Windwood
Homes for Sale in Boca Raton, FL

Windwood market snapshot (as of July 15, 2026): the median sale price is about $375K ($288 per sq ft over the trailing 12 months of closed sales), and a median 66 days on market for closed sales. The trailing-12-month median is up 4% from the prior 12 months and up 226% since 2012, computed from record-level Beaches MLS closed sales (11 closings in the current window).

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.

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.

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.

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.