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Single family home for sale at 739 Roughbeard Rd, Winter Park, FL 32792 | MLS# O6444000 | Listing updated on 2026-09-25
Photo 1 of Single family home for sale at 739 Roughbeard Rd, Winter Park, FL 32792 | MLS# O6444000 | Listing updated on 2026-09-25
Photo 2 of Single family home for sale at 739 Roughbeard Rd, Winter Park, FL 32792 | MLS# O6444000 | Listing updated on 2026-09-25
Photo 3 of Single family home for sale at 739 Roughbeard Rd, Winter Park, FL 32792 | MLS# O6444000 | Listing updated on 2026-09-25
Photo 4 of Single family home for sale at 739 Roughbeard Rd, Winter Park, FL 32792 | MLS# O6444000 | Listing updated on 2026-09-25
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$780,000

Monthly Est:$3,882

  • Beds Icon5 Beds
  • Beds Icon
    3 Baths
  • Beds Icon2,194sqft

739 Roughbeard Rd, Winter Park, FL 32792

$3,882/moEst:

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  • Single Family Residence

  • Built in 1968

  • $-- HOA

  • 10,799 sqft lot

  • $356/sq.ft

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 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.

  • Houzeo last checked: 5 minutes ago
  • Listing updated: September 25, 2026 at 10:49 am
  • Listing Provided by: John Harbuck (407) 538-2841 | SERHANT (786) 296-8626
  • Source: Stellar MLS-FL | MLS#: O6444000 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Orange County

  • City

    Winter Park

  • Neighborhood

    --

  • Year Built

    1968

  • HOA Fees

    -

  • Finished Area

    2,194 sqft

  • Lot Size

    10,799 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6444000

  • MLS Status

    Active

  • Days on Market

    16

  • Cumulative Days on Market

    1

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 3

  • Bathroom 2

    Level: First

    Area: 143.00 Square Feet

    Dimensions: 13x11

  • Bathroom 3

    Level: First

    Area: 121.00 Square Feet

    Dimensions: 11x11

  • Bathroom 4

    Level: First

    Area: 110.00 Square Feet

    Dimensions: 11x10

  • Bedroom 5

    Level: First

    Area: 120.00 Square Feet

    Dimensions: 12x10

  • Primary Bedroom

    Level: First

    Area: 192.00 Square Feet

    Dimensions: 12x16

  • Family Room

    Level: First

    Area: 294.00 Square Feet

    Dimensions: 21x14

  • Dining Room

    Level: First

    Area: 168.00 Square Feet

    Dimensions: 14x12

  • Kitchen

    Level: First

    Area: 143.00 Square Feet

    Dimensions: 13x11

  • Living Room

    Level: First

    Area: 273.00 Square Feet

    Dimensions: 13x21

Interior

  • Sewer

    Public Sewer

  • Flooring

    Tile

  • Interior Features

    Built In Features, Ceiling Fans(s), Crown Molding, Kitchen/family Room Combo, Living Room/dining Room Combo, Primary Bedroom Main Floor, Thermostat, Walk In Closet(s)

  • Heating

    Central

  • Cooling

    Central Air

  • Exterior Features

    Lighting, Sidewalk

  • Appliances

    Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer

Construction

  • Year Built

    Year Built: 1968

  • Home type

    Single Family Residence

  • Construction Materials

    Block, Concrete

  • Roof

    Shingle

  • Foundation Details

    Slab

Utilities & Energy

  • Fireplace Features

    Living Room, Wood Burning

  • Water Source

    Public

  • Pool Features

    In Ground

  • Association Amenities

    Park, Playground, Trail(s)

  • Parking Features

    Driveway, Garage Door Opener, On Street, Oversized, Workshop In Garage

  • Utilities

    Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected

  • Laundry Features

    Inside, Laundry Room

Other Features

  • Patio And Porch Features

    Covered, Front Porch, Patio

  • Lot Features

    In County, Near Golf Course, Sidewalk, Paved

  • Subdivision Name

    Winter Park Pines

  • Vegetation

    Mature Landscaping

  • Community Features

    Golf Carts Ok, Golf, Sidewalks

Price History

DateEventPrice

09/24/2026

Source: mls_logoStellar MLS-FL #MFRO6444000

Listed for Sale

$780,000

$356/sqft

07/22/2026

Source: mls_logoStellar MLS-FL #MFRO6404545

Listing Removed

$780,000

$356/sqft

07/14/2026

Source: mls_logoStellar MLS-FL #MFRO6404545

Price Decreased

$780,000 -2.50%

$356/sqft

05/05/2026

Source: mls_logoStellar MLS-FL #MFRO6404545

Listed for Sale

$800,000 +61.62%

$365/sqft

10/28/2021

Source: mls_logoStellar MLS-FL #MFRO5970079

Price Increased

$495,000 +4.21%

$226/sqft

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Nearby Homes

Based on information from Stellar MLS® through Oct 12, 2026, 01:30AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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