Maitland, FL Homes

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  /31

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft

  1000 S Orlando Ave Unit A4, Maitland, FL 32751

  1000 S Orlando Ave Unit A4, 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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  /2

  $560,000 Sold May 14, 2025

  2609 Chinook Trail, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • Built 1964

  Last Sold Summary

  • 2% Below List Price
  • $292/SF
  • 3 Days On Market

  Current Estimated Value $583,024

  Last Listing Agent Tracey Dempsey CARTHEN REALTY INC

  2609 Chinook Trail, Maitland, FL 32751
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  /3

  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft

  1140 S Orlando Ave Unit H16, Maitland, FL 32751

  1140 S Orlando Ave Unit H16, Maitland, FL 32751
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  /24

  $240,000

  • 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

  $515,000 Sold Oct 11, 2025

  1411 Glastonberry Rd, Maitland, FL 32751

  • 5 Beds
  • 2 Baths
  • 2,082 Sq Ft
  • Built 1965

  Last Sold Summary

  • 4% Below List Price
  • $247/SF
  • 17 Days On Market

  Last Listing Agent Patrick Urbainczyk P.A. KELLER WILLIAMS HERITAGE REALTY

  1411 Glastonberry Rd, Maitland, FL 32751
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  /34

  Est $255,826 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  1140 S Orlando Ave Unit H12, Maitland, FL 32751

  1140 S Orlando Ave Unit H12, 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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  /2

  $400,000 Sold Apr 30, 2025

  294 Macarthur Place, Maitland, FL 32751

  • Land
  • 0.23 Acre
  • $1,739,130 per Acre

  Last Sold Summary

  • 121 Days On Market

  Current Estimated Value $415,476

  Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

  294 Macarthur Place, Maitland, FL 32751
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  /2

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  1140 S Orlando Ave Unit E13, Maitland, FL 32751

  1140 S Orlando Ave Unit E13, Maitland, FL 32751
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  /34

  $585,000

  • 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

  Bill Miller RE/MAX CENTRAL REALTY

  2666 Derbyshire Rd, Maitland, FL 32751
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  /2

  $1,400,000 Sold Jan 17, 2025

  122 Stone Hill Dr, Maitland, FL 32751

  • 5 Beds
  • 4.5 Baths
  • 5,139 Sq Ft
  • Built 1994

  Last Sold Summary

  • 15% Below List Price
  • $272/SF
  • 181 Days On Market

  Current Estimated Value $1,485,381

  Last Listing Agent Melodi Wood LIVURBANSCAPE

  122 Stone Hill Dr, Maitland, FL 32751
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  /34

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 612 Sq Ft

  1140 S Orlando Ave Unit E3, Maitland, FL 32751

  1140 S Orlando Ave Unit E3, 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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  /2

  $1,075,000 Sold Sep 08, 2025

  307 Running Wind Ln, Maitland, FL 32751

  • 5 Beds
  • 5 Baths
  • 4,545 Sq Ft
  • Built 1996

  Last Sold Summary

  • 10% Below List Price
  • $237/SF
  • 19 Days On Market

  Current Estimated Value $1,111,146

  Last Listing Agent Gang Liu HARMONY KEY REALTY

  307 Running Wind Ln, Maitland, FL 32751
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  /42

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  1140 S Orlando Ave Unit A14, Maitland, FL 32751

  1140 S Orlando Ave Unit A14, Maitland, FL 32751
• 

  

  /17

  $110,000

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  2517 Caper Ln Unit 207, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Charming 1 Bedroom, 1 Bathroom condo in beautiful Maitland! This second floor unit is located near shopping, restaurants, major roads, and within minutes from universities including Full Sail and UCF. Community boasts a pool, fitness center, playground, and the homeowners association fees include water! Property was recently repainted on the

  Erica Magtira LPT REALTY, LLC

  2517 Caper Ln Unit 207, Maitland, FL 32751
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  /2

  $1,020,000 Sold Feb 13, 2025

  1800 King Arthur Cir, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 3,052 Sq Ft
  • Built 1977

  Last Sold Summary

  • 7% Below List Price
  • $334/SF
  • 205 Days On Market

  Current Estimated Value $1,042,702

  Last Listing Agent Carlos Hernandez Velazquez LPT REALTY, LLC

  1800 King Arthur Cir, Maitland, FL 32751
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  /31

  Est $444,277 Not Listed For Sale

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

  204 Quayside Cir Unit 301, Maitland, FL 32751

  204 Quayside Cir Unit 301, 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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  /2

