Listings

WINTER PARK, FL 32792 739 ROUGHBEARD ROAD

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Presented By: SERHANT with 786-296-8626. - helloflorida@serhant.com
  • MLS# O6404545
  • 05/04/2026
  • Request Tour
  • Request Info
  • Beds • 5
  • Baths • 3
  • SQFT • 2,194
  • Garage • 2

Home Details

Welcome to Winter Park Pines, one of Winter Park’s most desirable neighborhoods. This updated 5 bed, 3 bath pool home features a split floor plan, generous room sizes, and wood-plank tile flooring throughout most of the home. Inside, the formal living and dining rooms flow together and overlook the pool through French doors, while the large primary suite offers an en-suite bath, walk-in closet, and its own French doors to the huge covered, insulated patio. The light and bright kitchen includes a large breakfast bar, built-in pantry, and white cabinetry and appliances, and opens to the family room with a wood-burning fireplace and built-in desk. A separate bedroom wing provides four generous guest bedrooms and two full baths, including a Jack-and-Jill setup with walk-in closet, plus a true pool bath with access to the backyard and an inside utility/laundry room. Outdoor living is a highlight, with a fenced backyard, kidney-shaped pool, plenty of deck space, and ample yard beyond the pool so you’re not sacrificing green space. The large covered, insulated patio is ideal for year-round use. Major updates include a new roof (2022), new electric panel and updated outlets (2022), water lines re-piped to CPVC by a previous owner, new fence (2023), new dishwasher (2024), new water heater (2025), newer stove, washer, and dryer, new light fixtures throughout, and bathrooms updated with modern colors and fixtures. The exterior, garage, patio, and pool deck have all been freshly painted, giving the home a clean, move-in ready feel. This is a rare opportunity to own a well-maintained pool home in a prime Winter Park location—just steps from Cady Way Park and Trail and moments from Winter Park Pines Golf Course, with Winter Park High School and the nearby hospital campus within short distance and quick access to downtown Orlando, major highways, both airports, Disney, and Universal.
Presented By: SERHANT with 786-296-8626. - helloflorida@serhant.com

Interior Features for 739 ROUGHBEARD ROAD

Bedrooms

Total Bedrooms5

Bathrooms

Half Baths0
Total Baths3

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
Fireplace FeaturesLiving Room, Wood Burning
Fireplace Y/NYes
FlooringTile
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesBuilt-in Features, Ceiling Fan(s), Crown Molding, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Thermostat, Walk-In Closet(s)
Laundry FeaturesInside, Laundry Room

General for 739 ROUGHBEARD ROAD

Additional Parcels Y/NNo
Additional RoomsFamily Room, Inside Utility
AppliancesDishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Association AmenitiesPark, Playground, Trail(s)
Attached Garage Yes
Building Area UnitsSquare Feet
Carport Y/NNo
CityWINTER PARK
Community FeaturesGolf Carts OK, Golf, Sidewalks
Construction MaterialsBlock, Concrete
CoolingCentral Air
CountyOrange
DirectionsFrom downtown Orlando, take FL-408 East to Exit 14 for FL-436/Semoran Blvd and head north. Continue on Semoran Blvd, then turn left onto Aloma Ave. Turn right onto Ranger Blvd into Winter Park Pines, then turn left onto Balfour Dr and follow to Roughbeard Dr; home will be on your right.
Elementary SchoolAloma Elem
Facing DirectionEast
Flood Zone CodeX
Flood Zone Code XY
Full Baths3
Garage Spaces2
Garage Y/NYes
HeatingCentral
High SchoolWinter Park High
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionWINTER PARK PINES UNIT FOURTEEN 2/59 LOT6
LevelsOne
Listing TermsCash, Conventional, FHA, VA Loan
Living Area UnitsSquare Feet
Lot Size Square Feet10799
Lot Size UnitsSquare Feet
MLS Area32792 - Winter Park/Aloma
Middle/Junior High SchoolGlenridge Middle
Minimum LeaseNo Minimum
New ConstructionNo
Occupancy TypeOwner
OwnershipFee Simple
Patio/Porch FeaturesCovered, Front Porch, Patio
Pets AllowedYes
Pool FeaturesIn Ground
Property SubtypeSingle Family Residence
Property TypeResidential
RoofShingle
STELLAR_InLawSuiteYNNo
Senior Community Y/NNo
SewerPublic Sewer
Standard StatusActive
StatusActive
Subdivision NameWINTER PARK PINES
Tax Annual Amount6179
Tax Lot6
Tax Year2025
Total Rooms9
UtilitiesCable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected
Virtual TourClick here
Water Access Y/NNo
Water View Y/NNo
Year Built1968
ZoningR-1A

Exterior for 739 ROUGHBEARD ROAD

Building Area Total2784
Covered Spaces2
Exterior AmenitiesFrench Doors, Lighting, Sidewalk
FencingFenced, Wood
Foundation DetailsSlab
Lot FeaturesIn County, Near Golf Course, Sidewalk
Lot Size Acres0.25
Lot Size Area10799
Parking FeaturesDriveway, Garage Door Opener, On Street, Oversized, Workshop in Garage
Private PoolYes
Road Frontage TypeStreet Paved
Road Surface TypePaved, Asphalt
VegetationMature Landscaping
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

Cindy Gonzalez

Price $800,000
MLS#O6404545
List Date 05/04/2026
Property Type Single Family
Phone 239.243.2743
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