Maitland, FL Homes

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  /54

  $824,000

  $51K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 3,000 Sq Ft

  1501 Druid Isle Rd, Maitland, FL 32751

  Lease option considered. LAKESIDE LIVING in Maitland, Florida! Nestled canal front with direct access to Lake Charity, this vintage block home is built like a fortress with all the modern luxuries of today. A unique home for those who desire authenticity in both design and quality. A side entry garage leads to a courtyard like entrance with a marble path and asian influenced landscape. Double

  

  Autumn Makin

  LAKEFIELD REALTY GROUP LLC

  1501 Druid Isle Rd, Maitland, FL 32751
• Explore Maitland

• 

  

  

  /14

  $1,190 Per Month

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Apartment for Rent

  114 Eaton St Unit 3, Maitland, FL 32751

  Conveniently located in Orlando, this move-in-ready 1-bedroom, 1-bathroom unit offers easy access to everything Central Florida. Enjoy being less than 15 minutes from Downtown Orlando and within 30 minutes of Walt Disney World, Universal Studios, and UCF. Whether you're commuting to work, attending school, or exploring the area's top attractions, this location puts you close to it all.

  

  Peter Dang

  ALLIANCE RENTAL HOMES

  114 Eaton St Unit 3, Maitland, FL 32751
• 

  

  /2

  $520,000

  Sold May 20, 2026

  636 Hillcrest Ave, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,576 Sq Ft
  • Built 1977

  Last Sold Summary

  • 5% Below List Price
  • $330/SF
  • 11 Days On Market

  Current Estimated Value $484,943

  Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

  636 Hillcrest Ave, Maitland, FL 32751
• 

  

  /2

  Est $244,679

  Not Listed For Sale

  1140 S Orlando Ave Unit F3, Maitland, FL 32751

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft
  • Built 1969

  1140 S Orlando Ave Unit F3, Maitland, FL 32751

  Last Sold Summary

  • 49 Days On Market
• 

  

  

  /36

  $385,900

  $64K PRICE DROP Pending

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

  601 Oranole Rd, Maitland, FL 32751

  Under contract-accepting backup offers. Back on the market with renewed momentum.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

  

  Kay Shilling

  COLDWELL BANKER REALTY

  601 Oranole Rd, Maitland, FL 32751
• 

  

  /63

  Starting at $1,406 Per Month

  • 1 - 3 Beds

  8636 Villa Point, 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

  Arbors at Maitland Summit

  

  8636 Villa Point, Orlando, FL 32810
• 

  /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

  Current Estimated Value $301,861

  Last Listing Agent Giovanni Vasquez MAGNO REALTY CORP

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

  /2

  Est $624,411

  Not Listed For Sale

  2631 Falmouth Rd, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,633 Sq Ft
  • Built 1968

  2631 Falmouth Rd, Maitland, FL 32751

  Last Sold Summary

  • 137 Days On Market
• 

  

  /50

  $455,000

  $14K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,596 Sq Ft

  499 Julian Ln, Maitland, FL 32751

  Location, Location, Location. Welcome to your new home in Maitland! This conviently located gated community home is a charming dwelling place featuring a cozy fireplace to uplift the ambiance of your living space. The home benefits from a tasteful neutral color paint scheme throughout, providing a welcoming canvas for your interior design aspirations. The kitchen is a cook's paradise, complete

  

  Charles Munk

  SAND DOLLAR REALTY GROUP INC

  499 Julian Ln, Maitland, FL 32751
• 

  

  /13

  $1,050 Per Month

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

  118 Eaton St Unit 4, Maitland, FL 32751

  Conveniently located in Orlando, this move-in-ready 1-bedroom, 1-bathroom unit offers easy access to everything Central Florida. Enjoy being less than 15 minutes from Downtown Orlando and within 30 minutes of Walt Disney World, Universal Studios, and UCF. Whether you're commuting to work, attending school, or exploring the area's top attractions, this location puts you close to it all.

