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View 279 34786 Florida Homes for Sale

Home For Sale $5,494,000

Beautiful home's exterior highlighting the permeable paver driveway and three-car garage at 5199 Latrobe Dr, Windermere, FL 34786
Charming home with lush landscaping and a permeable paver driveway at 5199 Latrobe Dr, Windermere, FL 34786
Aerial view of the home with a yellow border on a large property surrounded by lush trees and a lake at 5199 Latrobe Dr, Windermere, FL 34786
On Market For 23 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    4665

  • Year Built

    1993

  • $/SqFt

    $1,178

Its distinctive lot combines spaciousness, privacy, and stunning vistas to create a one-of-a-kind retreat. COLDWELL BANKER RESIDENTIAL RE.

Pended $3,995,000

Beautiful front exterior with circular driveway, meticulous landscaping, and a three-car garage at 10845 Bayshore Dr, Windermere, FL 34786
A picturesque view of a vibrant sunset reflecting over the calm lake waters at 10845 Bayshore Dr, Windermere, FL 34786
Elegant double front door flanked by stone columns, accentuating the home's curb appeal at 10845 Bayshore Dr, Windermere, FL 34786
On Market For 20 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4665

  • Year Built

    2013

  • $/SqFt

    $856

Over 150 feet on Lake Down provides panoramic views of what is arguably the cleanest of the Pristine Butler Chain of Lakes with a white sand beach and crystal clear water it will be like having your own resort in the backyard..Bayshore Drive is a rare and exclusive peninsula with grand oaks lining the paved road providing that “Old Florida” feel - plenty of shade for the perfect place to exercise and enjoy a walk or bike ride..Positioned on the North side of Windermere traffic is light making it easy to get to the Turnpike, 408 or the 429 saving you precious time for trips to the Airport or commutes into Downtown Orlando..This 2013 Parade of Homes Favorite “The Nantucket” is the perfect floorplan for anyone looking for a 1 story open floorplan having 4 full Suites-Separate Office with paneled walls and built in cabinetry, expansive Kitchen, Massive Pantry and Dining Room with 2 separate interior entertaining areas and a huge exterior covered screened porch overlooking the lake and pool that includes a TV, fireplace and BBQ system that will make the Grill Master smile..The home is designed to allow natural light to pour in without the direct heat from the sun..The Primary Suite truly feels like a resort spa with a soaking tub having a corner view of the lake, 2 large walk in closets, Spacious Shower with multiple heads, 2 Vanities with custom designed mirrors, the Bedroom has a nearly 180 degree unobstructed view of the lake with the most dramatic sunrises that will inspire and stir your soul..The attention to detail from the Reclaimed Brick on the front porch, Stacked Stone on the paneled columns, Herringbone Hand Scraped Oak Entry flooring, Tongue & Groove Ceilings, Tray Ceilings and Crown Moulding, 24 ft wide & 10 ft tall Pocket Glass Doors & 10 ft tall Corner Glass Sliding Pocket Doors open to the nearly 1,200 Sq Ft Covered Porch, Hand Hewn Beams in Family & Game Rooms, The Expert Carpentry Craftsman that installed the wall paneling and created the custom built shelving for closets and entertainment centers, Niches properly placed throughout to maximize the storage and open hallways, The timeless Kitchen is designed for the Gourmet Chef that likes to entertain having a large island with prep sink and plenty of seating for friends, Farmhouse Sink overlooking the lake, Stainless Wolf 6 Burner Natural Gas Cooktop with a custom Range Hood, Stainless Wolf Double Oven & Microwave, Stainless Sub-Zero Freezer/Fridge that backs up to the Massive Pantry and a 2nd Office, large Laundry area and Mudroom that has direct access to the Garage, Retractable Porch Screens with the tracks hidden inside the columns & ceiling, Even the Boathouse has upgraded Decking, Paneled Columns, Tongue & Groove Ceiling with Crown Moulding & Recessed Lighting..The backyard is large enough to have a football or soccer game with the kids or get competitive in the front yard on the Basketball or Pickle Ball Court..The positioning of the home offers incredible privacy without any of the Neighbors homes having a view of the pool area or Summer Kitchen..The “Car Guy” will love 4 separate garages with plenty of room for 4 Cars/Trucks & additional space for a workshop..The Town of Windermere is a charming and quaint community offering seasonal events & Food Trucks, Friday Farmer’s Markets, and soon to have an Italian Restaurant, Wine Club and Ice Cream Parlor joining the existing Café and Brewery making the “downtown” even more inviting..Must See this unique home VINTAGE REALTY GROUP LLC.

