How to Find the Best Real Estate Agent in WINDSOR HILLS PHASE THREE, Kissimmee
In WINDSOR HILLS PHASE THREE, recent sales run a median of about $620,000 ($260/sq ft), typically closing in about 90 days — so accurate local pricing and comparable-sales knowledge are what separate a strong WINDSOR HILLS PHASE THREE agent from an average one.
WINDSOR HILLS PHASE THREE recorded 62 closings in the last 12 months at a median of $620,000, averaging 90 days on market — the numbers any agent you interview here should already know. This guide covers what makes a great WINDSOR HILLS PHASE THREE real estate agent, the questions to ask before you hire, the current WINDSOR HILLS PHASE THREE market in detail, and how to connect with a proven local expert. See the WINDSOR HILLS PHASE THREE neighborhood guide for homes and lifestyle.
What makes a great real estate agent in WINDSOR HILLS PHASE THREE
The best WINDSOR HILLS PHASE THREE 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 WINDSOR HILLS PHASE THREE, homes can take time to sell (a median of 90 days on market), so marketing reach and negotiation make the difference.
That local nuance is why a WINDSOR HILLS PHASE THREE 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 WINDSOR HILLS PHASE THREE
A great agent works from data, not guesswork. Here’s the current snapshot for WINDSOR HILLS PHASE THREE (from Momentum’s MLS data, as of 2026-08-30):
Market read: Buyer-Leaning Market. Use these numbers to pressure-test any agent you interview — a true local will know them cold.
Recent sales in WINDSOR HILLS PHASE THREE
Real homes recently closed in WINDSOR HILLS PHASE THREE — the kind of comps a great local agent prices from:
| Address | Details | Sold |
|---|---|---|
| 2693 Manesty Lane | 6 bd / 4 ba · 2,812 sqft · closed 2026-07-30 | $630,000 |
| 2709 Manesty Lane | 6 bd / 4 ba · 2,812 sqft · closed 2026-07-24 | $600,000 |
| 7753 Basnett Circle | 6 bd / 4 ba · 2,812 sqft · closed 2026-07-23 | $619,000 |
| 7676 Otterspool Street | 3 bd / 3 ba · 1,440 sqft · closed 2026-07-16 | $395,000 |
| 7803 Basnett Circle | 6 bd / 4 ba · 2,812 sqft · closed 2026-07-02 | $690,000 |
| 7763 Tosteth Street | 6 bd / 4 ba · 2,812 sqft · closed 2026-06-30 | $620,000 |
Listings courtesy of Stellar MLS as distributed by MLS GRID. Recent closed sales shown for market context.
Where WINDSOR HILLS PHASE THREE sales actually landed, 2024–2026
Of the 126 recorded WINDSOR HILLS PHASE THREE closings since 2024, half landed between $400,000 and $630,000 (the middle two quartiles); the lowest recorded sale was $330,000 and the highest $782,000. 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 $375,000 | 6 (5%) | |
| $375,000 – $483,333 | 44 (35%) | |
| $483,333 – $591,667 | 15 (12%) | |
| $591,667 – $700,000 | 50 (40%) | |
| None and up | 11 (9%) |
What homes of your size have sold for in WINDSOR HILLS PHASE THREE
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. Smaller homes here have been selling at a higher price per square foot than larger ones ($273 vs $236) — the usual pattern, since lot, kitchen and baths do not scale with floor area.
| Size group | Median $/sqft | Median sold | Sold range | Sales |
|---|---|---|---|---|
| Smaller homes 1,410–1,440 sq ft | $273 | $393,000 | $330,000 – $454,000 | 42 |
| Mid-size homes 1,440–2,342 sq ft | $274 | $600,000 | $367,500 – $700,000 | 42 |
| Larger homes 2,342–2,876 sq ft | $236 | $644,400 | $500,000 – $782,000 | 42 |
How WINDSOR HILLS PHASE THREE 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 |
|---|---|---|---|---|
| WINDSOR HILLS PHASE THREE | $620,000 | $260 | 90 d | 50 |
| VENTURA AT WINDSOR HILLS, WINDSOR HILLS | $300,000 | $241 | – | 50 |
| Crestwynd Bay | $250,000 | $183 | 84 d | 42 |
| ROLLING HILLS ESTATES | $460,000 | $252 | – | 50 |
| FORMOSA VALLEY | $455,000 | $215 | 30 d | 59 |
| OAKWATER | $270,000 | $238 | 127 d | 41 |
Momentum Score is Momentum Realty’s proprietary 0-100 community market rating. Figures from Momentum’s MLS data, as of 2026-08-30.
