9,918

Maitland, FL Homes

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  • /2

    $1,035,000 Sold Sep 30, 2025

    904 Brightwater Cir, Maitland, FL 32751

    • 4 Beds
    • 3.5 Baths
    • 3,099 Sq Ft
    • Built 1997

    Last Sold Summary

    • 1% Below List Price
    • $334/SF
    • 9 Days On Market

    Current Estimated Value $1,020,429

    Last Listing Agent Erin Baker FANNIE HILLMAN & ASSOCIATES

    904 Brightwater Cir, Maitland, FL 32751
    • /31

      Not Listed For Sale

      1000 S Orlando Ave Unit A4, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 952 Sq Ft
      • Built 1964
      1000 S Orlando Ave Unit A4, Maitland, FL 32751

      Last Sold Summary

      • $404/SF
      • 19 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Laura Napoleon KELLER WILLIAMS WINTER PARK

  • /47

    $795,000

    • 2 Beds
    • 2 Baths
    • 1,685 Sq Ft

    1100 S Orlando Ave Unit 956, Maitland, FL 32751

    LAKEFRONT - Enjoy condo living at its finest from the top-floor Lake Maitland penthouse with million-dollar water and above treetop views, and beautiful panoramic sunrises from multiple rooms. This 9th-floor, 1,685 SF residence features 2 bedrooms, 2 baths, 2 multi-purpose rooms, and an open-concept kitchen, dining, and living area. Centered on the west cove of Lake Maitland, the largest of the

    Joann Beck BECK REALTY LLC

    1100 S Orlando Ave Unit 956, Maitland, FL 32751
  • /2

    $321,500 Sold Dec 19, 2025

    214 Cherrywood Dr, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,178 Sq Ft
    • Built 1958

    Last Sold Summary

    • 16% Below List Price
    • $273/SF
    • 288 Days On Market

    Current Estimated Value $316,575

    Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

    214 Cherrywood Dr, Maitland, FL 32751
    • /3

      Not Listed For Sale

      1140 S Orlando Ave Unit H16, Maitland, FL 32751

      • 2 Beds
      • 1.5 Baths
      • 816 Sq Ft
      • Built 1964
      1140 S Orlando Ave Unit H16, Maitland, FL 32751

      Last Sold Summary

      • $312/SF
      • 0 Days On Market

      Last Sold Price $255,000

      Last Listing Agent Stellar Non-Member Agent FL_MFRMLS

  • /18

    $499,900

    • Land
    • 48.5 Acres
    • $10,307 per Acre

    Unlisted Address

    Access to the property is provided by a right-of-way off Keene Road, just west of the RC Airplane field, with an underpass beneath SR 414. Situated on the north side of SR 414, the property benefits from excellent visibility. The site was formerly utilized as a landfill and has been capped with topsoil, with monitoring wells in place through 2038. Possible future uses include solar or wind energy

    Cleve Loveland LOVELAND PROPERTIES

    Unlisted Address
  • /2

    $560,000 Sold May 14, 2025

    2609 Chinook Trail, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 1,920 Sq Ft
    • Built 1964

    Last Sold Summary

    • 2% Below List Price
    • $292/SF
    • 3 Days On Market

    Current Estimated Value $572,302

    Last Listing Agent Tracey Dempsey CARTHEN REALTY INC

    2609 Chinook Trail, Maitland, FL 32751
    • /34

      Est $246,261 Not Listed For Sale

      1140 S Orlando Ave Unit H12, Maitland, FL 32751

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft
      • Built 1966
      1140 S Orlando Ave Unit H12, Maitland, FL 32751

      Last Sold Summary

      • 1% Above List Price
      • $300/SF
      • 4 Days On Market

      Last Sold Price $245,000

      Last Listing Agent Margo Rochelle Weichert Corporate

  • /14

    $120,000

    • 1 Bed
    • 1 Bath
    • 759 Sq Ft

    480 Banyon Tree Cir Unit 100, Maitland, FL 32751

    Spacious 1/1 Carrington Park Condo; New community. Great amenities, pools, gym & club house. Close to Winter Park, Downtown Orlando & schools. The unit is in excellent condition. Floor and kitchen renovated. New air conditioning.Rented until Feb-28-2027 at $1000

