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Maitland, FL Open Houses

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  • /20

    $979,000 Open Sun 12PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 2,931 Sq Ft

    1281 Wellington Terrace, Maitland, FL 32751

    Beautiful and spacious home at 1281 Wellington Terrace featuring high beam ceilings and elegant tile floors throughout. The open layout offers wonderful natural light and two master bedrooms, perfect for flexible living. New windows add comfort and efficiency. Enjoy a private, low-maintenance backyard ideal for relaxing or entertaining. Located in a beautiful neighborhood just minutes from Winter

    Sinan Zakaria LISTED SIMPLY

    1281 Wellington Terrace, Maitland, FL 32751
  • /43

    $1,049,000 Open Sun 12AM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,300 Sq Ft

    921 N Thistle Ln, Maitland, FL 32751

    Central location, fully renovated, A-rated schools, a resort-style pool - this Dommerich home checks every box - and it is move-in ready, turnkey for your lifestyle. Situated in one of Central Florida’s most sought-after neighborhoods for over 60 years, Dommerich is known for its top-rated schools, tree-lined streets, parks, and unmatched convenience. This home sits right in the heart of it all.

    Garrett McGinnis VISTA NATIONAL MANAGEMENT INC

    921 N Thistle Ln, Maitland, FL 32751
  • /62

    $999,999 Open Sat 1PM - 3PM

    • 3 Beds
    • 3 Baths
    • 3,049 Sq Ft

    755 Woodside Rd, Maitland, FL 32751

    This is the one you've been waiting for- a SLEEK MODERN HOME, where EVERY MAJOR SYSTEM AND FINISH has been REPLACED, REFRESHED and ELEVATED to perfection! Located at 755 Woodside Road in the community of Forest Brook in Maitland with 3,054 Sq Ft. of living space, in a quiet CUL-DE- SAC, this 3 BEDROOM 3 FULL BATHROOM POOL home with 2 Car garage on a .31 ACRE LOT is effortless Florida living. From

    Diane Heiken EMPIRE NETWORK REALTY

    755 Woodside Rd, Maitland, FL 32751
  • /33

    $799,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,375 Sq Ft

    2040 Geronimo Trail, Maitland, FL 32751

    Set on one of the most sought-after streets in Dommerich, this completely renovated home combines the solid construction of a 1963 block home with thoughtful modern updates throughout. From the moment you arrive, the circular driveway, classic brick accents, and welcoming front porch set the tone. Inside, a bright foyer opens to beautiful solid maple wood floors and a light, airy feel that

    Maria Van Warner FANNIE HILLMAN & ASSOCIATES

    2040 Geronimo Trail, Maitland, FL 32751
  • /53

    $1,050,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 3 Baths
    • 3,625 Sq Ft

    1001 Versailles Ct, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Nestled within the quiet, established community of Versailles, this exceptional residence invites you to slow down and savor the good life. Offering over 3,600 sq. ft., this home features 4 spacious bedrooms and 3 full baths, with a layout that is both functional and flexible. The PRIMARY SUITE is conveniently located on the MAIN FLOOR and features

    Heather Frazee FANNIE HILLMAN & ASSOCIATES

    1001 Versailles Ct, Maitland, FL 32751
  • /31

    $850,000 Pre-Foreclosure

    • 5 Beds
    • 4 Baths
    • 2,966 Sq Ft

    1135 Thunder Trail, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Welcome to 1135 Thunder Trail, a beautifully updated pool home in Maitland, Florida, located in the highly desirable Dommerich Hills neighborhood. Situated on an oversized lot with no HOA, this property offers nearly 3,000 square feet of flexible living space, combining comfort, functionality, and the best of Florida outdoor living. Step inside to

    Angela Worachek DALTON WADE INC

    1135 Thunder Trail, Maitland, FL 32751
  • /35

    $429,900 Open Fri 5PM - 7PM

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    2150 Tortoise Shell Dr, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Welcome to this beautifully maintained home in the heart of Maitland, offering the perfect blend of comfort, functionality, and Florida lifestyle living. This thoughtfully designed residence features a bright and open layout with spacious living areas, soaring ceilings, and an abundance of natural light throughout.The kitchen serves as the heart

