9,936

Maitland, FL Homes

Section Image
    • 1408 Lake Shadow Cir Unit 1301, Maitland, FL 32751
      1408 Lake Shadow Cir Unit 1301, Maitland, FL 32751
      1408 Lake Shadow Cir Unit 1301, Maitland, FL 32751
      /29

      Est $221,261 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

      • 10% Below List Price
      • $221/SF
      • 27 Days On Market
      • Last Sold Price $245,000
      • Oct 06, 2023

      Last Listing Agent Mark Ramey EXP REALTY LLC

  • 1750 Pocahontas Path, Maitland, FL 32751
    1750 Pocahontas Path, Maitland, FL 32751
    1750 Pocahontas Path, Maitland, FL 32751
    /38

    $639,000

    • 3 Beds
    • 2 Baths
    • 1,922 Sq Ft

    1750 Pocahontas Path, Maitland, FL 32751

    Set along a quiet, tree-lined street in Maitland, this 3 bedroom, 2 bathroom home with 1,922 square feet captures the essence of mid-century modern design with a fresh, updated edge. Clean lines, open flow, and a strong connection to the outdoors define the home from the moment you step inside.The living spaces feel intentional and uncluttered, with natural light highlighting the

    Brian Rotenberger COMPASS FLORIDA LLC

    1750 Pocahontas Path, Maitland, FL 32751
  • 904 Brightwater Cir, Maitland, FL 32751
    904 Brightwater Cir, Maitland, FL 32751
    /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 $1,020,108

    Last Listing Agent Erin Baker FANNIE HILLMAN & ASSOCIATES

    904 Brightwater Cir, Maitland, FL 32751
    • 1275 Lake Shadow Cir Unit 13112, Maitland, FL 32751
      1275 Lake Shadow Cir Unit 13112, Maitland, FL 32751
      1275 Lake Shadow Cir Unit 13112, Maitland, FL 32751
      /27

      Est $167,876 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
      • Sep 21, 2023

      Last Listing Agent Emily Knudson PREMIER SOTHEBYS INT'L REALTY

  • 1375 Lake Shadow Cir Unit 11103, Maitland, FL 32751
    1375 Lake Shadow Cir Unit 11103, Maitland, FL 32751
    1375 Lake Shadow Cir Unit 11103, Maitland, FL 32751
    /25

    $209,777

    • 2 Beds
    • 1 Bath
    • 898 Sq Ft

    1375 Lake Shadow Cir Unit 11103, Maitland, FL 32751

    Stunning fully renovated 2-bedroom, 1-bath condo featuring a complete top-to-bottom remodel completed in 2026, located in the highly desirable gated Visconti West community in Maitland. This move-in ready unit features luxury vinyl plank flooring throughout, a beautifully updated kitchen with modern soft-close cabinetry, sleek finishes, and stainless steel appliances, as well as a bright

    Margo Ford M2M REALTY

    1375 Lake Shadow Cir Unit 11103, Maitland, FL 32751
  • 214 Cherrywood Dr, Maitland, FL 32751
    214 Cherrywood Dr, 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 $320,349

    Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

    214 Cherrywood Dr, Maitland, FL 32751
    • 640 Robinhood Dr Unit B, Maitland, FL 32751
      640 Robinhood Dr Unit B, Maitland, FL 32751
      /2

      Est $181,738 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

      • 4% Below List Price
      • $247/SF
      • 17 Days On Market
      • Last Sold Price $188,700
      • Apr 10, 2025

      Last Listing Agent Chris Winn BLOOM HOME GROUP REALTY LLC

  • 320 White Oak Cir, Maitland, FL 32751
    320 White Oak Cir, Maitland, FL 32751
    320 White Oak Cir, Maitland, FL 32751
    /23

    $849,000

    • 4 Beds
    • 2 Baths
    • 2,681 Sq Ft

    320 White Oak Cir, Maitland, FL 32751

    ENTERTAINING MAITLAND GROVE POOL HOME. Step inside to discover oversized rooms, including a spacious great room overlooking the covered lanai and swimming pool in a private setting perfect for gatherings. Back yard includes a vinyl privacy fence, Pool resurfaced with Pebble Tec. Patio and pool decking have pavers with plenty of room for extra lounging. Lots of Room for everyone, including lIving

    Susan Filebark OVERSTREET REAL ESTATE INC

    320 White Oak Cir, Maitland, FL 32751
  • 314 Banyan Dr, Maitland, FL 32751
    314 Banyan Dr, Maitland, FL 32751
    /2

    $385,000 Sold Mar 31, 2026

    314 Banyan Dr, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,234 Sq Ft
    • Built 1972

    Last Sold Summary

    • 4% Below List Price
    • $312/SF
    • 122 Days On Market

    Current Estimated Value $390,478

    Last Listing Agent Ivanhoe Alvarez LOKATION

    314 Banyan Dr, Maitland, FL 32751
    • 1000 Winderley Place Unit 229, Maitland, FL 32751
      1000 Winderley Place Unit 229, Maitland, FL 32751
      1000 Winderley Place Unit 229, Maitland, FL 32751
      /43

