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Sailwind Condominiums in Gulf Breeze

Sailwind Condominiums

Established 1988 · Intracoastal West · ZIP 32224

An affordable, owner-occupant condo in Gulf Breeze proper with top schools and a strict no-rental rule.

Owner-occupant focusTop Gulf Breeze schoolsAffordable for the area
Live Market Pulse
39/100
Momentum
Buyer's Market
Tight supply keeps sellers in control, but dated interiors still trade at a discount, so condition is where buyers win.
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Unlock Off-Market Sailwind

Listings before the portals, true comps, and the renovation and carrying-cost math, before you tour.

Built fromLive Pensacola MLS data14 years of closingsLocal renovation analysisUpdated twice daily
LiveMarket PulsePensacola MLS
$267K
Median Price
15mo
Supply
112days
Avg DOM
Soft
Seller Leverage
$272/sf
Median $/Sqft
-6%
1-Yr Price Change
0now
Distress
Jon Brooks, founder of Momentum Realty
Jon's Current Read

"Sailwind is an established 1981 condominium community in Gulf Breeze proper, and it is the opposite of a vacation-rental building: the association strictly limits leasing (a reported two-year minimum and a one-rental-per-ownership rule), which makes it an owner-occupant community, not an investor play. The appeal is an affordable entry into a top Gulf Breeze school zone, with two- and three-bedroom units commonly in the $270,000s to high $200,000s, well below the broader 32561 median, plus a low monthly condo fee. The single most important diligence item is structural: as a 1981 coastal building over three stories, Sailwind falls under Florida's milestone-inspection and reserve law, so confirm the inspection status and any special assessment before you write. Buy it for affordable, low-maintenance Gulf Breeze living near the schools and the beach."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Sailwind Condominiums market snapshot (as of June 11, 2026): the median sale price is about $267K ($272 per sq ft), with homes averaging 112 days on market and 15.0 months of supply, a buyer's market. Based on 4 recent closings in live Pensacola MLS data.

Sailwind is an established condominium community at 1100 Shoreline Drive in Gulf Breeze proper (Santa Rosa County, 32561), on the Fairpoint Peninsula near Shoreline Park and a short drive to Pensacola Beach and downtown Pensacola.

It is a roughly 80-unit community of two- and three-bedroom condos (about 980 to 1,200 square feet) in garden-style buildings built in 1981, walkable to Gulf Breeze retail. This is a residential, owner-occupied community, not a vacation-rental building.

The defining rule is leasing: the association strictly limits rentals, with a reported two-year minimum lease and a one-rental-per-ownership policy, which keeps the community owner-occupant and stable but eliminates any short-term-rental income angle. The condo fee is modest, reported around $275 to $425 a month depending on the unit, covering water, sewer, trash, basic cable, exterior insurance, grounds, and the pool; no CDD applies.

The single most important diligence item is structural. As a 1981 coastal building over three stories, Sailwind falls under Florida's milestone-inspection and reserve-funding law (SB-4D), so confirm the inspection status and any resulting special assessment before buying. The appeal is an affordable entry into the top-rated Gulf Breeze school zone with low-maintenance living near the beach.

Quick Match

Who Sailwind is best for.

Best for

  • Owner-occupants who want an affordable Gulf Breeze condo in a top school zone
  • Buyers who value low-maintenance living near Shoreline Park and the beach
  • Buyers who prefer a stable, owner-occupied community over a rental-heavy building

Probably not for

  • Investors seeking short-term or flexible rental income (leasing is strictly limited)
  • Buyers who want a single-family home with a yard
  • Anyone unwilling to verify the building's structural-inspection and reserve status
Market Pulse

How Sailwind is performing right now

39/100
momentum
Buyer's Market
Seller's marketBalancedBuyer's market
15Months of supplytight
75Median days on marketdays
1 : 5Under contract vs for salestrong demand
4Sold in last 12 monthsliquidity
+127%Median price since 2012appreciation
-8%Asking vs recent sold $/sqftroom to negotiate

Tight supply and strong demand favor sellers here. Homes still take about two months to sell, though, and with asking prices running above recent sales per square foot, a prepared buyer has room on anything overpriced. Reading each home against the real comps, not the headline trend, is where the edge is.

