Real Estate Investment Properties for Sale in Pensacola, FL

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

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

Woodlawn Investment Property for Sale in Pensacola, FL

Search for Woodlawn Investment Property for Sale in Pensacola, Florida. Browse all of Mashvisor’s Woodlawn Investment Property listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 2,575 Woodlawn 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
4020 Indigo Dr Pensacola, FL NEW ROOF INSTALLED and BRAND NEW 4 TON AC UNIT WITH 10 YEAR WARRANTY! 4 Bed \| 2.5 Bath \| I...	4 beds \| 2 baths \| 2,958 sq.ft.	$749,500	Airbnb cash on cash: 4.31% Traditional cash on cash: 2.94% Airbnb Rental Income: $4951 Traditional Rental Income: $2978 Airbnb ROI: 4.31% Traditional ROI: 2.94%
353 S E St Pensacola, FL *QUICK MOVE-IN Very eye catching curb appeal and a warm welcoming feel to make this your...	3 beds \| 2 baths \| 1,496 sq.ft.	$355,000	Airbnb cash on cash: -0.74% Traditional cash on cash: 2.19% Airbnb Rental Income: $1194 Traditional Rental Income: $1780 Airbnb ROI: -0.74% Traditional ROI: 2.19%
174 Wildflower Ln Pensacola, FL GREAT INVESTMENT OPPORTUNITY, STARTER HOME OR RETIREMENT HOME! This 3BR/2BA patio home is ...	3 beds \| 2 baths \| 1,184 sq.ft.	$220,000	Airbnb cash on cash: 9.05% Traditional cash on cash: 4.33% Airbnb Rental Income: $3096 Traditional Rental Income: $1408 Airbnb ROI: 9.05% Traditional ROI: 4.33%
9944 Eleral Dr Pensacola, FL Discover the perfect blend of space, privacy, and convenience in Eleral Estates, a desirab...	4 beds \| 3 baths \| 3,000 sq.ft.	$525,000	Airbnb cash on cash: 4.19% Traditional cash on cash: 4.32% Airbnb Rental Income: $3915 Traditional Rental Income: $3137 Airbnb ROI: 4.19% Traditional ROI: 4.32%
6148 The Oaks Ln unit: B #B Pensacola, FL Price reduced! Welcome home to an oasis tucked away under a canopy of ancient live oaks. T...	3 beds \| 2 baths \| 2,148 sq.ft.	$275,000	Airbnb cash on cash: 1.1% Traditional cash on cash: 7.64% Airbnb Rental Income: $1267 Traditional Rental Income: $2562 Airbnb ROI: 1.1% Traditional ROI: 7.64%
10608 Chemstrand Rd Pensacola, FL This 3/1 has a newer metal roof and hvac system. This property is vacant and ready for ren...	3 beds \| 1 baths \| 812 sq.ft.	$164,900	Airbnb cash on cash: 1.9% Traditional cash on cash: 10.61% Airbnb Rental Income: $1051 Traditional Rental Income: $2058 Airbnb ROI: 1.9% Traditional ROI: 10.61%
7709 Dartmoor Dr Pensacola, FL This 3 bedroom, 1.5 bath home is just waiting to have new owners. New roof installed in 20...	3 beds \| 1 baths \| 1,124 sq.ft.	$174,900	Airbnb cash on cash: 1.96% Traditional cash on cash: 7.77% Airbnb Rental Income: $1051 Traditional Rental Income: $1656 Airbnb ROI: 1.96% Traditional ROI: 7.77%
2955 Newton Dr Pensacola, FL Nice 4 bedroom 3 bath house on quiet cul de sac off Scenic Hwy. Granite kitchen counters, ...	4 beds \| 3 baths \| 1,819 sq.ft.	$325,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 4.35% Airbnb Rental Income: $1577 Traditional Rental Income: $1999 Airbnb ROI: 1.5% Traditional ROI: 4.35%
811 Shadow Ridge Dr Pensacola, FL This 3 bedroom 2 bathroom home has 2071 square feet of living space and sits on .3 acres. ...	3 beds \| 2 baths \| 2,071 sq.ft.	$289,900	Airbnb cash on cash: 0.29% Traditional cash on cash: 5.73% Airbnb Rental Income: $1051 Traditional Rental Income: $2173 Airbnb ROI: 0.29% Traditional ROI: 5.73%