      Est $269,504 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

      • 1% Below List Price
      • $177/SF
      • 6 Days On Market
      • Last Sold Price $272,000
      • Aug 25, 2023

      Last Listing Agent Marina Joseph LPT REALTY, LLC

  • 1393 Benevolent St, Maitland, FL 32751
    1393 Benevolent St, Maitland, FL 32751
    1393 Benevolent St, Maitland, FL 32751
    /43

    $379,000

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

    1393 Benevolent St, Maitland, FL 32751

    This beautiful Maitland Florida town home feels like living in a gated resort! 3 bedrooms, 2 1/2 baths, plus garage and loaded with upgrades including hardwood floors on both levels, crown molding, tall wood cabinets, stone counters and so much more. Welcoming entry foyer with half bath, kitchen with island sink, large breakfast bar, stainless appliances, granite counters and custom backsplash.

    Daniel Rencher RENCHER REALTY GROUP

    1393 Benevolent St, Maitland, FL 32751
  • 2609 Chinook Trail, Maitland, FL 32751
    2609 Chinook Trail, 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 $566,239

    Last Listing Agent Tracey Dempsey CARTHEN REALTY INC

    2609 Chinook Trail, Maitland, FL 32751
    • 1375 Lake Shadow Cir Unit 11107, Maitland, FL 32751
      1375 Lake Shadow Cir Unit 11107, Maitland, FL 32751
      /2

      Est $196,710 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

      • 11% Below List Price
      • $245/SF
      • 59 Days On Market
      • Last Sold Price $219,900
      • Sep 27, 2024

      Last Listing Agent Matt Merdian MERDIAN REALTY LLC

  • 1732 Ridgewood Ave Unit S, Maitland, FL 32751
    1732 Ridgewood Ave Unit S, Maitland, FL 32751
    1732 Ridgewood Ave Unit S, Maitland, FL 32751
    /31

    $725,000

    • 3 Beds
    • 3.5 Baths
    • 2,407 Sq Ft

    1732 Ridgewood Ave Unit S, Maitland, FL 32751

    This custom two-story townhome delivers what most properties in this category simply don’t; space, light, and a layout that actually makes sense. Open, airy, and thoughtfully designed, every detail feels intentional. Perfectly positioned between Maitland and Winter Park, you’re just minutes from Park Avenue, Winter Park Village, and some of the best dining and shopping in Central Florida. Step

    Brandon Geers COMPASS FLORIDA LLC

    1732 Ridgewood Ave Unit S, Maitland, FL 32751
  • 1411 Glastonberry Rd, Maitland, FL 32751
    1411 Glastonberry Rd, 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 $500,031

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

    1411 Glastonberry Rd, Maitland, FL 32751
    • 1420 Lake Shadow Cir Unit 9208, Maitland, FL 32751
      1420 Lake Shadow Cir Unit 9208, Maitland, FL 32751
      1420 Lake Shadow Cir Unit 9208, Maitland, FL 32751
      /59

      Est $217,745 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

      • 7% Below List Price
      • $212/SF
      • 8 Days On Market
      • Last Sold Price $235,000
      • Oct 06, 2023

      Last Listing Agent Susan Schneider COLDWELL BANKER REALTY

  • 933 and 935 Robinhood Ct, Maitland, FL 32751
    933 and 935 Robinhood Ct, Maitland, FL 32751
    933 and 935 Robinhood Ct, Maitland, FL 32751
    /52

    $599,900

    • 6 Beds
    • 4 Baths
    • 2,484 Sq Ft

    933 and 935 Robinhood Ct, Maitland, FL 32751

    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 functionable bar with electric and

    Olaf Stenger KGV REALTY GROUP

    933 and 935 Robinhood Ct, Maitland, FL 32751
  • 814 N Thistle Ln, Maitland, FL 32751
    814 N Thistle Ln, Maitland, FL 32751
    /2

    $700,000 Sold Mar 27, 2026

    814 N Thistle Ln, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 2,136 Sq Ft
    • Built 1960

    Last Sold Summary

    • $328/SF
    • 2 Days On Market

    Current Estimated Value $692,742

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

    814 N Thistle Ln, Maitland, FL 32751
    • 1275 Lake Shadow Cir Unit 13102, Maitland, FL 32751
      1275 Lake Shadow Cir Unit 13102, Maitland, FL 32751
      1275 Lake Shadow Cir Unit 13102, Maitland, FL 32751
      /31

