14

Maitland, FL Homes for Sale under $400,000

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  • /36

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,950 Sq Ft

    601 Oranole Rd, Maitland, FL 32751

    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

    Agent Photo

    Kay Shilling

    COLDWELL BANKER RESIDENTIAL RE

    (321) 844-6582

    601 Oranole Rd, Maitland, FL 32751
  • /48

    $315,900

    • 2 Beds
    • 2 Baths
    • 1,164 Sq Ft

    1000 Winderley Place Unit 239, Maitland, FL 32751

    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

    Christopher Nutt GALLERY PROPERTIES INTERNATIONAL

    1000 Winderley Place Unit 239, Maitland, FL 32751
  • /20

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,146 Sq Ft

    1033 Hamlet Dr, Maitland, FL 32751

    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

    Bennie Olivo BOX REAL ESTATE LLC

    1033 Hamlet Dr, Maitland, FL 32751
  • /33

    $345,000

    • 4 Beds
    • 2 Baths
    • 1,579 Sq Ft

    249 Spartan Dr, Maitland, FL 32751

    Discover Your Perfect Maitland Retreat!Tucked away on a quiet dead-end street, this delightful 4-bedroom home offers the perfect blend of comfort, space, and convenience—with no HOA to worry about! Sitting on an oversized .24-acre lot, there's room to create the outdoor paradise you’ve always dreamed of, whether that means a lush garden, playground, or even a pool. Step inside to find a

    Stacy Bergmark CREEGAN GROUP

    249 Spartan Dr, Maitland, FL 32751
  • /38

    $359,900

    • 2 Beds
    • 2 Baths
    • 1,403 Sq Ft

    353 W Lake Faith Dr Unit 116, Maitland, FL 32751

    Discover lakeside living at its finest in this beautifully updated 2nd-floor, private lakefront condo in the highly sought-after Lake Faith Villas in Maitland. Offering 1,400+ sq ft, this spacious 2 bed, 2 bath home features stylish parquet flooring throughout, a modernized kitchen and updated baths, newer appliances, HVAC, water heater, and updated electrical wiring for peace of mind. Enjoy

    Travis Cepregi KELLER WILLIAMS WINTER PARK

    353 W Lake Faith Dr Unit 116, Maitland, FL 32751
  • /34

    $385,000

    • 3 Beds
    • 2.5 Baths
    • 1,674 Sq Ft

    1291 Blessing St, Maitland, FL 32751

    Welcome to Montacino, a gated community offering both convenience and charm. This updated 3-bedroom, 2.5-bath townhome combines modern finishes with a comfortable, functional layout. The first floor features an open design with spacious living, dining, and kitchen areas that flow seamlessly for everyday living or entertaining. The kitchen includes granite countertops, stainless steel appliances,

    Monika Kenney PALMANO GROUP RE BROKERAGE LLC

    1291 Blessing St, Maitland, FL 32751
  • /27

    $300,000

    • 3 Beds
    • 2.5 Baths
    • 1,486 Sq Ft

    1013 Grove St Unit 88, Maitland, FL 32751

    Welcome to this stunning, newly renovated 3-bedroom, 2.5-bath end-unit townhome in the highly sought-after Maitland neighborhood. This home exudes modern elegance with a bright open-concept floor plan, 24x24 designer tile throughout, and abundant natural light. The gourmet kitchen is a chef’s dream featuring white shaker soft-close cabinets, dazzling quartz countertops, a timeless stacked subway

    Sean Popat BUYER REBATES REALTY

    1013 Grove St Unit 88, Maitland, FL 32751
  • /31

    $400,000

    • 3 Beds
    • 2 Baths
    • 1,234 Sq Ft

    314 Banyan Dr, Maitland, FL 32751

    Experience Modern Florida Living at Its Finest Step inside this fully remodeled 3-bedroom, 2-bathroom residence and discover a seamless blend of sophistication, comfort, and everyday functionality. With a spacious 2-car garage, a welcoming front porch, and a large screened-in patio, this home offers the ideal balance of indoor elegance and outdoor tranquility. From the moment you enter, natural

