Sold
Last Sold Price
4 beds1,964 sqft

721 Roughbeard Rd, Winter Park, FL 32792

Single FamilyProperty Type
0.25 acresLot Size
1968Year Built
$255/sq ftPrice per sq ft
2 carsParking Spaces

Description

Virtually Staged. Welcome to Winter Park! This beautifully maintained 4-bedroom, 2-bathroom home is nestled on a quiet, low-traffic street in the highly sought-after Winter Park Pines neighborhood. Boasting a NEW ROOF and an ideal floor plan, the home features a spacious driveway leading to a welcoming front entry with double doors that open into the heart of the home. Inside, the kitchen overlooks the patio and inviting pool area, perfect for entertaining or relaxing. Natural light fills the open...Virtually Staged. Welcome to Winter Park! This beautifully maintained 4-bedroom, 2-bathroom home is nestled on a quiet, low-traffic street in the highly sought-after Winter Park Pines neighborhood. Boasting a NEW ROOF and an ideal floor plan, the home features a spacious driveway leading to a welcoming front entry with double doors that open into the heart of the home. Inside, the kitchen overlooks the patio and inviting pool area, perfect for entertaining or relaxing. Natural light fills the open living spaces, including a cozy family room with a fireplace. The master suite provides private access to the patio and pool area, while the additional three bedrooms are located on the opposite side of the house, ensuring privacy for all. Outside, the backyard offers endless potential, with a pool and large patio space ready to be transformed into your own outdoor oasis. Surrounded by mature landscaping, the property creates a serene and inviting atmosphere. This home has been lovingly cared for over the years, and it's a rare opportunity to own a well-loved property that you can transform to meet your unique needs and desires. Conveniently close to Winter Park amenities, including dining, shopping, UCF, Rollins College full sail University, and Orlando International Airport. The home is also in a top-rated school district and near Winter Park Pines Golf Club, Cady Way Pool and Park, and the Cady Way Trail for those who enjoy an active outdoor lifestyle. Not much comes up for sale in this desirable neighborhood, so schedule your showing today!
  • Listed by: Amanda Binns 407.448.5068 amandasellsfl@gmail.com Brokerage DRE #1036595 • STRICKLAND REALTY GROUP INC
Listing closed: 12/20/2024 12:00 AM • Source: MFRMLS, MLS#: O6250720
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Recent comparable sales

Median sold price

$545,000

Avg days on market

66

Sale-to-list ratio

92.3%

Winter Park, FL

9 comparable properties found

$545,000 | 2814 Sheriff Way, Winter Park, FL 32792
1/56
1

$545,000

Sold 04/22/26

4
Bedrooms
1,948
Square Feet
0.18
Acres
$560,000 | 2350 Cady Way, Winter Park, FL 32792
1/32
2

$560,000

Sold 03/11/26

4
Bedrooms
1,854
Square Feet
0.22
Acres
$490,000 | 651 Darcey Drive, Winter Park, FL 32792
1/2
3

$490,000

Sold 08/26/26

4
Bedrooms
1,866
Square Feet
0.21
Acres
$439,000 | 2823 Cady Way, Winter Park, FL 32792
1/26
4

$439,000

Sold 07/17/25

4
Bedrooms
1,688
Square Feet
0.18
Acres
$495,000 | 422 South Ranger Boulevard, Winter Park, FL 32792
1/44
5

$495,000

Sold 02/17/26

4
Bedrooms
1,680
Square Feet
0.19
Acres
$540,000 | 2829 Aloma Avenue, Winter Park, FL 32792
1/37
6

$540,000

Sold 06/26/26

4
Bedrooms
1,821
Square Feet
0.21
Acres
a front view of a house with a yard and trees
1/2
7

$545,000

Sold 09/29/25

4
Bedrooms
1,699
Square Feet
0.23
Acres
$600,000 | 2330 Coldstream Drive, Winter Park, FL 32792
1/21
8

$600,000

Sold 05/29/26

4
Bedrooms
1,750
Square Feet
0.21
Acres
$610,000 | 744 Cornwall Road, Winter Park, FL 32792
1/58
9

$610,000

Sold 09/25/26

4
Bedrooms
1,968
Square Feet
0.23
Acres

Location

Listing Courtesy of STRICKLAND REALTY GROUP INC, Amanda Binns

Sold By NONA LEGACY POWERED BY LA ROSA REALTY, INC, Kim Oliver

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Payment Calculator

$2,854 per month

30 year fixed, 7.03% Interest

Principal and Interest

$2,669

Property Taxes

$184

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.
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Property Information for 721 Roughbeard Road

