Airbnb Properties for Sale in Maitland, FL

Looking for a vacation rental investment in Maitland, FL with high ROI ?

Explore a range of newly added short-term rental homes in Maitland, FL. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb Single Family Residential 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 30 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
1888 DERBYSHIRE ROAD Maitland, FL Under contract-accepting backup offers. Welcome to your dream home in the friendly communi...	4 beds \| 3 baths \| 3,853 sq.ft.	$825,000	Airbnb cash on cash: 2.87% Traditional cash on cash: 2.23% Airbnb Rental Income: $5007 Traditional Rental Income: $3491 Airbnb ROI: 2.87% Traditional ROI: 2.23%
2133 KORAT LANE Maitland, FL Under contract-accepting backup offers. Exceptional Value ** New Reduced price $514,900...	4 beds \| 3 baths \| 2,359 sq.ft.	$514,900	Airbnb cash on cash: 5.81% Traditional cash on cash: 4.28% Airbnb Rental Income: $5007 Traditional Rental Income: $3249 Airbnb ROI: 5.81% Traditional ROI: 4.28%
1655 SUNNYSIDE DRIVE Maitland, FL Welcome to 1655 Sunnyside Drive, a beautifully charming home nestled on a picturesque corn...	3 beds \| 2 baths \| 1,418 sq.ft.	$725,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 0.97% Airbnb Rental Income: $3440 Traditional Rental Income: $2319 Airbnb ROI: 1.5% Traditional ROI: 0.97%
708 THUNDER TRAIL Maitland, FL Welcome to 708 Thunder Trail in beautiful Maitland, Florida â a stunning 4-bedroom, 2-ba...	4 beds \| 2 baths \| 1,907 sq.ft.	$650,000	Airbnb cash on cash: 4.18% Traditional cash on cash: 2.68% Airbnb Rental Income: $5007 Traditional Rental Income: $3074 Airbnb ROI: 4.18% Traditional ROI: 2.68%
505 LAKE SHORE DRIVE Maitland, FL Imagine mornings with the sunrise shimmering across Lake Faith, directly across the street...	4 beds \| 2 baths \| 2,317 sq.ft.	$589,990	Airbnb cash on cash: 5.69% Traditional cash on cash: 3.58% Airbnb Rental Income: $5007 Traditional Rental Income: $2823 Airbnb ROI: 5.69% Traditional ROI: 3.58%
249 SPARTAN DRIVE Maitland, FL Discover Your Perfect Maitland Retreat! Tucked away on a quiet dead-end street, this deli...	4 beds \| 2 baths \| 1,579 sq.ft.	$349,900	Airbnb cash on cash: 9.6% Traditional cash on cash: 4.44% Airbnb Rental Income: $5007 Traditional Rental Income: $2287 Airbnb ROI: 9.6% Traditional ROI: 4.44%
2031 EATON STREET Maitland, FL Under contract-accepting backup offers. 2.99% Assumable Mortgage Rate Available Welcome ...	4 beds \| 3 baths \| 2,518 sq.ft.	$399,000	Airbnb cash on cash: 8.64% Traditional cash on cash: 5.57% Airbnb Rental Income: $5007 Traditional Rental Income: $2838 Airbnb ROI: 8.64% Traditional ROI: 5.57%
214 CHERRYWOOD DRIVE Maitland, FL One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available a...	3 beds \| 2 baths \| 1,178 sq.ft.	$335,000	Airbnb cash on cash: 6.17% Traditional cash on cash: 4.91% Airbnb Rental Income: $3440 Traditional Rental Income: $2281 Airbnb ROI: 6.17% Traditional ROI: 4.91%
135 Roosevelt Place Maitland, FL This charming home boasts a wealth of valuable upgrades and improvements, making it an ent...	4 beds \| 2 baths \| 2,426 sq.ft.	$579,900	Airbnb cash on cash: 5.21% Traditional cash on cash: 2.58% Airbnb Rental Income: $5007 Traditional Rental Income: $2560 Airbnb ROI: 5.21% Traditional ROI: 2.58%
