Maitland, FL Homes

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  $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
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  /2

  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

  • 120 Days On Market
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  /36

  $675,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,229 Sq Ft

  830 Longhaven Dr, Maitland, FL 32751

  Under contract-accepting backup offers. Welcome to this beautifully maintained 3 bedroom, 2 bath pool home offering 2,229 square feet of living space in the highly sought-after Dommerich neighborhood of Maitland. The heart of the home is the spacious kitchen featuring knotty pine cabinetry, granite countertops, a gas range, stainless steel appliances, a breakfast bar, and an elegant tray ceiling.

  Ingrid Livingston COLDWELL BANKER REALTY

  830 Longhaven Dr, Maitland, FL 32751
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  $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 $230,672

  Last Listing Agent Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  818 Park Lake Cir Unit 10, Maitland, FL 32751
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  /83

  Est $240,529

  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

  • 1 Day On Market
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  /47

  $439,900

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft

  1140 S Orlando Ave Unit H3, Maitland, FL 32751

  Virtually Staged. RARE LAKEFRONT opportunity to Live right on LAKE MAITLAND! Sip your morning coffee with one of the most premier views in the entire community! BONUS: It's on the main FIRST floor, so NO STAIRS! Just a pure unencumbered view of Lake Maitland right from your living room! And only a few steps to the dock or community pool!! This unit has the EXTRA HALF BATHROOM and has been

  Chris Schiffermiller UNITED REAL ESTATE PREFERRED

  1140 S Orlando Ave Unit H3, Maitland, FL 32751
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  /2

  $1,495,000

  Sold Jun 24, 2026

  221 Minnehaha Rd, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 3,797 Sq Ft
  • Built 1957

  Last Sold Summary

  • $394/SF
  • 5 Days On Market

  Current Estimated Value $1,460,994

  Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

  221 Minnehaha Rd, Maitland, FL 32751
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  /32

  Est $415,501

  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

  • 83 Days On Market
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  /25

  $427,400

  $23K PRICE DROP

  • 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 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 improvements. Ideal for homeowners,

  Beth Hathaway PREMIUM PROPERTIES R.E SERVICE

  220 Alpine Dr, Maitland, FL 32751
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  /2

  $755,000

  Sold Jun 05, 2026

  312 Macarthur Place, Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 2,441 Sq Ft
  • Built 1981

  Last Sold Summary

  • 8% Below List Price
  • $309/SF
  • 65 Days On Market

  Current Estimated Value $775,269

  Last Listing Agent Sean David REAL BROKER, LLC

  312 Macarthur Place, Maitland, FL 32751
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  /2

  Est $331,395

  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

  • 16 Days On Market
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  /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
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  $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 $535,242

  Last Listing Agent Shannon Chamoun KELLER WILLIAMS TAMPA CENTRAL

  2201 Sunderland Rd, Maitland, FL 32751
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  /38

  Est $293,007

  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

  • 2 Days On Market
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  /39

  $1,499,000

  Open Sat 1PM - 3PM $151K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 3,400 Sq Ft

  541 Manor Rd, Maitland, FL 32751

  Tucked between the shores of Lake Nina and Lake Maitland, this beautifully reimagined California ranch blends modern design with effortless everyday living in one of Maitland’s most desirable locations. Completely remodeled in 2022, the home showcases a fresh, sophisticated aesthetic with thoughtfully curated finishes throughout. The light-filled interior offers seamless flow between living

  Sarah Tomlinson COMPASS FLORIDA LLC

  541 Manor Rd, Maitland, FL 32751
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  /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

  Current Estimated Value $692,303

  Last Listing Agent Christine Bennett EVOLVE PROPERTY GROUP LLC

  183 Orange Place, Maitland, FL 32751
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  /2

  Est $227,752

  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

  • 3 Days On Market
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  /22

  $560,000

  $40K PRICE DROP

  • 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
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  /2

  $820,000

  Sold May 29, 2026

  781 Goldwater Ct, Maitland, FL 32751

  • 5 Beds
  • 3 Baths
  • 2,550 Sq Ft
  • Built 1970

  Last Sold Summary

  • 11% Below List Price
  • $322/SF
  • 63 Days On Market

  Current Estimated Value $852,271

  Last Listing Agent Erin Baker FANNIE HILLMAN & ASSOCIATES

  781 Goldwater Ct, Maitland, FL 32751
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  /2

  Est $270,669

  Not Listed For Sale

  323 W Lake Faith Dr, Maitland, FL 32751

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

  323 W Lake Faith Dr, Maitland, FL 32751

  Last Sold Summary

  • 77 Days On Market
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  /54

  $1,395,500

  $100K PRICE DROP

  • 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. The Saltwater pool has a brand new sparkling finish! Perfectly positioned between Lake Sybelia and Lake Catherine, this one owner estate offers a rare blend of

  Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

  755 Cranes Ct, Maitland, FL 32751
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  /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 $206,109

  Last Listing Agent Ken Pozek REAL BROKER, LLC

  1325 Lake Shadow Cir Unit 12303, Maitland, FL 32751
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  /2

  Est $308,943

  Not Listed For Sale

  311 W Lake Faith Dr, Maitland, FL 32751

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

  311 W Lake Faith Dr, Maitland, FL 32751

  Last Sold Summary

  • 26 Days On Market
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  /30

  $575,000

  Open Sat 11AM - 1PM

  • 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
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  /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 $692,420

  Last Listing Agent Donnamarie Ebanks COLDWELL BANKER REALTY

  206 Quayside Cir Unit 103, Maitland, FL 32751
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  /29

  Est $293,690

  Not Listed For Sale

  207 W Lake Faith Dr Unit 226, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,739 Sq Ft
  • Built 1974

  207 W Lake Faith Dr Unit 226, Maitland, FL 32751

  Last Sold Summary

  • 47 Days On Market
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  /64

  $469,900

  $10K PRICE DROP

  • 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
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  /2

