Maitland Homes for Sale

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  /14

  $239,000

  • 2 Beds
  • 2 Baths
  • 1,087 Sq Ft

  1711 Grove St Unit 519, Maitland, FL 32751

  Virtually Staged. Rare updated 2/2 | | Top-Rated SchoolsWelcome to peaceful Park Lake Villas! This fully updated single-story condo has spacious living, major energy-efficient upgrades, and an unbeatable location zoned for Dommerich Elementary, Maitland Middle, and Edgewater High.Key Features Brand New A/C (2025) & Updated R-38 Insulation Low-E Thermal Pane Windows & Slider Door replaced

  Steven Koleno BEYCOME OF FLORIDA LLC

  1711 Grove St Unit 519, Maitland, FL 32751
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  /47

  $299,000

  • 3 Beds
  • 2.5 Baths
  • 1,565 Sq Ft

  812 Park Lake Cir Unit 7, Maitland, FL 32751

  Virtually Staged. Welcome to this beautifully updated two-story townhouse in the heart of Maitland, offering a well arranged floor plan, stylish finishes, and exceptional functionality. Featuring three bedrooms and two and a half bathrooms, the thoughtfully designed layout separates the living room from the kitchen and dining area, creating distinct yet connected spaces that feel open, organized,

  Gregory Alexander TRIDENT REALTY

  812 Park Lake Cir Unit 7, Maitland, FL 32751
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  /12

  $184,900

  $5K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,353 Sq Ft

  895 Park Lake Cir Unit 75, Maitland, FL 32751

  Look at that NEW Price! You decide to move in Now and upgrade as you go, benefitting from this below market price point, or Fix it up as little or as much as you want and keep the added Equity. 2 Bedroom, 1.5 Bath Townhouse with Living and Dining Rooms, Single Car Garage, Inside Laundry Room, and Oversized Fenced Patio. Located between 17-92 & I-4 with short commute to Winter Park, Downtown

  Christopher Dapore DAPORE REALTY INC

  895 Park Lake Cir Unit 75, Maitland, FL 32751
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  /46

  $599,000

  $80K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,922 Sq Ft

  1750 Pocahontas Path, Maitland, FL 32751

  Set along a quiet, tree-lined street in Maitland, this 3 bedroom, 2 bathroom home with 1,922 square feet captures the essence of mid-century modern design with a fresh, updated edge. Clean lines, open flow, and a strong connection to the outdoors define the home from the moment you step inside. Major updates include the kitchen in 2019, bathrooms in 2021, Roof 2022, and HVAC in 2024. The living

  Brian Rotenberger COMPASS FLORIDA LLC

  1750 Pocahontas Path, Maitland, FL 32751
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  /36

  $960,000

  • Land
  • 28,314 Sq Ft
  • $1,476,923 per Acre

  790 S Lake Sybelia Dr, Maitland, FL 32751

  A truly unique opportunity to own well over half an acre of ultra-private property, set far back from the road, with 12 feet of deeded Lake Sybelia frontage and access. This charming, updated, cottage-style home offers 3 bedrooms plus a den, 2.5 bathrooms, and plenty of separate flex space for entertaining, both inside and out. The family room is light and bright with skylights, terracotta-look

  Nancy Bagby FANNIE HILLMAN & ASSOCIATES

  790 S Lake Sybelia Dr, Maitland, FL 32751
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  /80

  $1,795,000

  • 3 Beds
  • 3 Baths
  • 2,351 Sq Ft

  631 Lake Catherine Dr, Maitland, FL 32751

  Welcome to an extraordinary lakefront sanctuary at 631 Lake Catherine Drive, where sophisticated luxury meets serene waterfront living in one of Maitland's most coveted locations. This meticulously renovated residence, rebuilt down to the studs, represents the pinnacle of modern Florida elegance and is offered at $1,795,000. Positioned on an elevated lot overlooking the sparkling waters of Lake

  Kelly Price KELLY PRICE & COMPANY LLC

  631 Lake Catherine Dr, Maitland, FL 32751
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  /30

  $429,900

  • 3 Beds
  • 2 Baths
  • 1,651 Sq Ft

  1010 Winderley Place Unit 149, Maitland, FL 32751

  This beautifully positioned residence offers an open and inviting layout designed for easy living and entertaining. Enjoy peaceful water views of Lake Destiny with no rear neighbors, creating a private backdrop and a rare sense of space and tranquility. Whether relaxing indoors or stepping outside, the serene setting delivers a true sense of comfort and escape. The home also features a spacious

  Hafid Boujidi GENSTONE REALTY

  1010 Winderley Place Unit 149, Maitland, FL 32751
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  /20

  $175,000

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft

  1150 Lake Shadow Cir Unit 3305, Maitland, FL 32751

  Welcome to 1150 Lake Shadow Circle, Unit 3305, a 2-bedroom, 2-bath condominium located in the gated Visconti community in Maitland. Situated on the third floor, this 1,048-square-foot residence offers a functional floor plan with comfortable living spaces, luxury vinyl flooring, crown molding, ceiling fans, and the convenience of an in-unit washer and dryer.Step outside onto your private

