
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
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

$399,000
314 NW 2ND AVENUE, GAINESVILLE
3 bd · 1 ba · 1,509 sqft

$299,000$325,000
408 W UNIVERSITY AVENUE UNIT 7B, GAINESVILLE
2 bd · 2 ba · 1,100 sqft

$339,000$349,900
418 NW 3RD AVENUE, GAINESVILLE
2 bd · 1 ba · 1,098 sqft

$220,000$239,500
228 NW 4TH AVENUE, GAINESVILLE
2 bd · 1 ba · 1,023 sqft
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
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
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 13.2% yr/yr
Homes sold per month
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
$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.
Never miss a listing
New Pleasant Street homes, in your inbox
A daily digest of new Gainesville listings — straight from the MLS. Unsubscribe anytime.