Maitland Homes for Sale

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  /19

  $525,000

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

  204 Quayside Cir Unit 604, Maitland, FL 32751

  Penthouse Living at The Moorings on Lake Maitland – 204 Quayside Cir #604Welcome to your dream home in the highly desirable community of The Moorings on Lake Maitland. This rarely available 2 bed/2 bath penthouse unit truly offers a exceptional blend of comfort, style, and location in the heart of one of Central Florida’s most sought-after lakefront communities. Entering the unit just steps

  Francis Gilman KELLER WILLIAMS WINTER PARK

  204 Quayside Cir Unit 604, Maitland, FL 32751
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  /16

  $239,900

  • 3 Beds
  • 2 Baths
  • 1,256 Sq Ft

  1507 Grove St Unit 557, Maitland, FL 32751

  Beautiful three bedroom, two bath apartment in Park Lake community, offering stunning wooded views and surrounded by mature landscaping, The spacious master suite offers serene view of the private courtyard, just steps away from the community pool. This home also features a convenient laundry room. Recent updates include a new air conditioner and roof. Perfectly located new shopping and

  Annabel Estevez TRANSCONTINENTAL REALTY GROUP,

  1507 Grove St Unit 557, Maitland, FL 32751
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  /38

  $925,000

  • 4 Beds
  • 3.5 Baths
  • 3,451 Sq Ft

  1416 Caring Ct, Maitland, FL 32751

  Beautifully maintained Maitland home in the gated community of Montacino on Lake Charity. Conveniently located near Maitland City Center, Park Ave, Downtown Orlando, and RDV Sportsplex. Engineered hardwood floors lead from the entry to a formal living and dining room, powder bath, and into the great room with soaring ceilings open to the kitchen and patio. The gourmet kitchen features custom

  Richard Palmano PALMANO GROUP RE BROKERAGE LLC

  1416 Caring Ct, Maitland, FL 32751
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  /54

  $320,000

  • 3 Beds
  • 2.5 Baths
  • 1,583 Sq Ft

  2329 Shadow View Cir, Maitland, FL 32751

  Welcome to this stunning, fully renovated 3-Bedroom, 2.5-Bath home located in the desirable Visconti community of Maitland. This beautifully updated 3-bedroom, 2.5-bathroom unit offers over 1,580 sq ft of modern living space, featuring luxury finishes and an open-concept layout perfect for both entertaining and everyday living with brand-new flooring, fresh paint, and upgraded fixtures

  Julian Carvajal LPT REALTY, LLC

  2329 Shadow View Cir, Maitland, FL 32751
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  /34

  $375,000

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft

  1000 S Orlando Ave Unit A31, Maitland, FL 32751

  Experience the best of lakeside living in this beautifully updated third-floor corner residence with panoramic views of Lake Maitland. Perfectly positioned along Orlando Avenue and adjacent to Fort Maitland boat ramp, the home combines convenience with a truly unique lifestyle just minutes from Winter Park’s shopping, dining, and cultural attractions. Inside, you’ll find luxury vinyl plank

  Chase Morton Tate COMPASS FLORIDA LLC

  1000 S Orlando Ave Unit A31, Maitland, FL 32751
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  /20

  $308,000

  • 3 Beds
  • 2 Baths
  • 1,076 Sq Ft

  1074 Hamlet Dr, Maitland, FL 32751

  Welcome to this beautifully maintained 3-bedroom, 2-bathroom home that blends comfort, convenience, and an unbeatable location. From the moment you step inside, you’ll notice the inviting layout featuring a spacious living area filled with natural light and a functional kitchen equipped with newer stainless steel appliances—perfect for everyday living and entertaining alike. The home sits on a

  Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  1074 Hamlet Dr, Maitland, FL 32751
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  /16

  $195,000

  • 2 Beds
  • 1 Bath
  • 898 Sq Ft

  1375 Lake Shadow Cir Unit 11208, Maitland, FL 32751

  Step into comfort and ease with this charming 2-bedroom, 1-bath condo at 1375 Lake Shadow Cir Unit 11208 in Maitland’s gated Visconti community. Nestled on a peaceful third floor, this home offers bright, open living with tall ceilings, large windows, and a relaxing screened-in Balcony. The open floor plan connects the living and dining areas to a cheerful kitchen, and all major appliances have

