Florida, Maitland Houses For Sale — from $269K | Broker One

Houses For Sale in Florida, Maitland

Search Houses currently For Sale in Florida, Maitland with photos, pricing, and property details updated daily. Filter by price, bedrooms, bathrooms, lot size, year built, and waterfront access to find exactly what you need.

Why buy in Florida, Maitland?

Florida, Maitland offers a mix of established neighborhoods and new construction, with proximity to top-rated schools, parks, dining, and major commute routes. Whether you are a first-time buyer, upsizing for a growing family, or looking for an investment property, the local market has options across every price range.

What to know before buying in Florida, Maitland

Check property tax history, flood zone status, HOA rules, and recent comparable sales before making an offer. Our listings include assessed values, building details, and owner history to help you make informed decisions. Check for unpermitted work and review code violations on any property you are considering.

New
For Sale
$1,325,000
House
5 bds · 4 ba · 3,754 sqft
N/A, MAITLAND
435 W VENTRIS AVENUE
New
For Sale
$1,579,000
House
4 bds · 3 ba · 2,718 sqft
WINTER PARK VILLAGE, WINTER PARK
2417 CHANTILLY AVENUE
New
For Sale
$950,000
House
3 bds · 2 ba · 1,887 sqft
MAITLAND SHORES FIRST ADD, WINTER PARK
913 MOSS LANE
New
For Sale
$2,725,000
House
5 bds · 4 ba · 3,784 sqft
CONWILL ESTATES, WINTER PARK
1773 WALNUT AVENUE
New
For Sale
$1,319,950
House
4 bds · 2 ba · 3,474 sqft
MAITLAND SHORES FIRST ADD, WINTER PARK
952 MOSS LANE
For Sale
$5,999,990
House
4 bds · 4 ba · 3,880 sqft
MAITLAND SHORES FIRST ADD, WINTER PARK
2661 VIA TUSCANY
For Sale
$269,900
House
3 bds · 2 ba · 1,112 sqft
CATALINA PARK, ORLANDO
315 AMADOR CIRCLE
For Sale
$299,900
House
3 bds · 2 ba · 1,050 sqft
KINGSWOOD MANOR 7TH ADD, ORLANDO
5635 STULL AVENUE
For Sale
$399,900
House
4 bds · 2 ba · 1,727 sqft
ASBURY PARK FIRST ADD, ORLANDO
5604 SHASTA DRIVE
-$95K
For Sale
$1,105,000
House
3 bds · 2 ba · 1,487 sqft
LAKE MAITLAND, WINTER PARK
1220 HOWELL BRANCH ROAD
For Sale
$1,598,000
House
4 bds · 4 ba · 2,916 sqft
WINTER PARK VILLAGE, WINTER PARK
2430 CHANTILLY AVENUE
For Sale
$3,265,000
House
5 bds · 5 ba · 4,924 sqft
GREEN OAKS REP 02, WINTER PARK
1761 LEGION DRIVE
For Sale
$960,000
House
3 bds · 2 ba · 2,021 sqft
ACREAGE & UNREC, MAITLAND
790 S LAKE SYBELIA DRIVE
For Sale
$1,829,000
House
4 bds · 3 ba · 2,706 sqft
LAKE KNOWLES TERRACE 2ND ADD, WINTER PARK
1550 PALM AVENUE
For Sale
$560,000
House
4 bds · 2 ba · 1,939 sqft
HOLLIEANNA SHORES, MAITLAND
1540 E HORATIO AVENUE
For Sale
$350,000
House
3 bds · 2 ba · 1,394 sqft
AVONWOOD, ORLANDO
7723 AVONWOOD COURT
-$15K
For Sale
$660,000
House
3 bds · 1 ba · 1,243 sqft
WINTER PARK VILLAGE, WINTER PARK
1416 BORDER DRIVE
-$9K
For Sale
$450,000
House
3 bds · 2 ba · 1,154 sqft
GREENWOOD GARDENS SEC 01, MAITLAND
761 ROBINHOOD DRIVE
For Sale
$899,000
House
3 bds · 2 ba · 2,022 sqft
LAKE KNOWLES TERRACE, WINTER PARK
1621 CHESTNUT AVENUE
-$115K
For Sale
$1,750,000
House
4 bds · 3 ba · 3,307 sqft
FONTAINEBLEAU, WINTER PARK
2343 VERSAILLES AVENUE