Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 2 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 3 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 4 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 5 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 6 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 7 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 8 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 9 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 10 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 11 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 12 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 13 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 14 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 15 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 16 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 17 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 18 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 19 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 20 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 21 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 22 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 23 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 24 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 25 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 26 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 27 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 28 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 29 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 30 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 31 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 32 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 33 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 34 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 35 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 36 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 37 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 38 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 39 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 40 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 41 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 42 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 43 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 44 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 45 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 46 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 47 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 48 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 49 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 50 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 51 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 52 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 53 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 54 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 55 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 56 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 57 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 58 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 59 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 60 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 61 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 62 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 63 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 64 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 65 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 66 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 67 of 68
Single Family Residence at 15591 GENTLE RAIN DR, WINTER GARDEN, photo 68 of 68
68 photos

$669,900

15591 GENTLE RAIN DR
WINTER GARDEN, FL 34787
Listed by EMPIRE NETWORK REALTY
Bedrooms
5
Bathrooms
4
Living area
2,896 sqft
Year built
2025

About this home

Welcome to this beautifully upgraded home in Winter Garden, where style, comfort, and thoughtful design come together seamlessly. From the moment you step inside, you’re greeted by an open, bright, and airy layout, enhanced by elegant farmhouse-inspired finishes and abundant natural light throughout. The main home features no carpet, creating a clean and modern aesthetic, while stunning custom built-in cabinetry in the kitchen, living room, and bedrooms adds both sophistication and functionality. At the center of the home, the spacious kitchen is designed to impress, featuring a large island perfect for entertaining, elegant finishes, and seamless flow into the living and dining spaces. Every detail has been thoughtfully selected, and with tons of upgrades throughout, this home feels elevated at every turn. One of the standout features is the private studio above the garage, ideal for guests, extended family, a home office. Located in the desirable Osprey Ranch community, this home is just minutes from Walt Disney World and everyday conveniences. Even better, you are just steps from the resort style amenities, including the community pool, splash pad, cabana, and playground, offering the perfect blend of lifestyle, convenience, and community living.

Property details

MLS #
MFRO6411803
Property type
Single Family Residence
Subdivision
OSPREY RANCH PH 1
Status
Active
Days on market
119
On market date
May 29, 2026
Stories
N/A
Total bathrooms
4
Garage spaces
2
Parking spaces
N/A
Lot size
0.09 acres
Loading map…

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
WATER SPRING ELEMENTARY
2.16 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,179
Student:teacher ratio
17.6:1
District
ORANGE
Middle
WATER SPRING MIDDLE SCHOOL
3.25 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
403
Student:teacher ratio
20.2:1
District
ORANGE
High
HORIZON HIGH SCHOOL
3.25 mi away · Grades 6-12
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,407
Student:teacher ratio
24.3:1
District
ORANGE

Walkability

Blended score for WINTER GARDEN's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

28
Car-dependent
out of 100
EPA National Walkability Index
7.7 / 20 -- Below average walkable
Google Places amenity density
13 / 100
Restaurants & cafes4
Grocery stores0
Parks0
Schools0
Transit stops1
Pharmacies0

Market position

How this listing compares to current activity in WINTER GARDEN, from live MLS data.

On the market 119 days -- 44 more days than WINTER GARDEN's current average of 75 days.
For reference, the median list price across 1,032 active listings in WINTER GARDEN right now is $489,070.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$4,184/mo
$133,980 down
$535,920 loan
Principal & interest$3,476
Property tax (est.)$558
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 10 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.