      Est $167,328 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

      • 11% Below List Price
      • $267/SF
      • 8 Days On Market
      • Last Sold Price $189,000
      • Jul 12, 2024

      Last Listing Agent Mathew Kelly TURN-KEY MOVES REALTY

  • 1440 Lake Shadow Cir Unit 8305, Maitland, FL 32751
    1440 Lake Shadow Cir Unit 8305, Maitland, FL 32751
    1440 Lake Shadow Cir Unit 8305, Maitland, FL 32751
    /24

    $197,500

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft

    1440 Lake Shadow Cir Unit 8305, Maitland, FL 32751

    Welcome to Visconti! A Gated Waterfront Community in the Heart of Maitland. Step into an easy, low-maintenance living with this move-in ready 2-bedroom, 2-bath condo located on the third floor, offering added privacy and a peaceful, elevated feel. With all new flooring and fresh interior paint, this home is completely refreshed and ready for its next owner. The split floor plan layout offers a

    Michael Rogers INNOVATIVE REALTY, LLC

    1440 Lake Shadow Cir Unit 8305, Maitland, FL 32751
  • 2464 Derbyshire Rd, Maitland, FL 32751
    2464 Derbyshire Rd, 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 $377,461

    Last Listing Agent Jennifer Vilayvong VYLLA HOME

    2464 Derbyshire Rd, Maitland, FL 32751
    • 1400 Lake Shadow Cir Unit 10205, Maitland, FL 32751
      1400 Lake Shadow Cir Unit 10205, Maitland, FL 32751
      1400 Lake Shadow Cir Unit 10205, Maitland, FL 32751
      /28

      Est $157,111 Not Listed For Sale

      1400 Lake Shadow Cir Unit 10205, Maitland, FL 32751

      • 1 Bed
      • 1 Bath
      • 672 Sq Ft
      • Built 2000
      1400 Lake Shadow Cir Unit 10205, Maitland, FL 32751

      Last Sold Summary

      • 4% Below List Price
      • $244/SF
      • 14 Days On Market
      • Last Sold Price $164,000
      • Jun 07, 2023

      Last Listing Agent Didem Isik Widener PARK AVENUE REALTY LLC

  • 101 Whitecaps Cir, Maitland, FL 32751
    101 Whitecaps Cir, Maitland, FL 32751
    101 Whitecaps Cir, Maitland, FL 32751
    /15

    $2,150,000 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
  • 1140 S Orlando Ave Unit K10, Maitland, FL 32751
    1140 S Orlando Ave Unit K10, 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 $255,343

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

    1140 S Orlando Ave Unit K10, Maitland, FL 32751
    • 1420 Lake Shadow Cir Unit 9307, Maitland, FL 32751
      1420 Lake Shadow Cir Unit 9307, Maitland, FL 32751
      1420 Lake Shadow Cir Unit 9307, Maitland, FL 32751
      /10

      Est $219,664 Not Listed For Sale

      1420 Lake Shadow Cir Unit 9307, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,111 Sq Ft
      • Built 2000
      1420 Lake Shadow Cir Unit 9307, Maitland, FL 32751

      Last Sold Summary

      • 8% Below List Price
      • $215/SF
      • 1 Day On Market
      • Last Sold Price $239,000
      • Jun 09, 2023

      Last Listing Agent Jim Bals VIDA REAL ESTATE SERVICES LLC

  • 1610 Lyndale Blvd, Maitland, FL 32751
    1610 Lyndale Blvd, Maitland, FL 32751
    1610 Lyndale Blvd, Maitland, FL 32751
    /36

    $1,021,000 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
  • 307 Running Wind Ln, Maitland, FL 32751
    307 Running Wind Ln, 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 $1,140,168

    Last Listing Agent Gang Liu HARMONY KEY REALTY

    307 Running Wind Ln, Maitland, FL 32751
    • 1420 Lake Shadow Cir Unit 9201, Maitland, FL 32751
      1420 Lake Shadow Cir Unit 9201, Maitland, FL 32751
      1420 Lake Shadow Cir Unit 9201, Maitland, FL 32751
      /52

      Est $222,026 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

      • 9% Below List Price
      • $221/SF
      • 2 Days On Market
      • Last Sold Price $245,000
      • Apr 19, 2024

      Last Listing Agent Jay Kendall KENDALL REAL ESTATE FIRM

  • 385 Lime St, Maitland, FL 32751
    385 Lime St, Maitland, FL 32751
    385 Lime St, Maitland, FL 32751
    /13

    $419,900

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft

    385 Lime St, Maitland, FL 32751

    Wonderful investment opportunity in historic Eatonville. Large corner lot. Roof was replaced in 2023. HVAVs and water heaters were replaced in 2021. Updated kitchen and bathroom were updated in both bathrooms. The property is completely fenced. There are (2) parking spaces for each unit. Side (1) is currently leased at $1,315 each month. Side #2 is vacant. Side #2 was just updated.is also $1,315

