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.

Single Family Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory Residential for Sale in Maitland, FL

Search for Single Family Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory Residential for Sale in Maitland, Florida. Browse all of Mashvisor’s Single Family Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 58 Single Family Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
790 S LAKE SYBELIA DRIVE Maitland, FL Rare opportunity to own a private 0.66-acre homesite in Maitland with deeded Lake Sybelia ...	3 beds \| 3 baths \| 2,021 sq.ft.	$995,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 1.18% Airbnb Rental Income: $3440 Traditional Rental Income: $2749 Airbnb ROI: 1.11% Traditional ROI: 1.18%
824 TOWN CIRCLE #101 Maitland, FL Move-in ready two story townhome. This beautifully updated 3 bd 2.5 ba corner unit is loca...	3 beds \| 3 baths \| 1,565 sq.ft.	$264,990	Airbnb cash on cash: 6.1% Traditional cash on cash: 4.93% Airbnb Rental Income: $3440 Traditional Rental Income: $2385 Airbnb ROI: 6.1% Traditional ROI: 4.93%
350 NORTHWIND ROAD Maitland, FL Nestled within the 9-acre Lake Maitland Owl Preserve, this striking contemporary residence...	5 beds \| 5 baths \| 4,819 sq.ft.	$3,299,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 0.27% Airbnb Rental Income: $5533 Traditional Rental Income: $5680 Airbnb ROI: -0.14% Traditional ROI: 0.27%
2338 TUSCARORA TRAIL Maitland, FL *Charming Dommerich Hills Home with Scenic Lake Views and Modern Updates* Nestled in t...	4 beds \| 2 baths \| 1,700 sq.ft.	$680,000	Airbnb cash on cash: 4.55% Traditional cash on cash: 2.44% Airbnb Rental Income: $5007 Traditional Rental Income: $2640 Airbnb ROI: 4.55% Traditional ROI: 2.44%
448 STONEWOOD LANE Maitland, FL One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 4-b...	4 beds \| 3 baths \| 3,308 sq.ft.	$605,000	Airbnb cash on cash: 3.98% Traditional cash on cash: 3.77% Airbnb Rental Income: $5007 Traditional Rental Income: $3865 Airbnb ROI: 3.98% Traditional ROI: 3.77%
206 QUAYSIDE CIRCLE #103 Maitland, FL Luxury lakefront living at its finest awaits at "The Moorings" on Lake Maitland Chain of L...	2 beds \| 2 baths \| 1,270 sq.ft.	$720,000	Airbnb cash on cash: -0.72% Traditional cash on cash: -0.39% Airbnb Rental Income: $2379 Traditional Rental Income: $2015 Airbnb ROI: -0.72% Traditional ROI: -0.39%
830 FAITH STREET Maitland, FL Under contract-accepting backup offers. Beautifully renovated 3-bedroom, 2-bathroom home f...	3 beds \| 2 baths \| 1,577 sq.ft.	$525,000	Airbnb cash on cash: 2.97% Traditional cash on cash: 2.64% Airbnb Rental Income: $3440 Traditional Rental Income: $2518 Airbnb ROI: 2.97% Traditional ROI: 2.64%
1140 South Orlando Avenue #E-11 Maitland, FL Rare Opportunity for Lakeside Living! This beautifully maintained 1-bedroom, 1-bath, 612 s...	1 beds \| 1 baths \| 612 sq.ft.	$210,000	Airbnb cash on cash: 4.45% Traditional cash on cash: 5.45% Airbnb Rental Income: $1832 Traditional Rental Income: $1537 Airbnb ROI: 4.45% Traditional ROI: 5.45%
2525 CAPER LANE #205 Maitland, FL This bright and inviting second floor condo offers an abundance of natural light throughou...	1 beds \| 1 baths \| 550 sq.ft.	$119,000	Airbnb cash on cash: 6.49% Traditional cash on cash: 5.57% Airbnb Rental Income: $1832 Traditional Rental Income: $1232 Airbnb ROI: 6.49% Traditional ROI: 5.57%
