Maitland, FL Homes

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  /39

  $619,000 Pending

  • 4 Beds
  • 4 Baths
  • 2,651 Sq Ft

  1135 Thunder Trail, Maitland, FL 32751

  Under contract-accepting backup offers. Distinctive Dommerich Hills Home with Flexible Floor Plan and Modern Upgrades. Welcome to this truly unique residence in the highly desirable Dommerich Hills neighborhood, where character, thoughtful updates, and a versatile layout come together to create the ideal setting for modern living. Perfectly situated just minutes from Winter Park and Maitland—and

  Brian Rotenberger COMPASS FLORIDA LLC

  1135 Thunder Trail, Maitland, FL 32751
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  /14

  $1,200 per month

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft
  • Condo for Rent

  2517 Caper Ln Unit 205, Maitland, FL 32751

  **GREAT LOCATION**CLOSE TO EVERYTHING** Cozy one Bedroom 2nd floor with no upstairs neighbors and pool view. New laminate floors and granite countertop. The mailbox, laundry room and pool are only few steps away. Water, sewer & Trash included in rent.Walking distance to Publix, Starbucks and many other stores (Casselberry Commons Plaza). It is also just a 10 min drive to Full Sail University and

  MAYOLET BORNAS MAYOLET REALTY LLC

  2517 Caper Ln Unit 205, Maitland, FL 32751
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  /2

  $275,000 Sold Sep 23, 2025

  1460 Lake Shadow Cir Unit 7102, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 1,372 Sq Ft
  • Built 2000

  Last Sold Summary

  • 8% Below List Price
  • $200/SF
  • 83 Days On Market

  Current Estimated Value $274,035

  Last Listing Agent Lorie Gullian KELLER WILLIAMS ELITE PARTNERS III REALTY

  1460 Lake Shadow Cir Unit 7102, Maitland, FL 32751
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  /2

  Est $182,621 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 953 Sq Ft

  222 Cherrywood Gardens Dr Unit 7, Maitland, FL 32751

  222 Cherrywood Gardens Dr Unit 7, Maitland, FL 32751
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  /45

  $269,900

  • 2 Beds
  • 2.5 Baths
  • 1,456 Sq Ft

  335 W Lake Faith Dr Unit S, Maitland, FL 32751

  SELLER MOTIVATED. Welcome to Tranquility and Relaxation in this quiet meticulously maintained Gated Condominium Community- Lake Faith Villas. This beautiful community rests on the shores of Lake Faith in Maitland and is truly a Hidden Gem. This tastefully updated 2 bedroom 2.5 bath 2- Story END UNIT is nestled in a prime location within the community featuring an Updated Spacious Kitchen with

  Nicholas Wild GATE PROPERTIES & MANAGEMENT INC

  335 W Lake Faith Dr Unit S, Maitland, FL 32751
• 

  

  /35

  $2,138 per month

  • Studio
  • 1 Bath
  • 300 Sq Ft
  • Condo for Rent

  1776 Pembrook Dr, Orlando, FL 32810

  Enjoy a fully furnished studio suite in our hotel at an affordable rate with free wi-fi, free utilities and free premium cable. Each studio suite has a full kitchen with full-size refrigerator, stovetop and microwave, and has a flexible workspace and plenty of storage. All our hotels are pet-friendly and have on-site guest laundry available. Plus, there are no long-term commitments and you can

  1776 Pembrook Dr, Orlando, FL 32810
• 

  /2

  $524,900 Sold Aug 26, 2025

  2621 Queen Mary Place, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 2,130 Sq Ft
  • Built 1998

  Last Sold Summary

  • $246/SF
  • 1 Day On Market

  Current Estimated Value $524,735

  Last Listing Agent Michael Rains, P.A. ADAIR REALTY INC

  2621 Queen Mary Place, Maitland, FL 32751
• 

  

  /22

  Est $262,502 Not Listed For Sale

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

  1714 Gulfview Dr Unit 427-C, Maitland, FL 32751

  1714 Gulfview Dr Unit 427-C, Maitland, FL 32751
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  /38

  $359,900

  • 2 Beds
  • 2 Baths
  • 1,403 Sq Ft

  353 W Lake Faith Dr Unit 116, Maitland, FL 32751

  Discover lakeside living at its finest in this beautifully updated 2nd-floor, private lakefront condo in the highly sought-after Lake Faith Villas in Maitland. Offering 1,400+ sq ft, this spacious 2 bed, 2 bath home features stylish parquet flooring throughout, a modernized kitchen and updated baths, newer appliances, HVAC, water heater, and updated electrical wiring for peace of mind. Enjoy

