Windermere, FL Homes

/2
$5,000,000 Sold Jun 17, 2025
- 8,178 Sq Ft
- $611/SF
- 173 Days On Market
- 6 Beds
- 7 Baths
- Built 2001
5121 Latrobe Dr, Windermere, FL 34786

Introducing a remarkable 6-bedroom residence, featuring 5 full and 2 half bathrooms, situated on hole 5 of the celebrated Isleworth Golf & Country Club . This expansive home encompasses 8,178 square feet of refined living space. Upon arrival, a grand governor's driveway sets the tone for this beautifully renovated property, characterized by a warm modern-mountain aesthetic.Inside, elegance

Carey Sheffield ISLEWORTH REALTY LLC

5121 Latrobe Dr, Windermere, FL 34786

/42
Est $459,057 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 1,797 Sq Ft
8446 Iron Mountain Trail, Other City - In the State of Florida, FL 34786

8446 Iron Mountain Trail, Other City - In the State of Florida, FL 34786

/32
$1,200,000
- 5 Beds
- 3 Baths
- 2,918 Sq Ft
3443 Wild Myrtle Ct, Windermere, FL 34786

Welcome to 3443 Wild Myrtle Court, a beautifully renovated executive home nestled on a serene 1.2-acre cul-de-sac lot in the esteemed Lake Butler Estates of Windermere, Florida. This expansive 5-bedroom, 3-bathroom residence offers 2,918 square feet of thoughtfully designed living space, combining modern updates with timeless charm.The home boasts a formal living room featuring a whitewashed

Michael Julian JULIAN PROPERTIES, INC.

3443 Wild Myrtle Ct, Windermere, FL 34786
/2
$430,000 Sold Jun 16, 2025
- 1,620 Sq Ft
- $265/SF
- 20 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2016
7675 Fordson Ln, Windermere, FL 34786

Pristine Townhome in Windermere Sound!!!!Beautifully maintained and move-in ready, this stunning townhome features 3 bedrooms, 2.5 bathrooms, and a spacious open floor plan filled with natural light.The stylishly upgraded kitchen is perfect for everyday living and entertaining. It boasts sleek quartz countertops, an easy care backsplash, and modern under cabinet lighting that adds both

Reina Mendez REILE REALTY CORP

7675 Fordson Ln, Windermere, FL 34786

/45
Est $459,057 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 1,797 Sq Ft
8446 Iron Mountain Trail Unit 8446, Other City - In the State of Florida, FL 34786

8446 Iron Mountain Trail Unit 8446, Other City - In the State of Florida, FL 34786

/47
$539,900
- 4 Beds
- 2.5 Baths
- 2,222 Sq Ft
11091 Bagley Alley, Windermere, FL 34786

Located in one of Central Florida’s most desirable zip codes, 11091 Bagley Aly is a beautifully updated and move-in-ready 4-bedroom, 2.5-bathroom home in the sought-after community of Westside Village in Windermere. Known for its scenic Butler Chain of Lakes, top-rated schools and charming historic district, Windermere offers a lifestyle that’s hard to match. Located just 15 minutes from Disney,

Mariana Cezar Ovalle WRA BUSINESS & REAL ESTATE

11091 Bagley Alley, Windermere, FL 34786
/2
$1,470,000 Sold Jun 16, 2025
- 5,188 Sq Ft
- $283/SF
- 2 Days On Market
- 5 Beds
- 5 Baths
- Built 2004
5530 Oxford Moor Blvd, Windermere, FL 34786

Welcome to an extraordinary opportunity to own a truly exquisite custom-built home in one of Windermere’s elite gated communities. This exceptional residence exudes elegance and sophistication from the moment you arrive. A manicured lawn, dramatic four-tiered fountain, and an expansive paver driveway set the stage, leading to a rare 4-car garage. Enter through majestic 8-foot leaded glass double

Marcy Walsh REAL BROKER, LLC

5530 Oxford Moor Blvd, Windermere, FL 34786

/53
Est $483,593 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,997 Sq Ft
6039 Savannah Oak Alley, Windermere, FL 34786

6039 Savannah Oak Alley, Windermere, FL 34786

/100
$14,250,000
- 5 Beds
- 5.5 Baths
- 9,511 Sq Ft
5525 Isleworth Country Club Dr, Windermere, FL 34786