  

  Peter Dang

  ALLIANCE RENTAL HOMES

  118 Eaton St Unit 4, Maitland, FL 32751
• 

  /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 $344,292

  Last Listing Agent Alexander James CENTURY 21 CARIOTI

  518 Oranole Rd, Maitland, FL 32751
• 

  /2

  Est $305,020

  Not Listed For Sale

  Unlisted Address

  • 3 Beds
  • 2 Baths
  • 1,076 Sq Ft
  • Built 1995

  Unlisted Address

  Last Sold Summary

  • 192 Days On Market
• 

  

  /30

  $216,000

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

  814 Park Lake Cir Unit 8, Maitland, FL 32751

  A beautiful affordable condo in Maitland. 2 bedrooms and 1 1⁄2 baths with a 1 car garage. The kitchen has been updated with white cabinets and new counter tops. The appliances have been updated. There is a large dining room and separate living room. The utility room is on the 1st floor with an updated barn door for access. The 1st floor has wood flooring while the second floor has carpeting. The

  

  Warren Gagne

  NEXTHOME NEIGHBORHOOD REALTY

  814 Park Lake Cir Unit 8, Maitland, FL 32751
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  /73

  Starting at $1,722

  Total Monthly Price

  • 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

  The Village at Lake Lily

  

  925 S Orlando Ave, Maitland, FL 32751
• 

  /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

  Current Estimated Value $521,512

  Last Listing Agent Diane Melody Goglas CHARLES RUTENBERG REALTY ORLANDO

  449 Forestwood Ln, Maitland, FL 32751
• 

  /2

  Est $477,473

  Not Listed For Sale

  2110 Korat Ln, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,266 Sq Ft
  • Built 1998

  2110 Korat Ln, Maitland, FL 32751

  Last Sold Summary

  • 29 Days On Market
• 

  

  /31

  $735,000

  Open Sun 2PM - 4PM $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,842 Sq Ft

  703 Nicoma Trail, Maitland, FL 32751

  Located in the sought-after Dommerich neighborhood, this pool home is just a short walk to top-rated Dommerich Elementary School and Maitland Middle School. Hardwood floors and an open floor plan create an easy flow for everyday living and entertaining, centered around a spacious kitchen with gas range, breakfast bar, and abundant gathering space. The home also features a wood-burning fireplace

  

  Jennifer King

  CORCORAN PREMIER REALTY

  703 Nicoma Trail, Maitland, FL 32751
• 

  

  /12

  $1,150 Per Month

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

  551 Flemming Way Unit 201, Maitland, FL 32751

  Welcome home to this cozy and well-maintained 1-bedroom, 1-bathroom second-floor condo located in the desirable Carrington Park community. This charming unit features a spacious walk-in closet, an open and comfortable living area, and a convenient location within the community. The building is situated directly across from the laundry facility, with one of the community pools located

  

  Miranda Azer

  PARKVIEW REAL ESTATE

  551 Flemming Way Unit 201, Maitland, FL 32751
• 

  /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
• 

  /2

  Est $2,317,186

  Not Listed For Sale

  641 Lake Catherine Dr, Maitland, FL 32751

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

  641 Lake Catherine Dr, Maitland, FL 32751

  Last Sold Summary

  • 60 Days On Market
• 

  

  /24

  $190,000

  $8K PRICE DROP

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

  1440 Lake Shadow Cir Unit 8305, Maitland, FL 32751

  Welcome to Visconti! A Gated Waterfront Community in the Heart of Maitland. Step into an easy, low-maintenance living with this move-in ready 2-bedroom, 2-bath condo located on the third floor, offering added privacy and a peaceful, elevated feel. With all new flooring and fresh interior paint, this home is completely refreshed and ready for its next owner. The split floor plan layout offers a

  

  Michael Rogers

  INNOVATIVE REALTY, LLC

  1440 Lake Shadow Cir Unit 8305, Maitland, FL 32751
• 

  

