287 Results

Windermere Homes For Sale & Windermere FL Real Estate

Home For Sale $929,000

Beautiful two-story home boasts a charming facade, lush landscaping, brick paver driveway and a two-car garage at 8752 Lookout Pointe Dr, Windermere, FL 34786
Aerial view of a two-story home near a tranquil lake and lush greenery showcases a serene and picturesque setting at 8752 Lookout Pointe Dr, Windermere, FL 34786
Charming two-story home with lush landscaping and a red tile roof has great curb appeal in a lovely neighborhood at 8752 Lookout Pointe Dr, Windermere, FL 34786
On Market Today
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3270

  • Year Built

    2015

  • $/SqFt

    $284

Windermere - View the 3D tour and schedule a showing to witness this dream home in person! LA ROSA REALTY PREMIER LLC.

Home For Sale $1,495,000

Inviting covered front porch with white columns offering a picturesque view of the neighborhood at 11333 Camden Park Dr, Windermere, FL 34786
Scenic view from the covered front porch showcasing the lush greenery and serene pond at 11333 Camden Park Dr, Windermere, FL 34786
Open foyer featuring stone flooring, large windows, and natural light at 11333 Camden Park Dr, Windermere, FL 34786
On Market For 2 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3449

  • Year Built

    2004

  • $/SqFt

    $433

The community is zoned for top-rated schools and is conveniently located near Windermere, Winter Garden Village, major highways, and theme parks. KARDOSH REALTY.

Home For Sale $789,900

Beautiful home exterior with mature trees, a brick driveway, and a two-car garage at 11837 Cave Run Ave, Windermere, FL 34786
Exterior view of a two-story home with a balcony, two-car garage, and manicured landscaping at 11837 Cave Run Ave, Windermere, FL 34786
Inviting front porch with double doors and a glimpse of the well-maintained yard at 11837 Cave Run Ave, Windermere, FL 34786
On Market For 2 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3407

  • Year Built

    2013

  • $/SqFt

    $232

Don’t miss this exceptional opportunity to own in one of Central Florida’s most desirable neighborhoods. Schedule your private showing today! US SQUARE REAL ESTATE.

Home For Sale $665,000

Inviting front entrance with decorative columns and a stylish glass-paneled door at 13943 Caywood Pond Dr, Windermere, FL 34786
Welcoming entryway featuring neutral tones, tile flooring, and a view of a sunlit office space at 13943 Caywood Pond Dr, Windermere, FL 34786
Open foyer with arched doorways, neutral paint, tile floors and views of adjacent living spaces at 13943 Caywood Pond Dr, Windermere, FL 34786
On Market For 2 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2755

  • Year Built

    2003

  • $/SqFt

    $241

Minutes to the Winter Garden Village, Hwy 429, Downtown Winter Garden and Windermere High School. COMPLETE FLORIDA REALTY LLC.

Home For Sale $1,600,000

Charming home with lush landscaping and mature trees offers great curb appeal at 3417 Bay Meadow Ct, Windermere, FL 34786
Stylish room boasts modern glass doors and a modern pendant light at 3417 Bay Meadow Ct, Windermere, FL 34786
A bright living room with large windows and recessed lighting offers a seamless blend of elegance and comfort at 3417 Bay Meadow Ct, Windermere, FL 34786
On Market For 4 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2681

  • Year Built

    1987

  • $/SqFt

    $597

Lake Butler Estates - Located on a quiet cul-de-sac in a pleasing neighborhood, this move-in-ready home blends luxury, space, and functionality in a rare oversized lot. ON ME REALTY.

Home For Sale $1,590,000

Beautiful two-story home featuring lush landscaping, a tile roof, and a welcoming front entrance at 13025 Lake Roper Ct, Windermere, FL 34786
Picturesque aerial view of a home with mature trees and a serene lake at sunset at 13025 Lake Roper Ct, Windermere, FL 34786
Elegant home featuring a tile roof, inviting front porch, and meticulously maintained landscaping at 13025 Lake Roper Ct, Windermere, FL 34786
On Market For 3 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4558

  • Year Built

    2002

  • $/SqFt

    $349

Located minutes from shopping, restaurants, major highways 429, turnpike, Downtown Windermere, and theme parks! Schedule a private showing today! THE REAL ESTATE COLLECTION LLC.

