How to Find the Best Real Estate Agent in Windward Pointe, St. Petersburg
Buying here? See Windward Pointe homes for sale and the Windward Pointe community guide (St Petersburg).
In Windward Pointe, recent sales run a median of about $142,000 ($144/sq ft), typically closing in about 126 days — so accurate local pricing and comparable-sales knowledge are what separate a strong Windward Pointe agent from an average one.
Windward Pointe recorded 13 closings in the last 12 months at a median of $142,000, averaging 126 days on market — the numbers any agent you interview here should already know. This guide covers what makes a great Windward Pointe real estate agent, the questions to ask before you hire, the current Windward Pointe market in detail, and how to connect with a proven local expert. See the Windward Pointe neighborhood guide for homes and lifestyle.
What makes a great real estate agent in Windward Pointe
The best Windward Pointe agents share four things: local sales experience (they’ve actually closed deals here), pricing accuracy built on real comps, marketing that reaches the right buyers, and negotiation that protects your money. In Windward Pointe, homes can take time to sell (a median of 126 days on market), so marketing reach and negotiation make the difference.
That local nuance is why a Windward Pointe specialist beats a generalist: they know the streets, the HOAs, the school zones, and what buyers here will and won’t pay for.
Recent market activity in Windward Pointe
A great agent works from data, not guesswork. Here’s the current snapshot for Windward Pointe (from Momentum’s MLS data, as of 2026-08-30):
Market read: Balanced Market (limited data). Use these numbers to pressure-test any agent you interview — a true local will know them cold.
Recent sales in Windward Pointe
Real homes recently closed in Windward Pointe — the kind of comps a great local agent prices from:
| Address | Details | Sold |
|---|---|---|
| 107 114Th Avenue | 2 bd / 1.5 ba · 993 sqft · closed 2026-07-27 | $160,000 |
| 195 114Th Avenue #195 | 2 bd / 1.5 ba · 990 sqft · closed 2026-06-29 | $139,900 |
| 169 114Th Avenue #169 | 2 bd / 1.5 ba · 993 sqft · closed 2026-03-19 | $150,000 |
| 143 114Th Avenue #143 | 2 bd / 1.5 ba · 993 sqft · closed 2026-01-20 | $155,000 |
| 131 114Th Terrace #131 | 2 bd / 1.5 ba · 990 sqft · closed 2025-12-02 | $139,500 |
| 182 114Th Terrace #182 | 2 bd / 1.5 ba · 990 sqft · closed 2025-12-01 | $100,000 |
Listings courtesy of Stellar MLS as distributed by MLS GRID. Recent closed sales shown for market context.
Where Windward Pointe sales actually landed, 2024–2026
Of the 40 recorded Windward Pointe closings since 2024, half landed between $126,250 and $163,451 (the middle two quartiles); the lowest recorded sale was $95,000 and the highest $209,900. If your home sits outside the middle band, the reason usually shows up in the size table below before it shows up in condition.
| Sold price band | Share of closings | Sales |
|---|---|---|
| Under $100,000 | 1 (2%) | |
| $100,000 – $125,000 | 9 (22%) | |
| $125,000 – $150,000 | 15 (38%) | |
| $150,000 – $175,000 | 8 (20%) | |
| None and up | 7 (18%) |
What homes of your size have sold for in Windward Pointe
The same recorded closings, split into thirds by living area. Find the row your home falls in: the $/sqft figure times your square footage is the recorded-sales bracket for homes like yours here — a starting range from real closings, not a valuation of your specific property. Price per square foot is nearly flat across sizes here ($166 to $162), so square footage alone explains most of the price spread.
