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9620 MAYWOOD DRIVE, WINDERMERE, FL - photo 1

$2,275,000

9620 MAYWOOD DRIVE

WINDERMERE, FL 34786

Estimated payment $12,079/month

no HOA · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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4Beds
3Baths
3,004Sq Ft
$757Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

No HOA
Private Pool
Fireplace
Garage
Built in 1979
58,737 sqft Lot

About This Home

Under contract-accepting backup offers. 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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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:4
  • •Bathrooms:3
  • •Full bathrooms:3
  • •Half bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:3,004 sqft
  • •Total interior livable area:3,004 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:58,737 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:1979

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Price history

DateEventPrice
2026-04-30T00:00:00.000ZListed for sale$2,275,000$757/sqft

Listing Agent

Linda O'Grady

PREMIER SOTHEBYS INT'L REALTY

Brokerage Phone: 407-581-7888

Source: Stellar MLS · MLS #O6399315

Data Powered by Home Junction, Inc.

Nearby

Schools

OLYMPIA HIGH

High · 1.1 mi

WINDERMERE ELEMENTARY

Elementary · 1.4 mi

CHAIN OF LAKES MIDDLE

High · 1.4 mi

Supermarkets

Alberstons

0.6 mi

Walmart Neighborhood Market

1.1 mi

Tim's Wine Market

1.0 mi

Dining

Mansão Breakmen

0.4 mi

Naturon

0.9 mi

Dixie Cream Cafe

1.1 mi

Parks

Lake Street Park

0.8 mi

Johnson Park

0.8 mi

Central Park

0.9 mi

Beaches

Conrad Beach

6.7 mi

West Beach

6.8 mi

East Beach

6.8 mi

Nearby amenity locations include data © OpenStreetMap contributors.