7117 Dale St Pensacola, FL Welcome to this charming Pensacola home, conveniently located just off N Palafox! With NO ...	N/A beds \| 2 baths \| 1,428 sq.ft.	$230,000	Airbnb cash on cash: 2.43% Traditional cash on cash: 6.56% Airbnb Rental Income: $1465 Traditional Rental Income: $1930 Airbnb ROI: 2.43% Traditional ROI: 6.56%
4491 La Mirage Pensacola, FL Experience coastal living in this charming Pensacola home situated in the highly sought af...	4 beds \| 3 baths \| 2,567 sq.ft.	$547,000	Airbnb cash on cash: 2.13% Traditional cash on cash: 3.86% Airbnb Rental Income: $2820 Traditional Rental Income: $3049 Airbnb ROI: 2.13% Traditional ROI: 3.86%
4357 Acacia Dr Pensacola, FL Great opportunity to own a beautifully renovated home in the heart of Pensacola. Located l...	N/A beds \| 2 baths \| 1,693 sq.ft.	$235,900	Airbnb cash on cash: 2.33% Traditional cash on cash: 7.02% Airbnb Rental Income: $1465 Traditional Rental Income: $2078 Airbnb ROI: 2.33% Traditional ROI: 7.02%
3110 Leesburg Sq Pensacola, FL Beautifully well maintained home in the coveted Spanish Trail area. Freshly painted, new ...	3 beds \| 2 baths \| 2,258 sq.ft.	$449,900	Airbnb cash on cash: -0.03% Traditional cash on cash: 2.56% Airbnb Rental Income: $1309 Traditional Rental Income: $1992 Airbnb ROI: -0.03% Traditional ROI: 2.56%
3031 Oak Pointe Dr Pensacola, FL Welcome to Marcus Pointe! Located in one of the best Golf Course Communities in Northwest ...	3 beds \| 2 baths \| 2,452 sq.ft.	$379,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 3.45% Airbnb Rental Income: $1454 Traditional Rental Income: $2020 Airbnb ROI: 0.64% Traditional ROI: 3.45%
1751 Foulis Dr Pensacola, FL This is a lovely Cordova Park home close to St. Pauls Church and school. There are authent...	3 beds \| 2 baths \| 1,703 sq.ft.	$375,000	Airbnb cash on cash: 3.4% Traditional cash on cash: 2.88% Airbnb Rental Income: $2568 Traditional Rental Income: $1769 Airbnb ROI: 3.4% Traditional ROI: 2.88%
13817 Perdido Key Dr #E601 Pensacola, FL RARE FIND! 3 bedroom, 2 bath units are seldom available for sale at Ocean Breeze. This bea...	3 beds \| 2 baths \| 1,344 sq.ft.	$625,000	Airbnb cash on cash: -2.26% Traditional cash on cash: 0.31% Airbnb Rental Income: $1110 Traditional Rental Income: $2238 Airbnb ROI: -2.26% Traditional ROI: 0.31%
8907 Abbington Dr Pensacola, FL Check out this beautiful, 1,822 square foot home in Pensacola featuring a brand new roof! ...	N/A beds \| 2 baths \| 1,822 sq.ft.	$270,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 5.57% Airbnb Rental Income: $622 Traditional Rental Income: $2024 Airbnb ROI: -1.09% Traditional ROI: 5.57%
225 Wildflower Ln Pensacola, FL New roof installed on May 7, 2017. Immaculate family home in The Cottages of Grandpoint. ...	3 beds \| 2 baths \| 1,520 sq.ft.	$262,500	Airbnb cash on cash: 7.31% Traditional cash on cash: 4.36% Airbnb Rental Income: $3096 Traditional Rental Income: $1661 Airbnb ROI: 7.31% Traditional ROI: 4.36%
706 Crooked Oak Dr Pensacola, FL Tranquil Retreat with Modern Conveniences! Nestled in a prime location offering both priva...	3 beds \| 3 baths \| 2,695 sq.ft.	$399,900	Airbnb cash on cash: -0.3% Traditional cash on cash: 5.64% Airbnb Rental Income: $1051 Traditional Rental Income: $2914 Airbnb ROI: -0.3% Traditional ROI: 5.64%
