Neighborhood · Clearwater, Florida
Chesterfield Heights
Quiet Clearwater living close to everything
2
Homes for sale
$411,500
Median list price
$261
Avg price / sqft
41
Median days on market
Chesterfield Heights is the kind of established Clearwater neighborhood where single-story homes on manageable lots sit close to the shops, schools, and beach routes that make this part of Pinellas County work. You're a short drive from Downtown and the Gulf beaches at Sand Key, with the community feel of a place people settle into rather than pass through.
For buyers, this is a small-inventory pocket where homes trade steadily. With just a couple of active listings and a median list price around $411,500, options are limited but priced within reach of the broader Clearwater homes for sale market. Sellers here have been getting close to their asking price, so coming in prepared matters.
Chesterfield Heights is a community in Clearwater, Florida.
Quick facts
$368,000 – $455K price range
1,593 sqft median home
13 sold in 12 months
On the market now
Homes for sale in Chesterfield Heights
$368,000
1478 CROYDON DRIVE, CLEARWATER
2 bd · 2 ba · 1,338 sqft
$455,000
1332 BUCKINGHAM DRIVE, CLEARWATER
4 bd · 3 ba · 1,847 sqft
Every active listing inside the Chesterfield Heights boundary
Open full map search →Find your fit
Browse Chesterfield Heights
By feature — on the live map
Where the market lives
The numbers that matter
The Chesterfield Heights market
13
Sold, last 12 months
$410,000
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
6 days
Median time to sell
Chesterfield Heights vs Clearwater
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 11.5% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Chesterfield Heights boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Chesterfield Heights is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Chesterfield Heights home
≈ $2,667/mo
$411,500 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
Population
660
Median age
39
Median income
$71,654
Median home value
$294,100
Beyond the listings
Living in Chesterfield Heights
Food & Drink
Top 1% 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.
Active
Top 2% in the U.S.Functional Fitness
Looking good and reaching fitness goals is all about discipline: Eat right. Work hard. No excuses. This population is more likely to view working out as a means to an end.
Active
Top 5% 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.
Attitudes
Top 7% 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.
Active
Top 9% in the U.S.Yoga Advocates
Improving flexibility, strength, and overall well-being is the yogi's aim. This population is looking for the right community, instruction, and accessories.
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.
On the calendar
Near Chesterfield Heights
Jul
11
Sat
Sound Bath Meditation
Find sanctuary this summer at the popular Sound Bath Meditation event. It welcomes everyone, from those seeking their first taste of meditation to seasoned soul-seekers,…
Jul
13
Mon
St. Petersburg Festival of Dance and Adult Dance Competition
10:00 AM
The St. Petersburg Festival of Dance and Adult Dance Competition is an exciting event where participants aged 18 and older can showcase their skills in various categories…
Jul
28
Tue
The Black Keys
7:00pm
Childhood friends Dan Auerbach and Patrick Carney formed the rock band The Black Keys in 2000. Since then, they have become one of the most popular garage rock artists. T…
Aug
8
Sat
Deep Purple
6:00pm
Electrifying audiences since 1968, Deep Purple is a pioneering force in hard rock and heavy metal, weaving together blistering guitar riffs, iconic Hammond organ solos, a…
Aug
19
Wed
Squeeze
6:00pm
Squeeze is a British rock band who has a number of top-ten chart hits including "Cool for Cats," "Labelled with Love," and "Up the Junction."
Aug
27
Thu
Sarasota Salsa and Bachata Festival
Over 40 workshops, masterclasses, and dance challenges bring together Latin dance enthusiasts for three days of intensive learning with top instructors. Your nights fill…
People who close here
Our Clearwater experts
Straight answers
Chesterfield Heights FAQs
Is Chesterfield Heights a good place to live?+
It's an established Clearwater neighborhood with a settled, residential feel and quick access to Downtown, the beaches at Sand Key, and everyday shopping. Homes are assigned to Ponce De Leon Elementary, Largo Middle, and Largo High School. It suits buyers who want proximity to the coast without the pace or price of the beachfront.
Is Chesterfield Heights expensive?+
It sits in the middle of the Clearwater market, with a median list price of $411,500 and active listings ranging from $368,000 to $455,000. At about $261 per square foot, it's more attainable than waterfront pockets like Cove Cay while still close to the Gulf.
What do homes cost in Chesterfield Heights?+
Current listings run from $368,000 to $455,000, with a median around $411,500 for homes near 1,593 square feet. Over the past year, 13 homes sold at a median of $410,000, so list and sold prices track closely.
How is the market in Chesterfield Heights?+
It's a small, steady market with just 2 active listings and 13 sales in the last 12 months. Homes take a median of 41 days to sell and sellers are averaging 98% of their asking price, so well-priced homes move without lingering.
What about HOA fees and property taxes?+
Active listings here show no HOA fee, which keeps monthly costs down compared to many gated Clearwater communities. Property taxes run a median of about $3,463 per year.
Keep exploring
More Clearwater 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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