Maitland, FL Homes

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  $635,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 2 Baths
  • 1,907 Sq Ft

  708 Thunder Trail, Maitland, FL 32751

  Welcome to 708 Thunder Trail in beautiful Maitland, Florida — a stunning 4-bedroom, 2-bath pool home nestled in the sought-after Dommerich neighborhood, with NO HOA! This charming single-story residence perfectly blends mid-century character with modern updates, featuring polished TERRAZZO FLOORS, an open and airy layout, and a bright living and dining area that flows seamlessly into a cozy

  

  Lissette Cartagena

  REALTY EXECUTIVES IN THE VILLAGES

  (321) 989-6669

  708 Thunder Trail, Maitland, FL 32751
• Explore Maitland

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  $1,409 - $2,500 per month

  Arbors at Maitland Summit

  1 - 3 Beds

  8636 Villa Point Dr, Orlando, FL 32810

  Arbors at Maitland Summit offers charming one-, two-, and three-bedroom apartment homes for rent just north of Orlando in Maitland, FL. Each pet-friendly apartment features a spacious layout, private patio or balcony, and upgraded finishes - including quartz countertops, stainless steel appliances, and wood plank flooring - in select homes. Take advantage of unique community amenities to

  8636 Villa Point Dr, Orlando, FL 32810
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  $290,000 Sold Oct 17, 2025

  305 W Lake Faith Dr Unit H139, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,739 Sq Ft
  • Built 1974

  Last Sold Summary

  • 5% Below List Price
  • $167/SF
  • 88 Days On Market

  Current Estimated Value $290,976

  Last Listing Agent Giovanni Vasquez MAGNO REALTY CORP

  305 W Lake Faith Dr Unit H139, Maitland, FL 32751
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  Est $243,540 Not Listed For Sale

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

  808 Park Lake Cir Unit 5, Maitland, FL 32751

  808 Park Lake Cir Unit 5, Maitland, FL 32751
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  $680,000

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  2338 Tuscarora Trail, Maitland, FL 32751

  ***Charming Dommerich Hills Home with Scenic Lake Views and Modern Updates*** Nestled in the desirable Dommerich Hills, this beautiful 4-bedroom, 2-bath lakeside home offers a serene lifestyle with views of the lush conservation area and Lake Waumpi. Mature trees and an expansive backyard create a peaceful retreat, with ample space to add a pool. The home’s classic Florida charm is enhanced with

  

  Timothy Smith

  WHITE WHALE REAL ESTATE

  (321) 237-3891

  2338 Tuscarora Trail, Maitland, FL 32751
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  $2,240 per month

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft
  • House for Rent

  852 Woodside Rd, Maitland, FL 32751

  Take a look at this beautifully maintained 3/2 home located in the lovely established Maitland subdivision of Forest Brook. Nice features of the home include a double entry front door, volume ceilings, ceramic tile flooring, a cozy wood burning fireplace and a large fully screened rear patio area. The kitchen offers updated cabinetry, Corian counters, recessed lighting, a breakfast bar, a

  David Drawdy KELLER WILLIAMS REALTY AT THE PARKS

  852 Woodside Rd, Maitland, FL 32751
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  $185,000 Sold Jul 30, 2025

  518 Oranole Rd, Maitland, FL 32751

  • 3 Beds
  • 1.5 Baths
  • 1,509 Sq Ft
  • Built 1957

  Last Sold Summary

  • 54% Below List Price
  • $123/SF
  • 2 Days On Market

  Current Estimated Value $290,943

  Last Listing Agent Alexander James CENTURY 21 CARIOTI

  518 Oranole Rd, Maitland, FL 32751
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  Est $220,476 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft

  1100 Lake Shadow Cir Unit 2305, Maitland, FL 32751

  1100 Lake Shadow Cir Unit 2305, Maitland, FL 32751
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  $184,000

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  1275 Lake Shadow Cir Unit 13107, Maitland, FL 32751

  Welcome home to this truly move-in-ready, beautifully updated 1-bedroom, 1-bath ground-floor condo located in the desirable Visconti West community in Maitland. Designed for both comfort and everyday living, the refreshed kitchen is enhanced by a full suite of brand-new appliances, including a built-in microwave, blending style and functionality. Tucked nearby for everyday ease, the laundry space

  

  Carrie Shawfield

  SHAWFIELD REALTY GROUP

  (321) 265-3755

  1275 Lake Shadow Cir Unit 13107, Maitland, FL 32751
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  $1,599 - $7,350 per month

  The Village at Lake Lily

  1 - 3 Beds

  925 S Orlando Ave, Maitland, FL 32751

  The Village at Lake Lily offers the finest luxury apartment living in the Cultural Corridor of Downtown Maitland. Our newly renovated apartment homes are complete with California-style islands, stunning granite countertops, complete stainless steel or GE black appliance packages and two modern cabinet finishes to choose from are just the start. Our amenities package offers relaxing spaces that

  925 S Orlando Ave, Maitland, FL 32751
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  $476,500 Sold Dec 18, 2025

  449 Forestwood Ln, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 2,532 Sq Ft
  • Built 1978

  Last Sold Summary

  • 31% Below List Price
  • $188/SF
  • 134 Days On Market

  Last Listing Agent Diane Melody Goglas CHARLES RUTENBERG REALTY ORLANDO

  449 Forestwood Ln, Maitland, FL 32751
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  Est $656,730 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,218 Sq Ft

  2171 Chippewa Trail, Maitland, FL 32751

  2171 Chippewa Trail, Maitland, FL 32751
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  $385,900

  • 3 Beds
  • 2 Baths
  • 1,950 Sq Ft

  601 Oranole Rd, Maitland, FL 32751

  Welcome to Your Family's Next Chapter in Beautiful Maitland!Nestled in one of Maitland's most sought-after neighborhoods, this fully renovated 3-bedroom, 2-bathroom home offers the perfect blend ofmodern comfort and timeless charm, ideal for families ready to make new memories.From the moment you step inside, you're greeted by an abundance of natural light and an open, airy layout

  

  Kay Shilling

  COLDWELL BANKER RESIDENTIAL RE

  (321) 381-4506

  601 Oranole Rd, Maitland, FL 32751
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  $1,950 per month

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Townhouse for Rent

  3114 Legacy Lake Dr, Maitland, FL 32751

  Welcome home to Visconti East! Located in the highly sought-after, gated community of Visconti in Maitland, this spacious 2-bedroom, 2-bathroom townhome offers comfort, style, and convenience. The home features an attached two-car garage and a well-designed three-story layout, with the main living area and kitchen on the second floor and both bedrooms privately situated on the third floor.

  Kevan Patel CENTRAL FLORIDA REALTY MANAGEMENT LLC

  3114 Legacy Lake Dr, Maitland, FL 32751
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  $525,000 Sold Mar 11, 2025

  1552 East Blvd, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 1,656 Sq Ft
  • Built 1969

  Last Sold Summary

  • $317/SF
  • 4 Days On Market

  Current Estimated Value $526,187

  Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

  1552 East Blvd, Maitland, FL 32751
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  Est $852,729 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,790 Sq Ft

  136 Wigwam Place, Maitland, FL 32751

  136 Wigwam Place, Maitland, FL 32751
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  $370,000

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

  633 Magnolia Dr, Maitland, FL 32751

  Welcome to this Maitland 3-bedroom, 2-bath pool home offering incredible potential on a desirable corner lot. Featuring hardwood floors, a metal roof, and a pool and spa, this property is perfect for buyers looking to renovate or investors seeking a value-add opportunity. The fully fenced yard, along with a front and back sprinkler system, provides both convenience and privacy. While the home

  

  Emily Armstrong

  KELLER WILLIAMS REALTY AT THE PARKS

  (321) 485-7443

  633 Magnolia Dr, Maitland, FL 32751
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  $1,449 - $2,815 per month

  Dwell Maitland

  1 - 2 Beds

  8700 Maitland Summit Blvd, Orlando, FL 32810

  Located just 10 minutes from downtown Orlando, Florida, Dwell Maitland Apartments by The Klein Company is a completely unique experience in 21st century luxury apartment living. Everywhere you want to be is within easy reach. Situated just 1 mile from I-4, Dwell Maitland offers an easy commute to major corporate centers, shopping and dining. Dwell is located directly adjacent to the RDV

  8700 Maitland Summit Blvd, Orlando, FL 32810
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  $239,000 Sold Oct 14, 2025

