Maitland, FL Homes

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  $415,000

  • 3 Beds
  • 3.5 Baths
  • 2,103 Sq Ft

  1994 Kenaston Rd Unit 1994, Maitland, FL 32751

  Located in the desirable city of Maitland, just three miles from Winter Park’s renowned Park Avenue, this extensively updated 3-bedroom, 3.5-bath townhouse offers modern living in a prime Central Florida location. Tucked within a quiet residential setting and zoned for highly rated Seminole County schools, the home provides easy access to dining, shopping, and entertainment while maintaining a

  Veronica Figueroa EXP REALTY LLC

  1994 Kenaston Rd Unit 1994, Maitland, FL 32751
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  /19

  $2,095 per month

  • 2 Beds
  • 2 Baths
  • Condo for Rent

  3016 Legacy Villas Dr, Maitland, FL 32751

  Property Id: 1456532Spacious & QUIET 2/2 plus office with door, could be 3rd bedroom with 2 car garage available in Visconti; a nice resort style gated community with 2 large swimming pools, car washing station, fitness center, game room, tennis and basketball courts. Across the street from the Fire/Police station Close to everything, only minutes away from Altamonte Mall, WP

  3016 Legacy Villas Dr, Maitland, FL 32751
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  $255,000 Sold Sep 29, 2025

  1140 S Orlando Ave Unit J2, Maitland, FL 32751

  • 1 Bed
  • 1 Bath
  • 816 Sq Ft
  • Built 1969

  Last Sold Summary

  • $312/SF
  • 0 Days On Market

  Last Listing Agent Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

  1140 S Orlando Ave Unit J2, Maitland, FL 32751
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  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
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  $945,000

  • 2 Beds
  • 2.5 Baths
  • 1,459 Sq Ft

  219 Quayside Cir Unit B9, Maitland, FL 32751

  Every so often, a property comes along that redefines what lake living can be, and this is that home. Thoughtfully reimagined from top to bottom, this two-bedroom, two-and-a-half-bath residence blends refined design with the effortless lifestyle of the Winter Park Chain of Lakes. Go inside to discover a fully renovated interior anchored by a showstopping 14-foot Cambria quartz waterfall island,

  Chad Isenhart PREMIER SOTHEBY'S INTL. REALTY

  219 Quayside Cir Unit B9, 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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  $1,200,000 Sold Jul 14, 2025

  960 Brightwater Cir, Maitland, FL 32751

  • 4 Beds
  • 3.5 Baths
  • 3,870 Sq Ft
  • Built 1996

  Last Sold Summary

  • 2% Below List Price
  • $310/SF
  • 14 Days On Market

  Current Estimated Value $1,185,046

  Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

  960 Brightwater Cir, Maitland, FL 32751
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  /12

  Est $391,381 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,559 Sq Ft

  1920 Rogers Ave, Maitland, FL 32751

  1920 Rogers Ave, Maitland, FL 32751
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  /31

  $400,000

  • 3 Beds
  • 2 Baths
  • 1,234 Sq Ft

  314 Banyan Dr, Maitland, FL 32751

  Experience Modern Florida Living at Its Finest Step inside this fully remodeled 3-bedroom, 2-bathroom residence and discover a seamless blend of sophistication, comfort, and everyday functionality. With a spacious 2-car garage, a welcoming front porch, and a large screened-in patio, this home offers the ideal balance of indoor elegance and outdoor tranquility. From the moment you enter, natural

  Ivanhoe Alvarez LOKATION

  314 Banyan Dr, Maitland, FL 32751
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  /17

  $1,480 per month

  • Studio
  • 1 Bath
  • 725 Sq Ft
  • House for Rent

  229 Summerwood Trail, Maitland, FL 32751

  Property Id: 2359296Welcome to your cozy retreat at 229 Summerwood Trail in beautiful Maitland, FL. This delightful Studio Apartment with garage Parking and Laundry Room boasts 725 square feet of thoughtfully designed living space, featuring elegant vaulted ceilings and a mix of carpet and tile flooring that enhances the warm ambiance. Enjoy modern conveniences with essential appliances