One or more photo(s) has been virtually staged. Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communities in the world. Designed by architect Terry Irwin and built by Ballard Construction, with interior designs by Faith Fournet, the property has been fully transformed and thoughtfully curated over

Monica Lochmandy ISLEWORTH REALTY LLC

5525 Isleworth Country Club Dr, Windermere, FL 34786
/2
$676,500 Sold Jun 16, 2025
- 2,393 Sq Ft
- $283/SF
- 38 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2015
8498 Powder Ridge Trail, Windermere, FL 34786

Paradise Meets Location! Stunning Bungalow in Windermere Trails! Discover the perfect blend of luxury, location, and outdoor paradise in this meticulously maintained bungalow, sitting on the BEST CORNER LOT in Windermere Trails. From the moment you step inside, you'll be captivated by the professionally designed outdoor area, featuring a PRIVATE HEATED SALTWATER POOL with LED lighting and a

Maried Jimenez OLYMPUS EXECUTIVE REALTY INC

8498 Powder Ridge Trail, Windermere, FL 34786

/25
Est $391,180 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,840 Sq Ft
14225 Oasis Cove Blvd Unit 1808, Windermere, FL 34786

14225 Oasis Cove Blvd Unit 1808, Windermere, FL 34786

/80
$2,995,000
- 6 Beds
- 5.5 Baths
- 6,819 Sq Ft
2828 Marquesas Ct, Windermere, FL 34786

Gorgeous Private Lakefront Custom Brick Estate over 10,000 sq ft under roof, just under 7,000 sq ft under HVAC. First Time Ever on Market! Step thru the Gorgeous Leaded Glass Doors into this Magnificent Estate the Entry made for Royalty Custom Magnolia Curved Staircase with custom Italian Marble Flooring installed 2024. Updated Massive Chandler with Sconces lighting grace the Staircase. To the

Carolyn Cook DALTON WADE INC

2828 Marquesas Ct, Windermere, FL 34786
/2
$905,000 Sold Jun 16, 2025
- 3,199 Sq Ft
- $283/SF
- 126 Days On Market
- 5 Beds
- 3.5 Baths
- Built 2002
6607 Crestmont Glen Ln, Windermere, FL 34786

BACK ON THE MARKET, Buyer's financing fell through. Welcome to your new home located in the coveted gated community of Glenmuir in Windermere. This pool home features 5 bedrooms, 3.5 bathrooms, a tile roof, and walk-in closets in every bedroom. Upon entering, you'll find the formal dining room to your right and the staircase to your left. As you proceed, you'll enter the spacious living room with

Joey Feeser WEICHERT REALTORS HALLMARK PR

6607 Crestmont Glen Ln, Windermere, FL 34786

/17
Est $539,939 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,203 Sq Ft
7313 Ella Ln, Windermere, FL 34786

7313 Ella Ln, Windermere, FL 34786

/14
$1,600,000
- 5 Beds
- 6 Baths
- 6,375 Sq Ft
11056 Clipper Ct, Windermere, FL 34786

Professional Pictures Coming Soon * Huge 5 Bedroom 6 Bath Multi-Generational Pool Home Has 1 Full Suite on 1st Floor & 2 Spacious Suites on the 2nd Floor * Open Floorplan * The Marina Bay Community Includes a Waterfront Marina for your boat that is directly connected to Lake Down and the Butler Chain of Lakes * Oversized 4 Car Garage with Drive Through Doors on Front & Rear of the 3rd Bay * Over

Darrell Nunnelley VINTAGE REALTY GROUP LLC

11056 Clipper Ct, Windermere, FL 34786
/2
$484,000 Sold Jun 16, 2025
- 2,149 Sq Ft
- $225/SF
- 161 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2015
12285 Joshua Tree Trail, Windermere, FL 34786

MOTIVATED SELLER AND BRAND NEW CARPETS! Welcome to this charming 3-Bedroom, 2.5-Bathroom Home with bonus room in Windermere Trails. This single-family home, built in 2015, is situated on a quiet corner lot! This spacious 2,149 sq. ft. home boasts two expansive balconies offering stunning lake, pond, and park views—perfect for watching Disney fireworks right from the comfort of your own home!

