Maitland FL Real Estate & Homes for Sale

Homes For Sale In Maitland FL

One or more photo(s) has been virtually staged. Resort style living in this sought after gated community located near the Maitland Exchange. A rare find to have a 3 bedroom with Dual Master suites, 2 full baths located on the 2nd floor in....

MAITLAND Homes |

MLS #O6210926

$270,000 | Active Home listing
3 Beds | 2 Baths | 1,243 Sqft | 0 Acres Lot

1460 LAKE SHADOW CIRCLE, MAITLAND, FL 32751 Orange County

This charming Maitland home is located in the highly sought after Dommerich Estates neighborhood, known for its tightly-knit community, walkable A-rated schools, private community boat dock with access to the Winter Park chain of Lakes and short....

MAITLAND Homes |

MLS #O6208588

$697,500 | Active Home listing
3 Beds | 2 Baths | 1,836 Sqft | 0 Acres Lot

1870 CHINOOK TRAIL, MAITLAND, FL 32751 Orange County

Million $$ views from first floor unit in charming 3-story mid-century 38 unit community on Lake Maitland, next to historic Fort Maitland Park, across from beautiful Lake Lily, the heart of Maitland's Cultural Corridor and a short walk to the....

MAITLAND Homes |

MLS #O6211224

$325,000 | Active Home listing
2 Beds | 2 Baths | 952 Sqft | 0 Acres Lot

1000 S ORLANDO AVENUE, MAITLAND, FL 32751 Orange County

Welcome to Sun Bay Condos, Maitland's hidden gem! A gated community that bestows beautiful views of Lake Destiny and a great community pool nestled between the lake's boat ramp and kayak area. The spacious home provides ample living space and a....

Maitland Homes |

MLS #1015523

$310,000 | Active Home listing
3 Beds | 2 Baths | 1,538 Sqft | 0 Acres Lot

1000 Winderley Place, Maitland, FL 32751 Orange County

Great opportunity to make this Maitland home your own. A well-built block home nicely updated in move-in condition, located on a quiet street in desirable English Estates, and just minutes from excellent Maitland, Altamonte and Winter Park....

MAITLAND Homes |

MLS #O6210287

$435,000 | Active Home listing
3 Beds | 2 Baths | 1,681 Sqft | 0 Acres Lot

1231 CHESHIRE ROAD, MAITLAND, FL 32751 Seminole County

WELCOME HOME to Stonewood, one of Maitland's most desirable and established communities. This is the first home for sale in this neighborhood in almost a year! RENOVATED 4-bedroom 3 bath POOL home with an OFFICE on .26-acre lot with easy access to....

MAITLAND Homes |

MLS #S5105891

$850,000 | Active Home listing
4 Beds | 3 Baths | 3,308 Sqft | 0 Acres Lot

448 STONEWOOD LANE, MAITLAND, FL 32751 Seminole County

**SELLER FINANCING AVAILABLE**: 20% Down Payment with 7.375% Interest Rate, 30 Year Amortization and 3 year term. Seller is negotiable on financing terms.

Discover this stunning turnkey 4-bedroom, 3-bathroom pool home in the prestigious Kings....

MAITLAND Homes |

MLS #O6207579

$1,100,000 | Active Home listing
4 Beds | 3 Baths | 3,052 Sqft | 0 Acres Lot

1800 KING ARTHUR CIRCLE, MAITLAND, FL 32751 Orange County

When searching for a family home, location is paramount. This property in the heart of Maitland, Central Florida, offers old-world charm alongside modern conveniences. Situated near an array of social amenities, the home is just steps away from....

MAITLAND Homes |

MLS #O6208214

$649,000 | Active Home listing
4 Beds | 3 Baths | 2,116 Sqft | 0 Acres Lot

245 W GEORGE AVENUE, MAITLAND, FL 32751 Orange County

“MAITLAND WOODS”, 4-BEDROOM, 3-FULL BATH

FL LakeFront House |

MLS #G5080716

$950,100 | Active Home listing
4 Beds | 3 Baths | 2,982 Sqft | 0 Acres Lot

130 NOTTOWAY TRAIL, MAITLAND, FL 32751 Orange County

This light-infused modern pool home was essentially rebuilt in 2019 and sits on an elevated site w/ beautiful Lake Catherine frontage. Boasting 5,810 SF of well-appointed space including 5 bedrooms & 5 1/2 bathrooms. Once inside, the voluminous....

MAITLAND Homes |

MLS #O6204701

$2,580,000 | Active Home listing
5 Beds | 6 Baths | 5,810 Sqft | 1 Acres Lot

641 LAKE CATHERINE DRIVE, MAITLAND, FL 32751 Orange County

Elements of classic Paladian architecture are exhibited under 12’ architecturally detailed ceilings throughout this exquisite 5 Bdrm 4 Bath pool Mediterranean home. Neslted at end of a beautiful quiet cul-de-sac in exclusive gated community. A....

MAITLAND Homes |

MLS #O6205379

$1,495,000 | Active Home listing
5 Beds | 4 Baths | 4,266 Sqft | 0 Acres Lot

1912 BELFORD COURT, MAITLAND, FL 32751 Orange County

Nestled in the heart of Maitland, Florida, 1016 Hamlet Drive beckons with its charming exterior and exquisite interior. This stunning property boasts 3 bedrooms and 2 bathrooms, including a master suite that exudes luxury and comfort.

Upon....

MAITLAND Homes |

MLS #O6205352

$317,500 | Active Home listing
3 Beds | 2 Baths | 1,146 Sqft | 0 Acres Lot

1016 HAMLET DR, MAITLAND, FL 32751 Orange County

One or more photo(s) has been virtually staged. Don’t miss this fabulous three bedroom, 3 bathroom condo minutes from Park Avenue in the quaint community of Park Lake Townhomes in the heart of Maitland. This two-story condo offers all the style....

MAITLAND Homes |

MLS #O6201203

$299,900 | Active Home listing
3 Beds | 3 Baths | 1,432 Sqft | 0 Acres Lot

876 TOWN CIRCLE, MAITLAND, FL 32751 Orange County

Lovely 2/2 condo in the desired community of Visconti West. Vinyl plank flooring throughout, updated quartz counter tops,updated bathrooms. This unit has a screened balcony and washer and dryer hookup in unit. There is also a beautiful resort....

Maitland Homes |

MLS #F10437918

$235,000 | Active Home listing
2 Beds | 2 Baths | 1,048 Sqft | 0 Acres Lot

1408 Lake Shadow Circle, Maitland, FL 32751 Orange County

Welcome to this lovely oak-shaded home and street in family-friendly English Estates, South Seminole County. Elegant and tasteful, this UPDATED OPEN-CONCEPT HOME is a blend of sophistication and warmth. With 4 bedrooms, 2 bathrooms plus the added....

MAITLAND Homes |

MLS #O6198259

$623,950 | Active Home listing
4 Beds | 2 Baths | 2,400 Sqft | 0 Acres Lot

2462 MARKINGHAM ROAD, MAITLAND, FL 32751 Seminole County

One or more photo(s) has been virtually staged. Welcome to this meticulously maintained townhome nestled within a highly sought after, gated community in Maitland. Step through the foyer and into a spacious open floor plan, where every detail has....

MAITLAND Townhome |

MLS #O6200081

$399,900 | Active Home listing
3 Beds | 3 Baths | 1,674 Sqft | 0 Acres Lot

1346 BENEVOLENT STREET, MAITLAND, FL 32751 Orange County

Welcome to 1020 Tuckaseegee Trail where your mailman still delivers the mail on foot to your doorstep. Tucked away in the back of sought-after Dommerich Estates. You are footsteps away from the boardwalk to Maitland Community park and to the....

MAITLAND Homes |

MLS #O6196368

$1,075,000 | Active Home listing
5 Beds | 4 Baths | 2,603 Sqft | 0 Acres Lot

1020 TUCKASEEGEE TRAIL, MAITLAND, FL 32751 Orange County

One or more photo(s) has been virtually staged. Experience the epitome of lakeside living in beautiful Park Lake Grove with this remarkable Maitland condo. Discover the perfect fusion of urban convenience and serene comfort within this....

