9,918

Maitland, FL Homes

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  • /27

    $489,990

    • 3 Beds
    • 2 Baths
    • 1,430 Sq Ft

    2065 Derbyshire Rd, Maitland, FL 32751

    Beautifully renovated and move-in ready, this 3-bedroom, 2-bath home offers modern design in a .24 acre lots, solid upgrades, and comfortable living in a prime Maitland location. Featuring an open-concept layout filled with abundant natural light, the home delivers a warm and inviting atmosphere from the moment you enter. The updated kitchen serves as the heart of the home, showcasing sleek

    Ceila Morales EXP REALTY LLC

    2065 Derbyshire Rd, Maitland, FL 32751
  • /2

    $299,999 Sold May 01, 2025

    311 W Lake Faith Dr, Maitland, FL 32751

    • 3 Beds
    • 3 Baths
    • 1,860 Sq Ft
    • Built 1974

    Last Sold Summary

    • $161/SF
    • 26 Days On Market

    Current Estimated Value $303,769

    Last Listing Agent David Weiss COLDWELL BANKER REALTY

    311 W Lake Faith Dr, Maitland, FL 32751
    • /27

      Est $228,799 Not Listed For Sale

      1175 Lake Shadow Cir Unit 4203, Maitland, FL 32751

      • 3 Beds
      • 2 Baths
      • 1,243 Sq Ft
      • Built 2000
      1175 Lake Shadow Cir Unit 4203, Maitland, FL 32751

      Last Sold Summary

      • 3% Below List Price
      • $189/SF
      • 14 Days On Market

      Last Sold Price $235,000

      Last Listing Agent Andreas Kunert KUNERT REALTY INC

  • /39

    $495,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,798 Sq Ft

    1231 Sidcup Rd, Maitland, FL 32751

    Under contract-accepting backup offers. Prepare to be captivated by this fully renovated gem located in the highly sought after English Estates neighborhood. Offering 1,798 square feet of meticulously designed living space, this three bedroom, two bathroom home blends timeless charm with modern luxury. Every inch has been thoughtfully updated, including a brand new air conditioning system, new

    Andrea Heck KELLER WILLIAMS TAMPA CENTRAL

    1231 Sidcup Rd, Maitland, FL 32751
  • /2

    $600,000 Sold Mar 03, 2026

    2081 Mohican Trail, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,827 Sq Ft
    • Built 1962

    Last Sold Summary

    • $328/SF

    Current Estimated Value $659,863

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    2081 Mohican Trail, Maitland, FL 32751
    • /2

      Est $217,601 Not Listed For Sale

      1150 Lake Shadow Cir Unit 3307, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,111 Sq Ft
      • Built 2000
      1150 Lake Shadow Cir Unit 3307, Maitland, FL 32751

      Last Sold Summary

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

      Last Sold Price $245,000

      Last Listing Agent Rhonda Howard COLDWELL BANKER REALTY

  • /31

    $879,900 Pre-Foreclosure

    • 5 Beds
    • 4 Baths
    • 2,966 Sq Ft

    1135 Thunder Trail, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Dommerich Hills Pool Home | Oversized Lot | No HOA Tucked into the highly sought-after Dommerich Hills neighborhood, this beautifully updated pool home offers the kind of space, charm, and lifestyle that’s becoming harder to find in Maitland. Sitting on an oversized lot with no HOA, the home provides nearly 3,000 square feet of thoughtfully designed

    Angela Worachek DALTON WADE INC

    1135 Thunder Trail, Maitland, FL 32751
  • /2

    $765,000 Sold Sep 30, 2025

    808 Ponca Trail, Maitland, FL 32751

    • 4 Beds
    • 3 Baths
    • 2,311 Sq Ft
    • Built 1962

    Last Sold Summary

    • $331/SF
    • 4 Days On Market

    Current Estimated Value $746,117

    Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    808 Ponca Trail, Maitland, FL 32751
    • /28

      Est $183,575 Not Listed For Sale

      1150 Lake Shadow Cir Unit 3304, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,048 Sq Ft
      • Built 2000
      1150 Lake Shadow Cir Unit 3304, Maitland, FL 32751

      Last Sold Summary

      • 19% Below List Price
      • $216/SF
      • 40 Days On Market

      Last Sold Price $226,500

      Last Listing Agent Andreas Kunert KUNERT REALTY INC

  • /14

    $2,795,000

    • Land
    • 0.42 Acre
    • $6,654,762 per Acre

    125 Whitecaps Cir, Maitland, FL 32751

    Wonderful lakefront lot opportunity to create a custom legacy estate on Lake Maitland, part of the Maitland-Winter Park Chain of Lakes. Lakefront homesites are becoming increasingly rare, and this offering is truly special. Tucked away on a quiet street, the property enjoys a very private setting with the ability to be gated, along with sweeping southern lake views that capture both sunrise and

