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9620 Maywood Dr, Windermere, FL 34786
9620 Maywood Dr, Windermere, FL 34786
9620 Maywood Dr, Windermere, FL 34786
9620 Maywood Dr, Windermere, FL 34786
9620 Maywood Dr, Windermere, FL 34786
9620 Maywood Dr, Windermere, FL 34786
9620 Maywood Dr, Windermere, FL 34786

9620 Maywood Dr Windermere, FL 34786

$2,275,000

ACTIVE
Beds
4
Baths
3
Sqft
3,004
Acres
1.35
Year
1979
Days on Site
172 Days
Property Type
Residential
Sub Type
Single Family Residence
Per Square Foot
$757
Date Listed
Apr 15, 2026

Description of 9620 Maywood Dr, Windermere, FL 34786

Listing details for 9620 Maywood Dr, Windermere, FL 34786 : 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.
Listing Updated : 10-03-2026 at 1:20 PM EDT
Listing Provided By

Linda O'Grady, 407-581-7888, PREMIER SOTHEBYS INT'L REALTY

Source

Stellar MLS as distributed by MLS GRID, MLS#: MFRO6399315

Property History

DateEventPrice
9/4/2026
Price Change
$2,275,000 -3.2%
$757/sqft
Source:Stellar MLS #MFRO6399315
6/16/2026
Price Change
$2,349,000 -2.1%
$782/sqft
Source:Stellar MLS #MFRO6399315
4/15/2026
Listed for sale
$2,400,000 +81.6%
$799/sqft
Source:Stellar MLS #MFRO6399315
9/29/2017
Sold
$1,321,700 -10.1%
$440/sqft
Source:Stellar MLS #MFRO5516660
6/15/2017
Listed for sale
$1,470,000
$489/sqft
Source:Stellar MLS #MFRO5516660
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