How to Find the Best Real Estate Agent in PLEASANT HILL LAKES, Kissimmee

Pleasant Hill Lakes Kissimmee: what the recorded sales actually show

An agent working Pleasant Hill Lakes Kissimmee should know these numbers cold. They come from recorded MLS closings for this community, window ending 2026-07-15.

Median sold price$500,000 (+25.8% vs. prior year)
Median price / sq ft$189
Median days on market32
Sale-to-original-list96.9%
New-construction share of sales14.3%
Closings in window7

Sellers here have been accepting about 96.9% of original asking on the median closing; the median sale took 32 days (window ending 2026-07-15).

2014: $184,000median sold price by year2026: $500,000

Full Pleasant Hill Lakes Kissimmee data & homes for sale ›

Compiled from MLS records; deemed reliable but not guaranteed. Figures are for the stated window and change as new closings record.

Agent guides for nearby KISSIMMEE communities: SWEETWATER CLUB, IMAGES A CONDO, SOMERSET, whisper woods, HAMMOCK TRAILS

In PLEASANT HILL LAKES, recent sales run a median of about $470,000 ($189/sq ft), typically closing in about 34 days — so accurate local pricing and comparable-sales knowledge are what separate a strong PLEASANT HILL LAKES agent from an average one.

Searching for the best real estate agent in PLEASANT HILL LAKES? You’re not looking for listings — you’re looking for the right person to hire. This guide covers what actually makes a great PLEASANT HILL LAKES agent, the questions to ask before you hire, the current PLEASANT HILL LAKES market, and how to connect with a proven local expert. See the PLEASANT HILL LAKES neighborhood guide for homes and lifestyle.

What makes a great real estate agent in PLEASANT HILL LAKES

The best PLEASANT HILL LAKES 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 PLEASANT HILL LAKES, homes sell in a median of about 34 days, a balanced pace where pricing and presentation both matter.

That local nuance is why a PLEASANT HILL LAKES 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 PLEASANT HILL LAKES

A great agent works from data, not guesswork. Here’s the current snapshot for PLEASANT HILL LAKES (from Momentum’s MLS data, as of 2026-08-10):

$470,000
Median sale price
$189/sq ft
Price per sq ft
34 days
Median days on market
5.3 mo
Months of supply
9
Recent closings

Market read: Balanced Market. Use these numbers to pressure-test any agent you interview — a true local will know them cold.

Recent sales in PLEASANT HILL LAKES

Real homes recently closed in PLEASANT HILL LAKES — the kind of comps a great local agent prices from:

AddressDetailsSold
2879 Cypressview Court4 bd / 2 ba · 1,957 sqft · closed 2026-08-13$389,000
3021 Pinewood Court4 bd / 3 ba · 2,383 sqft · closed 2026-06-23$450,000
2867 Longleaf Court4 bd / 2 ba · 2,180 sqft · closed 2026-06-18$390,000
3100 Pine Needle Trail4 bd / 3 ba · 3,578 sqft · closed 2026-02-24$585,000
2867 Shadow Wood Court4 bd / 2.5 ba · 2,744 sqft · closed 2025-12-05$470,000
2200 Pine Needle Trail6 bd / 4 ba · 2,905 sqft · closed 2025-11-18$550,000

Listings courtesy of Stellar MLS as distributed by MLS GRID. Recent closed sales shown for market context.

How PLEASANT HILL LAKES compares to its neighbors

Pricing a home means knowing the alternatives buyers are weighing. The five nearest tracked communities, side by side:

CommunityMedian$/sq ftDOMMomentum Score
PLEASANT HILL LAKES$470,000$18934 d59
PLEASANT HILL HEIGHTS$490,000$21844 d50
CONCORDE ESTATES$341,000$16062 d54
OAK POINTE$342,000$17343 d50
RESERVES AT PLEASANT HILL$436,000$16653
BELLA PARC$282,000$13950

Momentum Score is Momentum Realty’s proprietary 0-100 community market rating. Figures from Momentum’s MLS data, as of 2026-08-10.

Which way this market is moving

Active inventory across Osceola County has held roughly flat 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. PLEASANT HILL LAKES 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 PLEASANT HILL LAKES

On a median-priced PLEASANT HILL LAKES home ($470,000), property taxes at Osceola County’s typical millage of 15.2327 run roughly $6,398 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.

Rents and the investor math

Typical asking rent across Osceola County sits near $2,091 a month (Zillow’s rent index). Rents are moving about 2.0% year over year. County-level yield math pencils to roughly a 6.92% cap rate on typical numbers, before expenses. Home prices run about 5.28x the county’s median household income, the affordability backdrop every buyer here negotiates inside. If you are weighing an investment purchase in PLEASANT HILL LAKES, 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 PLEASANT HILL LAKES 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.

Homes for sale right now in How to Find the Best Real Estate Agent in PLEASANT HILL LAKES, Kissimmee

5 for sale · 1 pending — the inventory any agent you interview should already know street by street.

