$727,027Average Value$299Average Price per Sq Ft91Homes For Sale
An older community with a dense commerical corridor
Maitland is one of the oldest municipalities in Central Florida that sports a growing commercial corridor with several million-dollar lakefront estates. Lakes like Maitland Lake offer quickly accessible outdoor recreation, and Orlando Avenue is flanked by a diverse collection of restaurants, stores, and service businesses. "People who live here stay here," says Realtor Lindsay Chancellor Keller Williams Elite Partners III Realty. Chancellor has sold homes across the area for nearly 5 years. "The primary appeal of Maitland is the location. Maitland is close enough to Walt Disney World Resorts and beaches to be convenient but far enough away to avoid the crowd."
Lakefront homes cost over a million
Many homes were built in the 1970s and 80s, which means large interiors and big lots for price tags between $450,000 and $850,000. "Instead of tearing down old homes, like in nearby neighborhoods, people are renovating," Chancellor says. "Which is reinvigorating the neighborhood." The most common style is mid-century modern, with a wide footprint and floor-to-ceiling windows. Lakefront homes, like those along the shores of Lake Minnehaha and Lake Sybelia, exceed the million-dollar mark, a few reaching $4 million. Homes on the waterfront are sprawling ranch styles with elaborate porches and multi-story, contemporary homes with stately entrances.
A row of mid-century single family home in Maitland.
A row of beautiful waterfront homes in Maitland.
Experience the grandeur of Spanish influenced waterfront homes in Maitland.
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Orange County Public Schools is a top-rated school district
Public institutions are served by Orange County Public Schools, which earned an overall A-minus on Niche. Students kickstart their education at Lake Sybelia Elementary School, which scored a B on Niche. Students advance to Maitland Middle School, a top-rated school with an A-minus on Niche. Students head to Edgewater High School to earn their degrees. The high school features ample extracurriculars, like Chess Club, Outdoors Club and Gaming Club. Niche gave the high school an overall B-plus.
Edgewater High School Entrance
Maitland Middle School located in the Maitland neighborhood of Florida.
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Ample community parks cover Maitland
Covered Bridge Park is a treasured spot among locals, known for the Majestic Vine Covered Bridge and the Softly Bubbling Nina Canal. Residents have a relaxing afternoon at the Jim Houser Azalea Garden before taking their boat out for a ride at Fort Maitland Park. Locals also enjoy a walk along the boardwalk or jogging trail at Lake Lilly Park. Sports enthusiasts hang out at Maitland Community Park, which features tennis, basketball, and racquetball courts.
Lake Lily Park caters to picnics and event under their beautiful Gazebo.
A beautiful aerial view of Lake Lily park in Maitland.
The grand entrance to Maitland Community Park.
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Jazz music, record shopping and trivia
For a night out of the house, residents have plenty of options. Locals can see an independent film at Enzian Theater and then hang out with friends at the patio bar. Residents listen to live jazz music at Jazz Tastings or stop by The Cooper Rocket Pub for its weekly trivia night. Locals browse bins of records, pick out a comic book, or peruse the memorabilia collection at Blackbird Roost. For dinner, Kappy Subs is a 50s-style no-frills diner that serves up American classics like cheeseburgers and milkshakes. Other options include a plate of spaghetti on the terrace at Antonio's Italian Restaurant, which features a downstairs market. And when locals need to grab groceries, a Publix is in the heart of Maitland.
When wanting a night out on the town, see an independent film at Enzian Theater in Maitland.
Browse records, pick out a comic book or peruse the memorabilia collection at Blackbird Roost.
Publix super market in Maitland.
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Local get down at Getdown
Getdown Downtown is a monthly block party with good food, live music and a kids' play zone. Many residents stop by Lake Lily Park for fresh produce at the weekly farmer's market. And locals participate in a paranormal investigation at the Waterhouse Resident Museum during Halloween.
Orlando is only 10 miles away
The LYNX Transit System serves Maitland, and several bus stops line North Orlando Avenue. Locals driving into Orlando commonly hop on Highway 4 for a 10-mile trip into the heart of downtown. A few hospital branches of Advent Health are nearby. Advent Health Orlando is 5 miles south, and Advent Health Altamonte Springs is 4 miles north. The Orlando International Airport is 28 miles away when locals need to catch a flight.
Written By
Jessica Haddad
Interested in learning more about homes in this area?
Reach out to
Michelle Quatrale,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
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On average, homes in Maitland, FL sell after 74 days on the market compared to the national average of 54 days. The median sale price for homes in Maitland, FL over the last 12 months is $500,000, up 11% from the median home sale price over the previous 12 months.