    Ivanhoe Alvarez LOKATION

    314 Banyan Dr, Maitland, FL 32751
  • /35

    $339,900

    • 2 Beds
    • 2 Baths
    • 1,177 Sq Ft

    2344 Sierra Ln, Maitland, FL 32751

    CONDO WITH PRIVATE GARAGE - JUST REPLUMBED WITH WARRANTY! Discover the perfect blend of comfort, elegance, and convenience in this beautifully updated 2-bedroom, 2-bath condominium in the highly sought-after Sierra Condominiums of Maitland. This move-in ready condo welcomes you with a screened front porch and an inviting living room with a wood-burning fireplace with an electric insert. The bonus

    Kathy McDonald WATSON REALTY CORP

    2344 Sierra Ln, Maitland, FL 32751
  • /33

    $309,000

    • 2 Beds
    • 2 Baths
    • 1,164 Sq Ft

    1000 Winderley Place Unit 222, Maitland, FL 32751

    Discover Sun Bay Club – Maitland’s Hidden Gem on Lake Destiny!Behind the signature blue gates lies this exclusive 68-residence community perfectly situated on the shimmering shores of Lake Destiny. Just minutes from Winter Park and downtown Orlando, this 2-bedroom, 2-bath second-floor condo offers a perfect blend of luxury and low-maintenance living.Completely remodeled in 2022, this home

    Jackie Swisher TRUST EQUITY GROUP LLC

    1000 Winderley Place Unit 222, Maitland, FL 32751
  • /54

    $320,000

    • 3 Beds
    • 2.5 Baths
    • 1,583 Sq Ft

    2329 Shadow View Cir, Maitland, FL 32751

    Welcome to this stunning, fully renovated 3-Bedroom, 2.5-Bath home located in the desirable Visconti community of Maitland. This beautifully updated 3-bedroom, 2.5-bathroom unit offers over 1,580 sq ft of modern living space, featuring luxury finishes and an open-concept layout perfect for both entertaining and everyday living with brand-new flooring, fresh paint, and upgraded fixtures

    Julian Carvajal LPT REALTY, LLC

    2329 Shadow View Cir, Maitland, FL 32751
  • /34

    $375,000

    • 2 Beds
    • 2 Baths
    • 952 Sq Ft

    1000 S Orlando Ave Unit A31, Maitland, FL 32751

    Experience the best of lakeside living in this beautifully updated third-floor corner residence with panoramic views of Lake Maitland. Perfectly positioned along Orlando Avenue and adjacent to Fort Maitland boat ramp, the home combines convenience with a truly unique lifestyle just minutes from Winter Park’s shopping, dining, and cultural attractions. Inside, you’ll find luxury vinyl plank

    Chase Morton Tate COMPASS FLORIDA LLC

    1000 S Orlando Ave Unit A31, Maitland, FL 32751
  • /20

    $308,000

    • 3 Beds
    • 2 Baths
    • 1,076 Sq Ft

    1074 Hamlet Dr, Maitland, FL 32751

    Welcome to this beautifully maintained 3-bedroom, 2-bathroom home that blends comfort, convenience, and an unbeatable location. From the moment you step inside, you’ll notice the inviting layout featuring a spacious living area filled with natural light and a functional kitchen equipped with newer stainless steel appliances—perfect for everyday living and entertaining alike. The home sits on a

    Dominick Florio RE/MAX TOWN & COUNTRY REALTY

    1074 Hamlet Dr, Maitland, FL 32751
  • /29

    $308,000

    • 3 Beds
    • 2 Baths
    • 1,020 Sq Ft

    2900 Oranole Rd, Orlando, FL 32810

    Welcome to Your Charming Oasis at 2900 Oranole Rd, Orlando, FL 32810This delightful 3-bedroom, 2-bathroom home offers the perfect blend of comfort, charm, and convenience. From the moment you step inside, you’ll appreciate the bright, airy ambiance, spacious living areas, and a private primary suite complete with its own en-suite bath.Culinary enthusiasts will love the cheerful

    Gretchen Carlson REAL BROKER, LLC

    2900 Oranole Rd, Orlando, FL 32810

Home Trends in Maitland, FL

Housing Trends

Median Sale Price
$507,200
Median Single Family Sale Price
$597,000
Median Townhouse Sale Price
$399,900
Median 2 Bedroom Sale Price
$267,700
Median 1 Bedroom Sale Price
$160,250
Average Price Per Sq Ft
$293
Number of Homes for Sale
91
Last 12 months Home Sales
321
Months of Supply
3.40
Median List Price
$524,900
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
15%
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