Home For Sale $1,090,000

Aerial view showcasing the home's location near a lake and park, with a cul-de-sac street at 6905 Cucamelon Ct, Windermere, FL 34786
Charming two-story home with a welcoming front porch, two-car garage, and manicured lawn at 6905 Cucamelon Ct, Windermere, FL 34786
Bright kitchen and dining area with modern appliances, a large island, and sliding glass doors at 6905 Cucamelon Ct, Windermere, FL 34786
On Market For 4 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3232

  • Year Built

    2021

  • $/SqFt

    $337

THIS IS A RARE OPPORTUNITY TO OWN A MODEL HOME-LEVEL PROPERTY in one of Windermere’s most sought-after communities — schedule your private tour today! AGENT TRUST REALTY CORPORATION.

Pended $715,000

Two-story home with mature landscaping, arched entryway, and brick driveway at 1444 Whitney Isles Dr, Windermere, FL 34786
Spacious living room with hardwood floors, arched doorways, and neutral paint at 1444 Whitney Isles Dr, Windermere, FL 34786
Open-concept living room with hardwood floors and natural light at 1444 Whitney Isles Dr, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 3 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3268

  • Year Built

    2005

  • $/SqFt

    $219

Whitney Isles Belmere - Ideally located closing to shopping, dining, and top-rated schools. ENGEL & VOLKERS CLERMONT.

Home For Sale $599,000

Elegant dining room features hardwood flooring, a modern chandelier, and lots of natural light at 12884 Penshurst Ln, Windermere, FL 34786
Modern kitchen featuring stainless steel appliances, an island with a white countertop, and custom cabinets at 12884 Penshurst Ln, Windermere, FL 34786
Well-equipped kitchen with an island, stainless appliances, custom cabinetry, and tiled floor at 12884 Penshurst Ln, Windermere, FL 34786
On Market For 4 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2574

  • Year Built

    2005

  • $/SqFt

    $233

Don’t miss this rare opportunity! UNIONE REALTY INC.

Home For Sale $579,000

Inviting living room featuring neutral walls, a ceiling fan, and hardwood floors at 13252 Vennetta Way, Windermere, FL 34786
Spacious kitchen with granite countertops, stainless steel appliances, and dark wood cabinetry at 13252 Vennetta Way, Windermere, FL 34786
A tidy laundry room area featuring a washer, a dryer, and storage shelves at 13252 Vennetta Way, Windermere, FL 34786
On Market For 4 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2413

  • Year Built

    2008

  • $/SqFt

    $240

Lake Sawyer South - Tenants are in place on a month to month. LPT REALTY, LLC.

Home For Sale $549,900

Two-story home boasts a second-floor balcony, mature trees, and manicured landscaping for curb appeal at 12255 Joshua Tree Trl, Windermere, FL 34786
Inviting front porch with seating area and a view of the neighborhood at 12255 Joshua Tree Trl, Windermere, FL 34786
Foyer with a white organizer and hooks at 12255 Joshua Tree Trl, Windermere, FL 34786
On Market For 4 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2149

  • Year Built

    2015

  • $/SqFt

    $256

Schedule a private showing and tour today! REDFIN CORPORATION.

Home For Sale $385,000

A view of a group of townhomes, featuring landscaping and a well-maintained exterior at 12449 Cruxbury Dr, Windermere, FL 34786
Inviting townhome community showcases meticulous landscaping and well-manicured greenery at 12449 Cruxbury Dr, Windermere, FL 34786
Inviting front entrance features a covered porch, colorful landscaping, and a well-maintained lawn at 12449 Cruxbury Dr, Windermere, FL 34786
On Market For 4 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1429

  • Year Built

    2005

  • $/SqFt

    $269

Don’t miss your chance to make this stunning property yours—schedule your private showing today! WATSON REALTY CORP., REALTORS.

Home For Sale $1,400,000

Bright living room featuring a decorative ceiling, a large sectional couch, and sliding glass doors to the backyard at 11754 Waterstone Loop Dr, Windermere, FL 34786
Spacious living room with a large sectional couch, travertine floors, and seamless access to the kitchen and outdoor pool at 11754 Waterstone Loop Dr, Windermere, FL 34786
Modern kitchen with dark cabinetry, a center island with seating, stainless steel appliances, and open layout at 11754 Waterstone Loop Dr, Windermere, FL 34786
On Market For 5 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3049

  • Year Built

    2013

  • $/SqFt

    $459

Close to Winter Garden Village, SR429, Walt Disney World, and easy access to downtown Orlando, Florida’s Turnpike, and Central Florida’s famed attractions. STOCKWORTH REALTY GROUP.

