Maitland, FL Homes

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  $249,000

  • 3 Beds
  • 2 Baths
  • 1,256 Sq Ft

  602 Villa Cir Unit 543, Maitland, FL 32751

  Experience the pinnacle of worry-free living in this stunningly renovated, single-story villa located in the highly desirable Park Lake community of Maitland. This home has been meticulously updated with a focus on efficiency and modern luxury, featuring brand-new energy-efficient sliding glass doors (2025), new Roof, new solid wood bedrm and closet doors, New plantation shutters (2024), new AC

  Odel Ximinies COLDWELL BANKER RESIDENTIAL RE

  602 Villa Cir Unit 543, Maitland, FL 32751
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  $2,022 per month

  • 1 Bed
  • 1 Bath
  • 712 Sq Ft
  • Condo for Rent

  9301 Summit Centre Way Unit 1313, Orlando, FL 32810

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1992/mo12-Month+ Stay base rent: starts at $2022/moLanding's apartments at The Tiffany at

  9301 Summit Centre Way Unit 1313, Orlando, FL 32810
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  $330,000 Sold Dec 30, 2025

  735 Gamewell Ave, Maitland, FL 32751

  • 2 Beds
  • 1 Bath
  • 938 Sq Ft
  • Built 1952

  Last Sold Summary

  • $352/SF
  • 2 Days On Market

  Last Listing Agent Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

  735 Gamewell Ave, Maitland, FL 32751
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  /2

  Est $354,289 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,665 Sq Ft

  472 Citrus Ln, Maitland, FL 32751

  472 Citrus Ln, Maitland, FL 32751
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  $499,000

  • 2 Beds
  • 2 Baths
  • 1,224 Sq Ft

  1140 S Orlando Ave Unit C2, Maitland, FL 32751

  Take advantage of a rare opportunity to own one of only five double units at Lake Maitland Terrace, perfectly situated on the Winter Park chain of lakes. This 1,224-square-foot ground-floor residence offers 2 bedrooms and 2 baths and has been fully reimagined and renovated with designer finishes, luxury appointments, and thoughtful accessibility features, creating a home that effortlessly blends

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  1140 S Orlando Ave Unit C2, Maitland, FL 32751
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  /15

  $2,595 per month

  • 3 Beds
  • 2 Baths
  • 1,451 Sq Ft
  • House for Rent

  339 Croton Dr, Maitland, FL 32751

  WELCOME TO THIS BEATIFUL MAITLAND HOME in the Seminole County School District comes with many upgrades including a beautiful outdoor kitchen and living space. This move-in-ready FIRST FLOOR 3-bedroom, 2-bathroom residence offers modern updates, a large bonus room and comfortable living. A spacious kitchen and living space, stainless steel appliances, and spacious island, is a chef's delight.

  Johnny Reyes LPT REALTY, LLC

  339 Croton Dr, Maitland, FL 32751
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  $270,000 Sold Mar 14, 2025

  395 Sultana Ln, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1978

  Last Sold Summary

  • 27% Below List Price
  • $201/SF
  • 102 Days On Market

  Current Estimated Value $303,647

  Last Listing Agent Tansey Soderstrom REAL ESTATE FIRM OF ORLANDO

  395 Sultana Ln, Maitland, FL 32751
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  /2

  Est $261,884 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,565 Sq Ft

  854 Town Cir Unit 116, Maitland, FL 32751

  854 Town Cir Unit 116, Maitland, FL 32751
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  /25

  $210,000

  • 1 Bed
  • 1 Bath
  • 612 Sq Ft

  1140 S Orlando Ave Unit E11, Maitland, FL 32751

  Rare Opportunity for Lakeside Living!This beautifully maintained 1-bedroom, 1-bath, 612 sq. ft. condo is nestled in the highly sought-after Lake Maitland Terrace community—perfectly positioned on Lake Maitland, the largest lake in the Winter Park Chain of Lakes. Enjoy the ultimate lakefront lifestyle with fishing, kayaking, canoeing, and water-skiing just steps from your door. The community