113 GEM LAKE DRIVE Maitland, FL Must remodel this 1939 home that was moved from Park Avenue many years ago but now rests i...	3 beds \| 2 baths \| 1,538 sq.ft.	$575,000	Airbnb cash on cash: 3.7% Traditional cash on cash: 3.05% Airbnb Rental Income: $3440 Traditional Rental Income: $2328 Airbnb ROI: 3.7% Traditional ROI: 3.05%
1221 THUNDER TRAIL Maitland, FL Under contract-accepting backup offers. Don't miss out on this AMAZING Maitland home for u...	3 beds \| 2 baths \| 1,908 sq.ft.	$440,000	Airbnb cash on cash: 4.75% Traditional cash on cash: 4.02% Airbnb Rental Income: $3440 Traditional Rental Income: $2377 Airbnb ROI: 4.75% Traditional ROI: 4.02%
380 BANYAN DRIVE Maitland, FL Charming 3BR/2BA Home with Updated Interior This move-in ready home features 3 bedrooms...	3 beds \| 2 baths \| 1,404 sq.ft.	$459,000	Airbnb cash on cash: 4.76% Traditional cash on cash: 3.32% Airbnb Rental Income: $3440 Traditional Rental Income: $2055 Airbnb ROI: 4.76% Traditional ROI: 3.32%
711 THOMPSON AVENUE Maitland, FL Come see this beautifully remodeled 3-bedroom, 1-bath home near the heart of Maitland! Thi...	3 beds \| 1 baths \| 1,056 sq.ft.	$289,000	Airbnb cash on cash: 8.24% Traditional cash on cash: 4.6% Airbnb Rental Income: $3440 Traditional Rental Income: $1687 Airbnb ROI: 8.24% Traditional ROI: 4.6%
530 RUFFEL STREET Maitland, FL Under contract-accepting backup offers. Great property to add to your investment portfolio...	3 beds \| 2 baths \| 1,449 sq.ft.	$249,900	Airbnb cash on cash: 9.1% Traditional cash on cash: 6.74% Airbnb Rental Income: $3440 Traditional Rental Income: $2122 Airbnb ROI: 9.1% Traditional ROI: 6.74%
1913 POINSETTA LANE Maitland, FL Motivated Seller â Stylishly Renovated 4-Bedroom Home in Prime Maitland Location! Donâ...	4 beds \| 2 baths \| 1,664 sq.ft.	$441,900	Airbnb cash on cash: 8.05% Traditional cash on cash: 4.21% Airbnb Rental Income: $5007 Traditional Rental Income: $2394 Airbnb ROI: 8.05% Traditional ROI: 4.21%
2632 DERBYSHIRE ROAD Maitland, FL 2025 ROOF \| POOL HOME Start your new life to one of Orlando's most prestigious sub...	4 beds \| 2 baths \| 1,770 sq.ft.	$565,000	Airbnb cash on cash: 5.58% Traditional cash on cash: 3.35% Airbnb Rental Income: $5007 Traditional Rental Income: $2807 Airbnb ROI: 5.58% Traditional ROI: 3.35%
736 FOREST GLEN COURT Maitland, FL One or more photo(s) has been virtually staged. New Price - Motivated Seller!! Welcome to ...	4 beds \| 2 baths \| 1,647 sq.ft.	$479,900	Airbnb cash on cash: 6.62% Traditional cash on cash: 3.56% Airbnb Rental Income: $5007 Traditional Rental Income: $2614 Airbnb ROI: 6.62% Traditional ROI: 3.56%
1745 E ADAMS DRIVE Maitland, FL Classic Colonial Brick Home on highly desired E Adama Drive across from Lake Maitland! 4 ...	4 beds \| 4 baths \| 2,212 sq.ft.	$1,199,777	Airbnb cash on cash: 1.31% Traditional cash on cash: 0.99% Airbnb Rental Income: $5007 Traditional Rental Income: $3628 Airbnb ROI: 1.31% Traditional ROI: 0.99%
2155 FENNELL STREET Maitland, FL Back to Market -This is a three-bedroom two-bathroom pool house well located that needs so...	3 beds \| 2 baths \| 1,822 sq.ft.	$395,000	Airbnb cash on cash: 5.35% Traditional cash on cash: 5.11% Airbnb Rental Income: $3440 Traditional Rental Income: $2589 Airbnb ROI: 5.35% Traditional ROI: 5.11%
