Osprey Cove/Oaks
Homes for Sale in Kissimmee, FL

All 2,920 homes for sale in Kissimmee, FL · median $374,990 · Osceola County homes for sale

Community in Kissimmee · Osceola County · ZIP 34746
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Built fromLive Stellar MLS data4 years of closingsUpdated twice daily

As of September 2026, the MLS records 1 closed sale in Osprey Cove/Oaks Ph 9 in Kissimmee, FL, the most recent in September 2022. 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).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

Osprey Cove/Oaks Ph 9 is a small pocket of 39 homes built out between 1997 and 2001, with a median build year of 2000. That narrow construction window means the housing stock reads consistently in age and layout, so pricing here tends to be driven by condition and updates rather than by a spread of build eras competing against each other.

With homestead exemptions on record for only about 28% of homes, a meaningful share of this community is functioning as non-owner-occupied or investment-held property. For a buyer, that can mean more turnover and more listings cycling through over time; for a seller, it means your comparable pool may include units in varying states of upkeep depending on how they've been used.

Nearby homes for sale

No active listings inside Osprey Cove/Oaks Ph 9 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.

2848 OSPREY COVE PLACE #204
$193K · 0.0 mi away
3 bd · 2 ba · 1,136 sqft
2848 OSPREY COVE PLACE #204
Listed by EXP REALTY LLC
2832 OSPREY COVE PLACE #202
$190K · 0.0 mi away
3 bd · 2 ba · 1,136 sqft
2832 OSPREY COVE PLACE #202
Listed by KELLER WILLIAMS REALTY AT THE LAKES
2838 OSPREY COVE PLACE #103
$198K · 0.1 mi away
3 bd · 2 ba · 1,136 sqft
2838 OSPREY COVE PLACE #103
Listed by COMPLETE REALTY STORE, LLC
2830 OSPREY COVE PLACE #203
$215K · 0.1 mi away
3 bd · 2 ba · 1,136 sqft
2830 OSPREY COVE PLACE #203
Listed by KELLER WILLIAMS REALTY AT THE LAKES
1607 TAIL FEATHER DRIVE
$369K · 0.1 mi away
4 bd · 2.5 ba · 2,301 sqft
1607 TAIL FEATHER DRIVE
Listed by CORNERSTONE INTERNATIONAL PROPERTY GROUP LLC
2834 EAGLE EYE COURT
$392K · 0.1 mi away
3 bd · 2.5 ba · 2,301 sqft
2834 EAGLE EYE COURT
Listed by RICHARD REALTY MGMT GROUP LLC

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, single-phase community in Kissimmee with homes averaging around 1,174 square feet of living space — a footprint that skews toward efficient, lower-maintenance floor plans rather than larger family-scale homes. Current MLS data show no identified community amenities, so whatever draws a buyer here is likely the home and location itself, not shared recreational features.

Stellar MLS sales records identify 10 homes in Osprey Cove/Oaks that have changed hands since 2017, built between 1997 and 2001 (median 2001), with a median living area of about 1,136 sq ft and a typical 3-bedroom, 2-bath layout; 100% are condominiums. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

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.

Best for

  • Buyers prioritizing a smaller, efficient floor plan over square footage
  • Buyers comfortable evaluating condition unit-by-unit rather than relying on amenity draw
  • Investors comfortable with a community that already has a notable non-homestead share

Probably not for

  • Buyers who want on-site community amenities as part of the purchase
  • Buyers seeking larger living space beyond the community's compact median footprint
  • Buyers who want a wide range of build eras and architectural variety to choose from

The market around Osprey Cove/Oaks

Osprey Cove/Oaks is too small for its own price trend, so here is the market around it.

In ZIP 34746, 975 homes are on the market and 17% are under contract — a slower corner of Kissimmee.

Across Osceola County, 4,423 homes are active and 1,079 pending (20% under contract).

In ZIP 34746 (Kissimmee), 1,615 homes closed in the last 12 months at a median of $405K ($199/sq ft), down 4.5% year over year, with a median 67 days on market. Right now 421 active and 72 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.

ZIP and county figures describe the wider market, not Osprey Cove/Oaks specifically. Momentum Research analysis of MLS records.

If we were buying in Osprey Cove/Oaks today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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/Oaks.

Best Buy
Buyers looking for a compact, lower-maintenance home in a small, single-era Kissimmee community.
Biggest Risk
With only 28% homestead exemptions on file, expect a meaningful mix of non-owner-occupied units affecting overall upkeep.
Sweet Spot
Homes near the 1,174 sq ft median that have been consistently owner-maintained.
Avoid If
You want a community built around shared amenities — none are identified here.

A Small, Uniform Pocket

With only 39 homes and a construction window tightly clustered between 1997 and 2001, Osprey Cove/Oaks Ph 9 doesn't have the scale or age variation you'd see in larger Kissimmee subdivisions. Every home is roughly the same generation, which simplifies comparisons for both buyers and sellers — the differentiators are almost always renovation level, lot specifics, and how well a given unit has been maintained rather than build year.

The median living area of about 1,174 square feet points to a community built around modest, efficient footprints rather than expansive layouts. Combined with the absence of listed community amenities, this reads as a straightforward, no-frills housing stock — worth evaluating on the merits of the individual home and its immediate surroundings rather than on a shared amenity package.

The location and the amenities are priced into every listing in Osprey Cove/Oaks. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a community this size, with only 39 homes and no amenity data to lean on, the details that matter — condition, prior use, exemption status, and how a given unit stacks up against its close-in peers — take real digging. We track those specifics listing by listing so you're pricing and negotiating against what's actually true of this pocket, not a citywide average.

Osprey Cove/Oaks in 15 seconds.

Best forBuyers looking for a compact, lower-maintenance home in a small, single-era Kissimmee community.
Biggest advantageThe uniform build years (1997–2001) make condition and updates the real differentiator, simplifying comparisons.
Biggest riskWith only 28% homestead exemptions on file, expect a meaningful mix of non-owner-occupied units affecting overall upkeep.
Sweet spotHomes near the 1,174 sq ft median that have been consistently owner-maintained.
Avoid ifYou want a community built around shared amenities — none are identified here.

HOA, CDD & Fees

In short
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Osprey Cove/Oaks sales matched to your home.

What is your Osprey Cove/Oaks home worth?

Get a no-obligation home value based on real comparable sales in Osprey Cove/Oaks, 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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Real comps, not an automated estimate.
Buyers prioritizing a smaller, efficient floor plan over square footageExcellent fit
Buyers comfortable evaluating condition unit-by-unit rather than relying on amenity drawExcellent fit
Investors comfortable with a community that already has a notable non-homestead shareExcellent fit
Buyers who want on-site community amenities as part of the purchaseProbably not
Buyers seeking larger living space beyond the community's compact median footprintProbably not
Buyers who want a wide range of build eras and architectural variety to choose fromProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2022 (1 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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Common questions about Osprey Cove/Oaks

Where is Osprey Cove/Oaks?

Osprey Cove/Oaks is a community in Kissimmee, Osceola County, Florida, ZIP 34746.

Are there homes for sale in Osprey Cove/Oaks right now?

No active listings inside Osprey Cove/Oaks at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Osprey Cove/Oaks have an HOA or CDD?

No HOA is on record for Osprey Cove/Oaks in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.

Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.

Nearby Communities

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