689 Mozingo Ln Pensacola, FL OPPORTUNITY! BACK ON THE MARKET! Don't pass up the home you've been waiting & watching for...	3 beds \| 2 baths \| 1,677 sq.ft.	$319,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 3.55% Airbnb Rental Income: $1051 Traditional Rental Income: $1741 Airbnb ROI: 0.03% Traditional ROI: 3.55%
2301 Majestic Dr Pensacola, FL Better than new 4 Bedroom 3 Full Bath executive estate home in prestigious Majestic Oaks o...	4 beds \| 3 baths \| 2,494 sq.ft.	$372,500	Airbnb cash on cash: -0.55% Traditional cash on cash: 4.31% Airbnb Rental Income: $898 Traditional Rental Income: $2257 Airbnb ROI: -0.55% Traditional ROI: 4.31%
3123 Cedarwood Village Pl Pensacola, FL This beautifully renovated two-story home is conveniently located less than a mile from re...	N/A beds \| 2 baths \| 1,308 sq.ft.	$235,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 5.65% Airbnb Rental Income: $1044 Traditional Rental Income: $1767 Airbnb ROI: 0.77% Traditional ROI: 5.65%
4907 Springhill Dr Pensacola, FL Walk into this Newly Renovated Home and You will want to Make it YOUR Home!!! Gorgeous, Gl...	N/A beds \| 2 baths \| 1,450 sq.ft.	$234,900	Airbnb cash on cash: 2.06% Traditional cash on cash: 5.35% Airbnb Rental Income: $1389 Traditional Rental Income: $1699 Airbnb ROI: 2.06% Traditional ROI: 5.35%
56 Maxfli Pl Pensacola, FL Welcome to Resort style living year-round. Stunning, single story, beach house located on ...	3 beds \| 2 baths \| 1,764 sq.ft.	$799,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 1.25% Airbnb Rental Income: $1110 Traditional Rental Income: $2367 Airbnb ROI: -0.94% Traditional ROI: 1.25%
14511 Perdido Key Dr #606 Pensacola, FL Looking for a Gulf-front condo for sale in Perdido Key? Explore Windemere Unit 606, a full...	2 beds \| 2 baths \| 1,170 sq.ft.	$590,000	Airbnb cash on cash: -3.1% Traditional cash on cash: -0.88% Airbnb Rental Income: $1129 Traditional Rental Income: $1973 Airbnb ROI: -3.1% Traditional ROI: -0.88%
5089 Pine Hollow Dr Pensacola, FL Pristine, split bedroom home in one of Pensacolaâs Most prestigious golf communities, Ma...	3 beds \| 2 baths \| 2,480 sq.ft.	$529,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 2.43% Airbnb Rental Income: $1454 Traditional Rental Income: $2252 Airbnb ROI: -0.06% Traditional ROI: 2.43%
2325 Summit Blvd Pensacola, FL You must see this Cordova Park 4 bedroom 2 bath home with office. The outside of the house...	4 beds \| 2 baths \| 2,152 sq.ft.	$425,000	Airbnb cash on cash: 4.22% Traditional cash on cash: 2.55% Airbnb Rental Income: $3252 Traditional Rental Income: $1859 Airbnb ROI: 4.22% Traditional ROI: 2.55%
520 W Gregory St Pensacola, FL TIMELESS CHARACTER! CHARMING CIRCA 1900 SOUTHERN COTTAGE WITH MODERN AMENITIES! LOCATION! ...	N/A beds \| 2 baths \| 1,274 sq.ft.	$500,000	Airbnb cash on cash: 1.23% Traditional cash on cash: 1.89% Airbnb Rental Income: $2085 Traditional Rental Income: $1859 Airbnb ROI: 1.23% Traditional ROI: 1.89%
8734 Bradfield Dr Pensacola, FL PRICE REDUCED & NEW PAINT: This fabulous home is practically new in one of the most conven...	4 beds \| 2 baths \| 2,274 sq.ft.	$367,900	Airbnb cash on cash: 9.24% Traditional cash on cash: 3.81% Airbnb Rental Income: $4951 Traditional Rental Income: $2065 Airbnb ROI: 9.24% Traditional ROI: 3.81%
