Privateer South
Homes for Sale in Longboat Key, FL
All 255 homes for sale in Longboat Key, FL · median $1,089,000 · 162 condos for sale in Longboat Key · 281 homes for sale in 34228 · Sarasota County homes for sale
True comps, carrying-cost math, and listings before the portals.
Over the 12 months ending 2026-08-02, 3 recorded sales closed at a median of $960,000, $744 per square foot, a median 139 days on market, sellers accepting 91% of original asking (-4% versus the prior year). Homes listed or recently sold were built 1972–1972; 3 of the 3 geocoded homes sit in a FEMA special flood hazard zone (median elevation 5 ft). At the median price and Sarasota County's FY2025-26 rate of 13.48 mills, annual property tax runs about $12,940 ($12,410 with the full homestead exemption).
Privateer South right now
🟡 Off the recent peak. The trailing-12-month median ($960K) is down 4.0% from the prior 12 months ($1M). With about 2 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending August 2. Confidence: Low (3 and 5 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated November 2, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
Nearby homes for sale
No active listings inside PRIVATEER SOUTH 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
Privateer South market snapshot (as of August 2, 2026): the median sale price is about $960K ($744 per sq ft over the trailing 12 months of closed sales), and a median 139 days on market for closed sales. The trailing-12-month median is down 4% from the prior 12 months, computed from record-level Stellar MLS closed sales (3 closings in the current window).
In ZIP 34228 (Longboat Key), 103 homes closed in the last 12 months at a median of $878K ($399/sq ft), up 2.4% year over year, with a median 94 days on market. See the live ZIP 34228 housing market and the Sarasota County market.
Stellar MLS sales records identify 17 homes in PRIVATEER SOUTH that have changed hands since 2010, built between 1972 and 1972 (median 1972), with a median living area of about 1,409 sq ft and a typical 2-bedroom, 2-bath layout; 100% are condominiums. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
The setting & the homes.
Aerial and on-site photos of Privateer South. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Privateer South
Privateer South
Privateer SouthPhotos from Stellar MLS listings in Privateer South; content deemed reliable but not guaranteed.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending August 2 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($960K) IS the median in the snapshot above, and the move from 2025 ($1M) IS the -4.0% one-year change.
Windows contain 0 to 5 sales each (3 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2009 through 2026. Deemed reliable but not guaranteed.
14% of homes for sale in ZIP 34228 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 (2026-08-01).
Privateer South Market Scorecard
Privateer South is currently a balanced market..
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Privateer South on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap contributors.
Schools
- Sarasota County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Sarasota County Public Schools (verify by address) · Public
- Confirm zoned elementary, middle, and high · By address
- Magnet and choice options may apply · Choice
Zoned schools reflect the assignments reported on recent Privateer South listings and can change; always confirm with Sarasota County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Privateer South address.
Shop the zone: Homes zoned for Booker High High School
The Privateer South buying strategy.
If we were buying in Privateer South 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 Privateer South.
A closer look at the Privateer South market
At a median of $744 per square foot, Privateer South prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
The trailing-12-month median down 4% year over year. Homes that do trade take a median 139 days on market, useful leverage on any listing that has lingered.
The location and the amenities are priced into every listing in Privateer South. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Privateer South buys, holds, and resells. Momentum Research; not an appraisal.
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 (3.0). Basis: Recent Direction -4.0% year-over-year; Owner Commitment 0% owner-occupied; Pricing Power 90.9% sale-to-list. Refreshed with each data update.
Tools for a Privateer South 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 Privateer South sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Privateer South, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Privateer South home worth?
Get a no-obligation home value based on real comparable sales in Privateer South, 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 Longboat Key →
Recently off market in PRIVATEER SOUTH
Homes in PRIVATEER SOUTH 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. 2 on record.
- 1000 Longboat Club Road #304 · off market
- 1000 Longboat Club Road #403 · off market
| Location | Longboat Key, Sarasota County, FL · ZIP 34228 |
|---|---|
| Homes in the community | 1 (FL DOR 2025 assessment roll) |
| Amenities listed by sellers | Association Recreation - Owned, Buyer Approval Required, Clubhouse, Fitness Center, Gated Community, Pool |
| Sale prices, last 12 months | $960,000 median across 3 closed sales · $744 per sq ft · -4.0% vs the prior 12 months |
| Days on market (closed sales) | 139 median |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 0% |
| Zoned public schools | Sarasota County Public Schools (verify by address); Confirm zoned elementary, middle, and high; Magnet and choice options may apply |
Data as of August 2, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2009 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Privateer South key facts,” movewithmomentum.com/neighborhoods/privateer-south, data as of August 2, 2026.
Housing distress & ownership in PRIVATEER SOUTH, Longboat Key
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. Based on Stellar MLS data distributed by MLS GRID for the period November 2026 through November 2026. Deemed reliable but not guaranteed.
More Longboat Key home searches
- All homes for sale in Longboat Key, FL
- Homes for sale in Sarasota County, FL
- ZIP 34228 housing scorecard
Longboat Key guides & data
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
- Florida housing market map
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Email me new listings in Privateer South
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Privateer South
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Privateer South will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
What is the median home price in Privateer South?
How long do homes in Privateer South take to sell?
What share of Privateer South is owner-occupied?
Do cash buyers compete in Privateer South?
What schools serve Privateer South?
Who is the best real estate agent for Privateer South?
How do I find a top Longboat Key real estate agent who knows Privateer South?
Can Momentum Realty connect me with an agent for Privateer South?
Where is Privateer South, and what county is it in?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: November 1, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending August 2, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (community parcel extract) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Schools | 2025-26 district assignments + FLDOE school grades; verify with the district |
| Historical depth | Closed-sale records back to 2009 (41 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 Stellar MLS 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 Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.
Looking to buy here? Search homes for sale →
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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how PRIVATEER SOUTH fits the bigger picture — live prices, inventory, and Momentum Scores:
Nearby Communities
Explore more neighborhoods near Privateer South with Momentum Realty’s local guides.
More on Privateer South
- Home values · What homes in Privateer South actually sell for