739 Roughbeard RoadWinter Park, FL 32792Price: $800,000

  • Price: $800,000
  • Est. Mortgage of $/month
  • 56 Days on Market
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Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792739 Roughbeard Road Winter Park FL 32792
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  • 5Bedrooms
  • 0.25Acreage
  • 3Bathrooms
  • 1968Year Built
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.
Listing Courtesy of SERHANT

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More Info

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$800,000
  • ListingContractDate2026-05-04
  • MLS NumberO6404545
  • Mls Status Active
  • OriginalListPrice800000
  • PostalCodePlus44518
  • PublicSurveyRange30
  • StatusACT

Location

  • Address739 Roughbeard Road
  • AreaWinter Park/Aloma
  • CountyOrange
  • Exterior Features French Doors, 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 Listed05/04/2026
  • 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 Timestamp2026-05-05T00:28:30
  • Vegetation Mature Landscaping
  • View Count1

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
Fusilier Realty Group
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of June 28, 2026 10:31 PM 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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