Pended $1,199,000

A floor plan highlighting multiple bedrooms, bathrooms, living spaces, and a 3-car garage at 14404 Crest Palm Ave, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 4 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4565

  • Year Built

    2024

  • $/SqFt

    $263

From the moment you step through the door, you'll understand why the Sweetwater represents the pinnacle of modern luxury living. OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $800,000

Expansive green lawn and shade trees surround this charming home, creating a serene outdoor space at 9601 Ambleside Dr, Windermere, FL 34786
Lovely home with a long driveway, lush lawn, and mature landscaping creates inviting curb appeal at 9601 Ambleside Dr, Windermere, FL 34786
Lush landscaping and mature trees frame this home, offering a peaceful and private setting at 9601 Ambleside Dr, Windermere, FL 34786
On Market For 6 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    3018

  • Year Built

    1975

  • $/SqFt

    $265

Make your appointment today to see this beautiful home and acre lot with lake access before its gone. COLDWELL BANKER REALTY.

Home For Sale $749,900

Spacious two-story home with a three-car garage and brick driveway for ample parking at 7971 Brofield Ave, Windermere, FL 34786
Inviting living area featuring hardwood floors, a staircase, and stylish decor at 7971 Brofield Ave, Windermere, FL 34786
Elegant living room featuring hardwood floors, neutral paint and contemporary decor at 7971 Brofield Ave, Windermere, FL 34786
On Market For 4 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2805

  • Year Built

    2012

  • $/SqFt

    $267

Lake Sawyer South - Berkshire Park is not only minutes away from Disney Theme Parks, but also conveniently close to grocery stores, drug stores, several types of great restaurants, and shopping centers. AGENT TRUST REALTY CORPORATION.

Home For Sale $589,000

Beautiful two-story home featuring lush landscaping and a welcoming front porch, perfect for enjoying the outdoors at 8359 Lookout Pointe Dr, Windermere, FL 34786
Charming two-story home with lush trees, a cozy front porch, and a well-maintained lawn at 8359 Lookout Pointe Dr, Windermere, FL 34786
Spacious front porch with elegant columns, offering a welcoming and shaded entrance to the home at 8359 Lookout Pointe Dr, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 4 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2604

  • Year Built

    2016

  • $/SqFt

    $226

Zoned for top-rated schools and just minutes from premier shopping, dining, and local attractions, this home offers the perfect blend of style, functionality, and location. SIX STAR REALTY GROUP LLC.

Home For Sale $565,000

Well-maintained home showcasing a lush green lawn and tidy landscaping at 5130 Sun Palm Dr, Windermere, FL 34786
Detailed floor plan showcasing the layout of the home with labeled rooms and dimensions at 5130 Sun Palm Dr, Windermere, FL 34786
Spacious living room featuring tile flooring, a ceiling fan, and ample natural light from a large window at 5130 Sun Palm Dr, Windermere, FL 34786
On Market For 5 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1723

  • Year Built

    1987

  • $/SqFt

    $328

Silver Woods - Zoned for top-rated schools, and ideally situated just 20 MINUTES from Walt Disney World and 10 minutes from Universal Studios — this location truly offers the best of Central Florida living! ROBERT SLACK LLC.

Home For Sale $1,280,000

Elegant two-story home with brick driveway and tropical landscaping at 5552 Remsen Cay Ln, Windermere, FL 34786
Screened-in pool with sunset views over the lake at 5552 Remsen Cay Ln, Windermere, FL 34786
Private pool with screened enclosure and views of lake at sunset at 5552 Remsen Cay Ln, Windermere, FL 34786
On Market For 6 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3633

  • Year Built

    2016

  • $/SqFt

    $352

Edens Hammock - Enjoy all that Windermere has to offer - This home offers the best of the Florida Lifestyle. JWJ REALTY LLC.

