441 COURTLEA OAKS BOULEVARD

House Active With Contract

$1,199,900

BTC: 19.04603175

ETH: 687.22794960

-$175K (2026/04/03)

64 days

Active With Contract

House

5 bds •

4 ba •

4,001 sqft

Overview

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. One of the largest homes in the highly desirable Courtlea Oaks community, this spacious 5-bedroom, 4.5-bath pool home offers over 4,000 square feet of living space and an exceptional opportunity in the heart of Winter Garden’s golf cart district. The flexible floor plan includes a rare apartment above the garage connected to the main home, providing ideal space for guests, extended family, a private office, or additional living quarters. Important updates have already been completed by these original to the home owners, including a new roof and A/C systems installed just two years ago, offering peace of mind for the next owner. Step outside to enjoy a beautiful pool and a private setting backing to the West Orange Trail, perfect for biking, walking, and outdoor recreation right from your backyard. Located just minutes from historic downtown Winter Garden, residents enjoy boutique shopping, dining, breweries, and the award-winning Saturday Farmers Market, along with numerous festivals and community events throughout the year. With its generous square footage, versatile layout, and unbeatable location, homes like this rarely come available in Courtlea Oaks.

Location

Florida • WINTER GARDEN • 34787 • House • Active With Contract

Details

Type:

Residential

Parking:

Driveway

Year Built:

2000

Lot:

0.43 Acres

Heating:

Central / Electric

Price/sqft:

$300

Cooling:

Central Air

HOA:

$500

Type:

Residential

Parking:

Driveway

Year Built:

2000

Lot:

0.43 Acres

Heating:

Central / Electric

Price/sqft:

$300

Cooling:

Central Air

HOA:

$500

Private inquiry

Talk to the advisor on this listing.

Floor plans, HOA docs, off-market comparables, scheduling a private showing — one message, direct to the local specialist.

Valuation

Our model vs. what's actually selling nearby.

Estimate

$1,099,000

$724K – $1.6M

Confidence Low

List vs. estimate

$100K above estimate

List $1,199,900 · +9.2%

Our model says this listing is priced above recent comparable activity. Room to negotiate.

Price per sq ft

$299

+10.5% vs. city median $271

Based on

17 MLS comparables

Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax

$5,551

2024

HOA

$500/6mo

Pool

Gunite

Garage

3 car garage

Pets

Allowed

All facts and features

Flooring

• Carpet

• Tile

• Hardwood

Heating

• Central

• Electric

Cooling

• Central Air

Appliances

• Built-In Oven

• Cooktop

• Dishwasher

• Refrigerator

Other interior features

• Ceiling Fan(s)

• Crown Molding

• High Ceilings

• Open Floorplan

• Solid Surface Counters

• Solid Wood Cabinets

• Thermostat

• Walk-In Closet(s)

Bedrooms and bathrooms

• Bedrooms: 5

• Bathrooms: 1

• Full bathrooms: 4
Parking

• Driveway

Property

• Levels: Two

• Pool Private: Yes

• Exterior Features: French Doors / Outdoor Shower / Rain Gutters / Sidewalk

Lot

• Lot: 0.43 Acres

Other Property Information

• Parcel Number: 142227194400260

• Zoning: R-1
Type and style

• Property Type: Residential

• Property Sub Type: Single Family Residence
Utility

• Cable Available

• Electricity Connected

• Public

• Water Connected
Other financial information

• HOA: $500

• HOA Frequency: Semi-Annually

• Annual tax amount: $5,551
Source details

• MLS ID: O6385964

Other facts

• Construction Materials: Block / Concrete / Stucco / Wood Frame

• Foundation Details: Slab

• Fireplace Features: Family Room

• Laundry Features: Inside / Laundry Room

• Pool Features: Gunite / In Ground / Lighting

• Direction Faces: Northwest

• Fireplace: Yes

• Garage Spaces: 3

• Attached Garage: Yes

• Garage: Yes

• Living Area: 4001

• Water Source: Public

• Subdivision Name: COURTLEA OAKS

Private inquiry

Talk to the advisor on this listing.

Floor plans, HOA docs, off-market comparables, scheduling a private showing — one message, direct to the local specialist.

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Market around this address

Live counts in the same area.

The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: LAKESIDE REALTY WINDERMERE INC

441 COURTLEA OAKS BOULEVARD

Overview

Location

Details

Valuation

Highlights

Interior details

Property details

Construction details

Utilities / Green Energy Details

HOA and Financial Details

Other

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