1900 E Desoto St Pensacola, FL Corner lot with room for boat & RV! Discover the perfect blend of charm and modern luxury ...	4 beds \| 3 baths \| 3,379 sq.ft.	$1,149,999	Airbnb cash on cash: 0.39% Traditional cash on cash: 1.75% Airbnb Rental Income: $3257 Traditional Rental Income: $3979 Airbnb ROI: 0.39% Traditional ROI: 1.75%
5740 Blackhorse Cir Pensacola, FL Welcome home to this exquisite Craftsman-style residence offering an abundance of Southern...	3 beds \| 2 baths \| 1,916 sq.ft.	$309,000	Airbnb cash on cash: 5.04% Traditional cash on cash: 6.01% Airbnb Rental Income: $2792 Traditional Rental Income: $2420 Airbnb ROI: 5.04% Traditional ROI: 6.01%
616 E Mallory St Pensacola, FL Check the Youtube Tour: https://www.youtube.com/watch?v=IbmldliSm3Q The magnificence of th...	N/A beds \| N/A baths \| 2,900 sq.ft.	$800,000	Airbnb cash on cash: 0.54% Traditional cash on cash: -0.87% Airbnb Rental Income: $2502 Traditional Rental Income: $849 Airbnb ROI: 0.54% Traditional ROI: -0.87%
413 S 2nd St Pensacola, FL LOCATION, LOCATION, LOCATION, This home is located across from a beautiful park allowing f...	N/A beds \| 1 baths \| 1,124 sq.ft.	$240,000	Airbnb cash on cash: 4.29% Traditional cash on cash: 5.28% Airbnb Rental Income: $2018 Traditional Rental Income: $1717 Airbnb ROI: 4.29% Traditional ROI: 5.28%
921 Lagoon Dr Pensacola, FL PRICE REDUCED!!! Seller offering buyer concessions to be used towards closing costs or rat...	3 beds \| 1 baths \| 1,546 sq.ft.	$246,900	Airbnb cash on cash: 2.1% Traditional cash on cash: 6.19% Airbnb Rental Income: $1454 Traditional Rental Income: $1976 Airbnb ROI: 2.1% Traditional ROI: 6.19%
824 E La Rua St Pensacola, FL Discover a unique opportunity in the heart of Pensacola, FL. This two-story freestanding b...	4 beds \| 1 baths \| 1,964 sq.ft.	$500,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 3.89% Airbnb Rental Income: $1386 Traditional Rental Income: $2794 Airbnb ROI: -0.02% Traditional ROI: 3.89%
5416 Ponte Verde Dr Pensacola, FL This fully renovated coastal-style home in the sought-after Grande Lagoon Lakes community ...	4 beds \| 2 baths \| 2,316 sq.ft.	$495,000	Airbnb cash on cash: 6.39% Traditional cash on cash: 4.53% Airbnb Rental Income: $4951 Traditional Rental Income: $3077 Airbnb ROI: 6.39% Traditional ROI: 4.53%
8430 WALNUT AVE Pensacola, FL Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 2 baths \| 1,088 sq.ft.	$171,000	Airbnb cash on cash: 1.76% Traditional cash on cash: 6.83% Airbnb Rental Income: $1051 Traditional Rental Income: $1512 Airbnb ROI: 1.76% Traditional ROI: 6.83%
1630 E Lee St Pensacola, FL This is a beautiful house in desirable East Hill Pensacola. 4 Bedroom 2 bath	4 beds \| 2 baths \| 2,041 sq.ft.	$399,000	Airbnb cash on cash: 4.62% Traditional cash on cash: 3.58% Airbnb Rental Income: $3257 Traditional Rental Income: $2136 Airbnb ROI: 4.62% Traditional ROI: 3.58%
9570 Tower Ridge Rd Pensacola, FL **Back available due to no fault of the seller. New roof has been installed** Welcome ...	N/A beds \| 2 baths \| 1,896 sq.ft.	$239,700	Airbnb cash on cash: 2.26% Traditional cash on cash: 7.35% Airbnb Rental Income: $1465 Traditional Rental Income: $2185 Airbnb ROI: 2.26% Traditional ROI: 7.35%
1305 N 15th Ave Pensacola, FL Built in 1911, this 114 year old treasure stands gracefully, holding many decades of histo...	3 beds \| 2 baths \| 2,190 sq.ft.	$750,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 1.81% Airbnb Rental Income: $2660 Traditional Rental Income: $2672 Airbnb ROI: 0.88% Traditional ROI: 1.81%

