12

Maitland, FL Homes for Sale under $500,000

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  • /33

    $430,000

    • 3 Beds
    • 2.5 Baths
    • 2,167 Sq Ft

    2004 Michael Tiago Cir, Maitland, FL 32751

    Beautifully maintained 3-bedroom, 2-bathroom home offering 2,167 square feet of heated living space, located at 2004 Michael Tiago Circle in the heart of Maitland within the gated community of Maitland Village. This inviting property features a spacious and functional layout filled with abundant natural light, generous living areas, and comfortable bedrooms designed for both everyday living and

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (321) 381-4598

    2004 Michael Tiago Cir, Maitland, FL 32751
  • /37

    $469,900

    • 3 Beds
    • 2 Baths
    • 1,370 Sq Ft

    1291 Oxford Rd, Maitland, FL 32751

    Welcome to this thoughtfully updated one-story home in the established community of English Estates, where timeless design and everyday comfort come together. A brick paver driveway leads to the front porch creating an inviting first impression. Inside, the light-filled living room opens effortlessly into the heart of the home. The updated kitchen features granite countertops, beautiful 42-inch

    Agent Photo

    Barrett Spray

    KELLER WILLIAMS ADVANTAGE REALTY

    (321) 677-5820

    1291 Oxford Rd, Maitland, FL 32751
  • /18

    $495,000

    • 3 Beds
    • 2.5 Baths
    • 1,870 Sq Ft

    1106 Charming St, Maitland, FL 32751

    Welcome to this beautiful Mediterranean-style townhome in the exclusive, gated community of Montacino in Maitland, Florida. Updated 3 bedroom, 2.5 bath home overlooking Lake Charity. Expansive views of the lake are seen from the front porch, two bedrooms and the dining room. Separate dining room with tons of natural light. Open concept kitchen with updated cabinets and stainless steel appliances.

    Stephen Hachey FLAT FEE MLS REALTY

    1106 Charming St, Maitland, FL 32751
  • /30

    $415,000

    • 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
  • /21

    $425,000

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

    204 Quayside Cir Unit 304, Maitland, FL 32751

    SELLER PAYING CONCESSIONS OF 6 MONTH HOA FEES. Something is very special about Lakefront Living! Come visit this beautiful Lakefront Condo located at The Moorings On Lake Maitland, part of the Winter Park chain of lakes. Enjoy the Florida lifestyle in a carefree home with lake front amenities. Imagine Entertaining Family & Friends at the Pool or Heated Spa and the Clubhouse of the Moorings on

    Beatrice Palladino GALLERY PROPERTIES INTERNATIONAL

    204 Quayside Cir Unit 304, Maitland, FL 32751
  • /31

    $495,000

    • 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
  • /13

    $419,900

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft

    385 Lime St, Maitland, FL 32751

    Wonderful investment opportunity in historic Eatonville. Large corner lot. Roof was replaced in 2023. HVAVs and water heaters were replaced in 2021. Updated kitchen and bathroom were updated in both bathrooms. The property is completely fenced. There are (2) parking spaces for each unit. Side (1) is currently leased at $1,315 each month. Side #2 is vacant. Side #2 was just updated.is also $1,315

    Marian Coaxum KELLER WILLIAMS REALTY AT THE PARKS

    385 Lime St, Maitland, FL 32751
  • /18

    $499,900

    • Land
    • 48.5 Acres
    • $10,307 per Acre

    Unlisted Address

    Access to the property is provided by a right-of-way off Keene Road, just west of the RC Airplane field, with an underpass beneath SR 414. Situated on the north side of SR 414, the property benefits from excellent visibility. The site was formerly utilized as a landfill and has been capped with topsoil, with monitoring wells in place through 2038. Possible future uses include solar or wind energy

    Cleve Loveland LOVELAND PROPERTIES

    Unlisted Address
  • /34

    $449,000

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    1140 S Orlando Ave Unit H13, Maitland, FL 32751

    Experience turn-key living at its best in this beautifully renovated, designer-owned, lakefront condo, conveniently located in the sought-after Lake Maitland Terrace community on the Winter Park Chain of Lakes. This stunning 2-bedroom, 1-bath residence was thoughtfully redesigned with high-end finishes and an open, modern layout that maximizes both style and functionality. FURNITURE IS

    MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    1140 S Orlando Ave Unit H13, Maitland, FL 32751
  • /4

    $450,000

    • 2 Beds
    • 1 Bath
    • 988 Sq Ft

    220 Alpine Dr, Maitland, FL 32751

    Opportunity in the Maitland / Winter Park area! This one-owner home, held by the same family since the 1960s, is ideally located near shopping, dining, parks, and major roadways, providing convenient access throughout Central Florida.The property offers potential for renovation, expansion, or redevelopment, with a lot that provides space for future improvements. Ideal for homeowners,

    Beth Hathaway PREMIUM PROPERTIES R.E SERVICE

    220 Alpine Dr, Maitland, FL 32751
  • /64

    $479,900

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    1140 S Orlando Ave Unit F8, Maitland, FL 32751

    Welcome to Lake Maitland Terrace, a charming lakeside community located on the Winter Park Chain of Lakes. Step inside this beautifully reimagined 2 Bedroom, 2 Bathroom fully renovated, First floor – End unit condo, where every detail has been thoughtfully updated for style and function. Expect to be impressed from the moment you enter this custom designed masterpiece. The open layout features a

    Pamela Hamilton HAMILTON GROUP REALTY

    1140 S Orlando Ave Unit F8, Maitland, FL 32751
  • /27

    $489,990

    • 3 Beds
    • 2 Baths
    • 1,430 Sq Ft

    2065 Derbyshire Rd, Maitland, FL 32751

    Beautifully renovated and move-in ready, this 3-bedroom, 2-bath home offers modern design in a .24 acre lots, solid upgrades, and comfortable living in a prime Maitland location. Featuring an open-concept layout filled with abundant natural light, the home delivers a warm and inviting atmosphere from the moment you enter. The updated kitchen serves as the heart of the home, showcasing sleek

    Ceila Morales EXP REALTY LLC

    2065 Derbyshire Rd, Maitland, FL 32751

Home Trends in Maitland, FL

Housing Trends

Median Sale Price
$500,000
Median Single Family Sale Price
$625,000
Median Townhouse Sale Price
$393,000
Median 2 Bedroom Sale Price
$251,500
Median 1 Bedroom Sale Price
$160,000
Average Price Per Sq Ft
$295
Number of Homes for Sale
95
Last 12 months Home Sales
329
Months of Supply
3.50
Median List Price
$527,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
11%
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