Mccaskill
Homes for Sale in Crestview, FL
All 423 homes for sale in Crestview, FL · median $329,000 · 166 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 September 2026, the MLS records 22 closed sales in Mccaskill 2ND Addn in Crestview, FL since 2000, the most recent in April 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 |
|---|---|
| Homes in the community | 9 (FL DOR 2025 assessment roll) |
| Years built | 1941–1991 (median 1987) |
| Typical living area | 1,342 sq ft (median) |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 56% |
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, “MCCASKILL 2ND ADDN key facts,” movewithmomentum.com/neighborhoods/mccaskill-2nd-addn, data as of September 20, 2026.

Price here is driven by condition and the specific structure, not by any uniform build. With homes dating from 1941 to 2024 and a median build year of 1984, McCaskill 2nd Addn is a genuinely mixed pocket of Crestview — you have prewar and midcentury stock sitting alongside recent construction on the same map. The median home runs about 1,442 square feet, so this is a modest-footprint area where what you pay tracks how much work a given house needs.
For buyers, that spread is the opportunity and the homework: two listings at similar asking prices can be very different underneath. For sellers, generic comps won't do the job — a renovated or newer home should be priced on its own merits, not dragged toward the median by older neighbors. Expect to underwrite each property individually rather than lean on a neighborhood-wide number.
Nearby homes for sale
No active listings inside MCCASKILL 2ND ADDN 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
This is a small, long-established Crestview community of 56 homes where the housing stock spans more than eight decades, so the character shifts block to block rather than presenting as a single planned look.
Emerald Coast MLS sales records identify 32 homes in MCCASKILL that have changed hands since 2001, built between 1942 and 2026 (median 1991), with a median living area of about 1,230 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.
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 Mccaskill is best for.
Best for
- Buyers targeting a compact, sub-1,500-square-foot home who value being in an established part of Crestview
- Owner-occupant buyers who plan to stay and want a homestead-heavy street rather than a rental-dominated one
- Renovation-minded buyers willing to trade an older structure for a lower entry point and add value themselves
Probably not for
- Buyers who want amenities like a pool, clubhouse, or HOA-maintained common areas
- Buyers who need a large-footprint home well above the area's median size
- Buyers who want a uniform, single-era subdivision where every house looks and dates the same
The market around Mccaskill
Mccaskill 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 Mccaskill specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in MCCASKILL 2ND ADDN, 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 Mccaskill buying strategy.
If we were buying in Mccaskill 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 Mccaskill.
A mixed-vintage infill pocket
The defining fact of McCaskill 2nd Addn is age range. A build window from 1941 to 2024 means you can find original older homes, decades of infill, and brand-new construction within the same 56-home footprint. The median year built of 1984 tells you the center of gravity is older, but the newer end of the range is real and worth chasing if you want lower maintenance.
Roughly 54% of homes here are homesteaded, which points to a core of owner-occupants rather than a listing pool dominated by rentals or flips. No community amenities show up in current MLS listings — no HOA-run facilities, no shared recreation — so value rests entirely on the individual home, the lot, and the location within Crestview and Okaloosa County.
The location and the amenities are priced into every listing in Mccaskill. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a neighborhood this varied, the number that matters is the one attached to the specific house, and getting it right takes property-by-property analysis. We price and evaluate on condition, age, and square footage rather than a blanket neighborhood figure — which protects sellers from underpricing a renovated home and keeps buyers from overpaying for one that needs work.
Mccaskill 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 Mccaskill 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 Mccaskill sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Mccaskill, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Mccaskill home worth?
Get a no-obligation home value based on real comparable sales in Mccaskill, 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 →
Frequently Asked Questions
How many homes are in Mccaskill?
What share of Mccaskill is owner-occupied?
When were the homes in Mccaskill built?
Who is the best real estate agent for Mccaskill?
How do I find a top Crestview real estate agent who knows Mccaskill?
Can Momentum Realty connect me with an agent for Mccaskill?
Where is Mccaskill, and what county is it in?
Should you buy in Mccaskill?
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 (1 streets, ZIP 32536)) |
| Under-contract shares | Emerald Coast MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2000 (22 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 MCCASKILL 2ND ADDN fits the bigger picture — live prices, inventory, and Momentum Scores:
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