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Neighborhood · Sarasota, Florida

Deer Hollow

Right-Sized Living Close to Everything Sarasota

3

Homes for sale

$384,900

Median list price

$345

Avg price / sqft

4

Median days on market

Search Deer Hollow on the map

Deer Hollow is a compact, practical pocket of Sarasota where modestly sized single-family homes make ownership attainable without drifting far from the action. With a median home size around 1,196 square feet and a low $45/month HOA, it draws buyers who want a tidy, low-fuss base near the Gulf and downtown — a short hop from Arlington Park, the Rosemary District, and the beaches of Lido Key. It's the kind of neighborhood that works for first-time buyers and downsizers alike.

The market here moves fast and rewards decisiveness. With only 3 active listings, a median list price of $384,900, and homes going under contract in a median of 4 days, there's little room to dawdle. Sellers are getting about 97% of asking, so if you're shopping Sarasota homes for sale in this price band, come ready with financing lined up and a clear sense of your number.

Deer Hollow is a community in Sarasota, Florida.

Quick facts

$349,000 – $465K price range

1,196 sqft median home

$45/mo median HOA

$2,348/mo median rent

11 sold in 12 months

Drive times

Downtown Tampa≈ 58 min
Tampa Int’l Airport (TPA)≈ 67 min

On the market now

Homes for sale in Deer Hollow

Every active listing inside the Deer Hollow boundary

Open full map search →

Find your fit

Browse Deer Hollow

By feature — on the live map

Where the market lives

2
1
$300K–$400K$400K–$500K

The numbers that matter

The Deer Hollow market

11

Sold, last 12 months

$347,500

Median sold price

97%

Sale-to-list ratio

What sellers actually get vs asking

54 days

Median time to sell

Deer Hollow vs Sarasota

Median list price

Deer Hollow$385K
Sarasota Co.$550K

Price per sqft

Deer Hollow$345
Sarasota Co.$485

Days on market

Deer Hollow4d
Sarasota Co.85d

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

▲ 2.0% yr/yr

$270K$377K$484KOct ’23May ’26

Homes sold per month

023Feb ’24May ’26

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

For the school run

Schools Deer Hollow is zoned for

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

What it really costs

Owning here

Owning the median Deer Hollow home

≈ $2,595/mo

Principal & interest $2,028
Property tax $312
HOA / fees $45
Insurance (est.) $210

$384,900 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.

$45/mo

Median HOA

From current listings inside the boundary

$2,348/mo

Median rent

Homes for rent inside the boundary

Population

1,534

Median age

41

Median income

$82,537

Median home value

$353,000

Beyond the listings

Living in Deer Hollow

Active

Top 7% in the U.S.

Fitness Obsession

Passionate about strength training, this population relies heavily on the encouragement of the exercise community. While these people seek the latest fitness techniques, they're also interested in supplements and equipment.

Food & Drink

Top 7% in the U.S.

Fueling for Fitness

A population characterized by healthy eating. Often pre-planning for meals for the purpose of fitness and convenience. Likely to participate in meal prep trends.

Appearance oriented

Top 8% in the U.S.

Trend Trackers

This population lives as fast as the culture. They like to keep up with the latest trends, especially when it comes to apparel and accessories.

Entertainment

Top 14% in the U.S.

Lighthearted Fun

This population is all about keeping the mood light and good, clean fun. Common activities include spending time outdoors, catching up with friends, and dancing.

Appearance oriented

Top 17% in the U.S.

Fitness Fashion

Workout clothes aren't just for working out anymore. This population enjoys wearing name-brand athletic apparel for fashion and functional purposes.

Relationships

Top 17% in the U.S.

Girl Squad

From girls night out to a movie night in with their closest gal pals, this population is all about getting the girls together for an evening of fun.

Straight answers

Deer Hollow FAQs

Is Deer Hollow a good place to live?+

It suits buyers who want a right-sized home with a central Sarasota location and low overhead. The neighborhood is close to Arlington Park and a quick drive to Gulf beaches, with assigned schools including Gocio Elementary, Booker Middle, and Booker High. The $45/month median HOA keeps things simple.

Is Deer Hollow expensive?+

Compared to much of coastal Sarasota, it's relatively affordable, with a median list price of $384,900 and active listings ranging from $349,000 to $465,000. There are no $1M+ or luxury listings here right now, making it a practical entry point for the area.

What do homes cost in Deer Hollow?+

Expect to pay around $345 per square foot, with a median home size of about 1,196 square feet. Over the last 12 months, 11 homes sold at a median price of $347,500, and current list prices run from $349,000 to $465,000.

How is the market in Deer Hollow?+

It's fast and competitive on limited supply — just 3 homes are active, and the median days on market is only 4. Sellers are averaging 97% of asking, so strong, well-prepared offers win here.

What about HOA fees and property taxes?+

The median HOA runs a modest $45/month, well below many Sarasota communities. Property taxes come in around $3,743 per year at current values, and the median rent in the area is $2,195/month if you're weighing renting against buying.

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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