Real Estate Investment Properties for Sale in Maitland, FL
Looking for investment property in Maitland, FL with high ROI ?
Explore a variety of short-term homes & houses in Maitland, FL. Invest wisely with VRBO & Maitland, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Investment Property for Sale in Maitland, FL
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
1711 Grove St #519Maitland, FLVirtually Staged. Rare updated 2/2 | | Top-Rated Schools Welcome to peaceful Park Lake Vil... |
2 beds | 2 baths | 1,087 sq.ft. |
$239,000 |
Airbnb cash on cash: 1.12%
|
814 Park Lake CircleMaitland, FLA beautiful affordable condo in Maitland. 2 bedrooms and 1 1/2 baths with a 1 car garage. ... |
2 beds | 2 baths | 1,432 sq.ft. |
$211,000 |
Airbnb cash on cash: 2.96%
|
755 WOODSIDE RoadMaitland, FLNEWLY PRICED TO SELL, UNDER APPRAISED VALUE, DO NOT MISS THIS OPPORTUNITY!! SLEEK MODERN H... |
3 beds | 3 baths | 3,049 sq.ft. |
$925,000 |
Airbnb cash on cash: 0.61%
|
1000 Winderley Pl #141Maitland, FLGround-floor 2BR/2BA in the gated, lake-access community of Sun Bay Club in Maitland, FL -... |
2 beds | 2 baths | 1,275 sq.ft. |
$295,000 |
Airbnb cash on cash: 0.24%
|
220 Adams DrMaitland, FLWelcome to 220 Adams Drive - a breathtaking, completely remodeled single-story masterpiece... |
4 beds | 3 baths | 3,005 sq.ft. |
$1,995,000 |
Airbnb cash on cash: 0.61%
|
1404 Caring CtMaitland, FL"NEW PRICE" ON THIS MOVE-IN READY 3-BED, 2.5-BATH SINGLE FAMILY HOME IN THE "EXCLUSIVE GAT... |
3 beds | 2 baths | 2,110 sq.ft. |
$619,800 |
Airbnb cash on cash: 0.56%
|
631 Lake Catherine DrMaitland, FLWelcome to an extraordinary lakefront sanctuary at 631 Lake Catherine Drive, where sophist... |
3 beds | 3 baths | 2,351 sq.ft. |
$1,795,000 |
Airbnb cash on cash: -0.46%
|
2642 BROOKSIDE CourtMaitland, FLIndulge in the epitome of modern living with this fully renovated masterpiece! Boasting a ... |
5 beds | 2 baths | 2,360 sq.ft. |
$629,000 |
Airbnb cash on cash: 4.57%
|
1511 E Horatio AveMaitland, FLWelcome to your dream home located in the heart of Maitland, FL. This stunning 4-bedroom, ... |
4 beds | 3 baths | 2,676 sq.ft. |
$688,000 |
Airbnb cash on cash: 4.99%
|
1100 S ORLANDO Avenue #956Maitland, FLLAKEFRONT - Enjoy condo living at its finest from the top-floor Lake Maitland penthouse wi... |
2 beds | 2 baths | 1,685 sq.ft. |
$749,900 |
Airbnb cash on cash: -1.84%
|
1130 Mechanic StMaitland, FLPre-Construction. To be built. Come build your dream home on this exceptional homesite in ... |
4 beds | 4 baths | 3,567 sq.ft. |
$1,800,000 |
Airbnb cash on cash: 1.61%
|
51 OAKLEIGH LaneMaitland, FLCome see 51 Oakleigh Ln, a functional residence arranged for everyday practicality. A comf... |
4 beds | 4 baths | 4,149 sq.ft. |
$1,075,000 |
Airbnb cash on cash: 2.91%
|
1111 Audubon WayMaitland, FLWelcome to a rare opportunity on the shores of Lake Sybelia, one of Maitland's most desira... |
4 beds | 3 baths | 3,754 sq.ft. |
$1,825,000 |
Airbnb cash on cash: 0.86%
|
1776 Bobtail DrMaitland, FLWelcome to 1776 Bobtail Drive, a home that offers an easy, natural flow and a layout desig... |
4 beds | 3 baths | 2,344 sq.ft. |
$519,999 |
Airbnb cash on cash: 7.56%
|
2130 Deloraine TrlMaitland, FLHUGE PRICE REDUCTION. Welcome to this beautifully renovated pool home in the highly sought... |
3 beds | 2 baths | 2,175 sq.ft. |
$750,000 |
Airbnb cash on cash: 0.44%
|
1100 Lake Shadow Cir #2307Maitland, FLVirtually Staged. Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo in th... |
2 beds | 2 baths | 1,111 sq.ft. |
$190,000 |
Airbnb cash on cash: 0.67%
|
444 BANYON TREE Circle #202Maitland, FLBeautifully well-maintained 3 bedroom, 2 bathroom condo located in the desirable Maitland ... |
3 beds | 2 baths | 1,428 sq.ft. |
$239,900 |
Airbnb cash on cash: 4.04%
|
1140 S Orlando Ave #E2Maitland, FLPRICE IMPROVEMENT! Live the lake lifestyle in this beautifully updated 1-bedroom condo loc... |
1 beds | 1 baths | 612 sq.ft. |
$189,000 |
Airbnb cash on cash: 1.36%
|
1140 S Orlando Ave #I14Maitland, FLOne or more photo(s) has been virtually staged. Where Maitland's pristine waters meet a mo... |
2 beds | 1 baths | 816 sq.ft. |
$325,000 |
Airbnb cash on cash: 0.27%
|
1140 S Orlando Ave #H3Maitland, FLVirtually Staged. RARE LAKEFRONT opportunity to Live right on LAKE MAITLAND! Sip your morn... |
2 beds | 1 baths | 816 sq.ft. |
$399,900 |
Airbnb cash on cash: -0.1%
|
229 Flame AveMaitland, FLWelcome to Hidden Estates, where luxury, space, and flexibility come together in one of Ma... |
4 beds | 4 baths | 4,055 sq.ft. |
$979,000 |
Airbnb cash on cash: 3.11%
|
1475 LAKE SHADOW Circle #6307Maitland, FLWelcome home to this beautifully updated and maintained 2-bedroom, 2-bath corner unit cond... |
2 beds | 2 baths | 1,111 sq.ft. |
$189,900 |
Airbnb cash on cash: 1.47%
|
820 Park Lake Cir #11Maitland, FLWelcome to 820 Park Lake Circle, a beautifully updated two-bedroom condo tucked into one o... |
2 beds | 1 baths | 1,432 sq.ft. |
$225,000 |
Airbnb cash on cash: 1.43%
|
2624 Tuscarora TrlMaitland, FLDiscover a rare waterfront, pool-home in the desirable Dommerich Hills neighborhood. This ... |
3 beds | 2 baths | 1,959 sq.ft. |
$799,890 |
Airbnb cash on cash: 1.16%
|
900 Brightwater CirMaitland, FLMove-In Ready. Welcome to the Premier community of Maitland Club. The paver walkway and co... |
5 beds | 3 baths | 3,857 sq.ft. |
$1,125,000 |
Airbnb cash on cash: 1.4%
|
Real Estate investment in Maitland, FL
There are 83 properties for sale in the city of Maitland . The median list price in Maitland is $542,176 and the average price per square foot is $270. In September 2026, the average monthly cash on cash return in Maitland is 3.00%. The average monthly rental income in Maitland is $2,523.