Pended $1,700,000

Gourmet kitchen featuring custom white cabinetry, a large center island, and professional-grade appliances at 6233 Rydal Ct, Windermere, FL 34786
Bright kitchen showcases a spacious island with a marble countertop, perfect for food preparation and entertaining at 6233 Rydal Ct, Windermere, FL 34786
Inviting living room boasts hardwood floors, stylish built-ins, and an abundance of natural light from large windows at 6233 Rydal Ct, Windermere, FL 34786
On Market For 20 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3902

  • Year Built

    2003

  • $/SqFt

    $436

Reserve At Lake Butler Sound - Don't miss this rare opportunity to own a fully upgraded showpiece home in the Reserve at Lake Butler. Schedule your private tour today. EXP REALTY LLC.

Home For Sale $1,500,000

Stately two-story home with a three-car garage, gray exterior, white pillars, black shutters, and a well-manicured lawn at 11425 Claymont Cir, Windermere, FL 34786
Inviting front porch with stately pillars, black shutters, a cozy bench, and well-maintained landscaping at 11425 Claymont Cir, Windermere, FL 34786
Screened-in pool area featuring a lovely pool, brick pavers, a sunbathing chair, and a well-maintained fence at 11425 Claymont Cir, Windermere, FL 34786
On Market For 22 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3684

  • Year Built

    1999

  • $/SqFt

    $407

Keenes Pointe - Move-in ready homes with this kind of space and style rarely come to market—don’t miss your chance to enjoy it all. KELLER WILLIAMS ELITE PARTNERS III REALTY.

Home For Sale $1,180,000

Charming two-story home with a well-manicured lawn, covered porch, and a two-car garage with brick paved driveway at 6947 Cucamelon Ct, Windermere, FL 34786
Charming two-story home with a well-manicured lawn, covered porch, and a two-car garage with brick paved driveway at 6947 Cucamelon Ct, Windermere, FL 34786
Inviting front porch featuring classic rocking chairs, stone accents, and a neatly landscaped garden area at 6947 Cucamelon Ct, Windermere, FL 34786
On Market For 22 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3764

  • Year Built

    2021

  • $/SqFt

    $313

Schedule your exclusive private tour today and make it yours! PREMIUM PROPERTIES R.E. SERVICE.

Home For Sale $995,000

A spacious three-car garage with a collection of luxury automobiles, boasting ample space for car enthusiasts at 6426 Montclair Bluff Ln, Windermere, FL 34786
An open three-car garage showcasing sports cars with automotive decor, creating a haven for car aficionados at 6426 Montclair Bluff Ln, Windermere, FL 34786
Elegant foyer with modern chandeliers, light wood floors, and stylish decor, creating a welcoming ambiance at 6426 Montclair Bluff Ln, Windermere, FL 34786
On Market For 23 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3080

  • Year Built

    2002

  • $/SqFt

    $323

Conveniently located near top-rated public schools, Windermere Preparatory School, and just minutes from popular shopping and dining destinations, this home offers the ideal blend of luxury, location, and lifestyle. REGENCY REAL ESTATE LLC.

Home For Sale $615,000

Well-maintained home featuring an attached two-car garage and a paved driveway at 9375 Woodbreeze Blvd, Windermere, FL 34786
Cozy kitchen with breakfast nook, stainless steel refrigerator, and granite counters at 9375 Woodbreeze Blvd, Windermere, FL 34786
Open kitchen with modern appliances, a breakfast bar, and ample natural light at 9375 Woodbreeze Blvd, Windermere, FL 34786
On Market For 22 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1492

  • Year Built

    1986

  • $/SqFt

    $412

This home is waiting for you! <3 COLDWELL BANKER REALTY.

Pended $579,900

Expansive aerial view of a residential neighborhood, highlighting the property's location near a lake at 12641 Arley Dr, Windermere, FL 34786
Beautiful home with a covered porch and lush landscaping, offering curb appeal and a welcoming ambiance at 12641 Arley Dr, Windermere, FL 34786
Inviting home featuring a covered porch with stone accents and manicured landscaping enhancing curb appeal at 12641 Arley Dr, Windermere, FL 34786
On Market For 22 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1926

  • Year Built

    2004

  • $/SqFt

    $301

Windermere - You’re just minutes from major highways, family services, numerous shopping options and world-class attractions: 15 minutes to Magic Kingdom, 25 minutes to Universal, and 20 minutes to SeaWorld—making this home ideal for both everyday living and enjoying all that Central Florida has to offer. REAL ESTATE FIRM OF ORLANDO.

Pended $1,450,000

Elegant home featuring a tile roof, stone accents, lush landscaping, and a circular driveway at 1502 Hempel Ave, Windermere, FL 34786
Elegant home featuring a tile roof, stone accents, lush landscaping, and a circular driveway at 1502 Hempel Ave, Windermere, FL 34786
Welcoming front entrance with stone accents, curved steps, and colorful potted flowers at 1502 Hempel Ave, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 22 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    5511

  • Year Built

    2007

  • $/SqFt

    $263

Gotha - This is a rare opportunity—schedule your private tour today! CITRUS PALMS REALTY.

