Regatta Bay
Homes for Sale in Destin, FL
True comps, carrying-cost math, and listings before the portals.
Photo via Emerald Coast MLS
As of November 2026, Regatta Bay in Destin, FL has 17 homes for sale and 1 pending, asking from $1,399,000 to $6,999,999 (median $2,395,000). Over the 12 months ending 2026-11-09, 8 recorded sales closed at a median of $1,866,688, a median 19 days on market, sellers accepting 96% of original asking. Homes listed or recently sold were built 1998–2026 with 6 new construction; 30 of 30 report an HOA (median $358/mo); none of the 29 geocoded homes sit in a FEMA special flood hazard zone (median elevation 10 ft). At the median price and Okaloosa County's FY2025-26 rate of 12.89 mills, annual property tax runs about $24,070 ($23,560 with the full homestead exemption).
| Location | Destin, Okaloosa County, FL · ZIP 32541 |
|---|---|
| Homes in the community | 185 (FL DOR 2025 assessment roll) |
| Years built | 1998–2024 (median 2004) |
| Typical living area | 4,440 sq ft (median) |
| Home types (current listings and sales) | detached single family 100% |
| Amenities listed by sellers | Gated, Pool, Tennis Court(s), Golf, Playground, Pets Allowed |
| Sale prices, last 12 months | $1,866,688 median across 8 closed sales |
| Days on market (closed sales) | 19 median |
| For sale right now | 17 active, 1 pending · median asking $2,379,000 · 17.0 months of supply |
| Owner-occupied (homestead) share | 56% |
Data as of November 9, 2026. Listing data provided by the Emerald Coast Association of REALTORS®. Information is deemed reliable but is not guaranteed by the MLS to be accurate; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Regatta Bay key facts,” movewithmomentum.com/neighborhoods/regatta-bay, data as of November 9, 2026.
Last 30 days in Regatta Bay: 7 new listings (median asking $2,135,000), 1 under contract right now, 2 closed sales (median $1,866,688). As of November 11, 2026, Listing data provided by the Emerald Coast Association of REALTORS®. Information is deemed reliable but is not guaranteed by the MLS to be accurate.
Homes For Sale Right Now in Regatta Bay
Live MLS inventory for Regatta Bay. 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 · 97 daysTop listing
Active · 270 days
Active · 139 days
Active · 25 days
Active · 208 days
Active · 70 days
Active · 117 days
Active · 270 daysActive · 2 days
Active · 183 days
Active · 29 days
Active · 26 days
Active · 28 days
Active · 21 daysActive and pending Regatta Bay listings as of 2026-11-11, priced high to low. Listing data provided by the Emerald Coast Association of REALTORS®. Information is deemed reliable but is not guaranteed by the MLS to be accurate. Tap any home to ask about it.
Every Home for Sale in Regatta Bay Right Now (18)
All 18 active and pending Regatta Bay listings with a detail page, newest first, refreshed twice a day from the MLS.