Erin Legler CHARLES RUTENBERG REALTY ORLANDO

12285 Joshua Tree Trail, Windermere, FL 34786

/100
Est $851,732 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,907 Sq Ft
8637 Crescendo Ave, Windermere, FL 34786

8637 Crescendo Ave, Windermere, FL 34786

/11
$549,900
- 4 Beds
- 3.5 Baths
- 2,461 Sq Ft
7349 Ella Ln, Windermere, FL 34786

JUST REDUCED!!!! Live just 2 miles from Magic Kingdom and enjoy nightly views of the fireworks from your own backyard! This beautifully maintained home offers 4 bedrooms, 3.5 bathrooms, and a spacious open-concept layout perfect for both everyday living and entertaining.The kitchen shines with 42” cabinets, granite countertops, stainless steel appliances, and a large island with a breakfast

Jason Nagassar CASTLE REALTY PROFESSIONAL GROUP LLC

7349 Ella Ln, Windermere, FL 34786
/2
$650,000 Sold Jun 16, 2025
- 2,777 Sq Ft
- $234/SF
- 209 Days On Market
- 5 Beds
- 3.5 Baths
- Built 2003
7036 Mapperton Dr, Windermere, FL 34786

Discover your new home!We present an unmissable opportunity: a magnificent renovated house, perfect for those seeking comfort and practicality. With 5 bedrooms, 3 of which are suites, each member of the family will have their own private and cozy space.Imagine having an office, an ideal environment to work or create, in addition to a layout that values ??socialization. The high ceiling provides a

Leila Ferrara WRA BUSINESS & REAL ESTATE

7036 Mapperton Dr, Windermere, FL 34786

/44
Est $1,055,101 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,684 Sq Ft
107 E 2nd Ave, Windermere, FL 34786

107 E 2nd Ave, Windermere, FL 34786

/44
$1,438,000
- 4 Beds
- 3.5 Baths
- 3,586 Sq Ft
11706 Waterstone Loop Dr, Windermere, FL 34786

Introducing this elegant residence by Sillman Homes, exclusive builder of custom homes,offered for sale for the first time. Located in the exclusive Waterstone on Lake Butler inWindermere, a 24 hour guard gated community; this single story residence offers 4 bedrooms,3.5 bathrooms, and 3,586 square feet of living space. Situated on a corner lot, the home standsout with its

Immu Korvenmaa ALIGN REAL ESTATE LLC

11706 Waterstone Loop Dr, Windermere, FL 34786
/2
$819,500 Sold Jun 13, 2025
- 3,506 Sq Ft
- $234/SF
- 41 Days On Market
- 5 Beds
- 4 Baths
- Built 2007
2151 Tillman Ave, Winter Garden, FL 34787

Nestled in the highly sought-after gated community of Bronson’s Landing, one of Winter Garden’s most desirable enclaves, this meticulously upgraded home stands out with modern features and thoughtful design. With just 126 homes, the community offers a private, charming atmosphere with convenient access to 535, 429, and the Turnpike.This spacious residence boasts five bedrooms and four full

Andy Neal MAXIM REALTY ORLANDO

2151 Tillman Ave, Winter Garden, FL 34787

/52
Est $593,520 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,178 Sq Ft
14545 Yellow Butterfly Rd, Windermere, FL 34786

14545 Yellow Butterfly Rd, Windermere, FL 34786

/34
$725,000
- 3 Beds
- 2 Baths
- 2,095 Sq Ft
3241 Downs Cove Rd, Windermere, FL 34786

Charming Multi-Level Home in Sought-After WindermereWelcome to 3241 Downs Cove Road, a beautifully designed 3-bedroom, 2-bathroom multi-level home nestled in the heart of Windermere. This spacious property offers both style and versatility, perfect for families, remote professionals, or anyone seeking extra space to live and entertain.The main living area features an inviting open

Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

3241 Downs Cove Rd, Windermere, FL 34786
/2
$355,000 Sold Jun 13, 2025
- 1,336 Sq Ft
- $266/SF
- 74 Days On Market
- 2 Beds
- 2.5 Baths
- Built 2006
8933 Newmarket Dr, Windermere, FL 34786

