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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
7785 N BRIARCREEK Road Tallahassee, FL Welcome to this charming 4-bedroom, 2-bathroom home nestled in the peaceful neighborhood o...	4 beds \| 2 baths \| 2,052 sq.ft.	$428,900	Airbnb cash on cash: 1.22% Traditional cash on cash: 3.65% Airbnb Rental Income: $1948 Traditional Rental Income: $2412 Airbnb ROI: 1.22% Traditional ROI: 3.65%
4287 Raleigh Way Tallahassee, FL New roof to be installed! Welcome to 4287 Raleigh Way. Discover the perfect place to grow ...	3 beds \| 3 baths \| 1,626 sq.ft.	$389,900	Airbnb cash on cash: 1.32% Traditional cash on cash: 2.9% Airbnb Rental Income: $1941 Traditional Rental Income: $2005 Airbnb ROI: 1.32% Traditional ROI: 2.9%
2641 Fenwood Tallahassee, FL Absolutely charming and meticulously maintained, this stunning 2-story brick home offers t...	3 beds \| 3 baths \| 1,687 sq.ft.	$305,000	Airbnb cash on cash: 2.27% Traditional cash on cash: 5% Airbnb Rental Income: $1708 Traditional Rental Income: $2017 Airbnb ROI: 2.27% Traditional ROI: 5%
5684 BRAVEHEART Way Tallahassee, FL OPEN SUNDAY 8/24 FROM 2PM to 4PM $25K PRICE DROP!! BUCKLAKE POOL HOME- 4BR + Office/2BA Br...	4 beds \| 2 baths \| 2,358 sq.ft.	$499,900	Airbnb cash on cash: 1.06% Traditional cash on cash: 3.87% Airbnb Rental Income: $2007 Traditional Rental Income: $2798 Airbnb ROI: 1.06% Traditional ROI: 3.87%
1371 Millstream Road Tallahassee, FL Tucked off scenic Live Oak Plantation Road, this well-kept all-brick home on Millstream Ro...	3 beds \| 3 baths \| 2,622 sq.ft.	$595,000	Airbnb cash on cash: 0% Traditional cash on cash: 3.31% Airbnb Rental Income: $1597 Traditional Rental Income: $2984 Airbnb ROI: 0% Traditional ROI: 3.31%
1910 Hidden Valley Tallahassee, FL Adorable Townhouse in Hidden Valley! Spacious open floor plan with beautiful stone firepla...	2 beds \| 2 baths \| 1,148 sq.ft.	$220,000	Airbnb cash on cash: 2.36% Traditional cash on cash: 4.83% Airbnb Rental Income: $1536 Traditional Rental Income: $1606 Airbnb ROI: 2.36% Traditional ROI: 4.83%
3162 Corrib Drive Tallahassee, FL Move-in Ready 4 bedroom brick home nestled in the sought-after Killearn Estates, situated ...	4 beds \| 3 baths \| 2,060 sq.ft.	$465,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 3.67% Airbnb Rental Income: $1940 Traditional Rental Income: $2653 Airbnb ROI: 0.85% Traditional ROI: 3.67%
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.	$2,790,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 0.82% Airbnb Rental Income: $1961 Traditional Rental Income: $6482 Airbnb ROI: -1.13% Traditional ROI: 0.82%
2796 Julieanna Lane Tallahassee, FL This 3 Bed/2 Bath home in the highly desirable Canopy subdivision offers resort-style amen...	3 beds \| 2 baths \| 1,567 sq.ft.	$415,000	Airbnb cash on cash: 1.84% Traditional cash on cash: 4.36% Airbnb Rental Income: $2085 Traditional Rental Income: $2530 Airbnb ROI: 1.84% Traditional ROI: 4.36%
2467 Rain Lily Way Tallahassee, FL Please continue to show. Stunning in Southwood! 3-bedroom beauty, with a bonus office/4th ...	4 beds \| 2 baths \| 2,284 sq.ft.	$465,000	Airbnb cash on cash: 0.74% Traditional cash on cash: 3.02% Airbnb Rental Income: $1856 Traditional Rental Income: $2351 Airbnb ROI: 0.74% Traditional ROI: 3.02%
1116 Antler Drive Tallahassee, FL 1.30 acres in Buck Lake! 2023 HVAC! 2019 Well pump! 2018 Roof and gutters! NEW Kitchen ren...	3 beds \| 2 baths \| 1,524 sq.ft.	$375,000	Airbnb cash on cash: 1.19% Traditional cash on cash: 3.38% Airbnb Rental Income: $1694 Traditional Rental Income: $1991 Airbnb ROI: 1.19% Traditional ROI: 3.38%
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%
8251 Chickasaw Trail Tallahassee, FL Welcome home to this adorable 3 bed, 2 bath cottage located in the highly desirable Killea...	3 beds \| 2 baths \| 1,206 sq.ft.	$310,000	Airbnb cash on cash: 4.01% Traditional cash on cash: 3.99% Airbnb Rental Income: $2411 Traditional Rental Income: $1815 Airbnb ROI: 4.01% Traditional ROI: 3.99%
