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739 Roughbeard Road, Winter Park, FL

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$800,000

($365/sqft)

List Status: Active
739 Roughbeard Road
Winter Park, FL 32792


5 beds
3 baths
2194 living sqft
Top Features
  • Subdivision: Winter Park Pines
  • Built in  1968
  • Single Family Residence
Description
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.
Property Details
Property Features
Property Sub Type
Single Family Residence
Parking
Oversized, Driveway, On Street, Garage Door Opener, Workshop in Garage
Pool
In Ground
County
Orange
Subdivision
WINTER PARK PINES
Additional Information
Additional Lease Restrictions
Buyer to verify.
Additional Parcels YN
false
Additional Rooms
Family Room, Inside Utility
Amenities Additional Fees
Cady way pool and Winter Pine's golf club have memberships available for additional fees, if interested.
Appliances
Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Approval Process
Buyer to verify.
Association Amenities
Park, Playground, Trail(s)
Association YN
false
Attached Garage YN
true
Available For Lease YN
1
Bathrooms Total Integer
3
Building Area Source
Public Records
Building Area Total
2784
Building Area Total Srch SqM
258.64
Building Area Units
Square Feet
Calculated List Price By Calculated SqFt
364.63
Carport YN
false
Community Features
Golf Carts OK, Golf, Sidewalks
Construction Materials
Block, Concrete
Cooling
Central Air
Country
US
Cumulative Days On Market
12
Current Price
800000.00
Direction Faces
East
Elementary School
Aloma Elem
Exterior Features
French Doors, Lighting, Sidewalk
Fencing
Fenced, Wood
Fireplace Features
Living Room, Wood Burning
Fireplace YN
true
Flood Zone Code
X
Flood Zone Date
2009-09-25
Flood Zone Panel
12095C0260F
Flooring
Tile
Foundation Details
Slab
Furnished
Unfurnished
Garage Spaces
2
Garage YN
true
Heating
Central
High School
Winter Park High
Homestead YN
1
Interior Features
Built-in Features, Ceiling Fans(s), Crown Molding, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Thermostat, Walk-In Closet(s)
Internet Address Display YN
true
Internet Automated Valuation Display YN
false
Internet Consumer Comment YN
false
Internet Entire Listing Display YN
true
Laundry Features
Inside, Laundry Room
Levels
One
List AOR
Orlando Regional
Living Area Meters
203.83
Living Area Source
Public Records
Living Area Units
Square Feet
Lot Features
In County, Near Golf Course, Sidewalk, Paved
Lot Size Acres
0.25
Lot Size Square Feet
10799
Lot Size Square Meters
1003
Middle Or Junior School
Glenridge Middle
Minimum Lease
No Minimum
Modification Timestamp
2026-05-16T21:06:21.806Z
New Construction YN
false
Occupant Type
Owner
Ownership
Fee Simple
Parcel Number
09-22-30-9438-00-060
Patio And Porch Features
Covered, Front Porch, Patio
Pet Restrictions
Buyer to verify.
Pets Allowed
Yes
Pool Private YN
true
Postal Code Plus 4
4518
Public Survey Range
30
Public Survey Section
09
RATIO Current Price By Calculated SqFt
364.63
Realtor Info
Sign
Road Surface Type
Asphalt, Paved
Roof
Shingle
Room Count
9
Senior Community YN
false
Sewer
Public Sewer
Showing Requirements
Sentri Lock Box
Status Change Timestamp
2026-05-05T00:28:30.000Z
Tax Annual Amount
6179
Tax Book Number
2-59
Tax Legal Description
WINTER PARK PINES UNIT FOURTEEN 2/59 LOT6
Tax Lot
6
Tax Year
2025
Total Acreage
1/4 to less than 1/2
Total Annual Fees
0.00
Total Monthly Fees
0.00
Township
22
Universal Property Id
US-12095-N-092230943800060-R-N
Unparsed Address
739 ROUGHBEARD RD
Utilities
Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected
Vegetation
Mature Landscaping
Water Source
Public
Waterfront YN
false
Zoning
R-1A
Neighborhood Map
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MLS #MFRO6404545 Listing courtesy of Serhant provided by Stellar MLS.

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independent verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. The source of the listing data is as follows: Stellar MLS (updated 6/8/26 12:29 PM) |

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