If you’re hoping to score the best deal on a home in Florida in today’s housing market, here’s the strategy savvy Orlando buyers are using right now:
👉 Focus on homes that have been sitting on the market the longest.
While many buyers chase the newest listings, the hidden opportunities often live in the homes others overlook. Where sellers are more realistic, more flexible, and more willing to negotiate.
The Opportunity: 1 in 5 Homes Has Had a Price Cut This Year
According to Realtor.com, about 20.2% of active listings have had at least one price reduction this year. That trend has remained consistent across the country, signaling one thing:
🔑 Buyers everywhere, including here in Central Florid, have real room to negotiate.
And that’s exactly where an experienced local agent becomes your strongest advantage.
The Strategy: Target Homes Sitting the Longest
Your Diamond Real Estate Group agent can help you identify listings that have:
- Been on the market far longer than the neighborhood average
- Had multiple price reductions
- Fallen out of contract and returned to market
- Motivated sellers who need to move quickly
These are the homes most likely to entertain:
✔ Lower purchase prices
✔ Seller-paid closing costs
✔ Repair credits
✔ Home warranties
✔ Flexible timelines
Realtor.com puts it plainly:
“Less competition means fewer bidding wars and more power to negotiate the extras that add up.”
Bankrate echoes the same:
“During the quieter fall and winter months, sellers may be more willing to lower prices or offer concessions.”
And the National Association of Realtors (NAR) shows a clear pattern:
The longer a home stays on the market, the more likely it is to sell for below the original list price.
Even a Small Discount Makes a Big Difference
While “6% off the list price” may not sound dramatic, on a median-priced home, that can be $20,000–$30,000 in savings, or more if seller concessions are added.
Zillow sums it up perfectly:
“If you’re a buyer hoping to strike a deal, look for homes that have been on the market for a while… You may find a motivated seller who’s more willing to negotiate.”
Why This Matters in Orlando Right Now
Orlando’s market remains competitive, especially in entry-level price ranges, but it’s also shifting. Buyer demand is strong, yet many sellers who listed too high early on are adjusting quickly.
That creates a window of opportunity.
Homes that sit longer aren’t always flawed, they’re often simply:
- Overpriced when first listed
- Poorly staged or photographed
- Mis-timed with seasonality
- Overlooked during busy listing weeks
- Under-marketed
This is where working with a highly strategic, negotiation-driven team matters
What This Means for You
If you want the best deal on a home in Florida right now:
Start looking where other buyers aren’t.
Homes that have been sitting longest often have the most to offer, and the most room for savings.
At Diamond Real Estate Group, we know how to identify undervalued homes, structure competitive offers, and negotiate in your favor, even in a shifting market.
👉 If you’re ready to find the deals other buyers are missing, let’s talk.
Our team will show you exactly where to look in your price range and neighborhood.
📲 Call or text 407-797-2931
📧 Email tiphany@dregorlando.com
🌐 Visit www.dregorlando.com to start your home-selling journey.

Meet Tiphany
Orlando Real Estate Pro
Buying a home is one of the most important purchases one can make, but it doesn’t need to be complicated. I’m Tiphany Weeks, the founder and broker of record for Diamond Real Estate Group. While traveling the world as a baseball wife we moved around a lot; and it wasn’t always easy. I realized the search to find a realtor that knows exactly what you need can be a very daunting task, so I decided it was time to create a new solution for helping people find their way home.
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