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
- 1/97 97Open Sat 1PM-3PM
$850,000
4 Beds2 Baths1,870 SqFt109 KYLE DR, Maitland, FL 32751
Single Family Home
Listed by Alison Mosley PREMIER SOTHEBY'S INTL. REALTY
- 1/39 39Open Sun 2PM-4PM
$1,650,000
5 Beds3 Baths3,400 SqFt541 MANOR RD, Maitland, FL 32751
Single Family Home
Listed by Sarah Tomlinson COMPASS FLORIDA LLC
- 1/49 49Open Sat 1PM-3PM
$925,000
4 Beds3 Baths2,280 SqFt1501 LYNDALE BLVD, Maitland, FL 32751
Single Family Home
Listed by Kelly Price KELLY PRICE & COMPANY LLC
RECENTLY SOLD
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1100 WILLOWBROOK TRL, Maitland, FL 32751
$650,000 $700,000
Single Family Home
Listed by Skip Kirst COLLADO REAL ESTATE
1618 GULFVIEW DR #417, Maitland, FL 32751
$275,000 $285,000
Condo
Listed by Wendy Aldana LLC NETWORTH REALTY OF ORLANDO, LLC
214 CHERRYWOOD DR, Maitland, FL 32751
$321,500 $335,000
Single Family Home
Listed by Karen Albright OPENDOOR BROKERAGE LLC
MARKET TRENDS
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