Osprey Cove
Homes for Sale in Kissimmee, FL
All 2,920 homes for sale in Kissimmee, FL · median $374,990 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 4 closed sales in Osprey Cove Ph 14 in Kissimmee, FL since 2016, the most recent in July 2023. Across Kissimmee as a whole, 2,431 homes closed in the last 12 months at a median of $387,990, 62 median days on market, with 1,223 homes for sale today. At that median and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $5,910 ($5,310 with the full homestead exemption).
Part of Osprey Cove, Kissimmee, FL — see all Osprey Cove homes for sale (1 listing across 4 sections in the MLS).

Osprey Cove is a small pocket of 29 homes built between 1997 and 2001, with a median build year of 2000. That narrow construction window means the homes are similar in age and likely similar in original layout, so condition and updates — not vintage — are what separate one listing from another here.
The homestead share sits at about 28%, meaning a large majority of homes in this phase are not claimed as a primary residence for tax purposes. That points to meaningful investor or second-home ownership, which can mean more turnover and more rental history to ask about when evaluating a specific unit.
Nearby homes for sale
No active listings inside Osprey Cove Ph 14 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
This is a compact, established phase of Osprey Cove in Kissimmee, Osceola County, with a median living area of 1,174 square feet — homes sized for efficient living rather than sprawling floor plans.
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.
Who Osprey Cove is best for.
Best for
- A buyer who wants a smaller, efficient living space around 1,174 square feet rather than a larger footprint
- A buyer comfortable purchasing in a small, low-inventory phase where few listings are active at any given time
- An investor or buyer who wants to independently verify HOA amenities and rules rather than rely on assumed community features
Probably not for
- A buyer who requires a confirmed, well-documented amenity package before making an offer
- A buyer who wants a large selection of active listings to compare within the same phase
- A buyer seeking a larger floor plan well above the phase's typical living-area size
The market around Osprey Cove
Osprey Cove is a small community — 6 recorded sales on file, most recently in 2024 — too few for its own price trend. Here is the market around it.
Across Osceola County, 4,370 homes are active and 1,137 pending (21% under contract).
Homes here are condominium.
ZIP and county figures describe the wider market, not Osprey Cove specifically. Momentum Research analysis of MLS records.
The Osprey Cove buying strategy.
If we were buying in Osprey Cove 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 Osprey Cove.
A Small, Consistent Pocket
With only 29 homes in this phase, Osprey Cove does not generate a lot of market noise — inventory is thin by nature, and any given listing represents a meaningful share of what is available. The tight build-year range (1997–2001) keeps construction style and materials fairly consistent across the phase, which narrows the variables a buyer needs to evaluate to mostly condition, updates, and how a specific unit has been maintained.
Current MLS data does not identify community amenities for this phase, which does not necessarily mean there are none — it means they are not documented in the listing records we can verify. Anyone weighing lifestyle features like a pool, clubhouse, or common grounds should confirm directly with the HOA rather than assume based on the Osprey Cove name alone.
The location and the amenities are priced into every listing in Osprey Cove. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a phase this small, generic comps do not tell the full story. We track what is actually listed and sold inside Osprey Cove specifically, verify amenity and HOA details that MLS records leave blank, and help you read the difference between an owner-occupied listing and one coming out of investor hands — a distinction that matters here given the homestead mix.
Osprey Cove 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 Osprey Cove 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 Osprey Cove sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Osprey Cove, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Osprey Cove home worth?
Get a no-obligation home value based on real comparable sales in Osprey Cove, 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 Osprey Cove on the map →
Frequently Asked Questions
How many homes are in Osprey Cove?
What share of Osprey Cove is owner-occupied?
When were the homes in Osprey Cove built?
Who is the best real estate agent for Osprey Cove?
How do I find a top Kissimmee real estate agent who knows Osprey Cove?
Can Momentum Realty connect me with an agent for Osprey Cove?
Should you buy in Osprey Cove?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 34746)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2016 (4 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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More Kissimmee & Kissimmee, St. Cloud & Osceola County guides
Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Kissimmee, St. Cloud & Osceola County or the full Neighborhood Finder.
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