  /99

  Starting at $1,510 Per Month

  • 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

  Dwell Maitland

  

  8700 Maitland Summit Blvd, Orlando, FL 32810
• 

  /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 $240,074

  Last Listing Agent Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

  2425 Legacy Lake Dr Unit 2425, Maitland, FL 32751
• 

  /2

  Est $676,618

  Not Listed For Sale

  2350 Worthington Rd, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,352 Sq Ft
  • Built 1968

  2350 Worthington Rd, Maitland, FL 32751

  Last Sold Summary

  • 8 Days On Market
• 

  

  /37

  $325,000

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft

  1140 S Orlando Ave Unit I14, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Where Maitland's pristine waters meet a modern lifestyle! This luxury condominium in the coveted Lake Maitland Terrace community offers a rare blend of elegance and convenience on the shores of Lake Maitland within the famed Winter Park Chain of Lakes. Nestled among lush green spaces, this impeccably maintained mid-century modern complex boasts easy

  Michele Ostrander CHARLES RUTENBERG REALTY ORLANDO

  1140 S Orlando Ave Unit I14, Maitland, FL 32751
• 

  

  /39

  Starting at $1,328 Per Month

  • 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

  The Grand Reserve at Maitland Park

  

  1939 Grand Isle Cir, Orlando, FL 32810
• 

  /2

  $255,000

  Sold Apr 13, 2026

  0 Lake Howell Rd Unit MFRO6346556, Maitland, FL 32751

  • Land
  • 18,730 Sq Ft
  • $593,023 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 157 Days On Market

  Last Listing Agent Marta Zelaya CHARLES RUTENBERG REALTY ORLANDO

  0 Lake Howell Rd Unit MFRO6346556, Maitland, FL 32751
• 

  /2

  Est $514,213

  Not Listed For Sale

  1171 Covewood Trail, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 2,054 Sq Ft
  • Built 1967

  1171 Covewood Trail, Maitland, FL 32751

  Last Sold Summary

  • 2 Days On Market
• 

  

  /52

  $899,000

  $60K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,485 Sq Ft

  614 Brookwood Ln, Maitland, FL 32751

  JUST REDUCED - Welcome to this meticulously updated, one-story masterpiece situated on a sprawling, professionally landscaped 1/3-acre lot. This 5-bedroom, 3.5-bath sanctuary plus bonus room seamlessly blends high-end design with modern efficiency. At the heart of the home lies an extra-large gourmet kitchen designed for the serious chef, featuring double ovens, dual microwaves, and two

  Gale Milgrim KELLER WILLIAMS WINTER PARK

  614 Brookwood Ln, Maitland, FL 32751
• 

  

  /57

  Starting at $1,890 Per Month

  • Studio - 3 Beds

  601 Trelago Way, Maitland, FL 32751

  Bell Trelago welcomes you to a refined lakeside retreat where luxury, comfort, and convenience shape every moment. You can enjoy a relaxed yet sophisticated lifestyle enhanced by thoughtful amenities, beautiful waterfront views, and effortless access to dining, retail, and entertainment. The community blends style and function with elegant finishes, spacious studio, one-, two-, and three-bedroom

  Bell Trelago

  

  601 Trelago Way, Maitland, FL 32751
• 

  /2

  $230,000

  Sold Feb 27, 2026

  1460 Lake Shadow Cir Unit 7107, Maitland, FL 32751

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

  Last Sold Summary

  • 8% Below List Price
  • $168/SF
  • 148 Days On Market

  Current Estimated Value $235,132

  Last Listing Agent Alie Gattis MAINFRAME REAL ESTATE

  1460 Lake Shadow Cir Unit 7107, Maitland, FL 32751
• 

  

