Welcome to 405 Courtlea Park Drive, a beautifully updated and meticulously maintained home in the highly desirable Courtlea Park community of Winter Garden. Ideally located near the West Orange Trail, within the Golf Cart District, and just minutes from Historic Downtown Winter Garden, this spacious property offers the perfect blend of comfort, function, and lifestyle. With 4 bedrooms, 4 bathrooms, and a 3-car garage, the home features a mostly single-story layout with high ceilings and an abundance of natural light. Fresh interior paint and a neutral color palette create a welcoming and move-in-ready feel. The open-concept kitchen, complete with upgraded appliances, connects effortlessly to the living and breakfast areas, while a separate formal dining room at the front of the home adds versatility for entertaining. The spacious primary suite offers an upgraded ensuite bathroom that includes a soaking tub, walk-in shower, double vanities, a private WC, and a custom California-style walk-in closet. Three additional bedrooms and two full bathrooms provide flexibility for guests, family, or home office use. Upstairs, a large bonus room with a full bathroom and closet provides endless possibilities, whether used as a second living room, media room, fitness space, or potential fifth bedroom. The rear of the home features a fully enclosed and climate-controlled Florida Room with double sliders that open to an 800 sq ft composite deck with lighting, perfect for relaxing or entertaining while overlooking the peaceful conservation area and the West Orange Trail. Recent updates by the current owners include a brand-new water heater, full interior repainting, and neutralizing of finishes throughout. Other major improvements, such as the upgraded flooring, roof with peel-and-stick underlayment, two HVAC units, and a whole-house backup generator with underground propane, were completed by the previous owners and have been impeccably maintained. The garage features indoor/outdoor carpet, overhead storage, and attic access with pull-down stairs. Window treatments throughout include a mix of shutters, blinds, and shades, and the exterior and garage have also been recently painted. The fully fenced yard has been professionally landscaped with walkways, lighting on timers, and motion-sensor spotlights. A smart security system with exterior cameras and app access adds peace of mind. This is a rare opportunity to own a thoughtfully upgraded home in one of Winter Garden’s most sought-after neighborhoods, offering convenience, charm, and a strong sense of community.
Sold for $775,000
$775,000
405 COURTLEA PARK DRIVE, WINTER GARDEN, FL 34787
4beds
2,686sqft
Single Family Residence
Built in 2007
10,700 Square Feet Lot
$776,000 Zestimate®
$289/sqft
$3,797 Estimated rent
Home value
$776,000
$706,000 - $854,000
$3,797/mo
Zestimate® history
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List your homeWhat's special
Abundance of natural lightLarge bonus roomHigh ceilingsPeaceful conservation areaSpacious primary suiteSoaking tubClimate-controlled florida room
Zillow last checked:
Listing updated:
Listed by:
Anthony O'Reilly Brookes 407-910-1066,
WINTER GARDEN REAL ESTATE 407-910-1066
Bought with:
Ann Wargo, 685290
UPSIDE REAL ESTATE INC
Source: Stellar MLS,MLS#: O6315444
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 4
Primary bedroom
- Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
- Level: First
- Area: 216 Square Feet
- Dimensions: 12x18
Bedroom 2
- Features: Ceiling Fan(s), Built-in Closet
- Level: First
- Area: 132 Square Feet
- Dimensions: 12x11
Bedroom 3
- Features: Ceiling Fan(s), Built-in Closet
- Level: First
- Area: 132 Square Feet
- Dimensions: 12x11
Bedroom 4
- Features: Ceiling Fan(s), Built-in Closet
- Level: First
- Area: 132 Square Feet
- Dimensions: 12x11
Bonus room
- Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
- Level: Second
- Area: 368 Square Feet
- Dimensions: 23x16
Dining room
- Level: First
- Area: 144 Square Feet
- Dimensions: 12x12
Florida room
- Level: First
Kitchen
- Features: Breakfast Bar, Pantry
- Level: First
- Area: 121 Square Feet
- Dimensions: 11x11
Living room
- Features: Ceiling Fan(s)
- Level: First
- Area: 144 Square Feet
- Dimensions: 12x12
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Washer