    Moses Nae MIAMI TANGO INVESTMENTS REALTY

    480 Banyon Tree Cir Unit 100, Maitland, FL 32751
  • /2

    $515,000 Sold Oct 11, 2025

    1411 Glastonberry Rd, Maitland, FL 32751

    • 5 Beds
    • 2 Baths
    • 2,082 Sq Ft
    • Built 1965

    Last Sold Summary

    • 4% Below List Price
    • $247/SF
    • 17 Days On Market

    Current Estimated Value $511,493

    Last Listing Agent Patrick Urbainczyk P.A. KELLER WILLIAMS HERITAGE REALTY

    1411 Glastonberry Rd, Maitland, FL 32751
    • /34

      Not Listed For Sale

      1140 S Orlando Ave Unit E3, Maitland, FL 32751

      • 1 Bed
      • 1 Bath
      • 612 Sq Ft
      • Built 1971
      1140 S Orlando Ave Unit E3, Maitland, FL 32751

      Last Sold Summary

      • $319/SF
      • 23 Days On Market

      Last Sold Price $195,000

      Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

  • /24

    $245,000 Pending

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    1140 S Orlando Ave Unit E13, Maitland, FL 32751

    Under contract-accepting backup offers. Welcome to Lake Maitland Terrace Condominiums — where lakefront living meets modern comfort in the heart of Maitland. This beautifully renovated 2-bedroom, 1-bath condo offers stylish, move-in-ready living just steps from the shores of Lake Maitland, part of the coveted Winter Park Chain of Lakes. Inside, you’ll find luxury vinyl plank flooring throughout,

    Jonathan Cole KELLER WILLIAMS WINTER PARK

    1140 S Orlando Ave Unit E13, Maitland, FL 32751
  • /2

    $400,000 Sold Apr 30, 2025

    294 Macarthur Place, Maitland, FL 32751

    • Land
    • 0.23 Acre
    • $1,739,130 per Acre

    Last Sold Summary

    • 121 Days On Market

    Current Estimated Value $373,927

    Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    294 Macarthur Place, Maitland, FL 32751
    • /42

      Not Listed For Sale

      1140 S Orlando Ave Unit A14, Maitland, FL 32751

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft
      • Built 1964
      1140 S Orlando Ave Unit A14, Maitland, FL 32751

      Last Sold Summary

      • $276/SF
      • 139 Days On Market

      Last Sold Price $225,000

      Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

  • /19

    $525,000 Open Sat 12PM - 2PM

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

    204 Quayside Cir Unit 604, Maitland, FL 32751

    Penthouse Living at The Moorings on Lake Maitland – 204 Quayside Cir #604Welcome to your dream home in the highly desirable community of The Moorings on Lake Maitland. This rarely available 2 bed/2 bath penthouse unit truly offers a exceptional blend of comfort, style, and location in the heart of one of Central Florida’s most sought-after lakefront communities. Entering the unit just steps

    Francis Gilman KELLER WILLIAMS WINTER PARK

    204 Quayside Cir Unit 604, Maitland, FL 32751
  • /2

    $359,706 Sold Feb 10, 2026

    2464 Derbyshire Rd, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,860 Sq Ft
    • Built 1963

    Last Sold Summary

    • 16% Below List Price
    • $193/SF
    • 68 Days On Market

    Current Estimated Value $408,878

    Last Listing Agent Jennifer Vilayvong VYLLA HOME

    2464 Derbyshire Rd, Maitland, FL 32751
    • /31

      Est $461,124 Not Listed For Sale

      204 Quayside Cir Unit 301, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,270 Sq Ft
      • Built 1984
      204 Quayside Cir Unit 301, Maitland, FL 32751

      Last Sold Summary

      • 23% Above List Price
      • $295/SF
      • 151 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Sue Gilman KELLER WILLIAMS WINTER PARK

  • /24

    $145,000

    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft

    448 Banyon Tree Cir Unit 206, Maitland, FL 32751

    Beautiful 3-bedroom, 2-bath condo located on the second floor with a private balcony. This home features brand-new vinyl flooring installed in August 2024 and fresh interior paint completed in 2025. Spacious layout with plenty of natural light, ideal for comfortable living or investment. Conveniently located near shopping, dining, and major highways. Move-in ready!

