Maitland, FL Homes

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  /33

  Est $420,267 Not Listed For Sale

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

  1100 S Orlando Ave Unit 508, Maitland, FL 32751

  1100 S Orlando Ave Unit 508, Maitland, FL 32751
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  /74

  $244,000

  • 4 Beds
  • 2 Baths
  • 1,372 Sq Ft

  1175 Lake Shadow Cir Unit 4308, Maitland, FL 32751

  Experience true resort-style living at its finest in this lovely 4-bedroom, 2-bath condominium in the beautiful, gated community Visconti West. As you enter the home, you are welcomed by an open and spacious floor plan filled with abundant natural light, vaulted ceilings and decorative cutouts. Enjoy a split-plan layout that offers comfort and privacy for family and guests. The kitchen features a

  Julie Ruh COLDWELL BANKER REALTY

  1175 Lake Shadow Cir Unit 4308, Maitland, FL 32751
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  /2

  $505,000 Sold Aug 26, 2025

  2089 Sunderland Rd, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 1,627 Sq Ft
  • Built 1963

  Last Sold Summary

  • 4% Below List Price
  • $310/SF
  • 22 Days On Market

  Current Estimated Value $498,746

  Last Listing Agent Ahmad Hassan COMPASS FLORIDA LLC

  2089 Sunderland Rd, Maitland, FL 32751
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  /22

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  1140 S Orlando Ave Unit F12, Maitland, FL 32751

  1140 S Orlando Ave Unit F12, Maitland, FL 32751
• 

  

  

  /50

  $795,000

  • 2 Beds
  • 2 Baths
  • 1,685 Sq Ft

  1100 S Orlando Ave Unit 956, Maitland, FL 32751

  LAKEFRONT - Enjoy condo living at its finest from the top-floor Lake Maitland penthouse with million-dollar water and above treetop views, and beautiful panoramic sunrises from multiple rooms. This 9th-floor, 1,685 SF residence features 2 bedrooms, 2 baths, 2 multi-purpose rooms, and an open-concept kitchen, dining, and living area. Centered on the west cove of Lake Maitland, the largest of the

  Joann Beck BECK REALTY LLC

  1100 S Orlando Ave Unit 956, Maitland, FL 32751
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  /2

  $2,850,000 Sold Sep 12, 2025

  640 Old Horatio Ave, Maitland, FL 32751

  • 5 Beds
  • 4 Baths
  • 4,042 Sq Ft
  • Built 2025

  Last Sold Summary

  • 17% Below List Price
  • $705/SF
  • 156 Days On Market

  Current Estimated Value $2,909,000

  Last Listing Agent Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

  640 Old Horatio Ave, Maitland, FL 32751
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  /2

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 612 Sq Ft

  1140 S Orlando Ave Unit A3, Maitland, FL 32751

  1140 S Orlando Ave Unit A3, Maitland, FL 32751
• 

  

  /41

  $600,000 Pending

  • 5 Beds
  • 3 Baths
  • 2,376 Sq Ft

  1933 South Blvd, Maitland, FL 32751

  Under contract-accepting backup offers. Perfectly positioned in the highly sought-after Maitland community, this beautifully updated home offers an exceptional blend of space, style, and functionality designed for everyday comfort and effortless entertaining. With 2,376 square feet of living space, the split-level floor plan provides flexibility and privacy, featuring five bedrooms, three full

  Amy Turner KELLER WILLIAMS WINTER PARK

  1933 South Blvd, Maitland, FL 32751
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  /2

  $250,000 Sold Aug 22, 2025

  20 People St, Maitland, FL 32751

  • Land
  • 0.58 Acre
  • $431,034 per Acre

  Last Sold Summary

  • 10 Days On Market

  Current Estimated Value $251,219

  Last Listing Agent Julia Meffen FLORIDA HOMES & LOANS INC.

  20 People St, Maitland, FL 32751
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  /2

  Est $397,999 Not Listed For Sale

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

  1100 S Orlando Ave Unit 308, Maitland, FL 32751

  1100 S Orlando Ave Unit 308, Maitland, FL 32751
• 

  

  /20

  $389,000

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

  370 Sultana Ln, Maitland, FL 32751

  Unlock the potential of 370 Sultana Lane located in the heart of Maitland, Florida! This block-constructed home is a renovation-in-progress, ready for a visionary buyer to bring their dream design to life. Offered at an attractive 'as-is' price, this property provides the perfect canvas to create something truly special. Key updates already in place include a 2020 roof, energy-efficient solar