Dommerich Woods gem! Tucked away on a cul-de-sac street in one of Maitland’s most sought-after neighborhoods, this beautifully updated 3-bedroom, 2-bath block home is the one you’ve been waiting for. Move-in ready and genuinely charming from the moment you walk in. The open floor plan feels airy and welcoming, with vaulted ceilings and natural light pouring through every room. The living room
SELLER MOTIVATED. Welcome to Tranquility and Relaxation in this quiet meticulously maintained Gated Condominium Community- Lake Faith Villas. This beautiful community rests on the shores of Lake Faith in Maitland and is truly a Hidden Gem. This tastefully updated 2 bedroom 2.5 bath 2- Story END UNIT is nestled in a prime location within the community featuring an Updated Spacious Kitchen with
Beautifully maintained 3-bedroom, 2-bathroom home offering 2,167 square feet of heated living space, located at 2004 Michael Tiago Circle in the heart of Maitland within the gated community of Maitland Village. This inviting property features a spacious and functional layout filled with abundant natural light, generous living areas, and comfortable bedrooms designed for both everyday living and
Welcome to Your Family's Next Chapter in Beautiful Maitland!Nestled in one of Maitland's most sought-after neighborhoods, this fully renovated 3-bedroom, 2-bathroom home offers the perfect blend ofmodern comfort and timeless charm, ideal for families ready to make new memories.From the moment you step inside, you're greeted by an abundance of natural light and an open, airy layout
Welcome to Bella Terra, a highly sought-after gated community offering resort-style living in a prime location! This beautifully updated first-floor 3-bedroom, 2-bath condo offers the perfect blend of comfort, style, and convenience. Enjoy easy, no-stairs access and ground-level living at its finest. Each bedroom includes a walk-in closet, and the modern kitchen features granite countertops,
Welcome to this thoughtfully updated one-story home in the established community of English Estates, where timeless design and everyday comfort come together. A brick paver driveway leads to the front porch creating an inviting first impression. Inside, the light-filled living room opens effortlessly into the heart of the home. The updated kitchen features granite countertops, beautiful 42-inch
One or more photo(s) has been virtually staged. Rare opportunity! Fully remodeled Maitland pool home with DEEDED ACCESS to the 58-acre SKIABLE Lake Seminary shared by only nine homes — and NO HOA. Brand new roof, HVAC, windows, kitchen, flooring and more—just minutes from the shopping, dining, and charm of Winter Park. Homes with skiable lake access like this rarely become available. Imagine
Welcome to the shores of Lake Sybelia, where privacy, land, and lake access come together in one of Maitland’s most desirable neighborhoods.790 S Lake Sybelia Drive presents a rare opportunity to own a beautifully updated home on a private 0.66-acre lot in one of Maitland’s most sought-after lake communities. The property includes Lake Sybelia frontage extending approximately 268 feet into
Welcome to 250 Orange Place, This charming bungalow in an unbeatable location just two blocks from Winter Park. This well-maintained one-bedroom cottage features a welcoming rocking-chair front porch, attractive kitchen, clawfoot bathtub, indoor laundry room, and one-car garage with additional off-street parking. Enjoy a shaded, hammock-ready backyard perfect for relaxing. Walk the tree-lined
Welcome to this stunning home in Maitland, located at 1817 Braeloch Ct. A welcoming foyer opens to elegant formal living and dining rooms featuring gorgeous fixtures, plantation shutters throughout, 51⁄2-inch baseboards, and beautiful manufactured wood flooring. Vaulted ceilings and skylights fill the home with natural light, while a cozy wood-burning fireplace and stylish wet bar create the
Discover Sun Bay Club – Maitland’s Hidden Gem on Lake Destiny!Behind the iconic blue gates awaits Sun Bay Club, a private 68-residence community nestled along the sparkling shores of Lake Destiny. Perfectly located within Maitland Center North and just 6 miles from downtown Orlando, this neighborhood offers both convenience and serenity.This 2-bedroom, 2-bath second-floor condo blends
This charming 3-bedroom, 2-bathroom single-family home with the best of Florida living. Located in the north of Orlando (Maitland - Winter Park area). 1.3 miles to the Center of Winter Park Shopping Plaza (Office Depot, UPS, Ross, Marshalls, Home Goods, Five Below, LA Fitness, Petco and Michaels, Whole Foods Markets, and Banking). Access to major highways, minutes to downtown, and Orlando's
Unlock the Potential of Your Dream Property in Maitland, Florida!Discover a prime opportunity to build your vision in the heart of Maitland, a charming and thriving community just minutes from downtown Orlando. This vacant land offers a blank canvas for your dream home or investment property. Nestled in a highly desirable area, you'll enjoy easy access to top-rated schools, tranquil parks,
