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5550 Osprey Isle Lane

ORLANDO, FL 32819

5 beds
6 baths
6,730 sqft
~1 acre lot
$846 per sqft
2007 build
– on site

Experience the essence of luxury in this Magnificent French Country Lakefront Mansion, recently reimagined through a multi-million dollar renovation, setting a new benchmark for opulence. Nestled on the world-renowned Butler Chain of Lakes within the guard-gated private enclave of Isle of Osprey, this stunning property promises an unmatched standard of living.The residence boasts 5 spacious bedrooms and 5.5 bathrooms, sprawled across an over 1-acre lot with uninterrupted, breathtaking views of Lake Chase. Discover transitional luxury manifested through features such as 9' hand-forged Cantera front doors, premium stone and herringbone oak wood floors, custom 2-step crown and millwork, elegant double tray ceilings, and delightful hand-painted accents.Indulge in a gourmet experience in the brand-new kitchen, equipped with 42" Maple cabinets, polished quartzite countertops, custom island containing an additional Viking dishwasher, and a concealed walk-in pantry. This culinary space is now outfitted with top-of-the-line appliances from renowned brands such as Miele, Viking & Sub-Zero.Wine connoisseurs will appreciate the refurbished 500 bottle wine cellar, crafted with authentic Chicago Brick and featuring a recessed floor with a drain, ideal for winemaking.Enjoy the innovative design of wall-to-wall corner sliders that integrate outdoor living into the family room and kitchen, promoting a seamless flow of space. The Primary Suite is a tranquil haven that offers dazzling lake views, a serene sitting room, and a luxurious custom bath equipped with an oversize tub, dual vanities, a generous walk-in shower, and a spacious walk in custom closet.The expansive lower level hosts formal living and dining rooms, 2 cozy fireplaces, and a junior guest suite, providing its own private courtyard entrance for utmost privacy. The upper level features 3 en-suite bedrooms, each opening to a balcony. A state-of-the-art theater room now comes with a 100” screen, tiered seating, sound panels, and a convenient kitchenette.Step outside into the revitalized living area, complete with a full summer kitchen, a teak ceiling, a TV cabinet, a fireplace, and a heated spa and pool. Adding to the leisure options, the game lounge showcases a full bar area, wood floors, exquisite wainscoting, and a rich wood ceiling. Many upgrades such as newer AC units (4 total), two tankless water heaters, Moen Flow Smart leak detection system for the whole house. Experience the tranquility of lakefront living, while being just minutes away from Sand Lake's Restaurant row. This mansion perfectly marries grandeur and comfort, promising a lavish lifestyle unlike any other.

Listing courtesy of STELLAR_MLS / SOUTHERN REALTY GROUP LLC

Last checked: Checking… • Last updated Jun 5, 2025 •

MLS# O6303377 —

The Building

Year Built:

2007
New Construction:

false
Architectural Style:

Other
Construction Materials:

Block
Building Elevator:

false
Levels:

Two
Roof:

Tile
Foundation Details:

Slab
Window Features:

Blinds
Patio And Porch Features:

Covered
Security Features:

Fire Alarm
Building Area Total:

9819
Building Area Units:

Square Feet
Building Area Source:

Public Records

Interior

Interior Features:

Built-in Features
Furnished:

Unfurnished
Flooring:

Carpet
Fireplace:

true
Fireplace Features:

Family Room

Room Dimensions

Living Area:

6730
Living Area Units:

Square Feet
Living Area Source:

Public Records

Location

Directions:

From Windermere, South on Apopka Vineland, Right on Bayside Dr, Right into isle of Osprey at stop sign, after guard gate, home in 2nd house on the right
Latitude:

28.475015
Longitude:

-81.51775
Coordinates:

-81.51775, 28.475015

The Property

Parcel Number:

212328387000200
Property Type:

Residential
Property Subtype:

Single Family Residence
Lot Features:

In County
Lot Size Acres:

0.91
Lot Size Area:

39747
Lot Size SqFt:

39747
Lot Size Units:

Square Feet
Total Acres:

1/2 to less than 1
Zoning:

ORG-R-1AA
Direction Faces:

Northeast
View:

false
Exterior Features:

Balcony
Vegetation:

Mature Landscaping
Water Source:

Public
Road Surface Type:

Paved
Road Frontage Type:

Street Dead-End
Flood Zone Code:

AE
Additional Parcels:

false
Homestead:

true
Lease Restrictions:

true
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Lot:

20
Tax Legal Description:

ISLE OF OSPREY AT DR PHILLIPS 24/4 LOT 20
Tax Book Number:

24/4
Tax Annual Amount:

$36,677.13

Beds

Bedrooms Total:

5

Baths

Total Baths:

5.5
Total Baths:

6
Full Baths:

5
Half Baths:

1

The Listing

Special Listing Conditions:

None

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

BB/HS Internet Available
Sewer:

Public Sewer

Appliances

Appliances:

Bar Fridge
Laundry Features:

Inside

Schools

Elementary School:

Palm Lake Elem
Middle Or Junior School:

Chain of Lakes Middle
High School:

Dr. Phillips High

The Community

Subdivision Name:

ISLE OF OSPREY
Senior Community:

false
Community Features:

Deed Restrictions
Waterview:

Lake - Chain of Lakes
Waterview:

true
Water Access:

Lake - Chain of Lakes
Water Access:

true
Water Extras:

Lift
Water Body Name:

LAKE CHASE- BUTLER CHAIN
Waterfront:

true
Waterfront Features:

Lake Front
Spa:

true
Pool Private:

true
Pool Features:

Gunite
Pets Allowed:

Yes
Pet Restrictions:

Buyer to verify pet restrictions with HOA
Association Amenities:

Gated
Association:

true
Association Fee:

875
Association Fee Frequency:

Quarterly
Association Fee Includes:

Common Area Taxes
Association Fee Requirement:

Required
Monthly HOA Amount:

291.67
Ownership:

Fee Simple
Association Approval Required:

false
Waterfront Feet Total:

140

Parking

Garage:

true
Attached Garage:

true
Garage Spaces:

3
Garage Dimensions:

41x24
Carport:

false
Covered Spaces:

3

Monthly cost estimate

Asking price

$5,695,000

Expense	Monthly cost
Mortgage	$30,494
Taxes	$3,056
Insurance	$1,566
HOA fees	$292
Utilities	$323 See report
Total	$35,731/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
6/5/25 Jun 5, 2025	Price Changed	STELLAR_MLS	$5,695,000	-0.0%
5/29/25 May 29, 2025	Price Changed	STELLAR_MLS	$5,696,000	-0.0%
5/22/25 May 22, 2025	Price Changed	STELLAR_MLS	$5,697,000	-0.0%

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This house located in Isleworth, Bay Hill, FL 32819 is currently for sale for $5,695,000. 5550 Osprey Isle Lane is a 6,730 square foot house with 5 beds and 6 baths that has been on Estately for 61 days. 5550 Osprey Isle Lane is in the Isleworth neighborhood of Bay Hill and has a WalkScore® of 2, making it car-dependent. This house is in the attendance area of Chain Of Lakes Middle School, Palm Lake Elementary School, Cornerstone Charter Academy High School, Dr. Phillips High School, and Cornerstone Charter Academy K-8.

Listing Courtesy of: STELLAR_MLS and SOUTHERN REALTY GROUP LLC.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.