739 Roughbeard Road, Winter Park, FL 32792
Local realty services provided by:CENTURY 21 Results
739 Roughbeard Road,Winter Park, FL 32792
$800,000
- 5 Beds
- 3 Baths
- 2,194 sq. ft.
- Single family
- Active
Listed by: john harbuck
Office: serhant
MLS#:O6404545
Source:MFRMLS
Price summary
- Price:$800,000
- Price per sq. ft.:$287.36
About this home
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....
Contact an agent
Home facts
- Year built:1968
- Listing ID #:O6404545
- Added:1 day(s) ago
- Updated:May 05, 2026 at 01:01 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:3
- Full bathrooms:3
- Flooring:Tile
- Dining Description:Living Room/Dining Room Combo
- Kitchen Description:Dishwasher, Kitchen/Family Room Combo, Microwave, Range, Refrigerator
- Bedroom Description:Primary Bedroom Main Floor, Walk-In Closet(s)
- Living area:2,194 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central
- Central air:Yes
Structure and exterior
- Roof:Shingle
- Year built:1968
- Building area:2,194 sq. ft.
- Lot area:0.25 Acres
- Lot Features:Near Golf Course, Paved, Sidewalk
- Construction Materials:Block, Concrete
- Exterior Features:Covered Porch/Patio, Front Porch, Lighting, Patio, Sidewalk
- Foundation Description:Slab
- Levels:1 Story
Schools
- High school:Winter Park High
- Middle school:Glenridge Middle
- Elementary school:Aloma Elem
Utilities
- Water:Public, Water Connected
- Sewer:Public Sewer, Sewer Connected
Finances and disclosures
- Price:$800,000
- Price per sq. ft.:$287.36
- Tax amount:$6,179 (2025)
Features and amenities
- Appliances:Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Laundry features:Dryer, Inside, Laundry Room, Washer
- Amenities:Built-In Features, Cable Available, Ceiling Fans(s), Crown Molding, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Natural Gas Connected, Park, Playground, Primary Bedroom Main Floor, Thermostat, Trail(s), Walk-In Closet(s)
- Pool features:In Ground, Private Pool
Parking
- Parking description:Attached Garage, Driveway, Garage Door Opener, On Street, Oversized, Workshop in Garage
- Garage:Yes
- Garage spaces:2
New listings near 739 Roughbeard Road
- Open Sat, 11am to 1pmNew
$1,160,000Active4 beds 3 baths2,597 sq. ft.2232 Banchory Road, WINTER PARK, FL 32792
MLS# O6404702Listed by: PREMIER SOTHEBY'S INTL. REALTY - New
$125,000Active3 beds 2 baths1,149 sq. ft.1695 Lee Road #E116, WINTER PARK, FL 32789
MLS# O6399346Listed by: ALL REAL ESTATE & INVESTMENTS - New
$3,290,000Active4 beds 6 baths3,788 sq. ft.1910 Glencoe Road, WINTER PARK, FL 32789
MLS# O6403246Listed by: ONE LUXURY INTERNATIONAL LLC - New
$524,000Active3 beds 3 baths1,616 sq. ft.1745 Indiana Avenue #J, WINTER PARK, FL 32789
MLS# O6402920Listed by: COLDWELL BANKER REALTY - Open Fri, 4 to 7pmNew
$424,900Active4 beds 3 baths1,616 sq. ft.1871 Casselwood Street, WINTER PARK, FL 32792
MLS# O6404306Listed by: KELLER WILLIAMS ADVANTAGE 2 REALTY - New
$2,750,000Active5 beds 5 baths4,917 sq. ft.1630 Lasbury Avenue, WINTER PARK, FL 32789
MLS# O6404300Listed by: COMPASS FLORIDA, LLC - New
$339,000Active3 beds 2 baths1,233 sq. ft.3627 Seagrape Drive, WINTER PARK, FL 32792
MLS# O6403218Listed by: RE/MAX TOWN & COUNTRY REALTY - New
$525,000Active3 beds 2 baths1,627 sq. ft.1438 Tierra Circle, WINTER PARK, FL 32792
MLS# O6403855Listed by: COLDWELL BANKER REALTY - New
$109,000Active1 beds 1 baths638 sq. ft.1695 Lee Road #B210, WINTER PARK, FL 32789
MLS# O6375872Listed by: GM SUNSHINE REALTY LLC - Open Fri, 2am to 4pmNew
$899,999Active6 beds 5 baths3,715 sq. ft.4571 Kawilla Crest Place, WINTER PARK, FL 32792
MLS# O6400672Listed by: THE WILKINS WAY LLC