Maitland

Maitland Real Estate Listings
2040 Venetian Way, Winter Park
  • Residential
  • 6 Beds
  • 8.00 Baths
  • 7,677 sq ft

2040 Venetian Way, Winter Park

$3,775,000 ↓ $100,000
530 E Trotters Dr, Maitland
  • Residential
  • 5 Beds
  • 6.00 Baths
  • 5,811 sq ft

530 E Trotters Dr, Maitland

$3,649,000 ↓ $346,000
New
250 Northwind Rd, Maitland
  • Residential
  • 5 Beds
  • 6.00 Baths
  • 5,074 sq ft

250 Northwind Rd, Maitland

$2,649,000
2550 Venetian Way, Winter Park
  • Residential
  • 4 Beds
  • 5.00 Baths
  • 4,875 sq ft

2550 Venetian Way, Winter Park

$2,499,000 ↓ $151,000
125 Stone Hill Dr, Maitland
  • Residential
  • 8 Beds
  • 7.00 Baths
  • 8,190 sq ft

125 Stone Hill Dr, Maitland

$2,269,000
149 James Pl, Maitland
  • Residential
  • 5 Beds
  • 7.00 Baths
  • 8,310 sq ft

149 James Pl, Maitland

$2,250,000 ↓ $249,999
77 Cypress Ln, Maitland
  • Residential
  • 4 Beds
  • 4.00 Baths
  • 4,641 sq ft

77 Cypress Ln, Maitland

$2,200,000
2008 Venetian Way, Winter Park
  • Residential
  • 4 Beds
  • 3.00 Baths
  • 3,515 sq ft

2008 Venetian Way, Winter Park

$2,100,000
2031 Venetian Way, Winter Park
  • Residential
  • 5 Beds
  • 4.00 Baths
  • 3,556 sq ft

2031 Venetian Way, Winter Park

$1,849,000 ↓ $100,000
467 Lake Howell Rd, Maitland
  • Commercial
  • 0 Beds
  • 0.00 Baths
  • 5,984 sq ft

467 Lake Howell Rd, Maitland

$1,800,000
90 Minnehaha Cir, Maitland
  • Residential
  • 5 Beds
  • 5.00 Baths
  • 5,044 sq ft

90 Minnehaha Cir, Maitland

$1,695,000
907 Poinciana Ln, Winter Park
  • Residential
  • 4 Beds
  • 4.00 Baths
  • 3,883 sq ft

907 Poinciana Ln, Winter Park

$1,245,000

Maitland Community Summary
Known as "A Community for Life", more and more people are discovering why this Florida gem is a great place to plant roots and call home. Maitland has grown from a small, rural area to one of Florida's most progressive cities. An epicenter for arts and culture, business, and family life, there really isn't a better time to consider a Maitland home for sale. Browse Maitland real estate listings or read more below.
Property Types (active listings)
Average Price: $594,469
Total Listings: 136
Avg. Days On Market: 128
Avg. Price/SQFT: $206
Highest Price: $3,775,000
Lowest Price: $70,000
Avg. Property Age: 37 YEARS
Basic Statistics (active listings)

Browse Maitland Real Estate Listings

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
Photo of Listing #O5728849
  • Residential
  • 6 Beds
  • 8.00 Baths
  • 7,677 SqFt

2040 Venetian Way

$3,775,000
Photo of Listing #O5716282
  • Residential
  • 5 Beds
  • 6.00 Baths
  • 5,811 SqFt

530 E Trotters Dr

$3,649,000
New
Photo of Listing #O5750926
  • Residential
  • 5 Beds
  • 6.00 Baths
  • 5,074 SqFt

250 Northwind Rd

$2,649,000
Photo of Listing #O5731623
  • Residential
  • 4 Beds
  • 5.00 Baths
  • 4,875 SqFt

2550 Venetian Way

$2,499,000
Photo of Listing #T3143442
  • Residential
  • 8 Beds
  • 7.00 Baths
  • 8,190 SqFt

125 Stone Hill Dr

$2,269,000
Photo of Listing #O5558488
  • Residential
  • 5 Beds
  • 7.00 Baths
  • 8,310 SqFt

149 James Pl

$2,250,000
Photo of Listing #O5724446
  • Residential
  • 4 Beds
  • 4.00 Baths
  • 4,641 SqFt

77 Cypress Ln

$2,200,000
Photo of Listing #O5747101
  • Residential
  • 4 Beds
  • 3.00 Baths
  • 3,515 SqFt

2008 Venetian Way

$2,100,000
Photo of Listing #O5504575
  • Residential
  • 5 Beds
  • 4.00 Baths
  • 3,556 SqFt

2031 Venetian Way

$1,849,000
Photo of Listing #O5422676
  • Commercial
  • 0 Beds
  • 0.00 Baths
  • 5,984 SqFt

467 Lake Howell Rd

$1,800,000
Photo of Listing #O5749351
  • Residential
  • 5 Beds
  • 5.00 Baths
  • 5,044 SqFt

90 Minnehaha Cir

$1,695,000
Photo of Listing #O5742932
  • Residential
  • 4 Beds
  • 4.00 Baths
  • 3,883 SqFt

907 Poinciana Ln

$1,245,000

Want to learn more about Maitland homes for sale? Orlando Hub Real Estate is your Maitland real estate specialists - we have the market insights and are here to to answer any questions you might have! Contact us so we can help you find the perfect Maitland home for you!

