Holly Hills
Homes for Sale in Crestview, FL
All 361 homes for sale in Crestview, FL · median $325,000 · Okaloosa County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Emerald Coast MLS
As of November 2026, Holly Hills in Crestview, FL has 1 home for sale. Homes listed or recently sold were built 1976–1983; none of the 4 geocoded homes sit in a FEMA special flood hazard zone (median elevation 252 ft).
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.
Figures in this note are as of July 26, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Holly Hills right now
🟡 Balanced market. 4.0 months of supply and 0% of the inventory already under contract put buyers and sellers on roughly even footing.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Emerald Coast MLS records, as of November 9, 2026. Confidence: Low (1 active and pending listings, 0 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated November 12, 2026 · Live data: Emerald Coast MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
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.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
The setting & the homes.
Aerial and on-site photos of Holly Hills. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Holly Hills
Holly Hills
Holly Hills
Holly HillsPhotos from Emerald Coast MLS listings in Holly Hills; content deemed reliable but not guaranteed.
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
The market around Holly Hills
Holly Hills is too small for its own price trend, so here is the market around it.
Across Okaloosa County, 1,691 homes are active and 403 pending (19% under contract).
ZIP and county figures describe the wider market, not Holly Hills specifically. Momentum Research analysis of MLS records.
Homes For Sale Right Now in Holly Hills
Live MLS inventory for Holly Hills. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending Holly Hills listings as of 2026-11-11, priced high to low. Listing data provided by the Emerald Coast Association of REALTORS®. Information is deemed reliable but is not guaranteed by the MLS to be accurate. Tap any home to ask about it.
Holly Hills on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Emerald Coast MLS. Map data © OpenStreetMap contributors.
Schools
- Okaloosa County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Northwood · Elementary
- Davidson · Middle
- Crestview · High
Zoned schools reflect the assignments reported on recent Holly Hills listings and can change; always confirm with Okaloosa County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Holly Hills address.
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.
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 all homes for sale in Crestview →
Housing distress & ownership in HOLLY HILLS, Crestview
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. 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.
Every Home for Sale in Holly Hills Right Now (1)
All 1 active and pending Holly Hills listings with a detail page, newest first, refreshed twice a day from the MLS.
- 6021 W Dogwood Drive · $219,900 · 3 bd / 2 ba · listed Oct 6, 2026 · listed by Joseph Walter Realty LLC
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Crestview guides & data
- Market data
- Best neighborhoods (ranked by data)
- Property taxes (Okaloosa County)
- Homestead exemption (Okaloosa County)
- Home insurance cost
- New construction
- New construction (Okaloosa County)
- ZIP codes
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
- How to stop a foreclosure in Florida
- Florida documentary stamp tax, explained
- Cheapest places to live in Florida
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- W Dogwood Drive (5 homes on record)
- Lake Silver Road (2 homes on record)
Email me new listings in Holly Hills
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Holly Hills
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Holly Hills will answer, and the answer is published on this page for the next buyer.
28% of homes for sale in ZIP 32536 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-11-12).
Frequently Asked Questions
Is Holly Hills a buyer's or seller's market right now?
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?
Where is Holly Hills, and what county is it in?
Should you buy in Holly Hills?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Emerald Coast MLS, refreshed twice daily (last: November 11, 2026) |
| Under-contract shares | Emerald Coast MLS records, as of 2026-11-09 |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Emerald Coast MLS 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.
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See how HOLLY HILLS fits the bigger picture — live prices, inventory, and Momentum Scores: