To schedule a showing of 739 Roughbeard Road, Winter Park, Florida, Call David Shippey at 863-521-4517 TODAY!
$800,000 | 5 beds | 3 full baths | N/A half baths | 2,194 sqft
Winter Park, FL 32792
- 5Beds
- 3.00Total Baths
- 3 Full, 0 HalfBaths
- 2,194SqFt
- 1968Year Built
- 0.25Acres
- MLS# O6404545
- Residential
- SingleFamilyResidence
- Active
- Approx Time on Market1 month, 2 days
- Area32792 - Winter Park/aloma
- CountyOrange
- Subdivision Winter Park Pines
Overview
Welcome to Winter Park Pines, one of Winter Parks 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 youre 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 locationjust 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.
Agriculture / Farm
Association Fees / Info
Community Features: Golf, GolfCartsOk, Sidewalks
Pets Allowed: Yes
Association Amenities: Playground, Park, Trails
Bathroom Info
Total Baths: 3.00
Fullbaths: 3
Building Info
Roof: Shingle
Building Area Source: PublicRecords
Buyer Compensation
Exterior Features
Pool Features: InGround
Patio: Covered, FrontPorch, Patio
Pool Private: Yes
Exterior Features: FrenchPatioDoors, Lighting
Fees / Restrictions
Financial
Original Price: $800,000
Fencing: Fenced, Wood
Garage / Parking
Parking Features: Driveway, Garage, GarageDoorOpener, Oversized, OnStreet, WorkshopInGarage
Attached Garage: Yes
Garage: Yes
Green / Env Info
Interior Features
Fireplace Desc: LivingRoom, WoodBurning
Fireplace: Yes
Floors: Tile
Levels: One
Laundry Features: Inside, LaundryRoom
Interior Features: BuiltInFeatures, CeilingFans, CrownMolding, KitchenFamilyRoomCombo, LivingDiningRoom, MainLevelPrimary, WalkInClosets
Appliances: Dryer, Dishwasher, Microwave, Range, Refrigerator, Washer
Lot Info
Direction Remarks: From 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.
Lot Size Units: Acres
Lot Size Acres: 0.25
Lot Sqft: 10,799
Lot Desc: NearGolfCourse, OutsideCityLimits, Landscaped
Misc
Other
Special Conditions: None
Other Rooms Info
Property Info
Section: 09
Class Type: SingleFamilyResidence
Property Sub Type: SingleFamilyResidence
Construction Materials: Block, Concrete
Stories: 1
Foundation: Slab
Room Info
Total Rooms: 9
Sqft Info
Sqft: 2,194
Bulding Area Sqft: 2,784
Living Area Units: SquareFeet
Living Area Source: PublicRecords
Tax Info
Tax Year: 2,025
Tax Lot: 6
Tax Legal Description: WINTER PARK PINES UNIT FOURTEEN 2/59 LOT6
Tax Annual Amount: 6179
Tax Book Number: 2-59
Unit Info
Utilities / Hvac
Heating: Central
Water Source: Public
Sewer: PublicSewer
Cool System: CentralAir, CeilingFans
Cooling: Yes
Heating: Yes
Utilities: CableAvailable, ElectricityConnected, NaturalGasConnected, SewerConnected, WaterConnected
Waterfront / Water
Directions
From 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.This listing courtesy of Serhant
MLS# O6381009 
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MLS IDX data last updated on 06-07-2026 3:47 PM EST.
If you have any questions on 739 Roughbeard Road, Winter Park, Florida, please call David Shippey at 863-521-4517.
MLS# O6404545 located at 739 Roughbeard Road, Winter Park, Florida is brought to you by David Shippey REALTOR®
739 Roughbeard Road, Winter Park, Florida has 5 Beds, 3 Full Bath, and 0 Half Bath.
The MLS Number for 739 Roughbeard Road, Winter Park, Florida is O6404545.
The price for 739 Roughbeard Road, Winter Park, Florida is $800,000.
The status of 739 Roughbeard Road, Winter Park, Florida is Active.
The subdivision of 739 Roughbeard Road, Winter Park, Florida is Winter Park Pines.
The home located at 739 Roughbeard Road, Winter Park, Florida was built in 2026.