Jennifer Reinbolt
Map of Pleasant Street
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Neighborhood · Gainesville, Florida

Pleasant Street

Historic character just west of downtown

4

Homes for sale

$319,000

Median list price

$265

Avg price / sqft

68

Median days on market

Search Pleasant Street on the map

Pleasant Street is one of Gainesville's oldest neighborhoods, sitting a short walk from downtown and full of the kind of historic streetscape you won't find in the newer subdivisions out toward Haile Plantation or Oakmont. It shares the walkable, tree-lined feel of nearby Duckpond, with homes that lean smaller and more characterful than the typical suburban build. If you want to be close to the center of things without paying a premium for a big-lot subdivision, this pocket makes a strong case.

The market here is small and moves at a measured pace — there are just 4 active listings right now, with a median list price of $319,000 and homes taking a median of 68 days to sell. Over the past year 9 homes changed hands at a median of $300,000, and sellers collected about 92% of asking on average, so there's genuine room to negotiate. Browse Gainesville homes for sale or watch this pocket on the live map to catch new listings early.

Pleasant Street is a community in Gainesville, Florida.

Quick facts

$220,000$399K price range

1,099 sqft median home

$681/mo median HOA

$2,400/mo median rent

9 sold in 12 months

On the market now

Homes for sale in Pleasant Street

Every active listing inside the Pleasant Street boundary

Open full map search →

Find your fit

Browse Pleasant Street

By feature — on the live map

Where the market lives

2
2
$200K–$300K$300K–$400K

The numbers that matter

The Pleasant Street market

9

Sold, last 12 months

$300,000

Median sold price

92%

Sale-to-list ratio

What sellers actually get vs asking

20 days

Median time to sell

Pleasant Street vs Gainesville

Median list price

Pleasant Street$319K
Gainesville Co.$295K

Price per sqft

Pleasant Street$265
Gainesville Co.$208

Days on market

Pleasant Street68d
Gainesville Co.45d

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

13.2% yr/yr

$180K$320K$460KSep ’23Apr ’26

Homes sold per month

024Sep ’23Apr ’26

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

For the school run

Schools Pleasant Street is zoned for

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

What it really costs

Owning here

Owning the median Pleasant Street home

$3,015/mo

Principal & interest $1,681
Property tax $443
HOA / fees $681
Insurance (est.) $210

$319,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.

$681/mo

Median HOA

From current listings inside the boundary

$2,400/mo

Median rent

Homes for rent inside the boundary

Population

546

Median age

25

Median income

$30,241

Median home value

$370,400

Beyond the listings

Living in Pleasant Street

Culture

Top 1% 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.

Appearance oriented

Top 1% in the U.S.

Body Art

Who says the body isn't a canvas? This population loves talking about tattoos, body art and piercings.

Lifestyles

Top 2% in the U.S.

Student Life

There's more to student life than academics. It's about the experience - from classes and homecoming, to making lifetime friends and alumni events. These are students at school, taking classes online, or finding other ways to be students in their daily lives.

Hobbies & Interests

Top 2% in the U.S.

Animal Advocates

Passionate about animal welfare, this population wants to know how best to care for their own pets (with toys and training) and help other animals find their fur-ever home.

Hobbies & Interests

Top 3% 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.

Relationships

Top 4% in the U.S.

Family Time

Family time is always a good time for these folks. Whether it's a family vacation or making ice cream sundaes at home, this population loves spending time with the people closest to them.

Straight answers

Pleasant Street FAQs

Is Pleasant Street a good place to live?+

It's a good fit if you value being close to downtown Gainesville and prefer historic character over a large suburban lot. The neighborhood is walkable and centrally located, though it's smaller and more urban in feel than communities like University Park. Families should note the area is zoned for Gainesville High School and Westwood Middle.

Is Pleasant Street expensive?+

No — with a median list price of $319,000 and a range from $220,000 to $399,000, it sits well below Gainesville's premium neighborhoods. The average price per square foot runs about $265, reflecting the smaller, older homes here rather than new construction.

What do homes cost on Pleasant Street?+

Active listings currently range from $220,000 to $399,000 with a median of $319,000, and over the past year 9 homes sold at a median of $300,000. Most homes are compact, with a median size around 1,099 square feet.

How is the market here?+

It's a small, steady market — just 4 homes are active right now, and they take a median of 68 days to sell. With sellers collecting about 92% of asking on average, buyers have meaningful negotiating room, so it pays to watch the live map for new listings.

What about HOA fees and property taxes?+

The median property tax here runs about $5,310 per year. Note that the median HOA figure of $681 per month reflects the small sample and likely specific attached or condo listings — most historic single-family homes in the area carry little or no HOA, so verify per property.

Keep exploring

More Gainesville 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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