Harbor Town
Homes for Sale in Kissimmee, FL
All 2,887 homes for sale in Kissimmee, FL · median $374,999 · 328 homes for sale in 34744 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
Over the 12 months ending 2026-09-20, 6 recorded sales closed at a median of $265,000, $214 per square foot, a median 33 days on market, sellers accepting 96% of original asking. At the median price and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $4,040 ($3,440 with the full homestead exemption).
| Location | Kissimmee, Osceola County, FL · ZIP 34744 |
|---|---|
| Homes in the community | 133 (FL DOR 2025 assessment roll) |
| Years built | 1995–2001 (median 1998.0) |
| Typical living area | 1,215 sq ft (median) |
| Sale prices, last 12 months | $265,000 median across 6 closed sales · $214 per sq ft |
| Days on market (closed sales) | 33 median |
| Owner-occupied (homestead) share | 52% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2006 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Harbor Town Ph 2 key facts,” movewithmomentum.com/neighborhoods/harbor-town-ph-2, data as of September 20, 2026.
Harbor Town Ph 2 is a small, defined subdivision in Kissimmee, and in a pocket this size price is driven less by any headline average and more by the specifics of the individual home: condition, updates, lot position, and how a given seller has priced against the handful of comparable sales that actually exist. With limited inventory turning over, one recently renovated listing can look very different from a dated one two doors down, and both can be justifiable.
For buyers, that means the work is in reading each property on its own merits rather than assuming a neighborhood 'going rate.' For sellers, it means pricing to your home's real condition and to current Osceola County demand, not to a number a neighbor got in a different market. We watch the Stellar MLS feed here closely because in a subdivision this compact, a single new listing or sale can shift the read.
Nearby homes for sale
No active listings inside Harbor TownHomes for Sale in Kissimmee, FL right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Harbor Town market snapshot (as of September 20, 2026): the median sale price is about $265K ($214 per sq ft over the trailing 12 months of closed sales), and a median 34 days on market for closed sales.
In ZIP 34744 (Kissimmee), 789 homes closed in the last 12 months at a median of $406K ($215/sq ft), up 1.2% year over year, with a median 33 days on market. Right now 128 active and 26 pending listings put supply at about 6.7 months — a balanced market. See the live ZIP 34744 housing market and the Osceola County market.
County records show 3 qualified sales in Harbor Town across 2024–2024, median $287,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Harbor Town is a community of 133 homes in Kissimmee, Osceola County, built between 1995 and 2001 (median 1998.0), with a median living area of about 1,215 square feet. 52% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Harbor Town Ph 2 is a contained residential subdivision within Kissimmee, in Osceola County, where the small footprint makes individual home condition the main story rather than a broad market trend.
Who Harbor Town is best for.
Best for
- Buyers who want a settled residential subdivision in Kissimmee and value location within Osceola County
- Buyers comfortable evaluating a home on its own condition rather than a broad neighborhood price benchmark
- Buyers open to a cosmetic-update project where a dated home can offer value
Probably not for
- Buyers who need a large pool of active listings and frequent turnover to compare
- Buyers who want a firm, predictable price band before touring anything
- Buyers unwilling to weigh condition differences from one home to the next
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 ($265K) IS the median in the snapshot above.
Windows contain 0 to 9 sales each (6 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 2006 through 2026. Deemed reliable but not guaranteed.
19% of homes for sale in ZIP 34744 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 (2026-09-20).
Housing distress & ownership in Harbor Town Ph 2, 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.
The Harbor Town buying strategy.
If we were buying in Harbor Town 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 Harbor Town.
Reading a small subdivision
Communities like Harbor Town Ph 2 reward patience and precise comparison. Because the number of homes is limited, the sample of recent activity is thin, and that thinness cuts both ways: it can hide a strong buying opportunity in a home that needs cosmetic work, and it can create the illusion of a ceiling that a well-updated property quietly breaks. The honest approach is to treat every listing as its own case study.
Location within Kissimmee and Osceola County gives this pocket access to the wider area's road network, retail, and daily amenities, while the subdivision itself stays residential in character. If proximity to schools matters to you, several are within the surrounding area; we can map exact drive times to whatever you care about rather than lean on generalities.
The location and the amenities are priced into every listing in Harbor Town. 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 Harbor Town 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 3 factors (7.4). Basis: Long-Term Appreciation +420% since 2012; Owner Commitment 52% owner-occupied; Pricing Power 95.6% sale-to-list. Refreshed with each data update.
Why work with Momentum here
In a subdivision this small, the difference between a good deal and an overpay is comp-level detail, and that is exactly where we work. We pull the live Stellar MLS activity, weigh each home's condition against the limited set of relevant sales, and tell you plainly when a listing is priced right, priced ambitiously, or worth a harder look. No hype, no pressure to force a fit.
Harbor Town in 15 seconds.
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 Harbor Town 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 Harbor Town sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Harbor Town, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Harbor Town home worth?
Get a no-obligation home value based on real comparable sales in Harbor Town, 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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Frequently Asked Questions
What is the median home price in Harbor Town?
How long do homes in Harbor Town take to sell?
How many homes are in Harbor Town?
What share of Harbor Town is owner-occupied?
When were the homes in Harbor Town built?
Have Harbor Town home prices gone up?
Who is the best real estate agent for Harbor Town?
How do I find a top Kissimmee real estate agent who knows Harbor Town?
Can Momentum Realty connect me with an agent for Harbor Town?
Where is Harbor Town, and what county is it in?
Is Harbor Town a good place to live?
Should you buy in Harbor Town?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 20, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (1 streets, ZIP 34744)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2006 (58 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.
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See how Harbor Town Ph 2 fits the bigger picture — live prices, inventory, and Momentum Scores:
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