Aerial view of Windwood

Windwood
Homes for Sale in Lynn Haven, FL

Community in Lynn Haven · Bay County · ZIP 32444
28 homesBuilt 1997–2017
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Built fromLive CPAR MLS data14 years of closingsFL DOR public recordsUpdated twice daily
Windwood key facts
LocationLynn Haven, Bay County, FL · ZIP 32444
Homes in the community28 (FL DOR 2025 assessment roll)
Years built1997–2017 (median 2001.0)
Typical living area2,640 sq ft (median)
Owner-occupied (homestead) share89%

Data as of September 20, 2026. Listing information provided by the Central Panhandle Association of REALTORS®. Information is deemed reliable but 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, “Windwood key facts,” movewithmomentum.com/neighborhoods/windwood, data as of September 20, 2026.

Live · Windwood Housing Pulse CPAR MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
1
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
89%
Owner-occupied · Windwood
25 of 28 parcels homesteaded (FL DOR 2025)
11%
Non-owner-occupied · Windwood
incl. 0% trust or LLC-held · 0% out-of-state
28
Homes in the community
28 residential parcels (FL DOR 2025)
Track record · 14 years of records
Est. 1997
Community established
homes built 1997-2017, median 2001 (FL DOR 2025)
3.6%/yr
Turnover rate
about 1 of 28 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Windwood's $375K median makes it one of the more accessible addresses carrying a Boca Raton zip code, but that price point is condition-dependent—you're buying older housing stock that may need updating, and value is tightly tied to how much deferred maintenance the previous owner left behind. The per-square-foot median of $287.54 reflects a market where cosmetic choices and functional upgrades drive real differentiation, not just floor plan.

The 66-day median time on market and cool heat score tell you this is not a frenzy environment; sellers are negotiating, and buyers have room to walk if inspection turns up issues. The 4.5% year-over-year gain is modest—steady equity, not speculation—and the 226% appreciation since 2012 is mostly a story of the broader Boca trajectory lifting all boats, not Windwood-specific demand.

Nearby homes for sale

No active listings inside WindwoodHomes for Sale in Lynn Haven, FL 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.

3242 Country Club Drive
$482K · 0.2 mi away
4 bd · 2 ba
3242 Country Club Drive
Listed by O'Keefe & Wainwright Inc
3244 Country Club Drive
$542K · 0.2 mi away
4 bd · 3 ba
3244 Country Club Drive
Listed by Epique Realty Inc
1803 E 9th Street
$550K · 0.3 mi away
3 bd · 2 ba
1803 E 9th Street
Listed by Secure Real Estate
2913 Country Club Drive
$750K · 0.4 mi away
5 bd · 5 ba
2913 Country Club Drive
Listed by Empire Real Estate of Florida LLC
3415 Country Club Court
$474K · 0.4 mi away
3 bd · 2 ba
3415 Country Club Court
Listed by CENTURY 21 Commander Realty
1540 Highway 389 Highway
$1.20M · 0.5 mi away
1 bd · 1 ba
1540 Highway 389 Highway
Listed by CitiStar Realty

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

The 60-Second Overview

Windwood is a Boca Raton neighborhood where the median price of $375K buys access to the city name without new-construction or resort-style pricing, and where condition and updates matter more than almost anything else on the appraisal.

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.

Best for

  • Buyers with a budget ceiling around $375K who need the Boca Raton address for work, lifestyle, or schools and are willing to trade amenities for basis.
  • Investors or renovators comfortable underwriting older properties, managing contractor timelines, and holding through a value-add cycle.
  • Buyers who prefer negotiation leverage and inspection contingencies over competitive offer environments and waived due diligence.

Probably not for

  • Buyers expecting master-planned resort amenities—pools, clubhouses, organized social calendar—at this price point in this location.
  • First-time buyers without contractor relationships or renovation contingency budgets who need turnkey condition and predictable maintenance costs.
  • Buyers chasing rapid appreciation or speculative gains; the 4.5% year-over-year trend here is steady, not explosive, and upside depends on adding value yourself.

The market around Windwood

Windwood is too small for its own price trend, so here is the market around it.

In ZIP 32444, 109 homes are on the market and 19% are under contract — a steady corner of Lynn Haven.

Across Bay County, 2,515 homes are active and 528 pending (17% under contract).

In ZIP 32444 (Lynn Haven), 269 homes closed in the last 12 months at a median of $320K, down 3.1% year over year, with a median 44 days on market. Right now 107 active and 34 pending listings — a balanced market. See the live ZIP 32444 housing market and the Bay County market.

ZIP and county figures describe the wider market, not Windwood specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in Windwood, Lynn Haven

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 27 listings
Distress share trend — 0.0% now (2026-09-14 → 2026-09-19)

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 information provided by the Central Panhandle Association of REALTORS®. Information is deemed reliable but not guaranteed by the MLS to be accurate. Deemed reliable but not guaranteed.

If we were buying in Windwood 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 Windwood.