  1711 Shadow View Cir, Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 1,583 Sq Ft
  • Built 2000

  Last Sold Summary

  • 16% Below List Price
  • $151/SF
  • 322 Days On Market

  Last Listing Agent Jeff Jones MARK SPAIN REAL ESTATE

  1711 Shadow View Cir, Maitland, FL 32751
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  Est $809,597 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,769 Sq Ft

  1750 Thunderbird Trail, Maitland, FL 32751

  1750 Thunderbird Trail, Maitland, FL 32751
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  $480,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  150 Cherrywood Dr, Maitland, FL 32751

  Welcome to 150 Cherrywood Drive in the heart of Maitland, Florida. This inviting 3-bedroom, 2-bath home sits on a large lot in a quiet, established neighborhood and offers a layout that truly lives well.The updated kitchen features stone countertops and opens seamlessly to the main living areas, creating an easy, natural flow that’s perfect for both everyday living and entertaining. The

  

  Andrew Hess

  DON HARKINS REALTY LLC

  (689) 588-0651

  150 Cherrywood Dr, Maitland, FL 32751
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  $3,250 per month

  • 2 Beds
  • 2 Baths
  • 1,203 Sq Ft
  • Condo for Rent

  206 Quayside Cir Unit 503, Maitland, FL 32751

  Experience effortless lakefront living on Lake Maitland. This light filled 2 bedroom, 2 bath condo offers sweeping water views from the main living areas and the primary bedroom, creating a daily backdrop that never gets old. Step onto the screened porch to enjoy morning coffee, sunset reflections, or quiet evenings overlooking the lake. The included private boat slip opens the door to Lake

  Brad Barnett COMPASS FLORIDA LLC

  206 Quayside Cir Unit 503, Maitland, FL 32751
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  $215,000 Sold Jul 11, 2025

  2425 Legacy Lake Dr Unit 2425, Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 1,583 Sq Ft
  • Built 2000

  Last Sold Summary

  • 20% Below List Price
  • $136/SF
  • 124 Days On Market

  Current Estimated Value $240,052

  Last Listing Agent Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

  2425 Legacy Lake Dr Unit 2425, Maitland, FL 32751
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  Est $572,592 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,028 Sq Ft

  233 Summerwood Trail, Maitland, FL 32751

  233 Summerwood Trail, Maitland, FL 32751
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  $419,900 Pending

  • 3 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 2006, ensuring long-lasting durability. A significant renovation in 2017 introduced modern conveniences, including all-new kitchen appliances and luxurious vinyl plank flooring, with extra flooring thoughtfully

  Julimar Barreiro Pastrana SERHANT

  135 Roosevelt Place, Maitland, FL 32751
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  $1,423 - $5,022 per month

  The Grand Reserve at Maitland Park

  1 - 4 Beds

  1939 Grand Isle Cir, Orlando, FL 32810

  The Grand Reserve at Maitland Park is one of the finest apartment home communities in Central Florida. Featuring 1, 2, 3 & 4 bedroom apartment homes, and an award winning Management and Maintenance team to ensure a quality living environment for you and your family. Located in Orlando's prestigious Maitland area, you will have a superb location with convenient access to all Central Florida's

  1939 Grand Isle Cir, Orlando, FL 32810
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  $490,000 Sold Mar 31, 2025

  349 Hickory Dr, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,745 Sq Ft
  • Built 1971

  Last Sold Summary

  • 9% Below List Price
  • $281/SF
  • 48 Days On Market

  Current Estimated Value $492,418

  Last Listing Agent Robert Hamblin LPT REALTY, LLC

  349 Hickory Dr, Maitland, FL 32751
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  Est $524,025 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,857 Sq Ft

  2642 Ultra Vista Dr, Maitland, FL 32751

  2642 Ultra Vista Dr, Maitland, FL 32751
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  $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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  $925 per month

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

  555 Flemming Way Unit 207, Maitland, FL 32751

  Great Maitland area condo ready to move in today. This a second floor, one-bedroom unit is all freshly painted and ready for you. One-bedroom, full bath with a large walk-in closet. Kitchen come with all appliances and plenty of storage. Small entry front porch, porch and both main windows have views of the pool. Complex has plenty of parking for residents and your guests. Complex is located only

  Scott Butts KIMBRIDGE REALTY, LLC

  555 Flemming Way Unit 207, Maitland, FL 32751
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  $474,900 Sold May 16, 2025

  1998 Michael Tiago Cir, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,691 Sq Ft
  • Built 2013

  Last Sold Summary

  • $176/SF
  • 2 Days On Market

  Current Estimated Value $482,062

  Last Listing Agent Ozzie Quiroz COLDWELL BANKER RESIDENTIAL RE

  1998 Michael Tiago Cir, Maitland, FL 32751
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  Est $2,105,525 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,568 Sq Ft

  451 Northwind Rd, Maitland, FL 32751

  451 Northwind Rd, Maitland, FL 32751
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  $2,750,000 Pending

  • 6 Beds
  • 5.5 Baths
  • 6,163 Sq Ft

  604 Minnehaha Ln, Maitland, FL 32751

  Under contract-accepting backup offers. The Winter Park Chain is the context; the shoreline of Lake Minnehaha is the setting. A three-story, columned home opens with an honest, crafted tone: new low-profile concrete tile roof, operable cypress shutters with hand-forged hardware, Chippendale balustrades, and a beveled front door offering almost 6,200 sq. ft. curated for light, views, and everyday

  Brad Young HOMEVEST REALTY

  604 Minnehaha Ln, Maitland, FL 32751
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  $1,835 - $3,806 per month

  Luna at Lake Shadow

  1 - 3 Beds

  2200 Flagler Promenade Way, Maitland, FL 32751

  Theres a special appeal to living lakeside. An almost magical draw that brings clarity and calmness to the forefront. Where resolutions are revealed... Troubles washed away. The lake remains familiar, reliable, trustworthy. Always there, welcoming you home. Come find the serene lifestyle youve been dreaming of here at Luna at Lake Shadow. Featuring spacious one, two and three bedroom apartments

  2200 Flagler Promenade Way, Maitland, FL 32751
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  $338,000 Sold Oct 27, 2025

  500 Vereen Dr, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 1,605 Sq Ft
  • Built 1966

  Last Sold Summary

  • 6% Below List Price
  • $211/SF
  • 83 Days On Market

  Current Estimated Value $325,748

  Last Listing Agent Husain Jaffer CHARLES RUTENBERG REALTY ORLANDO

  500 Vereen Dr, Maitland, FL 32751
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  Est $1,346,761 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,517 Sq Ft

  205 Colony Springs Ln, Maitland, FL 32751

  205 Colony Springs Ln, Maitland, FL 32751
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  $315,900

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

  1000 Winderley Place Unit 239, Maitland, FL 32751

  Discover Sun Bay Club – Maitland’s Hidden Gem on Lake Destiny!Behind the iconic blue gates awaits Sun Bay Club, a private 68-residence community nestled along the sparkling shores of Lake Destiny. Perfectly located within Maitland Center North and just 6 miles from downtown Orlando, this neighborhood offers both convenience and serenity.This 2-bedroom, 2-bath second-floor condo blends

  Christopher Nutt GALLERY PROPERTIES INTERNATIONAL

  1000 Winderley Place Unit 239, Maitland, FL 32751
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  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,160 Sq Ft
  • House for Rent

  319 Eaton St, Maitland, FL 32751

  Welcome to this beautifully maintained single-family home featuring 3 bedrooms and 2 full bathrooms with 1,160 sq. ft. of living space. Bright and open living areas with abundant natural light, modern finishes, and a comfortable layout. Enjoy a 2-car attached garage, central air, ceiling fans, and a great neighborhood location with convenient access to local parks, amenities, and community

  William Jusme, II MILLENNIUM REALTY CENTER LLC

  319 Eaton St, Maitland, FL 32751
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  $240,000 Sold Apr 21, 2025

  1000 Winderley Place Unit 122, Maitland, FL 32751

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

  Last Sold Summary

  • 4% Below List Price
  • $206/SF
  • 24 Days On Market

  Current Estimated Value $242,963

  Last Listing Agent Jean Chalifour COLDWELL BANKER RESIDENTIAL RE

  1000 Winderley Place Unit 122, Maitland, FL 32751
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  Est $370,953 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,422 Sq Ft

  224 Ashwood Dr, Maitland, FL 32751

  224 Ashwood Dr, Maitland, FL 32751

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