9,936

Maitland, FL Homes

Section Image
  • /18

    $484,900

    • Land
    • 48.5 Acres
    • $9,998 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

    $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 $2,270,235

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

    641 Lake Catherine Dr, Maitland, FL 32751
    • /35

      Est $210,448 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

      • 7% Below List Price
      • $216/SF
      • 4 Days On Market
      • Last Sold Price $226,000
      • Jun 27, 2023

      Last Listing Agent Mathew Kelly TURN-KEY MOVES REALTY

  • /27

    $375,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,395 Sq Ft

    354 Hickory Dr, Maitland, FL 32751

    Under contract-accepting backup offers. Multiple offers received, asking for highest and best before Sunday, April 19th at 5pm! Welcome Home to 354 Hickory Drive — Where Your Next Chapter Begins!Nestled in the friendly Druid Hills community of Maitland, FL, this beautifully renovated 3-bedroom, 2-bathroom home is the perfect place to plant roots and make lasting memories. Whether you're

    Jennifer Suarez KELLER WILLIAMS ADVANTAGE REALTY

    354 Hickory Dr, 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 $974,018

    Last Listing Agent Heather Meglino BHHS FLORIDA REALTY

    111 Woodstream Ct, Maitland, FL 32751
    • /2

      Est $206,866 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

      • 6% Below List Price
      • $210/SF
      • 171 Days On Market
      • Last Sold Price $220,000
      • Jul 23, 2024

      Last Listing Agent Andreas Kunert KUNERT REALTY INC

  • /6

    $89,000 Pending

    • Land
    • 10,018 Sq Ft
    • $386,957 per Acre

    0 Lakewood Cir Unit MFRO6401726, Maitland, FL 32751

    Under contract-accepting backup offers. Build your dream home on this perfect, residential vacant CORNER LOT in Maitland! NO HOA! Ideally located near top-rated schools, shopping, dining, parks, & major roadways! Come view it TODAY!

    Harry Kazarian STRONG FOUNDATION REALTY LLC

    0 Lakewood Cir Unit MFRO6401726, 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 $128,891

    Last Listing Agent Ken Sheldon SHELDON PROFESSIONALS INC

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

      Est $209,990 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

      • 5% Below List Price
      • $212/SF
      • 79 Days On Market
      • Last Sold Price $222,000
      • Jan 14, 2025

      Last Listing Agent Darlene Brown KELLER WILLIAMS ADVANTAGE REALTY

  • /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

    $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

    Last Listing Agent Jennifer Johnson Perez COLDWELL BANKER REALTY

    2525 Native Ct, Maitland, FL 32751
    • /2

      Est $219,482 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

      • 10% Below List Price
      • $221/SF
      • 22 Days On Market
      • Last Sold Price $245,000
      • Aug 07, 2024

      Last Listing Agent Rhonda Howard COLDWELL BANKER REALTY

  • /35

    $332,500

    • 3 Beds
    • 2.5 Baths
    • 1,563 Sq Ft

    1010 Winderley Place Unit 127, Maitland, FL 32751

    Tucked into one of Maitland's most coveted lakefront enclaves, this beautifully updated townhome sits within a quietly maintained, tree-lined setting with direct access to Lake Destiny, a private community boat ramp, resort-style pool, and tennis courts, all just minutes from I-4, the 414, RDV Sportsplex, and the dining and shopping corridors of Maitland Center. First impressions set a private

    Don Harkins DON HARKINS REALTY LLC

    1010 Winderley Place Unit 127, 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 $491,045

    Last Listing Agent Chris Creegan CREEGAN GROUP

    515 W Faith Terrace, Maitland, FL 32751
    • /28

      Est $183,122 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
      • Aug 28, 2023

      Last Listing Agent Andreas Kunert KUNERT REALTY INC

  • /53

    $1,050,000

    • 4 Beds
    • 3 Baths
    • 3,625 Sq Ft

    1001 Versailles Ct, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Nestled within the quiet, established community of Versailles, this exceptional residence invites you to slow down and savor the good life. Offering over 3,600 sq. ft., this home features 4 spacious bedrooms and 3 full baths, with a layout that is both functional and flexible. The PRIMARY SUITE is conveniently located on the MAIN FLOOR and features

