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Maitland, FL Townhomes for Sale

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  • 1295 Blessing St, Maitland, FL 32751
    1295 Blessing St, Maitland, FL 32751
    1295 Blessing St, Maitland, FL 32751
    /80

    $415,000

    • 3 Beds
    • 2.5 Baths
    • 1,751 Sq Ft

    1295 Blessing St, Maitland, FL 32751

    Nestled within the exclusive gated lakeside community of Montacino, this impeccably maintained Spanish/Mediterranean-inspired townhome offers refined living surrounded by serene natural beauty. The sought-after two-story Barclay model features an elegant open-concept design, seamlessly blending the spacious great room, dining area, and well-appointed kitchen—thoughtfully designed for both

    Adrian Jiminez MARKET CONNECT REALTY LLC

    1295 Blessing St, Maitland, FL 32751
  • 892 Park Lake Cir Unit 69, Maitland, FL 32751
    892 Park Lake Cir Unit 69, Maitland, FL 32751
    892 Park Lake Cir Unit 69, Maitland, FL 32751
    /37

    $229,000

    $6K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,353 Sq Ft

    892 Park Lake Cir Unit 69, Maitland, FL 32751

    Maitland's Hidden Gem! Discover comfort, style, and convenience in this BEAUTIFULLY MAINTAINED 2-bedroom, 1.5-bath condo in the desirable Park Lake Townhouses community of Maitland with NEW A/C 2026 and NEW Water Heater 2026. Located minutes from Park Ave, Trader Joes, Lifetime Fitness and all Winter Park/Maitland has to offer! Offering the FEEL OF A TOWNHOME with two spacious levels, a private

    Jennifer Wemert WEMERT GROUP REALTY LLC

    892 Park Lake Cir Unit 69, Maitland, FL 32751
  • 1149 Charming St, Maitland, FL 32751
    1149 Charming St, Maitland, FL 32751
    1149 Charming St, Maitland, FL 32751
    /37

    $590,000

    • 4 Beds
    • 3.5 Baths
    • 2,474 Sq Ft

    1149 Charming St, Maitland, FL 32751

    The Enclave at Maitland (Montacino), Beautifully Updated, First Floor Primary Bedroom, Oversized 20' x 26' Garage, Gated Community Living in the Enclave at Maitland which is highly sought-after, offering the perfect blend of style, comfort, and maintenance-free living. This fully updated Spanish-style townhome features 4 bedrooms, 3.5 bathrooms, a private paver courtyard, and an oversized

    Ross Hudson YOUNG REAL ESTATE

    1149 Charming St, Maitland, FL 32751
  • 1010 Winderley Place Unit 149, Maitland, FL 32751
    1010 Winderley Place Unit 149, Maitland, FL 32751
    1010 Winderley Place Unit 149, Maitland, FL 32751
    /30

    $429,900

    Open Sat 11AM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,651 Sq Ft

    1010 Winderley Place Unit 149, Maitland, FL 32751

    This beautifully positioned residence offers an open and inviting layout designed for easy living and entertaining. Enjoy peaceful water views of Lake Destiny with no rear neighbors, creating a private backdrop and a rare sense of space and tranquility. Whether relaxing indoors or stepping outside, the serene setting delivers a true sense of comfort and escape. The home also features a spacious

    Hafid Boujidi GENSTONE REALTY

    1010 Winderley Place Unit 149, Maitland, FL 32751
  • 1010 Winderley Place Unit 127, Maitland, FL 32751
    1010 Winderley Place Unit 127, Maitland, FL 32751
    1010 Winderley Place Unit 127, Maitland, FL 32751
    /35

    $332,500

    $7K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,563 Sq Ft

    1010 Winderley Place Unit 127, Maitland, FL 32751

    Back on the market through no fault of the property. Recently appraised at $340,000 and inspections were completed without issue. A great opportunity for a qualified buyer seeking a smooth transaction and quick closing. Tucked into one of Maitland's most coveted lakefront enclaves, this beautifully updated townhome sits within a quietly maintained, tree-lined setting with direct access to Lake

    Don Harkins DON HARKINS REALTY LLC

    1010 Winderley Place Unit 127, Maitland, FL 32751
Florida Orange County Maitland

Townhomes for Sale in Maitland, FL

Why Live in Maitland

Maitland, Florida, is one of Central Florida's oldest municipalities, featuring a growing commercial corridor and several million-dollar lakefront estates. The area is known for its convenient location, close to Walt Disney World Resorts and beaches, yet far enough to avoid the crowds. Maitland offers a variety of outdoor recreational activities, particularly around lakes such as Maitland Lake. The commercial hub along Orlando Avenue includes diverse restaurants, stores, and service businesses. Homes in Maitland, many built in the 1970s and 80s, often feature large interiors and big lots, with mid-century modern styles being prevalent. Lakefront properties, especially around Lake Minnehaha and Lake Sybelia, are more luxurious, with some exceeding the million-dollar mark.

Education in Maitland is served by the highly rated Orange County Public Schools, with students attending Maitland Middle School and Edgewater High School, both of which have strong academic and extracurricular programs. The community is rich in parks, including Covered Bridge Park, Jim Houser Azalea Garden, Fort Maitland Park, and Lake Lilly Park, offering various recreational activities. Maitland Community Park is a favorite for sports enthusiasts with its tennis, basketball, and racquetball courts.

For entertainment, residents enjoy independent films at Enzian Theater, live jazz at Jazz Tastings, and trivia nights at The Cooper Rocket Pub. Shopping at Blackbird Roost and dining at local favorites like Kappy Subs and Antonio's Italian Restaurant are popular activities. Monthly events like Getdown Downtown and the weekly farmer's market at Lake Lily Park add to the community spirit. Maitland is well-connected with the LYNX Transit System and is just a 10-mile drive to downtown Orlando via Highway 4. Nearby healthcare facilities include Advent Health Orlando and Advent Health Altamonte Springs, and the Orlando International Airport is 28 miles away.

Learn more about living in Maitland

Townhouse Prices in Maitland, FL

The median price for townhouses in Maitland is $420,000, and there are 5 townhouse listings available for sale.

Townhouse Price Trends

Median Townhouse Price
$420,000
Median 2-Bedroom Townhouse Price
$221,000
Median 3-Bedroom Townhouse Price
$420,000
Median 4-Bedroom Townhouse Price
$532,500
How to Buy a Home How to Finance a Home How to Sell a Home

In Maitland, there are currently 5 townhouses for sale, providing a range of options for prospective buyers. With townhouses priced between $229,000 to $590,000, there's a range to accomodate every budget. As of June, 2026 the median home price in Maitland is $525,000, while the average sale price is $620,819, offering insights into the local housing market. On average, townhouses spend 71 days listed before being sold. Whether you're interested in modern townhouses, small townhomes, or traditional rowhouses, there are options to cater to different lifestyles. Explore the listings and townhomes for sale in Maitland, FL, and find the perfect place to call home.

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