9,936

Maitland, FL Homes

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  • /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 $746,006

    Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    808 Ponca Trail, Maitland, FL 32751
    • /2

      Est $228,434 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
      • Oct 30, 2024

      Last Listing Agent Pedro Germano DOUGLAS ELLIMAN

  • /34

    $449,000 Pending

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    1140 S Orlando Ave Unit H13, Maitland, FL 32751

    Experience turn-key living at its best in this beautifully renovated, designer-owned, lakefront condo, conveniently located in the sought-after Lake Maitland Terrace community on the Winter Park Chain of Lakes. This stunning 2-bedroom, 1-bath residence was thoughtfully redesigned with high-end finishes and an open, modern layout that maximizes both style and functionality. FURNITURE IS

    MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    1140 S Orlando Ave Unit H13, 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 $384,289

    Last Listing Agent Denise LeHeup KELLER WILLIAMS WINTER PARK

    1277 Blessing St, Maitland, FL 32751
    • /14

      Est $235,007 Not Listed For Sale

      604 Waverly Ln Unit 410, Maitland, FL 32751

      • 3 Beds
      • 3 Baths
      • 1,328 Sq Ft
      • Built 1980
      604 Waverly Ln Unit 410, Maitland, FL 32751

      Last Sold Summary

      • $177/SF
      • 7 Days On Market
      • Last Sold Price $235,000
      • Jun 30, 2023

      Last Listing Agent Samantha Hafner DON ASHER & ASSOCIATES, INC.

  • /26

    $160,000

    • 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

    $1,655,000 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 $1,609,852

    Last Listing Agent David Plasencia COLDWELL BANKER REALTY

    104 E Lake Colony Dr, Maitland, FL 32751
    • /31

      Est $279,995 Not Listed For Sale

      828 Maple Ct Unit 179, Maitland, FL 32751

      • 3 Beds
      • 3 Baths
      • 1,575 Sq Ft
      • Built 1979
      828 Maple Ct Unit 179, Maitland, FL 32751

      Last Sold Summary

      • 8% Below List Price
      • $193/SF
      • 59 Days On Market
      • Last Sold Price $304,000
      • Oct 25, 2023

      Last Listing Agent Chris Sheedy COLDWELL BANKER REALTY

  • /25

    $450,000 Pending

    • 2 Beds
    • 1 Bath
    • 988 Sq Ft

    220 Alpine Dr, Maitland, FL 32751

    Under contract-accepting backup offers. Opportunity in the Maitland / Winter Park area! This one-owner home, held by the same family since the 1960s, is ideally located near shopping, dining, parks, and major roadways, providing convenient access throughout Central Florida.The property offers potential for renovation, expansion, or redevelopment, with a lot that provides space for future

    Beth Hathaway PREMIUM PROPERTIES R.E SERVICE

    220 Alpine Dr, 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 $456,781

    Last Listing Agent Bianca Botelho RE/MAX ASSURED

    1941 South Blvd, Maitland, FL 32751
    • /2

      Est $282,923 Not Listed For Sale

      1155 Grove St Unit 136, Maitland, FL 32751

      • 3 Beds
      • 2.5 Baths
      • 1,432 Sq Ft
      • Built 1979
      1155 Grove St Unit 136, Maitland, FL 32751

      Last Sold Summary

      • 11% Below List Price
      • $222/SF
      • 2 Days On Market
      • Last Sold Price $318,000
      • Sep 05, 2024

      Last Listing Agent Dana Gold RE/MAX

  • /47

    $349,000

    • 2 Beds
    • 1.5 Baths
    • 816 Sq Ft

    1140 S Orlando Ave Unit F11, Maitland, FL 32751

    This luxury condominium is in the established complex of Lake Maitland Terrace which sits on the shores of Lake Maitland, Winter Park Chain of Lakes. This immaculately maintained complex includes 11, 2-story, mid-century modern buildings sprawled across several acres, creating beautiful green space and picturesque views across the lake. This unit is special. A complete renovation with every

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    1140 S Orlando Ave Unit F11, Maitland, FL 32751
  • /2

    $232,000 Sold Apr 22, 2026

    351 W Lake Faith Dr Unit 117, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 1,403 Sq Ft
    • Built 1974

    Last Sold Summary

    • $165/SF

    Current Estimated Value $304,100

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

    351 W Lake Faith Dr Unit 117, Maitland, FL 32751
    • /2

      Est $266,984 Not Listed For Sale

      901 Town Cir, Maitland, FL 32751

      • 3 Beds
      • 2.5 Baths
      • 1,432 Sq Ft
      • Built 1979
      901 Town Cir, Maitland, FL 32751

      Last Sold Summary

      • 6% Below List Price
      • $199/SF
      • 120 Days On Market
      • Last Sold Price $285,000
      • Aug 21, 2024

