Maitland, FL Homes for Sale with Garage

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  $340,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,343 Sq Ft

  2362 Sierra Ln, Maitland, FL 32751

  Welcome to this beautifully maintained 3-bedroom, 2-bathroom condo in the desirable Sierra Condominium Association, offering a comfortable split-bedroom floor plan, private attached garage, exceptional curb appeal, and a serene outdoor setting. The meticulously maintained landscaping features a stunning bougainvillea plant, adding vibrant color and charm to the home's inviting

  Blake Safford SAFFORD REAL ESTATE LLC

  2362 Sierra Ln, Maitland, FL 32751
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  /52

  $745,000

  • 4 Beds
  • 3 Baths
  • 2,242 Sq Ft

  550 Arapaho Trail, Maitland, FL 32751

  This charming 4-bedroom, 3-bath home is in sought-after Dommerich Estates, one of the area’s most desirable neighborhoods. Designed for comfort, style, and everyday living, the home features a unique open floor plan with vaulted ceilings, a warm wood-burning fireplace, and an updated kitchen with solid wood cabinetry and granite countertops. Fresh interior and exterior paint, an oversized garage

  Shirley Welch BHHS FLORIDA REALTY

  550 Arapaho Trail, Maitland, FL 32751
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  /39

  $618,000

  $42K PRICE DROP

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

  1404 Caring Ct, Maitland, FL 32751

  "NEW PRICE" ON THIS MOVE-IN READY 3-BED, 2.5-BATH SINGLE FAMILY HOME IN THE "EXCLUSIVE GATED COMMUNITY" OF ENCLAVE AT MAITLAND, FL 32751. Nestled within the private gated community of Enclave at Maitland, Single Family Homes rarely come on the market and this home offers a Luxury interior footprint that's a perfect balance of privacy, elegance, and convenience. Fully updated & loaded with

  Joel Bornstein ROCK SPRINGS REALTY, LLC

  1404 Caring Ct, Maitland, FL 32751
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  /48

  $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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  /47

  $725,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,375 Sq Ft

  2040 Geronimo Trail, Maitland, FL 32751

  Virtually Staged. Set on one of the most sought-after streets in Dommerich, this completely renovated home combines the solid construction of a 1963 block home with thoughtful modern updates throughout. From the moment you arrive, the circular driveway, classic brick accents, and welcoming front porch set the tone. Inside, a bright foyer opens to beautiful solid maple wood floors and a light,

  Maria Van Warner FANNIE HILLMAN & ASSOCIATES

  2040 Geronimo Trail, Maitland, FL 32751
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  /12

  $189,900

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

  895 Park Lake Cir Unit 75, Maitland, FL 32751

  Look at that 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 Bedoom, 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 Orlando,

  Chris 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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  /80

  $1,795,000

  Open Tue 12PM - 2PM

  • 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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  /41

  $469,000

  $6K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,154 Sq Ft

  761 Robinhood Dr, Maitland, FL 32751

  Virtually Staged. Step into sophisticated modern living at 761 Robinhood Drive, a beautifully renovated three-bedroom, two-bathroom Maitland residence with no HOA. Designed for effortless everyday living and entertaining, this home welcomes you with an impressive open-concept floor plan, abundant natural light, dramatic 14-foot vaulted ceilings, contemporary fixtures, and luxury vinyl plank

  Wendy Aldana LLC NETWORTH REALTY OF ORLANDO, LLC

  761 Robinhood Dr, Maitland, FL 32751
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  /31

  $489,500

  Open Sun 1PM - 3PM $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,683 Sq Ft

  370 Sultana Ln, Maitland, FL 32751

  Welcome to 370 Sultana Lane, a beautifully reimagined residence nestled within the highly sought after Druid Hills community of Maitland. Thoughtfully renovated from top to bottom with more than $60,000 in improvements, this move-in ready home delivers the perfect combination of modern design, energy efficiency, and long-term value.Step inside to discover a completely redesigned open

  Abby Greenberg COMPASS FLORIDA LLC

  370 Sultana Ln, 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

  $899,000

  $66K 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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  /34

  $545,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,801 Sq Ft

  726 Forest Glen Ct, Maitland, FL 32751

  Welcome to this beautifully redesigned move-in-ready pool home, tucked away on a quiet cul-de-sac in desirable Maitland. Step inside to a bright, open-concept layout featuring a stunning new kitchen with quartz countertops, shaker cabinetry, stainless-steel appliances, and a waterfall island perfect for entertaining. Luxury flooring, beautifully remodeled bathrooms, and modern finishes flow

  Janet Garay FLORIDA REALTY OF MIAMI CORP

  726 Forest Glen Ct, Maitland, FL 32751
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  /2

  $480,000

  • 3 Beds
  • 2 Baths
  • 1,955 Sq Ft

  535 Brookside Cir, Maitland, FL 32751

  Waterfront potential on Brookside Circle! Classic 3-bedroom, 2-bathroom property situated directly on peaceful Howell Creek with canoe access to the pond.The interior layout includes a living room with a window nook, a dedicated dining area, and a primary suite located off the dining room. The kitchen features a breakfast nook and opens directly into the main living area. A split floor