  Jai Phillips EXP REALTY SOUTH LLC

  1150 Lake Shadow Cir Unit 3305, Maitland, FL 32751
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  /27

  $360,000

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  1140 S Orlando Ave Unit B7, Maitland, FL 32751

  Experience the perfect blend of Mid-Century Modern charm and contemporary living in this beautifully renovated 2-bedroom, 1-bath condominium in the highly sought-after Lake Maitland Terrace community. Nestled on the shores of Lake Maitland with access to the renowned Winter Park Chain of Lakes, this waterfront community offers an exceptional lifestyle in one of Central Florida's most desirable

  Tim Boon CREEGAN GROUP

  1140 S Orlando Ave Unit B7, Maitland, FL 32751
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  /48

  $190,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,111 Sq Ft

  1100 Lake Shadow Cir Unit 2307, Maitland, FL 32751

  Virtually Staged. Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo in the sought-after Visconti community, where comfort, convenience, and lifestyle come together. Located on the third floor, this light-filled residence features soaring vaulted ceilings that create an open, airy feel, complemented by abundant natural light throughout. Ideally positioned just steps from the

  Jodi Lambiase KELLER WILLIAMS REALTY AT THE LAKES

  1100 Lake Shadow Cir Unit 2307, Maitland, FL 32751
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  /45

  $1,150,000

  • 5 Beds
  • 3.5 Baths
  • 3,857 Sq Ft

  900 Brightwater Cir, Maitland, FL 32751

  Move-In Ready. Welcome to the Premier community of Maitland Club. The paver walkway and covered front patio lead you into the spacious foyer, featuring the elegant formal living and dining rooms with hardwood floors, crown molding and plantation shutters. The Kitchen features Granite countertops, 42” cabinets and lots of natural light. The warm and inviting family room area offers a woodburning

  David Alderman ELITE EVOLUTION PROPERTIES

  900 Brightwater Cir, Maitland, FL 32751
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  /63

  $895,000

  $70K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,407 Sq Ft

  2112 Chippewa Trail, Maitland, FL 32751

  NEW PRICE...NEW OPPORTUNITY!! This beautiful, impeccably maintained and updated four bedroom and three and a half bath pool home absolutely has it all, including the added benefit of new electrical wiring throughout. Perfectly located in Maitland’s much sought after Dommerich neighborhood and walking distance to top rated elementary and middle schools. This attractive split-floor plan offers for

  Laura Heidrich COLDWELL BANKER REALTY

  2112 Chippewa Trail, Maitland, FL 32751
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  /47

  $399,900

  $40K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft

  1140 S Orlando Ave Unit H3, Maitland, FL 32751

  Virtually Staged. RARE LAKEFRONT opportunity to Live right on LAKE MAITLAND! Sip your morning coffee with one of the most premier views in the entire community! BONUS: It's on the main FIRST floor, so NO STAIRS! Just a pure unencumbered view of Lake Maitland right from your living room! And only a few steps to the dock or community pool!! This unit has the EXTRA HALF BATHROOM and has been

  Chris Schiffermiller UNITED REAL ESTATE PREFERRED

  1140 S Orlando Ave Unit H3, Maitland, FL 32751
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  /53

  $1,395,500

  $100K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,566 Sq Ft

  755 Cranes Ct, Maitland, FL 32751

  $50,000 BUYER FLEX MONEY! SELLER IS OFFERING $50,000 TOWARDS AN INTEREST-RATE BUY DOWN, CLOSING COSTS OR PRE PAIDS EXPENSES! A substantial opportunity to reduce cash needed at closing and/or potentially lower your monthly payment! ASK FOR DETAILS. Exceptional value meets timeless elegance in this incredible home nestled in the heart of Maitland, privately situated on a cul de sac within an

  Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

  755 Cranes Ct, Maitland, FL 32751
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  /37

  $674,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,602 Sq Ft

  553 Arapaho Trail, Maitland, FL 32751

  **BOATING/LAKE ACCESS** Welcome to 553 Arapaho Trail, where timeless MID-CENTURY CHARM meets thoughtful modern living in the highly sought-after DOMMERICH ESTATES community of Maitland. Offering OVER 1,500 SQUARE FEET of beautifully maintained living space, this 3-BEDROOM, 2-BATHROOM HOME features a desirable SPLIT FLOOR PLAN designed for both privacy and everyday comfort. From the moment you

  Chris Creegan CREEGAN GROUP

  553 Arapaho Trail, Maitland, FL 32751
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  /20

  $340,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,146 Sq Ft

  1033 Hamlet Dr, Maitland, FL 32751

  This charming 3-bedroom, 2-bathroom single-family home with the best of Florida living. Located in the north of Orlando (Maitland - Winter Park area). 1.3 miles to the Center of Winter Park Shopping Plaza (Office Depot, UPS, Ross, Marshalls, Home Goods, Five Below, LA Fitness, Petco and Michaels, Whole Foods Markets, and Banking). Access to major highways, minutes to downtown, and Orlando's

