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.
For sale
Price cut: $345K (5/21)
$7,250,000
5074 Isleworth Country Club Dr, Windermere, FL 34786
5beds
7,099sqft
Single Family Residence
Built in 1988
0.54 Acres Lot
$6,515,000 Zestimate®
$1,021/sqft
$1,224/mo HOA
What's special
Newly constructed additionOversized islandTwo-story homeOutdoor kitchenAdditional en-suite bedroomsCustom european cabinetryMasterfully reimagined golf-front estate
- 158 days |
- 1,003 |
- 63 |
Zillow last checked:
Listing updated:
Listed by:
Armaan Memarpouri 407-583-7028,
MEM REALTY GROUP,
Mackenzie Barton 407-990-6541,
MEM REALTY GROUP
Source: Stellar MLS,MLS#: O6373191
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 7
- Full bathrooms: 6
- 1/2 bathrooms: 1
Rooms
- Room types: Den/Library/Office
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 294 Square Feet
- Dimensions: 21x14
Bedroom 1
- Features: Walk-In Closet(s)
- Level: First
- Area: 154 Square Feet
- Dimensions: 14x11
Bedroom 2
- Features: Walk-In Closet(s)
- Level: First
- Area: 156 Square Feet
- Dimensions: 13x12
Bedroom 3
- Features: Walk-In Closet(s)
- Level: Second
- Area: 273 Square Feet
- Dimensions: 21x13
Bedroom 4
- Features: Walk-In Closet(s)
- Level: Second
- Area: 240 Square Feet
- Dimensions: 16x15
Primary bathroom
- Level: First
- Area: 240 Square Feet
- Dimensions: 16x15
Dining room
- Level: First
- Area: 168 Square Feet
- Dimensions: 14x12
Family room
- Level: First
- Area: 323 Square Feet
- Dimensions: 19x17
Kitchen
- Level: First
- Area: 325 Square Feet
- Dimensions: 25x13
Living room
- Level: First
- Area: 598 Square Feet
- Dimensions: 26x23
Office
- Level: First
- Area: 165 Square Feet
- Dimensions: 15x11
Heating
- Electric, Natural Gas, Zoned
Cooling
- Central Air, Zoned
Appliances
- Included: Bar Fridge, Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Microwave, Refrigerator, Washer, Wine Refrigerator
- Laundry: Upper Level
Features
- Built-in Features, Ceiling Fan(s), Crown Molding, Dry Bar, Eating Space In Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Smart Home, Split Bedroom, Thermostat, Walk-In Closet(s), Wet Bar
- Flooring: Carpet, Porcelain Tile
- Doors: Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Sliding Doors
- Has fireplace: Yes
- Fireplace features: Electric
Interior area
- Total structure area: 9,236
- Total interior livable area: 7,099 sqft
Property
Parking
- Total spaces: 3
- Parking features: Garage - Attached
- Attached garage spaces: 3
Features
- Levels: Two
- Stories: 2
- Exterior features: Balcony, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sprinkler Metered
- Has private pool: Yes
- Pool features: Heated, In Ground, Lighting, Salt Water, Tile
- Has spa: Yes
- Spa features: Heated, In Ground
- Waterfront features: Lake Privileges
Lot
- Size: 0.54 Acres
Details
- Parcel number: 162328389900450
- Zoning: P-D
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Concrete, Stucco
- Foundation: Block, Slab
- Roof: Tile
Condition
- New construction: No
- Year built: 1988
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Cable Available, Electricity Connected, Public, Water Connected
Community & HOA
Community
- Pet fee: $0 monthly
- Subdivision: ISLEWORTH
HOA
- Has HOA: Yes
- HOA fee: $1,224 monthly
- HOA name: Dan O'Connell
- HOA phone: 407-909-2071
Location
- Region: Windermere
Financial & listing details
- Price per square foot: $1,021/sqft
- Tax assessed value: $1,355,960
- Annual tax amount: $21,279
- Date on market: 1/14/2026
- Cumulative days on market: 328 days
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Estimated market value
$6,515,000
$6.19M - $6.84M
$8,604/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/21/2026 | Price change | $7,250,000-4.5%$1,021/sqft |
Source:  Stellar MLS #O6373191 Report a problem | ||
| 1/14/2026 | Listed for sale | $7,595,000-5%$1,070/sqft |
Source: Stellar MLS #O6373191 Report a problem | ||
| 12/4/2025 | Listing removed | $7,995,000$1,126/sqft |
Source: Stellar MLS #O6317868 Report a problem | ||
| 10/1/2025 | Price change | $7,995,000-4%$1,126/sqft |
Source: Stellar MLS #O6317868 Report a problem | ||
| 6/18/2025 | Listed for sale | $8,325,000+110900%$1,173/sqft |
