Real Estate Investment Properties for Sale in Tallahassee, FL

Looking for investment property in Tallahassee, FL with high ROI ?

Explore a variety of short-term homes & houses in Tallahassee, FL. Invest wisely with VRBO & Tallahassee, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Taylor Investment Property for Sale in Tallahassee, FL

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Showing 850 Taylor Investment Property 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
8323 Summerdale Lane Tallahassee, FL Adorable 3 bedroom, 2 bath home on nearly half an acre in Leon County! This 1,144 sqft hom...	3 beds \| 2 baths \| 1,144 sq.ft.	$289,000	Airbnb cash on cash: 2.66% Traditional cash on cash: 4.02% Airbnb Rental Income: $1734 Traditional Rental Income: $1626 Airbnb ROI: 2.66% Traditional ROI: 4.02%
2007 Dellwood Drive Tallahassee, FL OPEN HOUSE, Sunday, December 14th 2PM - 4 PM. Discover timeless Midtown charm at 2007 Dell...	4 beds \| 3 baths \| 1,990 sq.ft.	$425,000	Airbnb cash on cash: 2.27% Traditional cash on cash: 6.1% Airbnb Rental Income: $2103 Traditional Rental Income: $3090 Airbnb ROI: 2.27% Traditional ROI: 6.1%
5684 BRAVEHEART Way Tallahassee, FL OPEN SUNDAY 12/14/25 FROM 2PM-4PM-MOTIVATED SELLER! $5K IN SELLER PAID CLOSING COSTS WITH ...	4 beds \| 2 baths \| 2,358 sq.ft.	$489,900	Airbnb cash on cash: 1.12% Traditional cash on cash: 3.99% Airbnb Rental Income: $2007 Traditional Rental Income: $2798 Airbnb ROI: 1.12% Traditional ROI: 3.99%
605 Waverly Road Tallahassee, FL Back on market due to financing issues from previous buyers. Jon Gunder did our living roo...	3 beds \| 3 baths \| 2,572 sq.ft.	$549,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 4.68% Airbnb Rental Income: $1865 Traditional Rental Income: $3562 Airbnb ROI: 0.4% Traditional ROI: 4.68%
9525 Woodland Hills Way Tallahassee, FL Nothing in Tallahassee compares to this stunning estate on just over 42 acres. Experience ...	4 beds \| 5 baths \| 6,679 sq.ft.	$2,890,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 0.75% Airbnb Rental Income: $2870 Traditional Rental Income: $6482 Airbnb ROI: -0.84% Traditional ROI: 0.75%
2466 Goldenrod Way Tallahassee, FL Beautifully updated and move-in ready, this SouthWood home delivers space, style, and thou...	4 beds \| 4 baths \| 2,868 sq.ft.	$600,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 3.8% Airbnb Rental Income: $1856 Traditional Rental Income: $3752 Airbnb ROI: -0.47% Traditional ROI: 3.8%
2752 Crestline Road Tallahassee, FL Come home to beautiful Canopy! This immaculately maintained home radiates warmth, convenie...	3 beds \| 3 baths \| 1,967 sq.ft.	$485,000	Airbnb cash on cash: 1.31% Traditional cash on cash: 3.41% Airbnb Rental Income: $2085 Traditional Rental Income: $2501 Airbnb ROI: 1.31% Traditional ROI: 3.41%
1998 Padlock Place Tallahassee, FL Welcome to 1998 Padlock Place, a beautifully maintained four-bedroom, two and a half- bath...	4 beds \| 2 baths \| 2,430 sq.ft.	$549,000	Airbnb cash on cash: 0.24% Traditional cash on cash: 3.95% Airbnb Rental Income: $1490 Traditional Rental Income: $2956 Airbnb ROI: 0.24% Traditional ROI: 3.95%
2181 SHANGRI LA Tallahassee, FL WELCOME HOME. Accepting reasonable offers. Beautiful townhouse on very quiet cul-de-sac ca...	2 beds \| 2 baths \| 1,478 sq.ft.	$229,900	Airbnb cash on cash: -0.25% Traditional cash on cash: 5.87% Airbnb Rental Income: $791 Traditional Rental Income: $1803 Airbnb ROI: -0.25% Traditional ROI: 5.87%
