Windermere, FL Homes

/2
$2,350,000 Sold Jul 07, 2025
- 6,000 Sq Ft
- $392/SF
- 36 Days On Market
- 5 Beds
- 6.5 Baths
- Built 2007
11055 Ullswater Ln, Windermere, FL 34786

Luxury Meets Comfort in This Stunning Custom Windermere Estate! Experience the pinnacle of Florida living in this immaculate home, designed with elegance and functionality in mind. Spanning an impressive 6,000 square feet, this single-story masterpiece boasts exceptional architectural details, intricate ceiling designs, and luxurious finishes throughout. Step through the grand wrought iron and

John Crescenti LOKATION

11055 Ullswater Ln, Windermere, FL 34786

/24
Est $682,751 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,013 Sq Ft
6764 Bridgewater Village Rd, Windermere, FL 34786

6764 Bridgewater Village Rd, Windermere, FL 34786

/35
$5,890,000
- 4 Beds
- 7 Baths
- 7,872 Sq Ft
12264 Montalcino Cir, Windermere, FL 34786

Lakefront, Luxurious, Fully Furnished Home with Private Pool in Windermere.A True Paradise!Discover this rare gem in the heart of Windermere, located in the gated community of Casa Del Lago — a spectacular residence that combines sophistication, comfort, and stunning lake views. Fully furnished, with over eight expertly designed rooms, this home was carefully customized by the builder

Jennifer Olmeda WRA BUSINESS & REAL ESTATE

12264 Montalcino Cir, Windermere, FL 34786
/2
$1,460,000 Sold Jul 07, 2025
- 3,483 Sq Ft
- $419/SF
- 54 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2005
11521 Camden Park Dr, Windermere, FL 34786

Nestled within the highly sought after guard-gated community of Keene’s Pointe, this meticulously maintained 5-bedroom, 4.5-bath home seamlessly blends luxury with comfort and style. Over the years, this home has been enhanced with high-end updates, ensuring it is both stylish and move-in ready. As you arrive, you’ll immediately notice the freshly painted exterior (2024) and brand-new roof (Nov

Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

11521 Camden Park Dr, Windermere, FL 34786

/2
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,332 Sq Ft
8256 Maritime Flag St Unit 1715, Windermere, FL 34786

8256 Maritime Flag St Unit 1715, Windermere, FL 34786

/19
$899,900
- 4 Beds
- 3.5 Baths
- 3,068 Sq Ft
6631 Crestmont Glen Ln Unit 1, Windermere, FL 34786

Price reduced! Welcome to 6631 Crestmont Glen Lane, a stunning executive home nestled in the highly sought-after gated community of Glenmuir in Windermere, Florida. This beautifully maintained residence offers the perfect blend of comfort, elegance, and functionality on a spacious, landscaped lot.Featuring 4 bedrooms and 3 1/2 bathrooms, this home boasts an open-concept floor plan with soaring

Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

6631 Crestmont Glen Ln Unit 1, Windermere, FL 34786
/2
$835,000 Sold Jul 03, 2025
- 2,523 Sq Ft
- $331/SF
- 8 Days On Market
- 4 Beds
- 3 Baths
- Built 1996
2538 Carter Grove Cir, Windermere, FL 34786

**WINDERMERE DREAM HOME ALERT -- MANORS AT BUTLER BAY** **OVER 1/2 ACRE LOT** **DEEDED BUTLER CHAIN OF LAKES RAMP & ACCESS** **PRIVATE POOL & SPA** **FOUR BEDROOMS + THREE FULL BATHS + OFFICE SPACE -- ALL ON ONE LEVEL** **WOOD FLOORING** **LOW HOA** Welcome to your Windermere Dream Home...located in the highly desired (and rarely available!) quaint community of THE MANORS at Butler Bay.

Tara Moore TARA MOORE REAL ESTATE

2538 Carter Grove Cir, Windermere, FL 34786

/31
Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,476 Sq Ft
8265 Maritime Flag St Unit 22b-5, Windermere, FL 34786

8265 Maritime Flag St Unit 22b-5, Windermere, FL 34786

/44
$890,000
- 4 Beds
- 2 Baths
- 2,582 Sq Ft
616 Magnolia St, Windermere, FL 34786

Great Open Floorplan - 1 Story Ranch - Large Covered Rear Screened Porch - 4 bedrooms - 2 baths - Vaulted Ceilings - Large Fenced Lot - Located on the East side of Main Street and 1 House South of Conroy makes this home easy to get to - New Roof - Recently updated Kitchen - Tile Floors - Spacious Bedrooms - County Water - Natural Gas - Covered Parking in Backyard for Boat or RV - No HOA - Town of

Darrell Nunnelley VINTAGE REALTY GROUP LLC

616 Magnolia St, Windermere, FL 34786
/2
$3,000,000 Sold Jul 03, 2025
- 4,421 Sq Ft
- $679/SF
- 33 Days On Market
- 5 Beds
- 5.5 Baths
- Built 2020
5023 Sawyer Cove Way, Windermere, FL 34786

Experience refined modern living at 5023 Sawyer Sound Way, a luxurious home in the exclusive gated community of Sawyer Sound in Windermere. This 5-bedroom, 5.5-bathroom residence features expansive living spaces, an open-concept floor plan, and abundant natural light. Clean lines and warm, textured finishes create a soft, welcoming atmosphere rarely found in modern design. Enjoy a chef’s kitchen,

Gordy Singh FLORIDA HOME FINDERS

5023 Sawyer Cove Way, Windermere, FL 34786

/25
Est $381,692 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,840 Sq Ft
14324 Desert Haven St Unit 4001, Windermere, FL 34786

14324 Desert Haven St Unit 4001, Windermere, FL 34786

/66
$2,195,000
- 5 Beds
- 4.5 Baths
- 5,052 Sq Ft
9210 Tibet Pointe Cir, Windermere, FL 34786

Experience the classic beauty and effortless living of this stately Southern 5-bedroom, 4.5-bathroom home designed for entertaining in the serene Northshore Village of Keene’s Pointe—a guard-gated golf and country club community.Set among lakefront estates, this traditional Georgian Colonial-style residence, built by Stonebridge Homes, sits on a generous half-acre lot and exudes grandeur from

Angela Durruthy KEENE'S POINTE REALTY

9210 Tibet Pointe Cir, Windermere, FL 34786
/2
$528,000 Sold Jul 03, 2025
- 2,151 Sq Ft
- $245/SF
- 38 Days On Market
- 3 Beds
- 2 Baths
- Built 2004
12936 Freeman St, Windermere, FL 34786

**This property qualifies for a closing cost credit up to $8,200 through the Seller’s preferred lender.**Welcome home to this beautifully maintained 3-bedroom, 2-bathroom home nestled in the desirable community of Windermere with a brand new Roof with a transferable warranty. This inviting residence features a charming front porch surrounded by mature landscaping, creating the perfect spot for

Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

12936 Freeman St, Windermere, FL 34786

/23
Est $535,857 Not Listed For Sale
6606 Sawyer Shores Ln, Horizon West, FL 34786

6606 Sawyer Shores Ln, Horizon West, FL 34786

/22
$389,990
- 3 Beds
- 2.5 Baths
- 1,520 Sq Ft
7621 Sutherton Ln, Windermere, FL 34786

Modern Townhome in Windermere’s Wickham Park 3 Beds | 2.5 Baths | 2-Car Garage | Prime LocationWelcome to this beautifully maintained townhome in the highly sought-after community of Wickham Park, located in the heart of Windermere, Florida — where charm, convenience, and top-rated schools come together.Step inside to an inviting open floor plan with ceramic tile throughout

Gabriela Lanza MY REALTY GROUP, LLC.

