FL
Maitland
Welcome to Maitland — Where Lakefront Living Meets Established Elegance
Located just north of downtown Orlando and minutes from Winter Park, Maitland is one of Central Florida’s most established and desirable communities. Known for its chain-of-lakes lifestyle, mature oak-lined streets, and refined residential feel, Maitland offers a quieter alternative to urban density—without giving up convenience.
With quick access to I-4, major employment corridors, and Orlando’s cultural hubs, Maitland attracts professionals, executives, and long-term homeowners who value privacy, stability, and proximity.
Maitland Real Estate & Housing Market
Real estate in Maitland reflects the community’s long-standing reputation for quality and consistency. Buyers will find a mix of lakefront estates, custom-built homes, established single-family neighborhoods, and thoughtfully updated properties on generous lots.
Unlike newer master-planned developments, Maitland offers architectural diversity and mature landscaping that can’t be replicated overnight. Many homes sit near or on the Winter Park Chain of Lakes, making waterfront living one of the area’s defining features.
Price points in Maitland tend to reflect its location, lot sizes, and lake access. Buyers are typically looking for long-term value rather than short-term trend-driven movement.
Living in Maitland: Lakes, Parks & Accessibility
Life in Maitland centers around water, green space, and connectivity. The Winter Park Chain of Lakes provides opportunities for boating and waterfront living, while neighborhood parks and walking paths offer a quieter daily pace.
The area also benefits from proximity to cultural destinations like nearby Winter Park, along with access to shopping, dining, and healthcare facilities throughout north Orlando.
For commuters, Maitland offers one of the most balanced locations in Central Florida—close enough to downtown Orlando to make the drive reasonable, yet far enough removed to feel residential and calm.
Is Maitland a Good Place to Live?
For buyers seeking lake access, established neighborhoods, and a refined residential atmosphere, Maitland consistently ranks among Central Florida’s most desirable addresses. It’s especially appealing to homeowners who prioritize long-term value, privacy, and proximity to both Orlando and Winter Park.
Whether you’re evaluating lakefront opportunities, comparing neighborhoods, or exploring pricing trends in Maitland, understanding the nuances of the local market makes a difference. From waterfront premiums to lot size variances, having accurate insight can help you make a confident decision.
LISTINGS
- 3DOpen Sat 11AM-2PM
$570,000
4 Beds2 Baths2,482 SqFt2494 CASTLEWOOD RD, Maitland, FL 32751
Single Family Home
Listed by Neil Chetram LA ROSA REALTY CW PROPERTIES L
- 1/32 32Open Sat 11AM-2PM
$300,000
2 Beds2 Baths1,275 SqFt1000 WINDERLEY PL #141, Maitland, FL 32751
Condo
Listed by Cece Wong EXP REALTY LLC
- 1/77 77Open Sun 2PM-4PM
$1,499,000
5 Beds4 Baths4,814 SqFt255 W GEORGE AVE, Maitland, FL 32751
Single Family Home
Listed by Alison Mosley PREMIER SOTHEBY'S INTL. REALTY
RECENTLY SOLD
Image
Address
Price
Configuration
Sold Date
Property Type
628 WOODLEY RD, Maitland, FL 32751
$436,000 $429,900
Single Family Home
Listed by Kelly Althof CENTRAL FLORIDA REALTY EXPERTS
312 MACARTHUR PL, Maitland, FL 32751
$755,000 $774,900
Single Family Home
Listed by Sean David REAL BROKER, LLC
1100 WILLOWBROOK TRL, Maitland, FL 32751
$650,000 $700,000
Single Family Home
Listed by Skip Kirst COLLADO REAL ESTATE
MARKET TRENDS
housing detail
Coming Soon
Listing Detail
LOCAL INFO
Commute Score
Coming Soon
demographics
Gender
Coming Soon
Coming Soon
Coming Soon
Coming Soon
GET MORE INFORMATION