Pended $600,000

Charming single-Gathering home featuring a well-manicured lawn, two-car garage, and inviting front porch at 5063 Carillon Ln, Windermere, FL 34786
Charming single-Gathering home featuring a well-manicured lawn, two-car garage, and inviting front porch at 5063 Carillon Ln, Windermere, FL 34786
Charming single-Gathering home featuring a well-manicured lawn, two-car garage, and inviting front porch at 5063 Carillon Ln, Windermere, FL 34786
On Market For 24 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2406

  • Year Built

    2004

  • $/SqFt

    $249

***Take advantage of EXCLUSIVE FINANCING INCENTIVES through our preferred lender, including a 1-0 temporary rate buydown or an equivalent lender credit—making homeownership more affordable from day one. *** LPT REALTY, LLC.

Home For Sale $7,500,000

Elegant outdoor patio with travertine floors, comfortable seating, umbrellas and lake views at 11103 Bridge House Rd, Windermere, FL 34786
Beautiful pool and hot tub area with travertine pavers, lounge chairs, lake views and palms at 11103 Bridge House Rd, Windermere, FL 34786
Sparkling swimming pool with a lush tropical landscape and lake views providing a resort-like atmosphere at 11103 Bridge House Rd, Windermere, FL 34786
On Market For 24 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    8443

  • Year Built

    2006

  • $/SqFt

    $888

Reserve At Lake Butler Sound - This rare estate offers a combination of space, style, and status—a truly unmatched opportunity in Windermere. THE SIMON SIMAAN GROUP.

Pended $3,250,000

Beautifully landscaped front yard and brick driveway leading to a modern two-story home with large windows at 9743 Chestnut Ridge Dr, Windermere, FL 34786
Elegant home with a brick driveway, lush greenery, and a large tree enhancing curb appeal at 9743 Chestnut Ridge Dr, Windermere, FL 34786
A charming home featuring lush landscaping, a brick driveway, and mature trees at 9743 Chestnut Ridge Dr, Windermere, FL 34786
On Market For 24 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6328

  • Year Built

    1987

  • $/SqFt

    $514

A rare opportunity to live luxuriously in a premier setting. ISLEWORTH REALTY LLC.

Home For Sale $940,000

Close-up of the mailbox in front of the house at 9257 Outlook Rock Trl, Windermere, FL 34786
Three car garage of home with pavers at 9257 Outlook Rock Trl, Windermere, FL 34786
Three car garage of home with pavers at 9257 Outlook Rock Trl, Windermere, FL 34786
On Market For 24 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3615

  • Year Built

    2017

  • $/SqFt

    $260

Move-in ready and waiting for you! ZARIA REALTY GROUP LLC.

Home For Sale $4,299,000

Stunning exterior of a modern home, showcasing a well-kept lawn and complementary landscaping at 3428 Chaine Du Lac Blvd, Windermere, FL 34786
Beautiful view of a two story house with manicured front yard at 3428 Chaine Du Lac Blvd, Windermere, FL 34786
Grand foyer featuring modern front doors, high ceilings, and stylish light fixtures at 3428 Chaine Du Lac Blvd, Windermere, FL 34786
On Market For 25 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    6196

  • Year Built

    2018

  • $/SqFt

    $694

Chaine Du Lac - Come experience the lifestyle you’ve always imagined. CORCORAN PREMIER REALTY.

Home For Sale $675,000

Charming two-story home with a well-manicured lawn and a welcoming front porch at 13055 Overstreet Rd, Windermere, FL 34786
Inviting entryway with an open door, showcasing wood floors and light-filled spaces at 13055 Overstreet Rd, Windermere, FL 34786
Spacious living room with hardwood floors and neutral paint, perfect for entertaining at 13055 Overstreet Rd, Windermere, FL 34786
On Market For 25 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2827

  • Year Built

    2008

  • $/SqFt

    $239

This is Florida living at its finest! HOMELUI REALTY.

Home For Sale $3,500,000

Aerial view showcasing a lakefront home with manicured lawns, mature trees, and a private dock at 11018 Lake Butler Blvd, Windermere, FL 34786
Elegant stucco home featuring a tile roof, arched entryway, and lush landscaping at 11018 Lake Butler Blvd, Windermere, FL 34786
Bright dining area featuring wood floors, decorative molding, and a grand arched doorway at 11018 Lake Butler Blvd, Windermere, FL 34786
On Market For 26 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3923

  • Year Built

    2001

  • $/SqFt

    $892

Metcalf Park - Located in Downtown Windermere, this is tranquility on the Butler Chain of Lakes. COMPASS FLORIDA LLC.

