Maitland, FL
A peaceful lakeside community with suburban charm, easy Orlando access, and more value per square foot than its neighbors to the south.
Median Home Price
Market (66/100)
Avg. Days on Market
to Downtown Orlando
Why Buyers Love Maitland
Maitland is one of Central Florida's best-kept secrets. Tucked between Winter Park and Orlando, it offers the suburban calm and lakeside beauty that buyers are looking for — at a more accessible price point than its more well-known neighbors.
Oak-lined streets, beautiful lakes, and a tight-knit community feel make everyday life here genuinely pleasant. It's the kind of place where people move in and never want to leave. And with easy highway access to Orlando's employment centers and attractions, you're never far from the action when you want it.
With prices up nearly 18% year-over-year and homes moving quickly, Maitland is gaining attention — but it hasn't lost the quiet character that makes it special. If you're looking for value, lifestyle, and long-term appreciation potential, Maitland is worth a very close look.
Quick Facts
Schools
Part of Orange County R-1 School District. Multiple public and private school options nearby, including several in adjacent Winter Park.
Location
Borders Winter Park to the east, Orlando to the south. Quick I-4 access. About 25 min to Orlando International Airport.
Housing Types
Mix of single-family homes, townhomes, condos, and lakefront properties. Great variety across price points.
Lakes
Maitland's chain of lakes — including Lake Maitland and Lake Lily — define the neighborhood's lifestyle and landscape.
Maitland, FL
Maitland city boundaries
What It's Actually Like to Live Here
Lakeside Living
Lake Maitland, Lake Lily, and the surrounding chain of lakes give the city a relaxed, resort-like feel that residents absolutely love.
Parks & Green Space
Lake Lily Park is a local favorite — farmers markets, festivals, and peaceful waterfront walks make it a community gathering spot.
Shopping & Dining
Plenty of local restaurants, cafes, and boutique shops, with easy access to Winter Park's Park Avenue for an upscale night out.
Central Location
Perfectly positioned between Winter Park and Orlando — you get the calm of the suburbs with city amenities just minutes away.
Community Feel
A tight-knit, welcoming community with a small-town atmosphere. Neighbors know each other here — it's that kind of place.
Better Value
Comparable lifestyle to Winter Park at a more accessible price point — making Maitland one of the smartest buys in Central Florida.
Maitland Real Estate Today
Median sale price, up nearly 18% year-over-year
Average days on market — homes are moving fast
Competitiveness score — a healthy, active market
Market data sourced from Redfin and MLS records. Updated March 2026. Lakefront properties and larger single-family homes may exceed this range significantly. Contact Santiago for a personalized analysis.
Thinking About Buying in Maitland?
Maitland is moving fast and the value won't last forever. Let's talk about what you're looking for and whether this neighborhood is the right fit — no pressure, just an honest conversation.