9,826

Maitland, FL Homes

Section Image
    • /2

      Est $242,999

      Not Listed For Sale

      1627 Gulfview Dr Unit 441B, Maitland, FL 32751

      • 3 Beds
      • 3 Baths
      • 1,328 Sq Ft
      • Built 1981
      1627 Gulfview Dr Unit 441B, Maitland, FL 32751

      Last Sold Summary

      • 197 Days On Market

      Last Listing Agent Carl Vano EXP REALTY LLC

  • /33

    $115,000

    • 1 Bed
    • 1 Bath
    • 759 Sq Ft

    484 Banyon Tree Cir Unit 100, Maitland, FL 32751

    Welcome to 484 Banyon Tree Circle, Unit #100, Maitland, a well-updated 1 bedroom, 1 bathroom FIRST-FLOOR condo offering 759 square feet of comfortable living space. This move-in ready unit features a functional layout, a modern kitchen with granite countertops, and an IN-UNIT WASHER AND DRYER COMBO for added convenience. The spacious primary bedroom offers a walk-in closet. The living room has

    Vlad Kizlo KELLER WILLIAMS REALTY AT THE LAKES

    484 Banyon Tree Cir Unit 100, Maitland, FL 32751
  • 570 Manor Rd, Maitland, FL 32751

    $11,300,000

    Sold Aug 28, 2026

    570 Manor Rd, Maitland, FL 32751

    • 6 Beds
    • 10 Baths
    • 10,172 Sq Ft
    • Built 1996

    Last Sold Summary

    • 10% Below List Price
    • $1,111/SF
    • 498 Days On Market

    Current Estimated Value $6,666,167

    Last Listing Agent Maggie Walas Fortune Christie's International Real Estate

    570 Manor Rd, Maitland, FL 32751
    • /15

      Est $228,415

      Not Listed For Sale

      617 Grove Ct Unit 533, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,087 Sq Ft
      • Built 1976
      617 Grove Ct Unit 533, Maitland, FL 32751

      Last Sold Summary

      • 288 Days On Market

      Last Listing Agent Tom Graves FUN HOMES

  • /40

    $415,000

    • 3 Beds
    • 2.5 Baths
    • 1,751 Sq Ft

    1257 Blessing St, Maitland, FL 32751

    Welcome to beautiful Montacino, Enclave at Maitland, a well maintained Mediterranean inspired gated community. This well appointed town home features three bedrooms and two and 1/2 bathrooms. The first floor is a desirable open floor plan with a welcoming foyer, 1/2 bathroom, fully tiled living/dining room, kitchen with bar top and access to the first floor covered patio. The kitchen has

    Kyle Petteway EXIT REAL ESTATE RESULTS

    1257 Blessing St, Maitland, FL 32751
  • /2

    $952,000

    Sold Jul 08, 2026

    67 Cypress Ln, Maitland, FL 32751

    • 4 Beds
    • 3 Baths
    • 2,292 Sq Ft
    • Built 1979

    Last Sold Summary

    • 29% Below List Price
    • $415/SF
    • 160 Days On Market

    Current Estimated Value $969,765

    Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

    67 Cypress Ln, Maitland, FL 32751
    • /2

      Est $270,704

      Not Listed For Sale

      830 Park Lake Cir Unit 16, Maitland, FL 32751

      • 3 Beds
      • 3 Baths
      • 1,575 Sq Ft
      • Built 1972
      830 Park Lake Cir Unit 16, Maitland, FL 32751

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Ashley Landers KELLER WILLIAMS WINTER PARK

  • /13

    $527,300

    $23K PRICE DROP Under Contract
    • 2 Beds
    • 2.5 Baths
    • 1,328 Sq Ft

    210 Alpine Dr, Maitland, FL 32751

    Under contract-accepting backup offers. Don't miss this Great opportunity in the Maitland-Winter Park area! There's Potential for Renovation, Expansion or Development with this property. Imagine the Improvements that can be made for the Future. This is a One Owner Home held be the same family since the 1960s. New roof in 2022. The adjacent property at 220 Alpine is also available for purchase.

    Beth Hathaway PREMIUM PROPERTIES R.E SERVICE

    210 Alpine Dr, Maitland, FL 32751
  • /2

    $159,000

    Sold Jan 20, 2026

    1140 S Orlando Ave Unit A5, Maitland, FL 32751

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft
    • Built 1964

    Last Sold Summary

    • 4% Below List Price
    • $195/SF
    • 38 Days On Market

    Current Estimated Value $207,197

    Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    1140 S Orlando Ave Unit A5, Maitland, FL 32751
    • /2

      Est $241,134

      Not Listed For Sale

      520 Ruffel St, Maitland, FL 32751

      • 3 Beds
      • 1.5 Baths
      • 1,056 Sq Ft
      • Built 1966
      520 Ruffel St, Maitland, FL 32751

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Marian Coaxum KELLER WILLIAMS REALTY AT THE PARKS

  • /56

    $349,000

    $26K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,013 Sq Ft

    210 Magnolia Rd Unit 207, Maitland, FL 32751

    LOCATION, LIFESTYLE & LOW-MAINTENANCE LIVING IN THE HEART OF MAITLAND/WINTER PARK!Welcome to Maitland House, a hidden gem perfectly positioned between Maitland and Winter Park, where convenience, character and an unbeatable lifestyle come together. Located just steps from the iconic Enzian Theater and its lush Eden Bar, and minutes from Winter Park Village, Lake Lily and Park Avenue, this

    Christopher Courtney PREFERRED REAL ESTATE BROKERS

    210 Magnolia Rd Unit 207, Maitland, FL 32751
  • /2

    $1,025,000

    Sold Jan 06, 2026

    798 Sequoia Trail, Maitland, FL 32751

    • 4 Beds
    • 3.5 Baths
    • 2,635 Sq Ft
    • Built 1962

    Last Sold Summary

    • 11% Below List Price
    • $389/SF

    Current Estimated Value $1,021,946

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

    798 Sequoia Trail, Maitland, FL 32751
    • /2

      Est $233,077

      Not Listed For Sale

      912 Park Lake Cir Unit 32, Maitland, FL 32751

      • 2 Beds
      • 1.5 Baths
      • 1,353 Sq Ft
      • Built 1972
      912 Park Lake Cir Unit 32, Maitland, FL 32751

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Pedro Germano DOUGLAS ELLIMAN

  • /2

    $140,000

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

    2329 Coawood Ct Unit 103, Maitland, FL 32751

    Welcome to Carrington Park — one of Maitland’s most conveniently located communities! This ground-floor 2-bedroom, 2-bathroom condo offers 1,200+ square feet of comfortable living space at an unbeatable price point, making it an ideal primary residence or a smart addition to any investment portfolio.The open living and dining area flows naturally to a private screened patio perfect for enjoying

    Jahmarie Jean NEXTHOME SUNSHINE REALTY

    2329 Coawood Ct Unit 103, Maitland, FL 32751
  • /2

    $1,100,000

    Sold May 28, 2026

    1665 King Arthur Cir, Maitland, FL 32751

    • 5 Beds
    • 2.5 Baths
    • 3,019 Sq Ft
    • Built 1976

    Last Sold Summary

    • $364/SF
    • 0 Days On Market

    Current Estimated Value $1,094,301

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    1665 King Arthur Cir, Maitland, FL 32751
    • /2

      Est $264,280

      Not Listed For Sale

      1152 Grove St Unit 185, Maitland, FL 32751

      • 3 Beds
      • 3 Baths
      • 1,575 Sq Ft
      • Built 1979
      1152 Grove St Unit 185, Maitland, FL 32751

      Last Sold Summary

      • 86 Days On Market

      Last Listing Agent Ingrid Livingston COLDWELL BANKER REALTY

  • /35

    $475,000

    Under Contract
    • 4 Beds
    • 2 Baths
    • 1,959 Sq Ft

    2453 Worthington Rd, Maitland, FL 32751

    Under contract-accepting backup offers. This meticulously maintained 4-bedroom, 2-bath home is located in English Estates on a street where neighboring homes sell for significantly more—giving you the opportunity to build instant equity! The home is on city sewer, and recent improvements include fresh paint, new carpet (2026), a 2018 roof, and a new dishwasher, range and range hood. The efficient

    Mary Colton FANNIE HILLMAN & ASSOCIATES

    2453 Worthington Rd, Maitland, FL 32751
  • /2

    $800,000

    Sold May 18, 2026

    1170 Willowbrook Trail, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 2,159 Sq Ft
    • Built 1966

    Last Sold Summary

    • 5% Above List Price
    • $371/SF
    • 2 Days On Market

    Current Estimated Value $784,376

    Last Listing Agent Steven Ritz KELLER WILLIAMS WINTER PARK

    1170 Willowbrook Trail, Maitland, FL 32751
    • /31

      Est $275,183

      Not Listed For Sale

      828 Maple Ct Unit 179, Maitland, FL 32751

      • 3 Beds
      • 3 Baths
      • 1,575 Sq Ft
      • Built 1979
      828 Maple Ct Unit 179, Maitland, FL 32751

      Last Sold Summary

      • 59 Days On Market

      Last Listing Agent Chris Sheedy COLDWELL BANKER REALTY

  • /22

    $245,000

    $5K PRICE DROP
    • Land
    • 11,325 Sq Ft
    • $942,308 per Acre

    1130 Mechanic St, Maitland, FL 32751

    This 0.26 acre cleared lot is ready for you to create the home of your dreams! Nestled among majestic oak trees, it provides a serene and private setting while maintaining easy access to everything you need. Enjoy the perfect blend of a peaceful, country-like atmosphere right in the heart of the city. Located less than a mile from Maitland Community Park, you'll have access to sports courts,