    Claire Sims LLC LPT REALTY, LLC

    2150 Tortoise Shell Dr, Maitland, FL 32751
  • /29

    $449,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    775 Woodside Rd, Maitland, FL 32751

    Welcome to 775 Woodside Road, ideally situated on a quiet cul-de-sac just minutes from Maitland and Winter Park’s most popular destinations. This beautifully updated three-bedroom, two-bath home offers an open floor plan filled with inviting living spaces and abundant natural light. Luxury vinyl flooring was installed throughout the home in 2023, while plantation shutters in the living room and

    Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

    775 Woodside Rd, Maitland, FL 32751
  • /38

    $374,900 Open Sun 2PM - 4PM

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

    1321 Benevolent St, Maitland, FL 32751

    $9K BELOW APPRAISAL + SELLER OFFERING INTEREST RATE BUY-DOWN with acceptable offer. /// Why settle for "standard" when you can own a designer-caliber home in Maitland with a lower monthly payment? Priced at $374,900—well below the recent $384K appraisal—this high-end unit offers instant equity. *LIFESTYLE & LOCATION /// RECLAIM YOUR TIME: Just 10 minutes to Downtown Orlando or Winter Park. PET

    Shirley Jones COLDWELL BANKER REALTY

    1321 Benevolent St, Maitland, FL 32751
  • /33

    $482,000 Open Sun 1PM - 3:30PM

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft

    204 Quayside Cir Unit 201, Maitland, FL 32751

    Updated 2 bedroom 2 bathroom located on the second floor of sought after Moorings Lakefront Community with spectacular views of Lake Maitland of the Winter Park Chain of Lakes. The condo offers a large screened-in balcony overlooking Lake Maitland. The open floorpan offers a split plan with a generous size master retreat with a private door to the balcony and a secondary ensuite. The updated

    Angel Reyes COLDWELL BANKER REALTY

    204 Quayside Cir Unit 201, Maitland, FL 32751
  • /42

    $524,999 Open Sun 11AM - 1PM

    • 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
  • /30

    $399,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 3.5 Baths
    • 2,103 Sq Ft

    1994 Kenaston Rd Unit 1994, Maitland, FL 32751

    Located in the desirable city of Maitland, just three miles from Winter Park’s renowned Park Avenue, this extensively updated 3-bedroom, 3.5-bath townhouse offers modern living in a prime Central Florida location. Tucked within a quiet residential setting and zoned for highly rated Seminole County schools, the home provides easy access to dining, shopping, and entertainment while maintaining a

    Veronica Figueroa EXP REALTY LLC

    1994 Kenaston Rd Unit 1994, Maitland, FL 32751
  • /39

    $745,000 Open Sat 1PM - 4PM

    • 5 Beds
    • 3 Baths
    • 2,330 Sq Ft

    2809 Waumpi Trail, Maitland, FL 32751

    Completely Remodeled 2026 | Single-Story | Split Floorplan | The redesigned kitchen features 42" shaker cabinetry, Calcutta quartz countertops, a marble backsplash, and new stainless steel Fisher & Paykel appliances. Bathrooms have been completely remodeled with updated finishes. Luxury vinyl flooring extends through all common areas, complemented by LED recessed lighting and updated fixtures

    Farhad Haniff EXP REALTY LLC

    2809 Waumpi Trail, Maitland, FL 32751
  • /31

    $459,000 Open Sat 11AM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft

    204 Quayside Cir Unit 504, Maitland, FL 32751

    Wake up to shimmering lake views and end your day with breathtaking Florida sunsets in this beautifully maintained 2 bedroom, 2 bathroom condo residence. The moment you step off the elevator and enter, you are welcomed by a bright open concept living space filled with natural light and oversized new glass sliding doors leading to your private enclosed patio. The kitchen features upgraded

