Homestead Oaks
Homes for Sale in Clearwater, FL

Community in Clearwater · Pinellas County · ZIP 33759
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Built fromLive Stellar MLS data11 years of closingsUpdated twice daily

Homes listed or recently sold were built 1989–1990; 3 of 3 report an HOA (median $61/mo). As of September 2026, the MLS records 15 closed sales in Homestead Oaks Sub in Clearwater, FL since 2015, the most recent in December 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).

Live · Homestead Oaks Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
2
Sold · last 12 mo
10-yr average: about 1 a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Price here is driven by size and lot maturity, not newness. Homes were built between 1989 and 2004, with the typical home landing near 1991, and the median floor plan runs a substantial 2,837 square feet. At a median of $735,000 and roughly $305 per square foot, you are paying for square footage and established grounds rather than current-year finishes, which means condition and updates are where individual prices separate from the pack.

The market posture is measured. A median of 37 days on market says homes are moving, but not instantly, and with only 38 homes in the subdivision, inventory is thin enough that a single listing can shift the picture. Sellers should price to condition and expect qualified interest rather than a bidding frenzy; buyers have a little room to be selective but should be ready to move on the right updated home.

Nearby homes for sale

No active listings inside Homestead Oaks Sub 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.

304 LOS PRADOS #304
$334K · 0.2 mi away
3 bd · 2 ba · 1,250 sqft
304 LOS PRADOS #304
Listed by CHARLES RUTENBERG REALTY INC
1931 OAK RIDGE COURT
$850K · 0.2 mi away
5 bd · 4.5 ba · 3,984 sqft
1931 OAK RIDGE COURT
Listed by AXEN REALTY, LLC
328 LOS PRADOS DRIVE #328
$315K · 0.2 mi away
3 bd · 2 ba · 1,250 sqft
328 LOS PRADOS DRIVE #328
Listed by CHARLES RUTENBERG REALTY INC
1830 OAK FOREST DRIVE
$425K · 0.3 mi away
2 bd · 2 ba · 1,713 sqft
1830 OAK FOREST DRIVE
Listed by COASTAL PROPERTIES GROUP INTERNATIONAL
9 HARBOR COVE STREET
$525K · 0.3 mi away
3 bd · 2 ba · 1,781 sqft
9 HARBOR COVE STREET
Listed by KELLER WILLIAMS ST PETE REALTY
525 ELM STREET
$750K · 0.5 mi away
3 bd · 2.5 ba · 2,164 sqft
525 ELM STREET
Listed by KELLER WILLIAMS REALTY SMART

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

The 60-Second Overview

Homestead Oaks is a small, established subdivision in Clearwater with larger floor plans and homes now several decades into their life. With an owner-occupancy share near 90 percent, turnover is limited, which keeps available inventory tight.

Stellar MLS sales records identify 25 homes in Homestead Oaks that have changed hands since 2005, built between 1989 and 1998 (median 1990), with a median living area of about 2,514 sq ft and a typical 4-bedroom, 3-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 targeting 2,800-plus square feet around the mid-$700s who value space over the newest finishes
  • Long-hold buyers comfortable in a low-turnover subdivision where listings are infrequent
  • Buyers willing to budget for updates on a home built before 2004 in exchange for size and location

Probably not for

  • Buyers who require new or near-new construction
  • Buyers on a tight timeline who cannot wait for the right listing in a thin market
  • Buyers wanting a large selection to compare within a single subdivision

The market around Homestead Oaks

Homestead Oaks 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), 142 homes closed in the last 12 months at a median of $300K ($243/sq ft), down 1.8% year over year, with a median 60 days on market. Right now 29 active and 16 pending listings put supply at about 4.3 months — a balanced market. See the live ZIP 33759 housing market and the Pinellas County market.

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

Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.

If we were buying in Homestead Oaks 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 Homestead Oaks.

Best Buy
Buyers who want space in an established Clearwater subdivision.
Biggest Risk
Thin inventory and few recent sales make pricing and timing harder to read.
Sweet Spot
An updated home near the median size that has already addressed its age-related systems.
Avoid If
You need new construction or a fast, low-effort purchase.

Size over newness

This is a mature build-out. The construction window closed by 2004, so systems, roofs, and kitchens across these 38 homes have likely seen at least one round of updating — or are due for it. The median $305 per square foot reflects generous space more than turnkey condition, so the spread between a well-renovated home and a dated one can be wide. Inspect accordingly and read each listing on its own merits.

Low turnover is the defining trait. With homestead status near 90 percent, most homes here are held long-term, which limits how many come to market in a given stretch — this snapshot covers just 3 recent closings. That scarcity supports pricing but also means a buyer set on this specific subdivision needs patience and a plan to act when the right home surfaces.

The location and the amenities are priced into every listing in Homestead Oaks. 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 subdivision this small, with only a handful of recent sales, comparable data is thin and every update or deferred repair moves the number. We read each home against its actual condition rather than a blanket per-foot figure, and we watch for the rare listing before it hits wide attention — which is how you win in a low-turnover pocket like this.

Homestead Oaks in 15 seconds.

Best forBuyers who want space in an established Clearwater subdivision.
Biggest advantageLarge floor plans on mature lots, with low turnover keeping the community stable.
Biggest riskThin inventory and few recent sales make pricing and timing harder to read.
Sweet spotAn updated home near the median size that has already addressed its age-related systems.
Avoid ifYou need new construction or a fast, low-effort purchase.

HOA, CDD & Fees

In short
  • HOA dues reported around $61/month (about $732/yr) · median of 6 MLS listings, most billed annually
  • Any club/amenity membership is billed separately

Listings in this community report association dues of about $61 per month ($732 a year) — the median AssociationFee across 6 MLS records, normalised to a monthly figure; most are billed annually. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.

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 Homestead Oaks sales matched to your home.

What is your Homestead Oaks home worth?

Get a no-obligation home value based on real comparable sales in Homestead Oaks, 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 targeting 2,800-plus square feet around the mid-$700s who value space over the newest finishesExcellent fit
Long-hold buyers comfortable in a low-turnover subdivision where listings are infrequentExcellent fit
Buyers willing to budget for updates on a home built before 2004 in exchange for size and locationExcellent fit
Buyers who require new or near-new constructionProbably not
Buyers on a tight timeline who cannot wait for the right listing in a thin marketProbably not
Buyers wanting a large selection to compare within a single subdivisionProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 13, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2015 (15 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 local comps.

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CallFree valuation →
Thinking of selling in Homestead Oaks Sub? 2 recorded closings (window ending 2026-09-12). See the Pinellas County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

Common questions about Homestead Oaks

Where is Homestead Oaks?

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

Are there homes for sale in Homestead Oaks right now?

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

Does Homestead Oaks have an HOA or CDD?

No HOA is on record for Homestead Oaks 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 Homestead Oaks with Momentum Realty’s local guides.

FWForest Wood Estate0.1 mi awayLPLos Prados Condo0.2 mi away · median $278K, 4 sales/12 moHKHarbor Key Townhomes0.2 mi awayHHHarbor Highlands0.3 mi awayHOHarbor Oaks Estates0.3 mi awayHOHarbor Oaks Estates0.3 mi away · median $520K, 3 sales/12 moFWForest Wood Estates0.3 mi away · 1 for saleCWCastle Woods0.3 mi away

Browse all neighborhood guides →

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Homestead Oaks Sub Market Scorecard

No active listings

Homestead Oaks Sub is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$735,000
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/3
Active/Pend/Sold

Typical home value in the 33759 ZIP is $348,675, about 9.4% above the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.