7621 Sutherton Ln, Windermere, FL 34786
/2
$545,000 Sold Jul 03, 2025
- 2,330 Sq Ft
- $234/SF
- 7 Days On Market
- 3 Beds
- 2 Baths
- Built 2018
6806 Trellis Vine Loop, Windermere, FL 34786

this home at Windstone Windermere is an attractive two-story home with three bedrooms, two baths, and a two-car garage. It has been designed with a spacious, open area connecting the kitchen with the great room, creating an ideal place for entertaining. The kitchen features and oversized island and a large, walk-in pantry for added storage. All bedrooms and main living areas are on the first

Eric Jia NUMBER 1 BROKER, LLC

6806 Trellis Vine Loop, Windermere, FL 34786

/38
Est $431,479 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,584 Sq Ft
11685 Water Run Alley, Windermere, FL 34786

11685 Water Run Alley, Windermere, FL 34786

/20
$389,000
- 3 Beds
- 2.5 Baths
- 1,369 Sq Ft
12744 Langstaff Dr, Windermere, FL 34786

Beautiful townhouse located in Windermere, 3 br, 2.5 baths, full of natural lighting and unparalleled tranquility, featuring a private and fenced courtyard. Nice modern upgraded flooring and color scheme, new kitchen with quartz counter top, new hight in appliances, new AC. Beautiful Community pool and kiddie park. This home is so conveniently located close to Disney, mayor shopping & dining

Ana Fermin PROPERTY WAREHOUSES OF AMERICA

12744 Langstaff Dr, Windermere, FL 34786
/2
$1,140,000 Sold Jul 03, 2025
- 3,342 Sq Ft
- $341/SF
- 69 Days On Market
- 4 Beds
- 4 Baths
- Built 2005
11345 Preserve View Dr, Windermere, FL 34786

PRICE IMPROVEMENT -- Charming Florida Ranch on a Spacious Private Lot in Keene’s Pointe!This beautifully maintained 4-bedroom, 4-bath home—with an additional office—features an inviting heated pool and a screen-enclosed lanai, perfect for relaxing and enjoying the expansive backyard. All bedrooms are conveniently located on the main floor, except for one oversized upstairs suite that offers

Angela Durruthy KEENE'S POINTE REALTY

11345 Preserve View Dr, Windermere, FL 34786

/6
Est $429,084 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,826 Sq Ft
2216 Bear Peak Rd, Minneola, FL 34715

2216 Bear Peak Rd, Minneola, FL 34715

/40
$680,000 Open Sat 1:30PM - 3PM
- 4 Beds
- 2 Baths
- 2,145 Sq Ft
11222 Rapallo Ln, Windermere, FL 34786

Gated Belmere on Quiet Court near a 905K sale— South Belmere cul-de-sac lot backing a tropical oasis, creating a serene and private setting. Furniture options and VIDEO TOUR AVAILABLE. Step into your perfectly upgraded sanctuary and can include warranties. Professionally renovated July 2025 (warranty available) with a meticulous attention to both modern aesthetic and functionality,

James Bessinger, III LPT REALTY, LLC

11222 Rapallo Ln, Windermere, FL 34786
/2
$3,975,000 Sold Jul 02, 2025
- 4,665 Sq Ft
- $852/SF
- 5 Days On Market
- 4 Beds
- 5 Baths
- Built 2013
10845 Bayshore Dr, Windermere, FL 34786

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

Darrell Nunnelley VINTAGE REALTY GROUP LLC

10845 Bayshore Dr, Windermere, FL 34786

/16
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,332 Sq Ft
8256 Maritime Flag St Unit 1725, Windermere, FL 34786

8256 Maritime Flag St Unit 1725, Windermere, FL 34786

/54
$899,000
- 4 Beds
- 3.5 Baths
- 3,270 Sq Ft
8752 Lookout Pointe Dr, Windermere, FL 34786

Experience the enchantment of a luxurious lifestyle with a home that offers elegance, comfort, and a touch of magic. Welcome to a stunning residence where every day feels like a vacation, with Disney World's fireworks dazzling over the water view right in your backyard. This beautifully appointed Spanish style home boasts impressive curb appeal with its barrel tile roof, paver driveway, and a two

Noor Masri LA ROSA REALTY PREMIER LLC

8752 Lookout Pointe Dr, Windermere, FL 34786
/2
$974,900 Sold Jul 02, 2025
- 3,235 Sq Ft
- $301/SF
- 16 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2017
8778 Peachtree Park Ct, Windermere, FL 34786