  /16

  Est $150,954

  Not Listed For Sale

  1400 Lake Shadow Cir Unit 10304, Maitland, FL 32751

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft
  • Built 2000

  1400 Lake Shadow Cir Unit 10304, Maitland, FL 32751

  Last Sold Summary

  • 12 Days On Market
• 

  

  /43

  $769,000

  Pending

  • 4 Beds
  • 2 Baths
  • 2,413 Sq Ft

  101 Mariner Way, Maitland, FL 32751

  Under contract-accepting backup offers. Welcome to an exceptional residence in the Maitland Isle subdivision, where timeless elegance meets modern comfort. This beautifully updated four-bedroom, two-bath home spans 2,413 square feet and offers exclusive private lake access to Lake Maitland on the prestigious Winter Park Chain of Lakes. Designed for refined living and effortless entertaining, the

  MaryAnne Branner PREMIER SOTHEBY'S INTL. REALTY

  101 Mariner Way, Maitland, FL 32751
• 

  

  /89

  Starting at $1,495 Per Month

  • Studio - 3 Beds

  9301 Summit Centre Way, Orlando, FL 32810

  The Tiffany at Maitland West presents an exceptional portrait of sophisticated living in Orlando. Our one-, two-, and three-bedroom apartment residences blend contemporary flair with timeless elegance, featuring stylish interiors and premium finishes. Residents savor resort-style amenities, including a sparkling pool and fitness options, all in a convenient location near shopping, dining, and

  The Tiffany at Maitland West

  

  9301 Summit Centre Way, Orlando, FL 32810
• 

  /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

  Current Estimated Value $339,814

  Last Listing Agent Husain Jaffer CHARLES RUTENBERG REALTY ORLANDO

  500 Vereen Dr, Maitland, FL 32751
• 

  

  /25

  Est $671,400

  Not Listed For Sale

  2222 Chippewa Trail, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,960 Sq Ft
  • Built 1961

  2222 Chippewa Trail, Maitland, FL 32751

  Last Sold Summary

  • 33 Days On Market
• 

  

  /38

  $570,000

  • 4 Beds
  • 2 Baths
  • 2,482 Sq Ft

  2494 Castlewood Rd, Maitland, FL 32751

  Welcome to 2494 Castlewood Road, a beautifully updated pool home situated on a spacious corner lot in one of Maitland's most established neighborhoods. This move-in-ready residence offers peace of mind with a newer roof, solar panels, updated HVAC, and extensive interior renovations throughout. Inside, you'll find an open and inviting floor plan featuring luxury vinyl flooring, updated bathrooms,

  Neil Chetram LA ROSA REALTY CW PROPERTIES L

  2494 Castlewood Rd, Maitland, FL 32751
• 

  

  /20

  Starting at $1,667 Per Month

  • 1 - 3 Beds

  304 Lake Ave, Maitland, FL 32751

  On the shore of Lake Gem in South Maitland, The Adeline rises as a sophisticated French-inspired community of luxury apartments in Maitland, FL. Enjoy deluxe amenities including a new saltwater pool, a private dock, and a lakeside walking trail that traces the water's edge. Step inside your spacious 1, 2, or 3 bedroom apartment home to find beautiful Shaker cabinetry in a choice of two

  The Adeline

  

  304 Lake Ave, Maitland, FL 32751
• 

  /2

  $475,000

  Sold Dec 29, 2025

  1938 Michael Tiago Cir, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,708 Sq Ft
  • Built 2011

  Last Sold Summary

  • 4% Below List Price
  • $175/SF
  • 74 Days On Market

  Current Estimated Value $484,270

  Last Listing Agent Robin Mitchell ROBIN MITCHELL REALTY

  1938 Michael Tiago Cir, Maitland, FL 32751
• 

  

  /30

  Est $452,174

  Not Listed For Sale

  2027 Michael Tiago Cir, Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 2,193 Sq Ft
  • Built 2014

  2027 Michael Tiago Cir, Maitland, FL 32751

  Last Sold Summary

  • 0 Days On Market

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