Discover Maitland Homes For Sale

This exciting arts and cultural hub is one of the most premier cities in Florida. In your search for houses for sale in Maitland, you will be amazed at the incredible opportunities this burgeoning city has to offer.

Maitland real estate is a mix between single-family homes, condos, and townhomes. The real estate market boom in the '60s and '70s are what helped shape this into the suburban paradise that it is today. It has continued to explode with growth, bringing homebuyers many opportunities to find new homes in Maitland.

Looking for condos in Maitland? With an abundance of true Florida-style condos for sale, you will not be disappointed with either the selection or the affordability this fabulous location offers. With 1-bedrooms starting in the low $100k, you can choose from beautiful palm-tree infused communities close to all of the amenities Maitland has to offer.

Luxury Waterfront Homes in Maitland

Maitland is known for its magnificent lakeshore living. You will find an abundance of Maitland luxury homes along the shores of its many lakes: Lake Maitland, Lake Minnehaha, and Lake Sybelia.

Rich, architectural styles are in abundance along the shores of the Lakes. Here you will find everything from the lovely French Provincial to the innovative moderns styles of today. Homebuyers will find that new construction luxury Maitland homes are often featured in the "Parade of Homes", showcasing the best architects and designers Florida has to offer.

Homes often include luxury features such as large swimming pools, private lanais, and untenable deluxe master suites. The average square footage for these homes is in the neighborhood of 4,000+ SF, and price start around $1M.

Finding Maitland FL

Located just north of Orlando, Maitland is close to many of the incredible amenities that Florida is famous for. Spanning across both Orange and Seminole Counties, Maitland is located just 9 miles north of Downtown Orlando. This ideally situated lakeside community in Florida is only a short 30 minute drive from both Orlando International Airport (MCO) along the FL-436 E and Walt Disney World Resort along I-4 west.

Maitland, Florida: Lifestyle and Amenities

One of the oldest incorporated communities in Central Florida, Maitland offers brings an incredible cultural depth to the area's history.

The History of Maitland: Named in honor of Second Seminole War hero Captain William S. Maitland, this serene landscape was established as Fort Maitland in 1838. The extension of the Sanford railroad in 1880 added a tourism boom to the area for over a decade.

The mayan-themed Art Center at Maitland (formerly The Research Studio) was founded in 1937 by renowned sculptor and artist André Smith, and was intended to be a haven for artists in residence. Now listed on the National Register of Historic Places, it highlights an open-air chapel that has become a destination wedding hotspot.

Maitland today offers extraordinary spaces for both work and play. A landmark along the I-4 interchange, Maitland Center is a sprawling business park that is home to more than 12,000 workers. This 190-acre development consists of 45 office buildings, 400 businesses, and a premier hotel.

Other area cultural attractions include the Audubon Center for Birds of Prey, the Charles Homer Morse Museum of American Art, and the Enzian Theater. Maitland also is home to some great green spaces and lakefront activities, including the ever-popular Lake Lily Park, a beautiful lakeside park great for outdoor activities that is considered a secret local hidden-gem.

Schools in Maitland

Falling under the renowned Orange County Public School District, Maitland offers some wonderful educational opportunities for students of all ages.

Elementary schools include Dommerich, Hungerford, and Lake Sybelia. All three of the schools offer PK-5 grade levels, and feature great academic programs, strong and active PTAs, and wonderful after school programs.

Middle schools include Maitland and Lockhart. Both schools cover grades 6-8, and are both known for having excellent administrative staff. Program highlights include AVID, and high school credits in math, science, Spanish, and technology.

High schools are located in nearby communties and include Edgewater High, Winter Park High, and Wekiva High. Covering grades 8-12, these schools offer a variety of programming including special night classes, International Baccalaureate, Advanced Placement, Dual Enrollment with Valencia, Performing Arts, and NJROTC, in addition to the 100+ sports teams, clubs and organizations, and co-curricular activities.

Contact Orlando Hub Real Estate today for leading advice on Maitland real estate.

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS.

Listing information last updated on December 12th, 2018 at 3:31pm CST.

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