Single Family Residence at 4908 CYPRESS HEAD CT, LEESBURG
Single Family Residence at 4908 CYPRESS HEAD CT, LEESBURG, photo 2 of 30
Single Family Residence at 4908 CYPRESS HEAD CT, LEESBURG, photo 3 of 30
Living AreaVirtually staged - 4908 CYPRESS HEAD CT, LEESBURG
Virtually staged - 4908 CYPRESS HEAD CT, LEESBURG
Dinning Area/Breakfast Nook/KitchenVirtually staged - 4908 CYPRESS HEAD CT, LEESBURG
KitchenVirtually staged - 4908 CYPRESS HEAD CT, LEESBURG
Single Family Residence at 4908 CYPRESS HEAD CT, LEESBURG, photo 8 of 30
Virtually staged - 4908 CYPRESS HEAD CT, LEESBURG
Virtually staged - 4908 CYPRESS HEAD CT, LEESBURG
Virtually staged - 4908 CYPRESS HEAD CT, LEESBURG
Primary BedroomVirtually staged - 4908 CYPRESS HEAD CT, LEESBURG
Primary BedroomVirtually staged - 4908 CYPRESS HEAD CT, LEESBURG
Primary BedroomVirtually staged - 4908 CYPRESS HEAD CT, LEESBURG
Primary BathroomVirtually staged - 4908 CYPRESS HEAD CT, LEESBURG
Primary BathroomVirtually staged - 4908 CYPRESS HEAD CT, LEESBURG
Primary BathroomVirtually staged - 4908 CYPRESS HEAD CT, LEESBURG
Secondary BedroomVirtually staged - 4908 CYPRESS HEAD CT, LEESBURG
Secondary BedroomVirtually staged - 4908 CYPRESS HEAD CT, LEESBURG
Secondary BathroomVirtually staged - 4908 CYPRESS HEAD CT, LEESBURG
3rd Bedroom/Flex RoomVirtually Staged - 4908 CYPRESS HEAD CT, LEESBURG
3rd Bedroom/Flex RoomVirtually Staged - 4908 CYPRESS HEAD CT, LEESBURG
Virtually staged - 4908 CYPRESS HEAD CT, LEESBURG
Virtually staged - 4908 CYPRESS HEAD CT, LEESBURG
Virtually staged - 4908 CYPRESS HEAD CT, LEESBURG
Single Family Residence at 4908 CYPRESS HEAD CT, LEESBURG, photo 26 of 30
Single Family Residence at 4908 CYPRESS HEAD CT, LEESBURG, photo 27 of 30
Single Family Residence at 4908 CYPRESS HEAD CT, LEESBURG, photo 28 of 30
Single Family Residence at 4908 CYPRESS HEAD CT, LEESBURG, photo 29 of 30
Single Family Residence at 4908 CYPRESS HEAD CT, LEESBURG, photo 30 of 30
30 photos

$334,900

4908 CYPRESS HEAD CT
LEESBURG, FL 34748
Listed by Tammy Campbell · RE/MAX REALTY UNLIMITED
Bedrooms
3
Bathrooms
2
Living area
2,087 sqft
Year built
2004

About this home

Welcome to 4908 Cypress Head Court in Leesburg—an exceptional 3-bedroom, 2-bath residence nestled within the highly desirable Rosedown Village of The Plantation at Leesburg, where refined living meets a truly maintenance-free lifestyle. This beautifully maintained home offers a serene lakefront setting, highlighted by a painted driveway and an inviting screened front lanai—perfect for enjoying peaceful mornings and tranquil evenings with uninterrupted water views. Inside, the home exudes warmth and sophistication with wood laminate flooring throughout the main living areas, seamlessly connecting the spacious living and dining rooms. A sliding glass door leads to a fully enclosed, air-conditioned porch, effortlessly expanding your living and entertaining space year-round. The kitchen is both stylish and functional, featuring stainless steel appliances, rich wood cabinetry, and a skylight that fills the space with natural light. The owner’s suite serves as a private retreat, complete with dual vanities, a walk-in shower, a generous walk-in closet, and direct access to the enclosed porch. A versatile den/office with a built-in desk offers the flexibility to create a home office, hobby space, or personal sanctuary tailored to your lifestyle. Outdoor living is abundant, with a fully enclosed air-conditioned lanai, an additional 10’ x 11’ screened porch, and a 10’ x 14’ patio—designed to embrace Florida’s indoor-outdoor lifestyle at its finest. Thoughtfully updated for lasting value and efficiency, this home features a new roof (2022), a newer HVAC system (2023), thermal-tinted windows throughout, and additional insulation in both walls and ceilings, creating a more comfortable and energy-efficient living environment. Residents of The Plantation at Leesburg enjoy an unparalleled resort-style experience, offering three clubhouses, three pools, two championship golf courses, fitness centers with saunas, tennis and pickleball courts, and an array of social clubs, dining, and entertainment options. Ideally located near shopping, dining, and just moments from The Villages, this residence delivers the perfect blend of luxury, comfort, and vibrant Florida living. This is more than a home—it’s a lifestyle. Dining room chandelier not included, and some furniture to stay if purchasers would like to purchase.

Property details

MLS #
MFRG5111653
Property type
Single Family Residence
Subdivision
PLANTATION AT LEESBURG
Status
Active
Days on market
87
On market date
April 28, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
2
Parking spaces
N/A
Lot size
0.23 acres
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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
LEESBURG ELEMENTARY SCHOOL
7.12 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
783
Student:teacher ratio
16.0:1
District
LAKE
Middle
OAK PARK MIDDLE SCHOOL
7.12 mi away · Grades 6-8
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
517
Student:teacher ratio
17.2:1
District
LAKE
High
LEESBURG HIGH SCHOOL
7.44 mi away · Grades 9-12
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
1,618
Student:teacher ratio
21.3:1
District
LAKE

Walkability

Blended score for LEESBURG'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).

10
Very car-dependent
out of 100
EPA National Walkability Index
2.7 / 20 -- Least walkable
Google Places amenity density
5 / 100
Restaurants & cafes0
Grocery stores0
Parks1
Schools0
Transit stops0
Pharmacies0

Market position

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

On the market 87 days -- 25 fewer days than LEESBURG's current average of 112 days.
For reference, the median list price across 885 active listings in LEESBURG right now is $279,000.

Mortgage calculator

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

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Est. monthly payment
$2,167/mo
$66,980 down
$267,920 loan
Principal & interest$1,738
Property tax (est.)$279
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated July 24, 2026.

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.