Home For Sale $999,000

Reduced By $90,000

Charming single-story home with a stone accent exterior and a well-manicured lawn at 111 Main St, Windermere, FL 34786
Charming single-story home with a stone accent exterior and a well-manicured lawn at 111 Main St, Windermere, FL 34786
Charming single-story home with a stone accent exterior and a well-manicured lawn at 111 Main St, Windermere, FL 34786
On Market For 26 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2272

  • Year Built

    1984

  • $/SqFt

    $440

As a Windermere resident, you’ll also enjoy exclusive access to the community lakes—perfect for boating, fishing, and relaxing outdoors. SUNDIAL REAL ESTATE LLC.

Home For Sale $4,777,000

Beautiful front entrance with double doors, manicured landscaping and spacious paver drive at 5157 Latrobe Dr, Windermere, FL 34786
A gorgeous exterior view of this home shows its beautifully maintained lawn and paver driveway at 5157 Latrobe Dr, Windermere, FL 34786
Home exterior view from the street shows circular paver driveway and elegant landscaping at 5157 Latrobe Dr, Windermere, FL 34786
On Market For 28 Days
  • Bedrooms

    6

  • Full Bath(s)

    8

  • Sq. Ft.

    5721

  • Year Built

    1989

  • $/SqFt

    $835

Residents enjoy: • Arnold Palmer-designed championship golf course • Private access to the Butler Chain of Lakes • Luxury fitness and spa facilities • Gourmet dining and exclusive member events • 24-hour manned security in a legendary social enclave Move-in ready and tailored for the most discerning buyer seeking elevated living. BAY STREET GROUP FLORIDA LLC.

Home For Sale $4,275,000

Beautiful Mediterranean-style home featuring a three-car garage and a brick paved driveway at 9253 Tibet Pointe Cir, Windermere, FL 34786
Spacious three-car garage with brick-paved driveway and Mediterranean-style architecture at 9253 Tibet Pointe Cir, Windermere, FL 34786
Aerial view of an estate home surrounded by lush greenery and a serene lake at 9253 Tibet Pointe Cir, Windermere, FL 34786
On Market For 28 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    6265

  • Year Built

    2008

  • $/SqFt

    $682

Keenes Pointe - Priced to sell, call today for your private viewing. SOUTHERN REALTY GROUP LLC.

Home For Sale $1,630,000

Aerial view of a luxurious home nestled among lush trees with a sparkling lake nearby, offering privacy and scenic beauty at 11923 Lake Butler Blvd, Windermere, FL 34786
Panoramic aerial view of a lakeside home with mature trees offering serene living with a private dock at 11923 Lake Butler Blvd, Windermere, FL 34786
Inviting living room featuring a cozy fireplace, hardwood floors, and ample natural light, creating a warm and welcoming atmosphere at 11923 Lake Butler Blvd, Windermere, FL 34786
On Market For 30 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2238

  • Year Built

    1985

  • $/SqFt

    $728

Lake Butler Estates - Schedule your private showing today and discover the charm and lifestyle that only Windermere can offer! JULIAN PROPERTIES, INC..

Pended $1,999,000

Reduced By $96,000

Charming two-story home featuring a tile roof, balcony, with mature trees and a manicured lawn at 6149 Blakeford Dr, Windermere, FL 34786
Portico with brick driveway, view of garage, mature shrubbery, and basketball hoop at 6149 Blakeford Dr, Windermere, FL 34786
Aerial view of a tile roof home with a pool, mature landscaping, and portico at 6149 Blakeford Dr, Windermere, FL 34786
On Market For 31 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4351

  • Year Built

    2002

  • $/SqFt

    $459

Keenes Pointe - Welcome to 6149 Blakeford Drive, where every day feels like a luxury vacation in the heart of Windermere. CORCORAN PREMIER REALTY.

Home For Sale $1,429,000

Reduced By $70,000

Inviting front porch with rocking chairs and a view of the neighborhood at 11721 Camden Park Dr, Windermere, FL 34786
Inviting front porch with a porch swing, perfect for relaxing and enjoying the outdoors at 11721 Camden Park Dr, Windermere, FL 34786
Bright and spacious living room featuring stylish decor and hardwood floors at 11721 Camden Park Dr, Windermere, FL 34786
On Market For 30 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3014

  • Year Built

    2005

  • $/SqFt

    $474

Keenes Pointe - This fully renovated executive residence offers the perfect blend of elegance, comfort, and turnkey living in one of Windermere’s most desirable enclaves. RE/MAX PRIME PROPERTIES.

