Aerial view of Chelsea Woods

Chelsea Woods
Homes for Sale in St. Augustine, FL

All 1,183 homes for sale in St. Augustine, FL · median $486,990 · 139 homes for sale in 32086 · St. Johns County homes for sale

Community in St. Augustine · St. Johns County · ZIP 32086
122 homesBuilt 1999–2020
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Built fromLive realMLS data15 years of closingsFL DOR public recordsUpdated twice daily

As of November 2026, the MLS records 5 closed sales in Chelsea Woods in St. Augustine, FL since 2011, the most recent in March 2024. Across St. Augustine as a whole, 3,770 homes closed in the last 12 months at a median of $439,900, 50 median days on market, with 1,251 homes for sale today. At that median and St. Johns County's FY2025-26 rate of 13.47 mills, annual property tax runs about $5,920 ($5,410 with the full homestead exemption).

Live · Chelsea Woods Housing Pulse realMLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Ownership and context
80%
Owner-occupied · Chelsea Woods
98 of 122 parcels homesteaded (FL DOR 2025)
20%
Non-owner-occupied · Chelsea Woods
incl. 9% trust or LLC-held · 6% out-of-state
122
Homes in the community
122 residential parcels (FL DOR 2025)
Track record · 15 years of records
6
Recorded sales · 2024-2025
median $349K · qualified sales on the county roll (FL DOR 2025)
1999–2020
Years homes were built
median 2006 · county roll (FL DOR 2025)
Jon Brooks, Co-Founder of Momentum Realty
Jon's Read · written July 12, 2026

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.

Figures in this note are as of July 12, 2026. The live market numbers elsewhere on this page update nightly and are newer.

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.

317 S CHURCHILL Drive
$330K · 0.1 mi away
3 bd · 2 ba · 1,451 sqft
317 S CHURCHILL Drive
Listed by KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE
421 FOX WATER Trail
$390K · 0.3 mi away
3 bd · 2 ba · 1,604 sqft
421 FOX WATER Trail
Listed by MAXREV, LLC
367 GREEN TURTLE Lane
$379K · 0.3 mi away
3 bd · 2 ba · 1,564 sqft
367 GREEN TURTLE Lane
Listed by KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE
127 SHELL CREEK Court
$469K · 0.4 mi away
4 bd · 2 ba · 1,822 sqft
127 SHELL CREEK Court
Listed by WATSON REALTY CORP
133 SHELL CREEK Court
$529K · 0.4 mi away
4 bd · 3.5 ba · 2,797 sqft
133 SHELL CREEK Court
Listed by PREMIER HOMES REALTY INC
583 ASHBY LANDING Way
$355K · 0.5 mi away
3 bd · 2 ba · 1,420 sqft
583 ASHBY LANDING Way
Listed by COLDWELL BANKER PREMIER PROPERTIES

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.

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, 188 homes are on the market and 24% are under contract — a steady corner of St. Augustine.

Across St. Johns County, 1,892 homes are active and 827 pending (30% under contract).

In ZIP 32086 (St. Augustine), 381 homes closed in the last 12 months at a median of $330K ($212/sq ft), down 1.3% year over year, with a median 69 days on market. Right now 117 active and 36 pending listings put supply at about 3.7 months — a balanced 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%.

YearRecorded salesMedian price
20051$215,000
20111$130,000
20141$160,000
20201$225,000
20211$399,900
20241$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.

If we were buying in Chelsea Woods 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 Chelsea Woods.

Best Buy
Buyers who want a smaller St. Augustine pocket in St. Johns County over a sprawling subdivision.
Biggest Risk
A thin pool of comparable sales makes pricing more art than formula.
Sweet Spot
A well-maintained home that matches your layout and lot priorities.
Avoid If
You need a large-scale community with heavy amenity infrastructure and deep sales data.

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.

Jon Brooks · Founder, Momentum Realty

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.