  $465,000 Sold Mar 07, 2025

  2801 Waumpi Trail, Maitland, FL 32751

  • 5 Beds
  • 3 Baths
  • 2,836 Sq Ft
  • Built 1972

  Last Sold Summary

  • 28% Below List Price
  • $164/SF
  • 166 Days On Market

  Current Estimated Value $534,144

  Last Listing Agent Lisa Marie Wickline EXIT REAL ESTATE PROPERTY SOL

  2801 Waumpi Trail, Maitland, FL 32751
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  /19

  Est $436,242 Not Listed For Sale

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

  204 Quayside Cir Unit 204, Maitland, FL 32751

  204 Quayside Cir Unit 204, 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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  /2

  $2,650,000 Sold Nov 14, 2025

  591 Dommerich Dr, Maitland, FL 32751

  • 5 Beds
  • 4.5 Baths
  • 4,547 Sq Ft
  • Built 1992

  Last Sold Summary

  • 2% Below List Price
  • $583/SF
  • 44 Days On Market

  Last Listing Agent Keith Brauman WEICHERT REALTORS HALLMARK PROPERTIES

  591 Dommerich Dr, Maitland, FL 32751
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  /2

  Est $307,243 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  210 Magnolia Rd Unit 110, Maitland, FL 32751

  210 Magnolia Rd Unit 110, Maitland, FL 32751
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  /25

  $167,500 Open Sat 10AM - 4PM

  • 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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  /2

  $485,000 Sold Mar 18, 2025

  1220 Cheshire Rd, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,661 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Below List Price
  • $292/SF
  • 9 Days On Market

  Current Estimated Value $475,754

  Last Listing Agent Nick Holcomb H. & H. REALTY, INC.

  1220 Cheshire Rd, Maitland, FL 32751
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  /8

  Est $264,870 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  1000 Winderley Place Unit 146, Maitland, FL 32751

  1000 Winderley Place Unit 146, Maitland, FL 32751
• 

  

  /22

  $600,000

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

  2453 Worthington Rd, Maitland, FL 32751

  A lovely well designed 4bdr. 2 bath home with an eat in kitchen open to a spacious family rm. A formal din.rm. and formal lvg.rm. are ready for any occasion. The long 2 lane brick driveway can accommodate multiple vehicles. Nearby schools for all levels and the amenities for recreation and entertainment are too numerous to list. This house should be added to your list when searching for your new

  Stephen Hachey REALTY OF RIVERVIEW LLC

  2453 Worthington Rd, Maitland, FL 32751
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  /2

  $2,150,000 Sold Jun 20, 2025

  641 Lake Catherine Dr, Maitland, FL 32751

  • 5 Beds
  • 5.5 Baths
  • 5,810 Sq Ft
  • Built 2019

  Last Sold Summary

  • 9% Below List Price
  • $370/SF
  • 60 Days On Market

  Current Estimated Value $2,188,504

  Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY

  641 Lake Catherine Dr, Maitland, FL 32751
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  /2

  Est $300,981 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,538 Sq Ft

  1000 Winderley Place Unit 240, Maitland, FL 32751

  1000 Winderley Place Unit 240, 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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  /2

  $971,000 Sold Aug 06, 2025

  111 Woodstream Ct, Maitland, FL 32751

  • 5 Beds
  • 4 Baths
  • 2,953 Sq Ft
  • Built 1983

  Last Sold Summary

  • 1% Below List Price
  • $329/SF
  • 24 Days On Market

  Current Estimated Value $979,157

  Last Listing Agent Heather Meglino BHHS FLORIDA REALTY

  111 Woodstream Ct, Maitland, FL 32751
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  /29

  Est $225,390 Not Listed For Sale

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

  1408 Lake Shadow Cir Unit 1301, Maitland, FL 32751

  1408 Lake Shadow Cir Unit 1301, 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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  /2

  $130,000 Sold Jun 30, 2025

  404 Banyon Tree Cir Unit 202, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft
  • Built 1973

  Last Sold Summary

  • 33% Below List Price
  • $81/SF
  • 104 Days On Market

  Current Estimated Value $139,851

  Last Listing Agent Ken Sheldon SHELDON PROFESSIONALS INC

  404 Banyon Tree Cir Unit 202, Maitland, FL 32751
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  /11

  Est $224,401 Not Listed For Sale

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

  1225 Lake Shadow Cir Unit 14207, Maitland, FL 32751

  1225 Lake Shadow Cir Unit 14207, 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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  /2

  $407,000 Sold Mar 31, 2025

  1000 Winderley Place Unit 152, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,970 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Above List Price
  • $207/SF
  • 2 Days On Market

  Current Estimated Value $402,181

  Last Listing Agent Bill Miller RE/MAX CENTRAL REALTY

  1000 Winderley Place Unit 152, Maitland, FL 32751
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  /27

  Est $168,435 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 746 Sq Ft

  1275 Lake Shadow Cir Unit 13112, Maitland, FL 32751

  1275 Lake Shadow Cir Unit 13112, Maitland, FL 32751

Showing Results 361 - 400, Page 10 of 18