Brentwood Estates
Homes for Sale in Clearwater, FL
All 1,164 homes for sale in Clearwater, FL · median $299,000 · 136 homes for sale in 33755 · Pinellas County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Stellar MLS
As of October 2026, the MLS records 17 closed sales in Brentwood Estates 1St Add in Clearwater, FL since 2014, the most recent in October 2025. 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).
| Location | Clearwater, Pinellas County, FL · ZIP 33755 |
|---|---|
| Homes in the community | 47 (FL DOR 2025 assessment roll) |
| Years built | 1964–1972 (median 1968) |
| Typical living area | 1,370 sq ft (median) |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 70% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2025; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Brentwood Estates 1St Add key facts,” movewithmomentum.com/neighborhoods/brentwood-estates-1st-add, data as of September 20, 2026.

Brentwood Estates 1St Add is a compact pocket of 71 homes in Clearwater, built between 1963 and 1972 with a median vintage of 1966. At a median of about 1,324 square feet, these are modest-footprint mid-century houses, and that means price here is driven less by size and more by condition. A renovated interior, updated systems, and a reworked kitchen or bath will separate one sale from the next far more than any square-footage difference.
With homestead occupancy at roughly 70%, this is a hold-and-live-in enclave more than an investor churn, and turnover is thin. Sellers benefit from limited comparable supply, but that same scarcity makes pricing an exercise in judgment rather than a lookup. Buyers should underwrite every listing on its own merits — a dated original home and a fully updated one can wear very different price tags in the same few blocks.
Nearby homes for sale
No active listings inside Brentwood EstatesHomes for Sale in Clearwater, FL 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.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
This is a small, established Clearwater neighborhood of single-story 1960s-era homes on a consistent scale — the kind of place where the renovation you make (or inherit) defines your value more than the address does.
Stellar MLS sales records identify 68 homes in Brentwood Estates that have changed hands since 2004, built between 1963 and 1969 (median 1966), with a median living area of about 1,114 sq ft and a typical 2-bedroom, 1.5-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.
Who Brentwood Estates is best for.
Best for
- Right-sizing buyers who want a smaller single-story home and value location over square footage
- Renovation-minded buyers with reserves who want to buy on condition and build equity through work
- Long-hold owner-occupants looking for an established, low-turnover Clearwater pocket
Probably not for
- Buyers wanting new construction or large open-concept floor plans well above 1,324 square feet
- Investors seeking quick-flip inventory in a neighborhood dominated by owner-occupied homes
- Buyers with no budget or tolerance for updating 1960s-era systems and finishes
The market around Brentwood Estates
Brentwood Estates is too small for its own price trend, so here is the market around it.
In ZIP 33755, 163 homes are on the market and 23% are under contract — a steady corner of Clearwater.
Across Pinellas County, 6,539 homes are active and 1,627 pending (20% under contract).
In ZIP 33755 (Clearwater), 513 homes closed in the last 12 months at a median of $280K ($242/sq ft), down 4.7% year over year, with a median 52 days on market. Right now 64 active and 23 pending listings put supply at about 3.5 months — a balanced market. See the live ZIP 33755 housing market and the Pinellas County market.
ZIP and county figures describe the wider market, not Brentwood Estates specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in Brentwood Estates 1St Add, Clearwater
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period September 2026 through September 2026. Deemed reliable but not guaranteed.
The Brentwood Estates buying strategy.
If we were buying in Brentwood Estates today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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 Brentwood Estates.
Why condition is the whole story
When homes share a tight build window and a similar footprint, the market stops paying for the house and starts paying for the work. A 1966 home at around 1,324 square feet with original electrical, plumbing, roof, and HVAC carries a very different cost of ownership than the same shell brought up to date. Buyers here should budget for inspection findings typical of homes of this age and read the median price as a midpoint across a wide condition spread, not a going rate.
The high homestead share tells you most of these houses are lived in rather than flipped, which keeps inventory light and standardizes the housing stock. For a seller, that argues for putting a home in show-ready condition before listing, because the buyer pool compares directly against the few other homes available. For a buyer, it means the best value is often the home nobody has touched — priced on its bones — if you have the appetite and reserves to renovate.
The location and the amenities are priced into every listing in Brentwood Estates. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a neighborhood this small, comparable sales are scarce and each one moves the needle. We price and negotiate off condition — roof, systems, and interior updates — rather than a blanket per-foot figure, and we will tell you plainly when a listing's asking price assumes renovations the house has not had. That candor is worth more than a spreadsheet when there are only a handful of homes to weigh against.
Brentwood Estates in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a Brentwood Estates buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Brentwood Estates sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Brentwood Estates, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Brentwood Estates home worth?
Get a no-obligation home value based on real comparable sales in Brentwood Estates, 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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Frequently Asked Questions
How many homes are in Brentwood Estates?
What share of Brentwood Estates is owner-occupied?
When were the homes in Brentwood Estates built?
Who is the best real estate agent for Brentwood Estates?
How do I find a top Clearwater real estate agent who knows Brentwood Estates?
Can Momentum Realty connect me with an agent for Brentwood Estates?
Where is Brentwood Estates, and what county is it in?
Should you buy in Brentwood Estates?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 1, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (1 streets, ZIP 33755)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2014 (17 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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See how Brentwood Estates 1St Add fits the bigger picture — live prices, inventory, and Momentum Scores:
Schools serving nearby communities
We do not have a confirmed school assignment for Brentwood Estates. These are the public schools most often assigned to other communities in ZIP 33755; zones change and vary by address, so confirm with the district before you buy.
- Clearwater High · Public · FLDOE grade A (assigned to 3 nearby communities)
- Skycrest Elementary · Public · FLDOE grade A (assigned to 2 nearby communities)
- Clearwater High School · High · FLDOE grade A (assigned to 2 nearby communities)
Assignments from district data for neighboring communities; grades are official Florida Department of Education school grades (2025-26).
Nearby Communities
Explore more neighborhoods near Brentwood Estates with Momentum Realty’s local guides.






