Active
5 beds2,194 sqft

739 Roughbeard Rd, Winter Park, FL 32792

Single FamilyProperty Type
0.25 acresLot Size
1968Year Built
$356/sq ftPrice per sq ft
2 carsParking Spaces

Description

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...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.
16 days on Market
  • Listed by: John Harbuck 407.538.2841 johnharbuck@serhant.com Brokerage DRE #2036910 • SERHANT
Last updated: 10/06/2026 06:16 PM • Source: MFRMLS, MLS#: O6444000
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Location

Listing Courtesy of SERHANT, John Harbuck
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Payment Calculator

$4,679 per month

30 year fixed, 7.03% Interest

Principal and Interest

$4,164

Property Taxes

$515

HOA Dues

$0

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Property Information for 739 Roughbeard Road

Property Details

  • Taxes: $6,179 / year
  • MLS Type: Residential / Single Family Residence
  • Subdivision Name: WINTER PARK PINES
  • Township: 22
  • Garage Spaces: 2
  • Waterfront: No
  • Furnished: Unfurnished

Building Information

  • Year Built: 1968
  • Lot Size: 0.25 AC / 10,799 SF

Summary

Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2784.0
  • Building Area Units: Square Feet
  • Community Features: Golf Carts OK, Golf, Sidewalks
  • Direction Faces: East
  • Directions: Aloma Ave (426) W to left on N Ranger Blvd, left on Sandwell Dr, left on Roughbeard Rd. Home is on the left.
  • Elementary School: Aloma Elem
  • Middle Or Junior School: Glenridge Middle
  • High School: Winter Park High
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Road Frontage Type: Street Paved
  • Senior Community: No
  • Unit Number: No
  • Street Number: 739
  • Street Name: ROUGHBEARD
  • Street Suffix: ROAD
  • State: FL
  • City: WINTER PARK
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
  • Parking Features: Driveway, Garage Door Opener, On Street, Oversized, Workshop in Garage
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Requirement: None
  • Association: No
  • CDD: No
  • Pet Restrictions: Buyer to verify.
  • Tax Block: 0
  • Tax Book Number: 2-59
  • Tax Legal Description: WINTER PARK PINES UNIT FOURTEEN 2/59 LOT6
  • Tax Lot: 6
  • Tax Year: 2025
Virtual Tour

Property

Lot Information
  • Additional Parcels: No
  • Lot Features: In County, Near Golf Course, Sidewalk
  • Parcel Number: 092230943800060
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: No
  • Water Extras: No
  • Zoning: R-1A
  • Living Area: 2194
Property and Assessments
  • Year Built Numeric: 1968
  • Amenities Additional Fees: Cady way pool and Winter Pine's golf club have memberships available for additional fees, if interested.
  • Association Amenities: Park, Playground, Trail(s)
  • Flood Zone Code: X
  • Flood Zone Date: 09-25-2009
  • Flood Zone Panel: 12095C0260F
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 30
  • Public Survey Section: 09
Utilities
  • Sewer: Public Sewer
  • Utilities: Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected
  • Water Source: Public

Interior and Exterior Features

Exterior Features
  • Construction Materials: Block, Concrete
  • Exterior Features: French Doors, Lighting, Sidewalk
  • Fencing: Fenced, Wood
  • Foundation Details: Slab
  • Levels: One
  • Patio And Porch Features: Covered, Front Porch, Patio
  • Pool Features: In Ground
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Shingle
  • Vegetation: Mature Landscaping
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 5
  • Bathrooms Full: 3
  • Additional Rooms: Family Room, Inside Utility
  • Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Cooling: Central Air
  • Fireplace Features: Living Room, Wood Burning
  • Fireplace: Yes
  • Flooring: Tile
  • Heating: Central
  • 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)
  • Laundry Features: Inside, Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 9.0
  • Water View: No
  • Bathrooms Half: 0

Rental

Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 739 Roughbeard Road

DateEvent & SourcePriceAppreciation
Sep 30, 2026

Withdrawn

MFRMLS #O6404545

$780,000—
Sep 24, 2026

Listed (Active)

MFRMLS #O6444000

$780,000—
May 4, 2026

Listed (Active)

MFRMLS #O6404545

$800,000—
DateEvent & SourcePrice
09/30/2026

Withdrawn

MFRMLS #O6404545

$780,000
09/24/2026

Listed (Active)

MFRMLS #O6444000

$780,000
05/04/2026

Listed (Active)

MFRMLS #O6404545

$800,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public records

739 Roughbeard Road

Beds

5

Baths

3

Total Finished SqFt

2,194 SqFt

Above Grade Finished SqFt

2,194 SqFt

Stories

1

Lot Size

10,799 SqFt

Schools near 739 Roughbeard Road

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Charter - K to 8
Public - 6 to 8
Charter - 9 to 12
Rating
School
Distance
Aloma Elementary School
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

Glenridge Middle School
Public6 to 8

Cornerstone Charter Academy High School
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

739 Roughbeard Road is a single family home for sale in Winter Park, FL 32792. This property was listed for sale on September 24, 2026 by SERHANT, it's currently listed at $780,000. It has been on the market for a total of 16 days and was last sold on October 28, 2021. This listing's school district is Orange County Public Schools. Nearby schools include Aloma Elementary School, Cornerstone Academy Charter and Glenridge Middle School. 739 Roughbeard Road is a 5-bed, 3-bath, 2,194 sqft single family home built in 1968.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of SERHANT, John Harbuck

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 10/06/2026 06:16 PM