Barrys Hillside Homes
Homes for Sale in St Petersburg, FL

Community in St Petersburg · Pinellas County
803 homesBuilt 1914–2024
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Built fromLive Stellar MLS data14 years of closingsFL DOR public recordsUpdated twice daily
Live · Barrys Hillside Homes Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
2
Sold · last 12 mo
10-yr average: about 3 a year
Ownership and context
61%
Owner-occupied · Barrys Hillside Homes
498 of 814 parcels homesteaded (FL DOR 2025)
39%
Non-owner-occupied · Barrys Hillside Homes
incl. 15% trust or LLC-held · 6% out-of-state
0%
Cash buyers · Barrys Hillside Homes
0 of 4 sales, 12 mo ending June 2024
803
Homes in the community
plus 11 vacant residential lots · 814 residential parcels (FL DOR 2025)
Track record · 14 years of records
Est. 1914
Community established
homes built 1914-2024, median 1957 (FL DOR 2025)
1
Failed listings · 2026
peaked at 3 in 2018
0.2%/yr
Turnover rate
about 2 of 803 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Price in Barrys Hillside Homes is driven by condition and vintage more than square footage. With a median build year of 1957 and a stock that stretches from 1914 all the way to 2024, you are buying into a wide spread of eras — renovated older bungalows, tear-down-and-rebuilds, and the occasional new-construction infill sit side by side. That mix means the median tells you the middle, not the range you will actually encounter.

For buyers, this is a market where you underwrite the house, not the label. A recently updated home and a deferred-maintenance original from the same block can carry very different numbers. For sellers, condition and how thoroughly a home has been brought current will do most of the pricing work. With 803 homes here, there is turnover to study, but you should still read each comp on its own terms.

Best for

  • Buyers who want an established, owner-occupied-leaning area and will underwrite a home by its condition
  • Renovation-minded buyers comfortable taking on an older home and budgeting for systems
  • Owner-occupants seeking a compact, around-1,500-square-foot home rather than a large one

Probably not for

  • Buyers who need substantial square footage or a big lot footprint
  • Buyers who want new or near-new construction with predictable, uniform finishes
  • Buyers unwilling to fund inspections and potential repairs on early- to mid-century homes

The market around Barrys Hillside Homes

Barrys Hillside Homes is a small community — 18 recorded sales on file, most recently in 2026 — 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).

The housing mix here is 97% single family residence, 3% ?.

ZIP and county figures describe the wider market, not Barrys Hillside Homes specifically. Momentum Research analysis of MLS records.

If we were buying in Barrys Hillside Homes 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 Barrys Hillside Homes.

Best Buy
Buyers who want an established St Petersburg address and a manageable footprint.
Biggest Risk
The older stock can hide costly deferred maintenance behind a fair-looking price.
Sweet Spot
A renovated mid-century home that has already had its major systems addressed.
Avoid If
You need large square footage or uniform, new-build predictability.

A century-wide housing mix

The defining feature here is age spread. A median year built of 1957 sits inside a range that runs from 1914 to 2024, so no two blocks look quite the same. You will find original early-20th-century homes, mid-century builds that make up the core, and newer infill that has replaced older structures. Typical living space is compact at about 1,513 square feet, which favors buyers who want a manageable footprint over sprawl.

A homestead share of roughly 61% points to a community weighted toward owner-occupants rather than pure investor churn, which tends to show up in maintained yards and longer-held homes. That said, the older end of the stock rewards a careful inspection — roof, systems, and prior updates will separate a fairly priced home from an expensive one.

The location and the amenities are priced into every listing in Barrys Hillside Homes. 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 where a 1914 original and a 2024 rebuild can sit on the same street, comps are only useful if you read them by condition and vintage. We price and evaluate each home on its own merits — updates done, systems remaining, and what the compact square footage can and cannot do — so you are not paying mid-century money for deferred maintenance or overlooking a renovated value.

Barrys Hillside Homes in 15 seconds.

Best forBuyers who want an established St Petersburg address and a manageable footprint.
Biggest advantageA century-wide range of homes means genuine variety in vintage and condition.
Biggest riskThe older stock can hide costly deferred maintenance behind a fair-looking price.
Sweet spotA renovated mid-century home that has already had its major systems addressed.
Avoid ifYou need large square footage or uniform, new-build predictability.

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 Barrys Hillside Homes sales matched to your home.

What is your Barrys Hillside Homes home worth?

Get a no-obligation home value based on real comparable sales in Barrys Hillside Homes, 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 Barrys Hillside Homes?
The Florida DOR 2025 assessment roll shows 803 homes plus 11 vacant residential lots in Barrys Hillside Homes (public records).
What share of Barrys Hillside Homes is owner-occupied?
61% of Barrys Hillside Homes parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Barrys Hillside Homes built?
Homes in Barrys Hillside Homes were built between 1914 and 2024, with a median year built of 1957 (FL DOR 2025 roll).
Do cash buyers compete in Barrys Hillside Homes?
Cash buyers took 0% of Barrys Hillside Homes sales in the 12 months ending June 2024 (0 of 4 closings, Stellar MLS).
Who is the best real estate agent for Barrys Hillside Homes?
The best agent for Barrys Hillside Homes is one who actively works St Petersburg 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 Barrys Hillside Homes.
How do I find a top St Petersburg real estate agent who knows Barrys Hillside Homes?
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 Barrys Hillside Homes and the wider St Petersburg area.
Can Momentum Realty connect me with an agent for Barrys Hillside Homes?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Barrys Hillside Homes purchase or sale - no call center and no pressure.
Buyers who want an established, owner-occupied-leaning area and will underwrite a home by its conditionExcellent fit
Renovation-minded buyers comfortable taking on an older home and budgeting for systemsExcellent fit
Owner-occupants seeking a compact, around-1,500-square-foot home rather than a large oneExcellent fit
Buyers who need substantial square footage or a big lot footprintProbably not
Buyers who want new or near-new construction with predictable, uniform finishesProbably not
Buyers unwilling to fund inspections and potential repairs on early- to mid-century homesProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (8 streets, ZIP 33705))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2012 (33 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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