  229 Summerwood Trail, Maitland, FL 32751
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  $930,000 Sold Apr 28, 2025

  400 W Trotters Dr, Maitland, FL 32751

  • 4 Beds
  • 4 Baths
  • 3,189 Sq Ft
  • Built 1960

  Last Sold Summary

  • 28% Below List Price
  • $292/SF
  • 122 Days On Market

  Current Estimated Value $927,041

  Last Listing Agent Sylvester Harding SIERRA REALTY GROUP LLC

  400 W Trotters Dr, Maitland, FL 32751
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  /65

  Est $262,065 Not Listed For Sale

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

  804 Park Lake Cir Unit 3, Maitland, FL 32751

  804 Park Lake Cir Unit 3, Maitland, FL 32751
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  /42

  $411,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,860 Sq Ft

  2464 Derbyshire Rd, Maitland, FL 32751

  Under contract-accepting backup offers. Auction Property. Welcome to this inviting home offering comfortable living spaces and a thoughtful, functional layout. The residence features practical amenities and well-appointed rooms designed for everyday convenience and relaxation. This three-bedroom, two-bathroom property in the sought-after English Estates community presents excellent investment

  Jennifer Vilayvong VYLLA HOME

  2464 Derbyshire Rd, Maitland, FL 32751
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  /11

  $2,050 per month

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft
  • Condo for Rent

  448 Banyon Tree Cir Unit 102, Maitland, FL 32751

  Property Id: 1367134Welcome to this inviting 3-bedroom, 2-bathroom condo located in the heart of Maitland, FL. Spanning 1,428 square feet, this well-maintained residence features a blend of comfort and functionality. Built in 1973, the home includes appliances, including a dishwasher, microwave, range oven, refrigerator, garbage disposal, and a convenient washer and dryer. Enjoy the

  448 Banyon Tree Cir Unit 102, Maitland, FL 32751
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  $448,000 Sold Apr 11, 2025

  1925 Poinsetta Ln, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,629 Sq Ft
  • Built 1970

  Last Sold Summary

  • $275/SF
  • 5 Days On Market

  Current Estimated Value $449,860

  Last Listing Agent Jason Moulton SHAHRAM SONDI + CO.

  1925 Poinsetta Ln, Maitland, FL 32751
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  /2

  Est $320,036 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft

  466 Citrus Ln, Maitland, FL 32751

  466 Citrus Ln, Maitland, FL 32751
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  $199,900

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

  1150 Lake Shadow Cir Unit 3104, Maitland, FL 32751

  One or more photo(s) has been virtually staged. BIG NEWS! THE SELLER’S PREFERRED LENDER IS OFFERING UP TO $2,500 TOWARD BUYER CLOSING COSTS WITH APPROVED FINANCING! Get ready to fall in love with this beautifully refreshed first-floor 2-bedroom, 2-bath condo in the sought-after gated community of Visconti! Bursting with upgrades, this home features brand-new appliances, new flooring, and a smart

  Gretchen Chevalier ALL REAL ESTATE & INVESTMENTS

  1150 Lake Shadow Cir Unit 3104, 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 4307, 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 4307, Orlando, FL 32810
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  $220,000 Sold Nov 19, 2025

  3006 Legacy Villas Dr, Maitland, FL 32751

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

  Last Sold Summary

  • 17% Below List Price
  • $172/SF
  • 73 Days On Market

  Last Listing Agent Jeralia Kolb REAL LIVING R E SOLUTIONS

  3006 Legacy Villas Dr, Maitland, FL 32751
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  /40

  Est $246,339 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,328 Sq Ft

  608 Waverly Ln Unit 408-B, Maitland, FL 32751

  608 Waverly Ln Unit 408-B, Maitland, FL 32751
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  $180,000

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  1125 Lake Shadow Cir Unit 5308, Maitland, FL 32751

