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Single family home for sale at 9144 Isleworth Gdns Dr, Windermere, FL 34786 | MLS# O6397842 | Listing updated on 2026-10-21
Photo 1 of Single family home for sale at 9144 Isleworth Gdns Dr, Windermere, FL 34786 | MLS# O6397842 | Listing updated on 2026-10-21
Photo 2 of Single family home for sale at 9144 Isleworth Gdns Dr, Windermere, FL 34786 | MLS# O6397842 | Listing updated on 2026-10-21
Photo 3 of Single family home for sale at 9144 Isleworth Gdns Dr, Windermere, FL 34786 | MLS# O6397842 | Listing updated on 2026-10-21
Photo 4 of Single family home for sale at 9144 Isleworth Gdns Dr, Windermere, FL 34786 | MLS# O6397842 | Listing updated on 2026-10-21
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$4,100,000

Monthly Est:$20,407

  • Beds Icon3 Beds
  • Beds Icon
    5 Baths
  • Beds Icon5,004sqft

9144 Isleworth Gdns Dr, Windermere, FL 34786

$20,407/moEst:

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  • Single Family Residence

  • Built in 2019

  • $2,370/mo HOA

  • 11,344 sqft lot

  • $819/sq.ft

Description

Experience refined luxury living in this extraordinary 5,004-square-foot garden villa estate nestled within Isleworth Golf & Country Club. This impeccably designed residence offers three expansive bedrooms, each with its own beautifully appointed en-suite bathroom, along with two elegant half baths to accommodate guests with ease. From the moment you arrive, the home’s striking Mediterranean-inspired architecture, circular tower entry, and meticulously landscaped grounds set the tone for the sophistication that awaits inside. Step through the grand entrance into interiors defined by soaring ceilings, abundant natural light, and exquisite craftsmanship at every turn.
The
gourmet kitchen serves as the heart of the home, showcasing custom cabinetry, premium Sub-Zero appliances, an oversized center island, and designer finishes that seamlessly blend form and function—perfect for both intimate family moments and upscale entertaining. Flowing effortlessly into the main living areas, the open-concept layout creates a warm yet refined atmosphere, enhanced by elegant lighting, stone flooring, and thoughtful architectural details throughout.
Retreat to the luxurious primary suite, a private sanctuary featuring a spa-inspired bathroom with soaking tub, walk-in shower, dual vanities, and custom finishes that evoke a five-star resort experience. Each additional bedroom offers generous proportions, privacy, ensuring comfort and convenience for family members and guests alike. The inclusion of two half bathrooms further elevates the home’s functionality for entertaining.
The outdoor living spaces are equally impressive, offering the perfect backdrop for enjoying Florida’s year-round sunshine. Whether hosting gatherings or savoring quiet evenings, the seamless indoor-outdoor connection enhances the overall living experience. Located within the exclusive Isleworth community—renowned for its world-class golf, privacy, and unparalleled lifestyle, this residence presents a rare opportunity to own a home that embodies elegance, comfort, and timeless design in one of Central Florida’s most sought-after communities while being close to shopping, world class dining and attractions.

  • Houzeo last checked: 1 hour ago
  • Listing updated: October 21, 2026 at 3:33 pm
  • Listing Provided by: Megan Dowdy (407) 509-9279 | MEGAN DOWDY REALTY, LLC (407) 509-9279
  • Source: Stellar MLS-FL | MLS#: O6397842 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    1

  • County

    Orange County

  • City

    Windermere

  • Neighborhood

    --

  • Year Built

    2019

  • HOA Fees

    $2370/mo

  • Finished Area

    5,004 sqft

  • Lot Size

    11,344 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6397842

  • MLS Status

    Active

  • Days on Market

    201

  • Cumulative Days on Market

    195

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Location

HOA Management

Gardens of Isleworth Community Association

HOA Fees

$3,438/ Quarterly

Isleworth Community Association

HOA Fees

$3,672/ Quarterly

Amenities

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

Cable TV Cable TV

Maintenance Maintenance

Security Guard Security Guard

Internet Internet

Common Area Taxes Common Area Taxes

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: 3

    Bathrooms: 5

Interior

  • Exterior Features

    Lighting, Outdoor Kitchen, Rain Gutters

  • Sewer

    Public Sewer

  • Heating

    Central, Zoned

  • Cooling

    Central Air, Humidity Control, Mini Split Unit(s), Zoned

  • Interior Features

    Built In Features, Coffered Ceiling(s), Crown Molding, Eat In Kitchen, High Ceilings, Kitchen/family Room Combo, Living Room/dining Room Combo, Open Floorplan, Pest Guard System, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Thermostat, Walk In Closet(s), Wet Bar, Window Treatments

  • Appliances

    Bar Fridge, Built In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer

  • Flooring

    Ceramic Tile, Epoxy, Travertine, Wood

  • Window Features

    Double Pane Windows, Shutters, Tinted Windows, Window Treatments

Construction

  • Year Built

    Year Built: 2019

  • Home type

    Single Family Residence

  • Foundation Details

    Block

  • Architectural Style

    Mediterranean

  • Construction Materials

    Block

  • Roof

    Tile

Utilities & Energy

  • Parking Features

    Driveway, Garage Door Opener, Off Street, Oversized, Garage

  • Security Features

    Closed Circuit Camera(s), Gated Community, Security System, Smoke Detector(s)

  • Pool Features

    Gunite, Heated, In Ground, Lighting, Outside Bath Access

  • Fireplace Features

    Gas, Living Room, Outside, Ventless

  • Laundry Features

    Inside, Laundry Room

  • Utilities

    Electricity Connected, Fiber Optics, Fire Hydrant, Natural Gas Connected, Public, Underground Utilities, Water Connected

  • Water Source

    Public

Other Features

  • Lot Features

    Landscaped, Level, Near Golf Course, Private

  • Community Features

    Association Recreation Owned, Buyer Approval Required, Clubhouse, Community Mailbox, Deed Restrictions, Fitness Center, Gated Community Guard, Golf Carts Ok, Golf, Playground, Pool, Restaurant, Tennis Court(s), Street Lights

  • Patio And Porch Features

    Covered, Patio, Rear Porch, Screened

  • Vegetation

    Bamboo, Mature Landscaping, Oak Trees, Trees/landscaped

  • Subdivision Name

    Isleworth

Price History

DateEventPrice

09/08/2026

Source: mls_logoStellar MLS-FL #MFRO6397842

Price Decreased

$4,100,000 -4.65%

$819/sqft

07/15/2026

Source: mls_logoStellar MLS-FL #MFRO6397842

Price Decreased

$4,300,000 -3.37%

$859/sqft

04/09/2026

Source: mls_logoStellar MLS-FL #MFRO6397842

Price Increased

$4,450,000 +3.49%

$889/sqft

04/09/2026

Source: mls_logoStellar MLS-FL #MFRO6397842

Listed for Sale

$4,300,000

$859/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.

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