- 481 Captains Circle · $2,395,000 · 4 bd / 3 ba · listed Nov 10, 2026 · listed by Keller Williams Realty Destin
- 259 Moonlit Way · $1,450,000 · 4 bd / 4.5 ba · listed Oct 27, 2026 · listed by Legendary Realty LLC
- 436 Admiral Court · $1,950,000 · 4 bd / 4 ba · listed Oct 21, 2026 · listed by Five Star Properties RE FL Inc
- 437 Admiral Court · $2,835,000 · 5 bd / 6.5 ba · listed Oct 17, 2026 · listed by Legendary Realty LLC
- 489 Captains Circle · $2,135,000 · 3 bd / 3 ba · listed Oct 16, 2026 · listed by Legendary Realty LLC
- 439 Admiral Court · $2,100,000 · 5 bd / 5.5 ba · listed Oct 14, 2026 · listed by Real Estate Empowered LLC
- 285 Corinthian Place · $2,250,000 · 5 bd / 3.5 ba · listed Oct 13, 2026 · listed by Compass
- 4562 Leeward Lane · $2,597,000 · 4 bd / 5 ba · listed Sep 2, 2026 · listed by Corcoran Reverie SRB
- 4685 Westwinds Way · $2,490,000 · 4 bd / 5 ba · listed Sep 2, 2026 · listed by Legendary Realty LLC
- 503 Regatta Bay Boulevard · $1,399,000 · 4 bd / 4.5 ba · listed Aug 24, 2026 · listed by Mainsail Realty Company
- 456 Captains Circle · $6,999,999 · 5 bd / 4.5 ba · listed Aug 13, 2026 · listed by Compass
- 502 Regatta Bay Boulevard · $2,950,000 · 5 bd / 4.5 ba · listed Aug 13, 2026 · listed by The Premier Property Group
- 4564 Leeward Lane · $2,379,000 · 4 bd / 4.5 ba · listed Aug 13, 2026 · listed by Legendary Realty LLC
- 410 Windjammer Court · $1,749,999 · 4 bd / 3.5 ba · listed Aug 13, 2026 · listed by EXP Realty LLC
- 4558 Leeward Lane · $2,444,000 · 4 bd / 4.5 ba · listed Aug 13, 2026 · listed by Berkshire Hathaway Home Services PenFed Realty
- 4548 Sailmaker Lane · $3,250,000 · 4 bd / 5 ba · listed Aug 13, 2026 · listed by Legendary Realty LLC
- 4696 Westwinds Way · $2,765,000 · 4 bd / 4.5 ba · listed Aug 13, 2026 · listed by The Premier Property Group
- 4567 Landfall Court · $3,599,000 · 6 bd / 5.5 ba · pending · listed Aug 13, 2026 · listed by Cindy Cole Fine Homes LLC
Price in Regatta Bay is driven by the homes themselves, not by a shared amenity package. With a median living area north of 4,100 square feet and a build range spanning 1997 to 2024, what you pay tracks square footage, build year, and condition more than anything else. The median sits at $1,722,500, but treat that as a midpoint across a wide spread of sizes and vintages rather than a going rate.
The current posture is patient. A median of 80 days on market and a heat score of 41 point to a deliberate pace, and prices are off 1.4% year over year. For buyers, that means room to underwrite carefully and negotiate on condition. For sellers, it means pricing to the specific home and expecting a longer runway to closing.
Figures in this note are as of July 25, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Regatta Bay right now
🟢 Buyer-leaning market. 17.0 months of supply and 6% of the inventory already under contract give buyers above-average negotiating leverage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Emerald Coast MLS records, as of November 9, 2026. Confidence: High (18 active and pending listings, 8 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated November 9, 2026 · Live data: Emerald Coast MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Regatta Bay market snapshot (as of November 9, 2026): the median sale price is about $1.87M, a median 19 days on market for closed sales, and 17.0 months of supply, a buyer-leaning market.
Regatta Bay is a community of 185 homes in Destin, Okaloosa County, built between 1998 and 2024 (median 2004), with a median living area of about 4,440 square feet. 56% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Regatta Bay is an established Destin community of 301 homes where large floor plans and a long build history make each listing its own case. No community amenities surfaced in the current MLS data, so value here rests on the house and its lot.
The setting & the homes.
Aerial and on-site photos of Regatta Bay. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Regatta Bay
Regatta BayRegatta BayRegatta BayRegatta BayRegatta BayRegatta BayRegatta BayPhotos from Emerald Coast MLS listings in Regatta Bay; content deemed reliable but not guaranteed.
Who Regatta Bay is best for.