Live from Pensacola MLS, as of June 11, 2026. Refreshed twice daily. Months of supply, days on market, and the contract-to-listing ratio are computed from current Sailwind listings and the trailing twelve months of closed sales.

8.6A- score
Momentum intelligence
Momentum buy score

Our proprietary read on how a home in Sailwind Condominiums buys, holds, and resells. See the five factors.

Homes For Sale Right Now in Sailwind

Live MLS inventory for Sailwind Condominiums. 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.

1200 Shoreline Dr #312 home for sale in Sailwind CondominiumsActive · 75 daysTop listing
$299,900
3 bd · 2 ba · 1,200 sqft · built 1981
1200 Shoreline Dr #312, Gulf Breeze, 32561
RenovatedBest value
Listed by The Realty Vault
1200 Shore Line Dr #408 home for sale in Sailwind CondominiumsActive · 5 days
$295,000
3 bd · 2 ba · 1,200 sqft · built 1984
1200 Shore Line Dr #408, Gulf Breeze, 32561
Reno opportunityBest value
Listed by Emerald Coast Realty Pros
1200 Shoreline Dr #303 home for sale in Sailwind CondominiumsActive · 306 days
$276,500
2 bd · 2 ba · 980 sqft · built 1981
1200 Shoreline Dr #303, Gulf Breeze, 32561
Strong resaleGolfLakefront
Listed by Berkshire Hathaway Home Services PenFed Realty
1200 Shoreline Dr #403 home for sale in Sailwind CondominiumsActive · 129 days
$254,900
2 bd · 2 ba · 980 sqft · built 1981
1200 Shoreline Dr #403, Gulf Breeze, 32561
Renovated
Listed by Jessica Bradley Real Estate
1200 Shoreline Dr #413 home for sale in Sailwind CondominiumsActive · 47 days
$240,000
2 bd · 2 ba · 980 sqft · built 1981
1200 Shoreline Dr #413, Gulf Breeze, 32561
Reno opportunityBest value
Listed by LPT Realty
1100 Shoreline Dr #221 home for sale in Sailwind CondominiumsPending · 237 days
$279,900
2 bd · 2 ba · 980 sqft · built 1981
1100 Shoreline Dr #221, Gulf Breeze, 32561
Listed by KELLER WILLIAMS REALTY EMERALD COAST WEST BRANCH

Active and pending Sailwind listings as of 2026-06-11, priced high to low. Copyright© 2026 by the Multiple Listing Service of the Pensacola Association of REALTORS® This information is believed to be accurate but is not guaranteed. Subject to verification by all parties. This data is copyrighted and may not be transmitted, retransmitted, copied, framed, repurposed, or altered in any way for any other site, individual and/or purpose without the express written permission of the Multiple Listing Service of the Pensacola Association of REALTORS®. Florida recognizes single and transaction agency relationships. Information Deemed Reliable But Not Guaranteed. Any use of search facilities of data on this site, other than by a consumer looking to purchase real estate, is prohibited.. Tap any home to ask about it.

Interactive Map

Sailwind on the map.

Every active, pending, and recently sold home, plotted. Toggle the layers, color the dots by status or lot type, and tap a home for the details.

Listing locations from Pensacola MLS; lot type inferred from listing descriptions. Destination pins are approximate. Map data © OpenStreetMap, tiles © CARTO. Flood, school, and commute overlays are on the roadmap.

Nearby & Commute

How far is everything?

The takeaway

The location is the everyday-convenience case: shopping, schools, and the major roads are all a manageable drive.

Drive times from Sailwind. They are approximate and vary with traffic and your exact start point.

Gulf Breeze town center (US-98)~2-5 min · Publix, dining, rec center
Pensacola Beach~10-15 min · via the Bob Sikes Bridge
Downtown Pensacola~11-15 min · over the Pensacola Bay Bridge
Pensacola International Airport (PNS)~17-18 min · across the bay
NAS Pensacola~20-26 min · across the bay
Navarre Beach~30-35 min · east on US-98

Distances and drive times are approximate and vary with traffic. Confirm your real commute at your real departure time.

