Real Estate Investment Properties for Sale in Chiefland, FL

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

Explore a variety of short-term homes & houses in Chiefland, FL. Invest wisely with VRBO & Chiefland, 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 Chiefland, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2691 NW 74th Ter Chiefland, FL WELCOME to this Beautifully Upgraded Chiefland Home 3/2 home situated on 0.24 acres in Chi...	3 beds \| 2 baths \| 1,296 sq.ft.	$154,900	Airbnb cash on cash: 1.23% Traditional cash on cash: 9.15% Airbnb Rental Income: $868 Traditional Rental Income: $1708 Airbnb ROI: 1.23% Traditional ROI: 9.15%
313 SW 8th Ct Chiefland, FL Spacious 2 bedroom 2 bathroom brick/block home with so many possibilities!! Located off a ...	3 beds \| 2 baths \| 2,352 sq.ft.	$165,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 5.77% Airbnb Rental Income: $868 Traditional Rental Income: $1257 Airbnb ROI: 1.18% Traditional ROI: 5.77%
9796 NW 59th Pl Chiefland, FL AS IS Investment Property 2-bedroom, 2 -bathroom home. This residence boasts a spacious l...	2 beds \| 1 baths \| 1,134 sq.ft.	$124,900	Airbnb cash on cash: 7.42% Traditional cash on cash: 10.02% Airbnb Rental Income: $1676 Traditional Rental Income: $1520 Airbnb ROI: 7.42% Traditional ROI: 10.02%
308 SW 2nd Ave Chiefland, FL Price improvement , special incentive being offered with Preferred Lender * Amazing 3 bedr...	3 beds \| 2 baths \| 1,163 sq.ft.	$217,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 1.8% Airbnb Rental Income: $868 Traditional Rental Income: $945 Airbnb ROI: -0.19% Traditional ROI: 1.8%
1670 State Rd 24 #Otter Creek Chiefland, FL UNEXPECTED LUXURY IN THE WOODS - perfect family retreat or full-time 3/3 home. Lots of roo...	3 beds \| 3 baths \| 1,803 sq.ft.	$365,000	Airbnb cash on cash: -0.95% Traditional cash on cash: 4.83% Airbnb Rental Income: $868 Traditional Rental Income: $2515 Airbnb ROI: -0.95% Traditional ROI: 4.83%
3551 NW 60th Ave Chiefland, FL COUNTRY DREAMS COME TRUE ~ Chiefland, FL 10-acre fully-fenced farm ~ Welcome home to a pla...	3 beds \| 2 baths \| 1,891 sq.ft.	$499,900	Airbnb cash on cash: -0.51% Traditional cash on cash: 0.83% Airbnb Rental Income: $868 Traditional Rental Income: $1162 Airbnb ROI: -0.51% Traditional ROI: 0.83%
615 E Park Ave Chiefland, FL Totally Remodeled Concrete Block Home!! Top to bottom this 3/2 home has been updated to 20...	3 beds \| 2 baths \| 1,096 sq.ft.	$230,999	Airbnb cash on cash: 0.04% Traditional cash on cash: 1.7% Airbnb Rental Income: $868 Traditional Rental Income: $897 Airbnb ROI: 0.04% Traditional ROI: 1.7%
1191 NW 120th St Chiefland, FL PRICE REDUCED!!!! Seller motivated. Property back on the market due to previous contract c...	2 beds \| 2 baths \| 2,000 sq.ft.	$499,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 3.31% Airbnb Rental Income: $1676 Traditional Rental Income: $2387 Airbnb ROI: 0.78% Traditional ROI: 3.31%
1025 NE 4th St Chiefland, FL New PRICE IMPROVEMENT! Looking for a GREAT Investment, want to expand your rental portfoli...	3 beds \| 1 baths \| 1,250 sq.ft.	$190,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 7.1% Airbnb Rental Income: $868 Traditional Rental Income: $1835 Airbnb ROI: -0.1% Traditional ROI: 7.1%
4651 NE 108th Pl Chiefland, FL LOCATION! WINDING RIVER PRESERVE Come and enjoy all the outdoors has to offer, hunting, fi...	3 beds \| 2 baths \| 912 sq.ft.	$675,000	Airbnb cash on cash: -0.71% Traditional cash on cash: 1.46% Airbnb Rental Income: $868 Traditional Rental Income: $1903 Airbnb ROI: -0.71% Traditional ROI: 1.46%
5590 NW 76th Ave Chiefland, FL Welcome to peaceful country living in Chiefland, Florida! This well-maintained 2 bedroom, ...	2 beds \| 2 baths \| 924 sq.ft.	$189,000	Airbnb cash on cash: 4.2% Traditional cash on cash: 7.07% Airbnb Rental Income: $1676 Traditional Rental Income: $1723 Airbnb ROI: 4.2% Traditional ROI: 7.07%
