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Single family home for sale at 5373 Isleworth Country Clb Dr, Windermere, FL 34786 | MLS# O6439156 | Listing updated on 2026-09-09
Photo 1 of Single family home for sale at 5373 Isleworth Country Clb Dr, Windermere, FL 34786 | MLS# O6439156 | Listing updated on 2026-09-09
Photo 2 of Single family home for sale at 5373 Isleworth Country Clb Dr, Windermere, FL 34786 | MLS# O6439156 | Listing updated on 2026-09-09
Photo 3 of Single family home for sale at 5373 Isleworth Country Clb Dr, Windermere, FL 34786 | MLS# O6439156 | Listing updated on 2026-09-09
Photo 4 of Single family home for sale at 5373 Isleworth Country Clb Dr, Windermere, FL 34786 | MLS# O6439156 | Listing updated on 2026-09-09
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$7,200,000

Monthly Est:$35,837

  • Beds Icon5 Beds
  • Beds Icon
    6 Baths
  • Beds Icon5,993sqft

5373 Isleworth Country Clb Dr, Windermere, FL 34786

$35,837/moEst:

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  • Single Family Residence

  • Built in 1988

  • $1,224/mo HOA

  • 22,762 sqft lot

  • $1,201/sq.ft

Description

Impressively elegant NEW CONSTRUCTION Isleworth estate, prominently positioned on the 17th fairway of the championship golf course, with sweeping Lake Louise vistas beyond. This home was completely gutted and rebuilt with everything masterfully crafted to create a shimmering grand statement of luxury living on one of the most premier lots in the community. The spectacular 10-foot tall, 6-foot wide swinging front door sets the stage for a residence of distinction. A grand, light filled entry welcomes with soaring ceilings, polished marble floors, and a dramatic glass railed staircase that create an immediate sense of scale and sophistication. The open layout flows seamlessly through the dramatic great room toward a wall of floor to ceiling windows and accordion folding glass doors, inviting natural light and showcasing picturesque views of the just-completed saltwater pool and hot tub, golf course, and lake beyond. An elegant chandelier anchors the space, while the upper level glass balcony adds architectural interest and a modern, gallery style feel. Two bedroom suites on the first floor include an extraordinary primary retreat with double closets - one with a stackable washer and dryer - sitting room, and spa-like bath with glassed wet room with enclosed shower and tub. The stunning chef’s kitchen blends modern elegance with exceptional functionality, showcasing a stunning waterfall edge island wrapped in premium marble. Sleek, custom white cabinetry pairs with professional stainless steel appliances – which include WOLF 6-burner plus griddle cooktop, dishwasher, ice maker, and double ovens - create a clean, architectural aesthetic, while the rich wood flooring adds warmth and contrast. Designer pendant lighting highlights the generous prep and gathering areas, making the kitchen equally suited for intimate mornings or elevated entertaining. The open layout flows seamlessly into the surrounding living spaces, including a formal dining room with butler’s pantry, family dining room and secondary gathering space, enhancing the home’s sense of scale and sophistication. Every detail—from the integrated hood to the refined hardware—reflects a commitment to luxury craftsmanship and timeless style. Upstairs are three additional bedroom suites including one that could be a second master. Outdoor entertaining is inviting and refined with a sparkling pool and spa, expansive pool deck, and just-built cabana with summer kitchen. Full-house generator. The 600-acre Isleworth community is surrounded by the pristine Butler Chain of Lakes and is an exclusive residential enclave that sets the standard of excellence for Central Florida living, with 24-hour manned gates, a full security force, and available on-site home services for carefree living. Isleworth Golf & Country Club is located within the community offering optional golf and social membership opportunities.

