Homes In Orlando For Sale Search

Simmons Road Homes for Sale

4404 Simmons Road, Orlando
$759,000
4 Beds ⋅ 3 Baths ⋅ Simmons Road Sub SubDv. ⋅ 32812 Zip Code
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.

4404 Simmons Road, Orlando

Start Your Search

Orange County › Conway › Simmons Road

Simmons Road, Conway

Where Simmons Road is

Simmons Road, centered at 28.487633, -81.330057. Drag to explore.
Street level, inside the neighborhood. Drag to look around.

Drive times below are measured on the road network from the center of Simmons Road, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.

Driving toTimeMiles
Downtown Orlando16 min6.7
Walt Disney World25 min21.1
Orlando International Airport12 min5.5
Universal Orlando25 min16.4

Public schools nearby

  • Shenandoah Elementary School 3 min, 0.5 mi
  • Lake George Elementary School 4 min, 1.5 mi
  • Conway Elementary School 4 min, 1.6 mi
  • Ventura Elementary School 8 min, 3.0 mi

Private schools nearby

  • Conway Christian Academy 6 min, 2.3 mi

Parks and recreation

  • Barber Park 4 min, 1.4 mi
  • Regal (Montmart) Park 4 min, 1.7 mi
  • Venetian Park 6 min, 2.2 mi
  • Goolsby Park 5 min, 2.2 mi

Groceries and errands

  • Publix Super Market at Conway Crossing 2 min, 0.5 mi
  • SavewithSlothy 2 min, 0.6 mi
  • Walmart Neighborhood Market 4 min, 1.9 mi
  • Wic Food Store Israel Food Center 7 min, 2.2 mi

Nearest is not the same as zoned. The schools above are the closest ones to Simmons Road by distance. School attendance zones are set by the district, change from year to year, and can differ street to street inside one neighborhood. Confirm the assignment for a specific address with Orange County Public Schools before it matters to a decision.

Places and drive times from Google, checked 6 November 2026. Businesses open and close; if something here has changed, tell me and I will correct it.

This page tracks what homes in Simmons Road actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 0 verified closed sales in the Stellar MLS feed, not from public estimates. Every figure is a net-of-concessions number, which is explained at the bottom. Updated November 2026.

Read this one loosely. Fewer than eight homes closed here in the last year, so every median on this page rests on a small sample and can swing on a single sale.

What homes sold for in Simmons Road

n/aMedian sale price
n/aMedian per square foot
n/aMedian days to contract
0Homes sold in 12 months

Questions about a specific home in Simmons Road, or want to know what yours would sell for?
Call or text Brenden Rendo at 407-616-9019 or send a message.

About this data. Source is the Stellar MLS feed for Simmons Road in Conway, Orange County, covering closed sales from 11 November 2025 through 6 November 2026, refreshed monthly and current as of November 2026. Prices are net of seller concessions, so they reflect what the seller actually received rather than the headline number. Data believed accurate but not guaranteed; listings and closings change daily.

How much is your home worth?

Get instant property value now!