*Pictures do not do this home justice! Must see in person* Prime location meets timeless elegance... Welcome to 8778 Peachtree Park Ct. This palatial estate is a marriage of contemporary style and modern convenience. Located just 2.1 miles from Walt Disney World Resort, and minutes from dining and entertainment, this home has it all! No detail was spared when it comes to the upgrades in this

Ronald Haywood BHHS FLORIDA REALTY

8778 Peachtree Park Ct, Windermere, FL 34786

/24
Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,840 Sq Ft
14348 Desert Haven St Unit 14348, Windermere, FL 34786

14348 Desert Haven St Unit 14348, Windermere, FL 34786

/44
$759,900 Open Sat 11AM - 1PM
- 4 Beds
- 3.5 Baths
- 3,407 Sq Ft
11837 Cave Run Ave, Windermere, FL 34786

*********Rare Opportunity in Windermere Trails!*********Welcome to this stunning 4-bedroom, 3.5-bathroom home in the highly sought-after Windermere Trails community—just minutes from the world-famous Disney Parks! This established neighborhood is known for its natural beauty, prime location, and nightly views of Disney’s spectacular fireworks right from your own

Adam Prada US SQUARE REAL ESTATE

11837 Cave Run Ave, Windermere, FL 34786
/2
$600,000 Sold Jul 02, 2025
- 2,295 Sq Ft
- $261/SF
- 24 Days On Market
- 4 Beds
- 2 Baths
- Built 2005
11878 Via Lucerna Cir, Windermere, FL 34786

Well Maintained Windermere Home - Furnished 1 Story 4 Bedroom 2 Bath Split Plan - Light & Bright from 3 Sets of Glass Sliding Doors - Covered Rear Screened Porch with Surround Sound Speakers is perfect for the Grill Master - TV on Porch - 2 Car Garage - Spacious Laundry Room - New Stainless Appliances - Gas Cooktop/Range - Granite Counters - Crown Moulding - Art Niches - Large Primary Suite with

Darrell Nunnelley VINTAGE REALTY GROUP LLC

11878 Via Lucerna Cir, Windermere, FL 34786

/23
Est $451,711 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,631 Sq Ft
8650 Wellington Blue Ln, Windermere, FL 34786

8650 Wellington Blue Ln, Windermere, FL 34786

/39
$355,000
- 3 Beds
- 2.5 Baths
- 1,429 Sq Ft
12449 Cruxbury Dr, Windermere, FL 34786

Welcome to 12449 Cruxbury Drive, nestled in the highly sought-after community of Windermere! Exceptional HOA with low fees just minutes to Disney make this a great 2nd home location with low maintenance. This beautifully updated home showcases a perfect blend of elegance and comfort, featuring 3 bedrooms and 2.5 bathrooms across a thoughtfully designed floor plan. From the moment you enter,

Curt Marksbury WATSON REALTY CORP., REALTORS

12449 Cruxbury Dr, Windermere, FL 34786
/2
$675,000 Sold Jul 01, 2025
- 2,769 Sq Ft
- $244/SF
- 12 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2007
13822 Darchance Rd, Windermere, FL 34786

Enjoy peaceful pond views from your front porch, take in stunning preserve surroundings, and watch the Disney fireworks light up the night sky from your front door. This beautifully updated 4-bedroom, 3.5-bath home with a 2-car garage is located in the highly desirable Enclave at Berkshire Park. Major updates include a newer roof (2022), upstairs AC unit (2022), water heater (2022), and Solar

Phillip Mariani EXP REALTY LLC

13822 Darchance Rd, Windermere, FL 34786

/36
Est $428,327 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,584 Sq Ft
11618 Water Run Alley, Windermere, FL 34786

11618 Water Run Alley, Windermere, FL 34786

/44
$2,299,000
- 3 Beds
- 2.5 Baths
- 2,981 Sq Ft
10209 Trout Rd, Orlando, FL 32836

