EasyStreet Realty
REALTOR ®
(407) 485-1814
Email Sherri
mobile navigation links
287 Results

View 287 Windermere Florida Homes for Sale

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 67 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 52 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 $784,000

Reduced By $15,000

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 69 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2876

  • Year Built

    2011

  • $/SqFt

    $273

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

Pended $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 57 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 $2,750,000

Reduced By $400,000

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 70 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3255

  • Year Built

    1996

  • $/SqFt

    $845

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 66 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 60 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 72 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 71 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3100

  • Year Built

    2025

  • $/SqFt

    $331

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

Pended $1,450,000

Reduced By $145,000

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 52 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3650

  • Year Built

    1987

  • $/SqFt

    $397

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

Home For Sale $2,499,000

Reduced By $151,000

Stunning modern home with unique architectural details, mature landscaping and a circular driveway at 409 W 2Nd Ave, Windermere, FL 34786
View Details 55 Photos
This backyard features a sparkling pool and spa, surrounded by lush greenery and a patio area at 409 W 2Nd Ave, Windermere, FL 34786
A scenic aerial view highlighting the property's location and surrounding landscape at 409 W 2Nd Ave, Windermere, FL 34786
Bright kitchen features a large center island, modern appliances, and plenty of cabinet space at 409 W 2Nd Ave, Windermere, FL 34786
On Market For 71 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4688

  • Year Built

    1995

  • $/SqFt

    $533

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

Pended $1,495,000

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 57 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 75 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 $1,180,000

Reduced By $69,000

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 75 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2838

  • Year Built

    1999

  • $/SqFt

    $416

Ideally located near top-rated public & private schools, premier shopping and dining, major expressways, and just minutes to Walt Disney World. Schedule your private tour today! 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 76 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 76 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 $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 39 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 77 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 $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
*POTENTIAL GREAT VALUE
On Market For 78 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 78 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 $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 60 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 78 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4018

  • Year Built

    1985

  • $/SqFt

    $372

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

Pended $1,122,346

Charming one-story home with stone accents, well-manicured lawn, two-car garage, and covered front porch at 14378 Crest Palm Ave, Windermere, FL 34786
View Details 4 Photos
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 78 Days

  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4222

  • Year Built

    2025

  • $/SqFt

    $266

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

Home For Sale $2,799,000

Reduced By $100,000

Beautiful single-story home featuring a red tile roof, well-manicured lawn and a brick driveway at 6120 Payne Stewart Dr, Windermere, FL 34786
View Details 35 Photos
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 81 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3636

  • Year Built

    1987

  • $/SqFt

    $770

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

Home For Sale $1,699,000

Reduced By $151,000

Stunning home with lush landscaping, red tile roof and white stucco exterior at 8437 Lake Burden Cir, Windermere, FL 34786
View Details 49 Photos
Beautiful Mediterranean-style home with red tile roof, white stucco walls, and landscaped front yard at 8437 Lake Burden Cir, Windermere, FL 34786
Charming mediterranean home with arched entry, manicured lawn, and colorful flower beds at 8437 Lake Burden Cir, Windermere, FL 34786
Elegant foyer with tile flooring, arched doorways, and a decorative medallion inlay at 8437 Lake Burden Cir, Windermere, FL 34786
On Market For 81 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3797

  • Year Built

    2005

  • $/SqFt

    $447

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

Home For Sale $1,195,000

Reduced By $100,000

Stately home featuring a beautifully paved driveway, lush landscaping, and an inviting gated entrance at twilight at 1613 Glenwick Dr, Windermere, FL 34786
View Details 70 Photos
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 81 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3958

  • Year Built

    2002

  • $/SqFt

    $302

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

Pended $509,000

Reduced By $16,000

Charming two-story home featuring a manicured lawn and inviting front porch with a beautiful landscape at 8321 Bryce Canyon Ave, Windermere, FL 34786
View Details 40 Photos
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 41 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 $1,899,800

Reduced By $198,200

Charming single-story home featuring lush landscaping and a brick walkway leading to the front door at 12860 Jacob Grace Ct, Windermere, FL 34786
View Details 56 Photos
An aerial view of the property showcasing a private backyard with a screened pool and mature trees at 12860 Jacob Grace Ct, Windermere, FL 34786
Expansive backyard with a screened-in pool, lush lawn, mature trees, and a patio area at 12860 Jacob Grace Ct, Windermere, FL 34786
Elegant living room with a grand arched window, plush seating, and a beautiful piano at 12860 Jacob Grace Ct, Windermere, FL 34786
On Market For 84 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5844