    Heather Frazee FANNIE HILLMAN & ASSOCIATES

    1001 Versailles Ct, 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 $258,363

    Last Listing Agent Liz Amor Pagan WATSON REALTY CORP

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

      Est $200,568 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
      • Dec 27, 2024

      Last Listing Agent Andreas Kunert KUNERT REALTY INC

  • /28

    $264,990 Pending

    • 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

    $253,000 Sold Aug 15, 2025

    1152 Grove St Unit 185, Maitland, FL 32751

    • 3 Beds
    • 3 Baths
    • 1,575 Sq Ft
    • Built 1979

    Last Sold Summary

    • 14% Below List Price
    • $161/SF
    • 86 Days On Market

    Current Estimated Value $260,045

    Last Listing Agent Ingrid Livingston COLDWELL BANKER REALTY

    1152 Grove St Unit 185, Maitland, FL 32751
    • /24

      Est $210,893 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

      • 8% Below List Price
      • $205/SF
      • 90 Days On Market
      • Last Sold Price $228,000
      • Dec 29, 2023

      Last Listing Agent Andreas Kunert KUNERT REALTY INC

  • /48

    $200,000

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

    1100 Lake Shadow Cir Unit 2307, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo in the sought-after Visconti community, where comfort, convenience, and lifestyle come together. Located on the third floor, this light-filled residence features soaring vaulted ceilings that create an open, airy feel, complemented by abundant natural light throughout. Ideally

    Jodi Lambiase KELLER WILLIAMS REALTY AT THE LAKES

    1100 Lake Shadow Cir Unit 2307, Maitland, FL 32751
  • /2

    $191,000 Sold Aug 15, 2025

    39 S College Ave, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,702 Sq Ft
    • Built 1962

    Last Sold Summary

    • 20% Below List Price
    • $112/SF
    • 45 Days On Market

    Current Estimated Value $202,334

    Last Listing Agent Brenden Rando NEXTHOME NEIGHBORHOOD REALTY

    39 S College Ave, Maitland, FL 32751
    • /32

      Est $270,964 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

      • 8% Below List Price
      • $187/SF
      • 28 Days On Market
      • Last Sold Price $295,000
      • May 12, 2024

      Last Listing Agent Kevin Dickey COLDWELL BANKER REALTY

  • /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

    $235,000 Sold Aug 01, 2025

    6 Barnard Ct, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 1,521 Sq Ft
    • Built 1956

    Last Sold Summary

    • 26% Below List Price
    • $155/SF
    • 133 Days On Market

    Current Estimated Value $399,815

    Last Listing Agent Brian Opre THE REAL ESTATE PRINCIPLE, INC

    6 Barnard Ct, Maitland, FL 32751
    • /20

      Est $279,275 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

      • 10% Below List Price
      • $214/SF
      • 24 Days On Market
      • Last Sold Price $310,000
      • Apr 29, 2024

      Last Listing Agent Elizabeth Ward Manno FANNIE HILLMAN & ASSOCIATES

  • /63

    $965,000

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

    2112 Chippewa Trail, Maitland, FL 32751

    LONG AWAITED ARRIVAL IN DESIRABLE MAITLAND SUBDIVISION This beautiful, impeccably maintained and updated four bedroom three and a half bath pool home absolutely has it all! Perfectly located in Maitland’s much sought after Dommerich neighborhood and walking distance to top rated elementary and middle schools. This attractive split-floor plan offers four spacious bedrooms and three full baths on

    Laura Heidrich COLDWELL BANKER REALTY

    2112 Chippewa Trail, Maitland, FL 32751
  • /2

    $630,000 Sold Jul 18, 2025

    2318 Mohawk Trail, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft
    • Built 1963

    Last Sold Summary

    • 5% Below List Price
    • $363/SF
    • 34 Days On Market

    Current Estimated Value $617,636

    Last Listing Agent Marina Munoz OUTLET REALTY

    2318 Mohawk Trail, Maitland, FL 32751
    • /19

      Est $269,410 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

      • 6% Below List Price
      • $183/SF
      • 3 Days On Market
      • Last Sold Price $286,000
      • Jun 28, 2023