CHARMING COTTAGE ON THE BUTLER CHAIN of Lakes! This property features just under 3000 sq ft, 3 bedrooms, 2 1/2 baths and a STUNNING 100 FEET OF LAKEFRONT ON LAKE TIBET located in the coveted BUTLER CHAIN OF LAKES in Windermere/Orlando and NO HOA! LOCATED IN ORLANDO, but less than a MINUTE drive TO WINDERMERE AND within 10 minutes to downtown Windermere and ALL of the charm and activities IT HAS

Teresa Stewart SOUTHERN REALTY GROUP LLC

10209 Trout Rd, Orlando, FL 32836
/2
$1,750,000 Sold Jul 01, 2025
- 4,658 Sq Ft
- $376/SF
- 20 Days On Market
- 5 Beds
- 3.5 Baths
- Built 2002
9907 Beaufort Ct, Windermere, FL 34786

Keene's Pointe - featuring The Golden Bear Club, an 18-hole golf course designed by Jack Nicklaus offering golf, tennis, fitness, dining and swimming. Enjoy country club living at its finest in this 5 bedroom/3.5 bath home located on a quiet cul-de-sac within walking distance of the clubhouse, tennis courts, pool and fitness facility. As you walk past the serene fountain into this home, you are

Teresa Stewart SOUTHERN REALTY GROUP LLC

9907 Beaufort Ct, Windermere, FL 34786

/33
Est $529,388 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,233 Sq Ft
13874 Summerport Trail Loop, Windermere, FL 34786

13874 Summerport Trail Loop, Windermere, FL 34786

/24
$409,000
- 3 Beds
- 2.5 Baths
- 1,584 Sq Ft
11686 Water Run Alley, Windermere, FL 34786

Located in the heart of Windermere, this 3-bedroom, 2.5-bath townhome blends modern comfort with everyday convenience, offering 1,584 square feet of thoughtfully designed living space, a private 2-car garage, and a small fenced yard perfect for pets. Built in 2017, the home features granite countertops, stainless steel appliances, and a bright, open layout with a desirable southwest exposure.

Chase Morton Tate COMPASS FLORIDA LLC

11686 Water Run Alley, Windermere, FL 34786
/2
$630,000 Sold Jul 01, 2025
- 2,599 Sq Ft
- $242/SF
- 35 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2004
8555 Abbotsbury Dr, Windermere, FL 34786

This is it! Welcome to this gorgeous, updated 4 bedroom plus office, corner home in the highly sought after gated community of the Preserve at the Lakes of Windermere. From the moment you walk in the front door into the massive 2 story family room with tons of natural light, custom molding and a beautiful wooden staircase, you will be ready to call this home. The kitchen is a chef's dream with

Richard Alpizar IRON VALLEY REAL ESTATE CENTRAL FLORIDA

8555 Abbotsbury Dr, Windermere, FL 34786

/47
Est $388,664 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,786 Sq Ft
14005 Oasis Springs Ln Unit 906, Windermere, FL 34786

14005 Oasis Springs Ln Unit 906, Windermere, FL 34786

/85
$635,000
- 4 Beds
- 3 Baths
- 2,920 Sq Ft
6971 Tettenhall Ln, Windermere, FL 34786

Discover this stunning 2-story, 4-bedroom, 3-bathroom home. Enjoy breathtaking views of the fountain pond from the covered front lanai, beautifully accented with stacked stone columns. Step inside to be welcomed by arched walkways, wood-paneled walls, and elegant wood laminate flooring. The home boasts a separate formal dining room with a tray ceiling across from the formal living room, creating

Ozan Cifci PREMIUM PROPERTIES R.E. SERVICE

6971 Tettenhall Ln, Windermere, FL 34786
/2
$2,650,000 Sold Jul 01, 2025
- 5,764 Sq Ft
- $460/SF
- 29 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2001
13025 Water Point Blvd, Windermere, FL 34786

Waterford Pointe - highly sought after gated/attended community in Windermere. This award winning Mediterranean design with nearly 200 feet of commanding water frontage on Lake Roberts boasts panoramic lake views from nearly every room. Entertaining is ideal for intimate gatherings yet amply appointed for elegant affairs, both inside and poolside! Entering through the leaded glass double doors

Teresa Stewart SOUTHERN REALTY GROUP LLC

13025 Water Point Blvd, Windermere, FL 34786

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