Best forBuyers who want a smaller St. Augustine pocket in St. Johns County over a sprawling subdivision.
Biggest advantageA focused location with St. Augustine and county amenities within reach.
Biggest riskA thin pool of comparable sales makes pricing more art than formula.
Sweet spotA well-maintained home that matches your layout and lot priorities.
Avoid ifYou need a large-scale community with heavy amenity infrastructure and deep sales data.
The takeaway

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.

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.

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Real comps, not an automated estimate.

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.

Active inventory in distress
0.0%
0 of 5 listings
Distress share trend — 0.0% now (2026-09-04 → 2026-11-10)

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.

Streets in this community

Street-level pages: every home on record, what sold and what is for sale on each street.

Recent Developments in Chelsea Woods

Development, infrastructure, retail, and school activity affecting Chelsea Woods, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated November 2026.

  1. October 2026
    Development

    Habitat for Humanity seeks buyers for last homes in 36-home Volusia Woods

    Habitat for Humanity of St. Johns County has four unoccupied homes remaining in Volusia Woods, a 36-home neighborhood in St. Augustine. Its income-restricted homes cost under $300,000 against a county median above $500,000, supported by roughly $1 million in ARPA money and $264,000 in county grants. Habitat hopes to place owners by the holidays.

    What it may mean for the marketIncome-restricted ownership options priced well below the county median add a small amount of lower-priced for-sale supply in St. Augustine. The site is about 2 miles north of Chelsea Woods.

    Source: Jacksonville Today
  2. August 2026
    Schools

    St. Johns County school board moves ahead with design of SilverLeaf-area high school costing about $100 million

    The board approved moving forward with design and architecture for a high school on Parcel 38, with cost estimated at roughly $100 million and possibly up to $120 million as design progresses. Construction is expected to take about three years. A board workshop on full project scope is being prepared.

    What it may mean for the marketA new high school in the SilverLeaf area would add school capacity for the fast-growing northwest part of the county. The project is about 19 miles northwest of Chelsea Woods, elsewhere in St. Johns County.

    Source: News4JAX
  3. July 2026
    Infrastructure

    CR 210 widening westbound lanes set to reopen in St. Johns County

    News4Jax reported that all westbound lanes of the County Road 210 widening project in St. Johns County were expected to reopen by the end of Friday, July 31, 2026, ahead of the August 10 school year start. The county said it is managing 44 active road projects totaling $183.1 million this year.

    What it may mean for the marketExpands roadway capacity on a major county corridor, improving traffic flow and supporting continued growth along the CR 210 area. The project is about 17 miles north of Chelsea Woods, elsewhere in St. Johns County.

    Source: News4Jax
  4. July 2026
    Development

    Six agricultural enclave projects seek to develop 6,500-plus acres in St. Johns County

    Jacksonville Today reported that St. Johns County received six proposals totaling more than 6,558 acres for development under a new Florida agricultural enclave law that took effect July 1, 2026. The largest proposal, about 4,462 acres north of Nocatee, comes from the Davis family and the PARC Group. The County Commission scheduled a public hearing on the proposals for August 19, 2026.

    What it may mean for the marketSignals a large potential expansion of developable land and future housing and commercial capacity, using a new state process that can convert farmland to residential and commercial use with reduced local review. The project is about 17 miles north of Chelsea Woods, elsewhere in St. Johns County.

    Source: Jacksonville Today
  5. July 2026
    Retail & Dining

    Publix opens and more retailers coming to Marketplace at Nocatee

    An official Nocatee business update reported that a Publix supermarket with a pharmacy drive-thru and adjacent Publix Liquors has opened at Marketplace at Nocatee. Additional announced tenants include SoFresh in late summer 2026, a Gate gas station, BODYBAR Pilates, a nail spa and a wine and spirits shop. The Hub at Nocatee entertainment concept is slated for 2028.

    What it may mean for the marketExpands grocery, dining and everyday retail capacity at a growing town center, adding anchor and service tenants that build out the commercial base of the area. The project is about 18 miles north of Chelsea Woods, elsewhere in St. Johns County.

