9,937

Maitland, FL Homes

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  • /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

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (321) 381-4598

    2004 Michael Tiago Cir, Maitland, FL 32751
  • /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

  • /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,

    Agent Photo

    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

    $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

  • /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

    Agent Photo

    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

    $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
    • /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

  • /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

    Agent Photo

    Kay Shilling

    COLDWELL BANKER REALTY

    (321) 381-4506

    601 Oranole Rd, 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

    $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 $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

  • /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

    Agent Photo

    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

    $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
    • /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

  • /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

    Agent Photo

    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

    $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
    • /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

  • /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

    Agent Photo

    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

    $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
    • /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

  • /35

    $449,990 Pending

    • 3 Beds
    • 2 Baths
    • 1,430 Sq Ft

    2065 Derbyshire Rd, Maitland, FL 32751

    Under contract-accepting backup offers. Beautifully renovated and move-in ready, this 3-bedroom, 2-bath home offers modern design in a .24 acre lots, solid upgrades, and comfortable living in a prime Maitland location. Featuring an open-concept layout filled with abundant natural light, the home delivers a warm and inviting atmosphere from the moment you enter. The updated kitchen serves as the

    Agent Photo

    Ceila Morales

    EXP REALTY LLC

    (321) 326-7610

    2065 Derbyshire Rd, 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

    $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
    • /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

  • /45

    $249,900

    • 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

    Agent Photo

    Nicholas Wild

    GATE PROPERTIES & MANAGEMENT INC

    (321) 850-5396

    335 W Lake Faith Dr Unit S, Maitland, FL 32751
  • /25

    Starting at $1,430

    Total Monthly Price

    • 1 - 3 Beds

    545 S Keller Rd, Orlando, FL 32810

    Stylishly modern. Great location. A perfect home for you. The Courtney at Lake Shadow, a luxury apartment community in Orlando, Florida, offers open-concept layouts in a variety of pet-friendly 1, 2 & 3 bedroom floor plans. Enjoy your gourmet kitchen – stir up more than coffee. It’s fully equipped and ready for you to make fantastic meals for friends or craft home-cooked meals solo. Plus, each

    Courtney At Lake Shadow

    (689) 207-3528

    545 S Keller Rd, 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 $328,888

    Last Listing Agent Husain Jaffer CHARLES RUTENBERG REALTY ORLANDO

    500 Vereen Dr, 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

  • /55

    $649,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,877 Sq Ft

    106 Oakwood Dr, Maitland, FL 32751

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. FINAL SUBMISSION WINDOW – SELLER HAS SET A FIRM DEADLINE TO SECURE CONTRACT. ALL PROPOSALS DUE MAY 11. FULLY RENOVATED Maitland home offered for a limited time only. Seller will review all submitted contracts, including those below list price, and is open to structuring terms that work - including potential

    Agent Photo

    Kikzeny Cartagena

    LPT REALTY, LLC

    (321) 850-2430

    106 Oakwood Dr, Maitland, FL 32751
  • /37

    Starting at $1,977 Per Month

    • 1 - 3 Beds

    100 Boucle Jeanne Cir, Maitland, FL 32751

    Drink in the waterfront views. Drop your kayak in for an evening cruise. Dip your toes in the saltwater pool. When you’re here, every day feels like a waterside retreat. Only it’s not a vacation, it’s your home. With nature-inspired interior design, multiple outdoor living spaces and direct lake access, Perla Gem Lake is luxury lakeside living.

    Perla Gem Lake

    (689) 209-1332

    100 Boucle Jeanne Cir, 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
    • /11

      Est $427,228 Not Listed For Sale

      1100 S Orlando Ave Unit 704, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,285 Sq Ft
      • Built 1973
      1100 S Orlando Ave Unit 704, Maitland, FL 32751

      Last Sold Summary

      • 2% Above List Price
      • $327/SF
      • 49 Days On Market
      • Last Sold Price $420,000
      • Sep 13, 2023

      Last Listing Agent Joann Beck BECK REALTY LLC

Showing Results 1 - 40, Page 1 of 18

Home Trends in Maitland, FL

Housing Trends

Median Sale Price
$505,000
Median Single Family Sale Price
$600,000
Median Townhouse Sale Price
$396,000
Median 2 Bedroom Sale Price
$250,000
Median 1 Bedroom Sale Price
$155,000
Average Price Per Sq Ft
$296
Number of Homes for Sale
90
Last 12 months Home Sales
331
Months of Supply
3.30
Median List Price
$529,900
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
8%
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