Greenwood in St. Augustine

Greenwood
Homes for Sale in St. Augustine, FL

All 1,065 homes for sale in St. Augustine, FL · median $475,000 · 143 homes for sale in 32086 · St. Johns County homes for sale

Community in St. Augustine · St. Johns County · ZIP 32086
189 homesBuilt 1941–2024Median sale $387K
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Photo courtesy of MAXREV, LLC · via realMLS

Built fromLive realMLS data24 years of closingsFL DOR public recordsUpdated twice daily

Over the 12 months ending 2026-09-19, 3 recorded sales closed at a median of $387,000, $219 per square foot, a median 35 days on market, sellers accepting 97% of original asking. Homes listed or recently sold were built 1987–2001; none of the 3 geocoded homes sit in a FEMA special flood hazard zone (median elevation 30 ft). At the median price and St. Johns County's FY2025-26 rate of 13.47 mills, annual property tax runs about $5,210 ($4,690 with the full homestead exemption).

Greenwood key facts
LocationSt. Augustine, St. Johns County, FL · ZIP 32086
Sale prices, last 12 months$387,000 median across 3 closed sales · $219 per sq ft
Days on market (closed sales)35 median
For sale right now0 active, 0 pending

Data as of September 19, 2026. Data provided by realMLS. Market figures describe homes, not residents. Cite as: Momentum Realty, “Greenwood key facts,” movewithmomentum.com/neighborhoods/greenwood-st-augustine, data as of September 19, 2026.

Live · Greenwood Housing Pulse realMLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$387K
Median sold · 12 mo
$219/sf
Sold $/sqft · 12 mo
peak $248 in 2022
97.0%
Sale vs ask
St. Johns median: 96.0%
+150%
T12M median vs 2012
from a $155K median in 2012
Tempo
35days
Median DOM · closed
14 days at the 2023 low
0 · 0
For sale · pending
live counts, refreshed twice daily
3
Sold · last 12 mo
10-yr average: about 4 a year
Ownership and context
79%
Owner-occupied · Greenwood
153 of 194 parcels homesteaded (FL DOR 2025)
21%
Non-owner-occupied · Greenwood
incl. 8% trust or LLC-held · 6% out-of-state
189
Homes in the community
plus 5 vacant residential lots · 194 residential parcels (FL DOR 2025)
Track record · 24 years of records
10
Recorded sales · 2024-2025
median $411K · qualified sales on the county roll (FL DOR 2025)
Est. 1941
Community established
homes built 1941-2024, median 1995 (FL DOR 2025)
1,547sqft
Median sold home size
12-mo windows, closed sales
1.6%/yr
Turnover rate
about 3 of 189 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Price in Greenwood is driven more by condition and individual home than by any tidy tier. The median sits at $387,000, or about $219 per square foot, and the spread around that number tends to reflect how much work a home needs rather than a clean set of price bands. Treat the median as your anchor and underwrite each listing on its own merits.

The market posture here is balanced, not frantic. A heat score of 51 and a median of 35 days on market say homes move at a steady pace, and prices are off 4.4% year over year. For buyers, that means room to inspect and negotiate rather than chase. For sellers, it means condition and pricing discipline matter — a well-prepared home still clears in roughly a month, but an overpriced one will sit.

Nearby homes for sale

No active listings inside Greenwood 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.

404 TALBOT BAY Drive
$355K · 0.4 mi away
3 bd · 2 ba · 2,357 sqft
404 TALBOT BAY Drive
Listed by ENTERA REALTY LLC
259 GRAND RAVINE Drive
$345K · 0.5 mi away
3 bd · 2.5 ba · 2,071 sqft
259 GRAND RAVINE Drive
Listed by PONTE VEDRA CLUB REALTY, INC.
255 GRAND RAVINE Drive
$339K · 0.5 mi away
3 bd · 2.5 ba · 2,071 sqft
255 GRAND RAVINE Drive
Listed by PONTE VEDRA CLUB REALTY, INC.
268 GRAND RAVINE Drive
$339K · 0.5 mi away
3 bd · 3.5 ba · 1,855 sqft
268 GRAND RAVINE Drive
Listed by PONTE VEDRA CLUB REALTY, INC.
272 GRAND RAVINE Drive
$345K · 0.5 mi away
3 bd · 3.5 ba · 1,855 sqft
272 GRAND RAVINE Drive
Listed by PONTE VEDRA CLUB REALTY, INC.
165 CANYONTRAIL
$325K · 0.6 mi away
3 bd · 2 ba · 1,856 sqft
165 CANYONTRAIL
Listed by LINDA STRICKLAND REALTY

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Greenwood market snapshot (as of September 19, 2026): the median sale price is about $387K ($219 per sq ft over the trailing 12 months of closed sales), and a median 35 days on market for closed sales.