9492 NW 46th Pl Chiefland, FL Make an appointment to view this beautiful cedar home located in the center of 5 acres of ...	3 beds \| 2 baths \| 2,212 sq.ft.	$595,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 4.95% Airbnb Rental Income: $868 Traditional Rental Income: $3443 Airbnb ROI: -0.28% Traditional ROI: 4.95%
10151 NW 70th St Chiefland, FL A Private Slice of Paradise on 73 Acres of Elegance and Serenity Welcome to your dream...	4 beds \| 4 baths \| 2,898 sq.ft.	$1,799,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 1.87% Airbnb Rental Income: $6815 Traditional Rental Income: $5800 Airbnb ROI: 1.69% Traditional ROI: 1.87%
15645 NW 46th Ln Chiefland, FL You'll love this gorgeous 2-story home located just 20 minutes to Ceder Key & the Gulf of ...	3 beds \| 3 baths \| 1,980 sq.ft.	$699,999	Airbnb cash on cash: -1.16% Traditional cash on cash: 0.64% Airbnb Rental Income: $868 Traditional Rental Income: $1709 Airbnb ROI: -1.16% Traditional ROI: 0.64%
7251 NW 40th St Chiefland, FL Bring the horses, the chickens, the equipment, and the toys. This high-and-dry 2.5-acre Ch...	3 beds \| 2 baths \| 1,723 sq.ft.	$365,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 5.16% Airbnb Rental Income: $868 Traditional Rental Income: $2470 Airbnb ROI: -0.49% Traditional ROI: 5.16%
10150 NW 35th Ave Chiefland, FL Discover country living at its best with this 3-bedroom, 2-bath home situated on 16 beauti...	3 beds \| 2 baths \| 1,800 sq.ft.	$400,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 5.4% Airbnb Rental Income: $868 Traditional Rental Income: $2499 Airbnb ROI: 0.16% Traditional ROI: 5.4%
0000 SW County Road 347 Chiefland, FL 0000 SW County Road 347, Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$525,000	Airbnb cash on cash: 1.67% Traditional cash on cash: 0.6% Airbnb Rental Income: $2476 Traditional Rental Income: $1350 Airbnb ROI: 1.67% Traditional ROI: 0.6%
Lot 9 NW 10th Ave Chiefland, FL Lot 9 NW 10th Ave, Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$168,000	Airbnb cash on cash: 9.24% Traditional cash on cash: 5.66% Airbnb Rental Income: $2476 Traditional Rental Income: $1301 Airbnb ROI: 9.24% Traditional ROI: 5.66%
Lot 7 NW 10th Ave Chiefland, FL Lot 7 NW 10th Ave, Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$210,000	Airbnb cash on cash: 7.07% Traditional cash on cash: 4.18% Airbnb Rental Income: $2476 Traditional Rental Income: $1301 Airbnb ROI: 7.07% Traditional ROI: 4.18%
0 N Young Blvd Chiefland, FL 0 N Young Blvd, Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$190,000	Airbnb cash on cash: 7.98% Traditional cash on cash: 5.08% Airbnb Rental Income: $2476 Traditional Rental Income: $1350 Airbnb ROI: 7.98% Traditional ROI: 5.08%
5.7 acre SW 4th Ave Chiefland, FL 5.7 acre SW 4th Ave, Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$275,000	Airbnb cash on cash: 4.99% Traditional cash on cash: 2.97% Airbnb Rental Income: $2476 Traditional Rental Income: $1350 Airbnb ROI: 4.99% Traditional ROI: 2.97%
00 NW 50th St Chiefland, FL 00 NW 50th St, Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$617,500	Airbnb cash on cash: 1.21% Traditional cash on cash: 0.3% Airbnb Rental Income: $2476 Traditional Rental Income: $1350 Airbnb ROI: 1.21% Traditional ROI: 0.3%
SW 4th Ave Chiefland, FL SW 4th Ave, Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$275,000	Airbnb cash on cash: 4.99% Traditional cash on cash: 2.97% Airbnb Rental Income: $2476 Traditional Rental Income: $1350 Airbnb ROI: 4.99% Traditional ROI: 2.97%
6301 NW 140th St Chiefland, FL 6301 NW 140th St, Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$1,200,000	Airbnb cash on cash: -0.29% Traditional cash on cash: -0.76% Airbnb Rental Income: $2476 Traditional Rental Income: $1351 Airbnb ROI: -0.29% Traditional ROI: -0.76%
NW 140th Ave Chiefland, FL NW 140th Ave, Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$200,000	Airbnb cash on cash: 7.51% Traditional cash on cash: 4.75% Airbnb Rental Income: $2476 Traditional Rental Income: $1351 Airbnb ROI: 7.51% Traditional ROI: 4.75%