Pended $860,000

Beautiful single-story home with manicured lawn and lush landscaping at 2538 Carter Grove Cir, Windermere, FL 34786
Attractive single-story home with well-maintained lawn and verdant tree at 2538 Carter Grove Cir, Windermere, FL 34786
Welcoming front entrance with decorative glass door, sidelights and manicured landscaping at 2538 Carter Grove Cir, Windermere, FL 34786
On Market For 28 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2523

  • Year Built

    1996

  • $/SqFt

    $341

Manors At Butler Bay - TARA MOORE REAL ESTATE.

Home For Sale $895,000

This beautiful home features a tile roof, lush landscaping, and an elegant paver driveway at 1638 Whitney Isles Dr, Windermere, FL 34786
Backyard pool with screened enclosure and brick wall creating a private outdoor space at 1638 Whitney Isles Dr, Windermere, FL 34786
The backyard features a screened in pool and a private setting with green foliage at 1638 Whitney Isles Dr, Windermere, FL 34786
On Market For 31 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3151

  • Year Built

    2004

  • $/SqFt

    $284

Ideally located just minutes from the charming cobblestone streets of Downtown Windermere and with easy access to major highways, attractions, shopping and more. Schedule a private showing today! THE REAL ESTATE COLLECTION LLC.

Home For Sale $6,800,000

Beautiful exterior showcasing a well-manicured lawn, elegant landscaping, and the home's architectural design at 9259 Tibet Pointe Cir, Windermere, FL 34786
Expansive front yard and landscaping surround this home with a paved driveway leading up to a pristine residence at 9259 Tibet Pointe Cir, Windermere, FL 34786
Home's impressive front entrance is framed by majestic columns, complemented by lush landscaping and a winding walkway at 9259 Tibet Pointe Cir, Windermere, FL 34786
On Market For 32 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    6257

  • Year Built

    2007

  • $/SqFt

    $1,087

Keenes Pointe - Schedule your private tour today and experience luxury lakefront living at its finest. SOUTHERN REALTY GROUP LLC.

Home For Sale $1,570,000

Sparkling pool features a jacuzzi and seating area, perfect for relaxing outdoors at 8475 Eagles Loop Cir, Windermere, FL 34786
Screened-in pool and spa area with a fire pit and comfortable seating at 8475 Eagles Loop Cir, Windermere, FL 34786
Attractive single story home with a well-maintained lawn and mature trees at 8475 Eagles Loop Cir, Windermere, FL 34786
On Market For 32 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3983

  • Year Built

    2004

  • $/SqFt

    $394

Keenes Pointe - All of this, just minutes from Orlando's world class attractions, fine dining and the BEST of Florida living. Come start living today! LAKESIDE REALTY WINDERMERE INC.

Home For Sale $1,150,000

Reduced By $100,000

Spacious driveway and side view of a home with lush greenery and a two-car garage at 1947 Broadleaf Ct, Windermere, FL 34786
Inviting front entrance with decorative door and well-maintained landscaping at 1947 Broadleaf Ct, Windermere, FL 34786
Bright foyer with tile flooring, decorative glass front door, and sidelight windows at 1947 Broadleaf Ct, Windermere, FL 34786
On Market For 32 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3646

  • Year Built

    1989

  • $/SqFt

    $315

Lovingly maintained over the years, this home is ready for its next chapter. LAKESIDE REALTY WINDERMERE INC.

Home For Sale $740,000

Exterior view of charming home on a corner lot, showing the well-maintained landscaping at 7561 Colbury Ave, Windermere, FL 34786
Street view of a two-story home with a landscaped yard on a clear day at 7561 Colbury Ave, Windermere, FL 34786
Lovely home with a well-kept lawn, dark shutters, and an attached two-car garage at 7561 Colbury Ave, Windermere, FL 34786
On Market For 33 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2699

  • Year Built

    2008

  • $/SqFt

    $274

Schedule your visit today and come see your new home! PRISTINE INTERNATIONAL REALTY LLC.

Pended $949,900

Reduced By $40,000

Dining room with coffered ceilings, chandelier, and large window with lots of natural light at 2046 Westover Reserve Blvd, Windermere, FL 34786
Bright living room with ample seating, glass coffee table, piano, and view of lanai at 2046 Westover Reserve Blvd, Windermere, FL 34786
Bright living room featuring a piano, glass coffee table, and large windows at 2046 Westover Reserve Blvd, Windermere, FL 34786
On Market For 34 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3516

  • Year Built

    2000

  • $/SqFt

    $270

Don’t miss your opportunity to own this one-of-a-kind Windermere estate. RE/MAX 200 REALTY.

Home For Sale $1,225,000

Resort-style pool with a spa, featuring two palm trees and a view of neighboring houses behind a tall, manicured green hedge at 11707 Hampstead St, Windermere, FL 34786
Two-story home featuring a brown tile roof, a two-car garage, a brick driveway, and lush landscaping at 11707 Hampstead St, Windermere, FL 34786
Charming front porch features a wooden door with a glass pane, brick flooring and a window with dark shutters at 11707 Hampstead St, Windermere, FL 34786
On Market For 36 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3419

  • Year Built

    2015

  • $/SqFt

    $358

Don’t miss the opportunity to own a turnkey, entertainer’s dream in a prime Windermere location. Schedule your private tour today! KELLER WILLIAMS ELITE PARTNERS III REALTY.

