Chelsea Woods
Homes for Sale in St. Augustine, FL
All 1,143 homes for sale in St. Augustine, FL · median $479,990 · 140 homes for sale in 32086 · St. Johns County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of October 2026, the MLS records 6 closed sales in Chelsea Woods in St. Augustine, FL since 2005, the most recent in March 2024. Across St. Augustine as a whole, 2,167 homes closed in the last 12 months at a median of $445,000, 48 median days on market, with 686 homes for sale today. At that median and St. Johns County's FY2025-26 rate of 13.47 mills, annual property tax runs about $5,990 ($5,480 with the full homestead exemption).
Chelsea Woods is a small St. Augustine pocket in St. Johns County, and with a snapshot this focused, price here is driven by the individual home more than by any neighborhood-wide trend. Condition, updates, lot, and how a specific house shows will move the number far more than a formula ever could. When you see a wide spread between listings, read it as a condition story, not a mystery.
For a buyer, that means underwriting each home on its own merits rather than assuming a going rate. For a seller, it means presentation and honest pricing do the heavy lifting. We won't pretend to know a value from a screen — we walk the house, compare it to what has actually traded nearby, and price to the market as it is on the ground.
Nearby homes for sale
No active listings inside Chelsea Woods 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.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Chelsea Woods is a compact residential enclave in St. Augustine, inside St. Johns County, where the character of any given sale comes down to the specific home rather than a broad neighborhood pattern.
realMLS (Northeast Florida) sales records identify 6 homes in Chelsea Woods that have changed hands since 2005, built between 2000 and 2004 (median 2002), with a median living area of about 1,455 sq ft and a typical 3-bedroom, 2-bath layout; 100% are single-family homes. Source: realMLS (Northeast Florida) closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
County records show 6 qualified sales in Chelsea Woods across 2024–2025 (3 in 2024, 3 in 2025), median $349,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
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 Chelsea Woods is best for.
Best for
- Buyers who value a compact St. Augustine setting and are willing to underwrite a home on its own condition
- Those wanting St. Johns County location with proximity to the historic core and coast
- Buyers comfortable moving decisively when the right individual home comes up in a small inventory
Probably not for
- Buyers who need a wide selection of listings on hand at all times
- Those who want a formula-driven, large-comp valuation before making an offer
- Buyers set on a master-planned community with extensive shared amenities
The market around Chelsea Woods
Chelsea Woods is too small for its own price trend, so here is the market around it.
In ZIP 32086, 190 homes are on the market and 23% are under contract — a steady corner of St. Augustine.
Across St. Johns County, 1,922 homes are active and 834 pending (30% under contract).
In ZIP 32086 (St. Augustine), 448 homes closed in the last 12 months at a median of $330K ($201/sq ft), down 3.6% year over year, with a median 66 days on market. Right now 117 active and 33 pending listings put supply at about 8.0 months — a buyer's market. See the live ZIP 32086 housing market and the St. Johns County market.
ZIP and county figures describe the wider market, not Chelsea Woods specifically. Momentum Research analysis of MLS records.
Chelsea Woods by the numbers
From county property records and closed MLS sales for the Chelsea Woods subdivision: 6 homes on record; built 2000–2004; typical size about 1,455 heated sq ft; 3 bedrooms is the median. Housing mix: single-family 100%.
| Year | Recorded sales | Median price |
|---|---|---|
| 2005 | 1 | $215,000 |
| 2011 | 1 | $130,000 |
| 2014 | 1 | $160,000 |
| 2020 | 1 | $225,000 |
| 2021 | 1 | $399,900 |
| 2024 | 1 | $315,000 |
Newest recorded sale: $315,000 on 2024-03-05.
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 Chelsea Woods, St. Augustine
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 Chelsea Woods buying strategy.
If we were buying in Chelsea Woods 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 Chelsea Woods.
A small pocket, read house by house
Because this is a tighter community, there is less of the statistical noise you get in a large subdivision, but also fewer comparable sales to lean on. That puts a premium on judgment: what a home has been maintained or updated to, how the lot sits, and what has genuinely closed nearby carry the analysis. Averages across a handful of homes can mislead, so we treat each listing as its own case.
St. Augustine and St. Johns County give the location its pull — coastal access, historic core, and the wider county's amenities are all within reach. Inside Chelsea Woods, the deciding factors are the practical ones: layout, condition, and how a particular property lines up against your list of must-haves.
The location and the amenities are priced into every listing in Chelsea Woods. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a small community with limited comparable data, the value comes from local judgment, not a dashboard. We price and negotiate off what has actually traded and what a specific home offers, we tell you plainly when a house is overpriced or when it is worth stretching for, and we would rather lose a listing than mislead you on the number.
Chelsea Woods 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 Chelsea Woods 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 Chelsea Woods sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Chelsea Woods, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Chelsea Woods home worth?
Get a no-obligation home value based on real comparable sales in Chelsea Woods, 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 all homes for sale in St. Augustine →
Frequently Asked Questions
How many homes are in Chelsea Woods?
What share of Chelsea Woods is owner-occupied?
When were the homes in Chelsea Woods built?
Who is the best real estate agent for Chelsea Woods?
How do I find a top St. Augustine real estate agent who knows Chelsea Woods?
Can Momentum Realty connect me with an agent for Chelsea Woods?
Where is Chelsea Woods, and what county is it in?
How far is Chelsea Woods from downtown Jacksonville and the beach?
Should you buy in Chelsea Woods?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 32086)) |
| Under-contract shares | realMLS records, as of 2026-09-24 |
| Historical depth | Closed-sale records back to 2005 (6 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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See how Chelsea Woods fits the bigger picture — live prices, inventory, and Momentum Scores:
Schools serving nearby communities
We do not have a confirmed school assignment for Chelsea Woods. These are the public schools most often assigned to other communities in ZIP 32086; zones change and vary by address, so confirm with the district before you buy.
- Pedro Menendez High School · High · FLDOE grade B (assigned to 21 nearby communities)
- Gamble Rogers Middle School · Middle · FLDOE grade A (assigned to 14 nearby communities)
- Otis A. Mason Elementary School · K-5 · FLDOE grade A (assigned to 11 nearby communities)
- R.J. Murray Middle School · 6-8 (assigned to 4 nearby communities)
- Otis A. Mason Elementary · K-5 · FLDOE grade A (assigned to 3 nearby communities)
Assignments from district data for neighboring communities; grades are official Florida Department of Education school grades (2025-26).
Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- N Churchill Drive (1 homes on record)
Nearby Communities
Explore more neighborhoods near Chelsea Woods with Momentum Realty’s local guides.