Maitland Luxury Homes for Sale.
Dommerich Estates, Lake Sybelia, and canal access into the Winter Park chain. Sean or Barb, never a handoff.
The Maitland Story
Lakeside Seclusion Between Winter Park and Altamonte
Maitland is Central Florida's sleeper luxury market -- quietly situated between Winter Park and Altamonte Springs, with lakefront estates that trade at a meaningful discount to their Winter Park equivalents. Lake Sybelia and Lake Catherine properties deliver the same water views, the same privacy, and the same mature tree canopies for meaningfully less. For buyers who know, Maitland is the smart move.
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Listings updated
Luxury Homes for Sale in Maitland: What the Market Offers
Luxury homes for sale in Maitland are Central Florida's best-kept value play: Dommerich Estates and the Lake Sybelia and Lake Minnehaha streets share canal access into the Winter Park chain at values meaningfully below bordering Winter Park on a per-foot basis. The luxury tier runs from $800,000 renovated mid-century homes to $2 million-plus chain-access lakefront. For buyers who want Winter Park geography, schools adjacency, and water without Via-district pricing, Maitland luxury real estate is the analytical answer.
Selling an inherited or estate home? See our Orange County probate guide.
Central Florida Housing Stats
Median sold price, price per square foot, market pace, and months of supply for the 10 Central Florida markets we serve, updated monthly from Stellar MLS closed sales. Data through August 2026.
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Median Sold Price, August 2026
Median Price Per Sq Ft
Closed in August
Median Days on Market
List Price vs. Sold Price %
Half of August sales closed at or above this share of the final asking price
Months of Supply
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In August 2026 the median sold price for a single-family home in Maitland was $620,000, with 22 homes closed, 19 median days on market and 98.4% of last list price. Data from Stellar MLS InfoSparks.
Where to Look in Maitland
Key Neighborhoods
Relocating with kids? See public, charter, and private schools in Maitland and find what an address is zoned for.
With 60+ combined years in Central Florida, Sean & Barb work with luxury buyers and sellers, physicians relocating to the region, and the attorneys who refer estate and divorce property.
Sean Spencer
Licensed Locally 20+ YearsI've had the honor of working with physicians and executives relocating to Central Florida, helping them land quickly and confidently in communities that fit their lives. Honesty, discretion, and a genuine investment in your outcome - every time.
Barb Vance
Licensed Locally 40+ YearsWith four decades of relationships across Central Florida's luxury communities, Barbara brings a depth of local knowledge that simply cannot be replicated. Her clients trust her not just for her expertise, but for her unwavering integrity.
60+
Combined Years
Hundreds of Happy Families
& counting
10
City Markets
What Buyers Ask About Maitland.
Ready to Explore Maitland?
Tell us your timeline and your wish list. We will send you Maitland homes that fit, including ones the portals do not show, and there is no pressure and no obligation.
Thank you. Sean or Barb will be in touch shortly.