Maitland, FL Homes

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  $209,900

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  1140 S Orlando Ave Unit E1, Maitland, FL 32751

  One or more photo(s) has been virtually staged. RARE opportunity to live in the Premier Lake Maitland Terrace Condo Community. Even more RARE is that it is REMODELED END unit with plenty of natural light and it is on the bottom FIRST level, main FLOOR! No Stairs, easy access to your new home. Enjoy the remodeled Community POOL & Clubhouse all on the stunning water front of Lake Maitland which is

  Chris Schiffermiller UNITED REAL ESTATE PREFERRED

  1140 S Orlando Ave Unit E1, Maitland, FL 32751
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  /11

  $1,800 per month

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft
  • Condo for Rent

  404 Banyon Tree Cir Unit 200, Maitland, FL 32751

  Welcome to this spacious 3 Bedroom Condo—an ideal rental for anyone seeking comfort, convenience in a prime location! This move-in-ready unit offers a large living room and dining area, perfect for relaxing or hosting guests. Just minutes from Rollins College, UCF, and Full Sail University, this home is great for students, faculty, or professionals who want to stay close to campus life. You’ll be

  Joel Garay LOKATION

  404 Banyon Tree Cir Unit 200, Maitland, FL 32751
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  $2,770,000 Sold Sep 11, 2025

  216 N Lake Sybelia Dr, Maitland, FL 32751

  • 5 Beds
  • 5.5 Baths
  • 4,697 Sq Ft
  • Built 2021

  Last Sold Summary

  • 4% Below List Price
  • $590/SF
  • 3 Days On Market

  Current Estimated Value $2,786,102

  Last Listing Agent Kevin Acker RE/MAX 200 REALTY

  216 N Lake Sybelia Dr, Maitland, FL 32751
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  /11

  Est $111,253 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  2422 Branch Way Unit 200, Maitland, FL 32751

  2422 Branch Way Unit 200, Maitland, FL 32751
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  /26

  $330,000 Pending

  • 2 Beds
  • 1 Bath
  • 938 Sq Ft

  735 Gamewell Ave, Maitland, FL 32751

  Under contract-accepting backup offers. COZY, 2 bedroom, 1 bath, 1 car garage home with a HUGE lot in a central location is ready for its new owners! As you enter, you will notice the OPEN living room and kitchen. The kitchen has custom wood cabinets, tile counters and backsplash. A large breakfast bar and eat-in nook area for your comfort. The bathroom is modern and sleek. Outside in the

  Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

  735 Gamewell Ave, Maitland, FL 32751
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  /37

  $1,981 - $3,779 per month

  Perla Gem Lake

  1 - 3 Beds

  100 Boucle Jeanne Cir, Maitland, FL 32751

  Drink in the waterfront views. Drop your kayak in for an evening cruise. Dip your toes in the saltwater pool. When you’re here, every day feels like a waterside retreat. Only it’s not a vacation, it’s your home. With nature-inspired interior design, multiple outdoor living spaces and direct lake access, Perla Gem Lake is luxury lakeside living.

  100 Boucle Jeanne Cir, Maitland, FL 32751
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  $970,000 Sold Sep 04, 2025

  2031 Chippewa Trail, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 2,385 Sq Ft
  • Built 1961

  Last Sold Summary

  • $407/SF

  Current Estimated Value $955,031

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

  2031 Chippewa Trail, Maitland, FL 32751
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  /13

  Est $159,543 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  1275 Lake Shadow Cir Unit 13208, Maitland, FL 32751

  1275 Lake Shadow Cir Unit 13208, Maitland, FL 32751
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  /10

  $459,000

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  1140 S Orlando Ave Unit E16, Maitland, FL 32751

  Lovely direct waterfront condominium with large screen porch overlooking beautiful 451 acre Lake Maitland. Screened terrace is wonderful for enjoying the lake. Share the same view as multimillion dollar homes. Updated floor plan with open kitchen, tile throughout, French doors. Maitland is a very central community of greater Orlando. Close to many great restaurants along Orlando Avenue and

