9,918

Maitland, FL Homes

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  • /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 RESIDENTIAL RE

    1325 Lake Shadow Cir Unit 12307, Maitland, FL 32751
  • /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 $577,586

    Last Listing Agent Tracey Dempsey CARTHEN REALTY INC

    2609 Chinook Trail, Maitland, FL 32751
    • /2

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 952 Sq Ft

      1000 S Orlando Ave Unit A24, Maitland, FL 32751

      1000 S Orlando Ave Unit A24, Maitland, FL 32751
  • /10

    $3,425,000

    • Land
    • 0.56 Acre
    • $6,116,071 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

    $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 $516,174

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

    1411 Glastonberry Rd, Maitland, FL 32751
    • /2

      Est $472,035 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,203 Sq Ft

      202 Quayside Cir Unit 201, Maitland, FL 32751

      202 Quayside Cir Unit 201, Maitland, FL 32751
  • /32

    $235,000

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

    1325 Lake Shadow Cir Unit 12202, Maitland, FL 32751

    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 granite countertops

    Dominick Florio RE/MAX TOWN & COUNTRY REALTY

    1325 Lake Shadow Cir Unit 12202, 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 $414,507

    Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    294 Macarthur Place, Maitland, FL 32751
    • /39

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,246 Sq Ft

      1140 S Orlando Ave Unit K9, Maitland, FL 32751

      1140 S Orlando Ave Unit K9, Maitland, FL 32751
  • /30

    $570,000

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

    206 Quayside Cir Unit 404, Maitland, FL 32751

    Welcome to The Moorings, a rarely available lakeside community perfectly positioned across from beautiful Lake Lily. This fully renovated 4th-floor condo combines modern elegance with stunning water views of Lake Maitland, visible right from your living room and screened-in balcony. Inside, you’ll find an open, light-filled layout with white-oak luxury vinyl flooring that sets a clean,

    Damian Bergler CHARLES RUTENBERG REALTY ORLANDO

    206 Quayside Cir Unit 404, 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 $1,115,277

    Last Listing Agent Gang Liu HARMONY KEY REALTY

    307 Running Wind Ln, Maitland, FL 32751
    • /50

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 952 Sq Ft

      1000 S Orlando Ave Unit A26, Maitland, FL 32751

      1000 S Orlando Ave Unit A26, Maitland, FL 32751
  • /26

    $167,500

    • 1 Bed
    • 1 Bath
    • 707 Sq Ft

    1125 Lake Shadow Cir Unit 5211, Maitland, FL 32751

    Welcome to 1125 Lake Shadow Circle, Unit 5211, Maitland, FL 32751 Discover the perfect blend of comfort and convenience in this charming 1-bedroom, 1-bathroom condo located in the gated community of Visconti West in Maitland, FL. Built in 2000, this condo offers an open layout featuring a spacious living room and kitchen area, complete with a breakfast bar for casual dining or enough space to add

    Michael Michaud ALPHA REALTY & ASSOCIATES

    1125 Lake Shadow Cir Unit 5211, Maitland, FL 32751
  • /2

    $1,020,000 Sold Feb 13, 2025

    1800 King Arthur Cir, Maitland, FL 32751

    • 4 Beds
    • 3 Baths
    • 3,052 Sq Ft
    • Built 1977

    Last Sold Summary

    • 7% Below List Price
    • $334/SF
    • 205 Days On Market

    Current Estimated Value $1,037,546

    Last Listing Agent Carlos Hernandez Velazquez LPT REALTY, LLC

    1800 King Arthur Cir, Maitland, FL 32751
    • /31

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 952 Sq Ft

      1000 S Orlando Ave Unit A4, Maitland, FL 32751

      1000 S Orlando Ave Unit A4, Maitland, FL 32751
  • /22

    $600,000

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

    2453 Worthington Rd, Maitland, FL 32751

    A lovely well designed 4bdr. 2 bath home with an eat in kitchen open to a spacious family rm. A formal din.rm. and formal lvg.rm. are ready for any occasion. The long 2 lane brick driveway can accommodate multiple vehicles. Nearby schools for all levels and the amenities for recreation and entertainment are too numerous to list. This house should be added to your list when searching for your new