  Travis Cepregi KELLER WILLIAMS WINTER PARK

  353 W Lake Faith Dr Unit 116, Maitland, FL 32751
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  /14

  $1,395 per month

  • 2 Beds
  • 2 Baths
  • 1,111 Sq Ft
  • Condo for Rent

  1100 Lake Shadow Cir Unit 2108, Maitland, FL 32751

  This spacious two-bedroom, two bath condo is located in the gated community of Visconti in Maitland. The kitchen overlooks a large open living/dining combination with ample natural lighting and sliders out to your screened patio which also provides an additional storage closet. Washer and dryer are included. Tenants will be required to obtain Renters insurance that includes $300,000 of liability

  Greg Mann BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P

  1100 Lake Shadow Cir Unit 2108, Maitland, FL 32751
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  /2

  $267,500 Sold May 23, 2025

  1000 Winderley Place Unit 237, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 1,164 Sq Ft
  • Built 1982

  Last Sold Summary

  • 2% Below List Price
  • $230/SF
  • 24 Days On Market

  Current Estimated Value $267,819

  Last Listing Agent Bill Miller RE/MAX CENTRAL REALTY

  1000 Winderley Place Unit 237, Maitland, FL 32751
• 

  /2

  Est $343,555 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,665 Sq Ft

  472 Citrus Ln, Maitland, FL 32751

  472 Citrus Ln, Maitland, FL 32751
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  /34

  $385,000

  • 3 Beds
  • 2.5 Baths
  • 1,674 Sq Ft

  1291 Blessing St, Maitland, FL 32751

  Welcome to Montacino, a gated community offering both convenience and charm. This updated 3-bedroom, 2.5-bath townhome combines modern finishes with a comfortable, functional layout. The first floor features an open design with spacious living, dining, and kitchen areas that flow seamlessly for everyday living or entertaining. The kitchen includes granite countertops, stainless steel appliances,

  Monika Kenney PALMANO GROUP RE BROKERAGE LLC

  1291 Blessing St, Maitland, FL 32751
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  /35

  $1,469 per month

  • Studio
  • 1 Bath
  • 300 Sq Ft
  • Furnished Studio-Orlando - Maitland - Summit Tower Blvd

  1951 Summit Tower Blvd, Orlando, FL 32810

  Enjoy a fully furnished studio suite in our hotel at an affordable rate with free wi-fi, free utilities and free premium cable. Each studio suite has a full kitchen with full-size refrigerator, stovetop and microwave, and has a flexible workspace and plenty of storage. All our hotels are pet-friendly and have on-site guest laundry available. Plus, there are no long-term commitments and you can

  1951 Summit Tower Blvd, Orlando, FL 32810
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  /2

  $545,000 Sold Sep 10, 2025

  1758 Bobtail Dr, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 2,304 Sq Ft
  • Built 1997

  Last Sold Summary

  • 4% Below List Price
  • $237/SF
  • 69 Days On Market

  Current Estimated Value $535,882

  Last Listing Agent Kelly Althof CENTRAL FLORIDA REALTY EXPERTS

  1758 Bobtail Dr, Maitland, FL 32751
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  /2

  Est $275,505 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,565 Sq Ft

  854 Town Cir Unit 116, Maitland, FL 32751

  854 Town Cir Unit 116, Maitland, FL 32751
• 

  

  /23

  $234,900 Pending

  • 2 Beds
  • 1 Bath
  • 846 Sq Ft

  320 Eaton St, Maitland, FL 32751

  Fully Renovated Home in the Eatonville Subdivision of Maitland! This beautifully updated property offers the perfect blend of modern upgrades and classic comfort in one of Central Florida’s most historic and culturally rich communities. Move-in ready with a brand-new roof and insulation for energy efficiency, a fully remodeled kitchen with new cabinets, countertops, and stainless-steel

  Walter Ramalho Barcelos KARDOSH REALTY

  320 Eaton St, Maitland, FL 32751
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  /32

  $2,275 per month

  • 3 Beds
  • 2.5 Baths
  • 1,565 Sq Ft
  • Townhouse for Rent

  824 Town Cir Unit 101, Maitland, FL 32751

  Welcome to Park Lake Townhouses, a beautifully maintained lakeside community offering tranquility and convenience. This spacious 3-bedroom, 2.5-bath end-unit features 1,565 square feet of comfortable living space, complete with an attached garage and a private outdoor courtyard—perfect for relaxing or entertaining. Step inside to find an open-concept living and dining area with plenty of natural