Nearby Communities

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

ChanteclaireChanteclaireGulf Breeze, FL · 0.2 miSoundview WoodsSoundview WoodsGulf Breeze, FL · 0.2 miGulf Breeze ParkGulf Breeze ParkGulf Breeze, FL · 0.2 miNorthcliffeNorthcliffeGulf Breeze, FL · 0.3 miBaybridgeBaybridgeGulf Breeze, FL · 0.4 miCasablancaCasablancaGulf Breeze, FL · 0.4 miSunchaseSunchaseGulf Breeze, FL · 0.4 miDeer Point VillageDeer Point VillageGulf Breeze, FL · 0.8 miPlantationHillPlantationHillGulf Breeze, FL · 1.2 mi

Browse all Florida neighborhood guides →

Carrying cost · the no-CDD edge

No CDD bond means thousands less per year than newer master plans.

Typical CDD community~$2,500/yr
Sailwind (no CDD)$0/yr

Roughly $25,000 saved over 10 years in carrying cost, before resale.

Illustrative. NE Florida CDD assessments commonly run $1,500-$3,500+/yr and vary by community; verify per property.

Schools

15-Second Take
  • Santa Rosa County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Confirm current ratings before relying on them
  • Private and parochial options nearby

Sailwind is served by Santa Rosa County Public Schools. Assignment is by address and can change, so confirm the exact zoned elementary, middle, and high schools for any specific home, plus any magnet or choice options. Treat published ratings as a starting point, not the full story.

Buying with schools in mind? We can confirm the exact zoned schools for any Sailwind address.

The takeaway

What is actually shaping value at Sailwind, sourced and dated. The owner-occupant rule, top schools, and Florida's condo-safety law are the facts that matter.

Recent Developments in Sailwind Condominiums

Development Intelligence

Our read on what is being built around Sailwind, scored for direction, significance, and how close the effect lands. The full sourced timeline follows below.

Net OutlookBullishThe backdrop is durable Gulf Breeze school demand and an affordable, owner-occupied condo niche. The recurring item is Florida's milestone-inspection and reserve law for older coastal condos, which can drive assessments.

Strict leasing limits keep it owner-occupied

BullishA reported two-year minimum lease and one-rental-per-ownership rule keep the community stable and owner-occupied, a positive for residents but no rental-income angle for investors. impact
SignificanceRadius: Community

Strict leasing limits keep it owner-occupied

Top-rated Gulf Breeze schools at an affordable price

BullishSailwind feeds the top Gulf Breeze school cluster while pricing well below the broader 32561 median, a scarce combination. impact
SignificanceRadius: Gulf Breeze

Top-rated Gulf Breeze schools at an affordable price

Florida condo-safety law applies to this 1981 building

BearishAs a coastal building over three stories and over 30 years old, Sailwind is subject to milestone structural inspections and reserve funding; confirm the status and any special assessment. impact
SignificanceRadius: Community

Florida condo-safety law applies to this 1981 building

Direction, significance, and effect-radius ratings are Momentum's proprietary, qualitative read of the sourced items below, not investment advice or a prediction for any specific home.

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

Showing the latest, scroll for all updates ↓

  1. 2024
    Structural

    Florida milestone-inspection deadline for older condos

    Florida's condo-safety law requires milestone structural inspections and fully funded reserves for buildings three or more stories and 25-plus years old near the coast, with a key compliance deadline at the end of 2024. Sailwind (1981, coastal Gulf Breeze) falls within this mandate. Why it matters: Confirm whether Sailwind completed its milestone inspection and whether it triggered any special assessment; this is the single most important diligence item. Source

  2. November 2024
    Policy

    Gulf Breeze adopts STR registration

    The City of Gulf Breeze adopted a short-term-rental registration ordinance in November 2024; it does not change Sailwind's internal no-short-term-rental association rule. Why it matters: Sailwind's own leasing limits are stricter than the city ordinance; the community remains owner-occupied by rule. Source

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.

The Strategy

The Sailwind buying strategy.

If we were buying in Sailwind, this is the order of operations we would run, and the one we run for our clients.

1

Get the milestone-inspection and reserve status first. As a 1981 coastal condo, Sailwind is subject to Florida's structural-inspection and reserve law; request the inspection report and the reserve study and ask about any special assessment before you write.

2

Read the leasing rule carefully. Confirm the association's leasing limits (a reported two-year minimum and one-rental-per-ownership rule), which suit owner-occupants but bar rental-income strategies.

3

Confirm the condo fee and what it covers. Verify the monthly fee (reported ~$275 to $425) and request the budget and any pending assessment.

4

Verify the school zone. Confirm the assigned Gulf Breeze schools by address, noting any pending county rezoning.

