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$349,900 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,875 Sq. Ft.
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Welcome to a beautifully designed 1,875 sq. ft. home that blends privacy, comfort, and everyday convenience. From the moment you arrive, the screened entry courtyard sets the tone-an inviting outdoor space perfect for casual dining, morning coffee, or greeting guests with ease. Inside, the great room opens seamlessly to the adjoining dining area, creating a warm and welcoming layout ideal for both quiet evenings and entertaining. Neutral tones flow throughout, offering a fresh backdrop for any style. The kitchen features abundant cabinetry, laminate flooring, and direct access to the laundry room. A set of French doors leads to the enclosed courtyard, adding charm and functionality to the heart of the home. The spacious primary suite provides a restful retreat with generous closet space and a well-appointed private bath that includes dual sinks, a garden tub, and a walk-in shower. With a split floor plan, the additional bedrooms and full bath are thoughtfully placed on the opposite side of the home, ensuring comfort and privacy for overnight guests. You'll love spending time in the enclosed lanai, where peaceful views of the conservation area invite you to watch wildlife in the early mornings and evenings-a tranquil backdrop that makes this home feel worlds away. Additional highlights include an expanded garage with dedicated golf cart parking, its own entry door, and a convenient deep sink. If you're looking for a home that offers serene rear privacy while still providing wonderful spaces for hosting, this one truly stands out. Come see it today and experience the lifestyle it offers.

Full Property Details for 5543 Sir Churchill Dr

General

  • Price: $349,900
  • HOA FEE: $229/month
  • Taxes: $2,715 (2025)
  • Status: Pending
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: G5105323
  • Updated: 12/9/2025
  • Added to Site: 41 day(s) ago

Rental Information

  • Min. Lease: 3 Months

Interior

  • Number of Rooms: 7
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Split Bedroom
  • Appliances: Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Washer
  • Furnishings: Partially
  • Flooring: Carpet, Ceramic Tile, Laminate

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside

Exterior

  • Exterior Features: French Doors, Irrigation System, Rain Gutters, Sliding Doors
  • Deck/Patio: Covered, Patio, Porch, Screened
  • Porch/Patio/Deck: Covered, Patio, Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Golf Cart Garage

Location

  • Area: 34748 - Leesburg
  • County: Lake
  • Development Name: 34748 - Leesburg
  • Subdivision: ROYAL HIGHLANDS PH 02 LT 992 ORB 1976 PG 173
  • Driving Directions: From US-27 take Monarch Boulevard to right on Royal St Georges Lane, right on Sir Churchill Drive
  • Direction Faces: Southeast

Community

  • Community Name: 34748 - Leesburg
  • Association: Yes
  • Assoc. Name: Keneshia Shepherd
  • Adult Community: Yes

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Public

Structural Information

  • Builder: Pringle
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,875
  • Sq. Ft. Source: Public Records
  • Year Built: 2003

Lot Features

  • Lot Size (Acres): 0.18
  • Lot Size (Sq. Ft.): 7,867
  • Lot Size: 7867
  • Frontage: Street Paved, Private Road
  • Street/Road Desc.: Paved, Asphalt

Financial Considerations

  • Association Fee: $229
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $2,715.33
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: ROYAL HIGHLANDS PHASE 2 LOT 1098 PB 44 PGS 91-95 ORB 4144 PG 1637 ORB 6400 PG 445
  • Flood Zone Info: X
  • APN: 132124185000010980
  • Property ID: 132124185000010980

Listed by Vangie Berry Signature Realty

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Listing agent

— 5543 Sir Churchill Dr —

  • Vangie Berry Signature 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 5543 Sir Churchill Dr

School District:Lake County School District
NameGradesDistance
Leesburg Elementary School
2229 South Street, Leesburg, FL 34748
PK-59.2 mi
Oak Park Middle School
2101 South Street, Leesburg, FL 34748
6-89.2 mi
Leesburg High School
1401 Yellow Jacket Way, Leesburg, FL 34748
9-129.5 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5543 Sir Churchill Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/08/2025
Listed
$349,900
104.62%
MLS
3/30/2012
Sold
$171,000
—
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 5543 Sir Churchill Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$2,643
—
$186,670
3%
2024
$2,643
10%
$181,410
3%
2023
$2,400
11%
$176,130
6%
2021
$2,170
-1%
$166,028
-3%
2022
$2,188
1%
$171,000
4%
2021
$2,170
3%
$163,736
4%
2018
$2,105
3%
$157,071
2%
2017
$2,035
-8%
$153,841
-4%
2019
$2,203
8%
$160,055
6%
2016
$2,031
-2%
$150,677
1%
2015
$2,079
—
$149,630
1%
2014
$2,082
6%
$148,443
1%
2013
$1,956
—
$146,250
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 5543 Sir Churchill Dr

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Vangie Berry Signature Realty

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5543 Sir Churchill Drive, Leesburg, FL 34748 (MLS# G5105323) is a Single Family property with 3 bedrooms and 2 full bathrooms. 5543 Sir Churchill Drive is currently listed for $349,900 and was received on December 08, 2025. Want to learn more about 5543 Sir Churchill Drive? Do you have questions about finding other Single Family real estate for sale in Leesburg? You can browse all Leesburg real estate or contact a Coldwell Banker agent to request more information.

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