739 Roughbeard Rd, Winter Park, FL 32792 | For Sale

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For Sale $800,000 ($364.63 per Sq Ft)

$800,000 ($364.63 per Sq Ft)
  • (0)
  • 5 Bedrooms
  • 3 Bathrooms
  • 2,194 Sq Ft
  • 10,799 Sq Ft

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.

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Amenities

Garage
Pool
Garden
Security System
Internet
Telephone
Heating
Fireplace
Balcony & Patio
TV / Cable
Laundry
Hardwood Floors
Spa
Air Conditioning
Solar Power
Floor Plan
Great Views
Natural Light
Quiet
Water View
Elevator
Guest Unit(s)
Furnished
220 Volt

Income

Rental Units


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Property Details

List Price $800,000
Property Type Single Family Homes
Usable Sqft 2,194
Number of Stories 0 stories
Parking Spots 2 spots
Year Built 1968
Last Sold Unknown
Sold Price Unknown
Association Amenities: Park, Playground, Trail(s)
APN # 092230943800060
MLS # O6404545
Property ID 317406977
Lot Sqft 10,799
Zoning R-1A
Days on Market 23
Original List Price $800,000
Applicances Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer%
Date Updated May 16, 2026
Date Created May 04, 2026
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Listing Provided By

John Harbuck an agent of .


© 2026 STELLAR MLS. All rights reserved. Some listings on this website are from STELLAR as of May 16, 2026 The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.



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