5500 Fillmore St, Hollywood, FL, 33021
About This Home
Discover the ultimate resort-style lifestyle in Hollywood Hills, Florida! This exceptional private resort offers 2,840 sq. ft. of air-conditioned living space and approximately 3,499 sq. ft. of combined indoor and covered living and entertainment areas. The versatile layout features 5 bedrooms and 4.5 bathrooms, including two private en-suite bedrooms offering excellent comfort and privacy. The flexible fifth bedroom can also function as a family room, office, media room, game room, or additional entertainment space. Step outside into a tropical paradise designed for year-round enjoyment and unforgettable gatherings. The spectacular backyard features an oversized covered gazebo, heated pool, hot tub, outdoor kitchen, covered dining and lounge areas, and multiple entertainment spaces surrounded by lush landscaping and privacy. Whether relaxing by the pool or entertaining under the stars, this private resort delivers the ultimate South Florida lifestyle. Ideally located near the Hard Rock Hotel & Casino, beaches, Downtown Hollywood, shopping, dining, highways, and Fort Lauderdale–Hollywood International Airport. Perfect for a family seeking a private resort or an investor looking for a turnkey property currently operating successfully as a short-term rental. Schedule your private tour today!
Getting Around
Somewhat Walkable
Some Transit
BikeableSchools
Construction
Condition
- Year built: 1963
Materials
- Roof: Shingle
- Construction materials: Concrete Block Construction,CBS Construction
Type & Style
- Home type: SingleFamily
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Dishwasher,Disposal,Dryer,Electric Range,Electric Water Heater,Microwave,Other,Refrigerator,Washer
- Laundry features: Common Area
Bedrooms & Bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Features
- Window features: Hurricane Shutters
- Flooring: Ceramic Tile,Tile
Heating & Cooling
- Heating features: Central,Electric
- Cooling features: Central Air,Electric
Interior Area
- Total interior livable area: 3,195 sqft
Property
Details
- Parcel number: 514207070930
- Zoning: RES
- Other equipment: Other
Features
- Stories: 1
- Entry location: First Floor Entry
- Private pool: Yes
- Pool features: In Ground,Heated,Pool Only
- Patio & porch: Deck,Patio
- Exterior features: Built-in Barbecue,Lighting
- Has spa: Yes
- Fencing: Fenced
- Has view: Yes
- View description: Garden,Pool
Lot
- Lot size: 9,983 sqft
- Features: Less Than 1/4 Acre Lot
Parking
- Parking features: Driveway,On Street
- Has uncovered spaces: Yes
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Hurricane
- Inland Flooding
- Heat Wave
- Lightning
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters in Broward County and Florida
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $6,012 | $72,144 |
| Home Insurance * | $1,544 | $18,528 |
| Property Taxes | $2,118 | $25,416 |
| Electricity | $321 | $3,858 |
| Total | $9,995 | $119,940 |
Income You'd Need if You Spent...
Florida FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-07-25 | Listed for sale | $1,189,000 |
| 2019-11-14 | Listing removed | $449,900 |
| 2019-07-31 | Sold | $454,000 |
| 2019-06-18 | Pending sale | $449,900 |
| 2019-05-28 | Price change | $449,900 |
| 2019-05-14 | Price change | $479,000 |
| 2019-05-03 | Price change | $499,000 |
| 2019-04-22 | Price change | $529,000 |
| 2019-04-08 | Listed for sale | $565,000 |
| 2016-08-26 | Sold | $287,224 |
| 2016-05-27 | Pending sale | $289,900 |
| 2016-04-20 | Listed for sale | $309,000 |
| 2016-04-12 | Pending sale | $309,000 |
| 2016-01-04 | Listed for sale | $309,000 |
| 2015-12-15 | Pending sale | $309,000 |
| 2015-03-27 | Listed for sale | $354,000 |
| 2014-12-19 | Listing removed | $317,266 |
| 2014-12-13 | Price change | $317,266 |
| 2014-11-08 | Listed for sale | $354,000 |
| 2014-10-20 | Sold | $250,200 |
| 2012-02-11 | Listing removed | $335,000 |
| 2011-06-21 | Price change | $335,000 |
| 2011-06-11 | Listed for sale | $299,000 |
| 2011-04-27 | Listing removed | $299,000 |
| 2011-03-03 | Price change | $299,000 |
| 2010-08-28 | Price change | $335,000 |
| 2010-06-20 | Listed for sale | $350,000 |
| 2003-04-21 | Sold | $255,000 |
| 2000-12-05 | Sold | $200,000 |
| 1993-03-01 | Sold | $10,000 |
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