5009 Pleasure Island Road
Belle Isle, FL 32809

Listed at $1,999,000

Details

  • MLS# O6408105
  • Residential - Single Family
  • Status Active
  • 4 Bedrooms
  • 4 full 1 partial Bathrooms
  • 5,780 Square Feet
  • 0.590 acres
  • Built in 1995
  • Local Schools

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...read more custom built-ins and refined craftsmanship rarely found today. At the heart of the home, the chefs 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 Isles 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.

Features

  • Built-In Oven
  • Dishwasher
  • Disposal
  • Electric Water Heater
  • Microwave
  • Range
  • Refrigerator
  • Central Air
  • Carpet
  • Ceramic Tile
  • Wood
  • Central, Electric
  • 2.0 Stories
  • $445 Taxes
  • Public
  • Built in 1995
View All Features

Contact the Agent

Contact the Listing Agent
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 07/04/2026. The listing information on this page last changed on 07/04/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 07/04/2026 12:36:59 AM EST) or Miami MLS (last updated Sat 07/04/2026 12:28:49 AM EST) or Stellar MLS (last updated Sat 07/04/2026 12:28:54 AM EST) or Daytona MLS (last updated Fri 07/03/2026 11:36:44 PM EST) or Tallahassee MLS (last updated Fri 07/03/2026 10:48:02 PM EST) or Northeast Florida MLS (last updated Sat 07/04/2026 12:18:50 AM EST) or My State MLS (last updated Fri 07/03/2026 11:30:13 PM EST) or Florida Keys MLS (last updated Sat 07/04/2026 12:28:31 AM EST). Real estate listings held by brokerage firms other than Adams Cameron & Co. REALTORS may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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All Property Features

  • Property Type: Residential - Single Family
  • Appliances: Built-In Oven, Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator
  • Cooling: Central Air
  • Days on Site: 38
  • Directions: From Orange Avenue go east on Hoffner to left on Pleasure Island Road
  • Exterior: Block, Stucco
  • Exterior Features: Garden, Lighting, Private Mailbox, Private Yard, Rain Gutters
  • Fireplace: Family Room, Gas, Primary Bedroom, Wood Burning
  • Fireplace Y/N: Yes
  • Flood Zone Code: X
  • Flooring: Carpet, Ceramic Tile, Wood
  • Foundation: Slab
  • Garage: 3 car attached
  • Heating: Central, Electric
  • HOA Fee: 510/ Quarterly
  • HOA Y/N: Yes
  • Home Style: Traditional
  • Home Warranty Y/N: No
  • 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
  • Lot Dimensions: 0.59
  • Lot Size: 0.59 Acres
  • Other Equipment: Irrigation Equipment, Private Yard
  • Ownership: Fee Simple
  • Pets Allowed: Yes
  • Pets Restrictions: Verify with HOA.
  • Property Attached Y/N: No
  • Property Sub-Type: Single Family Residence
  • Roof Type: Shingle
  • Sewer: Public Sewer
  • Showing Instructions: 24 Hour Notice, Appointment Only, Call Listing Agent, Listing Agent Must Accompany, No Lockbox, See Remarks
  • Special Sale Provisions: None
  • Stories: 2.0
  • Taxes: $445
  • Utilities: Public
  • Water: Public
  • Water Access Y/N: No
  • Year Built: 1995
  • Zoning: R-1-AA