  • Year Built

    2004

  • $/SqFt

    $325

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

Home For Sale $2,199,000

Reduced By $99,900

Stunning lakefront estate featuring a circular driveway and meticulously landscaped grounds at 1404 Kelso Blvd, Windermere, FL 34786
View Details 57 Photos
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 78 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4197

  • Year Built

    1980

  • $/SqFt

    $524

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

Charming single-Gathering home with a well-maintained lawn, mature landscaping, and a two-car garage at 12824 Penshurst Ln, Windermere, FL 34786
View Details 39 Photos
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 87 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

Stunning luxury home featuring a tile roof, manicured landscaping, and a circular driveway, set beside a tranquil lake at 13305 Bellaria Cir, Windermere, FL 34786
View Details 75 Photos
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 87 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

Charming home featuring a well-manicured lawn, brick driveway, and a two-car garage at 13413 Zori Ln, Windermere, FL 34786
View Details 8 Photos
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 87 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

Stunning two-story home boasting a terracotta roof, lush landscaping, and a circular driveway at 3414 Cocard Ct, Windermere, FL 34786
View Details 70 Photos
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 87 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

Stunning two-story home with a porte-cochere, lush landscaping, and a well-manicured lawn at 13643 Lake Cawood Dr, Windermere, FL 34786
View Details 1 Photo
*POTENTIAL GREAT VALUE
On Market For 90 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

Charming single-story home with lush landscaping and a brick pathway at 5138 Fairway Oaks Dr, Windermere, FL 34786
View Details 42 Photos
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 90 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.

Pended $1,499,900

Reduced By $50,100

Lovely single story home with lush front lawn and manicured landscaping at 12848 Jacob Grace Ct, Windermere, FL 34786
View Details 65 Photos
Aerial view of a beautiful home with a well-manicured lawn and a view of the lake at 12848 Jacob Grace Ct, Windermere, FL 34786
Beautiful in-ground pool with screened enclosure and lush landscaping at 12848 Jacob Grace Ct, Windermere, FL 34786
Bright living room with large windows, hardwood floors, and modern furniture at 12848 Jacob Grace Ct, Windermere, FL 34786
On Market For 76 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4079

  • Year Built

    2003

  • $/SqFt

    $368

Minutes to Charming Downtown Windermere and easy access to the 429. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $975,000

Reduced By $75,000

Charming single-story home with tile roof, well-manicured lawn and lush landscaping with a convenient two car garage at 11321 Ledgement Ln, Windermere, FL 34786
View Details 95 Photos
Charming single-story home with tile roof, well-manicured lawn and lush landscaping with a convenient two car garage at 11321 Ledgement Ln, Windermere, FL 34786
Inviting front entryway with double doors, decorative sidelights, and manicured landscaping at 11321 Ledgement Ln, Windermere, FL 34786
Elegant double front doors framed by decorative pillars and manicured landscaping at the entrance at 11321 Ledgement Ln, Windermere, FL 34786
On Market For 92 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3080

  • Year Built

    2002

  • $/SqFt

    $317

Don’t miss this incredible opportunity—schedule your private showing today! EXP REALTY LLC.

Home For Sale $845,000

Reduced By $30,000

Beautiful two-story home featuring a well-maintained lawn, attached two-car garage, and manicured landscaping at 8330 Vivaro Isle Way, Windermere, FL 34786
View Details 46 Photos
Charming two-story home showcases lush landscaping, a healthy mature palm tree, and well-maintained exterior at 8330 Vivaro Isle Way, Windermere, FL 34786
Lovely two-story home boasts a brick driveway, manicured lawn, attached two-car garage, and covered front porch at 8330 Vivaro Isle Way, Windermere, FL 34786
Inviting front porch featuring comfortable seating, stylish decor, a beautifully adorned front door, and brick flooring at 8330 Vivaro Isle Way, Windermere, FL 34786
On Market For 91 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3465

  • Year Built

    2018

  • $/SqFt

    $244

Don't miss the opportunity to make it yours! COLDWELL BANKER REALTY.