    Stephen Hachey REALTY OF RIVERVIEW LLC

    2453 Worthington Rd, Maitland, FL 32751
  • /2

    $465,000 Sold Mar 07, 2025

    2801 Waumpi Trail, Maitland, FL 32751

    • 5 Beds
    • 3 Baths
    • 2,836 Sq Ft
    • Built 1972

    Last Sold Summary

    • 28% Below List Price
    • $164/SF
    • 166 Days On Market

    Current Estimated Value $531,525

    Last Listing Agent Lisa Marie Wickline EXIT REAL ESTATE PROPERTY SOL

    2801 Waumpi Trail, Maitland, FL 32751
    • /3

      Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 816 Sq Ft

      1140 S Orlando Ave Unit H16, Maitland, FL 32751

      1140 S Orlando Ave Unit H16, Maitland, FL 32751
  • /49

    $1,395,500

    • 5 Beds
    • 4.5 Baths
    • 4,566 Sq Ft

    755 Cranes Ct, Maitland, FL 32751

    One or more photo(s) has been virtually staged. NEW PRICE! Discover your private oasis in the heart of Maitland, perfectly tucked away on a quiet cul-de-sac within an exclusive gated enclave of only 19 custom homes. Ideally positioned between Lake Sybelia and Lake Catherine, this one-owner estate blends timeless sophistication, modern comfort, and exceptional livability. With five spacious

    Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

    755 Cranes Ct, 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
    • /34

      Est $263,256 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft

      1140 S Orlando Ave Unit H12, Maitland, FL 32751

      1140 S Orlando Ave Unit H12, Maitland, FL 32751
  • /33

    $425,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,523 Sq Ft

    731 Bucher Rd, Maitland, FL 32751

    Welcome! This well-maintained ranch-style home features a functional single-level design with a newer roof (2024) encompassing 1,523 square feet of living space, with an additional 255 square feet of expanded living space in the enclosed Florida Room to enjoy. The main living area includes three bedrooms and one and a half baths. a stunning kitchen (remodeled 2025), open floor plan, cozy Florida

    Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    731 Bucher Rd, 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

    Last Listing Agent Keith Brauman WEICHERT REALTORS HALLMARK PROPERTIES

    591 Dommerich Dr, Maitland, FL 32751
    • /2

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft

      1140 S Orlando Ave Unit E13, Maitland, FL 32751

      1140 S Orlando Ave Unit E13, Maitland, FL 32751
  • /36

    $248,000

    • 3 Beds
    • 2 Baths
    • 1,243 Sq Ft

    1175 Lake Shadow Cir Unit 4105, Maitland, FL 32751

    3 Bedroom/2 Bath 1st Floor Condo in a Gated Community! Close to Genesis Health Club, Downtown, Shopping and Restaurants! Features Include: Primary Bedroom/Bath with HUGE Walk In Closet * 2nd Bedroom has Huge Walk In Closet * Kitchen with Stainless Appliances * Laundry Room In Condo with Washer/Dryer * Split Bedroom Floorplan * Balcony with Storage Closet * Roof 2 Years Old * Wood Floors In Living

    Gayle Stanley FLORIDA REALTY INVESTMENTS

    1175 Lake Shadow Cir Unit 4105, Maitland, FL 32751
  • /2

    $485,000 Sold Mar 18, 2025

    1220 Cheshire Rd, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,661 Sq Ft
    • Built 1960

    Last Sold Summary

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

    Current Estimated Value $480,076

    Last Listing Agent Nick Holcomb H. & H. REALTY, INC.

