Welcome to 304 Shadow Oak Drive, a spacious single-story pool home with four bedrooms and two bathrooms in Casselberry, Florida - 304 SHADOW OAK DR, CASSELBERRY
Rear exterior view of 304 Shadow Oak Drive featuring the private swimming pool and fully fenced backyard in Casselberry, Florida - 304 SHADOW OAK DR, CASSELBERRY
Primary bedroom suite at 304 Shadow Oak Drive, a four-bedroom pool home for sale in Casselberry, Florida - 304 SHADOW OAK DR, CASSELBERRY
Kitchen at 304 Shadow Oak Drive, a four-bedroom pool home for sale in Casselberry, Florida - 304 SHADOW OAK DR, CASSELBERRY
Dining room at 304 Shadow Oak Drive, a four-bedroom pool home for sale in Casselberry, Florida - 304 SHADOW OAK DR, CASSELBERRY
Fireplace at 304 Shadow Oak Drive, adding warmth and character to this four-bedroom pool home in Casselberry, Florida - 304 SHADOW OAK DR, CASSELBERRY
Private pool and spa in Casselberry, Florida - 304 SHADOW OAK DR, CASSELBERRY
Floor plan of 304 Shadow Oak Drive - 304 SHADOW OAK DR, CASSELBERRY
Living room with high ceilings - 304 SHADOW OAK DR, CASSELBERRY
Spacious kitchen with cabinetry and counter space - 304 SHADOW OAK DR, CASSELBERRY
Kitchen with ample storage and room for everyday dining - 304 SHADOW OAK DR, CASSELBERRY
Light-filled entry foyer currently used as a home office - 304 SHADOW OAK DR, CASSELBERRY
Home Office Space Upon Entry - 304 SHADOW OAK DR, CASSELBERRY
Bright entry area offering space for a home office - 304 SHADOW OAK DR, CASSELBERRY
Spacious dining room with direct access to the pool area - 304 SHADOW OAK DR, CASSELBERRY
Dining space opening to the private pool and backyard - 304 SHADOW OAK DR, CASSELBERRY
Spacious primary bedroom - 304 SHADOW OAK DR, CASSELBERRY
Primary bedroom offering generous space - 304 SHADOW OAK DR, CASSELBERRY
Primary Bedoom with en suite bathroom - 304 SHADOW OAK DR, CASSELBERRY
En Suite Bathroom - 304 SHADOW OAK DR, CASSELBERRY
Vanity - 304 SHADOW OAK DR, CASSELBERRY
Walk In closet - 304 SHADOW OAK DR, CASSELBERRY
Shower - 304 SHADOW OAK DR, CASSELBERRY
Toilet with Bidet - 304 SHADOW OAK DR, CASSELBERRY
Guest Bedroom - 304 SHADOW OAK DR, CASSELBERRY
Guest Bedroom - 304 SHADOW OAK DR, CASSELBERRY
Guest Bedroom - 304 SHADOW OAK DR, CASSELBERRY
Guest Bedroom Built In Closet - 304 SHADOW OAK DR, CASSELBERRY
Guest Bedroom - 304 SHADOW OAK DR, CASSELBERRY
Guest Bedroom - 304 SHADOW OAK DR, CASSELBERRY
Guest Bedroom - 304 SHADOW OAK DR, CASSELBERRY
Guest Bathroom - 304 SHADOW OAK DR, CASSELBERRY
Two Car Garage - 304 SHADOW OAK DR, CASSELBERRY
Tiled Two Car Garage with Laundry inside garage - 304 SHADOW OAK DR, CASSELBERRY
Side of the home - 304 SHADOW OAK DR, CASSELBERRY
Side Yard - 304 SHADOW OAK DR, CASSELBERRY
Huge Backyard with pool and jacuzzi - 304 SHADOW OAK DR, CASSELBERRY
37 photos

$419,500

304 SHADOW OAK DR
CASSELBERRY, FL 32707
Listed by Shakyra Cortes Mendez, PA · LA ROSA REALTY CW PROPERTIES L
Bedrooms
4
Bathrooms
2
Living area
1,998 sqft
Year built
1979