  Jack Keller JACK KELLER INC

  1140 S Orlando Ave Unit E16, Maitland, FL 32751
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  /18

  $2,500 per month

  • 3 Beds
  • 2 Baths
  • 1,812 Sq Ft
  • House for Rent

  Unlisted Address

  COMING SOON - January 1st!! Wonderful Seminole County 3/2/2 block home in a favorite established Maitland neighborhood with underground utilities and sidewalks. LAWN CARE INCLUDED TOO! Ranch style home with nicely covered front patio and court yard perfect for potted paints and outdoor furniture. Huge open concept floor plan with the kitchen, dining room and great room wide open with 2 sets of

  Sheryl Webster VENTURE HOME REALTY

  Unlisted Address
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  /2

  $700,000 Sold Jun 02, 2025

  1641 E Horatio Ave, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 2,618 Sq Ft
  • Built 1957

  Last Sold Summary

  • $267/SF
  • 22 Days On Market

  Current Estimated Value $742,862

  Last Listing Agent Erin Baker FANNIE HILLMAN & ASSOCIATES

  1641 E Horatio Ave, Maitland, FL 32751
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  /42

  Est $211,362 Not Listed For Sale

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

  1225 Lake Shadow Cir Unit 14203, Maitland, FL 32751

  1225 Lake Shadow Cir Unit 14203, Maitland, FL 32751
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  /45

  $700,000

  • 4 Beds
  • 3 Baths
  • 2,964 Sq Ft

  1100 Willowbrook Trail, Maitland, FL 32751

  Incredible Opportunity to create your own dream home in the coveted Lake Sybelia / Maitland Woods neighborhood !! Spacious, One Story Living in this 4 bedroom, 3 bathroom home. Located just steps from Lake Sybelia Park. Convenient to I-4, Maitland Center, Winter Park, Altamonte Springs and downtown Orlando. After decades of being the stage for shared love and great family memories, this home is

  Skip Kirst COLLADO REAL ESTATE

  1100 Willowbrook Trail, Maitland, FL 32751
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  /55

  $1,742 - $2,816 per month

  Maitland City Centre

  1 - 2 Beds

  160-190 Independence Ln, Maitland, FL 32751

  .custom-read-more #more {display: none;} Indulge in the upscale lifestyle you deserveour spacioushomes in the heart of Maitland have everything you need to make it happen.High-end amenities, elegant interiors, and an excellent location in the NorthOrlando area blend together to create a carefree experience. So check out our luxury apartments in Maitland, FL and find the home

  160-190 Independence Ln, Maitland, FL 32751
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  /2

  $799,900 Sold Dec 27, 2024

  1691 Shawnee Trail, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 2,556 Sq Ft
  • Built 1958

  Last Sold Summary

  • $313/SF
  • 4 Days On Market

  Current Estimated Value $833,526

  Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  1691 Shawnee Trail, Maitland, FL 32751
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  /12

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  1400 Lake Shadow Cir Unit 10204, Maitland, FL 32751

  1400 Lake Shadow Cir Unit 10204, Maitland, FL 32751
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  /50

  $1,299,000

  • 5 Beds
  • 3.5 Baths
  • 4,144 Sq Ft

  791 Sequoia Trail, Maitland, FL 32751

  Discover a rare opportunity in Dommerich Woods, a distinguished and established Maitland neighborhood celebrated for its rich heritage. Situated on .33 acre of lushly landscaped grounds, this remarkable property welcomes with paver drive and enjoys a tranquil setting along apeaceful creek connecting Lake Minnehaha and Lake of the Woods - creating an atmosphere of natural elegance and

  David Van Wormer VANWORMER REALTY & DEVELOPMENT

  791 Sequoia Trail, Maitland, FL 32751
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  /13

  $1,550 per month

  • 2 Beds
  • 2 Baths
  • 1,111 Sq Ft
  • Condo for Rent

  1440 Lake Shadow Cir Unit 8301, Maitland, FL 32751

  Available NOW! - 2/2 unfurnished third floor condo, large balcony and plenty of living space. Unit close to the pool, gym, and club house. Community is gated featuring basket ball and tennis courts. Located off of Keller Road, Maitland Blvd and Interstate 4. Housing in thebest of locations! Includes full size washer and dryer, all appliances in kitchen and full access to community amenities. Call

