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 Homes for Sale in Maitland, FL

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

Showing 58 Single Family 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
755 WOODSIDE Road Maitland, FL NEWLY 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% Traditional cash on cash: 2.28% Airbnb Rental Income: $2730 Traditional Rental Income: $3532 Airbnb ROI: 0.61% Traditional ROI: 2.28%
220 Adams Dr Maitland, FL Welcome 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% Traditional cash on cash: 0.75% Airbnb Rental Income: $5645 Traditional Rental Income: $4773 Airbnb ROI: 0.61% Traditional ROI: 0.75%
1404 Caring Ct Maitland, 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% Traditional cash on cash: 1.58% Airbnb Rental Income: $2730 Traditional Rental Income: $2673 Airbnb ROI: 0.56% Traditional ROI: 1.58%
631 Lake Catherine Dr Maitland, FL Welcome 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% Traditional cash on cash: 0.61% Airbnb Rental Income: $2730 Traditional Rental Income: $3869 Airbnb ROI: -0.46% Traditional ROI: 0.61%
2642 BROOKSIDE Court Maitland, FL Indulge 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% Traditional cash on cash: 2.96% Airbnb Rental Income: $4927 Traditional Rental Income: $2974 Airbnb ROI: 4.57% Traditional ROI: 2.96%
1511 E Horatio Ave Maitland, FL Welcome 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% Traditional cash on cash: 3.51% Airbnb Rental Income: $5645 Traditional Rental Income: $3559 Airbnb ROI: 4.99% Traditional ROI: 3.51%
1130 Mechanic St Maitland, FL Pre-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% Traditional cash on cash: 3.51% Airbnb Rental Income: $5645 Traditional Rental Income: $7698 Airbnb ROI: 1.61% Traditional ROI: 3.51%
51 OAKLEIGH Lane Maitland, FL Come 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% Traditional cash on cash: 3.59% Airbnb Rental Income: $5645 Traditional Rental Income: $5195 Airbnb ROI: 2.91% Traditional ROI: 3.59%
1111 Audubon Way Maitland, FL Welcome 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% Traditional cash on cash: 1.74% Airbnb Rental Income: $5645 Traditional Rental Income: $6014 Airbnb ROI: 0.86% Traditional ROI: 1.74%
1776 Bobtail Dr Maitland, FL Welcome 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% Traditional cash on cash: 4.61% Airbnb Rental Income: $5645 Traditional Rental Income: $3079 Airbnb ROI: 7.56% Traditional ROI: 4.61%
2130 Deloraine Trl Maitland, FL HUGE 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% Traditional cash on cash: 1.6% Airbnb Rental Income: $2730 Traditional Rental Income: $2919 Airbnb ROI: 0.44% Traditional ROI: 1.6%
229 Flame Ave Maitland, FL Welcome 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% Traditional cash on cash: 3.29% Airbnb Rental Income: $5645 Traditional Rental Income: $4675 Airbnb ROI: 3.11% Traditional ROI: 3.29%
2624 Tuscarora Trl Maitland, FL Discover 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% Traditional cash on cash: 2.58% Airbnb Rental Income: $2730 Traditional Rental Income: $3144 Airbnb ROI: 1.16% Traditional ROI: 2.58%
900 Brightwater Cir Maitland, FL Move-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% Traditional cash on cash: 2.54% Airbnb Rental Income: $4927 Traditional Rental Income: $5134 Airbnb ROI: 1.4% Traditional ROI: 2.54%
2464 Hunterfield Rd Maitland, FL WELCOME HOME to 2464 Hunterfield Rd in English Estates! If you've been searching for a hom...	4 beds \| 2 baths \| 1,920 sq.ft.	$490,000	Airbnb cash on cash: 7.87% Traditional cash on cash: 3.71% Airbnb Rental Income: $5645 Traditional Rental Income: $2570 Airbnb ROI: 7.87% Traditional ROI: 3.71%
2080 Goldwater Ct Maitland, FL Virtually Staged. PRICE IMPROVEMENT, NEW ROOF, NEW AC, NEW HOT WATER HEATER before closing...	4 beds \| 2 baths \| 2,280 sq.ft.	$779,000	Airbnb cash on cash: 4.37% Traditional cash on cash: 1.89% Airbnb Rental Income: $5645 Traditional Rental Income: $2718 Airbnb ROI: 4.37% Traditional ROI: 1.89%
2340 DERBYSHIRE Road Maitland, FL Offered for the first time in 42 years, this 3-bedroom, 2-bath home is located in the high...	3 beds \| 2 baths \| 1,798 sq.ft.	$399,000	Airbnb cash on cash: 3.98% Traditional cash on cash: 4.99% Airbnb Rental Income: $2730 Traditional Rental Income: $2465 Airbnb ROI: 3.98% Traditional ROI: 4.99%
553 Arapaho Trl Maitland, FL BOATING/LAKE ACCESS Welcome to 553 Arapaho Trail, where timeless MID-CENTURY CHARM mee...	3 beds \| 2 baths \| 1,602 sq.ft.	$649,000	Airbnb cash on cash: 1.61% Traditional cash on cash: 2.91% Airbnb Rental Income: $2730 Traditional Rental Income: $2901 Airbnb ROI: 1.61% Traditional ROI: 2.91%
313 Macarthur Pl Maitland, FL Beautiful two-story home nestled on a quiet cul-de-sac in desirable Maitland, FL right off...	4 beds \| 3 baths \| 3,044 sq.ft.	$940,000	Airbnb cash on cash: 3.15% Traditional cash on cash: 3.38% Airbnb Rental Income: $5645 Traditional Rental Income: $4723 Airbnb ROI: 3.15% Traditional ROI: 3.38%
2467 FIELDINGWOOD Road Maitland, FL Opportunity awaits in the established English Woods community! This 3-bedroom, 2-bath pool...	4 beds \| 2 baths \| 2,064 sq.ft.	$394,000	Airbnb cash on cash: 9.89% Traditional cash on cash: 5.61% Airbnb Rental Income: $5645 Traditional Rental Income: $2936 Airbnb ROI: 9.89% Traditional ROI: 5.61%
231 WHITE OAK Circle Maitland, FL 1 year Home Warranty included. Discover Maitland Grove, a well-maintained enclave within o...	4 beds \| 2 baths \| 2,819 sq.ft.	$810,000	Airbnb cash on cash: 4.33% Traditional cash on cash: 2.25% Airbnb Rental Income: $5645 Traditional Rental Income: $2949 Airbnb ROI: 4.33% Traditional ROI: 2.25%
1202 Oranole Rd Maitland, FL Virtually Staged. Move-in ready and thoughtfully updated, this 3-bedroom, 2-bath block hom...	3 beds \| 2 baths \| 1,750 sq.ft.	$404,800	Airbnb cash on cash: 3.49% Traditional cash on cash: 4.5% Airbnb Rental Income: $2730 Traditional Rental Income: $2475 Airbnb ROI: 3.49% Traditional ROI: 4.5%

