5074 Isleworth Country Club Dr, photo 1
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Overview

5 bd7 ba7,099 sqft3 car garageSingle Family
TypeSingle Family
HOA$1,224/mo
Built1988
Lot23,455 sqft
Living area7,099 sqft
Price / sqft$1,021
Garage3 car

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

About this home

Built-in FeaturesCeiling Fans(s)Crown MoldingDry BarEat-in KitchenHigh CeilingsOpen FloorplanPrimary Bedroom Main Floor

5074 Isleworth Country Club Dr is a 1988-built home in Isleworth, Windermere. Inside you'll find 5 bedrooms, 7 bathrooms, and 7,099 square feet of living space. Listed at $7,250,000 (about $1,021/sqft), 271 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $1,224 monthly.

From the listing

A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaimed guard-gated community of Isleworth. Completely reimagined and expanded, the residence offers over 7,000 square feet of refined living space, including a 2,400+ square-foot second-story addition designed by acclaimed architect Mark Nasrallah. Situated on over half an acre, the two-story home features 5 bedrooms, 6.5 bathrooms, and a seamless blend of timeless modern design and resort-style living. A striking 10-foot custom pivot door welcomes you into light-filled interiors, where elegant European porcelain tile and expansive open living spaces create a bright, elevated ambiance. Designed for both entertaining and everyday living, the main living areas flow effortlessly through expansive sliding glass doors to a stunning outdoor retreat, complete with a fully retractable screen enclosure. The chef’s kitchen serves as the centerpiece of the home, appointed with top-of-the-line appliances, custom European cabinetry, designer countertops, and an oversized island. A hidden chef’s pantry and temperature-controlled wine cellar enhance both functionality and style. The main-level primary suite offers a private, resort-inspired retreat, featuring a custom walk-in closet, a versatile bonus room ideal for fitness or wellness, and a dedicated in-home spa room. The spa-like primary bath includes a soaking tub, expansive walk-in shower, and a tropical outdoor shower, creating a tranquil escape. Upstairs, the newly constructed addition includes a secondary primary suite with a luxurious bath and walk-in closet, additional en-suite bedrooms, a spacious game room with access to a grand balcony overlooking panoramic golf course views, and a refined home theater. Outdoor living is equally impressive, featuring a sleek pool and heated spa, outdoor kitchen, wet bar, surround sound, and lush, manicured landscaping designed for privacy and enjoyment. Additional highlights include a fully integrated Crestron smart home system controlling lighting, audio, climate, and security, as well as a brand-new Generac generator for uninterrupted comfort. Fully remodeled and upgraded throughout, this residence presents a rare opportunity to own a like-new luxury estate in one of Central Florida’s most prominent communities.

The essentials

Built
1988
Price / sqft
$1,021
On market
271 days
Annual tax
$21,279
HOA
$1,224/mo
Flood zone
X · Low risk
Lot
23,455 sqft
Type
Single Family Residence

At a glance

Single family
Built 1988
Private pool
Heated
3 car garage
0.54 acres
Lot size
7,099 sqft
Living area

Payment

Est. monthly payment
$44,434/mo
Down payment (20%)
$1,450,000
Property taxes
$1,773/mo
HOA
$1,224/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1988
Lot
23,455 sqft
Cooling
Central Air, Zoned
Heating
Electric, Natural Gas, Zoned
Parking
-
Pool
Heated, In Ground, Lighting, Salt Water, Tile
Days on Market
271
Built-in Features
Ceiling Fans(s)
Crown Molding
Dry Bar
Eat-in Kitchen
High Ceilings
Open Floorplan
Primary Bedroom Main Floor
Primarybedroom Upstairs
Smart Home
Split Bedroom
Thermostat
Walk-in Closet(s)
Wet Bar
Balcony
Lighting
Outdoor Grill
Outdoor Kitchen
Outdoor Shower
Rain Gutters
Sprinkler Metered
Bar Fridge
Built-in Oven
Cooktop
Dishwasher
Disposal
Dryer
Exhaust Fan
Freezer
Microwave
Refrigerator
Washer
Wine Refrigerator
Flood Zone X
Annual Tax (2024)
$21,279
Parcel #
16-23-28-3899-00-450

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
23,455 sqft
HOA
$1,224/mo
Dan O'Connell

Price history

Date
Event
Price
5/21/2026
Price change
Source: Stellar MLS #O6373191
$7,250,000-4.5%
$1,021/sqft
1/14/2026
Listed for sale
Source: Stellar MLS #O6373191
$7,595,000
$1,070/sqft

Neighborhood

5074 Isleworth Country Club Dr
Windermere, FL, 34786 · 34786 - Windermere

Market insights

Offer Insights

Choose an offer strength

List price: $7,250,000
$7.14M – $7.25M
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 271 after a $345,000 cut.

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
$44,434/mo
Principal & interest$37,812
Property taxes$1,773
Insurance$3,625
HOA$1,224
Down payment20% · $1,450,000
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

$7,250,000

$1,021 per sq ft

Beds and baths

5 beds, 7 baths

Size

7,099 sq ft

Time on market

271 days

Year built

1988

Monthly payment

About $44,434/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $21,279 annual tax bill, insurance, and the $1,224/mo HOA fee.

HOA fee

$1,224/mo

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?

Have another question?

Brokered byMEM REALTY GROUPListing agent: Armaan MemarpouriListing data from Stellar MLS, MLS# O6373191.

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