9,918

Maitland, FL Homes

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    • /38

      Est $303,492 Not Listed For Sale

      1000 Winderley Place Unit 242, Maitland, FL 32751

      • 3 Beds
      • 2 Baths
      • 1,538 Sq Ft
      • Built 1982
      1000 Winderley Place Unit 242, Maitland, FL 32751

      Last Sold Summary

      • 5% Above List Price
      • $189/SF
      • 34 Days On Market

      Last Sold Price $290,000

      Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

  • /34

    $449,000 Open Sat 2PM - 4PM

    • 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
  • /40

    $1,000,000 Sold May 09, 2025

    1606 The Oaks Dr, Maitland, FL 32751

    • 4 Beds
    • 3.5 Baths
    • 3,862 Sq Ft
    • Built 1979

    Last Sold Summary

    • 33% Below List Price
    • $259/SF
    • 68 Days On Market

    Current Estimated Value $1,039,562

    Last Listing Agent Cheryl Gray RIDER REALTY, LLC

    1606 The Oaks Dr, Maitland, FL 32751
    • /43

      Est $274,582 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% Above List Price
      • $177/SF
      • 6 Days On Market

      Last Sold Price $272,000

      Last Listing Agent Marina Joseph LPT REALTY, LLC

  • /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

    $565,000 Sold Mar 27, 2025

    2595 Sweetwater Trail, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,208 Sq Ft
    • Built 1971

    Last Sold Summary

    • $256/SF
    • 10 Days On Market

    Current Estimated Value $561,389

    Last Listing Agent Teresa Parker PREMIER SOTHEBYS INT'L REALTY

    2595 Sweetwater Trail, Maitland, FL 32751
    • /2

      Est $193,625 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

      • 12% Below List Price
      • $245/SF
      • 59 Days On Market

      Last Sold Price $219,900

      Last Listing Agent Matt Merdian MERDIAN REALTY LLC

  • /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

    $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

    Current Estimated Value $603,507

    Last Listing Agent Jennifer Johnson Perez COLDWELL BANKER REALTY

    2525 Native Ct, Maitland, FL 32751
    • /59

      Est $219,343 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

      Last Listing Agent Susan Schneider COLDWELL BANKER REALTY

  • /4

    $450,000

    • 2 Beds
    • 1 Bath
    • 988 Sq Ft

    220 Alpine Dr, Maitland, FL 32751

    Opportunity in the Maitland / Winter Park area! This one-owner home, held by the same family since the 1980s, 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 improvements. Ideal for homeowners,

    Beth Hathaway PREMIUM PROPERTIES R.E SERVICE

    220 Alpine Dr, 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 $485,792

    Last Listing Agent Chris Creegan CREEGAN GROUP

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

      Est $157,481 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

      Last Listing Agent Didem Isik Widener PARK AVENUE REALTY LLC

  • /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

    $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 $257,032

    Last Listing Agent Liz Amor Pagan WATSON REALTY CORP

    806 Town Cir Unit 156, Maitland, FL 32751
    • /10

      Est $218,718 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

      Last Listing Agent Jim Bals VIDA REAL ESTATE SERVICES LLC

  • /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

    $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 $257,697

    Last Listing Agent Ingrid Livingston COLDWELL BANKER REALTY

    1152 Grove St Unit 185, Maitland, FL 32751
    • /52

      Est $222,023 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

      Last Listing Agent Jay Kendall KENDALL REAL ESTATE FIRM

  • /56

    $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

    $263,500 Sold Apr 18, 2025

    1615 Grove St Unit 545, Maitland, FL 32751

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

    Last Sold Summary

    • 1% Below List Price
    • $242/SF
    • 17 Days On Market

    Current Estimated Value $252,675

    Last Listing Agent Eric Soto TC ORLANDO HOMES LLC

    1615 Grove St Unit 545, Maitland, FL 32751
    • /2

      Est $218,223 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

      • 8% Below List Price
      • $212/SF
      • 0 Days On Market

      Last Sold Price $236,000

      Last Listing Agent Ray Al-Malt EXP REALTY LLC

  • /48

    $560,000

    • 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

    $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 $199,456

    Last Listing Agent Brenden Rando NEXTHOME NEIGHBORHOOD REALTY

    39 S College Ave, Maitland, FL 32751
    • /41

      Est $220,259 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

      • $198/SF
      • 270 Days On Market

      Last Sold Price $220,000

      Last Listing Agent Susan Schneider COLDWELL BANKER REALTY

  • /28

    $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. 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

    Ingrid Livingston COLDWELL BANKER REALTY

    1009 Grove St Unit 1009, Maitland, FL 32751
  • /2

    $350,000 Sold Feb 10, 2026

    2466 Fieldingwood Rd, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 1,765 Sq Ft
    • Built 1972

    Last Sold Summary

    • $198/SF
    • 1 Day On Market

    Current Estimated Value $387,007

    Last Listing Agent Bob McNelis KELLER WILLIAMS HERITAGE REALTY

    2466 Fieldingwood Rd, Maitland, FL 32751
    • /2

      Est $241,132 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

      Last Listing Agent Darlene Brown KELLER WILLIAMS ADVANTAGE REALTY

  • /50

    $985,000 Pending

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

    251 W Ventris Ave, Maitland, FL 32751

    Under contract-accepting backup offers. 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

    Barbara Zapotocky RE/MAX AEROSPACE REALTY

    251 W Ventris Ave, 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
    • /37

      Est $260,336 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

      • 20% Below List Price
      • $237/SF
      • 1 Day On Market

      Last Sold Price $325,000

      Last Listing Agent Sharon Brandt KELLER WILLIAMS REALTY AT THE LAKES

  • /64

    $479,900

    • 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
  • /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 $612,743

    Last Listing Agent Marina Munoz OUTLET REALTY

    2318 Mohawk Trail, Maitland, FL 32751
    • /35

      Est $209,673 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

      Last Listing Agent Mathew Kelly TURN-KEY MOVES REALTY

  • /51

    $549,750

    • 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

    $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 $227,056

    Last Listing Agent Chris Creegan CREEGAN GROUP

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

      Est $206,698 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

      Last Listing Agent Andreas Kunert KUNERT REALTY INC

  • /8

    $139,900 Pending

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

    432 Banyon Tree Cir Unit 102, Maitland, FL 32751

    Under contract-accepting backup offers. 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

    Ken Sheldon SHELDON PROFESSIONALS INC

    432 Banyon Tree Cir Unit 102, 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 $711,680

    Last Listing Agent Ahmad Hassan COMPASS FLORIDA LLC

    2337 Worthington Rd, Maitland, FL 32751
    • /2

      Est $209,919 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

      Last Listing Agent Darlene Brown KELLER WILLIAMS ADVANTAGE REALTY

Showing Results 401 - 440, Page 11 of 18

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