631 LAKE CATHERINE DRIVE Maitland, FL Welcome to an extraordinary lakefront sanctuary at 631 Lake Catherine Drive, where sophist...	3 beds \| 3 baths \| 2,351 sq.ft.	$1,975,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 0.4% Airbnb Rental Income: $3440 Traditional Rental Income: $3764 Airbnb ROI: -0.19% Traditional ROI: 0.4%
2642 BROOKSIDE COURT Maitland, FL Indulge in the epitome of modern living with this fully renovated masterpiece! Boasting a ...	4 beds \| 2 baths \| 2,360 sq.ft.	$640,000	Airbnb cash on cash: 4.59% Traditional cash on cash: 2.05% Airbnb Rental Income: $5007 Traditional Rental Income: $2468 Airbnb ROI: 4.59% Traditional ROI: 2.05%
135 ROOSEVELT PLACE Maitland, FL Under contract-accepting backup offers. This charming home boasts a wealth of valuable upg...	3 beds \| 2 baths \| 2,426 sq.ft.	$539,900	Airbnb cash on cash: 3.08% Traditional cash on cash: 3.24% Airbnb Rental Income: $3440 Traditional Rental Income: $2760 Airbnb ROI: 3.08% Traditional ROI: 3.24%
1291 OXFORD ROAD Maitland, FL Welcome to this thoughtfully updated one-story home in the established community of Englis...	3 beds \| 2 baths \| 1,370 sq.ft.	$469,900	Airbnb cash on cash: 4.23% Traditional cash on cash: 3.58% Airbnb Rental Income: $3440 Traditional Rental Income: $2395 Airbnb ROI: 4.23% Traditional ROI: 3.58%
2462 MARKINGHAM ROAD Maitland, FL Under contract-accepting backup offers. Conveniently located in the established subdivisio...	4 beds \| 2 baths \| 2,400 sq.ft.	$615,000	Airbnb cash on cash: 4.78% Traditional cash on cash: 3.46% Airbnb Rental Income: $5007 Traditional Rental Income: $3229 Airbnb ROI: 4.78% Traditional ROI: 3.46%
1994 KENASTON ROAD #1994 Maitland, FL Located in the desirable city of Maitland, just three miles from Winter Parkâs renowned ...	3 beds \| 4 baths \| 2,103 sq.ft.	$415,000	Airbnb cash on cash: 4.55% Traditional cash on cash: 6.88% Airbnb Rental Income: $3440 Traditional Rental Income: $3582 Airbnb ROI: 4.55% Traditional ROI: 6.88%
1231 SIDCUP ROAD Maitland, FL Under contract-accepting backup offers. Prepare to be captivated by this fully renovated g...	3 beds \| 2 baths \| 1,798 sq.ft.	$495,000	Airbnb cash on cash: 4.24% Traditional cash on cash: 5.34% Airbnb Rental Income: $3440 Traditional Rental Income: $3189 Airbnb ROI: 4.24% Traditional ROI: 5.34%
206 QUAYSIDE CIRCLE #404 Maitland, FL Welcome to The Moorings, a rarely available lakeside community perfectly positioned across...	2 beds \| 2 baths \| 1,270 sq.ft.	$570,000	Airbnb cash on cash: 0.72% Traditional cash on cash: 1.82% Airbnb Rental Income: $2379 Traditional Rental Income: $2378 Airbnb ROI: 0.72% Traditional ROI: 1.82%
255 W GEORGE AVENUE Maitland, FL Experience the blend of timeless elegance and modern luxury in this Maitland estate a bloc...	5 beds \| 4 baths \| 4,814 sq.ft.	$1,700,000	Airbnb cash on cash: 1.33% Traditional cash on cash: 1.42% Airbnb Rental Income: $5533 Traditional Rental Income: $4566 Airbnb ROI: 1.33% Traditional ROI: 1.42%
2329 SHADOW VIEW CIRCLE #2329 Maitland, FL Welcome to this stunning, fully renovated 3-Bedroom, 2.5-Bath home located in the desirab...	3 beds \| 3 baths \| 1,583 sq.ft.	$320,000	Airbnb cash on cash: 4.45% Traditional cash on cash: 3.6% Airbnb Rental Income: $3440 Traditional Rental Income: $2423 Airbnb ROI: 4.45% Traditional ROI: 3.6%
