9,826

Maitland, FL Homes

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  • /2

    $550,000

    Sold Nov 24, 2025

    2201 Sunderland Rd, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,798 Sq Ft
    • Built 1960

    Last Sold Summary

    • 12% Below List Price
    • $306/SF
    • 102 Days On Market

    Current Estimated Value $539,739

    Last Listing Agent Shannon Chamoun KELLER WILLIAMS TAMPA CENTRAL

    2201 Sunderland Rd, Maitland, FL 32751
    • /31

      Est $159,392

      Not Listed For Sale

      1275 Lake Shadow Cir Unit 13102, Maitland, FL 32751

      • 1 Bed
      • 1 Bath
      • 707 Sq Ft
      • Built 2000
      1275 Lake Shadow Cir Unit 13102, Maitland, FL 32751

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Mathew Kelly TURN-KEY MOVES REALTY

  • /32

    $419,900

    $20K PRICE DROP 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 EXP REALTY LLC

    135 Roosevelt Place, Maitland, FL 32751
  • /2

    $680,000

    Sold Apr 01, 2026

    183 Orange Place, Maitland, FL 32751

    • 3 Beds
    • 3.5 Baths
    • 2,014 Sq Ft
    • Built 2018

    Last Sold Summary

    • 20% Below List Price
    • $338/SF
    • 169 Days On Market

    Current Estimated Value $694,783

    Last Listing Agent Christine Bennett EVOLVE PROPERTY GROUP LLC

    183 Orange Place, Maitland, FL 32751
    • /52

      Est $214,368

      Not Listed For Sale

      1420 Lake Shadow Cir Unit 9201, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,111 Sq Ft
      • Built 2000
      1420 Lake Shadow Cir Unit 9201, Maitland, FL 32751

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Jay Kendall KENDALL REAL ESTATE FIRM, LLC

  • /75

    $425,000

    $55K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,955 Sq Ft

    535 Brookside Cir, Maitland, FL 32751

    Under contract-accepting backup offers. Waterfront potential on Brookside Circle! Classic 3-bedroom, 2-bathroom property situated directly on peaceful Howell Creek with canoe access to Waumpi Lake.Renovation opportunity! The interior layout includes a living room with a window nook, a dedicated dining area, and a primary suite located off the dining room. The kitchen features a breakfast

    Paige Beltz FIRST MAGNOLIA HOMES

    535 Brookside Cir, Maitland, FL 32751
  • /2

    $820,000

    Sold May 29, 2026

    781 Goldwater Ct, Maitland, FL 32751

    • 5 Beds
    • 3 Baths
    • 2,550 Sq Ft
    • Built 1970

    Last Sold Summary

    • 11% Below List Price
    • $322/SF
    • 63 Days On Market

    Current Estimated Value $829,793

    Last Listing Agent Erin Baker FANNIE HILLMAN & ASSOCIATES

    781 Goldwater Ct, Maitland, FL 32751
    • /2

      Est $216,193

      Not Listed For Sale

      1440 Lake Shadow Cir Unit 8302, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,111 Sq Ft
      • Built 2000
      1440 Lake Shadow Cir Unit 8302, Maitland, FL 32751

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Teresa Parker PREMIER SOTHEBYS INT'L REALTY

  • /47

    $399,900

    $40K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 816 Sq Ft

    1140 S Orlando Ave Unit H3, Maitland, FL 32751

    Virtually Staged. RARE LAKEFRONT opportunity to Live right on LAKE MAITLAND! Sip your morning coffee with one of the most premier views in the entire community! BONUS: It's on the main FIRST floor, so NO STAIRS! Just a pure unencumbered view of Lake Maitland right from your living room! And only a few steps to the dock or community pool!! This unit has the EXTRA HALF BATHROOM and has been

    Chris Schiffermiller UNITED REAL ESTATE PREFERRED

    1140 S Orlando Ave Unit H3, Maitland, FL 32751
  • /2

    $200,000

    Sold Dec 19, 2025

    1325 Lake Shadow Cir Unit 12303, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft
    • Built 2000

    Last Sold Summary

    • 11% Below List Price
    • $191/SF
    • 182 Days On Market

    Current Estimated Value $202,009

    Last Listing Agent Ken Pozek REAL BROKER, LLC

    1325 Lake Shadow Cir Unit 12303, Maitland, FL 32751
    • /2

      Est $234,511

      Not Listed For Sale

      1460 Lake Shadow Cir Unit 7203, Maitland, FL 32751

      • 3 Beds
      • 2 Baths
      • 1,243 Sq Ft
      • Built 2000
      1460 Lake Shadow Cir Unit 7203, Maitland, FL 32751