    Moses Nae MIAMI TANGO INVESTMENTS REALTY

    448 Banyon Tree Cir Unit 206, Maitland, FL 32751
  • /2

    $1,075,000 Sold Sep 08, 2025

    307 Running Wind Ln, Maitland, FL 32751

    • 5 Beds
    • 5 Baths
    • 4,545 Sq Ft
    • Built 1996

    Last Sold Summary

    • 10% Below List Price
    • $237/SF
    • 19 Days On Market

    Current Estimated Value $1,133,508

    Last Listing Agent Gang Liu HARMONY KEY REALTY

    307 Running Wind Ln, Maitland, FL 32751
    • /19

      Est $445,316 Not Listed For Sale

      204 Quayside Cir Unit 204, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,270 Sq Ft
      • Built 1984
      204 Quayside Cir Unit 204, Maitland, FL 32751

      Last Sold Summary

      • 37% Above List Price
      • $256/SF
      • 17 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Susan Taliaferro COLDWELL BANKER REALTY

  • /38

    $917,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,451 Sq Ft

    1416 Caring Ct, Maitland, FL 32751

    Under contract-accepting backup offers. Beautifully maintained Maitland home in the gated community of Montacino on Lake Charity. Conveniently located near Maitland City Center, Park Ave, Downtown Orlando, and RDV Sportsplex. Engineered hardwood floors lead from the entry to a formal living and dining room, powder bath, and into the great room with soaring ceilings open to the kitchen and patio.

    Richard Palmano PALMANO GROUP RE BROKERAGE LLC

    1416 Caring Ct, Maitland, FL 32751
  • /2

    $2,475,000 Sold Mar 16, 2026

    604 Minnehaha Ln, Maitland, FL 32751

    • 6 Beds
    • 5.5 Baths
    • 6,163 Sq Ft
    • Built 2006

    Last Sold Summary

    • 23% Below List Price
    • $402/SF
    • 170 Days On Market

    Current Estimated Value $2,731,306

    Last Listing Agent Brad Young HOMEVEST REALTY

    604 Minnehaha Ln, Maitland, FL 32751
    • /2

      Est $305,117 Not Listed For Sale

      210 Magnolia Rd Unit 110, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,000 Sq Ft
      • Built 1971
      210 Magnolia Rd Unit 110, Maitland, FL 32751

      Last Sold Summary

      • 5% Below List Price
      • $320/SF
      • 9 Days On Market

      Last Sold Price $320,000

      Last Listing Agent Moe Mossa SAVVY AVENUE, LLC

  • /28

    $264,990

    • 3 Beds
    • 2.5 Baths
    • 1,565 Sq Ft

    824 Town Cir Unit 101, Maitland, FL 32751

    Move-in ready two story townhome. This beautifully updated 3 bd 2.5 ba corner unit is located in the very well kept community of Park Lake Townhomes in Maitland. It has an updated kitchen with a nice open living and dining room, and an adjoining family room. There is also a guests half bathroom on the main floor. The master suite upstairs includes a private bathroom along with a sliding glass

    Matías Ugarte CHARLES RUTENBERG REALTY ORLANDO

    824 Town Cir Unit 101, Maitland, FL 32751
  • /2

    $150,000 Sold Jan 06, 2026

    1140 S Orlando Ave Unit I5, Maitland, FL 32751

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft
    • Built 1971

    Last Sold Summary

    • 25% Below List Price
    • $184/SF
    • 140 Days On Market

    Last Listing Agent Patricia Sierra EXP REALTY LLC

    1140 S Orlando Ave Unit I5, Maitland, FL 32751
    • /8

      Est $258,675 Not Listed For Sale

      1000 Winderley Place Unit 146, Maitland, FL 32751

      • 3 Beds
      • 2 Baths
      • 1,320 Sq Ft
      • Built 1985
      1000 Winderley Place Unit 146, Maitland, FL 32751

