KISSIMMEE HIGHLANDS 2ND ADD
Homes for Sale in KISSIMMEE, FL
True comps, carrying-cost math, and listings before the portals.

There is nothing active in Kissimmee Highlands 2Nd Add right now, so there is no live pricing signal to read. That is not unusual for a small, established section of Kissimmee — inventory here tends to move in small batches rather than a steady stream, and a quiet stretch simply means owners are not listing at the moment.
For a buyer, that means patience and a standing search rather than browsing an active list. For a seller, it means less direct in-community competition when something does come up, but also less comparable data to lean on when setting a price — an agent will need to pull from nearby areas and recent history to build the case.
The 60-Second Overview
Kissimmee Highlands 2Nd Add is a small, established residential section in Kissimmee, Osceola County, with a neighborhood park among its noted amenities.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
The setting & the homes.
Aerial and on-site photos of KISSIMMEE HIGHLANDS 2ND ADD. Swipe to explore the community.
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Who KISSIMMEE HIGHLANDS 2ND ADD is best for.
Best for
- Buyers with flexible timing who want to be first in line when a home here lists
- Buyers prioritizing a park amenity and an established Kissimmee location over move-in-ready selection today
- Sellers comfortable pricing with limited direct in-community comparables, using broader Kissimmee data instead
Probably not for
- Buyers who need to choose from active listings right now
- Buyers wanting a resort-style amenity package beyond a neighborhood park
- Sellers who need fast, community-specific comparable sales to set a price
The market around KISSIMMEE HIGHLANDS 2ND ADD
KISSIMMEE HIGHLANDS 2ND ADD is a small community — 3 recorded sales on file, most recently in 2026 — too few for its own price trend. Here is the market around it.
In ZIP 34741, 306 homes are on the market and 17% are under contract — a slower corner of KISSIMMEE.
Across Osceola County, 4,437 homes are active and 1,149 pending (21% under contract).
Homes here are single family residence.
ZIP and county figures describe the wider market, not KISSIMMEE HIGHLANDS 2ND ADD specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in KISSIMMEE HIGHLANDS 2ND ADD, 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 August 2026 through August 2026. Deemed reliable but not guaranteed.
Life at KISSIMMEE HIGHLANDS 2ND ADD
- Park · reported on 1 of 1 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
The KISSIMMEE HIGHLANDS 2ND ADD buying strategy.
If we were buying in KISSIMMEE HIGHLANDS 2ND ADD 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 KISSIMMEE HIGHLANDS 2ND ADD.
A Quiet Section of Kissimmee
With zero active listings as of this snapshot, Kissimmee Highlands 2Nd Add is not a community where you can currently browse options — it is one where you wait for something to surface or work a targeted search with an agent who will flag it the moment it hits the market.
The one amenity consistently reported across this community's MLS listings is a park, which speaks to a neighborhood built around basic residential infrastructure rather than a resort-style or heavily amenitized layout. Confirm current access and any HOA rules directly, since MLS-reported amenities are not a substitute for verifying with the association.
The location and the amenities are priced into every listing in KISSIMMEE HIGHLANDS 2ND ADD. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community with no current inventory, the value of an agent is watching the market for you — setting up alerts, knowing when a listing is about to come on, and pulling accurate comparables from the wider Kissimmee area since there is nothing active locally to compare against.
KISSIMMEE HIGHLANDS 2ND ADD in 15 seconds.
HOA, CDD & Fees
- Mandatory HOA. Confirm current dues
- 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 KISSIMMEE HIGHLANDS 2ND ADD 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 KISSIMMEE HIGHLANDS 2ND ADD sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in KISSIMMEE HIGHLANDS 2ND ADD, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your KISSIMMEE HIGHLANDS 2ND ADD home worth?
Get a no-obligation home value based on real comparable sales in KISSIMMEE HIGHLANDS 2ND ADD, 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 homes for sale in KISSIMMEE HIGHLANDS 2ND ADD on the map →
Should you buy in KISSIMMEE HIGHLANDS 2ND ADD?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near KISSIMMEE HIGHLANDS 2ND ADD with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: August 2, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2024 (3 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 your area comps.
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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
KISSIMMEE HIGHLANDS 2ND ADD Market Scorecard
KISSIMMEE HIGHLANDS 2ND ADD is currently a no active listings market. Limited supply, a median asking price of n/a.
Go deeper: county scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.





