10

Modern Homes for Sale in Maitland, FL

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  • /50

    $1,100,000

    • 5 Beds
    • 3.5 Baths
    • 4,144 Sq Ft

    791 Sequoia Trail, Maitland, FL 32751

    Discover a rare opportunity in Dommerich Woods, a distinguished and established Maitland neighborhood celebrated for its rich heritage. Situated on .33 acre of lushly landscaped grounds, this remarkable property welcomes with paver drive and enjoys a tranquil setting along apeaceful creek connecting Lake Minnehaha and Lake of the Woods - creating an atmosphere of natural elegance and

    David Van Wormer VANWORMER REALTY & DEVELOPMENT

    791 Sequoia Trail, Maitland, FL 32751
  • /42

    $524,999

    • 4 Beds
    • 3 Baths
    • 2,344 Sq Ft

    1776 Bobtail Dr, Maitland, FL 32751

    Welcome to 1776 Bobtail Drive — the kind of home that doesn’t just check boxes... it creates emotion, urgency, and that unmistakable “we need this one” reaction the moment your buyers walk through the door. From the very first glance, the curb appeal sets the stage with a warm, polished presence that immediately stands out from the competition. Inside, you’re welcomed by a light-filled,

    Anthony Scaraggi THE FLORIDA PROPERTY SHOP SALE

    1776 Bobtail Dr, Maitland, FL 32751
  • /100

    $12,500,000

    • 6 Beds
    • 10 Baths
    • 10,172 Sq Ft

    570 Manor Rd, Maitland, FL 32751

    Lakefront estate featuring 6 bed, 7 full and 3 half baths. over 11,000 SqFt on 2,7 acres. Resort-style pool, summer kitchen, 6-car garage, fully fenced with a private gate. 120 feet of lake front on Winter Park Chain of Lakes, private boat dock, and boat lift. All bedrooms with en-suite bathrooms, fireplace, sauna, fitness room, office room, and expansive walk-in closets. Lutron system, crystal

    Maggie Walas Fortune Christie's International Real Estate

    570 Manor Rd, Maitland, FL 32751
  • /47

    $795,000

    • 2 Beds
    • 2 Baths
    • 1,685 Sq Ft

    1100 S Orlando Ave Unit 956, Maitland, FL 32751

    LAKEFRONT - Enjoy condo living at its finest from the top-floor Lake Maitland penthouse with million-dollar water and above treetop views, and beautiful panoramic sunrises from multiple rooms. This 9th-floor, 1,685 SF residence features 2 bedrooms, 2 baths, 2 multi-purpose rooms, and an open-concept kitchen, dining, and living area. Centered on the west cove of Lake Maitland, the largest of the

    Joann Beck BECK REALTY LLC

    1100 S Orlando Ave Unit 956, 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
  • /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
  • /18

    $155,000

    • 1 Bed
    • 1 Bath
    • 672 Sq Ft

    1400 Lake Shadow Cir Unit 10103, Maitland, FL 32751

    Nice one-bedroom unit on the ground floor featuring brand-new laminate countertops in both the kitchen and bathroom, along with stainless steel appliances. Located in a gated, resort-style community offering top amenities including a pool, fitness center, tennis and basketball courts, playground, clubroom, and car wash. All in an excellent Maitland location!

    Gilgra Valduz Sandoval MY REALTY GROUP, LLC.

    1400 Lake Shadow Cir Unit 10103, Maitland, FL 32751
  • /54

    $3,100,000

    • 5 Beds
    • 4.5 Baths
    • 4,819 Sq Ft

    350 Northwind Rd, Maitland, FL 32751

    Nestled within the 9-acre Lake Maitland Owl Preserve, this striking contemporary residence—crafted by acclaimed green builder E2 Homes offers a rare blend of architectural distinction, privacy, and natural beauty. Surrounded by protected conservation land, the home delivers a serene retreat just minutes from the vibrant lifestyle of Winter Park. Designed by internationally recognized architect

    Lianna D'Angelo SOTERA LIVING

    350 Northwind Rd, Maitland, FL 32751
  • /28

    $235,000

    • 4 Beds
    • 2 Baths
    • 1,313 Sq Ft

    2537 Maitland Crossing Way Unit 308, Orlando, FL 32810

    Leased condo until 12/31/2026 for $1,800 a month. Beautiful top floor unit with breathtaking pond view over looking to the West with a sunset view as well. Spacious Livingroom and dinning area with a high ceiling. Nice balcony size with a good amount of walk-in storage space in the balconey. Amazing wood looking tiles throughout and brand new cozy carpets in the bedrooms. 2 Bedrooms has a walk-in

    Hadi Bakhsh EXP REALTY LLC

    2537 Maitland Crossing Way Unit 308, Orlando, FL 32810
  • /15

    $170,000

    • 1 Bed
    • 1 Bath
    • 707 Sq Ft

    2718 Maitland Crossing Way Unit 207, Orlando, FL 32810

    Great opportunity to own a well-located condominium. This property offers a functional layout designed to maximize space and comfort, making it ideal as a primary residence, second home, or investment opportunity. The unit features a practical floor plan with comfortable living and dining areas, providing a versatile space to fit a variety of lifestyles. Its location within a well-established

    Jadisi Valdez LPT REALTY, LLC

    2718 Maitland Crossing Way Unit 207, Orlando, FL 32810

Home Trends in Maitland, FL

Housing Trends

Median Sale Price
$507,200
Median Single Family Sale Price
$612,450
Median Townhouse Sale Price
$397,950
Median 2 Bedroom Sale Price
$250,000
Median 1 Bedroom Sale Price
$155,000
Average Price Per Sq Ft
$296
Number of Homes for Sale
91
Last 12 months Home Sales
329
Months of Supply
3.30
Median List Price
$529,250
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
13%
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