Maitland, FL Homes

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  $689,000 Sold Sep 10, 2025

  1850 Geronimo Trail, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft
  • Built 1959

  Last Sold Summary

  • 7% Below List Price
  • $397/SF
  • 42 Days On Market

  Current Estimated Value $679,533

  Last Listing Agent Bobby Livera BALDWIN PARK REALTY LLC

  1850 Geronimo Trail, Maitland, FL 32751
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  /18

  Est $257,156 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,486 Sq Ft

  887 Park Lake Cir Unit 4, Maitland, FL 32751

  887 Park Lake Cir Unit 4, Maitland, FL 32751
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  /59

  $228,500 Pending

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

  1810 Shadow View Cir Unit 1810, Maitland, FL 32751

  Under contract-accepting backup offers. Price improvement - Location, Location, Location! Located in the heart of Maitland close to offices and everything. Gated community of Visconti East, beautiful Townhouse with 2 Bedroom, 2 Bathroom PLUS Office on main second floor with 2 Bedrooms on 3rd floor AND 2 CAR GARAGE. Outside AC unit installed new.Wood floors on main floor and carpet in both

  Jayesh Khatri RE/MAX INNOVATION

  1810 Shadow View Cir Unit 1810, Maitland, FL 32751
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  $595,000 Sold Feb 24, 2025

  1415 Caring Ct, Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 2,110 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Below List Price
  • $282/SF
  • 39 Days On Market

  Current Estimated Value $595,767

  Last Listing Agent Donna Bryant COLDWELL BANKER RESIDENTIAL RE

  1415 Caring Ct, Maitland, FL 32751
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  /36

  Est $490,437 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  508 W Faith Terrace, Maitland, FL 32751

  508 W Faith Terrace, Maitland, FL 32751
• 

  

  /25

  $122,000

  • 1 Bed
  • 1 Bath
  • 759 Sq Ft

  480 Banyon Tree Cir Unit 102, Maitland, FL 32751

  Great condo to hold as an investment property or first-time purchase. The one-bed condo at Carrington Park has ceramic tile floors throughout. Ground floor unit with fresh paint and large open living room. Community offers three pools, fitness center, clubhouse, playground, park/picnic spaces and more! Excellent location in Maitland and convenient to shopping, restaurants and the Orlando metro

  Travis Stone BENOIT MANAGEMENT LLC

  480 Banyon Tree Cir Unit 102, Maitland, FL 32751
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  /2

  $800,000 Sold May 22, 2025

  2031 Dyan Way, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 2,213 Sq Ft
  • Built 1970

  Last Sold Summary

  • $362/SF

  Current Estimated Value $784,007

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

  2031 Dyan Way, Maitland, FL 32751
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  /30

  Not Listed For Sale

  0 S Lake Destiny Rd Unit O6003665, Maitland, FL 32751

  0 S Lake Destiny Rd Unit O6003665, Maitland, FL 32751
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  /3

  $5,000 Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 938 Sq Ft

  8107 Plunkett Ave, Orlando, FL 32810

  Foreclosure Auction Ends February 09, 2026 at 11:00 AM. Discover this inviting 3-bedroom, 2-bathroom single-family home, offering a wonderful opportunity to live in the desirable Orlando community. The list price is the opening bid for the online auction. Sold As-is. Explore more details and submit your bid through Federa.

  Jamie Boone Jamie L Boone LLC

  8107 Plunkett Ave, Orlando, FL 32810
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  $510,000 Sold Feb 10, 2025

  1450 Ridgewood Ave, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,549 Sq Ft
  • Built 1950

  Last Sold Summary

  • 34% Below List Price
  • $329/SF
  • 76 Days On Market

  Current Estimated Value $525,979

  Last Listing Agent Ashley Swindell DIBS REALTY, LLC

  1450 Ridgewood Ave, Maitland, FL 32751
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  /30

  Est $279,633 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,456 Sq Ft

  291 W Lake Faith Dr Unit 142, Maitland, FL 32751

  291 W Lake Faith Dr Unit 142, Maitland, FL 32751
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  /29

  $227,000

  • 4 Beds
  • 2 Baths
  • 1,372 Sq Ft

  1175 Lake Shadow Cir Unit 4302, Maitland, FL 32751

  Spacious 4-bedroom, 2-bath condo located in the highly desirable Visconti community in Maitland. This well-appointed home features vaulted ceilings that enhance the open, airy feel and showcase a fantastic view. The thoughtfully designed floor plan offers comfortable living with minimal upkeep, making it ideal for both owner-occupants and investors. Residents of Visconti enjoy resort-style

