Regatta
Condos for Sale in Naples, FL
True comps, carrying-cost math, and listings before the portals.
Market Heat
Photo via Florida Gulf Coast MLS
Over the 12 months ending 2026-07-29, 10 recorded sales closed at a median of $1,115,000, $652 per square foot, a median 78 days on market, sellers accepting 92% of original asking (-17% versus the prior year). Homes listed or recently sold were built 1999–2000; 5 of the 5 geocoded homes sit in a FEMA special flood hazard zone (median elevation 6 ft). At the median price and Collier County's FY2025-26 rate of 11.05 mills, annual property tax runs about $12,320 ($11,890 with the full homestead exemption).
Regatta's pricing is being set by a small, high-dollar pool rather than a broad market. With a median around $1,115,000 and price per square foot near $652, this is a premium Naples price point where condition and finish level do most of the work in justifying the number, since so few transactions are setting the tone.
The bigger signal right now is pace and direction. A median of 78 days on market plus a year-over-year price move of -17.4% tells you this is not a market rewarding aggressive list prices. Sellers who price to last quarter's number are the ones sitting. Buyers with financing in order and a clear number in mind have room to negotiate.
Regatta right now
🔴 Off the recent peak. The trailing-12-month median ($1.12M) is down 17.4% from the prior 12 months ($1.35M). With about a dozen 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 Florida Gulf Coast MLS closed sales, 12-month windows ending July 29. Confidence: Medium (10 and 6 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
Updated July 29, 2026 · Live data: Florida Gulf Coast MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Regatta market snapshot (as of July 29, 2026): the median sale price is about $1.12M ($652 per sq ft over the trailing 12 months of closed sales), and a median 78 days on market for closed sales. The trailing-12-month median is down 17% from the prior 12 months, computed from record-level Florida Gulf Coast MLS closed sales (10 closings in the current window).
Regatta trades at a premium per-square-foot level even as the broader trend has softened, which points to a market correcting off a higher base rather than one built on volume.
The setting & the homes.
Aerial and on-site photos of Regatta. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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RegattaPhotos from Florida Gulf Coast MLS listings in Regatta; content deemed reliable but not guaranteed.
Who Regatta is best for.
Best for
- Buyers with a defined budget near the $1.1M range who want negotiating leverage in a softening segment
- Buyers comfortable doing extra diligence on amenities and HOA terms since none are confirmed in current listings
- Buyers with flexible timelines who can wait out a market currently averaging 78 days on market
Probably not for
- Buyers who need a large, active comp set to feel confident in a purchase price
- Buyers expecting confirmed amenity packages without direct verification
- Sellers hoping to price against last year's levels without adjusting for the current year-over-year trend
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending July 29 of each year, from record-level Florida Gulf Coast MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($1.12M) IS the median in the snapshot above, and the move from 2025 ($1.35M) IS the -17.4% one-year change.
Windows contain 0 to 27 sales each (10 in the current window); every figure carries its sample size, and thin markets swing on single closings. Listing information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate. Deemed reliable but not guaranteed.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Collier County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Collier County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
Regatta Market Scorecard
Regatta is currently a thin data market. Limited supply, a median asking price of $1,150,000, and homes go under contract in about 169 days.
Typical home value in the 34108 ZIP is $994,774, about 65.9% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in Regatta, Naples
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. Listing information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate. Deemed reliable but not guaranteed.
Homes For Sale Right Now in Regatta
Live MLS inventory for Regatta. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending Regatta listings as of 2026-09-11, priced high to low. Listing information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate. Tap any home to ask about it.
Regatta on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Florida Gulf Coast MLS. Map data © OpenStreetMap contributors.
The Regatta buying strategy.
If we were buying in Regatta 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 Regatta.
A Thin, Premium Market Resetting
Ten closings in the current window is a small enough sample that a single sale can move the median meaningfully in either direction. That is the context for reading the -17.4% year-over-year figure: it reflects real softening in this segment of the Naples market, but it should be read as directional rather than a precise valuation tool for any one property.
A market heat score of 22 and a median time on market of 78 days confirm the same story from a different angle: listings here are not moving quickly, and buyers currently have negotiating room. Current MLS listings do not identify specific community amenities, so any amenity claims for Regatta should be verified directly against the listing or HOA documentation rather than assumed.
The location and the amenities are priced into every listing in Regatta. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a market this thin, pricing a listing or structuring an offer off the last one or two closings is a mistake. We track Regatta's actual closings, day-on-market patterns, and price trend in real time so you are negotiating from current data, not a stale number.
Regatta 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 Regatta 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 Regatta sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Regatta, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Regatta home worth?
Get a no-obligation home value based on real comparable sales in Regatta, 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 Regatta on the map →
Recently off market in Regatta
Homes in Regatta 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. 1 on record.
- 400 Flagship Dr 1104 · off market
Frequently Asked Questions
What is the median home price in Regatta?
How long do homes in Regatta take to sell?
Do cash buyers compete in Regatta?
Who is the best real estate agent for Regatta?
How do I find a top Naples real estate agent who knows Regatta?
Can Momentum Realty connect me with an agent for Regatta?
Should you buy in Regatta?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near Regatta with Momentum Realty’s local guides.
Data sources & freshness
| Community market stats | Florida Gulf Coast MLS closed sales, 12-month windows ending July 29, 2026 |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-07-18 |
| Historical depth | Closed-sale records back to 2013 (144 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 Florida Gulf Coast 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 Florida Gulf Coast MLS member average and 8 days faster, and we’ll price yours against live your area comps.
Looking to buy here? Search homes for sale →
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More Naples & Naples & Collier County guides
Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Naples & Collier County or the full Neighborhood Finder.
See how Regatta fits the bigger picture — live prices, inventory, and Momentum Scores: