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$730,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 2,896 Sq. Ft.
  • Updated 1 day ago
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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.

Full Property Details for 15591 Gentle Rain Dr

General

  • Price: $730,000
  • HOA FEE: $99/month
  • Taxes: $1,890 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6411803
  • Updated: 5/31/2026
  • Added to Site: 4 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 3
  • Interior Features: Crown Molding, Open Floorplan, Thermostat
  • Appliances: Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room, Upper Level

Exterior

  • Exterior Features: Irrigation System

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: OSPREY RANCH PH 1
  • Driving Directions: Avalon Rd South, left on Hartzog rd. Left on Field Daisy, left on Gentle Rain Dr, to property on the right.
  • Direction Faces: South

School Information

  • Elementary School: Water Spring Elementary
  • Middle School: Water Spring Middle
  • High School: Horizon High School

Community

  • Community Name: 34787 - Winter Garden/Oakland
  • Community Features: Clubhouse, Dog Park, Park, Playground, Pool, Sidewalks
  • Association: Yes
  • Assoc. Name: Empire Management Group

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Connected, Natural Gas Connected, Water Connected

Structural Information

  • Exterior Const.: Stucco
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 2,896
  • Sq. Ft. Source: Public Records
  • Year Built: 2025

Lot Features

  • Lot Size (Acres): 0.09
  • Lot Size (Sq. Ft.): 3,999
  • Lot Size: 3999
  • Street/Road Desc.: Asphalt
  • Fencing (Description): Fenced, Vinyl

Financial Considerations

  • Association Fee: $99
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $1,890.14
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: OSPREY RANCH - PHASE 1 112/108 LOT 190
  • Flood Zone Info: X
  • APN: 292427638301900
  • Property ID: 292427638301900
  • Block/Lot/Section: 112

Listed by Empire Network Realty

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Listing agents

— 15591 Gentle Rain Dr —

  • Empire Network Realty

  • Empire Network Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 15591 Gentle Rain Dr

School District:Orange County School District
NameGradesDistance
Water Spring Elementary
16000 Water Spring Boulevard, Winter Garden, FL 34787
PK-52.1 mi
Water Spring Middle School-0482
10393 Seidel Road, Winter Garden, FL 34787
6-83.4 mi
Horizon High School
10393 Seidel Road, Winter Garden, FL 34787
9-123.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 15591 Gentle Rain Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/29/2026
Listed
$730,000
8.41%
MLS
11/03/2025
Sold
$673,392
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 15591 Gentle Rain Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,890
2%
$584,700
485%
2024
$1,862
208%
$100,000
156%
2023
$605
—
$39,031
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Empire Network Realty

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15591 Gentle Rain Drive, Winter Garden, FL 34787 (MLS# O6411803) is a Single Family property with 5 bedrooms and 4 full bathrooms. 15591 Gentle Rain Drive is currently listed for $730,000 and was received on May 29, 2026. Want to learn more about 15591 Gentle Rain Drive? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

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