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Property for sale at 9620 MAYWOOD DRIVE, WINDERMERE, FL, 34786
Property for sale at 9620 MAYWOOD DRIVE, WINDERMERE, FL, 34786
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9620 Maywood DriveWindermere, FL, 34786

4beds
3baths
3,004sqft
Single Family Residence
Built in 1979
$2,275,000
For sale
$2,400,000−$125,000 (5%)
Price per sqft
$757
Days on market
184
Listed
Apr 15
Last reduction
−$74,000
Sep 4, 2026
MLS #O6399315Updated Oct 3, 2026

About this property

Lakefront living on the Butler Chain of Lakes in the heart of Windermere. This rare offering on Lake Down presents 100 feet of direct frontage, expansive water views and a private setting on a quiet cul-de-sac with no HOA. Set across 1.35 acres, this two-story pool home captures the essence of Windermere’s enduring lakefront lifestyle, where space, privacy, and natural beauty come together in a setting that feels refined and relaxed. From sunrise to sunset, the backdrop is nothing short of extraordinary. Sweeping views stretch across Lake Down, where calm morning waters give way to vibrant evening skies, and a nightly Disney fireworks view adds a subtle sense of wonder to the horizon. The property is thoughtfully oriented to take full advantage of its surroundings, featuring a private beach area, a two-story dock and direct access to the Butler Chain, one of Central Florida’s sought-after and interconnected lake systems, known for its recreational appeal and timeless value. Inside, the home offers a layout designed for everyday living and effortless entertaining. Spacious living and family rooms are complemented by an open kitchen appointed with granite countertops and stainless steel appliances, creating a central gathering space that flows naturally to the outdoors. A dedicated office or den provides flexibility for work or quiet retreat, while an upstairs loft captures elevated, panoramic views of Lake Down, an ideal setting for a secondary lounge, media space or creative studio. The outdoor experience is equally compelling. A resort-style pool anchors the backyard, accompanied by a screened porch and expansive lawn that extends toward the water’s edge. The setting invites relaxed afternoons and large-scale gatherings, with ample room to further enhance or personalize the landscape. A greenhouse and additional storage add charm and functionality, supporting a variety of lifestyle needs. A second-story balcony offers yet another vantage point, where elevated lake views and evening fireworks create a memorable daily backdrop. Whether enjoying a quiet morning coffee or winding down at sunset, this space reinforces the home’s seamless connection to its environment. Positioned in a peaceful and private location, yet just moments from renowned restaurants, shopping and everyday conveniences, the property offers a rare balance of seclusion and accessibility. Its location on one of the desirable stretches of Lake Down further underscores its long-term appeal. This is a compelling opportunity to enjoy the home as it exists today or to reimagine the site as an exceptional custom waterfront estate. In a setting defined by natural beauty, established luxury and enduring demand, properties of this caliber and positioning are increasingly rare.

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Property details

Property type
Single Family Residence
Street address
9620 Maywood Drive
City
Windermere
State
FL
ZIP code
34786
Year built
1979
New construction
No
Faces
North
Rooms
9
Living area
3,004 sqft
Total building area
3,978 sqft
Levels
Two

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 16, 2026 at 4:02 PM EDT

Price & sale history

Asking price reduced by $125,000 (5.2%) since first listed.

EventPrice
Price reducedMLS #O6399315$2,275,000Change: −5.2%−$125,000
Listed for saleMLS #O6399315$2,400,000
SoldMLS #O5516660$1,321,700
Listed for saleMLS #O5516660$1,470,000
History may be incomplete.
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Property for sale at 9620 MAYWOOD DRIVE, WINDERMERE, FL, 34786
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