5373 Isleworth Country Club Dr, photo 1
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Overview

5 bd6 ba5,993 sqft3 car garageSingle Family
TypeSingle Family
HOA$3,672/qtr
Built1988
Lot22,762 sqft
Living area5,993 sqft
Price / sqft$1,201
Garage3 car

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

Built-in FeaturesCathedral Ceiling(s)Eat-in KitchenHigh CeilingsKitchen/Family Room ComboOpen FloorplanPrimary Bedroom Main FloorSolid Surface Counters

5373 Isleworth Country Club Dr is a 1988-built home in Isleworth, Windermere. Inside you'll find 5 bedrooms, 6 bathrooms, and 5,993 square feet of living space. Listed at $7,200,000 (about $1,201/sqft), 35 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $3,672 quarterly.

From the listing

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.

The essentials

Built
1988
Price / sqft
$1,201
On market
35 days
Annual tax
$43,509
HOA
$3,672/qtr
Flood zone
X · Low risk
Lot
22,762 sqft
Type
Single Family Residence

At a glance

Single family
Built 1988
Water views
Golf Course
Private pool
Deck
3 car garage
Circular Driveway
0.52 acres
Lot size

Payment

Est. monthly payment
$46,001/mo
Down payment (20%)
$1,440,000
Property taxes
$3,626/mo
HOA
$3,672/qtr
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1988
Lot
22,762 sqft
Cooling
Central Air, Zoned
Heating
Central, Electric, Zoned
Parking
Circular Driveway, Garage Door Opener, Garage Faces Side, Parking Pad
Pool
Deck, Gunite, In Ground, Salt Water
Days on Market
35
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)
Outdoor Kitchen
Rain Gutters
Buyer Approval Required
Community Mailbox
Gated Community - Guard
Golf Carts OK
Golf
Park
Playground
Convection Oven
Cooktop
Dishwasher
Dryer
Ice Maker
Microwave
Refrigerator
Tankless Water Heater
Washer
Elementary
Windermere Elem
Middle
Chain of Lakes Middle
High
Olympia High

Districts can re-zone, so verify directly with the district before relying on these.

Flood Zone X
Annual Tax (2025)
$43,509
Parcel #
28-23-16-3899-02-150

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Isleworth
County
Orange
MLS Area
34786 - Windermere
Lot Size
22,762 sqft
In CountyOn Golf CoursePavedPrivate
HOA
$3,672/qtr
Dan O'Connell

Price history

Date
Event
Price
9/8/2026
Listed for sale
Source: Stellar MLS #O6439156
$7,200,000
$1,201/sqft

Neighborhood

5373 Isleworth Country Club Dr
Windermere, FL, 34786 · 34786 - Windermere

Market insights

Offer Insights

Choose an offer strength

List price: $7,200,000
$7.09M – $7.20M
98.4% – 100% of listTops out right at the list price
80% of listList price
150 of the last 298 home closings in 34786 landed at this number or higher (50%). The median one sat 31 days before it went under contract, and this one is on day 35.

Sample: 298 closed home sales in 34786 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$46,001/mo
Principal & interest$37,551
Property taxes$3,626
Insurance$3,600
HOA$1,224
Down payment20% · $1,440,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA includes any condo dues reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$7,200,000

$1,201 per sq ft

Beds and baths

5 beds, 6 baths

Size

5,993 sq ft

Time on market

35 days

Year built

1988

Monthly payment

About $46,001/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $43,509 annual tax bill, insurance, and the $3,672/qtr HOA fee.

HOA fee

$3,672/qtr

Managed by Dan O'Connell.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

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Brokered bySTOCKWORTH REALTY GROUPListing agent: Rob RahterListing data from Stellar MLS, MLS# O6439156.

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