) 801-5417