Home in 5333 Greenside Ct Orlando for sale with MLS# A4699411
Introducing 5333 Greenside Court, a rare opportunity to own one of Dr. Phillips' most versatile and thoughtfully designed private estates. Rarely does an estate of this scale, flexibility and long-term vision come available in this coveted community. Situated on a beautifully landscaped .71-acre homesite, this timeless Colonial-inspired residence offers over 8,000 square feet of thoughtfully designed living space where classic architecture and extraordinary versatility come together. Expanded with long-term functionality in mind, the home features significant capital improvements including a newer roof, 44 hurricane impact windows installed in 2022, fresh exterior paint, and a new roof with an impressive 110 panel solar system installed in 2021. That keeps average monthly electric costs at approximately 50 dollars, which is remarkable given its size. Separate septic systems serve the primary living areas, with the rear system intentionally oversized to support future expansion, including the potential conversion of portions of the garage into additional living space. Designed to evolve alongside your family's needs, this is far more than a luxury residence. It's a true legacy estate built for generations. The multi family compound offers the flexibility to function as approximately 6 to 11 bedrooms (according to your needs), 9 full bathrooms, and 3 complete kitchens, with every addition intentionally designed to create independent yet connected living spaces. The original residence offers the warmth and functionality of a traditional family home, featuring an expansive first-floor primary suite with an adjoining flex room. Upstairs, three bedrooms and two full baths provide an ideal layout while multiple living rooms, a formal dining room and an oversized kitchen create exceptional spaces for both everyday living and entertaining. The kitchen is complemented by a butler's pantry with second refrigerator and oversized laundry. At the heart of the estate, a beautifully designed heated pool and spa courtyard seamlessly connects the separate living wings while preserving privacy, creating an inviting retreat for gatherings or quiet evenings. Connecting the residences, a fully equipped gym, complete with a full bath, offers exceptional flexibility as either a private wellness center or guest suite. The secondary residential wing dramatically expands the possibilities with Spectacular 1500-square-foot executive office with its own kitchen and full bath, creating an incredible work-from-home environment or an opportunity for another luxurious primary suite, if you preferred. Adjacent is an expansive 1700+ sq. ft game room with another full kitchen, massive recreation space, additional full bath, and another private suite, providing essentially limitless options for future owners. Whether your vision includes extra bedrooms, studios, media rooms, or expanded family living. Below, an exceptional 9-car garage divided into separate four-car and five-car garages with extensive built-in storage caters to collectors, entrepreneurs, hobbyists alike. Behind the residence, an enormous motor court provides parking for roughly 25 additional vehicles, offering unmatched flexibility. Opportunities to own an estate offering this level of versatility and future potential are extraordinarily rare. 5333 Greenside Court is far more than a luxury home. It's a legacy estate where generations gather, grow, and create lasting memories for decades to come.