In ZIP 32086 (St. Augustine), 453 homes closed in the last 12 months at a median of $320K ($201/sq ft), down 4.5% year over year, with a median 68 days on market. Right now 119 active and 34 pending listings put supply at about 4.7 months — a buyer's market. See the live ZIP 32086 housing market and the St. Johns County market.

County records show 10 qualified sales in Greenwood across 2024–2025 (8 in 2024, 2 in 2025), median $411,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

Greenwood is a community of 189 homes in St. Augustine, St. Johns County, built between 1941 and 2024 (median 1995.0), with a median living area of about 1,985 square feet. 79% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

Greenwood sits in St. Johns County, within reach of St. Augustine, and trades as a steady mid-market community where the median holds near $387,000. The longer arc is notable: values are up 150% since 2012, even with the recent year-over-year dip.

Best for

  • Buyers targeting the mid-market who want time to inspect and negotiate rather than bid blind
  • Buyers comfortable underwriting a home on condition and per-square-foot value near $219
  • Long-horizon owners who value a community up 150% since 2012 and can ride out a soft patch

Probably not for

  • Short-term flippers counting on quick, guaranteed gains
  • Buyers who need a rock-bottom entry price and can't meet a median near $387,000
  • Buyers who want a frantic, escalation-driven market to feel confident

Windows contain 0 to 6 sales each (3 in the current window); every figure carries its sample size, and thin markets swing on single closings. Source: Data provided by realMLS. Deemed reliable but not guaranteed.

Median sale price · trailing 12 mo
$200K$300K$400K20122014201620182020202220242026
Every sale since 2002 · price vs size
$0$200K$400K1k2k
53 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$100$20020122014201620182020202220242026
Up from $82 in 2012 to a $248 peak in 2022; $219 now.
Median days on market · closed sales
2040608020122014201620182020202220242026
14 days at the 2023 low; 35 now.
Sale price vs original ask · median
85%90%95%100%20122014201620182020202220242026
97.0% now vs St. Johns 96.0%.
Homes sold per 12-mo window
024620122014201620182020202220242026
0 to 6 a year; 3 in the current window.
Indexed since 2012 · Greenwood vs St. Johns
100200St. Johns +120%Greenwood +150%20122014201620182020202220242026
Same realMLS record, indexed to 100 at 2012.
How much local inventory is already under contract

22% of homes for sale in ZIP 32086 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-09-19).

Greenwood Market Scorecard

Balanced

Greenwood is currently a balanced market..

$387,000
Median sold
0/0/3
Active/Pend/Sold

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: realMLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.

Housing distress & ownership in Greenwood, 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 2 listings
Distress share trend — 0.0% now (2026-08-12 → 2026-09-19)

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.

Listing locations from realMLS. Map data © OpenStreetMap, tiles © CARTO.

If we were buying in Greenwood 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 Greenwood.

Best Buy
Buyers who want a steady mid-market home in St. Johns County with time to inspect and negotiate.
Biggest Risk
Values are down 4.4% year over year, so short-term direction is not guaranteed.
Sweet Spot
A well-conditioned home priced near the $387,000 median that clears around a month on market.
Avoid If
You need a fast flip or a certainty of near-term gains.

Reading a flat-to-soft market

The 4.4% year-over-year decline is worth understanding rather than fearing. On a small closing window, a single quarter's mix of homes can pull the median around, and Greenwood has still returned 150% since 2012. That combination — long-run strength, a recent softening — is exactly the setup where a buyer can find leverage without stepping into a falling market.

At roughly $219 per square foot, the pricing rewards buyers who read condition carefully. Two homes near the same asking price can be very different underneath, so the value here is less about hitting a price band and more about matching the right home to your budget and your appetite for work.

The location and the amenities are priced into every listing in Greenwood. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty
8.3A- · Buy Score
Long-Term Appreciation9.0/10
Owner Commitment7.9/10
Pricing Power8.0/10

Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (8.3). Basis: Long-Term Appreciation +150% since 2012; Owner Commitment 79% owner-occupied; Pricing Power 97.0% sale-to-list. Refreshed with each data update.

