9,919

Maitland, FL Homes

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  • /2

    $150,000 Sold Oct 24, 2025

    1125 Lake Shadow Cir Unit 5305, Maitland, FL 32751

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

    Last Sold Summary

    • 6% Below List Price
    • $223/SF
    • 32 Days On Market

    Current Estimated Value $149,283

    Last Listing Agent Shelby Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    1125 Lake Shadow Cir Unit 5305, Maitland, FL 32751
    • /30

      Est $263,605 Not Listed For Sale

      291 W Lake Faith Dr Unit 142, Maitland, FL 32751

      • 2 Beds
      • 2.5 Baths
      • 1,456 Sq Ft
      • Built 1974
      291 W Lake Faith Dr Unit 142, Maitland, FL 32751

      Last Sold Summary

      • 7% Below List Price
      • $194/SF
      • 59 Days On Market

      Last Sold Price $282,500

      Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

  • /16

    $105,000 Pending

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft

    2426 Branch Way Unit 200, Maitland, FL 32751

    Welcome to this well-located condominium in Maitland, featuring fresh interior paint, brand-new carpet, a new air conditioning system, and a new refrigerator. This comfortable unit offers a functional layout and is conveniently located near shopping, dining, and major roadways, providing easy access throughout the Orlando metropolitan area.The property is also ideally situated near several

    Yuly Rodriguez DOUGLAS EDMUND REAL ESTATE LLC

    2426 Branch Way Unit 200, Maitland, FL 32751
  • /2

    $380,000 Sold Sep 17, 2025

    2041 Warrens Ave, Maitland, FL 32751

    • 3 Beds
    • 2.5 Baths
    • 1,549 Sq Ft
    • Built 2025

    Last Sold Summary

    • 10% Below List Price
    • $245/SF
    • 101 Days On Market

    Current Estimated Value $373,182

    Last Listing Agent Marcela Fischer PRISTINE INTERNATIONAL REALTY LLC

    2041 Warrens Ave, Maitland, FL 32751
    • /22

      Est $300,523 Not Listed For Sale

      1140 S Orlando Ave Unit 1, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 816 Sq Ft
      • Built 1969
      1140 S Orlando Ave Unit 1, Maitland, FL 32751

      Last Sold Summary

      • 14% Below List Price
      • $429/SF
      • 16 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Melissa Latty GRACE REALTY, INC.

  • /46

    $570,000

    • 4 Beds
    • 2 Baths
    • 1,909 Sq Ft

    623 Green Meadow Ave, Maitland, FL 32751

    Welcome to this two-owner concrete block home offering the perfect blend of comfort, character, and Florida outdoor living — all with no HOA and an ideal Central Florida location. A majestic Kapok tree gracefully anchors the front yard, while a lush, foliaged trellis guides you to the inviting front entrance, setting the tone for the unique charm found throughout.Inside, you’ll discover an

    John Muccigrosso RE/MAX 200 REALTY

    623 Green Meadow Ave, Maitland, FL 32751
  • /2

    $450,000 Sold Mar 06, 2026

    736 Forest Glen Ct, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 1,647 Sq Ft
    • Built 1973

    Last Sold Summary

    • 14% Below List Price
    • $273/SF
    • 188 Days On Market

    Current Estimated Value $455,219

    Last Listing Agent Dominick Florio RE/MAX TOWN & COUNTRY REALTY

    736 Forest Glen Ct, Maitland, FL 32751
    • /21

      Est $211,524 Not Listed For Sale

      428 Banyon Tree Cir Unit 102, Maitland, FL 32751

      • 3 Beds
      • 2 Baths
      • 1,612 Sq Ft
      • Built 1973
      428 Banyon Tree Cir Unit 102, Maitland, FL 32751