479 E Van Buren Street Tallahassee, FL You cannot beat this location! Move-in ready 2 bed, 2.5 bath townhome literally steps from...	2 beds \| 3 baths \| 1,188 sq.ft.	$315,000	Airbnb cash on cash: 1.33% Traditional cash on cash: 4.13% Airbnb Rental Income: $1471 Traditional Rental Income: $1865 Airbnb ROI: 1.33% Traditional ROI: 4.13%
908 Tamarack Avenue Tallahassee, FL Large In Town 3 bedroom, 2 bath with a study, family room, living room on .28 of an acre. ...	3 beds \| 2 baths \| 2,736 sq.ft.	$395,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 4.51% Airbnb Rental Income: $1876 Traditional Rental Income: $2460 Airbnb ROI: 1.58% Traditional ROI: 4.51%
3225 Riddle Drive Tallahassee, FL Boasting incredible curb appeal, this home is nestled in the highly sought-after Arbor Hil...	3 beds \| 2 baths \| 1,132 sq.ft.	$289,000	Airbnb cash on cash: 2.69% Traditional cash on cash: 3.65% Airbnb Rental Income: $1765 Traditional Rental Income: $1543 Airbnb ROI: 2.69% Traditional ROI: 3.65%
1514 MAJESTIC Avenue Tallahassee, FL CUTE BUNGALOW ON TREED LOT WITH PASSIVE CITY PARK WITHIN 1 BLOCK. UNIQUE LIMESTONE FENCE S...	3 beds \| 1 baths \| 1,050 sq.ft.	$120,900	Airbnb cash on cash: 6.52% Traditional cash on cash: 9.23% Airbnb Rental Income: $1434 Traditional Rental Income: $1322 Airbnb ROI: 6.52% Traditional ROI: 9.23%
4891 Pimlico Drive Tallahassee, FL Updated 4-sided brick home in Killearn Acres. Very functional floor plan consisting of 3 b...	3 beds \| 2 baths \| 1,456 sq.ft.	$327,700	Airbnb cash on cash: 2.54% Traditional cash on cash: 4.23% Airbnb Rental Income: $1765 Traditional Rental Income: $1805 Airbnb ROI: 2.54% Traditional ROI: 4.23%
1515 JACKS Drive Tallahassee, FL Welcome to this beautifully renovated townhouse featuring dual primary bedrooms, each with...	2 beds \| 3 baths \| 1,240 sq.ft.	$199,500	Airbnb cash on cash: 2.12% Traditional cash on cash: 5.25% Airbnb Rental Income: $1373 Traditional Rental Income: $1547 Airbnb ROI: 2.12% Traditional ROI: 5.25%
7420 Hickock Court Tallahassee, FL ** BIG, Beautiful, two story farmhouse style home tastefully updated, meticulously maintai...	4 beds \| 2 baths \| 2,853 sq.ft.	$475,000	Airbnb cash on cash: 5.63% Traditional cash on cash: 3.97% Airbnb Rental Income: $4355 Traditional Rental Income: $2703 Airbnb ROI: 5.63% Traditional ROI: 3.97%
9022 Winged Foot Drive Tallahassee, FL Welcome to Golden Eagle, one of Tallahassee's premier gated communities, known for its fam...	3 beds \| 3 baths \| 2,740 sq.ft.	$585,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 3.58% Airbnb Rental Income: $2411 Traditional Rental Income: $3314 Airbnb ROI: 0.84% Traditional ROI: 3.58%
2573 Chandalar Lane Tallahassee, FL Welcome to 2573 Chandalar Ln., a spacious and beautifully maintained 3-bedroom, 2.5-bath t...	3 beds \| 3 baths \| 1,579 sq.ft.	$245,000	Airbnb cash on cash: 3.71% Traditional cash on cash: 6.5% Airbnb Rental Income: $1734 Traditional Rental Income: $1902 Airbnb ROI: 3.71% Traditional ROI: 6.5%
2253 Tuscavilla Tallahassee, FL Tucked away on a fully fenced, secluded lot, this home blends privacy with convenience. St...	3 beds \| 2 baths \| 1,466 sq.ft.	$290,000	Airbnb cash on cash: 4.41% Traditional cash on cash: 4.55% Airbnb Rental Income: $2411 Traditional Rental Income: $1860 Airbnb ROI: 4.41% Traditional ROI: 4.55%
