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Maitland Homes for Sale

The well-established city of Maitland in Central Florida presents homebuyers with lovely condos, townhomes, and single-family homes for sale to choose from. Waterfront homes in Maitland showcase views of the 20 lakes including the especially beautiful Lake Lucien and Lake Sybella. Affordable houses in Maitland are discoverable with open layouts consisting of between three and four bedrooms across 1,000-3,000+ square-foot floor plans. 

The city of Maitland is situated in Orange County, Florida and became incorporated in 1959. This Orlando suburb is currently populated by more than 17,000 people spanning just six square miles and features a whopping 21 lakes throughout the city.

Hopeful residents looking to buy one of the Maitland houses for sale can find beautiful properties near major thoroughfares like a local SunRail Station, Orlando Avenue, and the I-4, making commuting in and out of the city that much easier.

History and art aficionados are able to enrich their lives by visiting sites like the Maitland Historical Museum, the Maitland Art Center, and the Maitland Telephone Museum. The independent Enzian Theater is a local staple, and the Florida Film Festival is held in Maitland as well.

Active homeowners are encouraged to test out the RDV Sportsplex or hang at beautiful outdoor spaces like Lake Lily Park, Maitland Community Park, or Minnehaha Park where visitors can play tennis or fish. 

Living in this community allows homebuyers to remain in a bustling city while coming home to private, peaceful lakeside living. If you are interested in purchasing one of the Maitland homes or condos for sale in Florida, please contact us today. 

2612 Tuscarora Trail, Maitland image
2612 Tuscarora Trail, Maitland $799,000

LAKE WAUMPI LAKEFRONT PROPERTY IN DOMMERICH HILLS! Don't miss this rare opportunity to own Lake front property in zoned A plus Dommerich Elementary, convenient access to...

  • 4 Beds
  • 2.5 Baths
  • Dommerich Hills Second Add SubDv.
  • 32751 Zip Code
1140 S Orlando Avenue Unit H-13, Maitland image
1140 S Orlando Avenue Unit H-13, Maitland — Hawthorne/13 $299,999

Lakefront Lake Maitland Terrace condo featuring 2 bedrooms and 1 bathroom, newly renovated including, solid surface countertops, appliances lighting and HVAC and electric...

  • 2 Beds
  • 1 Baths
  • Lake Maitland Terrace Apts SubDv.
  • 32751 Zip Code
2423 Branch Way Unit 105, Maitland image
2423 Branch Way Unit 105, Maitland — 2423 $207,500

This is a first-floor, 3 bedroom 2 bathroom condo unit for sale in the Carrington Park Condo Community. The unit has vinyl plank flooring throughout and offers walk-in cl...

  • 3 Beds
  • 2 Baths
  • Carrington Park A Condo SubDv.
  • 32751 Zip Code
1552 East Boulevard, Maitland image
1552 East Boulevard, Maitland $499,990

This pristine, luxurious home boasts a stunning design with 4 bedrooms and 2 bathrooms. The expansive open concept floor plan is perfect for entertaining, and the lush gr...

  • 4 Beds
  • 2 Baths
  • Northgate SubDv.
  • 32751 Zip Code
668 N Orlando Avenue Unit 108, Maitland image
668 N Orlando Avenue Unit 108, Maitland $325,000

This very desirable ground floor corner unit has a reception area, 3 private offices, conference room and storage closet. Maitland Exchange is an established office build...

  • 32751 Zip Code
214 Cherrywood Drive, Maitland image
214 Cherrywood Drive, Maitland $329,900

Opportunity knocks…Nestled in the heart of Maitland along a tree-lined (non drive thru) street this quaint 3 bedrooms / 2 bathrooms home is ready for a make-over. Come cu...

  • 3 Beds
  • 2 Baths
  • Lakewood Shores 1st Add SubDv.
  • 32751 Zip Code
1100 S Orlando Avenue Unit 712, Maitland image
1100 S Orlando Avenue Unit 712, Maitland — 1102 $895,000

A Lake Maitland condominium in the highly desirable West Cove complex has captivating views of the lake and downtown amidst the treetops. There is simply no better long v...

