Chautauqua
Homes for Sale in Clearwater, FL

All 1,174 homes for sale in Clearwater, FL · median $295,500 · 66 homes for sale in 33759 · Pinellas County homes for sale

Community in Clearwater · Pinellas County · ZIP 33759
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data2 years of closingsUpdated twice daily

As of October 2026, the MLS records 1 closed sale in Chautauqua-Sec A in Clearwater, FL, the most recent in December 2024. Across Clearwater as a whole, 1,358 homes closed in the last 12 months at a median of $312,500, 50 median days on market, with 415 homes for sale today. At that median and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $6,060 ($5,250 with the full homestead exemption).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

Chautauqua sits within Clearwater, in Pinellas County, and the current MLS picture is thin on the kind of hard data we usually lean on. No pricing trend, no inventory count, and no amenity list are showing up in the feed for this specific section right now, which tells us as much as it doesn't: activity here is quiet enough that the numbers haven't stacked up into a clear read.

For a buyer or seller, that means the usual shortcuts don't apply. You can't point to a median trend or a days-on-market figure to argue your position. Pricing and terms here are going to be set case by case, on the specifics of the individual home and block, not on a community-wide pattern.

Nearby homes for sale

No active listings inside Chautauqua-Sec A right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.

2707 LAKEBREEZE LANE
$1.40M · 0.2 mi away
6 bd · 6 ba · 5,791 sqft
2707 LAKEBREEZE LANE
Listed by RE/MAX REALTEC GROUP INC
2675 LAKEBREEZE LANE
$1.20M · 0.3 mi away
5 bd · 3.5 ba · 3,578 sqft
2675 LAKEBREEZE LANE
Listed by NEW HORIZON REALTY
2737 ENTERPRISE ROAD #112
$205K · 0.3 mi away
2 bd · 2 ba · 1,160 sqft
2737 ENTERPRISE ROAD #112
Listed by FULLER HOUSE REAL ESTATE
2599 COUNTRYSIDE BOULEVARD #117
$185K · 0.3 mi away
2 bd · 2 ba · 1,040 sqft
2599 COUNTRYSIDE BOULEVARD #117
Listed by BLAKE REAL ESTATE INC
2423 FOXHEAD WAY
$1.30M · 0.4 mi away
4 bd · 3 ba · 3,399 sqft
2423 FOXHEAD WAY
Listed by COASTAL PROPERTIES GROUP INTERNATIONAL
2518 HICKORY COURT
$1.50M · 0.4 mi away
3 bd · 2 ba · 2,194 sqft
2518 HICKORY COURT
Listed by UNITE US REALTY

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Chautauqua is a small section within Clearwater, Pinellas County, and current MLS activity does not yet show a defined amenity package or pricing pattern distinct from the surrounding area.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Best for

  • A buyer targeting this specific pocket of Clearwater for location reasons rather than for a documented market trend
  • A buyer comfortable working from individual home condition and nearby comparables instead of section-wide statistics
  • An investor or buyer with flexibility on timeline who can do added diligence before committing to price

Probably not for

  • A buyer who wants a documented amenities package spelled out before touring
  • A buyer who needs a clear pricing trend or days-on-market figure to negotiate confidently
  • A buyer in a rush who doesn't have time for extra comp research beyond the section itself

The market around Chautauqua

Chautauqua is too small for its own price trend, so here is the market around it.

In ZIP 33759, 87 homes are on the market and 28% are under contract — a steady corner of Clearwater.

Across Pinellas County, 6,628 homes are active and 1,729 pending (21% under contract).

In ZIP 33759 (Clearwater), 140 homes closed in the last 12 months at a median of $300K ($243/sq ft), down 3.0% year over year, with a median 63 days on market. Right now 30 active and 14 pending listings put supply at about 4.6 months — a buyer's market. See the live ZIP 33759 housing market and the Pinellas County market.

ZIP and county figures describe the wider market, not Chautauqua specifically. Momentum Research analysis of MLS records.