5333 Greenside Ct, Orlando, FL 32819
- Price:
- $2,150,000.00
- Original List Price:
- $2,150,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $256.38
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- A4699411
- Bedrooms:
- 8
- Bathrooms Total:
- 9
- Full Bath:
- 9
- Additional Rooms:
- Den/library/office, Inside Utility, Bonus Room, Family Room, Great Room, Storage Rooms, Interior In-law Suite W/private Entry
- Living Area:
- 8,386 Sqft
- Built-Up Area:
- 11,305 Sqft
- Lot Area:
- 30,800 Sqft
- Building Area Source:
- Public Records
- Living Area Source:
- Owner
- Lot Features:
- Cul-De-Sac, Oversized Lot, Paved, Level, Private, Landscaped
- Lot Size Acres:
- 0.71
- Waterfront:
- No
- Private Pool
- Swimming Pool Features:
- Heated, In Ground, Lighting
- Spa
- Spa Features:
- Heated, In Ground
- Furnished:
- Unfurnished
- Appliances:
- Dryer, Dishwasher, Microwave, Refrigerator, Washer, Electric Water Heater, Range, Range Hood
- Interior:
- Eat-in Kitchen, High Ceilings, Walk-In Closet(s), Vaulted Ceiling(s), Wet Bar, Ceiling Fans(s), Kitchen/family Room Combo, Stone Counters, Window Treatments, Primary Bedroom Main Floor
- Exterior:
- Lighting, Courtyard, Private Mailbox, Rain Gutters, French Doors, Private Yard
- Patio and Porch:
- Covered, Front Porch
- Laundry:
- Inside, Laundry Room
- Fireplace
- Fireplace:
- Wood Burning, Family Room
- Air Conditioning System:
- Central Air
- Heating System:
- Central, Electric
- Vegetation and Trees:
- Trees/landscaped, Oak Trees
- Property Entrance Faces:
- North
- Other Equipment:
- Irrigation Equipment, Private Yard
- Disaster Mitigation:
- Hurricane Shutters/windows
- Year Built:
- 1985
- Roof:
- Shingle
- Architectural Style:
- Traditional, Colonial, Courtyard
- Levels:
- Two
- Entry Level (floor):
- 1
- Construction Materials:
- Block, Frame, Stucco
- Flooring:
- Carpet, Tile, Wood
- Number of stories:
- 2
- Stories:
- 1
- Foundation Details:
- Slab
- Flood Zone Code:
- X
- Homestead Property
- Tax Annual Amount:
- $12,837.00
- Tax Year:
- 2025
- Association Fee:
- $880.00
- Association Fee Frequency:
- Annually
- Total Annual Fees:
- $880.00
- Total Monthly Fees:
- $73.33
- Garage
- Garage Spaces:
- 9
- Carport Spaces:
- 1
- Covered Spaces:
- 1
- Attached Garage
- Parking Features:
- Driveway, Garage Door Opener, Parking Pad, Rv Access/parking, Oversized, Ground Level
- Sewer:
- Septic Tank, Public Sewer
- Utilities Available:
- Phone Available, Electricity Connected, Sewer Connected, Water Connected, Cable Connected
- Water Source:
- Public
- Association
- Association Type:
- Condominium
- Minimum Lease Term:
- 1-2 Years
- Pets Allowed?:
- Dogs Ok, Cats Ok
- Subdivision Name:
- TURNBURY WOODS
- Community Features:
- Street Lights
- Senior Community:
- No
- Association Fee Required:
- Required
- Association Management:
- Jeff Calvert
- Association Phone:
- (407)968-2498
- Listing Terms Considered by Seller:
- Cash, Conventional, VA Loan
- Occupant Type:
- Owner
- Lease Considered:
- Yes
- Tax Legal Description:
- TURNBURY WOODS 13/24 LOT 33
- Real Estate Folio Number (Parcel Number):
- 15-23-28-8783-00-330
- Zoning:
- R-1AAAA
- Title to the property is held by owner as:
- Fee Simple
- Elementary School:
- Silver Shores
- High School:
- Olympia High
- Middle Or Junior School:
- Chain Of Lakes Middle
- Originally published on:
- July 10, 2026 5:49 pm
- Active on the market since:
- July 10, 2026
- Listing Agreement executed on:
- July 10, 2026
- Listing Status Last Changed On:
- July 10, 2026 5:49 pm
- Photos updated on:
- July 10, 2026 8:03 pm
- Last Modified:
- July 11, 2026 10:53 am
- Association Approval Required
- Courtesy of:
- PREFERRED SHORE LLC
- Attribution:
- 941-999-1179
- Road Surface Type:
- Paved, Asphalt
- Street Name:
- GREENSIDE
- Street Number:
- 5333
- City:
- ORLANDO
- State:
- Florida
- Zip Code:
- 32819
- County:
- Orange
- Latitude:
- N28° 28' 49.8''
- Longitude:
- W82° 29' 48.6''
- Street Suffix:
- Road
- Street Direction Prefix:
- SW
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates
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
Ver la propiedad 5333 Greenside Ct
