Under contract-accepting backup offers. Welcome home to the Winter Park Pines where the trees line the streets and the mailman delivers to your door. This beautifully maintained 3-bedroom, 2-bathroom home offering 1,873 square feet of comfortable living in the highly desirable and serene Winter Park Pines community. This light-filled residence features a thoughtfully designed split floor plan with high ceilings, fresh interior paint (2026), skylights, and laminate and tile flooring throughout, creating a bright and inviting atmosphere from the moment you enter. The open living and dining areas are anchored by a charming wood-burning brick fireplace, while crown molding, ceiling fans, and French doors add both style and functionality throughout the home. The well-appointed kitchen includes white and gray cabinetry, stainless steel appliances, and a convenient pantry closet, perfect for both everyday living and entertaining. It flows seamlessly into the main living areas, making it easy to gather with family and friends. The spacious primary suite offers a private retreat, thoughtfully separated from the secondary bedrooms, and features a walk-in closet with custom built-ins, ceiling fan, and French doors leading to the expansive and shaded backyard. The renovated en-suite bathroom showcases double vanities and a beautifully tiled shower with frameless glass enclosure. The secondary bedrooms are well-sized and versatile, with easy access to the renovated hall bathroom featuring a granite double vanity, navy cabinetry, and direct access to the backyard, ideal for indoor-outdoor living. Step outside to enjoy a fully fenced, landscaped backyard situated on a generous .22-acre lot. The expansive patio with terracotta tile flooring provides the perfect space for outdoor dining, entertaining, or simply relaxing in a private setting. Additional highlights include a two-car garage and a Ring home security and surveillance system for added peace of mind. Located just minutes from top-rated Winter Park schools, the Cady Way Trail, Winter Park Pines Golf Course, Advent Health Winter Park campus, Crosby Wellness Center and a variety of shopping and dining options, this home offers both tranquility and convenience. Residents also enjoy access to nearby community amenities including a pool, playground, beach volley ball courts and tennis/pickleball courts. With close proximity to major roadways, downtown Winter Park, and Orlando International Airport, this property truly combines comfort, location, and lifestyle. Don’t miss the opportunity to make this exceptional home yours in one of Winter Park’s most sought-after neighborhoods. Roof 2020, HVAC 2022, Plumbing 2014, Water Heater 2021.
Pending
$565,000
517 Roughbeard Rd, Winter Park, FL 32792
3beds
1,873sqft
Single Family Residence
Built in 1971
9,798 Square Feet Lot
$-- Zestimate®
$302/sqft
$-- HOA
What's special
Two-car garageLight-filled residenceHigh ceilingsFrench doorsCeiling fansBright and inviting atmosphereSpacious primary suite
- 38 days |
- 92 |
- 3 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Amy Turner 407-803-3885,
KELLER WILLIAMS WINTER PARK 407-545-6430
Source: Stellar MLS,MLS#: O6399029
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: Dining Room, Living Room
Primary bedroom
- Features: Ceiling Fan(s), En Suite Bathroom, Makeup/Vanity Space, Walk-In Closet(s)
- Level: First
- Area: 195 Square Feet
- Dimensions: 15x13
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 165 Square Feet
- Dimensions: 15x11
Bedroom 2
- Features: Ceiling Fan(s), Built-in Closet
- Level: First
- Area: 165 Square Feet
- Dimensions: 15x11
Bedroom 3
- Features: Ceiling Fan(s), Built-in Closet
- Level: First
- Area: 132 Square Feet
- Dimensions: 12x11
Bedroom 3
- Features: Built-in Closet
- Level: First
- Area: 132 Square Feet
- Dimensions: 12x11
Primary bathroom
- Features: Dual Sinks, Shower No Tub, Split Vanities
- Level: First
Dining room
- Level: First
- Area: 132 Square Feet
- Dimensions: 12x11
Dining room
- Level: First
- Area: 96 Square Feet
- Dimensions: 12x8
Family room
- Features: Ceiling Fan(s)
- Level: First