  Bennie Olivo BOX REAL ESTATE LLC

  1033 Hamlet Dr, Maitland, FL 32751
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  /29

  $299,000

  $26K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  1140 S Orlando Ave Unit E1, Maitland, FL 32751

  PRICE IMPROVEMENT! WELCOME HOME to LAKE MAITLAND TERRACE! This beautifully remodeled 2 bedroom, FIRST FLOOR CORNER condo is truly move in ready and perfectly located in the heart of Maitland/Winter Park! Step inside to discover a stylish, completely updated interior featuring a BRAND NEW KITCHEN with NEW CABINETRY, COUNTERTOPS, and APPLIANCES, a beautifully RENOVATED BATHROOM, NEW LIGHTING and

  Andrea Sider, PA KELLER WILLIAMS WINTER PARK

  1140 S Orlando Ave Unit E1, Maitland, FL 32751
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  /56

  $375,000

  Coming Soon

  • 2 Beds
  • 2 Baths
  • 1,013 Sq Ft

  210 Magnolia Rd Unit 207, Maitland, FL 32751

  LOCATION, LIFESTYLE & LOW-MAINTENANCE LIVING IN THE HEART OF MAITLAND/WINTER PARK!Welcome to Maitland House, a hidden gem perfectly positioned between Maitland and Winter Park, where convenience, character and an unbeatable lifestyle come together. Located just steps from the iconic Enzian Theater and its lush Eden Bar, and minutes from Winter Park Village, Lake Lily and Park Avenue, this

  Christopher Courtney PREFERRED REAL ESTATE BROKERS

  210 Magnolia Rd Unit 207, Maitland, FL 32751
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  /22

  $245,000

  $5K PRICE DROP

  • Land
  • 11,325 Sq Ft
  • $942,308 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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  /34

  $299,000

  • 2 Beds
  • 2 Baths
  • 1,164 Sq Ft

  1000 Winderley Place Unit 239, Maitland, FL 32751

  Elegantly renovated two-bedroom, two-bath second-floor condo in the gated community of Sun Bay Club on Lake Destiny in Maitland. Vaulted ceilings and abundant windows create a bright, airy atmosphere throughout. The gourmet kitchen has been fully updated with 42-inch custom hardwood cabinets, Zodiaq (Cambrian) quartz countertops, a Kohler farmhouse sink, stainless steel appliances, and porcelain

  Nancy Bagby FANNIE HILLMAN & ASSOCIATES

  1000 Winderley Place Unit 239, Maitland, FL 32751
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  /19

  $965,000

  $25K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,044 Sq Ft

  313 Macarthur Place, Maitland, FL 32751

  Beautiful two-story home nestled on a quiet cul-de-sac in desirable Maitland, FL right off of Lake Sybelia. Featuring a private pool, spacious layout, luxury kitchen, high ceilings and an ideal location. Sub-Zero Pro refrigerator, Wolf duel-fuel range, quartzite counter tops, custom cabinetry, gas tankless water heater. Walking distance from Lake Sybelia, Maitland farmer's market, library and

  Alexandra Southern CHARLES RUTENBERG REALTY ORLANDO

  313 Macarthur Place, Maitland, FL 32751
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  /47

  $769,000

  $81K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,175 Sq Ft

  2130 Deloraine Trail, Maitland, FL 32751

  HUGE PRICE REDUCTION. Welcome to this beautifully renovated pool home in the highly sought-after Dommerich neighborhood of Maitland. Offering over 2,000 square feet of living space, this 3-bedroom, 2-bath residence perfectly blends modern upgrades with comfortable, functional living.Inside the home is designed for both everyday living and entertaining. The spacious living room serves as

  Mario Zendeli COMPASS FLORIDA LLC

  2130 Deloraine Trail, Maitland, FL 32751
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  /34

  $799,890

  $35K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,959 Sq Ft

  2624 Tuscarora Trail, Maitland, FL 32751

  Discover a rare waterfront, pool-home in the desirable Dommerich Hills neighborhood. This exceptional property offers the ideal combination of family-friendly living, modern convenience, and breathtaking natural beauty.The open floor plan welcomes you with vaulted ceilings and natural light in the living room, dining room, kitchen, and family room. Bamboo flooring enhances the bedrooms and

  Lori Wall EXP REALTY LLC

  2624 Tuscarora Trail, Maitland, FL 32751
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  /62

  $210,000

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft

  2847 Shadow View Cir, Maitland, FL 32751

  Visconti Condo - Gated Community with lots of amenities only 8 miles from Downtown Orlando. This community situated on the north shore of Lake Shadow offers swimming pool, fitness center, clubhouse, tennis and basketball courts. Conveniently located close to I-4 and Maitland Blvd. Multi level home features an open floor plan with kitchen living/dining and office on main 2nd floor and 2 bedrooms 2

  Brian Piekos MARKET CONNECT REALTY LLC

  2847 Shadow View Cir, Maitland, FL 32751

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