Aerial view of Osprey Ranch

Osprey Ranch
Homes for Sale in Winter Garden, FL

All 693 homes for sale in Winter Garden, FL · median $585,000 · 639 homes for sale in 34787 · Orange County homes for sale

Community in Winter Garden · Orange County · ZIP 34787
93 homesBuilt 2024–2024Median sale $635K
Free · No obligation
Talk to a Osprey Ranch Expert

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

Built fromLive Stellar MLS data2 years of closingsFL DOR public recordsUpdated twice daily

Over the 12 months ending 2026-09-20, 27 recorded sales closed at a median of $634,990, $253 per square foot, a median 39 days on market, sellers accepting 96% of original asking (+8% versus the prior year). At the median price and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $10,590 ($9,920 with the full homestead exemption).

osprey ranch ph i key facts
LocationWinter Garden, Orange County, FL · ZIP 34787
Homes in the community93 (FL DOR 2025 assessment roll)
Years built2024–2024 (median 2024)
Typical living area2,420 sq ft (median)
Sale prices, last 12 months$634,990 median across 27 closed sales · $253 per sq ft · +8.5% vs the prior 12 months
Days on market (closed sales)39 median
Owner-occupied (homestead) share33%

Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2024 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “osprey ranch ph i key facts,” movewithmomentum.com/neighborhoods/osprey-ranch-ph-i-winter-garden, data as of September 20, 2026.

Live · Osprey Ranch Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$635K ▲
Median sold · 12 mo
up 8.5% vs the prior 12 months
+8.5% ▲
1-yr price change
n = 27 and 38 sales in the two windows
$253/sf
Sold $/sqft · 12 mo
peak $253 in 2026
96.4%
Sale vs ask
Tempo
39days
Median DOM · closed
0 days at the 2024 low
27
Sold · last 12 mo
10-yr average: about 29 a year
Ownership and context
33%
Owner-occupied · Osprey Ranch
42 of 127 parcels homesteaded (FL DOR 2025)
67%
Non-owner-occupied · Osprey Ranch
incl. 31% trust or LLC-held · 100% out-of-state
93
Homes in the community
plus 34 vacant residential lots · 127 residential parcels (FL DOR 2025)
Track record · 2 years of records
122
Recorded sales · 2024-2025
median $596K · qualified sales on the county roll (FL DOR 2025)
Est. 2024
Community established
homes built 2024-2024, median 2024 (FL DOR 2025)
2,500sqft
Median sold home size
12-mo windows, closed sales
29.0%/yr
Turnover rate
about 27 of 93 homes trade a year
Osprey Ranch Housing Pulse · Momentum Research · as of September 20, 2026

Osprey Ranch right now

🟢 Still climbing. The trailing-12-month median ($635K) is up 8.5% from the prior 12 months ($585K). With about 29 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending September 20. Confidence: High (27 and 38 sales in the two windows).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

· Updated October 5, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

Nearby homes for sale

No active listings inside osprey ranch ph i 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.

12566 WESTHAVEN OAK DRIVE
$575K · 0.1 mi away
4 bd · 3 ba · 2,420 sqft
12566 WESTHAVEN OAK DRIVE
Listed by UNITED REAL ESTATE PREFERRED
15197 BLUE PEACOCK LANE
$699K · 0.1 mi away
3 bd · 2.5 ba · 2,440 sqft
15197 BLUE PEACOCK LANE
Listed by KICANTO REALTY
15591 GENTLE RAIN DRIVE
$670K · 0.1 mi away
5 bd · 4 ba · 2,896 sqft
15591 GENTLE RAIN DRIVE
Listed by EMPIRE NETWORK REALTY
15174 FIELD DAISY DRIVE
$679K · 0.2 mi away
4 bd · 3.5 ba · 2,686 sqft
15174 FIELD DAISY DRIVE
Listed by REALTY ONE GROUP INSPIRATION
14942 WINDFLOWER ALLEY
$391K · 0.2 mi away
3 bd · 2.5 ba · 1,536 sqft
14942 WINDFLOWER ALLEY
Listed by WRA BUSINESS & REAL ESTATE
15014 WINDFLOWER ALLEY
$425K · 0.2 mi away
3 bd · 2.5 ba · 1,536 sqft
15014 WINDFLOWER ALLEY
Listed by FLORIDA CONNEXION PROPERTIES

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Osprey Ranch market snapshot (as of September 20, 2026): the median sale price is about $635K ($253 per sq ft over the trailing 12 months of closed sales), and a median 39 days on market for closed sales. The trailing-12-month median is up 8% from the prior 12 months, computed from record-level Stellar MLS closed sales (27 closings in the current window).

In ZIP 34787 (Winter Garden), 2,147 homes closed in the last 12 months at a median of $598K ($252/sq ft), down 0.8% year over year, with a median 36 days on market. Right now 352 active and 181 pending listings put supply at about 3.7 months - a balanced market. See the live ZIP 34787 housing market and the Orange County market.

County records show 122 qualified sales in osprey ranch across 2024 - 2025 (88 in 2024, 34 in 2025), median $595,500 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

Osprey Ranch is a community of 93 homes in Winter Garden, Orange County, built between 2024 and 2024 (median 2024), with a median living area of about 2,420 square feet. 33% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

Windows contain 21 to 38 sales each (27 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 2024 through 2026. Deemed reliable but not guaranteed.

Every sale since 2024 · price vs size
$0$500K$1M1k2k3k4k
86 closed sales; green = recent. Size sets the floor, condition and lot set the rest.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Orange County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$2,471/mo
Orange County typical true cost to own
$117/mo
Orange 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.

How much local inventory is already under contract

29% of homes for sale in ZIP 34787 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 osprey ranch ph i, Winter Garden

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 17 listings
Distress share trend - 0.0% now (2026-09-14 → 2026-09-19)

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.

If we were buying in Osprey Ranch 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 Ranch.

A closer look at the Osprey Ranch market

At a median of $253 per square foot, Osprey Ranch prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.

The trailing-12-month median up 8% year over year. Homes that do trade take a median 39 days on market, useful leverage on any listing that has lingered.

The housing stock is 93 homes built around 2024, and 33% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.

“

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

Jon Brooks · Founder, Momentum Realty
6.4B- · Buy Score
Recent Direction8.1/10
Owner Commitment3.3/10
Pricing Power7.6/10

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 (6.4). Basis: Recent Direction +8.5% year-over-year; Owner Commitment 33% owner-occupied; Pricing Power 96.4% sale-to-list. Refreshed with each data update.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Osprey Ranch homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Osprey Ranch.
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 Ranch sales matched to your home.

What is your Osprey Ranch home worth?

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

Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Osprey Ranch?
The median sale price in Osprey Ranch was $635K over the 12 months ending September 20, 2026 (27 closed sales, Stellar MLS).
How long do homes in Osprey Ranch take to sell?
Homes that closed in the 12 months ending September 20, 2026 took a median 39 days on market (27 sales, Stellar MLS).
How many homes are in Osprey Ranch?
The Florida DOR 2025 assessment roll shows 93 homes plus 34 vacant residential lots in Osprey Ranch (public records).
What share of Osprey Ranch is owner-occupied?
33% of Osprey Ranch parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Osprey Ranch built?
Homes in Osprey Ranch were built between 2024 and 2024, with a median year built of 2024 (FL DOR 2025 roll).
Who is the best real estate agent for Osprey Ranch?
The best agent for Osprey Ranch is one who actively works Winter Garden and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Osprey Ranch.
How do I find a top Winter Garden real estate agent who knows Osprey Ranch?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Osprey Ranch and the wider Winter Garden area.
Can Momentum Realty connect me with an agent for Osprey Ranch?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Osprey Ranch purchase or sale - no call center and no pressure.
Where is Osprey Ranch, and what county is it in?
Osprey Ranch is in Winter Garden, Orange County, FL, ZIP 34787. The community's center is about 7 miles southwest of the center of Winter Garden (straight-line).
Is Osprey Ranch a good place to live?
That depends on your budget, commute and what you want in a home, so here is what the data says about Osprey Ranch: the median sale price over the last 12 months was $635K (27 sales), 6% above the Winter Garden median of $598K; homes took a median 39 days to go under contract; the assessment roll counts 93 homes, 33% of them homesteaded (owner-occupied). The full numbers, price history and the flood and school sections are above.

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending September 20, 2026
Housing stock & ownershipFlorida DOR assessment roll (street-list match (3 streets, ZIP 34787))
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2024 (86 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 ranch ph i? 27 recorded closings; median 39 days on market (window ending 2026-09-20). See the Orange 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.

Nearby Communities

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

OROspray Ranch0.1 mi away · 21 homes, built 2023–24Osprey Ranch0.1 mi away · median $580K, 16 sales/12 moKHK Hovanian Osprey Ranch0.1 mi awayOsprey0.1 mi away · 1 for sale

Browse all neighborhood guides →

Talk to a Local Osprey Ranch Expert
Call Get Listings