About this home

Some homes simply check the boxes. Others invite you to slow down, settle in, and imagine the life waiting for you inside. Welcome to 304 Shadow Oak Drive—a thoughtfully designed single-story, 4-bedroom, 2-bathroom pool home nestled in one of Casselberry's established communities, where abundant natural light, generous living spaces, and timeless character come together. As you step through the front door, you're welcomed by an open, airy atmosphere filled with sunshine streaming through oversized windows. The spacious living room draws you in with its warm gas fireplace, creating an inviting focal point for cozy evenings, gatherings, or quiet moments of relaxation. Designed with a desirable split-bedroom floor plan, the home offers a functional layout that balances openness with privacy. The expansive dining area provides exceptional flexibility for everyday dining, entertaining, or special occasions, while the adjoining living spaces flow seamlessly, creating an inviting environment for both everyday living and hosting guests. Tucked away for added privacy, the spacious primary suite serves as a peaceful retreat at the end of the day—a comfortable space to relax, recharge, and make your own. The additional bedrooms offer flexibility for a variety of needs, while the thoughtful floor plan makes the home feel both spacious and connected. Step outside and discover what truly makes this property shine. The backyard unfolds into your own private Florida oasis, where the sparkling in-ground swimming pool and attached spa invite you to unwind beneath the Florida sunshine. Surrounded by a fully fenced backyard, this outdoor space offers the perfect setting for entertaining, relaxing, gardening, or simply enjoying the year-round Florida lifestyle. Whether you're hosting weekend barbecues, gathering around the pool, or savoring a quiet morning outdoors, this backyard was designed to be enjoyed. A large driveway provides ample parking for multiple vehicles and guests, while the low HOA adds convenience within this well-established neighborhood. Ideally located in the heart of Casselberry, Florida, this home offers convenient access to Red Bug Lake Road, State Road 436, US Highway 17-92, Interstate 4, and SR-417, placing you just minutes from Winter Park, Altamonte Springs, Longwood, Lake Mary, Downtown Orlando, Orlando Sanford International Airport, shopping, dining, parks, recreation, grocery stores and everyday conveniences. If you've been searching for a single-story pool home in Casselberry with 4 bedrooms, 2 bathrooms, a split floor plan, a gas fireplace, a fully fenced backyard, low HOA, and generous living spaces, 304 Shadow Oak Drive offers the perfect opportunity to add your own personal style while enjoying all the comfort, space, and convenience this Central Florida location has to offer. Schedule your private showing today and experience everything 304 Shadow Oak Drive has to offer today.

Highlights

Private poolFireplace

Property details

MLS
Stellar MLS
MLS #
MFRO6431201
Property type
Single Family Residence
Subdivision
STERLING PARK UNIT 04
Status
Active
Days on market
70
On market date
August 7, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
2
Parking spaces
N/A
Lot size
0.34 acres
Loading map…

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.

Elementary
STERLING PARK ELEMENTARY SCHOOL
0.9 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
752
Student:teacher ratio
16.0:1
District
SEMINOLE
Middle
SOUTH SEMINOLE MIDDLE SCHOOL
1.25 mi away · Grades 6-8
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
984
Student:teacher ratio
20.5:1
District
SEMINOLE
High
LAKE HOWELL HIGH SCHOOL
2.41 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,244
Student:teacher ratio
24.7:1
District
SEMINOLE

Walkability

Blended score for CASSELBERRY'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).

28
Car-dependent
out of 100
EPA National Walkability Index
5.7 / 20 -- Least walkable
Google Places amenity density
28 / 100
Restaurants & cafes1
Grocery stores0
Parks3
Schools2
Transit stops0
Pharmacies0

Market position

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

On the market 70 days -- 4 more days than CASSELBERRY's current average of 66 days.
For reference, the median list price across 182 active listings in CASSELBERRY right now is $259,500.

Mortgage calculator

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

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$2,676/mo
$83,900 down
$335,600 loan
Principal & interest$2,177
Property tax (est.)$350
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 8 days ago.

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.