  $239,000

  Sold Oct 22, 2025

  1019 Grove St Unit 85, Maitland, FL 32751

  • 3 Beds
  • 3 Baths
  • 1,496 Sq Ft
  • Built 1972

  Last Sold Summary

  • 27% Below List Price
  • $160/SF
  • 454 Days On Market

  Current Estimated Value $244,821

  Last Listing Agent Scott Roberts SCOTT ALAN ROBERTS

  1019 Grove St Unit 85, Maitland, FL 32751
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  /41

  Not Listed For Sale

  2900 Shadow View Cir, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 1,707 Sq Ft
  • Built 2000

  2900 Shadow View Cir, Maitland, FL 32751

  Last Sold Summary

  • 12 Days On Market
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  /20

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,146 Sq Ft

  1033 Hamlet Dr, Maitland, FL 32751

  This charming 3-bedroom, 2-bathroom single-family home with the best of Florida living. Located in the north of Orlando (Maitland - Winter Park area). 1.3 miles to the Center of Winter Park Shopping Plaza (Office Depot, UPS, Ross, Marshalls, Home Goods, Five Below, LA Fitness, Petco and Michaels, Whole Foods Markets, and Banking). Access to major highways, minutes to downtown, and Orlando's

  Bennie Olivo BOX REAL ESTATE LLC

  1033 Hamlet Dr, Maitland, FL 32751
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  /2

  $530,000

  Sold Jun 30, 2025

  1201 Manchester Rd, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft
  • Built 1961

  Last Sold Summary

  • 1% Above List Price
  • $363/SF
  • 4 Days On Market

  Current Estimated Value $507,512

  Last Listing Agent Ahmad Hassan COMPASS FLORIDA LLC

  1201 Manchester Rd, Maitland, FL 32751
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  /35

  Est $233,388

  Not Listed For Sale

  1175 Lake Shadow Cir Unit 4305, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,243 Sq Ft
  • Built 2000

  1175 Lake Shadow Cir Unit 4305, Maitland, FL 32751

  Last Sold Summary

  • 5 Days On Market
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  /43

  $520,000

  Pending

  • 4 Beds
  • 2 Baths
  • 2,227 Sq Ft

  1010 Gregory Dr, Maitland, FL 32751

  Nestled in the heart of highly desirable Maitland, this spacious 4-bedroom, 2-bath pool home offers the perfect blend of location, functionality, and outdoor living on an oversized .28-acre lot with more than 12,000 square feet of property. Surrounded by mature trees and established neighborhoods, this prime location places you just minutes from Downtown Maitland, Historic Winter Park, Downtown

  Kelly Hildebrand FANNIE HILLMAN & ASSOCIATES

  1010 Gregory Dr, Maitland, FL 32751
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  /2

  $186,000

  Sold Nov 09, 2025

  1960 Legacy Cove Dr Unit 1960, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Built 2000

  Last Sold Summary

  • 28% Below List Price
  • $145/SF
  • 105 Days On Market

  Current Estimated Value $190,898

  Last Listing Agent Robert Edwards ABC REAL ESTATE SERVICES

  1960 Legacy Cove Dr Unit 1960, Maitland, FL 32751
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  Not Listed For Sale

  2936 Shadow View Cir, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 1,707 Sq Ft
  • Built 2000

  2936 Shadow View Cir, Maitland, FL 32751

  Last Sold Summary
• 

  

  /23

  $520,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft

  2697 Queen Mary Place, Maitland, FL 32751

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. This gem is situated in the Brittney Gardens gated neighborhood in desirable Maitland. When you enter the home you are greeted by beautiful, rich wood floors and loads of natural light. The dining room flows seamlessly into the kitchen for ease when entertaining. The kitchen boasts quartz countertops,

  Beth Logullo KELLER WILLIAMS WINTER PARK

  2697 Queen Mary Place, Maitland, FL 32751
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  /47

  $518,000

  Sold May 20, 2026

  2319 Hunterfield Rd, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 1,798 Sq Ft
  • Built 1962

  Last Sold Summary

  • 2% Below List Price
  • $288/SF
  • 33 Days On Market

  Current Estimated Value $527,045

  Last Listing Agent Lauren Souto Misty Morrison Real Estate

  2319 Hunterfield Rd, Maitland, FL 32751
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  /30

  Est $266,800

  Not Listed For Sale

  277 W Lake Faith Dr, Maitland, FL 32751

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

  277 W Lake Faith Dr, Maitland, FL 32751

  Last Sold Summary

  • 38 Days On Market
• 

  

  /45

  $600,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,880 Sq Ft

  1781 Tonto Trail, Maitland, FL 32751

  Under contract-accepting backup offers. Welcome to 1781 Tonto Trail, a 4-bedroom home in one of Maitland's most desirable neighborhoods, offering just under 1,900 square feet of living space, a split bedroom floor plan, and access to the Winter Park Chain of Lakes. Located on a corner lot just under a quarter acre, this move-in ready residence combines functionality, comfort, and an exceptional

  Todd Schroth EXP REALTY LLC

  1781 Tonto Trail, Maitland, FL 32751
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  /2

  $239,000

  Sold Jul 10, 2025

  1140 S Orlando Ave Unit J6, Maitland, FL 32751

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft
  • Built 1969

  Last Sold Summary

  • 15% Below List Price
  • $293/SF
  • 115 Days On Market

  Current Estimated Value $238,362

  Last Listing Agent Miriam Furey EXP REALTY LLC

  1140 S Orlando Ave Unit J6, Maitland, FL 32751

Showing Results 481 - 520, Page 13 of 18