  Michael Marrone COLDWELL BANKER REALTY

  1175 Lake Shadow Cir Unit 4302, Maitland, FL 32751
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  /2

  $410,000 Sold Jul 18, 2025

  326 Banyan Dr, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 2,538 Sq Ft
  • Built 1960

  Last Sold Summary

  • 22% Below List Price
  • $162/SF
  • 476 Days On Market

  Current Estimated Value $424,223

  Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

  326 Banyan Dr, Maitland, FL 32751
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  /22

  Est $261,787 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  1140 S Orlando Ave Unit 1, Maitland, FL 32751

  1140 S Orlando Ave Unit 1, Maitland, FL 32751
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  /59

  $1,224,999

  • 4 Beds
  • 2.5 Baths
  • 2,116 Sq Ft

  1421 Sunnyside Dr, Maitland, FL 32751

  One or more photo(s) has been virtually staged. HUGE PRICE IMPROVEMENT Welcome to 1421 Sunnyside Drive, Maitland, FL, a beautifully maintained 4-bedroom, 2.5-bath single-family home with a pool, located on a corner lot directly adjacent to Winter Park. While this home carries a Maitland address, it sits just steps from Winter Park homes, offering the best of both locations. This move-in-ready

  Amanda Binns STRICKLAND REALTY GROUP INC

  1421 Sunnyside Dr, Maitland, FL 32751
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  /2

  $221,647 Sold Sep 23, 2025

  802 Park Lake Cir Unit 2, Maitland, FL 32751

  • 2 Beds
  • 2.5 Baths
  • 1,432 Sq Ft
  • Built 1972

  Last Sold Summary

  • 18% Below List Price
  • $155/SF
  • 119 Days On Market

  Current Estimated Value $223,048

  Last Listing Agent Tom Graves FUN HOMES

  802 Park Lake Cir Unit 2, Maitland, FL 32751
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  /21

  Est $220,261 Not Listed For Sale

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

  428 Banyon Tree Cir Unit 102, Maitland, FL 32751

  428 Banyon Tree Cir Unit 102, Maitland, FL 32751
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  /78

  $1,975,000

  • 3 Beds
  • 3 Baths
  • 2,351 Sq Ft

  631 Lake Catherine Dr, Maitland, FL 32751

  Welcome to an extraordinary lakefront sanctuary at 631 Lake Catherine Drive, where sophisticated luxury meets serene waterfront living in one of Maitland's most coveted locations. This meticulously renovated residence, rebuilt down to the studs, represents the pinnacle of modern Florida elegance and is offered at $1,975,000. Positioned on an elevated lot overlooking the sparkling waters of Lake

  Kelly Price KELLY PRICE & COMPANY LLC

  631 Lake Catherine Dr, Maitland, FL 32751
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  $315,000 Sold Apr 30, 2025

  1000 S Orlando Ave Unit 5, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft
  • Built 1964

  Last Sold Summary

  • 6% Below List Price
  • $331/SF
  • 41 Days On Market

  Current Estimated Value $324,790

  Last Listing Agent Laura Napoleon KELLER WILLIAMS WINTER PARK

  1000 S Orlando Ave Unit 5, Maitland, FL 32751
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  /40

  Est $760,235 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,371 Sq Ft

  21 Minnehaha Cir, Maitland, FL 32751

  21 Minnehaha Cir, Maitland, FL 32751
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  /25

  $135,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,206 Sq Ft

  420 Banyon Tree Cir Unit 102, Maitland, FL 32751

  Under contract-accepting backup offers. Discover your dream condo in the tranquil Carrington Park neighborhood of Maitland! This charming 2-bedroom, 2-bathroom residence is perfect as your smart investment. Enjoy an open living area, a spacious Owner's Suite with an ensuite bathroom, and a generous closet. The community offers fantastic amenities, including a lovely pool, gym, and playground,