105 Dixie Drive Tallahassee, FL Location, Location, Location! Rare opportunity to own a little over an acre on a prime cor...	3 beds \| 1 baths \| 1,285 sq.ft.	$550,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 1.49% Airbnb Rental Income: $1557 Traditional Rental Income: $1526 Airbnb ROI: 0.67% Traditional ROI: 1.49%
416 Flagler Street Tallahassee, FL This may be a 2Ba/1Ba on paper, but there are loads of other living rooms and a big kitche...	2 beds \| 1 baths \| 1,248 sq.ft.	$155,000	Airbnb cash on cash: 4.98% Traditional cash on cash: 8.34% Airbnb Rental Income: $1464 Traditional Rental Income: $1529 Airbnb ROI: 4.98% Traditional ROI: 8.34%
906 Buena Vista Drive Tallahassee, FL Investor's Dream! This income-producing property brings in $3,000 per month with a lease s...	5 beds \| 3 baths \| 1,630 sq.ft.	$309,000	Airbnb cash on cash: 4.68% Traditional cash on cash: 6.28% Airbnb Rental Income: $2804 Traditional Rental Income: $2614 Airbnb ROI: 4.68% Traditional ROI: 6.28%
5015 Mint Hill Court Tallahassee, FL Convenience and charm blend beautifully in this well-maintained brick townhome! Located of...	2 beds \| 3 baths \| 1,358 sq.ft.	$265,000	Airbnb cash on cash: 5.47% Traditional cash on cash: 4.51% Airbnb Rental Income: $2525 Traditional Rental Income: $1674 Airbnb ROI: 5.47% Traditional ROI: 4.51%
3914 Shiloh Tallahassee, FL All-Brick Beauty on 2.27 Acres \| Private Cul-de-Sac Retreat in Shiloh Welcome to Shiloh, a...	3 beds \| 3 baths \| 2,768 sq.ft.	$589,900	Airbnb cash on cash: 0.46% Traditional cash on cash: 3.8% Airbnb Rental Income: $1765 Traditional Rental Income: $3122 Airbnb ROI: 0.46% Traditional ROI: 3.8%
2238 Holton Street Tallahassee, FL Excellent opportunity for first-time home buyers! This charming home offers vaulted ceilin...	3 beds \| 2 baths \| 1,261 sq.ft.	$250,000	Airbnb cash on cash: 3.4% Traditional cash on cash: 4.76% Airbnb Rental Income: $1832 Traditional Rental Income: $1658 Airbnb ROI: 3.4% Traditional ROI: 4.76%
2001 Daisy Street Tallahassee, FL BEAUTIFUL home located in the heart of Tallahassee! This very large home boasts hardwood f...	3 beds \| 2 baths \| 1,978 sq.ft.	$194,900	Airbnb cash on cash: 3.57% Traditional cash on cash: 9.37% Airbnb Rental Income: $1832 Traditional Rental Income: $2411 Airbnb ROI: 3.57% Traditional ROI: 9.37%
24284 Lanier Tallahassee, FL Breathtaking Lake Talquin Point Cottage \| Sunset Paradise Welcome to your private retreat ...	2 beds \| 2 baths \| 1,280 sq.ft.	$412,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 3.49% Airbnb Rental Income: $1156 Traditional Rental Income: $2072 Airbnb ROI: 0.13% Traditional ROI: 3.49%
2801 Chancellorsville Drive unit: 1208 #1208 Tallahassee, FL A charming and private ground floor corner condo in Tallahassee's coveted northeast gated ...	2 beds \| 2 baths \| 1,118 sq.ft.	$163,000	Airbnb cash on cash: -1.82% Traditional cash on cash: 2.89% Airbnb Rental Income: $1076 Traditional Rental Income: $1439 Airbnb ROI: -1.82% Traditional ROI: 2.89%
732 Preston Street Tallahassee, FL This stunning house boasts a transitional-modern design with an open-concept layout that p...	4 beds \| 2 baths \| 1,340 sq.ft.	$224,500	Airbnb cash on cash: 4.58% Traditional cash on cash: 7.59% Airbnb Rental Income: $1902 Traditional Rental Income: $2036 Airbnb ROI: 4.58% Traditional ROI: 7.59%
2034 Hillsborough Street Tallahassee, FL Welcome to 2034 Hillsborough St - a beautifully updated 3-bedroom, 1-bathroom home. Origin...	3 beds \| 1 baths \| 888 sq.ft.	$140,000	Airbnb cash on cash: 1.06% Traditional cash on cash: 7.88% Airbnb Rental Income: $775 Traditional Rental Income: $1373 Airbnb ROI: 1.06% Traditional ROI: 7.88%