Best Buy
Buyers prioritizing Boca Raton access over resort-style amenities, willing to evaluate condition closely and negotiate on deferred maintenance.
Biggest Risk
Lack of community amenities and an older housing base mean resale appeal will always hinge on condition and updates, not shared lifestyle features.
Sweet Spot
Buyers with renovation budget or contractor relationships who can acquire below the $375K median and add value through targeted improvements.
Avoid If
You want turnkey condition and resort-style community features without the work of vetting deferred maintenance and managing contractors post-close.

What the $375K median really buys you in Boca

Eleven closings in the trailing window show Windwood is an active but measured resale market—not a hot flip cycle, not stagnant. That $375K figure sits well below much of Boca Raton proper, which means you're trading some of the polish and amenity layer for a lower basis. The trade-off is real: there are no identified master-planned community features here, no resort pool or clubhouse to lean on for lifestyle appeal. What you do get is the Boca Raton address and proximity to everything that location unlocks—beaches, dining, airports—without the price floor of the city's more heavily amenitized enclaves.

The 66-day median time on market is the number that tells the truth about negotiation leverage. Homes are sitting long enough for buyers to do full due diligence, get multiple inspections if they want, and press on price if the property needs work. The per-square-foot median of $287.54 reflects an older building base where finish quality varies widely; one home might be investor-grade with original everything, another might have been tastefully renovated with quartz and new HVAC. You cannot assume condition from list price alone here.

The 4.5% year-over-year appreciation is subdued relative to the region's pandemic-era spikes, which means Windwood is tracking closer to long-term norms than speculative peaks. The 226% gain since 2012 is impressive on paper, but most of that occurred in the recovery and boom years when all of South Florida climbed steeply; recent momentum is slower and more selective. For a buyer, that means you are not chasing runaway comps—but it also means you should not expect dramatic near-term gains unless you add value through renovation.

“

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

Windwood rewards the buyer who knows how to underwrite condition and negotiate on deferred maintenance, and punishes the one who falls in love with a zip code without walking the property hard. Our agents will tell you which updates are cosmetic and which are structural red flags, and we will walk you away from a deal when the inspection report says the price does not reflect reality. In a market with a 66-day median and no bidding wars, the edge goes to the buyer with sharp representation and patient execution—and that is exactly the lane we occupy.

Windwood in 15 seconds.

Best forBuyers prioritizing Boca Raton access over resort-style amenities, willing to evaluate condition closely and negotiate on deferred maintenance.
Biggest advantageThe $375K median is one of the lower entry points into a Boca zip code, and 66 days on market gives you time to inspect thoroughly and press on price.
Biggest riskLack of community amenities and an older housing base mean resale appeal will always hinge on condition and updates, not shared lifestyle features.
Sweet spotBuyers with renovation budget or contractor relationships who can acquire below the $375K median and add value through targeted improvements.
Avoid ifYou want turnkey condition and resort-style community features without the work of vetting deferred maintenance and managing contractors post-close.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Windwood homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Windwood.
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 Windwood sales matched to your home.

What is your Windwood home worth?

Get a no-obligation home value based on real comparable sales in Windwood, 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 homes for sale in Windwood on the map →

Real comps, not an automated estimate.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Bay County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$2,121/mo
Bay County typical true cost to own
$161/mo
Bay 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

How many homes are in Windwood?
The Florida DOR 2025 assessment roll shows 28 homes in Windwood (public records).
What share of Windwood is owner-occupied?
89% of Windwood parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Windwood built?
Homes in Windwood were built between 1997 and 2017, with a median year built of 2001.0 (FL DOR 2025 roll).
Who is the best real estate agent for Windwood?
The best agent for Windwood is one who actively works Lynn Haven 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 Windwood.
How do I find a top Lynn Haven real estate agent who knows Windwood?
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 Windwood and the wider Lynn Haven area.
Can Momentum Realty connect me with an agent for Windwood?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Windwood purchase or sale - no call center and no pressure.
Where is Windwood, and what county is it in?
Windwood is in Lynn Haven, Bay County, FL, ZIP 32444.
Buyers with a budget ceiling around $375K who need the Boca Raton address for work, lifestyle, or schools and are willing to trade amenities for basis.Excellent fit
Investors or renovators comfortable underwriting older properties, managing contractor timelines, and holding through a value-add cycle.Excellent fit
Buyers who prefer negotiation leverage and inspection contingencies over competitive offer environments and waived due diligence.Excellent fit
Buyers expecting master-planned resort amenities—pools, clubhouses, organized social calendar—at this price point in this location.Probably not
First-time buyers without contractor relationships or renovation contingency budgets who need turnkey condition and predictable maintenance costs.Probably not
Buyers chasing rapid appreciation or speculative gains; the 4.5% year-over-year trend here is steady, not explosive, and upside depends on adding value yourself.Probably not

Data sources & freshness

Housing stock & ownershipFlorida DOR assessment roll (street-list match (1 streets, ZIP 32444))
Under-contract sharesCPAR MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2012 (19 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 CPAR 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 CPAR MLS member average and 8 days faster, and we’ll price yours against live local comps.

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Thinking of selling in Windwood? 1 recorded closings (window ending 2026-09-20). See the Bay 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.
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