Rolling Pines
Homes for Sale in Crestview, FL
All 427 homes for sale in Crestview, FL · median $327,852 · 169 homes for sale in 32536 · Okaloosa County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
Photo via Emerald Coast MLS
As of September 2026, Rolling Pines in Crestview, FL has 5 homes for sale, asking from $169,000 to $190,000 (median $179,000). Over the 12 months ending 2026-09-20, 9 recorded sales closed at a median of $175,000, a median 60 days on market, sellers accepting 94% of original asking (-1% versus the prior year). Homes listed or recently sold were built 2005–2007; none of the 7 geocoded homes sit in a FEMA special flood hazard zone (median elevation 167 ft). At the median price and Okaloosa County's FY2025-26 rate of 12.89 mills, annual property tax runs about $2,260 ($1,750 with the full homestead exemption).
| Location | Crestview, Okaloosa County, FL · ZIP 32536, 32539 |
|---|---|
| Homes in the community | 251 (FL DOR 2025 assessment roll) |
| Years built | 2005–2007 (median 2006.0) |
| Typical living area | 1,587 sq ft (median) |
| Home types (current listings and sales) | townhouses 100% |
| Amenities listed by sellers | Short Term Rental - Not Allowed |
| Sale prices, last 12 months | $175,000 median across 9 closed sales · -1.4% vs the prior 12 months |
| Days on market (closed sales) | 60 median |
| For sale right now | 5 active, 0 pending · median asking $184,000 · 6.7 months of supply |
| Owner-occupied (homestead) share | 16% |
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 PINES key facts,” movewithmomentum.com/neighborhoods/rolling-pines, data as of September 20, 2026.
Last 30 days in Rolling Pines: 2 new listings (median asking $174,000). As of September 26, 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.
Homes For Sale Right Now in Rolling Pines
Live MLS inventory for Rolling Pines. 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 · 103 daysTop listing
Active · 110 days
Active · 16 days
Active · 92 days
Active · 16 daysActive and pending Rolling Pines listings as of 2026-09-26, 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.
Rolling Pines is a tight-built pocket of Crestview homes from a two-year construction stretch in the mid-2000s, and that uniformity is the story. With a median around 1,587 square feet and a median build near 2006, price here is driven less by floor plan variety and more by condition, updates, and how a given home has been kept. The median sits at $180,000, and with a build cohort this consistent, what separates one sale from another is usually the work done inside the walls.
The posture right now is slow and patient. A median of roughly 114 days on market and a heat score of 17 tell you buyers have time to think and sellers should not expect a bidding war. Year-over-year price movement is essentially flat at 0.6%, so this is a hold-and-live market, not a flip market. With only 4 active listings against 251 homes, inventory is thin — which means the right buyer may wait, and the right seller needs to be sharp on pricing and presentation to move.
Rolling Pines right now
🟢 Buyer-leaning market. 6.7 months of supply and 0% of the inventory already under contract give buyers above-average negotiating leverage.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 September 20, 2026. Confidence: Medium (5 active and pending listings, 9 closed sales in 12 months).
🟡 Off the recent peak. The trailing-12-month median ($175K) is down 1.4% from the prior 12 months ($178K) and up 192% since 2012. With about a dozen sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Emerald Coast MLS closed sales, 12-month windows ending September 20. Confidence: Medium (9 and 6 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 27, 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
Rolling Pines market snapshot (as of September 20, 2026): the median sale price is about $175K, a median 60 days on market for closed sales, and 6.7 months of supply, a buyer-leaning market. The trailing-12-month median is down 1% from the prior 12 months and up 192% since 2012, computed from record-level Emerald Coast MLS closed sales (9 closings in the current window).
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.
County records show 12 qualified sales in ROLLING PINES across 2024–2025 (9 in 2024, 3 in 2025), median $195,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Rolling Pines is a community of 251 homes in Crestview, Okaloosa County, built between 2005 and 2007 (median 2006.0), with a median living area of about 1,587 square feet. 16% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Rolling Pines is a compact, consistent Crestview subdivision built in a short mid-2000s window, where homes trade on condition rather than on floor-plan variety. Turnover is modest and the pace is unhurried.
The setting & the homes.
Aerial and on-site photos of Rolling Pines. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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Rolling Pines
Rolling PinesPhotos from Emerald Coast MLS listings in Rolling Pines; content deemed reliable but not guaranteed.