385 LIME STREET Maitland, FL Wonderful investment opportunity in historic Eatonville. Large corner lot. Roof was replac...	4 beds \| N/A baths \| 1,680 sq.ft.	$419,900	Airbnb cash on cash: 4.89% Traditional cash on cash: 3.64% Airbnb Rental Income: $3440 Traditional Rental Income: $2185 Airbnb ROI: 4.89% Traditional ROI: 3.64%
1913 POINSETTA LANE Maitland, FL Priced to Sell \| Renovated Pool Home in Prime Maitland Location This thoughtfully refreshe...	4 beds \| 2 baths \| 1,664 sq.ft.	$399,900	Airbnb cash on cash: 8.99% Traditional cash on cash: 5.94% Airbnb Rental Income: $5007 Traditional Rental Income: $2841 Airbnb ROI: 8.99% Traditional ROI: 5.94%
1000 KEWANNEE TRAIL Maitland, FL Under contract-accepting backup offers. WELCOME TO YOUR DOMMERICH HOME - This tastefully ...	3 beds \| 2 baths \| 2,044 sq.ft.	$650,000	Airbnb cash on cash: 2.59% Traditional cash on cash: 3.05% Airbnb Rental Income: $3440 Traditional Rental Income: $2962 Airbnb ROI: 2.59% Traditional ROI: 3.05%
1400 LAKE SHADOW CIRCLE #10104 Maitland, FL One or more photo(s) has been virtually staged. One or more photo(s) has been virtually st...	1 beds \| 1 baths \| 672 sq.ft.	$158,000	Airbnb cash on cash: 2.91% Traditional cash on cash: 3.7% Airbnb Rental Income: $1832 Traditional Rental Income: $1457 Airbnb ROI: 2.91% Traditional ROI: 3.7%
1024 KEWANNEE TRAIL Maitland, FL One or more photo(s) has been virtually staged. Welcome home to this well outfitted 4 Bed ...	4 beds \| 3 baths \| 1,845 sq.ft.	$549,750	Airbnb cash on cash: 5.04% Traditional cash on cash: 3.45% Airbnb Rental Income: $5007 Traditional Rental Income: $3169 Airbnb ROI: 5.04% Traditional ROI: 3.45%
1074 HAMLET DRIVE Maitland, FL Welcome to this beautifully maintained 3-bedroom, 2-bathroom home that blends comfort, con...	3 beds \| 2 baths \| 1,076 sq.ft.	$308,000	Airbnb cash on cash: 7.35% Traditional cash on cash: 5.6% Airbnb Rental Income: $3440 Traditional Rental Income: $2171 Airbnb ROI: 7.35% Traditional ROI: 5.6%
1416 CARING COURT Maitland, FL Under contract-accepting backup offers. Beautifully maintained Maitland home in the gated ...	4 beds \| 4 baths \| 3,451 sq.ft.	$917,000	Airbnb cash on cash: 1.81% Traditional cash on cash: 1% Airbnb Rental Income: $5007 Traditional Rental Income: $3292 Airbnb ROI: 1.81% Traditional ROI: 1%
204 QUAYSIDE CIRCLE #604 Maitland, FL Penthouse Living at The Moorings on Lake Maitland â 204 Quayside Cir #604 Welcome to yo...	2 beds \| 2 baths \| 1,270 sq.ft.	$525,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 1.27% Airbnb Rental Income: $2379 Traditional Rental Income: $2147 Airbnb ROI: 0.55% Traditional ROI: 1.27%
225 QUAYSIDE CIRCLE Maitland, FL Discover the perfect blend of style and location in this beautifully updated 3-bedroom, 2....	3 beds \| 3 baths \| 1,734 sq.ft.	$595,000	Airbnb cash on cash: 1.37% Traditional cash on cash: 1.25% Airbnb Rental Income: $3440 Traditional Rental Income: $2609 Airbnb ROI: 1.37% Traditional ROI: 1.25%
1732 RIDGEWOOD AVENUE #S Maitland, FL This custom two-story townhome delivers what most properties in this category simply donâ...	3 beds \| 4 baths \| 2,407 sq.ft.	$784,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 1.7% Airbnb Rental Income: $3440 Traditional Rental Income: $3106 Airbnb ROI: 1.11% Traditional ROI: 1.7%
314 BANYAN DRIVE Maitland, FL Experience Modern Florida Living at Its Finest Step inside this fully remodeled 3-bedroom,...	3 beds \| 2 baths \| 1,234 sq.ft.	$400,000	Airbnb cash on cash: 5.56% Traditional cash on cash: 3.59% Airbnb Rental Income: $3440 Traditional Rental Income: $1940 Airbnb ROI: 5.56% Traditional ROI: 3.59%
