14

Maitland, FL Homes for Sale under $400,000

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  • /56

    $315,900 Open Sat 12PM - 3PM

    • 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
  • /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
  • /33

    $399,500

    • 3 Beds
    • 3 Baths
    • 1,696 Sq Ft

    1990 Kenaston Rd Unit 1990, Maitland, FL 32751

    Stunning, renovated condo in Maitland’s Ultra Vista community with attached one-car garage. Expect to be impressed as you enter this luxury residence boasting vaulted ceilings which fill the home with natural light! Fall in love with this remodeled kitchen with a butcher block island, 42-inch white cabinetry, soft-close drawers, pantry, tile flooring, and stainless-steel appliances. Wonderful

    Ingrid Livingston COLDWELL BANKER RESIDENTIAL RE

    1990 Kenaston Rd Unit 1990, Maitland, FL 32751
  • /29

    $395,000

    • 3 Beds
    • 2 Baths
    • 1,506 Sq Ft

    2115 Korat Ln, Maitland, FL 32751

    Welcome to the Winfield community in Maitland, where this 3-bedroom, 2-bathroom home with a 2-car garage offers both comfort and function. The foyer opens into a flexible dining area and flows into the kitchen, which features granite countertops, wood cabinetry, and newer appliances. The spacious living room with vaulted ceilings creates an open and inviting central gathering space. The

    Michael Giordano COLDWELL BANKER RESIDENTIAL RE

    2115 Korat Ln, Maitland, FL 32751
  • /17

    $349,999

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    1140 S Orlando Ave Unit D15, Maitland, FL 32751

    Rare opportunity to live in the Premier Lake Maitland Terrace Condo Community. The Mid Century Modern architecture is about as timeless of a look that you can find and fits the Maitland/Winter Park lifestyle you have always been looking for. This lovely direct waterfront condominium overlooking beautiful 451 acre Lake Maitland. Enjoy the remodeled Community Pool & Clubhouse all on the stunning

    Cece Campbell EPIC FLORIDA REALTY LLC

    1140 S Orlando Ave Unit D15, Maitland, FL 32751
  • /27

    $310,000 Open House 10/26

    • 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
  • /34

    $385,000

    • 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
  • /33

    $349,900

    • 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

    Stacy Bergmark CREEGAN GROUP

    249 Spartan Dr, Maitland, FL 32751
  • /2

    $395,000

    • 3 Beds
    • 2 Baths
    • 1,822 Sq Ft

    2155 Fennell St, Maitland, FL 32751

    Back to Market -This is a three-bedroom two-bathroom pool house well located that needs some tender love and care (TLC). This is an opportunity to exert the buyer’s creativity to update it. Great neighborhood, low HOA, close to Geminis sport and health facilities, Seminole Community College, the I-4, 15 minutes away from downtown Orlando, main grocery chains in less than two miles. Make your

    Benjamin Urrutia CHARLES RUTENBERG REALTY ORLANDO

    2155 Fennell St, Maitland, FL 32751
  • /31

    $399,990

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

    1277 Blessing St, Maitland, FL 32751

    This is a well-located townhome in the gated community of Montacino. The unit has been refreshed with new paint throughout, along with new luxury vinyl on the second floor. The downstairs works well for entertaining with an open floor plan featuring Living, Kitchen & Dining areas. There is a nice-size covered rear porch just off the kitchen that faces a shady and treed green space to be enjoyed.

    Andy Lockhart KELLER WILLIAMS WINTER PARK

    1277 Blessing St, Maitland, FL 32751
  • /54

    $325,000

    • 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
  • /22

    $335,000

    • 3 Beds
    • 2 Baths
    • 1,178 Sq Ft

    214 Cherrywood Dr, Maitland, FL 32751

    One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing.Welcome home to this charming property with a natural color palette that creates a warm and inviting atmosphere throughout. The kitchen features a nice backsplash that adds a touch of style, while the primary bathroom boasts good under sink storage for all your essentials. Step outside to the

    Karen Albright OPENDOOR BROKERAGE LLC

    214 Cherrywood Dr, Maitland, FL 32751
  • /29

    $317,500

    • 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
$525,000
Median Single Family Sale Price
$650,000
Median Townhouse Sale Price
$404,995
Median 2 Bedroom Sale Price
$273,000
Median 1 Bedroom Sale Price
$159,950
Average Price Per Sq Ft
$303
Number of Homes for Sale
101
Last 12 months Home Sales
292
Months of Supply
4.20
Median List Price
$525,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
15%
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