Maitland Florida Homes For Sale

The Greater Orlando Area is a well-known destination, but many people associate it with vacations rather than with full-time residence. However, the area is home to an array of wonderful communities where young professionals, retirees and families can thrive.

Maitland FL is one particularly appealing spot, so take a closer look at all that it has to offer its residents.

Getting to Know Maitland, Florida

You'll find the suburban city of Maitland exactly 10 miles north of Downtown Orlando. Maitland is home to approximately 16,000 people, as of the last comprehensive census.

In centuries past, Maitland was home to Native Americans, and after the Civil War it was known primarily as a citrus growing part of the Sunshine State. With beautiful lakes and a great location for commuters, Maitland is a community with above-average income for the state as a whole.

The School System in Maitland

The city of Maitland is served by the Orange County Public School System. Its youngest residents will attend either Dommerich Elementary School, Hungerford Elementary School or Lake Sybelia Elementary School.

The public school at the junior high level is the Maitland Middle School. In addition to the highly-ranked public schools in Maitland, there are a variety of private and charter school options just minutes from home.

Within a 30 minute drive, there are even more than a dozen institutions of higher learning, making it easier for adults to continue their education as well.

What to Love About Living in Maitland

One of the top things to love about Maitland is that it has an incredible range of cultural and historic attractions. You can easily head to such destinations as the Maitland Art Center or the Maitland Historical Museum.

Another great benefit of living in Maitland is its thriving economy, not to mention the plentiful work opportunities. The Maitland Center next to I-4, for example, is home to more than 400 businesses. If you'll be commuting in and out of Maitland, there's more good news! Maitland is home to a convenient and affordable public transport option, the SunRail, which can easily take you right into Orlando in just minutes.

Maitland is home to countless public parks and playgrounds, scenic lakes and hiking paths, shopping malls and even film festivals. To top it all off, Maitland residents can quickly and easily access the hospitals, airports, theme parks and businesses of nearby Orlando, delivering the best of both worlds with ease.

While there are many places in Central Florida to choose from, Maitland is unquestionably a wonderful place to live. Visit yourself to see everything that Maitland has to offer its residents.

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Properties For SaleSold Properties
  • $6,950,000
  • Single Family Home
  • 8
  • 7,984
  • 6
  • 13,984
  • 2016
  • Adams Grove
  • O5559727

Private 2-acre Gated Estate On Lake Maitland "6-lake Chain Of Lakes", Gorgeous Timeless Architecture With Magnificent Manicured Grounds! This Fabulous Residence Is Extremely Well Constructed By Liberty Development With Modern/transitional Style Interiors Designed By Wolfe-rizor Interiors... Luxurious Foyer Entry W/ Tall Glass Doors That Lead To The Gathering/dining Areas And Wet Bar With Walls Of... Read More

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Courtesy of Coldwell Banker Residential Re
  • $3,194,000
  • Single Family Home
  • 7
  • 8,310
  • 5
  • 10,076
  • 2002
  • Maddon Cove 47/24
  • O5558488

Luxurious Lakefront Estate! Appraised At $4 Million Dollars. This Winter Park Chain Of Lakes Custom 3 Car Garage Home Has Panoramic Views Of Lake Minnehaha W/ 110' Of Water Frontage. The Beautifully Built Mediterranean Home Was Designed By Bernie Johnson Of Johnson Estate Designs And Built By Charles Clayton Construction. The Living & Entertaining Areas Are Spacious & Elegant, W/ Sweeping Views... Read More

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Courtesy of Burkey & Associates Realty Inc
  • $2,250,000
  • Single Family Home
  • 4
  • 4,057
  • 5
  • 5,709
  • 1953
  • Adams Grove
  • O5567172

You Will Feel Like You Have Traveled Back In Time To “old Florida” As You Meander Down The Long, Private Drive To This Lake Maitland Home That Sits On 1.45 Acres. This Is A Once In A Lifetime Opportunity To Move In, Renovate Or Build Your Dream Home. Huge Front And Back Yards Surround This Secluded Retreat Which Includes 5 Bedrooms, 3 ½ Baths And Over 4000 Heated Square Feet. Lovely Covered... Read More

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Courtesy of Fannie Hillman & Associates
  • $2,195,000
  • Single Family Home
  • 5
  • 5,521
  • 5
  • 8,391
  • 2003
  • Dommerich Estates
  • O5559576

