Newest Homes for Sale in Maitland

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  $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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  $192,500

  $43K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 612 Sq Ft

  1140 S Orlando Ave Unit E2, Maitland, FL 32751

  PRICE IMPROVEMENT! Live the lake lifestyle in this beautifully updated 1-bedroom condo located in the iconic mid-century modern community of Lake Maitland Terrace. Completely refreshed in 2025, this first-floor residence features a brand-new HVAC system, new appliances including washer, dryer, and kitchen disposal, updated kitchen countertops, and new flooring throughout the living areas. Freshly

  Beatrice Miranda METRO CITY REALTY

  1140 S Orlando Ave Unit E2, Maitland, FL 32751
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  $1,150,000

  $100K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,902 Sq Ft

  873 Cranes Ct, Maitland, FL 32751

  Now offered below recent appraised value, this exceptional residence combines luxury, location, and outstanding value in one of Maitland's most sought-after enclaves.Pride of ownership shines throughout this beautifully maintained original-owner home tucked away on a quiet cul-de-sac in the gated community of Sybelia Cove. Offering 4 bedrooms, 4 bathrooms, a side-entry 3-car garage, and

  Chris Creegan CREEGAN GROUP

  873 Cranes Ct, Maitland, FL 32751
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  /30

  $211,000

  $5K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,432 Sq Ft

  814 Park Lake Cir Unit 8, Maitland, FL 32751

  A beautiful affordable condo in Maitland. 2 bedrooms and 1 ½ baths with a 1 car garage. The kitchen has been updated with white cabinets and new counter tops. The appliances have been updated. There is a large dining room and separate living room. The utility room is on the 1st floor with an updated barn door for access. The 1st floor has wood flooring while the second floor has carpeting. The

  

  Warren Gagne

  NEXTHOME NEIGHBORHOOD REALTY

  814 Park Lake Cir Unit 8, Maitland, FL 32751
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  /40

  $169,900

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 898 Sq Ft

  1375 Lake Shadow Cir Unit 11203, Maitland, FL 32751

  Amazing upgraded two-bedroom, one bath Condo in the gated waterfront community at Visconti in Maitland with features of spacious living and comfortability. This stunning Condo Unit features with large windows letting in plenty of natural light and giving the common living area a fresh air feel. The dining/living combo opens to a big, screened patio through sliding glass doors. The kitchen

  Simon Colak USCO CAPITAL GROUP

  1375 Lake Shadow Cir Unit 11203, Maitland, FL 32751
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  /31

  $689,000

  $30K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,676 Sq Ft

  1511 E Horatio Ave, Maitland, FL 32751

  Welcome to your dream home located in the heart of Maitland, FL. This stunning 4-bedroom, 3-bathroom residence is a perfect blend of modern comfort and timeless elegance. Lease Purchase available with a downpayment. Total Living Area 2760 Sq Ft. As you step inside, you'll be greeted by an inviting foyer that leads to a spacious open-concept living area, featuring high ceilings and abundant

  Gustavo Vargas FLORIDA REALTY INVESTMENTS

  1511 E Horatio Ave, Maitland, FL 32751
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  $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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  /33

  $467,000

  $15K PRICE DROP

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

  204 Quayside Cir Unit 201, Maitland, FL 32751

  Updated 2 bedroom 2 bathroom located on the second floor of sought after Moorings Lakefront Community with spectacular views of Lake Maitland of the Winter Park Chain of Lakes. The condo offers a large screened-in balcony overlooking Lake Maitland. The open floorpan offers a split plan with a generous size master retreat with a private door to the balcony and a secondary ensuite. The updated

  Angel Reyes COLDWELL BANKER REALTY

  204 Quayside Cir Unit 201, Maitland, FL 32751
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  $1,075,000

  $165K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 4,149 Sq Ft

  51 Oakleigh Ln, Maitland, FL 32751

  Come see 51 Oakleigh Ln, a functional residence arranged for everyday practicality. A comfortable living space features a fireplace. The kitchen includes an accent backsplash and all stainless steel appliances. The primary bedroom has a walk in closet, and its bathroom features double sinks and a separate tub and shower. Outside, a patio connects to an in ground pool within a fenced in backyard.