  • 3 Beds
  • 3.5 Baths
  • West Cove SubDv.
  • 32751 Zip Code
502 Oak Lane, Maitland image
502 Oak Lane, Maitland $618,800

This stunning 3 bedroom / 3.5 bath, pool home, sits on a lot that spans almost 13,000+ SF. It has been totally renovated throughout the interior and has “Top of Line” kit...

  • 3 Beds
  • 3.5 Baths
  • Oakland Shores SubDv.
  • 32751 Zip Code
1830 Rogers Avenue, Maitland image
1830 Rogers Avenue, Maitland $434,990

New Custom Build .NO HOA! Popular Maitland Florida! BRING OFFER. Seller negotiable on price. Seller willing to Assist with Buyer Closing Costs or possible Rate Buy Down ...

  • 4 Beds
  • 2 Baths
  • Magerstadt Sub SubDv.
  • 32751 Zip Code
200 Spartan Drive, Maitland image
200 Spartan Drive, Maitland $479,000

Wow! The Maitland address you want with a price you can afford. Your HGTV dream-come-true home is ready. Natural light highlights all of the beauty of the open floor p...

  • 4 Beds
  • 2 Baths
  • Cool-More Sub SubDv.
  • 32751 Zip Code
2924 Shadow View Circle Unit 2924, Maitland image
2924 Shadow View Circle Unit 2924, Maitland — 31 $319,900

Calling all buyers and investors! THIS is the TURNKEY condo that you have been searching for in this TIGHT market! This lovely 3 Bed/2.5 Bath home in gated Visconti East ...

  • 3 Beds
  • 2.5 Baths
  • Visconti East SubDv.
  • 32751 Zip Code
1460 Lake Shadow Circle Unit 7204, Maitland image
1460 Lake Shadow Circle Unit 7204, Maitland — 7 $270,000

Beautiful direct lakefront condo in Visconti, a resort-style neighborhood. From every window in this recently renovated 3 bedroom, 2 bathroom condo, you can see Lake Shad...

  • 3 Beds
  • 2 Baths
  • Visconti West SubDv.
  • 32751 Zip Code
2420 Mcintosh Way, Maitland image
2420 Mcintosh Way, Maitland $850,000

A truly amazing and rare opportunity to live in Dommerich, one of Central Florida's most desirable neighborhoods. An updated 6-bedroom, 4-full-bath home with over 3,000 h...

  • 6 Beds
  • 4 Baths
  • Highland Park Estates First Add SubDv.
  • 32751 Zip Code
240 White Oak Circle, Maitland image
240 White Oak Circle, Maitland $799,900

Come live in the Highly desired community of Maitland Grove! The schools are excellent & the location is Convenient to Maitland shopping and Orlando! This 4 bedroom Stone...

  • 4 Beds
  • 2 Baths
  • Maitland Grove SubDv.
  • 32751 Zip Code
Maitland image
Maitland $259,900

This updated 2 bedroom 1 bathroom condo is move-in ready! The complex is one of the most desirable areas in the Maitland/Winter park located on Lake Maitland and walking ...

  • 2 Beds
  • 1 Baths
  • Lake Maitland Terrace Apts SubDv.
  • 32751 Zip Code
458 Piney Croft Lane, Maitland image
458 Piney Croft Lane, Maitland $859,000

Come see this hidden gem in the heart of Maitland. Located on a quiet cul de sac, this fully updated home is a short walk from Maitland's restaurants and Farmers market,...

  • 3 Beds
  • 3.5 Baths
  • Fries Sub SubDv.
  • 32751 Zip Code
2319 Hunterfield Road, Maitland image
2319 Hunterfield Road, Maitland $515,000

One or more photo(s) has been virtually staged. Welcome the New Year in your new house. It's newly remodeled home with 4 bedroom and 2 bathroom, 2 car oversized garage. B...

  • 4 Beds
  • 2 Baths
  • English Estates Unit 2 SubDv.
  • 32751 Zip Code
943 Brightwater Circle, Maitland image
943 Brightwater Circle, Maitland $849,000 ▼

Come fall in love with this gorgeous Spanish Mediterranean style Pool Home. Behind the 24 hour guarded gate at Maitland Club are beautiful tree lined streets and sidewal...

