For Sale
Price CutPrice Drop: $25K (10/23)
Single family home for sale at 2009 Woody Dr, Windermere, FL 34786 | MLS# O6422132 | Listing updated on 2026-10-24
Photo 1 of Single family home for sale at 2009 Woody Dr, Windermere, FL 34786 | MLS# O6422132 | Listing updated on 2026-10-24
Photo 2 of Single family home for sale at 2009 Woody Dr, Windermere, FL 34786 | MLS# O6422132 | Listing updated on 2026-10-24
Photo 3 of Single family home for sale at 2009 Woody Dr, Windermere, FL 34786 | MLS# O6422132 | Listing updated on 2026-10-24
Photo 4 of Single family home for sale at 2009 Woody Dr, Windermere, FL 34786 | MLS# O6422132 | Listing updated on 2026-10-24
49+
Beds Icon

Virtual Tour

Beds Icon

Street View

$1,125,000

Monthly Est:$5,600

  • Beds Icon4 Beds
  • Beds Icon
    3 Baths
  • Beds Icon3,540sqft

2009 Woody Dr, Windermere, FL 34786

$5,600/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1974

  • $85.17/mo HOA

  • 32,405 sqft lot

  • $318/sq.ft

Description

Welcome home to your own Florida retreat, nestled on a generous 0.74-acre lot along the canopy-shaded, oak-lined streets of highly sought-after Windermere Downs. With access to the famed Butler Chain of Lakes and an array of community amenities, this property offers a rare combination of privacy, space, and the Windermere lifestyle.
Windermere Downs residents enjoy amenities such as a private beach recreation area with access to the Butler Chain of Lakes, complete with a boat ramp and dock, white sandy beach, roped-off swimming area, and playgrounds. Two additional neighborhood parks offer playgrounds and tennis courts, making it easy to enjoy everything this established
community has to offer.
A spacious paver driveway leads to the garages offering parking for four cars., while a flagstone walkway welcomes you through the double-door entry. Inside, the foyer opens to bright formal living and dining rooms framed by two large bay windows. The kitchen features travertine flooring, multiple French doors, stainless steel appliances, and a gas range, with convenient access to the dining and family rooms.
The inviting family room centers around an authentic Old Chicago Brick fireplace and features three skylights that bring in an abundance of natural light. The spacious primary suite offers a private retreat of its own, with French doors opening directly to the screened pool lanai. The en-suite bathroom is finished with a Kohler clawfoot tub and high-end fixtures.
Beyond the living spaces, the backyard is a private oasis surrounded by mature greenery. A screened-in pool with travertine decking provides the perfect place to relax, while the expansive open travertine patio offers plenty of room for gatherings and outdoor dining.
Additional features include a whole-house propane generator, 1,000-gallon underground gas tank, hybrid water heater, irrigation well, and valuable 2026 updates including a whole-house re-pipe, fresh exterior paint, and new soffits. With an expansive homesite, four-car garage, pool, and coveted Windermere Downs amenities, this is Florida living at its best.

  • Houzeo last checked: 1 hour ago
  • Listing updated: October 24, 2026 at 6:05 pm
  • Listing Provided by: Rebekkah Boskovich (321) 438-3307 , Wanda Warmus | REVEL REALTY LLC (407) 876-6448
  • Source: Stellar MLS-FL | MLS#: O6422132 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Orange County

  • City

    Windermere

  • Neighborhood

    --

  • Year Built

    1974

  • HOA Fees

    $85.17/mo

  • Finished Area

    3,540 sqft

  • Lot Size

    32,405 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6422132

  • MLS Status

    Active

  • Days on Market

    114

  • Cumulative Days on Market

    108

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

Location

HOA Management

Trident Association Management -Brie Hutchinson

HOA Fees

$1,022/ Annually

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Park Playground Park Playground

Tennis Tennis

Sports Court Sports Court

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 3

Interior

  • Appliances

    Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator

  • Window Features

    Skylight(s)

  • Heating

    Central

  • Flooring

    Luxury Vinyl, Tile, Travertine, Wood

  • Exterior Features

    Private Mailbox, Rain Gutters

  • Interior Features

    Ceiling Fans(s), Crown Molding, Eat In Kitchen, Primary Bedroom Main Floor

  • Cooling

    Central Air

  • Sewer

    Public Sewer

Construction

  • Year Built

    Year Built: 1974

  • Home type

    Single Family Residence

  • Foundation Details

    Slab

  • Roof

    Shingle

  • Construction Materials

    Brick, Frame

Utilities & Energy

  • Pool Features

    In Ground, Screen Enclosure

  • Association Amenities

    Park, Pickleball Court(s), Playground, Tennis Court(s)

  • Water Source

    Public

  • Fireplace Features

    Wood Burning

  • Utilities

    Cable Available, Electricity Connected, Sewer Connected, Sprinkler Well, Water Connected

  • Laundry Features

    In Garage

Other Features

  • Subdivision Name

    Windermere Downs

  • Patio And Porch Features

    Covered, Front Porch, Patio, Rear Porch, Screened

  • Vegetation

    Trees/landscaped

  • Community Features

    Golf Carts Ok, Park, Playground, Tennis Court(s)

Price History

DateEventPrice

10/23/2026

Source: mls_logoStellar MLS-FL #MFRO6422132

Price Decreased

$1,125,000 -2.17%

$318/sqft

08/22/2026

Source: mls_logoStellar MLS-FL #MFRO6422132

Listing Removed

$1,150,000 -4.17%

$325/sqft

07/06/2026

Source: mls_logoStellar MLS-FL #MFRO6422132

Listed for Sale

$1,200,000 -4.00%

$339/sqft

03/27/2024

Source: mls_logoStellar MLS-FL #MFRO6183356

Listing Removed

$1,250,000

$353/sqft

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.

Advertising Broker: Fred McGill | Simple Showing, Inc

Skip to Main Content