Sell Your Home
Get a free home valuation
Contact
Tell us about your needs

739 ROUGHBEARD ROAD

House For Sale
$780,000

BTC: 9.38176570

ETH: 294.33962264

4 days
5 bds
3 ba
2,194 sqft

Overview

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.

Location

Details

Type:
Residential
Parking:
Driveway / Garage Door Opener / On Street / Oversized / Workshop in Garage
Year Built:
1968
Lot:
0.25 Acres
Heating:
Central
Price/sqft:
$356
Cooling:
Central Air
HOA:
No Data

Valuation

Our model vs. what's actually selling nearby.
Estimate
$539,000
$243K – $783K
Confidence Low
List vs. estimate
$241K above estimate
List $780,000 · +44.7%
Our model says this listing is priced above recent comparable activity. Room to negotiate.
Price per sq ft
$355
-22.8% vs. city median $460
Based on
7 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$6,179
2025
Pool
In Ground
Garage
2 car garage
Pets
Allowed
All facts and features
  • Flooring

    • Tile

    Heating

    • Central

    Cooling

    • Central Air

    Appliances

    • Dishwasher

    • Dryer

    • Microwave

    • Range

    • Refrigerator

    • Washer

    Other interior features

    • Built-in Features

    • Ceiling Fan(s)

    • Crown Molding

    • Kitchen/Family Room Combo

    • Living Room/Dining Room Combo

    • Primary Bedroom Main Floor

    • Thermostat

    • Walk-In Closet(s)

    Bedrooms and bathrooms

    • Bedrooms: 5

    • Full bathrooms: 3

  • Parking

    • Driveway

    • Garage Door Opener

    • On Street

    • Oversized

    • Workshop in Garage

    Property

    • Levels: One

    • Pool Private: Yes

    • Exterior Features: French Doors / Lighting / Sidewalk

    Lot

    • Lot: 0.25 Acres

    Other Property Information

    • Parcel Number: 092230943800060

    • Zoning: R-1A

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • Cable Available

    • Electricity Connected

    • Natural Gas Connected

    • Sewer Connected

    • Water Connected

  • Other financial information

    • Annual tax amount: $6,179

  • Source details

    • MLS ID: O6444000

    Other facts

    • Construction Materials: Block / Concrete

    • Foundation Details: Slab

    • Fireplace Features: Living Room / Wood Burning

    • Laundry Features: Inside / Laundry Room

    • Lot Features: In County / Near Golf Course / Sidewalk

    • Patio And Porch Features: Covered / Front Porch / Patio

    • Pool Features: In Ground

    • Direction Faces: East

    • Fireplace: Yes

    • Garage Spaces: 2

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 2194

    • Water Source: Public

    • Subdivision Name: WINTER PARK PINES

Private inquiry
Talk to the advisor on this listing.
Floor plans, HOA docs, off-market comparables, scheduling a private showing — one message, direct to the local specialist.

More like this

For Sale
$724,900
House
4 bds · 3 ba · 1,692 sqft
WINTER PARK PINES, WINTER PARK
266 N RANGER BOULEVARD
New
For Sale
$769,900
House
3 bds · 3 ba · 2,145 sqft
GOLFSIDE SEC 02, WINTER PARK
1003 GOLFSIDE DRIVE
New
For Sale
$919,000
House
4 bds · 3 ba · 2,047 sqft
AUDUBON PARK BOBOLINK, ORLANDO
1502 DOVE DRIVE
New
For Sale
$679,000
House
3 bds · 2 ba · 1,676 sqft
AUDUBON PARK TANAGER SEC, ORLANDO
3000 CHELSEA STREET
+$100K
For Sale
$659,000
House
3 bds · 2 ba · 2,265 sqft
SANCTUARY AT ALOMA, WINTER PARK
5303 PINE LILY CIRCLE
New
For Sale
$599,000
House
4 bds · 3 ba · 2,322 sqft
BEAR GULLY FOREST, WINTER PARK
4260 BEAR GULLY ROAD
For Sale
$925,000
House
4 bds · 2 ba · 2,578 sqft
BROOKSHIRE HEIGHTS 2ND ADD, WINTER PARK
2572 FIFESHIRE DRIVE
For Sale
$682,000
Townhouse
3 bds · 2 ba · 1,680 sqft
BALDWIN PARK, ORLANDO
1011 JUEL STREET

Market around this address

Live counts in the same area.
View all

The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is 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. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: SERHANT