2800 WOODSMERE COURT, KISSIMMEE 34746 home for saleActive · 2 days
$470,000
4 bd · 2 ba · 2,027 sqft · built 1990
2800 WOODSMERE COURT, KISSIMMEE 34746
Listed by FOWLKES REALTY CO
3251 PINEWOOD COURT, KISSIMMEE 34746 home for saleActive · 6 days
$449,900
3 bd · 2 ba · 2,404 sqft · built 1987
3251 PINEWOOD COURT, KISSIMMEE 34746
Listed by METROPOLIS R.E. SOLUTIONS, LLC
2600 SHORTLEAF, KISSIMMEE 34746 home for saleActive · 57 days
$414,000
4 bd · 2 ba · 1,959 sqft · built 1999
2600 SHORTLEAF, KISSIMMEE 34746
Listed by KELLER WILLIAMS REALTY SMART 1
1750 EVERGREEN COURT, KISSIMMEE 34746 home for saleActive · 80 days
$375,000
3 bd · 2 ba · 1,584 sqft · built 1993
1750 EVERGREEN COURT, KISSIMMEE 34746
Listed by OPENDOOR BROKERAGE LLC
2827 SHADOW WOOD COURT, KISSIMMEE 34746 home for salePending
$499,990
3 bd · 3.5 ba · 2,736 sqft · built 1987
2827 SHADOW WOOD COURT, KISSIMMEE 34746
Listed by LIVE MVRK LLC

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 2026-08-18; prices and availability change.

If you’re buying in PLEASANT HILL LAKES

PLEASANT HILL LAKES is balanced enough that discipline wins: set your ceiling before you tour, use inspections seriously, and lean on your agent’s comps rather than list prices. Negotiate concessions where the data supports it.

If you’re selling in PLEASANT HILL LAKES

In a balanced PLEASANT HILL LAKES market, accurate pricing plus presentation beats gamesmanship. Ask prospective listing agents to walk through their comp selection — how they price is how they will defend your price to an appraiser.

Questions to ask before you hire a PLEASANT HILL LAKES agent

Why community expertise matters in PLEASANT HILL LAKES

Two homes a mile apart can sell on completely different terms. A PLEASANT HILL LAKES expert prices to the micro-market, knows which upgrades buyers reward, and has the relationships to get deals done. That’s the difference between a home that lingers and one that sells for more, faster.

Top listing agents vs. buyer’s agents in PLEASANT HILL LAKES

If you’re selling in PLEASANT HILL LAKES, 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 PLEASANT HILL LAKES 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 Brooks, Co-Founder of Momentum Realty
Your local expert
Brittany Brooks — Co-Founder, Momentum Realty

Brittany co-founded Momentum Realty, a RealTrends 500 brokerage (ranked #440 in the U.S.) with 280+ 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.

★★★★★ 5.0 · 12 reviews on Zillow
“If we could give Brittany and Jon Brooks a ten-star review we would. This couple is amazing at what they do.” — Jake S., Zillow
“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
Talk to Brittany →

Related PLEASANT HILL LAKES resources

Common questions

How do I find the best real estate agent in PLEASANT HILL LAKES?
Look for an agent with real, recent sales in the community, a clear marketing plan, strong negotiation skills, and responsive communication. Ask for their track record and references, and make sure they actually know PLEASANT HILL LAKES, not just the metro.
How do I find a top Realtor or top listing agent in PLEASANT HILL LAKES?
Start with recent local sales, a marketing plan you can actually see, strong negotiation, and references. For selling, a top listing agent's pricing and marketing win top dollar; for buying, a strong buyer's agent protects you. Momentum can match you with a vetted PLEASANT HILL LAKES specialist at no cost.
What questions should I ask a PLEASANT HILL LAKES agent before hiring them?
Ask how many homes they've sold in or near PLEASANT HILL LAKES, how they price, how they market, how they handle negotiations and inspections, how they communicate, and how they get paid. The answers reveal local expertise fast.
Does Momentum Realty cover PLEASANT HILL LAKES?
Yes. Momentum Realty serves PLEASANT HILL LAKES and Osceola County, and can match you with the local specialist who knows it best.
Is there any cost to get matched with an agent?
No. Connecting with a Momentum agent is free and no-obligation. You decide whether they're the right fit.
What is the median home price in PLEASANT HILL LAKES?
About $470,000 based on recent closed sales in Momentum MLS data, with homes averaging 34 days on market. Ask an agent for live comps, since community medians move month to month.
Is PLEASANT HILL LAKES a buyer market or a seller market right now?
Momentum data currently reads PLEASANT HILL LAKES as a Balanced Market. Days on market and months of supply on this page show how much negotiating room each side has.
What should I budget beyond the mortgage in PLEASANT HILL LAKES?
Property taxes at the county typical millage, insurance, any HOA or CDD charges specific to PLEASANT HILL LAKES, and maintenance. The cost-to-own section on this page puts numbers on each.

Market figures are aggregates from Momentum Realty’s MLS data for PLEASANT HILL LAKES, as of 2026-08-10, 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.

Hiring an agent in PLEASANT HILL LAKES?

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