Aerial view of Highlands

Highlands
Homes for Sale in Crestview, FL

All 419 homes for sale in Crestview, FL · median $325,900 · 114 homes for sale in 32536 · Okaloosa County homes for sale

Community in Crestview · Okaloosa County · ZIP 32536
Median sale $350K
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Emerald Coast MLS data3 years of closingsUpdated twice daily

Over the 12 months ending 2026-09-12, 8 recorded sales closed at a median of $349,950, a median 115 days on market, sellers accepting 97% of original asking (+8% versus the prior year). At the median price and Okaloosa County's FY2025-26 rate of 12.89 mills, annual property tax runs about $4,510 ($4,000 with the full homestead exemption).

Live · Highlands Housing Pulse Emerald Coast MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$350K
Median sold · 12 mo
up 8.5% vs the prior 12 months
+8.5%
1-yr price change
n = 8 and 22 sales in the two windows
96.6%
Sale vs ask
Okaloosa median: 96.7%
Tempo
115days
Median DOM · closed
109 days at the 2024 low
8
Sold · last 12 mo
10-yr average: about 18 a year
Highlands Housing Pulse · Momentum Research · as of September 12, 2026

Highlands right now

🟢 Still climbing. The trailing-12-month median ($350K) is up 8.5% from the prior 12 months ($322K). With about 18 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 12. Confidence: Medium (8 and 22 sales in the two windows).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

· Updated September 15, 2026 · Live data: Emerald Coast MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

Nearby homes for sale

No active listings inside HIGHLANDS 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.

2371 Lake Silver Road
$470K · 0.3 mi away
5 bd · 3 ba
2371 Lake Silver Road
Listed by DR Horton Realty of Northwest Florida LLC
2367 Lake Silver Road
$435K · 0.3 mi away
4 bd · 3.5 ba
2367 Lake Silver Road
Listed by DR Horton Realty of Northwest Florida LLC
2363 Lake Silver Road
$470K · 0.3 mi away
5 bd · 3 ba
2363 Lake Silver Road
Listed by DR Horton Realty of Northwest Florida LLC
2411 Dakota Way
$389K · 0.3 mi away
4 bd · 3 ba
2411 Dakota Way
Listed by Keller Williams Realty Cview
2392 Agerton Street
$475K · 0.4 mi away
4 bd · 2.5 ba
2392 Agerton Street
Listed by Keller Williams Realty FWB
2456 Dakota Way
$385K · 0.4 mi away
4 bd · 3 ba
2456 Dakota Way
Listed by Coldwell Banker Realty

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Highlands market snapshot (as of September 12, 2026): the median sale price is about $350K, and a median 115 days on market for closed sales. The trailing-12-month median is up 8% from the prior 12 months, computed from record-level Emerald Coast MLS closed sales (8 closings in the current window).

In ZIP 32536 (Crestview), 433 homes closed in the last 12 months at a median of $322K, up 6.6% year over year, with a median 73 days on market. Right now 123 active and 60 pending listings put supply at about 3.9 months — a balanced market. See the live ZIP 32536 housing market and the Okaloosa County market.

Emerald Coast MLS sales records identify 61 homes in HIGHLANDS that have changed hands since 2023, built between 2023 and 2025 (median 2024), with a median living area of about 2,012 sq ft and a typical 5-bedroom, 3-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.

Housing distress & ownership in HIGHLANDS, Crestview

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 1 listings
Distress share trend — 0.0% now (2026-09-04 → 2026-09-11)

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.

If we were buying in Highlands today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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 Highlands.

A closer look at the Highlands market

Homes in Highlands trade around a median of $350K, where condition and lot do more to set the final number than the asking price does.

The trailing-12-month median up 8% year over year. Homes that do trade take a median 115 days on market, useful leverage on any listing that has lingered.

The location and the amenities are priced into every listing in Highlands. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

In short
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Highlands sales matched to your home.

What is your Highlands home worth?

Get a no-obligation home value based on real comparable sales in Highlands, 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 →

Real comps, not an automated estimate.

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.

$2,235/mo
Okaloosa County typical true cost to own
$220/mo
Okaloosa County typical home insurance
Check CDD
Confirm before you offer

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.

Frequently Asked Questions

What is the median home price in Highlands?
The median sale price in Highlands was $350K over the 12 months ending September 12, 2026 (8 closed sales, Emerald Coast MLS).
How long do homes in Highlands take to sell?
Homes that closed in the 12 months ending September 12, 2026 took a median 115 days on market (8 sales, Emerald Coast MLS).
Who is the best real estate agent for Highlands?
The best agent for Highlands is one who actively works Crestview and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Highlands.
How do I find a top Crestview real estate agent who knows Highlands?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Highlands and the wider Crestview area.
Can Momentum Realty connect me with an agent for Highlands?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Highlands purchase or sale - no call center and no pressure.

Data sources & freshness

Community market statsEmerald Coast MLS closed sales, 12-month windows ending September 12, 2026
Under-contract sharesEmerald Coast MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2023 (71 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.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

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CallFree valuation →
Thinking of selling in HIGHLANDS? 8 recorded closings; median 115 days on market (window ending 2026-09-12). See the Okaloosa County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

Nearby Communities

Explore more neighborhoods near Highlands with Momentum Realty’s local guides.

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