  • Houzeo last checked: 2 hours ago
  • Listing updated: September 9, 2026 at 10:51 am
  • Listing Provided by: Rob Rahter (407) 497-4526 | STOCKWORTH REALTY GROUP (407) 909-5900
  • Source: Stellar MLS-FL | MLS#: O6439156 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Orange County

  • City

    Windermere

  • Neighborhood

    --

  • Year Built

    1988

  • HOA Fees

    $1224/mo

  • Finished Area

    5,993 sqft

  • Lot Size

    22,762 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6439156

  • MLS Status

    Active

  • Days on Market

    49

  • Cumulative Days on Market

    1

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Location

HOA Management

Dan O'Connell

HOA Fees

$3,672/ Quarterly

Isleworth Community Association

HOA Fees

$-/

Amenities

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

Internet Internet

Security Gate Security Gate

Cable TV Cable TV

Security Guard Security Guard

Park Playground Park Playground

Maintenance Maintenance

Escrow Reserves Fund Escrow Reserves Fund

Optional Additional Fees Optional Additional Fees

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: 5

    Bathrooms: 6

  • Primary Bedroom

    Level: First

    Area: 725.00 Square Feet

    Dimensions: 25x29

  • Primary Bathroom

    Level: First

    Area: 189.00 Square Feet

    Dimensions: 9x21

  • Living Room

    Level: First

    Area: 700.00 Square Feet

    Dimensions: 28x25

  • Kitchen

    Level: First

    Area: 558.00 Square Feet

    Dimensions: 31x18

  • Dinette

    Level: First

    Area: 182.00 Square Feet

    Dimensions: 13x14

  • Dining Room

    Level: First

    Area: 306.00 Square Feet

    Dimensions: 18x17

  • Foyer

    Level: First

    Area: 616.00 Square Feet

    Dimensions: 28x22

  • Bedroom 2

    Level: First

    Area: 255.00 Square Feet

    Dimensions: 15x17

  • Bedroom 3

    Level: Second

    Area: 342.00 Square Feet

    Dimensions: 18x19

  • Bedroom 4

    Level: Second

    Area: 210.00 Square Feet

    Dimensions: 15x14

  • Bedroom 5

    Level: Second

    Area: 576.00 Square Feet

    Dimensions: 18x32

Interior

  • Sewer

    Septic Tank

  • Flooring

    Hardwood, Marble, Tile

  • Appliances

    Convection Oven, Cooktop, Dishwasher, Dryer, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, Washer

  • Cooling

    Central Air, Zoned

  • Exterior Features

    Outdoor Kitchen, Rain Gutters

  • Heating

    Central, Electric, Zoned

  • Interior Features

    Built In Features, Cathedral Ceiling(s), Eat In Kitchen, High Ceilings, Kitchen/family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Tray Ceiling(s)

Construction

  • Year Built

    Year Built: 1988

  • Home type

    Single Family Residence

  • Foundation Details

    Block, Slab

  • Construction Materials

    Block, Concrete, Stucco

  • Roof

    Tile

  • Architectural Style

    Contemporary

  • Property Condition

    Completed

Utilities & Energy

  • Parking Features

    Circular Driveway, Garage Door Opener, Garage Faces Side, Parking Pad

  • Utilities

    Cable Connected, Electricity Connected, Natural Gas Connected, Underground Utilities

  • Laundry Features

    Inside, Laundry Room

  • Pool Features

    Deck, Gunite, In Ground, Salt Water

  • Security Features

    Gated Community, Security System

  • Association Amenities

    Cable Tv, Gated, Optional Additional Fees, Playground, Security

  • Water Source

    Public

  • Fireplace Features

    Electric, Family Room

Other Features

  • Community Features

    Buyer Approval Required, Community Mailbox, Gated Community Guard, Golf Carts Ok, Golf, Park, Playground

  • Patio And Porch Features

    Deck, Front Porch, Rear Porch

  • Lot Features

    In County, On Golf Course, Paved, Private

  • Subdivision Name

    Isleworth

Price History

DateEventPrice

09/08/2026

Source: #MFRO6439156

Listed for Sale

$7,200,000 +71900.00%

$1,201/sqft

09/26/2017

Source: mls_logoStellar MLS-FL #MFRO5536440

Sold

$10,000 +11.11%

$2/sqft

09/26/2017

Source: mls_logoStellar MLS-FL #MFRO5536440

Price Decreased

$9,000 -10.00%

$2/sqft

07/07/2016

Source: mls_logoStellar MLS-FL #MFRO5444745

Listing Removed

$10,000

$2/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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