1200 Hawthorne Street Tallahassee, FL Charming home near Midtown, hospitals and universities. Enjoy peace of mind with a new roo...	2 beds \| 1 baths \| 912 sq.ft.	$225,000	Airbnb cash on cash: 3.39% Traditional cash on cash: 5.14% Airbnb Rental Income: $1605 Traditional Rental Income: $1521 Airbnb ROI: 3.39% Traditional ROI: 5.14%
2288 Wabash Trail Tallahassee, FL Some photos have been virtually staged to show potential furnishing and layout options. Si...	4 beds \| 3 baths \| 2,005 sq.ft.	$370,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 4.44% Airbnb Rental Income: $1807 Traditional Rental Income: $2553 Airbnb ROI: 0.88% Traditional ROI: 4.44%
305 Sweet Basil Lane Tallahassee, FL Craftsman style home in Niceville's newest neighborhood, Deer Moss Creek, with 3 bedrooms,...	3 beds \| 2 baths \| 2,076 sq.ft.	$675,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 1.81% Airbnb Rental Income: $1941 Traditional Rental Income: $2439 Airbnb ROI: 0.2% Traditional ROI: 1.81%
Camero Drive Tallahassee, FL Where timeless character meets modern luxury. Proposed Construction on a NO HOA 1.10 peace...	4 beds \| 3 baths \| 2,814 sq.ft.	$895,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 1.48% Airbnb Rental Income: $2870 Traditional Rental Income: $2896 Airbnb ROI: 0.65% Traditional ROI: 1.48%
1991 Sunny Dale Drive Tallahassee, FL Fantastic 3/2, 2 car garage, 2 story. MBR upstairs. Also upstairs there is an open area pe...	3 beds \| 3 baths \| 1,975 sq.ft.	$360,000	Airbnb cash on cash: 3.19% Traditional cash on cash: 4.97% Airbnb Rental Income: $2411 Traditional Rental Income: $2420 Airbnb ROI: 3.19% Traditional ROI: 4.97%
1933 Bloomington Tallahassee, FL Welcome to 1933 Bloomington Avenue, a prime investment opportunity in Tallahassee's desira...	3 beds \| 3 baths \| 1,177 sq.ft.	$155,000	Airbnb cash on cash: 2.59% Traditional cash on cash: 6.27% Airbnb Rental Income: $1434 Traditional Rental Income: $1552 Airbnb ROI: 2.59% Traditional ROI: 6.27%
1940 Temple Drive Tallahassee, FL This home is the perfect blend of 1940s charm and all the modern conveniences located in t...	3 beds \| 2 baths \| 1,380 sq.ft.	$314,900	Airbnb cash on cash: 2.56% Traditional cash on cash: 3.9% Airbnb Rental Income: $1917 Traditional Rental Income: $1805 Airbnb ROI: 2.56% Traditional ROI: 3.9%
2014 Golf Terrace Drive Tallahassee, FL Discover timeless elegance in this 1941 masterpiece overlooking the 9th hole of the golf c...	3 beds \| 3 baths \| 2,890 sq.ft.	$650,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 2.83% Airbnb Rental Income: $1908 Traditional Rental Income: $3176 Airbnb ROI: -0.09% Traditional ROI: 2.83%
2025 Shady Oaks Drive Tallahassee, FL This beautiful home on a large, .44 acre lot, has plenty of room for your family and pets ...	4 beds \| 2 baths \| 2,465 sq.ft.	$372,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 4.25% Airbnb Rental Income: $1490 Traditional Rental Income: $2312 Airbnb ROI: 0.64% Traditional ROI: 4.25%
405 mercury Drive Tallahassee, FL Really nice home in nice settled neighborhood. motivated seller. Home close to universitie...	3 beds \| 3 baths \| 1,296 sq.ft.	$267,900	Airbnb cash on cash: 3.07% Traditional cash on cash: 6.2% Airbnb Rental Income: $1666 Traditional Rental Income: $1989 Airbnb ROI: 3.07% Traditional ROI: 6.2%