1803 Aaron Road Tallahassee, FL Welcome to 1803 Aaron Drive-a beautifully maintained and thoughtfully updated home that pe...	4 beds \| 2 baths \| 1,863 sq.ft.	$339,000	Airbnb cash on cash: 2.38% Traditional cash on cash: 5.28% Airbnb Rental Income: $1777 Traditional Rental Income: $2217 Airbnb ROI: 2.38% Traditional ROI: 5.28%
2558 Grove Landing Court Tallahassee, FL Tucked away at the end of a quiet cul-de-sac, this well maintained Southwood home offers p...	3 beds \| 2 baths \| 1,457 sq.ft.	$410,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 3.12% Airbnb Rental Income: $1431 Traditional Rental Income: $2052 Airbnb ROI: 0.39% Traditional ROI: 3.12%
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.	$335,000	Airbnb cash on cash: 2.46% Traditional cash on cash: 4.12% Airbnb Rental Income: $1765 Traditional Rental Income: $1805 Airbnb ROI: 2.46% Traditional ROI: 4.12%
6476 Cavalcade Trail Tallahassee, FL This 4 bedroom, 2 bath home is on a spacious corner-lot in the highly sought-after Killear...	4 beds \| 2 baths \| 1,507 sq.ft.	$315,000	Airbnb cash on cash: 2.88% Traditional cash on cash: 4.81% Airbnb Rental Income: $1940 Traditional Rental Income: $2001 Airbnb ROI: 2.88% Traditional ROI: 4.81%
2738 W Tharpe Street Tallahassee, FL Your Perfect Condo Opportunity in Savannah Crossing! Discover this charming two-story cond...	3 beds \| 3 baths \| 1,209 sq.ft.	$155,000	Airbnb cash on cash: 4.28% Traditional cash on cash: 8.92% Airbnb Rental Income: $1434 Traditional Rental Income: $1693 Airbnb ROI: 4.28% Traditional ROI: 8.92%
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.	$199,900	Airbnb cash on cash: 2.11% Traditional cash on cash: 5.23% Airbnb Rental Income: $1373 Traditional Rental Income: $1547 Airbnb ROI: 2.11% Traditional ROI: 5.23%
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%
2014 Valkyrie Court Tallahassee, FL Make this one first on your list! Located at the end of a quiet cul-de-sac in Glen Hawk su...	3 beds \| 2 baths \| 1,185 sq.ft.	$239,000	Airbnb cash on cash: 2.8% Traditional cash on cash: 4.42% Airbnb Rental Income: $1753 Traditional Rental Income: $1636 Airbnb ROI: 2.8% Traditional ROI: 4.42%
9022 Winged Foot Drive Tallahassee, FL Welcome to Golden Eagle - one of Tallahassee's premier gated communities, known for its fa...	3 beds \| 3 baths \| 2,740 sq.ft.	$639,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 3.2% Airbnb Rental Income: $2411 Traditional Rental Income: $3314 Airbnb ROI: 0.69% Traditional ROI: 3.2%
3212 Springdale Drive Tallahassee, FL Lovely Lakeshore Living! This cozy casa features 4 bedrooms, 2.5 bathrooms, a private rec ...	4 beds \| 3 baths \| 2,532 sq.ft.	$399,900	Airbnb cash on cash: 1.72% Traditional cash on cash: 4.59% Airbnb Rental Income: $2094 Traditional Rental Income: $2631 Airbnb ROI: 1.72% Traditional ROI: 4.59%
8186 Blue Quill Trail Tallahassee, FL An incredible opportunity to own a move-in ready, gorgeous pool home in little known Deerw...	3 beds \| 2 baths \| 2,348 sq.ft.	$490,000	Airbnb cash on cash: 2.24% Traditional cash on cash: 3.64% Airbnb Rental Income: $2411 Traditional Rental Income: $2462 Airbnb ROI: 2.24% Traditional ROI: 3.64%
3326 Argonaut Drive Tallahassee, FL Beautiful, 3 Bedroom 2 Bath, Recent Updates Include, New Kitchen Cabinets, New Countertops...	3 beds \| 2 baths \| 1,224 sq.ft.	$219,900	Airbnb cash on cash: 3.26% Traditional cash on cash: 5.59% Airbnb Rental Income: $1597 Traditional Rental Income: $1626 Airbnb ROI: 3.26% Traditional ROI: 5.59%
5148 Holly Fern Trace Tallahassee, FL Welcome home to comfort and convenience, paired with classy finishes // Low maintenance li...	3 beds \| 2 baths \| 1,510 sq.ft.	$400,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 2.68% Airbnb Rental Income: $2082 Traditional Rental Income: $2074 Airbnb ROI: 1.27% Traditional ROI: 2.68%
