Alek Cherrone
Map of Pleasant Street
← All of Gainesville

Neighborhood · Gainesville, Florida

Pleasant Street

Historic charm within walking distance of downtown

4

Homes for sale

$369,000

Median list price

$285

Avg price / sqft

19

Median days on market

Search Pleasant Street on the map

Pleasant Street is one of Gainesville's oldest neighborhoods, a compact grid of historic homes just north of downtown and within reach of nearby communities like Duckpond and Duval Heights. The scale here is intimate — modest lots, mature trees, and an easy walk to the core of the city, which draws buyers who want character over square footage. Families are zoned to schools like Gainesville High School and Westwood Middle School, giving the area a rooted, lived-in feel.

The market is small and moves quickly. With just 4 active listings and a median list price of $369,000, buyers should expect limited choices and act decisively — homes here sit a median of 19 days before going under contract. Over the last year 9 homes sold at a median of $300,000, and if this neighborhood is on your list it's worth comparing against broader Gainesville homes for sale to see where the value lands.

Pleasant Street is a community in Gainesville, Florida.

Quick facts

$299,000$539K price range

1,305 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

1
2
1
$200K–$300K$300K–$400K$500K–$750K

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$369K
Gainesville Co.$296K

Price per sqft

Pleasant Street$285
Gainesville Co.$208

Days on market

Pleasant Street19d
Gainesville Co.36d

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

13.2% yr/yr

$198K$274K$350KJul ’23Apr ’26

Homes sold per month

024Jul ’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

$3,348/mo

Principal & interest $1,944
Property tax $513
HOA / fees $681
Insurance (est.) $210

$369,000 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 strong fit for buyers who value walkability and historic character close to downtown Gainesville. The neighborhood is compact and established, with assigned schools including Gainesville High School and Carolyn Beatrice Parker Elementary. It suits people who'd rather be near the city's center than in a newer subdivision.

Is Pleasant Street expensive?+

It sits in a moderate range for Gainesville, with a median list price of $369,000 and listings running from $299,000 to $539,000. The average price is about $285 per square foot, reflecting the neighborhood's older, smaller homes. There are no $1M+ or new-construction listings active right now.

What do homes cost on Pleasant Street?+

Currently there are 4 active listings with a median list price of $369,000. Over the past 12 months, 9 homes sold at a median price of $300,000, so buyers can expect real transactions to close below current asking prices. You can browse what's available on the live map.

How is the market right now?+

It's a fast but thin market — homes go under contract in a median of 19 days, yet only 4 listings are active at a time. Sellers are receiving about 92% of their asking price on average, which gives prepared buyers some room to negotiate. Because inventory is limited, comparing nearby options like University Park can widen your search.

What about HOA fees and property taxes?+

The median HOA runs about $681 per month, though that varies by property and building type, and the median property tax is roughly $6,154 per year. If you're weighing renting first, the median rent in the area is about $2,400 per month. Always confirm the specific fees and tax figures on any individual home before you write an offer.

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.

CENTURY 21 Edge
© 2026 CENTURY 21® and the CENTURY 21 Logo are registered service marks owned by Century 21 Real Estate LLC. Sunseria Real Estate Group LLC d/b/a CENTURY 21 Edge fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with, or related to Century 21 Real Estate LLC nor any of its affiliated companies.

MLS® Disclaimers

Stellar MLS / MFRMLSCopyright © MFRMLS.com. All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated July 30, 2026 at 5:20 AM UTC. The listing information on this page last changed on July 30, 2026 at 5:20 AM UTC. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MFR MLS. Updated on July 30, 2026 at 5:20 AM UTC.

StellarMLS DMCA Notice: The Digital Millennium Copyright Act of 1998, 17 U.S.C. §512, the DMCA, provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owners behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Southeast Florida MLSCopyright Southeast Florida Multiple Listing Service © 2026. Accuracy of listing information is not guaranteed. Listing information is provided for personal consumer, non-commercial use, solely to identify potential properties for potential purchase. All other use is strictly prohibited, is a violation of the terms of use, and may violate federal and state law. Data Last Updated: July 30, 2026 at 5:20 AM UTC.

Space Coast AORThese listings are provided by the IDX Program of Brevard County, Florida. Real Estate listings held by brokerage firms other than CENTURY 21 Edge Central Florida are marked with the IDX Logo and detailed information about them includes the name of the listing brokers. 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. Information deemed reliable but not guaranteed.

Beaches MLSAll information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer''s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.