Alek Cherrone
$425,0004 bd2 ba1,998 sqft$213 /sqft$3,298 /mo all-in ↓

304 SHADOW OAK DRIVE, CASSELBERRY, FL, 32707

Active1 days on marketListed Aug 7, 2026MLS #O6431201

Private poolSingle Family ResidenceSTERLING PARK UNIT 04

About this home

304 SHADOW OAK DRIVE

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.

Facts & features

The home at a glance

4

Bedrooms

2

Bathrooms

1,998

Sqft

0.34 ac

Lot size

2

Garage

1979

Year built

One

Levels

$213

Per sqft

Private poolFireplace

Inside

FlooringCeramic Tile
AppliancesDishwasher · Disposal · Dryer · Microwave · Range · Refrigerator · Washer
InteriorCeiling Fan(s) · Kitchen/Family Room Combo · Living Room/Dining Room Combo · Primary Bedroom Main Floor · Solid Surface Counters · Split Bedroom
LaundryIn Garage
CoolingCentral Air
HeatingCentral · Electric · Natural Gas

Outside & construction

RoofShingle
ConstructionBlock · Stone · Stucco · Wood Frame (FSC Certified)
FoundationSlab
FacesSoutheast
ParkingDriveway
ExteriorFrench Doors · Other · Sidewalk

Community & fees

HOA fee$42/mo
Taxes (2025)$4,875/yr
PetsCats OK, Dogs OK
CommunityPark · Playground · Pool · Sidewalks

Utilities & systems

UtilitiesBB/HS Internet Available · Cable Available · Electricity Available · Electricity Connected · Natural Gas Available · Natural Gas Connected · Other · Sewer Available · Sewer Connected · Street Lights · Water Available · Water Connected
WaterPublic

The numbers

What it really costs

Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.

$3,298 /mo · 3.5% down FHA, 30-yr fixed at 6%

Principal & interest$2,502
FHA mortgage insurance (est.)$188
Property tax — 2025 actual bill$406
HOA fee — from the listing$42
Insurance (FL estimate)$160

The assumptions

Loan typeFHADown payment3.5% · $14,875Loan30-yr fixed at 6%Mortgage insuranceIncludedTaxesActual bill on recordInsuranceFlorida estimate

FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.

These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Run your own numbers

Loan type
Down payment3.5% · $14,875
Interest rate6.00%
Loan term

Estimated payment

$3,298/mo

Principal & interest$2,502
FHA mortgage insurance (est.)$188
Property taxes (actual bill)$406
HOA / condo fee$42
Est. insurance$160

Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.

Value check

Is the price right?

The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.

List $425K
$408KedgeAI estimate $452,895 · range $447K$471K$490K

vs edgeAI estimate

−6.2%

Days on market

1 vs 27 typical

The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.

Where it sits

Inside Casselberry

Map of 304 SHADOW OAK DRIVE

Drive times from this address

Downtown Orlando24 min
Orlando Int’l Airport (MCO)35 min
Universal Orlando36 min
Walt Disney World49 min

Estimated driving times, typical traffic. Data © OpenStreetMap contributors.

Get to know Casselberry. See the full Casselberry guide →

CASSELBERRY 32707 — neighborhood snapshot

Population

40,018

Median age

38

Median income

$66,780

Median home value

$305,000

Avg household

2.37

Households w/ children

4,866

For the school run

Seminole County School District

ElementaryCasselberry Elementary School★★★★
MiddleSouth Seminole Middle School★★★★★
HighWinter Springs High School★★★★★

School assignments and ratings via edgeAI — always verify with the district.

The numbers that matter

The Casselberry market

Seller’s marketLeans seller3.1 months of inventoryBuyer’s market

$318K$360K

Casselberry median sold, yr/yr

97.8%

Sale-to-list ratio (12 mo)

Median sold price, Casselberry, trailing 36 months (3-month rolling) · live MLS data.

This home is listed 42% above the CASSELBERRY 32707 median. See the full Casselberry market guide →

Paper trail

This home's history

Aug 7, 2026Listed at $425,000 · 1 days on market since
1979Built · STERLING PARK UNIT 04

Your home team

The pros in your corner

Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.

Alek Cherrone

Your agent

Alek Cherrone

REALTOR® · CENTURY 21 Edge

Tours, negotiation, and every question about 304 SHADOW OAK DRIVE — start here.

Andrew Acosta

Your lender

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Pre-approval, rates, and the real monthly number for 304 SHADOW OAK DRIVE — before you fall in love.

See it in person

Schedule a tour

Live availability from Alek's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.

Straight answers

304 SHADOW OAK DRIVE FAQs

What would the monthly payment be for 304 SHADOW OAK DRIVE?+

With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,298/mo — principal and interest, the actual property-tax bill, the $42/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.

How much are the HOA fees at 304 SHADOW OAK DRIVE?+

The association fee works out to $42 per month. Ask us for the full association documents — they spell out exactly what the fee covers.

What are the property taxes on 304 SHADOW OAK DRIVE?+

The most recent tax bill on record (2025) was $4,875. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.

Are pets allowed at 304 SHADOW OAK DRIVE?+

The listing reports pets: Cats OK, Dogs OK. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.

How does the price compare to other homes in Casselberry?+

At $425,000, this home is listed about 25% above the Casselberry median of $339,450. The market section on this page shows how the area is trending.

Which schools are assigned to 304 SHADOW OAK DRIVE?+

Casselberry Elementary School (elementary), South Seminole Middle School (middle), Winter Springs High School (high) — Seminole County School District. Always verify school assignments with the district before relying on them.

The brief

Four things that matter here

01Positioned at the premium end

$425,000 runs 42% above the CASSELBERRY 32707 median — but at 1,998 sqft it's also 42% larger than the typical Casselberry listing.

02Your own pool

A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.

03Fresh on the market

Only 1 day on market in a Casselberry market that averages 27 — if it fits, move quickly.

04Strong assigned schools

Casselberry Elementary School, South Seminole Middle School, Winter Springs High School — Casselberry Elementary School rates 4 of 5. Always verify assignments with the district.

Listing courtesy of LA ROSA REALTY CW PROPERTIES L · Shakyra Cortes Mendez, Pa. MLS #O6431201.

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.

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