Real Estate Investment Properties for Sale in Obrien, FL

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
22207 135TH COURT Obrien, FL Your expansive riverfront oasis awaits! This spacious 4 bed/3.5 bath home sits less than 6...	4 beds \| 4 baths \| 2,752 sq.ft.	$499,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 5.49% Airbnb Rental Income: $1511 Traditional Rental Income: $3536 Airbnb ROI: 0.21% Traditional ROI: 5.49%
2370 256TH TERR Obrien, FL Looking for peace, privacy, and modern living? This brand new 32x76, 4-bedroom, 2-bath hom...	4 beds \| 2 baths \| 2,300 sq.ft.	$319,000	Airbnb cash on cash: 1.37% Traditional cash on cash: 6.74% Airbnb Rental Income: $1511 Traditional Rental Income: $2681 Airbnb ROI: 1.37% Traditional ROI: 6.74%
22205 N CR 349 Obrien, FL With 18.3 acres of pristine land with approximately 600 feet of serene river frontage, thi...	3 beds \| 2 baths \| 1,800 sq.ft.	$795,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 1.68% Airbnb Rental Income: $1232 Traditional Rental Income: $2459 Airbnb ROI: -0.51% Traditional ROI: 1.68%
Investment Properties for Sale in Other Cities of Florida
921 Lighthouse Lagoon Court Panama City Beach , FL Deep water executive home with significant upgrades and a 10,000-pound boat lift accommoda...	4 beds \| 3 baths \| N/A	$974,000	Airbnb cash on cash: 1% Traditional cash on cash: 1.51% Airbnb Rental Income: $3630 Traditional Rental Income: $3304 Airbnb ROI: 1% Traditional ROI: 1.51%
7628 Preservation Road Tallahassee , FL All brick, golf course frontage in Summerbrooke! This home is stunning and has been update...	4 beds \| 4 baths \| 3,772 sq.ft.	$925,000	Airbnb cash on cash: 1.39% Traditional cash on cash: 2.21% Airbnb Rental Income: $4202 Traditional Rental Income: $4016 Airbnb ROI: 1.39% Traditional ROI: 2.21%
2661 HAWKS LANDING BOULEVARD Palm Harbor , FL Located within the gated community of Hawks Landing, 2661 Hawks Landing Blvd offers a comb...	5 beds \| 4 baths \| 5,114 sq.ft.	$2,600,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 0.76% Airbnb Rental Income: $8179 Traditional Rental Income: $6207 Airbnb ROI: 0.94% Traditional ROI: 0.76%
8345 SW 200th Ct Dunnellon , FL Welcome to Your Half-Acre Florida Retreat! Set on a beautiful half-acre lot, this charmin...	2 beds \| 2 baths \| 1,249 sq.ft.	$325,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 3.08% Airbnb Rental Income: $1257 Traditional Rental Income: $1694 Airbnb ROI: 0.35% Traditional ROI: 3.08%
2915 E WATERS AVENUE Tampa , FL The property is right on the river! The house is very comfortable with open floor plan and...	3 beds \| 2 baths \| 1,502 sq.ft.	$575,000	Airbnb cash on cash: -1.82% Traditional cash on cash: 2.76% Airbnb Rental Income: $728 Traditional Rental Income: $2874 Airbnb ROI: -1.82% Traditional ROI: 2.76%
2216 W Skagway Ave Tampa , FL Wonderful opportunity to own in Carroll City. This updated 4 bedroom, 2 bath home has a la...	4 beds \| 2 baths \| 2,294 sq.ft.	$427,500	Airbnb cash on cash: 0.51% Traditional cash on cash: 5.13% Airbnb Rental Income: $1132 Traditional Rental Income: $2606 Airbnb ROI: 0.51% Traditional ROI: 5.13%
8423 N Otis Ave Tampa , FL 8423 N Otis Ave, Tampa, FL 33604 \| Single Family Residential	4 beds \| 3 baths \| 1,884 sq.ft.	$425,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 4.55% Airbnb Rental Income: $1132 Traditional Rental Income: $2655 Airbnb ROI: -0.22% Traditional ROI: 4.55%
7806 N Van Dyke Pl Tampa , FL MUST SEE!!! This FULLY RENOVATED home in the heart of Tampa - where no detail has been ove...	3 beds \| 3 baths \| 1,604 sq.ft.	$375,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 5.16% Airbnb Rental Income: $925 Traditional Rental Income: $2419 Airbnb ROI: -0.06% Traditional ROI: 5.16%
1705 W Norfolk St Tampa , FL Welcome to this unique and versatile single-family home with NO HOA or CDD fees, located i...	3 beds \| 3 baths \| 2,044 sq.ft.	$549,900	Airbnb cash on cash: -0.78% Traditional cash on cash: 3.96% Airbnb Rental Income: $943 Traditional Rental Income: $3030 Airbnb ROI: -0.78% Traditional ROI: 3.96%
6106 N Lynn Ave Tampa , FL 6106 N Lynn Ave, Tampa, FL 33604 \| Single Family Residential	4 beds \| 2 baths \| 2,504 sq.ft.	$700,000	Airbnb cash on cash: -1.59% Traditional cash on cash: 2.1% Airbnb Rental Income: $566 Traditional Rental Income: $2692 Airbnb ROI: -1.59% Traditional ROI: 2.1%
1311 E Sligh Ave Tampa , FL 1311 E Sligh Ave, Tampa, FL 33604 \| Single Family Residential	3 beds \| 2 baths \| 1,300 sq.ft.	$275,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 5.99% Airbnb Rental Income: $902 Traditional Rental Income: $2134 Airbnb ROI: -0.07% Traditional ROI: 5.99%
375 Plymouth Rd West Palm Beach , FL Nestled in the heart of West Palm Beachâs sought-after SoSo neighborhood, this charming ...	3 beds \| 2 baths \| 1,967 sq.ft.	$2,295,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 0.89% Airbnb Rental Income: $2028 Traditional Rental Income: $4540 Airbnb ROI: -0.53% Traditional ROI: 0.89%
7308 Hager Way Orlando , FL 7308 Hager Way, Orlando, FL 32822 \| Single Family Residential	3 beds \| 1 baths \| 1,152 sq.ft.	$385,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 3.17% Airbnb Rental Income: $1099 Traditional Rental Income: $1920 Airbnb ROI: -0.13% Traditional ROI: 3.17%
4474 Twinview Ln Orlando , FL 4474 Twinview Ln, Orlando, FL 32814 \| Townhouse	4 beds \| 3 baths \| 3,197 sq.ft.	$1,049,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 0.1% Airbnb Rental Income: $2509 Traditional Rental Income: $2699 Airbnb ROI: -0.72% Traditional ROI: 0.1%
155 S Court Ave #1603 Orlando , FL 155 S Court Ave #1603, Orlando, FL 32801 \| Condo/Coop	1 beds \| 1 baths \| 615 sq.ft.	$205,000	Airbnb cash on cash: -1.36% Traditional cash on cash: 0.69% Airbnb Rental Income: $1318 Traditional Rental Income: $1309 Airbnb ROI: -1.36% Traditional ROI: 0.69%