Your search for investment property begins and ends here

Single Family Homes for Sale in Maitland, FL

755 WOODSIDE Road

Maitland, FL

3 beds | 3 baths | 3,049 sq.ft.

$925,000

Airbnb cash on cash: 0.61%

Traditional cash on cash: 2.28%

Airbnb Rental Income: $2730

Traditional Rental Income: $3532

Airbnb ROI: 0.61%

Traditional ROI: 2.28%

220 Adams Dr

Maitland, FL

4 beds | 3 baths | 3,005 sq.ft.

$1,995,000

Airbnb cash on cash: 0.61%

Traditional cash on cash: 0.75%

Airbnb Rental Income: $5645

Traditional Rental Income: $4773

Airbnb ROI: 0.61%

Traditional ROI: 0.75%

1404 Caring Ct

Maitland, FL

3 beds | 2 baths | 2,110 sq.ft.

$619,800

Airbnb cash on cash: 0.56%

Traditional cash on cash: 1.58%

Airbnb Rental Income: $2730

Traditional Rental Income: $2673

Airbnb ROI: 0.56%

Traditional ROI: 1.58%

631 Lake Catherine Dr

Maitland, FL

3 beds | 3 baths | 2,351 sq.ft.

$1,795,000

Airbnb cash on cash: -0.46%

Traditional cash on cash: 0.61%

Airbnb Rental Income: $2730

Traditional Rental Income: $3869

Airbnb ROI: -0.46%

Traditional ROI: 0.61%

2642 BROOKSIDE Court

Maitland, FL

5 beds | 2 baths | 2,360 sq.ft.

$629,000

Airbnb cash on cash: 4.57%

Traditional cash on cash: 2.96%

Airbnb Rental Income: $4927

Traditional Rental Income: $2974

Airbnb ROI: 4.57%

Traditional ROI: 2.96%

1511 E Horatio Ave

Maitland, FL

4 beds | 3 baths | 2,676 sq.ft.

$688,000

Airbnb cash on cash: 4.99%

Traditional cash on cash: 3.51%

Airbnb Rental Income: $5645

Traditional Rental Income: $3559

Airbnb ROI: 4.99%

Traditional ROI: 3.51%

1130 Mechanic St

Maitland, FL

4 beds | 4 baths | 3,567 sq.ft.

$1,800,000

Airbnb cash on cash: 1.61%

Traditional cash on cash: 3.51%

Airbnb Rental Income: $5645

Traditional Rental Income: $7698

Airbnb ROI: 1.61%

Traditional ROI: 3.51%

51 OAKLEIGH Lane

Maitland, FL

4 beds | 4 baths | 4,149 sq.ft.

$1,075,000

Airbnb cash on cash: 2.91%

Traditional cash on cash: 3.59%

Airbnb Rental Income: $5645

Traditional Rental Income: $5195

Airbnb ROI: 2.91%