Welcome to 8933 Newmarket Drive in the highly sought after Lakes of Windermere - Lake Reams. This immaculately kept townhome features two primary bedrooms, two and a half bathrooms, and is completely turnkey with BRAND NEW ROOF, NEW WASHER, DRYER, APPLIANCES, FRESH INTERIOR AND EXTERIOR PAINT, NEW LVP FLOORING, NEW SMART GARAGE DOOR SYSTEM, NEST THERMOSTAT, NEWER AC AND WATER HEATER! Located on a

Jenna Palmero COLDWELL BANKER REALTY

8933 Newmarket Dr, Windermere, FL 34786

/74
Est $3,615,870 Not Listed For Sale
- 5 Beds
- 7 Baths
- 7,085 Sq Ft
10230 Park Ridge Gotha Rd, Windermere, FL 34786

10230 Park Ridge Gotha Rd, Windermere, FL 34786

/99
$2,750,000
- 7 Beds
- 4 Baths
- 4,482 Sq Ft
9648 Weatherstone Ct, Windermere, FL 34786

Welcome to this exceptional lakefront estate in the exclusive gated community of Weatherstone, ideally situated on the serene shores of Lake Olivia in Windermere, Florida. This beautifully appointed residence offers 7 bedrooms, 4 full bathrooms & a rare combination of timeless architecture & modern luxury. From the moment you arrive, the home's curb appeal is undeniable. The expansive wrap-around

Olga Jakubowski ERA GRIZZARD REAL ESTATE

9648 Weatherstone Ct, Windermere, FL 34786
/2
$695,000 Sold Jun 13, 2025
- 1,269 Sq Ft
- $548/SF
- 91 Days On Market
- 3 Beds
- 2 Baths
- Built 1958
116 Main St, Windermere, FL 34786

Welcome to a rare opportunity in the heart of Windermere! Located at 116 Main Street, this property represents one of the most coveted locations in Central Florida's premier community. Situated on Main Street, this lot offers the perfect canvas for your dream home in a location that simply cannot be replicated.While the existing structure requires extensive updating, the true value lies in this

Adam Judd METROPOLIS R.E. SOLUTIONS, LLC

116 Main St, Windermere, FL 34786

/24
Est $481,436 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,850 Sq Ft
10635 Village Lake Rd, Windermere, FL 34786

10635 Village Lake Rd, Windermere, FL 34786

/49
$2,175,000
- 4 Beds
- 4.5 Baths
- 5,071 Sq Ft
5025 Down Point Ln, Windermere, FL 34786

Welcome to your dream home in the heart of Windermere! This beautifully updated 4-bedroom, 4.5-bathroom residence is an entertainer’s paradise and tech-lover’s haven, offering a thoughtful blend of modern convenience and timeless charm. Step inside to discover spacious living areas, a dedicated office, and a versatile bonus room perfect for a gym, playroom, or guest suite. The expanded master

Christie Tannler COLDWELL BANKER REALTY

5025 Down Point Ln, Windermere, FL 34786
/2
$590,000 Sold Jun 12, 2025
- 2,256 Sq Ft
- $262/SF
- 4 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2005
11556 Via Lucerna Cir, Windermere, FL 34786

Welcome to Belmere Village – Windermere Living at Its Finest!Discover this beautifully maintained 4-bedroom, 2.5-bathroom home nestled in the highly sought-after gated community of Belmere in Windermere, Florida. With over 2,200 square feet of thoughtfully designed living space, this residence perfectly blends comfort, elegance, and functionality.As you arrive, you’ll be impressed by the

Jeffrey Fleming, LLC PREFERRED REAL ESTATE BROKERS

11556 Via Lucerna Cir, Windermere, FL 34786

/57
Est $1,189,331 Not Listed For Sale
- 6 Beds
- 4 Baths
- 4,511 Sq Ft
17545 Black Rail St, Windermere, FL 34786

17545 Black Rail St, Windermere, FL 34786

/58
$874,900
- 4 Beds
- 5 Baths
- 2,450 Sq Ft
11994 Mckinnon Rd, Windermere, FL 34786