  • 5 Beds
  • 3.5 Baths
  • Maitland Club Rep SubDv.
  • 32751 Zip Code
660 Brookside Road, Maitland image
660 Brookside Road, Maitland $599,000 ▼

YOU CAN SEE THE QUALITY! This delightfully and completely renovated 4 bedroom 2 bath pool home awaits! The entry loggia opens to a semi-private garden courtyard (perfect ...

  • 4 Beds
  • 2 Baths
  • Forest Brook 3rd Sec SubDv.
  • 32751 Zip Code
180 White Oak Circle, Maitland image
180 White Oak Circle, Maitland $625,000

The beautiful treelined Sandspur Road will impress guests as they drive towards their new home.  This 4 bedroom, 2 bathroom house boasts a large family room, a formal liv...

  • 4 Beds
  • 2 Baths
  • Maitland Grove SubDv.
  • 32751 Zip Code
7 Bel Air Street, Maitland image
7 Bel Air Street, Maitland $240,000

Three bedroom, Two bathroom, single family home with 1393 Square feet of living space. Features a split floor plan having the Master equipped with its very own full priva...

  • 3 Beds
  • 2.5 Baths
  • Bel Air Estates SubDv.
  • 32751 Zip Code
748 Lake Howell Road, Maitland image
748 Lake Howell Road, Maitland $499,000

Seller is willing to help the Buyer buy down their interest rate and/or help with closing costs with reasonable offer! Located in the much desired Forest Brook Community ...

  • 3 Beds
  • 2 Baths
  • Forest Brook 5th Sec SubDv.
  • 32751 Zip Code
125 Stone Hill Drive, Maitland image
125 Stone Hill Drive, Maitland $2,950,000

On the shore of Lake Seminary in the community of Stonehill in Maitland, sits a custom Mediterranean home waiting for new homeowners. With 7,914 square feet of living spa...

  • 9 Beds
  • 7 Baths
  • Stonehill SubDv.
  • 32751 Zip Code
1770 Algonquin Trail, Maitland image
1770 Algonquin Trail, Maitland $459,900

This quaint home is located in the desirable neighborhood of Dommerich in Maitland. It features 4 bedrooms with 2 bathrooms, a large side-entry garage, wood-burning fire...

  • 4 Beds
  • 2 Baths
  • Dommerich Estates 1st Add SubDv.
  • 32751 Zip Code
275 W Lake Faith Drive Unit 150, Maitland image
275 W Lake Faith Drive Unit 150, Maitland — 275 $279,000

Featuring tranquil surroundings, a sparkling community swimming pool and beautiful view from the rear balcony onto Lake Faith. This spectacular 2-Bedroom unit has larger,...

  • 2 Beds
  • 2 Baths
  • Lake Faith Villas Condo 2505/1276 Bldg Junit 150 SubDv.
  • 32751 Zip Code
1100 S Orlando Avenue Unit 208, Maitland image
1100 S Orlando Avenue Unit 208, Maitland — West Cove $399,000

Breathtaking views of Lake Maitland, the largest lake of the desirable Winter Park Chain of Lakes. Enjoy sunrises across the lake from the privacy of your balcony overloo...

  • 2 Beds
  • 2 Baths
  • West Cove SubDv.
  • 32751 Zip Code
2462 Worthington Road, Maitland image
2462 Worthington Road, Maitland $489,900 ▲

An exceptionally updated Ranch style home in the heart of English Estates. Situated on an large .22 acre lot! No expense has been spared updating the interior and the ex...

  • 3 Beds
  • 2 Baths
  • English Estates Unit 3 SubDv.
  • 32751 Zip Code
307 Running Wind Lane, Maitland image
307 Running Wind Lane, Maitland $1,120,000 ▼

Custom Dave Brewer home in luxury gated Lake Colony Estates. Features five bedrooms, 5 baths, bonus room, office. Large oversized rooms and soaring ceilings that overlook...

  • 5 Beds
  • 5 Baths
  • Lake Colony Ph 01 Rep SubDv.
  • 32751 Zip Code
703 Fairoaks Lane, Maitland image
703 Fairoaks Lane, Maitland $1,550,000

Best Location in Orlando. Located in the cul de sac in the highly desirable neighborhood of Terra Place in Maitland. Fully remodeled 4 Bedrooms, 4 Full bathrooms. Master ...

