4427 Gilpin Way

Orlando, FL 32812 — Orange County — Conway Hills Neighborhood

Residential  $369,900  Active  Listing# O6324459  

3 beds    2 baths    1592 sqft    Lot size: 10064 sqft    0.23 acres    1961 build   

 



  Showing Request        
Updated: 10-31-2025 12:21pm

  Property Description

Step into the opportunity of a lifetime with this classic 1961 ranch-style gem nestled in highly sought-after Conway Hills. With solid bones and timeless charm, this 3-bedroom, 2-bath home is primed for a stylish revival into a true mid-century modern masterpiece.

Boasting over six decades of character and care, this home already features essential upgrades including:

New repipe (2024)

Roof replaced (2017)

Efficient solar panels to slash your electric bill

Liquid siding for added durability and weather protection

Drain field redone (2014)

Automatic sprinkler system powered by a separate well

Well-maintained A/C system

All wrapped in stucco walls and surrounded by mature Florida landscaping.

Inside, the spacious living room invites you in with a statement fireplace, tons of natural light, and original architectural lines begging to be showcased. A sunken bonus room adds extra flair and flexibility—perfect for entertaining, a studio, or home office.



The kitchen maintains its vintage soul with a built-in oven, cooktop, and charming window-over-sink view. Just steps away, a versatile dining area sets the stage for dinners, game nights, or your next design vision.



The primary suite features a private bath and walk-in closet, while two additional bedrooms afford cozy quarters or creative space to make your own. Outside, the fenced backyard is your canvas—whether you dream of a tropical retreat, garden oasis, or sleek patio space. The enclosed Florida room offers year-round comfort for lounging or entertaining.

Rounding out the home is a 2-car carport, with easy-access laundry tucked conveniently in the rear.

All of this is just minutes from everywhere you want to be:

15 minutes to Downtown Orlando or Orlando International Airport

20 minutes to Universal, SeaWorld, and UCF

35 minutes to Disney

45 minutes to Cocoa or New Smyrna Beach



Ready to reimagine this retro beauty? Bring your vision, your vibe, and your personal tou







ch.0. Mid-century magic awaits—schedule your private showing today!

  Listing Details

Property Type 
Residential
Listing# 
O6324459
Source 
Stellar (Altamonte, FL)
Last Updated 
10-31-2025 12:21pm
Status 
Active

  Property Details

Property Subtype 
Single Family Residence
Sold Price 
$369,900
Original Price 
$390,000
Location 
Orlando, FL 32812
SqFT 
1592
Year Built 
1961
Acres 
0.23
Bedrooms 
3
Bathrooms 
2

  Map

  Property Level and Sizes

SqFt Lot 
10064
Lot Size 
0.23

  Financial Details

Previous Year Tax 
2634.46
Year Tax 
2024

  Interior Details

Interior Features  
Ceiling Fan(s)
Flooring  
Carpet, Laminate, Terrazzo
Cooling  
Central Air
Heating  
Central, Electric, Heat Pump
Fireplaces Features  
Decorative, Family Room, Masonry, Wood Burning
Utilities  
Cable Available, Electricity Available, Electricity Connected, Public, Solar

  Exterior Details

Features  
Irrigation System, Private Mailbox, Sidewalk, Sliding Doors, Storage
Water  
Public
Sewer  
Septic Tank

  Garage & Parking

Parking Features  
Driveway

  Exterior Construction

Roof  
Shingle
Construction Materials  
Block, Stucco
Exterior Features  
Irrigation System, Private Mailbox, Sidewalk, Sliding Doors, Storage
Builder Source 
Public Records

  Land Details

  Schools

Elementary School 
Shenandoah Elem
Middle School 
Conway Middle
High School 
Boone High

  Walk Score®


 

  Listing Media

Virtual Tour 
  Click here to watch tour


  Contact Agent

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