  Jackie Cavada-Barrero LPT REALTY, LLC

  1375 Lake Shadow Cir Unit 11208, Maitland, FL 32751
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  /30

  $570,000

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

  206 Quayside Cir Unit 404, Maitland, FL 32751

  Welcome to The Moorings, a rarely available lakeside community perfectly positioned across from beautiful Lake Lily. This fully renovated 4th-floor condo combines modern elegance with stunning water views of Lake Maitland, visible right from your living room and screened-in balcony. Inside, you’ll find an open, light-filled layout with white-oak luxury vinyl flooring that sets a clean,

  Damian Bergler CHARLES RUTENBERG REALTY ORLANDO

  206 Quayside Cir Unit 404, Maitland, FL 32751
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  /25

  $167,500

  • 1 Bed
  • 1 Bath
  • 707 Sq Ft

  1125 Lake Shadow Cir Unit 5211, Maitland, FL 32751

  Welcome to 1125 Lake Shadow Circle, Unit 5211, Maitland, FL 32751 Discover the perfect blend of comfort and convenience in this charming 1-bedroom, 1-bathroom condo located in the gated community of Visconti West in Maitland, FL. Built in 2000, this condo offers an open layout featuring a spacious living room and kitchen area, complete with a breakfast bar for casual dining or enough space to add

  Michael Michaud ALPHA REALTY & ASSOCIATES

  1125 Lake Shadow Cir Unit 5211, Maitland, FL 32751
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  /49

  $1,419,000

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

  755 Cranes Ct, Maitland, FL 32751

  One or more photo(s) has been virtually staged. NEW PRICE! Discover your private oasis in the heart of Maitland, perfectly tucked away on a quiet cul-de-sac within an exclusive gated enclave of only 19 custom homes. Ideally positioned between Lake Sybelia and Lake Catherine, this one-owner estate blends timeless sophistication, modern comfort, and exceptional livability. With five spacious

  Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

  755 Cranes Ct, Maitland, FL 32751
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  /33

  $445,000

  • 3 Beds
  • 1.5 Baths
  • 1,523 Sq Ft

  731 Bucher Rd, Maitland, FL 32751

  Welcome! The seller is offering $10,000 towards the buyer's closing costs or as a decoration allowance with a full price offer. This well-maintained ranch-style home features a functional single-level design with a newer roof (2024) encompassing 1,523 square feet of living space, with an additional 255 square feet of expanded living space in the enclosed Florida Room to enjoy. The main living

  Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  731 Bucher Rd, Maitland, FL 32751
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  /36

  $248,000

  • 3 Beds
  • 2 Baths
  • 1,243 Sq Ft

  1175 Lake Shadow Cir Unit 4105, Maitland, FL 32751

  3 Bedroom/2 Bath 1st Floor Condo in a Gated Community! Close to Genesis Health Club, Downtown, Shopping and Restaurants! Features Include: Primary Bedroom/Bath with HUGE Walk In Closet * 2nd Bedroom has Huge Walk In Closet * Kitchen with Stainless Appliances * Laundry Room In Condo with Washer/Dryer * Split Bedroom Floorplan * Balcony with Storage Closet * Roof 2 Years Old * Wood Floors In Living

  Gayle Stanley FLORIDA REALTY INVESTMENTS

  1175 Lake Shadow Cir Unit 4105, Maitland, FL 32751
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  /24

  $199,995

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

  1100 Lake Shadow Cir Unit 2203, Maitland, FL 32751

  Welcome home to this beautifully renovated 2-bedroom, 2-bath first-floor condo offering 1,111 sq. ft. of comfortable, open-concept living. The home features a bright split floor plan, a newly updated kitchen with fresh ceramic tile flooring, and spacious living areas perfect for relaxing or entertaining. Enjoy plush carpet, new paint throughout, and ceramic tile in the kitchen and bathrooms for a

  Sangita Khatri BRIC REALTY LLC

  1100 Lake Shadow Cir Unit 2203, Maitland, FL 32751
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  /28

  $225,000

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

  1009 Grove St Unit 1009, Maitland, FL 32751

  This beautifully updated 2 bedroom, 1.5 bath condo in Maitland is located minutes from shops, restaurants and offers easy access to I-4!. The stylish kitchen features granite countertops, 42 inch cabinetry, built-in wine glass rack, stainless appliances, pass thru window, and a long breakfast bar. Updated half bath downstairs for convenience. Both spacious bedrooms are located upstairs and share

  Ingrid Livingston COLDWELL BANKER RESIDENTIAL RE

  1009 Grove St Unit 1009, Maitland, FL 32751
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  /42

  $285,000

  • 3 Beds
  • 3 Baths
  • 1,328 Sq Ft

  1618 Gulfview Dr Unit 417, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Welcome to this exquisitely renovated home offering the best value in the maintenance-free community of Park Lake Grove! This stunning 3-bedroom, 3-bathroom property features 1,328 square feet of beautifully updated living space and a rear-facing, fully enclosed one-car garage. Every inch of this home has been thoughtfully renovated with quality and

