Hempstead Annex 2
Homes for Sale in Gulfport, FL

Community in Gulfport · Pinellas County
287 homesBuilt 1920–2024
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data13 years of closingsFL DOR public recordsUpdated twice daily
Live · Hempstead Annex 2 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
1
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
64%
Owner-occupied · Hempstead Annex 2
184 of 289 parcels homesteaded (FL DOR 2025)
36%
Non-owner-occupied · Hempstead Annex 2
incl. 18% trust or LLC-held · 8% out-of-state
33%
Cash buyers · Hempstead Annex 2
1 of 3 sales, 12 mo ending June 2025
287
Homes in the community
plus 2 vacant residential lots · 289 residential parcels (FL DOR 2025)
Track record · 13 years of records
Est. 1920
Community established
homes built 1920-2024, median 1956 (FL DOR 2025)
0
Failed listings · 2025
peaked at 1 in 2019
0.3%/yr
Turnover rate
about 1 of 287 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Price in Hempstead Annex 2 is driven by condition and structure, not by a tidy formula. With a housing stock that runs from 1920 through 2024 and a median build year of 1956, you are looking at a genuinely mixed inventory: original older cottages, mid-century houses, and the occasional new-construction infill sitting on the same streets. The median home is compact at about 1,250 square feet, so what separates one sale from the next is usually renovation level, systems, and lot rather than raw size.

Expect a wide spread in what homes trade for here, because you are effectively pricing individual houses rather than a uniform product. For buyers, that means the work is in reading condition honestly and not overpaying for cosmetics over bones. For sellers, it means comps require judgment; a thoughtfully updated older home and a tired one a block away are not the same listing, and pricing them as if they were is how deals stall.

Best for

  • Buyers who want a compact, established Gulfport home and will judge a house on its bones and updates
  • Owner-occupants planning to stay and willing to renovate or add on over time
  • Buyers seeking character in an older mid-century structure rather than a spec floor plan

Probably not for

  • Buyers who want large square footage, since the stock skews compact around the 1,250-square-foot median
  • Buyers who need turnkey new construction with consistent, easily matched comps
  • Short-horizon buyers expecting quick resale in a measured, owner-heavy turnover market

The market around Hempstead Annex 2

Hempstead Annex 2 is a small community — 3 recorded sales on file, most recently in 2025 — 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).

Homes here are single family residence.

ZIP and county figures describe the wider market, not Hempstead Annex 2 specifically. Momentum Research analysis of MLS records.

If we were buying in Hempstead Annex 2 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 Hempstead Annex 2.

Best Buy
Buyers who want an established Gulfport address and are comfortable evaluating older homes on their merits.
Biggest Risk
Wide variation in age and condition makes pricing judgment essential; surface comps mislead.
Sweet Spot
A well-updated mid-century home near the 1,250-square-foot median, bought on condition, not cosmetics.
Avoid If
You need uniform, move-in new construction with predictable, matching comps.

A mixed-vintage pocket, priced house by house

The defining trait here is age range. A median build year of 1956 tells you the backbone of the neighborhood is mid-century, but the 1920-to-2024 span means you will tour homes with very different construction methods, ceiling heights, and mechanical realities on the same afternoon. Compact floor plans are the norm, with a median around 1,250 square feet, so additions and reconfigured layouts are common value levers.

Roughly 64% of homes carry a homestead exemption, pointing to a stock that skews owner-occupied rather than heavily investor-held. For a buyer, that stability is a plus, but it also means turnover is measured and the right house may take patience. Because we are working from a single closings window, treat the pricing picture as a snapshot rather than a trend line, and lean on current condition-level comps.

The location and the amenities are priced into every listing in Hempstead Annex 2. 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 neighborhood where two houses a block apart can be a century of construction and a full renovation gap apart, generic pricing gets people hurt. We underwrite these homes individually — reading age, systems, and updates against genuinely comparable sales — so buyers do not overpay for a repaint and sellers do not leave real money on a well-kept older home.

Hempstead Annex 2 in 15 seconds.

Best forBuyers who want an established Gulfport address and are comfortable evaluating older homes on their merits.
Biggest advantageA mixed-vintage stock with newer infill means real optionality within one small area.
Biggest riskWide variation in age and condition makes pricing judgment essential; surface comps mislead.
Sweet spotA well-updated mid-century home near the 1,250-square-foot median, bought on condition, not cosmetics.
Avoid ifYou need uniform, move-in new construction with predictable, matching comps.

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 Hempstead Annex 2 sales matched to your home.

What is your Hempstead Annex 2 home worth?

Get a no-obligation home value based on real comparable sales in Hempstead Annex 2, 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 Hempstead Annex 2?
The Florida DOR 2025 assessment roll shows 287 homes plus 2 vacant residential lots in Hempstead Annex 2 (public records).
What share of Hempstead Annex 2 is owner-occupied?
64% of Hempstead Annex 2 parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Hempstead Annex 2 built?
Homes in Hempstead Annex 2 were built between 1920 and 2024, with a median year built of 1956 (FL DOR 2025 roll).
Do cash buyers compete in Hempstead Annex 2?
Cash buyers took 33% of Hempstead Annex 2 sales in the 12 months ending June 2025 (1 of 3 closings, Stellar MLS).
Who is the best real estate agent for Hempstead Annex 2?
The best agent for Hempstead Annex 2 is one who actively works Gulfport 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 Hempstead Annex 2.
How do I find a top Gulfport real estate agent who knows Hempstead Annex 2?
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 Hempstead Annex 2 and the wider Gulfport area.
Can Momentum Realty connect me with an agent for Hempstead Annex 2?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Hempstead Annex 2 purchase or sale - no call center and no pressure.
Buyers who want a compact, established Gulfport home and will judge a house on its bones and updatesExcellent fit
Owner-occupants planning to stay and willing to renovate or add on over timeExcellent fit
Buyers seeking character in an older mid-century structure rather than a spec floor planExcellent fit
Buyers who want large square footage, since the stock skews compact around the 1,250-square-foot medianProbably not
Buyers who need turnkey new construction with consistent, easily matched compsProbably not
Short-horizon buyers expecting quick resale in a measured, owner-heavy turnover marketProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (2 streets, ZIP 33707))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2013 (12 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 your area comps.

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