Live Oak Court
Homes for Sale in Clearwater, FL

All 1,140 homes for sale in Clearwater, FL · median $284,950 · Pinellas County homes for sale

Community in Clearwater · Pinellas County · ZIP 33756
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Built fromLive Stellar MLS data19 years of closingsUpdated twice daily

As of September 2026, the MLS records 7 closed sales in Live Oak Court in Clearwater, FL since 2007, the most recent in May 2025. Across Clearwater as a whole, 1,267 homes closed in the last 12 months at a median of $315,000, 49 median days on market, with 393 homes for sale today. At that median and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $6,110 ($5,290 with the full homestead exemption).

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.

Nearby homes for sale

No active listings inside Live Oak Court 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.

1618 BARRY ROAD
$455K · 0.1 mi away
3 bd · 3 ba · 1,806 sqft
1618 BARRY ROAD
Listed by CENTURY 21 CIRCLE
1555 MAGNOLIA DRIVE
$552K · 0.2 mi away
4 bd · 2 ba · 1,799 sqft
1555 MAGNOLIA DRIVE
Listed by CENTURY 21 EXECUTIVE TEAM
1575 JASMINE WAY
$415K · 0.2 mi away
2 bd · 2 ba · 1,417 sqft
1575 JASMINE WAY
Listed by TROPIC SHORES REALTY LLC
1608 OTTAWA ROAD
$440K · 0.2 mi away
4 bd · 2 ba · 1,663 sqft
1608 OTTAWA ROAD
Listed by DIGI REALTY GROUP, INC.
1618 OTTAWA ROAD
$408K · 0.2 mi away
2 bd · 2.5 ba · 1,410 sqft
1618 OTTAWA ROAD
Listed by CENTURY 21 COASTAL ALLIANCE
1235 S HIGHLAND AVENUE #2-301
$140K · 0.3 mi away
2 bd · 2 ba · 1,097 sqft
1235 S HIGHLAND AVENUE #2-301
Listed by CHARLES RUTENBERG REALTY INC

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

The 60-Second Overview

Live Oak Court sits in Clearwater, Pinellas County, and covers a build era stretching from 1915 to 2023, with the typical home dating to 1964 — a mix that rewards buyers willing to evaluate each property's updates individually rather than assume a uniform housing stock.

Stellar MLS sales records identify 7 homes in Live Oak Court that have changed hands since 2014, built between 1967 and 1968 (median 1968), with a median living area of about 1,711 sq ft and a typical 3-bedroom, 2-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

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

  • 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.

In ZIP 33756, 258 homes are on the market and 14% are under contract — a slower corner of Clearwater.

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

In ZIP 33756 (Clearwater), 546 homes closed in the last 12 months at a median of $355K ($257/sq ft), down 2.2% year over year, with a median 44 days on market. Right now 125 active and 25 pending listings put supply at about 4.8 months — a balanced market. See the live ZIP 33756 housing market and the Pinellas County market.

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

Live Oak Court by the numbers

From county property records and closed MLS sales for the Live Oak Court subdivision: 7 homes on record; built 1967–1968; typical size about 1,711 heated sq ft; 3 bedrooms is the median. Housing mix: single-family 100%.

YearRecorded salesMedian price
20161$195,000
20171$200,000
20211$395,000
20221$399,990
20241$390,000
20251$430,000

Newest recorded sale: $430,000 on 2025-05-19.

Recorded data as of 2026-09-12; counts cover addresses tagged to this subdivision in the public record, not every parcel. Not an appraisal.

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
  • 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 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.
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

Under-contract sharesStellar MLS records, as of 2026-09-08
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.

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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 Live Oak Court

Where is Live Oak Court?

Live Oak Court is a community in Clearwater, Pinellas County, Florida, ZIP 33756.

How many homes are in Live Oak Court?

County property records list 7 homes in Live Oak Court, built between 1967 and 1968; the typical home is about 1,711 heated square feet.

What do homes in Live Oak Court sell for?

Live Oak Court has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2025 (1 sale, median $430,000). For context, ZIP 33756 has 258 homes on the market with 14% under contract.

Are there homes for sale in Live Oak Court right now?

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

Does Live Oak Court have an HOA or CDD?

No HOA is on record for Live Oak Court 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 Live Oak Court with Momentum Realty’s local guides.

RRollins0.1 mi away · 1 for saleSKSun Ketch Townhomes At Lake Ave0.1 mi awayDGDruid Groves0.2 mi away · 1 for saleGates Knoll0.3 mi away · median $295K, 3 sales/12 moKCKalmia Condo0.3 mi away · median $116K, 6 sales/12 moHHHighland Hill0.3 mi awayBPBoulevard Pines0.3 mi away · median $395K, 3 sales/12 mo

Browse all neighborhood guides →

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