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$759,000
149 Days On Site

4404 SIMMONS ROAD
ORLANDO, FL 32812

For Sale|Single Family Residence|Active
4
Beds
3
Total Baths
3
Full Baths
3,424
SqFt
$222
/SqFt
1992
Built
Subdivision:
SIMMONS ROAD SUB
County:
Orange
Call Now: 407-237-3331
Is this the listing for you? We can help make it yours.
407-237-3331
4404 SIMMONS ROAD4404 SIMMONS ROAD4404 SIMMONS ROAD4404 SIMMONS ROAD
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Very motivated sellers! The sellers are offering $10,000 toward the buyer's closing costs and prepaids with an accepted contract! Welcome to this stunning pool home in the highly sought-after Conway area, one of Central Florida’s most desirable neighborhoods, with NO HOA. Beautifully maintained and situated on one of the largest lots in the community, this exceptional residence offers the perfect blend of comfort, style, and outdoor living. The main home features 4 spacious bedrooms, 3 full bathrooms, a 3-car garage, and a cozy wood-burning fireplace. The expansive primary suite overlooks the pool, creating a peaceful retreat. Recent updates include solar panels, new spray foam insulation, and a new AC system. A truly unique highlight of this property is THE ATTACHED PRIVATE APARTMENT WITH ITS OWN SEPARATE ENTRANCE, offering unparalleled flexibility and significant value for a home-based business or a dedicated in-law residence. This versatile space is perfectly configured for professional use or multi-generational living, featuring a large living room, a dedicated dining area (ideal for consultations, a small team, or an independent eating space), one bedroom, a full bathroom, and direct access to the backyard for privacy. The kitchenette area is currently being utilized as an office, but can effortlessly be converted back into a fully functional kitchen, making it perfect for a truly self-contained unit. IMAGINE THE POSSIBILITIES: FOR YOUR BUSINESS : Eliminate costly commercial leases and daily commutes! Run your consulting firm, design studio, therapy practice, or creative agency from a professional, private setting just steps from your main residence. The separate entrance ensures client privacy and a clear distinction between your work and home life. With no HOA, you'll enjoy greater freedom for operations and potential business signage (subject to local ordinances), plus ample parking for clients or employees. FOR MULTI-GENERATIONAL LIVING: Provide aging parents, or long-term guests with their own living space. This self-sufficient apartment offers comfort and privacy, allowing loved ones to maintain autonomy while remaining close to family. This flexible layout provides a rare opportunity to customize the space to fit your specific business or family needs, offering both convenience and potential financial benefits. The open-concept kitchen in the main home flows seamlessly into the family room, creating the perfect setting for everyday living and entertaining. Step outside to your private backyard oasis, complete with a large pool, a large fenced yard, and breathtaking Florida sunsets. Conveniently located near the Lake Conway Chain of Lakes, Orlando International Airport, Downtown Orlando, International Drive, Walt Disney World, and Universal Studios, this home provides easy access to Central Florida’s premier attractions, dining, shopping, and entertainment. Don't miss this rare opportunity to own a beautiful home that offers space, privacy, and incredible flexibility for a thriving business or comfortable in-law home, all in an unbeatable location in the heart of Conway.

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Listing Snapshot
Price 
$759,000
Days On Site 
149 Days
Bedrooms 
4
Inside Area (SqFt) 
3,424 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.34 Acres
Year Built 
1992
MLS Number 
O6410609
Status 
Active
Property Tax 
$3,982.91
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
4 weeks agoListing updated with changes from the MLS
2 months agoPrice changed to $759,000
5 months agoStatus changed to Active
5 months agoListing first seen on site
General Features
Acres 
0.34
Attached Garage 
Yes
Direction Faces 
West
Foundation 
Slab
Garage 
Yes
Garage Spaces 
3
Levels 
One
Number Of Stories 
1
Parking 
Circular DrivewayAttached
Pets 
Cats OKDogs OK
Property Sub Type 
Single Family Residence
Security 
Security SystemSmoke Detector(s)
Sewer 
Septic Tank
SqFt Total 
4849
Style 
Contemporary
Utilities 
Cable Available
Water Source 
Public
Zoning 
R-1A
Interior Features
Appliances 
DishwasherMicrowaveRangeRefrigerator
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Family Room
Flooring 
CarpetTile
Furnished 
Unfurnished
Heating 
CentralElectric
Interior 
In-Law Floorplan
Laundry Features 
Laundry Room
Window Features 
Blinds
Bathroom 1 
Level - First
Bathroom 2 
Level - First
Family Room 
Level - First
Kitchen 
Level - First
Living Room 
Level - First
Master Bedroom 
Level - First
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Exterior Features
Construction Details 
BlockConcreteStucco
Patio And Porch 
EnclosedScreened
Pool Features 
In GroundScreen EnclosurePrivate
Private Pool 
Yes
Roof 
Shingle
Windows/Doors 
Blinds
Community Features
MLS Area 
32812 - Orlando/Conway / Belle Isle
Township 
23
Financing Terms Available 
CashConventionalFHAUSDA LoanVA Loan
Roads 
Paved
Listing courtesy of PREMIER PROPERTIES LLC (321) 297-4979



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-11-07 03:10 PM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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