Neighborhood · Clearwater, Florida
Chesterfield Heights
Mid-century Clearwater living close to everything
2
Homes for sale
$407,000
Median list price
$301
Avg price / sqft
18
Median days on market
Chesterfield Heights is a compact, established neighborhood in the heart of Clearwater, where single-story homes on walkable streets sit within easy reach of the Gulf beaches and the city's daily conveniences. It's the kind of low-key, residential pocket that appeals to buyers who want a real neighborhood feel without giving up quick access to Downtown or the waterfront communities like Sand Key. With Downtown Tampa about 39 minutes away, it works for commuters who still want a beach-town base.
The market here moves fast. With just 2 active listings and a median list price of $414,500, inventory is thin and homes are trading almost immediately — the median days on market is well under one. Over the past year 17 homes sold at a median of $410,000, with sellers collecting about 98% of asking, so buyers should come prepared to act on the right listing.
Chesterfield Heights is a community in Clearwater, Florida.
Quick facts
$339,000 – $475K price range
1,344 sqft median home
16 sold in 12 months
Drive times
On the market now
Homes for sale in Chesterfield Heights
$339,000
1347 BUCKINGHAM DRIVE, CLEARWATER
2 bd · 1 ba · 1,192 sqft
$475,000$490,000
1709 EATON DRIVE NE, CLEARWATER
3 bd · 3 ba · 1,495 sqft
Every active listing inside the Chesterfield Heights boundary
Open full map search →Find your fit
Browse Chesterfield Heights
Where the market lives
The numbers that matter
The Chesterfield Heights market
16
Sold, last 12 months
$407,500
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
16 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
▼ 14.5% 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
≈ $2,805/mo
$407,000 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.
People who close here
Our Clearwater experts
Straight answers
Chesterfield Heights FAQs
Is Chesterfield Heights a good place to live?+
It's a settled, walkable residential neighborhood in central Clearwater with easy access to the Gulf beaches, shopping, and Downtown. Homes are assigned to Ponce De Leon Elementary, Largo Middle, and Largo High. The location suits buyers who want a real neighborhood without being far from the water.
Is Chesterfield Heights expensive?+
It sits in a moderate range for Clearwater, with a median list price of $414,500 and homes running about $306 per square foot. Active listings currently span $339,000 to $490,000, so there's some flexibility depending on size and condition.
What do homes cost in Chesterfield Heights?+
Over the last 12 months, 17 homes sold at a median price of $410,000, closely in line with today's median list of $414,500. The typical home is around 1,344 square feet, making this a market of right-sized single-family houses rather than large estates.
How is the market in Chesterfield Heights?+
It's fast and competitive — the median days on market is roughly half a day, and there are only 2 active listings right now. Sellers are averaging 98% of asking, so buyers should be ready to move quickly and offer strong.
What about HOA fees and property taxes?+
There's no reported HOA for the neighborhood, which keeps ongoing costs simpler for most buyers. The median property tax runs about $5,412 per year, so factor that into your monthly budget alongside your mortgage.
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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