| Size group | Median $/sqft | Median sold | Sold range | Sales |
|---|---|---|---|---|
| Smaller homes 590–885 sq ft | $166 | $124,000 | $95,000 – $153,500 | 13 |
| Mid-size homes 885–990 sq ft | $164 | $149,900 | $105,000 – $180,420 | 13 |
| Larger homes 990–1,005 sq ft | $162 | $161,000 | $100,000 – $209,900 | 14 |
How Windward Pointe compares to its neighbors
Pricing a home means knowing the alternatives buyers are weighing. The five nearest tracked communities, side by side:
| Community | Median | $/sq ft | DOM | Momentum Score |
|---|---|---|---|---|
| Windward Pointe | $142,000 | $144 | 126 d | 61 |
| Sun Plaza Isles | $525,000 | $314 | 85 d | 52 |
| Sun-Lit Shores | $458,000 | $281 | 95 d | 70 |
| Baybridge Heights | $668,000 | $297 | – | 50 |
| Georgian Terrace | $265,000 | $286 | – | 50 |
| Enclave at St. Petersburg | $122,000 | $139 | 69 d | 58 |
Momentum Score is Momentum Realty’s proprietary 0-100 community market rating. Figures from Momentum’s MLS data, as of 2026-08-30.
The Windward Pointe housing stock, from the live feed
From the live MLS feed as of 2026-09-03: The homes listed or recently sold were built between 1974 and 1979 (median 1978); 9 of 16 listed or recently sold homes report an HOA, median $565/mo; 1 state no HOA; 16 of 16 geocoded listed or recently sold homes sit inside a FEMA special flood hazard zone (A/V), which buyers’ lenders will price into insurance; median elevation 7 ft; the features listings here most often name are Clubhouse, Pool, Tennis Court(s), Playground and Buyer Approval Required. See the current Windward Pointe listings →
Which way this market is moving
Active inventory across Pinellas County has fallen over the past year (-13%). About 30% of county listings currently carry a price cut, which tells you how much negotiating room the average seller has already conceded. Windward Pointe itself has appreciated about 0% over the period Momentum’s MLS data tracks — a community-level trend, not the county average. A strong local agent will reconcile these numbers with what is happening on your exact street before recommending a price.
What it costs to own in Windward Pointe
On a median-priced Windward Pointe home ($142,000), property taxes at Pinellas County’s typical millage of 19.3862 run roughly $1,784 a year with the homestead exemption applied — before any CDD or special-district charges, which vary by community.
The average Citizens Property Insurance premium in Pinellas County is about $1,911 a year (April 2026 filings); private-market quotes differ, and a good agent will tell you which carriers are actually writing here.
Run the real numbers before you commit: what selling nets you, whether your Save Our Homes benefit moves with you, and rent vs buy in Pinellas County.
At Windward Pointe’s $142,000 median and Pinellas County’s adopted 19.39 mills (FY2025-26), a home assessed at that price carries roughly $2,750 a year in property tax before exemptions, or about $1,940 with the full Florida homestead exemption — a buyer’s first-year figure; a long-time owner’s Save Our Homes cap can be far lower, which is one reason resale taxes jump at closing. Municipal and special-district millage varies inside the county; see the Pinellas County tax page.
Rents and the investor math
Typical asking rent across Pinellas County sits near $2,023 a month (Zillow’s rent index). Rents are moving about -0.0% year over year. County-level yield math pencils to roughly a 6.49% cap rate on typical numbers, before expenses. Home prices run about 5.32x the county’s median household income, the affordability backdrop every buyer here negotiates inside. If you are weighing an investment purchase in Windward Pointe, ask your agent for community-level rent comps rather than county averages — the spread between communities is wide.
Who is moving to Pinellas County, and what they earn
The county lost a net 1,182 people in the latest IRS county-migration year. Households moving IN average $95,596 in income versus $74,796 for those moving out — movers arriving here earn more than those leaving, which shapes what sellers can ask and what buyers compete against. The biggest out-of-state feeder markets are NY, CA, NJ. Median household income in Pinellas County has grown about 37% since 2018 ($70,293 now). Population is up about 0% over the same stretch. An agent who knows these flows can tell you which way demand in Windward Pointe is actually pointing, not just where prices have been.
Sources: IRS SOI county-to-county migration; U.S. Census income and population estimates. County-level data for context; community demand varies within the county.