      Last Sold Summary

      • 10% Above List Price
      • $178/SF
      • 27 Days On Market

      Last Sold Price $235,000

      Last Listing Agent Casey Zamsky UNITED REAL ESTATE PREFERRED

  • /47

    $599,900 Pending

    • 4 Beds
    • 2 Baths
    • 1,849 Sq Ft

    1917 Hewett Ln, Maitland, FL 32751

    Welcome to this stunning, fully renovated single-story block home in the heart of Maitland, offering the perfect blend of modern design and everyday comfort. This 4-bedroom, 2-bath residence features a desirable split layout and open floor plan, creating an ideal space for both entertaining and family living. The brand-new kitchen is a true showpiece, complete with KitchenAid appliances, custom

    Clayton Sears BETTER HOMES & GARDENS RE LIFESTYLES

    1917 Hewett Ln, Maitland, FL 32751
  • /2

    $2,650,000 Sold Nov 14, 2025

    591 Dommerich Dr, Maitland, FL 32751

    • 5 Beds
    • 4.5 Baths
    • 4,547 Sq Ft
    • Built 1992

    Last Sold Summary

    • 2% Below List Price
    • $583/SF
    • 44 Days On Market

    Current Estimated Value $2,559,404

    Last Listing Agent Keith Brauman WEICHERT REALTORS HALLMARK PROPERTIES

    591 Dommerich Dr, Maitland, FL 32751
    • /2

      Est $285,289 Not Listed For Sale

      1000 Winderley Place Unit 240, Maitland, FL 32751

      • 3 Beds
      • 2 Baths
      • 1,538 Sq Ft
      • Built 1982
      1000 Winderley Place Unit 240, Maitland, FL 32751

      Last Sold Summary

      • 1% Below List Price
      • $187/SF

      Last Sold Price $288,000

      Last Listing Agent Desiree Lugo Arroyo EXP Realty, LLC

  • /20

    $308,000

    • 3 Beds
    • 2 Baths
    • 1,076 Sq Ft

    1074 Hamlet Dr, Maitland, FL 32751

    Welcome to this beautifully maintained 3-bedroom, 2-bathroom home that blends comfort, convenience, and an unbeatable location. From the moment you step inside, you’ll notice the inviting layout featuring a spacious living area filled with natural light and a functional kitchen equipped with newer stainless steel appliances—perfect for everyday living and entertaining alike. The home sits on a

    Dominick Florio RE/MAX TOWN & COUNTRY REALTY

    1074 Hamlet Dr, Maitland, FL 32751
  • /2

    $2,150,000 Sold Jun 20, 2025

    641 Lake Catherine Dr, Maitland, FL 32751

    • 5 Beds
    • 5.5 Baths
    • 5,810 Sq Ft
    • Built 2019

    Last Sold Summary

    • 9% Below List Price
    • $370/SF
    • 60 Days On Market

    Current Estimated Value $2,212,773

    Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY

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

      Est $212,275 Not Listed For Sale

      1100 Lake Shadow Cir Unit 2305, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,048 Sq Ft
      • Built 2000
      1100 Lake Shadow Cir Unit 2305, Maitland, FL 32751

      Last Sold Summary

      • 7% Below List Price
      • $217/SF
      • 39 Days On Market

      Last Sold Price $227,900

      Last Listing Agent Lisa Hoad HOAD REALTY GROUP LLC

  • /45

    $205,000

    • 2 Beds
    • 2 Baths
    • 1,111 Sq Ft

    1325 Lake Shadow Cir Unit 12307, Maitland, FL 32751

    This third-floor corner unit condo in Visconti West stands out with its tall ceilings throughout and vaulted ceilings in the living room, a feature only the top-floor units have. The elevated ceiling heights create an open, airy atmosphere that feels noticeably more spacious than first- or second-floor layouts. Each bedroom has walk-in closets and its own full bathroom, offering privacy and

