Maitland, FL Homes

• 

  

  

  /36

  $385,900 Pending

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

  601 Oranole Rd, Maitland, FL 32751

  Under contract-accepting backup offers. 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

  

  Kay Shilling

  COLDWELL BANKER REALTY

  (321) 381-4506

  601 Oranole Rd, Maitland, FL 32751
• Explore Maitland

• 

  

  

  /74

  Starting at $1,267 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

  (689) 219-4384

  

  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 $289,313

  Last Listing Agent Giovanni Vasquez MAGNO REALTY CORP

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

  

  /2

  Est $510,473 Not Listed For Sale

  145 Roosevelt Place, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 1,898 Sq Ft
  • Built 1973

  145 Roosevelt Place, Maitland, FL 32751

  Last Sold Summary

  • 1% Above List Price
  • $266/SF
  • 21 Days On Market

  • Last Sold Price $505,000
  • Apr 28, 2025

  Last Listing Agent Todd Schroth EXP REALTY LLC
• 

  

  

  /37

  $459,000

  • 3 Beds
  • 2 Baths
  • 1,370 Sq Ft

  1291 Oxford Rd, Maitland, FL 32751

  Welcome to this thoughtfully updated one-story home in the established community of English Estates, where timeless design and everyday comfort come together. A brick paver driveway leads to the front porch creating an inviting first impression. Inside, the light-filled living room opens effortlessly into the heart of the home. The updated kitchen features granite countertops, beautiful 42-inch

  

  Barrett Spray

  KELLER WILLIAMS ADVANTAGE REALTY

  (321) 677-5820

  1291 Oxford Rd, Maitland, FL 32751
• 

  

  /39

  Starting at $1,302 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

  (321) 248-5253

  

  1939 Grand Isle Cir, Orlando, FL 32810
• 

  /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 $341,437

  Last Listing Agent Alexander James CENTURY 21 CARIOTI

  518 Oranole Rd, Maitland, FL 32751
• 

  /2

  Est $1,139,201 Not Listed For Sale

  1601 Lyndale Blvd, Maitland, FL 32751

  • 5 Beds
  • 2.5 Baths
  • 3,597 Sq Ft
  • Built 1967

  1601 Lyndale Blvd, Maitland, FL 32751

  Last Sold Summary

  • 33% Above List Price
  • $238/SF
  • 45 Days On Market

  • Last Sold Price $855,000
  • May 07, 2025

  Last Listing Agent Carol van den Berg VAN DEN BERG REAL ESTATE GROUP
• 

  

  /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

  (321) 757-2668

  814 Park Lake Cir Unit 8, Maitland, FL 32751
• 

  

  /39

  Starting at $1,606 Per Month

  • 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

  Luna at Lake Shadow

  (689) 219-8963

  

  2200 Flagler Promenade Way, 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 $514,843

  Last Listing Agent Diane Melody Goglas CHARLES RUTENBERG REALTY ORLANDO

  449 Forestwood Ln, Maitland, FL 32751
• 

  

  /30

  Est $464,841 Not Listed For Sale

  651 Robinhood Dr, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,231 Sq Ft
  • Built 1991

  651 Robinhood Dr, Maitland, FL 32751

  Last Sold Summary

  • 1% Below List Price
  • $380/SF
  • 21 Days On Market

  • Last Sold Price $468,000
  • May 10, 2025

  Last Listing Agent Heather Unger, PA ACME REAL ESTATE FLORIDA LLC
• 

  

  /29

  $549,000

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

  636 Hillcrest Ave, Maitland, FL 32751

  **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to this beautifully updated 3 bedroom, 2 bathroom home offering nearly 1,600 square feet of comfortable living space in the heart of Maitland. Featuring a modern look throughout, this well maintained property

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (689) 334-0728

  636 Hillcrest Ave, Maitland, FL 32751
• 

  

  /57

  Starting at $1,665 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

  (321) 475-1325

  

  601 Trelago Way, 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
• 

  

