Osprey Ridge in Kissimmee

Osprey Ridge
Homes for Sale in Kissimmee, FL

All 2,933 homes for sale in KISSIMMEE, FL · median $373,400 · 247 homes for sale in 34744 · Osceola County homes for sale

Community in Kissimmee · Osceola County · ZIP 34744
Free · No obligation
Talk to a Osprey Ridge Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data7 years of closingsUpdated twice daily

As of September 2026, Osprey Ridge in Kissimmee, FL has 1 home for sale. As of September 2026, the MLS records 7 closed sales in Osprey Ridge in Kissimmee, FL since 2019, the most recent in October 2024. 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).

Live · Osprey Ridge Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0%
Under contract
Osceola: 20% (1,079 of 5,502)
1 · 0
For sale · pending
live counts, refreshed twice daily

The market around Osprey Ridge

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

In ZIP 34744, 418 homes are on the market and 21% are under contract — a steady corner of Kissimmee.

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

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

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.

$2,241/mo
Osceola County typical true cost to own
$145/mo
Osceola County typical home insurance
Check CDD
Confirm before you offer

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.

OSPREY RIDGE Market Scorecard

Thin data

OSPREY RIDGE is currently a thin data market. Limited supply, a median asking price of $495,000, and homes go under contract in about 53 days.

n/a
Months supply
$495,000
Median list
n/a
Median sold
$217
Per sqft
53
Days on mkt
1/0/0
Active/Pend/Sold

Typical home value in the 34744 ZIP is $385,786, about 10.6% above the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Homes For Sale Right Now in Osprey Ridge

Live MLS inventory for Osprey Ridge. 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 Osprey Ridge listings as of 2026-09-12, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2019 through 2024. Tap any home to ask about it.

Schools

In short
  • Osceola County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Boggy Creek Elem (K 5) · Elementary
  • Narcoossee Middle · Middle
  • Tohopekaliga High School · High

Zoned schools reflect the assignments reported on recent Osprey Ridge listings and can change; always confirm with Osceola County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any Osprey Ridge address.

If we were buying in Osprey Ridge 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 Ridge.

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

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

In short
  • HOA dues reported around $95/month (about $1,140/yr) · median of 3 MLS listings, most billed quarterly
  • Any club/amenity membership is billed separately

Listings in this community report association dues of about $95 per month ($1,140 a year) - the median AssociationFee across 3 MLS records, normalised to a monthly figure; most are billed quarterly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.

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 Ridge sales matched to your home.

What is your Osprey Ridge home worth?

Get a no-obligation home value based on real comparable sales in Osprey Ridge, 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 →

Real comps, not an automated estimate.

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 12, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2019 (7 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 →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →
Thinking of selling in Osprey Ridge? See the Osceola County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

Common questions about Osprey Ridge

Where is Osprey Ridge?

Osprey Ridge is a community in KISSIMMEE, Osceola County, Florida, ZIP 34744.

Are there homes for sale in Osprey Ridge right now?

Yes - 1 active and 0 pending listings as of the last feed refresh (twice daily). They are listed on this page.

Does Osprey Ridge have an HOA or CDD?

No HOA is on record for Osprey Ridge 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

Explore more neighborhoods near Osprey Ridge with Momentum Realty’s local guides.

OROsprey Ridge0.1 mi awayCreekside Townhomes0.2 mi away · 160 homes, built 2019–24The Towns At Creekside0.3 mi away · 1 for saleRARustic Acres0.4 mi away · median $420K, 5 sales/12 mo

Browse all neighborhood guides →

Talk to a Local Osprey Ridge Expert
Call Get Listings