  Dan Haggerty NEXTHOME BEST RESULTS REAL ESTATE

  1140 S Orlando Ave Unit E11, Maitland, FL 32751
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  $2,345 per month

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft
  • House for Rent

  2310 Sunderland Rd, Maitland, FL 32751

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2489.90. That covers your base rent, $2345.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  2310 Sunderland Rd, Maitland, FL 32751
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  $555,000 Sold Oct 01, 2025

  1771 Chinook Trail, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 1,704 Sq Ft
  • Built 1959

  Last Sold Summary

  • 4% Below List Price
  • $326/SF
  • 20 Days On Market

  Current Estimated Value $554,968

  Last Listing Agent Hazel Sun RE/MAX 200 REALTY

  1771 Chinook Trail, Maitland, FL 32751
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  /2

  Est $226,291 Not Listed For Sale

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

  1501 Grove St Unit 560, Maitland, FL 32751

  1501 Grove St Unit 560, Maitland, FL 32751
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  /15

  $345,000

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  1140 S Orlando Ave Unit D4, Maitland, FL 32751

  Discover a Wonderful opportunity to own (or live in) a beautifully updated condo at Lake Maitland Terrace, one of Winter Park’s most desirable lakefront communities. This bright and open home features modern updates, including granite countertops, stylish cabinetry, and a seamless flow between the kitchen, dining, and living areas—perfect for entertaining or relaxing.The second bedroom

  Cece Campbell DREAMLAND REALTY

  1140 S Orlando Ave Unit D4, Maitland, FL 32751
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  $2,500 per month

  • 4 Beds
  • 2 Baths
  • 2,397 Sq Ft
  • House for Rent

  101 S College Ave, Maitland, FL 32751

  Stunning fully remodeled 4 bedroom, 2 bath home.

  Norma Saab SAAB REALTY GROUP INC

  101 S College Ave, Maitland, FL 32751
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  $1,820,000 Sold Jun 07, 2025

  251 W Trotters Dr, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 3,524 Sq Ft
  • Built 1964

  Last Sold Summary

  • 4% Below List Price
  • $516/SF
  • 8 Days On Market

  Current Estimated Value $1,840,610

  Last Listing Agent Audra Wilks PREMIER SOTHEBY'S INTL. REALTY

  251 W Trotters Dr, Maitland, FL 32751
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  /2

  Est $207,313 Not Listed For Sale

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

  1225 Lake Shadow Cir Unit 14202, Maitland, FL 32751

  1225 Lake Shadow Cir Unit 14202, Maitland, FL 32751
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  $3,990,900

  • Land
  • 7.82 Acres
  • $510,345 per Acre

  1250 N Maitland Ave, Maitland, FL 32751

  Exceptional opportunity for commercial developers, residential builders, or those seeking a private estate within the City of Maitland, Orange County. This rare offering includes approximately ±8 acres of usable land comprising multiple contiguous parcels and rights-of-way. The property is designated as a Traditional Neighborhood and zoned RS-2.A previously submitted Planned Development

  Armando Gonzalez AG REALTY SERVICES LLC

  1250 N Maitland Ave, Maitland, FL 32751
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  $2,022 per month

  • 1 Bed
  • 1 Bath
  • 712 Sq Ft
  • Condo for Rent

  9301 Summit Centre Way Unit 2313, Orlando, FL 32810

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1992/mo12-Month+ Stay base rent: starts at $2022/moLanding's apartments at The Tiffany at

  9301 Summit Centre Way Unit 2313, Orlando, FL 32810
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  $515,000 Sold Nov 07, 2025

  2162 Lake Howell Preserve Ct, Maitland, FL 32751

  • 3 Beds
  • 3.5 Baths
  • 2,188 Sq Ft
  • Built 2021

  Last Sold Summary

  • 6% Below List Price
  • $235/SF
  • 27 Days On Market

  Last Listing Agent Mark Raumaker SERHANT

  2162 Lake Howell Preserve Ct, Maitland, FL 32751
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  Est $354,000 Not Listed For Sale