Pended $675,000

Charming two-story home with a well-manicured lawn, teal garage door, and welcoming front porch at 13822 Darchance Rd, Windermere, FL 34786
Beautiful two-story home featuring a teal garage door, and manicured landscaping at 13822 Darchance Rd, Windermere, FL 34786
Two-story home in a serene neighborhood with well-maintained lawns and mature trees at 13822 Darchance Rd, Windermere, FL 34786
On Market For 34 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2769

  • Year Built

    2007

  • $/SqFt

    $244

This home is move-in ready and packed with upgrades. Schedule your showing today! EXP REALTY LLC.

Home For Sale $599,000

Reduced By $6,000

Inviting single-story home with a tile roof, a brick driveway, and manicured landscaping at 11316 Rapallo Ln, Windermere, FL 34786
Cozy living room with theater seating, warm wood floors, and bright accent wall at 11316 Rapallo Ln, Windermere, FL 34786
Open living area with hardwood floors flowing into a kitchen with stainless steel appliances at 11316 Rapallo Ln, Windermere, FL 34786
On Market For 37 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1925

  • Year Built

    2002

  • $/SqFt

    $311

Belmere Village - Schedule your private showing and make this exceptional home yours! PREMIUM REALTY ADVISORS LLC.

Home For Sale $3,250,000

Luxury home features a grand entrance with a brick driveway and manicured flowerbeds at 4071 Isabella Cir, Windermere, FL 34786
Stately luxury home boasts professional landscaping, circular driveway, and a tile roof at 4071 Isabella Cir, Windermere, FL 34786
Luxury estate with manicured landscaping, circular driveway, and an attached three-car garage at 4071 Isabella Cir, Windermere, FL 34786
On Market For 37 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6753

  • Year Built

    2017

  • $/SqFt

    $481

This exceptional home is the epitome of luxury living in one of Central Florida’s most exclusive communities—schedule your private tour today and experience the lifestyle you deserve! LA ROSA REALTY PREMIER LLC.

Home For Sale $2,100,000

Reduced By $100,000

Attractive two-story home with a green front door and mature landscaping at 6161 Blakeford Dr, Windermere, FL 34786
Elegant kitchen with a central island, granite countertops, and custom cabinetry at 6161 Blakeford Dr, Windermere, FL 34786
Bright living room with hardwood floors, built-in shelving, and large windows offering natural light at 6161 Blakeford Dr, Windermere, FL 34786
*POTENTIAL GREAT VALUE
On Market For 36 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5704

  • Year Built

    2000

  • $/SqFt

    $368

Keenes Pointe - Within walking distance to the Golden Bear Club and tennis courts. THOMAS LYNNE REALTY GROUP LLC.

Home For Sale $1,499,000

Charming home with a driveway and meticulously kept landscaping at 8430 Woburn Ct, Windermere, FL 34786
Beautiful home featuring manicured lawn and a two-car garage at 8430 Woburn Ct, Windermere, FL 34786
Inviting front porch with stone steps and beautiful landscaping at 8430 Woburn Ct, Windermere, FL 34786
On Market For 37 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3319

  • Year Built

    1999

  • $/SqFt

    $452

Keenes Pointe - "All Furniture excluded from sale; negotiable separately! ! VOLKE REAL ESTATE LLC.

Home For Sale $499,999

Exterior shot of the two-story home, showcasing its modern design and neat landscaping at 11037 Bagley Aly, Windermere, FL 34786
Spacious balcony featuring sliding glass doors and views of the community's greenery at 11037 Bagley Aly, Windermere, FL 34786
Aerial view of a community showcasing the neighborhood's layout and green spaces at 11037 Bagley Aly, Windermere, FL 34786
On Market For 29 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1904

  • Year Built

    2018

  • $/SqFt

    $263

This home features a 2-car rear entry garage and amenities that include a pool with splash pad, playground, c and is convenient to Disney, major attractions, Winter Garden Village. NUMBER 1 BROKER, LLC.