5

Check flood and wind insurance. Confirm the building's master policy and any owner-required coverage for a coastal Gulf Breeze condo.

The Quick Decision
Best Buy
A well-kept unit in a building with a clean milestone inspection and healthy reserves, bought as an owner-occupant for the top school zone and the affordable Gulf Breeze entry.
Biggest Risk
A pending or surprise special assessment from the structural-inspection law, or buying expecting rental income the association does not allow.
Best Lot
Unit floor, layout, and proximity to the pool and Shoreline Park vary; weigh those rather than a yard.
Smart Timing
An affordable, owner-occupied condo in a top school zone draws steady demand; the key variable is the building's reserve and assessment status.
Deep-Dive Intelligence

The full read, only if you want it.

The takeaway

On mobile, tap any heading below to open it. This is the home by home, lot by lot, club and renovation detail, organized so you can jump straight to what matters to you.

Community Details at a Glance

Sailwind is an established condominium community at 1100 Shoreline Drive in Gulf Breeze proper (Santa Rosa County, 32561), near Shoreline Park, built in 1981, with roughly 80 two- and three-bedroom units (about 980 to 1,200 square feet) in garden-style buildings. It is a residential, owner-occupied community: the association strictly limits leasing (a reported two-year minimum and one-rental-per-ownership rule), so it is not a vacation-rental building. The condo fee is reported around $275 to $425 a month covering water, sewer, trash, basic cable, exterior insurance, grounds, and the pool; no CDD applies. As a 1981 coastal building, it is subject to Florida's milestone-inspection and reserve law, the key diligence item. The appeal is an affordable entry into the top Gulf Breeze school zone near the beach. Schools are in the Santa Rosa County School District; confirm assignments by address.

Sailwind Homes For Sale

What your money buys in Sailwind.

The takeaway

Three honest price bands. Condition and lot, not the square footage alone, decide where a home lands.

Here are the broad resale bands in Sailwind today. The right home is the one matched to your budget and the renovation math, so seeing fitting listings early is the edge.

Entry: two-bedroom units
$218K to $259K

The lower end is the two-bedroom units (around 980 square feet), with recent sales and listings around $215,000 to $287,000 (Redfin / ERA, 2022-2025), well below the broader 32561 median.

Lowest entry
Mid: larger two-bedroom and updated units
$259K to $280K

The core is updated two-bedroom units, commonly listed in the high $270,000s to high $280,000s (Redfin, 2025), an affordable entry into the Gulf Breeze school zone at roughly $285 to $295 per square foot.

Most inventory
High: three-bedroom units
$280K to $280K

The top is the three-bedroom units (around 1,200 square feet), which carry a premium over the two-bedroom plans. Floor, layout, and condition separate these; comp within the community.

Strongest resale

Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

See Off-Market & Private Listings
What Your Money Buys

What ~$267K buys here.

Three realistic price bands. Where a home lands comes down to condition and lot, not square footage alone.

$218K to $259K
Entry: two-bedroom units
The lower end is the two-bedroom units (around 980 square feet), with recent sales and listings around $215,000 to $287,000 (Redfin / ERA, 2022-2025), well below the broader 32561 median.
$259K to $280K
Mid: larger two-bedroom and updated units
The core is updated two-bedroom units, commonly listed in the high $270,000s to high $280,000s (Redfin, 2025), an affordable entry into the Gulf Breeze school zone at roughly $285 to $295 per square foot.
$280K to $280K
High: three-bedroom units
The top is the three-bedroom units (around 1,200 square feet), which carry a premium over the two-bedroom plans. Floor, layout, and condition separate these; comp within the community.

Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

Operator Intelligence

Renovation & Resale Intelligence

The factors that actually move value in Sailwind, condition, lot, and the renovation math, read from current listings and recent sales.

15-Second Take
  • Renovation math decides the deal
  • Better lots and views resell strongest
  • Roof and HVAC age drive the insurance quote
  • Interior lots are where buyers overpay
Proprietary Data

The renovation premium.

Renovated-listing inventory in Sailwind is too thin right now to compute a reliable renovation premium. We read condition home by home against real comps before you offer.

Unit Value

The unit premium.

