520 Shepherd Ave, Winter Park, FL 32789
Home value
$2,914,500
$2.68M - $3.21M
$7,345/mo
Owner options
$7,345/mo
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Zillow last checked:
Listing updated:
Shelley Heistand 407-718-9222,
PREMIER SOTHEBY'S INTL. REALTY 407-644-3295,
Dan Haber 321-624-0966,
PREMIER SOTHEBY'S INTL. REALTY
Abby Nelson, 3092147
RE/MAX 200 REALTY

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 4
Rooms
- Room types: Attic, Den/Library/Office, Family Room, Dining Room, Living Room, Great Room, Utility Room
Primary bedroom
- Features: Dual Sinks, Tub with Separate Shower Stall, Walk-In Closet(s)
- Level: Second
- Dimensions: 19x24
Bedroom 2
- Features: En Suite Bathroom, Built-in Closet
- Level: First
- Dimensions: 18x14
Bedroom 3
- Features: En Suite Bathroom, Walk-In Closet(s)
- Level: Second
- Dimensions: 19x12
Bedroom 4
- Features: En Suite Bathroom, Walk-In Closet(s)
- Level: Second
- Dimensions: 18x14
Primary bathroom
- Features: Tub with Separate Shower Stall
- Level: Second
Balcony porch lanai
- Level: First
- Dimensions: 24x13
Dining room
- Level: First
- Dimensions: 22x19
Family room
- Level: First
- Dimensions: 20x18
Kitchen
- Features: Kitchen Island, Pantry
- Level: First
- Dimensions: 19x15
Laundry
- Level: Second
Living room
- Level: First
- Dimensions: 36x19
Office
- Level: First
- Dimensions: 15x12
Heating
- Central, Electric, Zoned
Cooling
- Central Air, Zoned
Appliances
- Included: Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Gas Water Heater, Microwave, Refrigerator, Tankless Water Heater, Washer, Water Filtration System
- Laundry: Inside, Laundry Room, Upper Level
Features
- Attic Fan, Ceiling Fan(s), Crown Molding, Dry Bar, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, PrimaryBedroom Upstairs, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s)
- Flooring: Brick/Stone, Carpet, Ceramic Tile, Marble, Vinyl
- Doors: French Doors
- Windows: Aluminum Frames, Blinds, Double Pane Windows, Drapes, Insulated Windows, Rods, Window Treatments, Wood Frames
- Has fireplace: Yes
- Fireplace features: Family Room, Living Room, Wood Burning
Interior area
- Total structure area: 5,695
- Total interior livable area: 4,587 sqft
Property
Parking
- Total spaces: 2
- Parking features: Circular Driveway, Electric Vehicle Charging Station(s), Garage Door Opener
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Porch, Rear Porch, Screened
- Exterior features: Irrigation System, Lighting, Private Mailbox, Rain Gutters
- Has private pool: Yes
- Pool features: Gunite, In Ground, Pool Sweep
- Fencing: Fenced,Masonry,Other
Lot
- Size: 0.43 Acres
- Dimensions: 125 x 150
- Features: City Lot
- Residential vegetation: Mature Landscaping
Details
- Parcel number: 052230252800090
- Zoning: R-1A
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Other
- Property subtype: Single Family Residence
Materials
- Other, Stucco, Wood Frame
- Foundation: Slab
- Roof: Membrane,Shingle
Condition
- New construction: No
- Year built: 1989
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Fire Hydrant, Natural Gas Connected, Sewer Connected, Sprinkler Well, Street Lights, Underground Utilities, Water Connected
Community & HOA
Community
- Security: Security Lights, Security System Leased, Smoke Detector(s)
- Pet fee: $0 monthly
- Subdivision: ETHEL PARK
HOA
- Has HOA: No
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $567/sqft
- Tax assessed value: $2,093,952
- Annual tax amount: $16,740
- Date on market: 10/26/2023
- Cumulative days on market: 3 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 2/2/2024 | Sold | $2,600,000-1.8%$567/sqft |
Source: | ||
| 11/1/2023 | Pending sale | $2,649,000$578/sqft |
Source: | ||
| 10/26/2023 | Listed for sale | $2,649,000+103.8%$578/sqft |
Source: | ||
| 8/29/2017 | Sold | $1,300,000-7.1%$283/sqft |
Source: Public Record Report a problem | ||
| 7/26/2017 | Pending sale | $1,400,000$305/sqft |
Source: Coldwell Banker Residential Real Estate - Winter Park #O5497605 Report a problem | ||
| 6/23/2017 | Price change | $1,400,000-5.1%$305/sqft |
Source: Coldwell Banker Residential Real Estate - Winter Park #O5497605 Report a problem | ||
| 3/15/2017 | Listed for sale | $1,475,000$322/sqft |
Source: COLDWELL BANKER RESIDENTIAL RE #O5497605 Report a problem | ||
| 10/26/2016 | Listing removed | $1,475,000$322/sqft |
Source: Coldwell Banker Residential Real Estate - Winter Park #O5447299 Report a problem | ||
| 7/27/2016 | Price change | $1,475,000-1.6%$322/sqft |
Source: Coldwell Banker Residential Real Estate - Winter Park #O5447299 Report a problem | ||
| 7/13/2016 | Listed for sale | $1,499,000$327/sqft |
Source: Coldwell Banker Residential Real Estate - Winter Park #O5447299 Report a problem | ||
| 7/12/2016 | Pending sale | $1,499,000$327/sqft |
Source: Coldwell Banker Residential Real Estate - Winter Park #O5447299 Report a problem | ||
| 6/20/2016 | Listed for sale | $1,499,000-11.6%$327/sqft |
Source: COLDWELL BANKER RESIDENTIAL RE #O5447299 Report a problem | ||
| 9/23/2010 | Listing removed | $1,694,900$370/sqft |
Source: Kelly Price & Company #O4961084 Report a problem | ||
| 8/6/2010 | Price change | $1,694,900+13.4%$370/sqft |
Source: Kelly Price & Company #O4961084 Report a problem | ||
| 2/4/2010 | Listed for sale | $1,495,000-16.9%$326/sqft |
Source: Kelly Price & Company #O4961084 Report a problem | ||
| 10/13/2005 | Sold | $1,800,000$392/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $18,339 +3.7% | $1,191,385 +3% |
| 2023 | $17,688 +5.7% | $1,156,684 +3% |
| 2022 | $16,740 +1% | $1,122,994 +3% |
| 2021 | $16,576 -0.3% | $1,090,285 +1.4% |
| 2020 | $16,618 +0.6% | $1,075,232 +2.3% |
| 2019 | $16,511 +0.5% | $1,051,058 +1.9% |
| 2018 | $16,433 | $1,031,460 +7.4% |
| 2017 | $16,433 +10.3% | $960,667 +1.8% |
| 2016 | $14,902 +2% | $944,042 +1.3% |
| 2015 | $14,604 -3.2% | $932,212 +4.2% |
| 2014 | $15,085 -19.9% | $894,303 -20.2% |
| 2013 | $18,825 +1% | $1,120,660 +2.5% |
| 2012 | $18,643 -0.7% | $1,093,518 -0.3% |
| 2011 | $18,776 +5.6% | $1,097,078 +2.2% |
| 2010 | $17,786 | $1,073,870 -16.1% |
| 2009 | -- | $1,279,959 -18.2% |
| 2008 | $24,994 -1.1% | $1,564,414 -8.4% |
| 2007 | $25,266 -6.7% | $1,707,241 +11% |
| 2006 | $27,071 +137.6% | $1,538,632 +73.7% |
| 2005 | $11,394 +4.4% | $885,727 +13.8% |
| 2004 | $10,917 +55.4% | $778,168 +95.5% |
| 2003 | $7,025 +35.8% | $398,042 +16.7% |
| 2002 | $5,174 +0.4% | $341,105 +2.2% |
| 2001 | $5,154 +8.3% | $333,734 +6.9% |
| 2000 | $4,759 | $312,125 |
Neighborhood: 32789
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Nearby schools
GreatSchools rating
- 7/10Lakemont Elementary SchoolGrades: K-5Distance: 0.3 mi
- 6/10Maitland Middle SchoolGrades: 6-8Distance: 2.3 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 1.3 mi
Schools provided by the listing agent
- Elementary: Lakemont Elem
- Middle: Maitland 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.
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- Florida
- Orange County
- Winter Park
- 32789
- 520 Shepherd Ave