  • 4 Beds
  • 4 Baths
  • Terra Place SubDv.
  • 32751 Zip Code
1175 Lake Shadow Circle Unit 4302, Maitland image
1175 Lake Shadow Circle Unit 4302, Maitland — 1175 $295,000

PRIME LOCATION with Lakeview are some of the features this Splendid 4 BEDROOM|2 BATHROOM condo in the beautiful community of Visconti West, which is ideally located in t...

  • 4 Beds
  • 2 Baths
  • Visconti West SubDv.
  • 32751 Zip Code
887 Park Lake Circle Unit 4, Maitland image
887 Park Lake Circle Unit 4, Maitland — 887 $255,000

Updated, 3 bedroom/2.5 bathroom townhome in a nice, quiet neighborhood. This corner unit has brand new wood-look laminate, carpet, and paint, large bedrooms, a 1-car gara...

  • 3 Beds
  • 2.5 Baths
  • Park Lake Twnhs SubDv.
  • 32751 Zip Code
1100 S Orlando Avenue Unit 306, Maitland image
1100 S Orlando Avenue Unit 306, Maitland — West Cove Condos $399,000

Wake up to every sunrise looking straight down the long view of Lake Maitland, the largest lake of the desirable Winter Park Chain of Lakes. This 2-bedroom, 2-bath condo ...

  • 2 Beds
  • 2 Baths
  • West Cove SubDv.
  • 32751 Zip Code
204 Quayside Circle Unit 301, Maitland image
204 Quayside Circle Unit 301, Maitland — 204 $397,500 ▼

You can move right in to this comfortable unit in one of the Maitland/Winter Park area's most desirable complexes. Enjoy low maintenance living and beautiful views of Lak...

  • 2 Beds
  • 2 Baths
  • Moorings On Lake Maitland Condo SubDv.
  • 32751 Zip Code
140 S West Street, Eatonville image
140 S West Street, Eatonville $1,000,000 ▼

Looking for a location for your day care, school or business? This former day care features a 0.92 acre corner lot, over 7,000 sqft of space, large common area/classrooms...

  • Holden Bros Sub SubDv.
  • 32751 Zip Code
234 Flame Avenue, Maitland image
234 Flame Avenue, Maitland $600,000 ▼

$100K PRICE REDUCTION FROM ORIGINAL LISTING PRICE! OPPORTUNITY OF A LIFETIME. This is the one you've been waiting for! This spacious home boasts 5 bedrooms, 3 bathrooms, ...

  • 5 Beds
  • 3 Baths
  • Hidden Estates Unit 3 SubDv.
  • 32751 Zip Code
1501 Druid Isle Road, Maitland image
1501 Druid Isle Road, Maitland $599,990 ▼

Welcome home to your beautiful canal front home located in one of Maitland’s most sought after communities, Druid Isle. Upon entering the neighborhood you are greeted wit...

  • 4 Beds
  • 2 Baths
  • Druid Isle SubDv.
  • 32751 Zip Code
588 Lake Howell Road, Maitland image
588 Lake Howell Road, Maitland $630,000 ▼

Resting in the heart of central Florida minutes away from local shopping and business centers this stunning home boasts a horseshoe driveway for easy entry and exit as we...

  • 5 Beds
  • 3 Baths
  • Forest Brook 2nd Sec SubDv.
  • 32751 Zip Code
750 Windgrove Trail, Maitland image
750 Windgrove Trail, Maitland $179,900

Here is the opportunity to build your dream home in the beautiful community of Maitland. Perfectly situated between Lake Sybelia and Lake Catherine, the site offers some...

  • Windgrove SubDv.
  • 32751 Zip Code
2137 Fennell Street, Maitland image
2137 Fennell Street, Maitland $410,000 ▼

This is a 4 bedroom/2 bathroom home in a highly desirable location! It's turnkey and ready for new owners to make it their own. The layout is open, with split bedrooms. ...

