Home in 739 Roughbeard Rd Winter Park for sale with MLS# O6404545
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.
739 Roughbeard Rd, Winter Park, FL 32792
- Price:
- $800,000.00
- Original List Price:
- $800,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $364.63
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6404545
- Bedrooms:
- 5
- Bathrooms Total:
- 3
- Full Bath:
- 3
- Additional Rooms:
- Inside Utility, Family Room
- Living Area:
- 2,194 Sqft
- Built-Up Area:
- 2,784 Sqft
- Lot Area:
- 10,799 Sqft
- Building Area Source:
- Public Records
- Living Area Source:
- Public Records
- Lot Features:
- Paved, In County, Sidewalk, Near Golf Course
- Lot Size Acres:
- 0.25
- Waterfront:
- No
- Private Pool
- Swimming Pool Features:
- In Ground
- Furnished:
- Unfurnished
- Appliances:
- Dryer, Dishwasher, Microwave, Refrigerator, Washer, Range
- Interior:
- Walk-In Closet(s), Built-in Features, Ceiling Fans(s), Kitchen/family Room Combo, Living Room/dining Room Combo, Thermostat, Crown Molding, Primary Bedroom Main Floor
- Exterior:
- Lighting, Sidewalk, French Doors
- Patio and Porch:
- Patio, Covered, Front Porch
- Laundry:
- Inside, Laundry Room
- Fireplace
- Fireplace:
- Living Room, Wood Burning
- Air Conditioning System:
- Central Air
- Heating System:
- Central
- Fence:
- Wood, Fenced
- Vegetation and Trees:
- Mature Landscaping
- Property Entrance Faces:
- East
- Year Built:
- 1968
- Roof:
- Shingle
- Levels:
- One
- Construction Materials:
- Block, Concrete
- Flooring:
- Tile
- Foundation Details:
- Slab
- Flood Zone Code:
- X
- Homestead Property
- Tax Annual Amount:
- $6,179.00
- Tax Year:
- 2025
- Garage
- Garage Spaces:
- 2
- Attached Garage
- Parking Features:
- Driveway, Garage Door Opener, On Street, Oversized, Workshop In Garage
- Sewer:
- Public Sewer
- Utilities Available:
- Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected
- Water Source:
- Public
- Minimum Lease Term:
- No Minimum
- Pets Allowed?
- Amenities Provided by the Homeowner's Association (HOA):
- Playground, Trail(s), Park
- Subdivision Name:
- WINTER PARK PINES
- Community Features:
- Sidewalks, Golf, Golf Carts Ok
- Senior Community:
- No
- Listing Terms Considered by Seller:
- Cash, Conventional, FHA, VA Loan
- Occupant Type:
- Owner
- Lease Considered:
- Yes
- Tax Legal Description:
- WINTER PARK PINES UNIT FOURTEEN 2/59 LOT6
- Real Estate Folio Number (Parcel Number):
- 09-22-30-9438-00-060
- Zoning:
- R-1A
- Title to the property is held by owner as:
- Fee Simple
- Elementary School:
- Waters Edge
- High School:
- Winter Park High
- Middle Or Junior School:
- Glenridge Middle
- Originally published on:
- May 5, 2026 12:28 am
- Active on the market since:
- May 4, 2026
- Listing Agreement executed on:
- May 4, 2026
- Listing Status Last Changed On:
- May 5, 2026 12:28 am
- Photos updated on:
- May 5, 2026 12:30 am
- Last Modified:
- May 16, 2026 9:06 pm
- Courtesy of:
- SERHANT
- Attribution:
- helloflorida@serhant.com
- Road Surface Type:
- Paved, Asphalt
- Street Name:
- ROUGHBEARD
- Street Number:
- 739
- City:
- WINTER PARK
- State:
- Florida
- Zip Code:
- 32792
- County:
- Orange
- Latitude:
- N28° 35' 13.2''
- Longitude:
- W82° 41' 22.6''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates
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