Schedule Tour
$780,000

739 Roughbeard Rd

Winter Park, FL
Active
5
Bedrooms
3
Bathrooms
2,784
Square Feet
0.25
Lot Size (acres)
1968
Year Built
9
Days On Market

Set on a quarter-acre lot on a tree-lined street in Winter Park Pines, this 5-bedroom, 3-bath pool home offers 2,194 sq ft of single-story living with room for everyone. The split floor plan places a spacious primary suite on its own side of the home, with a walk-in closet and French doors that open directly to the covered patio. The four guest bedrooms are generously sized, and one pair shares a Jack-and-Jill bath. The kitchen has a breakfast bar, a pantry, and views of the pool. It opens to a family room anchored by a wood-burning fireplace and a built-in desk. The formal living and dining rooms, crown molding, and three sets of French doors bring in natural light and a connection to the outdoors. Outside, the large covered, insulated patio overlooks a sparkling pool and a fenced backyard with real yard space. There is no mandatory HOA, and the oversized 2-car garage includes workshop space. You're minutes from Winter Park Pines Golf Club, Aloma Ave shopping, and Park Avenue. Zoned for Winter Park High.

Take the 3D virtual tour →

Listing Information

Listing Updated
8 days ago
Listed By
John Harbuck, 4075382841 · SERHANT, 7862968626
MLS#
O6444000
Source
Stellar MLS
Status
Active

Facts & Features

Location

Community Information

Address
739 Roughbeard, Winter Park, FL 32792
City
Winter Park
County
Orange
Neighborhood
WINTER PARK PINES
Zip Code
32792

Architecture

Bedrooms
5
Bathrooms
3
Year Built
1968
Construction Materials
Block, Concrete
Building Area
2,784 sq. ft.
Foundation
Slab
Roof
Shingle
Levels
One
Garage
Yes
Garage Spaces
2
Parking Features
Driveway, Attached, Oversized, Garage Door Opener, On Street, Workshop in Garage

Features & Amenities

Interior Features
Walk-In Closet(s), Crown Molding, Built-in Features
Appliances
Dryer, Dishwasher, Microwave, Refrigerator, Washer, Range
Flooring
Tile
Exterior Features
Lighting
Patio and Porch
Covered, Patio, Front Porch
Community Features
Golf, Sidewalks
Cooling
Central Air
Heating
Central

Property Features

Lot Size
0.25 Acres
Lot Features
Near Golf Course, Paved
Water
Public
Sewer
Public Sewer
Utilities
Cable Available, Natural Gas Available, Natural Gas Connected, Electricity Connected, Sewer Connected, Water Connected

Square Footage

Total
2,194 sq. ft.

Tax & Financial Information

List Price
$780,000
Annual Taxes
$6,179
Association Amenities
Playground, Trail(s), Park

Schools

69/100
Glenridge Middle
Middle · Grades 06–08 · 1.7 mi
Assigned school for this home
City
Orlando
Students
1,415
Parent reviews
4.0★ avg · 2 reviews
Student body
50% White · 31% Hispanic / Latino · 9% Black
Free/reduced lunch
41%
Phone
(407) 623-1415
99/100
Winter Park High
High · Grades 09–12 · 0.8 mi
Assigned school for this home
City
Winter Park
Students
3,147
Parent reviews
3.0★ avg · 2 reviews
Student body
56% White · 23% Hispanic / Latino · 13% Black
Free/reduced lunch
34%
Phone
(407) 622-3200
100/100
Brookshire Elementary
Elementary · Grades PK–05 · 0.6 mi
City
Winter Park
Students
612
Parent reviews
3.7★ avg · 3 reviews
Student body
61% White · 22% Hispanic / Latino · 10% Black
Free/reduced lunch
33%
Phone
(407) 623-1400
74/100
Access Charter
High · Grades 06–12 · 1.9 mi
City
Orlando
Students
102
Parent reviews
5.0★ avg · 2 reviews
Student body
57% White · 29% Hispanic / Latino · 9% Black
Phone
(321) 319-0640
57/100
Colonial High
High · Grades 09–12 · 2.4 mi
City
Orlando
Students
3,282
Parent reviews
2.3★ avg · 3 reviews
Student body
75% Hispanic / Latino · 11% White · 11% Black
Free/reduced lunch
55%
Phone
(407) 482-6300
56/100
Aloma High Charter
High · Grades 09–12 · 1.2 mi
City
Winter Park
Students
397
Parent reviews
2.5★ avg · 2 reviews
Student body
55% Hispanic / Latino · 21% Black · 20% White
Free/reduced lunch
6%
Phone
(407) 657-4343
56/100
Lakemont Elementary
Elementary · Grades PK–05 · 1.8 mi
City
Winter Park
Students
611
Student body
41% Hispanic / Latino · 38% White · 12% Black
Free/reduced lunch
43%
Phone
(407) 623-1453
52/100
Aloma Elementary
Elementary · Grades PK–05 · 0.7 mi
City
Winter Park
Students
547
Student body
46% Hispanic / Latino · 29% White · 14% Black
Free/reduced lunch
69%
Phone
(407) 672-3100

School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.

Historical Data

Price History

DateEventPrice
09/24/2026Listed for sale$780,000

Listed by John Harbuck · SERHANT · 7862968626

Listing information provided exclusively 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. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Stellar MLS. All rights reserved.

Last Updated: September 25, 2026 at 10:53 AM | Source: Stellar MLS | MLS#: O6444000

Let's work together

Start Your Real Estate Journey

Whether you have questions about this listing, want to schedule a showing, or just want to talk through your options, Alene Civil is here to help. Reach out and expect a response within one business day.

How can I help?

Alene Civil is here to help. Reach out and expect a response within one business day.

Lending calculator

Make A Plan For Your Purchase

Know what you can afford before you start shopping — then run the numbers on any home you have in mind.

How much house can I afford?

$500,000
You can afford
$0
Monthly payment
  • Principal & interest
  • Property taxes
  • Homeowner's insurance
  • HOA dues

Enter your income, debts, and down payment to see how much home you may qualify for. Estimates only — not a lending decision.

Want to know more?

Keisha is here to help. Reach out and expect a response within one business day.

Mortgage pre-approval

Your Next Chapter Starts With Just A Few Steps

Before you fall in love with a home, know what you can afford. Fill out a quick pre-approval so you're ready to make your move — on your timeline.

Keisha
Durand
Keisha
LO NMLS: #972729

Pre-approval made easy

We're here to help you find the best option, not to help the best option find you. Trust that your information will not be shared with many different lenders like so many platforms do.