Your search for investment property begins and ends here

Woodlawn Investment Property for Sale in Pensacola, FL

4020 Indigo Dr

Pensacola, FL

4 beds | 2 baths | 2,958 sq.ft.

$749,500

Airbnb cash on cash: 4.31%

Traditional cash on cash: 2.94%

Airbnb Rental Income: $4951

Traditional Rental Income: $2978

Airbnb ROI: 4.31%

Traditional ROI: 2.94%

353 S E St

Pensacola, FL

3 beds | 2 baths | 1,496 sq.ft.

$355,000

Airbnb cash on cash: -0.74%

Traditional cash on cash: 2.19%

Airbnb Rental Income: $1194

Traditional Rental Income: $1780

Airbnb ROI: -0.74%

Traditional ROI: 2.19%

174 Wildflower Ln

Pensacola, FL

3 beds | 2 baths | 1,184 sq.ft.

$220,000

Airbnb cash on cash: 9.05%

Traditional cash on cash: 4.33%

Airbnb Rental Income: $3096

Traditional Rental Income: $1408

Airbnb ROI: 9.05%

Traditional ROI: 4.33%

9944 Eleral Dr

Pensacola, FL

4 beds | 3 baths | 3,000 sq.ft.

$525,000

Airbnb cash on cash: 4.19%

Traditional cash on cash: 4.32%

Airbnb Rental Income: $3915

Traditional Rental Income: $3137

Airbnb ROI: 4.19%

Traditional ROI: 4.32%

6148 The Oaks Ln unit: B #B

Pensacola, FL

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

$275,000

Airbnb cash on cash: 1.1%

Traditional cash on cash: 7.64%

Airbnb Rental Income: $1267

Traditional Rental Income: $2562

Airbnb ROI: 1.1%

Traditional ROI: 7.64%

10608 Chemstrand Rd

Pensacola, FL

3 beds | 1 baths | 812 sq.ft.

$164,900

Airbnb cash on cash: 1.9%

Traditional cash on cash: 10.61%

Airbnb Rental Income: $1051

Traditional Rental Income: $2058

Airbnb ROI: 1.9%

Traditional ROI: 10.61%

7709 Dartmoor Dr

Pensacola, FL

3 beds | 1 baths | 1,124 sq.ft.

$174,900

Airbnb cash on cash: 1.96%

Traditional cash on cash: 7.77%

Airbnb Rental Income: $1051

Traditional Rental Income: $1656

Airbnb ROI: 1.96%

Traditional ROI: 7.77%

2955 Newton Dr

Pensacola, FL

4 beds | 3 baths | 1,819 sq.ft.

$325,000

Airbnb cash on cash: 1.5%

Traditional cash on cash: 4.35%

Airbnb Rental Income: $1577

Traditional Rental Income: $1999

Airbnb ROI: 1.5%