Live The Winter Park Chain Of Lakes Lifestyle In This Beautiful 2 Story Home With A South Facing Heated Infiniti Pool And Spa With A Spectacular View Of Lake Minnehaha. Imagine . . . Wakeboarding, Jet Skiing, Sunset Cruises, And Going Down To Park Avenue By Boat To Shop And Dine – They Are All A Part Of Your Lifestyle. And, Imagine Living In This Very Special Home . . . Custom Wood Cabinets... Read More

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Courtesy of La Rosa Realty, Llc
  • $2,149,000
  • Single Family Home
  • 7
  • 8,190
  • 8
  • 10,914
  • 2004
  • Stonehill
  • T2931913

Built In 2004 By A Builder For His Familys Personal Residence, This Home Is Spacious, Gracious, And A Solid Fortress. This 8,000 Sf, 8 Bedroom/7 Bathroom Home Is Built With Superior Concrete Tilt-wall Construction Materials, Wired With Smart House Technology, And Finished With Gorgeous Design And Detail. Amenities Include A Breath-taking Foyer With 24 Ft Vaulted, Cantilevered Ceiling And Dual,... Read More

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Courtesy of Signature Realty Associates
  • $2,095,000
  • Single Family Home
  • 6
  • 4,650
  • 5
  • 2006
  • Henry Didier Sub
  • O5571606

Divine Details In This Stunning Coastal Style Home With Exposed Rafter Tails & Metal Roof Nestled On Lake Sybelia’s Eastern Shoreline. A Completely New Interior With Luxurious & Intricate Detail Work, As Well As Extensive Exterior Renovations And Expansive Porches, Were Masterfully Created To Bring This Home Current And Absolutely Magazine Quality! All New Kitchen, Baths, Amazing Ceilings &... Read More

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Courtesy of Coldwell Banker Residential Re
  • $1,700,000
  • Single Family Home
  • 5
  • 6,197
  • 5
  • 8,573
  • 2001
  • Lake Colony Ph 02
  • O5542964

Very Private Mediterranean Custom Estate Home Built By Charles Clayton. Built On Almost 2 Acres Of Lake Front Property And Nestled In A Cu-de-sac With 130’ Of Lake Frontage. Contains Multiple Outside Entertaining Spaces. This Stately Home Has Been Solidly And Thoughtfully Designed With Attention To Every Detail From Flooring, Volume Ceilings, To Solid Core Doors And Cabinetry To Custom... Read More

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Courtesy of Watson Realty Corp
  • $985,000
  • Single Family Home
  • 3
  • 2,991
  • 4
  • 4,268
  • 1968
  • Minnehaha Shores
  • O5559967

Beautiful Maitland Lakefront Pool Home On Lake Minnehaha, A 95 Acre Lake. Enjoy The Perfect Florida Resort Lifestyle Skiing And Boating On The Winter Park Chain Of Lakes. Wonderful Curb Appeal Abounds With This Charming Key West Style Home With Metal Roof. 4 Bedrooms And 2.5 Bathrooms With A Bright Open Floor Plan. This Home Features A Wood Burning Fireplace And Flexible Floorpan With Vaulted... Read More

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Courtesy of Florida Choice Realty, Inc.
  • $899,000
  • Single Family Home
  • 5
  • 3,067
  • 4
  • 3,979
  • 1970
  • Maitland Isle
  • O5549079

To Enter This Beautiful Maitland Neigborhood By Water You Enter A Short Canal That Opens Up Like A Waterfront Cul-de-sac. Most Of This Home Has Been Updated. It Features A Formal Dining Area, Large Kitchen With Many Cabinets And Breakfast Bar, Sun/ Breakfast Area With New Skylights In A Very Open Design With High Ceilings. Three Bedrooms Are All Very Large And Updated. The Fourth Is Attached... Read More

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Courtesy of Re/max 200 Realty
  • $899,000
  • Single Family Home
  • 2
  • 1,862
  • 4
  • 2,582
  • 1965
  • Minnehaha Shores
  • O5361835

Enjoy Magnificent Sunsets On Lake Minnehaha, On The Winter Park Chain Of Lakes. Do You Like To Ski, Boat And Fish? Look No Further...bring Your Boat, Skis And Fishing Poles! You Will Find Your Water Playground Right In Your Back Yard. This 60's Home Offers A 4br 2 1/2 Bath, Spacious Floorplan With Parquet Flooring Throughout Ready To Live In Or Transform Into Your Dream Home. Roof Is 4 Years... Read More

