HOLLY HILLS
Homes for Sale in Crestview, FL
True comps, carrying-cost math, and listings before the portals.
Holly Hills isn't a subdivision with a single build era and a tidy price band — it's a stretch of Crestview housing that spans more than a century of construction, from 1919 through 2024, with the median home landing around 1989. That range is the whole story on price. At a median of roughly $380K, what you pay tracks condition, vintage, and how much updating a given home has absorbed far more than any neighborhood premium. Two homes a block apart can trade very differently based on what's been done to them.
The market posture here is patient. Median days on market sit at just over 90, which tells sellers to price to condition and expect a real marketing window, not a bidding war. For buyers, that same number is leverage — there's time to inspect, evaluate, and negotiate, and with older stock in the mix, inspection matters. This is a market that rewards diligence on both sides rather than speed.
The 60-Second Overview
HOLLY HILLS market snapshot (as of July 25, 2026): the median sale price is about $380K, and a median 91 days on market for closed sales.
HOLLY HILLS is a community of 304 homes in Crestview, Okaloosa County, built between 1919 and 2024 (median 1989.0), with a median living area of about 2,368 square feet. 77% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Holly Hills is a large, heterogeneous pocket of Crestview — 304 homes spanning 1919 to 2024 — where the median home runs about 2,368 square feet. With roughly 77% homesteaded, it reads as an established, owner-occupied area rather than an investor churn.
Who HOLLY HILLS is best for.
Best for
- Buyers around the mid-to-high $300s who will trade a longer search for the right condition-and-vintage match
- Owner-occupants planning to stay, comfortable in an area with a high homestead share
- Buyers open to either older stock or newer construction and prepared to inspect thoroughly
Probably not for
- Buyers who need to close quickly against a market where homes sit past 90 days
- Anyone wanting a uniform, single-era subdivision with tight, predictable comps
- Buyers expecting shared community amenities, since none surface from current listings
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending July 25 of each year, from record-level emeraldcoast closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($380K) IS the median in the snapshot above.
Windows contain 0 to 5 sales each (4 in the current window); every figure carries its sample size, and thin markets swing on single closings. Listing data provided by the Emerald Coast Association of REALTORS®. Information is deemed reliable but is not guaranteed by the MLS to be accurate. Deemed reliable but not guaranteed.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Okaloosa County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Okaloosa County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
The HOLLY HILLS buying strategy.
If we were buying in HOLLY HILLS today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in HOLLY HILLS.
A condition-driven market, not a cookie-cutter one
The defining fact about Holly Hills is age spread. A median build year near 1989 sits inside a range that opens in 1919 and runs to brand-new 2024 construction. That means the housing stock isn't uniform — you'll find genuinely old homes, late-century builds, and recent construction sharing the same area. Price at the roughly $380K median reflects that middle, but the spread around it is wide and driven by what each home is and how it's been maintained.
The other signal is stability. A homestead share near 77% points to owners who stay, and only a handful of closings in the current window means comparable sales are thin. Combined with a median marketing time just over 90 days, this is a market where the right comp is scarce and pricing is more art than formula. No community amenities surface from current MLS listings, so value here rests on the homes themselves and the Crestview location, not shared facilities.
The location and the amenities are priced into every listing in HOLLY HILLS. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
With a century-wide age range, thin recent-sales data, and a median marketing window past 90 days, Holly Hills punishes lazy pricing and rewards a broker who reads condition against vintage. We build the comp set by hand, weight for what's actually been updated, and set expectations on timeline honestly — whether you're buying with room to negotiate or selling into a patient market.
HOLLY HILLS in 15 seconds.
HOA, CDD & Fees
- Mandatory HOA — confirm current dues
- Any club/amenity membership is billed separately
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a HOLLY HILLS buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed HOLLY HILLS sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in HOLLY HILLS, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your HOLLY HILLS home worth?
Get a no-obligation home value based on real comparable sales in HOLLY HILLS, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See homes for sale in HOLLY HILLS on the map →
Frequently Asked Questions
What is the median home price in HOLLY HILLS?
How long do homes in HOLLY HILLS take to sell?
How many homes are in HOLLY HILLS?
What share of HOLLY HILLS is owner-occupied?
When were the homes in HOLLY HILLS built?
Do cash buyers compete in HOLLY HILLS?
Who is the best real estate agent for HOLLY HILLS?
How do I find a top Crestview real estate agent who knows HOLLY HILLS?
Can Momentum Realty connect me with an agent for HOLLY HILLS?
Should you buy in HOLLY HILLS?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Community market stats | emeraldcoast closed sales, 12-month windows ending July 25, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (6 streets, ZIP 32536/32539)) |
| Historical depth | Closed-sale records back to 2005 (40 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of emeraldcoast records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
Own a home here?
You just read the data. Now see what your home is worth.
The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the emeraldcoast member average and 8 days faster, and we’ll price yours against live your area comps.
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See how HOLLY HILLS fits the bigger picture — live prices, inventory, and Momentum Scores:
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