Pleasant Hill Heights
Homes for Sale in Kissimmee, FL
All 2,944 homes for sale in KISSIMMEE, FL · median $373,250 · 783 homes for sale in 34746 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of October 2026, Pleasant Hill Heights in Kissimmee, FL has 2 homes for sale. Over the 12 months ending 2026-09-20, 4 recorded sales closed at a median of $489,500, $218 per square foot, a median 47 days on market, sellers accepting 96% of original asking (+14% versus the prior year). Homes listed or recently sold were built 1987 - 1994; 4 of the 6 geocoded homes sit in a FEMA special flood hazard zone (median elevation 62 ft). At the median price and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $7,460 ($6,850 with the full homestead exemption).
| Location | KISSIMMEE, Osceola County, FL · ZIP 34746 |
|---|---|
| Homes in the community | 153 (FL DOR 2025 assessment roll) |
| Years built | 1976–2021 (median 1989) |
| Typical living area | 2,694 sq ft (median) |
| Home types (current listings and sales) | single-family 100% |
| Sale prices, last 12 months | $489,500 median across 4 closed sales · $218 per sq ft · +13.8% vs the prior 12 months |
| Days on market (closed sales) | 47 median |
| For sale right now | 2 active, 0 pending · median asking $629,450 · 6.0 months of supply |
| Owner-occupied (homestead) share | 78% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Pleasant Hill Heights key facts,” movewithmomentum.com/neighborhoods/pleasant-hill-heights-kissimmee, data as of September 20, 2026.
Pleasant Hill Heights right now
🟡 Balanced market. 6.0 months of supply and 0% of the inventory already under contract put buyers and sellers on roughly even footing.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 20, 2026. Confidence: Medium (2 active and pending listings, 4 closed sales in 12 months).
🟢 Still climbing. The trailing-12-month median ($490K) is up 13.8% from the prior 12 months ($430K). With about 3 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending September 20. Confidence: Low (4 and 4 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 2, 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
Pleasant Hill Heights market snapshot (as of September 20, 2026): the median sale price is about $490K ($218 per sq ft over the trailing 12 months of closed sales), a median 48 days on market for closed sales, and 6.0 months of supply, a balanced market. The trailing-12-month median is up 14% from the prior 12 months, computed from record-level Stellar MLS closed sales (4 closings in the current window).
In ZIP 34746 (KISSIMMEE), 1,623 homes closed in the last 12 months at a median of $405K ($199/sq ft), down 4.3% year over year, with a median 67 days on market. Right now 435 active and 80 pending listings put supply at about 6.7 months - a buyer's market. See the live ZIP 34746 housing market and the Osceola County market.
County records show 7 qualified sales in Pleasant Hill Heights across 2024 - 2025 (5 in 2024, 2 in 2025), median $460,000 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Pleasant Hill Heights is a community of 153 homes in Kissimmee, Osceola County, built between 1976 and 2021 (median 1989), with a median living area of about 2,694 square feet. 78% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
The setting & the homes.
Aerial and on-site photos of Pleasant Hill Heights. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from Stellar MLS listings in Pleasant Hill Heights; content deemed reliable but not guaranteed.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 20 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($490K) IS the median in the snapshot above, and the move from 2025 ($430K) IS the +13.8% one-year change.
Windows contain 0 to 6 sales each (4 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026. Deemed reliable but not guaranteed.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Osceola County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Osceola County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
16% of homes for sale in ZIP 34746 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 (2026-10-01).
Pleasant Hill Heights Market Scorecard
Pleasant Hill Heights is currently a balanced market. About 6.0 months of supply, a median asking price of $629,450, and homes go under contract in about 168 days.
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in Pleasant Hill Heights, KISSIMMEE
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period September 2026 through September 2026. Deemed reliable but not guaranteed.
Homes For Sale Right Now in Pleasant Hill Heights
Live MLS inventory for Pleasant Hill Heights. 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 Pleasant Hill Heights listings as of 2026-10-01, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026. Tap any home to ask about it.
Every Home for Sale in Pleasant Hill Heights Kissimmee Right Now (2)
All 2 active and pending Pleasant Hill Heights Kissimmee listings with a detail page, newest first, refreshed twice a day from the MLS.
- 2749 S Stewart Street · $559,000 · 5 bd / 2 ba · listed Aug 11, 2026 · listed by Choicepointe Realty, Inc.
- 2921 Lake Tohopekaliga Boulevard · $699,900 · 3 bd / 2 ba · listed Jul 2, 2026 · listed by Re/Max Prime Properties
Pleasant Hill Heights 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.
The Pleasant Hill Heights buying strategy.
If we were buying in Pleasant Hill Heights 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.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
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 Pleasant Hill Heights.
A closer look at the Pleasant Hill Heights market
At a median of $218 per square foot, Pleasant Hill Heights prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
Inventory runs at 6.0 months of supply, a balanced market and the trailing-12-month median up 14% year over year. Homes that do trade take a median 48 days on market, useful leverage on any listing that has lingered.
The housing stock is 153 homes built between 1976 and 2021, and 78% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.
The location and the amenities are priced into every listing in Pleasant Hill Heights. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Pleasant Hill Heights buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 4 factors (7.1). Basis: Recent Direction +13.8% year-over-year; Liquidity & Demand 6.0 months of supply; Owner Commitment 78% owner-occupied; Pricing Power 95.6% sale-to-list. Refreshed with each data update.
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 Pleasant Hill Heights 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 Pleasant Hill Heights sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Pleasant Hill Heights, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Pleasant Hill Heights home worth?
Get a no-obligation home value based on real comparable sales in Pleasant Hill Heights, 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 all homes for sale in Kissimmee →
Recently off market in Pleasant Hill Heights
Homes in Pleasant Hill Heights that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 1 on record.
- 1783 N Stewart Street · off market
Frequently Asked Questions
What is the median home price in Pleasant Hill Heights?
How long do homes in Pleasant Hill Heights take to sell?
Is Pleasant Hill Heights a buyer's or seller's market right now?
How many homes are in Pleasant Hill Heights?
What share of Pleasant Hill Heights is owner-occupied?
When were the homes in Pleasant Hill Heights built?
Who is the best real estate agent for Pleasant Hill Heights?
How do I find a top Kissimmee real estate agent who knows Pleasant Hill Heights?
Can Momentum Realty connect me with an agent for Pleasant Hill Heights?
Where is Pleasant Hill Heights, and what county is it in?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 1, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 20, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (4 streets, ZIP 34746)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2014 (35 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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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Pleasant Hill Heights fits the bigger picture — live prices, inventory, and Momentum Scores:
More on Pleasant Hill Heights
- Home values · What homes in Pleasant Hill Heights actually sell for
Nearby Communities
Explore more neighborhoods near Pleasant Hill HeightsHomes for Sale in Kissimmee, FL with Momentum Realty’s local guides.
