Home in 5009 Pleasure Island Rd Belle Isle for sale with MLS# O6408105
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.
5009 Pleasure Island Rd, Belle Isle, FL 32809
- Price:
- $1,899,000.00
- Previous Asking Price:
- $1,999,000.00
- Original List Price:
- $1,999,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $328.55
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6408105
- Bedrooms:
- 4
- Bathrooms Total:
- 5
- Full Bath:
- 4
- Half Bath:
- 1
- Living Area:
- 5,780 Sqft
- Built-Up Area:
- 7,014 Sqft
- Lot Area:
- 25,536 Sqft
- Lot Size Dimensions and Info:
- 72x270x160x201
- Building Area Source:
- Public Records
- Living Area Source:
- Public Records
- Lot Size Acres:
- 0.59
- Waterfront:
- No
- Furnished:
- Unfurnished
- Appliances:
- Dishwasher, Disposal, Microwave, Refrigerator, Built-in Oven, Electric Water Heater, Range
- Interior:
- Eat-in Kitchen, Walk-In Closet(s), Wet Bar, Ceiling Fans(s), Split Bedroom, Stone Counters, Solid Wood Cabinets, Crown Molding, Tray Ceiling(s)
- Exterior:
- Lighting, Private Mailbox, Rain Gutters, Garden, Private Yard
- Laundry:
- Laundry Room
- Fireplace
- Fireplace:
- Gas, Wood Burning, Family Room, Primary Bedroom
- Air Conditioning System:
- Central Air
- Heating System:
- Central, Electric
- Property Entrance Faces:
- South
- Other Equipment:
- Irrigation Equipment, Private Yard
- Year Built:
- 1995
- Roof:
- Shingle
- Architectural Style:
- Traditional
- Levels:
- Two
- Construction Materials:
- Block, Stucco
- Flooring:
- Carpet, Wood, Ceramic Tile
- Foundation Details:
- Slab
- Flood Zone Code:
- X
- Tax Annual Amount:
- $445.00
- Tax Year:
- 2025
- Association Fee:
- $510.00
- Association Fee Frequency:
- Quarterly
- Total Annual Fees:
- $2,040.00
- Total Monthly Fees:
- $170.00
- Garage
- Garage Spaces:
- 3
- Attached Garage
- Sewer:
- Public Sewer
- Utilities Available:
- Public
- Water Source:
- Public
- Association
- Minimum Lease Term:
- 8-12 Months
- Pets Allowed?
- Subdivision Name:
- OAK ISLAND REP 02
- Senior Community:
- No
- Association Fee Required:
- Required
- Association Management:
- Lauren Waite
- Association Phone:
- 407-982-3119
- Occupant Type:
- Owner
- Lease Considered:
- Yes
- Tax Legal Description:
- OAK ISLAND SECOND REPLAT 24/105 LOT 17
- Real Estate Folio Number (Parcel Number):
- 18-23-30-6031-00-170
- Zoning:
- R-1-AA
- Title to the property is held by owner as:
- Fee Simple
- Elementary School:
- Sand Lake Elem
- High School:
- Oak Ridge High
- Middle Or Junior School:
- Pershing K-8
- Originally published on:
- May 26, 2026 7:30 pm
- Active on the market since:
- May 26, 2026
- Listing Agreement executed on:
- May 26, 2026
- Price change occurred on:
- July 28, 2026 8:43 pm
- Listing Status Last Changed On:
- May 26, 2026 7:30 pm
- Photos updated on:
- May 26, 2026 7:32 pm
- Last Modified:
- July 28, 2026 8:43 pm
- Courtesy of:
- ONE LUXURY INTERNATIONAL LLC
- Attribution:
- 407-312-8003
- Road Surface Type:
- Asphalt
- Street Name:
- PLEASURE ISLAND
- Street Number:
- 5009
- City:
- BELLE ISLE
- State:
- Florida
- Zip Code:
- 32809
- County:
- Orange
- Latitude:
- N28° 29' 19.1''
- Longitude:
- W82° 38' 56.9''
Want to schedule an in-person or virtual tour? Have questions?
Want to schedule an in-person or virtual tour? Have questions?
Schedule a Tour or Ask a Question
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates
Ver la propiedad 5009 Pleasure Island Rd