00 N Hwy 19 Chiefland, FL 00 N Hwy 19, Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$400,000	Airbnb cash on cash: 2.87% Traditional cash on cash: 1.47% Airbnb Rental Income: $2476 Traditional Rental Income: $1351 Airbnb ROI: 2.87% Traditional ROI: 1.47%
Lot 3 NW 130th St Chiefland, FL Lot 3 NW 130th St, Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$168,000	Airbnb cash on cash: 9.24% Traditional cash on cash: 5.96% Airbnb Rental Income: $2476 Traditional Rental Income: $1350 Airbnb ROI: 9.24% Traditional ROI: 5.96%
00 US 19 Hwy Chiefland, FL 00 U.s. Hwy 19, Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$399,000	Airbnb cash on cash: 2.88% Traditional cash on cash: 1.48% Airbnb Rental Income: $2476 Traditional Rental Income: $1351 Airbnb ROI: 2.88% Traditional ROI: 1.48%
00 US 19 Chiefland, FL 00 US 19, Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$399,000	Airbnb cash on cash: 2.88% Traditional cash on cash: 1.48% Airbnb Rental Income: $2476 Traditional Rental Income: $1351 Airbnb ROI: 2.88% Traditional ROI: 1.48%
Lot 1 Country Hall Rd Chiefland, FL Lot 1 Not Named, Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$189,900	Airbnb cash on cash: 7.99% Traditional cash on cash: 5.08% Airbnb Rental Income: $2476 Traditional Rental Income: $1350 Airbnb ROI: 7.99% Traditional ROI: 5.08%
TBD US Hwy 19 (N Young Blvd) Chiefland, FL TBD US Hwy 19 (N Young Blvd), Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$825,000	Airbnb cash on cash: 0.43% Traditional cash on cash: -0.25% Airbnb Rental Income: $2476 Traditional Rental Income: $1350 Airbnb ROI: 0.43% Traditional ROI: -0.25%
Lot 2 Country Hall Rd Chiefland, FL Lot 2 Not Named, Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$189,900	Airbnb cash on cash: 7.99% Traditional cash on cash: 1.83% Airbnb Rental Income: $2476 Traditional Rental Income: $763 Airbnb ROI: 7.99% Traditional ROI: 1.83%
11380 NW 92nd Ct Chiefland, FL Imagine ending your day on the covered back porch, surrounded by quiet country skies, whil...	3 beds \| 2 baths \| 1,580 sq.ft.	$339,900	Airbnb cash on cash: 0.32% Traditional cash on cash: 6.65% Airbnb Rental Income: $868 Traditional Rental Income: $2556 Airbnb ROI: 0.32% Traditional ROI: 6.65%
Lot 7 Country Hall Rd Chiefland, FL Lot 7 Country Hall Rd, Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$193,200	Airbnb cash on cash: 7.83% Traditional cash on cash: 1.77% Airbnb Rental Income: $2476 Traditional Rental Income: $763 Airbnb ROI: 7.83% Traditional ROI: 1.77%
Lot 6 Country Hall Rd Chiefland, FL Lot 6 Country Hall Rd, Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$193,200	Airbnb cash on cash: 7.83% Traditional cash on cash: 1.77% Airbnb Rental Income: $2476 Traditional Rental Income: $763 Airbnb ROI: 7.83% Traditional ROI: 1.77%
Lot 4 Country Hall Rd Chiefland, FL Lot 4 Country Hall Rd, Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$189,900	Airbnb cash on cash: 7.99% Traditional cash on cash: 1.83% Airbnb Rental Income: $2476 Traditional Rental Income: $763 Airbnb ROI: 7.99% Traditional ROI: 1.83%
Lot 3 Country Hall Rd Chiefland, FL Lot 3 Country Hall Rd, Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$189,900	Airbnb cash on cash: 7.99% Traditional cash on cash: 1.83% Airbnb Rental Income: $2476 Traditional Rental Income: $763 Airbnb ROI: 7.99% Traditional ROI: 1.83%
Lot 5 Country Hall Rd Chiefland, FL Lot 5 Country Hall Rd, Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$189,900	Airbnb cash on cash: 7.99% Traditional cash on cash: 1.83% Airbnb Rental Income: $2476 Traditional Rental Income: $763 Airbnb ROI: 7.99% Traditional ROI: 1.83%
13550 NW Old Fannin Rd Chiefland, FL 13550 NW Old Fannin Rd, Chiefland, FL 32626 \| Other	N/A beds \| N/A baths \| N/A	$7,000,000	Airbnb cash on cash: -1.61% Traditional cash on cash: -1.78% Airbnb Rental Income: $2476 Traditional Rental Income: $763 Airbnb ROI: -1.61% Traditional ROI: -1.78%