- Laundry: Inside, Laundry Room
Features
- Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Thermostat, Tray Ceiling(s), Walk-In Closet(s)
- Flooring: Luxury Vinyl, Hardwood
- Doors: French Doors
- Windows: Blinds, Drapes, Window Treatments
- Has fireplace: No
Interior area
- Total structure area: 3,590
- Total interior livable area: 2,686 sqft
Property
Parking
- Total spaces: 3
- Parking features: Driveway, Garage Door Opener
- Attached garage spaces: 3
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Exterior features: Garden, Irrigation System, Lighting, Rain Gutters, Sidewalk, Sprinkler Metered
- Fencing: Vinyl
- Has view: Yes
- View description: Garden
Lot
- Size: 10,700 Square Feet
- Features: Sidewalk
- Residential vegetation: Mature Landscaping
Details
- Parcel number: 142227195100240
- Zoning: R-1
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Florida
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- Completed
- New construction: No
- Year built: 2007
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Electricity Connected, Propane, Public, Sewer Connected, Sprinkler Meter, Street Lights, Underground Utilities, Water Connected
Community & HOA
Community
- Features: Golf Carts OK
- Security: Smoke Detector(s)
- Pet fee: $0 monthly
- Subdivision: GREYSTONE PH 01
HOA
- Has HOA: Yes
- HOA fee: $102 monthly
- HOA name: C/O Southwest Property Management
- HOA phone: 407-656-1081
Location
- Region: Winter Garden
Financial & listing details
- Price per square foot: $289/sqft
- Tax assessed value: $529,508
- Annual tax amount: $3,378
- Date on market: 6/4/2025
- Cumulative days on market: 90 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved, Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 9/30/2025 | Sold | $775,000-0.6%$289/sqft |
Source:  Stellar MLS #O6315444 Report a problem | ||
| 9/7/2025 | Pending sale | $780,000$290/sqft |
Source: Stellar MLS #O6315444 Report a problem | ||
| 9/5/2025 | Price change | $780,000-1.3%$290/sqft |
Source: Stellar MLS #O6315444 Report a problem | ||
| 7/25/2025 | Listed for sale | $790,000$294/sqft |
Source: Stellar MLS #O6315444 Report a problem | ||
| 7/23/2025 | Pending sale | $790,000$294/sqft |
Source: Stellar MLS #O6315444 Report a problem | ||
| 6/4/2025 | Listed for sale | $790,000+1.3%$294/sqft |
Source: Stellar MLS #O6315444 Report a problem | ||
| 1/12/2024 | Sold | $780,000-1.9%$290/sqft |
Source: Stellar MLS #S5095560 Report a problem | ||
| 12/16/2023 | Pending sale | $795,000$296/sqft |
Source: Stellar MLS #S5095560 Report a problem | ||
| 12/5/2023 | Listed for sale | $795,000+211.8%$296/sqft |
Source: Stellar MLS #S5095560 Report a problem | ||
| 8/20/2013 | Sold | $255,000-15%$95/sqft |
Source: Public Record Report a problem | ||
| 12/28/2007 | Sold | $300,000$112/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $3,378 +3.9% | $251,633 +3% |
| 2023 | $3,252 +3.2% | $244,304 +3% |
| 2022 | $3,151 +1.6% | $237,188 +3% |
| 2021 | $3,101 +0.8% | $230,280 +1.4% |
| 2020 | $3,075 +1% | $227,101 +2.3% |
| 2019 | $3,043 +1% | $221,995 +1.9% |
| 2018 | $3,013 | $217,856 -28% |
| 2017 | $3,013 +2.8% | $302,561 +20.8% |
| 2016 | $2,932 +0.3% | $250,528 +16.7% |
| 2015 | $2,923 -2.4% | $214,764 +4.3% |
| 2014 | $2,994 -2.5% | $205,886 +19% |
| 2013 | $3,072 +1% | $173,047 +1.7% |
| 2012 | $3,042 -2.9% | $170,235 -2.6% |
| 2011 | $3,134 +9% | $174,725 -14.4% |
| 2010 | $2,876 | $204,229 -15.5% |
| 2009 | -- | $241,745 -17.7% |
| 2008 | $4,628 +434.8% | $293,592 +433.8% |
| 2007 | $865 +49.6% | $55,000 +66.7% |
| 2006 | $579 | $33,000 |
Find assessor info on the county website
Neighborhood: 34787
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Nearby schools
GreatSchools rating
- 5/10Dillard Street Elementary SchoolGrades: PK-5Distance: 0.3 mi
- 4/10Lakeview Middle SchoolGrades: 6-9Distance: 1.6 mi
- 7/10West Orange High SchoolGrades: 9-12Distance: 2.1 mi
Schools provided by the listing agent
- Elementary: Dillard Street Elem
- Middle: Lakeview Middle
- High: Ocoee High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$776,000
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$776,000
- Florida
- Orange County
- Winter Garden
- 34787
- 405 COURTLEA PARK DRIVE
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