Source: Stellar MLS #O6317868 Report a problem | ||
| 10/1/2020 | Listing removed | $8,000$1/sqft |
Source: ISLEWORTH REALTY LLC #O5890332 Report a problem | ||
| 9/10/2020 | Listed for rent | $8,000+6.7%$1/sqft |
Source: ISLEWORTH REALTY LLC #O5890332 Report a problem | ||
| 10/4/2019 | Listing removed | $7,500$1/sqft |
Source: ISLEWORTH REALTY LLC #O5770469 Report a problem | ||
| 6/28/2019 | Price change | $7,500-16.7%$1/sqft |
Source: ISLEWORTH REALTY LLC #O5770469 Report a problem | ||
| 3/16/2019 | Listed for rent | $9,000+20%$1/sqft |
Source: ISLEWORTH REALTY LLC #O5770469 Report a problem | ||
| 9/27/2017 | Listing removed | $7,500$1/sqft |
Source: ISLEWORTH REALTY LLC #O5520541 Report a problem | ||
| 9/22/2017 | Sold | $7,500-99.3%$1/sqft |
Source: Stellar MLS #O5520541 Report a problem | ||
| 7/27/2017 | Price change | $7,500-6.3%$1/sqft |
Source: ISLEWORTH REALTY LLC #O5520541 Report a problem | ||
| 6/29/2017 | Listed for rent | $8,000$1/sqft |
Source: ISLEWORTH REALTY LLC #O5520541 Report a problem | ||
| 9/1/2016 | Sold | $1,050,000-27.6%$148/sqft |
Source: Public Record Report a problem | ||
| 10/1/2015 | Listing removed | $1,450,000$204/sqft |
Source: ISLEWORTH REALTY INC #O5330169 Report a problem | ||
| 11/11/2014 | Listed for sale | $1,450,000-6.5%$204/sqft |
Source: Isleworth Realty INC #O5330169 Report a problem | ||
| 2/26/2013 | Listing removed | $1,550,000$218/sqft |
Source: The Real Estate Book #O5071062 Report a problem | ||
| 8/14/2012 | Listed for sale | $1,550,000$218/sqft |
Source: Florida Horizons Real estate LLC #O5071062 Report a problem | ||
| 6/22/2012 | Listing removed | $1,550,000$218/sqft |
Source: NCI #O5071062 Report a problem | ||
| 11/4/2011 | Listed for sale | $1,550,000$218/sqft |
Source: NCI #O5071062 Report a problem | ||
| 7/27/2011 | Listing removed | $1,550,000$218/sqft |
Source: NCI #O5027834 Report a problem | ||
| 4/23/2011 | Price change | $1,550,000-13.9%$218/sqft |
Source: NCI #O5027834 Report a problem | ||
| 2/13/2011 | Listed for sale | $1,800,000-23.4%$254/sqft |
Source: NCI #O5027834 Report a problem | ||
| 6/26/2010 | Listing removed | $2,350,000$331/sqft |
Source: NCI #O4963374 Report a problem | ||
| 2/22/2010 | Listed for sale | $2,350,000$331/sqft |
Source: NCI #O4963374 Report a problem | ||
| 1/7/2009 | Listing removed | $2,350,000+27.5%$331/sqft |
Source: NCI #O4820961 Report a problem | ||
| 12/29/2005 | Sold | $1,843,500+229.2%$260/sqft |
Source: Public Record Report a problem | ||
| 6/28/1993 | Sold | $560,000$79/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $21,279 +11.1% | $1,228,752 +10% |
| 2023 | $19,158 +16.9% | $1,117,047 +10% |
| 2022 | $16,389 +8.4% | $1,015,497 +10% |
| 2021 | $15,117 -1.2% | $923,179 -0.5% |
| 2020 | $15,303 -1.9% | $927,542 -0.5% |
| 2019 | $15,605 -6.2% | $931,905 -5.1% |
| 2018 | $16,639 | $982,379 +1% |
| 2017 | $16,639 -0.1% | $973,083 -24.9% |
| 2016 | $16,656 -26.2% | $1,296,347 +4.8% |
| 2015 | $22,565 -2.4% | $1,236,793 -2.9% |
| 2014 | $23,126 +1% | $1,273,966 +0.5% |
| 2013 | $22,905 +0.2% | $1,267,686 +0.9% |
| 2012 | $22,863 -14.3% | $1,255,932 -14.1% |
| 2011 | $26,673 -6% | $1,461,326 -8.4% |
| 2010 | $28,369 | $1,595,967 -4.2% |
| 2009 | -- | $1,665,901 -11.1% |
| 2008 | $31,876 -5.4% | $1,874,504 -5.7% |
| 2007 | $33,685 +3.9% | $1,988,529 +13.9% |
| 2006 | $32,406 +63.9% | $1,745,244 +69.6% |
| 2005 | $19,768 +52.2% | $1,028,910 +6.7% |
| 2004 | $12,985 +0.1% | $964,363 +11.2% |
| 2003 | $12,969 +3.4% | $867,231 +19.6% |
| 2002 | $12,537 -1.2% | $724,822 +6.9% |
| 2001 | $12,690 +2.4% | $677,810 +4.8% |
| 2000 | $12,395 | $646,711 |
Find assessor info on the county website
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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Climate risks
Neighborhood: 34786
Nearby schools
GreatSchools rating
- 10/10Windermere Elementary SchoolGrades: PK-5Distance: 2 mi
- 3/10Chain Of Lakes Middle SchoolGrades: 6-8Distance: 1 mi
- 5/10Olympia High SchoolGrades: 9-12Distance: 1 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Orange County
- Windermere
- 34786
- 5074 Isleworth Country Club Dr
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