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Courtesy of Beck Realty Llc
  • $849,900
  • Single Family Home
  • 4
  • 4,163
  • 5
  • 4,839
  • 2005
  • Dommerich Estates
  • O5559813

Seller Will Contribute $5,000 Towards Buyer’s Closing Costs With Accepted Contract No Later Than 4/30/2018. Spectacular Dommerich Estates Home With Access To Winter Park Chain Of Lakes! Theatre Room, Storage Inside & Out (bring Your Boat Or Rv - There's Space), Beautiful Wood Floors Throughout, Coffered Ceilings In Dining Room & Office, Hand Crafted Wine Cellar, Gas Fireplace, Large Outdoor... Read More

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Courtesy of Owners.com
  • $799,000
  • Single Family Home
  • 4
  • 3,220
  • 4
  • 4,168
  • 2000
  • Hollieanna Shores (maitland)
  • O5560016

Beautifully Constructed Two-story Home In The Heart Of Maitland, On A Spacious Corner Lot And A Short Walk To Lake Maitland. This Perfectly Appointed Winter Park Chain Of Lakes Neighborhood Has Access To Lake Maitland And Among The Finest Estate Lakefront Homes. This Four-bedroom, Three-and-a-half Bath Split Plan Home With Master Downstairs Features Hardwood Floors, Custom Mill-work With Built-in... Read More

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Courtesy of Premier Sothebys Intl. Realty
  • $799,000
  • Single Family Home
  • 3
  • 2,900
  • 4
  • 4,043
  • 1988
  • Wellington
  • O5557371

Are You Looking For A Active Lakefront Lifestyle At An Affordable Price, In A Convenient Maitland Location? This 1/2 Acre Waterfront Property Boasts One Story 4/2.5 Plus Office, Has A Wonderful Floorplan, Newer Stunning Master Bath, Split Bedrooms, Gorgeous High Ceilings And Lovely Flooring Throughout. Granite Kitchen, Stone Backsplash, Stainless Appliances And Built-in Breakfast Nook... Read More

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Courtesy of Keller Williams Winter Park
  • $792,000
  • Single Family Home
  • 4
  • 2,806
  • 4
  • 3,541
  • 2014
  • Turner Properties
  • O5554119

Nearly New, Beautiful, Silliman Custom Home In Sought After Maitland Is Ready For The Most Discerning Buyer! It Was A "2013 Parade Of Homes Grand Award Winner". This Beautiful "casa Feliz", Mediterranean Pool Home Features Superior Quality Construction With Upgraded Finishes Everywhere. Private Courtyard Like Pool Setting Viewed From The Luxurious Downstairs Master Bedroom And All Other Down... Read More

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Courtesy of Coldwell Banker Residential Re
  • $775,000
  • Single Family Home
  • 5
  • 4,755
  • 5
  • 5,807
  • 1995
  • Lake Colony Ph 01 Rep
  • O5520932

Gorgeous Traditional Maitland Pool Home Now Available In The Gated Community Of Lake Colony Estates! This 5 Bedroom, 4.5 Bathroom Home Has Over 4,750 Sf Of Living Space, A 3 Car Garage, And Beautiful Private Screened In Pool With Tons Of Outdoor Living Space. Enter The Home Into A Grand Foyer With Double Height Ceilings And Downstairs You Will Also Find The Formal Living And Dining Rooms, Large... Read More

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Courtesy of Coldwell Banker Residential Re
  • $775,000
  • Single Family Home
  • 3
  • 4,041
  • 4
  • 5,088
  • 2007
  • Packwood
  • O5540490

Presenting A Custom Built Home That Will Appeal To The Most Discerning Buyer. All Elements Of This House Have Been Exceptionally Well Maintained, And The Immaculate Interior Has A Wonderful Floor Plan That Lends Itself Well To Entertaining And Has Ample Storage. Downstairs Master Suite With His And Her Closets, Newly Renovated Guest Bath, Downstairs Guest Bedroom, Wood Burning Fireplace, And... Read More

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Courtesy of Core Community Realty Llc
  • $725,000
  • Single Family Home
  • 3
  • 3,039
  • 4
  • 4,277
  • 1995
  • Maitland Club Rep
  • O5566640

Incredible Custom Water Front Pool Home In Guard Gated Community Of Maitland Club Has It All! Enjoy Your Piece Of Paradise On A Corner Lot And Cul-de-sac With A Water View And No Rear Neighbors. New Slate Roof (2018) Was Recently Completed And Enhances The Style Of This Incredible Home. The Grand Entrance With Vaulted Ceiling Overlooks The Living Room With A Pool And Water View. Quality Upgrades... Read More