  Karen Albright OPENDOOR BROKERAGE LLC

  51 Oakleigh Ln, Maitland, FL 32751
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  $519,999

  $5K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,344 Sq Ft

  1776 Bobtail Dr, Maitland, FL 32751

  Welcome to 1776 Bobtail Drive, a home that offers an easy, natural flow and a layout designed for everyday living. This property is now being reintroduced with a refreshed presentation and a full 3D walkthrough experience, giving buyers the ability to explore every space at their own pace before stepping inside in person. Inside, the home features an open-concept layout where the kitchen, dining,

  Anthony Scaraggi THE FLORIDA PROPERTY SHOP SALE

  1776 Bobtail Dr, Maitland, FL 32751
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  $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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  $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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  $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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  $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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  $599,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,125 Sq Ft

  1100 S Orlando Ave Unit 306, Maitland, FL 32751

  TURN KEY AND RENOVATED IN SOUGHT-AFTER WEST COVE!! Wake up to breathtaking sunrises with a stunning, unobstructed view stretching across Lake Maitland—the largest lake in the highly sought-after Winter Park Chain of Lakes—from this beautifully renovated, truly turnkey condominium. All flooring, bathrooms, fixtures, paint, AC, water heater, sliding door to balcony, kitchen/appliances, and closet

  Frank Benevento COLDWELL BANKER REALTY

  1100 S Orlando Ave Unit 306, Maitland, FL 32751
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  /54

  $799,900

  $75K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 3,000 Sq Ft

  1501 Druid Isle Rd, Maitland, FL 32751

  LEASE OPTION CONSIDERED for LAKESIDE LIVING in Maitland, Florida! Nestled canal front with direct access to Lake Charity, this vintage block home is built like a fortress with all the modern luxuries of today. A unique home for those who desire authenticity in both design and quality. A side entry garage leads to a courtyard-like entrance with a marble path and asian influenced landscape. Double

  

  Autumn Makin

  LAKEFIELD REALTY GROUP LLC

  1501 Druid Isle Rd, Maitland, FL 32751
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  $1,825,000

  $370K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,754 Sq Ft

  1111 Audubon Way, Maitland, FL 32751

  Welcome to a rare opportunity on the shores of Lake Sybelia, one of Maitland’s most desirable recreational lakes. This custom, one-owner home offers 3,754 square feet of thoughtfully designed living space that has been well-maintained with potential for cosmetic enhancements. A brick-paved horseshoe driveway and inviting front porch set the tone. Inside, rich wood floors, vaulted wood ceilings in

  Melissa Shipp KELLER WILLIAMS ADVANTAGE REALTY

  1111 Audubon Way, Maitland, FL 32751
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  /34

  $1,800,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,567 Sq Ft

  1130 Mechanic St, Maitland, FL 32751

  Pre-Construction. To be built. Come build your dream home on this exceptional homesite in the heart of Maitland.This stunning new construction single-family residence will feature 4 bedrooms, 4.5 bathrooms, and 3,567 square feet of thoughtfully designed living space across two stories, showcasing sleek modern finishes and open-concept living ideal for today’s lifestyle. Set on a 0.26-acre

  Richard Palmano PALMANO GROUP RE BROKERAGE LLC

  1130 Mechanic St, 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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  /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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  /36

  $850,000

  $145K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,459 Sq Ft

  219 Quayside Cir, Maitland, FL 32751

  Every so often, a property comes along that redefines what lake living can be, and this is that home. Thoughtfully reimagined from top to bottom, this two-bedroom, two-and-a-half-bath residence blends refined design with the effortless lifestyle of the Winter Park Chain of Lakes. Go inside to discover a fully renovated interior anchored by a showstopping 14-foot Cambria quartz waterfall island,

  Chad Isenhart PREMIER SOTHEBY'S INTL. REALTY

  219 Quayside Cir, 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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  /12

  $265,000

  $35K PRICE DROP

  • Land
  • 11,761 Sq Ft
  • $981,481 per Acre

  0 Mechanic St, Maitland, FL 32751

  Unlock the Potential of Your Dream Property in Maitland, Florida!Discover a prime opportunity to build your vision in the heart of Maitland, a charming and thriving community just minutes from downtown Orlando. This vacant land offers a blank canvas for your dream home or investment property. Nestled in a highly desirable area, you'll enjoy easy access to top-rated schools, tranquil parks,

  Cheree Graham KELLER WILLIAMS REALTY AT THE PARKS

  0 Mechanic St, Maitland, FL 32751
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  /9

  $3,990,900

  $500K PRICE DROP

  • Land
  • 7.82 Acres
  • $510,345 per Acre

  1250 N Maitland Ave, Maitland, FL 32751

  Exceptional opportunity for commercial developers, residential builders, or those seeking a private estate within the City of Maitland, Orange County. This rare offering includes approximately ±8 acres of usable land comprising multiple contiguous parcels and rights-of-way. The property is designated as a Traditional Neighborhood and zoned RS-2. A previously submitted Planned Development

  Armando Gonzalez AG REALTY SERVICES LLC

  1250 N Maitland Ave, Maitland, FL 32751

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