Pended $1,525,000

Reduced By $70,000

Stunning two-story home with a welcoming front porch, blue shutters, and professionally landscaped yard at 11402 Camden Loop Way, Windermere, FL 34786
View Details 64 Photos
Charming two-story home with a welcoming front porch and meticulously landscaped yard at dusk at 11402 Camden Loop Way, Windermere, FL 34786
Beautiful two-story home featuring a manicured lawn, a white picket fence, and mature landscaping at 11402 Camden Loop Way, Windermere, FL 34786
Inviting front porch with decorative plants, a brick walkway, and a stylish glass-paneled front door at 11402 Camden Loop Way, Windermere, FL 34786
On Market For 71 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3880

  • Year Built

    2005

  • $/SqFt

    $393

Don’t miss the opportunity to make this stunning property your forever home. Schedule a showing today! THE AGENCY ORLANDO.

Home For Sale $1,170,000

Reduced By $30,000

Beautiful home featuring a stone facade, 3-car garage, and a welcoming paver driveway at 11507 Center Lake Dr, Windermere, FL 34786
View Details 52 Photos
Beautiful backyard with putting green, screened patio and manicured landscaping at 11507 Center Lake Dr, Windermere, FL 34786
Charming entryway with stone accents, wood door, and a paver walkway for inviting curb appeal at 11507 Center Lake Dr, Windermere, FL 34786
Bright foyer with hardwood floors, staircase, and white trim and paneled doors at 11507 Center Lake Dr, Windermere, FL 34786
On Market For 91 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3766

  • Year Built

    2016

  • $/SqFt

    $311

Lake Burden South - Located in a prime area near Windermere Prep and other top schools, world-famous attractions, and convenient travel routes, this home offers both convenience and luxury. EXP REALTY LLC.

Home For Sale $1,150,000

Reduced By $100,000

Charming single-story home features lush landscaping, a well-manicured lawn and a welcoming front porch at 11474 Claymont Cir, Windermere, FL 34786
View Details 21 Photos
Inviting covered porch with white columns and railings offers a relaxing outdoor space at 11474 Claymont Cir, Windermere, FL 34786
Formal living room featuring neutral decor, plush seating, and a decorative mirror at 11474 Claymont Cir, Windermere, FL 34786
Cozy living room with laminate floors, a ceiling fan and built-in shelving at 11474 Claymont Cir, Windermere, FL 34786
On Market For 94 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3318

  • Year Built

    2001

  • $/SqFt

    $347

Keenes Pointe - This home is a must-see for anyone looking to enjoy luxury living in one of the most desirable neighborhoods Orlando has to offer. IRM INVEST., REAL EST.& MGMT..

Home For Sale $949,000

Charming two-story home with a three-car garage and beautifully landscaped front yard at 13413 Hopkinton Ct, Windermere, FL 34786
View Details 92 Photos
Spacious outdoor kitchen with a large patio, dining table, and stainless steel grill, perfect for entertaining guests at 13413 Hopkinton Ct, Windermere, FL 34786
Bright living room featuring a soaring ceiling, wood accent wall, modern fireplace, and an open staircase at 13413 Hopkinton Ct, Windermere, FL 34786
Stylish living room with a custom wooden entertainment center and electric fireplace at 13413 Hopkinton Ct, Windermere, FL 34786
On Market For 94 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2642

  • Year Built

    2005

  • $/SqFt

    $359

Make your move today and experience the wonder that awaits you! WRA BUSINESS & REAL ESTATE.

Home For Sale $1,850,000

Elegant home featuring a tile roof, arched entryway, three-car garage, landscaped front yard and brick paved driveway at 11856 Vinci Dr, Windermere, FL 34786
View Details 59 Photos
Elegant home featuring a tile roof, arched entryway, three-car garage, landscaped front yard and brick paved driveway at 11856 Vinci Dr, Windermere, FL 34786
Elegant home featuring a tile roof, arched entryway, three-car garage, landscaped front yard and brick paved driveway at 11856 Vinci Dr, Windermere, FL 34786
Elegant home featuring arched entryway, double front doors, manicured landscaping, and brick paved driveway at 11856 Vinci Dr, Windermere, FL 34786
On Market For 95 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3680