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Courtesy of Core Group Real Estate Llc
  • $689,000
  • Single Family Home
  • 4
  • 3,243
  • 4
  • 3,983
  • 2009
  • Dommerich Woods
  • O5573517

Newer Home In Dommerich Woods Built In 2009 By Custom Builder Shawn Wolfe With Native Homes! Situated On A Double Wooded Lot, This Four Bedroom, Three Bath Home With Beautiful Wood Floors And Large Ceramic Tile Thru-out The First Floor With Nice Game Room Or Additional Bedroom Upstairs. Spacious Open Floor Plan With Nice Kitchen Offering Granite Counter Tops, Island With Breakfast Bar, Solid... Read More

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Courtesy of Fannie Hillman & Associates
  • $684,900
  • Single Family Home
  • 3
  • 2,814
  • 4
  • 4,154
  • 1968
  • Sheridan Place
  • O5518580

Spectacular Waterfront Home On One Of Maitland's Most Desired Lakes... Lake Catherine. This 4 Bedroom/3 Bath Home Is Over 2,800 Sqft And Sits On A Double Lot Stretching Over An Acre, Making It One Of The Largest Lots In The Neighborhood. This Is The Only Home On The Lake That Has Two Driveways, One On Lake Catherine Dr And The Other On Loudoun Ct. The Brick Elevation And Professionally Maintained... Read More

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Courtesy of Preferred Realty Of Florida
  • $674,900
  • Single Family Home
  • 3
  • 3,376
  • 4
  • 3,928
  • 1986
  • Maitland Cove
  • O5568723

Lakefront Living At Its Finest! Don’t Miss Your Chance To Own This Immaculate 4 Bed-3 Bath Home Located On The Private, Spring Fed Lake Sybelia In The Heart Of Maitland! Entering The Home, You’re Greeted By An Open Floorplan With 18ft Vaulted Ceilings And Floor To Ceiling Windows In The Rear Of The Home Offering Impeccable Views Of The Lake! Making Your Way In, You Pass A Private Office And... Read More

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Courtesy of Fusilier Realty Group
  • $650,000
  • Single Family Home
  • 3
  • 2,649
  • 4
  • 3,266
  • 1977
  • Kings Row
  • O5573222

Renovated 4/3 Split Plan Home In Highly Desirable Kings Row, Across The Street From The Multi- Million Dollar Homes! This Home Sits Elevated On An Oversized Lot With A Large Screened Salt Water Pool And Plenty Of Room For A Playset. Great Natural Light, Vaulted Ceilings In The Family Room, Hardwood Floors And A Brick Fireplace. Large Eat-in Kitchen With Custom Maple Cabinetry, Granite Counters,... Read More

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Courtesy of Kelly Price & Company Llc
  • $615,000
  • Single Family Home
  • 4
  • 3,427
  • 4
  • 4,458
  • 1971
  • Druid Hills
  • O5563820

** Additional Photos, 3-d Floor Plan Model, And Video Walkthrough Included In Virtual Tour Linked Above! ** This Spectacular Custom Built Property Sits On Over An Acre Of Land On Stunning Lake Charity. Guest's Are Sure To Be Impressed As They're Welcomed By The Mature Oak Lined Streets, Pulling Into The Circular Driveway With Brick Entry. This Home Features Custom Touches Throughout, Including... Read More

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Courtesy of Charles Rutenberg Rlty Orlando
  • $614,900
  • Single Family Home
  • 3
  • 2,743
  • 5
  • 3,158
  • 1957
  • Dommerich Estates
  • O5563962

Stunning Mid Century Modern Home With Carport Is Meticulously Renovated. This 2743 +/- Living Square Feet, 5 Bedroom 3 Bath Home Includes An Open Kitchen Family Plans And A Wood Burning Stone Fireplace. Custom Designer Cabinets And Large Statement Kitchen Island With Extra Storage. All New Stainless Steel Appliances Including A Glass Stove Top And Built In Oven, Refrigerator, Dishwasher And... Read More

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Courtesy of Empowre Realty Llc
  • $600,000
  • Single Family Home
  • 3
  • 2,889
  • 4
  • 3,496
  • 1961
  • Dommerich Hills
  • A4215637