    Marian Coaxum KELLER WILLIAMS REALTY AT THE PARKS

    385 Lime St, Maitland, FL 32751
  • 604 Minnehaha Ln, Maitland, FL 32751
    604 Minnehaha Ln, 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 $2,742,414

    Last Listing Agent Brad Young HOMEVEST REALTY

    604 Minnehaha Ln, Maitland, FL 32751
    • 1440 Lake Shadow Cir Unit 8302, Maitland, FL 32751
      1440 Lake Shadow Cir Unit 8302, Maitland, FL 32751
      /2

      Est $221,058 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

      • 6% Below List Price
      • $212/SF
      • 0 Days On Market
      • Last Sold Price $236,000
      • Aug 27, 2024

      Last Listing Agent Ray Al-Malt EXP REALTY LLC

  • 1175 Lake Shadow Cir Unit 4308, Maitland, FL 32751
    1175 Lake Shadow Cir Unit 4308, Maitland, FL 32751
    1175 Lake Shadow Cir Unit 4308, Maitland, FL 32751
    /74

    $234,000

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

    1175 Lake Shadow Cir Unit 4308, Maitland, FL 32751

    Experience true resort-style living at its finest in this lovely 4-bedroom, 2-bath condominium in the beautiful, gated community Visconti West. As you enter the home, you are welcomed by an open and spacious floor plan filled with abundant natural light, vaulted ceilings and decorative cutouts. Enjoy a split-plan layout that offers comfort and privacy for family and guests. The kitchen features a

    Julie Ruh COLDWELL BANKER REALTY

    1175 Lake Shadow Cir Unit 4308, Maitland, FL 32751
  • 1140 S Orlando Ave Unit I5, Maitland, FL 32751
    1140 S Orlando Ave Unit I5, 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
    • 1440 Lake Shadow Cir Unit 8207, Maitland, FL 32751
      1440 Lake Shadow Cir Unit 8207, Maitland, FL 32751
      1440 Lake Shadow Cir Unit 8207, Maitland, FL 32751
      /41

      Est $213,645 Not Listed For Sale

      1440 Lake Shadow Cir Unit 8207, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,111 Sq Ft
      • Built 2000
      1440 Lake Shadow Cir Unit 8207, Maitland, FL 32751

      Last Sold Summary

      • 3% Below List Price
      • $198/SF
      • 270 Days On Market
      • Last Sold Price $220,000
      • May 30, 2023

      Last Listing Agent Susan Schneider COLDWELL BANKER REALTY

  • 1244 E Lake Colony Dr, Maitland, FL 32751
    1244 E Lake Colony Dr, Maitland, FL 32751
    1244 E Lake Colony Dr, Maitland, FL 32751
    /39

    $1,895,000

    • 4 Beds
    • 5.5 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
  • 591 Dommerich Dr, Maitland, FL 32751
    591 Dommerich Dr, 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 $2,570,740

    Last Listing Agent Keith Brauman WEICHERT REALTORS HALLMARK PROPERTIES

    591 Dommerich Dr, Maitland, FL 32751
    • 1460 Lake Shadow Cir Unit 7203, Maitland, FL 32751
      1460 Lake Shadow Cir Unit 7203, Maitland, FL 32751
      /2

      Est $240,753 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

      • 10% Below List Price
      • $215/SF
      • 2 Days On Market
      • Last Sold Price $267,000
      • Jul 09, 2024

      Last Listing Agent Darlene Brown KELLER WILLIAMS ADVANTAGE REALTY

  • 1100 S Orlando Ave Unit 956, Maitland, FL 32751
    1100 S Orlando Ave Unit 956, Maitland, FL 32751
    1100 S Orlando Ave Unit 956, Maitland, FL 32751
    /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
  • 1000 Winderley Place Unit 122, Maitland, FL 32751
    1000 Winderley Place Unit 122, 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

    Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

    1000 Winderley Place Unit 122, Maitland, FL 32751
    • 1460 Lake Shadow Cir Unit 7108, Maitland, FL 32751
      1460 Lake Shadow Cir Unit 7108, Maitland, FL 32751
      1460 Lake Shadow Cir Unit 7108, Maitland, FL 32751
      /37

      Est $255,046 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

      • 22% Below List Price
      • $237/SF
      • 1 Day On Market
      • Last Sold Price $325,000
      • Sep 22, 2023

      Last Listing Agent Sharon Brandt KELLER WILLIAMS REALTY AT THE LAKES

Showing Results 361 - 400, Page 10 of 18

Florida Orange County Maitland

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group