      Last Sold Summary

      • 3% Below List Price
      • $136/SF
      • 186 Days On Market

      Last Sold Price $219,000

      Last Listing Agent Tom Graves FUN HOMES

  • /25

    $237,900 Pending

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

    1503 Grove St Unit 559, Maitland, FL 32751

    Under contract-accepting backup offers. PRICE REDUCED!!! Rare opportunity for a "Jewel of Park Lake" spacious 3 bedroom, 2 bath villa with beautiful wooded view in the desirable Park Lake community of Maitland. MOVE-IN READY!!! Assigned/dedicated Parking. Close to major transportation routes, employment centers, Park Avenue/Winter Park, Altamonte Springs and downtown Orlando. HVAC replaced in

    Michael Dabby DABBY REAL ESTATE ADVISORS, LLC

    1503 Grove St Unit 559, Maitland, FL 32751
  • /2

    $689,000 Sold Sep 10, 2025

    1850 Geronimo Trail, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft
    • Built 1959

    Last Sold Summary

    • 7% Below List Price
    • $397/SF
    • 42 Days On Market

    Current Estimated Value $670,959

    Last Listing Agent Bobby Livera BALDWIN PARK REALTY LLC

    1850 Geronimo Trail, Maitland, FL 32751
    • /40

      Est $726,089 Not Listed For Sale

      21 Minnehaha Cir, Maitland, FL 32751

      • 5 Beds
      • 2 Baths
      • 2,371 Sq Ft
      • Built 1961
      21 Minnehaha Cir, Maitland, FL 32751

      Last Sold Summary

      • 4% Above List Price
      • $293/SF
      • 41 Days On Market

      Last Sold Price $695,000

      Last Listing Agent Taylor Paris FLORIDA HOMES REALTY & MORTGAGE

  • /16

    $1,798,999 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,203 Sq Ft

    105 Tangelo Ct, Maitland, FL 32751

    Under Construction. A masterpiece of luxury design by LUIH Luxury Homes, perfectly positioned in the prestigious neighborhood of Hollieanna Shores. As you arrive, a striking façade with an elegant arched entryway sets an unforgettable tone. Beyond the front door, soaring ceilings and designer finishes frame an expansive living room where glass sliders dissolve the boundary between indoor and

    Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    105 Tangelo Ct, Maitland, FL 32751
  • /2

    $800,000 Sold May 22, 2025

    2031 Dyan Way, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 2,213 Sq Ft
    • Built 1970

    Last Sold Summary

    • $362/SF

    Current Estimated Value $788,326

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    2031 Dyan Way, Maitland, FL 32751
    • /52

      Not Listed For Sale

      3102 Legacy Lake Dr, Maitland, FL 32751

      • 4 Beds
      • 2 Baths
      • 1,707 Sq Ft
      • Built 2000
      3102 Legacy Lake Dr, Maitland, FL 32751

      Last Sold Summary

      • $169/SF
      • 76 Days On Market

      Last Sold Price $289,000

      Last Listing Agent Matthew Matin CLOCK TOWER REALTY

  • /10

    $2,000,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 3,695 Sq Ft

    103 Whitecaps Cir, Maitland, FL 32751

    Under contract-accepting backup offers. Under Construction. A striking blend of refined luxury and sleek contemporary architecture, this exceptional new construction residence is set to be completed in July 2026. Designed for effortless living and elevated entertaining, the home showcases 5 well-proportioned bedrooms, 4.5 designer bathrooms, and approximately 3,695 square feet of thoughtfully

    Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    103 Whitecaps Cir, Maitland, FL 32751
  • /2

    $410,000 Sold Jul 18, 2025

    326 Banyan Dr, Maitland, FL 32751

    • 4 Beds
    • 3 Baths
    • 2,538 Sq Ft
    • Built 1960

    Last Sold Summary

    • 22% Below List Price
    • $162/SF
    • 476 Days On Market

    Current Estimated Value $451,016

    Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

    326 Banyan Dr, Maitland, FL 32751
    • /18

      Not Listed For Sale

      1140 S Orlando Ave Unit I16, Maitland, FL 32751

      • 2 Beds
      • 1.5 Baths
      • 816 Sq Ft
      • Built 1971
      1140 S Orlando Ave Unit I16, Maitland, FL 32751

      Last Sold Summary

      • $300/SF
      • 70 Days On Market

      Last Sold Price $245,000

      Last Listing Agent Desi Wehrs OPENDOOR BROKERAGE LLC

  • /25

    $119,000

    • 1 Bed
    • 1 Bath
    • 759 Sq Ft

    480 Banyon Tree Cir Unit 102, Maitland, FL 32751

    PRICE REDUCED! Great condo to hold as an investment property or first-time purchase. The one-bed condo at Carrington Park has ceramic tile floors throughout. Ground floor unit with fresh paint and large open living room. Community offers three pools, fitness center, clubhouse, playground, park/picnic spaces and more! Excellent location in Maitland and convenient to shopping, restaurants and the

    Travis Stone BENOIT MANAGEMENT LLC

    480 Banyon Tree Cir Unit 102, Maitland, FL 32751
  • /2

    $365,000 Sold Mar 12, 2026

    1291 Blessing St, Maitland, FL 32751

    • 3 Beds
    • 2.5 Baths
    • 1,674 Sq Ft
    • Built 2006

    Last Sold Summary

    • 5% Below List Price
    • $218/SF
    • 136 Days On Market

    Current Estimated Value $378,170

    Last Listing Agent Monika Kenney PALMANO GROUP RE BROKERAGE LLC

    1291 Blessing St, Maitland, FL 32751
    • /50

      Est $683,467 Not Listed For Sale

      206 Quayside Cir Unit 203, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,203 Sq Ft
      • Built 1985
      206 Quayside Cir Unit 203, Maitland, FL 32751

      Last Sold Summary

      • 14% Below List Price
      • $664/SF
      • 3 Days On Market

      Last Sold Price $799,000

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

  • /60

    $965,000

    • 4 Beds
    • 3 Baths
    • 2,500 Sq Ft

    535 Pawnee Trail, Maitland, FL 32751

    Welcome to your dream home! This beautifully updated 4-bedroom, 3 bath residence is in one of the area's most desirable neighborhoods. Enjoy a perfect blend of comfort, style, and functionality, complete with modern renovations and exceptional outdoor living spaces. This corner lot home with multiple picturesque windows provides an abundance of natural light! Generously sized bedrooms provide

    Shirley Welch BHHS FLORIDA REALTY

    535 Pawnee Trail, Maitland, FL 32751
  • /2

    $221,647 Sold Sep 23, 2025

    802 Park Lake Cir Unit 2, Maitland, FL 32751

    • 2 Beds
    • 2.5 Baths
    • 1,432 Sq Ft
    • Built 1972

    Last Sold Summary

    • 18% Below List Price
    • $155/SF
    • 119 Days On Market

    Current Estimated Value $220,510

    Last Listing Agent Tom Graves FUN HOMES

    802 Park Lake Cir Unit 2, Maitland, FL 32751
    • /28

      Not Listed For Sale

      1140 S Orlando Ave Unit C11, Maitland, FL 32751

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft
      • Built 1964
      1140 S Orlando Ave Unit C11, Maitland, FL 32751

      Last Sold Summary

      • $319/SF
      • 7 Days On Market

      Last Sold Price $259,900

      Last Listing Agent Lauren Campbell COLDWELL BANKER REALTY

  • /29

    $227,000

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

    1175 Lake Shadow Cir Unit 4302, Maitland, FL 32751

    Spacious 4-bedroom, 2-bath condo located in the highly desirable Visconti community in Maitland. This well-appointed home features vaulted ceilings that enhance the open, airy feel and showcase a fantastic view. The thoughtfully designed floor plan offers comfortable living with minimal upkeep, making it ideal for both owner-occupants and investors. Residents of Visconti enjoy resort-style

    Michael Marrone COLDWELL BANKER REALTY

    1175 Lake Shadow Cir Unit 4302, Maitland, FL 32751
  • /2

    $815,000 Sold Feb 27, 2026

    185 Birchwood Dr, Maitland, FL 32751

    • 4 Beds
    • 3 Baths
    • 2,253 Sq Ft
    • Built 1958

    Last Sold Summary

    • 2% Above List Price
    • $362/SF
    • 5 Days On Market

    Current Estimated Value $783,292

    Last Listing Agent Chase Morton Tate COMPASS FLORIDA LLC

    185 Birchwood Dr, Maitland, FL 32751
    • /2

      Not Listed For Sale

      1140 S Orlando Ave Unit D1, Maitland, FL 32751

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft
      • Built 1964
      1140 S Orlando Ave Unit D1, Maitland, FL 32751

      Last Sold Summary

      • $429/SF
      • 47 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

  • /28

    $550,000

    • 4 Beds
    • 3 Baths
    • 2,748 Sq Ft

    140 E Faith Terrace, Maitland, FL 32751

    One or more photo(s) has been virtually staged. NEW ROOF 2022 - NEW AC 2022 - NEW ELECTRICAL PANELS 2022 - REPLUMB 2022 - NEW SEPTIC 2025 - Seperate detached GUEST HOUSE offering built-in monthly income potential. Previously rented under market value at $900/month, the guesthouse is currently vacant and ready for a new tenant, a private space for adult children, or a comfortable in-law suite.

    Gregory Roberts LPT REALTY LLC

    140 E Faith Terrace, Maitland, FL 32751
  • /2

    $315,000 Sold Apr 30, 2025

    1000 S Orlando Ave Unit 5, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 952 Sq Ft
    • Built 1964

    Last Sold Summary

    • 6% Below List Price
    • $331/SF
    • 41 Days On Market

    Current Estimated Value $322,962

    Last Listing Agent Laura Napoleon KELLER WILLIAMS WINTER PARK

    1000 S Orlando Ave Unit 5, Maitland, FL 32751
    • /30

      Est $301,314 Not Listed For Sale

      210 Magnolia Rd Unit 210, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,000 Sq Ft
      • Built 1971
      210 Magnolia Rd Unit 210, Maitland, FL 32751

      Last Sold Summary

      • $302/SF
      • 0 Days On Market

      Last Sold Price $301,500

      Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

  • /59

    $1,100,000

    • 4 Beds
    • 2.5 Baths
    • 2,116 Sq Ft

    1421 Sunnyside Dr, Maitland, FL 32751

    One or more photo(s) has been virtually staged. HUGE PRICE IMPROVEMENT Welcome to 1421 Sunnyside Drive, Maitland, FL, a beautifully maintained 4-bedroom, 2.5-bath single-family home with a pool, located on a corner lot directly adjacent to Winter Park. While this home carries a Maitland address, it sits just steps from Winter Park homes, offering the best of both locations. This move-in-ready

    Amanda Binns STRICKLAND REALTY GROUP INC

    1421 Sunnyside Dr, Maitland, FL 32751
  • /2

    $225,000 Sold Jan 28, 2026

    320 Eaton St, Maitland, FL 32751

    • 2 Beds
    • 1 Bath
    • 846 Sq Ft
    • Built 1945

    Last Sold Summary

    • 10% Below List Price
    • $266/SF
    • 148 Days On Market

    Current Estimated Value $223,952

    Last Listing Agent Walter Ramalho Barcelos KARDOSH REALTY

    320 Eaton St, Maitland, FL 32751
    • /22

      Not Listed For Sale

      1140 S Orlando Ave Unit F12, Maitland, FL 32751

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft
      • Built 1969
      1140 S Orlando Ave Unit F12, Maitland, FL 32751

      Last Sold Summary

      • $306/SF
      • 26 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Jill Gallagher CHARLES RUTENBERG REALTY ORLANDO

  • /78

    $1,975,000

    • 3 Beds
    • 3 Baths
    • 2,351 Sq Ft

    631 Lake Catherine Dr, Maitland, FL 32751

    Welcome to an extraordinary lakefront sanctuary at 631 Lake Catherine Drive, where sophisticated luxury meets serene waterfront living in one of Maitland's most coveted locations. This meticulously renovated residence, rebuilt down to the studs, represents the pinnacle of modern Florida elegance and is offered at $1,975,000. Positioned on an elevated lot overlooking the sparkling waters of Lake

    Kelly Price KELLY PRICE & COMPANY LLC

    631 Lake Catherine Dr, Maitland, FL 32751
  • /2

    $417,500 Sold May 19, 2025

    2295 Park Maitland Ct, Maitland, FL 32751

    • 3 Beds
    • 2.5 Baths
    • 1,742 Sq Ft
    • Built 2002

    Last Sold Summary

    • 6% Below List Price
    • $240/SF
    • 174 Days On Market

    Current Estimated Value $412,858

    Last Listing Agent Christopher Soucy REALTY ONE GROUP MVP

    2295 Park Maitland Ct, Maitland, FL 32751
    • /2

      Not Listed For Sale

      1140 S Orlando Ave Unit A3, Maitland, FL 32751

      • 1 Bed
      • 1 Bath
      • 612 Sq Ft
      • Built 1964
      1140 S Orlando Ave Unit A3, Maitland, FL 32751

      Last Sold Summary

      • $327/SF
      • 3 Days On Market

      Last Sold Price $199,900

      Last Listing Agent Miriam Furey EXP REALTY LLC

  • /23

    $525,000

    • 4 Beds
    • 2 Baths
    • 1,655 Sq Ft

    1529 Glastonberry Rd, Maitland, FL 32751

    Welcome to 1529 Glastonberry Rd, a 4 bedroom, 2 bath pool home in the heart of Maitland. You will love this tastefully updated home. Upon entering, you will love the open floor plan and the way the homes flows from the spacious living room to the airy dining room straight into the bright, sparkling kitchen with stainless steel appliances. The whole area overlooks the inviting salt water pool and

    Tamara Rorman RE/MAX TOWN CENTRE

    1529 Glastonberry Rd, Maitland, FL 32751
  • /2

    $396,000 Sold Jun 13, 2025

    1379 Benevolent St, Maitland, FL 32751

    • 3 Beds
    • 2.5 Baths
    • 1,789 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Below List Price
    • $221/SF
    • 14 Days On Market

    Current Estimated Value $390,884

    Last Listing Agent John Stearns EXP REALTY LLC

    1379 Benevolent St, Maitland, FL 32751
    • /2

      Est $389,090 Not Listed For Sale

      1100 S Orlando Ave Unit 308, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1973
      1100 S Orlando Ave Unit 308, Maitland, FL 32751

      Last Sold Summary

      • 7% Above List Price
      • $292/SF
      • 12 Days On Market

      Last Sold Price $365,000

      Last Listing Agent Alex Vastardis COLDWELL BANKER REALTY

  • /60

    $10,450,000 Pending

    • 5 Beds
    • 8 Baths
    • 8,174 Sq Ft

    1640 E Adams Dr, Maitland, FL 32751

    Under contract-accepting backup offers. Villa Serenata, a lakefront legacy on Lake Maitland. Behind private iron gates along the storied shores of Lake Maitland, Villa Serenata presents a rare opportunity to own a distinguished Mediterranean estate on the renowned Winter Park Chain of Lakes. On approximately two acres of meticulously curated grounds, this extraordinary residence feels less like a

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    1640 E Adams Dr, Maitland, FL 32751
  • /2

    $435,000 Sold Jun 05, 2025

    2632 Derbyshire Rd, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 1,767 Sq Ft
    • Built 1966

    Last Sold Summary

    • 5% Below List Price
    • $246/SF
    • 2 Days On Market

    Current Estimated Value $518,093

    Last Listing Agent Pat Long FLORIDA HOME TEAM REALTY LLC

    2632 Derbyshire Rd, Maitland, FL 32751

Showing Results 281 - 320, Page 8 of 18

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