  • Year Built

    2011

  • $/SqFt

    $503

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

Pended $799,000

Reduced By $20,000

Charming two-story home with landscaped yard and three car garage illuminated for an evening fireworks display at 8803 Peachtree Park Ct, Windermere, FL 34786
View Details 52 Photos
Charming two-story home with landscaped yard, brick driveway, and three car garage at 8803 Peachtree Park Ct, Windermere, FL 34786
Bright dining room with light wood flooring, modern chandelier, and lots of natural light at 8803 Peachtree Park Ct, Windermere, FL 34786
Open-concept dining room featuring a modern chandelier, light wood floors, and a glimpse of the kitchen at 8803 Peachtree Park Ct, Windermere, FL 34786
On Market For 73 Days

  • Bedrooms

    5

  • Full Bath(s)

    2

  • Sq. Ft.

    2772

  • Year Built

    2017

  • $/SqFt

    $288

A combination of style, comfort and unbeatable location, see why you will want to make this your next home. PREMIER SOTHEBYS INT'L REALTY.

Home For Sale $779,999

Reduced By $19,901

Stunning two-story home with stone accents, a well-manicured lawn, and an attached two-car garage at 12880 Westside Village Loop, Windermere, FL 34786
View Details 34 Photos
Beautiful two-story home with a manicured front lawn, stone accents, and a two-car garage at 12880 Westside Village Loop, Windermere, FL 34786
Inviting front porch with stone columns, a dark wood front door, and neutral exterior paint at 12880 Westside Village Loop, Windermere, FL 34786
Spacious covered back patio overlooking a lush green lawn and mature trees at 12880 Westside Village Loop, Windermere, FL 34786
On Market For 100 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3769

  • Year Built

    2018

  • $/SqFt

    $207

Westside Village - master bath feature double sink and the soaking tub and the separate shower each bedroom feature walk in closet and the quartz courter tops , the Landry room is on the upstair for your convenience , many storage , the house is back to a pond and walking pathway , you can enjoy the sunset and the Disney firewire at your own backyard , community have resort style pool and the play ground location next the 535 with many shop and restaurant and great school zone , energy efficient home will save you money at the summer time , come see this beautiful home at windermere while it last . NUMBER 1 BROKER, LLC.

Pended $740,000

Reduced By $10,000

Charming two-story home featuring a two-car garage and beautifully landscaped front yard at 12971 Westside Village Loop, Windermere, FL 34786
View Details 50 Photos
Inviting two-story home with manicured landscaping, stone accents, and a two-car garage at 12971 Westside Village Loop, Windermere, FL 34786
Inviting front porch featuring a window, stylish front door, and serene view of the backyard at 12971 Westside Village Loop, Windermere, FL 34786
Bright foyer with tiled flooring, staircase, and views into living spaces at 12971 Westside Village Loop, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 100 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3694

  • Year Built

    2018

  • $/SqFt

    $200

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

Home For Sale $7,500,000

Reduced By $150,000

Elegant home featuring manicured landscaping, a circular driveway, and a beautiful stone and stucco facade at twilight at 6126 Kirkstone Ln, Windermere, FL 34786
View Details 61 Photos
Beautiful home featuring lush landscaping, paver drive, and a meticulously maintained yard at 6126 Kirkstone Ln, Windermere, FL 34786
Magnificent home with tile roof, mature landscaping, and access to a beautiful lake at 6126 Kirkstone Ln, Windermere, FL 34786
Grand foyer featuring soaring ceilings, columns, light wood floors, and beautiful architectural details at 6126 Kirkstone Ln, Windermere, FL 34786
On Market For 105 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    8691

  • Year Built

    2002

  • $/SqFt

    $863

Reserve At Lake Butler Sound - With every detail thoughtfully curated and no expense spared, this remodeled masterpiece is the pinnacle of lakefront luxury living. COMPASS FLORIDA LLC.