  Welcome to Visconti – Affordable, Active, and Connected LivingThis top-floor one-bedroom condo offers the perfect entry into homeownership for young professionals, first-time buyers, or couples seeking convenience and community. Bright and open with soaring ceilings and abundant natural light, the layout flows seamlessly from living and dining into a private screened patio overlooking

  Sam Sylvain LA ROSA REALTY CW PROPERTIES L

  1125 Lake Shadow Cir Unit 5308, Maitland, FL 32751
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  /16

  $2,548 per month

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

  9301 Summit Centre Way Unit 2311, 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 2311, Orlando, FL 32810
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  $670,000 Sold May 02, 2025

  1821 Mohican Trail, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 2,180 Sq Ft
  • Built 1959

  Last Sold Summary

  • 1% Above List Price
  • $307/SF
  • 2 Days On Market

  Current Estimated Value $684,110

  Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

  1821 Mohican Trail, Maitland, FL 32751
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  /31

  Est $259,166 Not Listed For Sale

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

  277 W Lake Faith Dr Unit 149, Maitland, FL 32751

  277 W Lake Faith Dr Unit 149, Maitland, FL 32751
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  /21

  $455,000

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

  204 Quayside Cir Unit 304, Maitland, FL 32751

  SELLER PAYING CONCESSIONS OF 6 MONTH HOA FEES. Something is very special about Lakefront Living! Come visit this beautiful Lakefront Condo located at The Moorings On Lake Maitland, part of the Winter Park chain of lakes. Enjoy the Florida lifestyle in a carefree home with lake front amenities. Imagine Entertaining Family & Friends at the Pool or Heated Spa and the Clubhouse of the Moorings on

  Beatrice Palladino GALLERY PROPERTIES INTERNATIONAL

  204 Quayside Cir Unit 304, Maitland, FL 32751
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  /14

  $1,149 per month

  • 1 Bed
  • 1 Bath
  • 759 Sq Ft
  • House for Rent

  476 Banyon Tree Cir, Maitland, FL 32751

  This 1st floor 1bed 1 bath condo is located in the community of Carrington Park in Maitland! It has a living/dining room combo with vinyl flooring throughout and a fresh coat of paint! The kitchen has a refrigerator, range and dishwasher as well as a large pantry. The bedroom is very spacious and has a walk in closet. The unit also comes with a patio! *ADDITIONAL HOA APPROVAL**WATER,

  476 Banyon Tree Cir, Maitland, FL 32751
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  $525,000 Sold Jun 26, 2025

  510 W Faith Terrace, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft
  • Built 1960

  Last Sold Summary

  • $314/SF
  • 7 Days On Market

  Current Estimated Value $512,632

  Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

  510 W Faith Terrace, Maitland, FL 32751
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  Est $252,383 Not Listed For Sale

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

  235 W Lake Faith Dr Unit 212, Maitland, FL 32751

  235 W Lake Faith Dr Unit 212, Maitland, FL 32751
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  /15

  $258,000 Pending

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

  806 Town Cir Unit 156, Maitland, FL 32751

  Experience lakeside living in this elegant 3-bed, 3-bath townhome in the heart of Maitland! This 1,575 sq ft residence offers refined, comfortable living with tranquil lake views. The townhome features two upstairs ensuite bedrooms—one with a private balcony overlooking the lake, a perfect spot to enjoy your morning coffee—and a convenient first-floor bedroom that provides space and ease. Enjoy a

  Liz Amor Pagan WATSON REALTY CORP

  806 Town Cir Unit 156, Maitland, FL 32751
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  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  1175 Lake Shadow Cir Unit Visconti Condominiums, Maitland, FL 32751

  Beautiful 3 bedroom 2 bath unit in residential area.

  1175 Lake Shadow Cir Unit Visconti Condominiums, Maitland, FL 32751
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  $525,000 Sold Jan 22, 2026

  1220 Winston Rd, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 1,724 Sq Ft
  • Built 1964

  Last Sold Summary

  • 5% Above List Price
  • $305/SF
  • 3 Days On Market

  Last Listing Agent Kristine McKinley RE/MAX TOWN & COUNTRY REALTY

  1220 Winston Rd, Maitland, FL 32751
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  /19

  Est $340,923 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,982 Sq Ft

  215 Eaton St, Maitland, FL 32751

  215 Eaton St, Maitland, FL 32751
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  /35

  $349,000 Pending

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

  2466 Fieldingwood Rd, Maitland, FL 32751

  Don't miss this rare opportunity to own a three-bedroom, two-bath pool home in the highly sought-after English Estates community for under $350,000.This home offers peace of mind with key updates already completed. ie. roof-2022, hot water heater 2024, and the main AC 2016 (indoor AC recent but not known right now) Attractively priced, this home offers the perfect chance to customize flooring

  Bob McNelis KELLER WILLIAMS HERITAGE REALTY

  2466 Fieldingwood Rd, Maitland, FL 32751
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  /30

  $1,550 per month

  • 1 Bed
  • 1 Bath
  • 896 Sq Ft
  • Townhouse for Rent

  1606 Legacy Park Dr, Maitland, FL 32751

  VISCONTI EAST!!!! BEST COMMUNITY IN 32751!!!! Gated. Resort Style Amenities. TOWNHOUSE 3 Stories WITH GARAGE. 1 Bedroom and 1 Bathroom. Renovated!!! Tile!!! Walk In closet. Fully Equipped Kitchen. Washer and Dryer. Rent includes Water/Sewer and VALET TRASH!!!!

  1606 Legacy Park Dr, Maitland, FL 32751
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  $995,000 Sold Oct 27, 2025

  1630 Chinook Trail, Maitland, FL 32751

  • 3 Beds
  • 3 Baths
  • 2,742 Sq Ft
  • Built 1966

  Last Sold Summary

  • $363/SF
  • 33 Days On Market

  Current Estimated Value $990,477

  Last Listing Agent Darein Washington KELLER WILLIAMS ADVANTAGE REALTY

  1630 Chinook Trail, Maitland, FL 32751
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  /29

  Est $188,135 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 898 Sq Ft

  1375 Lake Shadow Cir Unit 11301, Maitland, FL 32751

  1375 Lake Shadow Cir Unit 11301, Maitland, FL 32751
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  /53

  $1,700,000

  • 5 Beds
  • 4 Baths
  • 4,814 Sq Ft

  255 W George Ave, Maitland, FL 32751

  Experience the blend of timeless elegance and modern luxury in this Maitland estate a block away from Lake Sybelia. Completely renovated in 2007, every detail of this home exudes sophistication. A spacious paver driveway leads to a two-car garage, framed by lush tropical landscaping, decorative stone accents, and a charming fountain, creating an inviting first impression. The grand foyer welcomes

  Peter Luu REAL BROKER, LLC.

  255 W George Ave, Maitland, FL 32751
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  /15

  $2,100 per month

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft
  • Condo for Rent

  1150 Lake Shadow Cir Unit 3105, Maitland, FL 32751

  Recently renovatedGated community located in ViscontiNew appliancesNew updated Kitchen New flooring Bathroom renovated Fresh paintScreened in balcony with outside storage closet.Split floor plan .The community offers valet trash pick up,gym access , pool and community clubhouse Requirements: Renters insurance policy is required .Must have a good

  1150 Lake Shadow Cir Unit 3105, Maitland, FL 32751
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  $395,000 Sold Nov 20, 2025

  637 Magnolia Dr, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,851 Sq Ft
  • Built 1968

  Last Sold Summary

  • 18% Below List Price
  • $213/SF
  • 89 Days On Market

  Last Listing Agent Dione Collier-Larkin ADAIR REALTY INC

  637 Magnolia Dr, Maitland, FL 32751
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  Est $285,256 Not Listed For Sale

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

  810 Town Cir Unit 158, Maitland, FL 32751

  810 Town Cir Unit 158, Maitland, FL 32751

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