223 QUAYSIDE CIRCLE #C Maitland, FL Welcome to refined living in The Moorings! This beautifully updated 3-bedroom, 2.5-bath to...	3 beds \| 3 baths \| 1,734 sq.ft.	$575,000	Airbnb cash on cash: 1.26% Traditional cash on cash: 1.17% Airbnb Rental Income: $3440 Traditional Rental Income: $2627 Airbnb ROI: 1.26% Traditional ROI: 1.17%
353 W LAKE FAITH DRIVE #116 Maitland, FL Discover lakeside living at its finest in this beautifully updated 2nd-floor, private lake...	2 beds \| 2 baths \| 1,403 sq.ft.	$359,900	Airbnb cash on cash: 1.7% Traditional cash on cash: 3.8% Airbnb Rental Income: $2379 Traditional Rental Income: $2501 Airbnb ROI: 1.7% Traditional ROI: 3.8%
2065 DERBYSHIRE ROAD Maitland, FL Beautifully renovated and move-in ready, this 3-bedroom, 2-bath home offers modern design ...	3 beds \| 2 baths \| 1,430 sq.ft.	$489,990	Airbnb cash on cash: 4.32% Traditional cash on cash: 3.71% Airbnb Rental Income: $3440 Traditional Rental Income: $2401 Airbnb ROI: 4.32% Traditional ROI: 3.71%
67 CYPRESS LANE Maitland, FL Welcome to 67 Cypress Lane, a stunning single-owner custom residence nestled among majesti...	4 beds \| 3 baths \| 2,292 sq.ft.	$1,225,000	Airbnb cash on cash: 2.07% Traditional cash on cash: 1.43% Airbnb Rental Income: $5007 Traditional Rental Income: $3256 Airbnb ROI: 2.07% Traditional ROI: 1.43%
1325 LAKE SHADOW CIRCLE #12202 Maitland, FL SELLER MOTIVATED Welcome to this beautifully maintained 2-bedroom, 2-bath condominium of...	2 beds \| 2 baths \| 1,111 sq.ft.	$215,000	Airbnb cash on cash: 3.91% Traditional cash on cash: 4.74% Airbnb Rental Income: $2379 Traditional Rental Income: $1963 Airbnb ROI: 3.91% Traditional ROI: 4.74%
1100 S ORLANDO AVENUE #956 Maitland, FL LAKEFRONT - Enjoy condo living at its finest from the top-floor Lake Maitland penthouse wi...	2 beds \| 2 baths \| 1,685 sq.ft.	$795,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 0.44% Airbnb Rental Income: $2379 Traditional Rental Income: $2930 Airbnb ROI: -1.09% Traditional ROI: 0.44%
1130 MECHANIC STREET Maitland, FL Pre-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: 1.29% Traditional cash on cash: 2.46% Airbnb Rental Income: $5007 Traditional Rental Income: $5936 Airbnb ROI: 1.29% Traditional ROI: 2.46%
2570 DERBYSHIRE BOULEVARD Maitland, FL One or more photo(s) has been virtually staged. Welcome to 2570 Derbyshire Blvd, a fully t...	4 beds \| 3 baths \| 1,857 sq.ft.	$560,000	Airbnb cash on cash: 6.1% Traditional cash on cash: 3.4% Airbnb Rental Income: $5007 Traditional Rental Income: $2569 Airbnb ROI: 6.1% Traditional ROI: 3.4%
312 MACARTHUR PLACE Maitland, FL NEW ROOF, NEWER AC, and NO HOAâthis beautifully maintained home on a quiet cul-de-sac of...	3 beds \| 3 baths \| 2,441 sq.ft.	$774,900	Airbnb cash on cash: 1.43% Traditional cash on cash: 1.77% Airbnb Rental Income: $3440 Traditional Rental Income: $2919 Airbnb ROI: 1.43% Traditional ROI: 1.77%
2004 MICHAEL TIAGO CIRCLE Maitland, FL Beautifully maintained 3-bedroom, 2-bathroom home offering 2,167 square feet of heated liv...	3 beds \| 3 baths \| 2,167 sq.ft.	$430,000	Airbnb cash on cash: 3.04% Traditional cash on cash: 3.47% Airbnb Rental Income: $3440 Traditional Rental Income: $2852 Airbnb ROI: 3.04% Traditional ROI: 3.47%

