Set on a quarter-acre lot on a tree-lined street in Winter Park Pines, this 5-bedroom, 3-bath pool home offers 2,194 sq ft of single-story living with room for everyone. The split floor plan places a spacious primary suite on its own side of the home, with a walk-in closet and French doors that open directly to the covered patio. The four guest bedrooms are generously sized, and one pair shares a Jack-and-Jill bath. The kitchen has a breakfast bar, a pantry, and views of the pool. It opens to a family room anchored by a wood-burning fireplace and a built-in desk. The formal living and dining rooms, crown molding, and three sets of French doors bring in natural light and a connection to the outdoors. Outside, the large covered, insulated patio overlooks a sparkling pool and a fenced backyard with real yard space. There is no mandatory HOA, and the oversized 2-car garage includes workshop space. You're minutes from Winter Park Pines Golf Club, Aloma Ave shopping, and Park Avenue. Zoned for Winter Park High.

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Location Information

Road Frontage DescriptionAsphalt, Paved

School Information

Elementary SchoolAloma Elem
High SchoolWinter Park High
Junior HighGlenridge Middle

Rooms

Bedrooms5
Full Bath3
MFR Additional Rooms Family Room, Inside Utility

Building

Bathroom3
Construction Materials Block, Concrete
FireplaceLiving Room, Wood Burning
Fireplace YN Yes
Foundation Details Slab
GarageYes
Garage Spaces2
Levels One
Patio And Porch Features Covered, Front Porch, Patio
RoofShingle
Rooms9
Year Built1968

Amenities

Appliances IncludedDishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Association Amenities Park, Playground, Trail(s)
Community Features Golf Carts OK, Golf, Sidewalks
MFR Amenities Additional Fees Cady way pool and Winter Pine's golf club have memberships available for additional fees, if interested.
MFR Pet Restrictions Buyer to verify.
Other AmenitiesFireplace, Pool, Golf
PetsYes
Pool Features In Ground

Basic Information

List Price$780,000
ListingContractDate2026-09-24
MLS NumberO6444000
Mls Status Active
OriginalListPrice780000
PostalCodePlus44518
PublicSurveyRange30
StatusACT

Location

Address739 Roughbeard Road
AreaWinter Park/Aloma
CountyOrange
Exterior Features Lighting, Sidewalk
StateFL
SubdivisionWinter Park Pines
TownWinter Park
Township 22
Zip32792

Property Information

Acreage0.25
Attached Garage YN Yes
Building Area Total 2,784
BuildingAreaUnitsSquare Feet
Fencing Fenced, Wood
LivingAreaUnitsSquare Feet
Lot DescriptionIn County, Near Golf Course, Sidewalk, Paved
Lot Size Square Feet 10,799
MFR Living Area Meters 203
MFR Lot Size Square Meters 1003
MFR Total Acreage 1/4 to less than 1/2
Square Feet2,194

Other

Building Area Source Public Records
Date Listed09/24/2026
MFR Additional Lease Restrictions Buyer to verify.
MFR Exist Lse Tenant YN No
MFR Flood Zone Code X
MFR Flood Zone Date 2009-09-25
MFR Minimum Lease No Minimum
Status Change Timestamp2026-09-24T23:58:59
Vegetation Mature Landscaping

Tax Information

MFR Association Fee Requirement None
Tax Year 2025
Taxes$6,179

Parking

Parking Features Driveway, Garage Door Opener, On Street, Oversized, Workshop in Garage

Basic Information

Property SubTypeSingle Family Residence
Property TypeResidential
Virtual TourView Tour

Property

ZoningR-1A

Interior

Flooring Tile
Furnished Unfurnished

Utilities

Cooling Central Air
Heating Central
Laundry Features Inside, Laundry Room
Sewer Public Sewer
Utilities Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected
Water Source Public

Water Body

MFR Water Access YN No
Pool Private YN Yes
Water ViewNo

Legal

Listing Agreement Exclusive Right To Sell
Parcel Number 09-22-30-9438-00-060
Tax Legal Description WINTER PARK PINES UNIT FOURTEEN 2/59 LOT6

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of September 25, 2026 7:03 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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739 Roughbeard RoadWinter Park, FL 32792Price: $780,000

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739 Roughbeard RoadWinter Park, FL 32792Price: $780,000

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