Your search for investment property begins and ends here

Taylor Investment Property for Sale in Tallahassee, FL

8323 Summerdale Lane

Tallahassee, FL

3 beds | 2 baths | 1,144 sq.ft.

$289,000

Airbnb cash on cash: 2.66%

Traditional cash on cash: 4.02%

Airbnb Rental Income: $1734

Traditional Rental Income: $1626

Airbnb ROI: 2.66%

Traditional ROI: 4.02%

2007 Dellwood Drive

Tallahassee, FL

4 beds | 3 baths | 1,990 sq.ft.

$425,000

Airbnb cash on cash: 2.27%

Traditional cash on cash: 6.1%

Airbnb Rental Income: $2103

Traditional Rental Income: $3090

Airbnb ROI: 2.27%

Traditional ROI: 6.1%

5684 BRAVEHEART Way

Tallahassee, FL

4 beds | 2 baths | 2,358 sq.ft.

$489,900

Airbnb cash on cash: 1.12%

Traditional cash on cash: 3.99%

Airbnb Rental Income: $2007

Traditional Rental Income: $2798

Airbnb ROI: 1.12%

Traditional ROI: 3.99%

605 Waverly Road

Tallahassee, FL

3 beds | 3 baths | 2,572 sq.ft.

$549,000

Airbnb cash on cash: 0.4%

Traditional cash on cash: 4.68%

Airbnb Rental Income: $1865

Traditional Rental Income: $3562

Airbnb ROI: 0.4%

Traditional ROI: 4.68%

9525 Woodland Hills Way

Tallahassee, FL

4 beds | 5 baths | 6,679 sq.ft.

$2,890,000

Airbnb cash on cash: -0.84%

Traditional cash on cash: 0.75%

Airbnb Rental Income: $2870

Traditional Rental Income: $6482

Airbnb ROI: -0.84%

Traditional ROI: 0.75%

2466 Goldenrod Way

Tallahassee, FL

4 beds | 4 baths | 2,868 sq.ft.

$600,000

Airbnb cash on cash: -0.47%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $1856

Traditional Rental Income: $3752

Airbnb ROI: -0.47%

Traditional ROI: 3.8%

2752 Crestline Road

Tallahassee, FL

3 beds | 3 baths | 1,967 sq.ft.

$485,000

Airbnb cash on cash: 1.31%

Traditional cash on cash: 3.41%

Airbnb Rental Income: $2085

Traditional Rental Income: $2501

Airbnb ROI: 1.31%

Traditional ROI: 3.41%

1998 Padlock Place

Tallahassee, FL

4 beds | 2 baths | 2,430 sq.ft.

$549,000

Airbnb cash on cash: 0.24%

Traditional cash on cash: 3.95%

Airbnb Rental Income: $1490

Traditional Rental Income: $2956

Airbnb ROI: 0.24%