Who Rolling Pines is best for.
Best for
- Buyers with a budget around the $180,000 median looking for a straightforward, comparably-sized single-family home
- Patient buyers who can wait out a slow market and negotiate from a position of time
- Long-hold owners focused on living in the home rather than short-term resale
Probably not for
- Buyers who want community amenities like a pool, clubhouse, or trails
- Sellers who need to close quickly and expect a fast, competitive sale
- Buyers counting on near-term price appreciation to build equity
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 20 of each year, from record-level Emerald Coast MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($175K) IS the median in the snapshot above, and the move from 2025 ($178K) IS the -1.4% one-year change.
Windows contain 2 to 17 sales each (9 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.
24% of homes for sale in ZIP 32539 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 (2026-09-27).
ROLLING PINES Market Scorecard
ROLLING PINES is currently a buyer's market. About 6.7 months of supply, a median asking price of $179,000, and homes go under contract in about 92 days.
Typical home value in the 32539 ZIP is $282,084, about 21.6% 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.
Housing distress & ownership in ROLLING PINES, 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.
Rolling Pines 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, tiles © CARTO.
Schools
- Okaloosa County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Riverside · Elementary
- Shoal River · Middle
- Crestview · High
Zoned schools reflect the assignments reported on recent Rolling Pines 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 Rolling Pines address.
Shop the zone: Homes zoned for Crestview High School
The Rolling Pines buying strategy.
If we were buying in Rolling Pines 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.
Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.
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 Pines.
A uniform vintage in a slow lane
When nearly every home shares a build era and a similar size, the market gets legible: you can compare like against like, and the premium goes to homes that have been updated and maintained. That is good news for a buyer who wants to underwrite a purchase cleanly. It also means a tired home stands out for the wrong reasons, so a seller who invests in condition tends to be rewarded relative to one who does not.
The value trajectory over the long run has been strong — up 200% since 2012 — but the near term is flat, and the roughly 114-day median on market signals a deal will take time. No community amenities show up in current MLS listings, so the pitch here is the homes themselves and the Crestview location in Okaloosa County, not shared facilities. The low homestead share of about 16% is worth noting: it points to a meaningful non-owner-occupied presence, which a buyer intending to live here should factor into their read of the street.
The location and the amenities are priced into every listing in Rolling Pines. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Rolling Pines buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 5 factors (5.3). Basis: Long-Term Appreciation +192% since 2012; Recent Direction -1.4% year-over-year; Liquidity & Demand 6.7 months of supply; Owner Commitment 16% owner-occupied; Pricing Power 94.2% sale-to-list. Refreshed with each data update.
Why work with Momentum here
In a market this quiet and this uniform, the edge is in reading condition against comparable sales and pricing to the actual pace — not to hope. We know how to position a well-kept home so it does not get lumped in with tired ones, and we know how to negotiate for a buyer who has the patience these 114-day timelines reward. With only a handful of active listings, timing and preparation matter more than volume.
Rolling Pines 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 Pines 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 Pines sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Rolling Pines, 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 Pines home worth?
Get a no-obligation home value based on real comparable sales in Rolling Pines, 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 →
Recently off market in ROLLING PINES
Homes in ROLLING PINES that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 2 on record.
- 164 Swaying Pine Court · off market
- 197 Swaying Pine Court · off market
Frequently Asked Questions
What is the median home price in Rolling Pines?
How long do homes in Rolling Pines take to sell?
Is Rolling Pines a buyer's or seller's market right now?
How many homes are in Rolling Pines?
What share of Rolling Pines is owner-occupied?
When were the homes in Rolling Pines built?
Have Rolling Pines home prices gone up?
Who is the best real estate agent for Rolling Pines?
How do I find a top Crestview real estate agent who knows Rolling Pines?
Can Momentum Realty connect me with an agent for Rolling Pines?
Where is Rolling Pines, and what county is it in?
Is Rolling Pines a good place to live?
Should you buy in Rolling Pines?
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 26, 2026) |
| Community market stats | Emerald Coast MLS closed sales, 12-month windows ending September 20, 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 2005 (152 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 local comps.
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See how ROLLING PINES fits the bigger picture — live prices, inventory, and Momentum Scores:
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