Home For Sale $935,000

An aerial view of a well-maintained home showing the driveway, landscape and access to a lake at 13838 Bluebird Park Rd, Windermere, FL 34786
Aerial view of a home with a lake in the background, showcasing the property lines at 13838 Bluebird Park Rd, Windermere, FL 34786
Inviting home entrance with white columns, a beautiful door with a wreath, and a quaint bench at 13838 Bluebird Park Rd, Windermere, FL 34786
On Market For 6 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2897

  • Year Built

    2004

  • $/SqFt

    $323

With elevated water views and a spacious single-story layout, this home is a standout. Schedule your private showing today! INFINITY REALTY GROUP LLC.

Home For Sale $739,000

The kitchen features a spacious island with bar seating, stainless steel appliances, and stylish dark wood cabinets at 9025 Horizon Pointe Trl, Windermere, FL 34786
Inviting two-story home showcasing a brick driveway and well-maintained landscaping, with a two-car and one-car garage at 9025 Horizon Pointe Trl, Windermere, FL 34786
The expansive living room boasts high ceilings, natural light, hardwood floors, and modern furnishings at 9025 Horizon Pointe Trl, Windermere, FL 34786
On Market For 6 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3264

  • Year Built

    2014

  • $/SqFt

    $226

Zoned for top-rated schools and conveniently located near premier shopping, dining, and major attractions, this home exemplifies the perfect balance of luxury, location, and livability. FLORIDA REALTY INVESTMENTS.

Pended $2,195,000

Beautiful two-story house with manicured lawns, mature landscaping, and an inviting walkway at 6138 Greatwater Dr, Windermere, FL 34786
Expansive yard with lush green grass, mature trees, and meticulously maintained landscaping at 6138 Greatwater Dr, Windermere, FL 34786
Aerial view of luxury homes with lush landscaping, serene lake views, and a golf course nearby at 6138 Greatwater Dr, Windermere, FL 34786
On Market For 7 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4190

  • Year Built

    1999

  • $/SqFt

    $524

Keenes Pointe - Don’t miss your chance to experience it—homes like this don’t last long! CORCORAN PREMIER REALTY.

Home For Sale $1,300,000

Aerial view of a sprawling property featuring a large home, lush landscaping, and a serene lake nearby at 6720 Winter Garden Vineland Rd, Windermere, FL 34786
Bright, open-concept living space with hardwood floors, fireplace, and seamless flow to dining and kitchen areas at 6720 Winter Garden Vineland Rd, Windermere, FL 34786
Enclosed pool area with lounge chairs, picnic table, and an expansive patio at 6720 Winter Garden Vineland Rd, Windermere, FL 34786
On Market For 7 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3554

  • Year Built

    2003

  • $/SqFt

    $366

Sawyer Shores - Don’t miss this incredible opportunity to own a slice of waterfront paradise. Schedule your private showing today! BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY.

Home For Sale $649,000

Welcoming home exterior showcasing a covered porch, detailed columns, and well-maintained green shrubbery at 6971 Tettenhall Ln, Windermere, FL 34786
Inviting front porch showing the stone and stucco pillars, offering an outdoor relaxation space at 6971 Tettenhall Ln, Windermere, FL 34786
Exterior shot of a covered front porch with stone base columns, offering neighborhood views and easy access to the front door at 6971 Tettenhall Ln, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 7 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2920

  • Year Built

    2007

  • $/SqFt

    $222

Windermere - This home is loaded with extra features and is nestled in a vibrant community offering a pool, playground, tennis courts and 4 hole-putting green. PREMIUM PROPERTIES R.E. SERVICE.

Home For Sale $1,295,900

Stunning Mediterranean-style home with a red tile roof, arched entryway, and lush, mature landscaping at 1813 Glenbay Ct, Windermere, FL 34786
Side exterior featuring an attached three-car garage, lush landscaping, and a winding brick pathway at 1813 Glenbay Ct, Windermere, FL 34786
Charming home with a brick driveway, well-maintained lawn, mature trees, and manicured landscaping at 1813 Glenbay Ct, Windermere, FL 34786
On Market For 8 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4001

  • Year Built

    2003

  • $/SqFt

    $324

Reserve At Belmere - A must see! Schedule your private showing today! M L VAZ REALTY INC.