Property Details

  • Taxes: $2,213 / year
  • MLS Type: Residential / Single Family Residence
  • Subdivision Name: WINTER PARK PINES
  • Township: 22
  • Garage Spaces: 2
  • Waterfront: No

Building Information

  • Year Built: 1968
  • Lot Size: 0.25 AC / 10,848 SF

Summary

Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2573.0
  • Building Area Units: Square Feet
  • Direction Faces: East
  • Directions: Head northeast on N Semoran Blvd toward Hanging Moss Rd. Turn left onto Banchory Rd. Turn left at the 2nd cross street onto S Ranger Blvd. Turn left onto Sandwell Dr. Turn left onto Roughbeard Rd, and your destination will be on the left. Destination: 721 Roughbeard Rd, Winter Park, FL 32792.
  • Elementary School: Aloma Elem
  • Middle Or Junior School: Glenridge Middle
  • High School: Winter Park High
  • Mls Major Change Type: Sold
  • Major Change Type: Closed
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 721
  • Street Name: ROUGHBEARD
  • Street Suffix: ROAD
  • State: FL
  • City: WINTER PARK
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association: No
  • CDD: No
  • Tax Block: 0
  • Tax Book Number: 2-59
  • Tax Legal Description: WINTER PARK PINES UNIT FOURTEEN 2/59 LOT9
  • Tax Lot: 9
  • Tax Year: 2023
Virtual Tour

Property

Lot Information
  • Additional Parcels: No
  • Parcel Number: 092230943800090
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: No
  • Water Extras: No
  • Zoning: R-1A
  • Living Area: 1964
Property and Assessments
  • Year Built Numeric: 1968
  • Flood Zone Code: X
  • Flood Zone Date: 09-25-2009
  • Flood Zone Panel: 12095C0260F
  • Homestead: No
  • New Construction: No
  • Public Survey Range: 30
  • Public Survey Section: 09
Utilities
  • Sewer: Public Sewer
  • Utilities: Cable Available, Electricity Connected, Public
  • Water Source: None

Interior and Exterior Features

Exterior Features
  • Construction Materials: Block, Concrete
  • Exterior Features: Irrigation System
  • Foundation Details: Slab
  • Levels: One
  • Pool Features: In Ground
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Shingle
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 2
  • Appliances: Convection Oven, Other, Refrigerator
  • Cooling: Central Air
  • Fireplace: Yes
  • Flooring: Carpet, Other, Tile
  • Heating: Central
  • Interior Features: Other
  • Laundry Features: In Garage
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 8.0
  • Water View: No
  • Bathrooms Half: 0

Property History for 721 Roughbeard Road

DateEvent & SourcePriceAppreciation
Dec 20, 2024

Sold (Public Record)

Public Record #1547720116

$500,000—
Dec 20, 2024

Sold

MFRMLS #O6250720

$500,000—
Dec 5, 2024

Pending

MFRMLS #O6250720

—
DateEvent & SourcePrice
12/20/2024

Sold (Public Record)

Public Record #1547720116

$500,000
12/20/2024

Sold

MFRMLS #O6250720

$500,000
12/05/2024

Pending

MFRMLS #O6250720

—

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

Public records

721 Roughbeard Road

Beds

4

Total Finished SqFt

1,964 SqFt

Above Grade Finished SqFt

1,964 SqFt

Stories

1

Lot Size

10,847 SqFt

Style

Single Family Residence

Schools near 721 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.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 721 Roughbeard Road, Winter Park, FL 32792
$500,000
4
1,964
10,848
$679,000
5
2
2,250
10,864
$425,000
4
2,114
10,832
$420,000
4
2,219
10,815
$480,000
4
1,931
11,545
$499,900
5
2,939
11,231

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 STRICKLAND REALTY GROUP INC, Amanda Binns

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: 10/08/2026 06:24 PM