      Last Listing Agent Kristen Hash SOTERA LIVING

  • /10

    $3,295,000 Pending

    • Land
    • 24,393 Sq Ft
    • $5,883,929 per Acre

    127 Whitecaps Cir, Maitland, FL 32751

    Under contract-accepting backup offers. 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

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    127 Whitecaps Cir, Maitland, FL 32751
  • /2

    $228,000 Sold Feb 04, 2026

    1601 Grove St Unit 552, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 1,087 Sq Ft
    • Built 1979

    Last Sold Summary

    • 9% Below List Price
    • $210/SF
    • 92 Days On Market

    Current Estimated Value $226,242

    Last Listing Agent Chris Creegan CREEGAN GROUP

    1601 Grove St Unit 552, Maitland, FL 32751
    • /2

      Est $240,499 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

      • 6% Below List Price
      • $192/SF
      • 197 Days On Market
      • Last Sold Price $255,000
      • Dec 03, 2024

      Last Listing Agent Carl Vano EXP REALTY LLC

  • /32

    $199,000 Pending

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

    1325 Lake Shadow Cir Unit 12202, Maitland, FL 32751

    *HUGE PRICE REDUCTION* Step into effortless living with this beautifully maintained 2-bedroom, 2-bath condo nestled in a highly sought-after gated community! From the moment you enter, you’re greeted by stunning luxury vinyl flooring that flows seamlessly throughout, setting the stage for a bright, open-concept layout that’s perfect for both relaxing and entertaining.The stylish kitchen

    Dominick Florio RE/MAX TOWN & COUNTRY REALTY

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

    $750,000 Sold Jul 02, 2025

    2337 Worthington Rd, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,050 Sq Ft
    • Built 1968

    Last Sold Summary

    • 21% Below List Price
    • $366/SF
    • 103 Days On Market

    Current Estimated Value $730,956

    Last Listing Agent Ahmad Hassan COMPASS FLORIDA LLC

    2337 Worthington Rd, Maitland, FL 32751
    • /15

      Est $217,045 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% Above List Price
      • $198/SF
      • 288 Days On Market
      • Last Sold Price $215,000
      • Jun 13, 2024

      Last Listing Agent Tom Graves FUN HOMES

  • /32

    $429,900

    • 3 Beds
    • 2 Baths
    • 1,697 Sq Ft

    628 Woodley Rd, Maitland, FL 32751

    Welcome to life in one of Maitland’s most desirable established neighborhoods, located in Seminole County and known for its strong schools, friendly community, and convenient access to everything Central Florida. Just minutes from beautiful lakes, local restaurants, shopping, and the interstate for an easy commute, this home offers the perfect blend of comfort, connection, and lifestyle. Step

    Kelly Althof CENTRAL FLORIDA REALTY EXPERTS

    628 Woodley 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 $672,135

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

    2081 Mohican Trail, Maitland, FL 32751
    • /2

      Est $268,277 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

      • 7% Below List Price
      • $184/SF
      • 22 Days On Market
      • Last Sold Price $289,900
      • Dec 06, 2024

      Last Listing Agent Ashley Landers KELLER WILLIAMS WINTER PARK

  • /32

    $419,900 Pending

    • 3 Beds
    • 2 Baths
    • 2,426 Sq Ft

    135 Roosevelt Place, Maitland, FL 32751

    This charming home boasts a wealth of valuable upgrades and improvements, making it an enticing opportunity for anyone seeking a move-in ready property The roof was replaced in 2006, ensuring long-lasting durability. A significant renovation in 2017 introduced modern conveniences, including all-new kitchen appliances and luxurious vinyl plank flooring, with extra flooring thoughtfully

    Julimar Barreiro Pastrana SERHANT

    135 Roosevelt Place, Maitland, FL 32751

Showing Results 401 - 440, Page 11 of 18

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