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.

Investment Property for Sale in Tallahassee, FL

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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 MOTIVATED SELLER! $5K IN SELLER PAID CLOSING COSTS WITH ACCEPTABLE OFFER!!!! BUCKLAKE POOL...	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%
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%
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%
215 W College Ave Unit 406B Tallahassee, FL	2 beds \| 1 baths \| N/A	$223,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 3.07% Airbnb Rental Income: $1560 Traditional Rental Income: $1242 Airbnb ROI: 2.45% Traditional ROI: 3.07%
2949 N Shamrock St #28 Tallahassee, FL	4 beds \| 2 baths \| N/A	$210,000	Airbnb cash on cash: 5.45% Traditional cash on cash: 8.48% Airbnb Rental Income: $1940 Traditional Rental Income: $2031 Airbnb ROI: 5.45% Traditional ROI: 8.48%

Real Estate investment in Tallahassee, FL

There are 823 properties for sale in the city of Tallahassee . The median list price in Tallahassee is $317,500 and the average price per square foot is $171. In December 2025, the average monthly cash on cash return in Tallahassee is 4.00%. The average monthly rental income in Tallahassee is $1,860.

Tallahassee, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 823 investment properties available for sale in Tallahassee.

In 2025, the best neighborhood to buy investment property is Lakewood.

The ROI for Long-Term is higher than the Short-Term in Tallahassee with average rental income of $1,860.

Your search for investment property begins and ends here

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%

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%

Traditional ROI: 3.95%

2181 SHANGRI LA

Tallahassee, FL

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%