  • 4 Beds
  • 2 Baths
  • Winfield SubDv.
  • 32751 Zip Code
1780 Ridgewood Avenue, Maitland image
1780 Ridgewood Avenue, Maitland $1,224,000

Location, Location and Potential!! Bring your builder/developer to build custom homes. This is a unique property in such a fantastic location less than two blocks from No...

  • 4 Beds
  • Dixie Terrace SubDv.
  • 32751 Zip Code
1741 Lyndale Boulevard, Maitland image
1741 Lyndale Boulevard, Maitland $380,000 ▼

Great opportunity to build new or to renovate this charming place that needs updating in the area's sought-after school districts of Dommerich Elementary, Maitland Middle...

  • Dixie Terrace Unit No 2 N/31 Lot 21 Blk H SubDv.
  • 32751 Zip Code
432 Banyon Tree Circle Unit 200, Maitland image
432 Banyon Tree Circle Unit 200, Maitland — 432 $249,800 ▼

Beautifull 3/2 condominium, LOCATION, LOCATION, LOCATION…Do Not WAIT MOVE-IN READY CONDITION!!! Community amenities include a fitness center, multiple pools, playground,...

  • 3 Beds
  • 2 Baths
  • Carrington Park A Condo SubDv.
  • 32751 Zip Code
1741 Lyndale Boulevard, Maitland image
1741 Lyndale Boulevard, Maitland $380,000 ▼

Wonderful quiet tree-lined neighborhood that is walking distance to Park Avenue shops and restaurants and close to the city center of Maitland! This two-bedroom, one-bath...

  • 2 Beds
  • 1 Baths
  • Dixie Terrace Unit No 2 N/31 Lot 21 Blk H SubDv.
  • 32751 Zip Code
91 Oakleigh Lane, Maitland image
91 Oakleigh Lane, Maitland $1,299,000 ▼

Discover this lovely home tucked away on a quiet street in one of the most desirable neighborhoods in Maitland. This is the perfect opportunity to put your own custom tou...

  • 3 Beds
  • 2.5 Baths
  • Oakleigh Second Add SubDv.
  • 32751 Zip Code
920 Versailles Circle, Maitland image
920 Versailles Circle, Maitland $975,000

This is a rare opportunity to own and operate a high-end, fully occupied 6-bed residential assisted living facility (ALF) in a desirable suburb of Orlando. The facility o...

  • Versailles SubDv.
  • 32751 Zip Code
1190 Willa Vista Trail, Maitland image
1190 Willa Vista Trail, Maitland $950,000

This is a rare opportunity to own and operate a high-end, fully occupied 6-bed residential assisted living facility (ALF) in a desirable suburb of Orlando. The facility o...

  • Maitland Woods First Add SubDv.
  • 32751 Zip Code
21 Minnehaha Circle, Maitland image
21 Minnehaha Circle, Maitland $995,000

This is a rare opportunity to own and operate a high-end, fully occupied 6-bed residential assisted living facility (ALF) in a desirable suburb of Orlando. The facility o...

  • Minnehaha Shores SubDv.
  • 32751 Zip Code
668 N Orlando Avenue Unit 1009, Maitland image
668 N Orlando Avenue Unit 1009, Maitland $575,000 ▼

***PROPERTY IS NOW COMPLETELY VACANT**Fantastic Ground Floor unit in Maitland Exchange Office Complex. Unit consists of 2 divided office spaces. Front office faces 17/9...

  • 32751 Zip Code
E Ventris Lane, Maitland image
E Ventris Lane, Maitland $1,700,000 ▼

Vacant land: 1.77 acres (77,108 SF) Zoned Residential Build up to 6 homes Located on a quiet cul-de-sac Heart of Downtown Maitland

  • 32751 Zip Code
S Lake Destiny Road, Maitland image
S Lake Destiny Road, Maitland $675,000 ▼

Waterfront 4 Parcel Offering with 2 single family homes. Awesome opportunity. Many potential uses based on mixed zoning of neighboring parcels. Commercial potential for ...

  • 32751 Zip Code
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Mark A. Gankos
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Orlando Real Estate Services
468 Lancers Dr.
Winter Springs, Florida 32708

Phone: 407-443-7200
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