Neighborhood · Sarasota, Florida
Holiday Harbor
Waterside living on Sarasota's quiet south side
2
Homes for sale
$1,422,500
Median list price
$502
Avg price / sqft
83
Median days on market
Holiday Harbor is a small, low-key pocket of Sarasota where homes come with pools and the pace runs slower than the busier corners of the city. You're close enough to reach Lido Key's beaches and the galleries of the Rosemary District, while neighborhoods like Arlington Park and Sky Ranch sit nearby for everyday errands and green space. It's the kind of place that rewards people who want space and privacy without giving up proximity to the rest of Sarasota.
This is a thin market by design — just two homes are active right now, with a median list price of $1,422,500 and a range from $895,000 to $1,950,000. The single sale in the past year closed at $2,000,000, and listings here tend to sit, with a median 72 days on market and sellers landing around 87% of asking. For a buyer, that means room to negotiate, but also patience: inventory is scarce and when something right comes up, it moves on your timeline, not the market's.
Holiday Harbor is a community in Sarasota, Florida.
Quick facts
$895,000 – $1.9M price range
2,733 sqft median home
$4,500/mo median rent
1 sold in 12 months
Drive times
On the market now
Homes for sale in Holiday Harbor
$1,950,000
7780 HOLIDAY DRIVE N, SARASOTA
4 bd · 2.5 ba · 3,269 sqft
$895,000$950,000
7860 HOLIDAY DRIVE, SARASOTA
3 bd · 2.5 ba · 2,196 sqft
Every active listing inside the Holiday Harbor boundary
Open full map search →Find your fit
Browse Holiday Harbor
By feature — on the live map
Where the market lives
The numbers that matter
The Holiday Harbor market
1
Sold, last 12 months
$2,000,000
Median sold price
87%
Sale-to-list ratio
What sellers actually get vs asking
3 days
Median time to sell
Holiday Harbor vs Sarasota
Median list price
Price per sqft
Days on market
Live Stellar MLS data — every listing and closed sale inside the Holiday Harbor boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Holiday Harbor is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Holiday Harbor home
≈ $8,335/mo
$1,422,500 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$4,500/mo
Median rent
Homes for rent inside the boundary
Population
186
Median age
44
Median income
$145,556
Median home value
$655,700
Beyond the listings
Living in Holiday Harbor
Food & Drink
Top 5% in the U.S.Coffee Connoisseur
Morning java. Cup of Joe. Caffeine in an IV. Whatever they call it, this population loves coffee and the culture around it.
Hobbies & Interests
Top 11% in the U.S.Handcrafted
The only thing more beautiful than handmade decor? The hands that made it. This population appreciates the time and care put into one-of-a-kind pieces.
Beliefs
Top 15% in the U.S.Mindfulness & Spirituality
Seeking peace and well-being through meditation, gratitude and spirituality.
Attitudes
Top 18% in the U.S.Deal Seekers
These people are hunting discounts, contests, and promotions. The population loves a good sale, and they can't wait to share their bargain finds and winnings with friends and family.
Hobbies & Interests
Top 20% in the U.S.Bookish
Always seeking the next book, article, or poem to read, this activity is prevalent in areas where reading is a way of life. Although a solo activity, the expression of the love of books is a bonding, communal experience.
Culture
Top 21% in the U.S.Artistic Appreciation
Galleries, city murals, and skillful latte art gets this population excited. They're always on the lookout for creative expression.
Straight answers
Holiday Harbor FAQs
Is Holiday Harbor a good place to live?+
It suits buyers who want a quiet, pool-oriented neighborhood with easy access to the rest of Sarasota. You're close to Lido Key's beaches and nearby parks, and homes are assigned to Gulf Gate Elementary, Brookside Middle, and Riverview High School. The trade-off is scale — this is a small community, not a bustling one.
Is Holiday Harbor expensive?+
Yes, it sits firmly in Sarasota's upper tier. The median list price is $1,422,500, and the one home sold in the past year closed at $2,000,000. Active prices run from $895,000 up to $1,950,000.
What do homes cost in Holiday Harbor?+
Current listings average about $502 per square foot, with a median home size of 2,733 square feet. That puts most homes well into seven figures, and both active properties include a pool. For wider options across the city, it's worth comparing with other Sarasota homes for sale.
How is the market here?+
It's slow-moving and tight on supply, with just two active listings and a median 72 days on market. Sellers have averaged 87% of asking, so buyers who do their homework have genuine negotiating room. Because turnover is so low, timing matters more than competition.
What about HOA fees and property taxes?+
There's no HOA figure on record for the active listings, so carrying costs here lean on taxes rather than association dues. The median annual property tax runs about $7,560. If you're weighing a rental instead, the median rent in the area is around $4,500 a month.
Keep exploring
More Sarasota 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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