Real Estate investment in Chiefland, FL

There are 130 properties for sale in the city of Chiefland . The median list price in Chiefland is $159,894 and the average price per square foot is $93. In November 2026, the average monthly cash on cash return in Chiefland is 5.00%. The average monthly rental income in Chiefland is $1,350.

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

There are 130 investment properties available for sale in Chiefland.

In 2026, the best neighborhood to buy investment property is Chiefland.

The ROI for Short-Term is higher than the Long-Term in Chiefland with average rental income of $2,476.

Your search for investment property begins and ends here

Investment Property for Sale in Chiefland, FL

2691 NW 74th Ter

Chiefland, FL

3 beds | 2 baths | 1,296 sq.ft.

$154,900

Airbnb cash on cash: 1.23%

Traditional cash on cash: 9.15%

Airbnb Rental Income: $868

Traditional Rental Income: $1708

Airbnb ROI: 1.23%

Traditional ROI: 9.15%

313 SW 8th Ct

Chiefland, FL

3 beds | 2 baths | 2,352 sq.ft.

$165,000

Airbnb cash on cash: 1.18%

Traditional cash on cash: 5.77%

Airbnb Rental Income: $868

Traditional Rental Income: $1257

Airbnb ROI: 1.18%

Traditional ROI: 5.77%

9796 NW 59th Pl

Chiefland, FL

2 beds | 1 baths | 1,134 sq.ft.

$124,900

Airbnb cash on cash: 7.42%

Traditional cash on cash: 10.02%

Airbnb Rental Income: $1676

Traditional Rental Income: $1520

Airbnb ROI: 7.42%

Traditional ROI: 10.02%

308 SW 2nd Ave

Chiefland, FL

3 beds | 2 baths | 1,163 sq.ft.

$217,000

Airbnb cash on cash: -0.19%

Traditional cash on cash: 1.8%

Airbnb Rental Income: $868

Traditional Rental Income: $945

Airbnb ROI: -0.19%

Traditional ROI: 1.8%

1670 State Rd 24 #Otter Creek

Chiefland, FL

3 beds | 3 baths | 1,803 sq.ft.

$365,000

Airbnb cash on cash: -0.95%

Traditional cash on cash: 4.83%

Airbnb Rental Income: $868

Traditional Rental Income: $2515

Airbnb ROI: -0.95%

Traditional ROI: 4.83%

3551 NW 60th Ave

Chiefland, FL

3 beds | 2 baths | 1,891 sq.ft.

$499,900

Airbnb cash on cash: -0.51%

Traditional cash on cash: 0.83%

Airbnb Rental Income: $868

Traditional Rental Income: $1162

Airbnb ROI: -0.51%

Traditional ROI: 0.83%

615 E Park Ave

Chiefland, FL

3 beds | 2 baths | 1,096 sq.ft.

$230,999

Airbnb cash on cash: 0.04%

Traditional cash on cash: 1.7%

Airbnb Rental Income: $868

Traditional Rental Income: $897

Airbnb ROI: 0.04%

Traditional ROI: 1.7%

1191 NW 120th St

Chiefland, FL

2 beds | 2 baths | 2,000 sq.ft.

$499,000

Airbnb cash on cash: 0.78%

Traditional cash on cash: 3.31%

Airbnb Rental Income: $1676

Traditional Rental Income: $2387

Airbnb ROI: 0.78%