Live Oak Court
Homes for Sale in Clearwater, FL

Community in Clearwater · Pinellas County
145 homesBuilt 1915–2023
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Built fromLive Stellar MLS data19 years of closingsFL DOR public recordsUpdated twice daily
Live · Live Oak Court Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
62%
Owner-occupied · Live Oak Court
90 of 145 parcels homesteaded (FL DOR 2025)
38%
Non-owner-occupied · Live Oak Court
incl. 12% trust or LLC-held · 8% out-of-state
145
Homes in the community
145 residential parcels (FL DOR 2025)
Track record · 19 years of records
Est. 1915
Community established
homes built 1915-2023, median 1964 (FL DOR 2025)
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Live Oak Court is an older pocket of Clearwater, with a median build year of 1964 inside a span that runs from 1915 up to 2023. That spread means condition, not just square footage, is doing most of the work on price — a lightly updated original and a full remodel can sit blocks apart with very different asking numbers, so buyers need to walk each listing on its own terms rather than pricing off the neighborhood average.

At a median of roughly 1,501 square feet, this reads as a community of modest, efficient floor plans rather than large-format construction. With 145 homes in the dataset and just over three in five (62.1%) currently homesteaded, turnover is moderate — enough inventory to have real choice, but not so much that a serious buyer can afford to sit on a well-priced, well-maintained listing.

Best for

  • Buyers looking for a smaller-footprint home and willing to assess condition property by property
  • Buyers comfortable budgeting for updates or repairs on an older structure in exchange for location
  • Sellers holding a well-maintained or renovated home who want to stand out against a mixed-condition inventory

Probably not for

  • Buyers who want new or newer construction with fully modernized systems throughout
  • Buyers prioritizing on-site community amenities, since none are identified in current listings
  • Buyers seeking a large-square-footage home, given the compact median footprint here

The market around Live Oak Court

Live Oak Court is too small for its own price trend, so 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 Live Oak Court specifically. Momentum Research analysis of MLS records.

If we were buying in Live Oak Court 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 Live Oak Court.

Best Buy
Buyers comfortable evaluating an older housing stock on a case-by-case basis rather than expecting uniform new construction.
Biggest Risk
Homes built earlier in the range can carry aging systems — roof, electrical, plumbing — that need to be priced into any offer.
Sweet Spot
A move-in-ready or thoughtfully updated home near the median footprint, where the age story has already been addressed.
Avoid If
You want a community built around shared amenities or a uniform, recently built housing stock — neither is present here.

A Wide Build-Era Spread

The defining fact about Live Oak Court is its age range. A home built in 1915 and one built in 2023 can technically share a street, but they will not share a wiring gauge, a roof age, or a permitting history. With the median landing at 1964, the bulk of the inventory skews older, which means foundation, electrical, plumbing, and roof condition deserve real attention during due diligence — these are the line items that separate a fair price from an inflated one here, far more than curb appeal alone.

Living space here trends compact, with a median of about 1,501 square feet. That points to a community built around efficient, single-story or modest two-story footprints rather than large-format homes, which keeps the buyer pool broad but also means square-footage-driven upside is limited — any value story has to come from the lot, the location, or the work already done on the structure. No community amenities are identified in current MLS listings, so this is a housing-stock play, not an amenity-driven one.

The location and the amenities are priced into every listing in Live Oak Court. 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 community with a build-year range this wide, the difference between a good buy and an expensive mistake usually comes down to what's behind the walls, not what's on the listing photos. We walk each Live Oak Court property against its likely system age and permit history before you write an offer, and on the sell side we help owners decide whether a pre-listing repair or disclosure strategy will net more than leaving it to inspection negotiations.

Live Oak Court in 15 seconds.

Best forBuyers comfortable evaluating an older housing stock on a case-by-case basis rather than expecting uniform new construction.
Biggest advantageThe wide build-era range creates real variation in condition and price, which rewards buyers who do their homework.
Biggest riskHomes built earlier in the range can carry aging systems — roof, electrical, plumbing — that need to be priced into any offer.
Sweet spotA move-in-ready or thoughtfully updated home near the median footprint, where the age story has already been addressed.
Avoid ifYou want a community built around shared amenities or a uniform, recently built housing stock — neither is present here.

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 Live Oak Court sales matched to your home.

What is your Live Oak Court home worth?

Get a no-obligation home value based on real comparable sales in Live Oak Court, 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 Live Oak Court?
The Florida DOR 2025 assessment roll shows 145 homes in Live Oak Court (public records).
What share of Live Oak Court is owner-occupied?
62% of Live Oak Court parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Live Oak Court built?
Homes in Live Oak Court were built between 1915 and 2023, with a median year built of 1964 (FL DOR 2025 roll).
Who is the best real estate agent for Live Oak Court?
The best agent for Live Oak Court 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 Live Oak Court.
How do I find a top Clearwater real estate agent who knows Live Oak Court?
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 Live Oak Court and the wider Clearwater area.
Can Momentum Realty connect me with an agent for Live Oak Court?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Live Oak Court purchase or sale - no call center and no pressure.
Buyers looking for a smaller-footprint home and willing to assess condition property by propertyExcellent fit
Buyers comfortable budgeting for updates or repairs on an older structure in exchange for locationExcellent fit
Sellers holding a well-maintained or renovated home who want to stand out against a mixed-condition inventoryExcellent fit
Buyers who want new or newer construction with fully modernized systems throughoutProbably not
Buyers prioritizing on-site community amenities, since none are identified in current listingsProbably not
Buyers seeking a large-square-footage home, given the compact median footprint hereProbably 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 2007 (7 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?

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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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