Rolling Hills Estates
Homes for Sale in Crestview, FL
All 420 homes for sale in Crestview, FL · median $329,650 · 164 homes for sale in 32536 · Okaloosa County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Emerald Coast MLS
As of October 2026, the MLS records 31 closed sales in Rolling Hills Estates in Crestview, FL since 2002, the most recent in July 2026. Across Crestview as a whole, 571 homes closed in the last 12 months at a median of $321,973, 71 median days on market, with 184 homes for sale today. At that median and Okaloosa County's FY2025-26 rate of 12.89 mills, annual property tax runs about $4,150 ($3,640 with the full homestead exemption).
| Location | Crestview, Okaloosa County, FL · ZIP 32536, 32539 |
|---|---|
| Homes in the community | 41 (FL DOR 2025 assessment roll) |
| Years built | 1988–2005 (median 1996) |
| Typical living area | 2,045 sq ft (median) |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 78% |
Data as of September 20, 2026. Listing data provided by the Emerald Coast Association of REALTORS®. Information is deemed reliable but is not guaranteed by the MLS to be accurate; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “ROLLING HILLS ESTATES key facts,” movewithmomentum.com/neighborhoods/rolling-hills-estates, data as of September 20, 2026.
Rolling Hills Estates is a small, established pocket of Crestview where price is driven mostly by condition and square footage, not by amenities or new construction. With a median of $288,000 on roughly 2,045 square feet, and homes built between 1988 and 2005, what separates one closing from another here is how much updating the owner has done. Expect a wide spread around that median: a dated interior and an updated one in the same neighborhood will not price the same.
The market posture leans toward patience. A median of 82 days on market tells you homes here are not moving quickly, which gives a buyer real room to negotiate and inspect without pressure. For a seller, that same number is the warning: price to condition from day one, because this is not a market that rewards testing a high number and waiting.
Nearby homes for sale
No active listings inside ROLLING HILLS ESTATES right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
A compact, mature subdivision of about 41 homes in Crestview with a median build year of 1996 and no identified community amenities — the value proposition here is space and an established location rather than pools or shared features.
Emerald Coast MLS sales records identify 17 homes in ROLLING HILLS ESTATES that have changed hands since 2002, built between 1988 and 2005 (median 1996), with a median living area of about 1,584 sq ft and a typical 3-bedroom, 2-bath layout; 100% are single-family homes. Source: Emerald Coast MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
County records show 7 qualified sales in ROLLING HILLS ESTATES across 2024–2025 (6 in 2024, 1 in 2025), median $285,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
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 Rolling Hills Estates is best for.
Best for
- Buyers prioritizing living space around 2,045 square feet at a mid-$280s median in an established area
- Buyers who value a slower market and want time to inspect and negotiate
- Buyers comfortable taking on a home built between 1988 and 2005 and budgeting for updates
Probably not for
- Buyers who want community amenities like a pool or shared spaces
- Buyers set on new construction or turnkey, never-updated finishes
- Buyers who need to close fast in a fast-moving, competitive market
The market around Rolling Hills Estates
Rolling Hills Estates is too small for its own price trend, so here is the market around it.
In ZIP 32536, 257 homes are on the market and 32% are under contract — a fast-moving corner of Crestview.
Across Okaloosa County, 1,890 homes are active and 551 pending (23% under contract).
In ZIP 32536 (Crestview), 425 homes closed in the last 12 months at a median of $322K, up 3.9% year over year, with a median 73 days on market. Right now 122 active and 57 pending listings put supply at about 3.9 months — a balanced market. See the live ZIP 32536 housing market and the Okaloosa County market.
ZIP and county figures describe the wider market, not Rolling Hills Estates specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in ROLLING HILLS ESTATES, 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.
The Rolling Hills Estates buying strategy.
If we were buying in Rolling Hills 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 Rolling Hills Estates.
An established pocket where condition sets price
The housing stock is consistent in age but not in updates. Built across a roughly two-decade window ending in 2005, these are homes that have had time to be renovated well, renovated cheaply, or not at all. That is why the median price of $288,000 is best read as a midpoint, not a benchmark — the actual number on any given home depends heavily on roof, systems, and kitchen and bath condition.
A homestead share of 78% points to a neighborhood held largely by long-term owner-occupants rather than short-term turnover. Combined with only a handful of recent closings, inventory is thin and sporadic. Buyers should be ready to move when the right updated home appears; sellers should know comparable sales may be limited enough that pricing takes real analysis rather than a quick glance.
The location and the amenities are priced into every listing in Rolling Hills Estates. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a thin, condition-driven market like this, the wrong comp leads to the wrong price. We read each listing against its actual updates and square footage instead of leaning on a single median, and with an 82-day median on market, we help buyers negotiate from a position of time and help sellers price to condition before the clock works against them.
Rolling Hills 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 Rolling Hills 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 Rolling Hills Estates sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Rolling Hills 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 Rolling Hills Estates home worth?
Get a no-obligation home value based on real comparable sales in Rolling Hills 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.
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Frequently Asked Questions
How many homes are in Rolling Hills Estates?
What share of Rolling Hills Estates is owner-occupied?
When were the homes in Rolling Hills Estates built?
Who is the best real estate agent for Rolling Hills Estates?
How do I find a top Crestview real estate agent who knows Rolling Hills Estates?
Can Momentum Realty connect me with an agent for Rolling Hills Estates?
Where is Rolling Hills Estates, and what county is it in?
Should you buy in Rolling Hills Estates?
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: September 30, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 32536/32539)) |
| Under-contract shares | Emerald Coast MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2002 (31 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.
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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 local comps.
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See how ROLLING HILLS ESTATES fits the bigger picture — live prices, inventory, and Momentum Scores:
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