MAITLAND Homes |

MLS #O6195787

$288,909 | Active Home listing
3 Beds | 3 Baths | 1,328 Sqft | 0 Acres Lot

1627 GULFVIEW DRIVE, MAITLAND, FL 32751 Orange County

Nestled within the gated community of Montacino, this charming Mediterranean style 3-bedroom, 2.5-bathroom townhome offers plenty of space and privacy. The first floor features an open floor plan with a spacious kitchen, a private covered back....

MAITLAND Townhome |

MLS #O6199055

$390,000 | Active Home listing
3 Beds | 3 Baths | 1,752 Sqft | 0 Acres Lot

1345 BENEVOLENT STREET, MAITLAND, FL 32751 Orange County

One or more photo(s) has been virtually staged. PRICE REDUCTION! AND $3000 in Closing Cost Assistance to the Buyers! This charming townhome is located in the gated Lakeside Community of Montacino, boasting a meticulously kept Spanish/Mediterranean....

MAITLAND Townhome |

MLS #O6195426

$391,000 | Active Home listing
3 Beds | 3 Baths | 1,674 Sqft | 0 Acres Lot

1347 BENEVOLENT STREET, MAITLAND, FL 32751 Orange County

Motivated seller...Appraised to sell! Welcome to your new home in the heart of the serene Park Lake Woods community! This delightful two-bedroom unit freshly painted awaits its new owner. Perfectly positioned for those seeking both tranquility and....

MAITLAND Homes |

MLS #S5101751

$275,000 | Active Home listing
2 Beds | 3 Baths | 1,768 Sqft | 0 Acres Lot

824 PARK LAKE PLACE, MAITLAND, FL 32751 Orange County

Pre-Construction. To be built. Stunning modern estate perfectly positioned along the shores of the Winter Park Chain of Lakes. This architectural masterpiece, designed and built by Vimaro Homes is sure to be a showstopper. As you pull up the....

MAITLAND Homes |

MLS #O6189564

$4,995,000 | Active Home listing
6 Beds | 7 Baths | 5,806 Sqft | 3 Acres Lot

656 BENTLEY LANE, MAITLAND, FL 32751 Orange County

Incredible opportunity to own one of the oldest homes in Maitland. This charming 2-bedroom, 1-bathroom Florida vernacular-style home, built in 1886, sits on a half-acre lot in the heart of Maitland just one home from Lake Sybelia. The original....

MAITLAND Homes |

MLS #O6186234

$650,000 | Active Home listing
4 Beds | 2 Baths | 1,648 Sqft | 0 Acres Lot

251 W HORATIO AVENUE, MAITLAND, FL 32751 Orange County

One or more photo(s) has been virtually staged. Welcome to the epitome of luxurious, lakefront living nestled against the backdrop of pristine and private, 57 acre, spring-fed Lake Seminary. Enjoy breathtaking water views as you walk amongst this....

FL LakeFront House |

MLS #O6186362

$2,195,000 | Active Home listing
9 Beds | 7 Baths | 8,190 Sqft | 1 Acres Lot

125 STONE HILL DRIVE, MAITLAND, FL 32751 Orange County

Indulge in the epitome of modern living with this fully renovated masterpiece! Boasting a thoughtfully designed split floor plan, 4 bedrooms, and 2 bathrooms, this home offers the perfect blend of space, style, and versatility. The heart of the....

MAITLAND Homes |

MLS #O6181508

$643,000 | Active Home listing
4 Beds | 2 Baths | 2,360 Sqft | 0 Acres Lot

2642 BROOKSIDE COURT, MAITLAND, FL 32751 Seminole County

Welcome to this charming two-story Maitland condo featuring a spacious living room/dining room combo, perfect for entertaining guests or relaxing with family. A galley kitchen offers ample counter and cabinet space, ideal for preparing delicious....