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    125 Whitecaps Cir, Maitland, FL 32751
  • /2

    $390,000 Sold Nov 04, 2025

    1277 Blessing St, Maitland, FL 32751

    • 3 Beds
    • 2.5 Baths
    • 1,751 Sq Ft
    • Built 2006

    Last Sold Summary

    • 4% Below List Price
    • $223/SF
    • 119 Days On Market

    Current Estimated Value $386,398

    Last Listing Agent Denise LeHeup KELLER WILLIAMS WINTER PARK

    1277 Blessing St, Maitland, FL 32751
    • /2

      Est $201,050 Not Listed For Sale

      1100 Lake Shadow Cir Unit 2306, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,048 Sq Ft
      • Built 2000
      1100 Lake Shadow Cir Unit 2306, Maitland, FL 32751

      Last Sold Summary

      • 2% Below List Price
      • $196/SF
      • 334 Days On Market

      Last Sold Price $205,000

      Last Listing Agent Andreas Kunert KUNERT REALTY INC

  • /36

    $895,000

    • 4 Beds
    • 4 Baths
    • 2,995 Sq Ft

    310 White Oak Cir, Maitland, FL 32751

    Welcome home to one of the established Maitland neighborhoods in a pristine location close to everything, Maitland Groves. A lovely brick walkway invites you up to a charming entrance with a bricked front porch. A four- or five-bedroom, four-bath home features nearly 3,000 square feet with a generous flex space, checks all the boxes. The spaces have been opened with living spilling into dining

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    310 White Oak Cir, Maitland, FL 32751
  • /2

    $1,655,000 Sold Oct 31, 2025

    104 E Lake Colony Dr, Maitland, FL 32751

    • 5 Beds
    • 4.5 Baths
    • 5,209 Sq Ft
    • Built 1998

    Last Sold Summary

    • 5% Below List Price
    • $318/SF
    • 18 Days On Market

    Current Estimated Value $1,617,268

    Last Listing Agent David Plasencia COLDWELL BANKER REALTY

    104 E Lake Colony Dr, Maitland, FL 32751
    • /24

      Est $211,316 Not Listed For Sale

      1100 Lake Shadow Cir Unit 2202, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,111 Sq Ft
      • Built 2000
      1100 Lake Shadow Cir Unit 2202, Maitland, FL 32751

      Last Sold Summary

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

      Last Sold Price $228,000

      Last Listing Agent Andreas Kunert KUNERT REALTY INC

  • /94

    $865,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2 Baths
    • 2,305 Sq Ft

    351 White Oak Cir, Maitland, FL 32751

    Welcome to 351 White Oak Drive in Maitland, a beautifully reimagined residence where modern elegance meets everyday comfort. This completely renovated 4-bedroom, 2-bath home is essentially brand new, showcasing refined finishes and thoughtful upgrades throughout. The heart of the home is a gourmet kitchen designed to impress, featuring sleek cabinetry, premium surfaces, and an open layout perfect

    Edward Johnston COLDWELL BANKER REALTY

    351 White Oak Cir, Maitland, FL 32751
  • /2

    $447,000 Sold Aug 21, 2025

    1941 South Blvd, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 1,879 Sq Ft
    • Built 1969

    Last Sold Summary

    • 1% Below List Price
    • $238/SF
    • 11 Days On Market

    Current Estimated Value $444,849

    Last Listing Agent Bianca Botelho RE/MAX ASSURED

    1941 South Blvd, Maitland, FL 32751
    • /32

      Est $267,328 Not Listed For Sale

      860 Town Cir Unit 119, Maitland, FL 32751

      • 3 Beds
      • 3 Baths
      • 1,575 Sq Ft
      • Built 1979
      860 Town Cir Unit 119, Maitland, FL 32751

      Last Sold Summary

      • 9% Below List Price
      • $187/SF
      • 28 Days On Market

      Last Sold Price $295,000

      Last Listing Agent Kevin Dickey COLDWELL BANKER REALTY

  • /44

    $825,000

    • 3 Beds
    • 2 Baths
    • 2,663 Sq Ft

    1180 Banbury Trail, Maitland, FL 32751

    This Maitland Woods charming home is located beneath the canopy of beautiful oak trees in one of Maitland’s most charming and established neighborhoods, this move-in ready pool home offers the perfect combination of space, updates, and location. Near the scenic shoreline of Lake Sybelia and quiet residential streets, the neighborhood feels peaceful and tucked away while still being incredibly