Home For Sale $529,999

Attractive home exterior featuring a well-maintained lawn and convenient driveway for easy access at 12795 Bosworth Ave, Windermere, FL 34786
Inviting front porch with decorative columns and a view of the pond and street at 12795 Bosworth Ave, Windermere, FL 34786
Charming covered porch with outdoor seating, perfect for enjoying the serene water view at 12795 Bosworth Ave, Windermere, FL 34786
On Market For 9 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1696

  • Year Built

    2012

  • $/SqFt

    $312

You will love living on Bosworth Ave! RE/MAX PRIME PROPERTIES.

Home For Sale $3,950,000

Aerial view of a waterfront property with manicured grounds, brick driveway and a lake view at 7706 Ficquette Rd, Windermere, FL 34786
Picturesque backyard with a covered dock on a lily pad covered pond surrounded by mature trees at 7706 Ficquette Rd, Windermere, FL 34786
Spacious backyard featuring an in-ground pool, manicured lawn, a covered patio and an outdoor firepit at 7706 Ficquette Rd, Windermere, FL 34786
On Market For 9 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6202

  • Year Built

    2025

  • $/SqFt

    $637

The perfect private retreat.. NO HOA GATE WILL BE ADDED TO ENTRY REVEL REALTY LLC.

Home For Sale $1,499,900

Elegant two-story home featuring a tile roof, manicured landscaping, and a welcoming front entrance with a water feature at 1450 Belfiore Way, Windermere, FL 34786
Close up of the front entrance with a decorative fountain, arched doorway, and meticulously maintained landscaping at 1450 Belfiore Way, Windermere, FL 34786
Elegant front entrance showcasing a decorative fountain and wrought iron gate at 1450 Belfiore Way, Windermere, FL 34786
On Market For 11 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4477

  • Year Built

    2007

  • $/SqFt

    $335

Don't miss this exceptional opportunity—schedule your private showing today and experience the elegance of Tuscany Ridge. NOBSKA REAL ESTATE LLC.

Home For Sale $1,199,000

Charming home with a well-maintained lawn, mature trees, and a spacious driveway leading to a two-car garage at 65 Oakdale St, Windermere, FL 34786
Expansive backyard with lush green grass and mature trees extending to the waterfront at 65 Oakdale St, Windermere, FL 34786
Picturesque waterfront view with multiple boat docks and serene water reflections at 65 Oakdale St, Windermere, FL 34786
On Market For 12 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2191

  • Year Built

    1959

  • $/SqFt

    $547

Davis Shores - Don’t miss your chance to own this rare Butler Chain of Lakes property, right in the heart of Windermere. ALIGN REAL ESTATE LLC.

Home For Sale $800,000

Charming two-story home featuring a brick driveway, well-manicured landscaping, and a neutral color scheme at 7409 Fairgrove Ave, Windermere, FL 34786
Well-maintained two-story home featuring a brick driveway, landscaping, and a two-car garage at 7409 Fairgrove Ave, Windermere, FL 34786
Elegant dining room with modern decor and an abundance of natural light, showcasing a sleek table and stylish chairs at 7409 Fairgrove Ave, Windermere, FL 34786
On Market For 11 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3357

  • Year Built

    2015

  • $/SqFt

    $238

Buyers and their agents are encouraged to verify all details. DALTON WADE INC.

Home For Sale $680,000

An aerial view of a two-story home with a well-manicured lawn in a lovely residential community at 6925 Trellis Vine Loop, Windermere, FL 34786
Expansive backyard with lush green grass, mature trees, and a covered patio area at 6925 Trellis Vine Loop, Windermere, FL 34786
Charming two-story home featuring stone accents, a paved driveway, and a well-manicured lawn at 6925 Trellis Vine Loop, Windermere, FL 34786
On Market For 11 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2773

  • Year Built

    2019

  • $/SqFt

    $245

Short drive to downtown Windermere, Winter Garden Village, Walt Disney World, Universal. Schedule a showing TODAY! KYLIN REALTY LLC.

Home For Sale $3,200,000

Stunning two-story home with a manicured lawn, large driveway, and a grand entrance framed by palm trees at 2937 Butler Bay N Dr, Windermere, FL 34786
An impressive estate home with a circular driveway, lush landscaping, and a tranquil water fountain at 2937 Butler Bay N Dr, Windermere, FL 34786
A beautiful home with a curving driveway, mature trees, and a peaceful view of the lake at 2937 Butler Bay N Dr, Windermere, FL 34786
On Market For 12 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    5874

  • Year Built

    1990

  • $/SqFt

    $545

This is more than a home; it’s a lifestyle of unparalleled luxury and tranquility. KELLER WILLIAMS ELITE PARTNERS III REALTY.

Home For Sale $2,900,000

Charming home exterior with manicured landscaping and warm sunset lighting, stone accents and inviting entrance at 9905 Lanai View Ct, Windermere, FL 34786
Aerial view of a home's unique shaped pool and screened-in enclosure surrounded by lush green landscaping at 9905 Lanai View Ct, Windermere, FL 34786
Outdoor kitchen features stone accents, stainless steel appliances and a bar area, perfect for entertaining at 9905 Lanai View Ct, Windermere, FL 34786
On Market For 12 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    7621

  • Year Built

    2011

  • $/SqFt

    $381

It’s a statement. Elegant. Iconic. Effortless. MAXIM REALTY ORLANDO.

Home For Sale $1,550,000

Charming two-story home featuring stone accents, an attached garage, and a paver driveway enhanced by lush landscaping at 17551 Black Rail St, Windermere, FL 34786
Inviting backyard featuring a long, narrow private pool, sun loungers, an umbrella table, and tropical landscaping at 17551 Black Rail St, Windermere, FL 34786
Bright, expansive living room with marble floors, stylish decor, a mirrored wall, and ample seating at 17551 Black Rail St, Windermere, FL 34786
On Market For 12 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3972

  • Year Built

    2016

  • $/SqFt

    $390

Don’t miss your chance to make it yours—schedule your private tour today! KELLER WILLIAMS CLASSIC.

Pended $699,900

Charming two-story home with a well-manicured lawn, red front door, and an attached two-car garage at 4445 Blue Major Dr, Windermere, FL 34786
Aerial view of neighborhood homes with backyard pools surrounded by lush greenery and manicured lawns at 4445 Blue Major Dr, Windermere, FL 34786
Charming two-story home with a well-manicured lawn, red front door, and an attached two-car garage at 4445 Blue Major Dr, Windermere, FL 34786
On Market For 11 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2620

  • Year Built

    2006

  • $/SqFt

    $267

Don’t miss this rare opportunity—schedule your private showing today! WORTH CLARK REALTY.

Home For Sale $600,000

Well-maintained two-story home featuring a manicured lawn and inviting entrance at 5231 Lemon Twist Ln, Windermere, FL 34786
Elegant living room featuring gray tile flooring, high ceilings, and ornamental fireplace at 5231 Lemon Twist Ln, Windermere, FL 34786
Open dining area showcases elegant decor, stylish table setting, and seamless flow to living room at 5231 Lemon Twist Ln, Windermere, FL 34786
On Market For 12 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2136

  • Year Built

    2006

  • $/SqFt

    $281

Summerport - Nestled in a peaceful and well-kept community, this home is full of charm and potential. AGENT TRUST REALTY CORPORATION.

Home For Sale $8,325,000

Elegant two-story house with a three-car garage and a spacious, paved driveway surrounded by well-maintained landscaping at 5074 Isleworth Country Club Dr, Windermere, FL 34786
A modern backyard featuring a large pool, spa, and covered patio, perfect for outdoor relaxation and entertaining at 5074 Isleworth Country Club Dr, Windermere, FL 34786
Luxury home featuring a unique gold accented door, pristine landscaping, and a paved drive leading to the grand entrance at 5074 Isleworth Country Club Dr, Windermere, FL 34786
On Market For 13 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6937

  • Year Built

    1988

  • $/SqFt

    $1,200

Contact us today to schedule your private tour and experience the pinnacle of Isleworth living. MEMARPOURI REALTY LLC.

Pended $3,599,000

Expansive estate with a pool, spa, tennis court, and lush landscaping at 5801 Marleon Drive, Windermere, FL 34786
Inviting front porch with wooden columns and manicured garden at 5801 Marleon Drive, Windermere, FL 34786
Charming covered porch area with brick accents and outdoor seating at 5801 Marleon Drive, Windermere, FL 34786
On Market For 13 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6968

  • Year Built

    1997

  • $/SqFt

    $517

Every inch of outdoor space has been curated to deliver an exceptional lifestyle experience that feels like your own private resort. COLDWELL BANKER REALTY.