    Source: Nocatee
  6. May 2026
    Retail & Dining

    Grocery-anchored retail center proposed in Durbin Park

    A grocery-anchored retail center was proposed at Durbin Park, the large mixed-use development near Interstate 95 and County Road 210 in northern St. Johns County, adding to the district's existing stores, restaurants, and Walmart-anchored core.

    What it may mean for the marketAdded grocery and retail at Durbin Park deepens everyday conveniences in northern St. Johns County, an amenity factor that can support demand for surrounding communities. The project is about 19 miles northwest of Chelsea Woods, elsewhere in St. Johns County.

    Source: Jax Daily Record

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Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.

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Ask an agent about Chelsea Woods

Have a question about the homes, fees, rules or commute here? A Momentum agent who works Chelsea Woods will answer, and the answer is published on this page for the next buyer.

Property facts only: homes, fees, rules, commute. Every community is open to everyone; agents do not answer questions about who lives here.

Frequently Asked Questions

How many homes are in Chelsea Woods?
The Florida DOR 2025 assessment roll shows 122 homes in Chelsea Woods (public records).
What share of Chelsea Woods is owner-occupied?
80% of Chelsea Woods parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Chelsea Woods built?
Homes in Chelsea Woods were built between 1999 and 2020, with a median year built of 2006.0 (FL DOR 2025 roll).
Who is the best real estate agent for Chelsea Woods?
The best agent for Chelsea Woods is one who actively works St. Augustine 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 Chelsea Woods.
How do I find a top St. Augustine real estate agent who knows Chelsea Woods?
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 Chelsea Woods and the wider St. Augustine area.
Can Momentum Realty connect me with an agent for Chelsea Woods?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Chelsea Woods purchase or sale - no call center and no pressure.
Where is Chelsea Woods, and what county is it in?
Chelsea Woods is in St. Augustine, St. Johns County, FL, ZIP 32086. The community's center is about 2 miles southeast of the center of St. Augustine (straight-line).
How far is Chelsea Woods from downtown Jacksonville and the beach?
About 38 miles from downtown Jacksonville and about 4 miles from the Atlantic beach at St. Augustine Beach, both straight-line; driving distance is usually 15 to 30 percent more.
Buyers who value a compact St. Augustine setting and are willing to underwrite a home on its own conditionExcellent fit
Those wanting St. Johns County location with proximity to the historic core and coastExcellent fit
Buyers comfortable moving decisively when the right individual home comes up in a small inventoryExcellent fit
Buyers who need a wide selection of listings on hand at all timesProbably not
Those who want a formula-driven, large-comp valuation before making an offerProbably not
Buyers set on a master-planned community with extensive shared amenitiesProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR assessment roll (street-list match (2 streets, ZIP 32086))
Under-contract sharesrealMLS records, as of 2026-11-10
Historical depthClosed-sale records back to 2011 (5 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.

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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 listings in Northeast Florida sold at 99.1% of final list price vs. 98.6% for the market, in a median 31 days vs. 41 (realMLS, 12 months to Nov 2026). A Momentum agent can price yours against live local comps.

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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.

Assignments from district data for neighboring communities; grades are official Florida Department of Education school grades (2025-26).

Nearby Communities

Explore more neighborhoods near Chelsea Woods with Momentum Realty’s local guides.

CACottages At Hidden Lakes St Augustine0.0 mi away · 122 homes, built 1999–20, 1 for saleHidden Lake Estates St Augustine0.2 mi away · 102 homes, built 1999–20Forest Oaks St Augustine0.2 mi away · 3 homes, built 2012–14Fox Hill Farms St Augustine0.3 mi awayFoxhill Estates St Augustine0.4 mi away · 25 homes, built 1981–18ALAshby Landing St Augustine0.5 mi away · 253 homes, built 2016–19, 1 for saleDeerfield Preserve St Augustine0.5 mi away · median $378K, 10 sales/12 moKings Rd St Augustine0.6 mi away · 77 homes, built 1965–22

Browse all neighborhood guides →

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