Beautiful 4 Bedroom, 3 Bath Home On A Oversized Lot Located On A Quiet Street In Dommerich Hills. Completely Updated, 720 Sq Feet Added In 2007. New Hardwood Floors. Tile In Kitchen And Nook Area. Large Family Room With Bay Window, Kitchen With Breakfast Bar, Granite Counters, Double Oven, Living Room With Fireplace, Dining Room With Build-in Cabinets, Nook And Rec Room. Large Master Bedroom... Read More

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Courtesy of Homelister, Inc.
  • $560,000
  • Single Family Home
  • 3
  • 2,397
  • 4
  • 3,122
  • 1960
  • Delroy Park
  • O5571730

A Jewel In The Crown Of Maitland! Just A Little Under Half An Acre With Lush Landscape And A Perfectly Manicured Lawn. This Well Cared For Four Bedroom, Two And One Half Bathroom Home Features A Screen Enclosed Pool, Dark Hardwood Floors Throughout And Crown Moulding In Every Room. The Master Bathroom Has Beautiful Travertine Tile In The Shower. Amazing Dental Moulding Is Used Throughout The... Read More

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Courtesy of Winter Park Land Co.
  • $550,000
  • Single Family Home
  • 2
  • 2,314
  • 4
  • 2,904
  • 1959
  • Dommerich Estates 3rd Add
  • O5573550

Stunning Complete Renovation In Dommerich Estates! Enjoy Access To The Winter Park Chain Of Lakes Via Lake Minnehaha. Entertain Family And Friends In This Open Floor Plan That Compliments Today’s Lifestyle. Expansive Living And Dining Rooms Overlook Pool And Feature New Hardwood Floors And Sophisticated Color Palette. Kitchen Features New Cabinets, Pantry, Quartz Counters, And Oversized... Read More

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Courtesy of Fannie Hillman & Associates
  • $550,000
  • Single Family Home
  • 3
  • 2,114
  • 4
  • 3,076
  • 1960
  • Dommerich Estates 4th Add
  • O5567940

This Beautifully Remodeled 4/3 Home Is Located In The Highly Sought After Dommerich Estates. The Open Layout And Numerous Windows That Allow Natural Lighting Are Sure To Impress Even The Pickiest Buyers. As You Walk Through The Door You Are Greeted With A Large Living Room/kitchen Combo Which Features A Cozy Wood Burning Fire Place. The Kitchen Includes Wood Cabinets, Granite Counter Tops And A... Read More

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Courtesy of Spectrum Property Group Llc
  • $546,900
  • Single Family Home
  • 2
  • 2,102
  • 3
  • 2,680
  • 1976
  • Bretton Woods
  • V4721628

Waterfront Living & Fantastic View Of Wood Lake- Located On A Tree-canopy Street In Bretton Woods, Maitland. This Mid-century Modern Architectural Design Home Is A "work Of Art." Centrally Located Within Minutes Of Downtown, Winter Park, Altamonte Springs, Seminole County School District. Large Sliding Glass Doors And Other Expansive Panes Of Glass Allow Light To Enter Rooms From Multiple Angles.... Read More

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Courtesy of Charles Rutenberg Rlty Orlando
  • $525,000
  • Single Family Home
  • 3
  • 2,767
  • 4
  • 3,794
  • 1997
  • Stonehill
  • O5538497

Great Family Home In The Charming Maitland Neighborhood Of Stonehill. This Fabulous Home Has 4 Bedrooms, 3baths Plus An Office. Freshly Painted Hard To Find Single Story Pool Home Is Situated On A Beautiful Treed Corner Lot. Wonderful Open Split Plan With Volume Ceilings, Built-ins, Wood Burning Fireplace, Newer High Efficiency Windows, And French Doors Leading Out To The Spa/pool. Spacious... Read More

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Courtesy of Kelly Price & Company Llc
  • $525,000
  • Single Family Home
  • 3
  • 2,290
  • 4
  • 2,858
  • 1966
  • Highland Park Estates First Add
  • O5572389

Fabulous Fully Renovated Dommerich Home, 3-way Split Floor Plan With New Pool With Silver Travertine Decking. This 4 Bed, 3 Full Bath Home Features Wood Flooring And New Carpet In Living And Bedrooms, Fresh Paint Inside And Out And Fabulous Living Space. A Welcoming Foyer Invites You In To Great Room With Formal Dining Space And Additional Separate Family Space Open To Kitchen With Wood Burning... Read More

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Courtesy of Premier Sothebys Intl. Realty

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