Cleveland Grove
Homes for Sale in Clearwater, FL

Community in Clearwater · Pinellas County
149 homesBuilt 1948–2015
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data14 years of closingsFL DOR public recordsUpdated twice daily
Live · Cleveland Grove Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
61%
Owner-occupied · Cleveland Grove
91 of 149 parcels homesteaded (FL DOR 2025)
39%
Non-owner-occupied · Cleveland Grove
incl. 11% trust or LLC-held · 9% out-of-state
0%
Cash buyers · Cleveland Grove
0 of 3 sales, 12 mo ending June 2018
149
Homes in the community
149 residential parcels (FL DOR 2025)
Track record · 14 years of records
Est. 1948
Community established
homes built 1948-2015, median 1954 (FL DOR 2025)
0
Failed listings · 2024
peaked at 1 in 2017
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Cleveland Grove is an older, established pocket of Clearwater built mostly around the mid-1950s, with construction dating back to 1948 and running as recent as 2015 in a handful of cases. That spread means the market here prices on condition and updates first, location second — a home that has been renovated will trade very differently than one still carrying its original systems, even on the same block.

With 149 homes in the inventory and a median living area just under 1,200 square feet, this is a compact-footprint market. No community amenities are listed in current MLS data, so whatever value a buyer is paying for is coming from the lot, the structure, and the location itself — not a clubhouse or a pool assessment. That keeps carrying costs simpler to underwrite but also means sellers cannot lean on amenity appeal to justify price; the house has to stand on its own.

Best for

  • Buyers who want a smaller, owner-occupied-style home and are prepared to budget for condition-driven negotiations.
  • Buyers comfortable doing full inspections on older systems in exchange for a straightforward, no-frills property cost structure.
  • Buyers targeting a compact footprint near 1,200 square feet as a primary residence rather than a large-format home.

Probably not for

  • Buyers who want new or near-new construction with minimal renovation risk.
  • Buyers who expect a clubhouse, pool, or other shared amenities included in the price.
  • Buyers who want a large-format home well above the neighborhood's typical square footage.

The market around Cleveland Grove

Cleveland Grove is a small community — 3 recorded sales on file, most recently in 2024 — too few for its own price trend. Here is the market around it.

Across Pinellas County, 6,909 homes are active and 1,852 pending (21% under contract).

Homes here are single family residence.

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

If we were buying in Cleveland Grove 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 Cleveland Grove.

Best Buy
Buyers comfortable evaluating older housing stock on a case-by-case basis rather than expecting uniform condition across the neighborhood.
Biggest Risk
Wide variance in system age and updates means two homes on the same street can carry very different near-term repair costs.
Sweet Spot
A well-maintained or updated home in the 1,200-square-foot range that fits a smaller footprint by design, not by compromise.
Avoid If
You need a turnkey newer build or are counting on shared community amenities as part of the value proposition.

An older, owner-held pocket of Clearwater

The median year built of 1954 puts most of this inventory well past the half-century mark, and the range stretching to 2015 tells you there has been some infill or rebuild activity mixed into an otherwise vintage core. For buyers, that means due diligence on roof age, electrical, and plumbing matters more here than in newer-build areas — the same address can carry very different risk depending on what's been touched.

Just over 61% of homes carry a homestead exemption, which points to a base of owner-occupied properties rather than a market dominated by short-term rentals or transient investor turnover. Combined with a modest median footprint near 1,200 square feet, this reads as a neighborhood of smaller, owner-held homes rather than large-format or amenity-driven product — a straightforward starter or downsizing footprint rather than a move-up showcase.

The location and the amenities are priced into every listing in Cleveland Grove. 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 market this age-varied, the comps are only as good as the condition adjustments behind them. We walk the systems and the renovation history on every Cleveland Grove home we touch — buying or selling — so pricing reflects what's actually inside the walls, not just the year on the tax record.

Cleveland Grove in 15 seconds.

Best forBuyers comfortable evaluating older housing stock on a case-by-case basis rather than expecting uniform condition across the neighborhood.
Biggest advantageA compact, owner-held market with no amenity fees layered into the cost of ownership.
Biggest riskWide variance in system age and updates means two homes on the same street can carry very different near-term repair costs.
Sweet spotA well-maintained or updated home in the 1,200-square-foot range that fits a smaller footprint by design, not by compromise.
Avoid ifYou need a turnkey newer build or are counting on shared community amenities as part of the value proposition.

HOA, CDD & Fees

In short
  • Mandatory HOA — confirm current dues
  • 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 Cleveland Grove sales matched to your home.

What is your Cleveland Grove home worth?

Get a no-obligation home value based on real comparable sales in Cleveland Grove, 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.

Frequently Asked Questions

How many homes are in Cleveland Grove?
The Florida DOR 2025 assessment roll shows 149 homes in Cleveland Grove (public records).
What share of Cleveland Grove is owner-occupied?
61% of Cleveland Grove parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Cleveland Grove built?
Homes in Cleveland Grove were built between 1948 and 2015, with a median year built of 1954 (FL DOR 2025 roll).
Do cash buyers compete in Cleveland Grove?
Cash buyers took 0% of Cleveland Grove sales in the 12 months ending June 2018 (0 of 3 closings, Stellar MLS).
Who is the best real estate agent for Cleveland Grove?
The best agent for Cleveland Grove is one who actively works Clearwater and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Cleveland Grove.
How do I find a top Clearwater real estate agent who knows Cleveland Grove?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Cleveland Grove and the wider Clearwater area.
Can Momentum Realty connect me with an agent for Cleveland Grove?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Cleveland Grove purchase or sale - no call center and no pressure.
Buyers who want a smaller, owner-occupied-style home and are prepared to budget for condition-driven negotiations.Excellent fit
Buyers comfortable doing full inspections on older systems in exchange for a straightforward, no-frills property cost structure.Excellent fit
Buyers targeting a compact footprint near 1,200 square feet as a primary residence rather than a large-format home.Excellent fit
Buyers who want new or near-new construction with minimal renovation risk.Probably not
Buyers who expect a clubhouse, pool, or other shared amenities included in the price.Probably not
Buyers who want a large-format home well above the neighborhood's typical square footage.Probably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (2 streets, ZIP 33756))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2012 (4 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.

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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 your area comps.

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