    Allison Hunter LUXE HUNTER REAL ESTATE

    1180 Banbury Trail, Maitland, FL 32751
  • /2

    $1,100,000 Sold Oct 27, 2025

    941 Versailles Cir, Maitland, FL 32751

    • 4 Beds
    • 3 Baths
    • 2,717 Sq Ft
    • Built 1981

    Last Sold Summary

    • 4% Below List Price
    • $405/SF
    • 66 Days On Market

    Current Estimated Value $1,061,844

    Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

    941 Versailles Cir, Maitland, FL 32751
    • /20

      Est $270,996 Not Listed For Sale

      816 Park Lake Place, Maitland, FL 32751

      • 3 Beds
      • 2.5 Baths
      • 1,447 Sq Ft
      • Built 1980
      816 Park Lake Place, Maitland, FL 32751

      Last Sold Summary

      • 13% Below List Price
      • $214/SF
      • 24 Days On Market

      Last Sold Price $310,000

      Last Listing Agent Elizabeth Ward Manno FANNIE HILLMAN & ASSOCIATES

  • /22

    $250,000

    • Land
    • 0.26 Acre
    • $961,538 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

    $230,000 Sold Feb 26, 2026

    551 Finchley Rd Unit 551, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 1,293 Sq Ft
    • Built 1982

    Last Sold Summary

    • $178/SF
    • 44 Days On Market

    Last Listing Agent Lana Larrivee PREFERRED RE BROKERS III

    551 Finchley Rd Unit 551, Maitland, FL 32751
    • /19

      Est $263,250 Not Listed For Sale

      821 Maple Ct Unit 171, Maitland, FL 32751

      • 3 Beds
      • 2.5 Baths
      • 1,565 Sq Ft
      • Built 1979
      821 Maple Ct Unit 171, Maitland, FL 32751

      Last Sold Summary

      • 8% Below List Price
      • $183/SF
      • 3 Days On Market

      Last Sold Price $286,000

      Last Listing Agent Kristen Hash SOTERA LIVING

  • /28

    $399,900 Pending

    • 4 Beds
    • 2 Baths
    • 1,664 Sq Ft

    1913 Poinsetta Ln, Maitland, FL 32751

    Priced to Sell | Renovated Pool Home in Prime Maitland Location This thoughtfully refreshed 4-bedroom, 2-bath concrete block home offers comfort, flexibility, and lasting value in one of Maitland’s most convenient locations. Move-in ready and well priced, it presents an excellent opportunity for buyers seeking a home with major updates already completed. Inside, modern finishes blend seamlessly

    Jonathan Minerick HOMECOIN.COM

    1913 Poinsetta Ln, Maitland, FL 32751
  • /2

    $220,000 Sold Aug 18, 2025

    818 Park Lake Cir Unit 10, Maitland, FL 32751

    • 3 Beds
    • 3 Baths
    • 1,575 Sq Ft
    • Built 1972

    Last Sold Summary

    • 10% Below List Price
    • $140/SF
    • 39 Days On Market

    Current Estimated Value $223,676

    Last Listing Agent Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    818 Park Lake Cir Unit 10, Maitland, FL 32751
    • /2

      Est $238,149 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

      • 7% Below List Price
      • $192/SF
      • 197 Days On Market

      Last Sold Price $255,000

      Last Listing Agent Carl Vano EXP REALTY LLC

  • /16

    $169,900 Pre-Foreclosure

    • 2 Beds
    • 1 Bath
    • 520 Sq Ft

    2031 Warrens Ave, Maitland, FL 32751

    Ready for a weekend project with big upside? With a little love and light renovations, 2031 Warrens Avenue can shine as Maitland’s next tiny-home success story. This 2-bed, 1-bath cottage (approx. 560 sq ft) already boasts a bright, open living-kitchen core and fresh interior paint; add new flooring, modern fixtures, and your own style to unlock instant equity. The ~0.10-acre lot—rare at this

    Brenden Rando NEXTHOME NEIGHBORHOOD REALTY

    2031 Warrens Ave, Maitland, FL 32751
  • /2

    $3,385,000 Sold Jun 18, 2025

    645 Manor Rd, Maitland, FL 32751

    • 4 Beds
    • 4.5 Baths
    • 4,997 Sq Ft
    • Built 1981

    Last Sold Summary

    • 11% Below List Price
    • $677/SF
    • 37 Days On Market

    Current Estimated Value $3,244,694

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    645 Manor Rd, Maitland, FL 32751
    • /15