    Tatyana Clark COLDWELL BANKER REALTY

    1325 Lake Shadow Cir Unit 12307, Maitland, FL 32751
  • /2

    $971,000 Sold Aug 06, 2025

    111 Woodstream Ct, Maitland, FL 32751

    • 5 Beds
    • 4 Baths
    • 2,953 Sq Ft
    • Built 1983

    Last Sold Summary

    • 1% Below List Price
    • $329/SF
    • 24 Days On Market

    Current Estimated Value $973,606

    Last Listing Agent Heather Meglino BHHS FLORIDA REALTY

    111 Woodstream Ct, Maitland, FL 32751
    • /29

      Est $218,249 Not Listed For Sale

      1408 Lake Shadow Cir Unit 1301, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,111 Sq Ft
      • Built 2000
      1408 Lake Shadow Cir Unit 1301, Maitland, FL 32751

      Last Sold Summary

      • 11% Below List Price
      • $221/SF
      • 27 Days On Market

      Last Sold Price $245,000

      Last Listing Agent Mark Ramey EXP REALTY LLC

  • /10

    $3,295,000

    • Land
    • 0.56 Acre
    • $5,883,929 per Acre

    127 Whitecaps Cir, Maitland, FL 32751

    A rare opportunity to secure a Lake Maitland homesite on the desired Maitland–Winter Park Chain of Lakes, an increasingly limited offering as quality lakefront parcels continue to disappear. Along a quiet street with an exceptional sense of privacy, this property lends itself beautifully to a gated approach and captures expansive southern-facing water views, offering breathtaking light throughout

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    127 Whitecaps Cir, Maitland, FL 32751
  • /2

    $130,000 Sold Jun 30, 2025

    404 Banyon Tree Cir Unit 202, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,612 Sq Ft
    • Built 1973

    Last Sold Summary

    • 33% Below List Price
    • $81/SF
    • 104 Days On Market

    Current Estimated Value $144,180

    Last Listing Agent Ken Sheldon SHELDON PROFESSIONALS INC

    404 Banyon Tree Cir Unit 202, Maitland, FL 32751
    • /27

      Est $167,780 Not Listed For Sale

      1275 Lake Shadow Cir Unit 13112, Maitland, FL 32751

      • 1 Bed
      • 1 Bath
      • 746 Sq Ft
      • Built 2000
      1275 Lake Shadow Cir Unit 13112, Maitland, FL 32751

      Last Sold Summary

      • 11% Below List Price
      • $253/SF
      • 85 Days On Market

      Last Sold Price $189,000

      Last Listing Agent Emily Knudson PREMIER SOTHEBYS INT'L REALTY

  • /32

    $225,000

    • 2 Beds
    • 2 Baths
    • 1,111 Sq Ft

    1325 Lake Shadow Cir Unit 12202, Maitland, FL 32751

    *SELLER MOTIVATED* Welcome to this beautifully maintained 2-bedroom, 2-bath condominium offering comfort, style, and convenience in a desirable gated community. As you walk in, you will notice the Luxury vinyl Flooring flows throughout the home, complementing the open-concept living and dining areas—perfect for both everyday living and entertaining. The well-appointed kitchen features updated

    Dominick Florio RE/MAX TOWN & COUNTRY REALTY

    1325 Lake Shadow Cir Unit 12202, Maitland, FL 32751
  • /2

    $407,000 Sold Mar 31, 2025

    1000 Winderley Place Unit 152, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,970 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Above List Price
    • $207/SF
    • 2 Days On Market

    Current Estimated Value $392,724

    Last Listing Agent Bill Miller RE/MAX CENTRAL REALTY

    1000 Winderley Place Unit 152, Maitland, FL 32751

Showing Results 361 - 400, Page 10 of 18

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