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Darlene Brown KELLER WILLIAMS ADVANTAGE REALTY

  • /25

    $427,400

    $23K PRICE DROP Under Contract
    • 2 Beds
    • 1 Bath
    • 988 Sq Ft

    220 Alpine Dr, Maitland, FL 32751

    Under contract-accepting backup offers. Opportunity in the Maitland / Winter Park area! This one-owner home, held by the same family since the 1960s, is ideally located near shopping, dining, parks, and major roadways, providing convenient access throughout Central Florida.The property offers potential for renovation, expansion, or redevelopment, with a lot that provides space for future

    Beth Hathaway PREMIUM PROPERTIES R.E SERVICE

    220 Alpine Dr, Maitland, FL 32751
  • /2

    $218,000

    Sold Aug 17, 2026

    892 Park Lake Cir Unit 69, Maitland, FL 32751

    • 2 Beds
    • 1.5 Baths
    • 1,353 Sq Ft
    • Built 1972

    Last Sold Summary

    • 7% Below List Price
    • $161/SF
    • 42 Days On Market

    Current Estimated Value $224,990

    Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

    892 Park Lake Cir Unit 69, Maitland, FL 32751
    • /37

      Est $262,237

      Not Listed For Sale

      1460 Lake Shadow Cir Unit 7108, Maitland, FL 32751

      • 4 Beds
      • 2 Baths
      • 1,372 Sq Ft
      • Built 2000
      1460 Lake Shadow Cir Unit 7108, Maitland, FL 32751

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Sharon Brandt HAMLIN REALTY

  • /25

    $559,000

    $26K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,038 Sq Ft

    1241 Manchester Rd, Maitland, FL 32751

    Virtually Staged. Welcome to 1241 Manchester Road, a beautifully renovated home nestled in the heart of English Estates, one of Maitland's most sought-after and established neighborhoods. This exceptional 4-bedroom, 2-bath residence seamlessly blends timeless charm with modern updates, offering the perfect balance of comfort, style, and functionality.From the moment you step inside,

    Ricardo Araque EG ORLANDO LLC

    1241 Manchester Rd, Maitland, FL 32751
  • /54

    $690,000

    Sold Apr 17, 2026

    206 Quayside Cir Unit 103, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft
    • Built 1985

    Last Sold Summary

    • 8% Below List Price
    • $543/SF
    • 55 Days On Market

    Current Estimated Value $688,556

    Last Listing Agent Donnamarie Ebanks COLDWELL BANKER REALTY

    206 Quayside Cir Unit 103, Maitland, FL 32751
    • /2

      Est $200,688

      Not Listed For Sale

      1475 Lake Shadow Cir Unit 6305, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,048 Sq Ft
      • Built 2000
      1475 Lake Shadow Cir Unit 6305, Maitland, FL 32751

      Last Sold Summary

      • 171 Days On Market

      Last Listing Agent Andreas Kunert KUNERT REALTY INC

  • /53

    $1,345,500

    $150K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,566 Sq Ft

    755 Cranes Ct, Maitland, FL 32751

    $50,000 OFF - NEW PRICE !!!! A SUBSTANTIAL OPPORTUNITY WITH EXCEPTIONAL VALUE. This home has timeless elegance in this incredible home nestled in the heart of Maitland, privately situated on a cul de sac within an exclusive gated enclave of custom residences. Perfectly positioned between Lake Sybelia and Lake Catherine, this one owner estate offers a rare blend of sophistication, comfort, and

    Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

    755 Cranes Ct, Maitland, FL 32751
  • /2

    $239,000

    Sold Oct 22, 2025

    1019 Grove St Unit 85, Maitland, FL 32751

    • 3 Beds
    • 3 Baths
    • 1,496 Sq Ft
    • Built 1972

    Last Sold Summary

    • 27% Below List Price
    • $160/SF
    • 454 Days On Market

    Current Estimated Value $243,694

    Last Listing Agent Scott Roberts SCOTT ALAN ROBERTS

    1019 Grove St Unit 85, Maitland, FL 32751
    • /2

      Est $203,485

      Not Listed For Sale

      1475 Lake Shadow Cir Unit 6204, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,048 Sq Ft
      • Built 2000
      1475 Lake Shadow Cir Unit 6204, Maitland, FL 32751