If we were buying in Chautauqua today, this is the order of operations we would run for our clients.

1

Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Chautauqua.

Best Buy
Buyers focused on a specific Clearwater location who are comfortable evaluating a home on its own merits rather than a community trend.
Biggest Risk
With no pricing or amenity data currently in the MLS feed, valuation requires extra legwork rather than a quick benchmark.
Sweet Spot
Works best for a buyer or seller willing to lean on individual property inspection and nearby comparables over section-wide statistics.
Avoid If
Avoid if you're relying on published trend data or an amenity list to make your decision quickly.

Reading a Quiet Section

When a subsection like Chautauqua shows no amenities and no pricing data in the current feed, it usually means one of two things: turnover is low, or the section is small enough that it doesn't generate the volume needed to establish its own trend line. Either way, buyers should treat this as a location decision first and a market-timing decision second.

That puts more weight on due diligence at the individual property level, since there is no section-wide comp set to lean on. Anyone evaluating a specific listing here should expect to build their pricing case from nearby comparable sales rather than from Chautauqua statistics alone.

“

The location and the amenities are priced into every listing in Chautauqua. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a section with no established data trail, the value we add is in pulling the right comparables and reading the specific listing correctly, rather than repeating a market narrative that doesn't yet exist for Chautauqua. We tell clients directly when a section is too thin on data to make a confident call, and we build the case from the ground up when that's what the situation requires.

Chautauqua in 15 seconds.

Best forBuyers focused on a specific Clearwater location who are comfortable evaluating a home on its own merits rather than a community trend.
Biggest advantageLow competition from published market noise means less second-guessing based on outside comps that may not apply.
Biggest riskWith no pricing or amenity data currently in the MLS feed, valuation requires extra legwork rather than a quick benchmark.
Sweet spotWorks best for a buyer or seller willing to lean on individual property inspection and nearby comparables over section-wide statistics.
Avoid ifAvoid if you're relying on published trend data or an amenity list to make your decision quickly.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Chautauqua homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Chautauqua.
In short
  • HOA status not on record. Verify any dues before you offer
  • Any club/amenity membership is billed separately

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Chautauqua sales matched to your home.

What is your Chautauqua home worth?

Get a no-obligation home value based on real comparable sales in Chautauqua, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

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Real comps, not an automated estimate.
A buyer targeting this specific pocket of Clearwater for location reasons rather than for a documented market trendExcellent fit
A buyer comfortable working from individual home condition and nearby comparables instead of section-wide statisticsExcellent fit
An investor or buyer with flexibility on timeline who can do added diligence before committing to priceExcellent fit
A buyer who wants a documented amenities package spelled out before touringProbably not
A buyer who needs a clear pricing trend or days-on-market figure to negotiate confidentlyProbably not
A buyer in a rush who doesn't have time for extra comp research beyond the section itselfProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2024 (1 transactions analyzed)

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.

Own a home here?

You just read the data. Now see what your home is worth.

The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.

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Common questions about Chautauqua

Where is Chautauqua?

Chautauqua is a community in Clearwater, Pinellas County, Florida, ZIP 33759.

Are there homes for sale in Chautauqua right now?

No active listings inside Chautauqua at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Chautauqua have an HOA or CDD?

No HOA is on record for Chautauqua in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.

Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.

Nearby Communities

Explore more neighborhoods near Chautauqua with Momentum Realty’s local guides.

TOTownhomes Of North Wood0.2 mi awayChautauqua Lake Estates0.3 mi away · median $925K, 3 sales/12 moOOOaks Of Northwood Condo0.3 mi away · 1 for saleEOEuropa Of Countryside Condo0.3 mi away · 1 for saleCBCypress Bend Of Countryside0.4 mi away · 70 homes, built 1977–78CBCypress Bend Of Countryside0.4 mi away · 128 homes, built 1975–88NENorthwood Estates0.4 mi away · median $760K, 3 sales/12 moICInverness Condo0.5 mi away · median $165K, 23 sales/12 mo

Browse all neighborhood guides →

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