  /40

  Est $1,092,570 Not Listed For Sale

  1606 The Oaks Dr, Maitland, FL 32751

  • 4 Beds
  • 3.5 Baths
  • 3,862 Sq Ft
  • Built 1979

  1606 The Oaks Dr, Maitland, FL 32751

  Last Sold Summary

  • 9% Above List Price
  • $259/SF
  • 68 Days On Market

  • Last Sold Price $1,000,000
  • May 09, 2025

  Last Listing Agent Cheryl Gray RIDER REALTY, LLC
• 

  

  /33

  $430,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,167 Sq Ft

  2004 Michael Tiago Cir, Maitland, FL 32751

  Under contract-accepting backup offers. Beautifully maintained 3-bedroom, 2-bathroom home offering 2,167 square feet of heated living space, located at 2004 Michael Tiago Circle in the heart of Maitland within the gated community of Maitland Village. This inviting property features a spacious and functional layout filled with abundant natural light, generous living areas, and comfortable bedrooms

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (321) 381-4598

  2004 Michael Tiago Cir, 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

  (321) 594-4496

  

  9301 Summit Centre Way, 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 $245,939

  Last Listing Agent Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

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

  /2

  Est $733,371 Not Listed For Sale

  956 Stonewood Ln, Maitland, FL 32751

  • 5 Beds
  • 3 Baths
  • 2,837 Sq Ft
  • Built 1978

  956 Stonewood Ln, Maitland, FL 32751

  Last Sold Summary

  • 1% Above List Price
  • $256/SF
  • 150 Days On Market

  • Last Sold Price $725,000
  • Apr 23, 2025

  Last Listing Agent Karen Bagwell RE/MAX
• 

  

  /30

  $179,900

  • 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 highly desirable Visconti West community in Maitland. This unit stands out from others of its size by offering upgrades and features that provide both comfort and peace of mind. From the moment you walk in, you’ll notice the new modern flooring throughout the living and bedrooms,

  

  Carrie Shawfield

  SHAWFIELD REALTY GROUP

  (321) 541-4026

  1275 Lake Shadow Cir Unit 13107, Maitland, FL 32751
• 

  

  /20

  Starting at $1,666 Per Month

  • 1 - 2 Beds

  304 Lake Ave, Maitland, FL 32751

  Find the perfect balance of sophistication and relaxation at The Adeline in urban Maitland. Our community offers 1, 2, and 3 bedroom residences with modern features and luxurious amenities. Whether you live alone, are happy in love, or enjoy having roommates, feel at home in our elegant, French-inspired units. In the heart of the Greater Orlando area, The Adeline provides a warm, engaging

  The Adeline

  (689) 219-8896

  

  304 Lake Ave, Maitland, FL 32751
• 

  /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
• 

  

  /16

  Est $154,764 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

  • 3% Below List Price
  • $238/SF
  • 12 Days On Market

  • Last Sold Price $160,000
  • Jun 06, 2024

  Last Listing Agent Isabel Sirizzotti SUNNY 365 REALTY GROUP
• 

  

  /54

  $824,000

  • 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

  (689) 260-6048

  1501 Druid Isle Rd, Maitland, FL 32751
• 

  

  /73

  Starting at $1,541

  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

  (689) 220-6208

  

  925 S Orlando Ave, Maitland, FL 32751
• 

  /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 $477,178

  Last Listing Agent Ozzie Quiroz COLDWELL BANKER REALTY

  1998 Michael Tiago Cir, Maitland, FL 32751
• 

  

  /25

  Est $663,595 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

  • 4% Below List Price
  • $352/SF
  • 33 Days On Market

  • Last Sold Price $689,000
  • Apr 26, 2024

  Last Listing Agent Shirley Jones COLDWELL BANKER REALTY
• 

  

  /35

  $700,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,856 Sq Ft

  2040 Thunderbird Trail, Maitland, FL 32751

  Here is your chance to be in the coveted Dommerich neighborhood and have a move in ready 3/2 pool home! This home has been tastefully renovated to include newer front living room Anderson Windows and Sliding Doors. Newer kitchen countertops, NEW ROOF 2025, Second bath updated in 2017, HVAC 2015, Water Heater 2015. The Salt Cell for the pool 2025, Refrigerator and Dishwasher 2025 and updated LED