      Last Sold Summary

      • 79 Days On Market

      Last Listing Agent Darlene Brown KELLER WILLIAMS ADVANTAGE REALTY

  • /34

    $699,000

    • 4 Beds
    • 3 Baths
    • 1,965 Sq Ft

    431 Arapaho Trail, Maitland, FL 32751

    This move-in-ready 4-bedroom, 3-full-bath pool home is located in the beautiful Dommerich Estates! (A NEW ROOF is scheduled to be installed in late September/early October.) Enjoy a waterfront lifestyle just steps from your front door, with access to a private community boat ramp, fishing pier, picnic tables, built-in grills, social events, and endless sunset views along the shoreline of Lake

    Shirley Jones COLDWELL BANKER REALTY

    431 Arapaho Trail, Maitland, FL 32751
  • /2

    $186,000

    Sold Nov 09, 2025

    1960 Legacy Cove Dr Unit 1960, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Built 2000

    Last Sold Summary

    • 28% Below List Price
    • $145/SF
    • 105 Days On Market

    Current Estimated Value $197,075

    Last Listing Agent Robert Edwards ABC REAL ESTATE SERVICES

    1960 Legacy Cove Dr Unit 1960, Maitland, FL 32751
    • /2

      Est $202,885

      Not Listed For Sale

      1100 Lake Shadow Cir Unit 2306, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,048 Sq Ft
      • Built 2000
      1100 Lake Shadow Cir Unit 2306, Maitland, FL 32751

      Last Sold Summary

      • 334 Days On Market

      Last Listing Agent Andreas Kunert KUNERT REALTY INC

  • /39

    $649,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,602 Sq Ft

    553 Arapaho Trail, Maitland, FL 32751

    **BOATING/LAKE ACCESS** Welcome to 553 Arapaho Trail, where timeless MID-CENTURY CHARM meets thoughtful modern living in the highly sought-after DOMMERICH ESTATES community of Maitland. Offering OVER 1,500 SQUARE FEET of beautifully maintained living space, this 3-BEDROOM, 2-BATHROOM HOME features a desirable SPLIT FLOOR PLAN designed for both privacy and everyday comfort. From the moment you

    Chris Creegan CREEGAN GROUP

    553 Arapaho Trail, Maitland, FL 32751
  • /47

    $518,000

    Sold May 20, 2026

    2319 Hunterfield Rd, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 1,798 Sq Ft
    • Built 1962

    Last Sold Summary

    • 2% Below List Price
    • $288/SF
    • 33 Days On Market

    Current Estimated Value $518,906

    Last Listing Agent Lauren Souto Misty Morrison Real Estate

    2319 Hunterfield Rd, Maitland, FL 32751
    • /24

      Est $207,161

      Not Listed For Sale

      1100 Lake Shadow Cir Unit 2202, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,111 Sq Ft
      • Built 2000
      1100 Lake Shadow Cir Unit 2202, Maitland, FL 32751

      Last Sold Summary

      • 90 Days On Market

      Last Listing Agent Andreas Kunert KUNERT REALTY INC

  • /55

    $435,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,622 Sq Ft

    2180 Tortoise Shell Dr, Maitland, FL 32751

    Under contract-accepting backup offers. Welcome to this beautiful 3-bedroom, 2-bathroom home featuring a sparkling pool and exceptional curb appeal! Nestled among lush landscaping, the backyard is a true private oasis—perfect for relaxing or entertaining. Inside, you'll be greeted by vaulted ceilings, abundant natural light, upgraded flooring, high-end countertops, and a beautifully designed

    Christopher Bright BEST ORLANDO PROPERTY MANAGEMENT LLC

    2180 Tortoise Shell Dr, Maitland, FL 32751
  • /2

    $745,000

    Sold Jun 01, 2026

    150 Seneca Trail, Maitland, FL 32751

    • 4 Beds
    • 3 Baths
    • 2,221 Sq Ft
    • Built 1957

    Last Sold Summary

    • $335/SF
    • 7 Days On Market

    Current Estimated Value $748,262

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    150 Seneca Trail, Maitland, FL 32751
    • /2

      Est $206,903

      Not Listed For Sale

      1100 Lake Shadow Cir Unit 2101, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,111 Sq Ft
      • Built 2000
      1100 Lake Shadow Cir Unit 2101, Maitland, FL 32751

  • /20

    $340,000

    $10K PRICE DROP
    • 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
  • /2

