Arcadia Annex vs Winston Park Northeast
Two Pinellas communities, compared on the numbers that decide it — price, pace, and supply — from live MLS data as of 2026-09-18.
| Metric | Arcadia Annex | Winston Park Northeast |
|---|---|---|
| Median sale price | $348K | $118K |
| Price per sq ft | $344 | $117 |
| Avg days on market | 48 days | 94 days |
| Months of supply | 3.8 mo | 13.0 mo |
| Market | Balanced Market | Buyer's Market |
| 1-year price change | False | False |
| Recent closings | 25 | 37 |
The verdict
Arcadia Annex carries the higher median price — about 195% above Winston Park Northeast. Homes in Arcadia Annex sell faster (48 days on market vs 94). Arcadia Annex is the tighter market on inventory (3.8 months of supply).
What is for sale today
| Arcadia Annex | Winston Park Northeast | |
|---|---|---|
| Homes for sale now | 8 | 40 |
| Under contract | 0 | 3 |
| Asking prices today | $235K to $1.27M | $87K to $235K |
| Listed in the last 7 days | 3 | 1 |
| Property types listed | Single Family Residence | Condo - Hotel, Condominium |
Live MLS counts, refreshed with every listing pull. Browse them: Arcadia Annex homes for sale · Winston Park Northeast homes for sale.
The homes themselves
| Arcadia Annex | Winston Park Northeast | |
|---|---|---|
| Homes (parcels) | 915 | n/a |
| Built | 1920–2024 (median 1957) | n/a |
| Typical living area | 1,319 sq ft | n/a |
| Vacant lots | 7 | 0 |
Housing-stock figures from the Florida Department of Revenue 2025 assessment roll (public records).
Price history, year by year
| Year | Arcadia Annex median | Winston Park Northeast median |
|---|---|---|
| 2014 | $88K (20 sales) | $61K (3 sales) |
| 2015 | $132K (10 sales) | $56K (43 sales) |
| 2016 | $140K (25 sales) | $63K (47 sales) |
| 2017 | $138K (19 sales) | $86K (23 sales) |
| 2019 | $228K (3 sales) | $104K (4 sales) |
| 2021 | $270K (5 sales) | $123K (12 sales) |
| 2022 | $345K (29 sales) | $156K (53 sales) |
| 2023 | $345K (11 sales) | $219K (20 sales) |
| 2024 | $420K (20 sales) | $195K (39 sales) |
| 2025 | $382K (20 sales) | $168K (25 sales) |
| 2026 | $365K (21 sales) | $125K (37 sales) |
Since 2014, Arcadia Annex's median sale price is +317% and Winston Park Northeast's is +105% — Arcadia Annex has appreciated faster over that stretch.
How each one trades
| Arcadia Annex | Winston Park Northeast | |
|---|---|---|
| Sale-to-original-list | 91.5% | 84.4% |
| New-construction share of sales | 19% | 0% |
| Typical sold home | 1,120 sq ft | 1,035 sq ft |
| Momentum market-heat score | 35 (cold) | 12 (cold) |
Last 12 months of recorded closings; sale-to-original-list is the share of the first asking price sellers actually got.
Schools the listings are zoned for
| Arcadia Annex | Winston Park Northeast | |
|---|---|---|
| Elementary | John M Sexton Elementary-Pn | North Shore Elementary-Pn |
| Middle | Meadowlawn Middle-Pn | Meadowlawn Middle-Pn |
| High school | Northeast High-Pn | Northeast High-Pn |
The school most often recorded on each community's MLS listings. Always confirm a specific address with the district.
Which one fits
On budget alone, Winston Park Northeast is the lower entry point (median $118K vs $348K). Sellers get a faster sale in Arcadia Annex (48 days on market on average); buyers get more negotiating room where homes sit longer.
Neither number set decides it: drive both on a weekday evening, check the HOA documents and the flood zone for the exact street, and price the insurance before you write an offer. A Momentum agent who works both communities can pull the comparable sales for any two specific homes.
Questions people ask
Is Arcadia Annex more expensive than Winston Park Northeast?
Yes, on recent sales: the median sale price in Arcadia Annex is $348,000 versus $118,000 in Winston Park Northeast, about 195% higher.
Which has appreciated more, Arcadia Annex or Winston Park Northeast?
From 2014 to 2026 the median sale price rose 317% in Arcadia Annex and 105% in Winston Park Northeast (recorded MLS closings by calendar year).
Where do sellers get closer to asking price?
Arcadia Annex — sellers there received 91.5% of the original list price over the last 12 months versus 84.4% in Winston Park Northeast.
What high schools serve Arcadia Annex and Winston Park Northeast?
Listings in Arcadia Annex most often report Northeast High-Pn; listings in Winston Park Northeast report Northeast High-Pn. Zoning is set by the district and can change - verify by address.
Go deeper on each: Arcadia Annex homes, photos & schools · Winston Park Northeast homes, photos & schools
Figures are aggregates from realMLS / DBAAR, updated regularly. Thinking about either? Talk to Momentum Realty.