Hollywood Homes for Sale under $5M

1,481 listings

Live MLS inventory in Hollywood, updated continuously.

1835 Roosevelt Street, Hollywood, FL 33020

$569,000

3 bd · 3 ba · 1,416 sqft

1835 Roosevelt Street, Hollywood, FL 33020

Frank C Dickey Sub 11-8 B

4111 S Ocean Dr # 1210, Hollywood, FL 33019

$568,000New

1 bd · 1 ba · 850 sqft

4111 S Ocean Dr # 1210, Hollywood, FL 33019

Lyfe Resort

$565,000

4 bd · 2 ba · 1,360 sqft

2311 Fletcher St, Hollywood, FL 33020

BELMAR AMENDED

1201 S Ocean Dr # 2003N, Hollywood, FL 33019

$565,000

2 bd · 2 ba · 1,570 sqft

1201 S Ocean Dr # 2003N, Hollywood, FL 33019

SUMMIT CONDO

$565,000New

4 bd · 2 ba · 1,448 sqft

6800 Raleigh St, Hollywood, FL 33024

DRIFTWOOD ACRES NO 7

$565,000

3 bd · 2 ba · 1,523 sqft

2249 Johnson St, Hollywood, FL 33020

DIXIE GARDENS

403 Dunwoody Ln # 38, Hollywood, FL 33021

$564,900New

3 bd · 3 ba · 2,350 sqft

403 Dunwoody Ln # 38, Hollywood, FL 33021

TOWNHOUSES OF EMERALD

$564,000New

4 bd · 2 ba · 1,151 sqft

2701 Garfield St, Hollywood, FL 33020

WILKES-BARRE PARK

$564,000

3 bd · 2 ba · 1,322 sqft

537 S 29th Ct, Hollywood, FL 33020

CORONET PARK

4001 S Ocean Dr # 7P, Hollywood, FL 33019

$560,000

2 bd · 2 ba · 1,346 sqft

4001 S Ocean Dr # 7P, Hollywood, FL 33019

sian ocean

$560,000

3 bd · 3 ba · 1,561 sqft

4046 Long Leaf Ln, Hollywood, FL 33021

Parkview at Hillcrest

3145 Hollywood Blvd, Hollywood, FL 33021

$559,999

3 bd · 3 ba · 1,804 sqft

3145 Hollywood Blvd, Hollywood, FL 33021

ORANGEBROOK GOLF ESTATES

$559,900

3 bd · 2 ba · 1,656 sqft

6761 Pershing St, Hollywood, FL 33024

DRIFTWOOD ACRES NO 15

$559,900New

4 bd · 3 ba · 1,380 sqft

6930 Fillmore St, Hollywood, FL 33024

BOULEVARD HEIGHTS SEC 7

1934 Washington Street, Hollywood, FL 33020

$559,000

3 bd · 2 ba · 1,537 sqft

1934 Washington Street, Hollywood, FL 33020

HOLLYWOOD SOUTH SIDE ADD

$559,000

4 bd · 2 ba · 1,374 sqft

2411 Wiley St, Hollywood, FL 33020

BELMAR AMENDED

3908 Parkside Ln # 229, Hollywood, FL 33021

$559,000New

3 bd · 3 ba · 1,850 sqft

3908 Parkside Ln # 229, Hollywood, FL 33021

Townhomes of the lakes

2301 S Ocean Drive # 1408, Hollywood, FL 33019

$555,000

2 bd · 2 ba · 1,100 sqft

2301 S Ocean Drive # 1408, Hollywood, FL 33019

$555,000

6 bd · 3 ba · 1,306 sqft

2815 ADAMS Street, Hollywood, FL 33020

300 Oregon Street # 401, Hollywood, FL 33019

$555,000

2 bd · 2 ba · 1,028 sqft

300 Oregon Street # 401, Hollywood, FL 33019

mainsail

$555,000

3 bd · 2 ba · 1,127 sqft

5710 Douglas St, Hollywood, FL 33021

PLAYLAND ESTATES SEC 2

$554,900

3 bd · 2 ba · 1,559 sqft

3141 N 73rd Ave, Hollywood, FL 33024

DRIFTWOOD ESTATES NO 2

$550,000New

3 bd · 2 ba · 1,142 sqft

2331 Mckinley St, Hollywood, FL 33020

HOLLYWOOD PARK

$550,000

3 bd · 2 ba · 1,662 sqft

804 N 20th Ct, Hollywood, FL 33020

BUCHANAN CENTER

Homes for Sale under $5M in Hollywood: How This Market Works

Between the Intracoastal and the Atlantic, Hollywood's shoreline follows the Broadwalk, a paved promenade lined with low-key cafes and a growing set of resort-branded condo towers. Inland, Joseph Young's original traffic circles give downtown a walkable core, and the Lakes section keeps established residential streets close to the water.

A ceiling of $5.0M reframes the Hollywood search around efficiency — which listings deliver the most location, space or building quality without crossing the line. Markets shaped by the Broadwalk promenade and resort-branded beach condos always carry mispriced corners: a solid older tower with unfashionable finishes, a townhouse a few blocks off the prestige grid, a listing lingering for reasons that turn out to be fixable. Everything qualifying under the cap is gathered here in one view.

Hollywood Market Snapshot

2,059

Homes sold, last 12 months

$480K

Median sale price

59 days

Median time on market

Frequently Asked Questions

How do I spot genuine value under $5.0M in Hollywood?

Look for a mismatch between price and fundamentals — a well-run building priced alongside the weak ones, a dated interior on a superior line or lot, long market time that traces to bad photography rather than bad property. We tell you plainly which listings under $5.0M are bargains and which are cheap for reasons that will follow you to resale.

Will my monthly cost stay in budget after buying under $5.0M?

Only if you underwrite everything: association dues, property taxes that reset off your purchase price, insurance keyed to roof age and flood zone, and buyer-side closing costs. We prepare a full carrying-cost worksheet on any listing you shortlist, so the cap you set holds up in month twelve — not just at the closing table.

Can I see a Hollywood property before committing to anything?

Of course. Use the inquiry form on any listing or call +1 786-370-8570 and we will set up a private showing around your calendar. Buyers who live elsewhere can request a recorded video walkthrough of any residence. Looking carries no commitment — deciding comes later, on your terms.