School context you can verify: the Pinellas County school district earned a district grade of A from the Florida Department of Education (2025-26) and has held an A since 2024. Attendance zones vary by address, so confirm the zoned schools for any specific home with the district.
2 for sale · 2 pending — the inventory any agent you interview should already know street by street.
See every 2 listing, with full data ›
Listings courtesy of Stellar MLS as distributed by MLS GRID. Deemed reliable but not guaranteed. Listings shown as of 2026-09-19; prices and availability change.
If you’re buying in Windward Pointe
Come pre-approved, not pre-qualified, and be ready to move within days of a new listing. In a market like Windward Pointe’s, your agent’s job is speed and terms: escalation strategy, appraisal-gap planning, and knowing which contingencies you can safely keep. Ask any agent you interview how their last three Windward Pointe buyers won.
If you’re selling in Windward Pointe
You have leverage, but overpricing still kills momentum — homes that sit past the median days on market start fielding lowball offers. Price at the data, prep properly, and make buyers compete in week one. Your listing agent’s first-week marketing plan matters more than their commission number.
Questions to ask before you hire a Windward Pointe agent
- How many homes have you sold in or near Windward Pointe in the last year — the community recorded 13?
- How would you price my home against the $144 per square foot Windward Pointe closings have averaged — and the size-band table above?
- Homes here have been taking about 126 days to go under contract — what is your plan for the first two weeks?
- With about 2.8 months of supply in Windward Pointe, is this a market where you would advise me to negotiate or hold firm?
- How and how often will you communicate with me?
- Can you share recent client references?
Why community expertise matters in Windward Pointe
Two homes a mile apart can sell on completely different terms. A Windward Pointe expert prices to the micro-market, knows which upgrades buyers reward, and has the relationships to get deals done.
Top listing agents vs. buyer’s agents in Windward Pointe
If you’re selling in Windward Pointe, a top listing agent’s pricing, staging, and marketing are what win top dollar — the same skills behind a strong home sale. If you’re buying, a sharp buyer’s agent protects you in negotiation and inspections. The best Windward Pointe Realtors do both well; ask any agent you interview which side they’re strongest on and how they’d handle yours.
Momentum’s record in Windward Pointe
Momentum Realty is a Northeast Florida brokerage; we do not list homes in ST PETERSBURG ourselves. When you ask us for an agent here we match you with a vetted local agent from our referral network — one whose own closed sales are in ST PETERSBURG — and we only get paid if you close, so the match has to be right. The market numbers on this page are what we would check that agent against.
Meet your local expert
Brittany co-founded Momentum Realty, a RealTrends 500 brokerage (ranked #440 in the U.S.) with 320+ agents and $3.5B+ in closed sales across Florida. Tell her what you’re looking for and she’ll connect you with the right local Momentum specialist — and make sure you’re taken care of from first call to closing.
“I have now worked with Brittany and the Brooks Group / Momentum Realty to both buy and sell a property over the past 3 years. I had an outstanding experience.” — A. Lloyd, Zillow
Related Windward Pointe resources
- Homes for sale & Windward Pointe neighborhood guide
- Pinellas County real estate market
- Sell your Windward Pointe home with a local expert
- Pinellas County homestead exemption
Common questions
How do I find the best real estate agent in Windward Pointe?
What questions should I ask a Windward Pointe agent before hiring them?
Does Momentum Realty cover Windward Pointe?
What happens after I ask to be matched?
What is the median home price in Windward Pointe?
Is Windward Pointe a buyer market or a seller market right now?
What should I budget beyond the mortgage in Windward Pointe?
What do homes of my size sell for in Windward Pointe?
Is Windward Pointe in a flood zone?
Does Windward Pointe have an HOA, and how much is it?
How much are property taxes in Windward Pointe?
Market figures are aggregates from Momentum Realty’s MLS data for Windward Pointe, as of 2026-08-30, and will change over time. This is general guidance on how to choose an agent, not a ranking or endorsement of any individual. Equal Housing Opportunity.