Home For Sale $5,000,000

Stunning estate home with manicured lawn, lush tropical landscaping, a circular drive, and an elegant water feature at 4089 Isabella Cir, Windermere, FL 34786
View Details 58 Photos
Elegant estate home at twilight features lush landscaping, a circular paver driveway, and a grand arched entry at 4089 Isabella Cir, Windermere, FL 34786
Elegant foyer boasts soaring ceilings, grand staircase, patterned wallpaper, designer rug, and an abundance of natural light at 4089 Isabella Cir, Windermere, FL 34786
Bright, open concept living room featuring soaring ceilings, large windows, a grand piano, and designer furnishings at 4089 Isabella Cir, Windermere, FL 34786
On Market For 108 Days

  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6855

  • Year Built

    2017

  • $/SqFt

    $729

Schedule your private tour today and see firsthand the unmatched craftsmanship and attention to detail in this Windermere masterpiece. NOVA REAL ESTATE SERVICES INC.

Home For Sale $1,548,000

Reduced By $100,888

Stunning home exterior featuring lush landscaping, red tile roof, brick driveway, and illuminated entryway columns at 6533 Cartmel Ln, Windermere, FL 34786
View Details 38 Photos
Elegant home featuring a large driveway, manicured lawn and landscaping at 6533 Cartmel Ln, Windermere, FL 34786
Elegant community entrance featuring brick pillars, lush landscaping, and prominent signage for Lake Butler Sound at 6533 Cartmel Ln, Windermere, FL 34786
Aerial view of a large home featuring a screened pool area, clay tile roof, and spacious green yard at 6533 Cartmel Ln, Windermere, FL 34786
On Market For 109 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3751

  • Year Built

    2004

  • $/SqFt

    $413

Reserve At Lake Butler Sound - Property is also listed for lease at MLS # O6305690. BHHS FLORIDA REALTY.

Pended $1,375,000

Reduced By $125,000

Charming two-story red brick home with a well-manicured lawn and mature trees at 9501 Hempel Cove Blvd, Windermere, FL 34786
View Details 60 Photos
Charming two-story red brick home with a well-manicured lawn and mature trees at 9501 Hempel Cove Blvd, Windermere, FL 34786
Charming two-story red brick home with a well-manicured lawn and mature trees at 9501 Hempel Cove Blvd, Windermere, FL 34786
Up close view of a red brick two-story home with a well-manicured lawn and mature trees at 9501 Hempel Cove Blvd, Windermere, FL 34786
On Market For 108 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4789

  • Year Built

    1996

  • $/SqFt

    $287

This home blends comfort and functionality, offering everything you need for easy living and outdoor enjoyment and entertainment. REVEL REALTY LLC.

Home For Sale $1,649,000

Reduced By $150,000

Elegant two-story home with a red tile roof, balcony, brick driveway, and well-maintained landscaping at 8424 Lake Burden Cir, Windermere, FL 34786
View Details 72 Photos
Side view of tan two-story home with tile roof, balcony, and beautiful landscaping at 8424 Lake Burden Cir, Windermere, FL 34786
Inviting two-story home featuring a landscaped yard, covered porch with decorative columns and a brick walkway at 8424 Lake Burden Cir, Windermere, FL 34786
Charming front porch with brick walkway, decorative pillars, and seating at 8424 Lake Burden Cir, Windermere, FL 34786
On Market For 112 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3810

  • Year Built

    2002

  • $/SqFt

    $433

Keenes Pointe - Close to shopping, dining, expressways, tourists attractions and top-rated public and private schools. SOUTHERN REALTY GROUP LLC.

Pended $1,490,000

Reduced By $100,000

Beautiful two-story home featuring a combination of stone and stucco, a tile roof, and a well-manicured lawn at 13596 Gorgona Isle Dr, Windermere, FL 34786
View Details 26 Photos
Grand foyer featuring wood floors, high ceilings, wood beams, iron staircase, and open floor plan at 13596 Gorgona Isle Dr, Windermere, FL 34786
Elegant dining room featuring wood floors, high ceilings, a decorative ceiling, and elegant lighting at 13596 Gorgona Isle Dr, Windermere, FL 34786
Spacious living room featuring wood floors, high ceilings, lots of windows, and an open floor plan at 13596 Gorgona Isle Dr, Windermere, FL 34786
On Market For 112 Days

  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    3794

  • Year Built

    2017

  • $/SqFt

    $393

If you are looking for a home that combines luxury, functionality, and a prime location, this **model home in Windermere Isle** is the perfect choice. WRA BUSINESS & REAL ESTATE.

Viewing HOMES 151 to 200 of 287

EasyStreet

Call to Schedule a Showing

(407) 485-1814

(407) 485-1814