Welcome home to an elegant and spacious 4 bedroom, 3 full bathroom, 2 half bathroom home located in the highly sought-after town of Windermere, it offers the perfect blend of privacy, comfort, and opportunity all in one of Central Florida's most desirable communities. Enjoy the outdoor patio and pool with ample space to unwind and entertain. Whether it's a quiet morning coffee or an

Gloria Alvarez CENTURY 21 CARIOTI

11994 Mckinnon Rd, Windermere, FL 34786
/2
$1,325,000 Sold Jun 12, 2025
- 4,789 Sq Ft
- $277/SF
- 100 Days On Market
- 4 Beds
- 5 Baths
- Built 1996
9501 Hempel Cove Blvd, Windermere, FL 34786

Original owners, first time on the market and meticulously maintained! Located on a quiet cul-de-sac you will find a generous 1.14-acre lot with mature trees providing ample shade for this Georgia brick faced two-story home. A flexible floorplan as well as a lovely outdoor oasis is perfect for entertaining family and guests. The home offers 4,789’ square feet of living space, features high

Rebekkah Boskovich REVEL REALTY LLC

9501 Hempel Cove Blvd, Windermere, FL 34786

/31
Est $593,221 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,320 Sq Ft
11644 Ashlin Park Blvd, Windermere, FL 34786

11644 Ashlin Park Blvd, Windermere, FL 34786

/79
$1,790,000
- 4 Beds
- 5 Baths
- 4,329 Sq Ft
13120 Zori Ln, Windermere, FL 34786

Imagine waking up every morning to the serene beauty of your lakefront retreat, with Little Lake Sawyer greeting you right outside your door. Welcome to your dream home in Windermere—a place where luxury, comfort, and natural beauty unite seamlessly.Set on an oversized homesite with direct Lake Sawyer access, this property offers everything you could want—and more. An open, airy floor

Matt McKee COMPASS FLORIDA LLC

13120 Zori Ln, Windermere, FL 34786
/2
$657,500 Sold Jun 12, 2025
- 2,606 Sq Ft
- $252/SF
- 215 Days On Market
- 4 Beds
- 3 Baths
- Built 2002
11045 Belmere Isles Ct, Windermere, FL 34786

One or more photo(s) has been virtually staged. Welcome to Your Dream Home in the Exclusive Guard-Gated Reserve at Belmere! Discover this completely remodeled single-story executive home in the heart of Windermere, FL. With 4 bedrooms, 3 bathrooms, a separate den/office, and a private laundry room spanning 2,606 square feet, this stunning residence is designed for modern living. As you step

Ryan Rogers EXP REALTY LLC

11045 Belmere Isles Ct, Windermere, FL 34786

/55
Est $1,506,990 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,715 Sq Ft
11431 Buckley Wood Ln, Windermere, FL 34786

11431 Buckley Wood Ln, Windermere, FL 34786

/82
$2,299,995
- 4 Beds
- 6 Baths
- 5,457 Sq Ft
5909 Oxford Moor Blvd, Windermere, FL 34786

Back on the market through no fault of the home - Buyer's financing issue creates a rare second chance for this one-of-a- kind Windermere estate. Welcome to 5909 Oxford Moor Blvd—a beautifully designed, single-story Spanish-style estate on a .56-acre lot with mature landscaping, circular driveway, and tile roof. The courtyard layout includes a two-car and one-car garage. Inside, enjoy 4 bedrooms,

Soraya Tamaddon EMPIRE NETWORK REALTY

5909 Oxford Moor Blvd, Windermere, FL 34786
/2
$925,000 Sold Jun 12, 2025
- 4,524 Sq Ft
- $204/SF
- 319 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1998
9502 Hempel Cove Blvd, Windermere, FL 34786

IF YOU WERE PREVIOUSLY INTERESTED IN THIS HOME NOW IS THE TIME TO GET YOUR SOMETHING SUBMITTED!!!! Welcome to 9502 Hempel Cove Blvd, a luxury highly sought after neighborhood in the heart of Windermere only consists of 11 homes. This timeless 2 story colonial is situated at the end of the cul-de-sac and is the third largest in the neighborhood. The split level feeling will have you being able to

Jason Braddock EXP REALTY LLC

9502 Hempel Cove Blvd, Windermere, FL 34786

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