9,992

Maitland, FL Homes

Section Image
    • /29

      Est $213,614

      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

      • 27 Days On Market

  • /52

    $549,000

    $201K PRICE DROP Pending
    • 6 Beds
    • 4 Baths
    • 2,484 Sq Ft

    933 and 935 Robinhood Ct, Maitland, FL 32751

    Under contract-accepting backup offers. HUGE PRICE DROP! Whole Duplex. 6/4 (3 bed 2 bath in each unit). The Duplex is located in a cul-de-sac on a large lot that backs up to walking trail. Oakmont neighborhood has access directly to Sunrail Maitland Station. No HOA. Unit 933 has a fireplace for those cold Florida winters. The backyard is fully fenced and has an above-the-ground pool and a fully

    Olaf Stenger KGV REALTY GROUP

    933 and 935 Robinhood Ct, Maitland, FL 32751
  • /2

    $250,000

    Sold Mar 31, 2026

    1140 S Orlando Ave Unit K10, Maitland, FL 32751

    • 2 Beds
    • 1.5 Baths
    • 816 Sq Ft
    • Built 1966

    Last Sold Summary

    • $306/SF
    • 0 Days On Market

    Current Estimated Value $247,227

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

    1140 S Orlando Ave Unit K10, Maitland, FL 32751
    • /27

      Est $164,351

      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

      • 85 Days On Market

  • /80

    $1,795,000

    Open Sun 2PM - 4PM
    • 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 $1,795,000. 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

    $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 $1,156,854

    Last Listing Agent Gang Liu HARMONY KEY REALTY

    307 Running Wind Ln, Maitland, FL 32751
    • /2

      Est $177,176

      Not Listed For Sale

      640 Robinhood Dr Unit B, Maitland, FL 32751

      • 2 Beds
      • 1 Bath
      • 765 Sq Ft
      • Built 1968
      640 Robinhood Dr Unit B, Maitland, FL 32751

      Last Sold Summary

      • 17 Days On Market

  • /15

    $2,150,000

    New Construction Pending
    • 5 Beds
    • 4.5 Baths
    • 4,004 Sq Ft

    101 Whitecaps Cir, Maitland, FL 32751

    Under contract-accepting backup offers. Under Construction. An elite expression of sophisticated design and elevated living, this remarkable residence offers a resort-style experience that stands apart in Maitland. This home is positioned on a sprawling corner lot and immediately captivates with a grand façade and undeniable curb appeal. From the moment you step inside, the experience is dramatic

    Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    101 Whitecaps Cir, 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 $2,566,597

    Last Listing Agent Brad Young HOMEVEST REALTY

    604 Minnehaha Ln, Maitland, FL 32751
    • /43

      Est $271,913

      Not Listed For Sale

      1000 Winderley Place Unit 229, Maitland, FL 32751

      • 3 Beds
      • 2 Baths
      • 1,538 Sq Ft
      • Built 1982
      1000 Winderley Place Unit 229, Maitland, FL 32751

      Last Sold Summary

      • 6 Days On Market

  • /30

    $429,900

    Open Sat 11AM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,651 Sq Ft

    1010 Winderley Place Unit 149, Maitland, FL 32751

    This beautifully positioned residence offers an open and inviting layout designed for easy living and entertaining. Enjoy peaceful water views of Lake Destiny with no rear neighbors, creating a private backdrop and a rare sense of space and tranquility. Whether relaxing indoors or stepping outside, the serene setting delivers a true sense of comfort and escape. The home also features a spacious

    Hafid Boujidi GENSTONE REALTY

    1010 Winderley Place Unit 149, 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

    Current Estimated Value $178,496

    Last Listing Agent Patricia Sierra EXP REALTY LLC

    1140 S Orlando Ave Unit I5, Maitland, FL 32751
    • /2

      Est $193,419

      Not Listed For Sale

      1375 Lake Shadow Cir Unit 11107, Maitland, FL 32751

      • 2 Beds
      • 1 Bath
      • 898 Sq Ft
      • Built 2000
      1375 Lake Shadow Cir Unit 11107, Maitland, FL 32751