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

  1010 Winderley Place Unit 131, Maitland, FL 32751

  1010 Winderley Place Unit 131, Maitland, FL 32751
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  $1,800,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,567 Sq Ft

  1130 Mechanic St, Maitland, FL 32751

  Pre-Construction. To be built. Come build your dream home on this exceptional homesite in the heart of Maitland.This stunning new construction single-family residence will feature 4 bedrooms, 4.5 bathrooms, and 3,567 square feet of thoughtfully designed living space across two stories, showcasing sleek modern finishes and open-concept living ideal for today’s lifestyle. Set on a 0.26-acre

  Richard Palmano PALMANO GROUP RE BROKERAGE LLC

  1130 Mechanic St, Maitland, FL 32751
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  /8

  $800 per month

  • 1 Bed
  • 1 Bath
  • House for Rent

  14 Bel Air St, Maitland, FL 32751

  Property Id: 2158362Enjoy living in a beautiful House. This cozy home is decorated with modern touches while providing the basic necessities. All that’s missing is you!The kitchen is equipped with a fridge, sink, oven, stovetop, as well as basic cookware. It’s the perfect spot for you to cook at home and save money.The surrounding location is near highways, making it the

  14 Bel Air St, Maitland, FL 32751
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  /2

  $335,000 Sold Oct 03, 2025

  180 N Lakewood Cir, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,050 Sq Ft
  • Built 1971

  Last Sold Summary

  • 22% Below List Price
  • $319/SF
  • 301 Days On Market

  Current Estimated Value $330,638

  Last Listing Agent Todd Norwood BESPOKE REAL ESTATE

  180 N Lakewood Cir, Maitland, FL 32751
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  /22

  Est $176,819 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 953 Sq Ft

  216 Cherrywood Gardens Dr Unit 216, Maitland, FL 32751

  216 Cherrywood Gardens Dr Unit 216, Maitland, FL 32751
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  $455,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,647 Sq Ft

  736 Forest Glen Ct, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Huge Price Reduction!!!!! - Motivated Seller!! Welcome to this beautifully maintained 4-bedroom, 2-bathroom pool home nestled in the heart of Maitland, within sought-after Seminole County. Offering over 1,600 square feet of bright and open living space, this home is designed for comfort and functionality. The sun-filled floor plan features an

  Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  736 Forest Glen Ct, Maitland, FL 32751
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  /17

  $2,022 per month

  • 1 Bed
  • 1 Bath
  • 712 Sq Ft
  • Condo for Rent

  9301 Summit Centre Way Unit 1223, Orlando, FL 32810

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $2164/mo12-Month+ Stay base rent: starts at $2022/moLanding's apartments at The Tiffany at

  9301 Summit Centre Way Unit 1223, Orlando, FL 32810
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  $1,350,000 Sold Oct 01, 2025

  2047 Howell Branch Rd, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 2,960 Sq Ft
  • Built 1986

  Last Sold Summary

  • 10% Below List Price
  • $456/SF
  • 28 Days On Market

  Current Estimated Value $1,356,891

  Last Listing Agent Shelby Smith KELLY PRICE & COMPANY LLC

  2047 Howell Branch Rd, Maitland, FL 32751
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  Est $262,371 Not Listed For Sale

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

  852 Park Lake Cir Unit 49, Maitland, FL 32751

  852 Park Lake Cir Unit 49, Maitland, FL 32751
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  $359,900

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

  353 W Lake Faith Dr Unit 116, Maitland, FL 32751

  Discover lakeside living at its finest in this beautifully updated 2nd-floor, private lakefront condo in the highly sought-after Lake Faith Villas in Maitland. Offering 1,400+ sq ft, this spacious 2 bed, 2 bath home features stylish parquet flooring throughout, a modernized kitchen and updated baths, newer appliances, HVAC, water heater, and updated electrical wiring for peace of mind. Enjoy

