Maitland, FL Homes

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  /36

  $399,900

  • 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) 844-6582

  601 Oranole Rd, Maitland, FL 32751
• Explore Maitland

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  /21

  $1,200 per month

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

  2521 Caper Ln Unit 203, Maitland, FL 32751

  This charming one-bedroom, one-bathroom apartment offers a cozy and inviting living space perfect for individuals or couples. With a thoughtfully designed open layout, it features a comfortable living area, a compact yet functional kitchen, and a tranquil bedroom with ample natural light. The bathroom is modern and clean, providing all the essentials in a neatly arranged space. Warm touches like

  

  Elaine Garcia

  GARCIA REALTY GROUP

  (321) 463-3818

  2521 Caper Ln Unit 203, Maitland, FL 32751
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  $255,000 Sold Jan 23, 2025

  607 Fitzgerald Dr, Maitland, FL 32751

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1966

  Last Sold Summary

  • 4% Below List Price
  • $283/SF
  • 49 Days On Market

  Current Estimated Value $250,706

  Last Listing Agent Yorjan Bolivar STAR BAY REALTY CORP.

  607 Fitzgerald Dr, Maitland, FL 32751
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  /2

  Est $338,087 Not Listed For Sale

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

  251 W Lake Faith Dr Unit 204, Maitland, FL 32751

  251 W Lake Faith Dr Unit 204, Maitland, FL 32751
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  /37

  $635,000

  • 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
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  $1,696 - $3,903 per month

  The Parker at Maitland Station Apartments

  1 - 3 Beds

  955 N Orlando Ave, Maitland, FL 32751

  Connect to what matters at The Parker at Maitland Station, Orlando's newest luxury apartment community. Located at the historic Parker Lumber Yard site, our Maitland, FL apartments provide easy access to the very best dining,shopping, jobs and outdoor activities Central Florida has to offer. The Parker at Maitland Station Apartments focuses on the old school friendliness while setting new

  955 N Orlando Ave, Maitland, FL 32751
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  /2

  $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

  Last Listing Agent Giovanni Vasquez MAGNO REALTY CORP

  305 W Lake Faith Dr Unit H139, Maitland, FL 32751
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  /2

  Est $412,632 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,475 Sq Ft

  940 Gamewell Ave, Maitland, FL 32751

  940 Gamewell Ave, Maitland, FL 32751
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  $380,000 Pending

  • 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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  $1,550 per month

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft
  • Condo for Rent

  1325 Lake Shadow Cir Unit 12305, Maitland, FL 32751

  This beautiful two-bedroom, two bath 1,048 sq ft condo is located in the gated community of Visconti in Maitland. Located on the third floor, the condominium features volume ceilings in the living areas for an open and expansive feeling with the living room opening to a screened in patio through the oversized sliding glass doors. Through the main living areas, you have a beautiful view through

  Justin Recca INNOVATIVE REALTY, LLC

  1325 Lake Shadow Cir Unit 12305, Maitland, FL 32751
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  /2

  $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 $302,050

  Last Listing Agent Alexander James CENTURY 21 CARIOTI

  518 Oranole Rd, Maitland, FL 32751
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  /2

  Est $566,690 Not Listed For Sale

  • 6 Beds
  • 2,402 Sq Ft

  926 Robinhood Ct, Maitland, FL 32751

  926 Robinhood Ct, Maitland, FL 32751
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  /40

  $243,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,256 Sq Ft

  613 Orange Tree Ct Unit 507, Maitland, FL 32751

  Come to your new home centrally located between Downtown Maitland and Winter Park. Close to the conveniences of retail shopping, restaurants, the Sunrail Station and I-4 to get you around Central Florida quickly. Enter into your one story condo to an open living, dining and kitchen floorplan for lots of space and flexibility. Ceramic tile throughout, 5" base molding, 6 panel doors and updated

  Deborah Morris KELLER WILLIAMS ADVANTAGE REALTY

  613 Orange Tree Ct Unit 507, Maitland, FL 32751
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  /73

  $1,541 - $7,227 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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  /2

  $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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  /2

  Est $149,292 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 799 Sq Ft

  110 Cherrywood Gardens Dr, Maitland, FL 32751

  110 Cherrywood Gardens Dr, Maitland, FL 32751
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  $875,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,732 Sq Ft

  939 Versailles Cir, Maitland, FL 32751

  Under contract-accepting backup offers. Welcome to Versailles, where timeless architecture meets everyday ease just steps from the shimmering waters of Lake Minnehaha. This beautifully updated home offers peace of mind with a NEWER ROOF, 4-year-old HVAC, NEW IRRIGATION SYSTEM and APPLIANCES approximately 5 years old. Inside, the thoughtfully designed split floor plan ensures privacy for the

  Nicole Dege REDFIN CORPORATION

  939 Versailles Cir, Maitland, FL 32751
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  $1,950 per month

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

  2625 Legacy Villas Dr, Maitland, FL 32751

  This spacious two-bedroom, two bath 1,280 sq ft town home is located in the gated community of Visconti in Maitland. The town home features volume ceilings in the living areas for an open and expansive feeling with large windows that allow light to brighten the space. The kitchen overlooks the living and dining rooms and contains a full suite of appliances including the refrigerator, range,

  Justin Recca INNOVATIVE REALTY, LLC

  2625 Legacy Villas Dr, Maitland, FL 32751
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  /53

  $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 $523,970

  Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

  1552 East Blvd, Maitland, FL 32751
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  /16

  Est $159,963 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  1400 Lake Shadow Cir Unit 10304, Maitland, FL 32751

  1400 Lake Shadow Cir Unit 10304, Maitland, FL 32751
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  /54

  $2,895,000

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

  604 Minnehaha Ln, Maitland, FL 32751

  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 lake living. Inside, the home is bright

  Brad Young HOMEVEST REALTY

  604 Minnehaha Ln, Maitland, FL 32751
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  /127

  $1,379 - $3,050 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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  /2

  $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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  /25

  Est $679,613 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,960 Sq Ft

  2222 Chippewa Trail, Maitland, FL 32751

  2222 Chippewa Trail, Maitland, FL 32751
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  /48

  $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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  /22

  $2,000 per month

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

  1440 Lake Shadow Cir Unit 8302, Maitland, FL 32751

  Discover serene lakefront living in this stunning completely renovated 2-bedroom, 2-bathroom condo with a desirable split floor plan for ultimate privacy. Soaring vaulted ceilings and abundant natural light create an airy, open atmosphere throughout.Step out onto the oversized screened-in balcony and soak in breathtaking lake views—perfect for morning coffee, evening relaxation, or

  Ray Al-Malt EXP REALTY LLC

  1440 Lake Shadow Cir Unit 8302, Maitland, FL 32751
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  /2

  $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 $243,411

  Last Listing Agent Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

  2425 Legacy Lake Dr Unit 2425, Maitland, FL 32751
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  /30

  Est $451,198 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,193 Sq Ft

  2027 Michael Tiago Cir, Maitland, FL 32751

  2027 Michael Tiago Cir, Maitland, FL 32751
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  /34

  $174,000

  • 1 Bed
  • 1 Bath
  • 707 Sq Ft

  1275 Lake Shadow Cir Unit 13102, Maitland, FL 32751

  Immediately available! This refreshed 1-bedroom, 1-bath ground-floor condominium with a deeded 1-car garage is the one you’ve been waiting for in the desirable gated community of Visconti West. Tucked away in the back of the community, this home offers a peaceful retreat with a private patio and tranquil surroundings. Step inside to a bright, airy interior featuring all-tile flooring and an open

  Juan Castro REDFIN CORPORATION

  1275 Lake Shadow Cir Unit 13102, Maitland, FL 32751
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  /39

  $1,327 - $3,964 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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  /2

  $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 $494,979

  Last Listing Agent Robert Hamblin LPT REALTY, LLC

  349 Hickory Dr, Maitland, FL 32751
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  /46

  Est $457,735 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,249 Sq Ft

  2030 Michael Tiago Cir, Maitland, FL 32751

  2030 Michael Tiago Cir, 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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  /21

  $1,695 per month

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft
  • Condo for Rent

  1225 Lake Shadow Cir Unit 14305, Maitland, FL 32751

  Stunning 2 bed 2 bath condo on third floor in resort style community of Visconti. This stylish unit features designer paint, plush new carpeting, 2 master suites, LED lighting and a gourmet kitchen with direct access to laundry room with full size washer and dryer hook ups. Community offers its residents 2 swimming pools overlooking Lake Shadow, Fitness gym, Tennis - and basket ball court and

  Andreas Kunert KUNERT REALTY INC

  1225 Lake Shadow Cir Unit 14305, Maitland, FL 32751
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  /2

  $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 $483,728

  Last Listing Agent Ozzie Quiroz COLDWELL BANKER RESIDENTIAL RE

  1998 Michael Tiago Cir, Maitland, FL 32751
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  /22

  Est $174,203 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,206 Sq Ft

  2333 Coawood Ct Unit 103, Maitland, FL 32751

  2333 Coawood Ct Unit 103, Maitland, FL 32751
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  /20

  $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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  /39

  $1,565 - $3,689 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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  /2

  $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

  Last Listing Agent Husain Jaffer CHARLES RUTENBERG REALTY ORLANDO

  500 Vereen Dr, Maitland, FL 32751
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  /11

  Est $433,281 Not Listed For Sale

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

  1100 S Orlando Ave Unit 704, Maitland, FL 32751

  1100 S Orlando Ave Unit 704, Maitland, FL 32751

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