Hiland Square
Homes for Sale in St. Petersburg, FL
True comps, carrying-cost math, and listings before the portals.
As of September 2026, Hiland Square Add in St Petersburg, FL has 2 homes for sale. Homes listed or recently sold were built 1965–1984.

Hiland Square Add is an older St Petersburg pocket, with a median build year of 1960 inside a range that stretches from 1943 up to as recent as 2019. That spread means the housing stock is not uniform — original mid-century construction sits alongside newer infill or heavily updated homes, and condition rather than location is what separates one listing from the next here.
With 268 homes and a homestead share just under three-quarters, this reads as a settled, owner-occupied core rather than a churn-heavy rental or investor pocket. For a buyer, that generally means fewer distressed or turnkey-flip listings hitting at once; for a seller, it means your comparable set can vary widely by age and finish level, so pricing needs to be built off the specific home, not the neighborhood average.
Hiland Square right now
🟢 Buyer-leaning market. 24.0 months of supply and 0% of the inventory already under contract give buyers above-average negotiating leverage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of September 12, 2026. Confidence: Low (2 active and pending listings, 0 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 14, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Hiland Square Add sits in St Petersburg, Pinellas County, with a housing stock built across eight decades and a typical home landing around 1,363 square feet. The community shows no identified shared amenities in current MLS listings, so the draw here is the home and its lot rather than an amenity package.
Stellar MLS sales records identify 14 homes in Hiland Square that have changed hands since 2005, built between 1930 and 2025 (median 1984), with a median living area of about 1,280 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.
Who Hiland Square is best for.
Best for
- Buyers prioritizing an established St Petersburg location over amenity access
- Buyers comfortable evaluating condition and updates home-by-home rather than relying on a uniform build era
- Buyers targeting a modest, efficient footprint rather than maximum square footage
Probably not for
- Buyers who want a community with a pool, clubhouse, or organized recreation included
- Buyers seeking a uniformly new or uniformly renovated block with minimal condition variance
- Buyers who need a larger living area as a baseline, given the median sits near 1,363 sq ft
The market around Hiland Square
Hiland Square is too small for its own price trend, so here is the market around it.
In ZIP 33709, 232 homes are on the market and 20% are under contract — a steady corner of St Petersburg.
Across Pinellas County, 6,628 homes are active and 1,729 pending (21% under contract).
In ZIP 33709 (St Petersburg), 439 homes closed in the last 12 months at a median of $295K ($239/sq ft), down 8.3% year over year, with a median 36 days on market. Right now 130 active and 24 pending listings put supply at about 4.7 months — a balanced market. See the live ZIP 33709 housing market and the Pinellas County market.
ZIP and county figures describe the wider market, not Hiland Square specifically. Momentum Research analysis of MLS records.
Homes For Sale Right Now in Hiland Square
Live MLS inventory for Hiland Square. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending Hiland Square listings as of 2026-09-13, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2015 through 2025. Tap any home to ask about it.
Hiland Square on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Schools
- Pinellas County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Rawlings Elementary-PN · Elementary
- Pinellas Park Middle-PN · Middle
- Dixie Hollins High-PN · High
Zoned schools reflect the assignments reported on recent Hiland Square listings and can change; always confirm with Pinellas County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Hiland Square address.
Shop the zone: Homes zoned for Dixie Hollins High-Pn High School
The Hiland Square buying strategy.
If we were buying in Hiland Square 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.
Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.
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 Hiland Square.
A mid-century core with uneven updates
The defining fact about Hiland Square Add is its age range. A median year built of 1960 puts most homes solidly in the mid-century category, but the range running to 2019 tells you there are exceptions — later builds or full teardown-rebuilds mixed into the same blocks. That combination means two homes a few doors apart can differ dramatically in systems, layout, and finish, even if they're similar in size.
At a median living area of 1,363 square feet, this is a community of modest-footprint homes, which tends to suit buyers prioritizing location and lot over square footage. With no shared community amenities identified from current listings, there's no clubhouse, pool, or HOA-run recreation to factor into carrying costs — what you're buying is the house and the neighborhood itself, plain and simple.
The location and the amenities are priced into every listing in Hiland Square. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a neighborhood this age-varied, the difference between a fair offer and an overpay often comes down to knowing which systems and updates in a given home are original versus replaced. We walk that distinction line by line before you commit, and we price listings against the right comparable — not against a neighborhood-wide average that can mask a lot of variation.
Hiland Square 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 Hiland Square 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 Hiland Square sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Hiland Square, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Hiland Square home worth?
Get a no-obligation home value based on real comparable sales in Hiland Square, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See homes for sale in Hiland Square on the map →
19% of homes for sale in ZIP 33709 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-09-12).
Hiland Square Add Market Scorecard
Hiland Square Add is currently a strong buyer's market. About 24.0 months of supply, a median asking price of $347,450, and homes go under contract in about 59 days.
Typical home value in the 33709 ZIP is $268,736, about 2.4% 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.
Frequently Asked Questions
Is Hiland Square a buyer's or seller's market right now?
Who is the best real estate agent for Hiland Square?
How do I find a top St Petersburg real estate agent who knows Hiland Square?
Can Momentum Realty connect me with an agent for Hiland Square?
Should you buy in Hiland Square?
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: September 13, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2015 (6 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.
Looking to buy here? Search homes for sale →
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See how Hiland Square Add fits the bigger picture — live prices, inventory, and Momentum Scores:
Nearby Communities
Explore more neighborhoods near Hiland Square with Momentum Realty’s local guides.