  Ricardo Diaz WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC

  1440 Lake Shadow Cir Unit 8301, Maitland, FL 32751
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  $230,000 Sold Nov 14, 2025

  1825 Shadow View Cir, Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 1,583 Sq Ft
  • Built 2000

  Last Sold Summary

  • 8% Below List Price
  • $145/SF
  • 110 Days On Market

  Last Listing Agent Chuck Lemire PLATINUM REAL ESTATE

  1825 Shadow View Cir, Maitland, FL 32751
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  /2

  Est $160,258 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  1275 Lake Shadow Cir Unit 13305, Maitland, FL 32751

  1275 Lake Shadow Cir Unit 13305, 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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  /25

  $1,299 - $2,451 per month

  Courtney At Lake Shadow

  1 - 3 Beds

  545 S Keller Rd, Orlando, FL 32810

  Stylishly modern. Great location. A perfect home for you. The Courtney at Lake Shadow, a luxury apartment community in Orlando, Florida, offers open-concept layouts in a variety of pet-friendly 1, 2 & 3 bedroom floor plans. Enjoy your gourmet kitchen – stir up more than coffee. It’s fully equipped and ready for you to make fantastic meals for friends or craft home-cooked meals solo. Plus, each

  545 S Keller Rd, Orlando, FL 32810
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  /24

  $649,000 Sold Oct 17, 2025

  • 1,668 Sq Ft
  • $389/SF

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  2304 Depauw Ave, Orlando, FL 32804

  2304 Depauw Ave, Orlando, FL 32804: Welcome to your dream home in vibrant College Park! This exquisite new construction townhome by David Weekley Homes offers modern living with a touch of elegance, boasting 1,772 square feet of thoughtfully designed space. Perfect for families and professionals alike, this residence features 3 Spacious Bedrooms: Enjoy restful retreats in generously sized

  David Weekley Homes

  2304 Depauw Ave, Orlando, FL 32804
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  /19

  Est $235,283 Not Listed For Sale

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

  1548 Gulfview Dr Unit 445, Maitland, FL 32751

  1548 Gulfview Dr Unit 445, 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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  /41

  $1,695 per month

  • 2 Beds
  • 2 Baths
  • 1,111 Sq Ft
  • Condo for Rent

  Unlisted Address

  Welcome to your dream condo in Maitland, FL! This 2-bedroom, 2-bathroom gem is located on the 3rd floor, offering vaulted ceilings, ample natural light that beautifully illuminates the wood floors. The bedrooms are carpeted and oversized for your comfort, each featuring walk-in closets. Large common space with custom built-in shelves and oversized windows. The fully equipped kitchen is ready for

  Justin Recca INNOVATIVE REALTY, LLC

  Unlisted Address
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  /2

  $250,000 Sold Jan 24, 2025

  808 Park Lake Cir Unit 5, Maitland, FL 32751

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

  Last Sold Summary

  • 13% Below List Price
  • $175/SF
  • 162 Days On Market

  Current Estimated Value $244,852

  Last Listing Agent Carolyn Dickinson JBM REALTY LLC

  808 Park Lake Cir Unit 5, Maitland, FL 32751
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  /26

  Est $243,475 Not Listed For Sale

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

  1939 Legacy Cove Dr Unit 1939, Maitland, FL 32751

  1939 Legacy Cove Dr Unit 1939, Maitland, FL 32751
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  /20

  $110,000

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  2426 Branch Way Unit 200, Maitland, FL 32751

  Carrington Park one bedroom/one bathroom condo - located conveniently in Maitland! Freshly painted INTERIOR (2025), brand new carpet (2025), and brand new HVAC system (2025). Features a front porch with sitting area, kitchen with brand new refrigerator, vinyl flooring with tile backsplash, Living room/Dining room combo, Primary bedroom with large walk-in closet. Carrington Park amenities include