    Richard Palmano PALMANO GROUP RE BROKERAGE LLC

    1130 Mechanic St, Maitland, FL 32751
  • /2

    $212,000

    Sold Jun 04, 2026

    2837 Shadow View Cir, Maitland, FL 32751

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

    Last Sold Summary

    • 6% Below List Price
    • $166/SF
    • 84 Days On Market

    Last Listing Agent Nilufer Rohleder COLDWELL BANKER REALTY

    2837 Shadow View Cir, Maitland, FL 32751
    • /2

      Est $279,713

      Not Listed For Sale

      1155 Grove St Unit 136, Maitland, FL 32751

      • 3 Beds
      • 2.5 Baths
      • 1,432 Sq Ft
      • Built 1979
      1155 Grove St Unit 136, Maitland, FL 32751

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Dana Gold RE/MAX ASSURED

  • /10

    $130,000

    • 1 Bed
    • 1 Bath
    • 759 Sq Ft

    2520 Caper Ln Unit 204, Maitland, FL 32751

    **LOCATION, LOCATION!** Welcome to this charming and cozy 1-bedroom, 1-bathroom condo, ideally located in a convenient and desirable area near Semoran Blvd and Howell Branch Rd. This move-in-ready second-floor unit offers comfort, convenience, and easy access to everything you need. Enjoy being just walking distance from shopping, restaurants, supermarkets, and everyday essentials. The community

    Constanza Marin AXEN REALTY, LLC

    2520 Caper Ln Unit 204, Maitland, FL 32751
  • /2

    $583,900

    Sold Dec 01, 2025

    2634 Ultra Vista Dr, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,998 Sq Ft
    • Built 1997

    Last Sold Summary

    • 1% Below List Price
    • $292/SF
    • 12 Days On Market

    Current Estimated Value $585,330

    Last Listing Agent Erin Tompkins COLDWELL BANKER REALTY

    2634 Ultra Vista Dr, Maitland, FL 32751
    • /2

      Not Listed For Sale

      901 Town Cir, Maitland, FL 32751

      • 3 Beds
      • 2.5 Baths
      • 1,432 Sq Ft
      • Built 1979
      901 Town Cir, Maitland, FL 32751

      Last Sold Summary

      • 120 Days On Market

      Last Listing Agent Tom Graves FUN HOMES

  • /34

    $299,000

    • 2 Beds
    • 2 Baths
    • 1,164 Sq Ft

    1000 Winderley Place Unit 239, Maitland, FL 32751

    Elegantly renovated two-bedroom, two-bath second-floor condo in the gated community of Sun Bay Club on Lake Destiny in Maitland. Vaulted ceilings and abundant windows create a bright, airy atmosphere throughout. The gourmet kitchen has been fully updated with 42-inch custom hardwood cabinets, Zodiaq (Cambrian) quartz countertops, a Kohler farmhouse sink, stainless steel appliances, and porcelain

    Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    1000 Winderley Place Unit 239, Maitland, FL 32751
  • /2

    $899,000

    Sold Jul 15, 2026

    908 Versailles Cir, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 2,151 Sq Ft
    • Built 1979

    Last Sold Summary

    • $418/SF
    • 10 Days On Market

    Current Estimated Value $890,238

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

    908 Versailles Cir, Maitland, FL 32751
    • /83

      Est $239,045

      Not Listed For Sale

      803 Park Lake Place Unit 9A, Maitland, FL 32751

      • 2 Beds
      • 2.5 Baths
      • 1,194 Sq Ft
      • Built 1984
      803 Park Lake Place Unit 9A, Maitland, FL 32751

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Barbarite Adams REALTY HUB

  • /19

    $965,000

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,044 Sq Ft

    313 Macarthur Place, Maitland, FL 32751

    Beautiful two-story home nestled on a quiet cul-de-sac in desirable Maitland, FL right off of Lake Sybelia. Featuring a private pool, spacious layout, luxury kitchen, high ceilings and an ideal location. Sub-Zero Pro refrigerator, Wolf duel-fuel range, quartzite counter tops, custom cabinetry, gas tankless water heater. Walking distance from Lake Sybelia, Maitland farmer's market, library and

    Alexandra Southern CHARLES RUTENBERG REALTY ORLANDO

    313 Macarthur Place, Maitland, FL 32751
  • /2

    $700,000

    Sold May 12, 2026

    2040 Thunderbird Trail, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft
    • Built 1963

    Last Sold Summary

    • $377/SF
    • 3 Days On Market

    Current Estimated Value $690,832

    Last Listing Agent Crystal Grohowski CORCORAN PREMIER REALTY

    2040 Thunderbird Trail, Maitland, FL 32751
    • /2

      Est $444,920

      Not Listed For Sale

      14 Bel Air St, Maitland, FL 32751

      • 6 Beds
      • 2,263 Sq Ft
      • Built 1964
      14 Bel Air St, Maitland, FL 32751

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Joshua Carnes OCALA PROPERTY MANAGEMENT

  • /36

    $950,000

    Pending
    • 5 Beds
    • 3.5 Baths
    • 3,379 Sq Ft

    60 Oakleigh Ln, Maitland, FL 32751

    Coveted Maitland Location – Renovate or Build New!A rare opportunity to create your dream home in one of Maitland’s most sought-after communities. Situated on nearly half an acre along a quiet, beautiful street, this 5-bedroom, 3.5-bath home offers a spacious floor plan, an oversized pool, and endless potential.Renovate the existing home and make it your own or take advantage of

    Kyle Grafton FANNIE HILLMAN & ASSOCIATES

    60 Oakleigh Ln, Maitland, FL 32751
  • /2

    $775,000

    Sold Dec 04, 2025

    2550 Big Bend Trail, Maitland, FL 32751

    • 4 Beds
    • 3 Baths
    • 2,945 Sq Ft
    • Built 1967

    Last Sold Summary

    • 3% Below List Price
    • $263/SF
    • 19 Days On Market

    Current Estimated Value $807,278

    Last Listing Agent Nikita Ager FLORIDA REALTY INVESTMENTS

    2550 Big Bend Trail, Maitland, FL 32751
    • /32

      Est $423,308

      Not Listed For Sale

      546 Eaton St, Maitland, FL 32751

      • 4 Beds
      • 2.5 Baths
      • 1,781 Sq Ft
      • Built 2023
      546 Eaton St, Maitland, FL 32751

      Last Sold Summary

      • 83 Days On Market

      Last Listing Agent Claudia Obregon VITTORINO REAL ESTATE GROUP

  • /47

    $750,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,175 Sq Ft

    2130 Deloraine Trail, Maitland, FL 32751

    HUGE PRICE REDUCTION. Welcome to this beautifully renovated pool home in the highly sought-after Dommerich neighborhood of Maitland. Offering over 2,000 square feet of living space, this 3-bedroom, 2-bath residence perfectly blends modern upgrades with comfortable, functional living.Inside the home is designed for both everyday living and entertaining. The spacious living room serves as

    Mario Zendeli COMPASS FLORIDA LLC

    2130 Deloraine Trail, Maitland, FL 32751
  • /2

    $335,000

    Sold May 01, 2026

    2344 Sierra Ln, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 1,177 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Below List Price
    • $285/SF
    • 169 Days On Market

    Current Estimated Value $318,535

    Last Listing Agent Kathy McDonald WATSON REALTY CORP

    2344 Sierra Ln, Maitland, FL 32751
    • /2

      Est $338,206

      Not Listed For Sale

      251 W Lake Faith Dr Unit 204, Maitland, FL 32751

      • 3 Beds
      • 2 Baths
      • 1,739 Sq Ft
      • Built 1974
      251 W Lake Faith Dr Unit 204, Maitland, FL 32751

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Vi Mateo KELLER WILLIAMS WINTER PARK

  • /34

    $799,890

    $35K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,959 Sq Ft

    2624 Tuscarora Trail, Maitland, FL 32751

    Discover a rare waterfront, pool-home in the desirable Dommerich Hills neighborhood. This exceptional property offers the ideal combination of family-friendly living, modern convenience, and breathtaking natural beauty.The open floor plan welcomes you with vaulted ceilings and natural light in the living room, dining room, kitchen, and family room. Bamboo flooring enhances the bedrooms and

    Lori Wall EXP REALTY LLC

    2624 Tuscarora Trail, Maitland, FL 32751
  • /2

    $580,000

    Sold Jul 31, 2026

    1149 Charming St, Maitland, FL 32751

    • 4 Beds
    • 3.5 Baths
    • 2,474 Sq Ft
    • Built 2006

    Last Sold Summary

    • 2% Below List Price
    • $234/SF
    • 12 Days On Market

    Current Estimated Value $585,046

    Last Listing Agent Ross Hudson YOUNG REAL ESTATE

    1149 Charming St, Maitland, FL 32751
    • /2

      Est $224,805

      Not Listed For Sale

      2639 Legacy Villas Dr, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,280 Sq Ft
      • Built 2000
      2639 Legacy Villas Dr, Maitland, FL 32751

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Brandon Chestnut OLYMPUS EXECUTIVE REALTY INC

Showing Results 481 - 520, Page 13 of 18

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