Home For Sale $1,250,403

Bright, walk-in closet with wire shelving and light wood flooring providing ample storage space at 14249 Crest Palm Ave, Windermere, FL 34786
An airy bedroom features light-colored wood floors, crisp white walls, and a double-door closet at 14249 Crest Palm Ave, Windermere, FL 34786
A well-lit walk-in closet includes wire shelving and light wood flooring, perfect for organized storage at 14249 Crest Palm Ave, Windermere, FL 34786
On Market For 38 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4443

  • Year Built

    2024

  • $/SqFt

    $281

Contact our sales team today to schedule your private tour of the Sweetwater and discover how this remarkable home can elevate your lifestyle to new heights. OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $1,130,735

Modern bathroom featuring tiled shower and floors, white cabinets and dark fixtures at 14261 Crest Palm Ave, Windermere, FL 34786
Modern bathroom featuring tiled shower and floors, white cabinets and dark fixtures at 14261 Crest Palm Ave, Windermere, FL 34786
A well-organized closet featuring wire shelving and neutral carpeting at 14261 Crest Palm Ave, Windermere, FL 34786
On Market For 38 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    3628

  • Year Built

    2024

  • $/SqFt

    $312

The Ellington II blends luxury and functionality, meeting the needs of contemporary lifestyles. OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $1,099,000

Beautiful two-story home boasting a manicured lawn, three-car garage, and appealing architectural elements at 12530 Climbing Vine Ct, Windermere, FL 34786
Elegant foyer showcasing dark wood floors, an ornate staircase, and sophisticated decor at 12530 Climbing Vine Ct, Windermere, FL 34786
Spacious living room and dining area featuring hardwood floors, a fireplace, and seamless open-concept design at 12530 Climbing Vine Ct, Windermere, FL 34786
On Market For 38 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3407

  • Year Built

    2015

  • $/SqFt

    $323

Do not miss this incredible opportunity. Schedule your private showing today! RE/MAX 200 REALTY.

Home For Sale $660,000

Reduced By $39,000

View of the house with the front door and front porch with beautiful stone columns at 6957 Northwich Dr, Windermere, FL 34786
View of covered front porch with stone accents, offering a charming entrance to this beautiful home at 6957 Northwich Dr, Windermere, FL 34786
Detailed floor plan showcasing the layout of this 2,484 sq ft home, including the Gathering room, kitchen, and patio at 6957 Northwich Dr, Windermere, FL 34786
On Market For 38 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2667

  • Year Built

    2007

  • $/SqFt

    $247

This well-maintained home features: * Stunning stone countertops in the kitchen * Luxurious marble finishes in the primary bathroom * Fresh interior paint * Stainless steel appliances * Modern light fixtures with dimmers * Wood blinds throughout * Spacious office/den near the entrance * Ceramic tile in wet areas and brand-new carpet in the living room and bedrooms * Oversized two-car garage with full cabinetry for storage * Convenient second-floor laundry room Don't miss the opportunity to live in this exclusive community that blends luxury, nature and convenience. Schedule your private showing today. DREAMPRENEURS LLC.

Home For Sale $649,900

Aerial view of a tan single-story home with well maintained lawn and landscaping at 4833 Palm Tree Ct, Windermere, FL 34786
Tan single-story home with attached two-car garage and a spacious concrete driveway at 4833 Palm Tree Ct, Windermere, FL 34786
Well-manicured front yard with lush green grass and trimmed bushes, leading to a charming tan single-story home at 4833 Palm Tree Ct, Windermere, FL 34786
On Market For 38 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2020

  • Year Built

    1985

  • $/SqFt

    $322

Silver Woods - Go to Homes.com for Matterport tour and floor plans. BHHS FLORIDA REALTY.

Home For Sale $4,800,000

Relaxing backyard pool with a hot tub overlooking the lake and clear blue sky at 9724 Chestnut Ridge Dr, Windermere, FL 34786
Elegant home with brick driveway, three garages, palms, and well maintained landscaping at 9724 Chestnut Ridge Dr, Windermere, FL 34786
Bright living room with beautiful lake views, elegant decor and plush seating at 9724 Chestnut Ridge Dr, Windermere, FL 34786
On Market For 39 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    5557

  • Year Built

    1990

  • $/SqFt

    $864

This rare lakefront gem blends timeless elegance with a prime location, offering an unparalleled lifestyle in one of Central Florida’s most exclusive communities. ISLEWORTH REALTY LLC.

Home For Sale $2,890,000

Bright, airy kitchen with marble countertops, sleek cabinets, oversized island, and modern pendant lighting at 11303 Windermere Rd, Windermere, FL 34786
Inviting living room features a modern fireplace, floating shelves, and comfortable seating area at 11303 Windermere Rd, Windermere, FL 34786
Serene bedroom showcases paneled walls, soft lighting, and neutral colors creating a calming space at 11303 Windermere Rd, Windermere, FL 34786
On Market For 39 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    5277

  • Year Built

    2025

  • $/SqFt

    $548

This is more than a home, it’s a statement of luxury, lifestyle, and taste. COMPASS FLORIDA LLC.