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.	$199,000	Airbnb cash on cash: 3.48% Traditional cash on cash: 9.16% Airbnb Rental Income: $1832 Traditional Rental Income: $2411 Airbnb ROI: 3.48% Traditional ROI: 9.16%
4005 Clematis Court Tallahassee, FL Nestled in a quiet, sought-after neighborhood, this charming 4-bedroom, 3-bathroom home at...	4 beds \| 3 baths \| 2,328 sq.ft.	$330,000	Airbnb cash on cash: 2.53% Traditional cash on cash: 6.4% Airbnb Rental Income: $1979 Traditional Rental Income: $2661 Airbnb ROI: 2.53% Traditional ROI: 6.4%
6069 Thackeray Lane Tallahassee, FL Private gated, 2.55 acre estate-style homesite in Northshire! A+ rated schools & convenien...	4 beds \| 3 baths \| 3,060 sq.ft.	$660,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 3.48% Airbnb Rental Income: $1961 Traditional Rental Income: $3364 Airbnb ROI: 0.36% Traditional ROI: 3.48%
627 Raspberry Way Tallahassee, FL Absolutely breathtaking and better than new, this meticulously crafted 2023 home offers lu...	4 beds \| 4 baths \| 3,087 sq.ft.	$1,100,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 2.08% Airbnb Rental Income: $1948 Traditional Rental Income: $3372 Airbnb ROI: 0.19% Traditional ROI: 2.08%
1838 Fernando Lane Tallahassee, FL Gorgeous 3 bedroom, 3 bath home in midtown location. This beautifully updated home offers ...	3 beds \| 3 baths \| 1,432 sq.ft.	$267,000	Airbnb cash on cash: 3.33% Traditional cash on cash: 5.18% Airbnb Rental Income: $1917 Traditional Rental Income: $1874 Airbnb ROI: 3.33% Traditional ROI: 5.18%
3770 Laurel Trace Way Tallahassee, FL Very Motivated Seller! Stunning two story located at end of cul de sac in popular Laurel T...	3 beds \| 3 baths \| 1,687 sq.ft.	$304,000	Airbnb cash on cash: 1.43% Traditional cash on cash: 3.83% Airbnb Rental Income: $1708 Traditional Rental Income: $1920 Airbnb ROI: 1.43% Traditional ROI: 3.83%
741 White Drive Tallahassee, FL Move-In Ready, FURNISHED Unit in a Nicely Updated & Modern Upscale Condo Complex. Easy & C...	2 beds \| 2 baths \| 984 sq.ft.	$185,900	Airbnb cash on cash: 1.82% Traditional cash on cash: 4.94% Airbnb Rental Income: $1363 Traditional Rental Income: $1499 Airbnb ROI: 1.82% Traditional ROI: 4.94%
1195 Ocala Road Tallahassee, FL Now vacant and easy to show!! Welcome to this beautifully renovated and remodeled end unit...	2 beds \| 1 baths \| 880 sq.ft.	$168,900	Airbnb cash on cash: 4% Traditional cash on cash: 5.53% Airbnb Rental Income: $1363 Traditional Rental Income: $1192 Airbnb ROI: 4% Traditional ROI: 5.53%
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.	$173,000	Airbnb cash on cash: -3.04% Traditional cash on cash: 2.67% Airbnb Rental Income: $824 Traditional Rental Income: $1439 Airbnb ROI: -3.04% Traditional ROI: 2.67%
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.	$149,900	Airbnb cash on cash: 6.84% Traditional cash on cash: 7.32% Airbnb Rental Income: $1793 Traditional Rental Income: $1373 Airbnb ROI: 6.84% Traditional ROI: 7.32%
2325 W Pensacola Street unit: 225 #225 Tallahassee, FL 3 bed, 2 bath condo is perfect for students, or young professionals, or small family with ...	3 beds \| 2 baths \| 1,251 sq.ft.	$77,900	Airbnb cash on cash: 5.14% Traditional cash on cash: 9.9% Airbnb Rental Income: $1557 Traditional Rental Income: $1474 Airbnb ROI: 5.14% Traditional ROI: 9.9%
1915 SUNSET Lane Tallahassee, FL IN-TOWN LOCATION! (Possible 4th bedroom!) ATTRACTIVE BRICK HOME on gorgeous lot in Forest ...	3 beds \| 2 baths \| 1,395 sq.ft.	$262,000	Airbnb cash on cash: 2.4% Traditional cash on cash: 5.1% Airbnb Rental Income: $1608 Traditional Rental Income: $1820 Airbnb ROI: 2.4% Traditional ROI: 5.1%
2114 Shangri La Tallahassee, FL This tranquil townhome backs to the Lake Jackson Indian Mounds park. Access the trails fro...	2 beds \| 2 baths \| 1,478 sq.ft.	$214,900	Airbnb cash on cash: 4.6% Traditional cash on cash: 6.65% Airbnb Rental Income: $1911 Traditional Rental Income: $1820 Airbnb ROI: 4.6% Traditional ROI: 6.65%

