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Homes for Sale with a Pool in Maitland, FL

50 homes
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1140 S Orlando Ave Unit F, Maitland, FL 32751

Excellence and convenience in Fla Paradise! Iconic Lake Maitland Terrace is the Mid-Century Miami vibe condo community on Lake Maitland. Exceptional 2 bd 1.5 bath that has been renovated with all des...
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2295 Park Maitland Ct, Maitland, FL 32751

YOUR SEARCH STOPS HERE!! This is your chance to own an AMAZING three bedroom, two and half bath town home in Park Maitland Villas. Park Maitland Villas is an exclusive, highly desirable community of...
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404 Banyon Tree Cir Unit 202, Maitland, FL 32751

Discover your dream condo in the tranquil Carrington Park neighborhood of Maitland! This charming 3-bedroom, 2-bathroom residence is beautifully maintained and perfect as your smart investment. Enjoy...
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1010 Winderley Pl Unit 139, Maitland, FL 32751

Welcome to 1010 Winderley Place #139, nestled in the exclusive gated Villas of Lake Destiny community—a perfect blend of privacy, style, and convenience right in the heart of Maitland! This rare and ...
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1041 Cottontail Ln, Maitland, FL 32751

Welcome to a slice of paradise tucked away among the trees in the heart of Maitland! Thoughtfully designed and CUSTOM BUILT in 2017, this David Konkel home has every luxury you could dream of while s...
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2148 Chippewa Trl, Maitland, FL 32751

Welcome to 2148 Chippewa Trail, a charming mid-century modern gem adorned with a newer roof, nestled in the heart of Maitland’s lovely Dommerich Hills neighborhood. This beautifully updated 3-bedroo...
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2171 Chippewa Trl, Maitland, FL 32751

Welcome to 2171 Chippewa Trail, a charming 4-bedroom, 3-bathroom pool home nestled in Dommerich Hills boasting a brand new roof. This property offers 2,218 square feet of living space with the entire...
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1000 Winderley Pl Unit 143, Maitland, FL 32751

Discover Your Sunshine Retreat in Maitland, Great Orlando Area! This rare gem is nested in the heart of Maitland, Florida and offers a ground-level open-floor layout. Flooded with natural light an...
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1925 Poinsetta Ln, Maitland, FL 32751

Welcome to 1925 Poinsetta Lane, a delightful home nestled in the heart of Maitland. This charming 1-level pool home offers 3 bedrooms and 2 bathrooms. When entering the inviting entryway, you’ll be g...
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103 W Lake Colony Dr, Maitland, FL 32751

This gorgeous custom-built, bright and light modern Mediterranean home is in a desirable gated community with tree-lined streets, minutes to Winter Park, Downtown Orlando, Altamonte Mall, I-4, excell...
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2061 Geronimo Trl, Maitland, FL 32751

The seller is offering a $10,000 contribution towards the buyer's closing costs. To be eligible for this contribution, the closing must take place on or before November 30, 2024. * Discover your drea...
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1521 Oxford Rd, Maitland, FL 32751

Welcome to 1521 Oxford Rd - here's your opportunity to own a move in ready corner lot property in the English Estates community of Maitland. Situated on .28 Acres. Over 1900 Sqft of living space with...
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1913 South Blvd, Maitland, FL 32751

Welcome to 1913 South St, a beautifully renovated gem located in a prime and highly sought-after neighborhood. This exquisite property combines modern amenities with classic charm, offering the ideal...
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881 Town Cir Unit 129, Maitland, FL 32751

Check out this meticulously maintained 3 bedroom 2.5 Bath Condo in the heart of Maitland. Updates include a New AC system, electrical panels, appliances, hot water heater, all new flooring upstairs a...
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240 People St, Maitland, FL 32751

Welcome to this beautifully renovated home, boasting three generous bedrooms, 2 full baths and a large bonus room with it's own mini-split AC unit! Upon entering, you will notice how bright this home...
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440 Banyon Tree Cir Unit 102, Maitland, FL 32751

Attention Investors price just REDUCED. Centrally located updated condo, in close proximity to winter park, shopping, and restaurants. A shopping plaza is right next door, and within short walking di...
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2019 Legacy Palms Dr Unit 2019, Maitland, FL 32751

Located in Maitland’s highly sought after Visconti community this WATER VIEW, TURN-KEY, FULLY FURNISHED, 2 bedrooms, 2 bathrooms (with a bonus room) townhome features a TWO-CAR GARAGE and entry way o...
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2801 Waumpi Trl, Maitland, FL 32751

PRICE IMPROVEMENT. Welcome Home to MAITLAND, FLORIDA! Located in the beautiful and charming community of Maitland, this stunning 5-bedroom, 3-bathroom house offers easy access to Winter Park, one of...

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