  Teresa Dishington D & D PROPERTY MANAGEMENT SOLUTIONS LLC

  824 Town Cir Unit 101, Maitland, FL 32751
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  /2

  $825,000 Sold Sep 30, 2025

  125 White Oak Cir, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,524 Sq Ft
  • Built 1977

  Last Sold Summary

  • 3% Below List Price
  • $327/SF
  • 17 Days On Market

  Last Listing Agent Jonathan Ruiz KELLER WILLIAMS WINTER PARK

  125 White Oak Cir, Maitland, FL 32751
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  /2

  Est $229,154 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,087 Sq Ft

  1501 Grove St Unit 560, Maitland, FL 32751

  1501 Grove St Unit 560, Maitland, FL 32751
• 

  

  /36

  $399,000 Pending

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

  518 Oak Ln, Maitland, FL 32751

  Under contract-accepting backup offers. Welcome to 518 Oak Lane — a bright and spacious 3-bedroom, 3-bath home with 1,999 sq ft on a 0.33-acre lot in one of Maitland’s most desirable neighborhoods. On the market for the first time in nearly 50 years, this well-maintained property offers timeless charm, modern updates, and strong potential. Each bedroom features a walk-in closet, and all three

  Sonia Dublis COLDWELL BANKER REALTY

  518 Oak Ln, Maitland, FL 32751
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  /17

  $3,075 per month

  • 3 Beds
  • 2.5 Baths
  • 2,706 Sq Ft
  • Townhouse for Rent

  1936 Durrand Ave, Maitland, FL 32751

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

  1936 Durrand Ave, Maitland, FL 32751
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  /2

  $647,000 Sold Oct 31, 2025

  955 Gamewell Ave, Maitland, FL 32751

  • 3 Beds
  • 3 Baths
  • 2,491 Sq Ft
  • Built 1966

  Last Sold Summary

  • 6% Below List Price
  • $260/SF
  • 20 Days On Market

  Last Listing Agent Bobby Christiano COLDWELL BANKER RESIDENTIAL RE

  955 Gamewell Ave, Maitland, FL 32751
• 

  /2

  Est $221,393 Not Listed For Sale

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

  1225 Lake Shadow Cir Unit 14202, Maitland, FL 32751

  1225 Lake Shadow Cir Unit 14202, Maitland, FL 32751
• 

  

  /37

  $340,000 Pending

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

  2352 Sierra Ln, Maitland, FL 32751

  Under contract-accepting backup offers. Experience the comfort and convenience of living in one of Maitland's most desirable communities. This meticulously maintained home is designed to offer a harmonious balance of functionality, style, and adaptability, ensuring it meets your unique lifestyle requirements. Choose the layout that best suits your needs, whether it's a spacious three-bedroom,

  Shirley Welch BHHS FLORIDA REALTY

  2352 Sierra Ln, Maitland, FL 32751
• 

  

  /17

  $1,450 per month

  • 2 Beds
  • 1 Bath
  • 898 Sq Ft
  • Condo for Rent

  1375 Lake Shadow Cir Unit 11103, Maitland, FL 32751

  Welcome to this 2 bedroom/1 bathroom first floor Visconti condo, a gem nestled in the heart of Maitland, FL. This condo offers a perfect blend of comfort and convenience, with two oversized bedrooms, a full bathroom, and a wealth of amenities. The gated community ensures your peace of mind, while the community pool and clubhouse provide spaces for relaxation and socializing. The condo itself

  Justin Recca INNOVATIVE REALTY, LLC

  1375 Lake Shadow Cir Unit 11103, Maitland, FL 32751
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  /2

  $1,920,000 Sold Mar 19, 2025

  1100 S Lake Sybelia Dr, Maitland, FL 32751

  • 5 Beds
  • 4 Baths
  • 3,726 Sq Ft
  • Built 1951

  Last Sold Summary

  • 2% Below List Price
  • $515/SF
  • 11 Days On Market

  Current Estimated Value $1,910,297

  Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  1100 S Lake Sybelia Dr, Maitland, FL 32751
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  /40

  Est $329,333 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,563 Sq Ft

  1010 Winderley Place Unit 131, Maitland, FL 32751

  1010 Winderley Place Unit 131, Maitland, FL 32751
• 

  

  /47

  $564,900

  • 4 Beds
  • 2 Baths
  • 2,426 Sq Ft

  135 Roosevelt Place, Maitland, FL 32751

  This charming home boasts a wealth of valuable upgrades and improvements, making it an enticing opportunity for anyone seeking a move-in ready property The roof was replaced in 2024, ensuring long-lasting durability. A significant renovation in 2024 Both Bathrooms FULLY REMODELED, New AC inside and outside, all new baseboards too much to list. Extra Large kitchen, including all kitchen appliances

