Eric Chery
Map of Dream Island
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Neighborhood · Longboat Key, Florida

Dream Island

Waterfront island living on Longboat Key's north end

2

Homes for sale

$949,450

Median list price

$682

Avg price / sqft

55

Median days on market

Search Dream Island on the map

Dream Island sits on the northern stretch of Longboat Key, a small canal-laced neighborhood where boat access and Gulf-Coast quiet are the whole point. It shares its corner of the island with pockets like Sleepy Lagoon and Long Beach, and buyers here tend to want single-family homes near the water rather than the high-rise condo life farther south. Pool decks and dock lines define the day-to-day.

The market is intentionally thin — just two active listings right now, both clustered tightly around $949,000. Over the past year only three homes sold, at a median of $935,000, and sellers averaged 85% of asking, so there's real room to negotiate if you're patient. With a median 55 days on market, this isn't a bidding-war neighborhood; it rewards buyers who know exactly what waterfront features they want, whether that's the deeper canals near Emerald Harbor or the boating setup of Country Club Shores.

Dream Island is a community in Longboat Key, Florida.

Quick facts

$949,000$950K price range

1,401 sqft median home

$2,190/mo median HOA

$11,500/mo median rent

3 sold in 12 months

On the market now

Homes for sale in Dream Island

Every active listing inside the Dream Island boundary

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Find your fit

Browse Dream Island

The numbers that matter

The Dream Island market

3

Sold, last 12 months

$935,000

Median sold price

85%

Sale-to-list ratio

What sellers actually get vs asking

99 days

Median time to sell

Dream Island vs Longboat Key

Median list price

Dream Island$949K
Longboat Key Co.$960K

Price per sqft

Dream Island$682
Longboat Key Co.$844

Days on market

Dream Island55d
Longboat Key Co.95d

Median sold price — 3-yr, 3-mo rolling

65.1% yr/yr

$1.0M$2.0M$3.0MJul ’23Sep ’25

Homes sold per month

012Jul ’23Sep ’25

Live Stellar MLS data — every listing and closed sale inside the Dream Island boundary. Rolling medians smooth single-month swings in small communities.

For the school run

Schools Dream Island is zoned for

Attendance boundaries overlapping this community — always verify zoning with the district.

What it really costs

Owning here

Owning the median Dream Island home

$8,081/mo

Principal & interest $5,002
Property tax $679
HOA / fees $2,190
Insurance (est.) $210

$949,450 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.

$2,190/mo

Median HOA

From current listings inside the boundary

$11,500/mo

Median rent

Homes for rent inside the boundary

Population

41

Median age

70

Median income

$117,267

Median home value

$652,300

Beyond the listings

Living in Dream Island

Lifestyles

Top 15% 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.

Food & Drink

Top 17% in the U.S.

Trendy Eats

Meals are a social experience, and these foodies take it to the next level. This population can't wait to snap a pic of their plate and share it before chowing down.

Relationships

Top 18% in the U.S.

Love & Romance

Love is in the air when this population is present. Includes people expressing their feelings for significant others in special ways. Common activities include anniversaries and date nights.

Hobbies & Interests

Wanderlust

Always thinking about their next destination, this population loves exploring new places abroad or right in their own backyard. They hold onto past trips by sharing their favorite memories and pictures year round.

Beliefs

Local Engagement

These citizens want to make their neighborhood a better, more beautiful place to live. They're attentive to the needs and affairs of the local community.

Culture

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.

Straight answers

Dream Island FAQs

Is Dream Island a good place to live?+

It's a small, water-oriented neighborhood on the north end of Longboat Key, ideal if you want a single-family home with dock and pool access rather than condo living. Both current listings have pools and one is waterfront, which is typical of the area's appeal. Assigned schools include Anna Maria Elementary, Martha B. King Middle, and Bayshore High School.

Is Dream Island expensive?+

Yes — it's a premium Gulf-Coast island market, with both active homes listed right around $949,000 and an average of $682 per square foot. That said, homes here sold at a median of $935,000 over the past year, and sellers took about 85% of asking, so the effective entry point can land below the list.

What do homes cost in Dream Island?+

The two active listings sit in a narrow band from $949,000 to $949,900, with a median list of $949,450 on a median home size of 1,401 square feet. Compared to nearby Country Club Shores, pricing here is concentrated rather than spread across many options.

How is the market in Dream Island?+

It's a low-volume, patient market — just three homes sold in the last 12 months and two active today, with a median 55 days on market. Because sellers averaged 85% of asking, buyers who wait for the right home have genuine negotiating leverage.

What about HOA fees and property taxes?+

Expect a median HOA of about $2,190 per month and median annual property taxes near $8,148. Those carrying costs are meaningful, so factor them into your budget alongside the roughly $935,000 median sold price.

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.

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