Home For Sale $899,000

Beautiful house with a paved driveway and a well-manicured front yard at 8713 Iron Mountain Trl, Windermere, FL 34786
Spacious living room with a comfortable sectional sofa and a modern media center at 8713 Iron Mountain Trl, Windermere, FL 34786
Open living area with stylish gray tile and a contemporary design aesthetic at 8713 Iron Mountain Trl, Windermere, FL 34786
On Market For 13 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3718

  • Year Built

    2014

  • $/SqFt

    $242

Don't miss out on this fantastic opportunity to own your dream home in Windermere Trails! REALTY HUB.

Home For Sale $759,500

Bright living room with high ceilings, large windows, and stylish furnishings at 6832 Thornhill Cir, Windermere, FL 34786
Bright living room with high ceilings, large windows, and stylish furnishings at 6832 Thornhill Cir, Windermere, FL 34786
Well-equipped kitchen featuring dark wood cabinets, granite countertops, and a kitchen island at 6832 Thornhill Cir, Windermere, FL 34786
On Market For 13 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2820

  • Year Built

    2008

  • $/SqFt

    $269

Great investment - potential to use first floor rooms as bedrooms for additional income. HOMECOIN.COM.

Home For Sale $580,000

Reduced By $15,000

Bright living room with a decorative beach theme, hardwood floors, large windows, and white couch at 12868 Holdenbury Ln, Windermere, FL 34786
Backyard patio with fire pit and Adirondack chairs for outdoor relaxation at 12868 Holdenbury Ln, Windermere, FL 34786
Attractive home with manicured lawn, walkway, colorful garden and welcoming front porch with pillars at 12868 Holdenbury Ln, Windermere, FL 34786
On Market For 14 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2460

  • Year Built

    2006

  • $/SqFt

    $236

Lakes Of Windermere - **Schedule your private tour today** and discover everything this exceptional home has! VISION HOME REAL ESTATE, LLC.

Pended $3,000,000

Ranch-style home with a large driveway, mature trees, and a carport, blending classic charm with outdoor living at 606 Butler St, Windermere, FL 34786
Aerial view showing property lines and proximity to the water at 606 Butler St, Windermere, FL 34786
Spacious three-car garage offering ample parking and storage, set under the shade of mature trees at 606 Butler St, Windermere, FL 34786
On Market For 17 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    3469

  • Year Built

    1959

  • $/SqFt

    $865

Amazing opportunity having over 125 feet of shoreline on Lake Butler of the famed Butler Chain of Lakes - Over 1 acre of dry land having over 342 feet - Huge 45 x 31 - 4 Car Garage that can double as a detached Inlaw Apartment with a private entrance - Main 1 Story Home is over 3,400 sq ft - Very Rare Fully Enclosed Boathouse that is grandfathered in - Seawall - Crystal Clear Water - White Sand Beach - Large Oak Trees VINTAGE REALTY GROUP LLC.

Home For Sale $1,899,950

Detailed floorplan of the home and detached guest house showcasing layout and dimensions at 3130 Butler Bay N Dr, Windermere, FL 34786
Beautiful home featuring a terracotta roof, arched windows, mature trees and lush landscaping at 3130 Butler Bay N Dr, Windermere, FL 34786
Beautiful home featuring a terracotta roof, arched windows, mature trees and lush landscaping at 3130 Butler Bay N Dr, Windermere, FL 34786
On Market For 17 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 $595,000

Stunning aerial view showcasing the neighborhood's prime location near a large lake at 5263 Beach River Road, Windermere, FL 34786
Charming green home featuring a lush landscaped yard, large driveway, and a well-manicured lawn at 5263 Beach River Road, Windermere, FL 34786
Charming green home featuring a lush landscaped yard and beautiful surroundings at 5263 Beach River Road, Windermere, FL 34786
On Market For 18 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2432

  • Year Built

    2004

  • $/SqFt

    $245

Offering a lender credit towards closing costs or interest rate buy-down when client uses the preferred lender ACE Lending Group. EXP REALTY LLC.

