739 ROUGHBEARD ROAD, Winter Park, FL 32792

• 5 beds |
• 3 baths |
• 2,194 sqft

Property Description

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.

Listing Status:

Active

Date Added:

September 24, 2026

Data Last Updated:

September 28, 2026 at 7:21AM

Listing Office:

SERHANT : 786-296-8626

Listing Agent:

John Harbuck : 407-538-2841

Contact:

helloflorida@serhant.com

MLS ID:

O6444000

Interior

• General: Built-in FeaturesCeiling Fans(s)Crown MoldingKitchen/Family Room ComboLiving Room/Dining Room ComboPrimary Bedroom Main FloorThermostatWalk-In Closet(s)
• Rooms: Family RoomInside Utility
• Appliances: DishwasherDryerMicrowaveRangeRefrigeratorWasher
• Laundry: InsideLaundry Room
• Flooring: Tile
• A/C: Central Air
• Heating: Central
• Fireplace: Living RoomWood BurningFireplace

Exterior

• General: LightingSidewalk
• Other Structures: Front PorchPatioCovered
• Pool: In Ground
• Parking: DrivewayGarage Door OpenerOn StreetOversizedWorkshop in Garage

Construction

• Roofing: Shingle
• General: BlockConcreteOneSlab

Location

• Road/Access: AsphaltPaved
• HOA Amenities: ParkPlaygroundTrail(s)
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: R-1AWINTER PARK PINES UNIT FOURTEEN 2/59 LOT609-22-30-9438-00-060
• Fencing: FencedWood

Utilities

• Utilities: Cable AvailableElectricity ConnectedNatural Gas ConnectedSewer ConnectedWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple