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 |
|---|---|---|---|
190 E FAITH TerraceMaitland, FLExtremely rare opportunity to own an exceptional lakefront property in the heart of Maitla... |
4 beds | 2 baths | 2,665 sq.ft. |
$1,225,000 |
Airbnb cash on cash: 2.07%
|
2517 CAPER Lane #207Maitland, FLVirtually Staged. Welcome to this charming 1-bedroom, 1-bathroom second-floor condo in the... |
1 beds | 1 baths | 550 sq.ft. |
$99,000 |
Airbnb cash on cash: 6.65%
|
1711 GROVE Street #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: 0.65%
|
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: 2.43%
|
220 ADAMS DriveMaitland, FLWelcome to 220 Adams Drive - a breathtaking, completely remodeled single-story masterpiece... |
4 beds | 4 baths | 3,005 sq.ft. |
$1,879,000 |
Airbnb cash on cash: 0.44%
|
1404 CARING CourtMaitland, FL"REDUCED" - 3-BED, 2.5-BATH SINGLE FAMILY HOME IN THE ENCLAVE AT MAITLAND. Located in the ... |
3 beds | 3 baths | 2,110 sq.ft. |
$609,000 |
Airbnb cash on cash: 0.94%
|
514 WIGMAN DriveMaitland, FLThis beautifully renovated three-bedroom, two-bathroom home offers a bright, comfortable l... |
3 beds | 2 baths | 1,148 sq.ft. |
$325,000 |
Airbnb cash on cash: 4.82%
|
631 LAKE CATHERINE DriveMaitland, FLSTUNNING MAITLAND LAKEFRONT. Welcome to 631 Lake Catherine Drive, an extraordinary lakefro... |
3 beds | 3 baths | 2,351 sq.ft. |
$1,499,000 |
Airbnb cash on cash: -0.21%
|
2514 TUSCARORA TrailMaitland, FL$5000! CLOSING-COSTS CREDIT AVAILABLE! Qualified buyers who finance through our preferred ... |
4 beds | 3 baths | 2,968 sq.ft. |
$879,000 |
Airbnb cash on cash: 3.2%
|
1275 LAKE SHADOW Circle #13107Maitland, FLWelcome to luxury, comfort, and convenience at this beautifully transformed ground-floor 1... |
1 beds | 1 baths | 672 sq.ft. |
$164,900 |
Airbnb cash on cash: 0.44%
|
219 QUAYSIDE Circle #B9Maitland, FLTucked inside The Moorings, one of Maitland's most charming lakeside enclaves, 219 Quaysid... |
2 beds | 3 baths | 1,359 sq.ft. |
$799,000 |
Airbnb cash on cash: -1.77%
|
1130 MECHANIC StreetMaitland, FLPre-Construction. To be built. Come build your dream home on this exceptional homesite in ... |
4 beds | 5 baths | 3,567 sq.ft. |
$1,800,000 |
Airbnb cash on cash: 1.33%
|
1111 AUDUBON WayMaitland, FLIMPROVED PRICE! Welcome to a rare opportunity on the shores of Lake Sybelia, one of Maitla... |
4 beds | 4 baths | 3,754 sq.ft. |
$1,675,000 |
Airbnb cash on cash: 0.72%
|
1100 S ORLANDO Avenue #306Maitland, FLExquisitely remodeled, from top to bottom, 2 bdrm 2 bath luxury condo on Lake Maitland, th... |
2 beds | 2 baths | 1,125 sq.ft. |
$599,900 |
Airbnb cash on cash: -1.37%
|
1776 BOBTAIL DriveMaitland, 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: 6.6%
|
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: 4.93%
|
1140 S ORLANDO Avenue #E2Maitland, FLPRICE IMPROVEMENT! Live the lake lifestyle in this beautifully updated 1-bedroom condo loc... |
1 beds | 1 baths | 612 sq.ft. |
$182,900 |
Airbnb cash on cash: 1.07%
|
1140 S ORLANDO Avenue #I14Maitland, FLVirtually Staged. Where Maitland's pristine waters meet a modern lifestyle! This luxury co... |
2 beds | 2 baths | 816 sq.ft. |
$325,000 |
Airbnb cash on cash: -0.07%
|
229 FLAME AvenueMaitland, FLNEW PRICE + HOME WARRANTY! Seller is offering a one-year home warranty valued up to $810 f... |
4 beds | 4 baths | 4,055 sq.ft. |
$969,000 |
Airbnb cash on cash: 2.63%
|
900 BRIGHTWATER CircleMaitland, FLWelcome to the Premier community of Maitland Club. A 24-hour guard gated community. New ro... |
5 beds | 4 baths | 3,857 sq.ft. |
$1,095,000 |
Airbnb cash on cash: 2.57%
|
2080 GOLDWATER CourtMaitland, FLVirtually Staged. HUGE PRICE IMPROVEMENT, this beautifully updated 4-bedroom, 2-bath split... |
4 beds | 2 baths | 2,280 sq.ft. |
$729,000 |
Airbnb cash on cash: 4.04%
|
313 MACARTHUR PlaceMaitland, FLBeautiful two-story home nestled on a quiet cul-de-sac in desirable Maitland, FL right off... |
4 beds | 4 baths | 3,044 sq.ft. |
$919,000 |
Airbnb cash on cash: 2.81%
|
1140 S ORLANDO Avenue #E1Maitland, FLPrice Improvement! Ready for Lake Living?!Welcome to Lake Maitland Terrace! This beautiful... |
2 beds | 1 baths | 816 sq.ft. |
$286,000 |
Airbnb cash on cash: 0.56%
|
895 PARK LAKE Circle #75Maitland, FLLook at that NEW Price! You decide to move in Now and upgrade as you go, benefitting from ... |
2 beds | 2 baths | 1,353 sq.ft. |
$174,900 |
Airbnb cash on cash: 0.64%
|
2329 CoawoodMaitland, FLWelcome to Carrington Park - one of Maitland's most conveniently located communities! This... |
2 beds | 2 baths | 1,206 sq.ft. |
$139,900 |
Airbnb cash on cash: 6.36%
|
307 LEMON StreetMaitland, FLUnique opportunity in historic Eatonville! Situated on approximately 0.29 acres at the cor... |
4 beds | 2 baths | 1,012 sq.ft. |
$525,000 |
Airbnb cash on cash: 3.17%
|
180 E FAITH TerraceMaitland, FLWelcome home to this charming and beautifully updated 2 bedroom, 2 bathroom property in th... |
2 beds | 2 baths | 1,664 sq.ft. |
$485,000 |
Airbnb cash on cash: 0.74%
|
1060 GREGORY DriveMaitland, FLSome homes have a character that simply cannot be recreated-and 1060 Gregory Drive is one ... |
3 beds | 2 baths | 1,734 sq.ft. |
$529,000 |
Airbnb cash on cash: 3%
|
Real Estate investment in Maitland, FL
There are 53 properties for sale in the city of Maitland . The median list price in Maitland is $577,825 and the average price per square foot is $313. In November 2026, the average monthly cash on cash return in Maitland is 3.00%. The average monthly rental income in Maitland is $2,237.