266 CARRIAGE HILL DRIVE, CASSELBERRY, FL, 32707
Active7 days on marketListed Aug 25, 2026MLS #O6435387
About this home
266 CARRIAGE HILL DRIVE
Welcome Home to 266 Carriage Hill Dr. ~ Step into worry-free living with this charming 3-bedroom, 2-bathroom residence that sits on an impressive, oversized 0.27-acre lot, nestled in Casselberry’s highly desirable, established Carriage Hill community. ~ This meticulously maintained 1,288-square-foot home offers an inviting, smart floor plan that maximizes every square foot with flowing natural light. ~ Cook and entertain with pride in a beautifully redesigned kitchen, fully equipped with premium granite countertops and elegant white shaker cabinets that offer plenty of storage. ~ Rest easy knowing the big-ticket items are newer: 2021 roof, HVAC 2022, tankless water heater 2022 and updated electrical box 2016 all of which helps keep your insurance costs down. ~ The sprawling 0.27-acre lot features a fully fenced-in backyard, creating a wide-open canvas ready for a pool, dream garden, a large 20x22 travertine paver patio perfect for weekend BBQs, and plenty of room for pets to run free. ~ This property is located in the highly sought-after Seminole County Public Schools district, consistently ranked as the #1 public school district in Central Florida, featuring top-performing, highly rated schools serving the community. ~ Retail and dining are just around the corner! ~ Shop at the brand-new local BJ's Wholesale Club, explore endless premier shopping plazas, and dine out at a wide variety of nearby popular restaurants. ~ Located just minutes from I-4 and the SunRail, this location is absolutely ideal for your daily commute. ~ World-class theme parks and Atlantic beaches are just 45 minutes away. ~ Tee off at the nearby Casselberry Golf Course or enjoy the scenic trails and picnic spots at Secret Lake Park and Lake Concord Park. ~ Whether you are taking your first step into homeownership, expanding your investment portfolio, or looking for an easy-to-maintain downsize, this Carriage Hill gem presents an incredible opportunity to plant your roots in Central Florida. ~ Don't wait—schedule your private tour today and make this dream home yours! All information and measurements are deemed accurate, but buyer and buyer's agent are responsible for verification.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,288
Sqft
0.27 ac
Lot size
2
Garage
1969
Year built
One
Levels
$295
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$2,785 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
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
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$2,785/mo
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.
vs edgeAI estimate
+14.3%
$/sqft vs Casselberry actives
$295 vs $215
Days on market
7 vs 34 typical
Where $295/sqft sits among the 98 Casselberry actives
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
Drive times from this address
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
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Casselberry market
$318K → $360K
Casselberry median sold, yr/yr
97.8%
Sale-to-list ratio (12 mo)
57 of 98
Casselberry actives have cut their price
Median sold price, Casselberry, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 38% above the CASSELBERRY 32707 median. See the full Casselberry market guide →
Paper trail
This home's history
Reality check
What actually sold near 266 CARRIAGE HILL DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jan ’26$279,000
608 WOODRIDGE DRIVE
2 bd · 2 ba · 1,296 sqft · $215/sqft · 10 DOM
Sold · Sep ’25$260,000
616 WOODRIDGE DRIVE
2 bd · 2 ba · 1,296 sqft · $201/sqft · 66 DOM
Sold · Sep ’25$145,000
209 ESPLANADE WAY UNIT 109
3 bd · 2 ba · 1,271 sqft · $114/sqft · 153 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
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.
Your agent
Alek Cherrone
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 266 CARRIAGE HILL DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 266 CARRIAGE HILL 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
266 CARRIAGE HILL DRIVE FAQs
What would the monthly payment be for 266 CARRIAGE HILL DRIVE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,785/mo — principal and interest, the actual property-tax bill 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.
What are the property taxes on 266 CARRIAGE HILL DRIVE?+
The most recent tax bill on record (2025) was $2,645. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
How does the price compare to other homes in Casselberry?+
At $379,900, this home is listed about 12% above the Casselberry median of $339,900. The market section on this page shows how the area is trending.
Which schools are assigned to 266 CARRIAGE HILL 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
Three things that matter here
01Positioned at the premium end
$379,900 runs 38% above the CASSELBERRY 32707 median.
02Fresh on the market
Only 7 days on market in a Casselberry market that averages 34 — if it fits, move quickly.
03Strong 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.
Keep looking
Similar homes nearby
Listing courtesy of MARVIEW INTERNATIONAL REALTY LLC · Charlene Magalski. MLS #O6435387.
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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