Maitland Homes for Sale

Latest Maitland Homes and Condos for Sale

A stunning standalone office space located in the heart of Maitland. This modern and stylish building offers a total of 5,850 square feet of versatile office space that's...

Keewin Lexington Park SubDv.
32751 Zip Code

1620 Warrens Avenue, Maitland $200,000

Don’t miss your opportunity to own this two bedroom one bath split plan home in Maitland. Great for a first time homebuyer or addition to your rental portfolio with plent...

2 Beds
1 Baths
Ford And Warren SubDv.
32751 Zip Code

1620 Mohawk Trail, Maitland $750,000

Wonderful Dommerich Estates pool home with access to Winter Park Chain of Lakes and Maitland Community Park. This lovely 4 bedrooms/three full baths were totally remodele...

4 Beds
3 Baths
Dommerich Woods SubDv.
32751 Zip Code

1157 Charming Street Unit 1157, Maitland image

1157 Charming Street Unit 1157, Maitland — 1157 $547,000

This stunning 3 bedroom, 3.5 bath, 2 story townhouse boasts an impressive design that exudes both style and comfort. The main level features an open-concept living and di...

3 Beds
3.5 Baths
Enclave/Maitland A-F SubDv.
32751 Zip Code

1013 Grove Street Unit 4, Maitland image

1013 Grove Street Unit 4, Maitland — 1013 $289,900

Welcome to a stunning, newly-renovated gem nestled in the heart of the highly sought-after Maitland neighborhood. This three-bedroom, two-and-a-half bath end unit townhom...

3 Beds
2.5 Baths
Park Lake Twnhs SubDv.
32751 Zip Code

808 Park Lake Circle Unit 5, Maitland image

808 Park Lake Circle Unit 5, Maitland — Park Lake Townhouses $269,000

What a perfect location! Lakefront in beautiful Maitland. This 2 br townhome is nicely renovated with neutral colors, first floor completely tiled, kitchen has wood cabi...

2 Beds
1.5 Baths
Park Lake Twnhs SubDv.
32751 Zip Code

670 N Orlando Avenue Unit 103A, Maitland image

670 N Orlando Avenue Unit 103A, Maitland $295,000

Located approximately two blocks from the Maitland SunRail station, this 870-square-foot, first-floor unit is an ideal location for any office or small business. This cor...

Maitland Exchange SubDv.
32751 Zip Code

822 Tuscarora Trail, Maitland $975,000 ▼

Fabulously renovated 5 bedroom 5 bath pool home with office, workout room and detached mother in law suite. Upon entering you'll notice the new kitchen with quartz count...

5 Beds
5 Baths
Dommerich Hills SubDv.
32751 Zip Code

858 Creston Drive, Maitland $1,150,000

Welcome to this beautiful traditional/transitional home that has a warm and clean open floor plan concept with soaring 13-foot ceilings and great natural lighting. This h...

5 Beds
4 Baths
Maitland Club Rep SubDv.
32751 Zip Code

2241 Deloraine Trail, Maitland $550,000

This renovated Maitland home in Dommerich, one of the best communities in the area, is move-in ready and in a great location. A three-bedroom, two-bath home with almost 2...

3 Beds
2 Baths
Highland Park Estates First Add SubDv.
32751 Zip Code

25 Minnehaha Circle, Maitland $699,000 ▼

Maitland - 25 Minnehaha Circle, offered at just $699,000! This lovely 3/4 bedroom, 3-full bath pool home is located in the quiet neighborhood of Minnehaha Shores. Boast...

3 Beds
3 Baths
Minnehaha Shores SubDv.
32751 Zip Code

1140 S Orlando Avenue Unit B-3, Maitland image

1140 S Orlando Avenue Unit B-3, Maitland — B-3 $315,000

A renovated condo located on the Winter Park Chain of Lakes in Maitland, FL. This condo was designed with simplicity and ease in mind. Fine smooth mudded walls throughout...

2 Beds
1.5 Baths
Lake Maitland Terrace Apts SubDv.
32751 Zip Code

1635 Gulfview Drive Unit 437-A, Maitland image

1635 Gulfview Drive Unit 437-A, Maitland — 1635 $269,900

Experience lakeside living at its finest with this stunning Maitland condo in the quietest part of Park Lake condominiums (Phase 3). Nestled at the end of Grove Street, o...

3 Beds
2.5 Baths
Park Lake Grove Condo SubDv.
32751 Zip Code

1140 S Orlando Avenue Unit A3, Maitland image

1140 S Orlando Avenue Unit A3, Maitland — Arlington House $215,000

Enjoy the Florida lifestyle in this charming first floor one bedroom, one bathroom condo in the Arlington Building. This community sits on Lake Maitland with access to ...

1 Beds
1 Baths
Lake Maitland Terrace Apts SubDv.
32751 Zip Code

668 N Orlando Avenue Unit 209, Maitland image

668 N Orlando Avenue Unit 209, Maitland $590,000

Great opportunity to have your own business, this offer is a the business, equipment, inventory, client base along with the real estate space. The condo is 863 sq ft, ha...

Maitland Exchange SubDv.
32751 Zip Code

630 Gamewell Avenue, Maitland $1,299,000

One or more photo(s) has been virtually staged. This beautiful custom home by Clarkson Concepts is centrally located in Maitland and presents contemporary living emphasiz...

4 Beds
3.5 Baths
Serendipity Pk SubDv.
32751 Zip Code

115 Hollie Ct, Maitland $850,000 ▼

Premier Old Maitland secluded neighborhood. Quiet wonderful tree-lined street with deeded access to Chain of Lakes via boat ramp on Lake Maitland. This is primarily a one...

4 Beds
4 Baths
Hollieanna Shores SubDv.
32751 Zip Code

1662 Bobtail Drive, Maitland $499,990

Big and spacious 5 Bedroom 2.5 Bathroom Corner Home! With a very desirable location close to I-4, shopping malls, downtown Orlando and Main area attractions, this prope...

5 Beds
2.5 Baths
Winfield Unit 2 SubDv.
32751 Zip Code

240 White Oak Circle, Maitland $789,900 ▼

BEST PRICE in Maitland for a home over 2900 sq ft! Come live in the Highly desired community of Maitland Grove! The schools are excellent & the location is Convenient to ...

4 Beds
2 Baths
Maitland Grove SubDv.
32751 Zip Code

1140 S Orlando Avenue Unit E14, Maitland image

1140 S Orlando Avenue Unit E14, Maitland — 1140 $249,999 ▼

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

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

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

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

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...