      Last Sold Summary

      • 59 Days On Market

  • /37

    $252,000

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

    616 Villa Cir Unit 536, Maitland, FL 32751

    Welcome home to this beautifully updated 2-bedroom, 2-bath condo offering 1,256 square feet of comfortable living in a quiet and well-maintained Central Florida community. With major upgrades already completed, this move-in-ready home combines modern style, energy efficiency, and low-maintenance living. Step inside, from your dedicated parking spot directly in front of the unit, to discover a

    Jessica Loomis NESTA REAL ESTATE CONSULTANTS

    616 Villa Cir Unit 536, 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 $2,562,708

    Last Listing Agent Keith Brauman WEICHERT REALTORS HALLMARK PROPERTIES

    591 Dommerich Dr, Maitland, FL 32751
    • /59

      Est $214,525

      Not Listed For Sale

      1420 Lake Shadow Cir Unit 9208, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,111 Sq Ft
      • Built 2000
      1420 Lake Shadow Cir Unit 9208, Maitland, FL 32751

      Last Sold Summary

      • 8 Days On Market

  • /3

    $1,299,000

    Coming Soon
    • 5 Beds
    • 4 Baths
    • 2,695 Sq Ft

    2491 Lauder Dr, Maitland, FL 32751

    Completely reimagined and renovated, this artfully crafted stunning 5-bedroom, 4-bath residence offers approximately 2,695 square feet of on a spacious corner lot in one of Maitland's most desirable established neighborhoods. The home features an exceptional blend of modern design, luxury finishes, and functional living spaces, including a sparkling pool and expansive outdoor entertaining areas.

    Bob Holston, Jr HOLSTON PROPERTIES & DEV., INC

    2491 Lauder Dr, Maitland, FL 32751
  • /2

    $269,500

    Sold Sep 12, 2025

    1000 Winderley Place Unit 122, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 1,164 Sq Ft
    • Built 1982

    Last Sold Summary

    • 3% Below List Price
    • $232/SF
    • 9 Days On Market

    Current Estimated Value $264,289

    Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

    1000 Winderley Place Unit 122, Maitland, FL 32751
    • /31

      Est $161,488

      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

  • /42

    $945,000

    Open Sat 12PM - 2PM
    • 5 Beds
    • 3 Baths
    • 3,370 Sq Ft

    624 Tuscarora Trail, Maitland, FL 32751

    Welcome to this impressive 5-bedroom, 3-bath split-level POOL home in desirable Dommerich Hills, perfectly nestled on a generous 0.34-acre lot backing to a quiet creek and scenic preserve. Enjoy exceptional privacy and natural beauty with no rear neighbors, creating a peaceful backyard retreat.This remarkable residence offers almost 3400 square feet of living space, providing plenty of room

    Mary Colton FANNIE HILLMAN & ASSOCIATES

    624 Tuscarora Trail, 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 $1,001,421

    Last Listing Agent Heather Meglino BHHS FLORIDA REALTY

    111 Woodstream Ct, Maitland, FL 32751
    • /52

      Est $218,493

      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

  • /36

    $1,021,000

    $54K PRICE DROP Pending
    • 4 Beds
    • 3.5 Baths
    • 2,598 Sq Ft

    1610 Lyndale Blvd, Maitland, FL 32751

    Under contract-accepting backup offers. PRICE REDUCTION, Incredible price for this property! LOCATION, LOCATION, LOCATION! Ideally situated just off Park Avenue in the highly desirable Maitland/Winter Park area, this beautifully maintained home offers the perfect blend of charm, functionality, and convenience.Featuring 4 bedrooms and 3.5 bathrooms, the home welcomes you with elegant formal

    Christian Del Pino CAPITAL EQUITY REAL ESTATE CO

    1610 Lyndale Blvd, 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 $146,786

    Last Listing Agent Ken Sheldon SHELDON PROFESSIONALS INC

    404 Banyon Tree Cir Unit 202, Maitland, FL 32751
    • /2

      Est $217,317

      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

  • /46

    $419,000

    $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,370 Sq Ft

    1291 Oxford Rd, Maitland, FL 32751

    Virtually Staged. HUGE PRICE IMPROVEMENT!!! Move-In Ready Maitland Gem in English Estates! Welcome home to this charming 3-bedroom, 2-bath residence offering convenient one-story living in the highly desirable English Estates community. Blending modern updates with a touch of mid-century modern character, this home is truly turnkey. Step inside to find luxury vinyl plank and ceramic tile flooring