Real Estate investment in Tallahassee, FL

There are 965 properties for sale in the city of Tallahassee . The median list price in Tallahassee is $334,900 and the average price per square foot is $181. In September 2025, the average monthly cash on cash return in Tallahassee is 4.00%. The average monthly rental income in Tallahassee is $1,906.

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

There are 965 investment properties available for sale in Tallahassee.

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

The ROI for Long-Term is higher than the Short-Term in Tallahassee with average rental income of $1,906.

Your search for investment property begins and ends here

Investment Property for Sale in Tallahassee, FL

7785 N BRIARCREEK Road

Tallahassee, FL

4 beds | 2 baths | 2,052 sq.ft.

$428,900

Airbnb cash on cash: 1.22%

Traditional cash on cash: 3.65%

Airbnb Rental Income: $1948

Traditional Rental Income: $2412

Airbnb ROI: 1.22%

Traditional ROI: 3.65%

4287 Raleigh Way

Tallahassee, FL

3 beds | 3 baths | 1,626 sq.ft.

$389,900

Airbnb cash on cash: 1.32%

Traditional cash on cash: 2.9%

Airbnb Rental Income: $1941

Traditional Rental Income: $2005

Airbnb ROI: 1.32%

Traditional ROI: 2.9%

2641 Fenwood

Tallahassee, FL

3 beds | 3 baths | 1,687 sq.ft.

$305,000

Airbnb cash on cash: 2.27%

Traditional cash on cash: 5%

Airbnb Rental Income: $1708

Traditional Rental Income: $2017

Airbnb ROI: 2.27%

Traditional ROI: 5%

5684 BRAVEHEART Way

Tallahassee, FL

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

$499,900

Airbnb cash on cash: 1.06%

Traditional cash on cash: 3.87%

Airbnb Rental Income: $2007

Traditional Rental Income: $2798

Airbnb ROI: 1.06%

Traditional ROI: 3.87%

1371 Millstream Road

Tallahassee, FL

3 beds | 3 baths | 2,622 sq.ft.

$595,000

Airbnb cash on cash: 0%

Traditional cash on cash: 3.31%

Airbnb Rental Income: $1597

Traditional Rental Income: $2984

Airbnb ROI: 0%

Traditional ROI: 3.31%

1910 Hidden Valley

Tallahassee, FL

2 beds | 2 baths | 1,148 sq.ft.

$220,000

Airbnb cash on cash: 2.36%

Traditional cash on cash: 4.83%

Airbnb Rental Income: $1536

Traditional Rental Income: $1606

Airbnb ROI: 2.36%

Traditional ROI: 4.83%

3162 Corrib Drive

Tallahassee, FL

4 beds | 3 baths | 2,060 sq.ft.

$465,000

Airbnb cash on cash: 0.85%

Traditional cash on cash: 3.67%

Airbnb Rental Income: $1940

Traditional Rental Income: $2653

Airbnb ROI: 0.85%

Traditional ROI: 3.67%

9525 Woodland Hills Way

Tallahassee, FL

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

$2,790,000

Airbnb cash on cash: -1.13%

Traditional cash on cash: 0.82%

Airbnb Rental Income: $1961

Traditional Rental Income: $6482

Airbnb ROI: -1.13%