  Wendy Aldana LLC NETWORTH REALTY OF ORLANDO, LLC

  1618 Gulfview Dr Unit 417, Maitland, FL 32751
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  /51

  $595,000

  • 4 Beds
  • 2.5 Baths
  • 1,845 Sq Ft

  1024 Kewannee Trail, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Welcome home to this well outfitted 4 Bed 2.5 Bath home in sought after Maitland. Tastefully upgraded home on a generous lot, with in ground pool. Great upgraded kitchen with custom cabinets for extra storage complemented with upgraded Stainless Appliances and granite counters. Thoughtful upgrades at every turn. Currently zoned for Winter Park HS.

  Patrick D'Agostino GLORY INTL. REAL ESTATE CO

  1024 Kewannee Trail, Maitland, FL 32751
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  /8

  $2,995,000

  • Land
  • 0.42 Acre
  • $7,130,952 per Acre

  125 Whitecaps Cir, Maitland, FL 32751

  Wonderful lakefront lot opportunity to create a custom legacy estate on Lake Maitland, part of the prestigious Maitland-Winter Park Chain of Lakes. Lakefront lots are becoming more and more exceedingly rare, and this homesite is truly one of a kind. A very private setting, perfectly positioned on a quiet street, the property sets up well to be gated and offers sweeping southern lake views where

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  125 Whitecaps Cir, Maitland, FL 32751
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  /77

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 2,110 Sq Ft

  1447 Caring Ct, Maitland, FL 32751

  Beautiful move-in ready home in the highly sought-after gated community of Montacino, located in the heart of Maitland. This single-story Mediterranean inspired home boasts three spacious bedrooms, including the grand Primary bedroom suite with its private spa-inspired bathroom with a jacuzzi tub, another inviting full bathroom, a convenient half bath, and a separate office or den great for

  Thomas Siciliano KELLER WILLIAMS HERITAGE REALTY

  1447 Caring Ct, Maitland, FL 32751
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  /29

  $219,900

  • 3 Beds
  • 2 Baths
  • 1,243 Sq Ft

  1460 Lake Shadow Cir Unit 7204, Maitland, FL 32751

  OWNER MOTIVATED! PRICED TO SELL!! 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 Building 7 just steps away from the 2 Lakefront Pools, Fitness Room and a well appointed Clubhouse for special events. This unit features a fully equipped kitchen with

  Jason Asa LPT REALTY, LLC

  1460 Lake Shadow Cir Unit 7204, Maitland, FL 32751
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  /2

  $205,000

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

  1100 Lake Shadow Cir Unit 2206, Maitland, FL 32751

  Gated community of Visconti. Easy access to I4, beaches, downtown Orlando. Altamonte Springs. This community offers a resort style living. Valet trash pick up, water, trash, sewer, pest control included in hoa dues as well as building insurance. Community offers fitness, two pools on the lake. Basketball court, tennis courts, play ground.

  Didem Isik Widener PARK AVENUE REALTY LLC

  1100 Lake Shadow Cir Unit 2206, Maitland, FL 32751
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  /15

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  1100 S Orlando Ave Unit 208, Maitland, FL 32751

  Breathtaking views of Lake Maitland, the largest lake of the desirable Winter Park Chain of Lakes. Enjoy sunrises across the lake from the privacy of your balcony overlooking the pool. This 2-bedroom, 2-bath condo within West Cove Condos is centrally located in close proximity to a variety of restaurants, Lake Lily Park, Enzian Theater and easy access to I-4 and Maitland Blvd. Your association

  Jeff Crandall SHORESTONE PROPERTY GROUP

  1100 S Orlando Ave Unit 208, 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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  /28

  $695,000

  • 2 Beds
  • 2 Baths
  • 1,203 Sq Ft

  204 Quayside Cir Unit 202, Maitland, FL 32751

  Elegant lakefront on the shores of Lake Maitland! Experience timeless refinement in this exquisitely renovated lakefront condominium, where bespoke craftmanship meets modern luxury. Every detail has been thoughtfully curated - from the custom millworker and intricate moldings to the tailored built-ins that evoke charm of a grand London flat. Light filled living spaces open to serene lake views,

  Nicole Seybold FANNIE HILLMAN & ASSOCIATES

  204 Quayside Cir Unit 202, Maitland, FL 32751

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