In a condo the value the market gives back at resale is set by the unit, not a lot: the floor, the view line (direct versus partial), and the exposure. The interior can be renovated, but the floor and view cannot, so higher floors and better views hold their value better. How much more they command varies by building, line, and condition, which is why we read it unit by unit against real comparable sales rather than a single headline figure.

Jon Brooks, Momentum Realty
Operator Note

Most buyers overpay on interior lots in the back half of the community. A sharp renovation can distract you, but the weaker resale position follows the lot, not the finishes. We read the homesite before the kitchen.

Resale Strength Scorecard

How well Sailwind holds value.

Our read on the factors that protect resale here, and the one to manage.

No CDD on the tax billStrong
Central Intracoastal West locationStrong
Scarce golf and lake homesitesStrong
$30M club reinvestment to 2028Positive
All-resale 1990s conditionManage it

Momentum analysis based on the community's structure, location, lot scarcity, and housing stock. Not a guarantee of future value.

Jon Brooks, Momentum Realty
Operator Note

The strongest value pocket is usually a renovated home on a good lot priced just under the next tier up. Buyers chasing the single biggest house often pay top prices for what is really a renovation project.

5 Mistakes Buyers Make in Sailwind

15-Second Take
  • Calling the listing agent (who works for the seller)
  • Misjudging the renovation budget
  • Overpaying for an interior lot
  • Underbudgeting the carrying costs
  • Skipping the roof, HVAC, and systems check

The same five mistakes cost buyers the most in any market. Every one is avoidable with the right preparation before you tour.

Sailwind Condominiums1

Calling the listing agent

The agent on the sign works for the seller. In a market where condition swings price by hundreds of thousands, negotiating against that agent with no one in your corner is the costliest move of all.

Sailwind Condominiums2

Misjudging the renovation math

A dated home looks like a deal until you price the roof, HVAC, pool, and full modernization honestly. Underbudget the reno and the bargain becomes the expensive house.

Sailwind Condominiums3

Overpaying for an interior lot

A premium homesite (water, preserve, or a preferred position) carries a real, durable premium. Pay a top price for an interior lot and you are buying the weakest version of the value.

Sailwind Condominiums4

Underbudgeting the carrying costs

Two similar homes can cost very differently to own once the HOA, any CDD, insurance, and upkeep are priced in. Buyers who do not run the full monthly carrying cost misread the real number.

Sailwind Condominiums5

Skipping the systems check

An older home means older systems unless updated. Roof age, HVAC age, pool equipment, and prior renovations drive both price and insurability, and a thorough inspection matters more here than in a new build.

“

Sailwind is an affordable, owner-occupied Gulf Breeze condo in a top school zone. The honest read is the building's structural-inspection and reserve status, not the sticker.

Jon Brooks · Founder, Momentum Realty
Momentum Intelligence

Momentum Buy Score.

Our proprietary 0 to 10 read across the five factors that decide how a home here buys, holds, and resells.

7.4B · Buy Score
Resale Strength7.4/10
Renovation Risk6.4/10
Location Efficiency8.2/10
Long-Term Defensibility7.6/10
Carrying Cost Advantage7.4/10

Momentum Intelligence Scores are our proprietary, qualitative assessment based on the analysis on this page, on a 0 to 10 scale. They are a framework for comparing communities, not a guarantee of future value or advice on a specific home.

Momentum Housing Intelligence

Why our read on Sailwind is different.

Most pages on this community are an automated estimate wrapped in stock copy. This one is built from the live Pensacola MLS feed, fourteen years of closed sales, and a renovation-by-renovation read of what actually moves value here, lot by lot. No Zestimate, no guesswork.

Live Pensacola MLS feed14 years of closed salesRenovation-premium analysisLot-by-lot, no automated estimates
Jon Brooks, founder of Momentum Realty. A housing economist with a background in real estate investment banking at Deutsche Bank and consulting at Ernst & Young, who has built and analyzed Northeast Florida real estate from the ground up.
About the analyst · Our methodology

Which Lots & Views Hold Value Best

Proprietary Data · Unit Value Map

Where the value actually sits. Each home is shaded by its price per square foot (a value read, not just a price) and ringed by lot type, so you can see at a glance which pockets carry a real, durable premium and where a renovation play makes sense.

Value ($/sqft)
$261 value$401 premium

Fill = price per square foot; ring = by realized $/sqft per unit. Sold homes are shown by realized $/sqft (lot type not always recorded). Asking and recent-sold figures from Pensacola MLS; for orientation, not an appraisal.

15-Second Take
  • It is a condo: weigh floor, layout, and unit condition.
  • The building's reserves and inspection status are the asset risk.
  • Proximity to the pool and Shoreline Park varies by unit.

Sailwind is a condominium, so there is no lot to read; the equivalent is the unit and the building. Weigh the unit's floor, layout, and condition, its proximity to the pool and Shoreline Park, and, most of all, the building's milestone-inspection and reserve status, which is the real risk on a 1981 coastal condo. A healthy reserve and a completed inspection are what protect value here.

The 15-Second Verdict

Sailwind in 15 seconds.

Best forOwner-occupants who want an affordable Gulf Breeze condo in a top school zone with low-maintenance living.
Strong onSchools, price, and stability: a top Gulf Breeze school zone, below-median pricing, a modest condo fee, and an owner-occupied community.
WatchThe 1981 building's milestone-inspection and reserve status (possible assessment), and strict leasing limits.
Not forInvestors wanting rental income, buyers who want a single-family yard, or anyone who will not verify the building's structural status.
The edgeThe strict no-short-term-rental rule keeps the community owner-occupied and stable, a real plus for a primary residence.

HOA, CDD & Fees

15-Second Take
  • Owner-occupied by rule; strict leasing limits.
  • Condo fee reported ~$275 to $425/month; no CDD.
  • 1981 building, subject to Florida's condo-safety law.
  • Request the milestone inspection and reserve study.
  • Top Gulf Breeze schools at an affordable price.

The monthly condo fee is reported at roughly $275 to $425 depending on the unit, covering water, sewer, trash, basic cable, exterior building insurance, grounds, the pool, the community room, and management; no CDD applies. The most important financial item is structural: as a 1981 coastal building, Sailwind is subject to Florida's milestone-inspection and reserve law, so request the inspection report, the reserve study, and any pending special assessment before buying.

The condo fee covers exterior insurance, water, sewer, trash, basic cable, grounds, the pool, and the community room. Confirm the current fee, the reserves, and any assessment for the specific unit.

Amenities are a community pool and community room with grounds maintenance; the appeal is low-maintenance living near Shoreline Park and the beach, not a resort package.

Run Your Numbers

Tools for a Sailwind buy.

Free calculators to pressure-test the real cost before you tour.

Mortgage paymentPrincipal, interest, taxes, and insurance on a specific price.Property taxSanta Rosa County millage and the homestead picture.Rent vs buyThe breakeven on owning in Sailwind.Save Our HomesProject your homestead tax cap over time.
The takeaway

Selling here is won on condition and view, not the Zestimate. The right number comes from closed comps matched to your renovation level and lot.

Selling in Sailwind

Selling in Sailwind? Lead with the schools, the price, and a clean reserve picture.

Your buyer is an owner-occupant drawn to a top Gulf Breeze school zone at an affordable price. Document the school zone, the condo fee, and the building's milestone-inspection and reserve status, then price to recent in-community sales.

Momentum listings (YTD)
97.98%
Sold-to-list ratio across our market for our agents, sellers keeping more of their price.
Market average (YTD)
96.73%
The broader metro average sold-to-list ratio over the same period.
Momentum days on market
64 days
Median days on market for our listings, faster sales mean less carrying cost and stronger leverage.
Market days on market
72 days
The broader metro median over the same period.

Sold-to-list and days-on-market figures reflect Momentum Realty listings versus our market average, year to date. Your home's result depends on pricing, condition, lot, view, and preparation.

In Sailwind, condition and view decide your number

Because buyers here are weighing your home against renovated comps and cross-shopping Sailwind, a home priced to the community average instead of its true condition and view either leaves money on the table or sits. A renovated kitchen, newer roof and HVAC, and a golf or lake view all deserve to show up in your price, and a buyer pool reading renovation math needs to be shown why your home is worth it. We build that case with real comps and a pricing strategy for the current market.

What is your Sailwind home worth?

Get a no-obligation home value based on real comparable sales in Sailwind matched to your condition, lot, and view, 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 the full Sailwind home value & selling guide, recent comps, fees, and 2026 timing →

Real comps, not a Zestimate.

Price History: What Homes Here Have Actually Sold For

Median sale prices in Sailwind Condominiums year by year since 2012, from closed MLS sales. A long track record beats a single estimate, showing what this community has really done through rate cycles rather than what a model predicts.

Sailwind Market Scorecard

Strong buyer's market

Sailwind is currently a strong buyer's market. About 15.0 months of supply, a median asking price of $276,500, and homes go under contract in about 75 days.

15.0
Months supply
$276,500
Median list
$267,000
Median sold
$250
Per sqft
75
Days on mkt
5/1/4
Active/Pend/Sold

Typical home value in the 32561 ZIP is $684,427, about 15.7% above the Florida norm (Zillow Home Value Index).

Zoom out for the wider market: ZIP market scorecard · county scorecard.

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

Frequently Asked Questions

Can I rent out a unit at Sailwind?
Only on a long-term basis, and rarely. The association strictly limits leasing, with a reported two-year minimum and a one-rental-per-ownership policy, so Sailwind is an owner-occupant community, not a vacation-rental or investor building. Confirm the current rules in the condo documents.
Is Sailwind a vacation-rental building?
No. It is the opposite: short-term rentals are not permitted and leasing is strictly limited, which keeps the community owner-occupied and stable.
What is the most important thing to check before buying at Sailwind?
The building's structural status. As a 1981 coastal condo over three stories, Sailwind is subject to Florida's milestone-inspection and reserve-funding law; request the inspection report, the reserve study, and any pending special assessment before you write.
What does the Sailwind condo fee cover?
The fee, reported around $275 to $425 a month depending on the unit, covers water, sewer, trash, basic cable, exterior building insurance, grounds, the pool, the community room, and management. Confirm the current fee and reserves for the specific unit.
Does Sailwind have a CDD?
No CDD applies to Sailwind. The recurring cost is the monthly condo fee, plus taxes and any owner-required insurance.
How much do units at Sailwind cost?
Two-bedroom units have sold and listed roughly $215,000 to $287,000 (Redfin / ERA, 2022-2025), well below the broader 32561 median, with three-bedroom units higher. Confirm current pricing with recent in-community comps.
What schools serve Sailwind?
Sailwind is in the Santa Rosa County School District, feeding the top-rated Gulf Breeze schools (Gulf Breeze Elementary, Gulf Breeze Middle, and Gulf Breeze High). Confirm the exact assignment by address with the district.
How old is Sailwind?
The community was built in 1981, so the buildings are coastal and over 40 years old, which is why the structural-inspection and reserve status is the key diligence item.
How far is Sailwind from the beach?
Pensacola Beach is about ten to fifteen minutes via the Bob Sikes Bridge, with Gulf Breeze retail a few minutes away and downtown Pensacola eleven to fifteen minutes over the bay bridge.
What should I check before buying at Sailwind?
Request the milestone-inspection report and reserve study and ask about any special assessment, confirm the leasing rules and the condo fee, verify the school zone, and confirm the building's master insurance and any owner-required coverage.
Is Sailwind a good investment?
As an owner-occupant home, it offers affordable Gulf Breeze living in a top school zone, but it is not an income property given the leasing limits, and the older building's reserve and assessment status is the key variable. Verify the structural picture; this is not a guarantee of future value.
Should I use the listing agent to buy at Sailwind?
No. The listing agent works for the seller. On an older coastal condo where the reserve and assessment status swings value, having your own representation to read the building's finances is the highest-leverage decision you make.
The Verdict

Should you buy in Sailwind?

An honest fit check. We will tell you when it is not your community.

You are an owner-occupant who wants an affordable Gulf Breeze condo in a top school zoneExcellent fit
You value low-maintenance living near Shoreline Park and the beachExcellent fit
You prefer a stable, owner-occupied community over a rental-heavy buildingExcellent fit
You want short-term or flexible rental incomeProbably not
You want a single-family home with a yardProbably not
You will not verify the building's structural-inspection and reserve statusProbably not

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Sailwind Condominiums median home price history from 2012 to 2026 — chart by Momentum Realty
Median sale price in Sailwind Condominiums, Florida by year (2012–2026). Source: Momentum Realty.
Photography on this page is sourced from active and recently sold MLS listings in this community and remains the property of the listing brokerage and/or photographer. Source: Listing data provided by the Multiple Listing Service of the Pensacola Association of REALTORS®. Information deemed reliable but not guaranteed.

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