  

  Crystal Grohowski

  CORCORAN PREMIER REALTY

  (689) 356-6487

  2040 Thunderbird Trail, Maitland, FL 32751
• 

  

  /99

  Starting at $1,715 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

  (689) 219-5909

  

  8700 Maitland Summit Blvd, Orlando, FL 32810
• 

  /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 $230,990

  Last Listing Agent Alie Gattis MAINFRAME REAL ESTATE

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

  

  /30

  Est $439,337 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

  • 4% Below List Price
  • $210/SF
  • 0 Days On Market

  • Last Sold Price $460,000
  • Oct 10, 2023

  Last Listing Agent Doug Woehr COLDWELL BANKER REALTY
• 

  

  /73

  $960,000

  • 3 Beds
  • 2.5 Baths
  • 2,021 Sq Ft

  790 S Lake Sybelia Dr, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Price Improvement! Rare opportunity to own a private 0.66-acre Estate Homesite in Maitland with deeded Private Lake Sybelia access. 790 S Lake Sybelia Drive offers a unique combination of land, privacy, and lake rights in one of Maitland’s most desirable communities. Set on a secluded, no-HOA .66 acre's of land, the property includes 12 feet of lake

  

  Lisa Pownall

  LISA REALTY PARTNERS

  (321) 510-6485

  790 S Lake Sybelia Dr, Maitland, FL 32751
• 

  

  /55

  Starting at $1,643 Per Month

  • 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

  The Parker at Maitland Station Apartments

  (689) 219-8881

  

  955 N Orlando Ave, Maitland, FL 32751
• 

  /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 $328,888

  Last Listing Agent Husain Jaffer CHARLES RUTENBERG REALTY ORLANDO

  500 Vereen Dr, Maitland, FL 32751
• 

  

  /46

  Est $436,819 Not Listed For Sale

  2030 Michael Tiago Cir, Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 2,249 Sq Ft
  • Built 2014

  2030 Michael Tiago Cir, Maitland, FL 32751

  Last Sold Summary

  • 5% Below List Price
  • $205/SF
  • 4 Days On Market

  • Last Sold Price $462,000
  • Oct 27, 2023

  Last Listing Agent Heather Ward WATSON REALTY CORP
• 

  

  /20

  $325,000 Pending

  • 1 Bed
  • 1 Bath
  • 564 Sq Ft

  250 Orange Place, Maitland, FL 32751

  Under contract-accepting backup offers. Welcome to 250 Orange Place, This charming bungalow in an unbeatable location just two blocks from Winter Park. This well-maintained one-bedroom cottage features a welcoming rocking-chair front porch, attractive kitchen, clawfoot bathtub, indoor laundry room, and one-car garage with additional off-street parking. Enjoy a shaded, hammock-ready backyard

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (407) 439-2042

  250 Orange Place, Maitland, FL 32751
• 

  

  /31

  Starting at $1,769 Per Month

  • 1 - 2 Beds

  160-190 Independence Ln, Maitland, FL 32751

  .custom-read-more #more {display: none;} Indulge in the upscale lifestyle you deserveour spacioushomes in the heart of Maitland have everything you need to make it happen.High-end amenities, elegant interiors, and an excellent location in the NorthOrlando area blend together to create a carefree experience. So check out our luxury apartments in Maitland, FL and find the home

  Maitland City Centre

  (321) 340-2932

  

  160-190 Independence Ln, 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 $478,034

  Last Listing Agent Robin Mitchell ROBIN MITCHELL REALTY

  1938 Michael Tiago Cir, Maitland, FL 32751
• 

  

  /22

  Est $165,889 Not Listed For Sale

  2333 Coawood Ct Unit 103, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 1,206 Sq Ft
  • Built 1973

  2333 Coawood Ct Unit 103, Maitland, FL 32751

  Last Sold Summary

  • 13% Below List Price
  • $158/SF
  • 10 Days On Market

  • Last Sold Price $190,000
  • Oct 31, 2023

  Last Listing Agent Lisa Sabo ALFANO PROPERTY MANAGEMENT

Showing Results 1 - 40, Page 1 of 18