MAITLAND Homes |

MLS #O6203570

$274,900 | Active Home listing
3 Beds | 3 Baths | 1,575 Sqft | 0 Acres Lot

818 PARK LAKE CIRCLE, MAITLAND, FL 32751 Orange County

*2.99% Assumable Mortgage Rate Available* Welcome to 2031 Eaton Street, a modern haven nestled in the up-and-coming neighborhood of west Maitland with no HOA! This renovated gem boasts 4 oversized bedrooms, 3 full bathrooms, and a sprawling 2518....

MAITLAND Homes |

MLS #O6187146

$530,000 | Active Home listing
4 Beds | 3 Baths | 2,518 Sqft | 0 Acres Lot

2031 EATON STREET, MAITLAND, FL 32751 Orange County

One or more photo(s) has been virtually staged. PHENONINAL PRICE REDUCTION.
This beautiful Customer Built Home is just waiting for the perfect family. An entertaining mecca with it's huge screened porch overlooking a Park-like backyard. Mature....

MAITLAND Homes |

MLS #O6174161

$769,900 | Active Home listing
4 Beds | 3 Baths | 2,552 Sqft | 1 Acres Lot

502 LISA LANE, MAITLAND, FL 32751 Seminole County

Must remodel this 1939 home that was moved from Park Avenue many years ago but now rests in Maitland bordering Winter Park. This home is a piece of history with character but in need of some TLC. Beautifully arched high ceiling along with a....

MAITLAND Homes |

MLS #O6172600

$575,000 | Active Home listing
3 Beds | 2 Baths | 1,538 Sqft | 0 Acres Lot

113 GEM LAKE DRIVE, MAITLAND, FL 32751 Orange County

Welcome home to your 4 bed, 2 bath updated home with a pool, spa and creek flowing through your backyard, you will not be disappointed! This home is situated in a prime location within Dommerich, renowned for its charming fishing dock, Winter Park....

MAITLAND Homes |

MLS #O6167610

$825,000 | Active Home listing
4 Beds | 2 Baths | 1,797 Sqft | 0 Acres Lot

731 SEQUOIA TRAIL, MAITLAND, FL 32751 Orange County

Welcome to a captivating blend of comfort and style at 1888 Derbyshire Road. This charming residence, nestled in the heart of Maitland, offers a perfect balance of classic elegance and modern convenience. Situated in a sought-after neighborhood,....

MAITLAND Homes |

MLS #O6166895

$998,000 | Active Home listing
4 Beds | 3 Baths | 3,853 Sqft | 0 Acres Lot

1888 DERBYSHIRE ROAD, MAITLAND, FL 32751 Seminole County

New Paint, New Carpet, MOVE IN READY! Great townhome in prime neighborhood just minutes from shopping, Trader Joes, Nordstrom's, Winter Park Village and Winter Park Farmers Market. Be close to everything without the high price. Windows replaced....

MAITLAND Townhome |

MLS #S5095612

$274,990 | Active Home listing
2 Beds | 2 Baths | 1,353 Sqft | 0 Acres Lot

912 PARK LAKE CIRCLE, MAITLAND, FL 32751 Orange County

Welcome Home! This 4 bedroom 2 Bath home nestled in English Woods Community with NO HOA!! The interior includes a spacious Living Room and Family Room with sliding glass doors accessing the back porch and backyard. Complete your evening meals....

MAITLAND Homes |

MLS #S5095080

$450,000 | Active Home listing
4 Beds | 2 Baths | 2,105 Sqft | 0 Acres Lot

1515 OXFORD ROAD, MAITLAND, FL 32751 Seminole County

Situated on an oversized ¾ of an acre, cul-de-sac HUGE LOT in Hidden Estates, this modern one story is sprawling at nearly 3,900 square feet with an abundance of outdoor living, providing the perfect backdrop for hosting family and friends.....

MAITLAND Homes |

MLS #O6129798

$999,000 | Active Home listing
5 Beds | 3 Baths | 3,854 Sqft | 1 Acres Lot

234 FLAME AVENUE, MAITLAND, FL 32751 Seminole County

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