  Paige Beltz FIRST MAGNOLIA HOMES

  535 Brookside Cir, Maitland, FL 32751
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  /25

  $585,000

  • 4 Beds
  • 2 Baths
  • 2,038 Sq Ft

  1241 Manchester Rd, Maitland, FL 32751

  Virtually Staged. Welcome to 1241 Manchester Road, a beautifully renovated home nestled in the heart of English Estates, one of Maitland's most sought-after and established neighborhoods. This exceptional 4-bedroom, 2-bath residence seamlessly blends timeless charm with modern updates, offering the perfect balance of comfort, style, and functionality. From the moment you step inside, you'll

  Ricardo Araque EG ORLANDO LLC

  1241 Manchester Rd, Maitland, FL 32751
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  /55

  $1,395,500

  $100K PRICE DROP

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

  755 Cranes Ct, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Exceptional value meets timeless elegance in this incredible home nestled in the heart of Maitland, privately situated on a cul de sac within an exclusive gated enclave of custom residences. Perfectly positioned between Lake Sybelia and Lake Catherine, this one owner estate offers a rare blend of sophistication, comfort, and versatility with five

  Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

  755 Cranes Ct, Maitland, FL 32751
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  /38

  $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

  $350,000

  • 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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  /34

  $475,000

  Open Sun 1PM - 3PM

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

  2453 Worthington Rd, Maitland, FL 32751

  This meticulously maintained 4-bedroom, 2-bath home is located in English Estates on a street where neighboring homes sell for significantly more—giving you the opportunity to build instant equity! The home is on city sewer, and recent improvements include fresh paint, new carpet (2026), a 2018 roof, and a new dishwasher, range and range hood. The efficient kitchen features original wood cabinets

  Mary Colton FANNIE HILLMAN & ASSOCIATES

  2453 Worthington Rd, Maitland, FL 32751
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  /19

  $990,000

  • 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

  $774,000

  $76K 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 the

  Mario Zendeli COMPASS FLORIDA LLC

  2130 Deloraine Trail, Maitland, FL 32751
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  /21

  $834,900

  • 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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  $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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  /41

  $1,049,990

  • 5 Beds
  • 3.5 Baths
  • 3,254 Sq Ft

  Unlisted Address

  IN PAST 3 YEARS HOME HAS BEEN EXTENSIVELY REMODELED/UPDATED, NEW FLOORING, KITCHEN,BATH CABINETS, SOLID SURFACE TOPS, ROOF,WINDOWS, A/C, INTERIOR 7 EXTERIOR PAINT,RETEXTURED WALLS AND CEILINGS, ELECTRIC PANEL,POOL PUMP, WATER HEATER,APPLIANCES & IRRIGATION SYSTEM. PAVERS DRIVE,WALKS, POOL DECKING, COVERED PATIO AREA, ATTRACTIVE POOL SCREEN ENCLOSURE. TWO LAKES WITH BOAT RRAMPS, GUARD GATED, LARGE

  Anthony Mancuso A.M. APPRAISAL SERVICE, INC.

  Unlisted Address
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  /11

  $4,650,000

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,827 Sq Ft

  857 Brock St, Winter Park, FL 32789

  Under Construction. Designed to capture the timeless character of Olde Winter Park while delivering an extraordinary level of modern luxury, this is a truly one-of-a-kind residence by Vimaro Homes. Set within the highly sought-after Park Grove neighborhood and designed by renowned architect Gary Hancock, the home makes an unforgettable first impression with a stately front façade, manicured

  Julie Christensen ONE LUXURY INTERNATIONAL LLC

  857 Brock St, Winter Park, FL 32789
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  /39

  $259,000

  • 3 Beds
  • 2 Baths
  • 1,205 Sq Ft

  2615 Maitland Crossing Way Unit 104, Orlando, FL 32810

  Beautifully remodeled and exceptionally hard to find, this first floor, 3-bedroom, 2-bath condo in Bella Terra pairs stylish updates with one of the community's most sought-after features: a private one-car garage. Inside, luxury vinyl plank flooring runs throughout the home, creating a clean, cohesive look that's both durable and easy to maintain. The split bedroom floor plan provides added

  Brad Young HOMEVEST REALTY

  2615 Maitland Crossing Way Unit 104, Orlando, FL 32810
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  /56

  $4,750,000

  New Construction Open Sun 12PM - 2PM

  • 5 Beds
  • 5.5 Baths
  • 5,211 Sq Ft

  1525 Granville Dr, Winter Park, FL 32789

  There are luxury homes, and then there are homes that redefine luxury altogether. Crafted by renowned luxury builder Vimaro Homes, this extraordinary residence is the product of meticulous vision, extraordinary craftsmanship, and an unwavering commitment to quality. Every space has been curated to create one of the most refined and meticulously executed homes to ever come to market in Winter

  Julie Christensen ONE LUXURY INTERNATIONAL LLC

  1525 Granville Dr, Winter Park, FL 32789

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