      Est $213,095 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

      • 1% Below List Price
      • $198/SF
      • 288 Days On Market

      Last Sold Price $215,000

      Last Listing Agent Tom Graves FUN HOMES

  • /39

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 1,734 Sq Ft

    225 Quayside Cir, Maitland, FL 32751

    Discover the perfect blend of style and location in this beautifully updated 3-bedroom, 2.5-bathroom townhome in the sought-after Moorings community. With 1,734 square feet of thoughtfully designed living space, this residence offers a bright, open floor plan enhanced by vaulted ceilings and an abundance of natural light.The heart of the home is the stunning kitchen, showcasing white

    Kelly Price KELLY PRICE & COMPANY LLC

    225 Quayside Cir, Maitland, FL 32751
  • /2

    $550,000 Sold Nov 24, 2025

    2201 Sunderland Rd, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,798 Sq Ft
    • Built 1960

    Last Sold Summary

    • 12% Below List Price
    • $306/SF
    • 102 Days On Market

    Current Estimated Value $522,520

    Last Listing Agent Shannon Chamoun KELLER WILLIAMS TAMPA CENTRAL

    2201 Sunderland Rd, Maitland, FL 32751
    • /37

      Est $247,019 Not Listed For Sale

      897 Park Lake Cir Unit 76, Maitland, FL 32751

      • 3 Beds
      • 2.5 Baths
      • 1,486 Sq Ft
      • Built 1972
      897 Park Lake Cir Unit 76, Maitland, FL 32751

      Last Sold Summary

      • 7% Below List Price
      • $180/SF
      • 5 Days On Market

      Last Sold Price $267,000

      Last Listing Agent Taylor Welch REAL BROKER, LLC

  • /28

    $650,000 Pending

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

    204 Quayside Cir Unit 202, Maitland, FL 32751

    Under contract-accepting backup offers. Elegant lakefront on the shores of Lake Maitland! Experience timeless refinement in this exquisitely renovated lakefront condominium, where bespoke craftmanship meets modern luxury. Every detail has been thoughtfully curated - from the custom millworker and intricate moldings to the tailored built-ins that evoke charm of a grand London flat. Light filled

    Nicole Seybold FANNIE HILLMAN & ASSOCIATES

    204 Quayside Cir Unit 202, Maitland, FL 32751
  • /2

    $889,000 Sold Apr 30, 2025

    2061 Geronimo Trail, Maitland, FL 32751

    • 4 Beds
    • 3 Baths
    • 3,210 Sq Ft
    • Built 1963

    Last Sold Summary

    • 5% Below List Price
    • $277/SF
    • 68 Days On Market

    Current Estimated Value $892,421

    Last Listing Agent Sonya Dietsch TOP SAVING REALTY

    2061 Geronimo Trail, Maitland, FL 32751
    • /2

      Est $262,536 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

      • 9% Below List Price
      • $184/SF
      • 22 Days On Market

      Last Sold Price $289,900

      Last Listing Agent Ashley Landers KELLER WILLIAMS WINTER PARK

  • /54

    $3,299,000

    • 5 Beds
    • 4.5 Baths
    • 4,819 Sq Ft

    350 Northwind Rd, Maitland, FL 32751

    Nestled within the 9-acre Lake Maitland Owl Preserve, this striking contemporary residence—crafted by acclaimed green builder E2 Homes offers a rare blend of architectural distinction, privacy, and natural beauty. Surrounded by protected conservation land, the home delivers a serene retreat just minutes from the vibrant lifestyle of Winter Park. Designed by internationally recognized architect

    Lianna D'Angelo SOTERA LIVING

    350 Northwind Rd, Maitland, FL 32751
  • /2

    $725,000 Sold Apr 23, 2025

    956 Stonewood Ln, Maitland, FL 32751

    • 5 Beds
    • 3 Baths
    • 2,837 Sq Ft
    • Built 1978

    Last Sold Summary

    • 3% Below List Price
    • $256/SF
    • 150 Days On Market

    Current Estimated Value $709,964

    Last Listing Agent Karen Bagwell RE/MAX TOWN & COUNTRY REALTY

    956 Stonewood Ln, Maitland, FL 32751
    • /2

      Est $226,632 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

      • 9% Below List Price
      • $185/SF
      • 17 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Pedro Germano DOUGLAS ELLIMAN

  • /2

    $650,000 Sold Apr 22, 2025

    901 Ponca Trail, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 2,188 Sq Ft
    • Built 1964

    Last Sold Summary

    • 3% Below List Price
    • $297/SF
    • 10 Days On Market

    Current Estimated Value $660,842

    Last Listing Agent Walter Borgen RE/MAX SIGNATURE

    901 Ponca Trail, Maitland, FL 32751

Showing Results 441 - 480, Page 12 of 18

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