  Rob Rallo TAL BUSIDAN PA

  2426 Branch Way Unit 200, Maitland, FL 32751
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  /22

  $1,595 - $2,210 per month

  Dawson

  1 - 3 Beds

  9000 Summit Centre Way, Orlando, FL 32810

  At Dawson Apartments, residents can find all that they need for a life of comfort and convenience. In each of our 1, 2, and 3 bedroom floor plans and throughout our community, the variety of gorgeous amenities are sure to accommodate every lifestyle. Our homes will all include gourmet kitchens with stainless steel appliances, walk-in closets, and private, screened-in patios. Throughout our

  9000 Summit Centre Way, Orlando, FL 32810
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  /2

  $490,000 Sold Jun 20, 2025

  1171 Covewood Trail, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 2,054 Sq Ft
  • Built 1967

  Last Sold Summary

  • 7% Below List Price
  • $239/SF
  • 2 Days On Market

  Current Estimated Value $505,235

  Last Listing Agent Rhonda Chesmore KELLY PRICE & COMPANY LLC

  1171 Covewood Trail, Maitland, FL 32751
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  /2

  Est $310,877 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,254 Sq Ft

  416 Citrus Ln, Maitland, FL 32751

  416 Citrus Ln, Maitland, FL 32751
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  /9

  $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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  /15

  $2,750 per month

  • 3 Beds
  • 2 Baths
  • 1,415 Sq Ft
  • House for Rent

  2467 Sunderland Rd, Maitland, FL 32751

  Freshly updated home with brand-new appliances and an open, bright floor plan. Enjoy a spacious backyard with a Massive Pool — perfect for relaxing or entertaining. Convenient location close to shopping, dining, and great schools. Pool Service is Included

  Jonathan Alsaka 1BROKERS REALTY

  2467 Sunderland Rd, Maitland, FL 32751
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  /2

  $150,000 Sold Jul 31, 2025

  539 Clark St, Maitland, FL 32751

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft
  • Built 1951

  Last Sold Summary

  • 25% Below List Price
  • $160/SF
  • 70 Days On Market

  Current Estimated Value $172,393

  Last Listing Agent Alvin Moore MOREHOUSE REALTY INC

  539 Clark St, Maitland, FL 32751
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  /2

  Est $295,421 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,275 Sq Ft

  1000 Winderley Place Unit 221, Maitland, FL 32751

  1000 Winderley Place Unit 221, Maitland, FL 32751
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  /36

  $479,899

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

  736 Forest Glen Ct, Maitland, FL 32751

  One or more photo(s) has been virtually staged. New Price - 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 inviting layout with

  Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  736 Forest Glen Ct, Maitland, FL 32751
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  /30

  $1,349 per month

  • Studio
  • 1 Bath
  • 300 Sq Ft
  • Condo for Rent

  1760 Pembrook Dr, Orlando, FL 32810

  Enjoy a fully furnished studio suite in our hotel at an affordable rate with free wi-fi, free utilities and free premium cable. Each studio suite has a full kitchen with full-size refrigerator, stovetop and microwave, and has a flexible workspace and plenty of storage. All our hotels are pet-friendly and have on-site guest laundry available. Plus, there are no long-term commitments and you can

  1760 Pembrook Dr, Orlando, FL 32810
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  /2

  $270,000 Sold Jul 17, 2025

  531 Wigman Dr, Maitland, FL 32751

  • 4 Beds
  • 1.5 Baths
  • 1,301 Sq Ft
  • Built 1965

  Last Sold Summary

  • 8% Below List Price
  • $208/SF
  • 9 Days On Market

  Current Estimated Value $271,961

  Last Listing Agent Anthony Figueroa LLC OUTLET REALTY

  531 Wigman Dr, Maitland, FL 32751
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  /2

  Est $369,213 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft

  1000 S Orlando Ave Unit 2, Maitland, FL 32751

  1000 S Orlando Ave Unit 2, Maitland, FL 32751

Showing Results 81 - 120, Page 3 of 18