    Allison Hunter LUXE HUNTER REAL ESTATE

    204 Quayside Cir Unit 504, Maitland, FL 32751
  • /30

    $629,000 Open Sun 1AM - 4PM

    • 5 Beds
    • 2 Baths
    • 2,360 Sq Ft

    2642 Brookside Ct, Maitland, FL 32751

    Indulge in the epitome of modern living with this fully renovated masterpiece! Boasting a thoughtfully designed split floor plan, 5 bedrooms, and 2 bathrooms, this home offers the perfect blend of space, style, and versatility. The heart of the home, the sleek kitchen, is a culinary haven equipped with stainless steel appliances, and ample counter space with upscale quartz countertops and

    Giancarlo Chavez EMPIRE NETWORK REALTY

    2642 Brookside Ct, Maitland, FL 32751
  • /37

    $749,000 Open Sat 12:01PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    2514 Tuscarora Trail, Maitland, FL 32751

    To Buyer “Discover the advantage of owning one of Tuscarora Trail’s premier homesites—where space, privacy, and lifestyle come together, all within the highly sought-after Dommerich school district, supporting both today’s living and tomorrow’s resale value. ” Nestled on a serene lakeside setting in the heart of Maitland, this beautifully upgraded 4-bedroom, 2.5-bath home offers more than just

    Tom Noelke NOELKE REALTY

    2514 Tuscarora Trail, Maitland, FL 32751
  • /39

    $1,895,000 Open Sat 2PM - 4PM

    • 4 Beds
    • 5.5 Baths
    • 4,478 Sq Ft

    1244 E Lake Colony Dr, Maitland, FL 32751

    Modern, mediterranean lakefront residence in one of Maitland’s most desirable GATED communities, positioned on a private cul-de-sac atop a natural rise. Set on over 1.3 acres with approximately 179 feet of frontage on Lake Jackson (ski lake), the property offers a rare combination of elevation, privacy and expansive water views in a central Maitland location with quick access to I-4, downtown

    Jennifer Sloan COMPASS FLORIDA LLC

    1244 E Lake Colony Dr, Maitland, FL 32751
  • /47

    $349,000 Open Sun 2PM - 4PM

    • 2 Beds
    • 1.5 Baths
    • 816 Sq Ft

    1140 S Orlando Ave Unit F11, Maitland, FL 32751

    This luxury condominium is in the established complex of Lake Maitland Terrace which sits on the shores of Lake Maitland, Winter Park Chain of Lakes. This immaculately maintained complex includes 11, 2-story, mid-century modern buildings sprawled across several acres, creating beautiful green space and picturesque views across the lake. This unit is special. A complete renovation with every

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    1140 S Orlando Ave Unit F11, Maitland, FL 32751
  • /21

    $99,900 Open Sat 2PM - 3PM

    • 1 Bed
    • 1 Bath
    • 625 Sq Ft

    950 Lake Destiny Rd Unit B, Altamonte Springs, FL 32714

    Updated & NO CARPET first-floor condominium in the heart of Altamonte Springs. This unit offers an abundance of natural light and serene partial lake views, creating a peaceful and inviting atmosphere. Recent upgrades include modern kitchen cabinets, granite countertops, a new electrical panel and outlets (2024), AC (2022) providing added peace of mind for the next owner. The thoughtful updates

    Hilda Vazquez Salgado CHARLES RUTENBERG REALTY ORLANDO

    950 Lake Destiny Rd Unit B, Altamonte Springs, FL 32714

Home Trends in Maitland, FL

Housing Trends

Median Sale Price
$507,200
Median Single Family Sale Price
$614,900
Median Townhouse Sale Price
$396,000
Median 2 Bedroom Sale Price
$250,000
Median 1 Bedroom Sale Price
$155,000
Average Price Per Sq Ft
$297
Number of Homes for Sale
93
Last 12 months Home Sales
327
Months of Supply
3.40
Median List Price
$529,700
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
13%
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