  Angel Rivera LA ROSA REALTY LLC

  135 Roosevelt Place, Maitland, FL 32751
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  /4

  $4,450 per month

  • 3 Beds
  • 2 Baths
  • 2,300 Sq Ft
  • House for Rent

  201 Cedarwood Dr, Maitland, FL 32751

  Property Id: 1193324You do not need to apply to view - you will need to complete a pre-screener. *** Welcome to the newly renovated 3 bedroom and 2 bathroom lakefront property located in the heart of Maitland. This home features new windows, plantation shutters, a 10-foot quartz waterfall island, a secret pantry to your laundry room and garage, a boat house featuring a new boat lift, a

  201 Cedarwood Dr, Maitland, FL 32751
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  /2

  $507,200 Sold Dec 04, 2025

  1550 Ridgewood Ave, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Below List Price
  • $288/SF
  • 46 Days On Market

  Last Listing Agent Justin Pekarek ORLANDO PROPERTY ADVISORS

  1550 Ridgewood Ave, Maitland, FL 32751
• 

  

  /22

  Est $188,604 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 953 Sq Ft

  216 Cherrywood Gardens Dr Unit 216, Maitland, FL 32751

  216 Cherrywood Gardens Dr Unit 216, Maitland, FL 32751
• 

  

  /36

  $995,000

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

  219 Quayside Cir Unit B9, 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 Unit B9, Maitland, FL 32751
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  /26

  $1,450 per month

  • 2 Beds
  • 1 Bath
  • 826 Sq Ft
  • Condo for Rent

  900 N Lake Destiny Rd Unit A, Maitland, FL 32751

  Beautiful ground-floor 2-bedroom, 1-bath condo in Destiny Springs, completely renovated from top to bottom!The unit features a brand-new kitchen with modern appliances, updated bathroom, fresh paint, and new flooring throughout.Excellent location close to the community amenities and laundry facilities.Enjoy a bright and open layout with easy access and convenient parking just steps

  Cristobal Murature Reggiardo FLORIDA 360 REALTY LLC

  900 N Lake Destiny Rd Unit A, Maitland, FL 32751
• 

  /2

  $579,000 Sold Oct 10, 2025

  1434 Winston Rd, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 2,312 Sq Ft
  • Built 1971

  Last Sold Summary

  • $250/SF
  • 16 Days On Market

  Last Listing Agent Abby Greenberg COMPASS FLORIDA LLC

  1434 Winston Rd, Maitland, FL 32751
• 

  

  /34

  Est $266,835 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,496 Sq Ft

  852 Park Lake Cir Unit 49, Maitland, FL 32751

  852 Park Lake Cir Unit 49, Maitland, FL 32751
• 

  

  /31

  $400,000

  • 3 Beds
  • 2 Baths
  • 1,234 Sq Ft

  314 Banyan Dr, Maitland, FL 32751

  Experience Modern Florida Living at Its Finest Step inside this fully remodeled 3-bedroom, 2-bathroom residence and discover a seamless blend of sophistication, comfort, and everyday functionality. With a spacious 2-car garage, a welcoming front porch, and a large screened-in patio, this home offers the ideal balance of indoor elegance and outdoor tranquility. From the moment you enter, natural

  Ivanhoe Alvarez LOKATION

  314 Banyan Dr, Maitland, FL 32751
• 

  

  /13

  $2,250 per month

  • 2 Beds
  • 2 Baths
  • Condo for Rent

  210 Magnolia Rd Unit 104, Maitland, FL 32751

  Property Id: 984083This is a two-bedroom, two-bath condo unit at the Maitland House Community. It features stainless steel appliances and granite countertops with an open floor plan. The unit offers updated bathrooms with a washer and dryer in the unit. It has a screened-in porch with access to the pool area a short walk away. It has a covered parking space as well. The community is near

  210 Magnolia Rd Unit 104, Maitland, FL 32751
• 

  /2

  $255,000 Sold Dec 08, 2025

  240 Cherrywood Dr, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,161 Sq Ft
  • Built 1959

  Last Sold Summary

  • 9% Below List Price
  • $220/SF
  • 6 Days On Market

  Last Listing Agent Martha Grasty RE/MAX ASSURED

  240 Cherrywood Dr, Maitland, FL 32751
• 

  /2

  Est $182,997 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  1275 Lake Shadow Cir Unit 13107, Maitland, FL 32751

  1275 Lake Shadow Cir Unit 13107, Maitland, FL 32751

Showing Results 121 - 160, Page 4 of 18