Hillwood Estates
Homes for Sale in Crestview, FL
True comps, carrying-cost math, and listings before the portals.
Photo via Emerald Coast MLS
As of September 2026, Hillwood Estates in Crestview, FL has 1 home for sale. As of September 2026, the MLS records 48 closed sales in Hillwood Estates in Crestview, FL since 2022, the most recent in July 2026. Across Crestview as a whole, 12 homes closed in the last 12 months at a median of $320,707, 74 median days on market, with 204 homes for sale today. At that median and Okaloosa County's FY2025-26 rate of 12.89 mills, annual property tax runs about $4,140 ($3,630 with the full homestead exemption).
Hillwood Estates is a small pocket in Crestview, and the data here is thin by design: one active listing and only a couple of closings in the recent window. In a market this small, no MLS-derived amenities to lean on, price is set almost entirely by the individual home — its condition, its lot, and how it shows against whatever else is on the ground at the moment. There is no deep comp set to anchor a number, so the last home to trade and the one currently listed carry a lot of weight.
For a buyer, that means patience and flexibility matter more than timing a trend; inventory is a trickle, and when the right house appears you move on it or wait for the next one. For a seller, the scarcity cuts both ways — limited competition, but also limited recent evidence for pricing, which puts a premium on getting the list price right the first time rather than testing the market.
The 60-Second Overview
Hillwood Estates is a low-volume Crestview community in Okaloosa County where activity is measured in a handful of transactions, not dozens. Treat every listing as its own story rather than a slice of a busy market.
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.
Who Hillwood Estates is best for.
Best for
- Buyers targeting Crestview specifically and content to move quickly when a listing surfaces
- Those who prefer a home with no shared-amenity obligations and want to control their own overhead
- Patient buyers comfortable underwriting a single property on its condition rather than a busy market trend
Probably not for
- Buyers who need several homes to compare before deciding
- Anyone wanting a pool, gym, or gated amenities as part of the purchase
- Buyers on a tight timeline who cannot wait for limited inventory to turn over
Homes For Sale Right Now in Hillwood Estates
Live MLS inventory for Hillwood Estates. 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 Hillwood Estates listings as of 2026-07-25, 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.
Schools
- Okaloosa County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Bob Sikes · Elementary
- Davidson · Middle
- Crestview · High
Zoned schools reflect the assignments reported on recent Hillwood Estates 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 Hillwood Estates address.
Recent Developments in Hillwood Estates
Development, infrastructure, retail, and school activity affecting Hillwood Estates, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated August 2026.
- June 2026Civic
DeSantis signs state budget with funding for Okaloosa County projects
Governor DeSantis signed the state budget that included roughly $15 million for 20 Okaloosa County projects, among them $5 million for the Northwest Florida State College Workforce Innovation Center in Niceville, $1.5 million for Shalimar Bridge Park, and $3 million for Destin road and drainage work. About $7.26 million in other local requests were vetoed.
What it may mean for the marketDirects state funding toward workforce, park, road, and drainage infrastructure across Okaloosa County, supporting public facilities and capacity in Niceville, Shalimar, and Destin. The site is about 14 miles south of Hillwood Estates.
Source: Get The Coast - May 2026Development
Okaloosa commissioners approve master plan for 392-lot River Park subdivision in Crestview
Okaloosa County commissioners unanimously approved the master plan for River Park, a 392 lot single family subdivision on 263 acres east of Main Drive and north of Airport Road in Crestview. The project by River Park Landing LLC will be built in three phases, with each phase requiring a separate development order approval.
What it may mean for the marketAdds substantial single family housing supply to the Crestview market and phases new residential construction onto a large tract in north Okaloosa County. The project is about 4 miles northeast of Hillwood Estates, elsewhere in Okaloosa County.
Source: Get The Coast - May 2026Infrastructure
Okaloosa County opens $212M Southwest Crestview Bypass
Okaloosa County opened the $212 million Southwest Crestview Bypass, a 3.5 mile four lane corridor connecting Antioch Road to State Road 85 with access from U.S. Highway 90. The project includes a 1,713 foot bridge, sidewalks, a multi use path, and direct access to the new Pineview K-8 school opening in August 2026.
What it may mean for the marketAdds a major four lane traffic corridor serving southwest Crestview and expands regional road capacity for surrounding growth in north Okaloosa County. The site is about 1 mile southwest of Hillwood Estates.
Source: Get The Coast
Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.
The Hillwood Estates buying strategy.
If we were buying in Hillwood Estates 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 Hillwood Estates.
A thin-inventory pocket
With a single active listing and closings you can count on one hand for the window, Hillwood Estates does not behave like a large, liquid subdivision. There is no community pool, gym, or gated entrance identified in the current MLS data, so what you are buying is the house and its immediate setting in Crestview — not a package of shared amenities. That keeps HOA-style overhead out of the equation, but it also means the home itself has to do all the work of justifying its price.
Because the sample is so small, a single well-renovated home or a single dated one can swing the perceived value of the whole area. Do not read too much into an average here. Underwrite the specific property in front of you — its updates, its systems, its lot — and use the broader Crestview market as your reality check rather than relying on a handful of neighborhood closings.
The location and the amenities are priced into every listing in Hillwood Estates. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
Thin-data communities are where a local read earns its keep. We track Crestview inventory closely enough to tell you whether the one listing on the market is priced to its condition or fishing, and whether it makes more sense to buy here or widen the search. On the sell side, we build a price off the actual house and comparable Crestview product rather than a shallow neighborhood sample, so you list once at a number that holds.
Hillwood Estates in 15 seconds.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- 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 Hillwood Estates 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 Hillwood Estates sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Hillwood Estates, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Hillwood Estates home worth?
Get a no-obligation home value based on real comparable sales in Hillwood Estates, 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 Hillwood Estates on the map →
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.
HILLWOOD ESTATES Market Scorecard
HILLWOOD ESTATES is currently a thin data market. Limited supply, a median asking price of $389,900, and homes go under contract in about 64 days.
Typical home value in the 32536 ZIP is $295,931, about 28.3% below the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Frequently Asked Questions
Do cash buyers compete in Hillwood Estates?
Who is the best real estate agent for Hillwood Estates?
How do I find a top Crestview real estate agent who knows Hillwood Estates?
Can Momentum Realty connect me with an agent for Hillwood Estates?
Should you buy in Hillwood Estates?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near Hillwood Estates with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Emerald Coast MLS, refreshed twice daily (last: July 25, 2026) |
| Historical depth | Closed-sale records back to 2022 (48 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 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.
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 Emerald Coast MLS member average and 8 days faster, and we’ll price yours against live your area comps.
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More Crestview & Destin, Okaloosa & Walton (Emerald Coast) guides
Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Destin, Okaloosa & Walton (Emerald Coast) or the full Neighborhood Finder.
See how HILLWOOD ESTATES fits the bigger picture — live prices, inventory, and Momentum Scores: