12

5-Bedroom Houses for Sale in Maitland, FL

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  • /78

    $2,999,000 New Construction

    • 5 Beds
    • 4 Baths
    • 4,042 Sq Ft

    640 Old Horatio Ave, Maitland, FL 32751

    PRICE IMPROVEMENT!! New Construction with Winter Park Chain of Lakes Access!! You'll be stunned by this gorgeous coastal style home on a private canal that leads to Lake Maitland. This magnificent residence features 5 bedrooms, a bonus room, pool with a relaxing spa and brand new covered boat dock. Your journey begins in the grand two-story foyer featuring elegant lighting choices which are sure

    Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

    640 Old Horatio Ave, Maitland, FL 32751
  • /54

    $3,995,000

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

    350 Northwind Rd, Maitland, FL 32751

    Exclusive Preview Event on 7.5.25 from 12 to 4. Nestled within the exclusive 9-acre Lake Maitland Owl Preserve, this architecturally stunning 5-bedroom, 5-bath contemporary residence offers an exceptional blend of style, function, and serenity. Designed by renowned architect Jose Vengas, the home is a true modern oasis surrounded by natural beauty.Soaring ceilings and

    Dianna Desboyaux SOUTHERN REALTY GROUP LLC

    350 Northwind Rd, Maitland, FL 32751
  • /47

    $2,495,000 New Construction

    • 6 Beds
    • 8 Baths
    • 4,390 Sq Ft

    734 Terra Place, Maitland, FL 32751

    Presenting a stunning new construction residence located on a quiet cul-de-sac offering a seamless blend of luxury, functionality and modern design. The main home features four spacious bedroom suites, a dedicated office and a bonus/flex area, 4 full baths and 2 half baths, while the property also includes a rare-to-find one-level detached 1,143 sf 2BE/2BA guest house that includes a kitchen and

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    734 Terra Place, Maitland, FL 32751
  • /89

    $1,999,993

    • 6 Beds
    • 4 Baths
    • 3,853 Sq Ft

    1451 Lyndale Blvd, Winter Park, FL 32789

    **Luxurious Winter Park Estate with Detached TWO bedroom Guest House** RENOVATED POOL HOME with NO HOA! TWO Primary Bedrooms located on the main floor! Welcome to a world of unparalleled luxury and elegance in the heart of historic Winter Park, FL. This exquisitely renovated two-story pool home, set on a sprawling corner lot, offers a rare opportunity to experience the pinnacle of

    Christopher Soucy REALTY ONE GROUP MVP

    1451 Lyndale Blvd, Winter Park, FL 32789
  • /25

    $695,000

    • 5 Beds
    • 3 Baths
    • 2,695 Sq Ft

    2491 Lauder Dr, Maitland, FL 32751

    Nestled on a spacious corner lot in the highly sought-after Dommerich/Highland Park neighborhood, this distinctive two-story Mid-Century home offers both character and flexibility. With 5 bedrooms and 3 full baths, the layout is ideal for multigenerational living or accommodating guests with ease. Upstairs, the 5th bedroom serves as a private in-law suite, complete with a walk-in closet, full

    John Forrester KELLER WILLIAMS REALTY AT THE PARKS

    2491 Lauder Dr, Maitland, FL 32751
  • /77

    $1,395,000

    • 6 Beds
    • 4 Baths
    • 3,996 Sq Ft

    1653 Cheyenne Trail, Maitland, FL 32751

    Rare opportunity to own a beautifully maintained pool home in Dommerich Estates with lake access to Lake Minnehaha and the Winter Park Chain of Lakes. This spacious and versatile 6 bedrooms, 4 bathrooms home features a split floor plan, a two-car garage, and a generous bonus room, making it ideal for families of all sizes.The interior offers an inviting layout, including a large primary suite

