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!
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!
Property Details
Price:
$369,900
MLS #:
O6324459
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
CONWAY HILLS
Neighborhood:
32812 – Orlando/Conway / Belle Isle
Listed Date:
Jul 5, 2025
Finished Sq Ft:
1,592
Total Sq Ft:
1,592
Lot Size:
10,064 sqft / 0.23 acres (approx)
Year Built:
1961
See this Listing
Schools
Elementary School:
Shenandoah Elem
Middle School:
Conway Middle
High School:
Boone High
Interior
Appliances
Built-In Oven, Cooktop, Dryer, Range, Refrigerator, Solar Hot Water, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Laminate, Terrazzo
Heating
Central, Electric, Heat Pump
Laundry Features
Laundry Room, Outside
Exterior
Construction Materials
Block, Stucco
Exterior Features
Irrigation System, Private Mailbox, Sidewalk, Sliding Doors, Storage
Parking Features
Driveway
Roof
Shingle
Financial
Tax Year
2024
Taxes
$2,634
Map
Community
- Address4427 GILPIN WAY ORLANDO FL
- SubdivisionCONWAY HILLS
- CityORLANDO
- CountyOrange
- Zip Code32812
Market Summary
Current real estate data for Single Family in ORLANDO as of Oct 07, 2025
3,127
Single Family Listed
105
Avg DOM
285
Avg $ / SqFt
$655,359
Avg List Price
Property Summary
- Located in the CONWAY HILLS subdivision, 4427 GILPIN WAY ORLANDO FL is a Single Family for sale in ORLANDO, FL, 32812. It is listed for $369,900 and features 3 beds, 2 baths, and has approximately 1,592 square feet of living space, and was originally constructed in 1961. The current price per square foot is $232. The average price per square foot for Single Family listings in ORLANDO is $285. The average listing price for Single Family in ORLANDO is $655,359. To schedule a showing of MLS#o6324459 at 4427 GILPIN WAY in ORLANDO, FL, contact your Stonecrest International Realty agent at 561-707-9933.
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Courtesy of PREMIUM PROPERTIES REAL ESTATE. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than Stonecrest International Realty include the name of the listing broker. Neither the listing company nor Stonecrest International Realty shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2025. Orlando/Tampa – FL. All rights reserved. 4427 GILPIN WAY
ORLANDO, FL