Home For Sale $2,395,000

Reduced By $100,000

Beautiful home boasts a red tile roof, manicured lawn, and a paver driveway at 4224 Clarice Estates Dr, Windermere, FL 34786
Inviting foyer showcasing hardwood floors, high ceilings, and a modern pendant light at 4224 Clarice Estates Dr, Windermere, FL 34786
Spacious living room featuring a coffered ceiling, hardwood floors, and an open floor plan at 4224 Clarice Estates Dr, Windermere, FL 34786
On Market For 18 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4791

  • Year Built

    2018

  • $/SqFt

    $500

Estates At Lake Clarice - Seller will consider seller financing with a full price contract at the revised sales price subject to terms and conditions including a down payment, a 30 Year Amortization and a 5 Year Balloon. FLORIDA GOLD REAL ESTATE LLC.

Home For Sale $1,799,000

Spacious kitchen features granite countertops, stainless steel appliances, and a large center island at 12663 Hawkstone Dr, Windermere, FL 34786
Bright kitchen showcases stainless steel appliances, granite counters, and seamless flow to other rooms at 12663 Hawkstone Dr, Windermere, FL 34786
Cozy dining area with stylish black chairs and a view to the outdoor covered lanai at 12663 Hawkstone Dr, Windermere, FL 34786
On Market For 19 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    4000

  • Year Built

    2006

  • $/SqFt

    $450

This is lakefront living at its finest — and it won’t last long. KELLER WILLIAMS CLASSIC.

Home For Sale $1,149,000

Reduced By $16,000

Stunning home exterior with a manicured lawn, mature trees, and a grand entrance at 2106 Ridgewind Way, Windermere, FL 34786
Inviting screened-in pool area with stone decking, ideal for outdoor relaxation and entertainment at 2106 Ridgewind Way, Windermere, FL 34786
Relaxing backyard featuring a fire pit with seating, surrounded by a spacious lawn and mature trees at 2106 Ridgewind Way, Windermere, FL 34786
On Market For 19 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2838

  • Year Built

    1999

  • $/SqFt

    $405

Additional highlights: New HVAC (2021), Roof (2017), Low HOA, Fiber optic internet available, Irrigation supplied by private well COMPASS FLORIDA LLC.

Home For Sale $579,900

Inviting porch with comfortable wicker seating area enhanced by lush landscaping at 12679 Calderdale Ave, Windermere, FL 34786
Charming single Gathering home showcasing a well-manicured lawn and a beige two-car garage at 12679 Calderdale Ave, Windermere, FL 34786
Relaxing porch featuring cozy wicker seating with a glass coffee table and neutral cushions at 12679 Calderdale Ave, Windermere, FL 34786
On Market For 20 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1681

  • Year Built

    2012

  • $/SqFt

    $345

Schedule your private or virtual tour today! FLORIDA CONNEXION PROPERTIES.

Home For Sale $1,995,000

Inviting front porch featuring a bright green door, hanging plants, and stylish seating at 6047 Blakeford Dr, Windermere, FL 34786
Spacious living room with a comfortable sectional sofa, ample natural light, and a modern ceiling fan at 6047 Blakeford Dr, Windermere, FL 34786
Elegant living room featuring a fireplace, custom built-ins, and stylish, comfortable seating at 6047 Blakeford Dr, Windermere, FL 34786
On Market For 20 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4156

  • Year Built

    2000

  • $/SqFt

    $480

Keenes Pointe - Don't let this unique opportunity get away! CORCORAN PREMIER REALTY.

Pended $1,349,900

Charming single-Gathering home showcasing stone accents, a manicured lawn, colorful flowerbeds, and a paved driveway at 1265 Estancia Woods Loop, Windermere, FL 34786
Inviting foyer featuring tiled flooring, a modern chandelier, decorative artwork, and an open doorway to the living area at 1265 Estancia Woods Loop, Windermere, FL 34786
Elegant living room featuring a decorative accent wall, stylish furniture, a modern lighting fixture, and sliding glass doors at 1265 Estancia Woods Loop, Windermere, FL 34786
On Market For 16 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3314

  • Year Built

    2018

  • $/SqFt

    $407

Every detail of this residence has been carefully curated for refined living in one of Central Floridas most desirable communities. CORCORAN PREMIER REALTY.

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407 718 3706 and speak with one of our real estate consultants.

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