    Anna Lohr URBANISTA BROKERS

    1653 Cheyenne Trail, Maitland, FL 32751
  • /57

    $11,950,000

    • 5 Beds
    • 8 Baths
    • 8,174 Sq Ft

    1640 E Adams Dr, Maitland, FL 32751

    Behind private gates along the shores of Lake Maitland, this elegant Mizner-style Mediterranean estate offers an extraordinary opportunity to own a timeless lakefront masterpiece on the Winter Park Chain of Lakes. Encompassing approximately two acres of meticulously manicured grounds framed by soaring palms and mature live oaks, this exceptional property blends classic architecture with

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    1640 E Adams Dr, Maitland, FL 32751
  • /60

    $1,495,500

    • 5 Beds
    • 4.5 Baths
    • 4,566 Sq Ft

    755 Cranes Ct, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Welcome to a private oasis in the heart of Maitland. tucked away on a quiet cul-de-sac in an exclusive gated community of just 19 custom homes. This one-owner estate offers a blend of elegance, space and serenity between picturesque Lake Sybelia and Lake Catherine. This five-bedroom, four-and-a-half-bath pool home with a three-car garage sits on an

    Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

    755 Cranes Ct, Maitland, FL 32751
  • /99

    $12,500,000

    • 6 Beds
    • 10 Baths
    • 11,668 Sq Ft

    570 Manor Rd, Maitland, FL 32751

    Welcome to Maison du Lac – a breathtaking lakefront estate that epitomizes unrivaled luxury, timeless elegance, and an extraordinary lifestyle. Situated on an expansive 2.7-acre lot along the prestigious Winter Park Chain of Lakes, this extraordinary residence showcases over 120 feet of pristine lakefront with sweeping panoramic views of the longest stretch of Lake Maitland.Blending classic

    Maggie Walas FORTUNE INTERNATIONAL REALTY

    570 Manor Rd, Maitland, FL 32751
  • /53

    $1,800,000

    • 5 Beds
    • 4 Baths
    • 4,814 Sq Ft

    255 W George Ave, Maitland, FL 32751

    Experience the blend of timeless elegance and modern luxury in this Maitland estate a block away from Lake Sybelia. Completely renovated in 2007, every detail of this home exudes sophistication. A spacious paver driveway leads to a two-car garage, framed by lush tropical landscaping, decorative stone accents, and a charming fountain, creating an inviting first impression. The grand foyer welcomes

    Peter Luu REAL BROKER, LLC

    255 W George Ave, Maitland, FL 32751
  • /50

    $1,675,000

    • 5 Beds
    • 4.5 Baths
    • 3,885 Sq Ft

    135 James Place, Maitland, FL 32751

    Looking for the luxurious lifestyle . . . with an air of quiet serenity? Situated on a .41-acre lot, this very unique custom-built 2-story, 5 bedroom, 4.5 bath pool home is built for the kind of lifestyle you desire. Reminiscent of Spanish/Mediterranean architectural style, this home offers a very practical and livable floor plan. 2 BEDROOMS W/ ENSUITE BATHS: –THE PRIMARY ONE IS DOWNSTAIRS,

    Sandi Peery RE/MAX TOWN & COUNTRY REALTY

    135 James Place, Maitland, FL 32751
  • /39

    $950,000

    • 5 Beds
    • 2.5 Baths
    • 2,406 Sq Ft

    3011 Temple Trail, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to this exceptional –FULLY UPGRADED / POOL HOME– in the highly sought-after Dommerich Estates, where timeless style meets modern design on a spacious .31 ACRE CONSERVATION LOT with serene WOODED VIEWS! Major updates set this home apart; enjoy year round outdoor living with a large

    Jennifer Wemert WEMERT GROUP REALTY LLC

    3011 Temple Trail, Winter Park, FL 32789

Home Trends in Maitland, FL

Housing Trends

Median Sale Price
$505,000
Median Single Family Sale Price
$649,000
Median Townhouse Sale Price
$385,000
Median 2 Bedroom Sale Price
$245,000
Median 1 Bedroom Sale Price
$162,000
Average Price Per Sq Ft
$300
Number of Homes for Sale
102
Last 12 months Home Sales
277
Months of Supply
4.40
Median List Price
$515,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
5%
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