    Fran Zvaigzne COLDWELL BANKER REALTY

    1291 Oxford Rd, Maitland, FL 32751
  • /2

    $649,000

    Sold Jun 18, 2026

    106 Oakwood Dr, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,877 Sq Ft
    • Built 1963

    Last Sold Summary

    • 13% Below List Price
    • $346/SF
    • 52 Days On Market

    Current Estimated Value $618,367

    Last Listing Agent Kikzeny Cartagena LPT REALTY, LLC

    106 Oakwood Dr, Maitland, FL 32751
    • /2

      Est $241,673

      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

  • /67

    $949,900

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,312 Sq Ft

    1851 Huron Trail, Maitland, FL 32751

    Under contract-accepting backup offers. Beautifully updated four-bedroom, 2.5-bath home in the heart of Dommerich Estates, one of Maitland’s loved neighborhoods known for its top-rated schools, tree-lined streets and access to the Winter Park Chain of Lakes. Just steps from the neighborhood lake lot and nearby Maitland Community Park, this home offers over 2,300 square feet with warm wood

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    1851 Huron Trail, Maitland, FL 32751
  • /2

    $540,000

    Sold Jan 27, 2026

    2525 Native Ct, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,240 Sq Ft
    • Built 1966

    Last Sold Summary

    • 14% Below List Price
    • $241/SF
    • 33 Days On Market

    Current Estimated Value $581,614

    Last Listing Agent Jennifer Johnson Perez COLDWELL BANKER REALTY

    2525 Native Ct, Maitland, FL 32751
    • /37

      Est $259,098

      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

  • /37

    $1,790,000

    Open Sun 2PM - 4PM $105K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 4,478 Sq Ft

    1244 E Lake Colony Dr, Maitland, FL 32751

    Modern, mediterranean lakefront residence in one of Maitland’s most desirable GATED communities, positioned on a private cul-de-sac atop a natural rise. Set on over 1.3 acres with approximately 179 feet of frontage on Lake Jackson (ski lake), the property offers a rare combination of elevation, privacy and expansive water views in a central Maitland location with quick access to I-4, downtown

    Jennifer Sloan COMPASS FLORIDA LLC

    1244 E Lake Colony Dr, Maitland, FL 32751
  • /2

    $490,000

    Sold Dec 23, 2025

    515 W Faith Terrace, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 2,205 Sq Ft
    • Built 1956

    Last Sold Summary

    • 11% Below List Price
    • $222/SF
    • 75 Days On Market

    Current Estimated Value $491,408

    Last Listing Agent Chris Creegan CREEGAN GROUP

    515 W Faith Terrace, Maitland, FL 32751
    • /35

      Est $205,571

      Not Listed For Sale

      1475 Lake Shadow Cir Unit 6306, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,048 Sq Ft
      • Built 2000
      1475 Lake Shadow Cir Unit 6306, Maitland, FL 32751

      Last Sold Summary

      • 4 Days On Market

  • /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

    $243,000

    Sold Mar 09, 2026

    806 Town Cir Unit 156, Maitland, FL 32751

    • 3 Beds
    • 3 Baths
    • 1,575 Sq Ft
    • Built 1975

    Last Sold Summary

    • 9% Below List Price
    • $154/SF
    • 68 Days On Market

    Current Estimated Value $249,166

    Last Listing Agent Liz Amor Pagan WATSON REALTY CORP

    806 Town Cir Unit 156, Maitland, FL 32751
    • /2

      Est $203,740

      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

  • /18

    $469,900

    $30K PRICE DROP
    • Land
    • 48.5 Acres
    • $9,689 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

    $735,000

    Sold Jun 04, 2026

    2809 Waumpi Trail, Maitland, FL 32751

    • 5 Beds
    • 3 Baths
    • 2,330 Sq Ft
    • Built 1971

    Last Sold Summary

    • 1% Below List Price
    • $315/SF
    • 18 Days On Market

    Current Estimated Value $729,048

    Last Listing Agent Farhad Haniff EXP REALTY LLC

    2809 Waumpi Trail, Maitland, FL 32751
    • /2

      Est $206,337

      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

Showing Results 401 - 440, Page 11 of 18

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