    1220 Cheshire Rd, Maitland, FL 32751
    • /34

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 612 Sq Ft

      1140 S Orlando Ave Unit E3, Maitland, FL 32751

      1140 S Orlando Ave Unit E3, Maitland, FL 32751
  • /48

    $585,000

    • 4 Beds
    • 3 Baths
    • 1,857 Sq Ft

    2570 Derbyshire Rd, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Welcome to 2570 Derbyshire Blvd, a fully transformed 4-bedroom, 3-bathroom Maitland pool home where modern design meets effortless Florida living. This top-to-bottom renovation delivers both style and tranquility, featuring a brand-new 2026 roof, all-new windows, and a newly refinished pool. Inside, the heart of the home is the stunning designer

    Nelson Folchini WRA BUSINESS & REAL ESTATE

    2570 Derbyshire Rd, 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 $2,208,619

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

    641 Lake Catherine Dr, Maitland, FL 32751
    • /42

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft

      1140 S Orlando Ave Unit A14, Maitland, FL 32751

      1140 S Orlando Ave Unit A14, Maitland, FL 32751
  • /28

    $220,000

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

    1009 Grove St Unit 1009, Maitland, FL 32751

    This beautifully updated 2 bedroom, 1.5 bath condo in Maitland is located minutes from shops, restaurants and offers easy access to I-4!. The stylish kitchen features granite countertops, 42 inch cabinetry, built-in wine glass rack, stainless appliances, pass thru window, and a long breakfast bar. Updated half bath downstairs for convenience. Both spacious bedrooms are located upstairs and share

    Ingrid Livingston COLDWELL BANKER RESIDENTIAL RE

    1009 Grove St Unit 1009, 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 $979,964

    Last Listing Agent Heather Meglino BHHS FLORIDA REALTY

    111 Woodstream Ct, Maitland, FL 32751
    • /31

      Est $447,659 Not Listed For Sale

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

      204 Quayside Cir Unit 301, Maitland, FL 32751

      204 Quayside Cir Unit 301, Maitland, FL 32751
  • /50

    $985,000

    • 2 Beds
    • 2.5 Baths
    • 3,474 Sq Ft

    251 W Ventris Ave, Maitland, FL 32751

    Maitland Architectural Gem - History Meets Modern Luxury. Step into over a century of charm in this extraordinary Victorian-inspired home, originally built in 1901, which was updated with Hardi-plank concrete siding. The great room and end suite expansion was completed in 2000 and has 3,474 Sq ft of living space. Nestled on Maitland’s Historical Trail (#31), this distinguished home has been

    Barbara Zapotocky RE/MAX AEROSPACE REALTY

    251 W Ventris Ave, 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 $156,075

    Last Listing Agent Ken Sheldon SHELDON PROFESSIONALS INC

    404 Banyon Tree Cir Unit 202, Maitland, FL 32751
    • /19

      Est $425,414 Not Listed For Sale

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

      204 Quayside Cir Unit 204, Maitland, FL 32751

      204 Quayside Cir Unit 204, Maitland, FL 32751
  • /51

    $550,000

    • 4 Beds
    • 2.5 Baths
    • 1,845 Sq Ft

    1024 Kewannee Trail, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Welcome home to this well outfitted 4 Bed 2.5 Bath home in sought after Maitland. Tastefully upgraded home on a generous lot, with in ground pool. Great upgraded kitchen with custom cabinets for extra storage complemented with upgraded Stainless Appliances and granite counters. Thoughtful upgrades at every turn. Currently zoned for Winter Park HS.

    Patrick D'Agostino GLORY INTL. REAL ESTATE CO

    1024 Kewannee Trail, 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 $398,544

    Last Listing Agent Bill Miller RE/MAX CENTRAL REALTY

    1000 Winderley Place Unit 152, Maitland, FL 32751
    • /2

      Est $302,619 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,000 Sq Ft

      210 Magnolia Rd Unit 110, Maitland, FL 32751

      210 Magnolia Rd Unit 110, Maitland, FL 32751
  • /8

    $149,900

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

    432 Banyon Tree Cir Unit 102, Maitland, FL 32751

    Prime Seminole County location. This spacious 3-bedroom, 2-bath first-floor condo in the quiet Carrington Park community offers over 1,400 sq ft of open living space. All bedrooms are generously sized with walk-in closets, and the unit includes two full baths and an indoor laundry room. HOA covers exterior maintenance, water, sewer, and trash. Conveniently located near shopping, dining, and major

    Ken Sheldon SHELDON PROFESSIONALS INC

    432 Banyon Tree Cir Unit 102, Maitland, FL 32751

Showing Results 361 - 400, Page 10 of 18

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