Your search for investment property begins and ends here

Single Family Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory Residential for Sale in Maitland, FL

790 S LAKE SYBELIA DRIVE

Maitland, FL

3 beds | 3 baths | 2,021 sq.ft.

$995,000

Airbnb cash on cash: 1.11%

Traditional cash on cash: 1.18%

Airbnb Rental Income: $3440

Traditional Rental Income: $2749

Airbnb ROI: 1.11%

Traditional ROI: 1.18%

824 TOWN CIRCLE #101

Maitland, FL

3 beds | 3 baths | 1,565 sq.ft.

$264,990

Airbnb cash on cash: 6.1%

Traditional cash on cash: 4.93%

Airbnb Rental Income: $3440

Traditional Rental Income: $2385

Airbnb ROI: 6.1%

Traditional ROI: 4.93%

350 NORTHWIND ROAD

Maitland, FL

5 beds | 5 baths | 4,819 sq.ft.

$3,299,000

Airbnb cash on cash: -0.14%

Traditional cash on cash: 0.27%

Airbnb Rental Income: $5533

Traditional Rental Income: $5680

Airbnb ROI: -0.14%

Traditional ROI: 0.27%

2338 TUSCARORA TRAIL

Maitland, FL

4 beds | 2 baths | 1,700 sq.ft.

$680,000

Airbnb cash on cash: 4.55%

Traditional cash on cash: 2.44%

Airbnb Rental Income: $5007

Traditional Rental Income: $2640

Airbnb ROI: 4.55%

Traditional ROI: 2.44%

448 STONEWOOD LANE

Maitland, FL

4 beds | 3 baths | 3,308 sq.ft.

$605,000

Airbnb cash on cash: 3.98%

Traditional cash on cash: 3.77%

Airbnb Rental Income: $5007

Traditional Rental Income: $3865

Airbnb ROI: 3.98%

Traditional ROI: 3.77%

206 QUAYSIDE CIRCLE #103

Maitland, FL

2 beds | 2 baths | 1,270 sq.ft.

$720,000

Airbnb cash on cash: -0.72%

Traditional cash on cash: -0.39%

Airbnb Rental Income: $2379

Traditional Rental Income: $2015

Airbnb ROI: -0.72%

Traditional ROI: -0.39%

830 FAITH STREET

Maitland, FL

3 beds | 2 baths | 1,577 sq.ft.

$525,000

Airbnb cash on cash: 2.97%

Traditional cash on cash: 2.64%

Airbnb Rental Income: $3440

Traditional Rental Income: $2518

Airbnb ROI: 2.97%

Traditional ROI: 2.64%

1140 South Orlando Avenue #E-11

Maitland, FL

1 beds | 1 baths | 612 sq.ft.

$210,000

Airbnb cash on cash: 4.45%

Traditional cash on cash: 5.45%

Airbnb Rental Income: $1832

Traditional Rental Income: $1537

Airbnb ROI: 4.45%