  Travis Cepregi KELLER WILLIAMS WINTER PARK

  353 W Lake Faith Dr Unit 116, Maitland, FL 32751
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  /15

  $2,400 per month

  • 3 Beds
  • 2.5 Baths
  • 1,015 Sq Ft
  • House for Rent

  31 Bel Air St, Eatonville, FL 32751

  Step into comfort and convenience with this 3-bedroom, 2.5-bath home that offers room to live and relax. Featuring both a welcoming living room and a separate family room, this layout provides the perfect balance of gathering spaces and cozy retreats.The kitchen and common areas flow seamlessly, making everyday living easy and enjoyable. A dedicated laundry room with washer and dryer

  31 Bel Air St, Eatonville, FL 32751
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  $960,000 Sold Sep 02, 2025

  2106 Tuscarora Trail, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 2,949 Sq Ft
  • Built 1961

  Last Sold Summary

  • 2% Below List Price
  • $326/SF
  • 65 Days On Market

  Current Estimated Value $937,806

  Last Listing Agent Brian Teach COLDWELL BANKER RESIDENTIAL RE

  2106 Tuscarora Trail, Maitland, FL 32751
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  Est $276,480 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,565 Sq Ft

  903 Town Cir Unit 194, Maitland, FL 32751

  903 Town Cir Unit 194, Maitland, FL 32751
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  $379,900

  • 3 Beds
  • 2.5 Baths
  • 1,674 Sq Ft

  1291 Blessing St, Maitland, FL 32751

  Welcome to Montacino, a gated community offering both convenience and charm. This updated 3-bedroom, 2.5-bath townhome combines modern finishes with a comfortable, functional layout. The first floor features an open design with spacious living, dining, and kitchen areas that flow seamlessly for everyday living or entertaining. The kitchen includes granite countertops, stainless steel appliances,

  Monika Kenney PALMANO GROUP RE BROKERAGE LLC

  1291 Blessing St, Maitland, FL 32751
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  $2,548 per month

  • 2 Beds
  • 2 Baths
  • 1,115 Sq Ft
  • Condo for Rent

  9301 Summit Centre Way Unit 1318, Orlando, FL 32810

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $2445/mo12-Month+ Stay base rent: starts at $2548/moLanding's apartments at The Tiffany at

  9301 Summit Centre Way Unit 1318, Orlando, FL 32810
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  $350,000 Sold Mar 12, 2025

  157 Birchwood Dr, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,161 Sq Ft
  • Built 1959

  Last Sold Summary

  • $301/SF
  • 3 Days On Market

  Current Estimated Value $343,858

  Last Listing Agent Marion McGrath ABSOLUTE REALTY GROUP, LLC

  157 Birchwood Dr, Maitland, FL 32751
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  Est $391,667 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft

  1840 Rogers Ave, Maitland, FL 32751

  1840 Rogers Ave, Maitland, FL 32751
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  $549,900

  • 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 2024, ensuring long-lasting durability. A significant renovation in 2024 Both Bathrooms FULLY REMODELED, New AC inside and outside, all new baseboards too much to list. Extra Large kitchen, including all kitchen appliances

  Angel Rivera LA ROSA REALTY LLC

  135 Roosevelt Place, Maitland, FL 32751
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  /17

  $2,022 per month

  • 1 Bed
  • 1 Bath
  • 712 Sq Ft
  • Condo for Rent

  9301 Summit Centre Way Unit 4303, Orlando, FL 32810

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1992/mo12-Month+ Stay base rent: starts at $2022/moLanding's apartments at The Tiffany at

  9301 Summit Centre Way Unit 4303, Orlando, FL 32810
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  $465,000 Sold Jul 25, 2025

  1970 Michael Tiago Cir, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,365 Sq Ft
  • Built 2012

  Last Sold Summary

  • 2% Below List Price
  • $197/SF
  • 10 Days On Market

  Current Estimated Value $466,850

  Last Listing Agent Barry Macchione REMAX EXPERTS

  1970 Michael Tiago Cir, Maitland, FL 32751
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  /2

  Est $518,830 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,652 Sq Ft

  229 Quayside Cir Unit C, Maitland, FL 32751

  229 Quayside Cir Unit C, Maitland, FL 32751

Showing Results 161 - 200, Page 5 of 18