Windsor Oaks
Homes for Sale in Jacksonville, FL
True comps, carrying-cost math, and listings before the portals.
Windsor Oaks is a Duval County community inside Jacksonville, and the honest starting point is that our current snapshot shows no closings in the reporting window. That means we don't have a median price or recent sale data to anchor a valuation to right now, so any pricing conversation here has to be built from the specific home in front of us — its condition, its finishes, and how it compares to what's active in the broader Jacksonville market.
With no fresh closings to read, the posture for both sides is disciplined. Sellers should not assume a number without a real comparative look at nearby activity; buyers should not assume a bargain or a premium either. The absence of recent data is not a red flag — it's simply a reason to price and offer off evidence rather than off a headline figure.
The 60-Second Overview
Windsor Oaks sits within Jacksonville in Duval County. As of our current snapshot there are no closings in the reporting window, so the picture here is best drawn from active inventory and the individual property rather than from recent sale trends.
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.
Who Windsor Oaks is best for.
Best for
- Buyers comfortable making an offer based on a specific property's merits rather than a community price trend
- Sellers willing to price off a fresh comparative analysis and adjust to live buyer feedback
- Buyers who want negotiating room and are prepared to do close diligence on condition and finishes
Probably not for
- Buyers who require a deep history of recent sale prices before committing
- Sellers expecting a fixed community valuation to justify their number
- Anyone wanting a fast, data-driven decision without a property-by-property look
The market around Windsor Oaks
Windsor Oaks is too small for its own price trend, so here is the market around it.
In ZIP 32277, 106 homes are on the market and 30% are under contract — a fast-moving corner of Jacksonville.
Across Duval County, 3,905 homes are active and 1,695 pending (30% under contract).
ZIP and county figures describe the wider market, not Windsor Oaks specifically. Momentum Research analysis of MLS records.
Windsor Oaks by the numbers
From county property records and closed MLS sales for the Windsor Oaks subdivision: 7 homes on record; built 1964–1974; typical size about 2,031 heated sq ft; 3 bedrooms is the median. Housing mix: single-family 100%.
| Year | Recorded sales | Median price |
|---|---|---|
| 2017 | 1 | $138,000 |
| 2022 | 2 | $331,500 |
| 2023 | 1 | $365,000 |
| 2024 | 2 | $372,750 |
| 2025 | 1 | $350,000 |
Newest recorded sale: $350,000 on 2025-03-03.
Recorded data as of 2026-09-12; counts cover addresses tagged to this subdivision in the public record, not every parcel. Not an appraisal.
Housing distress & ownership in Windsor Oaks, Jacksonville
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
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. Source: Data provided by realMLS. Deemed reliable but not guaranteed.
The Windsor Oaks buying strategy.
If we were buying in Windsor Oaks today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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 Windsor Oaks.
Reading a market with no recent closings
When a community shows zero closings in the window, it doesn't tell you the market is stalled — it tells you the sample is thin. In a place like Windsor Oaks, that puts more weight on what's actively listed and on comparable Jacksonville-area sales just outside the immediate boundary. Value gets established property by property, driven by condition, updates, and lot rather than by a running community average.
For a seller, that argues for a clear-eyed comp analysis and a pricing strategy that can adjust to real buyer feedback. For a buyer, it means room to negotiate on the merits of the actual home rather than deferring to a community-wide number that, at this moment, we simply don't have.
The location and the amenities are priced into every listing in Windsor Oaks. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
When the community-level data is thin, the analysis has to get sharper, not louder. We build pricing and offer strategy from active Windsor Oaks inventory and comparable Jacksonville sales, and we'll tell you plainly when the numbers don't support a target. That's the whole point of working with a broker who reads the market instead of quoting a headline.
Windsor Oaks in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a Windsor Oaks buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Windsor Oaks sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Windsor Oaks, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Windsor Oaks home worth?
Get a no-obligation home value based on real comparable sales in Windsor Oaks, 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 Windsor Oaks on the map →
Frequently Asked Questions
How many homes are in Windsor Oaks?
What share of Windsor Oaks is owner-occupied?
When were the homes in Windsor Oaks built?
Who is the best real estate agent for Windsor Oaks?
How do I find a top Jacksonville real estate agent who knows Windsor Oaks?
Can Momentum Realty connect me with an agent for Windsor Oaks?
Should you buy in Windsor Oaks?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near Windsor Oaks with Momentum Realty’s local guides.
Data sources & freshness
| Housing stock & ownership | Florida DOR assessment roll (street-list match (1 streets, ZIP 32277)) |
| Under-contract shares | realMLS records, as of 2026-09-12 |
| Historical depth | Closed-sale records back to 2014 (11 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 realMLS 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 realMLS member average and 8 days faster, and we’ll price yours against live local comps.
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