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Single family home for sale at 9620 Maywood Dr, Windermere, FL 34786 | MLS# O6399315 | Listing updated on 2026-10-22
Photo 1 of Single family home for sale at 9620 Maywood Dr, Windermere, FL 34786 | MLS# O6399315 | Listing updated on 2026-10-22
Photo 2 of Single family home for sale at 9620 Maywood Dr, Windermere, FL 34786 | MLS# O6399315 | Listing updated on 2026-10-22
Photo 3 of Single family home for sale at 9620 Maywood Dr, Windermere, FL 34786 | MLS# O6399315 | Listing updated on 2026-10-22
Photo 4 of Single family home for sale at 9620 Maywood Dr, Windermere, FL 34786 | MLS# O6399315 | Listing updated on 2026-10-22
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$2,275,000

Monthly Est:$11,324

  • Beds Icon4 Beds
  • Beds Icon
    3 Baths
  • Beds Icon3,004sqft

9620 Maywood Dr, Windermere, FL 34786

$11,324/moEst:

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  • Single Family Residence

  • Built in 1979

  • $-- HOA

  • 1.35 acres lot

  • $757/sq.ft

Description

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.

  • Houzeo last checked: 2 hours ago
  • Listing updated: October 22, 2026 at 10:35 pm
  • Listing Provided by: Linda O'Grady (407) 970-6880 | PREMIER SOTHEBYS INT'L REALTY (407) 581-7888
  • Source: Stellar MLS-FL | MLS#: O6399315 Stellar MLS-FL

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Orange County

  • City

    Windermere

  • Neighborhood

    --

  • Year Built

    1979

  • HOA Fees

    -

  • Finished Area

    3,004 sqft

  • Lot Size

    1.35 acres lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6399315

  • MLS Status

    Pending

  • Days on Market

    195

  • Cumulative Days on Market

    173

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 3

Interior

  • Exterior Features

    Balcony, Outdoor Shower, Private Mailbox, Rain Gutters

  • Sewer

    Septic Tank

  • Heating

    Central

  • Cooling

    Central Air

  • Interior Features

    Built In Features, Ceiling Fans(s), Eat In Kitchen, Solid Wood Cabinets, Split Bedroom, Thermostat, Walk In Closet(s), Window Treatments

  • Appliances

    Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator, Washer

  • Flooring

    Ceramic Tile, Wood

Construction

  • Year Built

    Year Built: 1979

  • Home type

    Single Family Residence

  • Foundation Details

    Block

  • Architectural Style

    Florida

  • Construction Materials

    Block

  • Roof

    Concrete

Utilities & Energy

  • Parking Features

    Garage Faces Side, Oversized

  • Pool Features

    Auto Cleaner

  • Fireplace Features

    Wood Burning

  • Laundry Features

    Laundry Room

  • Utilities

    Cable Available, Electricity Connected, Public, Underground Utilities, Water Connected

  • Water Source

    Canal/lake For Irrigation, Public

Other Features

  • Lot Features

    Cul De Sac, In County, Level, Street Dead End, Paved

  • Community Features

    Street Lights

  • Patio And Porch Features

    Covered, Patio, Screened

  • Vegetation

    Mature Landscaping

  • Subdivision Name

    Lake Down Shores

Price History

DateEventPrice

09/04/2026

Source: mls_logoStellar MLS-FL #MFRO6399315

Contingent (Active Under Contract)

$2,275,000 -3.15%

$757/sqft

06/16/2026

Source: mls_logoStellar MLS-FL #MFRO6399315

Price Decreased

$2,349,000 -2.12%

$782/sqft

04/30/2026

Source: mls_logoStellar MLS-FL #MFRO6399315

Listed for Sale

$2,400,000

$799/sqft

04/30/2026

Source: mls_logoStellar MLS-FL #MFRO6399315

Price Increased

$2,400,000 +63.27%

$799/sqft

09/29/2017

Source: mls_logoStellar MLS-FL #MFRO5516660

Sold

$1,470,000 +11.22%

$489/sqft

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Nearby Homes

Based on information from Stellar MLS® through Oct 28, 2026, 02:15PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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