Home For Sale $1,200,000

Aerial view of property near Lake Butler and Disney World surrounded by lush green landscape at 3443 Wild Myrtle Ct, Windermere, FL 34786
Overhead shot of property near Lake Butler and downtown Windermere, showcasing the surrounding community at 3443 Wild Myrtle Ct, Windermere, FL 34786
Bright kitchen with stainless steel appliances, sleek countertops, and modern cabinetry at 3443 Wild Myrtle Ct, Windermere, FL 34786
On Market For 39 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2918

  • Year Built

    1985

  • $/SqFt

    $411

Don't miss the opportunity to make this your dream home. JULIAN PROPERTIES, INC..

Home For Sale $1,093,144

Bright foyer featuring hardwood floors, stairs to the left, and a chandelier at 14285 Crest Palm Ave, Windermere, FL 34786
Welcoming front porch with gray stucco siding and a blue front door at 14285 Crest Palm Ave, Windermere, FL 34786
Open hallway featuring hardwood floors and light gray walls at 14285 Crest Palm Ave, Windermere, FL 34786
On Market For 39 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3100

  • Year Built

    2025

  • $/SqFt

    $353

Don’t miss out on the opportunity to make this beautiful home your own! OLYMPUS EXECUTIVE REALTY INC.

Home For Sale $599,000

Reduced By $26,000

Bright and airy foyer featuring a high ceiling, white columns and trim, and wood-look flooring at 5032 Beach River Rd, Windermere, FL 34786
Inviting foyer with white columns, wood-look floors, and ample natural light at 5032 Beach River Rd, Windermere, FL 34786
Bright and open foyer featuring wood-look floors, high ceiling, and white columns and trim at 5032 Beach River Rd, Windermere, FL 34786
On Market For 39 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2306

  • Year Built

    2004

  • $/SqFt

    $260

Don’t miss your chance to own this remarkable home in a neighborhood that truly has it all. STOCKWORTH REALTY GROUP.

Home For Sale $14,250,000

A beautiful, modern home with manicured landscaping and a stately, mature tree providing shade and character at 5525 Isleworth Country Club Dr, Windermere, FL 34786
Elegant home featuring manicured landscaping and a circular driveway, framed by a mature tree and lush greenery at 5525 Isleworth Country Club Dr, Windermere, FL 34786
Elegant home featuring manicured landscaping and a circular driveway, framed by a mature tree and lush greenery at 5525 Isleworth Country Club Dr, Windermere, FL 34786
On Market For 40 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    9511

  • Year Built

    1999

  • $/SqFt

    $1,498

Whether hosting guests or enjoying a peaceful evening at home, this estate offers a rare opportunity to live a life of unmatched beauty, comfort, and distinction in one of Central Florida's most desirable enclaves. ISLEWORTH REALTY LLC.

Home For Sale $544,900

Reduced By $4,100

Scenic view of the community pond with calm, reflective water under a bright blue sky with fluffy clouds at 11091 Bagley Aly, Windermere, FL 34786
Beautiful two-story home showcases a well-maintained lawn and appealing architectural details under a partly cloudy sky at 11091 Bagley Aly, Windermere, FL 34786
Open-concept dining area showcases elegant decor, stylish lighting, and views into the modern kitchen at 11091 Bagley Aly, Windermere, FL 34786
On Market For 40 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2222

  • Year Built

    2018

  • $/SqFt

    $245

Don’t miss your chance to live in one of Central Florida’s most desirable neighborhoods—schedule your private showing today! WRA BUSINESS & REAL ESTATE.

Home For Sale $3,750,000

Charming two-story red brick home with meticulously maintained landscaping and covered entryway at 2828 Marquesas Ct, Windermere, FL 34786
Beautiful brick home featuring mature trees, manicured shrubs and a brick driveway at 2828 Marquesas Ct, Windermere, FL 34786
Tree lined driveway leading to an impressive brick home with mature landscaping at 2828 Marquesas Ct, Windermere, FL 34786
On Market For 41 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    6819

  • Year Built

    1989

  • $/SqFt

    $550

The dock was built to house a large ski boat the with 8 x 8 piers. DALTON WADE INC.

Home For Sale $565,000

Inviting front porch with brick walkway and lush landscaping, offering a warm welcome at 8160 Iron Mountain Trl, Windermere, FL 34786
Cozy living room features stylish decor, modern lighting, and comfortable seating at 8160 Iron Mountain Trl, Windermere, FL 34786
Modern living room offers ample seating, natural light, and contemporary design at 8160 Iron Mountain Trl, Windermere, FL 34786
On Market For 40 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2009

  • Year Built

    2016

  • $/SqFt

    $281

Whether you're seeking a primary residence or a secondary home, this property offers a welcoming environment for all. Schedule your showing today! BHHS FLORIDA REALTY.

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Call to Schedule a Showing

(407) 967-1435

(407) 967-1435