Real Estate investment in Obrien, FL

There are 4 properties for sale in the city of Obrien . The median list price in Obrien is $374,950 and the average price per square foot is $181. In March 2026, the average monthly cash on cash return in Obrien is 9.00%. The average monthly rental income in Obrien is $1,118.

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

There are 4 investment properties available for sale in Obrien.

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

The ROI for Short-Term is higher than the Long-Term in Obrien with average rental income of $1,624.

Your search for investment property begins and ends here

Investment Property for Sale in Obrien, FL

22207 135TH COURT

Obrien, FL

4 beds | 4 baths | 2,752 sq.ft.

$499,000

Airbnb cash on cash: 0.21%

Traditional cash on cash: 5.49%

Airbnb Rental Income: $1511

Traditional Rental Income: $3536

Airbnb ROI: 0.21%

Traditional ROI: 5.49%

2370 256TH TERR

Obrien, FL

4 beds | 2 baths | 2,300 sq.ft.

$319,000

Airbnb cash on cash: 1.37%

Traditional cash on cash: 6.74%

Airbnb Rental Income: $1511

Traditional Rental Income: $2681

Airbnb ROI: 1.37%

Traditional ROI: 6.74%

22205 N CR 349

Obrien, FL

3 beds | 2 baths | 1,800 sq.ft.

$795,000

Airbnb cash on cash: -0.51%

Traditional cash on cash: 1.68%

Airbnb Rental Income: $1232

Traditional Rental Income: $2459

Airbnb ROI: -0.51%

Traditional ROI: 1.68%

Investment Properties for Sale in Other Cities of Florida

Panama City Beach , FL

4 beds | 3 baths | N/A

$974,000

Airbnb cash on cash: 1%

Traditional cash on cash: 1.51%

Airbnb Rental Income: $3630

Traditional Rental Income: $3304

Airbnb ROI: 1%

Traditional ROI: 1.51%

Tallahassee , FL

4 beds | 4 baths | 3,772 sq.ft.

$925,000

Airbnb cash on cash: 1.39%

Traditional cash on cash: 2.21%

Airbnb Rental Income: $4202

Traditional Rental Income: $4016

Airbnb ROI: 1.39%

Traditional ROI: 2.21%

Palm Harbor , FL

5 beds | 4 baths | 5,114 sq.ft.

$2,600,000

Airbnb cash on cash: 0.94%

Traditional cash on cash: 0.76%

Airbnb Rental Income: $8179

Traditional Rental Income: $6207

Airbnb ROI: 0.94%

Traditional ROI: 0.76%

Dunnellon , FL

2 beds | 2 baths | 1,249 sq.ft.

$325,000

Airbnb cash on cash: 0.35%

Traditional cash on cash: 3.08%

Airbnb Rental Income: $1257

Traditional Rental Income: $1694

Airbnb ROI: 0.35%

Traditional ROI: 3.08%

Tampa , FL

3 beds | 2 baths | 1,502 sq.ft.

$575,000

Airbnb cash on cash: -1.82%

Traditional cash on cash: 2.76%

Airbnb Rental Income: $728

Traditional Rental Income: $2874

Airbnb ROI: -1.82%

Traditional ROI: 2.76%

Tampa , FL

4 beds | 2 baths | 2,294 sq.ft.

$427,500