  Gregorio Henriques CENTURY 21 CARIOTI

  420 Banyon Tree Cir Unit 102, Maitland, FL 32751
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  /2

  $225,000 Sold Jan 28, 2026

  320 Eaton St, Maitland, FL 32751

  • 2 Beds
  • 1 Bath
  • 846 Sq Ft
  • Built 1945

  Last Sold Summary

  • 10% Below List Price
  • $266/SF
  • 148 Days On Market

  Last Listing Agent Walter Ramalho Barcelos KARDOSH REALTY

  320 Eaton St, Maitland, FL 32751
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  /52

  Not Listed For Sale

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

  3102 Legacy Lake Dr, Maitland, FL 32751

  3102 Legacy Lake Dr, Maitland, FL 32751
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  /60

  $10,950,000

  • 5 Beds
  • 8 Baths
  • 8,174 Sq Ft

  1640 E Adams Dr, Maitland, FL 32751

  Villa Serenata — A Lakefront Legacy on Lake Maitland. Behind private iron gates along the storied shores of Lake Maitland, Villa Serenata presents a rare opportunity to own a distinguished Mediterranean estate on the renowned Winter Park Chain of Lakes. Set on approximately two acres of meticulously curated grounds, this extraordinary residence feels less like a home and more like a private

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1640 E Adams Dr, Maitland, FL 32751
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  /2

  $417,500 Sold May 19, 2025

  2295 Park Maitland Ct, Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 1,742 Sq Ft
  • Built 2002

  Last Sold Summary

  • 6% Below List Price
  • $240/SF
  • 174 Days On Market

  Current Estimated Value $415,418

  Last Listing Agent Christopher Soucy REALTY ONE GROUP MVP

  2295 Park Maitland Ct, Maitland, FL 32751
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  /18

  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft

  1140 S Orlando Ave Unit I16, Maitland, FL 32751

  1140 S Orlando Ave Unit I16, Maitland, FL 32751
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  /29

  $158,000

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  1400 Lake Shadow Cir Unit 10104, Maitland, FL 32751

  One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Welcome to Visconti, a ~ GATED ~ WATERFRONT COMMUNITY ~ in the heart of Maitland where convenience and lifestyle come together. This well maintained, FIRST FLOOR, 1 bedroom, 1 bath condo is MOVE-IN READY and positioned with peaceful LAKE AND CONSERVATION VIEWS right outside your door. Tucked toward the

  Jennifer Wemert WEMERT GROUP REALTY LLC

  1400 Lake Shadow Cir Unit 10104, Maitland, FL 32751
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  /2

  $396,000 Sold Jun 13, 2025

  1379 Benevolent St, Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 1,789 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Below List Price
  • $221/SF
  • 14 Days On Market

  Current Estimated Value $399,961

  Last Listing Agent John Stearns EXP REALTY LLC

  1379 Benevolent St, Maitland, FL 32751
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  /50

  Est $659,442 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,203 Sq Ft

  206 Quayside Cir Unit 203, Maitland, FL 32751

  206 Quayside Cir Unit 203, Maitland, FL 32751
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  /31

  $784,000

  • 3 Beds
  • 3.5 Baths
  • 2,407 Sq Ft

  1732 Ridgewood Ave Unit S, Maitland, FL 32751

  This custom two-story townhome delivers what most properties in this category simply don’t; space, light, and a layout that actually makes sense. Open, airy, and thoughtfully designed, every detail feels intentional. Perfectly positioned between Maitland and Winter Park, you’re just minutes from Park Avenue, Winter Park Village, and some of the best dining and shopping in Central Florida. Step