941 VERSAILLES CIRCLE Maitland, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Se...	4 beds \| 3 baths \| 2,717 sq.ft.	$1,150,000	Airbnb cash on cash: 1.67% Traditional cash on cash: 1.25% Airbnb Rental Income: $5007 Traditional Rental Income: $3543 Airbnb ROI: 1.67% Traditional ROI: 1.25%
2491 LAUDER DRIVE Maitland, FL Nestled on a spacious corner lot in the highly sought-after Dommerich/Highland Park neighb...	5 beds \| 3 baths \| 2,695 sq.ft.	$650,000	Airbnb cash on cash: 4.69% Traditional cash on cash: 3.89% Airbnb Rental Income: $5533 Traditional Rental Income: $3942 Airbnb ROI: 4.69% Traditional ROI: 3.89%
449 FORESTWOOD LANE Maitland, FL STONEWOOD. This desirable community is located in Maitland, Seminole County City limits. T...	4 beds \| 2 baths \| 2,532 sq.ft.	$550,000	Airbnb cash on cash: 5.15% Traditional cash on cash: 3.37% Airbnb Rental Income: $5007 Traditional Rental Income: $3068 Airbnb ROI: 5.15% Traditional ROI: 3.37%
1004 GREGORY DRIVE Maitland, FL Under contract-accepting backup offers. Immaculate three bedroom, two bathroom home locate...	3 beds \| 2 baths \| 1,835 sq.ft.	$559,000	Airbnb cash on cash: 3.42% Traditional cash on cash: 3.13% Airbnb Rental Income: $3440 Traditional Rental Income: $2529 Airbnb ROI: 3.42% Traditional ROI: 3.13%
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.	$629,000	Airbnb cash on cash: 4.29% Traditional cash on cash: 2.93% Airbnb Rental Income: $5007 Traditional Rental Income: $3187 Airbnb ROI: 4.29% Traditional ROI: 2.93%
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% Airbnb Rental Income: $3440 Traditional Rental Income: $1997 Airbnb ROI: 7.35% Traditional ROI: 5%
2318 CASTLEWOOD ROAD Maitland, FL One or more photo(s) has been virtually staged. You know it is your house as you walk on y...	4 beds \| 3 baths \| 2,335 sq.ft.	$580,000	Airbnb cash on cash: 5.82% Traditional cash on cash: 4.61% Airbnb Rental Income: $5007 Traditional Rental Income: $3329 Airbnb ROI: 5.82% Traditional ROI: 4.61%
840 MULBERRY STREET Maitland, FL Under contract-accepting backup offers. Welcome to this beautifully renovated 3 bedroom, 2...	3 beds \| 2 baths \| 1,306 sq.ft.	$299,000	Airbnb cash on cash: 6.93% Traditional cash on cash: 4.44% Airbnb Rental Income: $3440 Traditional Rental Income: $1976 Airbnb ROI: 6.93% Traditional ROI: 4.44%
2570 DERBYSHIRE ROAD Maitland, FL Under contract-accepting backup offers. Discover potential in this spacious four-bedroom, ...	4 beds \| 3 baths \| 1,857 sq.ft.	$429,000	Airbnb cash on cash: 8.24% Traditional cash on cash: 6.35% Airbnb Rental Income: $5007 Traditional Rental Income: $3222 Airbnb ROI: 8.24% Traditional ROI: 6.35%
741 ROBINHOOD DRIVE Maitland, FL Under contract-accepting backup offers. Step into this delightful 3-bedroom, 2-bath split ...	3 beds \| 2 baths \| 1,239 sq.ft.	$450,000	Airbnb cash on cash: 3.85% Traditional cash on cash: 2.18% Airbnb Rental Income: $3440 Traditional Rental Income: $1975 Airbnb ROI: 3.85% Traditional ROI: 2.18%
1630 LYNDALE BOULEVARD Maitland, FL Under contract-accepting backup offers. Shaded by a towering oak tree on a peaceful dead-e...	2 beds \| 1 baths \| 728 sq.ft.	$599,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 1.39% Airbnb Rental Income: $2379 Traditional Rental Income: $1652 Airbnb ROI: 1.64% Traditional ROI: 1.39%