      Last Listing Agent Tom Graves FUN HOMES

  • /22

    $585,000

    • 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

    $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 $1,063,527

    Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

    941 Versailles Cir, Maitland, FL 32751
    • /83

      Est $242,294 Not Listed For Sale

      803 Park Lake Place Unit 9A, Maitland, FL 32751

      • 2 Beds
      • 2.5 Baths
      • 1,194 Sq Ft
      • Built 1984
      803 Park Lake Place Unit 9A, Maitland, FL 32751

      Last Sold Summary

      • 8% Below List Price
      • $221/SF
      • 1 Day On Market
      • Last Sold Price $264,000
      • Oct 09, 2023

      Last Listing Agent Barbarite Adams REALTY HUB

  • /28

    $338,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,254 Sq Ft

    410 Poplar Ct, Maitland, FL 32751

    Under contract-accepting backup offers. Charming three bedroom, two bath home in the heart of Maitland! Roof and AC both updated in 2021. This home features an open layout with great natural light and an easy, flowing floor plan. All new kitchen appliances and cabinets installed 2022. The living spaces feel airy and inviting, with newly refinished wood flooring, vaulted ceilings and a split floor

    Heather Kolin PALMANO GROUP RE BROKERAGE LLC

    410 Poplar Ct, 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
    • /32

      Est $414,496 Not Listed For Sale

      546 Eaton St, Maitland, FL 32751

      • 4 Beds
      • 2.5 Baths
      • 1,781 Sq Ft
      • Built 2023
      546 Eaton St, Maitland, FL 32751

      Last Sold Summary

      • 2% Below List Price
      • $239/SF
      • 83 Days On Market
      • Last Sold Price $425,000
      • Mar 04, 2024

      Last Listing Agent Claudia Obregon VITTORINO REAL ESTATE GROUP

  • /55

    $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. Exceptional value meets timeless elegance in this incredible home nestled in the heart of Maitland, privately situated on a cul de sac within an exclusive gated enclave of custom residences. Perfectly positioned between Lake Sybelia and Lake Catherine, this one owner estate offers a rare blend of sophistication, comfort, and versatility with five

    Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

    755 Cranes Ct, 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 $223,923

    Last Listing Agent Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    818 Park Lake Cir Unit 10, Maitland, FL 32751
    • /90

      Est $479,344 Not Listed For Sale

      257 S College Ave, Maitland, FL 32751

      • 6 Beds
      • 4 Baths
      • 2,804 Sq Ft
      • Built 1972
      257 S College Ave, Maitland, FL 32751

      Last Sold Summary

      • 4% Below List Price
      • $179/SF
      • 12 Days On Market
      • Last Sold Price $501,000
      • Jun 16, 2023

      Last Listing Agent Nil Mendez CHARLES RUTENBERG REALTY ORLANDO

  • /48

    $545,000

    • 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

    $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 $3,278,127

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    645 Manor Rd, Maitland, FL 32751
    • /14

      Est $275,371 Not Listed For Sale

      275 W Lake Faith Dr Unit 150, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,403 Sq Ft
      • Built 1974
      275 W Lake Faith Dr Unit 150, Maitland, FL 32751

      Last Sold Summary

      • $197/SF
      • 133 Days On Market
      • Last Sold Price $276,000
      • May 25, 2023

      Last Listing Agent Ralph Carrion LA ROSA REALTY KISSIMMEE

  • /27

    $219,500 Pending

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

    1009 Grove St Unit 1009, Maitland, FL 32751

    Under contract-accepting backup offers. Incredible location! This beautifully updated 2 bedroom, 1.5 bath condo in Maitland is located minutes from shops, restaurants and offers easy access to I-4!. New windows! New electrical panels 2026, New water heater 2026. The stylish kitchen features granite countertops, 42 inch cabinetry, built-in wine glass rack, stainless appliances, pass thru window,

    Ingrid Livingston COLDWELL BANKER REALTY

    1009 Grove St Unit 1009, 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 $524,801

    Last Listing Agent Shannon Chamoun KELLER WILLIAMS TAMPA CENTRAL

    2201 Sunderland Rd, Maitland, FL 32751
    • /2

      Est $322,729 Not Listed For Sale

      251 W Lake Faith Dr Unit 204, Maitland, FL 32751

      • 3 Beds
      • 2 Baths
      • 1,739 Sq Ft
      • Built 1974
      251 W Lake Faith Dr Unit 204, Maitland, FL 32751

      Last Sold Summary

      • 9% Below List Price
      • $204/SF
      • 16 Days On Market
      • Last Sold Price $355,000
      • Dec 18, 2024

