WOODLANDS OF WHISPERING PINES
Homes for Sale in Crestview, FL

Community in Crestview · Okaloosa County · ZIP 32539
24 homesBuilt 1990–2016
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Built fromLive emeraldcoast data6 years of closingsFL DOR public recordsUpdated twice daily
Live · WOODLANDS OF WHISPERING PINES Housing Pulse emeraldcoast + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
76%
Owner-occupied · WOODLANDS OF WHISPERING PINES
19 of 25 parcels homesteaded (FL DOR 2025)
24%
Non-owner-occupied · WOODLANDS OF WHISPERING PINES
incl. 8% trust or LLC-held · 12% out-of-state
24
Homes in the community
plus 1 vacant residential lots · 25 residential parcels (FL DOR 2025)
Track record · 6 years of records
Est. 1990
Community established
homes built 1990-2016, median 2015 (FL DOR 2025)
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Woodlands of Whispering Pines is a small pocket of 24 homes in Crestview, and at that size the market here is thin by definition — a single sale or two can move the read. Most of the inventory skews newer, with a median build year of 2015 and living space centered around 2,347 square feet, so what sets price here is less about vintage and more about condition, updates, and lot specifics on any given home that trades.

With about three-quarters of homes carrying a homestead exemption, turnover tends to be limited and listings are owner-occupied rather than churned by investors. For a seller, that scarcity can work in your favor when a well-kept home hits the market with little competition. For a buyer, it means patience: you may wait for the right home rather than choose among several, and you should price your offer to the specific house, not to a neighborhood average that barely exists at this scale.

Best for

  • Buyers seeking a newer-built home around 2,347 square feet who value construction over vintage
  • Owner-occupants planning to stay put, comfortable in a low-turnover setting
  • Buyers who are patient enough to wait for the right home rather than shop several at once

Probably not for

  • Amenity-driven buyers who want a pool, clubhouse, or gated entry on site
  • Buyers who need many active listings to compare before committing
  • Investors chasing quick turnover, given the high owner-occupied share

If we were buying in WOODLANDS OF WHISPERING PINES 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 WOODLANDS OF WHISPERING PINES.

Best Buy
Buyers who want a newer, full-sized single-family home in an established, low-turnover Crestview pocket.
Biggest Risk
With only 24 homes, thin comps make valuation home-specific and swing on any single sale.
Sweet Spot
An updated, move-in-ready home near the ~2,347 sq ft median that trades when little else is listed.
Avoid If
You need shared amenities or a wide slate of homes to choose from at once.

A small, newer-built pocket in Crestview

The build range runs from 1990 to 2016, but the median year built of 2015 tells you the weight of this community is on the newer end. That matters for a buyer: floor plans, systems, and construction here lean modern, and a median footprint around 2,347 square feet suggests full-sized single-family homes rather than starter product or tight infill.

No community amenities were identified from current MLS listings — no pool, clubhouse, or gated entry to point to. That is not a knock; it means you are buying the house and the location, not an amenity package, and it keeps carrying costs simpler. If shared recreation is central to your search, this is a straightforward place to rule in or out.

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a 24-home community, comps are scarce and every trade counts. We price and negotiate off the specific home in front of us — condition, updates, lot — rather than leaning on a neighborhood average that barely holds up at this scale. For sellers, we time a listing to the thin competition; for buyers, we help you value a house on its merits and structure an offer that reflects them.

WOODLANDS OF WHISPERING PINES in 15 seconds.

Best forBuyers who want a newer, full-sized single-family home in an established, low-turnover Crestview pocket.
Biggest advantageScarce inventory and predominantly newer construction give well-kept homes room to stand out.
Biggest riskWith only 24 homes, thin comps make valuation home-specific and swing on any single sale.
Sweet spotAn updated, move-in-ready home near the ~2,347 sq ft median that trades when little else is listed.
Avoid ifYou need shared amenities or a wide slate of homes to choose from at once.

HOA, CDD & Fees

In short
  • Mandatory HOA — confirm current dues
  • 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 WOODLANDS OF WHISPERING PINES sales matched to your home.

What is your WOODLANDS OF WHISPERING PINES home worth?

Get a no-obligation home value based on real comparable sales in WOODLANDS OF WHISPERING 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.

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Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in WOODLANDS OF WHISPERING PINES?
The Florida DOR 2025 assessment roll shows 24 homes plus 1 vacant residential lots in WOODLANDS OF WHISPERING PINES (public records).
What share of WOODLANDS OF WHISPERING PINES is owner-occupied?
76% of WOODLANDS OF WHISPERING PINES parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in WOODLANDS OF WHISPERING PINES built?
Homes in WOODLANDS OF WHISPERING PINES were built between 1990 and 2016, with a median year built of 2015 (FL DOR 2025 roll).
Who is the best real estate agent for WOODLANDS OF WHISPERING PINES?
The best agent for WOODLANDS OF WHISPERING PINES 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 WOODLANDS OF WHISPERING PINES.
How do I find a top Crestview real estate agent who knows WOODLANDS OF WHISPERING PINES?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows WOODLANDS OF WHISPERING PINES and the wider Crestview area.
Can Momentum Realty connect me with an agent for WOODLANDS OF WHISPERING PINES?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your WOODLANDS OF WHISPERING PINES purchase or sale - no call center and no pressure.
Buyers seeking a newer-built home around 2,347 square feet who value construction over vintageExcellent fit
Owner-occupants planning to stay put, comfortable in a low-turnover settingExcellent fit
Buyers who are patient enough to wait for the right home rather than shop several at onceExcellent fit
Amenity-driven buyers who want a pool, clubhouse, or gated entry on siteProbably not
Buyers who need many active listings to compare before committingProbably not
Investors chasing quick turnover, given the high owner-occupied shareProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (3 streets, ZIP 32539))
Historical depthClosed-sale records back to 2020 (7 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 emeraldcoast 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 emeraldcoast member average and 8 days faster, and we’ll price yours against live your area comps.

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