5009 PLEASURE ISLAND RD, Belle Isle, FL 32809
5009 PLEASURE ISLAND RD, Belle Isle, FL 32809
5009 PLEASURE ISLAND RD, Belle Isle, FL 32809
60
See all 60 photos
$1,999,000
Est. payment /mo
Save Virtual Tour
4 Beds
5 Baths
5,780 SqFt
Active

5009 PLEASURE ISLAND RD Belle Isle, FL 32809

Save Virtual Tour
REQUEST A TOUR If you would like to see this home without being there in person, select the "Virtual Tour" option and your agent will contact you to discuss available opportunities.
In-PersonVirtual Tour
HEIDY OLEA

HEIDY OLEA

+1(239) 318-4689

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 5,780 sqft

Price per Sqft $345

Subdivision Oak Island Rep 02

MLS Listing ID O6408105

Bedrooms 4

Full Baths 4

Half Baths 1

HOA Fees $510/qua

HOA Y/N Yes

Annual Recurring Fee 2040.0

Year Built 1995

Annual Tax Amount $445

Lot Size 0.590 Acres

Acres 0.59

Lot Dimensions 72x270x160x201

Property Sub-Type Single Family Residence

Source Stellar MLS

Property Description

Nestled beneath a canopy of majestic moss-draped oak trees within the exclusive enclave of Oak Island, this extraordinary custom estate blends timeless Southern elegance with refined luxury and exceptional craftsmanship. Inspired by classic Greek Revival architecture, the residence commands attention with its stately columned facade, manicured gardens, and expansive motor court. A breathtaking two-story foyer introduces the residence with an elegant iron staircase, soaring ceilings, and beautifully curated architectural details throughout. The formal living and dining spaces offer timeless elegance, while the private library showcases stunning custom built-ins and refined craftsmanship rarely found today. At the heart of the home, the chef's kitchen combines warmth and functionality with custom knotty pine cabinetry, granite countertops, premium Viking appliances including double ovens, and charming stained-glass transom accents. The kitchen opens seamlessly into spacious gathering areas anchored by a marble gas fireplace and sunlit living spaces that effortlessly connect the indoors with the lush outdoor surroundings. The primary suite is a true private retreat featuring tray ceilings, rich hardwood flooring, a gas fireplace, and a stunning spa-inspired bath finished with marble flooring, a designer chandelier, oversized walk-in shower, and an exceptional custom Closet Factory dressing room. Upstairs, additional guest suites, a private study, and a dedicated studio provide incredible flexibility for both family living and entertainment. Quietly engineered for the next chapter of ownership, more than half a million dollars in recent improvements include a new roof, replacement windows, full plantation shutters, three newer AC systems, a tankless water heater, a 20kW whole-home generator, and a fully reimagined three-car garage with polyaspartic flooring. Perfectly positioned within one of Belle Isle's most desirable locations, residents enjoy a peaceful, tree-lined setting while remaining just minutes from Downtown Orlando, Orlando International Airport, Lake Nona, and SoDo. This is a truly rare opportunity to own a timeless estate where classic architecture, luxury finishes, and modern upgrades come together seamlessly.

Location

State FL

County Orange

Community Oak Island Rep 02

Area 32809 - Orlando/Pinecastle/Oakridge/ Edgewood

Zoning R-1-AA

Interior

Interior Features Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Solid Wood Cabinets, Split Bedroom, Stone Counters, Tray Ceiling(s), Walk-In Closet(s), Wet Bar

Heating Central, Electric

Cooling Central Air

Flooring Carpet, Ceramic Tile, Wood

Fireplaces Type Family Room, Gas, Primary Bedroom, Wood Burning

Furnishings Unfurnished

Fireplace true

Appliance Built-In Oven, Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator

Laundry Laundry Room

Exterior

Exterior Feature Garden, Lighting, Private Mailbox, Private Yard, Rain Gutters

Garage Spaces 3.0

Utilities Available Public

Roof Type Shingle

Attached Garage true

Exposure South

Garage true

Private Pool No

Building

Entry Level Two

Foundation Slab

Lot Size Range 1/2 to less than 1

Sewer Public Sewer

Water Public

Architectural Style Traditional

Structure Type Block,Stucco

New Construction false

Schools

Elementary Schools Pershing Elem

Middle Schools Pershing K-8

High Schools Oak Ridge High

Others

Pets Allowed Yes

Senior Community No

Ownership Fee Simple

Monthly Total Fees $170

Membership Fee Required Required

Special Listing Condition None

Virtual Tour https://www.tourfactory.com/idxr3244387

Stellar MLS
© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
Listed by Christopher Christensen ONE LUXURY INTERNATIONAL LLC

NEARBY SCHOOL & BUSINESS

GET MORE INFORMATION

HEIDY OLEA

HEIDY OLEA

Broker / Owner | License ID: BK3428799

+1(239) 318-4689

Name
Phone*
Message

By checking this box, I agree by electronic signature to the Electronic Disclosure Consent Agreement; to receive recurring marketing communication from or on behalf of The Olea Group, LLC, including auto-dialed calls, texts, and artificial/prerecorded voice messages (message frequency varies; data rates may apply; reply "STOP" to opt-out of texts or "HELP" for assistance); and to the Terms of Service and Privacy Policy of this website. Consent not required to make a purchase. I understand that I can call to obtain direct assistance.

Privacy Policy

Last Updated: June 25, 2025

 


At The Olea Group Real Estate and Construction, LLC, your privacy is important to us. This Privacy Policy explains how we collect, use, and protect your personal information when you visit our website, submit your information, or engage with our services. By using our website, you consent to the practices outlined below.

 

Information We Collect

We may collect the following types of information when you visit or interact with our website:


Personal Information: Name, phone number, email address, mailing address, and any information you voluntarily submit through forms or inquiries.
Property Interests: Information related to buying, selling, or renting real estate.
Usage Data: Website activity, IP address, browser type, pages visited, and the time spent on our site.

How We Use Your Information

Your information is used to:


Respond to your inquiries or service requests.
Provide personalized real estate services.
Connect you with one of our licensed agents or partners.
Send you property alerts, market updates, or relevant promotional content (only if you opt-in).
Improve website functionality and user experience.

We do not sell your personal information to third parties.

 

How We Protect Your Information

We implement a variety of industry-standard security measures to maintain the safety of your personal information, including:

Secure server environments
Limited internal access to your data
Encrypted data transmission where applicable

Sharing Your Information


We may share your information only when:

It’s required to fulfill a service request (e.g. matching you with an agent).
We’re working with trusted third-party service providers who assist us in operating our website or servicing you, and they agree to keep your information confidential.
Required by law or to protect our rights and comply with legal obligations.

Your Choices and Rights

You may:

Request access to the data we’ve collected about you.
Ask us to correct or delete your personal information.
Opt out of future communications at any time by clicking “unsubscribe” or contacting us directly.

 

Cookies and Tracking Technologies

We may use cookies and similar technologies to enhance your browsing experience and gather website performance data. You may set your browser to decline cookies if you prefer.

Third-Party Links

Our website may contain links to external sites. We are not responsible for the content or privacy practices of those third-party websites.

Changes to This Policy

We reserve the right to update this policy at any time. Changes will be posted on this page with an updated effective date.

 

Contact Us

If you have any questions about this Privacy Policy or how your information is handled, please contact us:The Olea Group Real Estate and Construction, LLC

110 Northeast 2nd Place, Unit 103

Cape Coral, Florida, 33909

Phone: (239) 318-4689

Website: www.myoleagroup.com

 

Your Trust Is Our Priority

We’re committed to protecting your privacy and treating your information with care. Whether you’re exploring your first home, selling an investment property, or just looking for information, we’re here to help—with transparency, integrity, and professionalism.

 

Go tour this home

5009 PLEASURE ISLAND RD