      Last Listing Agent Vi Mateo KELLER WILLIAMS WINTER PARK

  • /41

    $625,000

    • 4 Beds
    • 2 Baths
    • 2,038 Sq Ft

    1241 Manchester Rd, Maitland, FL 32751

    Step into this beautifully renovated 4-bedroom, 2-bathroom home located in the heart of Maitland, where space, comfort, and modern design come together effortlessly. From the moment you walk in, you’ll notice the bright open-concept layout that creates a warm and inviting atmosphere, perfect for both everyday living and unforgettable family moments. The seamless flow between the living, dining,

    Ricardo Araque LA ROSA REALTY LLC

    1241 Manchester Rd, Maitland, FL 32751
  • /2

    $680,000 Sold Apr 01, 2026

    183 Orange Place, Maitland, FL 32751

    • 3 Beds
    • 3.5 Baths
    • 2,014 Sq Ft
    • Built 2018

    Last Sold Summary

    • 20% Below List Price
    • $338/SF
    • 169 Days On Market

    Last Listing Agent Christine Bennett EVOLVE PROPERTY GROUP LLC

    183 Orange Place, Maitland, FL 32751
    • /45

      Est $291,075 Not Listed For Sale

      223 W Lake Faith Dr Unit 218, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,403 Sq Ft
      • Built 1974
      223 W Lake Faith Dr Unit 218, Maitland, FL 32751

      Last Sold Summary

      • 6% Above List Price
      • $196/SF
      • 9 Days On Market
      • Last Sold Price $275,000
      • Jun 12, 2023

      Last Listing Agent Ron Murray MAGIC REALTY LLC

  • /30

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,623 Sq Ft

    9001 Lake Charity Dr, Maitland, FL 32751

    Welcome to a rare opportunity in the beautiful neighborhood of Druid Hills in Maitland—this charming single-family home is on the market for the first time in 45 years. Built with solid block construction, this home offers exceptional durability, structural soundness, and reliable weather resistance, giving peace of mind for years to come. Situated on an expansive and highly desirable corner lot,

    Joseph Sipp KELLER WILLIAMS WINTER PARK

    9001 Lake Charity Dr, Maitland, FL 32751
  • /2

    $200,000 Sold Dec 19, 2025

    1325 Lake Shadow Cir Unit 12303, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft
    • Built 2000

    Last Sold Summary

    • 11% Below List Price
    • $191/SF
    • 182 Days On Market

    Current Estimated Value $204,358

    Last Listing Agent Ken Pozek REAL BROKER, LLC

    1325 Lake Shadow Cir Unit 12303, Maitland, FL 32751
    • /38

      Est $294,654 Not Listed For Sale

      219 W Lake Faith Dr Unit P220, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,403 Sq Ft
      • Built 1974
      219 W Lake Faith Dr Unit P220, Maitland, FL 32751

      Last Sold Summary

      • 3% Below List Price
      • $217/SF
      • 2 Days On Market
      • Last Sold Price $305,000
      • Jul 25, 2023

      Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

  • /64

    $469,900

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    1140 S Orlando Ave Unit F8, Maitland, FL 32751

    Welcome to Lake Maitland Terrace, a charming lakeside community located on the Winter Park Chain of Lakes. Step inside this beautifully reimagined 2 Bedroom, 2 Bathroom fully renovated, First floor – End unit condo, where every detail has been thoughtfully updated for style and function. Expect to be impressed from the moment you enter this custom designed masterpiece. The open layout features a

    Pamela Hamilton HAMILTON GROUP REALTY

    1140 S Orlando Ave Unit F8, Maitland, FL 32751
  • /54

    $690,000 Sold Apr 17, 2026

    206 Quayside Cir Unit 103, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft
    • Built 1985

    Last Sold Summary

    • 8% Below List Price
    • $543/SF
    • 55 Days On Market

    Current Estimated Value $732,267

    Last Listing Agent Donnamarie Ebanks COLDWELL BANKER REALTY

    206 Quayside Cir Unit 103, Maitland, FL 32751
    • /2

      Est $233,348 Not Listed For Sale

      2639 Legacy Villas Dr, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,280 Sq Ft
      • Built 2000
      2639 Legacy Villas Dr, Maitland, FL 32751

      Last Sold Summary

      • 10% Below List Price
      • $203/SF
      • 3 Days On Market
      • Last Sold Price $260,000
      • Jul 10, 2024

      Last Listing Agent Brandon Chestnut OLYMPUS EXECUTIVE REALTY INC

  • /51

    $549,750 Pending

    • 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

    $538,000 Sold Jun 18, 2025

    2327 Fieldingwood Rd, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,300 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Below List Price
    • $234/SF
    • 14 Days On Market

    Current Estimated Value $535,960

    Last Listing Agent Ahmad Hassan COMPASS FLORIDA LLC

    2327 Fieldingwood Rd, Maitland, FL 32751

Showing Results 441 - 480, Page 12 of 18

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