Maitland Homes for Sale

Latest Maitland Homes and Condos for Sale

620 Robinhood Drive Unit D, Maitland image

620 Robinhood Drive Unit D, Maitland — 620 $169,900

Spacious light and bright 2 bedroom 2 bath condominium conveniently located in the heart of Maitland. A short walk to the Maitland Sunrail station, the Publix shopping ...

2 Beds
2 Baths
Robinhood Villas Condo 02 SubDv.
32751 Zip Code

8003 Birman Street, Maitland $425,000

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, Ri...

4 Beds
2 Baths
Winfield SubDv.
32751 Zip Code

1000 Winderley Place Unit 147, Maitland image

1000 Winderley Place Unit 147, Maitland — 2 $354,800

This beauty checks all the boxes! Lakefront! One Story End Unit! Abundance of natural light and windows! TWO Car Oversized Garage! Private Gated Community! This stunnin...

3 Beds
2 Baths
Sun Bay Club Condo Unit 2 SubDv.
32751 Zip Code

1605 Grove Street Unit 550, Maitland image

1605 Grove Street Unit 550, Maitland — Park Lake Villas $199,900

Hard to find one level living, this quiet quaint pet friendly condo complex is just the spot for easy access to I-4, downtown Maitland, Winter Park Village, shopping and ...

2 Beds
2 Baths
Park Lake Villas Condo SubDv.
32751 Zip Code

1640 Choctaw Trail, Maitland $625,000

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 e...

3 Beds
2 Baths
Dommerich Estates 2nd Add SubDv.
32751 Zip Code

1325 Benevolent Street, Maitland — 1325 $375,000

Beautiful 4 bedroom, 2.5 bathroom, two-story townhome located in the gated community of Enclave at Maitland! This townhome features an open dining area and living room wi...

4 Beds
2 Baths
Enclave/Maitland A-F SubDv.
32751 Zip Code

846 Park Lake Cir Unit #24, Maitland image

846 Park Lake Cir Unit #24, Maitland — Park Lake Townhouse $260,000

Don't miss this adorable end unit condo in the well established Park Lake Townhouse Community! Plenty of storage space in this very roomy condo with close to 1600 square ...

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

1093 Hamlet Drive, Maitland $251,900

Come take a look at this charming 3 bedroom, 2 bathroom home. As you enter, the kitchen is lit naturally via a set of beautiful bay windows and comes equipped with a brea...

3 Beds
2 Baths
Hamlet At Maitland SubDv.
32751 Zip Code

1404 Caring Court, Maitland $548,000 ▼

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 ...

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

608 Villa Circle Unit 540, Maitland image

608 Villa Circle Unit 540, Maitland — 608 $220,000

SUPER CONVENIENT location! This Maitland Property is close to shopping, dining, nightlife, local breweries, Lake Lilly, Winter Park Village shopping dining and entertainm...

3 Beds
2 Baths
Park Lake Villas Condo SubDv.
32751 Zip Code

1008 Hamlet Drive, Maitland $228,800 ▼

Come see this Charming, Move-In Ready 3 Bedroom, 2 Bathroom Home in The Hamlet at Maitland Community. The spacious, vaulted ceilings in every room gives the home an impre...

3 Beds
2 Baths
Hamlet At Maitland SubDv.
32751 Zip Code

112 Elizabeth Street, Maitland $250,000

Are you ready to own this CHARMING COZY home in the small quaint neighborhood of Calhoun's subdivision in Maitland? This 3 bedroom 2 bath spacious single family home is c...

3 Beds
2 Baths
Calhouns Sub SubDv.
32751 Zip Code

2054 Michael Tiago Circle, Maitland image

2054 Michael Tiago Circle, Maitland — Na $429,900

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. ...

3 Beds
2 Baths
Maitland Village SubDv.
32751 Zip Code

821 Gamewell Avenue, Maitland $519,000 ▼

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 t...

3 Beds
2 Baths
Greenwood Gardens Rep SubDv.
32751 Zip Code

656 Bentley Lane, Maitland $4,995,000

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 ov...

6 Beds
6 Baths
Maitland Forest SubDv.
32751 Zip Code

160 Softwind Trail, Maitland $445,000 ▼

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.

4 Beds
2 Baths
Windgrove SubDv.
32751 Zip Code

656 Bentley Lane, Maitland $2,500,000

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 in...

Maitland Forest SubDv.
32751 Zip Code

902 Versailles Circle, Maitland $680,000 ▼

Come fall in love with this beautifully maintained 4 bedroom, 2 bathroom, 2,769 sq. ft. POOL home located in Maitland. You will immediately appreciate how open and bright...

4 Beds
2 Baths
Versailles SubDv.
32751 Zip Code

138 Stone Hill Drive, Maitland $955,000

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...

5 Beds
4 Baths
Stonehill SubDv.
32751 Zip Code

705 N Lake Sybelia Drive, Maitland image

705 N Lake Sybelia Drive, Maitland $950,000

Beautiful oversized Lakefront lot on Lake Sybelia.

Sybelia Shores Second Add SubDv.
32751 Zip Code

705 N Lake Sybelia Drive, Maitland $950,000

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 fro...

2 Beds
2 Baths
Sybelia Shores Second Add SubDv.
32751 Zip Code

445 Piney Croft Lane, Maitland $749,000

Beautiful 5 Bedroom, 4 Bath Home + Office + Bonus Room + 2 Master Suites + Florida Room Addition + 2 Car Garage all tucked in amongst The Winter Park Chain of Lakes. Surr...

5 Beds
4 Baths
Fries Surv SubDv.
32751 Zip Code

1417 Caring Court, Maitland $599,900 ▼

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. ...

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

1203 Charming Street, Maitland — Na $411,900 ▼

Luxurious Move-In Ready townhome in the exclusive Gated Community the Enclave at Maitland. Just steps away from the Resort Style Pool, this meticulously maintained 3 bedr...

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

101 Woodstream Court, Maitland $649,900 ▼

Fall in Love with this Beautifully updated home featuring 4 bedrooms / 3 Bathrooms which sits comfortably on a well Manicured 1/3 acre! Our current Owner has created a n...