Maitland Homes For Sale

Maitland is a growing town and has many new Maitland real estatedevelopments in the works. Find Maitland homes for sale and research local real estate market trends. Search new listings, scheduled open houses, recent solds, and price reductions in Maitland Orlando. To adjust how your search is displayed, click the gray arrows next to "Sort" to display Maitland homes in Winter Park by price, number of bedrooms, or days on market.

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Maitland Homes October 25, 2021
27
Listed
75
Avg. DOM
$279.61
Avg. $ / Sq.Ft.
$599,900
Med. List Price
Maitland Homes by Price
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27 Properties
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Open 10/31
1011 Oranole Rd Maitland, FL 32751
$449,000
Subdivision: Druid Hills Park
1011 Oranole Rd
Maitland, FL 32751
4
Beds
2
Baths
2,944
Sq.Ft.
1958
Year Built
4
Days on Site
O5981533
MLS
Expect to be IMPRESSED! Thanks to an expansive floor plan this amazing property serves up all the living space you could ever want with tons of storage. Upon entering you're greeted by an OVERSIZED...
MLS #: O5981533
8003 Birman St Maitland, FL 32751
$425,000
Subdivision: Winfield
8003 Birman St
Maitland, FL 32751
4
Beds
2F11/2
Baths
2,282
Sq.Ft.
1996
Year Built
5
Days on Site
O5981134
MLS
Welcome home to your slice of Florida Paradise that is centrally located Orlando's best attractions! This home features newer Carrier, high efficient air conditioning, Ring Doorbell, wired security...
MLS #: O5981134
1640 Choctaw Trl Maitland, FL 32751
$625,000
Subdivision: Dommerich Estates 2Nd Add
1640 Choctaw Trl
Maitland, FL 32751
3
Beds
2
Baths
2,169
Sq.Ft.
1957
Year Built
6
Days on Site
O5980677
MLS
Just Listed! Stunning 3 bedroom, 2 bath home + den in Dommerich Estates. Originally built by Charles Clayton this incredible single-story home is warm and inviting and each room blends seamlessly...
MLS #: O5980677
1404 Caring Ct Maitland, FL 32751
$548,000
Subdivision: Enclave/Maitland A-F
1404 Caring Ct
Maitland, FL 32751
3
Beds
2F11/2
Baths
2,110
Sq.Ft.
2005
Year Built
19
Days on Site
O5975615
MLS
You must see this spectacular home to fully appreciate it! This hidden gem is in a gated community; fabulous location with easy access to many amenities; and has a brand new Carrier AC system* You...
MLS #: O5975615
1417 Caring Ct Maitland, FL 32751
$599,900
Subdivision: Enclave/Maitland A-F
1417 Caring Ct
Maitland, FL 32751
4
Beds
3F11/2
Baths
2,885
Sq.Ft.
2006
Year Built
21
Days on Site
O5962347
MLS
One or more photo(s) has been virtually staged. Welcome home to this beautifully appointed and immaculate 4 bedroom, 3.5 bath executive home in the Enclave at Montacino. This is a rare opportunity to...
MLS #: O5962347
2054 Michael Tiago CIRCLE Maitland, FL 32751
$414,900
Subdivision: Maitland Village
2054 Michael Tiago CIRCLE
Maitland, FL 32751
3
Beds
2F11/2
Baths
2,703
Sq.Ft.
2014
Year Built
26
Days on Site
S5057189
MLS
SELF-INDULGE AND DISCOVER THE BEAUTY OF EFFORTLESS MAITLAND LIVING IN GREATER ORLANDO! This two-storey 3/2.5 end unit townhome will redefine your idea of luxury living. With a combination of space...
MLS #: S5057189
821 Gamewell Ave Maitland, FL 32751
$519,000
Subdivision: Greenwood Gardens Rep
821 Gamewell Ave
Maitland, FL 32751
3
Beds
2
Baths
1,715
Sq.Ft.
1973
Year Built
31
Days on Site
O5974064
MLS
Looking for a quiet, established neighborhood in the city of Maitland? Then this could be the house for you! This NO HOA, family friendly neighborhood is shaded by oak trees and provides easy access...
MLS #: O5974064
902 Versailles CIRCLE Maitland, FL 32751
$680,000
Subdivision: Versailles
902 Versailles CIRCLE
Maitland, FL 32751
4
Beds
2
Baths
2,769
Sq.Ft.
1979
Year Built
33
Days on Site
O5974960
MLS
Come fall in love with this beautifully maintained 4 bedroom, 2 bathroom, 2,769 sq. ft. POOL home. You will immediately appreciate how open and bright this home is - the fabulous, oversized windows,...
MLS #: O5974960
Open 10/30
138 Stone Hill Dr Maitland, FL 32751
$955,000
Subdivision: Stonehill
138 Stone Hill Dr
Maitland, FL 32751
5
Beds
4
Baths
3,911
Sq.Ft.
1992
Year Built
39
Days on Site
O5973921
MLS
Come see this beautiful five bedroom four bath luxury pool home located in the very desirable neighborhood of Stonehill. Just a half mile from sun rail, this custom built home boasts an array of...
MLS #: O5973921
705 N Lake Sybelia Dr Maitland, FL 32751
$950,000
Subdivision: Sybelia Shores Second Add
705 N Lake Sybelia Dr
Maitland, FL 32751
2
Beds
2
Baths
1,814
Sq.Ft.
1950
Year Built
41
Days on Site
O5952064
MLS
LAKEFRONT under a million. Here is your opportunity to enjoy waterfront in this move in ready renovated 2 bedroom/2 bath bungalow with boathouse. Gorgeous lake views from every room. Renovations...
MLS #: O5952064
656 Bentley Ln Maitland, FL 32751
$4,995,000
Subdivision: Maitland Forest
656 Bentley Ln
Maitland, FL 32751
6
Beds
6F11/2
Baths
6,814
Sq.Ft.
2022
Year Built
43
Days on Site
O5972039
MLS
Pre-Construction. To be built. Incredible opportunity with Element Home Builders on sought after Lake Minnehaha of the Winter Park Chain of Lakes. This homesite boasts over 140' of lake frontage and...
MLS #: O5972039
160 Softwind Trl Maitland, FL 32751
$445,000
Subdivision: Windgrove
160 Softwind Trl
Maitland, FL 32751
4
Beds
2
Baths
1,759
Sq.Ft.
1972
Year Built
49
Days on Site
O5971622
MLS
One or more photo(s) has been virtually staged. This Maitland one-story cul-de-sac home offers an in-ground pool, a patio, and a two-car garage.
MLS #: O5971622

Maitland Real Estate

Homes in Maitland, FL is conveniently located just 6 miles from Downtown, perfect for family and young professionals who want to live in this area but always want the comfort of a suburb.

Many homes for sale in Maitland that are sought after sit on the beautiful Winter Park/Maitland chain of lakes. These lakefront homes are a great investment due to the attention and growth that this small town is experiencing.