  Steven Luppert COMPASS FLORIDA LLC

  370 Sultana Ln, Maitland, FL 32751
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  /2

  $235,000 Sold Aug 14, 2025

  1140 S Orlando Ave Unit K15, Maitland, FL 32751

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft
  • Built 1966

  Last Sold Summary

  • 24% Below List Price
  • $288/SF
  • 194 Days On Market

  Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

  1140 S Orlando Ave Unit K15, Maitland, FL 32751
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  /25

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  1140 S Orlando Ave Unit B13, Maitland, FL 32751

  1140 S Orlando Ave Unit B13, Maitland, FL 32751
• 

  

  /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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  /2

  $379,000 Sold Dec 29, 2025

  518 Oak Ln, Maitland, FL 32751

  • 3 Beds
  • 3 Baths
  • 1,999 Sq Ft
  • Built 1957

  Last Sold Summary

  • 10% Below List Price
  • $190/SF
  • 21 Days On Market

  Last Listing Agent Sonia Dublis COLDWELL BANKER REALTY

  518 Oak Ln, Maitland, FL 32751
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  /59

  Est $247,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  1140 S Orlando Ave Unit E14, Maitland, FL 32751

  1140 S Orlando Ave Unit E14, Maitland, FL 32751
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  /24

  $525,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,770 Sq Ft

  2632 Derbyshire Rd, Maitland, FL 32751

  Under contract-accepting backup offers. **2025 ROOF** | **POOL HOME** Start your new life to one of Orlando's most prestigious suburbs! Located in the heart of Maitland and zoned for great schools! This 4 bedroom, 2 bath home is a sanctuary for a growing family or to start yours. In this stunning home comfort meets timeless charm. Outside you will find a Zen-like screened pool area and a serene

  Ramses Misel Trillos EXP REALTY LLC

  2632 Derbyshire Rd, Maitland, FL 32751
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  /2

  $678,500 Sold Jul 18, 2025

  1921 Geronimo Trail, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 2,167 Sq Ft
  • Built 1970

  Last Sold Summary

  • $313/SF
  • 4 Days On Market

  Current Estimated Value $687,816

  Last Listing Agent Kayla Watson COMPASS FLORIDA LLC

  1921 Geronimo Trail, Maitland, FL 32751
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  /2

  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft

  1140 S Orlando Ave Unit B8, Maitland, FL 32751

  1140 S Orlando Ave Unit B8, Maitland, FL 32751
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  /24

  $145,000

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  448 Banyon Tree Cir Unit 206, Maitland, FL 32751

  Beautiful 3-bedroom, 2-bath condo located on the second floor with a private balcony. This home features brand-new vinyl flooring installed in August 2024 and fresh interior paint completed in 2025. Spacious layout with plenty of natural light, ideal for comfortable living or investment. Conveniently located near shopping, dining, and major highways. Move-in ready!

  Moses Nae MIAMI TANGO INVESTMENTS REALTY

  448 Banyon Tree Cir Unit 206, Maitland, FL 32751
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  /2

  $340,000 Sold Jan 16, 2026

  2352 Sierra Ln, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,343 Sq Ft
  • Built 1984

  Last Sold Summary

  • $253/SF
  • 6 Days On Market

  Last Listing Agent Shirley Welch BHHS FLORIDA REALTY

  2352 Sierra Ln, Maitland, FL 32751
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  /37

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  1140 S Orlando Ave Unit H13, Maitland, FL 32751

  1140 S Orlando Ave Unit H13, Maitland, FL 32751
• 

  

  /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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  /30

  $468,000 Sold May 10, 2025

  651 Robinhood Dr, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,231 Sq Ft
  • Built 1991

  Last Sold Summary

  • 2% Below List Price
  • $380/SF
  • 21 Days On Market

  Current Estimated Value $461,774

  Last Listing Agent Heather Unger, PA ACME REAL ESTATE FLORIDA LLC

  651 Robinhood Dr, Maitland, FL 32751
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  /48

  Est $493,873 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft

  1100 S Orlando Ave Unit 802, Maitland, FL 32751

  1100 S Orlando Ave Unit 802, Maitland, FL 32751
• 

  

  /24

  $235,000

  • 3 Beds
  • 2 Baths
  • 1,406 Sq Ft

  416 Banyon Tree Cir Unit 108, Maitland, FL 32751

  GORGEOUS, SPACIOUS AND MOVE-IN READY! This Beautiful Home Is Offering 3 Bedrooms, 2 baths. The kitchen has been beautifully designed with new counter tops, cabinets and Stainless-Steel Appliances. Large master bedroom with walk-in closet. Beautiful, upgraded Bathroom. Ceramic title throughout. This community has 3 pools, fitness center, playground and laundry facilities. Conveniently and

