Homes for Sale near Maitland Middle School

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  /26

  $205,000

  • 2 Beds
  • 2 Baths
  • 1,059 Sq Ft

  4864 Tangerine Ave Unit 4864, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. You’ll love this rare ONE-STORY corner unit offering added privacy, natural light, and a low-maintenance lifestyle, thoughtfully updated with modern finishes, a desirable split-bedroom layout, and a screened patio perfect for relaxed Florida living. Beautifully maintained and move-in ready, the home features modern laminate flooring, ceramic tile,

  Allison Day RE/MAX TOWN & COUNTRY REALTY

  4864 Tangerine Ave Unit 4864, Winter Park, FL 32792
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  /36

  $895,000

  • 4 Beds
  • 4 Baths
  • 2,995 Sq Ft

  310 White Oak Cir, Maitland, FL 32751

  Welcome home to one of the established Maitland neighborhoods in a pristine location close to everything, Maitland Groves. A lovely brick walkway invites you up to a charming entrance with a bricked front porch. A four- or five-bedroom, four-bath home features nearly 3,000 square feet with a generous flex space, checks all the boxes. The spaces have been opened with living spilling into dining

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  310 White Oak Cir, Maitland, FL 32751
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  /94

  $890,000 Open Sun 2PM - 4:30PM

  • 4 Beds
  • 2 Baths
  • 2,305 Sq Ft

  351 White Oak Cir, Maitland, FL 32751

  Welcome to 351 White Oak Drive in Maitland, a beautifully reimagined residence where modern elegance meets everyday comfort. This completely renovated 4-bedroom, 2-bath home is essentially brand new, showcasing refined finishes and thoughtful upgrades throughout. The heart of the home is a gourmet kitchen designed to impress, featuring sleek cabinetry, premium surfaces, and an open layout perfect

  Edward Johnston COLDWELL BANKER REALTY

  351 White Oak Cir, Maitland, FL 32751
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  /22

  $250,000

  • Land
  • 0.26 Acre
  • $961,538 per Acre

  1130 Mechanic St, Maitland, FL 32751

  This 0.26 acre cleared lot is ready for you to create the home of your dreams! Nestled among majestic oak trees, it provides a serene and private setting while maintaining easy access to everything you need. Enjoy the perfect blend of a peaceful, country-like atmosphere right in the heart of the city. Located less than a mile from Maitland Community Park, you'll have access to sports courts,

  Richard Palmano PALMANO GROUP RE BROKERAGE LLC

  1130 Mechanic St, Maitland, FL 32751
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  /9

  $1,595,000

  • 3 Beds
  • 2 Baths
  • 2,012 Sq Ft

  1113 Via Del Mar, Winter Park, FL 32789

  Exceptional opportunity in the heart of Winter Park — a truly premier and irreplaceablehomesite offering rare scale, privacy, and extraordinary future build potential. The primaryvalue is in the land, presenting an unparalleled canvas for a custom luxury residence, withvirtually no comparable vacant land available in the immediate vicinity. Set on a tranquil smalllake that

  David Barany BAY HILL REALTY LLC

  1113 Via Del Mar, Winter Park, FL 32789
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  /50

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 1,402 Sq Ft

  1602 Alabama Dr Unit 403, Winter Park, FL 32789

  Perched on the top floor in the heart of Winter Park, this luxury, open-concept residence offers a rare blend of elevated design and everyday ease. Enjoy the peace of no neighbors above, plus the privacy, security, and lock-and-leave convenience that only condo living can provide without sacrificing space, light, or lifestyle. The Alabama delivers a rare Winter Park combo of modern living and

  Matthew Burks CORCORAN PREMIER REALTY

  1602 Alabama Dr Unit 403, Winter Park, FL 32789
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  /19

  $450,000

  • 1 Bed
  • 1 Bath
  • 673 Sq Ft

  640 N Park Ave Unit 5, Winter Park, FL 32789

  Location, Location, Location!Charming first floor 1 bedroom, 1 bath condo ideally located on North Park Avenue in the retro-chic Park Aire complex. Beautifully overhauled in 2018 with quartz counters, new cabinetry, new appliances, custom mosaic kitchen detail, new flooring, new lighting, updated electrical, with picturesque views of the Winter Park Golf Course and Casa Feliz.Enjoy a

  David Auerbach PARK TOWN REAL ESTATE LLC

  640 N Park Ave Unit 5, Winter Park, FL 32789
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  /100

  $1,375,000

  • 4 Beds
  • 5 Baths
  • 4,149 Sq Ft

  51 Oakleigh Ln, Maitland, FL 32751

  Welcome to this fully renovated luxury residence in Oakleigh Subdivision in Maitland, offering over 4,149 square feet of beautifully updated living space on a generous 0.36-acre lot with a private pool—designed for both elegance and everyday comfort. Originally built in 1972 and completely modernized, this single-story home features 4 bedrooms and 5 full bathrooms, including two expansive primary

  Milton James COLDWELL BANKER REALTY

  51 Oakleigh Ln, Maitland, FL 32751
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  /39

  $595,000

  • 3 Beds
  • 2.5 Baths
  • 1,734 Sq Ft

  225 Quayside Cir, Maitland, FL 32751

  Discover the perfect blend of style and location in this beautifully updated 3-bedroom, 2.5-bathroom townhome in the sought-after Moorings community. With 1,734 square feet of thoughtfully designed living space, this residence offers a bright, open floor plan enhanced by vaulted ceilings and an abundance of natural light.The heart of the home is the stunning kitchen, showcasing white

  Kelly Price KELLY PRICE & COMPANY LLC

  225 Quayside Cir, Maitland, FL 32751
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  /54

  $3,299,000

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

  350 Northwind Rd, Maitland, FL 32751

  Nestled within the gated 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

  Lianna D'Angelo SOTERA LIVING

  350 Northwind Rd, Maitland, FL 32751
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  /73

  $3,549,995

  • 4 Beds
  • 5 Baths
  • 3,658 Sq Ft

  1742 Temple Dr, Winter Park, FL 32789

  A New Standard of Modern Sophistication in Winter ParkIn a city known for its heritage, this ground-up architectural renovation emerges as a bold statement of modern luxury. Located within one of Winter Park’s most coveted enclaves, this four-bedroom, five-bathroom residence is not merely a place to live, but a meticulously crafted experience where high-design meets intuitive living.Step

  Mark Anthony Buot ROI AVE LLC

  1742 Temple Dr, Winter Park, FL 32789

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