Maitland Neighborhood Guide

Your Central Florida Real Estate Resource

Area Overview

Nestled between Winter Park and Altamonte Springs, Maitland blends historic charm with modern convenience in a way that feels uniquely Central Florida. Originally established in the 1880s as a citrus-growing hamlet, this city has transformed into one of Orlando’s most coveted suburbs while maintaining its distinctive character.

Neighborhood Vibe

Maitland has this wonderful artsy-meets-suburban personality that sets it apart from other Orlando communities. You’ll find tree-lined streets where mid-century modern homes sit alongside Mediterranean revivals, creating this eclectic architectural tapestry you just don’t see in newer developments. When I’m showing properties here, clients always comment on how the neighborhoods feel established but not dated – there’s history here, but it’s not trapped in the past.

Walking around Lake Lily on a Sunday morning, you’ll see a perfect slice of Maitland life – families feeding ducks, artists sketching the scenery, and neighbors catching up at the farmers market. It’s that blend of cultural richness and laid-back living that makes Maitland special.

Key Landmarks

• Maitland Art Center – A National Historic Landmark featuring Mayan Revival architecture and working artist studios
• Lake Lily Park – The community’s living room with scenic walking paths and a popular weekend farmers market
• Enzian Theater – Central Florida’s only full-time independent cinema (and home to the Florida Film Festival)
• Maitland Historical Museum – Showcasing the city’s rich history in the cultural corridor

Pro Tip: Take a virtual tour through Maitland’s historic corridor along Packwood Avenue to appreciate the seamless blend of preserved architecture and modern amenities that makes this area so unique.

Cost of Living & Tax Considerations

The Maitland real estate market offers solid value for those seeking Central Florida’s northside communities, especially when compared to neighboring Winter Park.

Median Home Price: $475,000 (as of March 2025)

I’ve watched Maitland’s market evolve over the years, and while prices have certainly increased, they haven’t skyrocketed quite like some neighboring communities. This means you can still find that sweet spot of location and value here.

Price Trends: +6.2% since 2024

Maitland has maintained steady appreciation without the wild swings we’ve seen in other markets. This stability makes it particularly attractive for long-term homeowners who want growth without excessive volatility.

Property Taxes: 6.2 mills + Homestead Exemption eligibility

One thing my buyers appreciate about Maitland is the reasonable property tax rates compared to some Orange County communities. The city services these taxes fund – particularly the responsive police department and well-maintained parks – consistently rank high in resident satisfaction surveys.

HOA Fees: $150-$650/month (varies widely by community)

Maitland offers diverse HOA experiences. The historic neighborhoods often have voluntary associations with minimal fees, while newer planned communities like Maitland Preserve or Trelago may have more comprehensive HOAs with amenities packages.

Metric	Maitland	Central FL Average
Median Home Price	$475,000	$410,000
Property Tax Rate	1.55%	1.7%
Days on Market	28	35
Price per Sq. Ft.	$247	$235

Real Estate Market Conditions

Inventory Analysis: 1.8 months of inventory – balanced market

Maitland is in that sweet spot right now that we rarely see in Central Florida – a relatively balanced market. Unlike some of Orlando’s southeastern suburbs where you might have 15 offers on a single property, Maitland gives buyers a fighting chance while still protecting seller interests.

“I can’t stress enough how unique this balance is in our current market,” I tell my clients. “It means fair negotiations are possible, which just isn’t the case everywhere right now.”

Buyer Profiles

If I had to paint a picture of the typical Maitland buyer, I’d describe professional couples and families drawn to the combination of excellent schools, cultural amenities, and reasonable commutes. In the last year, I’ve noticed a definite uptick in:

• Young professionals who work from home at least part-time (the extra bedroom-turned-office is high on wish lists)
• Medical professionals connected to AdventHealth
• Empty nesters downsizing from larger Winter Park homes
• Young families drawn to the school district

Investment Potential

Maitland represents solid investment territory, particularly:

• Rental yields averaging 5.8% near RDV Sportsplex
• Strong appreciation potential in the west Maitland corridor near I-4
• Opportunities in the downtown district where the city’s redevelopment plans continue to unfold

The multi-use Maitland City Centre project has been a game-changer for downtown property values, creating a true walkable core that previously didn’t exist.

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Amenities & Services

Education

Maitland punches above its weight class when it comes to education options. As someone who’s helped dozens of families relocate specifically for these schools, I can tell you they’re the real deal.

• Dommerich Elementary School – Consistently A-rated with strong parental involvement
• Maitland Middle School – Known for exceptional STEM and arts programs
• Winter Park High School – Serves Maitland students with top-tier academics and athletics
• Park Maitland School – Premier private option with accelerated curriculum
• Orangewood Christian School – Faith-based education with strong college placement

Maitland is also just 15 minutes from Rollins College and 25 minutes from UCF, putting higher education within easy reach.

Healthcare

Access to quality healthcare is another Maitland strength:

• AdventHealth Winter Park – Full-service hospital just 5 minutes south
• Orlando Health Maitland Medical Park – Specialty practices and urgent care
• Maitland Medical Village – One-stop medical offices for primary and specialty care

The Maitland/Winter Park corridor has one of the highest concentrations of medical specialists in Central Florida, meaning you rarely need to venture far for quality care.

Transportation

Maitland’s central location is one of its biggest selling points:

• SunRail Station – Located in the heart of Maitland with service to downtown Orlando
• I-4 Access – Multiple entrances make commuting east/west efficient
• Maitland Boulevard – Direct connection to western suburbs and the 429
• EV Infrastructure – Growing network of charging stations, particularly around Maitland City Centre

The average commute for Maitland residents is approximately 24 minutes, below the Orlando metro average of 32 minutes – those saved minutes add up to hours of life back every month!

Retail/Entertainment

Maitland offers a thoughtful mix of everyday conveniences and special experiences:

• Village Park at Maitland – Essential shopping with Publix and national retailers
• Maitland City Centre – Mixed-use development with boutiques and dining
• Park Avenue – Just 5 minutes away in Winter Park for luxury shopping
• Enzian Theater – Independent cinema showing art films and hosting special events
• RDV Sportsplex – Premier fitness facility and former Orlando Magic practice facility

Local Favorites

After years of helping clients settle into Maitland life, I’ve developed my must-visit list that I share with every new resident:

• Antonio’s – Split-level Italian market (downstairs) and fine dining (upstairs) institution
• Kappy‘s – Old-school submarine sandwich shop with cult following
• Luke’s Kitchen – Chef Brandon McGlamery’s modern American restaurant with fantastic craft cocktails
• Teak Neighborhood Grill – For when you need a serious burger fix
• Lake Lily Farmers Market – Sunday morning ritual for locals (try the fresh-squeezed orange juice!)

Schedule a Consultation

Ready to Explore Maitland?

Maitland offers that rare combination of established community character, modern amenities, and reasonable commutes that makes it perpetually desirable in the Central Florida market. Whether you’re relocating to the area or looking to move within Orlando, I’d love to help you explore this unique community.

Download my free Maitland Relocation Guide for insider tips on making your move smooth and successful.

Data sources: Orlando Regional REALTOR® Association, City of Maitland, Orange County Property Appraiser (Updated March 2025)