  Yuly Bonilla VENCORP REAL ESTATE

  416 Banyon Tree Cir Unit 108, Maitland, FL 32751
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  /2

  $410,000 Sold Sep 05, 2025

  2132 Tortoise Shell Dr, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 1,809 Sq Ft
  • Built 1996

  Last Sold Summary

  • 4% Below List Price
  • $227/SF
  • 15 Days On Market

  Current Estimated Value $410,678

  Last Listing Agent Gale Milgrim KELLER WILLIAMS WINTER PARK

  2132 Tortoise Shell Dr, Maitland, FL 32751
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  /26

  Est $362,448 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft

  1000 S Orlando Ave Unit B33, Maitland, FL 32751

  1000 S Orlando Ave Unit B33, Maitland, FL 32751
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  /34

  $360,000

  • 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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  /2

  $1,700,000 Sold Apr 24, 2025

  125 Stone Hill Dr, Maitland, FL 32751

  • 9 Beds
  • 7 Baths
  • 8,190 Sq Ft
  • Built 2004

  Last Sold Summary

  • 15% Below List Price
  • $208/SF
  • 24 Days On Market

  Current Estimated Value $1,762,243

  Last Listing Agent Natalie Citarelli CITARELLI REALTY GROUP LLC

  125 Stone Hill Dr, Maitland, FL 32751
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  /67

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  1140 S Orlando Ave Unit B15, Maitland, FL 32751

  1140 S Orlando Ave Unit B15, Maitland, FL 32751
• 

  

  /47

  $599,900

  • 4 Beds
  • 2 Baths
  • 1,849 Sq Ft

  1917 Hewett Ln, Maitland, FL 32751

  Welcome to this stunning, fully renovated single-story block home in the heart of Maitland, offering the perfect blend of modern design and everyday comfort. This 4-bedroom, 2-bath residence features a desirable split layout and open floor plan, creating an ideal space for both entertaining and family living. The brand-new kitchen is a true showpiece, complete with KitchenAid appliances, custom

  Clayton Sears BETTER HOMES & GARDENS RE LIFESTYLES

  1917 Hewett Ln, Maitland, FL 32751
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  /2

  $1,035,000 Sold Sep 30, 2025

  904 Brightwater Cir, Maitland, FL 32751

  • 4 Beds
  • 3.5 Baths
  • 3,099 Sq Ft
  • Built 1997

  Last Sold Summary

  • 1% Below List Price
  • $334/SF
  • 9 Days On Market

  Current Estimated Value $1,035,214

  Last Listing Agent Erin Baker FANNIE HILLMAN & ASSOCIATES

  904 Brightwater Cir, Maitland, FL 32751
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  /13

  Est $416,379 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,285 Sq Ft

  1100 S Orlando Ave Unit 504, Maitland, FL 32751

  1100 S Orlando Ave Unit 504, Maitland, FL 32751
• 

  

  /34

  $585,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,887 Sq Ft

  2666 Derbyshire Rd, Maitland, FL 32751

  RENOVATIONS OF THE HIGHEST STANDARD!! Sunshine State Home’s experienced design team continues to exceed the expectations of today’s discerning Buyer’s. The renovation of this classic Mid-Century Maitland home brings delightful charm within a highly sought after NON-HOA neighborhood of Indian Hills. The finished product “punches above it’s weight” in every possible way. KITCHEN offers two-tone,

  Bill Miller RE/MAX CENTRAL REALTY

  2666 Derbyshire Rd, Maitland, FL 32751
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  /2

  $321,500 Sold Dec 19, 2025

  214 Cherrywood Dr, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,178 Sq Ft
  • Built 1958

  Last Sold Summary

  • 16% Below List Price
  • $273/SF
  • 288 Days On Market

  Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

  214 Cherrywood Dr, Maitland, FL 32751
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  /2

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  1140 S Orlando Ave Unit K17, Maitland, FL 32751

  1140 S Orlando Ave Unit K17, Maitland, FL 32751
• 

  

  /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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  /2

  $625,000 Sold Feb 14, 2025

  613 Nicoma Trail, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 2,366 Sq Ft
  • Built 1961

  Last Sold Summary

  • 8% Below List Price
  • $264/SF
  • 190 Days On Market

  Current Estimated Value $653,876

  Last Listing Agent Emily Halpern COLDWELL BANKER REALTY

  613 Nicoma Trail, Maitland, FL 32751
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  /34

  Est $431,739 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,285 Sq Ft

  1100 S Orlando Ave Unit 604, Maitland, FL 32751

  1100 S Orlando Ave Unit 604, Maitland, FL 32751

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