Dommerich Woods gem! Tucked away on a cul-de-sac street in one of Maitland’s most sought-after neighborhoods, this beautifully updated 3-bedroom, 2-bath block home is the one you’ve been waiting for. Move-in ready and genuinely charming from the moment you walk in. The open floor plan feels airy and welcoming, with vaulted ceilings and natural light pouring through every room. The living room
One or more photo(s) has been virtually staged. Now available for rent in Bella Terra, a highly sought-after gated community offering resort-style living in a prime location. This beautifully updated first-floor 3-bedroom, 2-bath condo offers easy ground-level access with no stairs and features walk-in closets in every bedroom, a modern kitchen with granite countertops, white cabinets, pantry,
Arbors at Maitland Summit offers charming one-, two-, and three-bedroom apartment homes for rent just north of Orlando in Maitland, FL. Each pet-friendly apartment features a spacious layout, private patio or balcony, and upgraded finishes - including quartz countertops, stainless steel appliances, and wood plank flooring - in select homes. Take advantage of unique community amenities to
Great 3rd-floor condo located in a gated community at 1125 Lake Shadow Cir. This well-maintained unit features tile flooring in the wet areas and laminate flooring in the bedrooms and living areas . Enjoy a private balcony and the convenience of an in-unit laundry room. Located in desirable Maitland with easy access to shopping, dining, and major highways. Move-in ready!
The Village at Lake Lily offers the finest luxury apartment living in the Cultural Corridor of Downtown Maitland. Our newly renovated apartment homes are complete with California-style islands, stunning granite countertops, complete stainless steel or GE black appliance packages and two modern cabinet finishes to choose from are just the start. Our amenities package offers relaxing spaces that
AVAILABLE NOW!! Get ready to fall in love with this beautifully refreshed first-floor 2-bedroom, 2-bath condo in the sought-after gated community of Visconti! Bursting with upgrades, this home features brand-new appliances, new flooring, and a smart thermostat—bringing a modern, polished feel throughout. The bright, open layout creates an inviting vibe that’s perfect for relaxing, entertaining,
Located just 10 minutes from downtown Orlando, Florida, Dwell Maitland Apartments by The Klein Company is a completely unique experience in 21st century luxury apartment living. Everywhere you want to be is within easy reach. Situated just 1 mile from I-4, Dwell Maitland offers an easy commute to major corporate centers, shopping and dining. Dwell is located directly adjacent to the RDV
**GREAT LOCATION**CLOSE TO EVERYTHING** Cozy one Bedroom 2nd floor with no upstairs neighbors and pool view. New laminate floors and granite countertop. The mailbox, laundry room and pool are only few steps away. Water, sewer & Trash included in rent.Walking distance to Publix, Starbucks and many other stores (Casselberry Commons Plaza). It is also just a 10 min drive to Full Sail University and
The Grand Reserve at Maitland Park is one of the finest apartment home communities in Central Florida. Featuring 1, 2, 3 & 4 bedroom apartment homes, and an award winning Management and Maintenance team to ensure a quality living environment for you and your family. Located in Orlando's prestigious Maitland area, you will have a superb location with convenient access to all Central Florida's
Great duplex in Maitland! Freshly painted, Newer stainless steel kitchen appliances. Tile throughout, screened in porch, on quiet cul-de-sac. Very near Shopping, Restaurants, SunRail boarding literally down the street. 3 Bedrooms, 2 Baths, 2 Car Garage. Lawncare included in rent. Sorry NO Pets.
Theres a special appeal to living lakeside. An almost magical draw that brings clarity and calmness to the forefront. Where resolutions are revealed... Troubles washed away. The lake remains familiar, reliable, trustworthy. Always there, welcoming you home. Come find the serene lifestyle youve been dreaming of here at Luna at Lake Shadow. Featuring spacious one, two and three bedroom apartments
Cozy and private 2-bedrooms, 1-bath rental located in Maitland. This comfortable unit features a living area and a functional kitchen equipped with a stove and microwave, ideal for convenient everyday living.Rent includes water, electricity, and internet, offering a simple and hassle-free living experience. Conveniently located with easy access to shopping, dining, and major roadways, this
Bell Trelago welcomes you to a refined lakeside retreat where luxury, comfort, and convenience shape every moment. You can enjoy a relaxed yet sophisticated lifestyle enhanced by thoughtful amenities, beautiful waterfront views, and effortless access to dining, retail, and entertainment. The community blends style and function with elegant finishes, spacious studio, one-, two-, and three-bedroom
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