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$780,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 2,194 Sq. Ft.
  • Updated 1 day ago
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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.

Full Property Details for 739 Roughbeard Rd

General

  • Price: $780,000
  • Taxes: $6,179 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6444000
  • Updated: 9/25/2026
  • Added to Site: 2 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 9
  • Interior Features: Built-in Features, Ceiling Fan(s), Crown Molding, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Thermostat, Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Living Room, Wood Burning
  • Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Shared Amenities: Park, Playground, Trail(s)
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In Ground

Exterior

  • Exterior Features: French Doors, Lighting, Sidewalk
  • Deck/Patio: Covered, Front Porch, Patio
  • Porch/Patio/Deck: Covered, Front Porch, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway, Garage Door Opener, On Street, Oversized, Workshop in Garage

Location

  • Area: 32792 - Winter Park/Aloma
  • County: Orange
  • Development Name: 32792 - Winter Park/Aloma
  • Subdivision: WINTER PARK PINES
  • Driving Directions: Aloma Ave (426) W to left on N Ranger Blvd, left on Sandwell Dr, left on Roughbeard Rd. Home is on the left.
  • Direction Faces: East

School Information

  • Elementary School: Aloma Elem
  • Middle School: Glenridge Middle
  • High School: Winter Park High

Community

  • Community Name: 32792 - Winter Park/Aloma
  • Community Features: Golf Carts OK, Golf, Sidewalks
  • Optional Amenities: Park, Playground, Trail(s)
  • Pet Restrictions: Buyer to verify.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected

Structural Information

  • Exterior Const.: Block, Concrete
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 2,194
  • Sq. Ft. Source: Public Records
  • Year Built: 1968

Lot Features

  • Lot Size (Acres): 0.25
  • Lot Size (Sq. Ft.): 10,799
  • Lot Size: 10799
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt
  • Fencing (Description): Fenced, Wood

Financial Considerations

  • Assoc Fee Desc.: None
  • Tax Amount: $6,179
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: WINTER PARK PINES UNIT FOURTEEN 2/59 LOT6
  • Flood Zone Info: X
  • APN: 92230943800060
  • Property ID: 92230943800060

Listed by Serhant

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Listing agent

— 739 Roughbeard Rd —

  • Serhant

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 739 Roughbeard Rd

School District:Orange County School District
NameGradesDistance
Aloma Elementary School
2949 Scarlet Road, Winter Park, FL 32792
K-50.8 mi
Glenridge Middle School
2900 Upper Park Road, Orlando, FL 32814
6-81.7 mi
Winter Park High School
2100 Summerfield Road, Winter Park, FL 32792
9-120.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 739 Roughbeard Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/24/2026
Listed
$780,000
57.58%
MLS
10/28/2021
Sold
$495,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 739 Roughbeard Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,634
4%
$436,015
6%
2024
$6,355
7%
$412,587
3%
2023
$5,918
117%
$400,570
107%
2021
$2,724
-52%
$193,694
-50%
2022
$5,720
110%
$388,903
104%
2021
$2,724
3%
$191,020
2%
2019
$2,657
1%
$186,725
2%
2018
$2,633
2%
$183,243
2%
2017
$2,586
1%
$179,474
2%
2016
$2,557
-2%
$175,783
1%
2015
$2,599
-2%
$174,561
1%
2014
$2,647
2%
$173,176
1%
2013
$2,592
—
$170,617
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Serhant

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739 Roughbeard Road, Winter Park, FL 32792 (MLS# O6444000) is a Single Family property with 5 bedrooms and 3 full bathrooms. 739 Roughbeard Road is currently listed for $780,000 and was received on September 24, 2026. Want to learn more about 739 Roughbeard Road? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

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