    $369,000

    Sold Sep 23, 2025

    2625 Queen Mary Place, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,885 Sq Ft
    • Built 1998

    Last Sold Summary

    • 10% Below List Price
    • $196/SF
    • 43 Days On Market

    Current Estimated Value $420,932

    Last Listing Agent Wade Stafford ALL FLORIDA PROPERTY GROUP,INC

    2625 Queen Mary Place, Maitland, FL 32751
    • /32

      Est $271,697

      Not Listed For Sale

      860 Town Cir Unit 119, Maitland, FL 32751

      • 3 Beds
      • 3 Baths
      • 1,575 Sq Ft
      • Built 1979
      860 Town Cir Unit 119, Maitland, FL 32751

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Kevin Dickey COLDWELL BANKER REALTY

  • /41

    $189,900

    $10K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,111 Sq Ft

    1475 Lake Shadow Cir Unit 6307, Maitland, FL 32751

    Welcome home to this beautifully updated and maintained 2-bedroom, 2-bath corner unit condo at Visconti West in Maitland! Located on the third floor, this light filled home features vaulted ceilings and an open, airy floor plan designed for comfortable living. The spacious primary suite includes an en-suite bathroom, while both bedrooms offer generous walk-in closets. The kitchen and bathrooms

    Keith Gordon GET MORE OFFERS

    1475 Lake Shadow Cir Unit 6307, Maitland, FL 32751
  • /2

    $625,000

    Sold Jul 13, 2026

    151 White Oak Cir, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,257 Sq Ft
    • Built 1973

    Last Sold Summary

    • 14% Below List Price
    • $277/SF
    • 9 Days On Market

    Current Estimated Value $702,126

    Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

    151 White Oak Cir, Maitland, FL 32751
    • /20

      Est $276,806

      Not Listed For Sale

      816 Park Lake Place, Maitland, FL 32751

      • 3 Beds
      • 2.5 Baths
      • 1,447 Sq Ft
      • Built 1980
      816 Park Lake Place, Maitland, FL 32751

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Elizabeth Ward Manno FANNIE HILLMAN & ASSOCIATES

  • /29

    $287,000

    $38K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    1140 S Orlando Ave Unit E1, Maitland, FL 32751

    PRICE IMPROVEMENT! WELCOME HOME to LAKE MAITLAND TERRACE! This beautifully remodeled 2 bedroom, FIRST FLOOR CORNER condo is truly move in ready and perfectly located in the heart of Maitland/Winter Park! Step inside to discover a stylish, completely updated interior featuring a BRAND NEW KITCHEN with NEW CABINETRY, COUNTERTOPS, and APPLIANCES, a beautifully RENOVATED BATHROOM, NEW LIGHTING and

    Andrea Sider, PA KELLER WILLIAMS WINTER PARK

    1140 S Orlando Ave Unit E1, Maitland, FL 32751
  • /2

    $700,000

    Sold Jul 09, 2026

    2450 Derbyshire Rd, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,245 Sq Ft
    • Built 1964

    Last Sold Summary

    • 2% Below List Price
    • $312/SF
    • 26 Days On Market

    Current Estimated Value $698,214

    Last Listing Agent Kyle Grafton FANNIE HILLMAN & ASSOCIATES

    2450 Derbyshire Rd, Maitland, FL 32751
    • /2

      Est $231,396

      Not Listed For Sale

      824 Park Lake Place Unit 4A, Maitland, FL 32751

      • 2 Beds
      • 2.5 Baths
      • 1,768 Sq Ft
      • Built 1980
      824 Park Lake Place Unit 4A, Maitland, FL 32751

      Last Sold Summary

      • 437 Days On Market

      Last Listing Agent Lorena Martinez EXP REALTY LLC

  • /62

    $810,000

    Pending
    • 4 Beds
    • 2 Baths
    • 2,819 Sq Ft

    231 White Oak Cir, Maitland, FL 32751

    1 year Home Warranty included.Discover Maitland Grove, a well-maintained enclave within one of Central Florida's most sought-after communities. Set in the heart of historic Maitland, celebrated for its scenic beauty and small-town charm, residents enjoy a relaxed suburban lifestyle just minutes from the urban energy, dining, entertainment, and employment centers of Downtown

    Gennifer Pickering SOVERA REALTY GROUP, LLC

    231 White Oak Cir, Maitland, FL 32751
  • /2

    $760,000

    Sold Feb 05, 2026

    901 Camelot Rd, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,361 Sq Ft
    • Built 1970

    Last Sold Summary

    • 4% Below List Price
    • $322/SF

    Current Estimated Value $762,076

    Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    901 Camelot Rd, Maitland, FL 32751

Showing Results 441 - 480, Page 12 of 18

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