Your search for investment property begins and ends here

Airbnb Single Family Residential For Sale in Maitland, FL

1888 DERBYSHIRE ROAD

Maitland, FL

4 beds | 3 baths | 3,853 sq.ft.

$825,000

Airbnb cash on cash: 2.87%

Traditional cash on cash: 2.23%

Airbnb Rental Income: $5007

Traditional Rental Income: $3491

Airbnb ROI: 2.87%

Traditional ROI: 2.23%

2133 KORAT LANE

Maitland, FL

4 beds | 3 baths | 2,359 sq.ft.

$514,900

Airbnb cash on cash: 5.81%

Traditional cash on cash: 4.28%

Airbnb Rental Income: $5007

Traditional Rental Income: $3249

Airbnb ROI: 5.81%

Traditional ROI: 4.28%

1655 SUNNYSIDE DRIVE

Maitland, FL

3 beds | 2 baths | 1,418 sq.ft.

$725,000

Airbnb cash on cash: 1.5%

Traditional cash on cash: 0.97%

Airbnb Rental Income: $3440

Traditional Rental Income: $2319

Airbnb ROI: 1.5%

Traditional ROI: 0.97%

708 THUNDER TRAIL

Maitland, FL

4 beds | 2 baths | 1,907 sq.ft.

$650,000

Airbnb cash on cash: 4.18%

Traditional cash on cash: 2.68%

Airbnb Rental Income: $5007

Traditional Rental Income: $3074

Airbnb ROI: 4.18%

Traditional ROI: 2.68%

505 LAKE SHORE DRIVE

Maitland, FL

4 beds | 2 baths | 2,317 sq.ft.

$589,990

Airbnb cash on cash: 5.69%

Traditional cash on cash: 3.58%

Airbnb Rental Income: $5007

Traditional Rental Income: $2823

Airbnb ROI: 5.69%

Traditional ROI: 3.58%

249 SPARTAN DRIVE

Maitland, FL

4 beds | 2 baths | 1,579 sq.ft.

$349,900

Airbnb cash on cash: 9.6%

Traditional cash on cash: 4.44%

Airbnb Rental Income: $5007

Traditional Rental Income: $2287

Airbnb ROI: 9.6%

Traditional ROI: 4.44%

2031 EATON STREET

Maitland, FL

4 beds | 3 baths | 2,518 sq.ft.

$399,000

Airbnb cash on cash: 8.64%

Traditional cash on cash: 5.57%

Airbnb Rental Income: $5007

Traditional Rental Income: $2838

Airbnb ROI: 8.64%

Traditional ROI: 5.57%

214 CHERRYWOOD DRIVE

Maitland, FL

3 beds | 2 baths | 1,178 sq.ft.

$335,000

Airbnb cash on cash: 6.17%

Traditional cash on cash: 4.91%

Airbnb Rental Income: $3440

Traditional Rental Income: $2281

Airbnb ROI: 6.17%