  Brandon Geers COMPASS FLORIDA LLC

  1732 Ridgewood Ave Unit S, Maitland, FL 32751
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  /2

  $855,000 Sold May 07, 2025

  1601 Lyndale Blvd, Maitland, FL 32751

  • 5 Beds
  • 2.5 Baths
  • 3,597 Sq Ft
  • Built 1967

  Last Sold Summary

  • 2% Below List Price
  • $238/SF
  • 45 Days On Market

  Current Estimated Value $1,153,367

  Last Listing Agent Carol van den Berg VAN DEN BERG REAL ESTATE GROUP

  1601 Lyndale Blvd, Maitland, FL 32751
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  /20

  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft

  1140 S Orlando Ave Unit D11, Maitland, FL 32751

  1140 S Orlando Ave Unit D11, Maitland, FL 32751
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  /52

  $675,000

  • 6 Beds
  • 4 Baths
  • 2,484 Sq Ft

  933 and 935 Robinhood Ct, Maitland, FL 32751

  NEW PRICE IMPROVEMENT! Whole Duplex. 6/4 (3 bed 2 bath in each unit). The Duplex is located in a cul-de-sac on a large lot that backs up to walking trail. Oakmont neighborhood has access directly to Sunrail Maitland Station. No HOA. Unit 933 has a fireplace for those cold Florida winters. The backyard is fully fenced and has an above-the-ground pool and a fully functionable bar with electric and

  Olaf Stenger CENTURY 21 INTEGRA

  933 and 935 Robinhood Ct, Maitland, FL 32751
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  /2

  $525,000 Sold Sep 18, 2025

  503 Lake Shore Dr, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 2,054 Sq Ft
  • Built 1959

  Last Sold Summary

  • $256/SF
  • 17 Days On Market

  Current Estimated Value $522,595

  Last Listing Agent Tanya McDonnell RE/MAX TOWN & COUNTRY REALTY

  503 Lake Shore Dr, Maitland, FL 32751
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  /28

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  1140 S Orlando Ave Unit C11, Maitland, FL 32751

  1140 S Orlando Ave Unit C11, Maitland, FL 32751
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  /5

  $4,999,000 New Construction

  • 5 Beds
  • 8 Baths
  • 6,466 Sq Ft

  360 Lake Seminary Cir, Maitland, FL 32751

  Pre-Construction. To be built. An extraordinary opportunity to claim one of Lake Seminary’s desired shorelines awaits. Masterfully envisioned by Heathrow Custom Homes, this newly built lakefront estate introduces a fresh standard of modern luxury for Maitland and Winter Park. Poised on an expansive 0.69-acre parcel, the residence spans nearly 6,500 square feet of impeccably curated living space,

  Mel Bernstein PREMIER SOTHEBYS INT'L REALTY

  360 Lake Seminary Cir, Maitland, FL 32751
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  /2

  $251,500 Sold Oct 28, 2025

  1140 S Orlando Ave Unit F9, Maitland, FL 32751

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

  Last Sold Summary

  • 1% Above List Price
  • $308/SF
  • 2 Days On Market

  Last Listing Agent Allie George CORCORAN PREMIER REALTY

  1140 S Orlando Ave Unit F9, Maitland, FL 32751
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  /2

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  1140 S Orlando Ave Unit D1, Maitland, FL 32751

  1140 S Orlando Ave Unit D1, Maitland, FL 32751
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  /13

  $419,900

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft

  385 Lime St, Maitland, FL 32751

  Wonderful investment opportunity in historic Eatonville. Large corner lot. Roof was replaced in 2023. HVAVs and water heaters were replaced in 2021. Updated kitchen and bathroom were updated in both bathrooms. The property is completely fenced. There are (2) parking spaces for each unit. Side (1) is currently leased at $1,315 each month. Side #2 is vacant. Side #2 was just updated.is also $1,315

  Marian Coaxum KELLER WILLIAMS REALTY AT THE PARKS

  385 Lime St, Maitland, FL 32751
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  /2

  $515,000 Sold May 22, 2025

  1913 South Blvd, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 2,416 Sq Ft
  • Built 1969

  Last Sold Summary

  • 12% Below List Price
  • $213/SF
  • 243 Days On Market

  Current Estimated Value $521,351

  Last Listing Agent Juan Rijos LA ROSA REALTY ORLANDO LLC

  1913 South Blvd, Maitland, FL 32751

Showing Results 281 - 320, Page 8 of 18