- Area: 252 Square Feet
- Dimensions: 21x12
Family room
- Level: First
- Area: 252 Square Feet
- Dimensions: 21x12
Foyer
- Level: First
- Area: 54 Square Feet
- Dimensions: 9x6
Kitchen
- Features: Pantry
- Level: First
- Area: 110 Square Feet
- Dimensions: 11x10
Kitchen
- Features: Pantry
- Level: First
- Area: 156 Square Feet
- Dimensions: 13x12
Living room
- Level: First
- Area: 260 Square Feet
- Dimensions: 20x13
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Laundry: In Garage
Features
- Ceiling Fan(s), Crown Molding, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
- Flooring: Ceramic Tile, Laminate
- Doors: French Doors
- Windows: Blinds, Skylight(s)
- Has fireplace: Yes
- Fireplace features: Family Room, Wood Burning
Interior area
- Total structure area: 2,484
- Total interior livable area: 1,873 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage Door Opener, On Street
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: One
- Stories: 1
- Patio & porch: Front Porch, Patio, Rear Porch
- Exterior features: Irrigation System, Lighting, Rain Gutters, Sidewalk
- Fencing: Chain Link,Fenced,Wood
Lot
- Size: 9,798 Square Feet
- Features: In County, Landscaped, Near Golf Course, Sidewalk, Unincorporated
- Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
- Parcel number: 102230944200090
- Zoning: R-1A
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1971
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Street Lights, Water Connected
Green energy
- Indoor air quality: Ventilation
Community & HOA
Community
- Features: Golf Carts OK, Park, Playground, Pool, Sidewalks, Tennis Court(s)
- Security: Security System Owned, Smoke Detector(s)
- Pet fee: $0 monthly
- Subdivision: WINTER PARK PINES UNIT 17
HOA
- Has HOA: No
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $302/sqft
- Tax assessed value: $498,125
- Annual tax amount: $4,323
- Date on market: 4/29/2026
- Cumulative days on market: 34 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved, Asphalt
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/3/2026 | Pending sale | $565,000$302/sqft |
Source:  Stellar MLS #O6399029 Report a problem | ||
| 4/29/2026 | Listed for sale | $565,000+126%$302/sqft |
Source: Stellar MLS #O6399029 Report a problem | ||
| 7/31/2014 | Sold | $250,000+2%$133/sqft |
Source: Stellar MLS #O5219924 Report a problem | ||
| 4/5/2014 | Listed for sale | $245,000-0.8%$131/sqft |
Source: PARKLAND INTERNATIONAL REALTY #O5219924 Report a problem | ||
| 5/27/2004 | Sold | $247,000$132/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $4,107 +7.4% | $272,976 +3% |
| 2023 | $3,823 +3.9% | $265,025 +3% |
| 2022 | $3,678 +1.9% | $257,306 +3% |
| 2021 | $3,612 +0.9% | $249,812 +1.4% |
| 2020 | $3,581 +1.3% | $246,363 +2.3% |
| 2019 | $3,534 +0.9% | $240,824 +1.9% |
| 2018 | $3,504 | $236,334 -11.4% |
| 2017 | $3,504 +1.6% | $266,785 +11.7% |
| 2016 | $3,449 +0.8% | $238,921 +6.1% |
| 2015 | $3,421 -7.5% | $225,136 +15.6% |
| 2014 | $3,697 +55% | $194,680 +22.5% |
| 2013 | $2,386 +0.1% | $158,859 +0.7% |
| 2012 | $2,384 -13.6% | $157,677 -11.6% |
| 2011 | $2,758 -5.2% | $178,389 -7.3% |
| 2010 | $2,909 | $192,436 -4.2% |
| 2009 | -- | $200,787 -12.8% |
| 2008 | $3,392 -16.8% | $230,148 -2.7% |
| 2007 | $4,075 -8.1% | $236,531 +0.3% |
| 2006 | $4,433 +13.5% | $235,876 +17.3% |
| 2005 | $3,907 +97.2% | $201,165 +11.1% |
| 2004 | $1,981 +0.7% | $181,107 +0.1% |
| 2003 | $1,968 +2.7% | $180,842 +18.6% |
| 2002 | $1,916 -0.7% | $152,478 +6.5% |
| 2001 | $1,929 +5.7% | $143,169 +23.7% |
| 2000 | $1,826 | $115,708 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 32792
Nearby schools
GreatSchools rating
- 3/10Aloma Elementary SchoolGrades: PK-5Distance: 0.5 mi
- 7/10Glenridge Middle SchoolGrades: 6-8Distance: 1.8 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 0.9 mi
Schools provided by the listing agent
- Elementary: Aloma Elem
- Middle: Glenridge Middle
- High: Winter Park High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Florida
- Orange County
- Winter Park
- 32792
- 517 Roughbeard Rd
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