Best for
- Buyers targeting 4,000-plus square feet who can support a low-seven-figure budget
- Buyers who want negotiating room and are comfortable with an 80-day pace
- Long-hold owners who value a home-specific purchase over a hot resale market
Probably not for
- Buyers who need a shared amenity package, since none surfaced in current listings
- Buyers expecting quick short-term appreciation from a currently soft market
- Buyers on a tighter budget for whom a low-seven-figure median is a stretch
Regatta Bay on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Emerald Coast MLS. Map data © OpenStreetMap contributors.
Schools
- Okaloosa County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Destin · Elementary
- Destin · Middle
- Fort Walton Beach · High
Zoned schools reflect the assignments reported on recent Regatta Bay listings and can change; always confirm with Okaloosa County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Regatta Bay address.
The Regatta Bay buying strategy.
If we were buying in Regatta Bay 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.
Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.
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 Bay.
A market priced house by house
The build range from 1997 to 2024 with a median year of 2004 tells you this is not a uniform tract. You will find both original construction and newer product side by side, and that variety is exactly why the median price should be read as a reference point, not a quote. Two homes at the same address count can differ sharply on size, updates, and vintage.
Just under 60% of homes carry a homestead exemption, which suggests a core of owner-occupants alongside turnover. With 19 active listings against 28 closings in the trailing window, inventory is meaningful but not glutted. The 80-day median on market rewards buyers who move on the right home without rushing and sellers who prepare and price the specific property honestly.
The location and the amenities are priced into every listing in Regatta Bay. 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 Regatta Bay 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 (4.3). Basis: Liquidity & Demand 17.0 months of supply; Owner Commitment 56% owner-occupied; Pricing Power 96.0% sale-to-list. Refreshed with each data update.
Why work with Momentum here
In a market this condition-driven, the median tells you almost nothing about your specific transaction. We underwrite each home on its own size, build year, and finish level, and we price and negotiate off that reality rather than a neighborhood average. In an 80-day market that is off slightly year over year, that discipline is what separates a clean close from a stalled listing.
Regatta Bay in 15 seconds.
Tools for a Regatta Bay 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 Bay sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Regatta Bay, 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 Bay home worth?
Get a no-obligation home value based on real comparable sales in Regatta Bay, 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 Destin →
Recently off market in REGATTA BAY
Homes in REGATTA BAY 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. 11 on record.
- 257 Moonlit Way · off market
- 307 Corinthian Place · off market
- 428 Captains Circle · off market
- 434 Captains Circle · off market
- 440 Regatta Bay Boulevard · off market
- 442 Regatta Bay Boulevard · off market
- 4561 Nautical Court · off market
- 4572 Sailmaker Lane · off market
Recently sold in Regatta Bay
- 4561 Nautical Court · sold $2,050,000
- 307 Corinthian Place · sold $1,683,375
- 4575 Nautical Court · sold $902,500
- 4684 Westwinds Way · sold $2,650,000
- 442 Regatta Bay Boulevard · sold $2,200,000
- 428 Captains Circle · sold $1,450,000
Closed sales from the MLS; each page shows the sold price, taxes and value history.
Frequently Asked Questions
What is the median home price in Regatta Bay?
How long do homes in Regatta Bay take to sell?
Is Regatta Bay a buyer's or seller's market right now?
How many homes are in Regatta Bay?
What share of Regatta Bay is owner-occupied?
When were the homes in Regatta Bay built?
Who is the best real estate agent for Regatta Bay?
How do I find a top Destin real estate agent who knows Regatta Bay?
Can Momentum Realty connect me with an agent for Regatta Bay?
Should you buy in Regatta Bay?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near Regatta Bay with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Emerald Coast MLS, refreshed twice daily (last: November 11, 2026) |
| Community market stats | Emerald Coast MLS closed sales, 12-month windows ending November 9, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (7 streets, ZIP 32541)) |
| Under-contract shares | Emerald Coast MLS records, as of 2026-11-09 |
| Historical depth | Closed-sale records back to 2026 (8 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 Emerald 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.
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See how REGATTA BAY fits the bigger picture — live prices, inventory, and Momentum Scores: