Neighborhood · Longboat Key, Florida
Conquistador Bayside
Bayside living near the south end of the key
1
Homes for sale
$864,000
Median list price
$415
Avg price / sqft
48
Median days on market
Conquistador Bayside sits on the bay side of the south end of Longboat Key, where the pace is quiet and the water is never far. It's the kind of pocket where neighbors know each other and the barrier-island rhythm — beach mornings, sunset boat rides — sets the tone. Nearby you'll find established communities like Country Club Shores and Emerald Harbor, giving the area a settled, residential feel just minutes from the Gulf.
The market here is tight and moves quickly. There's currently a single active listing at $864,000, while the eight homes sold over the past year closed at a median of $1,295,000 — a reminder that turnover is low and buyers should be ready to act. With homes averaging $415 per square foot and going under contract in about 13 days, this is a place where the right property doesn't sit for long.
Conquistador Bayside is a community in Longboat Key, Florida.
Quick facts
$864,000 – $864K price range
2,084 sqft median home
$8,800/mo median rent
8 sold in 12 months
Drive times
On the market now
Homes for sale in Conquistador Bayside
Every active listing inside the Conquistador Bayside boundary
Open full map search →Find your fit
Browse Conquistador Bayside
By feature — on the live map
The numbers that matter
The Conquistador Bayside market
8
Sold, last 12 months
$1,295,000
Median sold price
93%
Sale-to-list ratio
What sellers actually get vs asking
45 days
Median time to sell
Conquistador Bayside vs Longboat Key
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 59.5% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Conquistador Bayside boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Conquistador Bayside is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Conquistador Bayside home
≈ $5,374/mo
$864,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$8,800/mo
Median rent
Homes for rent inside the boundary
Population
329
Median age
71
Median income
$157,125
Median home value
$399,500
Beyond the listings
Living in Conquistador Bayside
Lifestyles
Top 9% in the U.S.Wealth Signaling
Interested in the finer things life has to offer, this population wants to display their lifestyle by discussing luxury products. Often references jewelry, cars, and home features.
Culture
Top 13% in the U.S.Sites to See
This population finds the most beautiful sites just by looking up. Sunrise, sunset or sometime in between, these people love to marvel at man-made and natural wonders.
Beliefs
Politically Engaged
Politically aware, this population is interested in civic issues on both the local and national level. They often discuss candidates for office, taxes, and political ideologies.
Beliefs
Conservation
Good stewards of the earth, this population advocates for a cleaner environment and responsible use of resources. They often encourage others to recycle and use clean energy.
Relationships
Networking
Driven to succeed in the business world, this population seeks to progress in their career through networking happy hours, summits, and connecting with other professionals online.
Relationships
Happily Ever After
Whether it's the stress of wedding planning or looking back on that special day, this population has their eyes and hearts focused on lifelong commitment.
Straight answers
Conquistador Bayside FAQs
Is Conquistador Bayside a good place to live?+
It's a quiet, water-oriented pocket on the south end of the key, surrounded by established neighborhoods like Sleepy Lagoon and Long Beach. Buyers who want a calm residential island lifestyle with the Gulf and bay minutes away tend to love it here. The low turnover — only eight sales in the past year — speaks to how much people stay put.
Is Conquistador Bayside expensive?+
It sits firmly in the Longboat Key luxury range: the current active listing is priced at $864,000, and homes sold over the last year did so at a median of $1,295,000. Expect to pay around $415 per square foot for a home of about 2,084 square feet. Compared to the broader Longboat Key market, it's competitive but attainable relative to the island's waterfront tiers.
What do homes cost in Conquistador Bayside?+
Right now there's one home on the market at $864,000, while recent closings ran higher at a $1,295,000 median sold price. At roughly $415 per square foot and a typical home size near 2,084 square feet, pricing depends heavily on the specific property and its water access. Inventory is thin, so what's available can shift week to week.
How is the market in Conquistador Bayside?+
It's a fast, low-supply market — homes here went under contract in a median of about 13 days over the past year. With eight sales closing at a median of $1,295,000 and sellers netting around 93% of asking, buyers should come prepared with a strong, realistic offer. When a home you like appears, don't wait.
What about HOA fees and property taxes?+
Median property taxes in the area run about $7,346 per year. HOA figures aren't currently available for the neighborhood, so it's worth confirming any community dues on a specific listing. For those exploring rentals, the median rent in the area is around $8,800 per month, reflecting the island's premium positioning.
Keep exploring
More Longboat Key neighborhoods
Neighborhood boundary by edgeAI; listings matched to the polygon. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
Never miss a listing
New Conquistador Bayside homes, in your inbox
A daily digest of new Longboat Key listings — straight from the MLS. Unsubscribe anytime.