What is on the market in WINDSOR HILLS PHASE THREE right now
From the live MLS feed as of 2026-09-03: 27 active listings (plus 7 pending) asking from $380,000 to $699,900, median $589,999; 11 of 27 have been on the market over 60 days (median 49 days so far); the homes listed or recently sold were built between 2004 and 2008 (median 2005); 45 of 46 listed or recently sold homes report an HOA, median $171/mo; none of the 42 geocoded listed or recently sold homes sits in a FEMA special flood hazard zone (median elevation 119 ft); the features listings here most often name are Fitness Center, Pool, Clubhouse, Playground, Gated Community - Guard and Tennis Court(s). For a seller this is the competition a buyer will tour alongside your home; for a buyer, the stale share is where negotiating room usually is. See the current WINDSOR HILLS PHASE THREE listings →
Which way this market is moving
Active inventory across Osceola County has fallen over the past year (-3%). About 23% of county listings currently carry a price cut, which tells you how much negotiating room the average seller has already conceded. WINDSOR HILLS PHASE THREE 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 WINDSOR HILLS PHASE THREE
On a median-priced WINDSOR HILLS PHASE THREE home ($620,000), property taxes at Osceola County’s typical millage of 15.2327 run roughly $8,683 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 Osceola County is about $1,735 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 Osceola County.
At WINDSOR HILLS PHASE THREE’s $620,000 median and Osceola County’s adopted 15.23 mills (FY2025-26), a home assessed at that price carries roughly $9,440 a year in property tax before exemptions, or about $8,840 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 Osceola County tax page.
Rents and the investor math
Typical asking rent across Osceola County sits near $2,025 a month (Zillow’s rent index). Rents are moving about 0.2% year over year. County-level yield math pencils to roughly a 6.69% cap rate on typical numbers, before expenses. Home prices run about 5.29x the county’s median household income, the affordability backdrop every buyer here negotiates inside. If you are weighing an investment purchase in WINDSOR HILLS PHASE THREE, ask your agent for community-level rent comps rather than county averages — the spread between communities is wide.
Who is moving to Osceola County, and what they earn
The county gained a net 5,703 people in the latest IRS county-migration year. Households moving IN average $59,276 in income versus $52,104 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, NJ, TX. Median household income in Osceola County has grown about 37% since 2018 ($68,711 now). Population is up about 20% over the same stretch. An agent who knows these flows can tell you which way demand in WINDSOR HILLS PHASE THREE 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 Osceola County school district earned a district grade of B from the Florida Department of Education (2025-26). Attendance zones vary by address, so confirm the zoned schools for any specific home with the district.
26 for sale · 6 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 2026-09-05; prices and availability change.
If you’re buying in WINDSOR HILLS PHASE THREE
Time is on your side in WINDSOR HILLS PHASE THREE right now. Tour aggressively, compare concessions — rate buydowns and credits often beat a small price cut — and let your agent use days-on-market as negotiating leverage. Every price cut on a listing is information.
If you’re selling in WINDSOR HILLS PHASE THREE
Selling into a slower WINDSOR HILLS PHASE THREE market means prep and pricing are the whole game. Interview agents on their marketing reach beyond the MLS, their plan for the first 14 days, and what they would do at day 45 if showings stall. The wrong list price costs more than any commission difference.
Questions to ask before you hire a WINDSOR HILLS PHASE THREE agent
- How many homes have you sold in or near WINDSOR HILLS PHASE THREE in the last year — the community recorded 62?
- How would you price my home against the $260 per square foot WINDSOR HILLS PHASE THREE closings have averaged — and the size-band table above?
- Homes here have been taking about 90 days to go under contract — what is your plan for the first two weeks?
- With about 5.2 months of supply in WINDSOR HILLS PHASE THREE, 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 WINDSOR HILLS PHASE THREE
Inside WINDSOR HILLS PHASE THREE itself, recorded closings have run from $273 per square foot on the smaller homes to $236 on the larger ones — a gap of 15% that a community average hides. An agent who prices from the size table above, not the headline median, is the difference between a home that lingers and one that sells for more, faster.
Top listing agents vs. buyer’s agents in WINDSOR HILLS PHASE THREE
If you’re selling in WINDSOR HILLS PHASE THREE, 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 WINDSOR HILLS PHASE THREE Realtors do both well; ask any agent you interview which side they’re strongest on and how they’d handle yours.
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 WINDSOR HILLS PHASE THREE resources
- Homes for sale & WINDSOR HILLS PHASE THREE neighborhood guide
- Osceola County real estate market
- Sell your WINDSOR HILLS PHASE THREE home with a local expert
- Osceola County homestead exemption
Common questions
How do I find the best real estate agent in WINDSOR HILLS PHASE THREE?
What questions should I ask a WINDSOR HILLS PHASE THREE agent before hiring them?
Does Momentum Realty cover WINDSOR HILLS PHASE THREE?
What happens after I ask to be matched?
What is the median home price in WINDSOR HILLS PHASE THREE?
Is WINDSOR HILLS PHASE THREE a buyer market or a seller market right now?
What should I budget beyond the mortgage in WINDSOR HILLS PHASE THREE?
What do homes of my size sell for in WINDSOR HILLS PHASE THREE?
Is WINDSOR HILLS PHASE THREE in a flood zone?
Does WINDSOR HILLS PHASE THREE have an HOA, and how much is it?
How much are property taxes in WINDSOR HILLS PHASE THREE?
Market figures are aggregates from Momentum Realty’s MLS data for WINDSOR HILLS PHASE THREE, 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.