Why work with Momentum here

In a balanced market like this one, the edge comes from reading individual homes, not headlines. We help buyers separate a fairly priced home from an optimistic one, and we help sellers prepare and price so a listing clears near the 35-day median rather than lingering. With a small closing window shaping the stats, local judgment matters more than the dashboard.

Greenwood in 15 seconds.

Best forBuyers who want a steady mid-market home in St. Johns County with time to inspect and negotiate.
Biggest advantageA balanced pace and a recent price dip give buyers room to work.
Biggest riskValues are down 4.4% year over year, so short-term direction is not guaranteed.
Sweet spotA well-conditioned home priced near the $387,000 median that clears around a month on market.
Avoid ifYou need a fast flip or a certainty of near-term gains.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Greenwood homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Greenwood.
In short
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Greenwood sales matched to your home.

What is your Greenwood home worth?

Get a no-obligation home value based on real comparable sales in Greenwood, 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 →

Real comps, not an automated estimate.

Recently off market in Greenwood

Homes in Greenwood that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 3 on record.

Frequently Asked Questions

What is the median home price in Greenwood?
The median sale price in Greenwood was $387K over the 12 months ending September 19, 2026 (3 closed sales, realMLS).
How long do homes in Greenwood take to sell?
Homes that closed in the 12 months ending September 19, 2026 took a median 35 days on market (3 sales, realMLS).
How many homes are in Greenwood?
The Florida DOR 2025 assessment roll shows 189 homes plus 5 vacant residential lots in Greenwood (public records).
What share of Greenwood is owner-occupied?
79% of Greenwood parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Greenwood built?
Homes in Greenwood were built between 1941 and 2024, with a median year built of 1995.0 (FL DOR 2025 roll).
Have Greenwood home prices gone up?
The trailing-12-month median is up 150% since 2012, from $155K to $387K (realMLS closed records).
Who is the best real estate agent for Greenwood?
The best agent for Greenwood 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 Greenwood.
How do I find a top St. Augustine real estate agent who knows Greenwood?
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 Greenwood and the wider St. Augustine area.
Can Momentum Realty connect me with an agent for Greenwood?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Greenwood purchase or sale - no call center and no pressure.
Where is Greenwood, and what county is it in?
Greenwood is in St. Augustine, St. Johns County, FL, ZIP 32086. The community's center is about 7 miles south of the center of St. Augustine (straight-line).
How far is Greenwood from downtown Jacksonville and the beach?
About 42 miles from downtown Jacksonville and about 5 miles from the Atlantic beach at St. Augustine Beach, both straight-line; driving distance is usually 15 to 30 percent more.
Buyers targeting the mid-market who want time to inspect and negotiate rather than bid blindExcellent fit
Buyers comfortable underwriting a home on condition and per-square-foot value near $219Excellent fit
Long-horizon owners who value a community up 150% since 2012 and can ride out a soft patchExcellent fit
Short-term flippers counting on quick, guaranteed gainsProbably not
Buyers who need a rock-bottom entry price and can't meet a median near $387,000Probably not
Buyers who want a frantic, escalation-driven market to feel confidentProbably not

Data sources & freshness

Live listingsrealMLS, refreshed twice daily (last: September 19, 2026)
Community market statsrealMLS closed sales, 12-month windows ending September 19, 2026
Housing stock & ownershipFlorida DOR assessment roll (street-list match (5 streets, ZIP 32086/32259))
Under-contract sharesrealMLS records, as of 2026-09-19
Historical depthClosed-sale records back to 2002 (53 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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Nearby Communities

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

Westwind St Augustine0.2 mi away · 22 homes, built 2008–14CCCastine Cove St Augustine0.3 mi away · 74 homes, built 2018–20Part Of John Huertas St Augustine0.4 mi awayMRMoultrie Reserve St Augustine0.5 mi away · 102 homes, built 1941–24Grand Ravine St Augustine0.7 mi away · 117 homes, built 2009–23, 5 for saleCVCamelot Village St Augustine0.7 mi away · 78 homes, built 2005–07Watson Woods St Augustine0.7 mi away · 31 homes, built 1994–06

Browse all neighborhood guides →

Schools serving nearby communities

We do not have a confirmed school assignment for Greenwood. 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).

Thinking of selling in Greenwood? 3 recorded closings; median 35 days on market (window ending 2026-09-19). See the St. Johns County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.
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